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$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

$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

$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

$484,000
3 Beds 2 Baths Silver Woods Ph 03 SubDv. 34786 Zip Code
TIME TO SELL! HUGE PRICE REDUCTION! Don’t miss this Silver Woods jewel box in a super central location! Large corner lot on quiet cul-de-sac. Featuring a FANTASTIC 55x10 screened porch with custom summer kitchen - PERFECT for relaxing and entertaining. Sunny and bright great room plan with vaulted ceilings and hardwood floors is freshly painted and ready for your personal touches. Updated kitchen with granite counters, stainless steel appliances and breakfast bar open to living area. Split bedroom plan features large primary suite with privacy barn door to vanity area and large walk in closet. 2 generous additional bedrooms with updated hall bath and great closets. BRAND NEW A/C, Newer roof 2019! Low HOA with tennis courts and recreation area. Top schools, restaurants and shopping and entertainment within minutes! Close to Orlando’s theme parks and attractions. Move in ready!

4818 Breezy Palms Court, Windermere

$470,000
4 Beds 3 Baths Royal Estates SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Huge price reduction!! Welcome to this well-maintained 4-bedroom, 3-bathroom townhome offering nearly 1,800 square feet of comfortable living in a desirable community. Perfectly situated directly across from the community pool, this home provides convenience and a prime location. Inside, you’ll find a bright and open floor plan with spacious living and dining areas, ideal for relaxing or entertaining. The kitchen features modern finishes, stainless steel appliances, ample cabinetry, and a breakfast bar for everyday meals. A full bedroom and bathroom on the main floor provide flexibility for guests, a home office, or multi-generational living. The upstairs primary suite includes a walk-in closet and private en-suite bath, while two additional bedrooms and a third full bathroom complete the second floor. Residents will enjoy easy access to the community pool, playground, and walking areas. Conveniently located just minutes from Disney Springs, world-class dining, shopping, entertainment, major highways, and local conveniences, this townhome offers both comfort and an unbeatable location. Move-in ready and perfectly positioned—don’t miss this opportunity!

12060 Via Caselli Lane, Windermere

$950,000
5 Beds 6 Baths Sanctuary/Lks/Windermere SubDv. 34786 Zip Code
PRICE IMPROVEMENT — exceptional value in Windermere! Welcome home to your personal oasis — tucked within the prestigious Sanctuary at Lakes of Windermere, this move-in-ready retreat is designed for inspired living and effortless entertaining. From the moment you step inside, you’ll feel how the open, airy layout and thoughtful finishes create a haven you can’t wait to come home to. With five full suites (including a main-floor guest suite), a dedicated home office, and a private home theater, there’s room for everyone to work, rest, and play in comfort. The gourmet kitchen is a chef’s dream, featuring custom cabinetry, stainless steel appliances, and a designer backsplash. Gather around the oversized island for casual meals, then flow seamlessly into the light-filled dining and living areas with upgraded trim and premium tile flooring. With over $250,000 in upgrades, every detail — from smart-home features to additional windows and outlets — was carefully planned to enhance everyday living. Step outside to your private backyard escape, where a heated saltwater pool, extended screened lanai, and built-in summer kitchen create the perfect setting for year-round enjoyment. The pool includes a powerful heater capable of warming the water to over 100°F and relaxing jet streams, making it ideal for unwinding any time of year. Lush landscaping and a private setting complete this serene outdoor retreat. Whether you work from home, love to host, or simply want a peaceful space to recharge, this home truly checks every box. And here’s the cherry on top: the seller is including the full movie-theater setup — furniture, projector, screen, sound components, and more — so the new owner can move right in and enjoy movie night from day one. Located minutes from top-rated schools, dining, shopping, and Orlando’s best attractions, this home offers the perfect blend of small-town charm and city convenience. If you’re ready for a home that lives like a resort, this is your opportunity. Schedule your private showing today and experience Windermere living at its finest.

6947 Cucamelon Court, Windermere

$1,082,946
5 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
SAMPLE IMAGE The Deerfield floorplan is a spacious two-story home designed for growing families, featuring 5 bedrooms and 3.5 bathrooms. This layout offers an ideal combination of private retreats and open gathering spaces. The first floor includes the primary bedroom suite, complete with a luxurious bathroom and walk-in closet, a separate study perfect for working from home, and an expansive great room flowing seamlessly into the dining area. The second floor showcases additional bedrooms, a loft space ideal for entertainment or relaxation, and convenient storage areas. With a thoughtful design and plenty of room for everyone, the Deerfield provides an inviting and functional living experience.

