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$675,000
3 Beds 2 Baths Summerport SubDv. 34786 Zip Code
Welcome to this beautifully maintained one-story home in the highly desirable Summerport community of Windermere! Offering 3 bedrooms, 2 bathrooms, and a versatile office/den, this home reflects true pride of ownership and is ready for its next owners. From the moment you arrive, you'll appreciate the excellent curb appeal and inviting exterior. Inside, the spacious open floor plan features elegant tray ceilings, crown molding, luxury vinyl flooring, upgraded ceiling fans throughout, a formal dining room, and a stylish modern kitchen complete with stainless steel appliances, a gas range, a large center island, and an oversized breakfast bar that's perfect for everyday living and entertaining. All appliances, including the washer and dryer, are included for your convenience. The private primary suite offers a beautiful barn door, California Closets, dual vanities, and a relaxing retreat at the end of the day. Throughout the home you'll find plantation shutters, adding both charm and functionality. Step outside to your own backyard oasis featuring a screened lanai overlooking a beautifully landscaped backyard and sparkling pool, only 2.5 years old, with the required safety door locks already in place. The home also includes a water softener, an epoxy-coated garage floor, a gas water heater, and energy-efficient double-pane windows installed in 2026. Additional updates include a new A/C installed in 2024 and the interior and exterior professionally painted in 2025. A two-car garage plus an extended driveway provide plenty of parking. Ideally located just minutes from Winter Garden Village, you'll enjoy easy access to shopping, restaurants, entertainment, major roadways, and the Florida Turnpike. Summerport is known for its outstanding amenities, scenic walking trails, parks, playgrounds, community pool, fitness center, tennis and basketball courts, and picturesque lakes. This exceptional home combines comfort, style, thoughtful upgrades, and an unbeatable location—don't miss the opportunity to make it yours!

13160 Sunkiss Loop, Windermere

$4,495,000
4 Beds 7 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Experience refined luxury in this extraordinary custom estate overlooking the 17th tee of the Jack Nicklaus Signature Golden Bear Club, nestled within the prestigious guard-gated community of Keene’s Pointe in Windermere. Completely reimagined with exceptional attention to detail, this residence seamlessly blends timeless architecture with sophisticated contemporary design. From the moment you enter, soaring ceilings accented by exposed wood beams, expansive porcelain flooring, designer lighting, custom millwork, and walls of glass create an atmosphere of understated elegance and warmth. Designed for both everyday living and grand-scale entertaining, the impressive great room is anchored by a striking floor-to-ceiling porcelain fireplace with custom illuminated built-ins. The gourmet kitchen is beautifully appointed with premium Viking appliances, custom European-style cabinetry, quartz countertops, an oversized center island, and a separate catering kitchen that makes hosting effortless. The luxurious primary suite offers a peaceful private retreat featuring custom-designed walk-in closets and a spa-inspired bath with dual vanities, a freestanding soaking tub, a walk-in shower, and exceptional designer finishes throughout. Spacious guest suites provide comfort and privacy for family and visitors alike. One of the home’s most remarkable features is the expansive climate-controlled lanai, thoughtfully designed as a true extension of the interior living space. Complete with a fully equipped summer kitchen, multiple gathering areas, and panoramic golf course views, it offers the perfect setting for year-round indoor-outdoor living and unforgettable entertaining. One of the very few homes on Valhalla Drive to feature a four-car garage, this residence provides exceptional space for automobiles, golf carts, and additional storage. The pool and spa overlook the beautifully manicured fairways, creating a tranquil backdrop that captures the beauty and serenity of one of Central Florida’s premier private golf communities. Located in one of Windermere’s most sought-after addresses, Keene’s Pointe offers 24-hour guarded security, picturesque tree-lined streets, and an exceptional lifestyle centered around the renowned Golden Bear Club. Residents enjoy convenient access to top-rated schools, upscale shopping, fine dining, world-class attractions, and Orlando International Airport. This is more than a luxury home. It is an exceptional opportunity to own a beautifully renovated residence in one of Windermere’s most distinguished private golf communities.

6719 Valhalla Way, Windermere

$399,900
3 Beds 3 Baths Oasis Cove I/Lakeside Village Ph 01 SubDv. 34786 Zip Code
Welcome to Oasis Cove in Windermere, where this beautifully situated 3-bedroom, 2.5-bath residence offers something truly special—an unobstructed pond view and spectacular sunset backdrop that can be enjoyed every day from your own home. The thoughtfully designed floor plan features a downstairs primary suite, offering privacy and convenience without the need to climb stairs. Upstairs, you'll find two additional bedrooms plus a large loft, providing flexible space for a home office, media room, playroom, fitness area, or additional gathering space. One of the home's standout features is the extended rear patio overlooking the pond and walking trail. With no homes directly behind you, the setting feels open and peaceful, with beautiful water views and evening sunsets. The patio also offers the option to be fenced, subject to association approval and requirements, creating even more usable outdoor living space. The home has been well cared for with numerous improvements, including vinyl plank flooring and updated stairs (2022), bathroom/shower flooring (2023), A/C replaced in 2024, refrigerator and washer replaced in 2025, newer blinds, and updated smoke detectors. The dryer was replaced in 2023, and the water heater in 2020. Living in Oasis Cove offers the convenience of a low-maintenance lifestyle with an impressive range of services and amenities included through the association. The current owner reports the HOA includes water and sewer, trash, Spectrum services (cable/internet/streaming), pest control, landscaping, building insurance and exterior maintenance including roofs and painting, on-site management, plus access to the community pool and fitness center. And then there's the location. Oasis Cove puts you close to Walt Disney World while keeping you convenient to Windermere, major shopping, dining, entertainment, and Central Florida's attractions. Whether you're enjoying a morning walk around the pond, relaxing on the patio, or watching the sun set across the water, this home combines convenience with a setting that's difficult to duplicate.

