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$700,000
4 Beds 4 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Virtually Staged. Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today. SOME IMAGES HAVE BEEN VIRTUALLY STAGED AND/OR DIGITALLY ENHANCED TO ILLUSTRATE THE PROPERTY'S POTENTIAL AFTER UPDATES OR RENOVATIONS.

13609 Ancilla Boulevard, Windermere

$350,000
2 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
**WELCOME HOME** NEW ROOF (2024), NEW A/C (2024), new window screens (2026), new window framing (2024), new kitchen sink (2024), accent walls (2022), and new hypoallergenic carpeting upstairs (2022) – the big-ticket updates are done, so you can simply move in and enjoy! Perfectly positioned across the street from Bentonshire Park, this well-maintained townhome delivers a well designed layout and updated finishes – all in a fantastic Windermere location close to shopping, dining, and the Disney parks. With easy access to Winter Garden Vineland Road, SR 429, and I-4, commuting and weekend plans are effortless. The interior is light, bright, and delivers ENGINEERED HARDWOOD FLOORS that flow throughout the main level, complementing the spacious open living and dining areas designed for both everyday living with family and entertaining friends. The kitchen is filled with natural light thanks to a large picture window and features pantry storage, quality appliances, a casual dining space, and a newer large sink. Upstairs, you will find two private en-suite bedrooms, each offering its own full bath. The PRIMARY SUITE is perfectly situated at the back of the home with a WALK-IN CLOSET and a spacious bath, while bedroom two sits at the front with its own en-suite – ideal for guests, roommates, or a home office setup! The laundry closet is also conveniently located on the second floor for everyday ease. Outdoor living shines with a SCREENED LANAI, PAVER PATIO, low-maintenance artificial turf, and VINYL PRIVACY FENCING (all refreshed in 2024) – creating a serene, easy-care backyard retreat perfect for relaxing or letting pets play. Residents of Wickham Park enjoy access to trails, parks, and a community dog park — all zoned for “A-RATED” SCHOOLS and surrounded by the charm and convenience that make Windermere one of Central Florida’s most sought-after areas. Low-maintenance townhome living. Major updates complete. A location that truly checks every box. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

7422 Bentonshire Avenue, Windermere

$11,900,000
6 Beds 10 Baths Isleworth SubDv. 34786 Zip Code
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

9323 Gladys Garden Court, Windermere

$675,000
4 Beds 4 Baths Lakes/Windermere Ph 03 P & Q SubDv. 34786 Zip Code
Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear alley access to two car garage with expanded driveway. You enter the combo living room/dining room which leads to a huge kitchen with island, breakfast bar plus butler's pantry which can be used for beverage center perfect for entertaining ! The utility room adjacent to the kitchen has cabinets for storage, rod to hang clothes, and barn door. ALL APPLIANCES STAY ! There is room for a big dining table and chairs in the dinette between the open kitchen and family room and 1/2 bathroom off family room for guests. The spacious master bedroom suite has double door entry, walk in closet, and the remodeled & upgraded master bathroom has dual sinks plus separate tub & custom shower. 3 guest bedrooms with bathroom are in a separate wing from the master bedroom. This move in condition home has been lovingly maintained, updated and upgraded with amazing features like a SOLAR POWER SYSTEM (installed 2023 & you only pay $33/month TOTAL to connect to grid), PROGRAMMABLE ROOF LIGHTING (2023), NEW ROOF & GUTTERS (2022), REPLACED 6 WINDOWS ON 1st FLOOR (2022) with Renewal by Anderson windows, custom pantry in kitchen and entertainment center with lighting in the family room, wood look tile throughout home (except in bedrooms & bonus room) for easy care, ETC. List of improvements with dates & costs available. Lakes of Windermere is a charming & family friendly neighborhood with mature trees, community pool, tennis courts, playground, basketball court, volley ball, soccer field, community dock, and nearby dog park, shopping, and restaurants. Walk out front and you can see the nightly Disney fireworks !

6990 Smithshire Lane, Windermere

$305,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Beautifully maintained condo located in the highly desirable Lakeside Lakes of Windermere community. Situated on the third floor with elevator access, this residence features a spacious split floor plan offering both privacy and functionality. The open concept living and dining area flows seamlessly to a private balcony perfect for enjoying your morning coffee or relaxing evenings. The generous primary suite includes a walk in closet and an en suite bath with dual sinks. Wood flooring runs throughout the main living areas, with ceramic tile in wet areas for added durability. Residents enjoy an array of resort style amenities including a community pool, fitness center, outdoor grilling areas, sand volleyball courts, and more. Conveniently located near Disney, Winter Garden Village, shopping, dining, and zoned for top rated schools, this property is ideal for first time buyers, investors, or as a second home. Schedule your private showing today.

