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$559,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand.

1241 Manchester Road, Maitland
$949,000
4 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code
Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways.

1889 Berkeley Court, Maitland
$680,000
4 Beds ⋅ 3 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code
This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for.

550 Arapaho Trail, Maitland
$287,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
PRICE IMPROVEMENT! WELCOME HOME to LAKE MAITLAND TERRACE! This beautifully remodeled 2 bedroom, FIRST FLOOR CORNER condo is truly move in ready and perfectly located in the heart of Maitland/Winter Park! Step inside to discover a stylish, completely updated interior featuring a BRAND NEW KITCHEN with NEW CABINETRY, COUNTERTOPS, and APPLIANCES, a beautifully RENOVATED BATHROOM, NEW LIGHTING and NEW INTERIOR DOORS, newer AC system and newer Hot Water Heater. Plus, you will love the convenience of an HOA approved stackable WASHER AND ventless DRYER inside the unit. Enjoy your morning coffee or unwind after a long day on your PRIVATE SCREENED IN PORCH, offering the perfect extension of your living space. As a desirable first floor corner unit, you’ll enjoy easy accessibility, added privacy, and CONVENIENT PARKING. Lake Maitland Terrace offers wonderful amenities, including a private lakefront dock for fishing and enjoying the water, community pool, and clubhouse. HOA includes water, sewer, valet trash pickup 3 days/week, all lawn services. You are just minutes from the charming shops, restaurants, parks, and entertainment of downtown Maitland and Winter Park. Whether you are looking for a full time home, a Florida getaway, or a low maintenance lifestyle, this beautifully renovated condo checks all the boxes. Updated, Convenient, Waterfront Community. Prime Location. Nothing to do but move in! Come see why this one won’t last!

1140 S Orlando Avenue Unit E1, Maitland
$340,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable locations. Inside, you'll find a thoughtfully redesigned interior featuring a stunning chef-inspired kitchen with classic shaker cabinetry, quartz countertops, a spacious pantry, and a large center island offering storage on both sides. The open-concept layout creates a bright and inviting living space that's perfect for entertaining or relaxing at home. The generous primary bedroom features a large closet, while the beautifully updated bathroom boasts a spacious walk-in shower and modern finishes. Additional conveniences include an in-unit washer and dryer, a private storage room located behind the unit, and access to the community's updated laundry facilities. Lake Maitland Terrace offers outstanding amenities, including a new lakefront swimming pool, community dock, clubhouse, putting green, and direct access to Lake Maitland and the Winter Park Chain of Lakes. Ideally located just moments from Lake Lily, the Enzian Theater, and the vibrant Independence Lane District, you'll enjoy easy access to local restaurants, breweries, shopping, and the popular farmer’s market. Winter Park Village, Park Avenue, and major roadways are also just minutes away. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this move-in-ready home offers an unbeatable combination of style, location, and convenience. Don't miss this incredible opportunity. Schedule your private showing today!

1140 S Orlando Avenue Unit B-7, Maitland
$965,000
4 Beds ⋅ 4 Baths ⋅ Sybelia Place SubDv. ⋅ 32751 Zip Code
Beautiful two-story home nestled on a quiet cul-de-sac in desirable Maitland, FL right off of Lake Sybelia. Featuring a private pool, spacious layout, luxury kitchen, high ceilings and an ideal location. Sub-Zero Pro refrigerator, Wolf duel-fuel range, quartzite counter tops, custom cabinetry, gas tankless water heater. Walking distance from Lake Sybelia, Maitland farmer's market, library and restaurants. This 4 bedroom, 3 1/2 bathroom home offers the perfect blend of comfort and privacy in this perfect neighborhood!

