Joseph Tipa, licensed Realtor Search Results

Nestled beneath a canopy of majestic oak trees in the highly sought after Maitland Woods neighborhood, this beautifully updated 3 bedroom, 2.5 bathroom pool home sits on an expansive .45 acre homesite, offering timeless charm, thoughtful updates, and the lifestyle you've been searching for. From the moment you arrive, you'll appreciate the instant curb appeal of this classic brick ranch home, framed by mature landscaping and one of Maitland Woods' picturesque tree lined streets. Inside, you're welcomed by a spacious formal living room that sets the tone for the warm and inviting spaces beyond. The beautifully renovated kitchen serves as the heart of the home, featuring stylish finishes, generous workspace, and an effortless flow into the family room, where a stunning brick fireplace creates the perfect place to gather with family and friends. The spacious primary suite offers a peaceful retreat complete with a custom walk in closet and an updated ensuite bath. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office.' Designed for year round Florida living, the expansive screened lanai overlooks your own private backyard oasis featuring a saltwater pool, newer pergola, outdoor shower, and an oversized fenced backyard with plenty of room to entertain, play, or simply relax beneath the shade of mature oaks. Recent improvements include a new HVAC system (2025), complete replumbing, and updated electrical, offering peace of mind for years to come. Life in Maitland Woods is about more than just the home. Enjoy evening walks around the spring fed waters of Lake Sybelia, where neighbors gather to take in beautiful sunsets beneath the oak canopy. Just minutes away, charming downtown Maitland offers local restaurants, community events, the weekly farmers market, and beloved traditions like Movies in the Park. With Orangewood Christian School within walking distance and easy access to downtown Maitland, downtown Orlando, shopping, dining, and major roadways, this location perfectly blends small town charm with everyday convenience. This is more than a home. This is the sign you've been looking for. It's an opportunity to enjoy the timeless character, community, and lifestyle that have made Maitland Woods one of Central Florida's most cherished neighborhoods.

3 Beds ⋅ 3 Baths ⋅ Maitland Woods Third Add SubDv. ⋅ 32751 Zip Code

Nestled beneath a canopy of majestic oak trees in the highly sought after Maitland Woods neighborhood, this beautifully updated 3 bedroom, 2.5 bathroom pool home sits on an expansive .45 acre homesite, offering timeless charm, thoughtful updates, and the lifestyle you've been searching for. From the moment you arrive, you'll appreciate the instant curb appeal of this classic brick ranch home, framed by mature landscaping and one of Maitland Woods' picturesque tree lined streets. Inside, you're welcomed by a spacious formal living room that sets the tone for the warm and inviting spaces beyond. The beautifully renovated kitchen serves as the heart of the home, featuring stylish finishes, generous workspace, and an effortless flow into the family room, where a stunning brick fireplace creates the perfect place to gather with family and friends. The spacious primary suite offers a peaceful retreat complete with a custom walk in closet and an updated ensuite bath. Two additional bedrooms provide comfortable accommodations for family, guests, or a home office.' Designed for year round Florida living, the expansive screened lanai overlooks your own private backyard oasis featuring a saltwater pool, newer pergola, outdoor shower, and an oversized fenced backyard with plenty of room to entertain, play, or simply relax beneath the shade of mature oaks. Recent improvements include a new HVAC system (2025), complete replumbing, and updated electrical, offering peace of mind for years to come. Life in Maitland Woods is about more than just the home. Enjoy evening walks around the spring fed waters of Lake Sybelia, where neighbors gather to take in beautiful sunsets beneath the oak canopy. Just minutes away, charming downtown Maitland offers local restaurants, community events, the weekly farmers market, and beloved traditions like Movies in the Park. With Orangewood Christian School within walking distance and easy access to downtown Maitland, downtown Orlando, shopping, dining, and major roadways, this location perfectly blends small town charm with everyday convenience. This is more than a home. This is the sign you've been looking for. It's an opportunity to enjoy the timeless character, community, and lifestyle that have made Maitland Woods one of Central Florida's most cherished neighborhoods.

211 Talmeda Trail, Maitland

$735,000

Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout provides clear sight-lines between the kitchen and family room, creating a connected main living area. The pavers meet manicured lawns and fresh landscaping for a clean, contemporary finish that is 100% move-in ready. Additional features include an interior laundry room and a fully fenced backyard with a pool. Enjoy being just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer.

5 Beds ⋅ 3 Baths ⋅ Dommerich Hills 6th Add SubDv. ⋅ 32751 Zip Code

Completely Remodeled 2026 | Single-Story | Split Floorplan | The redesigned kitchen features 42" shaker cabinetry, Calcutta quartz countertops, a marble backsplash, and new stainless steel Fisher & Paykel appliances. Bathrooms have been completely remodeled with updated finishes. Luxury vinyl flooring extends through all common areas, complemented by LED recessed lighting and updated fixtures throughout. The open layout provides clear sight-lines between the kitchen and family room, creating a connected main living area. The pavers meet manicured lawns and fresh landscaping for a clean, contemporary finish that is 100% move-in ready. Additional features include an interior laundry room and a fully fenced backyard with a pool. Enjoy being just minutes from Park Avenue, Lake Lily, and Maitland City Centre where you'll find farmers markets, local dining, and boutique shopping. With easy access to I-4, 417, and the Maitland Exchange, you're well connected to everything Central Florida has to offer.

2809 Waumpi Trail, Maitland

$735,000

RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is thoughtfully landscaped with rare tropical plants, rose gardens, and a peaceful front courtyard complete with a bubbling fountain. Ample driveway and garage space accommodate boat or vehicle storage, ideal for enjoying skiable Lake Minnehaha. Inside, this 3 bedroom, 2.5 bath home offers 2,249 square feet of living space in a split floorplan. A unique highlight of the floorplan is the dual primary suites, each with private access to the screened pool, making the home ideal for multi-generational living. Equally beautiful pool views are also visible from the kitchen, breakfast nook, and spacious family room. If you are staying inside, the family room features a large fireplace that creates a cozy focal point. Just off the family room is the remodeled kitchen that is both bright and functional with abundant cabinetry, granite counters, stainless steel appliances, breakfast bar seating, a built-in desk, and a breakfast nook with patio access. Beauty abounds from the patio with a resort-style screened pool, complete with decorative palms surrounding the pool. Steps from the pool begin the meandering gardens with colorful blooms. To aid the avid gardener is a covered and secure garden shed. With such an expansive homesite - more than 15,000 square feet - possibilities for adding a full workshop or even an Accessory Dwelling Unit/ADU could be explored. Adjacent to this estate is Minnehaha Park, a 7.5-acre City of Maitland park offering multiple tennis courts, pickleball courts, walking trails, picnic pavilions, and playgrounds. While the setting of this property is quiet and serene, the home is minutes from Winter Park shopping and dining; downtown Maitland and Maitland City Centre; I-4 access; and zoned Winter Park High School. Additional home updates include a full roof replacement and AC replacement in 2021, making move-in and insurance smooth and easy. Don't miss this chance to get Winter Park Chain of Lakes access for yourself at this exceptional price!

3 Beds ⋅ 3 Baths ⋅ Minnehaha Shores SubDv. ⋅ 32751 Zip Code

RARE opportunity to own a Maitland Shores home offering access to Lake Minnehaha AND the Winter Park Chain of Lakes. Residents enjoy exclusive use of the HOA lakefront park with a fishing dock and paved boat ramp that creates quick access to the Nina Canal and Lake Maitland — the largest lake in the Winter Park Chain. The unique location of this home offers an oversized .34-acre homesite that is thoughtfully landscaped with rare tropical plants, rose gardens, and a peaceful front courtyard complete with a bubbling fountain. Ample driveway and garage space accommodate boat or vehicle storage, ideal for enjoying skiable Lake Minnehaha. Inside, this 3 bedroom, 2.5 bath home offers 2,249 square feet of living space in a split floorplan. A unique highlight of the floorplan is the dual primary suites, each with private access to the screened pool, making the home ideal for multi-generational living. Equally beautiful pool views are also visible from the kitchen, breakfast nook, and spacious family room. If you are staying inside, the family room features a large fireplace that creates a cozy focal point. Just off the family room is the remodeled kitchen that is both bright and functional with abundant cabinetry, granite counters, stainless steel appliances, breakfast bar seating, a built-in desk, and a breakfast nook with patio access. Beauty abounds from the patio with a resort-style screened pool, complete with decorative palms surrounding the pool. Steps from the pool begin the meandering gardens with colorful blooms. To aid the avid gardener is a covered and secure garden shed. With such an expansive homesite - more than 15,000 square feet - possibilities for adding a full workshop or even an Accessory Dwelling Unit/ADU could be explored. Adjacent to this estate is Minnehaha Park, a 7.5-acre City of Maitland park offering multiple tennis courts, pickleball courts, walking trails, picnic pavilions, and playgrounds. While the setting of this property is quiet and serene, the home is minutes from Winter Park shopping and dining; downtown Maitland and Maitland City Centre; I-4 access; and zoned Winter Park High School. Additional home updates include a full roof replacement and AC replacement in 2021, making move-in and insurance smooth and easy. Don't miss this chance to get Winter Park Chain of Lakes access for yourself at this exceptional price!

