Homesinorlando.forsale Search Results

$1,010,000

PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.

1610 Lyndale Boulevard, Maitland

$2,000,000

Under contract-accepting backup offers. Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully curated interiors. From the moment you enter, you’ll experience a bright, open layout that flows seamlessly from one space to the next. At the heart of the home is a culinary-inspired kitchen, complete with premium appliances, custom cabinetry, quartz surfaces, and a generous island that invites gathering and conversation. The living and dining areas are ideal for hosting, framed by expansive windows that capture views of the outdoor retreat. The private primary suite feels like a personal spa, featuring a serene bath with dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious wardrobe closet. Each additional bedroom offers comfort, style, and ample storage—perfect for family, guests, or a dedicated office. Outside, the property transforms into an outdoor sanctuary with a shimmering pool, a covered lanai designed for year-round enjoyment, and a fully equipped summer kitchen ready for unforgettable weekends. A rare opportunity to own a remarkable residence where modern design meets everyday livability—a home you’ll never want to leave.

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. A striking blend of refined luxury and sleek contemporary architecture, this exceptional new construction residence is set to be completed in July 2026. Designed for effortless living and elevated entertaining, the home showcases 5 well-proportioned bedrooms, 4.5 designer bathrooms, and approximately 3,695 square feet of thoughtfully curated interiors. From the moment you enter, you’ll experience a bright, open layout that flows seamlessly from one space to the next. At the heart of the home is a culinary-inspired kitchen, complete with premium appliances, custom cabinetry, quartz surfaces, and a generous island that invites gathering and conversation. The living and dining areas are ideal for hosting, framed by expansive windows that capture views of the outdoor retreat. The private primary suite feels like a personal spa, featuring a serene bath with dual vanities, a freestanding soaking tub, a walk-in shower, and a spacious wardrobe closet. Each additional bedroom offers comfort, style, and ample storage—perfect for family, guests, or a dedicated office. Outside, the property transforms into an outdoor sanctuary with a shimmering pool, a covered lanai designed for year-round enjoyment, and a fully equipped summer kitchen ready for unforgettable weekends. A rare opportunity to own a remarkable residence where modern design meets everyday livability—a home you’ll never want to leave.

103 Whitecaps Circle, Maitland

$99,000

Welcome to this well-located condominium in Maitland, featuring fresh interior paint, brand-new carpet, a new air conditioning system, and a new refrigerator. This comfortable unit offers a functional layout and is conveniently located near shopping, dining, and major roadways, providing easy access throughout the Orlando metropolitan area. The property is also ideally situated near several well-known educational institutions, including Rollins College (founded in 1885), Full Sail University, and Valencia College, making it an attractive option for students, faculty, and investors seeking rental potential. A great opportunity for homeowners or investors looking for value in a desirable and centrally located area.

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Welcome to this well-located condominium in Maitland, featuring fresh interior paint, brand-new carpet, a new air conditioning system, and a new refrigerator. This comfortable unit offers a functional layout and is conveniently located near shopping, dining, and major roadways, providing easy access throughout the Orlando metropolitan area. The property is also ideally situated near several well-known educational institutions, including Rollins College (founded in 1885), Full Sail University, and Valencia College, making it an attractive option for students, faculty, and investors seeking rental potential. A great opportunity for homeowners or investors looking for value in a desirable and centrally located area.

2426 Branch Way Unit 200, Maitland

$565,000

One or more photo(s) has been virtually staged. Nestled in the desirable Highland Park Estates within the highly sought-after Dommerich area and a desirable school district, this charming home offers timeless character and incredible potential to make it your own. The retro-style kitchen opens to an inviting family room highlighted by a classic brick accent wall, while the shared brick pass-through fireplace and original terrazzo flooring seamlessly connect the family room to the formal living room. The formal dining room features elegant crown molding and chair railing, and French doors lead to a brand-new, expansive screened patio (2025) overlooking a beautifully fenced backyard filled with mature citrus trees. The exterior was freshly painted in 2025, adding crisp, updated curb appeal. Recent improvements provide peace of mind, including replumbing on the kitchen side of the home, a new dishwasher heat pump, and a new HVAC system installed in 2024. With solid updates already in place, you’ll have the perfect foundation to bring your personal vision to life.

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

One or more photo(s) has been virtually staged. Nestled in the desirable Highland Park Estates within the highly sought-after Dommerich area and a desirable school district, this charming home offers timeless character and incredible potential to make it your own. The retro-style kitchen opens to an inviting family room highlighted by a classic brick accent wall, while the shared brick pass-through fireplace and original terrazzo flooring seamlessly connect the family room to the formal living room. The formal dining room features elegant crown molding and chair railing, and French doors lead to a brand-new, expansive screened patio (2025) overlooking a beautifully fenced backyard filled with mature citrus trees. The exterior was freshly painted in 2025, adding crisp, updated curb appeal. Recent improvements provide peace of mind, including replumbing on the kitchen side of the home, a new dishwasher heat pump, and a new HVAC system installed in 2024. With solid updates already in place, you’ll have the perfect foundation to bring your personal vision to life.

2136 Mohican Trail, Maitland

$725,000

Virtually Staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that carries throughout the home. To the right, the formal living room features built-in shelving and a striking brick wood-burning fireplace, while the adjoining formal dining room connects directly to the kitchen and can be closed off with pocket doors if you want a little separation. The eat-in kitchen is truly the heart of the home, showcasing rich solid cherry cabinetry, unique man-made glass countertops, a large farmhouse sink, and top-of-the-line stainless Bosch appliances including a built-in oven and gas cooktop. A generous peninsula overlooks the oversized family room, where French doors open to a stunning Florida room that fills the home with natural light. This space is a showstopper—large, lined with windows, and finished with soaring shiplap ceilings—creating the kind of room you’ll use year-round, with direct access to the backyard. The primary suite is spacious and refined with crown molding, a built-in closet plus a walk-in, and a beautifully renovated bath featuring matching glass countertops, a Kohler vanity, and a glass shower with both a large rain head and handheld fixture. Two additional bedrooms are generously sized and share an updated hall bath with a large vanity, classic subway tile, and a soaking tub. The interior also includes a well-equipped laundry room with cabinetry, a cedar storage closet, and access to the two-car garage. Out back, the fully fenced private yard offers plenty of room for entertainment, recently re-sodded with irrigation and enclosed with a brand new wood fence installed in 2025—leaving ample space for a future pool or patio if desired. Additional upgrades include smooth flat ceilings with recessed lighting throughout, new drywall, plantation shutters, updated windows and doors, and an energy-efficient hybrid water heater. Beyond the home itself, the location is hard to beat—just a short walk to Dommerich Elementary, Maitland Middle School, and Maitland Community Park offering tennis courts, indoor racquetball, and playgrounds. Zoned for highly regarded Winter Park High School. Call today to schedule your private showing!