313 Macarthur Place, Maitland
$830,000
5 Beds ⋅ 4 Baths ⋅ Dommerich/Maitland Highlands SubDv. ⋅ 32751 Zip Code
Fantastic Maitland location! Situated on quiet cul-de-sac, this one-story 5 bedroom/4 bath, 3,136 sq ft ranch-style home is a short walk to A-rated Dommerich Elementary, Maitland Middle and Winter Park High. This one-story home sits on .29 of an acre that backs up to the preserved conservation. Functional floor plan with separate formal living and dining rooms, perfect for entertaining. Eat-in kitchen opens to the cozy family room anchored by the wood-burning fireplace. Expanded in 2008, the attached 900 sq ft in-law suite has a bedroom, living room, kitchenette and bath - ideal for an elderly parent or returning college grad. This flex space would also be ideal as an exercise room or home office. Primary bedroom has screened patio access and a walk-in closet. Three secondary bedrooms with access to two additional baths. Living areas have wood and tile flooring and the bedrooms have luxury vinyl plank. Out back is a sparkling screened pool overlooking the wooded back yard. Recent improvements include all new interior paint throughout (7/26) and roof ('22). Conveniently located near I-4, several parks, and excellent neighborhood restaurants. Charming library with books to share. No HOA. Welcome home!

2051 Dyan Way, Maitland
$649,000
3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add Maitland SubDv. ⋅ 32751 Zip Code
**BOATING/LAKE ACCESS** Welcome to 553 Arapaho Trail, where timeless MID-CENTURY CHARM meets thoughtful modern living in the highly sought-after DOMMERICH ESTATES community of Maitland. Offering OVER 1,500 SQUARE FEET of beautifully maintained living space, this 3-BEDROOM, 2-BATHROOM HOME features a desirable SPLIT FLOOR PLAN designed for both privacy and everyday comfort. From the moment you arrive, you'll appreciate the exceptional curb appeal with LUSH, MATURE LANDSCAPING, a NEWLY PAINTED EXTERIOR, and an EXTRA-WIDE, EXTRA-LONG BRICK PAVER DRIVEWAY with room for up to SIX VEHICLES. Inside, the home's original character has been carefully preserved while incorporating today's most important updates, including a NEW ROOF (2025), NEW GUTTERS, WHOLE-HOUSE REPIPE, ELECTRICAL UPGRADES, HARDWOOD FLOORING THROUGHOUT, NEW KITCHEN APPLIANCES, an UPGRADED PRIMARY EN-SUITE, stylish UPDATED LIGHTING FIXTURES, an EXTENDED ATTIC WITH ABUNDANT STORAGE, and a PAINTED GARAGE FLOOR. One of the neighborhood's rare homes with BURIED ELECTRICAL SERVICE, the property also offers a cleaner streetscape and added peace of mind. Step outside and discover your own private backyard retreat featuring an INCREDIBLE SCREENED-IN POOL, an expansive BRICK PAVER POOL DECK, and a charming BRICK PAVER GARDEN WALKWAY winding through beautifully landscaped grounds—perfect for entertaining or relaxing year-round. Beyond the home, DOMMERICH ESTATES continues to impress with its welcoming sense of community and location within one of Central Florida's most desirable school districts, originally designed around A-RATED SCHOOLS to make walking and biking to class safe and convenient. Residents also enjoy access to a VOLUNTARY, LOW-COST HOA that includes a PRIVATE BOAT RAMP to the WINTER PARK CHAIN OF LAKES, opening the door to BOATING, PADDLEBOARDING, FISHING, and unforgettable days on the water. The CITY OF MAITLAND offers the perfect balance of convenience and charm with its WALKABLE NEIGHBORHOODS, beautiful parks, local festivals, downtown concerts, and community events, while world-renowned PARK AVENUE in Winter Park is just minutes away for AWARD-WINNING DINING, BOUTIQUE SHOPPING, ART GALLERIES, and weekend brunch. This is more than just a home—it's an opportunity to experience one of CENTRAL FLORIDA'S MOST BELOVED NEIGHBORHOODS and lifestyles.

