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10442 Birch Tree Lane, Windermere
$1,240,000
4 Beds ⋅ 3 Baths ⋅ Windermere Downs Ph 03 SubDv. ⋅ 34786 Zip Code
Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. • High ceilings and abundant windows fill the home with natural light. • The thoughtfully updated kitchen with high-end JennAir appliances and the large family room overlook a stunning resort-style pool and spa, an expansive covered lanai, and a screened pool deck create an exceptional outdoor oasis, all framed by a remarkably large backyard. • A double-sided fireplace connects the family room to an additional living space, and the split bedroom plan features a generous primary suite with large bath and walk-in closet, plus three spacious guest bedrooms on the opposite side of the home. • Wood floors run throughout all bedrooms. • The home has been meticulously maintained, with 2024 updates including new roof & gutters and exterior paint. • Additional features include a whole-house water softener, an updated laundry room featuring butcher block countertops, smart lighting controls, whole-house speakers, the expansive three-car garage with ample space for storage, tools & recreational equipment, and an irrigation well supporting low water costs. • Windermere Downs is one of Central Florida’s most sought-after lake communities, offering deeded access to Lake Down and the Butler Chain of Lakes. • The neighborhood features the only community lakefront lot on Lake Down, reserved exclusively for residents and their guests, with a natural sand beach, dock with gazebo, private boat ramp, and shaded green space for neighborhood gatherings and family enjoyment. • This golf cart-friendly community makes accessing these amenities effortless. • Additional amenities include Pleasance Circle Park with its large open lawn & playground shaded by a beautiful live oak canopy, along with Birch Tree Park featuring green space and swings. • Residents also enjoy two tennis courts, one lined for pickleball. • Seasonal gatherings, from sunset evenings at the lake to family-friendly events throughout the year, foster the strong sense of community Windermere Downs is known for. • Just minutes away, downtown Windermere offers a true small-town atmosphere anchored by the Town Hall, library, and police department. • Residents enjoy basketball courts, an Ace Hardware, coffee and ice cream shops, a beloved breakfast and lunch restaurant, and a neighborhood brewery, with additional restaurants and retail planned for the coming year. • Community traditions throughout the year include Philharmonic performances, the annual Christmas tree lighting, the Friday farmers market, and seasonal events that bring neighbors together. • Conveniently located near world-class attractions including Walt Disney World and Universal Studios, renowned golf courses such as Isleworth and Bay Hill, Restaurant Row, major highways, and highly regarded private schools including Trinity Prep, Lake Highland Prep, Windermere Prep, First Academy, and Bishop Moore. • A rare opportunity to enjoy space, privacy, and true lake community living in Windermere.

10442 Birch Tree Lane, Windermere

11721 Camden Park Drive, Windermere
$1,230,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Keene’s Pointe offers exceptional variety, with values that reflect each home’s design and level of renovation. This fully updated 4-bedroom, 3-bath home has been carefully reimagined and is now competitively priced to meet current market realities. The seller is motivated and ready to collaborate with buyers for a smooth closing. Completely renewed in 2024, among many designer upgrades, this turn-key residence offers a NEW ROOF, NEW HVACs, NEW WATER HEATER, NEW Exterior Paint. The designer gourmet kitchen features Café appliances, quartz counters, lots of storage and a large island, while the gorgeous primary suite provides spa-like comfort with a soaking tub and frameless shower. Elevated design decisions throughout the home. A Private glassed Den is a highlight of this home's natural light and smart space usage. Enjoy a sparkling pool, screened lanai, and lush landscaping within the guard-gated elegance of Keene’s Pointe—home to the Golden Bear Club, golf, tennis, fitness, dining, and private lake access. Zoned for top-rated schools Windermere Elementary, Bridgewater Middle and Windermere High School and nearby is the #1 Private School in Central Florida - Windermere Prep. Close to Disney, I-4 and the 429, traveling through Central Florida is a breeze. This residence offers more than a home—it offers the promise of a life beautifully lived in one of Central Florida’s most cherished communities.

11721 Camden Park Drive, Windermere

2828 Ingeborg Court, Windermere
$1,220,000
5 Beds ⋅ 5 Baths ⋅ Les Terraces SubDv. ⋅ 34786 Zip Code
Welcome to this Mediterranean dream home tucked away at the end of a quiet cul-de-sac in Windermere, just steps from beautiful Lake Down. Sitting on over an acre of fenced land, this property is one of the most unique opportunities in the area. From the moment you arrive, the curb appeal stands out with a circular driveway that flows into a full side driveway leading to an oversized detached two-car garage—offering plenty of room for vehicles, a boat, or equipment. The property includes both a main residence and a private guest house, or a Casita, creating the perfect setup for multigenerational living or rental income. Step inside the main home, featuring four bedrooms and three and a half bathrooms, and you’ll immediately feel the openness and see the timeless updates framed by views of the sparkling pool beyond. Elegant ceiling beams and luxury vinyl plank flooring run throughout. To the left, the formal living room welcomes you with a wood-burning fireplace and extends toward the pool into a bright entertainment area highlighted by a wet bar and accent wall. The main living area in the front of the house also features a stylish full bathroom. The kitchen opens to the main living space and features updated soft-close cabinetry, stainless steel appliances, and a six-burner ZLINE gas range with a custom wood hood. A large center island provides additional storage with cabinets on all sides, making it both functional and stylish. Between the kitchen and the breakfast nook, there’s plenty of room for a full dining table, giving you flexibility for both casual and formal gatherings. The breakfast nook is set in its own cozy corner, extending from the open living area and filled with natural light. The primary suite, located on the northeast side of the home, is spacious enough for a reading nook or home office, with two sliding doors leading to the pool patio and two walk-in closets. The primary bathroom features a double vanity, a jetted tub, and a walk-in glass shower, plus a rare private courtyard for moments of tranquility. A large bonus room, with a half bath, offers flexible use—ideal for a playroom, craft space, movie room, or even a second primary suite. The bonus room has a powder bathroom. Toward the back of the home are three additional bedrooms and a fully renovated bathroom with a dual vanity and other modern finishes. One of these bedrooms has direct access to the pool patio, where you’ll find a wet bar with a wine fridge and sink, making entertaining easy. The lanai is fully screened and showcases a heated pool and spa. The entire pool area, including the decking, resurfacing, and pool equipment, has been recently upgraded, and all pool functions can be controlled via Bluetooth. A convenient storage room adds extra utility. Across the expansive backyard with Oak trees, sits the charming Casita—complete with a kitchenette, bedroom, and full bathroom. It’s ideal for guests, family, or even as an income-producing unit. The current owner leases it for $1,300 per month, adding incredible flexibility and value to the property. Combined, the main residence and Casita offer five bedrooms and four and a half bathrooms. Located minutes from downtown Windermere and Dr. Phillips, and just a short drive from Orlando’s world-famous attractions, this rare property blends privacy, functionality, and luxury in one exceptional package. Schedule your private showing today.

