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14255 Hampshire Bay Circle, Winter Garden

Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

4 Beds ⋅ 5 Baths ⋅ Bay Isle 48 17 SubDv. ⋅ 34787 Zip Code

Virtually Staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must-see retreat designed to impress. Bring your MOTORIZED BOATS and embrace the ultimate waterfront lifestyle from your own private slice of paradise! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry on top of 6.44 ACRES surrounded by lush mature trees and sweeping LAKE VIEWS, creating a peaceful personal oasis just minutes from everything. A paver driveway and COURTYARD ENTRANCE invite you into the residence, complemented by a split 3-car garage and beautiful architectural details that set the tone for what awaits inside. Spanning OVER 4,000 SQ FT of curated living space, the home blends timeless craftsmanship with a fresh, modern edge. Sleek PORCELAIN TILE and rich WOOD FLOORS flow throughout, while intricate DESIGN WORK and CUSTOM BUILT-INS add character and sophistication from floor to ceiling. Designed with both everyday living and entertaining in mind, the layout offers MULTIPLE LIVING AREAS & FLEX SPACES, and formal living and dining rooms, all positioned to maximize NATURAL LIGHT and capture the home’s breathtaking water views. Walls of windows pull the outdoors in, creating a light-filled atmosphere that highlights the beauty of the surrounding landscape! At the heart of the home, the GOURMET KITCHEN delivers everything a home chef could want and more. Outfitted with a gas range, gas oven, waterfall island, dual pantries for abundant storage, and a rare Doyon Etuve Proofer, the space is as functional as it is impressive, easily supporting everything from quiet dinners to large gatherings. Your MAIN FLOOR OWNER’S SUITE is a true retreat with tranquil views of Black Lake, a sitting area, a dedicated dressing space, and a beautifully designed modern en-suite bath that feels straight out of a home magazine. Throughout the rest of the home, additional bedrooms and flexible spaces offer endless possibilities for guests, offices, hobbies, or creative pursuits. Step outside and the lake lifestyle truly comes to life. MULTIPLE OUTDOOR LIVING SPACES invite you to relax, entertain, or simply take in the scenery, while the PRIVATE DOCK on Black Lake makes it easy to bring your boat and enjoy everything lakefront living has to offer. Despite the sense of seclusion, this home remains incredibly convenient to daily life. Shopping, dining, and major roadways including SR-429 are just minutes away, placing you close to Winter Garden’s vibrant charm, area attractions, and world-famous theme parks. Elegance personified, this extraordinary home delivers the privacy, style, and space you have been searching for. Bring your boat, embrace the lake life, and discover the lifestyle waiting for you in Bay Isle!

14255 Hampshire Bay Circle, Winter Garden

$458,000

SOLD DATA ENTRY ONLY

3 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code

SOLD DATA ENTRY ONLY

12957 Eureka Lemon Drive, Winter Garden

$580,000

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.

3 Beds ⋅ 3 Baths ⋅ Stoneybrook West Unit 1 SubDv. ⋅ 34787 Zip Code

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1019 Portmoor Way in Winter Garden, a 2-story home offering 3 bedrooms, 3 bathrooms, a balcony, and a layout designed for comfortable everyday living. All bedrooms are located on the upper floor, creating separation between the main living areas and private spaces. Inside, the home offers a functional floorplan with room for relaxing, dining, and entertaining. The primary suite features upgraded walk-in closet space and French doors added in 2022, while the guest half bath was fully upgraded in 2022. Additional improvements include a new garbage disposal in 2024, new upstairs windows installed in 2020 by the previous owner, a new boiler in 2025, and a new HVAC system in 2026. Outdoor living is a standout feature, with a covered patio overlooking the screened in-ground pool. The pool was installed in 2020 by the previous owner, with a new pool pump added in 2024 and a new motor in 2026. The balcony adds another outdoor space to enjoy fresh air, while the covered patio and screened pool area provide a comfortable setting for lounging, dining, and entertaining. The exterior has also been thoughtfully maintained, with the home sealed and painted in 2026, new landscaping completed in 2026, and a roof installed in 2018 by the previous owner. These updates add to the home’s overall appeal and help support a move-in-ready feel. The community offers a strong amenity package, including a pool, park, clubhouse, fitness center, and restaurant, giving residents convenient options for recreation, gathering, dining, and everyday enjoyment close to home. Located in Winter Garden, the home is set in one of Central Florida’s most desirable areas, known for shopping, dining, parks, trails, community events, and access to major roadways. The location provides convenient connections to Horizon West, Hamlin, Windermere, Walt Disney World, and the greater Orlando area while maintaining a residential neighborhood setting. Be sure to ask about the assumable VA loan opportunity with a low interest rate, offering potential savings and added value for qualified buyers.

1019 Portmoor Way, Winter Garden

$569,900

Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!

4 Beds ⋅ 3 Baths ⋅ Orchard Pk/Stillwater Xing Ph SubDv. ⋅ 34787 Zip Code

Welcome Home to this beautifully maintained 4-bedroom, 3-bathroom property located in the highly sought-after Orchard Park community in Winter Garden. Offering over 2,100 square feet of thoughtfully designed living space, this spacious single-story residence features an open-concept floor plan that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. Recent updates completed in May 2026 include a freshly repainted interior, brand new sod, AC system serviced and cleaned, and new carpet in the primary bedroom, providing peace of mind and a truly move-in ready experience. The well-appointed gourmet kitchen showcases granite countertops, a built-in oven and cooktop, abundant cabinetry, a spacious pantry, and overlooks the main living areas enhanced by luxury vinyl flooring throughout. Plantation shutters are on the windows along the rear of the home, adding both style and functionality while enhancing the home's natural light and views of the backyard. The private primary suite serves as a relaxing retreat with a walk-in closet and en-suite bathroom, while three additional bedrooms and two full bathrooms offer flexibility for family, guests, or a home office. Additional interior highlights include abundant natural light, a spacious laundry room, and ample storage throughout. Step outside to your own backyard oasis where an expansive covered lanai overlooks a fully fenced yard featuring an extended paver patio, custom fire pit, and outdoor grill, creating the ideal setting for entertaining, outdoor dining, or simply enjoying Florida evenings at home. Ideally situated just minutes from Hamlin Town Center, shopping, dining, entertainment, top-rated schools, and convenient access to SR-429, this home offers the perfect balance of location and lifestyle. Residents enjoy access to community amenities including a resort-style pool, playground, dog park, and scenic sidewalks throughout the neighborhood. HOA fees includes your Lawncare! Combining comfortable indoor living, impressive outdoor entertaining space, recent updates, and an unbeatable Winter Garden location, this exceptional home is ready to welcome its next owners. Schedule your showing today!

