Refine Search
Sort by
$1,075,000
5 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Fully Furnished- Located in the highly desirable Windermere Trails community, this impressive residence offers 5 bedrooms, 4 full bathrooms, a media room, loft, gym, and game room, providing plenty of space for both everyday living and entertaining. The home features elegant iron stair railings, formal living and dining areas, and an open-concept layout designed for comfort and functionality. The gourmet kitchen showcases stainless steel appliances, a 36-inch cooktop, 42-inch cabinetry with crown molding, quartz countertops, upgraded backsplash, and a spacious walk-in pantry. The primary suite includes a large walk-in closet and a luxurious bathroom with dual vanities and a private water closet. An upgraded home theater with fiber-optic illuminated ceiling and wall panels creates a unique entertainment experience. Step outside to enjoy a beautifully landscaped, fully fenced backyard with dual gate access, a tranquil water feature, and an extended covered lanai perfect for relaxing or entertaining. Residents enjoy access to community amenities including walking trails, a resort-style pool, playground, dog park, pavilions, and fitness areas. The property is being offered partially furnished, with many of the furnishings and features shown in the photos included in the sale.

8316 Lookout Pointe Drive, Windermere

$1,050,000
5 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Experience the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 4-bathroom home in the highly sought-after Windermere Isle community. Enjoy nightly Disney fireworks from the second floor! A charming covered front porch welcomes you inside, where the foyer showcases beautiful wood-look tile flooring that flows seamlessly throughout the main living areas. Thoughtfully designed with both functionality and flexibility in mind, this home offers space for a variety of lifestyles. Just off the entry is a spacious first-floor bedroom with a large walk-in closet and convenient access to a full bath, making it ideal for guests, a home office, fitness room, or creative space. The elegant formal dining room with tray ceiling is ready to host everything from holiday gatherings to intimate dinners. Designed to impress, the chef’s kitchen features quartz countertops, sleek gray shaker cabinetry, stainless steel appliances, built-in double convection ovens, a 5-burner gas cooktop, French door refrigerator, stylish subway tile backsplash, a spacious island with seating, and plenty of room for casual dining. A butler’s pantry and oversized walk-in pantry provide exceptional storage. Step outside and discover your own private Florida oasis. The heated saltwater pool and spa, panoramic screen enclosure, summer kitchen, extended paver patio, and oversized fenced backyard create the perfect setting for entertaining, outdoor dining, or simply relaxing in the Florida sunshine. The staircase with modern metal balusters leads to an expansive loft that provides additional living space perfect for movie nights, gaming, hobbies, or a quiet retreat. The luxurious primary suite offers two generous walk-in closets and a spa-inspired bath featuring dual vanities, a freestanding soaking tub, and a separate glass-enclosed shower. Three additional spacious bedrooms, all with walk-in closets—including one with a private en-suite bath—complete the second floor. Engineered hardwood flooring installed throughout the upper level in 2024 adds warmth, style, and durability. Additional highlights include overhead garage storage, a side-by-side refrigerator, bike racks, a convenient drop zone, and a washer and dryer that can convey with the home (negotiable). Fully paid whole-house solar panels were added in 2024, along with a Westinghouse whole-house water softener, filtration system, and drinking water purification system. Outside, you’ll enjoy beautifully landscaped gardens, mature lemon and orange trees, and generous green space. Community amenities include a resort-style pool with cabana and playground. HOA dues include lawn fertilization and mowing for both front and rear yards, pest control, cable television, and high-speed internet. Located just minutes from Walt Disney World, with approximately 11 minutes to the Magic Kingdom parking lot and 13 minutes to EPCOT, this home also offers convenient access to exceptional shopping, dining, entertainment, and highly rated schools. This is more than just a beautiful home—it’s a place to relax, entertain, and create lasting memories. Home is where your story begins… let me help you start your story.

8254 Procida Isle Lane, Windermere

$975,000
3 Beds ⋅ 3 Baths ⋅ Lake Down Shores Rep SubDv. ⋅ 34786 Zip Code
Welcome to this beautifully updated home situated on a full 1-acre homesite in a highly desirable, established community surrounded by mature trees. Enjoy access to the Butler Chain of Lakes for just $100 annually, offering an incredible opportunity for boating, fishing, and the Florida lake lifestyle. Inside, the home features a spacious open layout with an updated kitchen, white cabinetry, stone countertops, stainless-steel appliances, and a large island overlooking the living area. A rare double primary suite configuration provides exceptional flexibility for guests, multigenerational living, or a private retreat. The home also offers three full bathrooms, including beautifully updated baths with spacious walk-in showers. Two separate A/C systems help keep the home comfortable year-round. Generous living spaces and large bedrooms provide plenty of room to spread out. Outside, the acre-sized property and mature trees offer privacy and space that are increasingly hard to find. Add in an outstanding location with convenient access to shopping, dining, entertainment, and area attractions, and this home truly delivers. One-acre living, Butler Chain access, and a fantastic location—this is Florida living at its best.