2828 Ingeborg Court, Windermere

1849 Watermere Lane, Windermere
$1,210,000
5 Beds ⋅ 4 Baths ⋅ Windermere Grande SubDv. ⋅ 34786 Zip Code
1849 Watermere Ln. offers a traditional-styled, versatile nearly 4000 ft.² floor plan with 4 to 5 bedrooms and 3 1/2 baths. It features a three-car side-entry garage situated on three-quarter acres with no rear neighbors overlooking a 3-acre common area. To the back of the house, there’s a 1000 ft.² lanai undercover and a 1500 ft.² under screen. The 30-foot-long LED changing color lighted pool is equipped with an underground salt water filtration system and lighted bubbler. The back wall of the pool is lined with a blue, purple, and green iridescent tile. The pool has a pebble tech finish with a maximum depth of 6 1/2 feet. There’s also a separate six-person heated therapeutic spa with 72 powerful jets and changing light colors. The house has undergone upgrades to enhance energy efficiency and reduce utility costs. It boasts 74 Tesla solar panels on the roof that collect energy from dawn until sunset. Two Tesla storage batteries power the house when the sun sets. This system is designed to be off-grid, and Duke Energy purchases electricity from our system. We have an instant hot water system that allows simultaneous showers, baths, and appliance use. A well is used to irrigate the three-quarter acres of grass and planting. Household water usage is less than $25 month. There’s ample parking in a brick paver driveway with a long walkway leading to the front door. Double doors open to a spacious foyer, dining room, and formal living room. The ceilings are 14 feet high with crown molding and two large crystal contemporary chandeliers. The floors are Daltile continental slate in Egyptian beige, set diagonally throughout the house except for the bedrooms. Through a 12-foot sliding glass door in the living room, you can see the lanai, the pool, and the water features. To the right of the foyer and living room lies the master bedroom, featuring Brazilian teakwood hardwood floors, a tray ceiling, and a sliding glass door leading to the lanai. The master bedroom hallway connects to a spacious closet, the master bathroom equipped with a jetted tub, and a door that leads to the study, nursery, and sitting area. To the left of the living room, an archway entrance opens up to the U-shaped kitchen. This kitchen boasts real wood cabinets with granite countertops and a five-burner stove top. A large island and a two-door pantry complete the kitchen’s features. The kitchen overlooks the family room and TV room, which have two sliding glass doors that open up to the lanai and pool area. Adjacent to the family room is an in-law suite. This suite features cathedral ceilings with its own bedroom and bathroom, a kitchenette, and a sliding glass door that leads to the lanai. There’s also a separate entrance with a brick paver walkway that leads to the driveway. To the far left of the house, there are two additional bedrooms, a large bathroom, a stairway that leads to the bonus room above the three-car garage, and a laundry room lined with upper wood cabinets. The house also has a three-car garage, each with its own garage door. In 2017, the air conditioning system was replaced with a Trane system, and the house now has five air-conditioning zones throughout.