13878 Peach Orchard Way, Winter Garden

$764,990

Under Construction. .

4 Beds ⋅ 3 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code

Under Construction. .

12390 Clear Sapphire, Winter Garden

503 First Cape Coral Drive, Winter Garden

$540,000

PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.

4 Beds ⋅ 2 Baths ⋅ Black Lake Park Ph 01 SubDv. ⋅ 34787 Zip Code

PRICE IMPROVEMENT!! Set within a gated community, Black Lake Park, just moments from Winter Garden Village - This beautifully maintained corner-lot residence offers a rare blend of everyday convenience and true lake-life access. A standout feature of the community is the PRIVATE BOAT RAMP and dedicated boat parking, providing direct entry to Black Lake — an exceptional amenity seldom found so close to town. The home itself has been thoughtfully cared for and updated, featuring a 2022 roof, fully fenced backyard, and an open, airy floor plan designed for both comfort and entertaining. High ceilings enhance the sense of space, while the primary suite serves as a private retreat with two walk-in closets and generous proportions throughout. Ideally located near top local restaurants, shopping, and entertainment, this home is just a five-minute drive to historic Plant Street in downtown Winter Garden and offers easy access to major highways for a seamless commute. Whether enjoying waterfront weekends, dining out nearby, or relaxing at home, this property delivers a lifestyle that is as convenient as it is distinctive.

503 First Cape Coral Drive, Winter Garden

$470,000

DOWN PAYMENT ASSISTANCE AVAILABLE Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!

3 Beds ⋅ 3 Baths ⋅ Signature Lakes, Independence SubDv. ⋅ 34787 Zip Code

DOWN PAYMENT ASSISTANCE AVAILABLE Welcome to your New Home with Brand New Inverter AC unit in a tranquil setting with a water view of a beautiful pond and conservation area. This well maintained townhome in the highly desirable Independence community of Horizon West. Over 2,000 sq ft, this home blends comfort, style, and convenience. Step inside the open floor plan, the spacious living and dining areas flow into the kitchen, complete with granite countertops and solid wood cabinets, creating a bright and functional layout, with additional flex-space at entry, perfect for home office or more. Upstairs, the primary suite offers a private retreat with walk-in closet and an en-suite bath with separate shower and garden tub. Two additional bedrooms overlook the beautiful pond. Enjoy outdoor living with private enclosed lanai and a detached two-car garage. 2-year roof. Independence offers resort-style amenities: pools, walking trails, sport courts, fitness facilities, parks, community boat dock and events. The HOA includes Spectrum 1GB high-speed internet, cable, premium streaming services, lawn maintenance and pest control. Close to shopping, dining and Walt Disney World!

6530 Pasturelands Place, Winter Garden

$813,191

Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and a full bathroom. As we head up to the second floor, we are greeted with a loft area and four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 5 bedrooms and 4.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a bedroom and a full bathroom. As we head up to the second floor, we are greeted with a loft area and four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

18041 Cider Mill Lane, Winter Garden

$905,000

Build your dream estate on this rare luxury lakefront homesite in the highly sought-after Independence community on Lake Hancock. Perfectly positioned among stunning multi-million dollar residences, this premium vacant lot offers breathtaking panoramic water views and the ultimate backdrop for refined waterfront living. Enjoy serene sunrises over the lake and magical evenings highlighted by dazzling Disney fireworks lighting up the horizon. This private, navigable lake invites you to fully embrace the lake lifestyle—whether it’s boating, paddleboarding, or simply unwinding by the water. With the ability to build your own private dock, you can design a custom home that seamlessly blends indoor-outdoor living while maximizing this extraordinary setting. Located just minutes from Hamlin’s vibrant shopping, dining, and entertainment, Independence also offers upscale amenities, scenic surroundings, and access to top-rated schools—all while being close to world-class attractions. This is more than just a homesite—it’s a chance to create a one-of-a-kind luxury retreat in one of Central Florida’s most desirable lakefront communities.

Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code

Build your dream estate on this rare luxury lakefront homesite in the highly sought-after Independence community on Lake Hancock. Perfectly positioned among stunning multi-million dollar residences, this premium vacant lot offers breathtaking panoramic water views and the ultimate backdrop for refined waterfront living. Enjoy serene sunrises over the lake and magical evenings highlighted by dazzling Disney fireworks lighting up the horizon. This private, navigable lake invites you to fully embrace the lake lifestyle—whether it’s boating, paddleboarding, or simply unwinding by the water. With the ability to build your own private dock, you can design a custom home that seamlessly blends indoor-outdoor living while maximizing this extraordinary setting. Located just minutes from Hamlin’s vibrant shopping, dining, and entertainment, Independence also offers upscale amenities, scenic surroundings, and access to top-rated schools—all while being close to world-class attractions. This is more than just a homesite—it’s a chance to create a one-of-a-kind luxury retreat in one of Central Florida’s most desirable lakefront communities.

15620 Espalier Way, Winter Garden

14001 Country Estate Drive, Winter Garden

$1,000,000

Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.

4 Beds ⋅ 4 Baths ⋅ Country Lakes SubDv. ⋅ 34787 Zip Code

Virtually Staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market—don’t miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing—ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity (220 power as well), air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility—imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live—it’s a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water—all from your own neighborhood.