14342 Crest Palm Avenue, Windermere

$445,000
3 Beds 3 Baths Vineyards/Horizons West Ph 2b SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Ask about a lender provided RATE BUY-DOWN CREDIT on this home ~ Seller may consider buyer concessions if made in an offer ~ Welcome to effortless living in the heart of Windermere! This fantastic 3-bedroom, 2.5-bath townhome in the highly desirable Vineyards/Horizon West community offers modern upgrades, a bright and airy layout, and a prime location close to everything Central Florida is known for! From top A-RATED SCHOOLS to theme parks, shopping, dining, golf, and recreation, this address checks all the boxes for easy living. Step inside and you are greeted by high ceilings, nice natural light, and an OPEN CONCEPT living and dining space that feels instantly inviting. WOOD LOOK TILE FLOORS flow through the main level, pairing style with durability, while plush carpet adds comfort to the upstairs bedrooms. The front door features a glass inset that brings in even more light, setting the tone for the easy breezy feel of the home. At the heart of the main floor is the UPGRADED KITCHEN, beautifully designed with stone countertops, timeless cabinetry topped in crown molding, STAINLESS STEEL APPLIANCES, a complementary backsplash, pantry storage, and a large ISLAND with a breakfast bar – perfect for casual everyday meals or entertaining family and friends. A convenient half bath at the foyer and a laundry room just off the kitchen keep the main level functional and stress-free. Upstairs, the spacious PRIMARY SUITE offers a peaceful retreat with a WALK-IN CLOSET and a private en-suite bath. Bedrooms two and three share a second full bath, making the layout ideal for family, guests, or a home office. Outdoor living is just as enjoyable with your PRIVACY FENCED COURTYARD PATIO, perfect for morning coffee or relaxing at the end of a long day. The COVERED FRONT PORCH and a rear-facing 2-CAR GARAGE add charm and practicality, complemented by beautifully maintained landscaping and curb appeal throughout the community. With double-pane/insulated windows, low-maintenance townhome living, and a well-kept community atmosphere, this home offers the best of Windermere living with none of the hassle. All of this, just moments from Winter Garden Vineland Road, top attractions, and the best Horizon West has to offer. Call today to schedule a tour and fall in love with your new HOME SWEET HOME!

13752 Bressler Alley, Windermere

$459,000
3 Beds 3 Baths Ashlin Park Ph 2 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to Ashlin Park and this fabulous 3-bedroom, 2.5-bath END UNIT townhome in the heart of Windermere, where stylish upgrades meet an unbeatable Central Florida location! Perfectly situated just off Winter Garden Vineland Road, this light, bright, MOVE-IN READY home places you minutes from world-class theme parks, top-tier golf, endless dining, and everyday conveniences. “A” RATED SCHOOLS and a beautifully maintained community only add to the appeal! Step inside to a functional and well-designed layout with high ceilings, LUXURY VINYL PLANK flooring on the main level, and abundant NATURAL LIGHT streaming through end-unit windows. The OPEN LIVING & DINING areas flow seamlessly into the modern kitchen, complete with a large ISLAND and breakfast bar, rich cabinetry, STAINLESS STEEL APPLIANCES, pendant and recessed lighting, ample cabinet storage, and a window over the sink. An additional counter and cabinet area near the back door makes the perfect drop zone, coffee bar, or extra prep space! Both the living room and the primary bedroom feature chic accent walls that elevate the modern aesthetic. Upstairs, you will find a generous PRIMARY SUITE with a WALK-IN CLOSET, large picture window, and a private en-suite bath. Bedrooms two and three share a well-appointed full guest bath, and the convenient second-floor laundry room keeps daily routines simple. A half bath on the main level is ideal for guests. Enjoy your own PRIVATE COURTYARD PATIO and rear-facing garage with alley entry, creating charming CURB APPEAL and easy access. The lifestyle perks continue with a COMMUNITY POOL, playground, and walking trails, plus Bentonshire Park just .8 miles away. Recent/ongoing community improvements include newly replaced double-pane windows (2025) and fresh exterior paint (2025), giving even more peace of mind. Beautifully landscaped, well maintained, and in one of Windermere’s most sought-after locations, this end-unit Ashlin Park townhome offers the new owner style, comfort, and convenience. Schedule your tour today and let us say WELCOME HOME!