11434 Jasper Kay Terrace Unit 1120, Windermere

$900,000
4 Beds 5 Baths Windermere Trls Ph 1a SubDv. 34786 Zip Code
Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just south-east of downtown Orlando and is only a short drive to the SR 429 giving you access to the Florida Turnpike, SR 408 and I4; so you're close to all of Orlando's most popular area attractions. If golfing, boating, shopping and great schools are on your list of must-haves, you'll absolutely cherish living at Windermere Trails with Butler Chain of Lakes, several area golf courses and excellent schools, such as Windermere Prep nearby. Every home we build showcases our commitment to providing incredibly energy-efficient homes that let you spend your money on better things than utility bills. After all, we believe in building new homes and communities the way they can, and should be, built. That's why every Meritage home at Windermere Trails is built standard with the following energy- and money-saving features: - Spray-Foam Insulation - ENERGY STAR Appliances - ENERGY STAR Programmable Thermostat - Low-E2 Double pane/tinted Vinyl Windows - Variable SEER 15 HVAC - CFL Lighting and Fixtures - Weather-Sensing Irrigation - Water-Efficient Fixtures - Dual-Flush Toilets - Low VOC Carpets, Paints and Finishes

11835 Gold Creek Trail, Windermere

$423,000
4 Beds 4 Baths Wickham Park SubDv. 34786 Zip Code
Welcome to 12840 Calerdale Ave, Windermere!!!Largest two-story townhome in the community! This desirable end unit features a rear-entry 2-car garage and offers 4 bedrooms and 3.5 bathrooms with a spacious and functional layout. The oversized kitchen is equipped with stainless steel appliances, granite countertops, and 42-inch cabinets, providing plenty of storage and prep space. Tile flooring throughout the first floor adds both style and durability. A convenient first-floor bedroom with a full bath makes the perfect guest suite or home office. Washer and dryer are included for added convenience. Enjoy fresh exterior paint and the benefits of living just steps from a local daycare facility. The community amenities include a sparkling pool and a large gathering room ideal for parties and events. Located close to top-rated area schools, excellent shopping and dining destinations, and just minutes from Disney Parks — this home offers both comfort and an unbeatable location!

12840 Calderdale Avenue, Windermere

$444,900
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Excellent location! the best price-to value opportunity, Assistance may be available for qualified buyers and have the opportunity to work with our preferred lender and access additional benefits. a beautifully upgraded property, move in ready, Top-rated school district and Property high rental demand and low inventory, ideal for investors or families. Fresh paint inside and out, NEW CARPET, NEW INDOOR A/C, NEW WASHER, NEW GARAGE DOOR SPRINGS, KITCHEN ISLAND WITH DECORATIVE WOOD FINISH, rear entry 2-car garage with epoxy flooring, and a spacious driveway. Kitchen island, granite counters, breakfast bar, stainless appliances large porch with relaxing views, a patio ideal for barbecues or outdoor breakfasts, surrounded by beautiful landscaping. Upstairs: 3 spacious bedrooms. Primary Suite with walk-in closet and bath with dual sinks, second bedroom with walk -in closet, third bedroom with a reach-in closet, shared bathroom with dual sinks. Vineyard at Horizon West community amenities include clubhouses, swimming pools, park, community mailbox, sidewalks and recreational areas. Windermere High School (0.6 mi) Independence Elementary (1,3 mi) Bridgewater Middle School (1,7 mi). Just minutes from Winter Garden Village, hospitals, Disney Springs, Walt Disney World, Universal Studios, and Orange County National Golf Center and lodge. Approx 3,5 miles to FL-429 exit 19. Contact me today and don't let this opportunity pass you by! For security purposes, property is equipped with Ring exterior security cameras located at the front entrance and garage. Seller may review multiple proposals.

13712 Summerport Village Parkway, Windermere

$879,900
5 Beds 5 Baths Windermere Trls Ph 4b SubDv. 34786 Zip Code
In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!