14001 Country Estate Drive, Winter Garden

12438 Clear Sapphire Drive Unit 223, Winter Garden

$650,000

Under Construction. .

4 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code

Under Construction. .

12438 Clear Sapphire Drive Unit 223, Winter Garden

$664,075

Under Construction. What's Special: Popular Plan | Secondary Bedroom with Attached Bath | Game Room | North Facing Lot. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Baldwin at 14744 Field Daisy Drive in Harvest at Ovation! Step inside this charming new home and discover a welcoming layout designed for everyday comfort. Just off the foyer, a secondary bedroom suite offers its own full bathroom and a large storage closet for added convenience. The formal dining room flows effortlessly into the great room with soaring ceilings and into the designer kitchen, where quartz countertops and a center island shine alongside the casual dining area. Luxury vinyl plank flooring extends throughout the main living area, creating a warm and cohesive feel. At the back of the home, the sunny lanai invites you to relax outdoors and also leads to the two-car garage. Upstairs, the exceptional primary suite features an impressive en-suite bath and a large walk-in closet, while two secondary bedrooms, a full bathroom, and a laundry room complete the floor. Above the garage, a spacious game room with a full bathroom and wet bar offers even more flexible living space. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Downstairs bedroom and full bathroom in place of flex, game room with full bathroom, and wet bar at game room. Photos are for representative purposes only. MLS#O6383550

4 Beds ⋅ 4 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. What's Special: Popular Plan | Secondary Bedroom with Attached Bath | Game Room | North Facing Lot. New Construction - July Completion! Built by Taylor Morrison, America's Most Trusted Home Builder. Welcome to the Baldwin at 14744 Field Daisy Drive in Harvest at Ovation! Step inside this charming new home and discover a welcoming layout designed for everyday comfort. Just off the foyer, a secondary bedroom suite offers its own full bathroom and a large storage closet for added convenience. The formal dining room flows effortlessly into the great room with soaring ceilings and into the designer kitchen, where quartz countertops and a center island shine alongside the casual dining area. Luxury vinyl plank flooring extends throughout the main living area, creating a warm and cohesive feel. At the back of the home, the sunny lanai invites you to relax outdoors and also leads to the two-car garage. Upstairs, the exceptional primary suite features an impressive en-suite bath and a large walk-in closet, while two secondary bedrooms, a full bathroom, and a laundry room complete the floor. Above the garage, a spacious game room with a full bathroom and wet bar offers even more flexible living space. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails, all in a highly coveted location. Additional Highlights Include: Downstairs bedroom and full bathroom in place of flex, game room with full bathroom, and wet bar at game room. Photos are for representative purposes only. MLS#O6383550

14744 Field Daisy Drive, Winter Garden

6007 Flowering Cherry Bend, Winter Garden

$675,702

Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

4 Beds ⋅ 3 Baths ⋅ Avalon Woods SubDv. ⋅ 34787 Zip Code

Virtually Staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria, an award-winning single-story, open-concept home designed for modern living and effortless entertaining. The thoughtfully designed layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6007 Flowering Cherry Bend, Winter Garden

$520,000

Sold Data Entry. New construction by Taylor Morrison.

3 Beds ⋅ 3 Baths ⋅ Harvest At Ovation Phase 3a SubDv. ⋅ 34787 Zip Code

Sold Data Entry. New construction by Taylor Morrison.

14735 Field Daisy Drive, Winter Garden

$933,274

Beautiful new Ashton Woods Griffin II home in the Northlake at Ovation subdivision.

4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code

Beautiful new Ashton Woods Griffin II home in the Northlake at Ovation subdivision.

12890 Eureka Lemon Drive, Winter Garden

$742,475

Sold Data Entry

4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

Sold Data Entry

Winter Garden

$1,700,000

**MULTIPLE OFFERS RECEIVED** Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden.

4 Beds ⋅ 4 Baths ⋅ G T Smith Sub 2 SubDv. ⋅ 34787 Zip Code

**MULTIPLE OFFERS RECEIVED** Welcome to 121 West Maple Street…a Downtown Winter Garden one-of-a-kind statement home spanning nearly 5,500 square feet of indoor & outdoor living space. Originally constructed in 1999 and thoughtfully expanded in 2019…yet this special residence has the heart & soul of a time long ago when character, craftsmanship and attention to details mattered. Private Pool & Spa. Poolhouse. Drawing Room & Study. Courtyard with Fountain. Renovated Kitchen & Bathrooms. 10’ Ceilings. Wood Floors. Handmade (USA) Solid Wood Doors. Custom Wood Trim Throughout. Three-Car Garage with Carriage House. Three Fireplaces. Natural Gas. Custom Built Wood Fence with Copper Caps. Located on one of the few remaining brick roads just TWO BLOCKS from Plant Street, this home with spectacular curb appeal is situated on a rare corner double lot with extensive landscaping & beautiful mature trees…including the incredible Southern Live Oak in front that is part of the Winter Garden Heritage Trees project & walking tour. Enjoy historical charm appropriate for the location...yet live without the pains & aches of owning an old historic home. The incredible drawing room & study (2019) was designed by the historical architect for the City of Charleston…twenty-nine windows, extensive trim work & built-ins, historically accurate sconces & lighting and automatic privacy shades. Live the Florida lifestyle outdoors in this incredible outdoor oasis with heated pebble tec saltwater pool & spa. Following a 2023 transformation with a cost of $225,000, the outdoor living space now features a custom poolhouse cabana with a gas fireplace, multiple seating areas, outdoor kitchen with island, built-in grill, burner and refrigerator, retractable screen to astroturf lawn, Trex decking, custom lighting, water features, extended covered lanai and SunBrite outdoor television. (Hayward Natural Gas Pool/Spa Heater - 2025; Hayward Tristar Pool Pump - 2023; Filter Unit - 2020; Salt Cell - 2020). Fantastic & FLEXIBLE floor plan...four bedrooms, three full bathrooms and one half bathroom. Primary suite on main floor. The carriage house above the garage features a separate staircase entrance with private bedroom, bathroom and walk-in closet with built-ins. Stunning kitchen renovation (2021) including custom cabinetry, backsplash, quartz countertops, farm sink, designer lighting, new appliances and an open-concept design that flows effortlessly into the family room. Roof -- July 2019. HVAC -- 2025 (upstairs); 2018 (downstairs - damper system). Tankless Gas Water Heater -- Dec 2015. Garage Epoxy Floor. Whole Home Natural Gas Generator. FULL UPGRADE & SPECIAL FEATURES LIST AVAILABLE. Furnishings and decor (inside & outside), golf cart & custom holiday decorations NEGOTIABLE. Zoned R-2. NO HOA...live without rules & restrictions. You COULD NOT be closer to enjoying the lifestyle of Central Florida's most desirable and growing historic downtown...GOLF CART LIFE, the West Orange Trail, HUGE weekly farmer's market, incredible annual festivals, shopping, dining, art gallery, the Crooked Can Brewery & Plant Street Market, parks & recreation...come JOIN THE FUN! Also conveniently located minutes from the Winter Garden Village shopping center and just minutes from HWY 429 with direct connect to the Turnpike and 408 for an easy commute to anywhere in Central Florida. This is THE ONE you have been waiting for in Downtown Winter Garden.

