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$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
$430,000
3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 4 SubDv. ⋅ 34786 Zip Code
Better Than New! Welcome to 5844 Soter Lane, a beautifully maintained 3-bedroom, 2.5-bath townhome in the highly sought-after Vineyards of Horizon West. Built in 2019, this move-in-ready home offers 1,976 sq ft of open, light-filled living with modern finishes throughout. The kitchen features stainless steel appliances, granite countertops, and a large island that flows seamlessly into the living and dining areas. Upstairs, enjoy three spacious bedrooms, including a primary suite with a walk-in closet and dual-vanity bath. This home also includes a new A/C unit and a freshly painted exterior. HOA fees cover lawn maintenance and provide access to resort-style amenities including a pool and playground, offering a low-maintenance lifestyle. Ideally located near Disney, shopping, dining, and top-rated schools, this property combines comfort, convenience, and exceptional value in Horizon West.

5844 Soter Lane, Windermere
$315,000
2 Beds ⋅ 2 Baths ⋅ Merrick Landing SubDv. ⋅ 34786 Zip Code
Welcome to Merrick Landing, a highly desirable Windermere community offering comfort, convenience, and a touch of magic. This rare ONE STORY, well appointed townhome features a primary bedroom with a Private Ensuite. The Open concept kitchen boasts stainless steel appliances and overlooks the spacious living area, making it perfect for both everyday living and entertaining. Enjoy slate flooring throughout the main living areas, offering a timeless, elegant look that is both durable and easy to maintain. For added peace of mind enjoy the BOSCH A/C (2024). New Carpeting and Interior Paint (both 2026). There is a fully fenced in patio for outdoor enjoyment. The 2 CAR Garage offers ample storage and parking, along with the long driveway. The townhouse is just around the corner from the community pool. This is a great area to walk or bike ride. Take a leisurely stroll around the community pond during the day, then unwind in the evening while watching Disney fireworks light up the night sky. Ideally located near Disney, Winter Garden Village, Hamlin, major expressways, shopping, dining, and top rated schools, this home offers the perfect blend of lifestyle and location. Whether you are looking for a vacation home or a full time oasis this home is truly a must see! Call today to schedule a private showing.

6343 Merrick Landing Boulevard, 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
$526,050
5 Beds ⋅ 3 Baths ⋅ Belmere Village G5 SubDv. ⋅ 34786 Zip Code
Auction Property. AUCTION. List price $546300 with an undisclosed reserve. Spacious 5 bed, 2.5 home offers ample space to relax and entertain with a large living area, dining area adjacent to the open kitchen, and a family room. The back porch offers views of the large lot offering the perfect space for your outdoor activities. The home has an attached 2 car garage. Property sits in the GATED established neighborhood of BELMERE IN WINDERMERE with fantastic amenities, such as fitness center, large community pool, and tennis court. Close proximity to shopping, restaurants, major attractions, and main roads. Property is sold AS-IS with no repairs. Don't miss your opportunity.

11813 Via Lucerna Circle, Windermere
$323,000
2 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code
Experience the ideal blend of comfort, style, and convenience in the highly sought-after Wickham Park community of Windermere. This two-story townhouse offers two bedrooms, two and a half baths, and 1,228 square feet of thoughtfully designed living space that effortlessly balances everyday living with entertaining. The main level features a bright living room with ceiling fan, a dining area, and a kitchen with a center island and eating space that makes cooking and gatherings a joy. A main floor laundry area and half bathroom add everyday convenience, while the screened rear porch and covered patio create the perfect spot for morning coffee or evening relaxation. Upstairs, the primary suite serves as a serene retreat with a walk-in closet, ceiling fan, and private bath with dual sinks, while the second bedroom provides flexibility for guests, an office, or creative space. Outside, enjoy a fenced courtyard, detached two-car garage, and driveway, while the HOA maintains landscaping and community upkeep. Wickham Park offers a sparkling community pool, clubhouse, playground, dog park, and sidewalks for leisurely strolls. Located just minutes from Winter Garden Village, top-rated schools, major highways, and world-class attractions, this home delivers a low-maintenance lifestyle in one of Central Florida’s most desirable communities.