9257 Outlook Rock Trail, Windermere

$1,265,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Completely renovated and thoughtfully reconfigured in 2023, this stunning 4-bedroom, 3-bath home is located in the highly sought-after, 24-hour gated and guarded community of Keene’s Pointe. Designed for modern living, the home features an open and refreshed layout with new flooring throughout and elegant paneling details that elevate the interior design. The expansive primary suite has been completely reimagined, showcasing a beautifully reconfigured spa-like bathroom and an oversized custom primary closet. The kitchen is equipped with premium appliances including a Thermador panel-ready refrigerator, KitchenAid gas stove, KitchenAid oven/microwave combo, and panel-ready dishwasher — all new in 2023. A new washer and dryer were also added for convenience. Major system upgrades provide peace of mind, including a new roof (2023), new HVAC units (2022 & 2023), and a new hot water heater (2023). The exterior was freshly painted in 2024. An impressive accordion-style glass door seamlessly connects indoor and outdoor living spaces, opening to a spacious, fenced backyard with no rear neighbors — offering both privacy and room to entertain. Keene’s Pointe is home to the Golden Bear Country Club, featuring an 18-hole Jack Nicklaus-designed golf course, restaurant, and tennis facilities, delivering an exceptional lifestyle in one of the area’s premier communities. Conveniently located near shopping, dining, major expressways, and world-renowned tourist attractions, as well as top-rated public and private schools, this turnkey home blends luxury updates, privacy, and prime location — a rare opportunity in Keene’s Pointe.

5837 Caymus Loop, Windermere

$620,000
4 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago,New Roof, an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.

6840 Helmsley Circle, Windermere

$455,000
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a playground area. The Vineyards of Horizon West community offers easy access to SR-429, SR-535, and US-192 and area employers, including Walt Disney World®, Orange County National Golf Center and Lodge, and Universal Orlando® Resort. The community is also close to several excellent dining and shopping options, including Winter Garden Village and downtown Windermere.

13733 Bressler Alley, Windermere

$426,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to this well-maintained 3-bedroom, 2.5-bath home offering 1,583 square feet of comfortable living space in the well established Wickham Park community. The home is in excellent condition and has been thoughtfully cared for, making it truly move-in ready. Enjoy low-maintenance living with an HOA that covers exterior maintenance for normal wear and tear, including roof, exterior painting, and landscaping. Residents also have access to a community pool and clubhouse. Conveniently located approximately 5 miles from the Disney Parks and close to Winter Garden Village, this home offers easy access to shopping, dining, and entertainment while still providing a quiet residential setting.

12944 Garridan Avenue, Windermere

$710,000
4 Beds 4 Baths Windermere Trls Ph 5a SubDv. 34786 Zip Code
Beautiful 4 Bedroom, 4 Bathroom Home in Highly Sought-After Windermere Trails ! Welcome to this exceptional single-family residence located in the desirable Windermere Trails community. This well-appointed two-story home offers a functional and spacious layout with all four bedrooms located on the main floor, plus an expansive second-floor loft with a full bathroom and walk-in closet, perfect as a bonus room, media room, or private guest suite. The open-concept main living area features a bright and inviting living room with built-in display cabinetry, a gourmet kitchen, and a cozy breakfast nook, complemented by a separate formal dining room ideal for gatherings. The kitchen is a chef’s delight with granite countertops, double ovens, a butler’s pantry, and a large central island. The primary suite, conveniently located on the main level, includes an ensuite bath with upgraded finishes. Three additional guest bedrooms and two full bathrooms complete the main floor. All bathrooms feature granite countertops for a cohesive upscale look. Built in 2014, this home showcases a tile roof for added durability and curb appeal. The garage includes a built-in sink, an accessibility ramp, refrigerator providing excellent storage and utility options. As an added bonus, the home is being offered fully furnished, including living room furniture, bedroom sets, side tables, and even a patio swing—making this truly a move-in-ready opportunity. Located in a top-rated school zone from elementary through high school, this home is not one to miss. Experience the beauty and convenience of Windermere Trails living—schedule your private showing today!