121 W Maple Street, Winter Garden

$1,040,000

Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.

4 Beds ⋅ 4 Baths ⋅ Oakland Parkb-1 SubDv. ⋅ 34787 Zip Code

Welcome to what may be the most impeccably maintained and beautifully upgraded home in Oakland Park! This stunning 4-bedroom, 3.5-bath residence showcases designer-inspired finishes throughout, featuring soaring ceilings, modern color palettes, and countless custom enhancements that make it truly one of a kind. Built just four years ago and nestled on a quiet street directly across from green space, this exceptional David Weekley Seaside model offers the perfect blend of elegance, comfort, and convenience. The thoughtfully designed floor plan features a luxurious first-floor owner's retreat complete with a spacious spa-like bath, while the additional bedrooms, study, dining area, and generous living spaces provide room for everyone to spread out and enjoy. No detail has been overlooked. The current owners have invested extensively in premium upgrades, including custom wood trim and accent walls, designer wallpaper, upgraded lighting throughout, custom Zebra window shades, professionally designed closets in the owner's suite, secondary bedroom, and laundry room, plus a water softener, gutters, epoxy-coated garage floors, updated landscaping, and an inviting paver patio. Both the interior and exterior have been freshly painted, creating a truly move-in-ready experience. Step outside to the screened rear porch, where you'll enjoy peaceful mornings, evening breezes, and endless opportunities for birdwatching and outdoor dining. The spacious 3-car garage provides ample storage and functionality for today's lifestyle. Beyond the home itself, Oakland Park offers an award-winning lifestyle unlike any other. This celebrated Parade of Homes community is known for its charming streetscapes, abundant green spaces, waterfront gathering areas, parks, and strong sense of community. Golf-cart-friendly and ideally located just minutes from the West Orange Trail, you'll also enjoy the convenience of walking or riding into vibrant downtown Winter Garden for exceptional dining, shopping, entertainment, and year-round events. This is more than a home—it's a lifestyle defined by luxury, connection, recreation, and the timeless charm of Winter Garden Living.

1219 Saddleback Drive, Winter Garden

14501 Grove Resort Avenue Unit 1545, Winter Garden

$150,000

NEED TO SELL!! 5TH FLOOR, FAMILY UNIT, 8 SLEEPER. Stunning luxury second /investment home next too the lobby. The Grove Resort, and Spa Orlando Florida is a high end, state of the art, two bedroom, fully furnished condotel. Quartz counter tops, stainless steal appliances, oversized balcony, and magnificent primary bedroom with king size bed, guest room sporting two queen size beds, and a sleeper sofa in the living room. This condo is one of the sought after “family” units in the rental program of the Grove resort, and accommodates 8. All utilities are included in the association fee; electric, water, sewage, garbage, WiFi, cable, pest control, both internal and external, and external insurance. The Grove Resort is located minutes from Disney Springs, Animal Kingdom, Magic Kingdom and Epcot. Enjoy our free daily shuttles to Disney World theme parks every day from the Grove Resort lobby. The resort is famous for its wealth of amenities. This is a Resort you will not want to leave. The Grove is set on the 20 acre Lake Austin, a place of outstanding natural beauty. Come down to the private pier, and have a guided pontoon boat tour, or rent the swan paddle boats, or kayaks. Fishing is popular with many guests. Bring your own rod, or rent at the pier, and enjoy tranquil fishing. Also included with your condo is our enormous Hoopla Games room, and indoor glow miniature golf. Guests, and owners enjoy full access to the famous on site water park called The Safari, lazy river circumferencing the water park, and a wonderful flow rider surf machine, with lessons available, tunnel rides, along with an enormous grand pool. You can also enjoy the three additional serene quiet pools, fitness center, walking trails, biking trails, playground, outside, and inside bars, the Element Bar, and lounge, Valencia Restaurant, the Long board Bar, and Grill, and the Alfresco Market, and daily concierge. The Grove Resort management are site, taking care of your every need. Owners receive discount off food, beverage, merchandise, and any services the resort offers. Owners can use their condo 179 days a year, and still enjoy the wonderful opportunity of their condo being rented while they are not using it. A clever second home in the heart of the Disney attractions. A must see. Call today.