109 Minnehaha Circle, Maitland

$727,200

LAKEFRONT LIVING IN THE HEART OF MAITLAND WITH EAST/WEST EXPOSURE! Set on approximately .68 acres with an impressive 115 feet of frontage on beautiful Wood Lake, this gorgeous updated 3-bedroom, 3-bath residence offers the perfect blend of timeless character, modern updates, and effortless Florida living with the potential to add your own private dock. From the moment you step inside, expansive windows and skylights fill the home with natural light while framing tranquil views of the water. Beautifully restored terrazzo floors bring vintage character back to life, complemented by fresh interior paint, renovated bathrooms, and new LED lighting throughout. At the heart of the open living spaces, a striking double-sided fireplace creates a dramatic focal point connecting the living and dining areas. The spacious kitchen offers an incredible opportunity to create a custom chef's kitchen tailored to your style. The waterfront primary suite is a true retreat, featuring floor-to-ceiling windows overlooking the lake and a private en-suite bath with large closet and dressing room. Two additional generously sized bedrooms, one with an en-suite provide flexibility for family, guests, or a dedicated home office. Step outside and discover your own private waterfront oasis. A new saltwater pool, added in 2023, overlooks the lake and creates a spectacular backdrop for entertaining, relaxing in the sun, or enjoying peaceful evenings by the water. With approximately 115 feet of lake frontage, there is plenty of room to embrace the lakefront lifestyle bring your paddleboard, kayak, canoe, or other non-motorized watercraft and launch your next adventure right from your backyard. Thoughtful improvements include a 2020 roof, 2021 HVAC, and updated electrical and plumbing within the last 10 years, offering added peace of mind while preserving the home's distinctive character. Ideally positioned with convenient access to Winter Park, Maitland, and Altamonte Springs, as well as exceptional dining, shopping, medical facilities, parks, and major roadways, this one-of-a-kind property delivers the rare combination of space, privacy, character, and waterfront living all in the heart of Central Florida.

3 Beds ⋅ 3 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code

LAKEFRONT LIVING IN THE HEART OF MAITLAND WITH EAST/WEST EXPOSURE! Set on approximately .68 acres with an impressive 115 feet of frontage on beautiful Wood Lake, this gorgeous updated 3-bedroom, 3-bath residence offers the perfect blend of timeless character, modern updates, and effortless Florida living with the potential to add your own private dock. From the moment you step inside, expansive windows and skylights fill the home with natural light while framing tranquil views of the water. Beautifully restored terrazzo floors bring vintage character back to life, complemented by fresh interior paint, renovated bathrooms, and new LED lighting throughout. At the heart of the open living spaces, a striking double-sided fireplace creates a dramatic focal point connecting the living and dining areas. The spacious kitchen offers an incredible opportunity to create a custom chef's kitchen tailored to your style. The waterfront primary suite is a true retreat, featuring floor-to-ceiling windows overlooking the lake and a private en-suite bath with large closet and dressing room. Two additional generously sized bedrooms, one with an en-suite provide flexibility for family, guests, or a dedicated home office. Step outside and discover your own private waterfront oasis. A new saltwater pool, added in 2023, overlooks the lake and creates a spectacular backdrop for entertaining, relaxing in the sun, or enjoying peaceful evenings by the water. With approximately 115 feet of lake frontage, there is plenty of room to embrace the lakefront lifestyle bring your paddleboard, kayak, canoe, or other non-motorized watercraft and launch your next adventure right from your backyard. Thoughtful improvements include a 2020 roof, 2021 HVAC, and updated electrical and plumbing within the last 10 years, offering added peace of mind while preserving the home's distinctive character. Ideally positioned with convenient access to Winter Park, Maitland, and Altamonte Springs, as well as exceptional dining, shopping, medical facilities, parks, and major roadways, this one-of-a-kind property delivers the rare combination of space, privacy, character, and waterfront living all in the heart of Central Florida.

255 Wood Lake Drive, Maitland

$725,000

Virtually Staged. ONE OF A KIND for Dommerich Estates, this LAKE VIEW Home is designed for soaking in unforgettable sunsets and unwinding after a long day. Located directly across the street from the neighborhood lake lot, you will enjoy unobstructed views of the water, easy access to the boat ramp and fishing dock or launch your canoe or kayak for a peaceful paddle on the lake that also connects to the Winter Park Chain of Lakes! 4 generous bedrooms and 3 baths provide plenty of space for family and guests. Beautiful wood floors flow throughout and are complemented by crown molding for a classic touch. The spacious living room has a wood-burning fireplace and built-in cabinets to display all your treasures. It’s also large enough to be used for a combination living room/dining room and enjoy the lake views while you dine. The open kitchen and family room look out onto the screened patio and pool with a relaxing water feature. Feel secure during hurricane season with an installed and powerful Briggs and Stratton generator that will keep the power going to the kitchen, 4th bedroom and bath during the storm! Upgraded electrical system and the home has been replumbed for your peace of mind. Dommerich Estates has a strong sense of community and was designed and built around A rated schools so walking and biking to school is safe and easy. Social events at the lake lot provide a fun opportunity for neighbors to meet neighbors and there is a boardwalk that connects you to Maitland Park with playgrounds, tennis courts, walking trails and basketball courts. The City of Maitland is vibrant with a small-town feel providing events designed to foster connections among residents with multiple parks and downtown events and concerts! Don’t pass on this opportunity to own this rare, lake view home in one of the best neighborhoods in the area!

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 2nd Add SubDv. ⋅ 32751 Zip Code

Virtually Staged. ONE OF A KIND for Dommerich Estates, this LAKE VIEW Home is designed for soaking in unforgettable sunsets and unwinding after a long day. Located directly across the street from the neighborhood lake lot, you will enjoy unobstructed views of the water, easy access to the boat ramp and fishing dock or launch your canoe or kayak for a peaceful paddle on the lake that also connects to the Winter Park Chain of Lakes! 4 generous bedrooms and 3 baths provide plenty of space for family and guests. Beautiful wood floors flow throughout and are complemented by crown molding for a classic touch. The spacious living room has a wood-burning fireplace and built-in cabinets to display all your treasures. It’s also large enough to be used for a combination living room/dining room and enjoy the lake views while you dine. The open kitchen and family room look out onto the screened patio and pool with a relaxing water feature. Feel secure during hurricane season with an installed and powerful Briggs and Stratton generator that will keep the power going to the kitchen, 4th bedroom and bath during the storm! Upgraded electrical system and the home has been replumbed for your peace of mind. Dommerich Estates has a strong sense of community and was designed and built around A rated schools so walking and biking to school is safe and easy. Social events at the lake lot provide a fun opportunity for neighbors to meet neighbors and there is a boardwalk that connects you to Maitland Park with playgrounds, tennis courts, walking trails and basketball courts. The City of Maitland is vibrant with a small-town feel providing events designed to foster connections among residents with multiple parks and downtown events and concerts! Don’t pass on this opportunity to own this rare, lake view home in one of the best neighborhoods in the area!

570 Dommerich Drive, Maitland

$720,000

This move-in-ready 4-bedroom, 3-full-bath pool home is located in the beautiful Dommerich Estates! (A NEW ROOF is scheduled to be installed in late September/early October.) Enjoy a waterfront lifestyle just steps from your front door, with access to a private community boat ramp, fishing pier, picnic tables, built-in grills, social events, and endless sunset views along the shoreline of Lake Minnehaha. Lake Boat access is available to Dommerich Estates residents for just $150 annually. Walk or bike to Dommerich Elementary and Maitland Middle. High school is Winter Park High. Beyond the community amenities, you’ll love exploring the multiple nearby resident parks (Maitland Community Park is just a short walk away from the home) featuring canopied tree-lined walking and biking trails, playgrounds, tennis courts, lush gardens, and so much more. Inside, this spacious home offers a desirable split-bedroom floor plan, with the over-sized private primary suite thoughtfully separated from the three additional bedrooms. Build in surround sound speakers. There is no carpet—the home features beautiful travertine and tile flooring throughout. Step outside to your own private oasis! The huge swimming pool is the centerpiece of the expansive screened-in outdoor living area, complete with an oversized paver lanai—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Additional features include a 2-car garage and paver driveway. A NEW ROOF is scheduled to be installed in late September/early October. A wonderful opportunity to enjoy the comfort of a move-in-ready home with exceptional community amenities. (Throughout the home are pieces of Stickley furniture that are available for sale)

4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

This move-in-ready 4-bedroom, 3-full-bath pool home is located in the beautiful Dommerich Estates! (A NEW ROOF is scheduled to be installed in late September/early October.) Enjoy a waterfront lifestyle just steps from your front door, with access to a private community boat ramp, fishing pier, picnic tables, built-in grills, social events, and endless sunset views along the shoreline of Lake Minnehaha. Lake Boat access is available to Dommerich Estates residents for just $150 annually. Walk or bike to Dommerich Elementary and Maitland Middle. High school is Winter Park High. Beyond the community amenities, you’ll love exploring the multiple nearby resident parks (Maitland Community Park is just a short walk away from the home) featuring canopied tree-lined walking and biking trails, playgrounds, tennis courts, lush gardens, and so much more. Inside, this spacious home offers a desirable split-bedroom floor plan, with the over-sized private primary suite thoughtfully separated from the three additional bedrooms. Build in surround sound speakers. There is no carpet—the home features beautiful travertine and tile flooring throughout. Step outside to your own private oasis! The huge swimming pool is the centerpiece of the expansive screened-in outdoor living area, complete with an oversized paver lanai—perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. Additional features include a 2-car garage and paver driveway. A NEW ROOF is scheduled to be installed in late September/early October. A wonderful opportunity to enjoy the comfort of a move-in-ready home with exceptional community amenities. (Throughout the home are pieces of Stickley furniture that are available for sale)

431 Arapaho Trail, Maitland

$717,000

Fantastic opportunity in a sought-after neighborhood near top-rated Dommerich Elementary and Maitland Middle schools. Located on a cul-de-sac, this 4 bedroom, 2 bath, 2,274 sq foot split plan home is walking distance to the schools. This well-maintained home is ready for your personal touch and offers solid bones, a functional floor plan and a .22-acre lot - perfect for buyers looking to renovate and create their dream home. With a large formal living room and dining room there is plenty of space for entertaining and family time. The galley kitchen has real wood cabinets, an eat-in space, and a breakfast bar. The updated primary bedroom has access to the screened patio and a spacious walk-in closet. The primary bath has dual sinks and a large walk-in shower. The 3 additional bedrooms are anchored by the secondary bath with a tub and dual sinks and functions as a pool bath too. Inside laundry with an adjoining storage room. Enjoy the back yard view of the mature landscaping and the sparkling pool from the comfort of the screened patio. A/C and hot water heater were replaced in February 2026. Roof was replaced in 2023. Located on a quiet street with sidewalks, nearby parks and easy access to shopping and dining. Welcome home!