9047 Reflection Pointe Drive, Windermere

$1,274,000
5 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
This exceptional residence offers a rare combination of contemporary design, smart technology, functionality, and lifestyle. Fully renovated and thoughtfully planned with meticulous attention to detail, the home showcases a high level of craftsmanship and a cohesive modern aesthetic throughout. Luxury vinyl flooring extends throughout the entire home, providing durability, comfort, and a refined contemporary look. Custom millwork is a defining feature of the property, present in the fully planned kitchen, custom bathroom vanities, TV feature wall, and architectural wood paneling that adds warmth, texture, and visual continuity across all living spaces. Imported Italian wallpaper enhances every room, elevating the interior with a sophisticated and curated finish. The gourmet kitchen is professionally designed with bespoke cabinetry, a spacious waterfall island, premium stone countertops and backsplash, and a complete Samsung appliance package, seamlessly blending performance, technology, and modern design. Custom window treatments are installed throughout the home and integrated with smart home automation, offering voice control via Alexa for effortless daily living. The functional and highly desirable layout features five bedrooms, with the primary suite conveniently located on the main level, providing privacy and ease of access. All bedrooms include custom-designed walk-in closets, fully built out with tailored cabinetry for optimal storage, organization, and functionality. Bathrooms offer a spa-inspired experience with custom millwork vanities, large-format tile, frameless glass showers, rainfall showerheads, body jets, and modern matte-black fixtures. A striking custom staircase serves as both a design statement and architectural feature, enhanced with motion-activated LED lighting that illuminates each step. The dramatic double-height entry is highlighted by a contemporary chandelier and glass railing, allowing natural light to flow seamlessly between levels and creating a strong first impression. Designed for entertaining and elevated living, the home includes a dedicated wine bar, complete with built-in wine storage, wall-mounted racks, custom cabinetry, and a temperature-controlled wine refrigerator perfect for hosting guests or enjoying intimate gatherings. The outdoor living area completes the lifestyle experience with a heated pool, clean architectural lines, and low-maintenance landscaping. A private patio features a custom mini putting green, offering a resort-style atmosphere ideal for relaxation and entertainment, complemented by tranquil water views. Located in the desirable Town of Windermere, the home is situated within one of Central Florida’s most sought-after communities, known for its scenic lakes, family-friendly environment, and convenient access to shopping, dining, and major roadways. The area is served by highly regarded public schools and is close to prestigious private institutions such as Windermere Preparatory School. This move-in-ready residence stands out for its design, quality, technology, and location—an exceptional opportunity for buyers seeking a refined and thoughtfully curated home.

12779 Westside Village Loop, Windermere

$716,000
4 Beds 4 Baths Enclave At Berkshire Park SubDv. 34786 Zip Code
Beautifully updated home with peaceful pond views from the front creates an idyllic setting to call home. High end finishes can be found throughout including: engineered white oak hardwood floors, designer light fixtures, fully remodeled transitional kitchen with quartz counters and stainless steel appliances, luxuriously updated baths, laundry room, and family room with custom built ins and electric fireplace for added warmth and ambiance. Major upgrades provide peace of mind: new roof (2021), new HVAC systems for both levels (2023 & 2025), and a fully re-screened lanai (2025). Backyard landscaping refreshed in 2024 with a low-smoke fire pit, perfect for outdoor entertaining. This home will accommodate any style of living with it’s modern updates, thoughtful improvements, and scenic water views. You’re Home!

13912 Darchance Road, Windermere

$750,000
3 Beds 3 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Welcome to 5018 River Gem Avenue, an exceptional one-story pool estate with serene pond views in the prestigious Summerport community of Windermere, perfectly positioned for luxury living, convenience, and resort-style enjoyment — only 20 minutes from the Disney Theme Parks, Disney Springs, premier shopping, dining, and major roadways. This 3-bedroom, 2.5-bath, 2,379 sq ft showpiece features a refined split floor plan with 10- and 12-foot ceilings, abundant natural light, and new tile and marble flooring throughout (no carpet). Custom interior finishes elevate the living spaces, while tranquil water views grace multiple rooms. Recent high-end improvements include a new pool screen enclosure (Jan 2025), vinyl/iron fencing (2023), roof (2018), tankless water heater (2017), HVAC (2017), and Kinetico water softener & reverse osmosis system (2023). A natural gas line is in place for future chef-ready upgrades. The gourmet kitchen boasts granite countertops, stainless steel appliances, wood cabinetry, a raised breakfast bar, and a cozy nook overlooking the great room and pool. Designed for effortless entertaining, the interior flows to the travertine-finished, screen-enclosed lanai, extended patio, and solar-heated saltwater pool with a new pool pump (2025) and salt cell (2024, with warranty) — all framed by calming pond vistas. The primary suite is a private sanctuary with a tray ceiling, dual walk-in closets, garden tub, electronic window treatments, and direct access to outdoor living. Additional highlights include a pool-access half bath, oversized split garage with high ceilings and deep storage, and impeccably landscaped, low-maintenance grounds with mature fruit trees (lemon, lime, avocado, guava and papaya). Living in Summerport means enjoying an unparalleled lifestyle. Residents have access to the community’s exclusive clubhouse and pool complex with fitness center and social spaces at Summerport Residential POA Clubhouse. Meandering walking and biking trails, parks, and green spaces provide daily opportunities for outdoor recreation just steps from home. The nearby Summerport Neighborhood Park offers playgrounds, picnic areas, and scenic paths for all ages. For everyday convenience, Cornerstone at Summerport village-style shopping is just around the corner, providing groceries, cafés, services, and more. Downtown Windermere and Winter Garden’s vibrant boutiques, specialty dining, and lifestyle retail are also moments away, with premier destinations like Winter Garden Village and The Grove reachable in under 15–20 minutes. This remarkable home blends luxury, comfort, and lifestyle — ideal as a primary residence, second home, or Florida retreat with everything you want just minutes away.

