$719,000 Lake Views. Turnkey Living. Exceptional Location. Welcome to beautifully renovated lakefront living on Lake Maitland! This stunning 2-bedroom, 2-bath condominium in West Cove combines sophisticated finishes, captivating water views, and the ease of a lock-and-leave lifestyle. Completely renovated in late 2022 and freshly painted for its new owner, the open-concept living, dining, and kitchen areas feature elegant coffered ceilings, recessed lighting, wood-look ceramic tile flooring, and distinctive designer finishes. Expansive high-impact sliding glass doors fill the living space with natural light and open to an oversized, open-air balcony overlooking Lake Maitland, complete with hurricane shutters for added protection. The beautifully appointed kitchen features KitchenAid stainless steel appliances, sleek wood cabinetry, and striking waterfall quartz countertops, creating a wonderful space for everyday living and entertaining. Wake up to spectacular sunrise views from the primary suite, featuring custom built-ins, a decorative tiled accent wall, and double sliding glass doors opening directly onto the connected balcony. Whether enjoying morning coffee or unwinding at the end of the day, the lake provides an ever-changing backdrop. West Cove offers an exceptional waterfront lifestyle with a heated pool and spa, fitness room, lakefront docks with boat slips subject to availability, kayak and paddleboard storage, and inviting outdoor gathering spaces. Additional conveniences include assigned covered parking, guest parking, secure fob-access elevators, and laundry facilities on each floor. Ideally situated between Maitland and Winter Park, you're minutes from Lake Lily, the Enzian Theater, exceptional dining, and the boutiques and restaurants of Park Avenue. Whether you're seeking a beautiful second home, ready to simplify your lifestyle, or planning ahead for your next chapter, this turnkey lakefront residence offers the perfect opportunity to enjoy Winter Park living on your own timeline. Beautifully renovated. Effortless living. Lake Maitland at your doorstep. 2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code Lake Views. Turnkey Living. Exceptional Location. Welcome to beautifully renovated lakefront living on Lake Maitland! This stunning 2-bedroom, 2-bath condominium in West Cove combines sophisticated finishes, captivating water views, and the ease of a lock-and-leave lifestyle. Completely renovated in late 2022 and freshly painted for its new owner, the open-concept living, dining, and kitchen areas feature elegant coffered ceilings, recessed lighting, wood-look ceramic tile flooring, and distinctive designer finishes. Expansive high-impact sliding glass doors fill the living space with natural light and open to an oversized, open-air balcony overlooking Lake Maitland, complete with hurricane shutters for added protection. The beautifully appointed kitchen features KitchenAid stainless steel appliances, sleek wood cabinetry, and striking waterfall quartz countertops, creating a wonderful space for everyday living and entertaining. Wake up to spectacular sunrise views from the primary suite, featuring custom built-ins, a decorative tiled accent wall, and double sliding glass doors opening directly onto the connected balcony. Whether enjoying morning coffee or unwinding at the end of the day, the lake provides an ever-changing backdrop. West Cove offers an exceptional waterfront lifestyle with a heated pool and spa, fitness room, lakefront docks with boat slips subject to availability, kayak and paddleboard storage, and inviting outdoor gathering spaces. Additional conveniences include assigned covered parking, guest parking, secure fob-access elevators, and laundry facilities on each floor. Ideally situated between Maitland and Winter Park, you're minutes from Lake Lily, the Enzian Theater, exceptional dining, and the boutiques and restaurants of Park Avenue. Whether you're seeking a beautiful second home, ready to simplify your lifestyle, or planning ahead for your next chapter, this turnkey lakefront residence offers the perfect opportunity to enjoy Winter Park living on your own timeline. Beautifully renovated. Effortless living. Lake Maitland at your doorstep. 1100 S Orlando Avenue Unit 802, Maitland
$699,000 Virtually Staged. Less than a ten-minute drive from downtown Winter Park, Park Avenue’s shops and restaurants, and Rollins College, this completely renovated home has updates well beyond the finishes. Built in 1943 with solid block construction, it features new electrical, plumbing, central air conditioning, Jeld-Wen windows, and a tankless water heater. A wood-burning fireplace anchors the cozy living room, and the spacious renovated kitchen features white cabinetry, quartz countertops, stainless steel appliances, and a large island with seating for casual dining. The converted garage provides additional living space for a formal dining room or extra family room. Two secondary bedrooms share a renovated hall bathroom with a walk-in shower and rain showerhead. The spacious primary suite includes a custom walk-in closet and a renovated bathroom with double sinks, quartz countertops, and a walk-in shower with a rain showerhead. Sliding glass doors open from the suite to the back patio and fire pit area, with a huge backyard offering plenty of space for outdoor dining, entertaining, and play, plus room to explore adding a pool or expanding the home in the future. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, this home puts some of the area’s favorite destinations close to home, including Lake Lily Park, Maitland’s cultural attractions, and the shops and dining along Park Avenue. Call today to schedule a private showing! 3 Beds ⋅ 2 Baths ⋅ Dixie Terrace Ut No 2 SubDv. ⋅ 32751 Zip Code Virtually Staged. Less than a ten-minute drive from downtown Winter Park, Park Avenue’s shops and restaurants, and Rollins College, this completely renovated home has updates well beyond the finishes. Built in 1943 with solid block construction, it features new electrical, plumbing, central air conditioning, Jeld-Wen windows, and a tankless water heater. A wood-burning fireplace anchors the cozy living room, and the spacious renovated kitchen features white cabinetry, quartz countertops, stainless steel appliances, and a large island with seating for casual dining. The converted garage provides additional living space for a formal dining room or extra family room. Two secondary bedrooms share a renovated hall bathroom with a walk-in shower and rain showerhead. The spacious primary suite includes a custom walk-in closet and a renovated bathroom with double sinks, quartz countertops, and a walk-in shower with a rain showerhead. Sliding glass doors open from the suite to the back patio and fire pit area, with a huge backyard offering plenty of space for outdoor dining, entertaining, and play, plus room to explore adding a pool or expanding the home in the future. Zoned for Dommerich Elementary, Maitland Middle, and Winter Park High School, this home puts some of the area’s favorite destinations close to home, including Lake Lily Park, Maitland’s cultural attractions, and the shops and dining along Park Avenue. Call today to schedule a private showing! 1741 Lyndale Boulevard, Maitland
$630,000 Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle. 3 Beds ⋅ 4 Baths ⋅ Bretton Woods SubDv. ⋅ 32751 Zip Code Elegant Pool Home with Classic Florida Charm & Modern Comfort in Bretton Woods. Discover timeless charm and modern convenience in this stunning brick ranch, ideally situated on an expansive lot in desirable Bretton Woods. Thoughtfully updated for today’s lifestyle, this one-of-a-kind home combines character, comfort, and exceptional functionality. It’s easy to fall in love with this special property from the moment you arrive. Mature oak trees frame the front yard, while a welcoming porch sets the stage for the beautifully updated interior, featuring engineered hardwood flooring and a gourmet kitchen outfitted with top-of-the-line stainless steel appliances, including an induction Bosch cooktop, GE Monogram French door wall oven, GE Advantium microwave/oven, GE French door refrigerator, and KitchenAid dishwasher. A butler’s pantry provides exceptional storage and a seamless extension of the gourmet kitchen, making entertaining and everyday living effortless. The spacious owner’s suite offers a private retreat with an en-suite bath and cedar sauna. French doors open to an enclosed spa for the ultimate relaxation experience. A generous guest suite includes its own full bath and walk-in closet. A centrally located half bath provides added convenience for family and guests, while a separate full pool bath offers easy access from the outdoor living spaces. Recent improvements provide added peace of mind, efficiency, and year-round comfort. These include a newer roof, kitchen and powder room remodel, new Trane HVAC system with new ductwork featuring three separate zones, each with its own thermostat, new windows, pool pump, irrigation controls, and exterior paint. Step outside to your own private oasis. The expansive, fully fenced backyard features a sparkling pool framed by a large screened lanai, offering the perfect setting for entertaining, relaxing, or enjoying Florida’s beautiful weather. A large double gate provides convenient side-yard access for boat parking, while an outdoor shower adds to the poolside experience. Practicality is just as impressive, with a sizable laundry room, abundant storage, a circular driveway, and a two-car garage. A dedicated parking pad in front of the garage can accommodated an RV. Blending the warmth and character of old Florida with thoughtful modern updates, this exceptional property offers space, privacy, and convenience just minutes from I-4 and all that the Orlando area has to offer. A truly distinctive home with an unforgettable combination of charm and amenities to accommodate your lifestyle. 1501 Oranole Road, Maitland