4 Beds ⋅ 2 Baths ⋅ Dommerich/Maitland Highlands SubDv. ⋅ 32751 Zip Code

Fantastic opportunity in a sought-after neighborhood near top-rated Dommerich Elementary and Maitland Middle schools. Located on a cul-de-sac, this 4 bedroom, 2 bath, 2,274 sq foot split plan home is walking distance to the schools. This well-maintained home is ready for your personal touch and offers solid bones, a functional floor plan and a .22-acre lot - perfect for buyers looking to renovate and create their dream home. With a large formal living room and dining room there is plenty of space for entertaining and family time. The galley kitchen has real wood cabinets, an eat-in space, and a breakfast bar. The updated primary bedroom has access to the screened patio and a spacious walk-in closet. The primary bath has dual sinks and a large walk-in shower. The 3 additional bedrooms are anchored by the secondary bath with a tub and dual sinks and functions as a pool bath too. Inside laundry with an adjoining storage room. Enjoy the back yard view of the mature landscaping and the sparkling pool from the comfort of the screened patio. A/C and hot water heater were replaced in February 2026. Roof was replaced in 2023. Located on a quiet street with sidewalks, nearby parks and easy access to shopping and dining. Welcome home!

761 Goldwater Court, Maitland

$703,000

Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a functional layout ideal for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and family areas, creating an easy and comfortable lifestyle. The home features comfortable bedrooms, including a peaceful primary suite with a newly remodeled primary bathroom designed with modern style and convenience in mind. Additional updates include a newer AC system that is only one year old, providing peace of mind and energy efficiency. Enjoy Florida living year-round with a private backyard perfect for relaxing or hosting guests. Residents also enjoy deeded lake access, adding even more appeal to this special Maitland property. Don't miss the virtual walk through and floor plan sketch. Located in a great school district and just minutes from Park Avenue, beautiful parks, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and value. Don’t miss the opportunity to make 1761 Tippicanoe your next home.

3 Beds ⋅ 3 Baths ⋅ Dommerich Ests 1st Add SubDv. ⋅ 32751 Zip Code

Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a functional layout ideal for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and family areas, creating an easy and comfortable lifestyle. The home features comfortable bedrooms, including a peaceful primary suite with a newly remodeled primary bathroom designed with modern style and convenience in mind. Additional updates include a newer AC system that is only one year old, providing peace of mind and energy efficiency. Enjoy Florida living year-round with a private backyard perfect for relaxing or hosting guests. Residents also enjoy deeded lake access, adding even more appeal to this special Maitland property. Don't miss the virtual walk through and floor plan sketch. Located in a great school district and just minutes from Park Avenue, beautiful parks, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and value. Don’t miss the opportunity to make 1761 Tippicanoe your next home.

1761 Tippicanoe Trail, Maitland

$700,000

Located in the highly desirable English Estates community, this beautifully renovated home blends modern updates with comfortable Florida living. Thoughtfully redesigned throughout, the home offers four spacious bedrooms and updated bathrooms, including a private primary suite featuring a spa-inspired bath and a custom walk-in closet with built-in shelving and organization. The open-concept kitchen flows seamlessly into the main living and dining areas and features quartz countertops, custom shaker cabinetry, stainless steel appliances, and an oversized peninsula ideal for everyday living and entertaining. Additional upgrades throughout the home include marble accents, upgraded recessed lighting, and a double-sided fireplace that adds warmth and character to the main living spaces. Large windows, including a custom back door slider, oversized aquarium-style window, and expansive kitchen window, bring in abundant natural light and overlook the backyard and pool area. Outside, the private backyard retreat is designed for both relaxing and entertaining, complete with a resort-style pool, updated coping, a new energy-efficient pool pump, custom fencing, and a brand-new paver pool deck. Situated on nearly half an acre and just minutes from the shops, restaurants, and parks of Winter Park, this home offers a great combination of style, privacy, and location.

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code

Located in the highly desirable English Estates community, this beautifully renovated home blends modern updates with comfortable Florida living. Thoughtfully redesigned throughout, the home offers four spacious bedrooms and updated bathrooms, including a private primary suite featuring a spa-inspired bath and a custom walk-in closet with built-in shelving and organization. The open-concept kitchen flows seamlessly into the main living and dining areas and features quartz countertops, custom shaker cabinetry, stainless steel appliances, and an oversized peninsula ideal for everyday living and entertaining. Additional upgrades throughout the home include marble accents, upgraded recessed lighting, and a double-sided fireplace that adds warmth and character to the main living spaces. Large windows, including a custom back door slider, oversized aquarium-style window, and expansive kitchen window, bring in abundant natural light and overlook the backyard and pool area. Outside, the private backyard retreat is designed for both relaxing and entertaining, complete with a resort-style pool, updated coping, a new energy-efficient pool pump, custom fencing, and a brand-new paver pool deck. Situated on nearly half an acre and just minutes from the shops, restaurants, and parks of Winter Park, this home offers a great combination of style, privacy, and location.

2450 Derbyshire Road, Maitland

$700,000

Here is your chance to be in the coveted Dommerich neighborhood and have a move in ready 3/2 pool home! This home has been tastefully renovated to include newer front living room Anderson Windows and Sliding Doors. Newer kitchen countertops, NEW ROOF 2025, Second bath updated in 2017, HVAC 2015, Water Heater 2015. The Salt Cell for the pool 2025, Refrigerator and Dishwasher 2025 and updated LED lighting throughout. All your important insurance items taken care of! Now, let's talk about this home! This Mid-Century Modern is MOVE IN READY! You will absolutely love the natural light from the beautiful front windows. Your kitchen is aesthetically pleasing with a wonderful flow and makes entertaining a breeze! The walk in pantry is ideal for extra storage. The Primary Suite is spacious and offers an updated en-suite with a walk in shower. The secondary rooms are nice sized and provide ample natural light as well as garden views. You will spend the majority of your time in your luxurious pool and relaxing on the covered deck area. With several areas of dedicated lounge space and sheltered area from the sun, this backyard oasis is a rare find! All the while, still providing you plenty of greenspace for play and pets. This home is ideally situated to Dommerich Elementary and minutes to Maitland Middle as well as Zoned for Winter Park High School, you are the Trifecta of Schools! Minutes to Publix, Walmart, Target, downtown Winter Park and Maitland, the Sun Rail and to the I-4 Maitland Exchange. Don't miss your chance to see why so many live and love to call Dommerich HOME!

3 Beds ⋅ 2 Baths ⋅ Dommerich/ Highland Park SubDv. ⋅ 32751 Zip Code

Here is your chance to be in the coveted Dommerich neighborhood and have a move in ready 3/2 pool home! This home has been tastefully renovated to include newer front living room Anderson Windows and Sliding Doors. Newer kitchen countertops, NEW ROOF 2025, Second bath updated in 2017, HVAC 2015, Water Heater 2015. The Salt Cell for the pool 2025, Refrigerator and Dishwasher 2025 and updated LED lighting throughout. All your important insurance items taken care of! Now, let's talk about this home! This Mid-Century Modern is MOVE IN READY! You will absolutely love the natural light from the beautiful front windows. Your kitchen is aesthetically pleasing with a wonderful flow and makes entertaining a breeze! The walk in pantry is ideal for extra storage. The Primary Suite is spacious and offers an updated en-suite with a walk in shower. The secondary rooms are nice sized and provide ample natural light as well as garden views. You will spend the majority of your time in your luxurious pool and relaxing on the covered deck area. With several areas of dedicated lounge space and sheltered area from the sun, this backyard oasis is a rare find! All the while, still providing you plenty of greenspace for play and pets. This home is ideally situated to Dommerich Elementary and minutes to Maitland Middle as well as Zoned for Winter Park High School, you are the Trifecta of Schools! Minutes to Publix, Walmart, Target, downtown Winter Park and Maitland, the Sun Rail and to the I-4 Maitland Exchange. Don't miss your chance to see why so many live and love to call Dommerich HOME!

2040 Thunderbird Trail, Maitland

$700,000

A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This four-bedroom, two-bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile and some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The backyard and side yard are spacious and possibilities endless. The fourth bedroom or home office is separate and off the family room while other three bedrooms are banked down another hallway. Baths are fully updated with timeless appointments. A spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. In the heart of Dommerich, this location allows you to enjoy an easy distance to schools, the Quad and close to the boardwalk to Maitland Community Park. Maitland is full of life, home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.

4 Beds ⋅ 2 Baths ⋅ Dommerich SubDv. ⋅ 32751 Zip Code

A midcentury modern influenced Florida ranch offers a special location just a block from the school with a walking path behind providing a unique lifestyle for this special home. Natural Coquina stone accents are the focal point of the exterior elevation with seamless windows that allow incredible light in and are in keeping with the architecture of the era. This four-bedroom, two-bath home was thoughtfully renovated with vintage polished terrazzo, ceramic tile and some vaulted ceilings creating a spacious layout for ease of living. Kitchen is renovated with clean lined shaker cabinets, subway tile back splash, floating shelves, stainless appliances and sliding barn door for pantry. Kitchen blends with living space which can serve as dining or formal living, function possibilities are endless. Family spaces open through clear glass doors to back patio making entertaining a breeze with plenty of room to add on or grow. The backyard and side yard are spacious and possibilities endless. The fourth bedroom or home office is separate and off the family room while other three bedrooms are banked down another hallway. Baths are fully updated with timeless appointments. A spacious laundry room for great organization, provides easy day-to-day function. Other system updates include 2025 Lenox air conditioning, roof 2020, insulated garage door, vinyl fencing, irrigation system, vaulted ceilings and more. In the heart of Dommerich, this location allows you to enjoy an easy distance to schools, the Quad and close to the boardwalk to Maitland Community Park. Maitland is full of life, home to terrific parks, fabulous restaurants, shopping, home to the Enzian Theatre, Lake Lily and more. This is a rare find.

