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$4,400,000
6 Beds 9 Baths Isleworth SubDv. 34786 Zip Code
Fully rebuilt and expanded in 2019, this rare single-story golf-front estate offers sun-filled living and panoramic views of Hole 4. Designed for refined luxury and effortless entertaining, the residence spans 5,721 square feet of interior living space (approximately 7,330 square feet total) on a professionally landscaped 0.51-acre lot. The open, light-filled floor plan includes six bedrooms, eight and a half baths, a private executive office, and a dedicated gym. Highlights include a chef’s kitchen with Sub-Zero and Wolf appliances, updated plumbing and electrical systems, smart-home prewiring, heated resort-style pool, epoxy-finished three-car garage, and numerous modern upgrades throughout. Set within one of Florida’s most exclusive private golf communities, residents enjoy championship golf, access to the Butler Chain of Lakes, luxury fitness and dining, curated social events, and 24-hour guarded security. Move-in ready and thoughtfully reimagined, this estate offers a rare combination of single-story living, golf-front views, and elevated lifestyle appeal for the most discerning buyer.

5157 Latrobe Drive, Windermere

$960,000
5 Beds 3 Baths Reserve At Belmere Ph 03 51 01 SubDv. 34786 Zip Code
**Experience luxury living in this beautifully renovated and freshly painted 5-bedroom, 3-bathroom home, featuring engineered hardwood flooring throughout and a spectacular private pool. Located in the highly desirable, 24-hour guard-gated Reserve at Belmere community in Windermere, this fully renovated home with modern upgrades offers a formal living room, formal dining room, and a spacious family room—perfect for both entertaining and everyday living. The gourmet kitchen is a true highlight, showcasing tall custom cabinetry, stainless steel appliances, a double oven, natural gas cooking, and a spacious center island with quartz countertops, providing ample cabinet space ideal for meal prep and hosting. Residents of The Reserve at Belmere enjoy access to top-tier amenities just a short walk away, including a lakefront park and pier on Lake Whitney, a playground, a fitness center, tennis courts, a basketball court, and sand volleyball. Conveniently located near Winter Garden Village, shopping, dining, and major highways including SR 50, SR 429, and the Florida Turnpike, this home offers the perfect blend of comfort, community, and convenience.**

11550 Delwick Drive, Windermere

$649,900
4 Beds 3 Baths Eden Isle SubDv. 34786 Zip Code
Beautifully updated one-story home in Eden Isle, a cozy lakefront community with a private boat ramp in Windermere! This 4-bedroom, 3-bath property boasts a brand-new roof, fresh interior paint, and new carpet in all bedrooms. The open layout offers spacious living areas, while the split-bedroom design provides ample privacy for all, and a versatile layout suitable for life’s everchanging needs. Enjoy an oversized backyard and a large rear covered lanai that is perfect for outdoor entertainment or relaxing in the shade. The home includes a 2-car garage plus an additional 1-car garage, both attached, providing ample storage and parking. Located in a sought-after gated community with a playground and private boat ramp to Lake Spear, this home is ready for its next chapter. Proximity to shopping, dining, top-rated schools, and numerous entertainment options place modern conveniences at your fingertips. Move-in ready with room to personalize. Schedule your private showing today.

6368 Sedona Leaf Court, Windermere

$1,400,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Fully updated to a high standard, this 5 bed 4 bath pool home is nestled within Windermere's highly sought after Keene's Pointe golfing community, gated with 24hr guard. Beautifully upgraded, including: NEW IN 2024 - Water Heaters and Exterior paint. NEW IN 2025 - Roof - Interior paint - Fully upgraded bathrooms - Fully upgraded kitchen with quartz countertops, large pantry closet and Frigidaire Gallery appliances - Exterior and interior lighting - Built in cabinetry in family room - Luxury vinyl plank flooring throughout home - Pool heater - Door furniture - 6" baseboards. Newer AC, fully serviced in 2025. Spacious, light and open floor plan with french doors leading onto the large covered lanai overlooking the full fenced pool and spa, pretty garden and summer kitchen with NEW grill, sink and refrigerator - the perfect entertainment area! Golf cart friendly Keene's Pointe is an active social community built around the famous Jack Nicholas, Golden Bear private golf course where golf and/or social membership is available. The social clubhouse has a restaurant, bar, private function rooms, fitness center, pool, tennis, pickle ball courts and organizes regular social events for the community, including the popular Thanksgiving Turkey Trot! Gorgeous walks within the community, including two boardwalks onto the famous Butler Chain of Lakes. The community also features two boat launches and four playgrounds. Keene's Pointe is conveniently located close to major highways, stores, restaurants and all the Orlando attractions. Just a short drive from historic Windermere Town with its weekly farmers market and monthly food trucks. Located in a great school district! Don't miss this opportunity to live the exclusive Florida lifestyle in this fabulous move in ready home!