9600 Ambleside Drive, Windermere

$964,500
5 Beds ⋅ 3 Baths ⋅ Willows At Lake Rhea Ph 01 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. YOUR SEARCH IS OVER! NOW AVAILABLE! Exceptional custom CAHILL pool home situated on a private sprawling .92 acre oversized lot in the highly desirable Willows at Lake Rhea in the Town Limits of Windermere. Offering 5 bedrooms, 3 bathrooms, the thoughtfully designed split floor plan provides an ideal balance of privacy, comfort and functionality. The home features elegant formal living and dining spaces , perfect for entertaining guests or enjoying special occasions. A warm wood burning fireplace serves as a beautiful focal point, creating a cozy atmosphere for relaxing with family and friends. The spacious 3 car garage provides ample room for vehicles, storage, and recreational equipment. An expansive outdoor space in complemented by a sparkling pool area creating a private retreat ideal for entertaining and enjoying Florida's year round lifestyle. Home is zoned for highly regarded schools including Windermere Elementary (walk, bike, golf cart), Bridgewater Middle School and Windermere High School. Conveniently located near world class attractions, premier shopping, dining and entertainment, this property offers the perfect combination of tranquility and accessibility. New roof in 2018. Don't miss your opportunity own a home for under $1 million dollars in this highly sought after and desirable WIndermemre neighborhood. Professional pics to come!

11348 Willow Gardens Drive, Windermere

$850,000
3 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Welcome to your immaculate and charming home in the heart of Downtown Windermere, where timeless traditional style meets modern convenience. Nestled beneath beautiful mature oak trees, this inviting property offers a spacious yard and a welcoming front porch perfect for relaxing in a pair of rocking chairs and enjoying the peaceful surroundings. Step through the front door into a light-filled interior featuring freshly painted walls and warm wood-look tile throughout the first floor. Your remodeled kitchen is both stylish and functional, featuring stainless steel appliances, a gas range, and granite countertops, perfect for everyday living and entertaining. Upstairs, the home showcases its original hardwood floors throughout, adding warmth and character. The spacious primary suite features a beautifully updated bathroom with custom cabinetry, walk in closets, granite countertops, and quality finishes. Two additional bedrooms and a full bathroom complete the second floor, providing plenty of space for family, guests, or a home office. The expansive, fully fenced backyard offers endless possibilities. There is ample room for a pool, playset, fire pit, outdoor games, and entertaining creating a wonderful private space to enjoy Florida’s beautiful weather. Ideally located within walking distance of the Windermere Farmers Market, local shops, restaurants, and more, with beautiful Lake Butler just blocks away, this home offers the best of the Old Windermere lifestyle. Additional highlights include a new roof installed in 2025, water softener, and newer AC unit. Don’t miss the opportunity to make this special home your own. Schedule your private showing today!

706 Oakdale Street, Windermere

$795,000
5 Beds ⋅ 5 Baths ⋅ Windermere Trls Ph 5b SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Set against a natural preserve, this Windermere home combines a flexible floor plan, thoughtful upgrades, and a backyard setting that feels removed from the everyday. Natural light fills the main living spaces, while distinctive ceiling beams in the dining room add warmth and character. A full bedroom and bathroom on the first floor provide flexible space for guests, extended stays, a private office, or everyday living. Upstairs, the spacious primary suite features two custom walk-in closets designed for exceptional storage and organization. Paid-off solar panels provide added energy efficiency without an additional solar payment, while fresh front landscaping enhances the home’s curb appeal. Step outside to a backyard framed by preserve views, local wildlife, and an added sense of privacy. The home’s mid-street position also creates a more tucked-away setting from the neighborhood entrances. Conveniently located in the Windermere and Horizon West area, the home offers easy access to shopping, dining, major roadways, and Walt Disney World. It brings together comfortable living, useful spaces, energy-conscious features, and a natural backdrop that is increasingly difficult to find.