11692 Water Run Alley, Windermere

$2,200,000
5 Beds 5 Baths Davis Shores SubDv. 34786 Zip Code
Gorgeous canal-front home with direct access to the Butler Chain of Lakes and just four blocks from the heart of downtown Windermere, this 2024 luxury remodel offers the perfect blend of modern living and small-town charm. Minutes from Food Truck Fridays, local cafés, parks, tennis courts, and year-round community events, this home blends modern elegance with the warmth of small-town living. Step inside to an open, grand gathering space framed with natural wood beams, a gas fireplace, and a seamless flow into a chef-inspired kitchen. Featuring state-of-the-art GE Monogram appliances, a Taj Mahal quartzite island, restaurant-quality crushed ice, a 100+ bottle wine cooler, a full bar and coffee lounge, and a spacious walk-in kitchen pantry—this home invites effortless entertaining. Throughout, new wide-plank laminate wood floors set a refined, cohesive tone. Additional highlights include professional designer wallpaper in the dining room and powder bath, smart bidet in the primary bath, and a fully integrated smart-home lighting, shade, and security system. The primary suite is a private sanctuary, complete with a fully reimagined spa bath wrapped in marble and porcelain, a freestanding soaking tub, and two custom-designed closets. There are three more en suite bedrooms offering privacy and convenience. This corner-lot haven is framed by mature oak trees and newly installed landscaping and irrigation. A beautiful outdoor deck and built-in fire pit creates a cozy retreat for gatherings. Follow the canal behind the home to access the world-renowned Butler Chain of Lakes. The boathouse features an electric lift, dual Sea-Doo floating docks, and instant access to some of Florida’s most coveted waterways.

81 Oakdale Street, Windermere

$645,000
4 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.

6799 Helmsley Circle, Windermere

$760,000
6 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
Discover luxury, space, and style in this beautiful 6-bedroom, 4-bath home nestled in the heart of Windermere’s highly desirable Westside Village! Built in 2018, this modern residence offers nearly 3,700 sq. ft. of elegant living space designed for both comfort and entertainment. Step inside to an open-concept floor plan with high ceilings, abundant natural light, and a seamless flow between the gourmet kitchen, dining, and family room. The chef’s kitchen features 42" cabinetry, granite countertops, stainless-steel appliances, and an oversized island—perfect for family gatherings or casual entertaining. The main-floor primary suite offers a peaceful retreat with a spa-inspired bath featuring dual vanities, soaking tub, and walk-in shower. A guest bedroom and full bath on the first floor make it ideal for multi-generational living or visiting friends. Upstairs, you’ll find a spacious loft/flex room, four large secondary bedrooms, and two Jack-and-Jill bathrooms, giving everyone space and privacy. Enjoy outdoor living year-round on the covered lanai overlooking the private backyard, with no rear neighbors and tranquil green views. Located just minutes from Disney, Hamlin Town Center, and Winter Garden Village, Westside Village offers resort-style amenities including a sparkling pool, fitness center, clubhouse, and playground. Zoned for top-rated Windermere schools, this home blends convenience, community, and comfort in one perfect package. Your dream Florida lifestyle begins here — schedule your private tour today!

12676 Salomon Cove Drive, Windermere

$810,000
5 Beds 3 Baths Summerport Ph 05 SubDv. 34786 Zip Code
This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space, with brand New beautiful Gray Travertine throughout all countertops, that provides the perfect entertaining opportunity! A freshly painted neutral color palette, additional recessed lighting added downstairs, and luxury vinyl flooring in all the entertaining areas are just some of the exceptional design elements. Natural gas range and stainless-steel appliances, coffee/wine station, and a huge center island with breakfast bar creates a gourmet kitchen. Large windows and sliding glass doors allow for an abundance of natural lighting and beautiful views overlooking a screen enclosed Lanai with a gazebo to enjoy relaxing evenings. Upstairs are four of the five bedrooms and two full baths, completely Renovated with Galaxy stones From. floor to ceiling, and other bathroom renovated also with High technology toilet flushing by itself ; the fifth guest bedroom is located on the first floor with direct access to the third full bathroom. All Flooring New and recently changed upstairs. The Primary Suite boasts an enormous walk-in closet, and en-suite with double bowl vanity, private water closet, a large soaking tub and separate shower stall. The upstairs Theater with 4 cinema chairs is a great place for movies and popcorn with an oversized 9' projection screen! 2 New Air Conditioners-1 replaced in 2021, 2nd unit replaced in June 2022. Brand New Roof Sept /2023 (Lifetime warranty) Summerport residents enjoy the beautiful community Clubhouse with an oversized swimming pool, tennis/pickleball and basketball courts, workout room, and walking/jogging paths. Located in TOP RATED school zones, this fabulous home is close to all major shopping and boutiques, fine dining as well as Disney attractions with easy access to Downtown Orlando and the Orlando International airport.