814 N Thistle Lane, Maitland

$692,000

Welcome to this beautifully remodeled single-story home in a perfect location---offering no stairs and effortless open living. This truly move-in ready residence features soaring ceilings and beautiful custom energy-efficient windows allowing an abundance of natural light. The modern chef's kitchen is the heart of the home with its bright eat-in area, built-in pantry, high-end cabinets and plenty of gorgeous counter space. This home boasts three spacious bedrooms with huge custom closets, two completely renovated bathrooms, a dedicated office space and an additional expansive family room---ideal for entertaining or flexible living. Step outside to your private backyard oasis with a sparkling pool, lush landscaping, and a brick privacy fence creating a peaceful resort-style setting. Through the Primary suite's door, there's another separate outside retreat with a charming peek at the lake. For extra peace of mind, all of the important big-ticket items of this immaculate home have already been updated or replaced---roof(2021), dual A/C system(2021), pool re-surfaced and painted(2021), pool pump(2025), new septic system(2022), irrigation(2022), landscaping(2022), a hot water heater(2025), and a security system(2022). Also, a nice two-car garage with epoxy flooring includes a renovated garage door opener, additional storage, a hard-wired outlet for charging electrical vehicles, and a new exterior door for added convenience. Don't miss your chance to own this dream home, ideally located in one of Maitland's most sought-after neighborhoods. Schedule your private Showing today!

3 Beds ⋅ 2 Baths ⋅ Oakland Shores SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully remodeled single-story home in a perfect location---offering no stairs and effortless open living. This truly move-in ready residence features soaring ceilings and beautiful custom energy-efficient windows allowing an abundance of natural light. The modern chef's kitchen is the heart of the home with its bright eat-in area, built-in pantry, high-end cabinets and plenty of gorgeous counter space. This home boasts three spacious bedrooms with huge custom closets, two completely renovated bathrooms, a dedicated office space and an additional expansive family room---ideal for entertaining or flexible living. Step outside to your private backyard oasis with a sparkling pool, lush landscaping, and a brick privacy fence creating a peaceful resort-style setting. Through the Primary suite's door, there's another separate outside retreat with a charming peek at the lake. For extra peace of mind, all of the important big-ticket items of this immaculate home have already been updated or replaced---roof(2021), dual A/C system(2021), pool re-surfaced and painted(2021), pool pump(2025), new septic system(2022), irrigation(2022), landscaping(2022), a hot water heater(2025), and a security system(2022). Also, a nice two-car garage with epoxy flooring includes a renovated garage door opener, additional storage, a hard-wired outlet for charging electrical vehicles, and a new exterior door for added convenience. Don't miss your chance to own this dream home, ideally located in one of Maitland's most sought-after neighborhoods. Schedule your private Showing today!

514 W Faith Terrace, Maitland

$690,000

Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes. Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy flooring throughout the main living areas and luxury statement lighting that elevates the space with warmth and style. The living room invites relaxation with a sleek electric fireplace and expansive glass sliders that open to an extra-large lanai overlooking Lake Maitland—an ideal setting for morning coffee, evening sunsets, or effortless entertaining. The state-of-the-art chef’s kitchen is a true showpiece, thoughtfully designed for both beauty and function. It includes modern quartz countertops, a smart refrigerator with TV, with AI vision that updates your shopping list, planning and interactive features, a wine refrigerator, new stainless steel appliances, a vented hood, cooktop with pot filler, Bosch dishwasher, and a double oven with convection microwave combination and convection oven—perfect for hosting and everyday luxury. A discreet pantry closet houses a stackable washer and dryer, seamlessly integrating convenience into the design. The primary suite is a tranquil retreat with stunning lake views and a custom walk-in closet system complete with jewelry drawer, laundry bins, and generous storage. The spa-inspired primary bath features dual quartz vanities, a frameless glass shower, and a luxurious rain shower head, while the high-end bidet toilet automatically opens upon entry for an added touch of modern indulgence. The guest suite is equally impressive, featuring a custom Murphy bed with integrated storage and desk, dresser, television, and elegant glass closet doors. The adjacent guest bath has been fully reimagined as a spa sanctuary with a jetted soaking tub, designer tile, a custom light-up mirror, and new quartz top vanity. Storage is abundant throughout the home, including a coat closet, a hidden hideaway closet concealed behind a custom bookcase, and thoughtfully designed built-ins that maximize space without sacrificing style. Residents of "The Moorings" enjoy exceptional community amenities, including a resort-style pool with spa and a clubhouse ideal for private parties and social gatherings. The community is impeccably maintained, featuring new exterior paint and seal, a newer roof, and beautifully maintained landscaping, reflecting true pride of ownership. Additional features include a security system, smart thermostat, newer AC, and newer appliances, offering peace of mind and energy efficiency. For outdoor enthusiasts, the community allows storage for kayaks and paddleboards, with boat slip #16 available for rent, providing direct access to the Chain of Lakes lifestyle. Ideally located near Lake Lily’s Farmers Market, popular restaurants, extensive shopping, bus routes, and with easy access to I-4, this home is also zoned for top-rated A+ schools—blending luxury, convenience, and lifestyle into one exceptional offering. This is more than a home—it’s a refined lakeside retreat where comfort, design, and location come together beautifully.

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Luxury lakefront living at its finest awaits at "The Moorings" on Lake Maitland Chain of Lakes. Perfectly positioned on the first floor, this stunning two-bedroom, two-bath residence offers breathtaking lake views from nearly every room, creating a serene and sophisticated backdrop for everyday living. Completely renovated with impeccable attention to detail, the home features designer epoxy flooring throughout the main living areas and luxury statement lighting that elevates the space with warmth and style. The living room invites relaxation with a sleek electric fireplace and expansive glass sliders that open to an extra-large lanai overlooking Lake Maitland—an ideal setting for morning coffee, evening sunsets, or effortless entertaining. The state-of-the-art chef’s kitchen is a true showpiece, thoughtfully designed for both beauty and function. It includes modern quartz countertops, a smart refrigerator with TV, with AI vision that updates your shopping list, planning and interactive features, a wine refrigerator, new stainless steel appliances, a vented hood, cooktop with pot filler, Bosch dishwasher, and a double oven with convection microwave combination and convection oven—perfect for hosting and everyday luxury. A discreet pantry closet houses a stackable washer and dryer, seamlessly integrating convenience into the design. The primary suite is a tranquil retreat with stunning lake views and a custom walk-in closet system complete with jewelry drawer, laundry bins, and generous storage. The spa-inspired primary bath features dual quartz vanities, a frameless glass shower, and a luxurious rain shower head, while the high-end bidet toilet automatically opens upon entry for an added touch of modern indulgence. The guest suite is equally impressive, featuring a custom Murphy bed with integrated storage and desk, dresser, television, and elegant glass closet doors. The adjacent guest bath has been fully reimagined as a spa sanctuary with a jetted soaking tub, designer tile, a custom light-up mirror, and new quartz top vanity. Storage is abundant throughout the home, including a coat closet, a hidden hideaway closet concealed behind a custom bookcase, and thoughtfully designed built-ins that maximize space without sacrificing style. Residents of "The Moorings" enjoy exceptional community amenities, including a resort-style pool with spa and a clubhouse ideal for private parties and social gatherings. The community is impeccably maintained, featuring new exterior paint and seal, a newer roof, and beautifully maintained landscaping, reflecting true pride of ownership. Additional features include a security system, smart thermostat, newer AC, and newer appliances, offering peace of mind and energy efficiency. For outdoor enthusiasts, the community allows storage for kayaks and paddleboards, with boat slip #16 available for rent, providing direct access to the Chain of Lakes lifestyle. Ideally located near Lake Lily’s Farmers Market, popular restaurants, extensive shopping, bus routes, and with easy access to I-4, this home is also zoned for top-rated A+ schools—blending luxury, convenience, and lifestyle into one exceptional offering. This is more than a home—it’s a refined lakeside retreat where comfort, design, and location come together beautifully.

206 Quayside Circle Unit 103, Maitland

$684,000

LEASE OPTION CONSIDERED for LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard-like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2023. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!

3 Beds ⋅ 2 Baths ⋅ Druid Isle SubDv. ⋅ 32751 Zip Code

LEASE OPTION CONSIDERED for LAKESIDE LIVING in Maitland, Florida! Nestled canal front with direct access to Lake Charity, this vintage block home is built like a fortress with all the modern luxuries of today. A unique home for those who desire authenticity in both design and quality. A side entry garage leads to a courtyard-like entrance with a marble path and asian influenced landscape. Double doors open into an expansive footprint with 3 large bedrooms, 2 baths and over 3,000 sq ft of living space. A 42 x 12 sunroom overlooking the water pays homage to the nostalgic Florida charm of this decade. No expense was spared when renovating this interior. Luxurious finishings and professional installation can make all the difference! Especially noted in the kitchen and baths! Upon entering, a Balsato Beige Porcelain fireplace surround wall anchors the space with plenty of areas to create conversational seating, a designer’s dream! The kitchen island is open to the entire living space with tons of storage and a double waterfall edge in Taj Mahal Quartzite. The perimeter counters are done in beautiful Bora Bora Quartz by Sharifstone. Real wood cabinetry in white dove compliments the earth tones giving a more transitional than modern vibe. Brushed gold hardware, lighting & plumbing fixtures are the perfect “jewelry” for the space! All new high end appliances convey. A brick fireplace graces the dining/living room wall (sounding like a song), yet another functional design opportunity to really create a home that works for YOU. There’s plenty of spots for an office, although not formally mentioned and the ability to use some of the square footage to create an additional “room” if needed. The primary suite closet takes the cake with all the fun features a dream closet should have! The ensuite bath has a lovely vanity with Quartz tops, dual sinks and a gorgeous shower with designer tile and a frameless glass door. Hardware is all in a matte black. The additional 2 bedrooms share a bath that has also had a complete remodel! This home is move in ready with a timeless style throughout. Flooring is a cohesive blend of tile and luxury vinyl plank. New roof 2023. With ideal proximity to fine dining & shopping in Maitland, Winter Park’s infamous Park Avenue and the Theme Parks, you’ll find yourself “staycationing” a little more often!