$625,000 Exquisite condominium with boat slip and dock on the Winter Park Chain of Lakes! This stunningly reimagined corner unit boasts extra windows for light/space and a limestone porcelain zero-entry threshold that extends inside-out, opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and an extraordinary view of the morning sunrise over the lake, which is on the Winter Park Chain of Lakes bordering Winter Park, and less than a mile to Park Avenue. This is penthouse-style living, with a fully extensive elevated remodel by W Designs Ltd., leaving nothing spared. As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling, which meets a beautiful coffered ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area also carries the refined custom millwork paneling throughout, with a built-in banquette for seating, which also provides ample storage. Aloft, the solid wood dining table with custom French feather and down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel-paneled refrigerator. All appliances are three years of age with little use. Main bedroom, also features beautiful millwork throughout, including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and Lucite knobs. All extra-wide louvered shutters throughout are custom hand-milled shutters by Lloyd’s Shutter Shoppe. Bath has been redesigned with commercial-grade materials for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architectural detail, marble shower with soaking tub and Contemporary Signature Hardware waterfall faucets offer the jewelry for the bath. This masterfully done jewel box, pied-à-terre, is the epitome of simple luxury ideally in this cozy community on Lake Maitland. 2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code Exquisite condominium with boat slip and dock on the Winter Park Chain of Lakes! This stunningly reimagined corner unit boasts extra windows for light/space and a limestone porcelain zero-entry threshold that extends inside-out, opening out to a singular plane patio, showcasing a long lake view of Lake Maitland and an extraordinary view of the morning sunrise over the lake, which is on the Winter Park Chain of Lakes bordering Winter Park, and less than a mile to Park Avenue. This is penthouse-style living, with a fully extensive elevated remodel by W Designs Ltd., leaving nothing spared. As you enter the home, it features an exquisite wall of natural limestone spanning floor to ceiling, which meets a beautiful coffered ceiling of meticulously crafted millwork. An electric fireplace adds to the ambiance and is flanked by two custom bookcases. The dining area also carries the refined custom millwork paneling throughout, with a built-in banquette for seating, which also provides ample storage. Aloft, the solid wood dining table with custom French feather and down daybed cushions, there is a sophisticated sculpted artisanal chandelier by Cynara lined with gold leaf, lighting the area with prisms. The daybeds allow a comfortable and cozy area to watch TV. The open concept galley kitchen is completely built-in with custom paneling and cabinetry, adorned with brass cabinet pulls, and a fully integrated Fisher & Paykel-paneled refrigerator. All appliances are three years of age with little use. Main bedroom, also features beautiful millwork throughout, including a custom built-in wall unit for extra storage and custom-made bookshelves. New solid wood paneled doors are embellished with polished nickel and Lucite knobs. All extra-wide louvered shutters throughout are custom hand-milled shutters by Lloyd’s Shutter Shoppe. Bath has been redesigned with commercial-grade materials for longevity, seagrass wallpaper, a lacquered Italian floating vanity, marble wainscoting with architectural detail, marble shower with soaking tub and Contemporary Signature Hardware waterfall faucets offer the jewelry for the bath. This masterfully done jewel box, pied-à-terre, is the epitome of simple luxury ideally in this cozy community on Lake Maitland. 1140 S Orlando Avenue Unit H-16, Maitland
$625,000 Welcome to this exceptional four-bedroom, two-and-a-half-bathroom pool home in the heart of Maitland, offering an ideal blend of comfort, privacy, and Florida-style living. Situated in an established neighborhood near Kewannee Park, this beautifully maintained residence welcomes you with a long driveway, side-entry two-car garage, manicured landscaping, and a charming paver walkway leading to an elegant double-door entry. Step inside to a light, bright, and spacious open-concept floor plan featuring tile flooring throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich cherry wood cabinetry, stainless-steel appliances, a center island with cooktop, and a stylish vent hood. The adjacent dining area provides an inviting space for gatherings, while the expansive living room features an impressive 72-inch ceiling fan and abundant natural light. A comfortable family room creates the perfect gathering space and features a wood-burning fireplace, adding warmth and character to the home. French doors open to your private outdoor oasis—an impressive screened-in lanai featuring a sparkling swimming pool, spacious sundeck, relaxing spa, and attractive water feature. Whether you’re enjoying your morning coffee, soaking up the Florida sunshine, or entertaining family and friends, this exceptional outdoor living space is designed to be enjoyed year-round. Beyond the pool area, the property offers a peaceful conservation view with no rear neighbors, creating an enhanced sense of privacy and a serene natural backdrop rarely found in such a convenient location. The spacious primary suite provides a private retreat with a generous walk-in closet and an ensuite bathroom featuring dual vanities, granite countertops, and a beautifully tiled walk-in shower. Three additional generously sized bedrooms offer flexibility for family, guests, a home office, or a hobby room. A secondary bathroom features a granite vanity and convenient shower/tub combination. Additional highlights include a roof replaced in 2019, AC 2024, water heater 2025, ceiling fans throughout, spacious living areas, a side-load two-car garage, and a desirable established-community setting. Location is another standout feature. Enjoy easy access to SR 17-92, SR 436, and I-4, providing convenient connectivity throughout Central Florida. You’re just a short drive from Orlando, Winter Park, Casselberry, and Altamonte Springs, as well as shopping, dining, fitness centers, banks, supermarkets, Lowe’s, Home Depot, parks, and everyday conveniences. With its private pool, screened lanai, conservation setting, no rear neighbors, spacious open floor plan, updated kitchen features, primary suite, and highly convenient Maitland location, this home offers the perfect opportunity to enjoy the best of the Central Florida lifestyle. 4 Beds ⋅ 3 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code Welcome to this exceptional four-bedroom, two-and-a-half-bathroom pool home in the heart of Maitland, offering an ideal blend of comfort, privacy, and Florida-style living. Situated in an established neighborhood near Kewannee Park, this beautifully maintained residence welcomes you with a long driveway, side-entry two-car garage, manicured landscaping, and a charming paver walkway leading to an elegant double-door entry. Step inside to a light, bright, and spacious open-concept floor plan featuring tile flooring throughout the main living areas. The well-appointed kitchen is designed for both everyday living and entertaining, showcasing granite countertops, rich cherry wood cabinetry, stainless-steel appliances, a center island with cooktop, and a stylish vent hood. The adjacent dining area provides an inviting space for gatherings, while the expansive living room features an impressive 72-inch ceiling fan and abundant natural light. A comfortable family room creates the perfect gathering space and features a wood-burning fireplace, adding warmth and character to the home. French doors open to your private outdoor oasis—an impressive screened-in lanai featuring a sparkling swimming pool, spacious sundeck, relaxing spa, and attractive water feature. Whether you’re enjoying your morning coffee, soaking up the Florida sunshine, or entertaining family and friends, this exceptional outdoor living space is designed to be enjoyed year-round. Beyond the pool area, the property offers a peaceful conservation view with no rear neighbors, creating an enhanced sense of privacy and a serene natural backdrop rarely found in such a convenient location. The spacious primary suite provides a private retreat with a generous walk-in closet and an ensuite bathroom featuring dual vanities, granite countertops, and a beautifully tiled walk-in shower. Three additional generously sized bedrooms offer flexibility for family, guests, a home office, or a hobby room. A secondary bathroom features a granite vanity and convenient shower/tub combination. Additional highlights include a roof replaced in 2019, AC 2024, water heater 2025, ceiling fans throughout, spacious living areas, a side-load two-car garage, and a desirable established-community setting. Location is another standout feature. Enjoy easy access to SR 17-92, SR 436, and I-4, providing convenient connectivity throughout Central Florida. You’re just a short drive from Orlando, Winter Park, Casselberry, and Altamonte Springs, as well as shopping, dining, fitness centers, banks, supermarkets, Lowe’s, Home Depot, parks, and everyday conveniences. With its private pool, screened lanai, conservation setting, no rear neighbors, spacious open floor plan, updated kitchen features, primary suite, and highly convenient Maitland location, this home offers the perfect opportunity to enjoy the best of the Central Florida lifestyle. 1310 Winston Road, Maitland
