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415 E 6th Avenue, Windermere
$710,000
3 Beds ⋅ 2 Baths ⋅ Windermere Rep SubDv. ⋅ 34786 Zip Code
Here is an opportunity to truly make this exceptional 3-bedroom, 2-bath pool home your own in the heart of Windermere. Offering 1,784 sq ft of fully renovated living space, this residence features a refined open-concept layout with high-end vinyl flooring throughout, a statement kitchen with an oversized waterfall-edge island, and a private attached office framed by custom barn doors. Set on a spacious lot, the outdoor living experience feels like a private resort with a saltwater pool, fully enclosed screened area, and an outdoor hot shower, ideal for entertaining or everyday enjoyment. Thoughtful upgrades include a brand-new roof (2025), HVAC replacement, and updated plumbing completed during renovation. The property also offers space to accommodate a boat or small RV along the side of the home with access to the Butler Chain of Lakes, and is ideally located minutes from shopping, dining, everyday conveniences, and zoned for highly rated schools within a highly desirable community.

415 E 6th Avenue, Windermere

9631 Hollyglen Place, Windermere
$710,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Nestled in the sought-after community of Windermere Downs, this California-contemporary home sits on a large wooded corner lot with ACCESS to the BUTLER CHAIN OF LAKES. A dramatic two-story stone fireplace anchors the open layout, featuring a downstairs primary suite plus a flexible second bedroom or office. The designer kitchen offers solid-wood cabinetry, granite counters, and stainless-steel built-ins, opening to bright dining and living areas. Ready for its next chapter, this home offers endless potential to bring your lake-access dream vision to life. Enjoy a generous rear deck, outdoor shower, and fenced backyard in a community known for tennis, boating, and a beautiful private sandy beach. Private documents include rough builder sketches for a renovation, addition, and outdoor oasis.

9631 Hollyglen Place, Windermere

6615 Helmsley Circle, Windermere
$705,000
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

13240 Roskin Lane, Windermere
$705,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 1 SubDv. ⋅ 34786 Zip Code
Tucked within a beautiful Windermere community surrounded by nature, this welcoming residence offers the perfect balance of comfort, space, and everyday livability. Designed to accommodate both growing and established families, the home provides generous living areas, abundant natural light, and a layout that effortlessly blends functionality with warmth. With 3,108 square feet of thoughtfully designed living space, this two-story home features expansive gathering areas ideal for both daily life and entertaining. The main level hosts the heart of the home, including a spacious living room with custom built-in cabinetry, a formal dining area for special occasions, and an open kitchen that connects naturally with the home’s main living spaces. A versatile den near the entrance provides the perfect setting for a home office, study, or flex space. The primary suite, conveniently located on the first floor, serves as a peaceful retreat filled with natural light. The primary bathroom features a relaxing soaking tub, a separate glass-enclosed shower, generous counter space, and both a large closet and an additional walk-in closet. Upstairs, three spacious bedrooms and two full bathrooms provide privacy and comfort for family members or guests, while additional storage has been thoughtfully incorporated beneath the staircase. Peace of mind begins with major upgrades already completed, including a roof replaced in 2022 and two updated A/C systems, one serving each floor for optimal efficiency and year-round comfort. Beyond the home itself, residents enjoy convenient access to the community amenities located just down the road, including a community pool, playground, basketball court, and tennis courts, all included with the low HOA fee, offering a great lifestyle for families and outdoor living. With abundant natural light, a three-car garage, and a functional layout designed for modern living, this home delivers both immediate comfort and long-term value in one of Windermere’s most desirable communities.

13240 Roskin Lane, Windermere

13649 Zori Lane, Windermere
$705,000
4 Beds ⋅ 4 Baths ⋅ Providence Ph 02 SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully maintained four-bedroom, four-bath home in the desirable Providence Community, in the top-rated Windermere school district. Bright, open living spaces feature 10-foot ceilings, elegant architectural details, and a thoughtful split multigenerational floor plan for everyday living and entertaining. The spacious owner’s suite offers patio access and a spa-inspired bath, while the gourmet kitchen shines with granite countertops, stainless steel appliances, solid wood cabinetry and a breakfast bar that opens to the family room. Enjoy relaxing evenings on the enclosed paver patio and oversized lot. Additional highlights include a three-car garage, new five-ton HVAC, transferable leased solar system, no credit check and no financing, just thousands saved on energy bills! The Providence community includes a swimming pool, playground, and multiple green spaces for strolling and outdoor enjoyment. Providence subdivision is zoned for some of Orange County’s desirable schools which include Windermere Elementary, Bridgewater Middle and Windermere High School. This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. Near Highway 535, shopping, dining and major highways, plus community amenities including a pool doors away, recreational trails and playground. Look no further and experience an elevated lifestyle!