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

Virtually Staged. Set on one of the most sought-after streets in Dommerich, this completely renovated home combines the solid construction of a 1963 block home with thoughtful modern updates throughout. From the moment you arrive, the circular driveway, classic brick accents, and welcoming front porch set the tone. Inside, a bright foyer opens to beautiful solid maple wood floors and a light, airy feel that carries throughout the home. To the right, the formal living room features built-in shelving and a striking brick wood-burning fireplace, while the adjoining formal dining room connects directly to the kitchen and can be closed off with pocket doors if you want a little separation. The eat-in kitchen is truly the heart of the home, showcasing rich solid cherry cabinetry, unique man-made glass countertops, a large farmhouse sink, and top-of-the-line stainless Bosch appliances including a built-in oven and gas cooktop. A generous peninsula overlooks the oversized family room, where French doors open to a stunning Florida room that fills the home with natural light. This space is a showstopper—large, lined with windows, and finished with soaring shiplap ceilings—creating the kind of room you’ll use year-round, with direct access to the backyard. The primary suite is spacious and refined with crown molding, a built-in closet plus a walk-in, and a beautifully renovated bath featuring matching glass countertops, a Kohler vanity, and a glass shower with both a large rain head and handheld fixture. Two additional bedrooms are generously sized and share an updated hall bath with a large vanity, classic subway tile, and a soaking tub. The interior also includes a well-equipped laundry room with cabinetry, a cedar storage closet, and access to the two-car garage. Out back, the fully fenced private yard offers plenty of room for entertainment, recently re-sodded with irrigation and enclosed with a brand new wood fence installed in 2025—leaving ample space for a future pool or patio if desired. Additional upgrades include smooth flat ceilings with recessed lighting throughout, new drywall, plantation shutters, updated windows and doors, and an energy-efficient hybrid water heater. Beyond the home itself, the location is hard to beat—just a short walk to Dommerich Elementary, Maitland Middle School, and Maitland Community Park offering tennis courts, indoor racquetball, and playgrounds. Zoned for highly regarded Winter Park High School. Call today to schedule your private showing!

2040 Geronimo Trail, Maitland

$885,000

Welcome to your dream home! This beautifully updated 4-bedroom, 3 bath residence is in one of the area's most desirable neighborhoods. Enjoy a perfect blend of comfort, style, and functionality, complete with modern renovations and exceptional outdoor living spaces. This corner lot home with multiple picturesque windows provides an abundance of natural light! Generously sized bedrooms provide ample space for family, guests, or a home office and include 2 master suites, both with 2 closets. Enjoy cooking and entertaining in the stunning, updated kitchen featuring modern appliances, sleek countertops, and plenty of storage. Luxury vinyl flooring throughout but still the charm of original wood floors in 3 of the bedrooms. Step outside to your own backyard oasis with a sparkling pool with a waterfall feature and paver patio, perfect for relaxing or hosting gatherings. Eco-friendly and convenient, the property includes an electric vehicle charging station. Tucked away yet ready in a moment’s notice is space for your boat, camper, or recreational vehicles. The attached one car garage offers secure storage for tools, bikes, toys, golf cart, hobbies or projects. You are just steps from the neighborhood lake lot where members can enjoy incredible sunsets, fishing, or launch your watercraft and enjoy a day on the lake. Dommerich Estates has a strong sense of community and was designed and built around A rated schools so walking and biking to school is safe and easy. The City of Maitland, despite its close proximity to Orlando, is vibrant with a small-town feel providing events designed to foster connections among residents with walkable neighborhoods, multiple parks and downtown street parties and concerts!

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

Welcome to your dream home! This beautifully updated 4-bedroom, 3 bath residence is in one of the area's most desirable neighborhoods. Enjoy a perfect blend of comfort, style, and functionality, complete with modern renovations and exceptional outdoor living spaces. This corner lot home with multiple picturesque windows provides an abundance of natural light! Generously sized bedrooms provide ample space for family, guests, or a home office and include 2 master suites, both with 2 closets. Enjoy cooking and entertaining in the stunning, updated kitchen featuring modern appliances, sleek countertops, and plenty of storage. Luxury vinyl flooring throughout but still the charm of original wood floors in 3 of the bedrooms. Step outside to your own backyard oasis with a sparkling pool with a waterfall feature and paver patio, perfect for relaxing or hosting gatherings. Eco-friendly and convenient, the property includes an electric vehicle charging station. Tucked away yet ready in a moment’s notice is space for your boat, camper, or recreational vehicles. The attached one car garage offers secure storage for tools, bikes, toys, golf cart, hobbies or projects. You are just steps from the neighborhood lake lot where members can enjoy incredible sunsets, fishing, or launch your watercraft and enjoy a day on the lake. Dommerich Estates has a strong sense of community and was designed and built around A rated schools so walking and biking to school is safe and easy. The City of Maitland, despite its close proximity to Orlando, is vibrant with a small-town feel providing events designed to foster connections among residents with walkable neighborhoods, multiple parks and downtown street parties and concerts!

535 Pawnee Trail, Maitland

$860,000

One or more photo(s) has been virtually staged. Welcome to 1135 Thunder Trail, a beautifully updated pool home in Maitland, Florida, located in the highly desirable Dommerich Hills neighborhood. Situated on an oversized lot with no HOA, this property offers nearly 3,000 square feet of flexible living space, combining comfort, functionality, and the best of Florida outdoor living. Step inside to an open and inviting floor plan featuring a formal living room and dining area that flow seamlessly into a spacious family room, perfect for everyday living and entertaining. The heart of the home is the fully upgraded gourmet kitchen, complete with high-end appliances, double ovens, large cooktop, stone countertops, custom cabinetry, oversized refrigerator, and a massive center island designed for gathering. The family room is warm and stylish with a fireplace, custom feature wall, and a built-in wine bar with beverage coolers, bar sink, and coffee station. Large windows fill the home with natural light and provide views of the private backyard oasis. The first-floor primary suite offers a true retreat with dual walk-in closets, French doors leading to the pool, and a renovated ensuite bathroom featuring double vanities and a walk-in shower. Upstairs, you’ll find an expansive bonus room (26x17) with a half bath and built-in daybed, ideal as a media room, game room, home office, or guest suite, plus three additional bedrooms, a full bath with dual sinks, and custom built-ins throughout. Step outside to your private backyard paradise, featuring a sparkling in-ground pool, outdoor shower, fire pit area, multiple gazebo seating spaces, mature landscaping, and fruit trees. The fully fenced yard offers privacy and plenty of space for pets or play, while built-in gas lines make outdoor cooking effortless. Recent upgrades include: * New roof (2022) * New windows (2021) * New doors (2025) * HVAC (2019) * Fresh interior paint & updated landscaping Additional features include a two-car garage, large indoor laundry room with cabinetry, irrigation well, city sewer, and abundant storage throughout. Located just minutes from Maitland Social, Maitland City Centre, shopping, dining, and parks—and zoned for top-rated schools including Dommerich Elementary School, Maitland Middle School, and Winter Park High School—this home offers the perfect combination of location, lifestyle, and value. If you’ve been searching for a move-in ready pool home in Maitland with no HOA and top schools, this is the one.