$625,000 Beautiful ,Dlean Home in Highly Desirable area,Fireplace,Quality Wood Kitchen Cabinets,Bonus Room on Second Floor,Large Private Backyard with cool and refreshing Swimming Pool,This home will Sell Quickly Call Today for a Private Viewing 3 Beds ⋅ 3 Baths ⋅ Lake Sybelia Shores Second Add SubDv. ⋅ 32751 Zip Code Beautiful ,Dlean Home in Highly Desirable area,Fireplace,Quality Wood Kitchen Cabinets,Bonus Room on Second Floor,Large Private Backyard with cool and refreshing Swimming Pool,This home will Sell Quickly Call Today for a Private Viewing 1241 Pryde Drive, Maitland
$609,000 "REDUCED" - 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE ENCLAVE AT MAITLAND. Located in the private gated community of Enclave at Maitland, this "Move-In Ready" Single Family Homes rarely come on the market and this home features a luxury interior footprint that's a perfect balance of privacy, elegance, and convenience. Fully updated & loaded with high-end finishes, the triple split-plan layout features separate Formal Dining & Family Rooms that maximize both entertaining and day-to-day privacy. Enter through a HUGE 21' Long Foyer into the Large Family Room which boasts a 14' High Tray Ceiling and the Centerpiece of the home. Just off the Family Room is the Formal Dining room, perfect for entertaining & family dinners. The Kitchen is perfectly designed for the Serious Chef, boasting Level 3, 42" Maple Cabinetry with Upper Crown Molding, Premium Granite, Center Island with a (3) Person Breakfast Bar, Stainless Appliance Package including Double Built-In Ovens, French Style Refrigerator, Flat-Top Range, Tons of Counter & Storage Space, Dual Stainless Sink, Custom Tile Backsplash, Pendant & Recessed Lighting, Closet Pantry and an adjoining Sunlit Dinette that provides the perfect spot for casual morning coffee. The Primary Suite is the Perfect Couples Retreat! The Bedroom is generous in size and will accommodate all of your oversized furniture & features a HUGE Tray Ceiling, Crown Molding, Laminate flooring, and Dual Walk-In Closets outfitted w/Custom Storage Organizers. The En-Suite Bathroom offers His-and-Her Maple Vanities w/Undermount Sinks, Granite Counters, Deep Garden Soaking Tub wrapped in Custom Tile, Large Walk-In Shower engineered with Dual Shower heads at opposite ends, Under-Cabinet Accent Lighting and a Glass Block Window for lots of natural lighting. On the opposite side of the residence, Two Additional Bedrooms share a beautifully appointed Full Bathroom, offering an ideal setup for Children & Guests. If you work from home or just looking for a quiet space, you'll enjoy the Private Office/Den located just off the Family Room. The Interior Laundry Room is highly functional and included Front-Load Washer & Dryer, Integrated Wash Tub/Sink & Upper Storage Cabinets. Your living space effortlessly expands outdoors through a Triple-Slider to the 12'x16' Covered Back Porch w/Premium Slate Tile flooring. Here, you can unwind against the peaceful backdrop of an unobstructed Lake View & Conservation Area. Additional Features: Prestigious Maitland Lifestyle, Low-Maintenance Luxury, Directly Across from the Pool, Block & Stucco, Barrell Tile Roof, Freshly Painted Inside & Out, High Ceilings Throughout, Carrier HVAC (2021), Vacuflo Central Vac System, GE Hybrid 50 Gal Water Heater (2016), Double-Paned Windows, 18x18 Tile Flooring Flowing Diagonally, Premium 8" Crown Molding, Elegant Custom Arches, Tray Ceilings, 8’ High Doors, Upgraded 6" Baseboards, Surround Sound Speaker & Prewire, Security System, Ceiling Fans/Light, Pre Plumbing for Summer Kitchen, Epoxy Coated Garage Floor and (2) Garage Door Openers, Custom Garage Storage, Paver Driveway, Beautiful Palms, Magnolias & Ivy, Private Mailbox, Irrigation System and more. Incredible location close to I-4, Downtown Maitland, Altamonte & Orlando, Shopping, Dining, Theme Parks, Turnpike, Beaches, all Central Florida has to offer. Call for more info or schedule a private showing. MOVE-IN READY PERFECTION! ***SOME PICTURES VIRTUALLY STAGED*** 3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland A-F SubDv. ⋅ 32751 Zip Code "REDUCED" - 3-BED, 2.5-BATH SINGLE FAMILY HOME IN THE ENCLAVE AT MAITLAND. Located in the private gated community of Enclave at Maitland, this "Move-In Ready" Single Family Homes rarely come on the market and this home features a luxury interior footprint that's a perfect balance of privacy, elegance, and convenience. Fully updated & loaded with high-end finishes, the triple split-plan layout features separate Formal Dining & Family Rooms that maximize both entertaining and day-to-day privacy. Enter through a HUGE 21' Long Foyer into the Large Family Room which boasts a 14' High Tray Ceiling and the Centerpiece of the home. Just off the Family Room is the Formal Dining room, perfect for entertaining & family dinners. The Kitchen is perfectly designed for the Serious Chef, boasting Level 3, 42" Maple Cabinetry with Upper Crown Molding, Premium Granite, Center Island with a (3) Person Breakfast Bar, Stainless Appliance Package including Double Built-In Ovens, French Style Refrigerator, Flat-Top Range, Tons of Counter & Storage Space, Dual Stainless Sink, Custom Tile Backsplash, Pendant & Recessed Lighting, Closet Pantry and an adjoining Sunlit Dinette that provides the perfect spot for casual morning coffee. The Primary Suite is the Perfect Couples Retreat! The Bedroom is generous in size and will accommodate all of your oversized furniture & features a HUGE Tray Ceiling, Crown Molding, Laminate flooring, and Dual Walk-In Closets outfitted w/Custom Storage Organizers. The En-Suite Bathroom offers His-and-Her Maple Vanities w/Undermount Sinks, Granite Counters, Deep Garden Soaking Tub wrapped in Custom Tile, Large Walk-In Shower engineered with Dual Shower heads at opposite ends, Under-Cabinet Accent Lighting and a Glass Block Window for lots of natural lighting. On the opposite side of the residence, Two Additional Bedrooms share a beautifully appointed Full Bathroom, offering an ideal setup for Children & Guests. If you work from home or just looking for a quiet space, you'll enjoy the Private Office/Den located just off the Family Room. The Interior Laundry Room is highly functional and included Front-Load Washer & Dryer, Integrated Wash Tub/Sink & Upper Storage Cabinets. Your living space effortlessly expands outdoors through a Triple-Slider to the 12'x16' Covered Back Porch w/Premium Slate Tile flooring. Here, you can unwind against the peaceful backdrop of an unobstructed Lake View & Conservation Area. Additional Features: Prestigious Maitland Lifestyle, Low-Maintenance Luxury, Directly Across from the Pool, Block & Stucco, Barrell Tile Roof, Freshly Painted Inside & Out, High Ceilings Throughout, Carrier HVAC (2021), Vacuflo Central Vac System, GE Hybrid 50 Gal Water Heater (2016), Double-Paned Windows, 18x18 Tile Flooring Flowing Diagonally, Premium 8" Crown Molding, Elegant Custom Arches, Tray Ceilings, 8’ High Doors, Upgraded 6" Baseboards, Surround Sound Speaker & Prewire, Security System, Ceiling Fans/Light, Pre Plumbing for Summer Kitchen, Epoxy Coated Garage Floor and (2) Garage Door Openers, Custom Garage Storage, Paver Driveway, Beautiful Palms, Magnolias & Ivy, Private Mailbox, Irrigation System and more. Incredible location close to I-4, Downtown Maitland, Altamonte & Orlando, Shopping, Dining, Theme Parks, Turnpike, Beaches, all Central Florida has to offer. Call for more info or schedule a private showing. MOVE-IN READY PERFECTION! ***SOME PICTURES VIRTUALLY STAGED*** 1404 Caring Court, Maitland
$599,900 Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest. 2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code Exquisitely remodeled, from top to bottom, 2 bdrm 2 bath luxury condo on Lake Maitland, the largest of the Winter Park Chain of Lakes. Enjoy panoramic lake views and unimaginable sunrises and space shuttles from your large balcony or sitting in your living room or kitchen or from your primary bedroom. Home features EVERYTHING NEW, electrical, plumbing, ductwork, fixtures, appliances; beautiful crown moldings, engineered wood floors, built-ins, spacious baths -- while located in the heart of Maitland walking distance to the Enzian, Lake Lilly, and several restaurants. Easy access to I-4 and major roads and a 5 minutes drive to shopping and restaurants on Winter Park's Park Avenue. Community features a clubhouse, fitness center, large pool and spa, kayak racks, patio and grilling area. Fee includes internet/cable; water, sewer, trash and on-site management. Enjoy condo living at its finest. 1100 S Orlando Avenue Unit 306, Maitland