1501 Druid Isle Road, Maitland

$680,000

HUGE Price Reduction!! There is simply nothing that compares to this deal! This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant natural light, and premium finishes throughout. The chef’s kitchen is a showpiece sleek cabinetry, stone countertops, and top-tier appliances. Entertain effortlessly with open living spaces that flow seamlessly to relaxing patios or balconies. With 3 bedrooms and 3½ baths, each space is a sanctuary. The primary suite impresses with its spa-style bath and custom closets. Upstairs, the laundry is tucked neatly beside the bedrooms for ease and efficiency. Thoughtfully designed storage niches and built-ins complete the picture. The real magic is the location. You’re only 5 minutes from Winter Park’s world-class dining, boutique shops, cultural venues, riverside parks, and Sunday farmer’s market. Stroll through cobbled streets, enjoy al fresco cafés, or catch live music on Park Avenue this home gives you that full lifestyle. Live luxuriously in a community where neighbors share the same roof and an unspoken sense of sophistication reigns. While it feels like condominium living, this is fee simple ownership in a four-unit enclave with NO HOA fees. You get the benefits without the burden. This is more than just a home it’s a statement. Don’t miss your opportunity to own a residence that’s as beautiful as it is brilliantly located.

3 Beds ⋅ 4 Baths ⋅ Orangedale Park SubDv. ⋅ 32751 Zip Code

HUGE Price Reduction!! There is simply nothing that compares to this deal! This exquisite attached single family home blends contemporary elegance with unbeatable convenience in a truly coveted Maitland address. Just a stroll from Maitland Preparatory School and mere minutes from the vibrant heart of Downtown Winter Park, this residence offers the best of both worlds. From the moment you arrive, you’ll sense the refined lifestyle within. soaring ceilings, abundant natural light, and premium finishes throughout. The chef’s kitchen is a showpiece sleek cabinetry, stone countertops, and top-tier appliances. Entertain effortlessly with open living spaces that flow seamlessly to relaxing patios or balconies. With 3 bedrooms and 3½ baths, each space is a sanctuary. The primary suite impresses with its spa-style bath and custom closets. Upstairs, the laundry is tucked neatly beside the bedrooms for ease and efficiency. Thoughtfully designed storage niches and built-ins complete the picture. The real magic is the location. You’re only 5 minutes from Winter Park’s world-class dining, boutique shops, cultural venues, riverside parks, and Sunday farmer’s market. Stroll through cobbled streets, enjoy al fresco cafés, or catch live music on Park Avenue this home gives you that full lifestyle. Live luxuriously in a community where neighbors share the same roof and an unspoken sense of sophistication reigns. While it feels like condominium living, this is fee simple ownership in a four-unit enclave with NO HOA fees. You get the benefits without the burden. This is more than just a home it’s a statement. Don’t miss your opportunity to own a residence that’s as beautiful as it is brilliantly located.

183 Orange Place, Maitland

$675,000

Welcome to this updated 3 bedroom, 2 bath, plus office home located in sought-after Hollieanna Shores.

3 Beds ⋅ 2 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code

Welcome to this updated 3 bedroom, 2 bath, plus office home located in sought-after Hollieanna Shores.

104 Tangelo Court, Maitland

$675,000

Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the moment you arrive, you'll notice the inviting curb appeal, mature landscaping, and the undeniable charm that sets this home apart from the rest. Inside, the home exudes personality with unique architectural touches, cozy living spaces, and abundant natural light throughout. The well-appointed kitchen flows effortlessly into the main living area, making it perfect for both relaxing and entertaining. Each bedroom is spacious and comfortable, while the bathrooms offer tasteful finishes. Whether you're sipping coffee on the front porch or enjoying the peaceful surroundings, you'll feel right at home in this special space. Situated just minutes from the vibrant shops and restaurants of Park Avenue, this home also features two separate driveways, offering plenty of parking for guests or multiple vehicles—a rare find in this area. With its unbeatable location, timeless charm, and practical layout, 1655 Sunnyside Drive is the perfect blend of convenience and character. Don’t miss your opportunity to own a true gem in one of Maitland’s most desirable neighborhoods. ROOF: 2021 PLUMBING: 2021 AC: 2021 ELECTRICAL: 2021

3 Beds ⋅ 2 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

Welcome to 1655 Sunnyside Drive, a beautifully charming home nestled on a picturesque corner lot in the heart of Maitland. Set on classic brick-lined roads, this 3-bedroom, 2-bathroom residence offers 1,418 square feet of thoughtfully designed living space filled with character and warmth. From the moment you arrive, you'll notice the inviting curb appeal, mature landscaping, and the undeniable charm that sets this home apart from the rest. Inside, the home exudes personality with unique architectural touches, cozy living spaces, and abundant natural light throughout. The well-appointed kitchen flows effortlessly into the main living area, making it perfect for both relaxing and entertaining. Each bedroom is spacious and comfortable, while the bathrooms offer tasteful finishes. Whether you're sipping coffee on the front porch or enjoying the peaceful surroundings, you'll feel right at home in this special space. Situated just minutes from the vibrant shops and restaurants of Park Avenue, this home also features two separate driveways, offering plenty of parking for guests or multiple vehicles—a rare find in this area. With its unbeatable location, timeless charm, and practical layout, 1655 Sunnyside Drive is the perfect blend of convenience and character. Don’t miss your opportunity to own a true gem in one of Maitland’s most desirable neighborhoods. ROOF: 2021 PLUMBING: 2021 AC: 2021 ELECTRICAL: 2021

1655 Sunnyside Drive, Maitland

$672,275

RARE OPPORTUNITY! Nestled on .68 acres in one of Maitland‘s most established and beautiful neighborhoods, Hidden Estates, this single story 4 bedroom, 2.5 bath pool home is filled with loads of character and charm. Once you enter the handsome foyer with brick flooring, you will notice the spaciousness of this home, which is one of its greatest features. The beautiful mature landscaping and plenty of room to enjoy the outdoors provides this property with an incredible sense of privacy that is so increasingly hard to find! The great room with brick fireplace and adjacent living room, as well as the kitchen, overlook the large pool and expansive deck just perfect for entertaining or simply relaxing in your own backyard retreat. The inside utility room and half bath are conveniently located right off of the kitchen. The large game room/office/workout room has lots of cabinetry for wonderful storage space. The home’s layout offers tremendous potential for a buyer ready to renovate while preserving its unique warmth and character. Convenient access to shopping, dining, schools, and medical facilities adds to it’s desirable location. This long time, family home awaits its next chapter, offering it’s new owner an exceptional setting to preserve or create something truly special. Look forward to seeing you there!

4 Beds ⋅ 3 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code

RARE OPPORTUNITY! Nestled on .68 acres in one of Maitland‘s most established and beautiful neighborhoods, Hidden Estates, this single story 4 bedroom, 2.5 bath pool home is filled with loads of character and charm. Once you enter the handsome foyer with brick flooring, you will notice the spaciousness of this home, which is one of its greatest features. The beautiful mature landscaping and plenty of room to enjoy the outdoors provides this property with an incredible sense of privacy that is so increasingly hard to find! The great room with brick fireplace and adjacent living room, as well as the kitchen, overlook the large pool and expansive deck just perfect for entertaining or simply relaxing in your own backyard retreat. The inside utility room and half bath are conveniently located right off of the kitchen. The large game room/office/workout room has lots of cabinetry for wonderful storage space. The home’s layout offers tremendous potential for a buyer ready to renovate while preserving its unique warmth and character. Convenient access to shopping, dining, schools, and medical facilities adds to it’s desirable location. This long time, family home awaits its next chapter, offering it’s new owner an exceptional setting to preserve or create something truly special. Look forward to seeing you there!

212 Flame Avenue, Maitland

$665,000

Welcome to this beautifully maintained 3 bedroom, 2 bath pool home offering 2,229 square feet of living space in the highly sought-after Dommerich neighborhood of Maitland. The heart of the home is the spacious kitchen featuring knotty pine cabinetry, granite countertops, a gas range, stainless steel appliances, a breakfast bar, and an elegant tray ceiling. The kitchen opens seamlessly to the family room, where a stunning brick accent wall showcases a cozy fireplace and a unique alcove perfect for indoor grilling and entertaining. A separate living room offers additional gathering space with its own fireplace and custom built-in bookshelves. The formal dining room is highlighted by a beautiful chandelier. French doors lead you to a spacious bonus room built in 2025, which is filled with natural light from new windows, providing endless possibilities for a home office, playroom, or flex space. Step outside to your private backyard retreat featuring a sparkling 10-foot-deep pool surrounded by classic herringbone-style pavers, creating the perfect setting for relaxation and outdoor entertaining. An outdoor storage shed provides added convenience. Recent updates include a brand-new roof (2026), newer windows, attractive wood shutters throughout, AC (2015), and water heater (2015) and indoor laundry room. Located within the highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this home offers the perfect blend of character, comfort, and location—don't miss this rare opportunity to make it yours.