1849 Watermere Lane, Windermere

13734 Lake Cawood Drive, Windermere
$1,210,000
4 Beds ⋅ 4 Baths ⋅ Lake Cawood Estates SubDv. ⋅ 34786 Zip Code
NEW PRICE - SELLER MOTIVATED! Welcome to this stunning single-story luxury estate located in the highly sought-after gated community of Lake Cawood Estates in Windermere, Florida. Situated on nearly a full acre at the end of a cul-de-sac, this beautifully maintained four-bedroom, three-and-a-half-bathroom home offers over 4,400 square feet of spacious, thoughtfully designed living with a three-car garage and exceptional privacy. A long driveway and inviting covered front porch create a warm welcome, while soaring ceilings and tranquil pool views greet you the moment you step inside. The open floor plan is ideal for entertaining and everyday living, featuring a grand living room with gas fireplace, formal dining room with wet bar, expansive family room, and a versatile game or bonus room perfect for a media space, home office, or guest retreat. The gourmet kitchen opens seamlessly to the breakfast nook and family room and is beautifully appointed with granite countertops, stainless steel appliances, built-in double ovens, and a large center island. The luxurious primary suite offers tray ceilings, a private fireplace, sitting area, and abundant natural light, along with a spa-inspired ensuite featuring dual vanities, a jacuzzi tub and two spacious walk-in closets. Three additional bedrooms are generously sized with large closets and a convenient cabana bath provides direct access to the outdoor living area. Step outside to your private resort-style retreat featuring a screened heated pool and spa, expansive paver patio, and a fully equipped summer kitchen designed for year-round Florida living and entertaining. Large sliding doors provide seamless indoor-outdoor flow, enhancing the home’s open and airy feel. Built in 2004 and extensively upgraded for modern comfort and peace of mind, this move-in-ready home features a brand-new roof (2024), new A/C system (2024), new well system (2025), new water filtration system, new saltwater pool system (2025), fresh interior paint (2025), updated lighting and fans (2024), and new kitchen and laundry appliances including a GE Café refrigerator and dishwasher and Samsung washer and dryer. The property operates on well and septic, providing efficiency and long-term value. Ideally located near top-rated dining, shopping, and everyday conveniences, this exceptional home is approximately 15 minutes from Walt Disney World and less than 30 minutes from Orlando International Airport. This rare opportunity combines luxury, space, and major system upgrades in one of Central Florida’s most desirable communities. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.

13734 Lake Cawood Drive, Windermere

11407 Willow Gardens Drive, Windermere
$1,200,000
5 Beds ⋅ 3 Baths ⋅ Willows At Lake Rhea Ph 02 SubDv. ⋅ 34786 Zip Code
Welcome to 11407 Willow Gardens Dr, a beautifully maintained 5-bedroom, 3-bath Windermere home with a dedicated office, split floor plan, and inviting spaces designed for both everyday living and entertaining. This home features tile throughout (no carpet), a spacious game room with a pool table included, an electric fireplace, and four sliding glass doors that seamlessly blend the pool area with the indoor living spaces for true Florida indoor-outdoor living. The primary bedroom offers a special retreat with a two-sided gas fireplace, adding warmth and character to the space. Custom built-ins and back yard tree house are bonus features. Enjoy the private pool year-round with a new electric pool heater (2024), plus peace of mind from major recent upgrades including new windows (2021), two new AC units (2023), a new roof (2024), and fresh exterior paint (2025). With generous living areas, flexible work-from-home space, and big-ticket updates already completed, this move-in-ready home is a standout opportunity in one of Windermere’s most desirable areas.

11407 Willow Gardens Drive, Windermere

2127 Lilypad Lane, Windermere
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Willows At Lake Rhea Ph 01 SubDv. ⋅ 34786 Zip Code
Welcome to a rare opportunity in the highly sought-after Willows at Lake Rhea, where incredible design, extensive upgrades, and an elevated Windermere lifestyle come together on a private ½-acre cul-de-sac lot in one of Central Florida’s most desirable luxury communities. This exceptional 4-bedroom, 3-bath residence features a thoughtfully designed split floor plan with two dedicated home offices and a versatile flex space complete with a built-in bar, currently designed as a sports and media room with multiple TVs, soundbar, and its own independent AC, creating the perfect balance of productivity and entertainment. At the center of the home, a fully reimagined custom designer kitchen flows seamlessly into the main living areas and showcases premium finishes, high-end appliances, and a reverse osmosis system, all complemented by architectural details like shiplap ceilings, barn doors, and curated lighting that add warmth and sophistication throughout. The outdoor living space is a beautifully landscaped setting with mature trees and a heated inground saltwater pool and spa featuring a color-changing LED lighting system, designed for both relaxation and hosting. This home has been meticulously upgraded with over $400,000 in improvements including a new roof, windows, doors, gutters, AC, smart WiFi thermostats, a smart WiFi hybrid hot water heater, smart WiFi Sprinkler controller, interior and exterior paint, pool equipment, and a Tesla charger, offering true peace of mind and move-in confidence, along with AT&T fiber internet delivering 1G/1G speeds for seamless connectivity. A side-entry 3-car garage, plantation shutters, and too many other details to list complete the home, while the location delivers unmatched convenience with walking distance to the Windermere Farmer’s Market, zoning for top-rated Windermere High School, and quick access to Winter Garden Village, the 408, and 429. Residents also enjoy community amenities including a park, basketball, and pickleball courts, all surrounded by the charm of Windermere and the lifestyle of the Butler Chain of Lakes, making this more than a home, it is a refined living experience that checks all the boxes in a community that truly offers it all. You have found your forever home.

2127 Lilypad Lane, Windermere

11334 Camden Loop Way, Windermere
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Nestled within the guard-gated community of Keene’s Pointe, this beautifully updated single-story home offers a well-designed, functional layout with tasteful upgrades throughout. Recent improvements include luxury vinyl flooring, updated lighting, fresh interior and exterior paint, and a new roof installed in 2024, making the home truly move-in ready. The open-concept kitchen and family room are filled with natural light and feature refinished cabinetry, granite countertops, stainless steel appliances, a gas range, and double ovens, flowing seamlessly through French doors to a screened pool and covered patio—perfect for both entertaining and everyday Florida living. The desirable split floor plan provides privacy, with a spacious primary suite overlooking the pool and offering multiple walk-in closets and a well-appointed en-suite bath with a soaking tub, large walk-in shower, and private toilet room, while three additional bedrooms and two full bathrooms are tucked away toward the rear of the home. Outdoors, the private pool area is enhanced with stacked river stone and a tranquil water feature, creating a serene retreat. Additional highlights include a laundry room conveniently located off the kitchen, an oversized three-car garage with freshly painted floors, and a welcoming front porch surrounded by mature oak trees. Residents enjoy 24-hour security, access to a community boat ramp on Lake Burden, scenic walking trails, and nearby parks, with optional membership available at the Golden Bear Club featuring golf, tennis, dining, and the Jack Nicklaus Signature Golf Course, all just minutes from top-rated schools and shopping at Lakeside Village Center.