5018 River Gem Avenue, Windermere

$830,000
4 Beds 3 Baths Westover Club Ph 01 44/139 SubDv. 34786 Zip Code
Welcome home to modern luxury living in the gated community of Westover Club. This impressive residence, situated on a generous 1/3-acre parcel, has been COMPLETELY updated, top to bottom/front to back with NO expense spared to offer a fresh, neutral, contemporary, move-in ready experience. The interior has NO CARPET and features NEW/2024 European white oak engineered wood flooring that flows seamlessly throughout the main living areas and the wet areas have NEW/2024 porcelain tile. The home also feels light, bright and expansive thanks to the installation of NEW/2024... FAS energy efficient and hurricane rated windows and sliding doors that flood the space with natural light. The floor plan also includes a formal living and dining room, the latter adorned with decorative wainscoting. At the heart of the home, the kitchen and family room have an eat-in area that maximizes space and offers uninterrupted views of the beautiful pool area. The kitchen features NEW/2024/2026 stainless steel appliances, NEW/2024 solid wood Wellborn cabinetry, Lemurian blue granite countertops, and a breakfast bar that serves as the social hub of the house. The split floor plan ensures ultimate privacy, anchored by a large primary suite with direct access to the pool, a connected private office, and two walk-in closets. The primary bath and all guest bathrooms have been updated with NEW/2024 modern tile work and flooring, NEW/2024 vibrant white cabinetry (Primary has NEW/2024 solid wood Wellborn cabinetry) with Lemurian blue granite or marble countertops, elevating the spa-like atmosphere. Upstairs, a versatile bonus room awaits your vision...perfect as a 5th bedroom, gym, or media room. Outside, enjoy the Florida lifestyle on the expansive lanai featuring a fully screened-in and NEWLY/2024 resurfaced pool and spa, surrounded by a fully fenced backyard that offers total tranquility, garden space and many fruit trees. Other recent updates include the Roof, AC, and water heater. For peace of mind and convenience the home also has a 5-room generator connection and fiber U-verse Cat 6 technology. Located minutes from top-rated schools, fine dining, and major thoroughfares, this move-in-ready home is the one you’ve been looking for. Schedule your showing today!

9495 Westover Club Circle, Windermere

$692,000
4 Beds 2 Baths Enclave SubDv. 34786 Zip Code
New painting interior and doors and baseboards. This elegant single-level detached home features soaring 10-foot ceilings throughout, creating a bright and spacious atmosphere rarely found in one-story living. The home is thoughtfully positioned with a tranquil pond at the rear, offering both beautiful water views and exceptional privacy. A classic tiled roof adds timeless character and durability. The layout includes 4 bedrooms and 2 bathrooms, plus a large dedicated office, ideal for working from home or for those seeking a quiet, flexible space. Designed for comfortable single-level living, this home is perfect for buyers who appreciate the convenience of no stairs while still enjoying an open and grand feel. Located in the heart of Windermere, the property offers outstanding accessibility, with shopping, dining, and daily amenities just minutes away. AC WAS INSTALLED IN 2022,3.5 TONS. The primary suite is a true retreat, featuring an elegant tray ceiling, serene pond views with screen patio, and direct access to the backyard, allowing you to step outside and enjoy the peaceful water scenery at any time. Both the primary bedroom and the living room overlook the pond, bringing nature and calm into everyday living. This is an ideal home for those seeking privacy, convenience, and refined single-story living in a prime Windermere location.