13649 Zori Lane, Windermere

12880 Holdenbury Lane, Windermere
$705,000
4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code
Immaculate, beautifully upgraded, 4 bed, 3 full bath, Victorian style home brimming with charm and character, nestled on a corner lot of just under 1/4 acre in the highly desirable Lakes of Windermere community. Situated on a beautiful tree-lined street with over 3100 sq ft of living space, the property welcomes you with pretty wrap around porch and mature landscaping. Upgrades include - NEW roof - 2025. NEW interior and exterior paint - 2025. NEW luxury vinyl plank flooring throughout - 2025. Kitchen remodeled in 2025 with NEW stainless steel appliances, quartz countertops, sinks, waste disposal, faucet, island cabinetry with custom surround. NEW custom TV built in with storage. All bathrooms upgrading with NEW quartz countertops, sinks, faucets, tiling and toilets. NEW AC - 2020. NEW Water Heater - 2022. Inside, the home offers a perfect blend of elegance and comfort. The formal dining room and study/den are complemented by large windows with blinds and soaring 10-foot ceilings, arched entryways, stunning crown molding, and intricate wood trim details. The gourmet kitchen is a chef’s dream, featuring abundant cabinetry with custom details, a spacious prep or serving area, a large butler’s pantry and a walk-in pantry. Step out to the covered lanai to enjoy the best of Florida’s indoor-outdoor living. The HOA offers a host of amenities, including a community pool, park, playground, tennis courts, and dock. Conveniently located near Highway 429, this home provides direct access to all of Central Florida, just 10 minutes from Walt Disney World, and close to top-rated public and private schools, shopping, and dining. Experience the perfect blend of charm, convenience, and modern living by scheduling a showing today!

12880 Holdenbury Lane, Windermere

13609 Ancilla Boulevard, Windermere
$700,000
4 Beds ⋅ 4 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
Virtually Staged. Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today. SOME IMAGES HAVE BEEN VIRTUALLY STAGED AND/OR DIGITALLY ENHANCED TO ILLUSTRATE THE PROPERTY'S POTENTIAL AFTER UPDATES OR RENOVATIONS.

13609 Ancilla Boulevard, Windermere

7522 Derexa Drive, Windermere
$700,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 02 SubDv. ⋅ 34786 Zip Code
***Multiple offers received. Highest and best offers are due by Saturday 1/24 at 7:00 PM*** Beautifully maintained, energy-efficient home with solar panels and a NEW ROOF set on a premium corner lot with a pond view in Windermere’s highly sought-after Lake Sawyer community. This Pinehurst floor plan built by Pulte Homes offers 2,626 square feet of living space, blending smart design, modern upgrades, and a location that’s tough to beat. From the moment you arrive, the freshly painted exterior, manicured landscaping, huge brick paver driveway, and inviting front porch set the tone. Inside, the home opens to a bright, open floor plan featuring luxury vinyl and tile flooring, generous living and dining spaces, and abundant natural light. Gorgeous, custom trim and millwork in the formal dining and living room provides a luxurious feel as guests enter. The heart of the home is the open-concept kitchen, perfectly integrated with the family room—ideal for everyday living and entertaining alike. It boasts granite countertops, stainless steel appliances, a center island, breakfast bar, pantry, and 42” wood cabinetry, all overlooking the screened lanai and backyard beyond. Upstairs, the layout truly shines. The primary suite is extremely spacious and serene, featuring a tray ceiling, large walk-in closet, and a spa-inspired bath with dual vanities, soaking tub, and separate shower. Bedrooms two and three share a Jack-and-Jill bathroom, while bedroom 4 enjoys its own en-suite bath, offering comfort and privacy for everyone. The laundry room is conveniently located upstairs, right where you need it. Step outside to the large, screened lanai and enormous brick paver patio, where afternoon breezes, weekend grilling, and the fully fenced backyard make outdoor living effortless. Fruit trees—including peaches, figs, baby bananas, and tangerines—add charm and a taste of Florida living. The interior layout and fabulous backyard make the property ideal for entertaining, and the massive driveway and 3-car garage means there is parking for up to 9 vehicles on site without needing to have any cars on the street. A picturesque park, pond, and community tennis courts wrap around the property on the opposite side of the street, giving it an ideal location with no front or side neighbors, and tranquil water and wooded views from the front porch. This property is packed with value-driven upgrades, including FULLY OWNED solar panels for significant energy savings and a brand-new roof and new water heater, both installed in 2025, along with a new refrigerator, microwave, and range, offering peace of mind for years to come. The community itself is a standout, featuring a resort-style pool, playground, tennis and basketball courts, walking trails, and neighborhood events throughout the year. Located directly across from conservation areas and community amenities, and even Disney fireworks visible in the distance, the setting feels special every day. Enjoy placement in top-rated “A” schools, including Windermere High School. Minutes from Disney, major highways, shopping, dining, Publix, and entertainment, this move-in-ready, super-clean home checks every box for location, lifestyle, and long-term value. Homes like this don’t linger—come see why 7522 Derexa Drive is one you’ll want to call home.