11474 Claymont Circle, Windermere

$590,000
4 Beds 3 Baths Summerport SubDv. 34786 Zip Code
BACK ON THE MARKET! NEW Roof being installed, expected by end of January 2026! Charming SUMMERPORT home in desirable Windermere! You'll love this lovely 1-story on an oversized corner lot, with 4 bedrooms, 3 full baths, 3-way open & split plan, with high ceilings throughout. Many upgrades include wood floors in all bedrooms, tile floors in all traffic areas, huge open Kitchen with breakfast bar, stainless appliances, Good Morning Nook, and large adjoining Family room, ideal for entertaining and family gatherings! Large combo Living/Dining rooms, pool planned bath, Large covered and screened rear Lanai, inside laundry, oversized back yard and more! Summerport has parks, lakes, trails, close to great Windermere schools, and minutes to all road systems, downtown Orlando and shopping. See it today!

4533 River Gem Avenue, Windermere

$620,000
3 Beds 2 Baths Sanctuary/Lks/Windermere SubDv. 34786 Zip Code
Welcome to this beautifully crafted Windermere residence, where timeless elegance meets modern comfort. Perfectly positioned on a quiet street, this home offers the ideal blend of privacy, sophistication, and convenience—just minutes from top-rated schools, upscale dining restaurants premier golf courses, and the world-renowned attractions of Orlando. Step inside to discover an inviting concept layout filled with natural light, high ceilings, and designer finishes throughout. The gourmet kitchen features premium stainless-steel appliances, a large center island, and quartz countertops—perfect for both daily living and entertaining. The spacious living and dining areas flow seamlessly to the outdoor retreat, creating an effortless indoor-outdoor lifestyle. The owner’s suite with a large space and generous walk-in closet and walking shower bathroom. Additional bedrooms offer ample space for family or guests, while a dedicated office/flex room provides versatility for today’s lifestyle needs. Outside, a beautifully landscaped yard surrounds with many trees, plants and natural flowers —ideal for relaxing evenings, weekend gatherings, or enjoying Florida’s year-round sunshine. This exceptional Windermere home blends luxury, comfort, and an unbeatable location. Don’t miss the opportunity to make it yours!

13290 Orange Isle Drive, 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

$2,170,000
6 Beds 6 Baths Windermere SubDv. 34786 Zip Code
Seller says bring all offers! Come experience the character and charm of Historic Olde Windermere in a home that simply cannot be duplicated. Thoughtfully custom-built, this one-owner Transitional Craftsman residence blends timeless architecture with exceptional livability, just steps from downtown's quaint lifestyle, multiple parks, weekly farmers market, tennis courts, playgrounds, and resident-only access to the Butler Chain of Lakes. From the moment you arrive, handcrafted timber details, natural stone accents, and inviting front porch creates a sense of warmth rarely found in newer construction. Inside, soaring wood ceilings, exposed pecky cypress beams, custom built-ins, and a dramatic floor-to-ceiling stone fireplace make this house both elegant and welcoming. Designed for everyday living as much as entertaining, the chef's kitchen features premium JennAir appliances, a striking stone cooking alcove, ceiling-height cabinetry, expansive island, generous walk-in pantry, and seamless connection to the dining and family rooms. The flexible floor plan offers six bedrooms and six baths, including two private owner's suites on the main level, making the home ideal for multi-generational living, long-term guests or one of many private spaces. Upstairs, 4 spacious secondary bedrooms and a large over-garage flex room provide endless possibilities as a home fitness studio, media room, hobby space, or home office. Outdoor living is equally impressive with a large covered porch, a wood-burning fireplace, outdoor kitchen, cabana bath, Tiki hut, circular fire pit, designed for year-round enjoyment. The backyard offers ample room to design the custom pool, allowing the next owner to create a backyard tailored to their lifestyle rather than inheriting someone else's design. Additional highlights include a newer roof (2024), commercial grade fire suppression, an oversized three-car garage with exceptional storage and workspace, and the opportunity to add a front gate for enhanced privacy off Main St. Storm hardy with underground electrical utility lines and public water. This is a home has been meticulously maintained and for buyers who appreciate exceptional craftsmanship, enduring quality, and the unique lifestyle that only Historic Windermere offers. Take a short stroll to the Downtown Redevelopment Project and shop at Victoria Jewelers, Ace Hardware, Solvino Wine Bar and Fresco's, one of Dr. Phillips' favorite Italian restaurants, adding even more charm and convenience to this incredible location.