14125 Oasis Cove Boulevard Unit 206, Windermere

$599,900
3 Beds 2 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
Virtually Staged. Discover this beautifully maintained 3-bedroom, 2-bath corner-lot home in Windermere. Surrounded by tree-lined streets and a welcoming neighborhood atmosphere, this home combines timeless charm with everyday convenience. Enjoy relaxing on the covered front porch, perfect for morning coffee, visiting with the neighbors or unwinding after a long day. Inside, the thoughtfully designed floor plan offers comfortable living spaces that are ideal for both everyday life and entertaining. The home features a galley style kitchen positioned between a cozy breakfast nook and the dining room, allowing for both casual and traditional dining options. The split-bedrooms provide added privacy. The on-suite primary bathroom features a soaking tub, dual vanities and a separate stand alone shower. The shower glass and tile were replaced in the fall of 2025. The home features real bamboo hardwood flooring in all interior areas except the kitchen, nook, bathrooms and laundry room. From the living room, open the sliders and step into your oversized patio. This patio has a generous covered area and a screened portion, allowing you to comfortably enjoy outdoor living while being protected from the Florida sun, weather and insects. The fully vinyl fenced backyard has two access gates and is ideal for pets, play or outdoor gatherings. New gutters and water heater were added in 2026, offering added peace of mind. Residents of this community enjoy access to a resort-style pool, basketball court, tennis/pickleball courts and a walking path, offering endless opportunities for recreation, relaxation and an active lifestyle. Whether you are searching for your first home, looking to downsize, or simply wanting to enjoy the charm and lifestyle that Windermere is known for, this property offers an exceptional opportunity in a highly sought-after location. Conveniently located near excellent schools, shopping, dining, theme parks and major roadways, this home offers easy access to everything Central Florida has to share. Don’t miss this opportunity - schedule your showing today.

13231 Roxboro Road, Windermere

$799,500
5 Beds 5 Baths Belmere Village G2 48 65 SubDv. 34786 Zip Code
Welcome to this exceptional two-story luxury home in one of Windermere's most sought-after communities. Situated on a beautifully landscaped 0.38-acre lot, this meticulously maintained 5-bedroom, 4.5-bathroom residence offers 3,036 square feet of elegant living space designed for comfort, functionality, and entertaining. A long private driveway and charming front courtyard create a grand first impression. Inside, you'll discover spacious living and entertaining areas filled with natural light, soaring ceilings, and an inviting floor plan that flows effortlessly from room to room. Whether hosting holiday gatherings or enjoying quiet evenings at home, every space has been thoughtfully designed for comfortable living. The gourmet kitchen serves as the heart of the home and features abundant cabinetry, generous counter space, and premium appliances. Included with the sale are the kitchen refrigerator, stove/range, built-in wine refrigerator, built-in espresso machine, washer, and dryer, allowing the next owner to move in with ease. One of this home's most distinctive features is its private detached suite, located separately from the main residence with its own private entrance and full bathroom. This versatile space is ideal as an in-law suite, private guest quarters, executive home office, fitness studio, creative workspace, or media room, offering endless possibilities while maintaining privacy from the main living areas. The second story offers generously sized bedrooms and comfortable accommodations for family and guests. The staircase and upstairs bedroom carpeting were replaced approximately 1.5 years ago, while one upstairs bedroom showcases beautiful hardwood flooring, adding warmth and character. Step outside into your own private backyard retreat. The fully fenced backyard provides both privacy and security while creating the perfect setting for outdoor entertaining, pets, or simply relaxing in your own personal oasis. The sparkling swimming pool offers exceptional flexibility, as it can be operated as either a traditional chlorine pool or converted to saltwater, depending on the owner's preference. Recent upgrades include a new pool motor and complete pool filter assembly installed in 2025, and all existing pool equipment is included with the sale. The existing wicker patio furniture also conveys, allowing the next owner to begin enjoying the outdoor living space immediately. The property has been meticulously maintained, with all HVAC units receiving regular service, one HVAC unit replaced, and the tile roof professionally maintained annually, including semiannual soft washing, tile replacement, and recementing as needed to preserve both appearance and longevity. The garage features epoxy flooring, an insulated garage door, its own air-conditioning unit, built-in shelving, and a workbench, while a backyard storage shed provides additional storage. Conveniently located just minutes from top-rated schools, championship golf courses, world-class dining, upscale shopping, Disney, and the Butler Chain of Lakes, this exceptional home offers the perfect blend of luxury, flexibility, and everyday convenience. Whether you're looking for multigenerational living, a private home office, or simply an impeccably maintained luxury residence, this Windermere gem is truly move-in ready.

11434 Rapallo Lane, Windermere

$979,500
3 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Luxury Pool Home in the Keene’s Pointe Golf Community – Windermere Nestled within the highly sought-after Keene’s Pointe golf community in the charming Town of Windermere, this beautifully maintained luxury pool home offers an exceptional blend of elegance, comfort, and timeless design. Just moments from the renowned Golden Bear Club and convenient to the Butler Chain of Lakes, this residence places you in the heart of one of Central Florida’s premier lifestyle communities, with nearby golf, boating, fine dining, boutique shopping, and the popular Windermere Farmers Market. From the moment you arrive, you’ll appreciate the mature landscaping, newly paved driveway, and outstanding curb appeal. Throughout the neighborhood, beautifully maintained parks, gazebos, playgrounds, walking areas, and manicured common spaces create a welcoming atmosphere that makes Keene’s Pointe one of Windermere’s most desirable addresses. Inside, elevated tray and coffered ceilings, designer lighting, and expansive transom windows fill the home with abundant natural light while creating a spacious, streamline feel. Custom window treatments, built-in features, and premium finishes are showcased throughout. The private office is beautifully appointed with custom built-in cabinetry, custom blinds, tray ceiling, recessed lighting, and an elegant designer fixture, creating the perfect work-from-home environment. Designed for entertaining, the gourmet chef’s kitchen is truly the centerpiece of the home. The magnificent oversized island—one of the largest you’ll find—offers exceptional prep and gathering space and includes a prep sink, recessed microwave, designer lighting, and custom wine bar. High-end custom cabinetry, a spacious pantry, farmhouse sink, stainless steel dishwasher, GE Monogram refrigerator and freezer, double Thermador ovens, and a six-burner Thermador gas range complete this exceptional culinary space. The adjoining family room showcases stunning coffered ceilings, a custom built-in media center, hand-blown designer light fixture, Infinity surround sound speakers, and custom draperies, creating an inviting space for relaxing or entertaining. The luxurious primary suite features tray ceilings, custom designer draperies, surround sound speakers, a spa-inspired bath with dual granite vanities, premium fixtures, an oversized glass-enclosed walk-in shower, private water closet, and an impressive customized walk-in closet. Guests will appreciate the beautifully finished secondary bedrooms and baths featuring granite countertops, quality fixtures, designer finishes, and a convenient pool bath with direct outdoor access. Step outside to your own private tropical retreat. The covered lanai overlooks a stunning lagoon-style swimming pool complete with a recessed fountain, Bose outdoor speakers, ceramic tile flooring, and screened enclosure—perfect for year-round Florida living. The lanai also provides convenient access to both the pool bath and the primary suite. Additional highlights include impact-resistant double-pane windows, expansive sliding glass doors with transom windows overlooking the pool, designer fixtures throughout, built-in office furniture, custom media center, surround sound systems, and exceptional attention to detail. Offering luxury, quality craftsmanship, and an unparalleled lifestyle, this exceptional Windermere pool home is a rare opportunity to own in one of Central Florida’s premier golf course communities.