4415 Blue Major Drive, Windermere

$3,700,000
6 Beds 7 Baths Casa Del Lago Rep SubDv. 34786 Zip Code
Experience the essence of luxury lakefront living in this stunning contemporary Mediterranean estate, ideally positioned on Lake Burden within the exclusive gated community of Casa Del Lago in Windermere. This elegant two-story residence combines refined design, functionality, and breathtaking panoramic lake views throughout. The gourmet kitchen features custom dark cabinetry, quartz countertops, a designer mosaic backsplash, pendant lighting, and top-of-the-line stainless-steel appliances. The primary suite is a serene retreat showcasing peaceful lake views, a spa-inspired bathroom with a freestanding soaking tub, dual vanities, and a custom-designed walk-in closet. This remarkable home also includes a fully equipped theater room, a complete gym setup, multiple TVs, and select designer furniture pieces in the dining room, living room, and office, along with all chandeliers and lighting fixtures. Outdoors, enjoy a resort-style pool, spacious travertine patio, and a private dock with lifts for both a Yamaha boat and Jet Ski, which are included in the sale for your convenience. With its three-car garage, lush landscaping, and proximity to fine dining, golf, and top-rated schools, this residence exemplifies modern sophistication and lakefront elegance in Windermere.

12132 Montalcino Circle, Windermere

$615,000
5 Beds 4 Baths Windermere Terrace SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. ** A Front-Row Seat to the Magic ** Imagine coming home after dinner at one of Windermere’s fine local restaurants… you step out onto your covered lanai, the sky darkens, and just beyond the treetops, *Disney’s fireworks burst into color.* Every evening feels enchanted — and it’s all just two miles from your doorstep. Welcome to **Windermere Terrace**, where convenience and comfort meet charm and community. This beautifully appointed **5-bedroom, 4-bath home** was designed for both relaxation and entertaining. The **open-concept kitchen** flows seamlessly into the casual breakfast nook and family room — the heart of the home — featuring **42” cabinetry, granite counters, stainless steel appliances, and a generous walk-in pantry**. A **downstairs bedroom** offers flexibility for guests or a private home office, while the **upstairs loft** creates space for movie nights, homework, or quiet reading. Every bathroom showcases **granite counters and designer tile**, and the **primary suite** offers a spa-inspired retreat with a **glass-enclosed shower and private lavatory**. When it’s time to unwind, the **community pool** is just steps away, the perfect place to soak up Florida sunshine and connect with neighbors. Community walking paths to unwind from the day. Here, in one of Windermere’s most desired locations, close to world-class attractions, upscale shopping, and top-rated schools, every day feels a little more magical.

7132 Beek Street, Windermere

$350,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to Wickham Park, one of Windermere’s most cherished communities, where manicured streets, friendly neighbors, and the glow of Disney’s nightly fireworks create a lifestyle that feels both peaceful and magical. Just five miles from the Magic Kingdom, this beautifully updated 3-bedroom, 2.5-bath townhome offers the perfect blend of modern comfort, timeless style, and resort-style amenities surrounded by the small-town warmth Windermere is loved for. Step inside and instantly feel at home in the open, light-filled layout that connects the living and dining areas—perfect for entertaining or relaxing after a long day. The kitchen features stainless-steel appliances, a double-basin sink, ample cabinetry, and a spacious pantry, creating a welcoming space for both casual meals and gatherings with friends. A convenient half bath is tucked off the main living area for guests. From the dining room, step out to your private fenced courtyard—an ideal spot for grilling, dining, or relaxing beneath the Florida stars. Beyond the courtyard, a detached two-car garage offers privacy and easy access through your own gated entry. Upstairs, the primary suite offers a serene retreat with a spacious walk-in closet, a large window filling the room with natural light, and a beautifully appointed en-suite bath featuring dual vanities. Two additional bedrooms, a full bath, and a conveniently located laundry room complete the upper level, blending comfort and functionality for family or guests. With fresh finishes, a thoughtful layout, and recent updates, including an HOA-replaced roof in 2024 and a new AC system in 2020, this home is truly move-in ready and designed for peace of mind. Life in Wickham Park offers more than just a beautiful home, it’s a sense of community. Residents enjoy a sparkling resort-style pool, clubhouse, and lush green spaces with gazebos and walking trails that encourage outdoor living. Evening walks often end with a view of Disney’s fireworks lighting up the sky, a nightly reminder of how close you are to the magic. Located minutes from top-rated schools, shopping, and dining, this home offers unbeatable convenience. Enjoy nearby favorites such as The Hangry Bison, Windermere Brewing Company, and Hawkers Asian Street Fare, or spend a day at Hamlin Town Center or Winter Garden Village exploring local shops, cafes, and entertainment. Outdoor lovers will appreciate R.D. Keene Park, Tibet-Butler Preserve, and Lake Butler for boating and nature trails, while golfers can tee off at Arnold Palmer’s Bay Hill Club & Lodge or Orange Tree Golf Club just minutes away. Everyday essentials are within easy reach, including Publix, The Fresh Market, and major retailers. Nearby healthcare includes AdventHealth Winter Garden and Orlando Health Horizon West, both just a short drive away. As evening falls, step outside and watch the fireworks dance across the horizon, a daily reminder of why Windermere is one of Central Florida’s most sought-after places to live. With an HOA of only $540 quarterly, upgraded interiors, and a location close to world-class attractions, dining, and recreation, this home embodies effortless Florida living. Come experience why Wickham Park isn’t just a neighborhood, it’s a lifestyle filled with connection, charm, and everyday enchantment.