11334 Camden Loop Way, Windermere

11318 Fenimore Court Court, Windermere
$1,185,000
4 Beds ⋅ 3 Baths ⋅ Keenes Pointe Ut 06 50 95 SubDv. ⋅ 34786 Zip Code
Welcome to 11318 Fenimore Ct, where a beautiful home awaits. This fully upgraded residence boasts four spacious bedrooms and three luxurious bathrooms, nestled on an expansive cul-de-sac lot overlooking a serene pond in Keene’s Pointe. Experience the joy of luxury living within a 24-hour, man-gated community nestled in the renowned Windermere. Oversized cul-de-sac lot for relaxation and outdoor activities, while the three-car garage with cabinets offers extra storage. Custom closets in bedrooms , granite countertops in bathrooms, and travertine floors add a touch of elegance throughout the house. The bedrooms boast luxury vinyl plank floors, while the master bathroom features a jacuzzi tub. The kitchen is equipped with top-of-the-line KitchenAid appliances, custom cabinetry and granite countertops, making it a culinary delight. Throughout the house, crown moldings add sophistication, and the air conditioning system, installed in 2016, ensures comfortable temperatures throughout the year. Additionally, new air conditioning components were also replaced in 2025. A new roof was installed in 2020 with gutters. The water heater was replaced in 2022, and also a new pool heater and pool equipment components in 2025. New interior and exterior paint in 2025 enhanced its curb appeal. New Andersen windows were installed throughout the house in 2024, and new attic insulation in 2025, further improving energy efficiency. The surrounding landscape is lush and vibrant, providing a beautiful backdrop for your outdoor activities. The driveway is conveniently oversized. Within the community, you’ll find The Golden Bear Club, an 18-hole golf course designed by the legendary Jack Nicklaus. Golf enthusiasts will enjoy the challenging course, while tennis players can enjoy the courts. Amenities also include fitness facilities, swimming pools, and dining options. Keenes Pointe offers a variety of recreational activities, with playgrounds, walking trails, and boat dock access to the Chain of Lakes and Lake Burden. Its convenient location near shopping, dining, major expressways, tourist attractions, top-rated public and private schools makes it an ideal place to live. Come and see it for yourself!

11318 Fenimore Court Court, Windermere

11947 Lake Butler Boulevard, Windermere
$1,180,000
Lake Butler Estates SubDv. ⋅ 34786 Zip Code
A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer to verify approval and permitting status directly with the county and/or Town of Windermere. The homesite has already been thoughtfully elevated, offering enhanced sightlines, improved drainage, and an ideal foundation for a future luxury residence. Located just minutes from downtown Windermere, top private schools, championship golf courses, and the area’s finest dining and amenities, this parcel delivers an unmatched setting for a world-class estate. Opportunities of this caliber are increasingly limited—secure a premier position in the “Town Among the Lakes” and bring your dream home to life on one of Old Windermere’s most desirable homesites.

11947 Lake Butler Boulevard, Windermere

3138 Seigneury Drive, Windermere
$1,175,000
4 Beds ⋅ 5 Baths ⋅ Harbor Isle SubDv. ⋅ 34786 Zip Code
Timeless style and classic design unfold behind the gates of Harbor Isle, one of Windermere’s most sought-after communities. This custom-built estate residence offers captivating views of Lake Down on the pristine Butler Chain of Lakes. Featuring all living areas on the first floor except for a bonus room upstairs, this thoughtfully crafted home offers separate formal and living spaces and a private den. The generously-sized primary retreat has a gas fireplace and large bath including oversized shower. Clerestory windows bathe the home in an abundance of natural sunlight. Three secondary bedrooms on the first floor include a guest room with pool bath and a pocket door feature to create a private suite. The additional bedrooms on the first floor are joined by a jack-and-jill-style bathroom. A multi-use space on the second floor is mammoth in size and is a perfect retreat for working from home, game room, or playroom. With an adjacent full bath, the space is large enough to be converted into two additional bedrooms. The screen enclosed pool and spa with patio offers a tranquil escape with lake views in the distance. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.

3138 Seigneury Drive, Windermere

13421 Bonica Way, Windermere
$1,170,000
6 Beds ⋅ 5 Baths ⋅ Tildens Grove Ph 02 SubDv. ⋅ 34786 Zip Code
Gorgeous East facing custom estate on a .63-acre lot in the highly sought-after 24-hour guard-gated community of Tildens Grove in Windermere. This elegant home offers 6 bedrooms, 4.5 baths, and an open layout perfect for entertaining, all located near top-rated schools, the Butler Chain of Lakes, Winter Garden Village, major highways, and Walt Disney World. Kitchen has two-tone cabinetry, granite countertops, an oversized island, gas cooktop, double ovens, walk-in pantry, and brick wine cellar with cast iron doors. The kitchen opens to a spacious family room with custom built-ins, gas fireplace, and French doors leading to the lanai. Formal living and dining rooms showcase tray and coffered ceilings, with travertine flooring and crown molding throughout the main areas. Fenced yard. The primary suite features a sitting area, bay windows, French doors to the pool, dual walk-in closets, and a bath with soaking tub, dual vanities, and walk-in shower. A connected flex room can serve as an office, nursery, or additional bedroom. The split floor plan offers privacy, while upstairs includes a bonus room, bedroom, full bath. Additional highlights include a dedicated office, oversized 3-car garage, and numerous updates such as new A/C, water softener, gas stove, washer/dryer, electrical upgrades, and fresh exterior paint. Tildens Grove is an exclusive community of 140 homes offering tennis courts, playground, basketball court, and soccer field, with a neighborhood park just steps away.