553 Arapaho Trail, Maitland
$779,000
4 Beds ⋅ 2 Baths ⋅ Maitland Highlands SubDv. ⋅ 32751 Zip Code
Virtually Staged. PRICE IMPROVEMENT, NEW ROOF, NEW AC, NEW HOT WATER HEATER before closing, making this beautifully updated 4-bedroom, 2-bath split-plan home offering approximately 2,280 square feet of living space, ideally situated on a quiet cul-de-sac in desirable Maitland, an amazing value. This well-maintained residence is zoned for highly sought-after Dommerich Elementary, Maitland Middle, and Winter Park High School. The spacious floor plan features oversized rooms throughout, including formal living and dining areas, a large family room with a decorative stone accent wall and cozy fireplace, and a generous eat-in kitchen with granite countertops, updated cabinetry, and breakfast area. French doors provide abundant natural light and open to the screened patio and outdoor living spaces. Major improvements include updated flooring, fresh interior paint, double-pane windows, blown attic insulation, all-new ductwork, updated plumbing, a new electrical breaker panel, and complete home rewiring. Crown molding, recessed lighting, six-inch baseboards, and French doors add style and functionality throughout the home. The primary suite features French doors to the patio, a walk-in closet, dressing area, and a beautifully renovated bath with dual vanities, walk-in shower, travertine finishes, and updated fixtures. The secondary bathroom has also been fully remodeled with marble finishes, dual vanities, a new tub, and updated lighting. Outdoor highlights include a large rear deck, brick patio area, irrigation well and sprinkler system, and a fully fenced backyard with separate sections—ideal for pets, play, and entertaining. The perimeter fence was replaced and stained in 2017. Move-in ready and thoughtfully updated throughout, this exceptional home combines classic character, quality improvements, and an unbeatable location close to top-rated schools, parks, shopping, and dining.

2080 Goldwater Court, Maitland
$299,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Virtually Staged. Welcome to this beautifully updated two-story townhouse in the heart of Maitland, offering a well arranged floor plan, stylish finishes, and exceptional functionality. Featuring three bedrooms and two and a half bathrooms, the thoughtfully designed layout separates the living room from the kitchen and dining area, creating distinct yet connected spaces that feel open, organized, and highly functional. Walk into the fully renovated kitchen, showcasing elegant Calacatta quartz countertops, updated cabinetry, stainless steel appliances, and modern finishes that make it the centerpiece of the home. Waterproof luxury vinyl plank (LVP) flooring extends throughout the entire residence, complemented by updated lighting and fixtures that give the home a fresh, contemporary feel. Upstairs, the spacious primary suite offers a generous walk-in closet and private access to a screened balcony—the perfect place to enjoy your morning coffee or unwind in the evening. Step outside to your private courtyard, an inviting outdoor retreat perfect for relaxing or entertaining. Residents also enjoy access to a sparkling community pool, perfect for cooling off during Florida's warm summer months. Ideally situated with quick access to I-4 and Orange Avenue, this home places you just minutes from Downtown Orlando, top-rated hospitals, shopping, dining, and entertainment. Nearby attractions such as the Orlando Science Center and Orlando Museum of Art provide endless opportunities for culture and recreation, while schools and everyday conveniences are all within easy reach. With tasteful updates throughout, modern finishes, and an unbeatable Maitland location, this move-in-ready townhouse offers the perfect combination of style, comfort, and convenience. Schedule your private showing today!

812 Park Lake Circle Unit 7, Maitland
$252,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo SubDv. ⋅ 32751 Zip Code
Welcome home to this spacious 3-bedroom, 2.5-bath condo in the desirable Park Lake Grove community. Enjoy peaceful lake views from your living room, and the convenience of an attached 1-car garage. The thoughtfully designed floor plan offers generous living space, 2 primary bedrooms with en suites upstairs, natural light, and plenty of storage. Community amenities include a pool and lake access. Conveniently located near shopping, dining, major highways, and downtown Orlando.