7418 Bentonshire Avenue, 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
$390,000
3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code
Discover this beautiful corner-unit townhome located in the highly desirable community of Windermere, known for its top-rated schools and close proximity to the scenic Chain of Lakes. This home offers 3 bedrooms, 2 fully renovated bathrooms on the upper floor, and a 2-car garage. The interior features a stylish wood accent wall in the living room, adding warmth and character to the space. Outside, enjoy a covered and paved patio, perfect for relaxing or entertaining. Every detail has been thoughtfully designed to make the home even more charming and functional. Ideally situated, this property is just a short drive to Disney World and surrounded by premier golf courses, including Golden Bear, Four Seasons, and Orange County National.

7482 Bentonshire Avenue, Windermere
$9,750,000
34786 Zip Code
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre Lake Down development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of WINDERMERE with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to THREE luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a Windermere address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, CUSTOM BUILDERS or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #O6355233.

4226 Downeast Lane, Windermere
$385,000
3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 03 SubDv. ⋅ 34786 Zip Code
BACK ON MARKET DUE TO BUYER DEFAULT - This upscale, meticulously maintained end-unit townhome, formerly a model home, offers exceptional curb appeal, abundant green space, and a welcoming front porch. Featuring three bedrooms, 2.5 bathrooms, and a two-car garage, this move-in-ready residence combines thoughtful design with modern upgrades throughout. Inside, the spacious eat-in kitchen is a chef’s delight with granite countertops, stainless steel appliances, a walk-in pantry, and a cozy breakfast nook ideal for everyday meals or morning coffee. A convenient half bath and laundry room are also located on the first floor. From the well-sized living room, step through triple French doors to your private courtyard oasis with brick pavers, perfect for relaxing or entertaining, where you can even enjoy views of the Disney fireworks. The courtyard provides direct access to the two-car rear-load garage. Upstairs, the primary suite features a spacious walk-in closet and a recently remodeled primary bathroom with dual sinks and modern finishes. Two additional bedrooms provide ample space and share a full bathroom with a large soaking tub. Residents of Lake Sawyer South enjoy a wealth of amenities, including a resort-style pool and cabana, playground, walking trails, scenic ponds, basketball and tennis courts, and beautifully maintained common areas. The HOA covers lawn care, landscaping, exterior paint, and roof maintenance for added peace of mind. Ideally located in sought-after Windermere, this townhome is just minutes from Lakeside Villas, Winter Garden Village, top-rated schools, major highways, premier dining and shopping, Walt Disney World, and Universal Orlando, offering the perfect balance of convenience and a charming small-town feel. Schedule your private showing today!

7777 Moser Avenue, Windermere
$300,000
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Amazing apartment in an Excellent area, Luxury Condo in community of LAKESIDE at LAKES OF WINDERMERE. Gorgeous 3 bedroom / 2 bathroom on third floor over looking pond and clubhouse. Granite Counter Tops, 42" Kitchen Cabinets. Specious living room with sliding doors that lead to a beautiful screened balcony/patio area overlooking the pond and clubhouse. Large Master bedroom with a walk in closet. Corner unit with lot of light . Very convenient location, shopping, dinning and entertainment. The community offers lot of amenities, Walking trails, fitness center, pool, volleyball, Tennis and Basketball Courts. Besides the amazing schools that you have in this area, you also have a great location inside the neighborhood. This beautiful apartment has a great Elevator too. Wonderful price and Location, Location, Location

8180 Boat Hook Loop Unit 321, Windermere
$285,000
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to 11565 Mizzon Drive in Windermere, Florida. This beautifully maintained first-floor condo offers 3 bedrooms, 2 bathrooms, and 1,442 square feet of comfortable, modern living space in a highly desirable Windermere community. Zoned for top-rated Horizon West Middle School and Windermere High School, this home is ideally located near some of Central Florida’s most sought-after schools. The open-concept layout features no carpet throughout, creating a clean, bright, and low-maintenance living environment. The living room, dining area, and kitchen flow seamlessly, making the space perfect for everyday living and entertaining. Large windows fill the home with natural light, enhancing the warm and inviting atmosphere. Enjoy your private screened-in balcony just off the main living area, ideal for morning coffee, relaxing evenings, or enjoying the Florida lifestyle year-round without pests or debris. This added outdoor space extends the living area and enhances the home’s move-in-ready appeal. The spacious primary suite includes a walk-in closet and a private ensuite bathroom. Two additional bedrooms provide flexibility for guests, a home office, or family use. The first-floor location offers added convenience with easy access and no stairs. Located just minutes from Horizon West shopping, dining, grocery stores, major highways, and Central Florida attractions, this condo is perfect for those seeking a low-maintenance lifestyle in one of the most desirable areas near Orlando. The HOA fee includes water and sewer, daily valet trash service, 24/7 security, and exterior building maintenance. Residents also enjoy access to the clubhouse featuring a state-of-the-art fitness center with on-site management, a resort-style pool, and a BBQ area with sand volleyball and additional amenities. If you’re searching for a first-floor Windermere condo with no carpet, a screened-in balcony, top-rated schools, and resort-style amenities, this home is a must-see.