7504 Bentonshire Avenue, Windermere

$5,000,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Redefine luxury living. Welcome home to an exceptional lifestyle with an estate that offers impeccable design and unparalleled sophistication in one of Central Florida's most desirable guard-gated communities, Keene's Pointe. This masterfully designed residence, which was fully reimagined and painstakingly renovated over 2 years, blends modern luxury with timeless elegance. No expense was spared and every corner was touched....this is what a real renovation looks like. Perfectly positioned on an expansive .85-acre corner homesite overlooking a tranquil pond, this 7,600 square foot residence welcomes you with a 32 foot tall open entry, taking full advantage of the year-round Florida sunshine. Just off the entry, you will find a private office featuring a coffered ceiling, designer lighting and glass pocket doors. The home offers 5 spacious ensuite bedrooms, including a lavish first floor primary suite, featuring a spa-inspired bath and impressive dressing room with extensive custom storage. In the second-story wing of the home, you will find three secondary ensuite bedrooms, each with beautifully updated baths plus a loft. A private guest suite, set on the second story of it own wing was expertly finished in 2022. Your guests will enjoy a large bedroom, kitchenette, seating area, private bath, large closet and a private entrance, making it the ideal space for extended family or visitors. The third wing of the home features an expansive theater room, with stadium seating, new wet bar and full bath. Entertain effortlessly with the open floor plan, combining living, dining and a seamless transition from inside to your private resort oasis, featuring saltwater pool, spa, outdoor fireplace, covered al fresco dining area with remote controlled screens, brand new open cabana with summer kitchen and bar, and ample green space. Inside, your chef's kitchen awaits, with a waterfall edge island, Thermador appliances, custom cabinetry and butler's pantry, with refrigerated drawers, ice maker and storage. Additional highlights include a 5 car garage, tankless hot water heaters, lighting automation, custom storage areas and dedicated irrigation well. Every detail of this home was carefully curated with timeless elegance, modern functionality and unmatched quality. Coupled with the effortless Florida lifestyle and located just minutes from Orlando's world class attractions and golf, this exceptional home is turn-key ready and truly special. Make your private appointment to see it today.

9733 Carillon Park Drive, Windermere

$619,000
3 Beds 3 Baths Windermere Trls Ph 3a SubDv. 34786 Zip Code
Welcome to Windermere Trails! This beautifully maintained single-owner, one-story pool home is ready to welcome its next owner. Step inside to discover a bright, open layout with a split floor plan that offers both comfort and functionality. The heart of the home centers around an open kitchen and family room combo with a cozy dining area to the side, perfect for both daily living and entertaining. The kitchen features a large island, ample cabinetry, and plenty of counter space to gather, cook, and create memories. This thoughtfully designed floor plan offers three spacious bedrooms, two full bathrooms, and one-half bath, including a primary suite with a massive walk-in closet you’ll fall in love with. A dedicated office provides the ideal space for working from home or managing family projects. Enjoy Florida living at its finest with both a covered front porch and a covered back porch overlooking your screen-enclosed pool and paver patio. The fenced backyard is surrounded by mature landscaping and fruit trees, creating a peaceful, private retreat perfect for entertaining or relaxing. Additional highlights include a paver driveway, a whole-home water filtration system, and meticulous single-owner upkeep that truly sets this home apart. Situated in the highly sought-after Windermere Trails community, this home offers the perfect balance of convenience and charm, just minutes from Walt Disney World, Publix, restaurants, and top-rated schools. Don’t miss this rare opportunity to own a move-in-ready pool home in one of Windermere’s most desirable neighborhoods.