5 Beds ⋅ 4 Baths ⋅ Dommerich Hills Fifth Add SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to 1135 Thunder Trail, a beautifully updated pool home in Maitland, Florida, located in the highly desirable Dommerich Hills neighborhood. Situated on an oversized lot with no HOA, this property offers nearly 3,000 square feet of flexible living space, combining comfort, functionality, and the best of Florida outdoor living. Step inside to an open and inviting floor plan featuring a formal living room and dining area that flow seamlessly into a spacious family room, perfect for everyday living and entertaining. The heart of the home is the fully upgraded gourmet kitchen, complete with high-end appliances, double ovens, large cooktop, stone countertops, custom cabinetry, oversized refrigerator, and a massive center island designed for gathering. The family room is warm and stylish with a fireplace, custom feature wall, and a built-in wine bar with beverage coolers, bar sink, and coffee station. Large windows fill the home with natural light and provide views of the private backyard oasis. The first-floor primary suite offers a true retreat with dual walk-in closets, French doors leading to the pool, and a renovated ensuite bathroom featuring double vanities and a walk-in shower. Upstairs, you’ll find an expansive bonus room (26x17) with a half bath and built-in daybed, ideal as a media room, game room, home office, or guest suite, plus three additional bedrooms, a full bath with dual sinks, and custom built-ins throughout. Step outside to your private backyard paradise, featuring a sparkling in-ground pool, outdoor shower, fire pit area, multiple gazebo seating spaces, mature landscaping, and fruit trees. The fully fenced yard offers privacy and plenty of space for pets or play, while built-in gas lines make outdoor cooking effortless. Recent upgrades include: * New roof (2022) * New windows (2021) * New doors (2025) * HVAC (2019) * Fresh interior paint & updated landscaping Additional features include a two-car garage, large indoor laundry room with cabinetry, irrigation well, city sewer, and abundant storage throughout. Located just minutes from Maitland Social, Maitland City Centre, shopping, dining, and parks—and zoned for top-rated schools including Dommerich Elementary School, Maitland Middle School, and Winter Park High School—this home offers the perfect combination of location, lifestyle, and value. If you’ve been searching for a move-in ready pool home in Maitland with no HOA and top schools, this is the one.

1135 Thunder Trail, Maitland

$700,000

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

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

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

2040 Thunderbird Trail, Maitland

$299,000

Fresh price on this luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Fresh price on this luxury condominium is in the established complex of Lake Maitland Terrace which sits on the shores of Lake Maitland, Winter Park Chain of Lakes. This immaculately maintained complex includes 11, 2-story, mid-century modern buildings sprawled across several acres, creating beautiful green space and picturesque views across the lake. This unit is special. A complete renovation with every detail accounted for, it is turnkey with enduring design. Warm wood floors are carried through spaces, kitchen has been opened to living room and flanked with windows allowing natural light to shine. Kitchen features white 42-inch shaker style cabinetry, quartz counters, subway tile backsplash, open shelving and stainless appliances. Counter seating is inviting and creates great kitchen function with loads of counter space for the aspiring chef. Primary suite is spacious with large closet storage, and renovated bath. Secondary bedroom and additional bath add to the flexibility of the unit, a guest room or home office. Indoor laundry makes this lock-and-go lifestyle even more appealing. Custom window treatments, closet system storage, updated HVAC, and fresh paint throughout. The location is pristine with walkability to the Enzian independent theatre, Lake Lily Park with a recreational trail and park, and home to community events, many restaurants and more. A short distance to Winter Park Village and Park Avenue and zoned for incredible schools with Dommerich Elementary, Maitland Middle & Winter Park Highschool. Complex is amenity-rich with sidewalks, community pool, generous dock, shuffleboards and more. Make this rare opportunity yours to own a little slice of this Maitland treasure.

1140 S Orlando Avenue Unit F11, Maitland

$403,000

One or more photo(s) has been virtually staged. Spacious one-story home featuring 4 bedrooms and 2.5 bathrooms with a functional, open layout. The kitchen offers a convenient breakfast bar overlooking the dining area. Step outside to enjoy the screened-in back porch and private in-ground pool, perfect for relaxing or hosting gatherings. The wood-fenced backyard provides added privacy, and the 2-car garage offers ample storage and parking. A fantastic opportunity with great indoor and outdoor living space!

4 Beds ⋅ 3 Baths ⋅ English Estates Unit 1 SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Spacious one-story home featuring 4 bedrooms and 2.5 bathrooms with a functional, open layout. The kitchen offers a convenient breakfast bar overlooking the dining area. Step outside to enjoy the screened-in back porch and private in-ground pool, perfect for relaxing or hosting gatherings. The wood-fenced backyard provides added privacy, and the 2-car garage offers ample storage and parking. A fantastic opportunity with great indoor and outdoor living space!

1404 Stratford Road, Maitland

$427,400

Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.

2 Beds ⋅ 1 Baths ⋅ Sunset Ridge SubDv. ⋅ 32751 Zip Code

Opportunity in the Maitland / Winter Park area! This one-owner home, held by the same family since the 1960s, is ideally located near shopping, dining, parks, and major roadways, providing convenient access throughout Central Florida. The property offers potential for renovation, expansion, or redevelopment, with a lot that provides space for future improvements. Ideal for homeowners, builders, or investors seeking a property in a desirable and established area. The adjacent property to the west (210 Alpine) is also available for purchase. Contact the listing agent for additional information and pricing on the neighboring parcel.

220 Alpine Drive, Maitland

$515,000

Welcome to 1529 Glastonberry Rd, a 4 bedroom, 2 bath pool home in the heart of Maitland. You will love this tastefully updated home. Upon entering, you will love the open floor plan and the way the homes flows from the spacious living room to the airy dining room straight into the bright, sparkling kitchen with stainless steel appliances. The whole area overlooks the inviting salt water pool and enclosed lanai. It's a dream space for entertaining. The primary overlooks the pool with a separate entrance, an updated bath and walk in closet. With three other great sized rooms, there is plenty of room and storage. Located in vibrant Maitland, shopping, restaurants, entertainment and night life are close.

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

Welcome to 1529 Glastonberry Rd, a 4 bedroom, 2 bath pool home in the heart of Maitland. You will love this tastefully updated home. Upon entering, you will love the open floor plan and the way the homes flows from the spacious living room to the airy dining room straight into the bright, sparkling kitchen with stainless steel appliances. The whole area overlooks the inviting salt water pool and enclosed lanai. It's a dream space for entertaining. The primary overlooks the pool with a separate entrance, an updated bath and walk in closet. With three other great sized rooms, there is plenty of room and storage. Located in vibrant Maitland, shopping, restaurants, entertainment and night life are close.