3 Beds ⋅ 2 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully maintained 3 bedroom, 2 bath pool home offering 2,229 square feet of living space in the highly sought-after Dommerich neighborhood of Maitland. The heart of the home is the spacious kitchen featuring knotty pine cabinetry, granite countertops, a gas range, stainless steel appliances, a breakfast bar, and an elegant tray ceiling. The kitchen opens seamlessly to the family room, where a stunning brick accent wall showcases a cozy fireplace and a unique alcove perfect for indoor grilling and entertaining. A separate living room offers additional gathering space with its own fireplace and custom built-in bookshelves. The formal dining room is highlighted by a beautiful chandelier. French doors lead you to a spacious bonus room built in 2025, which is filled with natural light from new windows, providing endless possibilities for a home office, playroom, or flex space. Step outside to your private backyard retreat featuring a sparkling 10-foot-deep pool surrounded by classic herringbone-style pavers, creating the perfect setting for relaxation and outdoor entertaining. An outdoor storage shed provides added convenience. Recent updates include a brand-new roof (2026), newer windows, attractive wood shutters throughout, AC (2015), and water heater (2015) and indoor laundry room. Located within the highly acclaimed Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this home offers the perfect blend of character, comfort, and location—don't miss this rare opportunity to make it yours.

830 Longhaven Drive, Maitland

$650,000

Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living space. A timeless brick exterior and side-entry two-car garage create strong curb appeal, while the single-level floor plan provides effortless everyday living. The kitchen flows naturally into the connected living and dining areas, promoting an open, comfortable layout perfect for gatherings or flexible work-from-home use. Enjoy a fully fenced backyard great for pets, gardening, play, or weekend entertaining in your own outdoor retreat. Recent updates include: roof (Nov 2021), HVAC (May 2023), garage door (Apr 2022), and now connected to the city sewer (Nov 2025). Dommerich Hills is a well-established, tree-lined neighborhood known for its spacious lots, mid-century architecture, and strong sense of community. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, with the convenience of walking or biking to nearby schools. Minutes from Downtown Winter Park dining, boutique shopping, and easy access to major roadways and everyday conveniences. A rare opportunity to own a meticulously maintained home in one of Maitland’s most established and sought-after communities—offering the perfect blend of location, lifestyle, and long-term value.

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code

Dommerich Hills – Maitland Positioned in the heart of Maitland, this inviting single-story home in the highly desirable Dommerich Hills community combines comfort, character, and location. Offered for the first time in 60 years, this property reflects true pride of ownership and long-term care. Set on a spacious .24-acre lot, the home offers 4 bedrooms, 2.5 baths, and 2,265 sq. ft. of living space. A timeless brick exterior and side-entry two-car garage create strong curb appeal, while the single-level floor plan provides effortless everyday living. The kitchen flows naturally into the connected living and dining areas, promoting an open, comfortable layout perfect for gatherings or flexible work-from-home use. Enjoy a fully fenced backyard great for pets, gardening, play, or weekend entertaining in your own outdoor retreat. Recent updates include: roof (Nov 2021), HVAC (May 2023), garage door (Apr 2022), and now connected to the city sewer (Nov 2025). Dommerich Hills is a well-established, tree-lined neighborhood known for its spacious lots, mid-century architecture, and strong sense of community. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High, with the convenience of walking or biking to nearby schools. Minutes from Downtown Winter Park dining, boutique shopping, and easy access to major roadways and everyday conveniences. A rare opportunity to own a meticulously maintained home in one of Maitland’s most established and sought-after communities—offering the perfect blend of location, lifestyle, and long-term value.

2600 Mohawk Trail, Maitland

$650,000

Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool (Resurface 2025) and generous outdoor living area with a lake backdrop that makes every evening feel like a retreat. The big-ticket items are already handled: 7-year roof, 7-year AC, updated plumbing, and a fully paid-off solar system that virtually eliminates your monthly electric bill — and under Florida law, it won't raise your property taxes. Zoned for top-rated schools and just minutes to Winter Park's dining, shopping, and culture. This is a home with more value than the price tag suggests. Motivated seller. Bring your

4 Beds ⋅ 3 Baths ⋅ Dommerich Hills 2 Nd Add SubDv. ⋅ 32751 Zip Code

Priced below Appraised Value — and the seller is ready to move. This classic 4-bedroom, 2.5-bath Maitland pool home sits on a spacious quarter-to-half-acre lot with peaceful lake views and delivers 3,000 square feet of open, comfortable living. The updated kitchen and open floor plan make the interior as functional as it is inviting, but the real showstopper is outside — a sparkling pool (Resurface 2025) and generous outdoor living area with a lake backdrop that makes every evening feel like a retreat. The big-ticket items are already handled: 7-year roof, 7-year AC, updated plumbing, and a fully paid-off solar system that virtually eliminates your monthly electric bill — and under Florida law, it won't raise your property taxes. Zoned for top-rated schools and just minutes to Winter Park's dining, shopping, and culture. This is a home with more value than the price tag suggests. Motivated seller. Bring your

2514 Tuscarora Trail, Maitland

$650,000

***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with modern features, including new double-paned, Low-E windows and doors for energy efficiency and comfort. Inside, the home showcases a blend of hardwood and porcelain tile floors throughout, providing an elegant and low-maintenance living space. The updated kitchen boasts stainless steel appliances, granite countertops, and a reverse osmosis system for the purest drinking water. A large office provides additional versatility, perfect as a guest room or a second living space. Recent upgrades include a new roof in 2022, a new AC unit installed in 2021, and a screened porch addition from 2019 that offers a perfect spot to enjoy the outdoors. Located within the sought-after Winter Park School District and already converted to the city sewer system, this home is move-in ready for its new owners. Don’t miss the opportunity to experience the best of Dommerich Hills – schedule your showing today!

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code

***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with modern features, including new double-paned, Low-E windows and doors for energy efficiency and comfort. Inside, the home showcases a blend of hardwood and porcelain tile floors throughout, providing an elegant and low-maintenance living space. The updated kitchen boasts stainless steel appliances, granite countertops, and a reverse osmosis system for the purest drinking water. A large office provides additional versatility, perfect as a guest room or a second living space. Recent upgrades include a new roof in 2022, a new AC unit installed in 2021, and a screened porch addition from 2019 that offers a perfect spot to enjoy the outdoors. Located within the sought-after Winter Park School District and already converted to the city sewer system, this home is move-in ready for its new owners. Don’t miss the opportunity to experience the best of Dommerich Hills – schedule your showing today!

2338 Tuscarora Trail, Maitland

$650,000

Incredible Opportunity to create your own dream home in the coveted Lake Sybelia / Maitland Woods neighborhood !! Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is being offered to the market for the first time since 1974 - and offers the opportunity to make it your own for decades to come. Large living spaces including a kitchen with gas Viking range, additional built-in oven, two prep areas, two dishwashers (Bosch and Fisher & Paykel), 48" stainless refrigerator and deep stainless sinks. The living room includes a gas fireplace and opens to the adjacent Florida/Sun Room. The Primary Suite includes a sitting area with fireplace and a large ensuite bathroom. A covered hot tub/spa is adjacent to the Primary Bath. This spacious home is located on a generous, .39 acre, corner lot with the front of the home facing Willowbrook Trail and the garage entry from N. Lake Sybelia Dr. Roof and Skylights replaced in 2017. Separate utility shed for storing gardening tools or creating a workshop.

4 Beds ⋅ 3 Baths ⋅ Maitland Woods SubDv. ⋅ 32751 Zip Code

Incredible Opportunity to create your own dream home in the coveted Lake Sybelia / Maitland Woods neighborhood !! Spacious, One Story Living in this 4 bedroom, 3 bathroom home. Located just steps from Lake Sybelia Park. Convenient to I-4, Maitland Center, Winter Park, Altamonte Springs and downtown Orlando. After decades of being the stage for shared love and great family memories, this home is being offered to the market for the first time since 1974 - and offers the opportunity to make it your own for decades to come. Large living spaces including a kitchen with gas Viking range, additional built-in oven, two prep areas, two dishwashers (Bosch and Fisher & Paykel), 48" stainless refrigerator and deep stainless sinks. The living room includes a gas fireplace and opens to the adjacent Florida/Sun Room. The Primary Suite includes a sitting area with fireplace and a large ensuite bathroom. A covered hot tub/spa is adjacent to the Primary Bath. This spacious home is located on a generous, .39 acre, corner lot with the front of the home facing Willowbrook Trail and the garage entry from N. Lake Sybelia Dr. Roof and Skylights replaced in 2017. Separate utility shed for storing gardening tools or creating a workshop.

1100 Willowbrook Trail, Maitland

$649,000

Virtually Staged. FINAL SUBMISSION WINDOW – SELLER HAS SET A FIRM DEADLINE TO SECURE CONTRACT. ALL PROPOSALS DUE MAY 11. FULLY RENOVATED Maitland home offered for a limited time only. Seller will review all submitted contracts, including those below list price, and is open to structuring terms that work - including potential closing cost assistance or rate buydown with acceptable terms. Contracts must be submitted by May 11. Seller will make a decision immediately thereafter. This property will be removed from the market if not sold by the deadline. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy. At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spaces—perfect for both elevated entertaining and everyday living. The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape. Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yard—designed for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs. This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and more—offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement—an exceptional and increasingly rare feature in this area. Buyer to verify access and use. Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadways—giving you the perfect balance of privacy and accessibility.