603 Waverly Lane Unit 405B, Maitland
$490,000
4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code
WELCOME HOME to 2464 Hunterfield Rd in English Estates! If you've been searching for a home with space, style, and an inviting layout, you've found it. This beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort and functionality in one of Maitland's most desirable neighborhoods. From the moment you walk in, you'll appreciate the light and bright interior, complemented by TIMELESS TERRAZZO and luxury vinyl flooring throughout. The open floor plan creates a seamless flow from the NEWLY RENOVATED KITCHEN to the spacious family room, making it the perfect place to gather with family and friends or entertain guests. Need room for everyone? You'll love the separate living, dining, and family rooms, giving you plenty of flexible space for relaxing, hosting holidays, or creating the perfect home office or playroom. On cooler Florida evenings, cozy up around the WOOD-BURNING FIREPLACE and enjoy the warmth and charm it brings to the home. French doors open to a spacious SCREENED PORCH, creating an ideal indoor-outdoor living experience. Step outside to the LARGE FENCED BACKYARD, where there's plenty of room for kids, pets, gardening, or even adding your dream pool. Additional features include a 2-CAR GARAGE, large FENCED YARD, ceiling fans in all bedrooms and much more. Home RECENTLY REPLUMBED and with the right offer Sellers willing to replace the roof and septic so your worries of big ticket items repairs goes away. Located in a wonderful Maitland neighborhood and zoned for highly sought-after Seminole County Schools, this home offers not only beautiful living spaces but also an exceptional location close to shopping, dining, parks, and major roadways. This is MORE than just a house... it's a place you'll love coming home to. Schedule your private showing today and see why this could be the perfect place to call home!

2464 Hunterfield Road, Maitland
$235,000
3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
**Listing price is seller's bottom line, he won't accept anything lower than asking** Gorgeous 3-bedroom, 3-bath, two-story townhome available now! This move-in-ready home features an updated kitchen with all appliances included, a convenient mudroom with washer and dryer hookups, fresh interior paint, and luxury vinyl plank (LVP) flooring throughout. Each spacious bedroom offers its own private bathroom and walk-in closet, providing comfort and privacy for everyone. It offers a 1-car garage and private courtyard, with plenty of guest parking. Enjoy maintenance-free living with the HOA handling exterior maintenance and lawn care. Conveniently located near I-4, shopping, dining, and everyday amenities, this property is ideal as a primary residence, investment property, or family home. Schedule your private showing today!

916 Park Lake Circle Unit 34, Maitland
$300,000
3 Beds ⋅ 3 Baths ⋅ Eatonville Lawrence SubDv. ⋅ 32751 Zip Code
Great home in an excellent location,. Inside is a canvas ready for your design work. There is an enclosed front and rear porch. Separate formal living and dining rooms. The kitchen is spacious with a large eat in space. The family room off the kitchen is quiet and perfect for movie nights. All 3 bedrooms are spacious. The primary has a huge walk in closet and large bathroom with a water closet for privacy. Also inside is a roomy laundry room for extra space for storage. The property features a spacious 2 car garage at the rear of the property. Excellent opportunity to make this property your own! Roof over home and garage replaced in 2024.

545 Clark Street, Maitland
$799,890
3 Beds ⋅ 2 Baths ⋅ Dommerich Hills Second Add SubDv. ⋅ 32751 Zip Code
Discover a rare waterfront, pool-home in the desirable Dommerich Hills neighborhood. This exceptional property offers the ideal combination of family-friendly living, modern convenience, and breathtaking natural beauty. The open floor plan welcomes you with vaulted ceilings and natural light in the living room, dining room, kitchen, and family room. Bamboo flooring enhances the bedrooms and living room, while cool and durable tile flooring extends throughout the remaining living areas. The family room features a wood-burning stone fireplace, French doors to lanai, walk-in closet, Just outside, a lakeside fire pit is perfect for relaxing with family and friends while taking in peaceful water views and sunsets. The 12-foot-deep lanai overlooks the screened swimming pool and the 120 feet of lake frontage. Across the water lies a protected nature preserve, providing a backdrop of trees and nature. Whether hosting holiday gatherings, celebrating special occasions, or enjoying quiet evenings at home, the layout provides flexibility and comfort. Imagine your own pineapple patch and fruit trees! You’ll have seasonal oranges, Key limes, plums, and kumquats. Whether you're enjoying your morning coffee overlooking the lake or spending evenings under the stars, the outdoor spaces invite you to slow down and savor every season. The original 1968 home was replaced with a new home in 1998, including new electrical and plumbing and incorporating the updated building codes that required hurricane-resistance structures. In 2026 the home was connected to the new City of Maitland sewer system. The home has fresh paint throughout, new fixtures, and new water heater. This is more than just a home; it's a lifestyle. Here, families have room to grow, creating lasting memories, and nature is always just outside the door. This home has an exceptional waterfront setting and is situated very close to the Maitland and Winter Park Chain of Lakes. With a bright and inviting interior, thoughtful features, and an outstanding location, with A-rated schools, this property offers a rare opportunity to enjoy peaceful lakeside living without sacrificing convenience.