11462 Claymont Circle, Windermere

$644,900
4 Beds 3 Baths Lakes Of Windermere Ph 2a SubDv. 34786 Zip Code
Virtually Staged. Welcome to this beautifully maintained 2,683-square-foot home located in the highly desirable Lakes of Windermere community! Offering the perfect blend of comfort, functionality, and Florida living, this spacious residence features an open-concept floor plan designed for both everyday living and entertaining. Thoughtfully updated for peace of mind, the home features a roof installed approximately five years ago, a new pool motor and filter, and a new water heater installed just two years ago. Inside, you'll find laminate flooring and ceramic tile throughout, along with beautifully upgraded secondary bathrooms that add style and modern appeal. Step outside to your own private backyard oasis, complete with a sparkling pool and peaceful scenic views, creating the perfect setting to relax or entertain family and friends. Residents of Lakes of Windermere enjoy low HOA fees and an exceptional array of amenities, including a clubhouse just steps from the home, tennis, basketball, volleyball, and soccer courts, three playgrounds, a lake dock with fishing access, and scenic walking trails perfect for your daily stroll. Ideally located near top-rated schools, shopping, dining, and everyday conveniences, this home is just minutes from Walt Disney World, Horizon West, Winter Garden Village, and major highways, providing easy access to everything Central Florida has to offer. Whether you're searching for your forever home or an excellent investment opportunity, this move-in-ready property offers exceptional value in one of Windermere's most sought-after communities. Schedule your private showing today and experience all that this beautiful home has to offer!

12830 Cragside Lane, Windermere

$7,500,000
6 Beds 8 Baths Windermere SubDv. 34786 Zip Code
Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

724 W 2nd Avenue, Windermere

$1,050,000
5 Beds 4 Baths Windermere Isle Ph 2 SubDv. 34786 Zip Code
Experience the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 4-bathroom home in the highly sought-after Windermere Isle community. Enjoy nightly Disney fireworks from the second floor! A charming covered front porch welcomes you inside, where the foyer showcases beautiful wood-look tile flooring that flows seamlessly throughout the main living areas. Thoughtfully designed with both functionality and flexibility in mind, this home offers space for a variety of lifestyles. Just off the entry is a spacious first-floor bedroom with a large walk-in closet and convenient access to a full bath, making it ideal for guests, a home office, fitness room, or creative space. The elegant formal dining room with tray ceiling is ready to host everything from holiday gatherings to intimate dinners. Designed to impress, the chef’s kitchen features quartz countertops, sleek gray shaker cabinetry, stainless steel appliances, built-in double convection ovens, a 5-burner gas cooktop, French door refrigerator, stylish subway tile backsplash, a spacious island with seating, and plenty of room for casual dining. A butler’s pantry and oversized walk-in pantry provide exceptional storage. Step outside and discover your own private Florida oasis. The heated saltwater pool and spa, panoramic screen enclosure, summer kitchen, extended paver patio, and oversized fenced backyard create the perfect setting for entertaining, outdoor dining, or simply relaxing in the Florida sunshine. The staircase with modern metal balusters leads to an expansive loft that provides additional living space perfect for movie nights, gaming, hobbies, or a quiet retreat. The luxurious primary suite offers two generous walk-in closets and a spa-inspired bath featuring dual vanities, a freestanding soaking tub, and a separate glass-enclosed shower. Three additional spacious bedrooms, all with walk-in closets—including one with a private en-suite bath—complete the second floor. Engineered hardwood flooring installed throughout the upper level in 2024 adds warmth, style, and durability. Additional highlights include overhead garage storage, a side-by-side refrigerator, bike racks, a convenient drop zone, and a washer and dryer that convey with the home. Fully paid whole-house solar panels were added in 2024, along with a Westinghouse whole-house water softener, filtration system, and drinking water purification system. Outside, you’ll enjoy beautifully landscaped gardens, mature lemon and orange trees, and generous green space. Community amenities include a resort-style pool with cabana and playground. HOA dues include lawn fertilization and mowing for both front and rear yards, pest control, cable television, and high-speed internet. Located just minutes from Walt Disney World, with approximately 11 minutes to the Magic Kingdom parking lot and 13 minutes to EPCOT, this home also offers convenient access to exceptional shopping, dining, entertainment, and highly rated schools. This is more than just a beautiful home—it’s a place to relax, entertain, and create lasting memories. Home is where your story begins… let me help you start your story.

8254 Procida Isle Lane, Windermere

$649,500
5 Beds 4 Baths Belmere Village G-5 SubDv. 34786 Zip Code
Virtually Staged. Welcome home to 11773 Bella Milano Ct — a 5-bedroom, 3.5-bath residence on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy rare privacy with a wooded conservation view at the rear, bordering a park with no through-access, and a lot size just under a quarter acre. Inside, engineered hardwood and tile flooring flow through the main living areas (one living room is carpeted), beneath vaulted and 9'4"+ ceilings on the first floor. The spacious primary suite is a true retreat, featuring a garden tub, separate shower, dual vanities, private toilet closet, walk-in closet, and an adjoining sitting room with its own exterior entrance to the backyard. Four additional bedrooms deliver flexible space for family, guests, or a home office. The kitchen features stainless steel appliances. Seller offering up to $10,000 in concessions toward closing costs, rate buydown, and/or home upgrades. Major systems are well maintained: both HVAC units have been replaced (2023 and 2026), and the tile roof was resurfaced in 2023 with no major repairs since. A 2-car garage completes the home. Belmere's $130/month HOA includes a gated entrance, community pool, clubhouse, tennis courts, basketball court, sand volleyball court, playground, and fitness center — all within Windermere's top-rated school zone and minutes from the Butler Chain of Lakes and Winter Garden's Plant Street district.