17514 Black Rail Street, Windermere

$990,000
4 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Welcome to the Arlington with Bonus a stunning 4-bedroom, 4-bathroom home offering 3,123 square feet of beautifully designed living space. Thoughtfully crafted with an open-concept layout, this home is perfect for both everyday living and entertaining. Step inside to find soaring 10-foot ceilings on the first floor and durable laminate flooring throughout, creating a seamless and modern feel. The gourmet kitchen is a true centerpiece, featuring elegant quartz countertops, a large center island, and abundant cabinet space—ideal for hosting and meal preparation alike. The spacious floor plan includes a versatile second-floor bonus room complete with a full bath, perfect for a guest suite, media room, or home office. The elegant primary bathroom offers a spa-like retreat, featuring a spacious walk-in shower with a luxurious rain shower head and a dual vanity with ample counter space. Situated on a desirable conservation homesite, this property offers added privacy and serene natural views. The oversized garage provides ample room for vehicles, storage, or even a workshop. This home effortlessly combines style, functionality, and comfort.

14285 Crest Palm Avenue, Windermere

$599,000
4 Beds 3 Baths Summerport SubDv. 34786 Zip Code
Welcome home to this beautiful residence situated on a quiet cul-de-sac along a tree-lined street in the highly desirable Windermere community of Summerport. Perfectly positioned within the neighborhood, this beautifully maintained and updated 4-bedroom, 3-bath POOL home offers a thoughtfully designed floor plan, exceptional flexibility, and abundant storage throughout—every bedroom features a walk-in closet. From the moment you arrive, the inviting front porch sets the tone for relaxed Florida living. Inside, the expansive open-concept layout is enhanced by crown molding, laminate wood flooring, upgraded light fixtures, and abundant natural light, creating a warm and welcoming atmosphere. Upon entering the home, you are immediately greeted with views of the pool, creating a seamless connection between indoor and outdoor living spaces. The centrally located kitchen serves as the heart of the home and features quartz countertops, stainless steel appliances, 42-inch cabinetry, generous cabinet and counter space, and a walk-in pantry. The open layout provides clear views of the living room, kitchen, dining, and pool areas, making it easy to stay connected while cooking, hosting, or spending time together. The primary suite is a private retreat, offering two walk-in closets and a spacious en-suite bathroom with dual vanities, a walk-in shower, and a soaking garden tub. Downstairs are two additional bedrooms—each with walk-in closets—and a full bathroom, creating a functional layout. Adding to the home’s versatility, the fourth bedroom and third full bathroom are located upstairs above the garage, offering a flexible space ideal for a guest suite, mother-in-law suite, home office, media room, or playroom. With its separation from the main living areas and its own walk-in closet, this space offers privacy rarely found in similar homes. Step outside to enjoy the screened private pool with an electric heater, allowing for year-round outdoor living. Whether relaxing poolside, entertaining guests, or enjoying morning coffee on the front porch, this home is designed to embrace all that Florida living has to offer. Additional highlights include a laundry room with cabinetry for storage, overhead garage storage racks, a dedicated storage closet in the garage, and the main A/C replaced in 2021. The home is ideally located near the community bike path at the beginning of the street, offering easy access to schools, the community center, playgrounds, and resort-style amenities—perfect for walking or biking throughout Summerport. Summerport is known for its numerous amenities, including a clubhouse, fitness center, community pool, tennis and pickleball courts, basketball and volleyball courts, playgrounds, a lakeside beach area with fishing docks, and miles of walking and biking trails. The community also features on-site conveniences such as a coffee shop, pizzeria, and ice cream parlor, with additional local favorites nearby. Zoned for Keene’s Crossing Elementary, Bridgewater Middle, and Windermere High School, and conveniently located near Hamlin Town Center, Winter Garden Village, Publix, historic downtown Winter Garden and Windermere, Disney, Universal, and major roadways including SR 429, SR 408, and CR 535. This home combines a prime Windermere location, a flexible layout, and an amenity-rich community—making it a standout opportunity!