7522 Derexa Drive, Windermere

9792 Wild Oak Drive, Windermere
$700,000
3 Beds ⋅ 4 Baths ⋅ Windermere Downs SubDv. ⋅ 34786 Zip Code
Seller says SELL! Listed $20,000 BELOW APPRAISED value!!! Discover this exquisite 3-bedroom, 3.5-bathroom pool home nestled on a lush 1/3-acre lot in the prestigious Windermere Downs community. Spanning 3,100 square feet, this property combines sophisticated design, functionality, and beautiful indoor-outdoor living spaces. Upon entry, you’re greeted by luxury vinyl flooring that flows through a spacious, open floor plan. The heart of the home is the modern chef’s kitchen, featuring butcher block countertops, premium appliances and abundant storage. Perfect for entertaining, this kitchen flows seamlessly into the living and dining areas, where large windows and three sets of French doors provide panoramic views of the courtyard and screened-in pool area. The living room exudes warmth with its impressive stone fireplace, creating a cozy atmosphere. Upstairs you will find the primary suite that offers privacy and luxury, complete with a decorative fireplace surrounded by custom-built cabinetry. Its en-suite bath features dual vanities, a claw soaking tub, and a walk-in shower, providing a spa-like escape. The best part, is the Sun Room, just outside of the Primary Bedroom, flooded by light due to its 180 degree view with windows overlooking the pool, courtyard, and lush green surroundings. Outside, the screened-in pool is a tranquil oasis surrounded by mature landscaping, creating a sense of seclusion. A gardening shed, which could double as a charming playhouse, sits nearby, offering versatile space amid lush greenery. The expansive courtyard and pool area, surrounded by carefully curated plantings, are designed with privacy in mind, allowing you to enjoy Florida’s beautiful weather in peace. Last but not least, don't forget about the 3 car garage and extended driveway which is perfect for car enthusiasts. Windermere Downs is an avid boating community with a private boat ramp! Neighborhood amenities include tennis courts, pickleball courts, playgrounds, and private lake access. This prime location sets you about 10 minutes from the 408, the 429, and easy access to the turnpike-the accessibility of Central Florida's many attractions are minutes away. Seize the opportunity to make this exquisite Windermere property your forever home!

9792 Wild Oak Drive, Windermere

7906 Jailene Drive, Windermere
$695,000
5 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 05 SubDv. ⋅ 34786 Zip Code
Virtually Staged. Enjoy exceptional privacy with beautiful conservation views behind & expansive green space beside the home, creating a peaceful setting rarely found in the community. Tucked away on a desirable homesite, 7906 Jailene Drive offers 2,618 SF, 5 bedrooms, 3 full bathrooms, 2-car garage, all filled with thoughtfully designed living spaces & ample dedicated guest parking conveniently located nearby. A welcoming front porch sets the tone as you enter the home, where a custom wood accent wall in the foyer creates a warm and inviting first impression. The open-concept layout offers spacious living & dining areas that flow seamlessly into the kitchen & family room. A dramatic two-story ceiling in the family room fills the space with natural light creating an impressive sense of openness, making it the perfect place to gather & entertain. The kitchen features granite stone countertops, abundant solid wood cabinetry, ample prep space, a kitchenette area & a functional layout overlooking the main living areas. Fresh interior paint, luxury vinyl flooring throughout & charming designer light fixtures add style and warmth throughout the home. The versatile floor plan includes a first-floor study/den which can also be used as a 5th bedroom with full bathroom. This space is ideal for a home office, family, guests, or multi-generational living. Upstairs, you’ll find four additional bedrooms, including the spacious primary suite, along with two full bathrooms & a conveniently located laundry room. Step outside to the screened lanai with tranquil conservation views, embracing nature at its best with exceptional privacy. Enhanced by a hand-painted decorative concrete finish, this outdoor retreat provides the perfect space for morning coffee, outdoor dining, or relaxing evenings, especially with a fully-fenced backyard. Located in the highly desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and scenic sidewalks throughout the neighborhood. The home is zoned for sought-after schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Just minutes from Horizon West and Hamlin Town Center, you’ll enjoy convenient access to shopping, dining, entertainment, and everyday conveniences. Major roadways are nearby, providing easy access to Walt Disney World, Disney Springs, downtown Orlando, Orlando International Airport, and all that Central Florida has to give. Combining privacy, functionality, thoughtful updates, and an exceptional location, this move-in-ready home presents a rare opportunity in one of Windermere’s most sought-after communities. Additional highlights include a brand-new roof (June 2026), HVAC 2024, abundant storage & a desirable location close to shopping, dining, schools, & major roadways. Combining privacy, functionality, & modern updates, this move-in-ready home is ready to welcome its next owners!