$550,000 Located in sought-after Dommerich Estates, this single-story, 3-bedroom, 2-bathroom, block home offers 1,605 square feet of living space and an attached 2-car garage. A walkway leads to a covered front porch, where the character of the original construction is immediately apparent in the columns and detailed millwork surrounding the front door and sidelights. Inside, the main living spaces flow easily from one to another and include dining and living areas and a Florida room overlooking the backyard, with wood flooring, crown molding and a wood-burning fireplace adding warmth and character. Floor-to-ceiling windows fill the Florida room with natural light and open to a concrete patio for easy indoor-outdoor living. To the left of the entry, the kitchen and adjoining eat-in nook retain much of the home’s charm, with white wood cabinetry, a neutral tile backsplash, a window above the stainless double-bowl sink overlooking the backyard, stainless dishwasher, glass cooktop and built-in wall oven. Conveniently located just inside the garage entry, the kitchen makes unloading groceries easy, while the adjoining eat-in nook features decorative millwork, a large window and the continuation of the wood flooring. All three bedrooms are comfortably sized and feature custom interior shutters. The primary bedroom is positioned at the rear of the home with an en-suite bath featuring a glass-enclosed tiled shower and pedestal sink, while the two alternate bedrooms share a hall bath with a tiled tub/shower combination, newer vanity, undermount sink, granite countertop and linen closet. The .20-acre, 79’ by 111” lot offers room to enjoy the outdoors. Important improvements have already been completed, including a new architectural shingle roof in 2025, PEX repipe in 2011, interior electrical panel replacement and a 2017 HVAC system. Residents also have the option to join the Dommerich Beach Civic Association, with annual membership options currently beginning at $100. Membership provides access to the association’s private lake lot on the east shore of Lake Minnehaha, including a picnic area and canoe and kayak storage, with a separate membership option offering boat-ramp access. The location is compelling, with Dommerich Elementary and Maitland Middle within walking distance and zoning for Winter Park High. Minnehaha Park, also within walking distance, offers tennis courts, a playground and green space. Downtown Maitland, Lake Lily and its Sunday Farmers Market, the Art & History Museums of Maitland, restaurants, grocery stores and everyday shopping are all nearby, while Enzian Theater and additional recreation and conveniences are just a short drive away. With single-story block construction, an attached two-car garage, meaningful system improvements already completed and a location that puts schools, parks and the best of Maitland close at hand, this is a wonderful opportunity to put down roots in Dommerich Estates. 3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code Located in sought-after Dommerich Estates, this single-story, 3-bedroom, 2-bathroom, block home offers 1,605 square feet of living space and an attached 2-car garage. A walkway leads to a covered front porch, where the character of the original construction is immediately apparent in the columns and detailed millwork surrounding the front door and sidelights. Inside, the main living spaces flow easily from one to another and include dining and living areas and a Florida room overlooking the backyard, with wood flooring, crown molding and a wood-burning fireplace adding warmth and character. Floor-to-ceiling windows fill the Florida room with natural light and open to a concrete patio for easy indoor-outdoor living. To the left of the entry, the kitchen and adjoining eat-in nook retain much of the home’s charm, with white wood cabinetry, a neutral tile backsplash, a window above the stainless double-bowl sink overlooking the backyard, stainless dishwasher, glass cooktop and built-in wall oven. Conveniently located just inside the garage entry, the kitchen makes unloading groceries easy, while the adjoining eat-in nook features decorative millwork, a large window and the continuation of the wood flooring. All three bedrooms are comfortably sized and feature custom interior shutters. The primary bedroom is positioned at the rear of the home with an en-suite bath featuring a glass-enclosed tiled shower and pedestal sink, while the two alternate bedrooms share a hall bath with a tiled tub/shower combination, newer vanity, undermount sink, granite countertop and linen closet. The .20-acre, 79’ by 111” lot offers room to enjoy the outdoors. Important improvements have already been completed, including a new architectural shingle roof in 2025, PEX repipe in 2011, interior electrical panel replacement and a 2017 HVAC system. Residents also have the option to join the Dommerich Beach Civic Association, with annual membership options currently beginning at $100. Membership provides access to the association’s private lake lot on the east shore of Lake Minnehaha, including a picnic area and canoe and kayak storage, with a separate membership option offering boat-ramp access. The location is compelling, with Dommerich Elementary and Maitland Middle within walking distance and zoning for Winter Park High. Minnehaha Park, also within walking distance, offers tennis courts, a playground and green space. Downtown Maitland, Lake Lily and its Sunday Farmers Market, the Art & History Museums of Maitland, restaurants, grocery stores and everyday shopping are all nearby, while Enzian Theater and additional recreation and conveniences are just a short drive away. With single-story block construction, an attached two-car garage, meaningful system improvements already completed and a location that puts schools, parks and the best of Maitland close at hand, this is a wonderful opportunity to put down roots in Dommerich Estates. 200 Seneca Trail, Maitland
$537,000 Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location. 3 Beds ⋅ 3 Baths ⋅ Moorings On Lake Maitland Condo Bldg 05 SubDv. ⋅ 32751 Zip Code Enjoy the charm of The Moorings on Lake Maitland in this inviting three-bedroom, two-and-a-half-bath townhome with an attached one-car garage. High ceilings, natural light, and warm wood flooring complement the living spaces, while a wood-burning fireplace gives the living room a welcoming focal point. The kitchen features white cabinetry with glass-front accents, stainless steel appliances, and a breakfast nook framed by a bay window. A separate dining area provides space for gathering, and French doors open to a screened porch overlooking the community’s green space and mature trees. All three bedrooms are upstairs, including the primary suite with a walk-in closet and an updated bathroom featuring a double vanity and walk-in shower. Two additional bedrooms share a full bathroom, with a convenient half bath downstairs. Plantation shutters in most rooms add character and privacy. Residents enjoy a community pool, clubhouse, and community dock on Lake Maitland. Walk over to Lake Lily Park for the Sunday morning farmers’ market or enjoy Luke’s Kitchen + Bar and Antonio’s restaurant + Italian market just across the street! Nearby Maitland Plaza and Maitland Social offer additional shopping and dining, with pharmacies, medical offices, and fitness studios also close by. Publix, Whole Foods, Nordstrom Rack, and Sephora are within a few blocks, while the hopping Winter Park Village and Park Avenue’s boutiques, restaurants, and cultural attractions are just minutes away. Convenient access to I-4 and excellent nearby public and private schools further enhance this central Maitland location. 223 Quayside Circle Unit C11, Maitland
$535,000 Prince Improvement. An absolutely stunning one-story home, ready for immediate occupancy as a primary residence or as a rental investment. 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. 4 Beds ⋅ 2 Baths ⋅ English Estates Unit 2 SubDv. ⋅ 32751 Zip Code Prince Improvement. An absolutely stunning one-story home, ready for immediate occupancy as a primary residence or as a rental investment. 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
$525,000 Welcome to 1913 Hibiscus Ln! This home offers true peace of mind, with major systems and finishes thoughtfully updated throughout. Key updates include the roof (2018), A/C (2021), and water heater (2026). Inside, you'll find luxury vinyl plank flooring throughout the entire home (2025) and a beautifully renovated kitchen (2022) with updated countertops and backsplash, plus a newer refrigerator (2025), stove (2024), and microwave (2022). A custom coffee and wine bar, added in 2026, is perfect for your morning routine or entertaining guests. Both bathrooms have been tastefully renovated: the primary in 2022 and the guest bath in 2024. The dedicated office features custom built-ins (2025), ideal for working from home. Additional improvements include fresh exterior paint, a new front door and garage side door, and a back porch door replaced in 2022. Step outside and discover even more to love! Enjoy a newly tiled back porch (2026), all-new landscaping and fresh sod in the side and backyard (2026), and a fire pit (2023) enclosed by a private vinyl fence (2023), the perfect setting for relaxing evenings and weekend gatherings. Conveniently located with easy access to Maitland Avenue and I-4, just a short drive to Downtown Maitland and Park Avenue. With extensive updates, inviting outdoor spaces, and a great location, 1913 Hibiscus Ln is ready to welcome you home. Schedule your showing today! 4 Beds ⋅ 2 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code Welcome to 1913 Hibiscus Ln! This home offers true peace of mind, with major systems and finishes thoughtfully updated throughout. Key updates include the roof (2018), A/C (2021), and water heater (2026). Inside, you'll find luxury vinyl plank flooring throughout the entire home (2025) and a beautifully renovated kitchen (2022) with updated countertops and backsplash, plus a newer refrigerator (2025), stove (2024), and microwave (2022). A custom coffee and wine bar, added in 2026, is perfect for your morning routine or entertaining guests. Both bathrooms have been tastefully renovated: the primary in 2022 and the guest bath in 2024. The dedicated office features custom built-ins (2025), ideal for working from home. Additional improvements include fresh exterior paint, a new front door and garage side door, and a back porch door replaced in 2022. Step outside and discover even more to love! Enjoy a newly tiled back porch (2026), all-new landscaping and fresh sod in the side and backyard (2026), and a fire pit (2023) enclosed by a private vinyl fence (2023), the perfect setting for relaxing evenings and weekend gatherings. Conveniently located with easy access to Maitland Avenue and I-4, just a short drive to Downtown Maitland and Park Avenue. With extensive updates, inviting outdoor spaces, and a great location, 1913 Hibiscus Ln is ready to welcome you home. Schedule your showing today! 1913 Hibiscus Lane, Maitland