5463 Gemgold Court, Windermere

$560,000
4 Beds 4 Baths Lakes/Windermere-Peachtree SubDv. 34786 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3.5-bath residence located in the sought-after, gated Lakes of Windermere community. This two-story home offers peace of mind with a brand-new roof installed in 2025 and features a light-filled, open-concept layout designed for both everyday living and entertaining. The main level includes formal living and dining spaces, a generous family room, a well-appointed kitchen, breakfast nook, and a convenient half bath. The kitchen overlooks the family room and is highlighted by Corian countertops, abundant cabinetry, a large pantry, and a breakfast bar with additional seating. Upstairs, the expansive primary suite features elegant French door entry and a private en-suite bath complete with a soaking garden tub, separate glass-enclosed shower, dual vanities, and a spacious walk-in closet. Three additional well-sized bedrooms, all with new carpet installed in 2025, and an upstairs laundry room provide comfort and functionality for the entire household. Enjoy outdoor living in the backyard with a covered lanai, perfect for relaxing or entertaining. Additional highlights include a two-car garage and the rare bonus of nightly fireworks views from the front porch. Lakes of Windermere offers a welcoming, small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, and organized recreational activities. Ideally situated in the heart of Windermere, this home is just minutes from Disney attractions, I-4, SR 408, the Florida Turnpike, and Winter Garden Village shopping and dining. Not a short sale or foreclosure, this move-in-ready home has been meticulously cared for and is ready for its next owner.

8650 Abbotsbury Drive, Windermere

$1,250,000
7 Beds 5 Baths Enclave SubDv. 34786 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering 4,563 square feet of thoughtfully designed space created for both effortless entertaining and everyday comfort. Featuring 7 bedrooms plus a dedicated office (with flexibility for a second office or bonus use), 4.5 bathrooms, and an open-concept layout, the home flows seamlessly from room to room—and even better, from indoors to out. The heart of the home opens directly to a massive covered lanai, creating a true indoor-outdoor lifestyle that Florida living is known for. Step outside to your custom resort-style pool with sun shelf, recessed table, and tranquil waterfall. The space is anchored by a fully equipped outdoor kitchen and bar complete with bar seating, keg, grill, smoker, and sink—ideal for hosting game days, celebrations, or quiet evenings at home. Inside, the primary suite on the main level serves as a private retreat, featuring a spa-inspired bath and a custom walk-in closet with built-ins. A secondary primary suite upstairs provides exceptional flexibility for guests or multigenerational living, while the remaining bedrooms and bonus spaces offer endless options for work, play, or relaxation. A rare bonus, the 3-car garage features an 18,000 BTU Bluetooth-controlled AC, making it ideal for a climate-controlled home gym, hobby space, or car enthusiast’s workshop. A three-car garage, beautifully maintained finishes throughout, and access to the community neighborhood park complete the offering. Located in Enclave, you’ll enjoy tree-lined streets, a strong sense of community, and proximity to everything Windermere has to offer—including access to the Butler Chain of Lakes. This is more than a home, it’s a lifestyle.

11658 Hampstead Street, Windermere

$930,000
5 Beds 4 Baths Windstone SubDv. 34786 Zip Code
RARE PRIVACY IN WINDERMERE — 5 BEDROOMS + 2 BONUS ROOMS WITH NO REAR, FRONT-FACING, OR LEFT-SIDE NEIGHBORS Welcome to a rare Windermere opportunity offering the space, privacy, and lifestyle buyers dream about. This expansive 5-bedroom, 4-bath home features two additional bonus rooms, including a large movie/media room, giving you incredible flexibility for work, entertaining, guests, fitness, play, or multi-generational living. Set in a uniquely private location with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this home offers a peaceful setting that is hard to find in Windermere. Behind the home, an oversized backyard provides the perfect canvas for your future outdoor oasis, whether you envision a resort-style pool, summer kitchen, garden retreat, or spacious play area. Inside, the open-concept floor plan is designed for connection and everyday comfort. At the heart of the home, the gourmet-style kitchen flows seamlessly into the main living spaces and offers the option for a gas stove connection, making it ideal for those who love to cook, gather, and entertain. The home also features a living room, family room, and generous light-filled spaces that create a warm and functional layout. The bedroom design offers privacy and comfort for everyone. All four main bedrooms feature walk-in closets, while the private guest suite includes its own en-suite bathroom and walk-in closet, making it ideal for visitors, extended family, or a luxurious secondary retreat. When the day winds down, escape to the spacious primary suite, a peaceful sanctuary designed for rest, relaxation, and renewal. With multiple living areas, oversized bedrooms, flexible bonus spaces, and an exceptional outdoor setting, this home offers the space to live, work, host, and grow with ease. Ideally located in Windermere, just minutes from Disney, Central Florida attractions, dining, shopping, and everyday conveniences, this home offers the rare combination of privacy, space, location, and possibility. This is more than a home — it’s a lifestyle designed for comfort, connection, and the dream of living beautifully in Windermere.