713 Main Street, 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

$752,500
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
STOP --DON'T HESITATE! APPRAISED NOVEMBER 2025 FOR $750,000! This charming traditional cottage on one of Windermere’s signature sandy streets offers the perfect blend of nostalgia and convenience. Enjoy the timeless feel of this tranquil location just steps to the Farmers Market, Town Hall, Windermere Library, new Ace Hardware shopping plaza and family events hosted by the Town of Windermere. Set on a .38-acre lot beneath beautiful mature trees, this 3-bedroom, 2-bath home features a Brand-New Roof & Skylights (11/2025). Step inside to a vaulted-ceiling great room/kitchen with newly refinished REAL wood floors, exposed beams, and abundant natural light. A cozy adjacent living room includes built-in shelving and a double closet. The quaint kitchen offers tile and wood countertops, vintage-style paneled appliances and a nearby laundry. A separate dining room with REAL wood floors accommodates seating for eight and leads, through French doors, to a freshly updated screened rear porch with new carpeting—an ideal place to unwind. From here, new wood steps invite you into the expansive fully fenced backyard, framed by lush landscaping. The bedroom wing includes two secondary bedrooms with a shared hall bath, while the primary suite offers its own en-suite bath and French doors to a private open-air porch. Major updates support peace of mind: HVAC (May 2024), Natural Gas Water Heater (Oct 2021), Stackable Washer/Dryer (Sept 2022), Dishwasher (Aug 2019), Septic Pumped (June 2025), Exterior Paint (Jan 2024), Tree Trimming (Sept 2025), and gutters in place. A transferable termite bond is active through April 2026 and the home was re-sealed with the new roof installation. An oversized carport with a large enclosed storage/workshop room completes this picture-perfect Windermere opportunity. IF YOU BLINK THIS WILL BE GONE!

825 Oakdale Street, Windermere

$1,750,000
4 Beds 5 Baths Casa Del Lago Rep SubDv. 34786 Zip Code
Casa del Lago gated community in Windermere, Florida. Exquisite 4 bedroom/4.5 bath luxury residence showcasing exceptional craftsmanship and high-end finishes throughout. As you arrive you are welcomed by a circular driveway and quaint courtyard entrance. The first floor boasts a formal dining room,and a spacious gathering room anchored by a stunning stone two-sided fireplace. A dedicated 1,275-bottle wine cellar with tasting and corking areas elevates the home’s entertainment appeal. The gourmet kitchen features Thermador appliances, a generous island, a walk-in pantry, and a Butler’s area—perfect for hosting on any scale. A private primary suite offers direct access to the patio and pool, along with a spa-inspired en-suite bath. This retreat features stone wall accents, a luxurious indoor shower plus an outdoor shower with dual rain heads, and an expansive, custom-designed closet with three separate areas and built-in shelving.Also on the main level are two additional en-suite bedrooms, one with a private entrance from the front courtyard—ideal for guests or multi-generational living. A large laundry room with built-in refrigerator and freezer and additional storage room adds convenience and functionality. The gathering room with built-in entertainment center and 16ft sliding glass doors opens seamlessly to the private outdoor patio with summer kitchen, gas fireplace, and screened resort-style swim-spa, as well as sitting area with fire pit, creating an effortless indoor-outdoor flow.Upstairs, a spacious club room awaits—complete with built-in entertainment center and abundant storage—perfect for gaming, media, or relaxed lounging. The upper level also includes a fourth en-suite bedroom with walk-in closet and a large closet for holiday storage. This home also has a 3-car split garage, hardwood flooring, wood paneled and beamed ceilings, plantation shutters, and custom details throughout. A rare blend of elegance, comfort, and thoughtful design—crafted for luxurious everyday living and exceptional entertaining. Located close to shopping, dining, top-rated public and private schools, expressways and tourist attractions, this home has everything you are looking for. Call for your private viewing today.

