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Virtually Staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.

5 Beds ⋅ 4 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Virtually Staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.

6615 Helmsley Circle, Windermere

$645,000

Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.

4 Beds ⋅ 4 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.

6799 Helmsley Circle, Windermere

$631,900

Immaculately maintained, MOVE IN READY family home in the highly sought after Preston Square neighborhood located in the heart of 34786 - a well established hidden gem with tree lined streets! Built in 2008 with NEW ROOF IN 2025, this gorgeous, 4 bedroom 3.5 bath home with fully FENCED-IN back yard, has a unique layout with a guest bedroom with ensuite bathroom and french doors leading onto front covered porch, ideal for rocking chair evenings under the shade of the canopy trees. A 2-story ceiling great room adds dramatic appeal and separation to the floor plan, leading back through a dining space to the kitchen and family room all overlooking the private backyard. The kitchen boasts all stainless appliances, new dishwasher in 2023 and new refrigerator in 2024. AC was replaced in 2019 and new coils fitted in 2022. Upstairs is a large loft space overlooking living room - a perfect space for an office desk or gym equipment. The large primary bedroom suite has tray ceiling, walk-in closet, his & her vanities with soaking tub and separate shower. Two additional bedrooms and full bathroom completes the upper floor. Preston square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!

4 Beds ⋅ 4 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Immaculately maintained, MOVE IN READY family home in the highly sought after Preston Square neighborhood located in the heart of 34786 - a well established hidden gem with tree lined streets! Built in 2008 with NEW ROOF IN 2025, this gorgeous, 4 bedroom 3.5 bath home with fully FENCED-IN back yard, has a unique layout with a guest bedroom with ensuite bathroom and french doors leading onto front covered porch, ideal for rocking chair evenings under the shade of the canopy trees. A 2-story ceiling great room adds dramatic appeal and separation to the floor plan, leading back through a dining space to the kitchen and family room all overlooking the private backyard. The kitchen boasts all stainless appliances, new dishwasher in 2023 and new refrigerator in 2024. AC was replaced in 2019 and new coils fitted in 2022. Upstairs is a large loft space overlooking living room - a perfect space for an office desk or gym equipment. The large primary bedroom suite has tray ceiling, walk-in closet, his & her vanities with soaking tub and separate shower. Two additional bedrooms and full bathroom completes the upper floor. Preston square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!

6573 Helmsley Circle, Windermere

$625,000

Brand New Roof Just Installed!!! Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Nestled within the highly desirable Preston Square community, this elegant four-bedroom, three-bathroom pool home showcases serene pond and conservation views, offering both privacy and picturesque surroundings. A paver driveway and charming covered front porch create a warm and welcoming first impression. Step inside to high ceilings, abundant natural light, and tile flooring throughout the main living areas. Crown molding enhances the refined atmosphere, while the spacious living and dining areas provide an ideal setting for everyday living and effortless entertaining. The open-concept kitchen is thoughtfully designed to flow seamlessly into the living spaces, making it the heart of the home. Highlights include a center island with bar seating, granite countertops, rich wood cabinetry with crown molding, a stylish backsplash, and a sunlit breakfast nook—perfect for casual meals or morning coffee. The primary suite is a true retreat, featuring wood flooring, a tray ceiling with crown molding, a ceiling fan, and dual closets. The spa-inspired en-suite bath offers dual vanities with granite countertops, a relaxing soaking tub, and a walk-in tiled shower with a glass enclosure. Two additional bedrooms on the main level feature wood flooring and ceiling fans and share a well-appointed secondary bath with granite vanity and a tiled tub/shower combination. Upstairs, a spacious bonus room provides endless possibilities as a media room, game room, or secondary family room. A generously sized fourth bedroom and a third full bath—complete with granite vanity and tiled tub/shower—complete the upper level. Sliding glass doors lead to a private outdoor oasis featuring a pavered lanai and a screen-enclosed pool, ideal for enjoying Florida’s sunshine or relaxing while taking in the tranquil water and conservation views. Perfectly situated in one of Windermere’s most sought-after communities with top-rated “A” schools, residents enjoy access to exclusive amenities including a clubhouse, community pool, playground, and sports court. As an added bonus, Disney fireworks can be enjoyed from the comfort of your own backyard. Conveniently located near premier shopping, dining, and entertainment, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle—an ideal place to call home in Windermere.