11565 Mizzon Drive Unit 101/808, 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
$347,500
2 Beds ⋅ 2 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
*Video Tour Available* Welcome to Summerport! This single-story townhome is FULLY FURNISHED and ready for you! Watch nightly FIREWORKS OVER LAKE CAWOOD from the FRONT PORCH and enjoy having NO REAR NEIGHBORS as this home backs to Caywood Pond. Inside you’ll find an open floorplan with beautiful finishes. The family and dining rooms are spacious and allow for comfortable living. There are GRANITE countertops, stainless-steel appliances, an island with seating and a pantry in the kitchen. FRENCH DOORS lead to a permitted and enclosed sunroom so you can enjoy the Florida sunshine. The large primary bedroom is at the back of the townhome, has a double TRAY CEILING, WALK-IN CLOSET, double sinks and a linen closet. The second bedroom has easy access to the 2nd bathroom at the front of the home. Other conveniences and comforts include a LAUNDRY ROOM, CEILING FANS inside and out, NEWER ROOF (2022), and AC (2019). HOA dues include LAWN MAINTENANCE and EXTERIOR MAINTENANCE including the roof, pest control, irrigation, and paint. Amenities include a community pool, tennis courts, basketball court, fitness center, clubhouse, and dock on Walsh Pond! An activity trail is just out the back door. Theme parks, shopping, restaurants and more are just minutes away as Summerport is near the 429 and Winter Garden Vineland Rd.

13907 Ancilla Boulevard, Windermere
$292,500
3 Beds ⋅ 2 Baths ⋅ Lakeside/Lks/Windermere SubDv. ⋅ 34786 Zip Code
Location, Location! Price Adjustment on this 3 bedroom 2 bathroom condo situated in highly desirable Windermere is designed for easy Florida living. Spacious open concept with a seamless flow from the living room and dinning area to your large kitchen featuring an abundance of wood cabinets, granite counters tops, pantry and stainless appliances. Master en-suite with dual vanities,bath and walk in closet. Two additional bedrooms provide plenty of additional space for guests, office,play or hobby room. Your private screened balcony is the perfect spot for morning coffee or relaxing with a book. Washer and Dryer are included and the unit is tiled throughout for easy upkeep. Property is gated with a Community pool, fitness center, playground, elevators, bike racks, beach volleyball. One assigned and one parking pass spot, water, sewer,trash,ground upkeep,amenties and 24/7 security all included in your HOA fee. Perfect property for first time buyers, snow birds, investment or anybody wishing to live a care free low maintaince Florida lifestyle. Excellent location for Disney, Winter Garden Village, Hospitals, Shopping. This unit is priced to sell, book your showing today.

11562 Amidship Lane Unit 207, 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
$385,000
3 Beds ⋅ 3 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
SUMMERPORT TOWNHOME IN A GREAT LOCATION. Back to the Market, Buyer's financing fell through- their loss is your gain. Brand new A/C unit for buyers' peace of mind. Beautiful 3-bedroom, 2.5 - bathroom townhome. SUMMERPORT Community in Windermere offers Residents to enjoy fantastic amenities, including a clubhouse, resort -style swimming pool, tennis and volleyball courts, basketball court, fitness center, multiple playgrounds and green spaces to enjoy nature - plus lake access with a sandy beach. The neighborhood offers a convenient nearby plaza with restaurants, an ice cream shop, a veterinary clinic, Publix, a pizza place, a coffee shop, and Aldi Supermarket. Located in a Top-Rated district, featuring Keene Crossing Elementary School, Bridgewater Middle School and Windermere High School, just a mile away. Perfect situated just 7 minutes from Historic Downtown Winter Garden Village, with easy access to Highway 429, Disney Parks, Orlando Airport, and Downtown Orlando. Easy to show. schedule your private tour today and see how can make your dreams come true.