7906 Jailene Drive, Windermere

17514 Black Rail Street, Windermere
$692,000
4 Beds ⋅ 2 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and durability. The layout includes 4 bedrooms and 2 bathrooms, plus a large dedicated office, ideal for working from home or for those seeking a quiet, flexible space. Designed for comfortable single-level living, this home is perfect for buyers who appreciate the convenience of no stairs while still enjoying an open and grand feel. Located in the heart of Windermere, the property offers outstanding accessibility, with shopping, dining, and daily amenities just minutes away. AC WAS INSTALLED IN 2022,3.5 TONS. The primary suite is a true retreat, featuring an elegant tray ceiling, serene pond views with screen patio, and direct access to the backyard, allowing you to step outside and enjoy the peaceful water scenery at any time. Both the primary bedroom and the living room overlook the pond, bringing nature and calm into everyday living. This is an ideal home for those seeking privacy, convenience, and refined single-story living in a prime Windermere location.

17514 Black Rail Street, Windermere

13842 Orange Crest Drive, Windermere
$690,500
5 Beds ⋅ 3 Baths ⋅ Eden Isle SubDv. ⋅ 34786 Zip Code
Just a short walk to the COMMUNITY BOAT RAMP and PLAYGROUND!!!! Nestled behind the gated enclave of Eden Isle in Summerport, this stunning five-bedroom, three-bath residence blends modern updates with generous living space. Newly renovated in 2024, the home showcases luxury vinyl plank flooring throughout, a reimagined kitchen, and fully upgraded downstairs bathrooms. Step inside to soaring ceilings and an abundance of natural light that create an inviting first impression. The entryway opens to a spacious dining room, anchored by an eye-catching chandelier, ideal for hosting gatherings. The dining area transitions effortlessly into the open-concept kitchen, now beautifully updated with granite countertops, a waterfall island, abundant cabinetry, stainless steel appliances, and ample prep space. The expansive living room offers views of the backyard retreat, with direct access to a screened-in patio, private pool, and fully fenced yard, perfect for entertaining or unwinding. Designed with a split-bedroom layout, the home features two primary suites on separate levels. The main-floor primary suite, tucked just off the living area, includes a large walk-in closet and a spa-like bathroom with a rain shower, dual shower heads, floor-to-ceiling tile, double vanities and quartz counters. Two additional bedrooms and a fully renovated guest bath complete with quartz countertops, a new vanity, and a tiled floor-to-ceiling walk-in shower are also located on the first floor. The laundry room sits conveniently off the kitchen with direct garage access. Upstairs, a second primary suite offers a walk-in closet and private bath with dual sinks and a standalone shower, along with another generously sized bedroom just down the hall. Residents of Eden Isle enjoy exclusive amenities include a PRIVATE BOAT RAMP with access to LAKE SPEER, playground and added privacy. Notable upgrades include: UPGRADES: UPSTAIRS HVAC 2024! FRESHLY PAINTED INTERIOR FIRST FLOOR 2026, WATER HEATER 2023! TESLA CHARGER & BACK UP GATEWAY TO POWERHOUSE 2024! NEW POOL PUMP 2025! NEW POOL SCREENS WITH EXTRA PRIVACY 2024! PREMIUM LVP FLOORING & BASEBOARDS 2024! KITCHEN & DOWNSTAIRS BATHS FULLY RENOVATED 2024! POOL IS HEATED BY SOLAR! ROOF 2021! Conveniently located with easy access to major highways, Orlando’s world-renowned theme parks and attractions, downtown Orlando, Windermere, and Winter Garden, as well as Orlando International Airport, plus an abundance of nearby restaurants and shopping options. Don’t miss this opportunity to own a home in one of Central Florida’s most desirable areas, where lifestyle and convenience come together.

13842 Orange Crest Drive, Windermere

811 Main Street, Windermere
$690,000
2 Beds ⋅ 2 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Exclusive Rare Opportunity to own this expansive 100'x160' double lot in downtown Windermere. Whether you’re looking for a charming home or a prime location to build your dream residence, this property delivers endless potential. The home features arched doorways, luxury vinyl plank (LVP) flooring, and a sunroom filled with natural light. The updated kitchen includes 42” soft-close cabinets, Granite countertops, stainless steel appliances, and a custom island with a breakfast bar. The primary bedroom boasts a spacious walk-in closet with custom built-ins, and the bathroom is finished with marble and subway tile. The nearly half-acre lot offers a fenced backyard, custom pergola, wood deck, fire pit, and a storage shed with electricity, perfect for entertaining or relaxing. Enjoy walking proximity to Windermere’s cafes, parks, and events like the Farmers Market. Deeded access to the Butler Chain of Lakes and Lake Bessie provides excellent opportunities for boating and water sports. With no HOA, A-rated schools, and golf-cart-friendly streets, this property blends convenience and practicality. Schedule your showing today.