11773 Bella Milano Court, Windermere

$370,000
3 Beds 3 Baths Lake Sawyer South Ph 03 SubDv. 34786 Zip Code
This Berkshire Place townhome offers a thoughtfully arranged two-story layout with three bedrooms, inviting living spaces, and a convenient Windermere location. The covered front porch opens to a bright living room with a ceiling fan, while the adjoining dining area creates an easy connection to the kitchen. Dark wood cabinetry, stainless-steel appliances, recessed lighting, a window above the sink, and a raised breakfast bar provide a functional kitchen setup with space for casual seating. A half bathroom completes the main level. Upstairs, the primary suite features windows on two sides, a walk-in closet, and an en suite bathroom with a long dual-sink vanity and enclosed shower. Two additional bedrooms, each with a ceiling fan and closet, share a full bathroom with a tub and shower combination. Just beyond the dining area, double glass doors open to an enclosed brick-paver courtyard that provides a low-maintenance setting for outdoor dining, grilling, or container gardening. The courtyard also connects directly to the rear-entry two-car garage, creating convenient access between the home and parking area. Berkshire Place offers tree-lined sidewalks, a playground, a community pool overlooking the water, and sports courts, adding opportunities to enjoy the outdoors close to home. Located in Windermere’s Lakeside Village area, the townhome is convenient to nearby grocery stores, shopping, restaurants, and everyday services, with access to Winter Garden Village, area theme parks, and destinations throughout Central Florida.

7712 Fordson Lane, Windermere

$669,000
4 Beds 4 Baths Lake Sawyer South SubDv. 34786 Zip Code
Amazing opportunity to own this beautiful two-story single-family home located in the highly sought-after Lake Sawyer Enclave at Berkshire Park. Built in 2010 and meticulously maintained, this spacious home features 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. The home's attractive stone elevation and covered front porch create wonderful curb appeal and offer the perfect spot to enjoy your morning coffee. Step inside to a welcoming formal living room filled with natural light that flows seamlessly into the formal dining room, providing an elegant space for gatherings. Whether you're entertaining guests in the formal areas or relaxing in the spacious family room, this home offers plenty of room for everyone. The open-concept kitchen is a chef's dream, featuring granite countertops, 42-inch cabinets with crown molding, dark stainless steel appliances, and an oversized center island with ample prep space and bar seating. The adjoining breakfast nook provides a cozy space for casual meals. Conveniently located just off the kitchen are the garage entrance and a guest half bath tucked neatly beneath the staircase. Step outside to the covered, screened lanai and enjoy Florida's beautiful weather year-round. Large sliding glass doors fully open to seamlessly blend the indoor and outdoor living spaces, making it ideal for entertaining. The fully fenced backyard provides a safe place for pets to play, while the paver patio offers the perfect setting for relaxing around a fire pit on cool winter evenings. All four bedrooms are located upstairs for added privacy. The spacious primary suite features a tray ceiling, a large walk-in closet, and an ensuite bathroom with dual vanities, a garden tub, and a separate walk-in shower. Two secondary bedrooms share a convenient Jack-and-Jill bathroom, while the fourth bedroom includes its own private ensuite bathroom, making it ideal for guests or multigenerational living. Residents of Lake Sawyer Enclave enjoy outstanding community amenities, including a community pool, tennis courts, and a playground. Conveniently located just minutes from Walt Disney World and other major attractions, this home also offers easy access to the shopping, dining, and entertainment of Winter Garden Village, as well as major highways including SR 429, SR 408, and Florida's Turnpike. Please note: The interior photos showing furniture and décor have been virtually staged to illustrate the home's potential. Schedule your private showing today!

7537 Brofield Avenue, Windermere

$1,049,000
3 Beds 3 Baths Windermere Town SubDv. 34786 Zip Code
Timeless Charm in the Heart of Downtown Windermere. Nestled beneath a canopy of majestic oak trees on one of Windermere’s most picturesque streets, this beautifully maintained three bedroom, two and half bath residence offers the perfect blend of classic Florida charm and modern comfort. Situated on a spacious 0.38 acre fenced homesite, this exceptional property features 2,795 square feet of living space and 4,163 total square feet, providing plenty of room to live, work, and entertain. From the moment you arrive, you will appreciate the peaceful setting and inviting curb appeal that make Oakdale Street one of the town’s most desirable locations. Inside, thoughtful craftsmanship is evident throughout with custom trim work, rich stone and wood flooring, double pane windows and doors, and a warm family room centered around a natural gas fireplace. The well appointed kitchen features a natural gas range, while the expansive air conditioned Florida room offers the perfect place to relax year round as you overlook the private backyard. Car enthusiasts, hobbyists, and those needing extra space will love the 4 car garage along with the detached air conditioned building, ideal as a home office, fitness studio, art studio, workshop, guest retreat, or whatever your heart desires. Recent improvements provide peace of mind, including: Roof replaced in 2019, newer HVAC system and water heater (4 years old) and a newer well pump (9 months old). Living in the Town of Windermere is more than owning a home, it’s embracing a lifestyle. Enjoy the beloved weekly farmers market, monthly food truck nights, festive holiday celebrations, and a charming downtown just a short walk away featuring a new Italian restaurant, breakfast café, coffee shop, wine bar, tennis courts, and more. Residents also enjoy exclusive access to community boat ramps on both Lake Butler and Lake Bessie, making it easy to experience the renowned Butler Chain of Lakes. If you have been searching for a home that offers character, generous space, exceptional flexibility, and one of Central Florida’s most treasured small town lifestyles, this is an opportunity you won’t want to miss. Be sure to click on the virtual tour links.

725 Oakdale Street, Windermere

$1,114,900
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club. Built by David Weekley and proudly offered by its original owner, this 4-bedroom, 4-bathroom home offers 3,646 square feet of flexible living space, including a dedicated home office, a flex room, and a spacious upstairs bonus room that could serve as a potential fifth bedroom, media room, or game room. Upstairs is also equipped with a full bathroom. A tandem three-car garage provides room for multiple vehicles, a golf cart, additional storage, or a workshop area. A brand-new roof is scheduled to be installed in early August. Inside, the thoughtfully designed floor plan begins with a formal dining room and dedicated home office just off the foyer. A secondary bedroom and full bathroom are conveniently located near the front of the home, while the open-concept family room and kitchen create the heart of the home. The kitchen features a center island, cabinetry, and countertop space. There is an existing electric range, but the community is connected to natural gas, offering the option to convert the existing electric range. Sliding glass doors open to the covered lanai and private backyard, extending the living space outdoors. The spacious first-floor primary suite offers plenty of room for a sitting area or reading nook. The primary bathroom features dual vanities, a walk-in shower, garden tub, and a spacious closet. Two additional bedrooms are privately situated on the opposite side of the home and are separated by a flex room, making it ideal as a study area, hobby space, or additional sitting room. A full bathroom with direct access to the covered lanai completes this wing of the home. Residents of Keene's Pointe enjoy private boardwalks to Lake Tibet of the Butler Chain of Lakes, community boat ramp to Lake Burden, four playgrounds, scenic green spaces, and neighborhood events. Optional membership to the Golden Bear Club offers championship golf course, tennis, a swimming pool, fitness center, dining, and an active social calendar. In order to utilize these amenities, a Golden Bear Club membership is needed. Conveniently located near Walt Disney World, shopping, dining, everyday conveniences and services, this home offers an opportunity to enjoy the lifestyle and amenities of Keene's Pointe. Disclosure: Artificial Intelligence has been utilized in public remarks and removal of some personal property.