13421 Bonica Way, Windermere

2 Oakdale Street, Windermere
$1,160,000
3 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code
CANAL FRONTAGE ON 2 SIDES! Extremely RARE in the TOWN OF WINDERMERE, a single story 3/2 in a CUL-DE-SAC, on a PAVED STREET with a DOCK and CANALS ON 2 SIDES giving DIRECT ACCESS to LAKE DOWN AND WASEON BAY and the ENTIRE BUTLER CHAIN BEYOND. This lovingly maintained home is move-in ready, ready for your personal touches, or the ideal lot for your waterfront dream home. Extensive landscaping with abundant flowering plants and a covered front porch provide a warm welcome to this spacious ranch home. A foyer divides the kitchen and living spaces from the bedroom wing. The kitchen features solid surface countertops, wood cabinets and a breakfast nook with views of Lake Down. A large formal dining room and living room offer ample space for hosting holidays and entertaining family and friends. An absolutely enormous family room with wood plantation shutters is anchored by a beautiful wood burning fireplace and views of the canals. The spacious bedrooms feature vaulted ceilings and California closet organizers. The primary suite has an en-suite bathroom and sliding doors to a large, covered patio in the rear. The primary bath and hall bath have been beautifully updated. The large rear and side yards are also heavily landscaped with wood paths, mature cypress trees and unparalleled views of the canals. There is a COVERED DOCK in the rear. This is a NATURAL GAS home with hookups for the GRILL, DRYER and TANKLESS WATER HEATER. One of the 2 car garage bays currently houses a SAUNA. ROOF REPLACED in 2019, A/C in 2016. This is what Windermere living is all about - a large cul-de-sac waterfront lot on the Butler Chain of Lakes and a short distance to the shops and events in downtown Windermere.

2 Oakdale Street, Windermere

1250 Belfiore Way, Windermere
$1,160,000
5 Beds ⋅ 5 Baths ⋅ Tuscany Ridge 50 141 SubDv. ⋅ 34786 Zip Code
Imagine waking up each morning to sparkling water views—the pond and fountain glistening just beyond the window. That’s the lifestyle waiting for you in this Windermere luxury home inside the exclusive gated community of Tuscany Ridge. Step inside and discover the perfect balance of timeless elegance and everyday comfort. Soaring ceilings and sun-filled living spaces set the tone, while the chef’s kitchen complete with premium appliances including a natural gas stove, custom cabinetry, and a large center island designed for entertaining. The primary suite is a true retreat, offering Tuscan spa-inspired design, serene water and pool views, and two expansive walk-in closets. A thoughtful first-floor layout also includes a private office and guest suite, creating flexibility for work or multigenerational living. Upstairs, you’ll find three additional bedrooms, a versatile loft, and a screened balcony—ideal for movie nights, game days, or simply enjoying quiet moments of privacy. Outdoors, the extended screened lanai and resort-style pool overlook tranquil water views, delivering front-row seats to stunning Florida sunsets. Lush landscaping and fruit trees complete the picture of natural beauty and serenity. This 5-bedroom, 4.5-bath estate is more than a beautiful home—it’s about location. Tuscany Ridge offers a rare combination of privacy and convenience: top-rated schools, upscale shopping and dining, golf, and Orlando’s world-class attractions—including Disney and Universal—all just minutes away. Here, every day feels like a getaway. Welcome home to Tuscany Ridge living at its finest.

1250 Belfiore Way, Windermere

8409 Vivaro Isle Way, Windermere
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code
Welcome to 8409 Vivaro Isle Way, an exceptional move-in ready luxury residence located in the highly desirable community of Windermere Isle in Windermere. This impressive home offers 4,176 square feet of living space featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office space. Perfectly positioned approximately 2.5 miles from Magic Kingdom Park at Walt Disney World Resort, this elegant home offers the ideal combination of luxury, comfort, and the sought-after Central Florida lifestyle. Surrounded by conservation areas, residents enjoy privacy, tranquility, and a connection to nature while remaining close to premier golf courses, Hamlin Town Center, Horizon West, upscale dining, shopping, and major roadways. Recently painted inside and out, this energy-efficient smart home was thoughtfully designed with both functionality and sophistication in mind. The expansive open-concept floor plan features elegant 9'4" ceilings on the first floor and 9'0" ceilings on the second level, creating a spacious and airy feel throughout the home. The gourmet kitchen showcases upgraded cabinetry, stainless steel appliances, a walk-in pantry, and generous preparation and gathering space ideal for entertaining. Additional highlights include spacious living and dining areas, beautifully designed finishes throughout, and a private office space ideal for remote work or study. The functional layout includes two bedrooms conveniently located on the first floor, offering flexibility for guests, multigenerational living, or private workspace options. Upstairs, enjoy an ample loft filled with natural daylight, perfect for family gatherings, media space, game room, or flexible living area. The second floor also features a conveniently located laundry room and an additional junior suite with its own private full bathroom. All appliances are included, making this home truly move-in ready. The spacious owner’s suite offers a true private retreat featuring an in-suite bathroom with a generous walk-in closet, relaxing garden tub, and separate shower designed for comfort and relaxation. Step outside into your own private outdoor oasis featuring an extended covered and screened pool, spa, lanai, and travertine deck area designed for entertaining and year-round Florida living. The saltwater, gas-heated pool and spa combined with the spacious outdoor gathering areas create the perfect setting to relax and entertain. The fully fenced backyard and screened enclosure further enhance the outdoor experience. With no rear neighbors and surrounded by conservation, this home offers exceptional privacy and peaceful views. Enjoy breathtaking nightly Disney fireworks and connect with nature from your own backyard. Additional exterior highlights include future outdoor kitchen utility connections already available and newly finished epoxy garage floors that enhance both appearance and functionality. Residents of Windermere Isle enjoy resort-style amenities including a community pool, cabana, playground/tot lot, scenic conservation surroundings, and beautifully maintained streetscapes while remaining close to Disney, golf, shopping, dining, and everyday conveniences. Located within a highly rated school zone, this home presents a rare opportunity to own an exceptional property in one of Windermere’s most desirable communities. Experience the lifestyle, location, elegance, privacy, and convenience that make 8409 Vivaro Isle Way truly exceptional.