811 Main Street, Windermere

13914 Florigold Drive, Windermere
$685,000
3 Beds ⋅ 2 Baths ⋅ West Point Commons SubDv. ⋅ 34786 Zip Code
Welcome to Eden Isle, a gated lake-access community in the heart of Windermere. Situated on an oversized homesite, this move-in ready 3-bedroom, 2-bath pool home offers nearly 2,000 square feet of comfortable living space and valuable recent updates. Enjoy Florida living year-round with your private screened pool and spacious backyard, providing the perfect setting for relaxing, entertaining, or enjoying time with family and friends. Inside, you'll find a well-maintained home featuring a brand-new roof installed in April 2026, fresh interior and exterior paint, a well-maintained HVAC system, whole-home water softener, and air purification system. Residents of Eden Isle enjoy exclusive access to a private boat ramp, lake access, water access, and community playground. Located just minutes from top-rated schools, shopping, dining, theme parks, and major roadways, this exceptional property offers the perfect combination of comfort, convenience, and the sought-after Windermere lifestyle.

13914 Florigold Drive, Windermere

13243 Charfield Street, Windermere
$685,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 02 SubDv. ⋅ 34786 Zip Code
A Windermere pool home under $700K like this is hard to come by, especially on one of the best tree-lined streets in the community. As soon as you walk in, you’re greeted by a two-story entrance and open living area that brings in great natural light and gives the home a larger, more elevated feel. The layout includes a formal dining room and hardwood floors throughout the main living areas, complemented by tile in all the right spaces. This home is set up perfectly for both everyday living and entertaining, with multiple living and dining spaces, a powder bath, and a spacious kitchen featuring wood cabinetry, newer appliances, and direct access to the outdoor area. The primary suite is on the first floor and includes a custom walk-in closet with built-ins, along with a spacious bathroom featuring a double sink vanity, garden tub, and walk-in shower. Upstairs, you’ll find a large loft that works great as an office, game room, or second living space, along with three additional bedrooms. One bedroom has its own en-suite, giving you a second primary-style setup. The backyard is the highlight. A fully screen-enclosed pool with sun deck, waterfalls, brick pavers, multiple seating areas, and a summer kitchen creates a true indoor-outdoor lifestyle. There’s even a large projector screen for movie nights. The yard is fully fenced with plenty of green space left over. Additional features include a 3-car garage, a driveway that fits up to six cars, a welcoming front porch, a large laundry room, and a newer upgraded AC unit. Located in a highly desirable Windermere community with A-rated schools, you’ll also have access to great amenities including a community pool, covered playgrounds, walking trails, a golf putting green, and courts for basketball, tennis, and pickleball, all close to shopping, dining, and everyday convenience. Minutes from Disney and all the fun, you don't want to miss out on this truly incredible home! Schedule your showing today!

13243 Charfield Street, Windermere

6363 Sedona Leaf Court, Windermere
$680,000
4 Beds ⋅ 3 Baths ⋅ Eden Isle Boat Ramp SubDv. ⋅ 34786 Zip Code
Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location. Step inside to discover a light and inviting floor plan featuring high ceilings, crown molding, tray ceilings, spacious living and family rooms, and a seamless flow that's perfect for both everyday living and entertaining. The kitchen is the heart of the home, complete with solid wood cabinetry, ample prep space, and an open layout overlooking the family room. The spacious primary suite offers a peaceful retreat with a walk-in closet and an oversized en-suite bath, while three additional bedrooms and two full bathrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including a new HVAC system, new water heater, and fresh interior paint, making this home truly move-in ready. Outside, enjoy the privacy of a large lot with plenty of room to relax, play, or create your dream outdoor oasis. Residents of Eden Isle enjoy access to a private boat ramp on beautiful Lake Speer, offering boating, fishing, and waterfront recreation just moments from home. Located in one of Windermere's most sought-after areas, you'll love being close to top-rated schools, shopping, dining, theme parks, major roadways, and everything that makes the Windermere lifestyle so desirable. Don't miss this opportunity to own a move-in-ready home in a fantastic location with private lake access and timeless appeal.