$525,000 Welcome home! Check out this beautiful three-bedroom, two-bath single-family home with a beautiful pool in a no HOA neighborhood. Take advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened-in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors. As soon as you walk up, you'll notice the archway that is covered in beautiful flowers when in season. As soon as you go into the foyer, you'll notice the massive open living area with a great kitchen, living room and dining room combo. The kitchen is sure to bring out your inner chef. Features plenty of lighting, a massive kitchen island, and ample countertop and cabinet space. This home is ideal for entertaining, with French doors out to your beautiful screened in patio and backyard nearby. The main bedroom features updated flooring, a spacious walk in closet and private primary bath. This home is an amazing canvas for you to come in and make it your own. Reach out to the listing agent today to schedule your showing. Roof, HVAC and water heater in 2021. 4 Beds ⋅ 2 Baths ⋅ Forest Brook SubDv. ⋅ 32751 Zip Code Welcome home! Check out this beautiful three-bedroom, two-bath single-family home with a beautiful pool in a no HOA neighborhood. Take advantage of the morning sunrise directly in your backyard facing due east. This home features a gorgeous backyard with a beautiful pergola and screened-in porch overlooking your spacious backyard oasis private pool. This property backs up to a conservation lot so no rear neighbors. As soon as you walk up, you'll notice the archway that is covered in beautiful flowers when in season. As soon as you go into the foyer, you'll notice the massive open living area with a great kitchen, living room and dining room combo. The kitchen is sure to bring out your inner chef. Features plenty of lighting, a massive kitchen island, and ample countertop and cabinet space. This home is ideal for entertaining, with French doors out to your beautiful screened in patio and backyard nearby. The main bedroom features updated flooring, a spacious walk in closet and private primary bath. This home is an amazing canvas for you to come in and make it your own. Reach out to the listing agent today to schedule your showing. Roof, HVAC and water heater in 2021. 623 Green Meadow Avenue, Maitland
$525,000 Unique opportunity in historic Eatonville! Situated on approximately 0.29 acres at the corner of Lemon Street and Moseley Avenue, this distinctive property combines C-3 commercial zoning, two existing structures and frontage along two streets—creating an exciting opportunity for the buyer with vision. One residence is currently tenant occupied, offering an existing improvement while future possibilities are explored. The property encompasses historic Lots 5 and 6 of Calhoun's Subdivision and offers a versatile setting that may appeal to investors, entrepreneurs, developers or owner-users. Imagine the possibilities for this highly visible corner—from a future commercial concept or redevelopment opportunity to a creative use of the existing improvements, subject to Town approval and applicable development requirements. Conveniently located near Maitland, Winter Park and the greater Orlando area. Property is currently improved with residential structures and is not presently being operated as a commercial business. Buyer to verify zoning, permitted uses, development potential and all information important to buyer's intended use with the Town of Eatonville. 4 Beds ⋅ 2 Baths ⋅ Calhouns Sub SubDv. ⋅ 32751 Zip Code Unique opportunity in historic Eatonville! Situated on approximately 0.29 acres at the corner of Lemon Street and Moseley Avenue, this distinctive property combines C-3 commercial zoning, two existing structures and frontage along two streets—creating an exciting opportunity for the buyer with vision. One residence is currently tenant occupied, offering an existing improvement while future possibilities are explored. The property encompasses historic Lots 5 and 6 of Calhoun's Subdivision and offers a versatile setting that may appeal to investors, entrepreneurs, developers or owner-users. Imagine the possibilities for this highly visible corner—from a future commercial concept or redevelopment opportunity to a creative use of the existing improvements, subject to Town approval and applicable development requirements. Conveniently located near Maitland, Winter Park and the greater Orlando area. Property is currently improved with residential structures and is not presently being operated as a commercial business. Buyer to verify zoning, permitted uses, development potential and all information important to buyer's intended use with the Town of Eatonville. 307 Lemon Street, Maitland
$525,000 Unique opportunity in historic Eatonville! Situated on approximately 0.29 acres at the corner of Lemon Street and Moseley Avenue, this distinctive property combines C-3 commercial zoning, two existing structures and frontage along two streets—creating an exciting opportunity for the buyer with vision. One residence is currently tenant occupied, offering an existing improvement while future possibilities are explored. The property encompasses historic Lots 5 and 6 of Calhoun's Subdivision and offers a versatile setting that may appeal to investors, entrepreneurs, developers or owner-users. Imagine the possibilities for this highly visible corner—from a future commercial concept or redevelopment opportunity to a creative use of the existing improvements, subject to Town approval and applicable development requirements. Conveniently located near Maitland, Winter Park and the greater Orlando area. Property is currently improved with residential structures and is not presently being operated as a commercial business. Buyer to verify zoning, permitted uses, development potential and all information important to buyer's intended use with the Town of Eatonville. Calhouns Sub SubDv. ⋅ 32751 Zip Code Unique opportunity in historic Eatonville! Situated on approximately 0.29 acres at the corner of Lemon Street and Moseley Avenue, this distinctive property combines C-3 commercial zoning, two existing structures and frontage along two streets—creating an exciting opportunity for the buyer with vision. One residence is currently tenant occupied, offering an existing improvement while future possibilities are explored. The property encompasses historic Lots 5 and 6 of Calhoun's Subdivision and offers a versatile setting that may appeal to investors, entrepreneurs, developers or owner-users. Imagine the possibilities for this highly visible corner—from a future commercial concept or redevelopment opportunity to a creative use of the existing improvements, subject to Town approval and applicable development requirements. Conveniently located near Maitland, Winter Park and the greater Orlando area. Property is currently improved with residential structures and is not presently being operated as a commercial business. Buyer to verify zoning, permitted uses, development potential and all information important to buyer's intended use with the Town of Eatonville. 307 Lemon Street, Maitland
$519,999 Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for. 4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code Welcome to 1776 Bobtail Drive, a home that offers an easy, natural flow and a layout designed for everyday living. This property is now being reintroduced with a refreshed presentation and a full 3D walkthrough experience, giving buyers the ability to explore every space at their own pace before stepping inside in person. Inside, the home features an open-concept layout where the kitchen, dining, and living areas connect seamlessly, creating a comfortable and functional main living space. Upstairs, generously sized bedrooms offer flexibility for families, guests, or home office needs, while the overall layout supports a wide range of lifestyles. Located in highly desirable Maitland, the home offers convenient access to shopping, dining, major roadways, and all Central Florida amenities. Private showings available upon request.they’ve been waiting for. 1776 Bobtail Drive, Maitland