13808 Ancilla Boulevard, 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
$355,500
2 Beds ⋅ 2 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code
Welcome to this ONE STORY TOWNHOME on a CORNER LOT that has been beautifully UPDATED! Step inside onto luxury laminate flooring as you take in the open concept floor plan and freshly painted interior. Being an end unit, this home is lined with windows to allow in lots of natural lighting. The 2 bedrooms are on separate ends of the home for privacy when desired. Both bathrooms have also been elegantly updated with the primary bathroom featuring a walk-in shower and the secondary bathroom a shower/bathtub combination. The kitchen features new appliances, stylishly painted cabinets, and French doors that lead outside. Continue on out back to find a fully fenced in and easy-to-maintain patio. Being a corner lot, this home allows the unique opportunity to have a backyard space that is very uncharacteristic of a typical townhome. The lot is also oversized which allows for an incredibly long driveway where guests, owners, or tenants can comfortably have a place to park. The new AC (2025) and new roof (2022) will add peace of mind. Perfectly positioned in the Summerport community of Windermere, this home enjoys all of the wonderful amenities available to residents including a pool, sports courts, walking trails, playgrounds, dog parks, fitness center, events, and all within walking distance to A-rated schools. Whether looking for your first home, personal vacation home, investment opportunity, or retirement home, this has it all. Inquire today to make this gem your own!

13833 Ancilla Boulevard, 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
$362,500
3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Lake Reams Twnh SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Live Where the Magic Happens! This beautifully maintained 3-bedroom, 2.5-bath Townhome is located in the coveted Windermere area of Horizon West, perfectly situated just minutes from Disney’s backyard! A quiet placement in the rear of the community, this unit provides peaceful views of the conservation and walking trail surrounded by majestic oak-lined streets that capture the charm and serenity of this sought-after community. Step inside to an inviting open-concept layout with tile flooring throughout the main level and a seamless flow between the Living, Dining and Kitchen areas, perfect for everyday living or entertaining. The Kitchen features Granite countertops, Stainless Steel Appliances, Island, Breakfast bar, stone backsplash, closet Pantry, and Dinette space. Upstairs, all bedrooms provide comfort and privacy with newer carpet. The Loft with built-in desk and cabinetry is ideal for a Home Office or study nook. The Primary Bedroom boasts a walk-in closet and a renovated ensuite Bathroom with modern finishes. Relax outdoors in your private, fenced, paver courtyard, the perfect spot for morning coffee or evening gatherings, leading to your detached 2-car rear entry garage. AC 2019 with new zone control, moisture sensor, UV light, and ducts freshly cleaned in 2025. Low HOA includes a sparkling Community Pool and upcoming exterior paint for the building. Zoned for top-rated Schools and conveniently close to fantastic Shopping, Dining, and major Attractions. Experience the best of Florida living: Quiet Nature, Disney Magic, and Windermere Charm - all in one!

12307 Langstaff 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
$470,000
4 Beds ⋅ 3 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. PRISTINE 4 Bedroom 3 Bath End Unit Townhome in Beautiful Preston Square Windermere with Brand New Roof and exterior paint. Charming Front Porch invites you into this fabulous two-story home. Lots of Natural light with wrap around windows and 10-foot ceilings. Stunning hardwood floors, new 6” baseboards in main living areas. Family Room has a stylish accent wall with board & batten design and a “secret door” to the understairs storage closet. Beautiful Sunburst Wood Shutters with hidden tilt have been added to the sliding doors leading to Courtyard. Spacious kitchen features 42” Solid Wood Cabinetry, granite countertops, accent backsplash, mood lighting and stainless steel Appliances. Downstairs Bedroom with walk-in closet and adjacent bath. Upstairs you’ll find the Owner’s suite with tray ceiling. A sliding door leads into a lovely balcony with pool views and a gorgeous magnolia tree providing shade and privacy. The Master Bath has double sinks, spacious garden tub, shower with double shower heads. There are two additional bedrooms and one bath on the 2nd level. The Courtyard is perfect for entertaining. Laundry room has a sink, solid wood cabinetry and window. Attached 2 Car Garage is spacious, and it has utility celling storage racks. Long garage driveway in the back of the home. Preston Square is a beautiful community with a Stunning Resort Style Swimming Pool, lush mature landscaping, basketball court, playground, fitness stations, and a large park that hosts movie nights & food trucks. It is conveniently located, close to everything you want and need. Restaurants, Coffee Shops, Multiple Shopping and Entertainment Venues, Beautiful Golf Courses, Hospitals. Top Rated School District. Close to major roads, can easily move around Orlando, Windermere, and Winter Garden. Enjoy the proximity to Orlando’s World Class Theme Parks.

7028 Ventnor Drive, Windermere
$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