1529 Glastonberry Road, Maitland

$535,000

***UNDER CONTRACT - ACCEPTING BACKUP OFFERS*** Welcome to this stunning 3-bedroom home offering modern upgrades, thoughtful design, and exceptional indoor-outdoor living.Extensively remodeled in 2021, the interior of this home was thoughtfully updated to create a modern and inviting space. The highly desirable open floor plan seamlessly connects the kitchen and living room—perfect for hosting gatherings and enjoying everyday life with ease. Major system updates include a new roof (2023), new AC unit (2023), and ductwork balancing completed in 2025 for improved airflow and comfort. The home also features energy-efficient double pane windows for added comfort and efficiency year-round. Crown molding throughout adds an elegant touch, while the interior was freshly painted in 2023. This home is fully smart-home capable, allowing you to control nearly all lighting and the AC with your voice or through the wall-mounted tablet.The kitchen is equipped with amazing features for any home chef such as a gas range, prep sink and new app-controlled smart appliances installed in 2023. There is an abundance of cabinet storage and countertop space, providing plenty of room for entertaining and everyday organization.The spacious primary suite is thoughtfully separated from the additional bedrooms, offering privacy and a peaceful retreat. The luxurious primary bathroom features dual shower heads, a freestanding soaking tub, and a generous walk-in closet—creating a true spa-like experience at home.Two spare bedrooms feature brand-new carpet (2025), and a dedicated den provides the perfect space for a home office, study, or flex room to fit your needs.Enjoy a spacious yard with plenty of room for pets, complete with a pool (2019), a cozy wood-burning fire pit, a shed, and a patio area with propane hookups ready for your grill.With extensive updates, smart-home features, and exceptional outdoor living space, this home is ready to impress. Schedule your showing today!

3 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

***UNDER CONTRACT - ACCEPTING BACKUP OFFERS*** Welcome to this stunning 3-bedroom home offering modern upgrades, thoughtful design, and exceptional indoor-outdoor living.Extensively remodeled in 2021, the interior of this home was thoughtfully updated to create a modern and inviting space. The highly desirable open floor plan seamlessly connects the kitchen and living room—perfect for hosting gatherings and enjoying everyday life with ease. Major system updates include a new roof (2023), new AC unit (2023), and ductwork balancing completed in 2025 for improved airflow and comfort. The home also features energy-efficient double pane windows for added comfort and efficiency year-round. Crown molding throughout adds an elegant touch, while the interior was freshly painted in 2023. This home is fully smart-home capable, allowing you to control nearly all lighting and the AC with your voice or through the wall-mounted tablet.The kitchen is equipped with amazing features for any home chef such as a gas range, prep sink and new app-controlled smart appliances installed in 2023. There is an abundance of cabinet storage and countertop space, providing plenty of room for entertaining and everyday organization.The spacious primary suite is thoughtfully separated from the additional bedrooms, offering privacy and a peaceful retreat. The luxurious primary bathroom features dual shower heads, a freestanding soaking tub, and a generous walk-in closet—creating a true spa-like experience at home.Two spare bedrooms feature brand-new carpet (2025), and a dedicated den provides the perfect space for a home office, study, or flex room to fit your needs.Enjoy a spacious yard with plenty of room for pets, complete with a pool (2019), a cozy wood-burning fire pit, a shed, and a patio area with propane hookups ready for your grill.With extensive updates, smart-home features, and exceptional outdoor living space, this home is ready to impress. Schedule your showing today!

1531 Glastonberry Road, Maitland

$600,000

Discover mid-century character and cozy comfort at 2081 Mohican Trail in Maitland, a distinctive three bedroom, two bath home with a two car garage on a generous pie-shaped homesite. Mid century touches shine through a striking brick accent wall and decorative brick planter that add warmth and architectural interest to the large family room, accented with plantation shutters, crown molding, and oversized windows flooding the room with sunlight. The flexible floor plan offers multiple living and dining areas, ideal for entertaining, working from home, or creating a play space. Enjoy morning coffee on the expansive front porch, then step into a private backyard that feels like your own retreat through the gated courtyard. Storage is plentiful throughout, helping keep life organized with numerous built-ins, expansive cabinetry, and an oversized garage. A newer roof provides peace of mind plus updates throughout incluidng newer windows/doors, remodeled bathrooms, a full replumb, newer kitchen appliances, recent electrical panel replacements, and water heater replacement just two years ago. Located in the sought-after Dommerich neighborhood of Maitland, enjoy a smooth walk or bike ride to Dommerich Elementary and Maitland Middle, and great community access to Maitland Community Park. This home blends location, function, and style!

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

Discover mid-century character and cozy comfort at 2081 Mohican Trail in Maitland, a distinctive three bedroom, two bath home with a two car garage on a generous pie-shaped homesite. Mid century touches shine through a striking brick accent wall and decorative brick planter that add warmth and architectural interest to the large family room, accented with plantation shutters, crown molding, and oversized windows flooding the room with sunlight. The flexible floor plan offers multiple living and dining areas, ideal for entertaining, working from home, or creating a play space. Enjoy morning coffee on the expansive front porch, then step into a private backyard that feels like your own retreat through the gated courtyard. Storage is plentiful throughout, helping keep life organized with numerous built-ins, expansive cabinetry, and an oversized garage. A newer roof provides peace of mind plus updates throughout incluidng newer windows/doors, remodeled bathrooms, a full replumb, newer kitchen appliances, recent electrical panel replacements, and water heater replacement just two years ago. Located in the sought-after Dommerich neighborhood of Maitland, enjoy a smooth walk or bike ride to Dommerich Elementary and Maitland Middle, and great community access to Maitland Community Park. This home blends location, function, and style!

2081 Mohican Trail, Maitland

$504,000

LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

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

LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

206 Quayside Circle Unit 302, Maitland

$291,000

Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined streets to the Enzian Theatre, Fort Maitland Park, and Park Avenue, or head minutes away to Whole Foods and Winter Park Village via Hwy 17-92. A rare opportunity to own a character-filled home in a highly walkable and convenient location.

1 Beds ⋅ 1 Baths ⋅ Orangedale Park Rep SubDv. ⋅ 32751 Zip Code

Welcome to 250 Orange Place, This charming bungalow in an unbeatable location just two blocks from Winter Park. This well-maintained one-bedroom cottage features a welcoming rocking-chair front porch, attractive kitchen, clawfoot bathtub, indoor laundry room, and one-car garage with additional off-street parking. Enjoy a shaded, hammock-ready backyard perfect for relaxing. Walk the tree-lined streets to the Enzian Theatre, Fort Maitland Park, and Park Avenue, or head minutes away to Whole Foods and Winter Park Village via Hwy 17-92. A rare opportunity to own a character-filled home in a highly walkable and convenient location.