12235 Montalcino Circle, Windermere

$755,000
4 Beds 3 Baths Windermere Terrace SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. WELCOME TO YOUR DREAM WATERFRONT RETREAT! THIS STUNNING ONE-STORY HOME OFFERS 4 BEDROOMS, 3 BATHS, AND A 3-CAR GARAGE, ALL PERFECTLY DESIGNED FOR COMFORT AND STYLE. ENJOY A LARGE SOLAR HEATED SCREENED POOL (30x14) WITH PAVER DECKING AND RELAX WITH PEACEFUL WATER VIEWS—NO REAR NEIGHBORS! THE COMMUNITY WALKWAY AROUND THE WATER INVITES YOU TO UNWIND AND CONNECT WITH NATURE. INSIDE, YOU’LL FIND SOARING 10’ CEILINGS WITH CROWN MOULDING, ENGINEERED HARDWOOD FLOORS IN THE MAIN LIVING AREAS, AND A FLEX ROOM THAT CAN BE USED AS A 4TH BEDROOM OR OFFICE. THE GOURMET KITCHEN FEATURES A HUGE ISLAND, GRANITE COUNTERS, A SPACIOUS PANTRY, AND A BREAKFAST NOOK LARGE ENOUGH FOR THE WHOLE FAMILY. THE PRIMARY SUITE BOASTS AN OVERSIZED CLOSET AND A LUXURIOUS SHOWER WITH DUAL BENCH SEATS, WHILE BEDROOM 3 OFFERS ITS OWN PRIVATE EN-SUITE BATH. OUTSIDE, THE POOL AREA, AND COVERED PORCH ARE ALL FINISHED WITH BEAUTIFUL PAVERS—IDEAL FOR ENTERTAINING FRIENDS AND FAMILY. BUILT WITH SOLID BLOCK AND STUCCO CONSTRUCTION BY PULTE HOMES, THIS PROPERTY COMBINES QUALITY, BEAUTY, AND FUNCTIONALITY. DON’T WAIT—THIS WATERFRONT GEM WON’T LAST LONG!

7167 Beek Street, Windermere

$965,000
4 Beds 3 Baths Willows At Lake Rhea Ph 02 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Fresh Exterior Updates! This beautifully updated custom home has just been refreshed with new exterior paint and a newly painted pool deck, enhancing its curb appeal and outdoor living spaces. Updated professional photography will be added soon to showcase the refreshed exterior and recent improvements. Rare opportunity to own a custom pool home on .71 acres in the Town of Windermere for under $1 million. Built by renowned luxury builder Richard Watson, this single-story home is situated on an oversized cul-de-sac lot in Willows at Lake Rhea, offering exceptional privacy between homes, mature landscaping, and zoning for Windermere Elementary, Bridgewater Middle, and Windermere High School. Inside, soaring ceilings, Acacia wood flooring, and abundant natural light complement the open floor plan featuring four bedrooms, three full bathrooms, formal living and dining rooms, and a spacious family room with a wood-burning fireplace. Triple sliding glass doors and French doors create seamless indoor-outdoor living with beautiful views of the custom pool and expansive backyard. The updated kitchen features granite countertops, soft-close cabinetry, under-cabinet lighting, porcelain tile flooring, a stylish backsplash, generous storage, and a bright breakfast nook overlooking the pool. The oversized primary suite offers direct pool access and a renovated spa-inspired bath with a freestanding soaking tub, zero-entry shower, quartz dual vanities, and dual custom walk-in closets. Outdoor living is equally impressive with a custom pebble-finish pool, spacious screened lanai with a coffered ceiling, outdoor sink and cabinetry, and the newly refreshed pool deck. The oversized homesite offers a rare combination of space and privacy, providing plenty of room to entertain, play, garden, or simply enjoy the peaceful setting. Residents enjoy tennis and pickleball courts, basketball, a playground, and a neighborhood park. Living in the Town of Windermere also includes access to the Butler Chain of Lakes boat ramp, the weekly farmers market, public library, food truck nights, holiday celebrations, and year-round community events. Adding to the appeal, the Town of Windermere is constructing the Windermere Ward Trail, a new multi-modal pathway that will make it even easier to bike, walk, or golf cart to downtown. Conveniently located near SR-429, SR-408, Florida's Turnpike, Winter Garden Village, Dr. Phillips, Walt Disney World, Universal Orlando, shopping, dining, golf, and everyday conveniences. Recent improvements include exterior paint (2026), freshly painted pool deck (2026), HVAC system (2025), irrigation pump (2025), pool pump (2025), water heater (2024), and septic drainfield replacement (2018). To provide additional flexibility for the next owner, the seller is also including a stainless steel commercial-style range hood with extension, which may be installed if desired. Combining quality Richard Watson construction, an oversized .71-acre homesite, recent updates, and one of the most desirable locations in the Town of Windermere, this move-in-ready home presents an exceptional opportunity for buyers seeking privacy, space, and the Windermere lifestyle. Schedule your private showing!