6363 Sedona Leaf Court, Windermere

4825 Palm Tree Court, Windermere
$680,000
4 Beds ⋅ 3 Baths ⋅ Silver Woods Ph 02 SubDv. ⋅ 34786 Zip Code
Located on a quiet cul-de-sac in the sought-after Silver Woods subdivision, this beautifully remodeled one-story home offers a setting that feels both private and inviting. A spacious front yard creates a welcoming first impression, while the oversized, fully fenced backyard delivers a true park-like retreat with lush landscaping, no rear neighbors, and a saltwater pool with spa—ideal for relaxing or entertaining. Inside, the home was completely renovated between 2018 and 2019 and features engineered wood flooring throughout, a stunning modern kitchen, and tastefully updated baths. The thoughtfully designed split floor plan offers both functionality and privacy, with a spacious primary suite set apart from the secondary bedrooms. The living room is open to the kitchen, creating a seamless flow for everyday living and entertaining, while the kitchen is highlighted by quartz countertops, a counter-height breakfast bar, and generous workspace. Additional living areas include a formal dining room accented by a stone-front fireplace, along with a versatile flex space just off the kitchen that works beautifully as a dinette or casual sitting area. A convenient half bath and a dedicated laundry room with built-in cabinetry add to the home’s everyday practicality. Natural light fills the living spaces through double-pane windows, highlighting the home’s clean, contemporary finishes. Extensive updates provide peace of mind, including a new roof and A/C in 2021, updated interior and exterior electrical panels in 2022, blown-in attic insulation, an EV outlet in the garage, water heater in 2024, and a water softener with reverse osmosis system and new pool filter added in 2025. The location offers everyday convenience with easy access to nearby shopping, dining, and major roadways, making commuting and daily errands simple. This move-in-ready home blends modern comfort with exceptional outdoor living in a quiet, established neighborhood.

4825 Palm Tree Court, Windermere

3241 Downs Cove Road, Windermere
$680,000
3 Beds ⋅ 2 Baths ⋅ Downs Cove Camp Sites SubDv. ⋅ 34786 Zip Code
Charming Multi-Level Home in Sought-After Windermere Welcome to 3241 Downs Cove Road, a beautifully designed 3-bedroom, 2-bathroom multi-level home nestled in the heart of Windermere. This spacious property offers both style and versatility, perfect for families, remote professionals, or anyone seeking extra space to live and entertain. The main living area features an inviting open layout with abundant natural light and a cozy fireplace—ideal for relaxing evenings at home. A well-appointed kitchen connects seamlessly to the dining space, making it great for both casual meals and formal gatherings. Upstairs, you'll find three generously sized bedrooms including a comfortable primary suite. Downstairs, a large bonus room and a dedicated office provide flexible space for a home gym, media room, or work-from-home setup. Step outside to enjoy the private backyard—perfect for outdoor entertaining or simply enjoying Florida’s sunshine. Located in a quiet, established neighborhood with easy access to top-rated schools, local dining, shopping, and major roadways. Worry free enhancements include a brand new septic and drain field system.

3241 Downs Cove Road, Windermere

9376 Woodbreeze Boulevard, Windermere
$675,000
4 Beds ⋅ 3 Baths ⋅ Silver Woods Ph 03 SubDv. ⋅ 34786 Zip Code
Nestled inside the cozy community of Silver Woods, this 4 bedroom/2.5 bathroom residence is ready to welcome you home! Immediately upon pulling up to the house, you'll notice the immaculate landscaping and fresh exterior paint that gives the home a vibrant feel. But the good vibes don't stop at the front door! Once inside, you're immediately greeted with an open concept plan that still offers plenty of privacy. Just to the left you'll find the formal sitting room, perfect for drinks with guests or as a play area for children. Step further into this tranquil retreat and have your jaw dropped by the beautifully renovated chef's kitchen that overlooks the pool and large backyard! The family room is just to the right, providing plenty of comfortable space for unwinding after a long day. Beyond the family room sits 3 bedrooms and a bathroom that connects to the pool deck. Head back into the main living area and towards the opposite end of the house where you'll find the dining room just beyond the kitchen, complete with a stunning wall unit! Step inside your primary suite that is sure to make you feel at peace and ready for a good night's sleep! Then, of course, there's the outdoor living space that will blow you away! Open the pocketing glass doors to a covered seating area that overlooks the screened-in pool with attached spa. Off to the side you'll discover a hidden area perfect for storing pool supplies or grilling equipment OR a bar and couches for entertaining! The park-like backyard will WOW you with the amount of space it provides. Playground and swing included! And if all that isn't enough, this home offers a NEW ROOF, new duct work, new flooring and fresh interior paint! 9376 Woodbreeze Boulevard is sure to please a variety of home buyers, so schedule your showing today!