2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo SubDv. ⋅ 34787 Zip Code

NEED TO SELL!! 5TH FLOOR, FAMILY UNIT, 8 SLEEPER. Stunning luxury second /investment home next too the lobby. The Grove Resort, and Spa Orlando Florida is a high end, state of the art, two bedroom, fully furnished condotel. Quartz counter tops, stainless steal appliances, oversized balcony, and magnificent primary bedroom with king size bed, guest room sporting two queen size beds, and a sleeper sofa in the living room. This condo is one of the sought after “family” units in the rental program of the Grove resort, and accommodates 8. All utilities are included in the association fee; electric, water, sewage, garbage, WiFi, cable, pest control, both internal and external, and external insurance. The Grove Resort is located minutes from Disney Springs, Animal Kingdom, Magic Kingdom and Epcot. Enjoy our free daily shuttles to Disney World theme parks every day from the Grove Resort lobby. The resort is famous for its wealth of amenities. This is a Resort you will not want to leave. The Grove is set on the 20 acre Lake Austin, a place of outstanding natural beauty. Come down to the private pier, and have a guided pontoon boat tour, or rent the swan paddle boats, or kayaks. Fishing is popular with many guests. Bring your own rod, or rent at the pier, and enjoy tranquil fishing. Also included with your condo is our enormous Hoopla Games room, and indoor glow miniature golf. Guests, and owners enjoy full access to the famous on site water park called The Safari, lazy river circumferencing the water park, and a wonderful flow rider surf machine, with lessons available, tunnel rides, along with an enormous grand pool. You can also enjoy the three additional serene quiet pools, fitness center, walking trails, biking trails, playground, outside, and inside bars, the Element Bar, and lounge, Valencia Restaurant, the Long board Bar, and Grill, and the Alfresco Market, and daily concierge. The Grove Resort management are site, taking care of your every need. Owners receive discount off food, beverage, merchandise, and any services the resort offers. Owners can use their condo 179 days a year, and still enjoy the wonderful opportunity of their condo being rented while they are not using it. A clever second home in the heart of the Disney attractions. A must see. Call today.

14501 Grove Resort Avenue Unit 1545, Winter Garden

$875,000

The Gateway to Winter Garden Elegance. Welcome to a life of unparalleled charm and exclusivity in the heart of historic Downtown Winter Garden. Tucked away within Lake Cove Pointe—the downtown Winter Garden's sole gated enclave featuring dual access—this exquisite residence sits gracefully on a sprawling, fully fenced corner lot. Here, the coveted, golf-cart-friendly lifestyle of Central Florida's most sought-after destination isn't just an amenity; it is your new everyday reality. Step through the front doors and let the narrative of luxury unfold. You are immediately greeted by expansive vaulted ceilings that establish a grand, airy tone, while flawless, modern engineered wood floors guide you seamlessly through the home's sunlit living spaces. At the heart of the main level lies an open and spacious kitchen, intuitively designed for both quiet mornings and lavish entertaining. It is beautifully appointed with sweeping granite countertops, classic 42-inch white shaker cabinetry, and premium stainless steel appliances—all elegantly anchored by a vent hood and a modern flat cooktop. The dual pantries will serve you well. A guest retreat and full bath finishes out the main living area. Making your way to the stairs to discover a second level thoughtfully designed for both personal retreat and family connection. A versatile loft space offers the perfect canvas for a multi-media hub, creative lounge, or playroom. The crowning jewel of the home is the luxurious owner's retreat—a true sanctuary of elegance and comfort. It features an unparalleled, custom-scale walk-in closet that is simply second to none. Three additional, generously proportioned guest bedrooms and a conveniently located upstairs laundry room complete this refined upper level. The story of this home extends effortlessly outdoors to a spacious screened patio, offering a tranquil haven for evening relaxation or intimate weekend gatherings. Practical luxury is evident throughout the property, highlighted by the peace of mind of a pristine new roof installed in 2024, and an expansive three-car garage that effortlessly accommodates vehicles, your community golf cart, and all organizational needs. Beyond the gates, the quintessential Winter Garden experience awaits. Enjoy immediate access to the scenic West Orange Trail, take a leisurely stroll or bike ride to the vibrant boutiques and dining of Plant Street, and immerse yourself in the local culture at the famed Saturday Farmers Market. This is more than a magnificent home; it is your invitation to an enchanted lifestyle.

5 Beds ⋅ 4 Baths ⋅ Lake Cove Pointe SubDv. ⋅ 34787 Zip Code

The Gateway to Winter Garden Elegance. Welcome to a life of unparalleled charm and exclusivity in the heart of historic Downtown Winter Garden. Tucked away within Lake Cove Pointe—the downtown Winter Garden's sole gated enclave featuring dual access—this exquisite residence sits gracefully on a sprawling, fully fenced corner lot. Here, the coveted, golf-cart-friendly lifestyle of Central Florida's most sought-after destination isn't just an amenity; it is your new everyday reality. Step through the front doors and let the narrative of luxury unfold. You are immediately greeted by expansive vaulted ceilings that establish a grand, airy tone, while flawless, modern engineered wood floors guide you seamlessly through the home's sunlit living spaces. At the heart of the main level lies an open and spacious kitchen, intuitively designed for both quiet mornings and lavish entertaining. It is beautifully appointed with sweeping granite countertops, classic 42-inch white shaker cabinetry, and premium stainless steel appliances—all elegantly anchored by a vent hood and a modern flat cooktop. The dual pantries will serve you well. A guest retreat and full bath finishes out the main living area. Making your way to the stairs to discover a second level thoughtfully designed for both personal retreat and family connection. A versatile loft space offers the perfect canvas for a multi-media hub, creative lounge, or playroom. The crowning jewel of the home is the luxurious owner's retreat—a true sanctuary of elegance and comfort. It features an unparalleled, custom-scale walk-in closet that is simply second to none. Three additional, generously proportioned guest bedrooms and a conveniently located upstairs laundry room complete this refined upper level. The story of this home extends effortlessly outdoors to a spacious screened patio, offering a tranquil haven for evening relaxation or intimate weekend gatherings. Practical luxury is evident throughout the property, highlighted by the peace of mind of a pristine new roof installed in 2024, and an expansive three-car garage that effortlessly accommodates vehicles, your community golf cart, and all organizational needs. Beyond the gates, the quintessential Winter Garden experience awaits. Enjoy immediate access to the scenic West Orange Trail, take a leisurely stroll or bike ride to the vibrant boutiques and dining of Plant Street, and immerse yourself in the local culture at the famed Saturday Farmers Market. This is more than a magnificent home; it is your invitation to an enchanted lifestyle.