8409 Vivaro Isle Way, Windermere

109 E 12th Avenue, Windermere
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
SELLER WILL CONTRIBUTE $20,000 TOWARD BUYERS CLOSING COSTS. Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with NO HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2022), a/c (2016), plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.

109 E 12th Avenue, Windermere

6012 Roseate Spoonbill Drive, Windermere
$1,150,000
8 Beds ⋅ 5 Baths ⋅ Windermere Lndgs SubDv. ⋅ 34786 Zip Code
Experience elevated living in this custom-built, energy-efficient Meritage estate, perfectly positioned on a rare double lot and thoughtfully enhanced with high-end upgrades throughout. Offering 8 bedrooms, 5 bathrooms, a private office, and an expansive bonus/theater room with wet bar, this home is designed for both luxury and versatility. There is also a spacious and versatile first-floor flex room, ideal as a game room, secondary living area, or media space, setting the tone for the home’s flexible and functional layout. A standout feature of this residence is the presence of two primary suites—one conveniently located on the main floor and another upstairs—perfect for multigenerational living or hosting guests in comfort and privacy. The interior showcases 9-foot ceilings and upgraded LVP flooring, creating a warm yet refined atmosphere. The updated gourmet kitchen serves as the heart of the home, featuring built-in stainless steel appliances, a sleek electric cooktop with designer hood, upgraded quartz countertops, a custom tile backsplash, 42” cabinetry with soft-close drawers, expanded pantry space, and exceptional prep and storage areas. It flows seamlessly into the family room, making it ideal for entertaining. Thoughtful upgrades throughout the home include a new HVAC system, fully paid solar panels for significant energy savings, a 2023 water heater, a soft water system, CAT5 ethernet wiring throughout, and a wired security system, offering both efficiency and peace of mind. The primary suites have been beautifully updated with spa-inspired bathrooms, while additional bedrooms and baths provide ample space for family and guests. A second-floor laundry room adds everyday convenience, with an optional first-floor laundry hookup available for added flexibility. Step outside to your private resort-style oasis, featuring a $90K custom pool and spa, recently upgraded with a new pool pump and salt cell. The outdoor space is enhanced by a travertine marble deck, dual heaters, and a large, fully fenced backyard—perfect for relaxing or entertaining year-round. Upstairs, the expansive bonus/theater room with a large wet bar creates the ultimate entertainment experience, complemented by a built-in  surround sound system that brings music throughout the home. With its tile roof, paver driveway, stone accents, added gutters, and impeccable condition, this home shows like new. A rare opportunity to own a fully upgraded, move-in-ready estate with space, flexibility, and modern efficiency—this home truly stands apart.

6012 Roseate Spoonbill Drive, Windermere

8349 Vivaro Isle Way, Windermere
$1,150,000
6 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code
Pond View | Private Pool | Luxury Upgrades | No Rear Neighbors | Fireworks at Night. Live less than 10 minutes from Walt Disney World in this stunning located in the resort-style community of Windermere Isle. Enjoy water views, no rear neighbors, and nightly Magic Kingdom fireworks from your own backyard. The private outdoor oasis includes a sparkling pool and covered lanai—ideal for relaxing or entertaining. Inside, the open layout features elegant finishes throughout, including wainscoting, coffered ceilings, and built-in Klipsch speakers. The gourmet kitchen is a showstopper, with dual islands, level 5 granite, marble backsplash, a 42” Dacor refrigerator, 36” Viking gas stove, and custom coffee station with antique mirror backsplash that continues into the walk-in pantry with a second fridge. Upstairs, a spacious loft connects to four additional bedrooms, including the luxurious primary suite with double vanities, soaking tub, walk-in shower, and custom tile work. Windermere Isle HOA covers lawn care, cable, and 1gb internet. Community amenities include a pool, playground, walking trails, and sports fields. Zoned for top-rated Castleview Elementary and Horizon West Middle, and just minutes from Hamlin Town Center, premier golf, shopping, dining, and major highways.