8344 Bowden Way, Windermere

$440,000
3 Beds 3 Baths Vineyards/Horizons West Ph 4 SubDv. 34786 Zip Code
Under contract-accepting backup offers. A Windermere address is more than a location—it is a lifestyle. Welcome to 13736 Summerport Village Parkway, an opportunity to own in one of Central Florida's most desirable and enduring communities. Nestled within The Vineyards of Windermere, this elegant three-bedroom townhome offers the perfect blend of refined living, everyday convenience, and the prestige that continues to make the Windermere ZIP code one of the area's most sought-after destinations. Designed for effortless living, the home welcomes you with an open-concept layout featuring laminate flooring throughout the main level, a beautifully appointed kitchen with PREMIUM GRANITE COUNTERTOPS, an elegant designer tile backsplash, UPGRADED STAINLESS STEEL APPLIANCES, and bright, inviting living spaces that transition seamlessly from everyday comfort to entertaining. Just beyond the kitchen, sliding glass doors open to a PRIVATE FENCED PATIO—the perfect setting to enjoy your morning coffee, an al fresco breakfast, or unwind at the end of the day while filling the home with an abundance of natural light. Life here extends well beyond your front door. Residents enjoy beautifully maintained amenities including TWO RESORT-STYLE POOLS, A PLAYGROUND, AND A DOG PARK, all within a community known for its walkability and welcoming atmosphere. Everyday essentials are just a short stroll away, allowing you to enjoy the rare convenience of shopping, dining, and neighborhood services without leaving your community. One of the greatest advantages of this home is its exceptional location. Situated in the coveted Windermere area, you'll enjoy close proximity to TOP-RATED ORANGE COUNTY PUBLIC SCHOOLS, the vibrant Hamlin Town Center, Winter Garden Village, world-renowned theme parks, championship golf courses, and an impressive collection of restaurants, cafés, fitness studios, and outdoor recreation. Easy access to major highways places Downtown Orlando, Orlando International Airport, and Central Florida's premier destinations within comfortable reach. Whether you're looking for a primary residence or a long-term investment in one of the region's strongest real estate markets, this home represents an opportunity to secure both lifestyle and lasting value in a location where demand continues to remain exceptionally strong. Experience the charm, convenience, and timeless appeal that have made Windermere one of Central Florida's most coveted places to call home.

13736 Summerport Village Parkway, Windermere

$360,000
2 Beds 2 Baths Summerport Phase4 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Location, Location, Location! Welcome to this charming one-story end-unit townhome in the highly desirable Summerport community of Windermere! Ideally situated to Keene's Crossing Elementary School and the community's exceptional amenities. The open-concept floor plan creates a bright, spacious atmosphere, seamlessly connecting the living room, dining area, and kitchen—perfect for everyday living and entertaining. The generously sized eat-in kitchen features a breakfast bar, LG appliances, 42-inch cabinetry, granite countertops, tile flooring, an attractive art niche, and French doors that open to a covered, screened porch. The primary suite boasts a double tray ceiling, walk-in closet, dual vanities, a relaxing soaking tub, and a linen closet. The secondary bedroom is conveniently located adjacent to the guest bathroom. Additional highlights include an inside laundry room with Maytag washer and dryer included, a spacious rear-entry two-car garage, and all ceiling fans, light fixtures, and window treatments conveying with the sale. Summerport residents enjoy an impressive array of amenities, including a clubhouse, resort-style pool, fitness center, tennis courts, basketball and volleyball courts, scenic walking trails, fishing docks, playgrounds, and more. Conveniently located near SR 429, Hamlin Town Center shopping, dining, world-famous theme parks, and countless Central Florida attractions, this home truly offers the perfect combination of location, lifestyle, and value!

14250 Sonco, Windermere

$460,000
4 Beds 3 Baths Lake Burden South Ph 2 SubDv. 34786 Zip Code
Virtually Staged. Seller may consider buyer concessions if made in an offer ~ Enjoy the best of Windermere living in this beautifully maintained 4-bedroom, 2.5-bath townhome with a rear facing 2-car garage in the sought-after Lake Burden South community! Offering a spacious, LOW MAINTENANCE LIFESTYLE, this home combines an ideal SPLIT BEDROOM floor plan with timeless finishes and an unbeatable location just steps from shopping, dining, and everyday conveniences. A charming covered front entry, attractive landscaping, and durable concrete TILE ROOF create welcoming CURB APPEAL. Inside, TILE & WOOD LAMINATE FLOORING flow throughout the home, while the light-filled OPEN CONCEPT design makes everyday living and entertaining effortless. FRENCH DOORS extend the living space to a private COURTYARD PAVER PATIO, creating the perfect spot to unwind, grill, or gather with friends. The kitchen is designed to be both functional and inviting, featuring rich cabinetry, granite countertops, a tiled backsplash, STAINLESS STEEL APPLIANCES, pantry storage, and a breakfast bar that overlooks the living and dining areas. The highly desirable MAIN FLOOR PRIMARY SUITE offers privacy and convenience with a generous WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile LOFT provides the perfect flex space for a home office, media room, or play area, while three additional bedrooms, a full bath, and upstairs laundry offer plenty of room for family, guests, or hobbies. Residents of Lake Burden South enjoy a COMMUNITY POOL and one of Windermere's most convenient locations, with easy access to Winter Garden Vineland Road, the area's beautiful lakes, Downtown Windermere, Disney, Winter Garden, Restaurant Row, shopping, dining, and major roadways. Whether you are looking for a full-time residence, a seasonal getaway, or a smart investment in one of Central Florida's most desirable communities, this exceptional townhome is ready to impress. Call today to schedule your tour and fall in love with Brownstone Street!