250 Orange Place, Maitland

$226,000

Welcome to Lake Maitland Terrace Condominiums — where lakefront living meets modern comfort in the heart of Maitland. This beautifully renovated 2-bedroom, 1-bath condo offers stylish, move-in-ready living just steps from the shores of Lake Maitland, part of the coveted Winter Park Chain of Lakes. Inside, you’ll find luxury vinyl plank flooring throughout, creating a seamless and contemporary feel. The updated kitchen and bathroom feature elegant stone countertops, complemented by plantation shutters that add timeless charm and privacy. A new storm door enhances both curb appeal and energy efficiency, while major systems have already been taken care of — with a water heater from 2023 and a brand-new HVAC system installed in 2025 for peace of mind. Beyond your front door, enjoy private access to a large community dock on Lake Maitland — perfect for soaking in sunset views, boating, or simply enjoying the tranquil waterfront setting. Residents also enjoy a variety of amenities including a sparkling pool, clubhouse, shuffleboard courts, and even a putting green for relaxed afternoons close to home. Location is everything, and this condo delivers. Just down the street, the new Life Time Winter Park luxury Athletic Country Club is set to open in May 2026, bringing premier fitness, wellness, and social experiences right to your doorstep. Whether you’re looking for a primary residence, seasonal retreat, or low-maintenance investment, this fully updated lakefront condo offers an exceptional opportunity in one of Maitland’s most desirable communities.

2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Welcome to Lake Maitland Terrace Condominiums — where lakefront living meets modern comfort in the heart of Maitland. This beautifully renovated 2-bedroom, 1-bath condo offers stylish, move-in-ready living just steps from the shores of Lake Maitland, part of the coveted Winter Park Chain of Lakes. Inside, you’ll find luxury vinyl plank flooring throughout, creating a seamless and contemporary feel. The updated kitchen and bathroom feature elegant stone countertops, complemented by plantation shutters that add timeless charm and privacy. A new storm door enhances both curb appeal and energy efficiency, while major systems have already been taken care of — with a water heater from 2023 and a brand-new HVAC system installed in 2025 for peace of mind. Beyond your front door, enjoy private access to a large community dock on Lake Maitland — perfect for soaking in sunset views, boating, or simply enjoying the tranquil waterfront setting. Residents also enjoy a variety of amenities including a sparkling pool, clubhouse, shuffleboard courts, and even a putting green for relaxed afternoons close to home. Location is everything, and this condo delivers. Just down the street, the new Life Time Winter Park luxury Athletic Country Club is set to open in May 2026, bringing premier fitness, wellness, and social experiences right to your doorstep. Whether you’re looking for a primary residence, seasonal retreat, or low-maintenance investment, this fully updated lakefront condo offers an exceptional opportunity in one of Maitland’s most desirable communities.

1140 S Orlando Avenue Unit E13, Maitland

$235,000

Now is your chance...3 BR 3 BA Townhome great location close to I-4 and 17/92, Community pool, newer roof (4 yrs) Quiet dead end Street Enter through gate or garage door. Back door opens to laundry room with brand new water heater, brand new garage door opener and a washer and dryer, then into the galley kitchen with a new stainless steel fridge. You have a dining room living room combo and one bedroom and full bath on first floor. Lots of closet space. Front door opens to wooded area and small front porch. Upstairs there are 2 bedroom suites. One bath has shower one with tub. One offers a balcony with lake view overlooking green area. Big closets. Brand new carpet staircase and upstairs bedrooms. This home is close to fine dining restaurants, shopping, hospital, winter Park Village and downtown Maitland Lake Lily and 2 farmers markets. Nice quiet walkable neighborhood.

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph D SubDv. ⋅ 32751 Zip Code

Now is your chance...3 BR 3 BA Townhome great location close to I-4 and 17/92, Community pool, newer roof (4 yrs) Quiet dead end Street Enter through gate or garage door. Back door opens to laundry room with brand new water heater, brand new garage door opener and a washer and dryer, then into the galley kitchen with a new stainless steel fridge. You have a dining room living room combo and one bedroom and full bath on first floor. Lots of closet space. Front door opens to wooded area and small front porch. Upstairs there are 2 bedroom suites. One bath has shower one with tub. One offers a balcony with lake view overlooking green area. Big closets. Brand new carpet staircase and upstairs bedrooms. This home is close to fine dining restaurants, shopping, hospital, winter Park Village and downtown Maitland Lake Lily and 2 farmers markets. Nice quiet walkable neighborhood.

1550 Gulfview Drive Unit 444, Maitland

$448,500

Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.

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

Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.

204 Quayside Circle Unit 504, Maitland

$647,000

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

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

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

1000 Kewannee Trail, Maitland

$529,500

Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park. This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and inviting. The open layout flows effortlessly, ideal for entertaining or relaxed Florida living. Step outside and you’ll discover a true backyard oasis. Surrounded by lush, mature Florida foliage, the oversized pool becomes your private retreat. A dramatic grotto-style waterfall spa adds resort-level ambiance — the kind of feature guests won’t stop talking about..... Condition? New Roof 2024, New A/C condenser and compressor 2025, Tankless Gas Hot Water heater, New Electrical panel, 2022. Pool was added in 2006 - inspected & verified in good condition Dec. 2025.... Location? It doesn’t get better. Enjoy walking distance to: • Downtown Maitland • Lake Lily Park • Maitland Public Library • The Maitland Bike Path • Maitland Center SunRail Station • Parks, schools, and local favorites • And yes — Whole Foods and Trader joes are just down the street. This is more than a home — it’s a lifestyle property in one of Central Florida’s most charming communities.

4 Beds ⋅ 2 Baths ⋅ Greenwood Gardens Sec 01 SubDv. ⋅ 32751 Zip Code

Welcome to one of Maitland’s most unique and captivating pool homes — perfectly positioned just steps from downtown Maitland and Lake Lily Park. This stunning 4-bedroom, 2-bath residence combines architectural character with everyday livability. Soaring vaulted ceilings and expansive windows flood the home with natural light, creating a sun-drenched family room that feels both grand and inviting. The open layout flows effortlessly, ideal for entertaining or relaxed Florida living. Step outside and you’ll discover a true backyard oasis. Surrounded by lush, mature Florida foliage, the oversized pool becomes your private retreat. A dramatic grotto-style waterfall spa adds resort-level ambiance — the kind of feature guests won’t stop talking about..... Condition? New Roof 2024, New A/C condenser and compressor 2025, Tankless Gas Hot Water heater, New Electrical panel, 2022. Pool was added in 2006 - inspected & verified in good condition Dec. 2025.... Location? It doesn’t get better. Enjoy walking distance to: • Downtown Maitland • Lake Lily Park • Maitland Public Library • The Maitland Bike Path • Maitland Center SunRail Station • Parks, schools, and local favorites • And yes — Whole Foods and Trader joes are just down the street. This is more than a home — it’s a lifestyle property in one of Central Florida’s most charming communities.