9155 Outlook Rock Trail, Windermere

$760,000
5 Beds ⋅ 4 Baths ⋅ Westside Village SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Water-view. Welcome to 12832 Westside Village Loop, an exceptional Windermere residence offering an impressive combination of space, location, privacy, views, and highly desirable schools. Built in 2018 and offering approximately 3,705 square feet of living space with 5 bedrooms and 4 full bathrooms, this beautifully designed home provides a spacious and versatile layout ideal for both everyday living and entertaining. What truly sets this property apart is its unique lot positioning and open surroundings. Situated on an approximately 8,975-square-foot lot, the home enjoys a desirable open rear and side setting with peaceful pond views and significantly more visual openness than a typical interior lot, creating an enhanced sense of privacy, space, and tranquility. The irregular lot configuration and expansive green space surrounding the property provide a rare feeling of separation from neighboring homes and make the outdoor setting an exceptional feature of this residence. Beyond the property itself, the location is outstanding—nestled within the sought-after Westside Village community in Windermere, with convenient access to shopping, dining, Disney, major roadways, and the rapidly growing Horizon West area. The home is also currently zoned for the highly desirable Bay Lake Elementary, Horizon West Middle School, and Windermere High School, with Horizon West Middle exceptionally close to the community. Combining a distinctive lot, beautiful pond and open-space views, added privacy, generous living space, excellent schools, and a premier Windermere location, this property delivers a combination that is increasingly difficult to find in Central Florida.

12832 Westside Village Loop, Windermere

$759,000
4 Beds ⋅ 4 Baths ⋅ Lake Sawyer South Ph 05 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Welcome to 8104 Jailene Drive, a beautifully updated 4-bedroom, 3.5-bath pool home offering nearly 2,900 square feet of thoughtfully designed living space in the desirable Lake Sawyer community in Windermere. Set against a peaceful conservation backdrop with no rear neighbors, this home pairs privacy and outdoor living with a long list of recent improvements—including a NEW ROOF completed in May 2026, fresh interior paint and landscape lighting that beautifully highlights the property after sunset. Inside, an open, light-filled floor plan creates an easy flow for both everyday living and entertaining. The centrally located kitchen features upgraded cabinetry, Topazio White granite countertops a butler pantry, stainless steel appliances with a Bosch dishwasher, and generous workspace and storage. Custom details continue throughout the home, including upgraded wood and laminate flooring, a built-in credenza in the family room and built-in shelving in the office. The spacious primary suite offers a private retreat of its own, complete with a separate sitting area, oversized walk-in closet with built-in cabinetry. Step outside to the screened pool and enjoy a private backyard setting surrounded by mature landscaping and peaceful conservation views—an ideal place to unwind, entertain, or spend a quiet Florida afternoon. Additional conveniences include a washer and dryer, Vivant security system, and an attached 2-car garage. Some furnishings may also be negotiable. Lake Sawyer residents enjoy a community pool, basketball and tennis courts, walking trails, dog-walking areas, and more, all in a sought-after Windermere location convenient to shopping, dining, top area attractions, and everything that makes this part of Central Florida such a desirable place to call home. With significant updates already completed and an inviting indoor-outdoor lifestyle, 8104 Jailene Drive is ready for its next chapter.