2624 Tuscarora Trail, Maitland
$850,000
Lake Maitland Park SubDv. ⋅ 32751 Zip Code
Incredible opportunity to build your dream home on this exceptional corner lot! Walking distance to Winter Park's Park Ave! Lot is located on the corner of Audubon and Magnolia and is surrounded by gorgeous homes. Audubon Rd is a dead end street with no thru traffic. This Maitland address is one block from Winter Park's 32789 zip code. Lot size 70 x 130. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High.

1361 Audubon Road, Maitland
$725,000
6 Beds ⋅ 3 Baths ⋅ English Estates Unit 3 SubDv. ⋅ 32751 Zip Code
HONEY STOP THE CAR! This Maitland POOL home has EVERYTHING you need and MORE under one roof! Welcome to one of Maitland's most desirable neighborhoods English Estates. This 6 Bedroom, 3 Bathroom estate offers over 2,600 square feet of living space with a Split Bedroom Floor Plan and a Private Pool. This home is Move-In ready and provides comfort with modern style and top of the line updates by offering the perfect combination of luxury and space which is ideal for Large Families, Multi-Generational households, and working professionals seeking a premium residence. Once you step inside, you'll find an Open Concept showcasing the Kitchen, Living Room, and Dining Room with lots of natural light down to the fine details of Wainscoting and Crown Molding. The Kitchen is the Heart of the Home and this Kitchen is surely that! Great space for the whole family to enjoy and gather around the Extra Large Island. The Kitchen comes equipped with Real Wood Cabinets, Granite Countertops, and all major Stainless Steel Appliances including a Gas Stove with Hood Vent, Dishwasher, Fridge, and Microwave. Located off the Kitchen, the Living Room opens up to the Florida Room that leads out to your own Private Pool with Screen Enclosure. The Split Bedroom Floor Plan in this home features 3 Bedrooms on each side of the home, a true even split, giving you a thoughtful layout for everyday living, entertaining, and working from home. The ROOF and AC by Trane with Nest Thermostat are all from 2021. This home comes with Natural Gas at the Stove, Tankless Water Heater, and Dryer. The Extra Long Driveway with Additional Parking on the side provides ample parking for all your vehicles, boats, RV's and toys. Residents enjoy access to A-Rated Schools and a voluntary low-cost HOA. This location is ideal and conveniently located near 1792 which is a short distance to Maitland Community Park and Maitland City Centre where there are local dining spots and recreation activities. This home is also close to Winter Park, Rollins College, AdventHealth, and 10 minutes to Downtown Orlando. Whether you're looking for more space or a new lifestyle, this home delivers! Come enjoy one of Maitland's most established sought-after neighborhoods.