11429 Brownstone Street, Windermere

$825,000
5 Beds 5 Baths Summerport Ph 05 SubDv. 34786 Zip Code
Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless elegance, everyday comfort, and an unmatched location. Offering an ideal floor plan for both everyday living and entertaining, this beautifully maintained home features a dedicated office, formal dining room, spacious living room, family room, and thoughtfully designed living spaces throughout. The entire first floor showcases upgraded luxury vinyl flooring, while the gourmet kitchen is appointed with beautiful granite countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating, perfect for casual dining and gathering with family and friends. Situated on an oversized homesite, the backyard has been thoughtfully upgraded to create the perfect outdoor retreat. Enjoy a spacious covered lanai, an extended paver patio, and a fire pit, offering the ideal setting for entertaining or relaxing under the shade of the mature Trees. Upstairs, you'll find all 5 generously sized bedrooms, each complemented by access to a full bathroom, providing exceptional comfort and privacy for family members and guests alike. The first floor features a spacious private office that can easily be converted into a media room or 6th bedroom, complemented by a full bathroom for added flexibility. A spacious 3-car garage offers abundant room for vehicles, storage, and recreational equipment. Designed with efficiency in mind, the home is equipped with solar panels producing approximately 22–23 MWh annually, delivering substantial energy savings while reducing utility costs. Summerport is one of Windermere's most desirable communities, offering residents an exceptional lifestyle with resort-style amenities, including a community pool, fitness center, tennis courts, sand volleyball courts, playgrounds, scenic walking trails, and beautiful lakes. Families will appreciate being zoned for highly rated schools, including the sought-after Windermere High School. Ideally located just minutes from Walt Disney World, Winter Garden Village, Publix, premier shopping, dining, and major highways, this home presents a rare opportunity to enjoy luxury living in one of Central Florida's most prestigious communities.

4642 River Gem Avenue, Windermere

$6,700,000
8 Beds 10 Baths Keenes Pointe SubDv. 34786 Zip Code
Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.

8342 Boyla Court, Windermere

$295,000
2 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
**Windermere Renovated First-Floor Condo | Resort-Style Amenities | Minutes from Disney & Winter Garden Village** Beautifully renovated and move-in ready, this light-filled **first-floor** condo offers the perfect combination of comfort, convenience, and low-maintenance living in one of Windermere's most desirable gated communities. Ideally located just minutes from Disney, Winter Garden Village, and directly across from Lakeside Village Center, you'll enjoy easy access to shopping, dining, and everyday conveniences. Designed with an open-concept layout, this well-maintained residence features **laminate flooring throughout the living areas and bedrooms**, creating a seamless, modern look with no carpet. The updated kitchen is equipped with **stainless steel appliances**, granite countertops, and ample cabinet space, making it both stylish and functional. The spacious primary suite includes a walk-in closet, while the private screened patio provides the perfect space to relax and enjoy Florida's year-round weather. Enjoy a truly carefree lifestyle with the **monthly condominium fee covering water, trash collection, exterior maintenance, and access to outstanding community amenities**. Residents have access to a resort-style swimming pool, clubhouse, fitness center, volleyball court, playground, BBQ and picnic areas, scenic walking trails, and valet trash service. One reserved parking space is included. The community has been exceptionally maintained, with significant exterior improvements completed in recent years, including roof replacement, asphalt resurfacing with updated striping, and exterior building repainting, helping preserve both curb appeal and long-term value. Fiber-optic internet service is also available, providing reliable high-speed connectivity for working from home or streaming. Whether you're looking for a primary residence, a seasonal getaway, or an investment opportunity, this beautifully updated condo offers exceptional value in one of Central Florida's most convenient locations.

11564 Mizzon Drive Unit 102, Windermere

$1,795,000
4 Beds 4 Baths Keene's Pointe SubDv. 34786 Zip Code
Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).

6241 Blakeford Drive, Windermere

$1,200,000
4 Beds 3 Baths Windermere Downs SubDv. 34786 Zip Code
Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).

2009 Woody Drive, Windermere

$565,000
3 Beds 2 Baths Lake Sawyer South Ph 2 SubDv. 34786 Zip Code
Welcome to this charming and inviting home nestled in the highly desirable Lake Sawyer South community in Windermere. As you drive through the neighborhood, you'll immediately appreciate the mature landscaping, beautiful tree-lined streets, and peaceful atmosphere that make this communityso special. Upon arrival, you're greeted by a spacious covered front porch — the perfect place to relax and enjoy the Florida lifestyle. Step inside to a welcoming, wide foyer that opens to a bright and airy living room featuring soaring ceilings and an abundance of natural light. Two secondary bedrooms are thoughtfully positioned at the front of the home, offering privacy and flexibility for family members, guests, or a home office. The formal dining room is enhanced by a large window that fills the space with beautiful natural light, creating an inviting setting for entertaining. The open-concept kitchen overlooks the living room, making it ideal for gathering with family and friends. It also includes a cozy breakfast nook, perfect for casual everyday meals. Privately located at the rear of the home, the spacious primary suite is filled with natural light from three large windows. The en-suite bathroom features dual vanities, a soaking tub, a separate walk-in shower, a walk-in closet, and an additional linen closet for extra storage. Sliding glass doors from the living room lead to a covered and screened lanai and a fenced backyard with a paved patio, providing the perfect space for outdoor dining, entertaining, or simply unwinding. Offering 1,706 square feet of living space, this well-maintained home features 3 bedrooms, 2 bathrooms, a formal dining room, an open living room, a functional kitchen, a dedicated laundry room, and a two-car garage. Conveniently located just minutes from Publix, coffee shops, dinners, restaurants, shopping, personal storage facilities, and schools. This home combines comfort, convenience, and an exceptional Windermere location. Don't miss the opportunity to make this beautiful and welcoming home your own—schedule your private showing today! The existing solar panel financing is transferable to qualified buyers, offering the opportunity to enjoy energy savings without the upfront installation cost.