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Brand New Roof Just Installed!!! Step inside this home from anywhere! To experience a fully immersive walk-through of this home click on the Video or Virtual Tour button on this page. Nestled within the highly desirable Preston Square community, this elegant four-bedroom, three-bathroom pool home showcases serene pond and conservation views, offering both privacy and picturesque surroundings. A paver driveway and charming covered front porch create a warm and welcoming first impression. Step inside to high ceilings, abundant natural light, and tile flooring throughout the main living areas. Crown molding enhances the refined atmosphere, while the spacious living and dining areas provide an ideal setting for everyday living and effortless entertaining. The open-concept kitchen is thoughtfully designed to flow seamlessly into the living spaces, making it the heart of the home. Highlights include a center island with bar seating, granite countertops, rich wood cabinetry with crown molding, a stylish backsplash, and a sunlit breakfast nook—perfect for casual meals or morning coffee. The primary suite is a true retreat, featuring wood flooring, a tray ceiling with crown molding, a ceiling fan, and dual closets. The spa-inspired en-suite bath offers dual vanities with granite countertops, a relaxing soaking tub, and a walk-in tiled shower with a glass enclosure. Two additional bedrooms on the main level feature wood flooring and ceiling fans and share a well-appointed secondary bath with granite vanity and a tiled tub/shower combination. Upstairs, a spacious bonus room provides endless possibilities as a media room, game room, or secondary family room. A generously sized fourth bedroom and a third full bath—complete with granite vanity and tiled tub/shower—complete the upper level. Sliding glass doors lead to a private outdoor oasis featuring a pavered lanai and a screen-enclosed pool, ideal for enjoying Florida’s sunshine or relaxing while taking in the tranquil water and conservation views. Perfectly situated in one of Windermere’s most sought-after communities with top-rated “A” schools, residents enjoy access to exclusive amenities including a clubhouse, community pool, playground, and sports court. As an added bonus, Disney fireworks can be enjoyed from the comfort of your own backyard. Conveniently located near premier shopping, dining, and entertainment, this exceptional home offers the perfect blend of luxury, comfort, and lifestyle—an ideal place to call home in Windermere.

6841 Helmsley Circle, Windermere

$620,000

Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

4 Beds ⋅ 4 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

6840 Helmsley Circle, Windermere

$620,000

NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another upstairs, catering to versatile living arrangements. Spanning 2,555 square feet, the interior is both spacious and inviting. The open kitchen, equipped with stainless steel appliances, seamlessly connects to a kitchenette opening up to a large family room, perfect for entertaining. In addition to the second primary suite upstairs you will find a spacious loft versatile for your needs. You won't find any carpet in this home, upgraded tile and LVP throughout. Outside, relax on the porch with peaceful views or take advantage of the community's amenities. Rear loaded attached garage! Located in Horizon West, this home offers pond and conservation views right from the front, all while being just a stone's throw away from Disney, retail, shopping, and dining. This listing is a must-see for anyone looking to embrace modern living with ample outdoor space! Come make this yours.

5 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

NEW ROOF! Welcome to 6846 Helmsley Circle in beautiful Windermere, FL! This stunning 5-bedroom, 3-bathroom home is situated on the largest lot in the neighborhood, offering over a quarter-acre of space with two expansive backyards. Imagine the possibilities—perhaps a pool or even a pickleball court! The home boasts two primary suites, one conveniently located on the main floor and another upstairs, catering to versatile living arrangements. Spanning 2,555 square feet, the interior is both spacious and inviting. The open kitchen, equipped with stainless steel appliances, seamlessly connects to a kitchenette opening up to a large family room, perfect for entertaining. In addition to the second primary suite upstairs you will find a spacious loft versatile for your needs. You won't find any carpet in this home, upgraded tile and LVP throughout. Outside, relax on the porch with peaceful views or take advantage of the community's amenities. Rear loaded attached garage! Located in Horizon West, this home offers pond and conservation views right from the front, all while being just a stone's throw away from Disney, retail, shopping, and dining. This listing is a must-see for anyone looking to embrace modern living with ample outdoor space! Come make this yours.

6846 Helmsley Circle, Windermere

$545,000

FULLY REMODELED (2026) and move-in ready, corner lot, single-family home in the desirable Preston Square community of Windermere, FL. This beautiful Dream-Home features a brand-NEW roof (2026), new interior paint (2026), exterior paint only two-years ago and 10-foot high ceilings that create a bright, open feel. New Italian porcelain tile flooring flows throughout the entire home. The bathrooms have been completely updated with marble flooring, stone countertops, custom glass-enclosed showers, modern toilets, and all new fixtures. The kitchen offers new appliances, stone countertops, wood cabinetry, and a stylish backsplash—perfect for both everyday living and entertaining. Back yard facing Blueberry farm! Additional features include a water softener system, Ring camera system and doorbell, garage motor system can be connected to your phone for easy access, washer and dryer, and optional furnishings can be purchased, making this home truly turnkey. Conveniently located near shopping, dining, and top-rated schools, this is a must-see Windermere, Florida home. It won't last long! Seller is Firm on the price.