$515,000 This residence exemplifies pride of ownership, boasting a beautifully appointed kitchen with high-quality, updated cabinetry and granite countertops, complemented by upper-end stainless steel appliances, Upon arrival, the exceptional workmanship evident in the pavers driveway is immediately apparent, and this attention to detail extends to the nicely landscaped backyard. complete with a paver patio. Home has fresh paint inside and out. New carpet in the bedrooms. The roof was installed in September 2020. Prospective buyers may be interested in assuming the seller's 2.76% interest loan. 4 Beds ⋅ 2 Baths ⋅ Druid Hills Park SubDv. ⋅ 32751 Zip Code This residence exemplifies pride of ownership, boasting a beautifully appointed kitchen with high-quality, updated cabinetry and granite countertops, complemented by upper-end stainless steel appliances, Upon arrival, the exceptional workmanship evident in the pavers driveway is immediately apparent, and this attention to detail extends to the nicely landscaped backyard. complete with a paver patio. Home has fresh paint inside and out. New carpet in the bedrooms. The roof was installed in September 2020. Prospective buyers may be interested in assuming the seller's 2.76% interest loan. 356 Croton Drive, Maitland
$515,000 Some homes have a character that simply cannot be recreated—and 1060 Gregory Drive is one of them. Built in 1962 and tucked beneath mature oaks draped in Spanish moss, this three-bedroom, two-bath Maitland home celebrates its original charm while offering the updates today’s buyers appreciate. Warm hardwood floors flow through the home, while a dramatic brick feature wall separates the living and family rooms, with a fireplace facing each space. It is a memorable architectural detail that makes both rooms feel welcoming and distinct. The updated kitchen pairs shaker-style cabinetry with granite countertops and stainless steel appliances, while plantation shutters and ceiling fans add comfort and classic style throughout. The primary bedroom features dual closets. The guest bathroom also benefits from a new vanity. Step outside to an expansive backyard deck with plenty of room for dining, entertaining and lingering beneath the trees on beautiful Florida evenings. Major improvements include an ELECTRICAL UPDATE 2026, ALL NEW DUCTWORK 2026, HVAC and REROOF 2020, WATER HEATER 2022, a NEW FENCE installed in 2023 and REPIPED 2009. Set in an established Maitland neighborhood with quick access to Winter Park, Maitland and Interstate 4, this is a home with a story, a setting and a style all its own. Come experience the character, comfort and tree-lined charm that make 1060 Gregory Drive feel like home from the moment you arrive. 3 Beds ⋅ 2 Baths ⋅ Druid Hills Estates 1st Add SubDv. ⋅ 32751 Zip Code Some homes have a character that simply cannot be recreated—and 1060 Gregory Drive is one of them. Built in 1962 and tucked beneath mature oaks draped in Spanish moss, this three-bedroom, two-bath Maitland home celebrates its original charm while offering the updates today’s buyers appreciate. Warm hardwood floors flow through the home, while a dramatic brick feature wall separates the living and family rooms, with a fireplace facing each space. It is a memorable architectural detail that makes both rooms feel welcoming and distinct. The updated kitchen pairs shaker-style cabinetry with granite countertops and stainless steel appliances, while plantation shutters and ceiling fans add comfort and classic style throughout. The primary bedroom features dual closets. The guest bathroom also benefits from a new vanity. Step outside to an expansive backyard deck with plenty of room for dining, entertaining and lingering beneath the trees on beautiful Florida evenings. Major improvements include an ELECTRICAL UPDATE 2026, ALL NEW DUCTWORK 2026, HVAC and REROOF 2020, WATER HEATER 2022, a NEW FENCE installed in 2023 and REPIPED 2009. Set in an established Maitland neighborhood with quick access to Winter Park, Maitland and Interstate 4, this is a home with a story, a setting and a style all its own. Come experience the character, comfort and tree-lined charm that make 1060 Gregory Drive feel like home from the moment you arrive. 1060 Gregory Drive, Maitland
$515,000 Virtually Staged. Owner welcomes all offers! Seller is motivated and open to considering all reasonable offers. Schedule your showing today! 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. 4 Beds ⋅ 2 Baths ⋅ English Woods SubDv. ⋅ 32751 Zip Code Virtually Staged. Owner welcomes all offers! Seller is motivated and open to considering all reasonable offers. Schedule your showing today! 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
$514,900 Welcome to Maitland living, where space and everyday convenience come together. This 4 bedroom, 2-bath home offers a surprisingly flexible floor plan with a formal living area, dining space, fireplace, open-concept kitchen and living areas, plus a separate family room and an additional flex space that could easily become a home office or playroom. Outside, a fenced backyard offers plenty of room to enjoy Florida living. But it may be the location that makes this home such a find. This home puts you close to some of Maitland’s favorite places, including Minnehaha Park, Lake Lily Park and the shops, dining and gathering spots around downtown Maitland. You are also in a great proximity to highly requested schools such as Dommerich Elementary, Maitland Middle School and Winter Park High School. Enjoy weekends at the farmers market, dinner nearby, neighborhood parks and easy access to Winter Park, all while coming home to an established Maitland neighborhood. A home with room to live, work and grow, right in the heart of the Maitland lifestyle. 4 Beds ⋅ 2 Baths ⋅ Hollieanna Shores SubDv. ⋅ 32751 Zip Code Welcome to Maitland living, where space and everyday convenience come together. This 4 bedroom, 2-bath home offers a surprisingly flexible floor plan with a formal living area, dining space, fireplace, open-concept kitchen and living areas, plus a separate family room and an additional flex space that could easily become a home office or playroom. Outside, a fenced backyard offers plenty of room to enjoy Florida living. But it may be the location that makes this home such a find. This home puts you close to some of Maitland’s favorite places, including Minnehaha Park, Lake Lily Park and the shops, dining and gathering spots around downtown Maitland. You are also in a great proximity to highly requested schools such as Dommerich Elementary, Maitland Middle School and Winter Park High School. Enjoy weekends at the farmers market, dinner nearby, neighborhood parks and easy access to Winter Park, all while coming home to an established Maitland neighborhood. A home with room to live, work and grow, right in the heart of the Maitland lifestyle. 1540 E Horatio Avenue, Maitland
$499,900 Discover the charm and convenience of Maitland living in this four-bedroom home featuring two full bathrooms and one half bathroom. A large, beautiful patio creates an inviting setting for outdoor dining, entertaining, or simply relaxing, while the fenced yard adds privacy and space to enjoy the outdoors. Newer roof, brand new flooring throughout. New Bathroom cabinetry. Interior and exterior new paint. Located at 2141 Falkner Road, this home offers the added convenience of I-4 just around the corner, making travel throughout Central Florida easy. Everyday essentials and local attractions are within approximately a seven-mile radius, including Publix at Gateway Crossing, nearby gas stations, and the restaurants and cafés of downtown Maitland’s Independence Lane and City Centre. Enjoy nearby Fennell Park, scenic Lake Lily Park, fitness and recreation at Genesis Orlando Sportsplex, and movies and dining at Enzian Theater and Eden Bar. AdventHealth Altamonte Springs also provides nearby access to hospital care. Sent from my iPhone 4 Beds ⋅ 3 Baths ⋅ Winfield SubDv. ⋅ 32751 Zip Code Discover the charm and convenience of Maitland living in this four-bedroom home featuring two full bathrooms and one half bathroom. A large, beautiful patio creates an inviting setting for outdoor dining, entertaining, or simply relaxing, while the fenced yard adds privacy and space to enjoy the outdoors. Newer roof, brand new flooring throughout. New Bathroom cabinetry. Interior and exterior new paint. Located at 2141 Falkner Road, this home offers the added convenience of I-4 just around the corner, making travel throughout Central Florida easy. Everyday essentials and local attractions are within approximately a seven-mile radius, including Publix at Gateway Crossing, nearby gas stations, and the restaurants and cafés of downtown Maitland’s Independence Lane and City Centre. Enjoy nearby Fennell Park, scenic Lake Lily Park, fitness and recreation at Genesis Orlando Sportsplex, and movies and dining at Enzian Theater and Eden Bar. AdventHealth Altamonte Springs also provides nearby access to hospital care. Sent from my iPhone 2141 Falkner Road, Maitland