8104 Jailene Drive, Windermere

$755,000
4 Beds ⋅ 4 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends timeless architecture, upscale finishes, and a thoughtfully designed floor plan tailored for both refined entertaining and comfortable everyday living. Surrounded by tranquil lakes, beautifully manicured streets, and a picturesque neighborhood setting, the home offers an impressive sense of arrival, beginning with its inviting covered front porch and attractive curb appeal. Inside, a welcoming foyer introduces gracious formal living and dining spaces that create an elegant backdrop for gatherings, celebrations, or quiet evenings at home. Just beyond, the sunlit family room serves as the heart of the residence, featuring soaring 20-foot wood ceilings that add warmth, character, and dramatic visual impact while seamlessly connecting to the gourmet kitchen. Designed with both beauty and functionality in mind, the kitchen is appointed with an expansive quartz island with double sinks, premium stainless-steel appliances, abundant custom cabinetry, generous workspace, and convenient access to the powder room and attached two-car garage, making daily routines and entertaining effortless. A striking wood staircase with an iron handrail enhances the home’s architectural appeal and leads to the second level, where the layout continues to provide comfort, privacy, and versatility for a variety of living needs. The private primary suite serves as a relaxing retreat, complete with a custom walk-in closet and a spa-inspired bath featuring dual sinks and a separate shower. Two well-appointed secondary bedrooms share a spacious Jack & Jill bathroom with a garden tub, while the junior suite offers its own private full bath with a walk-in shower, ideal for guests, multigenerational living, or anyone seeking additional privacy. A flexible bonus room provides space for a media room, playroom, office, or lounge, and the centrally located laundry room adds everyday convenience. Outdoors, the peaceful backyard extends the living space with a private tree-lined deck that creates a serene setting for al-Fresco dining, weekend entertaining, or unwinding in the shade after a long day. Spanning 3,161 square feet, the residence is enriched with upscale details throughout, including quartz countertops, generous walk-in closets, refined interior finishes, and a wired security system that adds peace of mind. An attached private Studio further enhances the home’s versatility, offering a comfortable and separate space for extended family, In-Laws, long-term guests, or roommates, with its own distinct access through the main entrance while remaining connected to the property. Beyond the home itself, residents enjoy access to top-rated schools and an impressive selection of community amenities, including a resort-style pool, clubhouse, playgrounds, and scenic walking and biking trails that wind around picturesque ponds and lakes, creating a lifestyle that is as desirable as the home itself. Just few miles to Disney Spring and amusement attractions. Don't miss the opportunity to own this gem perfectly located in the desired Ashlin Park community!!

7211 Still Pond Lane, Windermere

$750,000
5 Beds ⋅ 4 Baths ⋅ Providence Ph 02 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Welcome to this move-in ready 5-bedroom, 4-bath home in the desirable Providence community of Windermere. This spacious home features an open-concept layout with soaring 8-foot doors, arched entryways, crown molding, recessed lighting, tile flooring, and fresh interior paint. The gourmet kitchen offers granite countertops, stainless steel appliances, a large island, abundant cabinetry, and opens seamlessly to the family room and breakfast nook. The primary suite provides a private retreat with a sitting area, walk-in closet, dual vanities, garden tub, and direct access to patio from bedroom. Three additional bedrooms are located on the main floor, while upstairs features a private fifth bedroom with built-in shelving, a full bathroom, and a spacious bonus loft perfect for an office, media room, or guest space. Enjoy Florida living on the extended paved patio overlooking the fully fenced backyard. Recent updates include both HVAC systems replaced in 2022, new roof in 2024, exterior paint in 2025, and fresh interior paint. Providence offers a community pool, playground, sidewalks, and scenic green spaces with a gazebo overlooking the pond. Conveniently located near top-rated Windermere schools, Winter Garden Village, shopping, dining, Disney, SR-429, the Turnpike, and I-4.

6208 Talaria Drive, Windermere

$699,900
4 Beds ⋅ 3 Baths ⋅ Eden Isle Boat Ramp SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. 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

$699,900
4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Short Sale. Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!

14255 Sonco Avenue, Windermere

$699,000
4 Beds ⋅ 2 Baths ⋅ Gotha Town SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. A rare opportunity to own one of the few oversized homesites remaining in the heart of prestigious Windermere. Nestled on a beautifully maintained .68-acre lot with no HOA, this exceptional property offers endless possibilities in one of Central Florida's most sought-after locations. The street itself is a perfect blend of timeless charm and modern luxury, with established homes alongside stunning newly constructed custom estates, making this an ideal setting for both today's lifestyle and tomorrow's investment. Lovingly maintained by its owners, this spacious 4-bedroom, 2-bath home offers 2,433 square feet of living space, an oversized two-car garage, and an extra-long driveway with ample parking. Inside, you'll find an inviting split-bedroom floor plan featuring generously sized rooms throughout, including formal living and dining rooms, a spacious family room, and a converted sunroom that provides additional flexible living space. The home has been exceptionally cared for over the years and retains much of its original character and craftsmanship, offering a rare opportunity for buyers who appreciate vintage design or wish to create a stunning modern transformation. Major updates include a roof replaced approximately ten years ago, providing a solid foundation for whatever vision you choose. Whether you're looking for a move-in-ready home to personalize over time, an exciting renovation project, or the perfect homesite to create the custom luxury residence you've always imagined, this property offers flexibility that is becoming increasingly difficult to find in Windermere. Large, non-HOA homesites in this location are a true rarity. Enjoy the freedom to reimagine, renovate, expand, or build while being surrounded by multi-million-dollar homes in one of the area's most desirable neighborhoods. Conveniently located near top-rated schools, shopping, fine dining, golf, the Butler Chain of Lakes, downtown Windermere, Winter Garden, major highways, and Orlando's world-famous attractions, this is more than just a home—it's an opportunity to invest in one of Central Florida's premier addresses. Bring your imagination and discover the possibilities that await at this exceptional Windermere property. *Aerial photo property lines are an estimate and to be verified by buyer.