2462 Carolton Road, Maitland
$979,000
4 Beds ⋅ 4 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code
LOWER YOUR RATE FOR THE FIRST 2 YEARS! SPECIAL FINANCING INCENTIVE! Seller will contribute toward a temporary mortgage rate buydown for a qualified buyer, potentially providing reduced monthly mortgage payments during the first two years. Contact listing agent for additional details. Welcome to Hidden Estates, where luxury, space, and flexibility come together in one of Maitland's most sought-after neighborhoods. Nestled on a quiet cul-de-sac, this rare single-story custom residence offers over 4,000 square feet of thoughtfully designed living space on an expansive three-quarter-acre lot. From the moment you arrive, you'll appreciate the impressive curb appeal, oversized driveway, and exceptional parking with plenty of room for multiple vehicles, boats, RVs, trailers, and recreational equipment. Inside, the home's spacious open layout is designed for both everyday living and entertaining, featuring soaring ceilings, hardwood flooring, crown molding, skylights, custom built-ins, plantation shutters, and a wood-burning fireplace. At the center of the home is a beautifully appointed chef's kitchen with custom mahogany cabinetry, granite countertops, a Thermador refrigerator, six-burner gas cooktop, double ovens, an oversized island with bar seating, and a generous walk-in pantry. The luxurious primary suite serves as a private retreat with its own sitting area, walk-in closet, heated bathroom floors, dual vanities, oversized walk-in shower, and freestanding soaking tub. One of the home's most unique features is its flexible layout, including a private guest suite situated on the opposite side of the home and a separate office overlooking a tranquil atrium, offering endless possibilities for guests, multigenerational living, a home office, or creative space. Step outside to your own private backyard oasis featuring a screened saltwater pool and spa with waterfall, an expansive covered lanai, and abundant outdoor living space designed for year-round Florida enjoyment. The oversized lot provides exceptional privacy while offering ample room to relax, entertain, or personalize the outdoor space. Additional highlights include a metal roof with copper fascia (2018), new septic drain field, and an unbeatable Maitland location convenient to shopping, dining, parks, major roadways, and everyday conveniences. This is a rare opportunity to experience the space, privacy, and versatility that define luxury living in Maitland.

229 Flame Avenue, Maitland
$188,900
1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.

1140 S Orlando Avenue Unit E11, Maitland
$140,000
2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code
Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying Florida’s year-round weather without the bugs. Both bedrooms are generously sized, and the split-style layout offers privacy for owners and guests alike.Residents enjoy access to community amenities including a sparkling pool, fitness center, and more, all just steps from your front door. Situated at the corner of Howell Branch and SR-436, you’re minutes from shopping, dining, and major employers, with easy access to UCF, Full Sail, and Downtown Orlando.Whether you’re looking for a place to call home or a turnkey rental opportunity in a high-demand corridor, this one checks all the boxes. Priced at $140,000, schedule your showing before it’s gone.

2329 Coawood Unit 103, Maitland
$1,125,000
5 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code
Move-In Ready. Welcome to the Premier community of Maitland Club. The paver walkway and covered front patio lead you into the spacious foyer, featuring the elegant formal living and dining rooms with hardwood floors, crown molding and plantation shutters. The Kitchen features Granite countertops, 42” cabinets and lots of natural light. The warm and inviting family room area offers a woodburning fireplace with built-in shelving and an open floor plan. The 1st Floor Master has a Large Walk-in closet and master bathroom. Separate shower and Granite countertops. Upstairs boasts a Bonus Room, ample built-in storage, and a 5th Bedroom with a large Walk-in closet. Vaulted Ceilings throughout. The Screened Pool, Covered Lanai, and Large Fenced yard are great for entertaining. The community offers tennis and basketball courts and a 24-hour guard gated community. New roof in 2024 ($80,000 value). The carpet in the home was replaced in 2020.New A/C replacement in 2024.Termite bond which is transferable. TV's convey with the home in the living room. Pool has been resurfaced. The master bath and kitchen have been updated. Move-In Ready. This home is located within minutes of downtown Winter Park, Maitland Town Center, shopping, restaurants, hospitals, Genesis Health Club and easy access to I-4.

900 Brightwater Circle, Maitland
$525,000
3 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code
Welcome to this beautifully redesigned move-in-ready pool home, tucked away on a quiet cul-de-sac NO HOA in desirable Maitland. Step inside to a bright, open-concept layout featuring a stunning new kitchen with quartz countertops, shaker cabinetry, stainless-steel appliances, and a waterfall island perfect for entertaining. Luxury flooring, beautifully remodeled bathrooms, and modern finishes flow throughout the home. Major improvements include a new roof, newer HVAC, newer water heater, and French doors leading to your private backyard retreat with a sparkling pool and spacious patio. A versatile bonus room with mini-split A/C is ideal for a home office, gym, playroom, or additional living space. Beautifully updated and ready to enjoy, all just minutes from highly regarded schools, shopping, dining, and everything Maitland has to enjoy.