8349 Vivaro Isle Way, Windermere

10506 Down Lakeview Circle, Windermere
$1,150,000
4 Beds ⋅ 3 Baths ⋅ Lakes SubDv. ⋅ 34786 Zip Code
Welcome Home to “The Lakes” — Windermere’s Hidden Gem Tucked away in the ultra-private The Lakes community of Windermere, this beautiful residence sits on a rare 1-acre lot with breathtaking views of Lake Down, part of the renowned Butler Chain of Lakes. With just 60 homes in the entire neighborhood, exclusivity and serenity come standard. Picture morning strolls through quiet, oak-lined streets, where friendly neighbors wave hello and safety is paramount. And while the HOA is surprisingly low, it generously includes unlimited access to your private tennis courts, fishing pier, and boat ramp—a rare perk in this area. Location is everything, and this one delivers. The private tennis courts are just two houses away. No driving, no waiting—just grab your racquet and walk a few steps to start your match. Next to the courts, you’ll find the private gated dock and boat ramp with direct access to Lake Down, one of Central Florida’s most desirable lakes. Bring your boat—there’s plenty of parking space right at the house. The home itself is a true sanctuary. From the newly installed majestic circular driveway to the lush, private backyard oasis, every detail has been thoughtfully designed for comfort, elegance, and unforgettable entertaining. Enjoy 4th of July fireworks and New Year’s Eve gatherings around the outdoor gas firepit, or unwind with a glass of wine in your covered travertine lanai by the pool. Inside, elegance meets comfort in every corner of this 4-bedroom + office home. The open-concept floor plan is bathed in natural light from every direction, highlighting luxurious finishes and creating a warm, inviting atmosphere. The dedicated office is ideal for remote work, complete with a stunning stone fireplace as your Zoom call backdrop and beautiful natural light streaming through the windows. The owner’s suite is a true retreat, with direct access to the pool and a luxury spa-like bathroom you have to see to believe. Relax in the jetted soaking tub with bubble massage and self-drying features, or enjoy the custom steam shower designed to melt the stress of the day away. With abundant built-ins and drawers, it’s like having your own personal spa at home. This home is not just a place to live—it’s a place to thrive. A place to create lasting memories, raise a family, entertain friends, or simply enjoy the peace and prestige of Windermere living. Schedule your private showing today—opportunities like this in The Lakes don’t come often.

10506 Down Lakeview Circle, Windermere

11419 Camden Park Drive, Windermere
$1,135,000
5 Beds ⋅ 5 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.

11419 Camden Park Drive, Windermere

1927 Watermere Lane, Windermere
$1,120,000
4 Beds ⋅ 4 Baths ⋅ Windermere Grande SubDv. ⋅ 34786 Zip Code
Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. These 5 bedrooms, 3.5 baths single-family home offers .85 acres of land and a sprawling 3,053 square feet of living space. This gated neighborhood provides direct access to an array of outdoor amenities including playgrounds, walking paths, and nearby lake views. Step inside your single-story split open floor plan full of eye-catching design elements and updates found throughout including a water softener and a reverse osmosis drinking water system. Located in the heart of the home is the expansive kitchen featuring updated appliances with modern finishes will be the ideal gathering place to entertain the whole family. All the sleeping quarters have been updated with warm wood flooring and ample closet space. The primary bedroom presents an abundance of room for a king bedrooms suite, a well-planned walk-in closet for the ultimate organization. The Jack and Jill bathroom shared with 2 bedrooms is fitting for family siblings. An additional bedroom off the family room would be perfect for the family member who wants some privacy from the rest of the home with easy access to another full-size bathroom. The 5th bedroom currently is used as a work-from-home office and could easily be converted back to a guest room for overnight guests. Outside, the well-maintained pool begs for a cannonball contest while the outdoor kitchen will establish your credibility as the perfect party host. Your little ones will never get bored as there is plenty of green space to play and explore in the backyard that faces a pond and has a direct path to the playground. Don't miss this amazing opportunity to rent your dream home!

1927 Watermere Lane, Windermere

2428 Butler Bay Drive N, Windermere
$1,115,000
4 Beds ⋅ 4 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code
This stunning updated 4 bedroom/4 bathroom executive pool home in exclusive Windermere Club has been meticulously maintained and is the perfect place to call home!!! Upon entering the gated community you will be impressed by the oversized lots and sprawling custom homes. When arriving to the residence and turning into the circular paver driveway you will enjoy the homes classic elevation with a tall center gable and a neutral exterior palette with classic French blue shutters. Upon stepping through the double entry doors you will immediately sense this home is special with a fabulous floorpan, open and spacious, perfect for entertaining. Soaring vaulted ceilings, wood moldings, wood flooring, French doors and neutral interior tones all contribute to the allure of a classic and timeless residence. The home offers a study with double doors located off the entry Foyer with custom built-in cabinetry/shelves. The oversized Dining Room overlooks the beautiful swimming pool and patio and is open to the kitchen. The Gourmet Kitchen with 42" cabinets, gorgeous granite counters tops, beautiful glass tile backsplash, a center island, stainless steel appliances is open to the large Breakfast Nook and spacious Family room featuring a gas fireplace with a custom wood mantel making it the perfect space for winding down after a long day or enjoying family gatherings and holidays. The home also benefits from tremendous natural light through its many windows. The oversized Primary Bedroom is fit for a King and Queen with French Doors overlooking the pool, a spa-like 5-piece Travertine bathroom featuring a shower, soaking tub, double vanities and two large walk-in closets with custom built-in shelving systems. The 3 additional bedrooms include 2 with ensuite bathrooms and a 3rd that is served by a hall bathroom. All of the bathrooms have been updated with high-end finishes. The 3 car side-entry garage with spacious car park area offers convenience and significant storage. The Pool area with covered space, an outdoor kitchen/grilling station and nature views is perfect for Florida entertaining! Schedule a showing today and see this amazing home before it's gone!