1452 Dingens Avenue, Windermere

$690,000
5 Beds ⋅ 3 Baths ⋅ Eden Isle SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. 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

$679,000
3 Beds ⋅ 2 Baths ⋅ Summerport Phase 1 SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Don’t miss the opportunity to live in the HIGHLY SOUGHT-AFTER A-RATED SCHOOL DISTRICT community of Summerport. This BEAUTIFUL ONE-STORY POOL HOME features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a NEW ROOF INSTALLED IN 2022. Step into a welcoming foyer that showcases the home’s OPEN LAYOUT. Two of the three bedrooms are located on the left side of the home, separated from the primary suite for added privacy. Continuing down the hallway, you’ll find a SPACIOUS FLEX ROOM currently being used as an additional bedroom, perfect as a guest room, office, gym, or playroom. The updated kitchen opens to a bright family and dining area filled with natural light. The primary suite is privately situated at the back of the home and features a WALK-IN CLOSET, dressing area, and an ensuite bathroom with DUAL SINKS, a separate shower, and a GARDEN TUB. Large sliding doors lead to your PRIVATE SCREENED-IN OASIS with a beautifully tiled lanai. The POOL AND SPA provide the perfect setting to enjoy the FLORIDA LIFESTYLE. Summerport offers excellent community amenities including a RESORT-STYLE POOL, fitness center, parks, playgrounds, and a fishing pier. Conveniently located near TOP-RATED SCHOOLS, shopping, major highways, and just MINUTES FROM DISNEY where you can enjoy the NIGHTLY FIREWORKS from the neighborhood. Don’t miss this INCREDIBLE OPPORTUNITY. Schedule your private showing today!

4948 Wise Bird Drive, Windermere

$650,000
Windermere Town Rep SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. A rare opportunity to build your dream home in the heart of Old Windermere. This cleared, vacant parcel consists of 7 total lots being offered for the first time — a truly unique chance to secure land in the Town of Windermere before it's gone. Enjoy golf cart-friendly streets, access to the famed Butler Chain of Lakes, and the convenience of natural gas already available. With no HOA, you have the freedom to design and build exactly the home you envision. Just a short walk to downtown shops, restaurants, and community events, this homesite combines small-town charm with unbeatable convenience. Opportunities like this don't last long — bring your builder and make it yours! Lots approx. 100' x 167'. Lots 19-22: $650,000 each | Lot 18: $700,000 | Lot 29: $750,000 | Lot 30: $800,000. Multiple offers on lots 29 & 30. Highest and best by Friday, 9/18 at 5:00 pm.

618 Ridgewood Drive, Windermere

$648,683
3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Design upgrades include gourmet kitchen with 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living.

13407 Lemon Orchard Bend, Windermere

$647,000
3 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code
Modern elegance meets resort-style living in the Lakes of Windermere. Welcome to a beautifully renovated craftsman-style home. Thoughtfully updated for today's lifestyle, this move-in-ready residence blends timeless architectural character with modern comfort, quality finishes, and inviting indoor-outdoor living. From the moment you step inside, natural light fills open-concept living spaces, creating a bright and welcoming atmosphere throughout the home. The thoughtful layout and carefully selected finishes provide the perfect balance of style, functionality and everyday comfort. At the center of the home is a beautifully appointed kitchen designed for both everyday living and entertaining. It features an oversized 36-in professional Electrolux induction range with convection oven, a 36-inch range hood, built-in wine cooler, granite countertops, and a classic farmhouse sink. Whether preparing a casual meal or entertaining guests, the kitchen is designed to be both functional and impressive. The majestic dining room table, chairs, sideboard and barstools convey with the home as an attractive option. The primary suite includes an added layer of flexibility with a versatile suite located adjacent to the master. Use it as a nursery, private home office, fitness space, reading room, or whatever best fits your lifestyle. Step outside and discover one of the home's standout features: a private tropical-inspired outdoor retreat. The professionally landscaped backyard includes an outdoor kitchen, custom-paved seating area, and integrated LED lighting--creating an inviting setting for entertaining, outdoor dining, or simply enjoying your own private space. Recent upgrades & features include the following: Roof (2022); 2-stage AC system (2023); water-softening filtration system (2022); enclosed patio (2024); Ecobee thermostat (2022); B-Hyve automated irrigation system (2022); outdoor kitchen refrigerator (2026); luxury vinyl plank flooring (2022); and carpeting (2022). Beyond the property itself, residents enjoy access to desirable community amenities, including a community pool, tennis court, playgrounds, and a scenic fishing dock. This is a home designed for the way people live today, with beautiful interior spaces, meaningful upgrades, flexible living areas, and an exceptional outdoor environment.