726 Forest Glen Court, Maitland
$565,000
4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code
Welcome to 2494 Castlewood Road, a beautifully updated pool home situated on a spacious corner lot in one of Maitland's most established neighborhoods. This move-in-ready residence offers peace of mind with a newer roof, solar panels, updated HVAC, and extensive interior renovations throughout. Inside, you'll find an open and inviting floor plan featuring luxury vinyl flooring, updated bathrooms, modern fixtures, quartz countertops, and custom cabinetry. The spacious primary suite includes a walk-in closet and renovated en-suite bath, while the additional bedrooms provide flexibility for family, guests, or a home office. A large screened Florida room overlooks the backyard and creates the perfect space for year-round entertaining. Outside, enjoy the oversized swimming pool, expansive patio deck, fully fenced yard, and storage shed, offering plenty of room for recreation and outdoor living. Conveniently located just minutes from Downtown Maitland, Winter Park, Park Avenue, AdventHealth, shopping, dining, and major roadways including I-4, this home combines modern updates, energy-efficient features, and an exceptional location in the heart of Central Florida.

2494 Castlewood Road, Maitland
$595,000
4 Beds ⋅ 2 Baths ⋅ Forest Brook 5th Sec SubDv. ⋅ 32751 Zip Code
Welcome to 741 Brookside Road in the heart of Maitland! This beautifully updated 4-bedroom, 2-bath pool home offers the perfect blend of modern upgrades, spacious living, and an unbeatable location. No expense was spared during the home's extensive renovations, creating a truly move-in-ready property that combines quality craftsmanship with timeless style. The recently remodeled kitchen is a true showpiece, featuring solid wood cabinetry, elegant Taj Majal granite countertops, upgraded appliances, and abundant workspace for cooking and entertaining. Recent improvements throughout the home include fresh interior paint, a newly renovated guest bathroom, updated plumbing, and a new roof installed in 2024, providing peace of mind for years to come. At the heart of the home is an enormous Florida Room, offering exceptional space for gathering with family and friends while overlooking the tropical backyard retreat. Step outside to your private oasis, complete with a sparkling pool and fountain surrounded by lush landscaping that creates a serene, resort-style atmosphere. Situated on a large fenced corner lot with no HOA, this property offers both privacy and freedom. Its fantastic Maitland location places you just minutes from shopping, dining, parks, and major roadways, making everyday living both convenient and enjoyable. You will be hard-pressed to find another property in this location and price range that offers this level of attention to detail, quality of construction, and thoughtful upgrades throughout. Every improvement has been carefully selected to create a home that is as functional as it is beautiful. Move-in ready and loaded with updates, this rare opportunity combines comfort, style, and outdoor living in one exceptional package. Schedule your private showing today and discover everything this beautiful Maitland home has to offer! Square footage includes Florida Room of 336 square feet not included on tax records.

741 Brookside Road, Maitland
$429,900
3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code
This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland
$399,900
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Virtually Staged. RARE LAKEFRONT opportunity to Live right on LAKE MAITLAND! Sip your morning coffee with one of the most premier views in the entire community! BONUS: It's on the main FIRST floor, so NO STAIRS! Just a pure unencumbered view of Lake Maitland right from your living room! And only a few steps to the dock or community pool!! This unit has the EXTRA HALF BATHROOM and has been tastefully updated to accentuate it's incredible mid century modern original features, that are in immaculate condition! There may never be another unit quite like this one! The high end plantation shutters offer privacy when needed, but can stay wide open for that view! Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find that fits the Maitland/Winter Park lifestyle. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement in 2025 and were just freshly painted as well. It's completely move in ready with all New Luxury Vinyl Plank Flooring, Kitchen and bathroom updates,. This unit has not been available for many years, so don't miss out on this view!