$485,000 Welcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in the heart of Maitland. Thoughtfully renovated in 2016, this inviting residence offers a wonderful blend of character, comfort, and modern finishes. Step inside to discover updated wood flooring, fresh interior paint, and a completely renovated kitchen featuring stainless steel appliances and stone countertops. The two generously sized bedrooms provide a comfortable living space, while both bathrooms have been tastefully renovated. Stone countertops can be found throughout the home, adding a cohesive and timeless touch. Peaceful water views of Lake Seminary, create a lovely backdrop for morning coffee, entertaining, or simply relaxing at home. Additional highlights include a new well installed 2022, a new septic tank installed in 2024, and a new grey water tank in 2026. The backyard was also freshly resodded, providing a beautiful outdoor space to enjoy Florida's year-round sunshine. Located in desirable Maitland, the home is close to shopping, dining, parks, Winter Park, and major roadways, making it easy to enjoy everything Central Florida has to offer. 2 Beds ⋅ 2 Baths ⋅ Northwood Heights SubDv. ⋅ 32751 Zip Code Welcome home to this charming and beautifully updated 2 bedroom, 2 bathroom property in the heart of Maitland. Thoughtfully renovated in 2016, this inviting residence offers a wonderful blend of character, comfort, and modern finishes. Step inside to discover updated wood flooring, fresh interior paint, and a completely renovated kitchen featuring stainless steel appliances and stone countertops. The two generously sized bedrooms provide a comfortable living space, while both bathrooms have been tastefully renovated. Stone countertops can be found throughout the home, adding a cohesive and timeless touch. Peaceful water views of Lake Seminary, create a lovely backdrop for morning coffee, entertaining, or simply relaxing at home. Additional highlights include a new well installed 2022, a new septic tank installed in 2024, and a new grey water tank in 2026. The backyard was also freshly resodded, providing a beautiful outdoor space to enjoy Florida's year-round sunshine. Located in desirable Maitland, the home is close to shopping, dining, parks, Winter Park, and major roadways, making it easy to enjoy everything Central Florida has to offer. 180 E Faith Terrace, Maitland
$479,000 Lovely DIRECT WATERFRONT corner unit condominium with large screen porch overlooking beautiful Lake Maitland. The screened terrace is wonderful for enjoying the pool and lake. Share the same view as multimillion dollar homes next door. Lake Maitland is the largest, open body of water in the famous Winter Park Chain of Lakes. Imagine kayaking, paddleboarding or canoeing in your back yard. Updated open kitchen with cabinets, granite countertops and stainless steel appliances, tile throughout, central air, washer/dryer hookup, remodeled bathroom. Maitland is a thriving suburb of greater Orlando. The condominium is situated in an ideal location, close to parks, fine dining, shopping, theater and entertainment. Come see it! 2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code Lovely DIRECT WATERFRONT corner unit condominium with large screen porch overlooking beautiful Lake Maitland. The screened terrace is wonderful for enjoying the pool and lake. Share the same view as multimillion dollar homes next door. Lake Maitland is the largest, open body of water in the famous Winter Park Chain of Lakes. Imagine kayaking, paddleboarding or canoeing in your back yard. Updated open kitchen with cabinets, granite countertops and stainless steel appliances, tile throughout, central air, washer/dryer hookup, remodeled bathroom. Maitland is a thriving suburb of greater Orlando. The condominium is situated in an ideal location, close to parks, fine dining, shopping, theater and entertainment. Come see it! 1140 S Orlando Avenue Unit D16, Maitland
$450,000 Virtually Staged. Priced below appraisal, this exceptional move-in-ready home offers outstanding value in a desirable Maitland location. Whether you’re starting out, slowing down, or somewhere in between, you’ll love the beautifully updated interior renovated in 2026, including new windows, flooring, a new hot water tank, new entry and garage doors, fresh exterior siding, and a roof and HVAC replaced in 2023. Inside, soaring 14-foot ceilings and expansive sliding glass doors create a bright, spacious, and inviting atmosphere filled with natural light. The beautifully updated kitchen features quartz countertops with a waterfall edge, abundant cabinetry with a pantry, a smart digital faucet with temperature display, and brand-new stainless-steel appliances. A cozy breakfast nook overlooks the spacious fenced backyard—perfect for enjoying your morning coffee. The desirable split-bedroom floor plan provides privacy, while the primary suite opens directly to a generously sized screened porch, ideal for relaxing and enjoying the Florida lifestyle. Conveniently located near the SunRail, Lake Lily Park, shopping, dining, and entertainment, and best of all, there is NO HOA. This beautifully renovated home is priced to deliver—don’t miss your chance to see it today. 3 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code Virtually Staged. Priced below appraisal, this exceptional move-in-ready home offers outstanding value in a desirable Maitland location. Whether you’re starting out, slowing down, or somewhere in between, you’ll love the beautifully updated interior renovated in 2026, including new windows, flooring, a new hot water tank, new entry and garage doors, fresh exterior siding, and a roof and HVAC replaced in 2023. Inside, soaring 14-foot ceilings and expansive sliding glass doors create a bright, spacious, and inviting atmosphere filled with natural light. The beautifully updated kitchen features quartz countertops with a waterfall edge, abundant cabinetry with a pantry, a smart digital faucet with temperature display, and brand-new stainless-steel appliances. A cozy breakfast nook overlooks the spacious fenced backyard—perfect for enjoying your morning coffee. The desirable split-bedroom floor plan provides privacy, while the primary suite opens directly to a generously sized screened porch, ideal for relaxing and enjoying the Florida lifestyle. Conveniently located near the SunRail, Lake Lily Park, shopping, dining, and entertainment, and best of all, there is NO HOA. This beautifully renovated home is priced to deliver—don’t miss your chance to see it today. 761 Robinhood Drive, Maitland
$425,000 Mediterranean-Inspired Living in the Gated Community of Montalcino! Welcome to this beautifully maintained townhome in the sought-after gated community of Montalcino/Enclave, ideally located just off I-4 in Maitland. Fresh, neutral interior and exterior paint make this home truly move-in ready, while its pristine condition reflects the care of its original owner. Offering three bedrooms, two and a half baths, and a thoughtfully designed two-story floor plan, this low-maintenance home perfectly blends comfort, style, and convenience. HOA BONUS! Monthly dues include high-speed internet, WiFi, and expanded television/streaming services! The first floor features elegant tile flooring throughout the kitchen, dinette, and living areas, along with a convenient half bath near the entry. The open-concept design creates an inviting atmosphere for everyday living and entertaining, with generous storage, including a spacious under-stair storage area. The living room is also wired for surround sound. The well-appointed kitchen showcases 42-inch solid wood cabinetry, under-cabinet lighting, a newly installed tile backsplash, granite countertops, a closet pantry, and a breakfast bar overlooking the family room and dinette. Just off the living area, a covered, screened lanai provides the perfect spot to unwind and enjoy the outdoors. Upstairs, you'll appreciate stylish luxury vinyl plank flooring throughout—NO CARPET! The spacious primary suite features a private balcony, a large walk-in closet, and an ensuite bath with dual sinks and a separate shower. Two additional bedrooms, a full hall bath, and a conveniently located laundry closet complete the second floor. Additional features include an upgraded two-zone HVAC system (2021), five-inch baseboards, six-panel interior doors, decorative wrought-iron stair railings, a wired security system, an in-wall pest defense system, and a paver driveway. Residents of Montalcino enjoy wonderful resort-style amenities, including a sparkling community pool and cabana overlooking private Lake Charity. Conveniently located with easy access to I-4, Downtown Orlando, Winter Park, shopping, dining, area attractions, theme parks, and Florida's beautiful beaches, this home offers an exceptional opportunity to enjoy maintenance-friendly living in a desirable gated community. Come experience the comfort, convenience, and lifestyle that make Montalcino such a wonderful place to call home! 3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code Mediterranean-Inspired Living in the Gated Community of Montalcino! Welcome to this beautifully maintained townhome in the sought-after gated community of Montalcino/Enclave, ideally located just off I-4 in Maitland. Fresh, neutral interior and exterior paint make this home truly move-in ready, while its pristine condition reflects the care of its original owner. Offering three bedrooms, two and a half baths, and a thoughtfully designed two-story floor plan, this low-maintenance home perfectly blends comfort, style, and convenience. HOA BONUS! Monthly dues include high-speed internet, WiFi, and expanded television/streaming services! The first floor features elegant tile flooring throughout the kitchen, dinette, and living areas, along with a convenient half bath near the entry. The open-concept design creates an inviting atmosphere for everyday living and entertaining, with generous storage, including a spacious under-stair storage area. The living room is also wired for surround