7033 Bramlea Lane, Windermere

$645,000
4 Beds ⋅ 2 Baths ⋅ Providence Ph 01 50 03 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. WELCOME to this STUNNING, BEAUTIFULLY UPDATED, MOVE-IN READY home in one of Windermere’s most desirable locations! From the moment you arrive, this exceptional property captures your attention with its BRICK-PAVED DRIVEWAY, CHARMING FRONT PORCH, BEAUTIFULLY ENHANCED FRONT AND BACK LANDSCAPING, and RAIN GUTTERS, offering outstanding curb appeal and a warm first impression. Boasting over 2,521 square feet of living space, this spacious home features 4 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE, and a thoughtfully designed open layout that is perfect for both comfortable everyday living and effortless entertaining. Inside, you will find TILE FLOORING THROUGHOUT, SOARING 8-FOOT DOORS, ARCHED WALKWAYS, CROWN MOLDING, UPGRADED LIGHT FIXTURES, and RECESSED LIGHTING THROUGHOUT THE HOUSE, creating a bright, elegant, and inviting atmosphere. This home has been tastefully refreshed with FRESH INTERIOR PAINT THROUGHOUT, and the KITCHEN CABINETS HAVE BEEN RE-SURFACED AND PAINTED, giving the entire home a clean, stylish, and modern feel. The kitchen opens seamlessly to the family room and breakfast nook, making it the perfect central space for gathering, relaxing, and entertaining. Additional highlights include STAINLESS STEEL APPLIANCES, CEILING FANS, BUILT-IN SURROUND SOUND, EXTERIOR SPOTLIGHTS, CAMERA SECURITY SYSTEM, and an EV CHARGING PORT INSTALLED, adding both comfort and modern convenience. Major value-added improvements include a RE-ROOF COMPLETED IN SEPTEMBER 2020, SPRAY FOAM ATTIC INSULATION for enhanced energy efficiency, and a HIGH-QUALITY HVAC SYSTEM INSTALLED IN OCTOBER 2017, offering lasting comfort and peace of mind. The oversized PRIMARY SUITE serves as a private retreat, complete with a cozy sitting area, CEILING MOLDING, and sliding glass door access to the SCREENED LANAI. The spacious primary bathroom features a GARDEN TUB, WALK-IN SHOWER WITH FRAMELESS GLASS DOOR, DUAL VANITIES, and a LARGE WALK-IN CLOSET. Step outside and enjoy the SCREENED LANAI and spacious backyard, ideal for relaxing, entertaining, or simply enjoying the Florida lifestyle. The community also offers a RESORT-STYLE POOL and TOT LOT for residents to enjoy. Perfectly located just minutes from top-rated schools, Windermere Preparatory, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, Butler Chain of Lakes, and world-famous theme parks, this home offers the perfect blend of LOCATION, STYLE, and VALUE. A rare opportunity to own a BEAUTIFULLY UPDATED home in Windermere that truly stands out. Schedule your private showing today! 3D TOUR AND FLOOR PLAN LINK ABOVE.