405 Lone Heron Way, Winter Garden

$530,000

Located in Winter Garden’s sought after Golf Cart District, this spacious two story home offers a flexible floor plan and a convenient location close to downtown shopping, dining, entertainment, parks, and local events. A welcoming front elevation and beautifully maintained landscaping create great curb appeal, while the oversized homesite provides added outdoor space and privacy. Inside, the open concept layout is designed for both everyday living and entertaining. The kitchen features abundant cabinetry, generous counter space, and a large breakfast bar overlooking the living and dining areas. Sliding glass doors lead to a screened lanai and fully fenced backyard, creating an ideal space to enjoy Florida’s outdoor lifestyle. A first floor bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi purpose use. Upstairs, the remaining bedrooms are thoughtfully arranged to provide comfortable separation of space. Recent updates include a newer AC system and a roof that is approximately one year old, offering added peace of mind. Conveniently located with easy access to major roadways, shopping, dining, recreation, and everything that makes Winter Garden one of Central Florida’s most desirable destinations, this home combines space, functionality, and location in one exceptional opportunity.

5 Beds ⋅ 3 Baths ⋅ Oaks/Brandy Lake 01 Rep A & B SubDv. ⋅ 34787 Zip Code

Located in Winter Garden’s sought after Golf Cart District, this spacious two story home offers a flexible floor plan and a convenient location close to downtown shopping, dining, entertainment, parks, and local events. A welcoming front elevation and beautifully maintained landscaping create great curb appeal, while the oversized homesite provides added outdoor space and privacy. Inside, the open concept layout is designed for both everyday living and entertaining. The kitchen features abundant cabinetry, generous counter space, and a large breakfast bar overlooking the living and dining areas. Sliding glass doors lead to a screened lanai and fully fenced backyard, creating an ideal space to enjoy Florida’s outdoor lifestyle. A first floor bedroom with an adjacent full bath offers flexibility for guests, a home office, or multi purpose use. Upstairs, the remaining bedrooms are thoughtfully arranged to provide comfortable separation of space. Recent updates include a newer AC system and a roof that is approximately one year old, offering added peace of mind. Conveniently located with easy access to major roadways, shopping, dining, recreation, and everything that makes Winter Garden one of Central Florida’s most desirable destinations, this home combines space, functionality, and location in one exceptional opportunity.

913 Bending Oak Trail, Winter Garden

$575,000

Welcome to 15336 Firelight Drive, located in the highly desirable gated community of Belle Meade in Winter Garden. Situated directly across from the lake, this beautifully maintained 4-bedroom, 3-bathroom home with a 3-car garage offers a spacious split-bedroom floor plan designed for both comfort and privacy. Inside, you'll find wood flooring, elegant architectural details, and a well-appointed kitchen featuring granite countertops, solid wood cabinetry, stainless steel appliances, a pantry, and a breakfast nook. The spacious primary suite includes dual walk-in closets, French doors leading to the screened lanai, and a spa-inspired bathroom with a garden tub, separate shower, and dual vanities. Major updates include a NEW ROOF installed in 2023 and a BRAND NEW HVAC system installed in June 2026, providing valuable peace of mind for the next owner. Conveniently located just minutes from Winter Garden Village, Highway 429, shopping, dining, and top-rated schools, this home offers the perfect combination of location, functionality, and lifestyle. Schedule your private showing today.

4 Beds ⋅ 3 Baths ⋅ Belle Meade Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to 15336 Firelight Drive, located in the highly desirable gated community of Belle Meade in Winter Garden. Situated directly across from the lake, this beautifully maintained 4-bedroom, 3-bathroom home with a 3-car garage offers a spacious split-bedroom floor plan designed for both comfort and privacy. Inside, you'll find wood flooring, elegant architectural details, and a well-appointed kitchen featuring granite countertops, solid wood cabinetry, stainless steel appliances, a pantry, and a breakfast nook. The spacious primary suite includes dual walk-in closets, French doors leading to the screened lanai, and a spa-inspired bathroom with a garden tub, separate shower, and dual vanities. Major updates include a NEW ROOF installed in 2023 and a BRAND NEW HVAC system installed in June 2026, providing valuable peace of mind for the next owner. Conveniently located just minutes from Winter Garden Village, Highway 429, shopping, dining, and top-rated schools, this home offers the perfect combination of location, functionality, and lifestyle. Schedule your private showing today.

15336 Firelight Drive, Winter Garden

$535,000

Welcome to the best-priced Clearden floor plan currently available in all of Waterleigh. Only one year old and finished in today’s most desirable colors and design selections, this home offers an incredible opportunity to enjoy immediate equity without the wait, uncertainty, and added expense of new construction. With all appliances included, even the washer and dryer, this move-in-ready home delivers exceptional value in one of Winter Garden’s most sought-after master-planned communities. The versatile floor plan is thoughtfully designed for modern living. A charming covered front porch creates excellent curb appeal, while inside you will find a spacious and open layout highlighted by a first-floor bedroom that is perfect for guests, a home office, or multi-generational living. The expansive great room flows seamlessly into the beautifully designed kitchen featuring a large center island, abundant cabinetry, closet pantry, dedicated coffee station, and convenient drop zone near the garage entry. Upstairs, a generous bonus room provides additional living space ideal for a media room, playroom, or home office. The spacious owner’s retreat offers dual vanities, a large walk-in shower, and a well-appointed walk-in closet. The upstairs laundry room is strategically located for convenience, and three of the four bedrooms feature walk-in closets, providing plenty of storage throughout the home. Life in Waterleigh is about more than just a beautiful home—it is about embracing a true resort lifestyle. Residents enjoy access to multiple resort-style clubhouses featuring spectacular pools, state-of-the-art fitness centers, gathering spaces, playgrounds, tennis and basketball courts, volleyball courts, mini golf, stocked fishing ponds, and miles of scenic walking, jogging, and biking trails. Families will appreciate the convenience of having both the elementary and middle schools located within the community, while Horizons West High School is just minutes away. Perfectly positioned near Walt Disney World, the 429 Expressway, and an endless selection of shopping, dining, and entertainment destinations, this location offers unmatched convenience and connectivity. Opportunities like this are becoming increasingly difficult to find. When you combine a nearly new home, an outstanding floor plan, resort-style amenities, and one of the best values in all of 34787, you have a property that deserves your immediate attention. As an added incentive , seller has paid HOA dues for entirety of 2026 too.