sound. The well-appointed kitchen showcases 42-inch solid wood cabinetry, under-cabinet lighting, a newly installed tile backsplash, granite countertops, a closet pantry, and a breakfast bar overlooking the family room and dinette. Just off the living area, a covered, screened lanai provides the perfect spot to unwind and enjoy the outdoors. Upstairs, you'll appreciate stylish luxury vinyl plank flooring throughout—NO CARPET! The spacious primary suite features a private balcony, a large walk-in closet, and an ensuite bath with dual sinks and a separate shower. Two additional bedrooms, a full hall bath, and a conveniently located laundry closet complete the second floor. Additional features include an upgraded two-zone HVAC system (2021), five-inch baseboards, six-panel interior doors, decorative wrought-iron stair railings, a wired security system, an in-wall pest defense system, and a paver driveway. Residents of Montalcino enjoy wonderful resort-style amenities, including a sparkling community pool and cabana overlooking private Lake Charity. Conveniently located with easy access to I-4, Downtown Orlando, Winter Park, shopping, dining, area attractions, theme parks, and Florida's beautiful beaches, this home offers an exceptional opportunity to enjoy maintenance-friendly living in a desirable gated community. Come experience the comfort, convenience, and lifestyle that make Montalcino such a wonderful place to call home! 1357 Benevolent Street, Maitland
$424,900 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. 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
$420,000 Winter Park Chain of Lakes Boat Slip Lease Included – Enjoy Boating Access with a Lease Paid in Full Through July 31, 2027, Transferable to the New Owner and Renewable! Experience the best of waterfront living at Lake Maitland Terrace with this beautifully renovated 2-bedroom, 1.5-bath condominium offering picturesque lake views, exceptional upgrades, and access to the renowned Winter Park Chain of Lakes. Imagine spending your weekends cruising the lakes, entertaining friends, or simply enjoying the waterfront lifestyle right outside your door. Inside, a sophisticated renovation brings modern elegance and functionality together. The beautifully updated kitchen features premium finishes, generous workspace, and a party-size ice maker, perfect for entertaining. The adjoining dining area offers abundant built-in storage, creating a seamless blend of style and practicality. Both bedrooms enjoy picturesque lake views, while the spacious primary suite features a walk-in closet and beautifully updated half bath. Step onto your screened front porch and take in the peaceful surroundings of this expansive lakefront community, featuring a sparkling swimming pool, fishing dock, putting green, and shuffleboard courts. Whether you're seeking a full-time residence or a seasonal retreat, this move-in-ready condominium delivers an exceptional combination of sophisticated interiors, waterfront amenities, and convenient access to one of Central Florida's most celebrated boating destinations. Your opportunity to embrace the Chain of Lakes lifestyle awaits! 2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code Winter Park Chain of Lakes Boat Slip Lease Included – Enjoy Boating Access with a Lease Paid in Full Through July 31, 2027, Transferable to the New Owner and Renewable! Experience the best of waterfront living at Lake Maitland Terrace with this beautifully renovated 2-bedroom, 1.5-bath condominium offering picturesque lake views, exceptional upgrades, and access to the renowned Winter Park Chain of Lakes. Imagine spending your weekends cruising the lakes, entertaining friends, or simply enjoying the waterfront lifestyle right outside your door. Inside, a sophisticated renovation brings modern elegance and functionality together. The beautifully updated kitchen features premium finishes, generous workspace, and a party-size ice maker, perfect for entertaining. The adjoining dining area offers abundant built-in storage, creating a seamless blend of style and practicality. Both bedrooms enjoy picturesque lake views, while the spacious primary suite features a walk-in closet and beautifully updated half bath. Step onto your screened front porch and take in the peaceful surroundings of this expansive lakefront community, featuring a sparkling swimming pool, fishing dock, putting green, and shuffleboard courts. Whether you're seeking a full-time residence or a seasonal retreat, this move-in-ready condominium delivers an exceptional combination of sophisticated interiors, waterfront amenities, and convenient access to one of Central Florida's most celebrated boating destinations. Your opportunity to embrace the Chain of Lakes lifestyle awaits! 1140 S Orlando Avenue Unit K15, Maitland
$399,900 Welcome to Floridahaven! This 3-bedroom, 2-bathroom home offers approximately 1,782 square feet of living space situated on a spacious 0.32-acre lot in the Maitland area near Lake Seminary. The property offers convenient access to local parks, schools, shopping, dining, and major commuter routes. The home features a spacious garage with ample room for vehicle storage, hobbies, and workshop possibilities. Enjoy additional outdoor space with a private side patio and generous parking accommodations, including room for recreational vehicles or watercraft. The rear-yard shed requires removal. This property is being offered strictly AS IS, WHERE IS. An excellent opportunity for buyers looking to personalize a property and make improvements to suit their needs. Schedule your showing today! 3 Beds ⋅ 2 Baths ⋅ Floridahaven 1st Add SubDv. ⋅ 32751 Zip Code Welcome to Floridahaven! This 3-bedroom, 2-bathroom home offers approximately 1,782 square feet of living space situated on a spacious 0.32-acre lot in the Maitland area near Lake Seminary. The property offers convenient access to local parks, schools, shopping, dining, and major commuter routes. The home features a spacious garage with ample room for vehicle storage, hobbies, and workshop possibilities. Enjoy additional outdoor space with a private side patio and generous parking accommodations, including room for recreational vehicles or watercraft. The rear-yard shed requires removal. This property is being offered strictly AS IS, WHERE IS. An excellent opportunity for buyers looking to personalize a property and make improvements to suit their needs. Schedule your showing today! 209 Lake Seminary Circle, Maitland
$389,000 Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents 3 Beds ⋅ 4 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents 1994 Kenaston Road Unit 1994, Maitland
$385,000 Welcome to Winfield! This inviting home offers a thoughtful layout with comfortable spaces for relaxing, gathering, and entertaining. Step into a separate front living room, perfect for greeting guests or enjoying a quiet moment. The home flows into a beautiful kitchen featuring a breakfast bar and cozy dining area, with views into the family room to keep everyone connected. The split-bedroom floor plan provides a private primary suite on one side and two additional bedrooms on the other. The primary suite features an en-suite bathroom with a separate tub and shower. A versatile bonus room offers space for a home office, hobby room, or creative retreat. Step outside to a screened patio, ideal for shaded relaxation, overlooking a spacious backyard ready for weekend grilling and outdoor gatherings. Located in the desirable Winfield community, where HOA fees contribute to community exterior maintenance. This home offers convenient access to major roadways, including SR 434, SR 414, SR 429 and I-4 making commuting to Maitland, Altamonte Springs, Winter Park, and downtown Orlando more accessible. Enjoy convenient access to nearby destinations, including RDV Sportsplex, Maitland Business Center, Altamonte Mall, Wekiwa Springs State Park, and Trotters Park. With shopping, recreation, dining, and major commuter routes nearby, this Winfield home offers a convenient Central Florida lifestyle. 4 Beds ⋅ 2 Baths ⋅ Winfield Ut 2 SubDv. ⋅ 32751 Zip Code Welcome to Winfield! This inviting home offers a thoughtful layout with comfortable spaces for relaxing, gathering, and entertaining. Step into a separate front living room, perfect for greeting guests or enjoying a quiet moment. The home flows into a beautiful kitchen featuring a breakfast bar and cozy dining area, with views into the family room to keep everyone connected. The split-bedroom floor plan provides a private primary suite on one side and two additional bedrooms on the other. The primary suite features an en-suite bathroom with a separate tub and shower. A versatile bonus room offers space for a home office, hobby room, or creative retreat. Step outside to a screened patio, ideal for shaded relaxation, overlooking a spacious backyard ready for weekend grilling and outdoor gatherings. Located in the desirable Winfield community, where HOA fees contribute to community exterior maintenance. This home offers convenient access to major roadways, including SR 434, SR 414, SR 429 and I-4 making commuting to Maitland, Altamonte Springs, Winter Park, and downtown Orlando more accessible. Enjoy convenient access to nearby destinations, including RDV Sportsplex, Maitland Business Center, Altamonte Mall, Wekiwa Springs State Park, and Trotters Park. With shopping, recreation, dining, and major commuter routes nearby, this Winfield home offers a convenient Central Florida lifestyle. 2122 Korat Lane, Maitland