13226 Zori Lane, Windermere

$637,000
4 Beds ⋅ 2 Baths ⋅ Lake Sawyer South Ph 1 SubDv. ⋅ 34786 Zip Code
Virtually Staged. 13228 Roskin Ln is a two-story Windermere home with a two-story foyer and hardwood flooring through the main level. The kitchen features granite countertops, stainless steel appliances, wood cabinetry, and a center island that opens to the great room for connected living. A separate living area provides space for larger gatherings, with sliding doors leading to the screened lanai. The primary bathroom offers a soaking tub, a separate glass shower, and a dual-sink vanity, complemented by a spacious walk-in closet for organized storage. Additional bedrooms and full bathrooms provide flexible space throughout. A three-car garage completes this well-maintained residence with practical amenities throughout.. Included 100-Day Home Warranty with buyer activation

13228 Roskin Lane, Windermere

$629,900
5 Beds ⋅ 4 Baths ⋅ Belmere Village G-5 SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome home to 11773 Bella Milano Ct — a 5-bedroom, 3.5-bath residence on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy rare privacy with a wooded conservation view at the rear, bordering a park with no through-access, and a lot size just under a quarter acre. Inside, engineered hardwood and tile flooring flow through the main living areas (one living room is carpeted), beneath vaulted and 9'4"+ ceilings on the first floor. The spacious primary suite is a true retreat, featuring a garden tub, separate shower, dual vanities, private toilet closet, walk-in closet, and an adjoining sitting room with its own exterior entrance to the backyard. Four additional bedrooms deliver flexible space for family, guests, or a home office. The kitchen features stainless steel appliances. Major systems are well maintained: both HVAC units have been replaced (2023 and 2026), and the tile roof was resurfaced in 2023 with no major repairs since. A 2-car garage completes the home. Belmere's $140/month HOA includes a gated entrance, community pool, clubhouse, tennis courts, basketball court, sand volleyball court, playground, and fitness center — all within Windermere's top-rated school zone and minutes from the Butler Chain of Lakes and Winter Garden's Plant Street district.

11773 Bella Milano Court, Windermere

$629,900
4 Beds ⋅ 3 Baths ⋅ Lake Sawyer South SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Situated on a distinguished homesite in one of Windermere's most sought after locations, 13328 Overstreet Road impresses right when you pull into the oversized 6+ CAR PAVER DRIVWAY with parking for up to six vehicles. If any of those vehicles are electric, you can charge them using the installed TESLA CAR CHARGER and save $$ on the electric bill with the PAID-OFF SOLAR PANELS. This home defines exceptional value and modern efficiency. At the heart of the home, the GOURMET KITCHEN is an entertainer's dream, with not one, but two center islands, ample solid WOOD CABINETS with crown molding, granite counters, and a tile backsplash. A stainless steel appliance package complements these features. A spacious dining area, family room, a mini mudroom off the garage, and a multipurpose space with additional cabinetry perfect for a small office, coffee bar, or wine bar. If you are looking for some multigenerational space, take advantage of the downstairs ensuite, which includes built-in closet organizers, a new vanity and toilet and a walk in shower. There is no carpet; the entire first floor has ceramic tile and the stairs and upstairs feature newly installed hardwood flooring. Luxurious master suite provides ELECTRIC BLINDS to let the light in and out at your fingertips, a perfectly organized walk in closet with custom built ins plus a double sink vanity with vessel sinks, modern light framed mirrors and a remodeled huge walk in shower complete with a shower wand, RAINHEAD SHOWER  and pebble stone floor. The second floor also offers a tremendous bonus/game room, media lounge, office or fitness studio along with 2 additional bedrooms, a full bath, and a laundry room with its own built-in sink and cabinet. Additional interior upgrades include plantation shutters on the first floor, an electric blind to the exterior and a digital thermostat. Exterior features include a SCREEN ENCLOSED LANAI  overlooking the fully fenced backyard for quiet comfort, privacy and shade from the yard's mature landscaping. Pavers line the back patio, making it possible to step right outside to both grill and dine al fresco during the temperate fall, winter, and spring months here in Central Florida. Additional features include YEAR ROUND HOLIDAY LIGHTING installed on the home making you ready for every season with the flip of a switch. Neighborhood features include a community pool complete with lounge chairs and a covered pavilion, a basketball court, a tennis court, a putting green, playgrounds covered from the sun or rain, and plenty of green space. LOCATION BENEFITS include easy access to DISNEY, SR 429, SR 408 to Downtown Orlando, Florida Turnpike, I4, shopping, restaurants and much more! Combining sophisticated finishes, versatile living spaces, and cutting-edge energy-conscious upgrades, this exceptional Windermere residence offers a lifestyle as impressive as the home itself.