3 Beds ⋅ 2 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

FULLY REMODELED (2026) and move-in ready, corner lot, single-family home in the desirable Preston Square community of Windermere, FL. This beautiful Dream-Home features a brand-NEW roof (2026), new interior paint (2026), exterior paint only two-years ago and 10-foot high ceilings that create a bright, open feel. New Italian porcelain tile flooring flows throughout the entire home. The bathrooms have been completely updated with marble flooring, stone countertops, custom glass-enclosed showers, modern toilets, and all new fixtures. The kitchen offers new appliances, stone countertops, wood cabinetry, and a stylish backsplash—perfect for both everyday living and entertaining. Back yard facing Blueberry farm! Additional features include a water softener system, Ring camera system and doorbell, garage motor system can be connected to your phone for easy access, washer and dryer, and optional furnishings can be purchased, making this home truly turnkey. Conveniently located near shopping, dining, and top-rated schools, this is a must-see Windermere, Florida home. It won't last long! Seller is Firm on the price.

6871 Helmsley Circle, Windermere

$470,000

One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhome in Beautiful Preston Square Windermere with Brand New Roof and exterior paint. Charming Front Porch invites you into this fabulous two-story home. Lots of Natural light with wrap around windows and 10-foot ceilings. Stunning hardwood floors, new 6” baseboards in main living areas. Family Room has a stylish accent wall with board & batten design and a “secret door” to the understairs storage closet. Beautiful Sunburst Wood Shutters with hidden tilt have been added to the sliding doors leading to Courtyard. Spacious kitchen features 42” Solid Wood Cabinetry, granite countertops, accent backsplash, mood lighting and stainless steel Appliances. Downstairs Bedroom with walk-in closet and adjacent bath. Upstairs you’ll find the Owner’s suite with tray ceiling. A sliding door leads into a lovely balcony with pool views and a gorgeous magnolia tree providing shade and privacy. The Master Bath has double sinks, spacious garden tub, shower with double shower heads. There are two additional bedrooms and one bath on the 2nd level. The Courtyard is perfect for entertaining. Laundry room has a sink, solid wood cabinetry and window. Attached 2 Car Garage is spacious, and it has utility celling storage racks. Long garage driveway in the back of the home. Preston Square is a beautiful community with a Stunning Resort Style Swimming Pool, lush mature landscaping, basketball court, playground, fitness stations, and a large park that hosts movie nights & food trucks. It is conveniently located, close to everything you want and need. Restaurants, Coffee Shops, Multiple Shopping and Entertainment Venues, Beautiful Golf Courses, Hospitals. Top Rated School District. Close to major roads, can easily move around Orlando, Windermere, and Winter Garden. Enjoy the proximity to Orlando’s World Class Theme Parks.

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhome in Beautiful Preston Square Windermere with Brand New Roof and exterior paint. Charming Front Porch invites you into this fabulous two-story home. Lots of Natural light with wrap around windows and 10-foot ceilings. Stunning hardwood floors, new 6” baseboards in main living areas. Family Room has a stylish accent wall with board & batten design and a “secret door” to the understairs storage closet. Beautiful Sunburst Wood Shutters with hidden tilt have been added to the sliding doors leading to Courtyard. Spacious kitchen features 42” Solid Wood Cabinetry, granite countertops, accent backsplash, mood lighting and stainless steel Appliances. Downstairs Bedroom with walk-in closet and adjacent bath. Upstairs you’ll find the Owner’s suite with tray ceiling. A sliding door leads into a lovely balcony with pool views and a gorgeous magnolia tree providing shade and privacy. The Master Bath has double sinks, spacious garden tub, shower with double shower heads. There are two additional bedrooms and one bath on the 2nd level. The Courtyard is perfect for entertaining. Laundry room has a sink, solid wood cabinetry and window. Attached 2 Car Garage is spacious, and it has utility celling storage racks. Long garage driveway in the back of the home. Preston Square is a beautiful community with a Stunning Resort Style Swimming Pool, lush mature landscaping, basketball court, playground, fitness stations, and a large park that hosts movie nights & food trucks. It is conveniently located, close to everything you want and need. Restaurants, Coffee Shops, Multiple Shopping and Entertainment Venues, Beautiful Golf Courses, Hospitals. Top Rated School District. Close to major roads, can easily move around Orlando, Windermere, and Winter Garden. Enjoy the proximity to Orlando’s World Class Theme Parks.