8776 Crescendo Avenue, Windermere

$585,000
3 Beds 4 Baths Vineyards/Horizons West Ph 1b SubDv. 34786 Zip Code
**Corner-Lot Home Across from Park in The Vineyards of Horizon West** Perfectly positioned on a corner lot directly across from a peaceful green space, this bright and beautifully upgraded home is located in one of Horizon West’s most sought-after communities. With park views, walkable streets, and a true neighborhood feel, this home offers the ideal blend of comfort, style, and location. The welcoming front porch sets the tone before you even step inside. Once indoors, you’ll immediately notice the abundance of natural light, tall windows, and transom accents that create an open, airy feel throughout. A flexible room just off the foyer works perfectly as a home office, formal dining space, or cozy sitting area. At the heart of the home is the open-concept kitchen and family room—designed for both everyday living and entertaining. The kitchen features 42” cabinets with crown molding, stone countertops, a gas cooktop with vented hood, double built-in ovens, and a casual dinette. Sliding doors lead to the covered back patio, already piped for natural gas—making it easy to add a grill or future outdoor kitchen. Upstairs, a built-in office nook and spacious bonus loft provide extra flexibility for work, play, or media space. The corner primary suite is a private retreat with a walk-in closet and spa-inspired bathroom offering dual sinks, a soaking tub, and a separate shower. Two additional bedrooms complete the upper level—one with a private en-suite bath and the other with convenient access to a third full bathroom. Additional highlights include an energy-efficient Carrier 15-SEER HVAC system, natural gas water heater, and all kitchen and laundry appliances included. Fresh interior paint and a quick-closing option make this home truly move-in ready. Residents of The Vineyards enjoy a community pool, parks, and walking trails, along with easy access to top-rated Horizon West schools, Hamlin Town Center, shopping, dining, Disney, and major highways—close to everything, yet tucked into a peaceful setting. If you’re looking for a modern, welcoming home with park views and thoughtful upgrades in an exceptional community, this corner-lot opportunity is one you don’t want to miss.

6626 Bridgewater Village Road, Windermere

$640,000
4 Beds 3 Baths Providence Ph 01 50 03 SubDv. 34786 Zip Code
Welcome to this Charming and stunning home located in a quiet Windermere neighborhood where the Lake Front homes with values exceeding millions of dollars. This single story home contain 4-bedroom, 3 full bathroom, 3 car garage, screened lanai and fenced back yard. Formal dining room & living room/office combined, 12' high ceiling, open breakfast nook, kitchen, spacious large family room, Laundry room with sink. Large master bedroom and bathroom with his and her individual cabinet & sink, garden tub, and stand shower seperated. Front living room and Dining room with wood flooring, ceilings with crown molding, entrances through double door, ceiling fans. Recent New Roof, New Water Heater 2025 and Newer AC. The community includes a swimming pool, playground and multiple green spaces for strolling and outdoor enjoyment. Providence subdivision is zoned for some of Orange County’s most desirable schools which include Windermere Elementary, Bridgewater Middle, and Windermere High School. This home is also ideally situated with immediate proximity to Windermere Prep and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and other world-famous attractions of Orlando. Easy Hwy access to 429, Turnpike, 408 to I4.

13413 Zori Lane, Windermere

$506,000
3 Beds 3 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
***The Veranda on Canyon Sun*** A day in the life — where sunlight, serenity, and thoughtful design meet.*** Morning begins on the wide, covered Craftsman-style front porch, where you can sip coffee and take in the park view across the green. A gentle breeze moves through the trees as joggers and dog walkers pass along the trail — a scene that captures the peaceful charm of Windermere Trails, one of Central Florida’s most sought-after communities known for its A-rated schools, lakefront parks, and small-town ease just minutes from the magic of Disney.*** Inside, this three-bedroom, two-and-a-half-bath home reveals an inviting open-concept design that balances comfort and style. The kitchen features black granite countertops, a large island and breakfast bar, newer stainless-steel dishwasher and range, and abundant cabinet storage. The adjoining casual dining area and gathering room create an effortless flow for everyday living, while the formal dining room adds a touch of classic elegance — perfect for dinner parties or special occasions.*** Natural light pours through the windows, illuminating the custom millwork, chair rail details, and designer Sherwin-Williams color palette. With tile flooring throughout the first floor and luxury vinyl plank upstairs, there’s not a bit of carpet — easy to maintain, beautiful to live on.*** Upstairs, the loft offers flexible space for movie nights, a reading nook, or a creative home office. Each bathroomincludes double-sink vanities and spacious layouts, while the powder room downstairs adds everyday convenience.*** Step outside to the screened-in back porch or the private faux-turf courtyard — a perfect spot for al fresco dining or weekend relaxation. Out front, the park becomes a natural extension of your living space — a place to toss a ball, unwind, or gather at dusk for a view of Disney’s nightly fireworks lighting the sky beyond the treetops.*** Beyond the front door, the community itself feels like an extension of home. Bay Lake Elementary is just a short walk away. The lakefront community pool and park are only steps from your door. A quick ride takes you to local shops, restaurants, and an authentic French bakery, all within a mile. For weekends, explore Windermere’s farmers markets, Butler Chain of Lakes, and nature preserves that wind through the area. And when adventure calls, Disney’s back entrance is just minutes away.*** Thoughtfully upgraded with whole-house solar, this home delivers sustainable comfort — with average electric bills around $50 per month — and the quiet peace of mind that comes with smart, modern living.*** At The Veranda on Canyon Sun, every day feels beautifully balanced: connected yet calm, elegant yet effortless. It’s more than a home — it’s a lifestyle illuminated by sunshine, smart design, and the serene spirit of Windermere.