721 Gamewell Avenue, Maitland

$600,000

Conveniently located in the established subdivision of English Estates, this updated and upgraded 4 bed, 2 Bath pool home is sure to please. From the moment you drive down the tree lined street you will sense the pride in this charming neighborhood. Come home and relax in the fully fenced in back yard that was transformed into a personal outdoor haven complete with a sparkling 33 x 13.5 ft pool, freshly painted pool deck, new pool pump, recently installed artificial green spaces/ dog run, stone pavers, fire pit, hot tub and golf putting green. Whether you're relaxing by yourself or entertaining guest for a BBQ this outdoor oasis is in a class above the rest. Inside you will immediately be greeted by a transitional modern foyer highlighted by exposed brick with visible mortar joints; stunning. New energy efficient windows were installed throughout as well as tasteful LVP flooring. The living floor-plan has very functional spaces, so no guessing where everything goes. Those rooms include a living room, family room, kitchen, and off kitchen dining area. The kitchen was fully renovated recently with plumbing, shaker style cabinets, quarts counter tops, appliances and a backsplash. The kitchen also boast a dry bar for versatility. The family room is highlighted by high ceilings, a custom wood accent wall that really draws all eyes to it, 2 ceiling fans, sky lights, and the perfect amount of natural light coming through the French doors leading to the patio. The living room is a perfect spot for some extra couches and chairs and a coffee table. Ideal for hosting additional guest, reading a book, etc. The master quarters is the largest bedroom in the home and has high ceilings, double French door to the Florida room, 2 closets (1 walk in and one built in), ensuite bathroom, dual sink stone counter top vanity, separate make-up vanity with stone countertop, and a walk in shower. Bedroom 2, 3, and 4 gives homeowners many possibilities of their choosing. Bathroom 2 boast a bath with shower head, dual sink vanity, and extra storage cabinets. Transitioning between the main home and the outdoor retreat you will find a long versatile 40 x 10 Florida room under air (wall unit) that is completely covered, enclosed, new luxury laminate flooring, and complete with all new windows. An additional storage area was built for the pool equipment and outdoor necessities. Major system updates are as follows: Roof: 2021. HVAC: 2015 Plumbing: Partially re-plumbed in 2022. Electrical: New panel added in 2022 (in addition to the older one). English Estates is a very popular and convenient location close to a lot of popular areas. Commute quickly to areas such as Winter Park, Baldwin Park, Audubon Park, Oviedo, Casselberry, Altamonte Springs, Full Sail University, UCF, I-4, 417, 429, Shopping, restaurants, and more. A hidden gem in the area is Kewannee Park; home to Kewannee trail a 1.9 mile paved 2 lane loop. Amenities include a basketball court, pond, pier, and playground. Schedule your showing today before it's too late. Don't let this home pass you by.

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

Conveniently located in the established subdivision of English Estates, this updated and upgraded 4 bed, 2 Bath pool home is sure to please. From the moment you drive down the tree lined street you will sense the pride in this charming neighborhood. Come home and relax in the fully fenced in back yard that was transformed into a personal outdoor haven complete with a sparkling 33 x 13.5 ft pool, freshly painted pool deck, new pool pump, recently installed artificial green spaces/ dog run, stone pavers, fire pit, hot tub and golf putting green. Whether you're relaxing by yourself or entertaining guest for a BBQ this outdoor oasis is in a class above the rest. Inside you will immediately be greeted by a transitional modern foyer highlighted by exposed brick with visible mortar joints; stunning. New energy efficient windows were installed throughout as well as tasteful LVP flooring. The living floor-plan has very functional spaces, so no guessing where everything goes. Those rooms include a living room, family room, kitchen, and off kitchen dining area. The kitchen was fully renovated recently with plumbing, shaker style cabinets, quarts counter tops, appliances and a backsplash. The kitchen also boast a dry bar for versatility. The family room is highlighted by high ceilings, a custom wood accent wall that really draws all eyes to it, 2 ceiling fans, sky lights, and the perfect amount of natural light coming through the French doors leading to the patio. The living room is a perfect spot for some extra couches and chairs and a coffee table. Ideal for hosting additional guest, reading a book, etc. The master quarters is the largest bedroom in the home and has high ceilings, double French door to the Florida room, 2 closets (1 walk in and one built in), ensuite bathroom, dual sink stone counter top vanity, separate make-up vanity with stone countertop, and a walk in shower. Bedroom 2, 3, and 4 gives homeowners many possibilities of their choosing. Bathroom 2 boast a bath with shower head, dual sink vanity, and extra storage cabinets. Transitioning between the main home and the outdoor retreat you will find a long versatile 40 x 10 Florida room under air (wall unit) that is completely covered, enclosed, new luxury laminate flooring, and complete with all new windows. An additional storage area was built for the pool equipment and outdoor necessities. Major system updates are as follows: Roof: 2021. HVAC: 2015 Plumbing: Partially re-plumbed in 2022. Electrical: New panel added in 2022 (in addition to the older one). English Estates is a very popular and convenient location close to a lot of popular areas. Commute quickly to areas such as Winter Park, Baldwin Park, Audubon Park, Oviedo, Casselberry, Altamonte Springs, Full Sail University, UCF, I-4, 417, 429, Shopping, restaurants, and more. A hidden gem in the area is Kewannee Park; home to Kewannee trail a 1.9 mile paved 2 lane loop. Amenities include a basketball court, pond, pier, and playground. Schedule your showing today before it's too late. Don't let this home pass you by.

2462 Markingham Road, Maitland

$212,000

One or more photo(s) has been virtually staged. LIMITED TIME ONLY THROUGH MAY 11! Seller is offering a $5,000 contribution towards buyer’s closing costs. Move-In Ready Maitland Condo with Rare 2-Car Garage & Flexible Work-From-Home Layout Welcome to this beautifully updated three-level condo in a gated Maitland community—offering the space, flexibility, and low-maintenance lifestyle today’s buyers are looking for. This 2-bedroom, 2-bath home features a versatile office/flex room, ideal for working from home, a guest space, gym, or creative studio. Soaring ceilings, abundant natural light, and a smart multi-level layout create a bright and open feel throughout. Recent 2026 upgrades include fresh interior paint, brand-new carpet, updated bathrooms, new window blinds, and stainless steel appliances (refrigerator 2024), along with a full-size in-unit washer and dryer—making this home truly move-in ready. One of the standout features is the rare 2-car garage—hard to find in this area—offering added convenience and storage. Enjoy a low-maintenance lifestyle with HOA coverage that includes exterior maintenance, landscaping, valet trash, water, sewer, and pest control. The community offers resort-style amenities including two pools, fitness center, clubhouse, tennis and basketball courts, and playground. Ideally located just minutes from I-4, shopping, dining, and daily conveniences, this home offers both comfort and connectivity. Home includes a warranty and is available for immediate occupancy.