9376 Woodbreeze Boulevard, Windermere

4819 Indian Deer Road, Windermere
$675,000
4 Beds ⋅ 4 Baths ⋅ Summerport Ph 05 SubDv. ⋅ 34786 Zip Code
Expansive four-bedroom, four-bathroom home in Windermere featuring a grand and thoughtfully designed floor plan. Upon entry, you are welcomed by a dramatic foyer with a sweeping staircase and an overlooking balcony. The main level offers a versatile front flex space—ideal for a formal sitting area—that flows into a chef-inspired kitchen. With abundant cabinet and counter space, the kitchen is perfectly suited for hosting and opens seamlessly into a massive living room. Additionally, the ground floor includes a dedicated private office and a full bathroom. All bedrooms are located on the second floor for maximum privacy. The primary suite is a true retreat, featuring a "Romeo and Juliet" balcony overlooking the foyer, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities, a garden tub, and a separate standing shower. Ideally located just minutes from Winter Garden Village, Highway 429, and Downtown Winter Garden. This home is zoned for highly-regarded schools, including Keenes Crossing Elementary, Bridgewater Middle, and Windermere High School. Schedule your showings today!

4819 Indian Deer Road, Windermere

9669 Westover Club Circle, Windermere
$675,000
4 Beds ⋅ 4 Baths ⋅ Westover Club Ph 01 44/139 SubDv. ⋅ 34786 Zip Code
PRICED TO SELLLL!!! Behind the gates of Westover Club, 9669 Westover Club Circle offers a timeless Windermere setting with privacy, mature landscaping, and seamless indoor-outdoor living on nearly half an acre. Designed for both entertaining and everyday comfort, the home blends classic style with a functional layout in one of the area’s most desirable gated communities. Featuring 4 bedrooms, 4 bathrooms, and over 3,400 square feet, the home includes formal living and dining spaces and a flexible floor plan with distinct yet connected living areas. A newer AC system and roof (approx. 5 years old) provide valuable updates and peace of mind. Enjoy a screened lanai, open porch, and private pool overlooking a spacious, hedge-lined backyard. While the home would benefit from cosmetic updates, it presents an excellent opportunity to personalize, with a seller who is flexible. A Generac generator adds comfort and year-round security.

9669 Westover Club Circle, Windermere

6990 Smithshire Lane, Windermere
$675,000
4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere Ph 03 P & Q SubDv. ⋅ 34786 Zip Code
Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear alley access to two car garage with expanded driveway. You enter the combo living room/dining room which leads to a huge kitchen with island, breakfast bar plus butler's pantry which can be used for beverage center perfect for entertaining ! The utility room adjacent to the kitchen has cabinets for storage, rod to hang clothes, and barn door. ALL APPLIANCES STAY ! There is room for a big dining table and chairs in the dinette between the open kitchen and family room and 1/2 bathroom off family room for guests. The spacious master bedroom suite has double door entry, walk in closet, and the remodeled & upgraded master bathroom has dual sinks plus separate tub & custom shower. 3 guest bedrooms with bathroom are in a separate wing from the master bedroom. This move in condition home has been lovingly maintained, updated and upgraded with amazing features like a SOLAR POWER SYSTEM (installed 2023 & you only pay $33/month TOTAL to connect to grid), PROGRAMMABLE ROOF LIGHTING (2023), NEW ROOF & GUTTERS (2022), REPLACED 6 WINDOWS ON 1st FLOOR (2022) with Renewal by Anderson windows, custom pantry in kitchen and entertainment center with lighting in the family room, wood look tile throughout home (except in bedrooms & bonus room) for easy care, ETC. List of improvements with dates & costs available. Lakes of Windermere is a charming & family friendly neighborhood with mature trees, community pool, tennis courts, playground, basketball court, volley ball, soccer field, community dock, and nearby dog park, shopping, and restaurants. Walk out front and you can see the nightly Disney fireworks !

6990 Smithshire Lane, Windermere

7616 Colbury Avenue, Windermere
$675,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 02 SubDv. ⋅ 34786 Zip Code
Location, location, location! Welcome to this beautiful Windermere pool home, perfectly positioned with serene lake views and just a short distance from the tennis courts. This 4-bedroom, 3-bathroom residence offers over 2,700 square feet of living space and is truly a must-see. As you arrive, you’ll immediately appreciate the oversized driveway, 3-car garage, and charming front porch—the perfect spot to relax with a book and enjoy the peaceful surroundings. The home has only been used as a second home, never lived in permanently, and the sellers are open to leaving it fully furnished, making it an ideal turnkey opportunity. Additional peace of mind comes with a new roof replaced in 2022. Step inside to be greeted by soaring two-story ceilings, abundant natural light, and expansive windows that enhance the combined formal living and dining area, creating a versatile and inviting space for entertaining. The open-concept kitchen and family room are perfect for everyday living. The kitchen features oak cabinetry, black granite countertops, black appliances, and a walk-in pantry, while the spacious family room opens through sliding doors to the lanai. Outside, enjoy the screened-in, extended pool deck with a private pool and spa, overlooking a tranquil pond and walking trail. This outdoor space is ideal for watching sunsets and local wildlife, offering true Florida living at its best. The primary suite is generously sized and also enjoys pond views, with direct access to the pool deck. The en-suite bathroom feels spa-like, featuring his-and-her vanities, a large soaking tub, and a walk-in glass shower, along with a huge walk-in closet. Upstairs, you’ll find a spacious loft area, currently used as a TV lounge but equally suited for a home office or play area. There is also a second en-suite bedroom, along with two additional generously sized bedrooms that share a hall bathroom with a tub and overhead shower. Ideally located just minutes from Windermere High School, Walt Disney World, shopping, dining, and major attractions. The neighborhood is beautifully landscaped with magnolia and oak trees and offers fantastic amenities including a community pool, tennis courts, and children’s playground. This exceptional home combines location, lifestyle, and flexibility—schedule your private showing today.