2428 Butler Bay Drive N, Windermere

8350 Bowden Way, Windermere
$1,115,000
3 Beds ⋅ 4 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code
Gated/24-hour attended Keene's Pointe. Home of The Golden Bear Club, a private membership club offering golf, tennis, fitness, dining and swimming. This thoughtfully designed home offers both space and functionality for modern living. Upon entry, you’re welcomed by a spacious formal dining room, formal living room, and a private office featuring classic French doors—perfect for working from home. Wood-look tile flooring flows seamlessly throughout the entire first floor, adding warmth and durability.The private primary suite is a true retreat, complete with a large walk-in closet featuring custom shelving and an en suite bathroom. The updated kitchen boasts white shaker cabinets, stainless appliances, ample storage, and a cozy breakfast nook that opens to the inviting family room—ideal for everyday living and entertaining.The first floor also includes two additional bedrooms, a fully renovated bathroom, and bonus space for work or play, offering flexibility for family or guests. Upstairs, you’ll find a spacious bonus room that can easily serve as a fourth bedroom along with a full bathroom—perfect for a guest suite or multi-purpose space.The back yard provides plenty of space for a future pool or entertaining area. There is also a garage with 2 spaces for cars and a tandem third space for golf cart or storage.Tankless gas water heater, water softner system, NEW ROOF in 2022, updated HVAC units (2026 and 2021), new paver driveway in 2026, designer touches throughout, and much more! This home combines comfort, style, and versatility—ready for you to move in and make it your own.

8350 Bowden Way, Windermere

2031 Willow Lauren Lane Unit L, Windermere
$1,100,000
5 Beds ⋅ 5 Baths ⋅ Willows At Lake Rhea Ph 03 SubDv. ⋅ 34786 Zip Code
Stunning William P Campbell custom home on a private, oversized lot of more than half an acre in one of the most desirable communities in the Town of Windermere-Willows at Lake Rhea! From the moment you arrive, the soaring 14-foot ceilings, abundant windows, and elegant glass French doors create a light-filled, inviting atmosphere with beautiful views of the pool and spa from nearly every room. Mature landscaping surrounds the property, creating a peaceful and private setting that is increasingly rare. Designed for both sophisticated entertaining and comfortable everyday living, the open-concept layout seamlessly connects the living room, dining room, gourmet kitchen, and family room, creating an exceptional space for gatherings. The chef’s kitchen is truly the heart of the home, featuring an induction cooktop, Wolf double ovens, Sub-Zero refrigerator, Bosch dishwasher, brand-new disposal, upgraded granite countertops, farmhouse sink, prep sink and an abundance of custom cabinetry for exceptional storage. The expansive private primary suite overlooks the sparkling pool and spa and offers two oversized walk-in closets. The luxurious primary bath features a massive walk-in-shower with dual shower heads, jetted tub, and an impressive dual vanity. Two additional generously sized bedrooms share a Jack-and-Jill bath, while the fourth bedroom offers privacy and direct access to the pool bath-perfect for guests. Upstairs an oversized bonus room/fifth bedroom provides incredible flexibility and includes a full bath and wet bar, making it an ideal guest suite, media room, office, or entertaining space. Step outside to your private pool and spa and enjoy the Florida lifestyle in complete comfort, with a fabulous outdoor kitchen, creating the perfect setting for al fresco dining and entertaining. This exceptional home is truly move-in ready with a new roof in 2016, newer AC systems in 2021 and 2026, and a repipe completed in 2024. A three-car side-entry garage, expansive brick-paver driveway, and circular drive provide impressive curb appeal and abundant parking. Enjoy all the benefits of living in the Town of Windermere, including access to the Butler Chain of Lakes boat ramp, weekly Farmers Market, Public Library, and year-round community events. Willows At Lake Rhea offers an exceptional setting within one of Windermere’s most desirable communities, combining an outstanding custom home, a rare oversized private lot, and the lifestyle, charm and amenities that make Windermere so sought after.

2031 Willow Lauren Lane Unit L, Windermere

6443 Swanson Street, Windermere
$1,100,000
5 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code
From the moment you step inside, this beautiful Mediterranean-style pool home in Enclave at Windermere Landing makes a lasting impression. Offering 5 bedrooms, 4 full bathrooms, nearly 4,000 square feet of living space, and the thoughtfully designed Camellia floor plan, this home blends elegant design, everyday comfort, and inviting spaces for entertaining. The interior features porcelain tile throughout the first floor, a bright open layout, and generous living spaces that flow naturally from the formal dining room to the family room and kitchen. The gourmet kitchen is enhanced with quartz countertops, a large center island, a walk-in pantry, a butler’s pantry, and plenty of space for cooking, hosting, and gathering. The first floor also includes a guest bedroom, ideal for comfortably accommodating visitors. The study is perfect for a private home office. A large game room adds flexible space for movie nights, play, work, or relaxation. Upstairs, the spacious primary suite offers a true retreat with an oversized walk-in closet and a spa-like bathroom with dual vanities, a soaking tub, and a separate shower. The second floor also offers generously sized bedrooms. The upper-level laundry room adds effortless convenience to your daily routine. The backyard is designed for the Florida lifestyle, featuring a private in-ground pool, covered patio, deck space, and a newly added summer kitchen, creating the perfect setting for entertaining or enjoying quiet evenings at home. Both A/C units were replaced in 2024. Located in Windermere, near Keene’s Pointe, Golden Bear Golf and Country Club, Butler Chain of Lakes, shopping, dining, Disney parks, major roadways, and highly rated schools, this home offers the space, features, and location designed for the way you want to live. Don’t miss this rare opportunity to own a beautifully maintained pool home in one of Windermere’s desirable communities. Schedule your showing today!

6443 Swanson Street, Windermere

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