7028 Ventnor Drive, Windermere

$470,000

One or more photo(s) has been virtually staged. *** Multiple offers received, deadline for highest and best is Monday 10/13/2025 @ 6pm *** Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Preston Square community of Windermere. This single-story residence offers 1,609 sq. ft. of open living space and fresh updates throughout. The heart of the home is the kitchen with granite countertops, stainless steel appliances (including a 2024 dishwasher), ample cabinet storage, and breakfast bar, which seamlessly connects to the dining space and great room. Fresh interior paint, new carpet, and updated landscaping add a move-in ready appeal. The private primary suite features a tray ceiling, walk-in closet, dual vanities, soaking tub, and separate shower. Two additional bedrooms and a full bath are tucked away on the opposite side of the home, perfect for guests, family, or office use. Major updates bring peace of mind, including a new roof (2025), A/C (2024), water heater (2024), exterior paint (2024), interior paint (Sep 2025) and new carpets (Sep 2025). Enjoy Florida living with a covered front porch, rear-entry garage, fenced yard, and paver patio. Preston Square offers resort-style amenities including a pool, playground, and basketball court. Conveniently located near top-rated schools, shopping, dining, and major highways, this home is the perfect blend of comfort, convenience, and style.

3 Beds ⋅ 2 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. *** Multiple offers received, deadline for highest and best is Monday 10/13/2025 @ 6pm *** Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Preston Square community of Windermere. This single-story residence offers 1,609 sq. ft. of open living space and fresh updates throughout. The heart of the home is the kitchen with granite countertops, stainless steel appliances (including a 2024 dishwasher), ample cabinet storage, and breakfast bar, which seamlessly connects to the dining space and great room. Fresh interior paint, new carpet, and updated landscaping add a move-in ready appeal. The private primary suite features a tray ceiling, walk-in closet, dual vanities, soaking tub, and separate shower. Two additional bedrooms and a full bath are tucked away on the opposite side of the home, perfect for guests, family, or office use. Major updates bring peace of mind, including a new roof (2025), A/C (2024), water heater (2024), exterior paint (2024), interior paint (Sep 2025) and new carpets (Sep 2025). Enjoy Florida living with a covered front porch, rear-entry garage, fenced yard, and paver patio. Preston Square offers resort-style amenities including a pool, playground, and basketball court. Conveniently located near top-rated schools, shopping, dining, and major highways, this home is the perfect blend of comfort, convenience, and style.

6864 Helmsley Circle, Windermere

$455,000

Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases a mirror accent wall along with board and batten in the dining area. Kitchen features granite countertops, breakfast bar, stainless steel appliances, and stone backsplash. Sliding glass door leads to a private paver patio, perfect for relaxing or entertaining. Downstairs bedroom with full bath, inside laundry room plus a utility sink leads to the attached two-car garage with long driveway for additional parking. Upstairs you will find 3 additional bedrooms, stunning primary suite with balcony views. Primary bath features dual sinks, large garden tub, and separate shower. Preston Square offers amenities including a stunning community pool, playground, mature landscaping, basketball court, green space for events, and fitness stations. Ideally located near local dining, shopping, top-rated schools, golf courses, hospitals, and major roadways and attractions.

4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Welcome home to Preston Square in beautiful Windermere! This stunning corner-unit townhome with 4 bedroom, 3 bathrooms offers the perfect blend of comfort, style, and convenience, with a new roof and fresh exterior paint. Step onto the cozy front porch and into a bright, inviting two-story home filled with natural light. The main living areas feature tile flooring throughout; great room showcases a mirror accent wall along with board and batten in the dining area. Kitchen features granite countertops, breakfast bar, stainless steel appliances, and stone backsplash. Sliding glass door leads to a private paver patio, perfect for relaxing or entertaining. Downstairs bedroom with full bath, inside laundry room plus a utility sink leads to the attached two-car garage with long driveway for additional parking. Upstairs you will find 3 additional bedrooms, stunning primary suite with balcony views. Primary bath features dual sinks, large garden tub, and separate shower. Preston Square offers amenities including a stunning community pool, playground, mature landscaping, basketball court, green space for events, and fitness stations. Ideally located near local dining, shopping, top-rated schools, golf courses, hospitals, and major roadways and attractions.

6552 Helmsley Circle, Windermere

$425,000

Virtually Staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.

3 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Virtually Staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.

11401 Evesham Drive, Windermere

$350,000

Virtually Staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE** Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value. Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home. The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day. Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort. Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel. Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of. Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value. Schedule a private showing today!

2 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

Virtually Staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE** Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value. Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home. The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day. Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort. Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel. Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of. Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value. Schedule a private showing today!

6528 Helmsley Circle, Windermere