13219 Charfield Street, Windermere

$750,000
5 Beds 3 Baths Belmere Village G2 48 65 SubDv. 34786 Zip Code
Under contract-accepting backup offers. BRAND NEW TILE ROOF. Nestled within the prestigious gated community of Belmere in Windermere, Florida, this exceptional Mediterranean resort-style pool home offers a rare opportunity to own one of the community's most unique properties. Beautifully maintained and extensively updated by its meticulous owners, this move-in-ready 5-bedroom, 2.5-bathroom residence features 2,366 square feet of thoughtfully designed living space, a brand-new tile roof, and breathtaking views overlooking a tranquil private pond. Every detail has been carefully cared for, creating a home that blends timeless elegance with modern convenience. Step inside to discover a bright, open-concept floor plan designed for both entertaining and everyday living. The spacious main living areas flow seamlessly into the kitchen and dining spaces, creating an inviting atmosphere for family gatherings and special occasions. The primary suite is conveniently located on the main floor, offering privacy and comfort with generous space and a well-appointed ensuite bath. Four additional bedrooms provide flexibility for guests, a home office, or growing families. Throughout the home, you'll appreciate the pride of ownership and thoughtful updates that make this property truly turnkey. The outdoor living space is where this home truly shines. Designed as a private Mediterranean-inspired resort, the backyard features a spectacular screened-in pool and an impressive 12-person jacuzzi, creating the ultimate setting for entertaining or relaxing. In 2024, the pool system was upgraded with top-of-the-line app-controlled automation, allowing you to effortlessly control lighting, heating, water features, and more directly from your smartphone. Whether you're hosting unforgettable gatherings, enjoying peaceful evenings under the stars, or taking in the serene pond views with your morning coffee, this extraordinary outdoor oasis delivers a luxury lifestyle that is rarely found in Belmere. Located just minutes from top-rated schools, shopping, dining, and Central Florida's world-famous attractions, this exceptional Windermere home offers the perfect combination of luxury, comfort, and convenience. With its brand-new tile roof, extensive updates, resort-style amenities, and impeccable maintenance, this is a truly move-in-ready home that stands apart from the rest. UPGRADES: Brand-new tile roof (2025), new Hot water heater (2025), a fully modernized pool and spa system (2024) featuring app-controlled Wi-Fi automation, upgraded Jacuzzi, fountains, and pool heater, a new Samsung gas range (2024), all new pool enclosure screens (2025), Google Home smart thermostats on both floors, and a new overhead garage ceiling storage system.

11249 Rapallo Lane, Windermere

$574,900
3 Beds 2 Baths Lake Sawyer South Phase 5 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Listed below recent appraisal! Welcome to this beautifully maintained Ashton Woods built, single-story home in the highly sought-after Reserve at Berkshire Park in Windermere, Florida. Used primarily as a second home since it was built, this move-in-ready 3-bedroom, 2-bath residence has seen only light seasonal use and offers exceptional pride of ownership, showing like new. Situated on a premium pond-front homesite with tranquil conservation views, you'll also enjoy the magical bonus of nightly Disney fireworks from your covered lanai. This thoughtfully designed split-bedroom layout offers an open-concept living space bathed in natural light, highlighted by a generous great room, a cheerful café-style dining area, and a stylish kitchen featuring rich espresso cabinetry, quartz countertops, a stacked-stone backsplash, and plenty of room for both everyday living and entertaining. Additional highlights include generously sized secondary bedrooms, a spacious two-car garage, beautifully maintained landscaping, and added peace of mind with an HVAC system installed in 2021, featuring a recently replaced compressor. Residents of the Reserve at Berkshire Park enjoy low HOA fees, a community pool, and access to highly rated Orange County schools. Conveniently located just minutes from Walt Disney World, Horizon West, shopping, dining, and major highways, this exceptional home offers the perfect combination of location, lifestyle, and value in one of Windermere's most desirable communities.

8146 Jailene Drive, Windermere

$2,960,000
5 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Located within the prestigious guard gated community of Keene’s Pointe, this extraordinary estate offers a rare combination of luxury, privacy, and breathtaking views. Positioned on a premier lot with combined water and golf course frontage, this one-of-a-kind residence captures stunning vistas from every angle. On arrival, the expansive, multi-car, circular driveway provides ample parking for all, blending grand scale with ultimate convenience and estate-style privacy. Enter through custom wrought-iron gates into a private courtyard oasis, which makes for an unforgettable first impression. Boasting nearly 6,000 square feet of thoughtfully designed living space, the home features 5 bedrooms, including a detached casita/in-law suite with separate entrance, full bathroom, fridge and microwave. In addition, there is an equipped media room with half bathroom, also with microwave and fridge. A bonus room that can be used as a home office or gym is located off the downstairs primary suite. The gourmet kitchen is the heart of the home, showcasing custom cabinetry, granite countertops, premium appliances including a built-in Miele coffee machine, Wolf range, double oven, an incredible center island, wine cellar and generous gathering spaces. Expansive living and dining areas, with soaring ceilings, exquisite features such as, Venetian plaster, travertine floors, wood beams and custom built ins. The luxurious primary suite offers a private sanctuary with elegant finishes, dual custom closets, one with an additional washer and dryer set, a beautifully designed bathroom and private access to the office/gym/bonus rm. Three 2nd floor guest rooms include a potential second primary suite which provides exceptional accommodations for multigenerational living or visiting guests. Recently remodeled, this spacious suite has a full bathroom, walk-in closet and double door access to the balcony with its glorious golf course and water views. Outside, an oasis awaits. Floor to ceiling glass sliders in the living room offer uninterrupted views and provide access to the resort-style screened lanai featuring an expansive pool, sauna and outdoor fireplace. Indoor/outdoor speakers, security cameras, app controlled pool system with multi light show. A private sports court further enhances the lifestyle offered by this exceptional property. Keene’s Pointe is in the heart of Windermere and offers 24-hour manned security, access to the community boat ramp and optional membership to the Golden Bear Golf & Country Club, where golf, tennis, pickleball, gym, restaurant and events are included in the membership fee. Close to state-of-the-art medical facilities, theme parks, shopping, restaurants and high achieving schools, this exceptional estate represents a rare opportunity to own one of Windermere's most distinctive luxury residences.