2125 Kane Park Way, Windermere

$480,000
3 Beds 2 Baths Wickham Park SubDv. 34786 Zip Code
Set in the desirable community of Wickham Park, this Windermere residence blends comfort, convenience, and everyday ease in a way that feels instantly like home. Sunlight fills the open layout, where the living, dining, and kitchen areas flow together around a central kitchen island that becomes the heart of daily life. Stainless steel appliances, generous counter space, and a thoughtful layout make this kitchen ideal for both casual meals and effortless entertaining. The living room opens to a covered rear porch perfect for quiet mornings or relaxed evenings outdoors. The split bedroom design creates privacy with a spacious primary suite featuring a walk-in closet and a well appointed bathroom, while two additional bedrooms and an additional full bath offer flexibility for family, guests, or a dedicated workspace. Tile flooring in the main areas, soft carpet in the bedrooms, and details such as ceiling fans and an open floorplan enhance the comfort throughout. Beautiful landscaping frames both the front and rear yards, creating a warm welcome at the entry and a lush green lawn in the back that sets the stage for outdoor play, gatherings, or quiet relaxation. Practical updates bring added peace of mind, including a full roof replacement completed in 2025. Living in Wickham Park offers a truly low maintenance lifestyle. The HOA covers exterior paint, landscaping, sprinklers, and lawn care, adding significant value and saving you both time and money. Community amenities include a clubhouse, pool, sidewalks, reclaimed irrigation water, a park, and a playground that create a welcoming environment for all ages. With a two car garage, central air, walkability to nearby schools, and a location that blends community charm with everyday convenience, this home presents an exceptional opportunity to live in wonderful surroundings.

12661 Calderdale Avenue, Windermere

$1,550,000
5 Beds 4 Baths Waterstone SubDv. 34786 Zip Code
Custom Home in Prestigious Waterstone on Lake Butler. This stunning Mizner/Palm Beach–inspired residence offers timeless elegance with stone columns and wrought-iron detailing that welcome you into a private front courtyard—your first outdoor living oasis. Inside, the Grande Room impresses with a fireplace, intricate stone inlays, and a soaring 12-ft stained cypress ceiling. The newly remodeled eat-in gourmet kitchen is a chef’s dream, featuring an oversized island, granite and Calacatta quartz countertops, custom white cabinetry, a 42" KitchenAid refrigerator, and direct views of the home’s magnificent outdoor living spaces. Perfect for entertaining, the residence is designed as a true private compound, enclosed by a 7-ft wall and showcasing a resort-style pool, spa, and expansive travertine decking. A double-size cabana, custom summer kitchen, and full-screen enclosure create a year-round outdoor oasis. The home offers 5 bedrooms, 3.5 bathrooms, an office, bonus room, and butler’s pantry with wine chiller and ice maker. The luxurious primary suite features a spa-inspired bath with travertine and mosaic tiling, a rectangular soaking tub, and dual custom walk-in closets. French doors open directly to the oversized cabana for private access. Additional highlights include: Custom wood plantation shutters throughout Energy-efficient features: tankless natural gas water heater, spray foam insulation, and Low-E glass doors & windows Unique central network closet with CAT6, CAT5, and coaxial wiring Upstairs poured-concrete subfloors for superior noise suppression Waterstone residents enjoy private access to Windermere Prep and the unmatched lifestyle of Lake Butler.

6222 Lecco Way, Windermere

$1,025,000
4 Beds 4 Baths Windermere Downs SubDv. 34786 Zip Code
Experience refined living at 1804 Maple Leaf Drive, an impeccably maintained corner-lot residence nestled in the highly sought-after community of Windermere Downs. Offering nearly 3,000 square feet of thoughtful design, this light-filled home features hardwood floors, solid wood cabinetry, and an inviting layout perfect for both entertaining and everyday comfort. With 4 spacious bedrooms, 3.5 bathrooms, and a dedicated home office, the floor plan provides exceptional flexibility and style. A 2019 roof adds peace of mind, while the outdoor retreat creates a private oasis ideal for relaxation and gatherings. Windermere Downs offers exceptional lifestyle amenities, featuring the only community lakefront lot on Lake Down with deeded Butler Chain of Lakes access for all homeowners. Enjoy a sand beach, a dock with gazebo, and a private boat ramp for launching watercrafts. The community also includes two tennis courts (one lined for pickleball) and multiple playgrounds, making it a true haven for recreation and outdoor living. Just minutes from the East-West Expressway, Disney, Universal, and premier dining and shopping, this home perfectly blends luxury, convenience, and timeless appeal.