7616 Colbury Avenue, Windermere

6965 Tettenhall Lane, Windermere
$675,000
5 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 04 SubDv. ⋅ 34786 Zip Code
Beautiful updated windermere home featuring 5 bedrooms 3 full bathrooms , with major upgrades already completed for a peace of mind . Enjoy a brand new roof 05/26 , a brand new Ac 2 Units 05/26 and a brand new water heater 05/26 . Marble floor through downstairs and laminate upstairs , along with remodeled Bathrooms . The house is looking over a stunning view of a pond with a water fountain and looking everyday at the Disney fireworks . Perfectly situated minutes from all the attractions Disney , universal , and SeaWorld and also close to all shopping , Dining and major Highways . Walking distance to top rated schools . Fenced backyard with A screened pool .The community offers incredible amenities including a pool,Tennis court , Sand volleyball and Basketball court and two playgrounds . This move-in-ready property combines modern updates comfort , and functionality in one of windermere's most desirable locations .Don't miss this exceptional opportunity. Schedule your showing today . The listing agent is the owner .

6965 Tettenhall Lane, Windermere

13836 Bluebird Pond Road, Windermere
$665,000
3 Beds ⋅ 2 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38 attic insulation. Fiber optic cable is available, and the property offers room for a pool along with a one-year home warranty. Low HOA. Enjoy the spacious lanai accessible from both the family room and the primary bedroom. Start your mornings on the charming front porch overlooking the park. Summerport community amenities include a pool, fitness center, tennis, volleyball, and basketball courts, as well as a playground. Additional highlights include a rear-access two-car garage with storage shelves. Conveniently located just minutes from top-rated schools, dining, entertainment, and theme parks. Schedule your showing today and experience this beautiful home set in a garden-like setting.

13836 Bluebird Pond Road, Windermere

7271 Sunny Meadow Aly, Windermere
$665,000
3 Beds ⋅ 3 Baths ⋅ Ashlin Park Ph 1 SubDv. ⋅ 34786 Zip Code
This meticulously maintained contemporary home is ideally situated on a premium FENCED corner lot just steps from the resort style community pool and clubhouse in sought after Ashlin Park in Windermere. Your family will enjoy the private and large fenced yard! This home is like new and features a long list of amazing upgrades - including recently installed luxury vinyl plank flooring and designer lighting. The entire home has a clean and contemporary design aesthetic with smooth walls and ceilings in serene colors, quartz countertops, flat panel 42” cabinets, tumbled marble and glass backsplash, and designer lighting. Tons of windows and double French doors provide abundant natural light for a bright and airy ambience. The kitchen is the heart of every home and this one offers a large island with seating, stainless appliances and an open flow into the family room, dining room and large screened lanai offering the ultimate space to entertain family and friends. The screened lanai is plumbed for a summer kitchen and offers a tranquil space to enjoy your outdoor oasis. The FENCED yard has mature privacy landscaping with room for your family and pets to run and play. Professionally landscaped with a well manicured lawn, the property is the envy of the neighborhood. Upstairs, the master suite is a harmonious retreat with French doors to a private balcony, a huge walk-in closet and a luxurious bath suite featuring a rain shower and jetted tub. The additional bedrooms are ample and elegantly appointed and ALL bedrooms feature luxury vinyl plank floors. The bathrooms are upgraded with premium cabinetry and quartz countertops. Ashlin Park is conveniently located for easy access to highways, theme parks, dining and shopping. The community pool and clubhouse are an easy walk from your front door and there are walking trails and park space throughout this tranquil neighborhood for exercise and leisurely strolls. Enjoy the charm of Windermere with easy access to the Butler Chain of Lakes, world class dining and entertainment, golfing, boating, fishing and more. Known for top-rated schools, Windermere truly offers a wonderful quality of life! This house is truly a MUST SEE! All information intended to be accurate but BUYER SHOULD VERIFY ALL MEASUREMENTS, SQ. FOOTAGE, HOA RESTRICTIONS AND FEES.

7271 Sunny Meadow Aly, Windermere

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