6752 Trellis Vine Loop, Windermere

$825,000
4 Beds 3 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
Located in the peaceful setting of oak-lined streets of the sought after Windermere Downs community, this well-maintained home offers recent upgrades, generous living spaces, and access to the renowned Butler Chain of Lakes. The home features a fully fenced, large backyard with privacy fencing and a large 35’+ pool with expansive deck area—ideal for outdoor living and entertaining. Inside, the family room includes a wood-burning fireplace, while the formal living room provides flexible space for an office or additional sitting area. The formal dining room is accented with chair rail and an elegant tray ceiling. The kitchen offers granite countertops, bar seating, upgraded appliances, abundant cabinetry, and a built-in desk area. Wood-style flooring highlights the formal areas, while new carpet runs throughout the second floor. All bedrooms are located upstairs, including the spacious primary suite with a soaking tub, walk-in shower, two separate granite-topped vanities, and a large walk-in closet. The secondary bathroom features a double-sink granite vanity and a shower/tub combination. Recent major improvements include a new A/C in 2025 and new windows, stucco, and exterior paint in 2024. Additional features include an oversized 2-car garage with extra storage space, a circular drive plus a separate driveway. Windermere Downs residents enjoy access to the Butler Chain of Lakes with a private boat ramp, covered dock, beach and swim area, along with playgrounds, tennis, and pickleball courts. Conveniently located near theme parks, fine dining, shopping, the airport, and Downtown Orlando.

1735 Maple Leaf Drive, Windermere

$475,000
3 Beds 3 Baths Windermere Trls Ph 1c SubDv. 34786 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this stunning bungalow-style single-family home located in the highly sought-after Windermere Trails community—where lifestyle, convenience, and charm meet at your front door. Built by Meritage Homes (consistently ranked among the best builders in Florida), this residence features the desirable Angelou floor plan offering 3 bedrooms, 2.5 bathrooms, a spacious loft, and 1,876 square feet of thoughtfully designed living space. The open-concept kitchen and living area create a warm, inviting flow—perfect for everyday living and entertaining. Upstairs, you’ll find a versatile loft, a spacious primary suite, and two additional bedrooms with a full bathroom conveniently located between them. Wood flooring throughout the main living areas and a wooden staircase. Step outside and enjoy Florida living at its finest. From the large front porch, take in breathtaking sunsets and the Magic Kingdom nightly fireworks, while the extra-wide private balcony offers peaceful sunrise views. The rear-entry 2-car attached garage and low-maintenance yard provide both functionality and ease of ownership. *** Owned solar panel system (paid in full—no lease) designed to offset most or all of your monthly electric bill.*** The location is truly unbeatable. The home is walking distance to Bay Lake Elementary, as well as top-rated daycare and middle schools—offering unmatched peace of mind for families. Everyday conveniences such as grocery stores, dining, gyms, and shopping are also just steps away, including the newly opened Lakeside Village shopping plaza. Windermere Trails residents enjoy resort-style amenities including a large community pool, playground, dog park, scenic lakes and preserves, and miles of biking and jogging trails surrounded by beautiful retention ponds and local wildlife—perfect for morning walks and outdoor living.

8648 Powder Ridge Trail, Windermere

$450,000
3 Beds 3 Baths Carrington SubDv. 34786 Zip Code
Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside, tile flooring flows throughout the main living areas, while bedrooms feature comfortable carpet. The open concept floor planseamlessly connects the living, dining, and kitchen—ideal for everyday living and entertaining. The kitchen features: Stainless steel appliances Center island with bar seating for casual dining Rich cabinetry and sleek countertops Stylish backsplash and pantry A highly desirable main floor bedroom and full bath offers flexibility for guests, multi-generational living, or a home office. Upstairs, the primary suite with private balcony provides a relaxing retreat, complete with a walk-in closet and en-suite bath with dual vanities and separate shower. A third bedroom, additional full bath, and loft/bonus space complete the layout. Enjoy outdoor living with a covered lanai and fenced, low-maintenance patio. The home also includes a rear-entry 2-car garage. Located just off Reams Road with easy access to 429, I-4, shopping, dining, and attractions, this home is ideal for buyers searching for a Windermere home near Disney. Carrington offers a community pool, green space, and a welcoming atmosphere, all within a family-friendly area zoned for A-rated schools. With modern upgrades, flexible living space, and a prime location, this is a turnkey opportunity in Windermere. Schedule your private showing today—this one checks all the boxes. Welcome home.

12305 Via Derna Place, Windermere