4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Welcome to the best-priced Clearden floor plan currently available in all of Waterleigh. Only one year old and finished in today’s most desirable colors and design selections, this home offers an incredible opportunity to enjoy immediate equity without the wait, uncertainty, and added expense of new construction. With all appliances included, even the washer and dryer, this move-in-ready home delivers exceptional value in one of Winter Garden’s most sought-after master-planned communities. The versatile floor plan is thoughtfully designed for modern living. A charming covered front porch creates excellent curb appeal, while inside you will find a spacious and open layout highlighted by a first-floor bedroom that is perfect for guests, a home office, or multi-generational living. The expansive great room flows seamlessly into the beautifully designed kitchen featuring a large center island, abundant cabinetry, closet pantry, dedicated coffee station, and convenient drop zone near the garage entry. Upstairs, a generous bonus room provides additional living space ideal for a media room, playroom, or home office. The spacious owner’s retreat offers dual vanities, a large walk-in shower, and a well-appointed walk-in closet. The upstairs laundry room is strategically located for convenience, and three of the four bedrooms feature walk-in closets, providing plenty of storage throughout the home. Life in Waterleigh is about more than just a beautiful home—it is about embracing a true resort lifestyle. Residents enjoy access to multiple resort-style clubhouses featuring spectacular pools, state-of-the-art fitness centers, gathering spaces, playgrounds, tennis and basketball courts, volleyball courts, mini golf, stocked fishing ponds, and miles of scenic walking, jogging, and biking trails. Families will appreciate the convenience of having both the elementary and middle schools located within the community, while Horizons West High School is just minutes away. Perfectly positioned near Walt Disney World, the 429 Expressway, and an endless selection of shopping, dining, and entertainment destinations, this location offers unmatched convenience and connectivity. Opportunities like this are becoming increasingly difficult to find. When you combine a nearly new home, an outstanding floor plan, resort-style amenities, and one of the best values in all of 34787, you have a property that deserves your immediate attention. As an added incentive , seller has paid HOA dues for entirety of 2026 too.

11170 Hollow Bay Drive, Winter Garden

$675,000

Beautiful 5-Bedroom Home in Independence – Winter Garden, FL Located in the highly desirable Independence community in Winter Garden! This exceptionally maintained 5-bedroom, 2.5-bath home sits on an oversized 0.27-acre lot with beautiful water and conservation views in both the front and back, offering privacy, tranquility, and plenty of space for family living. This spacious home features approximately 2,639 sq. ft. of living space with an open floor plan, granite countertops, stainless steel appliances, crown molding, and abundant natural light throughout. The covered patio overlooks a large fenced backyard with no rear neighbors and peaceful wooded reserve views outdoors. Located on one of the most desirable streets in Independence, the home is within walking distance to top-rated schools, parks, pools, fitness center, trails, playgrounds, and community amenities. HOA includes cable and high-speed internet. Highlights: • 5 Bedrooms | 2.5 Bathrooms • 2,639 Sq. Ft. • Large 0.27-acre lot • Water views front and back • Granite countertops • New AC •Big Bedrooms

5 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code

Beautiful 5-Bedroom Home in Independence – Winter Garden, FL Located in the highly desirable Independence community in Winter Garden! This exceptionally maintained 5-bedroom, 2.5-bath home sits on an oversized 0.27-acre lot with beautiful water and conservation views in both the front and back, offering privacy, tranquility, and plenty of space for family living. This spacious home features approximately 2,639 sq. ft. of living space with an open floor plan, granite countertops, stainless steel appliances, crown molding, and abundant natural light throughout. The covered patio overlooks a large fenced backyard with no rear neighbors and peaceful wooded reserve views outdoors. Located on one of the most desirable streets in Independence, the home is within walking distance to top-rated schools, parks, pools, fitness center, trails, playgrounds, and community amenities. HOA includes cable and high-speed internet. Highlights: • 5 Bedrooms | 2.5 Bathrooms • 2,639 Sq. Ft. • Large 0.27-acre lot • Water views front and back • Granite countertops • New AC •Big Bedrooms

6110 Meriwether Crescent, Winter Garden

$410,000

Imagine a home that adapts beautifully to every stage of your life. Tucked away in Winter Garden’s coveted Summerlake, this rare four-bedroom townhome stands out with a prized first-floor bedroom and full bath. Whether you desire a luxurious downstairs suite, an inviting guest retreat, or a quiet home office, this ground-level sanctuary offers unmatched flexibility and ease without the daily stairs. The light-filled open layout flows effortlessly into a gorgeous chef’s kitchen, boasting rich granite countertops, a massive prep island, and stainless appliances perfect for gathering. Upstairs, three additional spacious bedrooms and a cozy loft offer private retreats for family, hobbies, or movie nights. Step out to your private, walled courtyard—a sunny oasis for morning lattes or peaceful evenings under the stars. Enjoy maintenance-free living, resort amenities, and nightly Disney fireworks dancing over your neighborhood. This exceptional four-bedroom home is the perfect blend of comfort and style.