12136 Canyon Sun Trail, Windermere

$2,275,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Now it’s your turn to live on the 18th hole of the Golden Bear Club golf course in a fully updated custom home, located on one of the most desirable streets in Keene’s Pointe. This house with a timeless design inside and out, has five bedrooms (two down and three up), four full bathrooms, three car garage, and incredible outdoor living with renovated pool and brand new pool enclosure. Upstairs you will find a second family room with a storage room that is perfect for storing your holiday decorations and those extra bulky items that are hard to find a place for. And when you are ready to enjoy the serene views of the 18th fairway, you can either sit on your second floor balcony or inside your first floor lanai. The house has been completely updated over the past five years, including kitchen, bathrooms, roof (2022), floors, pool, and much more. Since purchasing, the current owners have invested an additional $250K in the following improvements: replacing both HVAC systems with top of the line Carrier units, added plantation shutters throughout, added a beautiful pool enclosure with panoramic screens and built in programmable LED lights, added an outdoor kitchen and pergola, new pool heater, EV outlet in garage, and landscaping throughout the property. This is a truly turn-key, move in ready home with a incredible curb appeal on an oversized golf course lot. What more could you ask for? Come see what the Keene’s Pointe lifestyle has in store for you.

6252 Blakeford Dr, Windermere

$1,875,000
5 Beds 6 Baths Windermere Pointe At Lake Roper SubDv. 34786 Zip Code
Prepare to be dazzled by this exquisitely remodeled waterfront estate in a gated Windermere community. On over a one-acre private lot, the home sits on the shores of the pristine 38-acre Lake Roper. Massive double doors greet you as you enter into impeccable craftsmanship and high-end finishes that sparkle amongst the lakefront backdrop. Soaring ceilings and natural light highlight the scale and architectural grandeur of the open-concept design. The gourmet kitchen will delight the chef in your family, boasting professional-grade stainless steel appliances, a gas cooktop, solid wood cabinetry, a floating island and stunning quartz countertops. The main living space features a contemporary fireplace, with expansive windows and enormous sliding glass doors that perfectly frame the shimmering lake. The primary suite is a tranquil space with a dedicated sitting area, offering uninterrupted views of the water. The spa-like primary bath features a deep soaking tub, oversized walk-in closets, and dual vanities, turning your daily routine into a peaceful ritual. Seamless outdoor entertaining is effortless, thanks to the outdoor summer kitchen and the custom-designed, heated pool with an integrated sun-shelf and seating. The private boathouse is designed for the ultimate watersport enthusiast with a state-of-the-art dock featuring an electric boat lift and two dedicated drive-up jet ski docks, all while serving up unforgettable Florida sunsets, nightly. This is a place to unwind, complete with custom lights for in-water illumination that casts a captivating glow across the lake at twilight. Unwavering peace of mind is ensured by the Generac whole-house standby generator, while the oversized three-car garage offers ample, dedicated space for your luxury vehicles and recreational pursuits. Two newer HVAC systems (2019, 2021) for climate control zones. This premier location offers unparalleled convenience: Enjoy walking/biking to Winter Garden Village for dining and boutique shopping, while remaining just moments from the charm of downtown Windermere. Enjoy top-rated schools, world-class amusement parks, and quick access to Central Florida's major luxury and business corridors.