13328 Overstreet Road, Windermere

$625,000
4 Beds ⋅ 4 Baths ⋅ Belmere Village SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. Welcome to this 4-bedroom, 3.5-bath plus loft residence in the gated community of Belmere Village. Offering 2,837 square feet of thoughtfully designed living space, this home features soaring ceilings, abundant natural light, and a functional floor plan ideal for both everyday living and entertaining. The spacious kitchen is equipped with granite countertops, stainless steel appliances, and a center island. The private primary suite offers a bathtub and a separate walk-in shower. A secondary bedroom includes its own en-suite bath, creating the perfect setup for guests or multigenerational living. Step outside to a covered patio, providing the perfect space to enjoy your morning coffee, dine outdoors, or entertain year-round. Belmere Village residents enjoy resort-style amenities including a community pool, clubhouse, fitness center, and tennis courts. Ideally located near top-rated schools, shopping, dining, and major roadways, with Disney just 34 minutes away and Universal Epic Universe approximately 26 minutes away. This move-in-ready home offers the perfect combination of comfort, convenience, and location.

11854 Via Lucerna Circle, Windermere

$609,900
4 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Ph 02a SubDv. ⋅ 34786 Zip Code
Under contract-accepting backup offers. PRICE IMPROVEMENT! MOTIVATED SELLER! ***NEW ROOF IS DONE.***Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!

6601 Duncaster Street, Windermere

$600,000
4 Beds ⋅ 3 Baths ⋅ Summerport Phase 1 SubDv. ⋅ 34786 Zip Code
Fresh interior/exterior paint and HVAC serviced! Residing in Summerport, this delightful home features a practical design with spacious room sizes and a tranquil pond view, providing the ideal atmosphere for everyday living and entertaining guests. Four comfortable bedrooms in tandem with multiple living areas and two covered patios offer ample space for any occasion, while granite countertops, extensive cabinetry, and custom accents throughout add an elegant touch to the interior. Summerport offers residents a list of amenities, including a clubhouse, community pool, sports courts, and multiple trails, parks, playgrounds, and dog parks for endless fun without leaving the neighborhood. Beyond these exceptional amenities, the location provides easy access to daily necessities, medical services, recreation activities, and major highways. The Summerport Village, Winter Garden Village, Shoppes at Lake Butler, and Shoppes at Windward Cay are moments away, placing numerous dining and retail needs right at your fingertips. Nearby Braddock Park and Tibet-Butler Nature Preserve provide natural beauty and outdoor activities close by, while just moments from Disney and Universal, making it ideal for those seeking both tranquil residential living and entertainment accessibility. This combination of a practical design, peaceful pond view, quality amenities, and strategic positioning creates the ideal living experience. Don't let this exceptional opportunity slip away – schedule your private showing today!

13844 Amelia Pond Drive, Windermere

$600,000
3 Beds ⋅ 2 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code
Welcome to 7222 Still Pond Lane, a beautifully maintained 3-bedroom, 2-bath home offering 2,066 square feet of thoughtfully designed living space in the highly desirable Ashlin Park community. Built in 2016, this home combines modern finishes, excellent condition, and an outstanding location in one of Windermere's most sought-after neighborhoods, where homes are rarely available. Inside, the home has been exceptionally well cared for and is truly move-in ready, allowing its next owner to settle in with confidence. A a functional split floor plan layout designed for both everyday living and entertaining, complemented by granite countertops and engineered hardwood floors bring warmth and character to the main living areas. Step outside to a fully fenced backyard that provides privacy and space to relax, play, or entertain. Ashlin Park residents enjoy a variety of community amenities, including a resort-style pool, clubhouse, and playground, all contributing to the neighborhood's welcoming atmosphere. The location is hard to beat, with convenient access to shopping, dining, major roadways, and the growing Horizon West area. Zoned for Windermere High School and Horizon West Middle School, this home offers an exceptional combination of quality, convenience, and community. If you've been waiting for an opportunity to own in Ashlin Park, this is one you won't want to miss.

7222 Still Pond Lane, Windermere

$599,990
3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living.

13419 Lemon Orchard Bend, Windermere

$579,857
3 Beds ⋅ 3 Baths ⋅ Lake Cawood Cove SubDv. ⋅ 34786 Zip Code
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a private paver courtyard and two-car garage, perfectly located in the heart of Windermere. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. Design upgrades include 42" cabinets, quartz countertops, tiled backsplash, pendant lighting and stainless steel appliances. Ideally situated, you’re just 30 minutes from Orlando International Airport and 15 minutes from world-famous Disney theme parks. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. Residents will also enjoy a community pool and playground area. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living.

5577 Lemon Orchard Bend, Windermere