4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c-2e SubDv. ⋅ 34787 Zip Code

Imagine a home that adapts beautifully to every stage of your life. Tucked away in Winter Garden’s coveted Summerlake, this rare four-bedroom townhome stands out with a prized first-floor bedroom and full bath. Whether you desire a luxurious downstairs suite, an inviting guest retreat, or a quiet home office, this ground-level sanctuary offers unmatched flexibility and ease without the daily stairs. The light-filled open layout flows effortlessly into a gorgeous chef’s kitchen, boasting rich granite countertops, a massive prep island, and stainless appliances perfect for gathering. Upstairs, three additional spacious bedrooms and a cozy loft offer private retreats for family, hobbies, or movie nights. Step out to your private, walled courtyard—a sunny oasis for morning lattes or peaceful evenings under the stars. Enjoy maintenance-free living, resort amenities, and nightly Disney fireworks dancing over your neighborhood. This exceptional four-bedroom home is the perfect blend of comfort and style.

15568 Blackbead Street, Winter Garden

$350,000

Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code

Virtually Staged. You’re going to love this beautifully maintained 2-bedroom, 2.5-bath Townhome in the highly desirable Longleaf At Oakland which is perfectly located just a 1/2 mile from the Florida Turnpike, offering easy access to everything Central Florida has to offer. The entire interior was freshly painted in March 2026, giving the home a bright, fresh feel from the moment you walk in. The inviting front porch is the perfect place to enjoy your morning coffee. Inside, abundant natural light flows through the numerous windows, enhancing the spacious open-concept layout. The large kitchen features an island, stainless steel appliances, granite countertops, and an oversized pantry, making it ideal for both everyday living and entertaining. The inside utility room is conveniently located on the first floor with additional storage under the stairway. Upstairs you’ll find two private master suites, each with its own full bathroom. The primary suite boasts a massive walk-in closet with a window and the en-suite offers dual vanities and an easily accessible walk-in shower. The second bedroom includes a tub/shower combo and its own walk-in closet. Step outside to the private courtyard, perfect for grilling and enjoying Florida’s beautiful weather with plenty of space for outdoor seating or even a hot tub. This home is equipped with Google smart lighting switches, and a Google thermostat can easily be installed and controlled through your app. The two-car garage offers private rear entry into the home with a spacious driveway that provides additional parking along with guest parking nearby. There is additional parking in the front of this home also. Enjoy being just steps away from the beautiful community pool overlooking the pond and the neighborhood playground. This home and community offers everything the Florida Lifestyle has to offer!

1318 Painted Bunting Avenue, Oakland

$531,987

New construction home with beautiful finishings. Resort style pool and gym.

3 Beds ⋅ 3 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

New construction home with beautiful finishings. Resort style pool and gym.

17143 Beachgrass Alley, Winter Garden

$483,722

Short Sale. Beautiful new construction in Winter Garden

3 Beds ⋅ 4 Baths ⋅ Parkview/Hamlin SubDv. ⋅ 34787 Zip Code

Short Sale. Beautiful new construction in Winter Garden

15225 Hamlin Park Drive, Winter Garden

9929 Summerlake Groves Street, Winter Garden

$875,000

From the moment you step through the front door of this thoughtfully designed 5-bedroom, 5-bath home in Winter Garden’s sought-after Watermark community, it feels like home. Natural light pours into the open-concept living space, where everyday moments unfold with ease. Cook family meals in the stunning kitchen featuring quartz countertops, a custom backsplash, stainless steel appliances, an oversized island, and a walk-in pantry with built-in shelving. Gather around the island for morning coffee or late-night laughs, while Sonos in-ceiling surround sound sets the tone throughout the main living areas. Downstairs, the private guest suite is perfect for visitors or multigenerational living, while the dedicated office offers a quiet space to focus or create. Upstairs, the loft becomes the hub for game nights or movie marathons, with three additional bedrooms and a luxurious primary suite just down the hall. Every detail has been carefully chosen, from designer lighting and ceiling fans in all rooms and common areas to wood-look tile and plush carpeting underfoot. Function meets style in the laundry room, complete with cabinetry, a tile backsplash, and a deep utility sink. Additional enhancements include a water softener system, epoxy flooring in the oversized 2-car garage, and 7-inch seamless gutters that add both form and function to the exterior. Outside, enjoy the covered lanai and fully fenced backyard, perfect for future pool plans or peaceful evenings. With ample storage and access to top-rated schools, shopping, dining, and resort style amenities, this home offers more than just space. It offers a lifestyle. Come see how it feels to come home.

5 Beds ⋅ 5 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code

From the moment you step through the front door of this thoughtfully designed 5-bedroom, 5-bath home in Winter Garden’s sought-after Watermark community, it feels like home. Natural light pours into the open-concept living space, where everyday moments unfold with ease. Cook family meals in the stunning kitchen featuring quartz countertops, a custom backsplash, stainless steel appliances, an oversized island, and a walk-in pantry with built-in shelving. Gather around the island for morning coffee or late-night laughs, while Sonos in-ceiling surround sound sets the tone throughout the main living areas. Downstairs, the private guest suite is perfect for visitors or multigenerational living, while the dedicated office offers a quiet space to focus or create. Upstairs, the loft becomes the hub for game nights or movie marathons, with three additional bedrooms and a luxurious primary suite just down the hall. Every detail has been carefully chosen, from designer lighting and ceiling fans in all rooms and common areas to wood-look tile and plush carpeting underfoot. Function meets style in the laundry room, complete with cabinetry, a tile backsplash, and a deep utility sink. Additional enhancements include a water softener system, epoxy flooring in the oversized 2-car garage, and 7-inch seamless gutters that add both form and function to the exterior. Outside, enjoy the covered lanai and fully fenced backyard, perfect for future pool plans or peaceful evenings. With ample storage and access to top-rated schools, shopping, dining, and resort style amenities, this home offers more than just space. It offers a lifestyle. Come see how it feels to come home.

9929 Summerlake Groves Street, Winter Garden

$337,500

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3 Beds ⋅ 3 Baths ⋅ Villas/Tucker Oaks SubDv. ⋅ 34787 Zip Code

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1437 Scarlet Oak Loop, Winter Garden

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