2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. LIMITED TIME ONLY THROUGH MAY 11! Seller is offering a $5,000 contribution towards buyer’s closing costs. Move-In Ready Maitland Condo with Rare 2-Car Garage & Flexible Work-From-Home Layout Welcome to this beautifully updated three-level condo in a gated Maitland community—offering the space, flexibility, and low-maintenance lifestyle today’s buyers are looking for. This 2-bedroom, 2-bath home features a versatile office/flex room, ideal for working from home, a guest space, gym, or creative studio. Soaring ceilings, abundant natural light, and a smart multi-level layout create a bright and open feel throughout. Recent 2026 upgrades include fresh interior paint, brand-new carpet, updated bathrooms, new window blinds, and stainless steel appliances (refrigerator 2024), along with a full-size in-unit washer and dryer—making this home truly move-in ready. One of the standout features is the rare 2-car garage—hard to find in this area—offering added convenience and storage. Enjoy a low-maintenance lifestyle with HOA coverage that includes exterior maintenance, landscaping, valet trash, water, sewer, and pest control. The community offers resort-style amenities including two pools, fitness center, clubhouse, tennis and basketball courts, and playground. Ideally located just minutes from I-4, shopping, dining, and daily conveniences, this home offers both comfort and connectivity. Home includes a warranty and is available for immediate occupancy.

2837 Shadow View Circle Unit 2837, Maitland

$750,000

Beautifully updated pool home in the sought-after Dommerich/Maitland community. Fresh 2025 exterior paint, new roof and gutters (2025), updated columns, shutters and front door (2021), plus new French doors (2024) create standout curb appeal. Inside, warm wood floors lead to an open living space anchored by a classic brick fireplace. The renovated 2022 kitchen features dolomite countertops, custom cabinetry, stainless appliances with updated refrigerator, oven and microwave (2024), and a large island ideal for entertaining. Hall bath updated (2020) and primary bath fully remodeled (2025). Interior doors and trim replaced (2025) and ducts cleaned (2025). Private backyard retreat with covered patio, sparkling pool, new pavers and hot tub (2025), and lush landscaping with lighting. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High. Move-in ready in one of Maitland’s most desirable lake-access neighborhoods. Welcome to this beautifully reimagined pool home in the highly sought-after Dommerich/Maitland community. Thoughtfully updated inside and out, this move-in-ready residence blends timeless character with modern finishes.

3 Beds ⋅ 2 Baths ⋅ Dommerich Estates 1st Add SubDv. ⋅ 32751 Zip Code

Beautifully updated pool home in the sought-after Dommerich/Maitland community. Fresh 2025 exterior paint, new roof and gutters (2025), updated columns, shutters and front door (2021), plus new French doors (2024) create standout curb appeal. Inside, warm wood floors lead to an open living space anchored by a classic brick fireplace. The renovated 2022 kitchen features dolomite countertops, custom cabinetry, stainless appliances with updated refrigerator, oven and microwave (2024), and a large island ideal for entertaining. Hall bath updated (2020) and primary bath fully remodeled (2025). Interior doors and trim replaced (2025) and ducts cleaned (2025). Private backyard retreat with covered patio, sparkling pool, new pavers and hot tub (2025), and lush landscaping with lighting. Zoned for Dommerich Elementary, Maitland Middle, Ninth Grade Center and Winter Park High. Move-in ready in one of Maitland’s most desirable lake-access neighborhoods. Welcome to this beautifully reimagined pool home in the highly sought-after Dommerich/Maitland community. Thoughtfully updated inside and out, this move-in-ready residence blends timeless character with modern finishes.

1771 Cheyenne Trail, Maitland

$130,000

Virtually Staged. Water views, major system upgrades, and the best value in Visconti. This beautifully updated 1-bedroom, 1-bath condo is priced $16,000 below the next comparable unit in the community and features over $15,000 in recent improvements, including a brand-new Goodman 2-ton 14.3 SEER HVAC system (2025), a new water heater with an expansion tank (2026), and stylish shaker kitchen cabinets (2025). Enjoy tranquil pond views from both the living room and bedroom, with a large sliding glass door leading to your private balcony. The open-concept layout offers abundant natural light, built-in shelving, and a functional floor plan designed for comfortable everyday living. A separate laundry room adds extra convenience and storage. Located within the gated Visconti community, residents enjoy resort-style amenities including two swimming pools, a fitness center, clubhouse, tennis and basketball courts, and scenic paths. HOA fees include water, sewer, and trash service. Conveniently located just minutes from I-4, Downtown Orlando, Winter Park, Altamonte Springs, major employers, shopping, dining, Walt Disney World, Universal Orlando, and Orlando International Airport. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance investment property, this move-in-ready condo offers exceptional value and location. Mortgage savings may be available for buyers of this listing.

1 Beds ⋅ 1 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code

Virtually Staged. Water views, major system upgrades, and the best value in Visconti. This beautifully updated 1-bedroom, 1-bath condo is priced $16,000 below the next comparable unit in the community and features over $15,000 in recent improvements, including a brand-new Goodman 2-ton 14.3 SEER HVAC system (2025), a new water heater with an expansion tank (2026), and stylish shaker kitchen cabinets (2025). Enjoy tranquil pond views from both the living room and bedroom, with a large sliding glass door leading to your private balcony. The open-concept layout offers abundant natural light, built-in shelving, and a functional floor plan designed for comfortable everyday living. A separate laundry room adds extra convenience and storage. Located within the gated Visconti community, residents enjoy resort-style amenities including two swimming pools, a fitness center, clubhouse, tennis and basketball courts, and scenic paths. HOA fees include water, sewer, and trash service. Conveniently located just minutes from I-4, Downtown Orlando, Winter Park, Altamonte Springs, major employers, shopping, dining, Walt Disney World, Universal Orlando, and Orlando International Airport. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance investment property, this move-in-ready condo offers exceptional value and location. Mortgage savings may be available for buyers of this listing.

1275 Lake Shadow Circle Unit 13206, Maitland

$700,000

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

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

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

814 N Thistle Lane, Maitland

$365,000

This condo was completely renovated in 2023 and is located in one of the best spots within the complex. Positioned directly on the Winter Park chain of lakes, it offers excellent access to everything Winter Park and Maitland have to offer. Residents enjoy being within walking distance to a variety of restaurants and shopping, creating an ideal blend of convenience and lifestyle. This unique corner unit features great views and a screened-in porch on the first floor, perfect for enjoying the surroundings. Because it is a corner residence, the condo is filled with lovely natural light from multiple windows, enhancing the open feel. Its location also provides easy access to the pool area for added everyday convenience. Inside, the condo offers two full baths and extensive upgrades throughout. Raised ceilings contribute to the spacious atmosphere, while newer electrical, plumbing, and a hot water heater provide peace of mind. The home includes newer full-sized appliances, custom cabinetry, granite countertops, newer flooring, custom closets, and an in-unit washer and dryer. Residents enjoy lake access with beautiful views and the community amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. With renovations completed in 2023, the condo features modern finishes and systems that feel fresh and move-in ready.