1804 Maple Leaf Drive, Windermere

$965,000
5 Beds 4 Baths Westover Reserve Ph 02 SubDv. 34786 Zip Code
Welcome to Westover Reserve, a gated Windermere enclave celebrated for its tree-lined streets, strong community identity, and central convenience. Inside, vaulted ceilings, expansive windows, and an open layout give this 5-bedroom, 4-bath WITH BONUS home an immediate sense of volume and light. The newly renovated kitchen anchors the main level with 42" cabinetry, quartz counters, an oversized island, double oven, and thoughtful storage. It opens to a spacious family room with a fireplace, breakfast nook and the most incredible windows. The first floor also includes durable wood-look porcelain tile, a coffered formal dining room, a private office (5th bedroom), the primary suite with custom shutters and pool access, plus two additional bedrooms connected by a dual-entry bath. Upstairs offers a fourth bedroom, full bath, and a generous bonus room with wet bar, framed in warm wood flooring. Outside, a screened retreat features a sparkling pool, covered patio, and refreshed landscaping that enhances the home’s clean architectural lines. The seamless transitions between the indoor and outdoor living spaces are perfect for entertaining and gathering. Community amenities include a gated entrance, tennis courts, playground, sidewalks, and deeply rooted neighborhood pride. Minutes to dining, shopping, major highways, and top-rated schools. Schedule your showing today for this custom, bright, move-in-ready opportunity in one of Windermere’s most established and sought-after communities.Virtual tour, video and floor plan available.

2046 Westover Reserve Boulevard, Windermere

$520,000
4 Beds 3 Baths Summerport Ph 02 SubDv. 34786 Zip Code
Welcome to this beautifully renovated 3 bed, 2 bath plus office space property featuring modern vinyl flooring throughout the home with no carpet, creating a bright and inviting atmosphere. Step into a spacious living area perfect for relaxation and entertainment. The kitchen boasts new appliances and an open concept to engage with guests. In addition to the generous bedrooms, you'll find an extra office space. Enjoy the serene surroundings and the convenience of nearby amenities. This home is perfect for families seeking comfort and style in a prestige community with high rated school zoning and prime location this won't last. Don’t miss out on this fantastic opportunity! Schedule a viewing

13927 Bluebird Pond Road, Windermere

$2,800,000
6 Beds 7 Baths Keenes Pointe Unit 3 SubDv. 34786 Zip Code
Welcome to 8222 Stone Mason Court—an exceptional J. Richard Watson estate perfectly positioned along the 8th green of the Jack Nicklaus Signature Course in the guard-gated community of Keene’s Pointe. Freshly finished throughout with upgraded lighting and timeless appointments, this 6,800+ sq. ft. residence offers an inviting, light and bright atmosphere paired with thoughtfully designed living spaces ideal for both everyday comfort and elevated entertaining. The heart of the home is the completely remodeled chef’s kitchen—now featuring top-of-the-line Wolf and Sub-Zero appliances, stunning custom cabinetry, and a spacious island that anchors the space. Designed for effortless flow, the kitchen opens directly to the breakfast nook, family room, and the expansive game/bonus room, creating a seamless hub for gathering. Walls of glass lead to an impressive outdoor living experience complete with a screen-enclosed pool, a summer kitchen, and generous covered seating—perfectly positioned to enjoy panoramic golf views. Indoors, the first-floor primary suite offers a private retreat with a sitting area, spa-inspired bath, and dual, custom-designed closets. A first-floor guest suite, large laundry room, and mud area add convenience and functionality. Upstairs, hardwood flooring extends throughout four spacious bedrooms with walk-in closets and three full baths. A separate mid-level bonus room with its own full bath provides endless flexibility—ideal as a playroom, theatre, or additional guest suite. Additional highlights include a whole-house generator, decorative ceiling details, beautiful moldings, and the craftsmanship expected from a custom J. Richard Watson home. Beautifully updated, meticulously maintained, and set on one of the community’s most desirable golf-front lots—this residence embodies luxury living in Keene’s Pointe. Schedule your private showing today.

8222 Stone Mason Court, Windermere

$925,000
3 Beds 2 Baths Windermere SubDv. 34786 Zip Code
Freshly remodeled and full of charm, this one-story home lives light, bright, and effortlessly easy. White oak floors flow from room to room like a warm welcome, setting the stage for airy spaces and sun-drenched corners. At the heart of the home, the family room opens wide with vaulted ceilings, a cozy fireplace, and windows that pull the outdoors in. The kitchen feels like the place everyone wants to gather, with a wraparound breakfast bar, quartz countertops, a wine fridge, and a cheerful breakfast nook that soaks in the morning light. Just beyond, a spacious dining room offers the ideal spot for long dinners, holiday celebrations, or spreading out homework and craft projects. A bonus room with plantation shutters adds an extra dash of flexibility — office, playroom, studio, you choose. The magic continues outside. French doors from the primary suite open straight to the pool, giving the whole space a resort-like feel. The oversized, solar-heated pool sits amid a lush, fenced backyard. A covered lanai waits for afternoon lounging, weekend barbecues, or quiet mornings with coffee and birdsong. Practical touches shine just as brightly, including an abundance of windows, a sunny laundry room near the primary suite, a functional open layout, and a 2-car garage offering storage and everyday convenience. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. Move-in ready and filled with character, this home delivers a blend of comfort, beauty, and easy Florida living.