3 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code

Virtually Staged. FINAL SUBMISSION WINDOW – SELLER HAS SET A FIRM DEADLINE TO SECURE CONTRACT. ALL PROPOSALS DUE MAY 11. FULLY RENOVATED Maitland home offered for a limited time only. Seller will review all submitted contracts, including those below list price, and is open to structuring terms that work - including potential closing cost assistance or rate buydown with acceptable terms. Contracts must be submitted by May 11. Seller will make a decision immediately thereafter. This property will be removed from the market if not sold by the deadline. MAJOR PRICE IMPROVEMENT Fully reimagined designer pool home with deeded access to skiable Lake Seminary, offering a rare blend of modern luxury, privacy, and prime Maitland location. Tucked away in a peaceful setting, this home lives like a private retreat while remaining just minutes from everything Maitland and Winter Park have to enjoy. At the heart of the home is a true showpiece kitchen, thoughtfully designed with a striking waterfall-edge island, full-height quartz backsplash, beverage fridge, and a clean, modern aesthetic reminiscent of a custom build. The open-concept layout is filled with natural light and flows effortlessly into the main living spaces—perfect for both elevated entertaining and everyday living. The primary suite delivers a spa-inspired retreat, featuring a freestanding soaking tub, oversized walk-in shower with dual heads, and carefully curated designer finishes that create a true sense of escape. Step outside to your own private backyard oasis, complete with a sparkling pool, expansive paver patio, and newly fenced yard—designed for both relaxation and hosting. The oversized lot offers exceptional flexibility, with ample space to add a garage, guest house, or additional storage to suit your needs. This home has been fully renovated with a strong emphasis on quality craftsmanship and high-end finishes throughout, including a new roof, HVAC, windows, flooring, and more—offering true move-in-ready peace of mind. Enjoy deeded access to skiable Lake Seminary via recorded easement—an exceptional and increasingly rare feature in this area. Buyer to verify access and use. Conveniently located near Maitland and Winter Park, with easy access to shopping, dining, and major roadways—giving you the perfect balance of privacy and accessibility.

106 Oakwood Drive, Maitland

$647,000

WELCOME TO YOUR DOMMERICH HOME - This tastefully updated Mid Century ranch is perfectly positioned on a gentle rise above the tree lined streets of Dommerich, offering both charm and modern functionality. As you enter the foyer, you are immediately welcomed by the clean lines and modern touches of the decor. The imported Italian tile and Terrazzo floors flow throughout this open floor plan and its' volume ceilings. The Curava countertops and subway tile backsplash perfectly frame the deep stainless sink and the crisp white cabinets in the bright eat-in kitchen. Just beyond the breakfast bar, the space opens to a generous dining room anchored by a striking fireplace - perfect for everyday meals or entertaining. Multiple living spaces provide incredible versatility, including a spacious family room, a cozy den ideal for relaxing or reading, and a bright Florida room that overlooks the backyard. These areas offer flexible options for work, play, or additional entertaining space. The primary suite offers a comfortable retreat with an en-suite bathroom and walk-in closet, while the additional bedrooms are well-sized and filled with natural light. Both bathrooms have been thoughtfully remodeled with a clean, modern design. Step outside to your shady private backyard where a brick paver terrace and mature trees create the perfect setting for outdoor living, dining, and relaxation. Recent upgrades include: all new LED light fixtures throughout, Energy Star double-pane windows and doors(214), new A/C system (2020), new water heater (2023), new gutters (2026), New Vinyl Fence (2019), Designer remodel in both bathrooms (2017), along with the recent public sewer connection—providing peace of mind for years to come. Located in the highly desirable Dommerich school district and convenient to shopping, dining, and major roadways, this move-in ready home combines classic style, modern updates, and an exceptional location. Don’t miss your opportunity to make this Dommerich home your own—schedule your private showing today.

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills First Add SubDv. ⋅ 32751 Zip Code

WELCOME TO YOUR DOMMERICH HOME - This tastefully updated Mid Century ranch is perfectly positioned on a gentle rise above the tree lined streets of Dommerich, offering both charm and modern functionality. As you enter the foyer, you are immediately welcomed by the clean lines and modern touches of the decor. The imported Italian tile and Terrazzo floors flow throughout this open floor plan and its' volume ceilings. The Curava countertops and subway tile backsplash perfectly frame the deep stainless sink and the crisp white cabinets in the bright eat-in kitchen. Just beyond the breakfast bar, the space opens to a generous dining room anchored by a striking fireplace - perfect for everyday meals or entertaining. Multiple living spaces provide incredible versatility, including a spacious family room, a cozy den ideal for relaxing or reading, and a bright Florida room that overlooks the backyard. These areas offer flexible options for work, play, or additional entertaining space. The primary suite offers a comfortable retreat with an en-suite bathroom and walk-in closet, while the additional bedrooms are well-sized and filled with natural light. Both bathrooms have been thoughtfully remodeled with a clean, modern design. Step outside to your shady private backyard where a brick paver terrace and mature trees create the perfect setting for outdoor living, dining, and relaxation. Recent upgrades include: all new LED light fixtures throughout, Energy Star double-pane windows and doors(214), new A/C system (2020), new water heater (2023), new gutters (2026), New Vinyl Fence (2019), Designer remodel in both bathrooms (2017), along with the recent public sewer connection—providing peace of mind for years to come. Located in the highly desirable Dommerich school district and convenient to shopping, dining, and major roadways, this move-in ready home combines classic style, modern updates, and an exceptional location. Don’t miss your opportunity to make this Dommerich home your own—schedule your private showing today.

1000 Kewannee Trail, Maitland

$640,000

Location, location!! Discover a rare opportunity to own a single family home plus 2 ADUs, just steps from the iconic Enzian Theater and vibrant Downtown Maitland. This property features three separate units, each with three separate electric meters, water meters and IN-UNIT washer and dryers - a highly sought-after feature for both tenants and owner-occupants alike.With all exterior siding replaced in 2026 on all three units, newer roofs installed in 2026 and 2021, and updated kitchens already completed, this property offers an exceptional turnkey investment with major improvements already in place for long-term peace of mind. This property also has ample parking and an oversized storage shed. The main house is a spacious 2 Bed/1 Bath unit (currently rented for $1,950/month), Unit 2 is a 1 Bed/1 Bath rented for $1,500/month, and Unit 3 is a studio rented for $1,100/month. Current rents are currently below market value and all three units are occupied by long-standing tenants who provide dependable income and minimal turnover. All three leases are set to expire in July and August of 2026, providing future flexibility for an investor or owner-occupant, and two of the tenants have already indicated interest in extending their leases, offering continued income stability from day one. Whether you’re looking to expand your investment portfolio, take advantage of a house-hacking opportunity, or explore the potential for short-term rental income, this property offers exceptional versatility in one of Central Florida’s most sought-after locations. Live in one unit while generating income from the others, or maximize returns through a strategic blend of long-term and short-term rental options. Location truly sets this property apart. Enjoy being just minutes from Winter Park Village, offering endless shopping, dining, entertainment, and a movie theater, while also being a short drive from the charm and excitement of Park Avenue and everything Winter Park has to offer. Residents will love easy access to weekend farmers markets in both Maitland and Winter Park, nearby grocery stores, top-rated restaurants, local boutiques, and convenient commuter routes. The property is also located near Rollins College, adding even more appeal to the location.

4 Beds ⋅ 3 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

Location, location!! Discover a rare opportunity to own a single family home plus 2 ADUs, just steps from the iconic Enzian Theater and vibrant Downtown Maitland. This property features three separate units, each with three separate electric meters, water meters and IN-UNIT washer and dryers - a highly sought-after feature for both tenants and owner-occupants alike.With all exterior siding replaced in 2026 on all three units, newer roofs installed in 2026 and 2021, and updated kitchens already completed, this property offers an exceptional turnkey investment with major improvements already in place for long-term peace of mind. This property also has ample parking and an oversized storage shed. The main house is a spacious 2 Bed/1 Bath unit (currently rented for $1,950/month), Unit 2 is a 1 Bed/1 Bath rented for $1,500/month, and Unit 3 is a studio rented for $1,100/month. Current rents are currently below market value and all three units are occupied by long-standing tenants who provide dependable income and minimal turnover. All three leases are set to expire in July and August of 2026, providing future flexibility for an investor or owner-occupant, and two of the tenants have already indicated interest in extending their leases, offering continued income stability from day one. Whether you’re looking to expand your investment portfolio, take advantage of a house-hacking opportunity, or explore the potential for short-term rental income, this property offers exceptional versatility in one of Central Florida’s most sought-after locations. Live in one unit while generating income from the others, or maximize returns through a strategic blend of long-term and short-term rental options. Location truly sets this property apart. Enjoy being just minutes from Winter Park Village, offering endless shopping, dining, entertainment, and a movie theater, while also being a short drive from the charm and excitement of Park Avenue and everything Winter Park has to offer. Residents will love easy access to weekend farmers markets in both Maitland and Winter Park, nearby grocery stores, top-rated restaurants, local boutiques, and convenient commuter routes. The property is also located near Rollins College, adding even more appeal to the location.

245 Orange Place, Maitland

$640,000

Located in the sought after Dommerich neighborhood, this beautifully maintained pool home is just a short walk to Dommerich Elementary and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with a gas range, breakfast bar, and generous gathering space. Additional features include a wood burning fireplace and an indoor laundry room. Major updates provide peace of mind, including a roof replaced four years ago, a six year old HVAC system, a water heater less than one year old, updated electrical and plumbing completed during the 2010 renovation, and a whole house generator powered by a 500 gallon propane tank. Outside, enjoy a large backyard with a pool, heated spa, and plenty of room to entertain, while a welcoming covered front porch with pavers and a tongue and groove ceiling adds warmth and curb appeal.

3 Beds ⋅ 2 Baths ⋅ Dommerich Hills SubDv. ⋅ 32751 Zip Code

Located in the sought after Dommerich neighborhood, this beautifully maintained pool home is just a short walk to Dommerich Elementary and Maitland Middle School. Hardwood floors and an open floor plan create an easy flow for everyday living and entertaining, centered around a spacious kitchen with a gas range, breakfast bar, and generous gathering space. Additional features include a wood burning fireplace and an indoor laundry room. Major updates provide peace of mind, including a roof replaced four years ago, a six year old HVAC system, a water heater less than one year old, updated electrical and plumbing completed during the 2010 renovation, and a whole house generator powered by a 500 gallon propane tank. Outside, enjoy a large backyard with a pool, heated spa, and plenty of room to entertain, while a welcoming covered front porch with pavers and a tongue and groove ceiling adds warmth and curb appeal.