1140 S Orlando Avenue Unit H3, Maitland
$295,000
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo Ut 1 SubDv. ⋅ 32751 Zip Code
Ground-floor 2BR/2BA in the gated, lake-access community of Sun Bay Club in Maitland, FL — updated and move-in ready! The kitchen was renovated in 2023 with new cabinets, quartz countertops, and updated appliances (microwave 2024, dishwasher 2025). Both bathrooms were updated in 2026: the primary with a new double-sink vanity, modern lighting, and a pocket door for privacy, and the hall bath with a new vanity, mirror, and lighting. Durable wood-look tile and wood flooring throughout — no carpet. This is a two-story building, which falls outside Florida's SIRS and milestone inspection requirements that apply to condos three stories and taller. The open-concept living space extends through sliding glass doors to an enclosed sunroom overlooking the pond, ideal as a home office or morning coffee spot, and each bedroom opens to its own private screened patio. The primary suite adds a walk-in closet with built-in shelving; the second bedroom offers double closets with built-in shelving as well. HOA fee includes cable/internet, lake access for boats and jet skis, a large lakefront pool, a tennis court, and all exterior maintenance, including the roof. Minutes to Maitland and Winter Park shopping and dining, and easy access to highway I-4. Great option for low maintenance living as a primary residence or an investment opportunity. Schedule a viewing today!

1000 Winderley Place Unit 141, Maitland
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Highland Park Estates First Add SubDv. ⋅ 32751 Zip Code
Completely reimagined and renovated, this artfully crafted stunning 5-bedroom, 4-bath residence offers approximately 2,695 square feet of on a spacious corner lot in one of Maitland's most desirable established neighborhoods. The home features an exceptional blend of modern design, luxury finishes, and functional living spaces, including a sparkling pool and expansive outdoor entertaining areas. Step inside to discover an impressive open-concept floor plan highlighted by wide-plank luxury flooring, designer lighting, oversized windows, and a dramatic double-sided tiled fireplace that serves as the centerpiece of the main living areas. The gourmet kitchen has been thoughtfully designed with Kitchen-aid "Black-Ore" Professional series applainces, custom shaker cabinetry, quartz countertops, a large center island, designer backsplash, butlers pantry with wine fridge, and abundant storage, creating the perfect space for everyday living and entertaining. The spacious primary suite offers a private retreat with generous proportions, elegant finishes, and a beautifully appointed spa-inspired bathroom featuring dual vanities, custom cabinetry, a frameless glass walk-in shower, and designer fixtures. Additional bedrooms provide flexibility for family, guests, home offices, or multi-generational living. Outdoor living is equally impressive with a screened covered lanai overlooking the newly resurfaced pool and expansive paver deck, creating a resort-style setting ideal for entertaining year-round. The large fenced backyard offers plenty of room for recreation, pets, and outdoor enjoyment. Located just minutes from Park Avenue, Winter Park, Maitland City Centre, top-rated schools, dining, shopping, and major roadways, this turnkey residence offers luxury living in a prime Central Florida location. A rare opportunity to own a fully renovated pool home that combines timeless architecture with today's most sought-after finishes and amenities.

2491 Lauder Drive, Maitland
$199,000
2 Beds ⋅ 2 Baths ⋅ Visconti East Bldg 27 SubDv. ⋅ 32751 Zip Code
Visconti Condo - Gated Community with lots of amenities only 8 miles from Downtown Orlando. This community situated on the north shore of Lake Shadow offers swimming pool, fitness center, clubhouse, tennis and basketball courts. Conveniently located close to I-4 and Maitland Blvd. Multi level home features an open floor plan with kitchen living/dining and office on main 2nd floor and 2 bedrooms 2 bathrooms on the 3rd floor. This home also features an attached 2 car garage with plenty of room for your vehicles or extra storage. HOA includes exterior maintenance, landscaping, valet trash, water, sewer and pest control.

2847 Shadow View Circle Unit 2847, Maitland
$119,900
Coffins SubDv. ⋅ 32751 Zip Code
Vacant parcel likely and ideally suitable for RV, Boat and other residential storage uses. Recorded 14' access easement to Ridgewood Avenue. Partially fenced parcel. Sign on property visible from Ridgewood Avenue. MOTIVATED SELLER WILL PROVIDE FINANCING TO QUALIFIED BUYER. LOW TAXES (Legal Description to be revised to reflect recent sale.)

Ridgewood Avenue, Maitland