1209 Main Street, Windermere

$1,035,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to your dream home in the prestigious, guard-gated community of Keenes Pointe. This stunning 4-bedroom, 3-bathroom pool home offers an unparalleled combination of luxury, functionality, and charm, perfect for modern living. Upon arrival, you are greeted by a fabulous front porch that invites you into the foyer with French doors that open to a private study/den, featuring a tray ceiling, crown molding, and beautiful wood floors. On the opposite side, the formal dining room provides an elegant setting, also with tray ceiling, crown molding, and wood floors. The spacious great room is a true centerpiece of the home, accentuated by a coffered ceiling, recessed lighting, and a stunning built-in wall surrounding a cozy wood-burning fireplace-ideal for family gatherings and relaxation. The gourmet kitchen is a chef’s dream, with gorgeous wood cabinetry, luxurious granite countertops, double wall ovens (including a convection oven), a natural gas cooktop, and a microwave above. You’ll also appreciate the ample storage in the walk-in pantry, making meal prep a breeze. The expansive primary suite is a true retreat, featuring dual closets and a spa-like bathroom with oversized walk-in shower, soaking tub, double vanity, and private water closet...everything you need for relaxation and comfort. With a thoughtful split-bedroom layout, the home offers privacy and space for everyone. One bedroom, located at the rear of the home, is next to the pool bath, while the other two bedrooms are tucked near the garage with an additional bathroom. The home also boasts a fabulous butler’s pantry with cabinetry and a desk area, complete with a chalkboard wall—perfect for organizing and getting creative. Adjacent to this, you’ll find a well-appointed laundry room with a laundry tub, cabinetry, and a folding area for added convenience. Step outside to your private screened lanai, where you'll find a sparkling pool and spa surrounded by brick pavers, creating the perfect oasis for outdoor entertaining. The backyard also offers additional space for play and relaxation. This home has been thoughtfully updated with a new roof (2022), new windows and sliding glass doors (2020), new front door (2025), and a new water heater (2023), ensuring years of comfort and peace of mind. Enjoy enhanced security with an owned security system featuring 4 Google cameras, Ring doorbell and 2 glass break alarms all conveniently controlled through Google Home. The system can be monitored for an additional fee, if desired. This home also features smart home capabilities, with Lutron smart switches controlling the Primary Bedroom, Dining Room, Driveway Lights, Front Porch Lights, and Patio Lights for added convenience and energy savings. With these updates and smart features, this home is designed for modern living. A Prime Location within Keenes Pointe, this home is ideally situated across from a scenic park area with a playground and gazebo, offering the perfect setting for outdoor activities. Plus, with another park/playground area in the neighborhood with access to a community boat ramp for Lake Burden, you’ll enjoy an active lifestyle. Keenes Pointe is a golf community home of The Golden Bear Club where you may become a private member at additional fee to use the golf facilities and/or social activities at the cliubhouse with pool, tennis, workout facility and dining. Don’t miss the opportunity to own this spectacular home in one of the most coveted neighborhoods in the area.

11738 Camden Park Drive, 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

$2,950,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Exceptional Waterview Estate in Keenes Pointe / Resort-Style Outdoor Living. Located on a quiet cul-de-sac in the exclusive guard-gated community of Keenes Pointe, this custom Goehring & Morgan residence offers luxurious main-floor living paired with spectacular outdoor entertaining spaces and tranquil water views. Designed for both comfort and entertaining, the home features a heated saltwater pool with travertine decking, expansive covered lanai with automatic screens, summer kitchen, fire pit, fenced yard, and breathtaking sunset views. Inside, enjoy soaring ceilings, travertine flooring, custom millwork, 10-ft sliding doors, a wine cellar, hidden walk-in pantry, and a chef’s kitchen with Wolf 48” gas cooktop and custom cabinetry. The main-floor primary suite offers lanai access and a spa-inspired bath, while three additional bedroom suites are also conveniently located on the first floor. A spacious upstairs bonus/game room with full bar creates the perfect media, entertainment, or multigenerational flex space. Additional highlights include: • Oversized 3-car garage • 4 HVAC units + dehumidifier system • Updated pool equipment (2022) • Elevated garden shed + premium Vego garden beds • Office with custom built-ins Residents enjoy access to the Golden Bear Club lifestyle with golf, tennis, fitness, dining, Butler Chain lake access, and proximity to Windermere Prep, Disney, and Universal. Some photos have been virtually staged. Furnishings shown are for illustrative purposes only and are not included in the sale.