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

This condo was completely renovated in 2023 and is located in one of the best spots within the complex. Positioned directly on the Winter Park chain of lakes, it offers excellent access to everything Winter Park and Maitland have to offer. Residents enjoy being within walking distance to a variety of restaurants and shopping, creating an ideal blend of convenience and lifestyle. This unique corner unit features great views and a screened-in porch on the first floor, perfect for enjoying the surroundings. Because it is a corner residence, the condo is filled with lovely natural light from multiple windows, enhancing the open feel. Its location also provides easy access to the pool area for added everyday convenience. Inside, the condo offers two full baths and extensive upgrades throughout. Raised ceilings contribute to the spacious atmosphere, while newer electrical, plumbing, and a hot water heater provide peace of mind. The home includes newer full-sized appliances, custom cabinetry, granite countertops, newer flooring, custom closets, and an in-unit washer and dryer. Residents enjoy lake access with beautiful views and the community amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. With renovations completed in 2023, the condo features modern finishes and systems that feel fresh and move-in ready.

1140 S Orlando Avenue Unit F-1, Maitland

$420,000

Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

3 Beds ⋅ 3 Baths ⋅ Maitland Village SubDv. ⋅ 32751 Zip Code

Beautifully maintained 3-bedroom, 2-bathroom home offering 2,167 square feet of heated living space, located at 2004 Michael Tiago Circle in the heart of Maitland within the gated community of Maitland Village. This inviting property features a spacious and functional layout filled with abundant natural light, generous living areas, and comfortable bedrooms designed for both everyday living and entertaining. The home is equipped with an ADT security system already in place, providing added peace of mind. The kitchen offers ample cabinet and counter space and opens seamlessly to the main living areas, creating a warm and welcoming atmosphere perfect for gathering with family and friends. Upstairs, a versatile loft provides the ideal space for a second living area, media room, home office, or playroom — giving you flexibility to suit your lifestyle. The primary suite serves as a private retreat, complete with a walk-in closet and a relaxing garden bath in the en-suite bathroom. Additional bedrooms are well-sized and provide comfortable accommodations for family, guests, or workspace needs. Step outside to the rear patio, perfect for enjoying Florida evenings, grilling, or hosting gatherings in your private backyard setting. The garage is pre-wired for electric vehicle charging, offering convenience for today’s modern homeowner. Maitland Village is ideally located next to the city’s new fire station and police station, adding an extra layer of convenience and security to this already desirable gated community. Conveniently situated near major roadways, shopping, dining, parks, and top-rated schools, this home offers both comfort and accessibility in one of Maitland’s most sought-after neighborhoods. Showings are by appointment only. Schedule your private tour today through ShowingTime and experience everything this exceptional home has to offer!

2004 Michael Tiago Circle, Maitland

$364,000

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET FRIENDLY: Montecino is a gated, pet-loving community. LAKE CHARITY: Enjoy a scenic walk right outside your door. Maintenance-free living with a resort-style pool and gated security. *UPGRADES & VALUE /// MECHANICALLY NEW: New HVAC (Jan 2025), Bosch dishwasher, and 2026 fridge/microwave. DESIGNER FINISHES: Engineered hardwoods, fresh paint, and designer lighting. HOA BONUS: Monthly dues include High-Speed Internet, WiFi, and expanded TV/Streaming.*PEACE OF MIND /// Home just passed INSPECTION. Between the verified value, mechanical updates, and potential interest rate buy-down, this is the most secure and affordable luxury entry in Maitland. Also available for rent at $2500/month. Seller seeking a long-term, high-quality tenant.

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

BELOW APPRAISAL + SELLER OFFERING INTEREST RATE BUY-DOWN with acceptable offer. /// Why settle for "standard" when you can own a designer-caliber home in Maitland with a lower monthly payment? Priced at $369,000—well below the recent $384K appraisal—this high-end unit offers instant equity. *LIFESTYLE & LOCATION /// RECLAIM YOUR TIME: Just 10 minutes to Downtown Orlando or Winter Park. PET FRIENDLY: Montecino is a gated, pet-loving community. LAKE CHARITY: Enjoy a scenic walk right outside your door. Maintenance-free living with a resort-style pool and gated security. *UPGRADES & VALUE /// MECHANICALLY NEW: New HVAC (Jan 2025), Bosch dishwasher, and 2026 fridge/microwave. DESIGNER FINISHES: Engineered hardwoods, fresh paint, and designer lighting. HOA BONUS: Monthly dues include High-Speed Internet, WiFi, and expanded TV/Streaming.*PEACE OF MIND /// Home just passed INSPECTION. Between the verified value, mechanical updates, and potential interest rate buy-down, this is the most secure and affordable luxury entry in Maitland. Also available for rent at $2500/month. Seller seeking a long-term, high-quality tenant.

1321 Benevolent Street, Maitland

$2,150,000

Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

5 Beds ⋅ 5 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Under Construction. An elite expression of sophisticated design and elevated living, this remarkable residence offers a resort-style experience that stands apart in Maitland. This home is positioned on a sprawling corner lot and immediately captivates with a grand façade and undeniable curb appeal. From the moment you step inside, the experience is dramatic and refined. An impressive foyer sets the stage for the elegant interiors beyond, where high ceilings, natural light, and thoughtfully curated finishes create an atmosphere of sophistication and comfort. Designed for both effortless daily living and elevated entertaining, the open-concept layout flows beautifully from the expansive living room into the formal dining space, framed by a striking wall of oversized sliders that open up to the spacious backyard/pool area. The heart of the home is the show-stopping chef’s kitchen featuring stunning Chantilly quartz countertops, a full Thermador appliance suite, and an oversized walk-in pantry. The primary suite is designed to feel like a five-star retreat, featuring a spa-inspired bath offering a freestanding soaking tub, dual vanities, a glass-enclosed walk-in shower, and an expansive closet. Adding to the home’s rarity and versatility, the main level also features a true guest suite perfect for hosting in comfort, as well as a dedicated office. Outside, the backyard is the definition of resort-style living. The sparkling pool and spa anchor the space, surrounded by a generous covered lanai with a summer kitchen and abundant room for lounge seating and al fresco dining. And beyond the home itself, the lifestyle is exceptional. Residents of Hollieanna Shores enjoy access to a shared boat slip giving you access to the Winter Park Chain of Lakes, offering a level of exclusivity and lake-life convenience that takes this property to another level. All of this is just minutes from Maitland City Centre, beloved local parks, the iconic Enzian Theater, and the upscale dining, shopping, and charm of Park Avenue. This home redefines what luxury living looks like in Maitland, where location, design, and lifestyle come together in a home that feels truly unforgettable.

101 Whitecaps Circle, Maitland