13036 Lake Roper Court, Windermere

$900,000
4 Beds 4 Baths Lake Butler Estates SubDv. 34786 Zip Code
Virtually Staged. **Back on the market! 25k price improvement and a new roof being added! Buyers financing fell through.** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one-acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split floor plan that seamlessly integrates luxury finishes with functional daily living. The interior boasts marble flooring throughout the main living areas and engineered hardwood in all bedrooms, complemented by high ceilings, crown molding, and recessed LED lighting throughout. A dry bar enhances the living room’s entertaining capacity, along with new chandeliers that adorn the living and dining rooms. The living room is distinguished by a textured accent wall, skylights, and a wood-burning stone fireplace. The kitchen was redesigned, featuring sealed butcher block counters, soft-close cabinets and drawers, stainless steel smart appliances, a Fotile range hood with a self-adjusting capture shield, pantry storage, and breakfast bar. Well water for home and irrigation purposes, along with a reverse osmosis water treatment system. The additional 3 bedrooms are on the opposite side of the home, and bedrooms feature remote-controlled ceiling fans and lights. The expansive primary suite includes a custom walk-in closet and an ensuite primary bathroom. The primary bath features dual sinks, soft-close cabinetry, an oversized stand-up shower with pebble flooring, marble backsplash, rainfall shower heads, and a three-head body sprayer with jets. A recently added full guest bathroom includes a pedestal sink, marble finishes, and a stand-up shower with dual shower heads. The en-suite bath in the second bedroom features a stand-up shower with a marble backsplash, LED anti-fog mirror, and soft-close cabinetry. The shared bathroom offers dual sinks, an LED anti-fog mirror, direct pool access, marble finishes, a stand-up shower with pebble flooring, and dual shower heads. Smart-home and energy-efficient amenities include a new water heater, Ecobee smart thermostat, myQ garage opener, and a smart front door lock. The exterior features a screen-enclosed, in-ground pool, covered lanai with ceiling fans, circular driveway with side-entry two-car garage, and an additional rear concrete parking pad suitable for RV or boat storage. The extensive 1-acre lot offers flexibility for expansion, allowing for privacy fencing, a future mother-in-law suite, or an addition. HOA fee is only $253 per year, providing access to the adjacent Windermere Recreation Center, which offers three lighted tennis courts, playground, pet parks, lakefront boardwalk, kayak launch, sand volleyball court, BBQ grills, picnic tables, and a large entertaining pavilion. Residents of the Town of Windermere are afforded exclusive access to the Butler Chain of Lakes via two gated private boat ramps as well. Zoned for A-rated schools and within walking distance to Windermere Elementary. Situated within ten minutes of downtown Windermere, where you can enjoy the weekly Farmers Market. Easy access to Interstate 4, the Florida Turnpike, and within a 30 minute drive of the Orlando International Airport, Disney, and Universal. This property offers a blend of privacy, acreage, and premier community access within one of Central Florida's most desirable communities.

3328 Wax Berry Court, Windermere

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

2828 Ingeborg Court, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 3 SubDv. 34786 Zip Code
Resort style living year-round in this lovely first-floor 3 bed, 2 bath condo in Lakeside at Lakes of Windermere. Luxury features are the hallmark of this community and this particular abode featuring NEW stunning primary bath remodel (2025) with rare walk-in subway tiled shower, NEW double-sink quartz topped vanity, and backlit fog-free mirror. Stepping into the foyer, enjoy open concept living at its best - offering a split bedroom layout, gleaming wood flooring, crown molding, charming dining room, and spacious living room with glass sliders to the screened porch. The big kitchen will delight your home chef with stainless steel appliances, solid wood cabinets, Silestone countertops, breakfast bar, and HUGE custom pantry big enough for your Costco runs. With room for your king-size bed, the primary suite, along with the NEW luxury bathroom, offers a walk-in closet with custom cabinetry, drawers, and space for all your shoes. Two good sized bedrooms share the updated full hall bathroom just off the kitchen and interior laundry closet (washer/dryer stay too). Monthly HOA fee includes daily valet trash service, water/sewer, and maintaining the building exterior and lovely landscaping. Parking is a breeze with 1 reserved, assigned spot (#55), and 1 open parking spot. Steps from your front door is the state-of-the-art fitness center, located in the clubhouse with on-site management, resort-style pool, and BBQ area with sand volleyball and tennis courts. Stroll the community walking paths around the tranquil pond with mature trees and beautifully maintained elegant landscaping. Zoned for top-rated schools and surrounded by million-dollar neighborhoods, Lakes of Windermere is near it all. Lakeside Village is just across the street and includes Publix, Starbucks, and plenty of restaurants and shopping; plus, you’re only 5 minutes away from Disney and quick access to highways 429, I-4, the Orlando International Airport, and ALL the major Orlando destinations and attractions.

8180 Boat Hook Loop Unit 106/306, Windermere