6130 Grosvenor Shore Drive, Windermere

$820,000
2 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Back on the Market. Buyer unable to secure financing. Step into a storybook cottage tucked in the heart of Windermere, where history whispers through every room and morning light dances across original 1915 details. Part of the early homestead still remains, giving this home a charm that simply can’t be recreated. The family room feels like a cozy tale come to life with its high ceilings, original wood floors, beadboard ceiling, and brick fireplace—the kind of spot that begs for gatherings, laughter, and quiet evenings by the fire. Sunlight pours through an abundance of windows, making every corner feel warm and cheerful. A sunny dinette awaits weekend breakfasts, while the formal living room offers a refined space for hosting or unwinding. The spacious laundry room and pantry off the kitchen brings a surprising sense of ease and practicality. Outdoors, the magic continues. This charming cottage backs up to a leafy park, with no homes behind or across the street, offering a rare pocket of privacy and peaceful views. There’s room to grow — add an addition, dream up a pool, or simply enjoy the open space as it is. A detached carport and one-car garage add to the home’s quaint, functional appeal. New A/C and septic within the past 3 years. Just a short stroll down the lane, the lake awaits with glorious sunrises that feel straight out of a painting or spectacular night rocket launches. Walk or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience. A home with a heart, a history, and a touch of whimsy — ready for its next chapter.

416 Magnolia Street, Windermere

$500,000
3 Beds 2 Baths Lakes/Windermere-Peachtree SubDv. 34786 Zip Code
Your opportunity to own a beautiful home in the sought-after gated community of Lakes of Windermere! This charming home offers a spacious and welcoming open floor plan, with the kitchen and dining areas flowing seamlessly into the living room, all filled with excellent natural light. Additional features include a separate laundry room, a breakfast nook, a two-car garage, a fully fenced yard, and a screened-in solar-heated pool. Recent upgrades add peace of mind, including: New AC (2023), New Roof (2021), New Water Heater (2021), New Pool Pump (2024), and Fresh Exterior Paint (2022). The home is conveniently located just steps from the community playground and minutes from Disney, shopping, dining, top-rated schools, and major roadways. Don’t miss this wonderful opportunity!

8726 Greenbank Boulevard, Windermere

$1,010,000
4 Beds 4 Baths Glenmuir Ut 02 51 42 SubDv. 34786 Zip Code
Luxury Living Awaits at Glenmuir! Welcome home to 10915 Ledgement Lane, an absolutely stunning retreat nestled in the back of the highly sought-after, gated community of Glenmuir in beautiful Windermere, Florida (34786)! If you're looking for resort-style living with all the bells and whistles, this is it. This spacious home offers 4 bedrooms and 3.5 bathrooms across 2,818 square feet of meticulously maintained space, perfect for family life and entertaining. Entertainer's Paradise - Step out back and prepare to be amazed by your own private oasis! The patio entertainment area is ready for all your gatherings, complete with a built-in refrigerator and grill. The premium gas grill comes with a lifetime warranty for worry-free summer cookouts, beside your gas fire pit, and you'll be covered—literally—with a gorgeous pergola. A fantastic, highly convenient feature is the beautifully finished half-bathroom located right by the pool! Guests can easily freshen up without tracking water through the main house, making entertaining a breeze. The pool area shines with recent updates: Completely refinished pool enclosure with new screen, featuring integrated lights for magical evening swims. Sparkling PebbleTec pool finish completed in 2023. Pool equipment replaced in 2025 for worry-free enjoyment. The pool is also a salt water system, offering lower maintenance and a more enjoyable swimming experience. Features & Peace of Mind - This home is loaded with thoughtful upgrades designed for convenience and efficiency: Keep your lawn lush and green with the shallow well for irrigation. Building surge protectors are included to safeguard your home and electronics, providing whole-house surge protection. Located in the quiet rear of the community, you'll enjoy a serene setting while being just moments from Windermere's top amenities and dining. For families, the location is unbeatable: you are in walking distance to Windermere Preparatory School, an excellent private school, and are also zoned for top-rated public schools. Don't miss the chance to make this incredible, updated home your own! Come see the Glenmuir difference!

10915 Ledgement Lane, Windermere