703 Nicoma Trail, Maitland

$630,000

Nestled in the highly desirable Druid Isle neighborhood, this single-family residence offers the perfect blend of comfort, style, and waterfront living. Boasting 2,162 square feet of thoughtfully designed living space, this 4-bedroom, 3-bathroom home is ideal for both everyday living and entertaining. A welcoming layout and abundant natural light create a warm, inviting atmosphere throughout. Step outside to your own private oasis, where a sparkling pool overlooks serene lakefront views, providing a picturesque backdrop for relaxation and outdoor gatherings. Whether enjoying morning coffee by the water or hosting sunset get-togethers, the outdoor space is designed to make the most of Florida living. The peaceful lake setting adds a sense of privacy and tranquility rarely found so close to it all. Completing the home is a spacious 2-car garage and a prime location in one of the area’s most sought-after neighborhoods. Druid Isle is known for its charm, convenience, and strong sense of community, making this property an exceptional opportunity. This lakefront pool home truly offers the lifestyle you’ve been looking for—comfort, beauty, and an unbeatable location.

4 Beds ⋅ 3 Baths ⋅ Druid Isle SubDv. ⋅ 32751 Zip Code

Nestled in the highly desirable Druid Isle neighborhood, this single-family residence offers the perfect blend of comfort, style, and waterfront living. Boasting 2,162 square feet of thoughtfully designed living space, this 4-bedroom, 3-bathroom home is ideal for both everyday living and entertaining. A welcoming layout and abundant natural light create a warm, inviting atmosphere throughout. Step outside to your own private oasis, where a sparkling pool overlooks serene lakefront views, providing a picturesque backdrop for relaxation and outdoor gatherings. Whether enjoying morning coffee by the water or hosting sunset get-togethers, the outdoor space is designed to make the most of Florida living. The peaceful lake setting adds a sense of privacy and tranquility rarely found so close to it all. Completing the home is a spacious 2-car garage and a prime location in one of the area’s most sought-after neighborhoods. Druid Isle is known for its charm, convenience, and strong sense of community, making this property an exceptional opportunity. This lakefront pool home truly offers the lifestyle you’ve been looking for—comfort, beauty, and an unbeatable location.

1301 Druid Isle Road, Maitland

$625,000

Offering endless possibilities in the highly sought-after Maitland Grove neighborhood, this spacious 4-bedroom, 2.5-bath pool home offers the perfect opportunity to create something truly special. Major improvements are already in place, including a newer roof (2023), A/C (2021), updated electrical panel (2026), also appears to have been replumbed, providing a strong foundation for future updates and personal touches. Outdoor living takes center stage with an oversized screened porch overlooking the swimming pool and expansive 12,528-square-foot lot, offering ample space for entertaining, recreation, or creating your own backyard retreat. Inside, the family room is anchored by a wood-burning fireplace and opens to the porch through French doors, creating a natural connection to the outdoors. The light-filled kitchen features a large picture window, breakfast bar, and seamless flow into the family room, making it an inviting space for everyday living and gathering with friends and family. Designed with entertaining in mind, the combined living and dining rooms extend to the screened porch through sliding glass doors, enhancing the home's spacious feel and creating an easy transition between indoor and outdoor living spaces. Additional features include an indoor laundry room and a side-entry two-car garage. Beyond the home, residents enjoy an exceptional location just a short stroll from Homer Hough Park at Lake Sybelia Point, where lakeside green spaces, a playground, fishing pier, picnic areas, and peaceful waterfront views provide the perfect setting for outdoor enjoyment. Lake Sybelia Elementary School and Orangewood Christian School are both within walking distance, adding everyday convenience to an already desirable setting. Ideally positioned near shopping, dining, I-4, and the Maitland Center business district, the home also offers easy access to the boutiques, restaurants, and cultural attractions of Winter Park. Combining a tranquil neighborhood setting with outstanding convenience, this residence offers the rare chance to create lasting value while making a home uniquely your own in one of Maitland's most established and coveted communities. Don't miss your chance to make it your own—call today to schedule your private showing!

4 Beds ⋅ 3 Baths ⋅ Maitland Grove SubDv. ⋅ 32751 Zip Code

Offering endless possibilities in the highly sought-after Maitland Grove neighborhood, this spacious 4-bedroom, 2.5-bath pool home offers the perfect opportunity to create something truly special. Major improvements are already in place, including a newer roof (2023), A/C (2021), updated electrical panel (2026), also appears to have been replumbed, providing a strong foundation for future updates and personal touches. Outdoor living takes center stage with an oversized screened porch overlooking the swimming pool and expansive 12,528-square-foot lot, offering ample space for entertaining, recreation, or creating your own backyard retreat. Inside, the family room is anchored by a wood-burning fireplace and opens to the porch through French doors, creating a natural connection to the outdoors. The light-filled kitchen features a large picture window, breakfast bar, and seamless flow into the family room, making it an inviting space for everyday living and gathering with friends and family. Designed with entertaining in mind, the combined living and dining rooms extend to the screened porch through sliding glass doors, enhancing the home's spacious feel and creating an easy transition between indoor and outdoor living spaces. Additional features include an indoor laundry room and a side-entry two-car garage. Beyond the home, residents enjoy an exceptional location just a short stroll from Homer Hough Park at Lake Sybelia Point, where lakeside green spaces, a playground, fishing pier, picnic areas, and peaceful waterfront views provide the perfect setting for outdoor enjoyment. Lake Sybelia Elementary School and Orangewood Christian School are both within walking distance, adding everyday convenience to an already desirable setting. Ideally positioned near shopping, dining, I-4, and the Maitland Center business district, the home also offers easy access to the boutiques, restaurants, and cultural attractions of Winter Park. Combining a tranquil neighborhood setting with outstanding convenience, this residence offers the rare chance to create lasting value while making a home uniquely your own in one of Maitland's most established and coveted communities. Don't miss your chance to make it your own—call today to schedule your private showing!

151 White Oak Circle, Maitland

$625,000

Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusive neighborhood lake access to the Winter Park Chain of Lakes. Step inside to an airy, open layout filled with natural light, complemented by luxury vinyl plank flooring and plantation shutters throughout. The chef’s kitchen is the heart of the home, featuring granite countertops, subway tile backsplash, butcher-block accents, premium stainless steel appliances, and abundant cabinetry. The kitchen flows seamlessly into the dining and family rooms, ideal for daily living or effortless entertaining. A separate formal living room with pocket doors provides flexible space for work, relaxation, or hosting guests. Four well-appointed bedrooms provide comfort and versatility, including a spacious primary suite with a thoughtfully designed ensuite bath. The fourth bedroom can serve as a home office, guest room, or creative space. A rare dedicated pool bath adds convenience, and all bathrooms showcase modern tile work and stylish finishes. An indoor laundry/utility room enhances day-to-day functionality. Step outdoors to a quintessential Florida oasis with a sparkling private pool, expansive patio, and fully fenced green space, perfect for entertaining, quiet mornings, or recreation. Major improvements completed in 2013 include enhanced electrical and HVAC systems, providing peace of mind and long-term ease. Located at 10 Minnehaha Cir, Maitland, FL 32751, this home rests on a tranquil cul-de-sac surrounded by beautifully maintained homes and a friendly neighborhood atmosphere. Residents enjoy private lake access, a community boat ramp, and a dock—amenities rarely found at this price point. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, this location is among Central Florida’s most desirable. More than move-in ready, this home blends timeless character with modern comfort in one of Maitland’s premier neighborhoods. Every room has a story, every space invites possibility, and each day feels like the start of something special. The best journeys always lead home—and this one begins here.

4 Beds ⋅ 3 Baths ⋅ Minnehaha Shores SubDv. ⋅ 32751 Zip Code

Welcome to this beautifully refined 4-bedroom, 3-bath POOL HOME in the highly sought-after Minnehaha Shores community of Maitland. Situated on a prominent corner lot with picturesque views of Minnehaha Park, this residence offers thoughtful enhancements, generous indoor–outdoor living, and exclusive neighborhood lake access to the Winter Park Chain of Lakes. Step inside to an airy, open layout filled with natural light, complemented by luxury vinyl plank flooring and plantation shutters throughout. The chef’s kitchen is the heart of the home, featuring granite countertops, subway tile backsplash, butcher-block accents, premium stainless steel appliances, and abundant cabinetry. The kitchen flows seamlessly into the dining and family rooms, ideal for daily living or effortless entertaining. A separate formal living room with pocket doors provides flexible space for work, relaxation, or hosting guests. Four well-appointed bedrooms provide comfort and versatility, including a spacious primary suite with a thoughtfully designed ensuite bath. The fourth bedroom can serve as a home office, guest room, or creative space. A rare dedicated pool bath adds convenience, and all bathrooms showcase modern tile work and stylish finishes. An indoor laundry/utility room enhances day-to-day functionality. Step outdoors to a quintessential Florida oasis with a sparkling private pool, expansive patio, and fully fenced green space, perfect for entertaining, quiet mornings, or recreation. Major improvements completed in 2013 include enhanced electrical and HVAC systems, providing peace of mind and long-term ease. Located at 10 Minnehaha Cir, Maitland, FL 32751, this home rests on a tranquil cul-de-sac surrounded by beautifully maintained homes and a friendly neighborhood atmosphere. Residents enjoy private lake access, a community boat ramp, and a dock—amenities rarely found at this price point. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High, this location is among Central Florida’s most desirable. More than move-in ready, this home blends timeless character with modern comfort in one of Maitland’s premier neighborhoods. Every room has a story, every space invites possibility, and each day feels like the start of something special. The best journeys always lead home—and this one begins here.

10 Minnehaha Circle, Maitland

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