6417 Lake Burden View Drive, Windermere

$2,099,900
4 Beds 6 Baths Reserve At Belmere Ph 02 48 144 SubDv. 34786 Zip Code
Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or water skiing. Designed for the ultimate lake lifestyle, this home features Tuscan-inspired landscaping, an infinity pool & spa, plus expansive outdoor entertaining areas. Host unforgettable gatherings with an outdoor grill & kitchen, patio dining, outdoor fireplace, & comfortable seating, all under a screened enclosure for year-round enjoyment. The gourmet kitchen is a chef’s dream, equipped with ultra-premium Viking appliances; including a double oven, dishwasher, gas cooktop, refrigerator, & wine cooler. Granite countertops, a spacious island, walk-in pantry, dual sinks, & open layout seamlessly connect to the living & dining areas. A full-size laundry room with front-loading washer and dryer, sink, & tall cabinets adds convenience. The ground level offers a formal dining room & an office/library with built-in shelving. The massive primary suite boasts stunning lakefront views, while the luxurious master bathroom features a walk-in closet, granite countertops, dual garden baths with massage jets, a sauna, and privacy toilet and bidet. Elegant French doors lead into a welcoming foyer, with soaring ceilings and a grand staircase leading upstairs. The 2nd floor includes 3 bedrooms, 3.5 bathrooms, & a versatile game room or theater with built-in entertainment & a microwave. Three bedrooms have private baths, & an elevated outdoor covered patio offers additional lake views with ceramic tile flooring. An oversized three-car garage with electric doors, double water heaters, & ample storage completes this exceptional home. Experience the charm of Tuscany combined with the luxury of lakefront living in Central Florida! Schedule your private tour today and make this dream home yours! Sold as-is, where-is. No Seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether property condition will qualify for buyer’s specific loan program. If applicable, HOA or Condominium monthly dues may be subject to changes, special assessments & must be verified by buyer. Monthly dues often adjust on January 1st of each year. Some condominiums may also charge an initial “Capital Contribution” payable at closing. MLS information deemed reliable, but not guaranteed. Parties are advised to verify. The seller requires a 10 DOM holding period prior to entertaining any offers. *Per our seller, please ensure all potential buyers view the interior of the property prior to submitting offers. Agents must always accompany buyers during showings. Seller will not entertain sight-unseen offers. Please factor any repair estimates into the offer.* There's a 7-minute interior video walk-through available under Virtual Tour in MLS.

1238 Lake Whitney Drive, Windermere

$1,075,000
4 Beds 3 Baths Willows At Lake Rhea SubDv. 34786 Zip Code
In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beautifully renovated residence offers a lifestyle that’s increasingly difficult to find. Spend weekends boating on the Butler Chain of Lakes, enjoying a match of tennis or pickleball, or unwinding by your private pool as peaceful water views become the backdrop to everyday life. Just a golf cart ride from downtown Windermere’s beloved Farmers Market, waterfront parks, dining, and community events—and with Windermere Elementary and many of Central Florida’s premier public and private schools nearby—this is a home that blends convenience with an unmatched sense of place. Inside, thoughtfully reimagined interiors pair contemporary finishes with effortless livability, creating a turnkey home where the lifestyle is every bit as compelling as the home itself. Residents of The Willows enjoy an outstanding lifestyle with neighborhood amenities including walking trails, a playground, volleyball, basketball, tennis, and pickleball courts. Windermere Elementary is within walking distance and Windermere High School and many premier private schools close by. Extensively renovated with today's most sought after finishes and design elements and designed for both everyday living and elegant entertaining, the spacious floor plan features four bedrooms and three baths. The private owner's retreat is a true sanctuary, offering direct access to the pool area and peaceful water views. A grand dining room with soaring 12-foot vaulted ceilings creates a sophisticated setting for gatherings, while the inviting living room showcases beautiful outdoor vistas. At the heart of the home, the gourmet kitchen flows seamlessly into the breakfast nook and family room, creating an open and welcoming space that extends to the covered lanai and pool area. Whether hosting guests or enjoying a quiet evening at home, the indoor/outdoor connection embodies the very best of Florida living. The thoughtfully designed split bedroom layout provides privacy and functionality, with two secondary bedrooms with walk-in closets, charming window seats with built-in storage are connected by a Jack and Jill bath. A dedicated laundry room, and abundant storage throughout add to the home's exceptional livability. Additional highlights include a central vacuum system, three-car side-entry garage, and circular driveway with ample guest parking. Convenient access to major roadways, shopping, healthcare, golf, Orlando International Airport, and world-famous attractions further enhances the appeal. Offering an unparalleled combination of location, luxury, recent renovations, and lifestyle, this remarkable property presents a rare opportunity to own one of Windermere's most desirable homes. Schedule your private showing today!

11217 Willow Gardens Drive, Windermere

$624,000
4 Beds 3 Baths Lakes Windermere Ph 01 49 108 SubDv. 34786 Zip Code
Under contract-accepting backup offers. A rare first-time offering in the highly sought-after Lakes of Windermere, 12580 Cragside Lane is a meticulously maintained, original-owner residence with timeless appeal. Set on a desirable corner homesite, this thoughtfully designed single-story home offers 2,776 SF of living space w/ 4 bedrooms, 2 1/2 baths & a floor plan that gracefully balances formal entertaining w/ comfortable everyday living. A deep covered front porch stretches across the front elevation, creating a warm first impression. Inside, the foyer opens to elegant formal living & dining spaces highlighted by wood flooring, tall ceilings, extensive millwork, decorative niches & abundant natural light. A built-in dry bar w/ a wine refrigerator, additional cabinetry & serving space provides the perfect transition between the dining room & kitchen. At the center of the home, the kitchen opens seamlessly to the eat-in nook & family room, creating an easy flow for everyday living, casual dining & entertaining. The kitchen features a large island w/ seating, abundant wood cabinetry, generous granite countertops, stainless steel appliances & pantry. Large windows & glass doors frame views of the covered rear lanai and charming fenced backyard, where refreshed landscaping & new sod create an inviting setting for year-round outdoor living. A conveniently located powder bath, sizable indoor laundry room & separate storage closet complete the main living area. Privately positioned at the rear of the home, the primary suite serves as a quiet retreat featuring a soft entry, wood flooring, an elegant tray ceiling, private access to the lanai & an expansive walk-in closet. The spacious bath offers a garden tub, a separate glass-enclosed walk-in shower w/ neutral tile, an oversized real wood dual-sink vanity w/ extensive granite counter space, large mirrors & a private water closet. Three alternate bedrooms occupy their own wing at the front of the home, providing excellent separation for family members or guests. The secondary bathroom features a long granite-topped vanity w/ dual hammered copper sinks & a private, combined water closet with tub/shower area. Additional improvements include a recently replaced Carrier HVAC air handler (2024), water heater (2020), Kinetico water softener, some newer appliances including a front-loading Samsung Bespoke washer & dryer, and a new roof, which the seller intends to install prior to closing. Outside, mature landscaping, sidewalks & a quiet rear alleyway complement the desirable corner homesite, while a rear-entry, attached 2-car garage adds everyday convenience. Located outside a designated flood hazard area, the home is zoned for highly regarded A-rated schools, including Sunset Park Elementary, Horizon West Middle & Windermere High School. Residents of Lakes of Windermere enjoy beautifully maintained parks, playgrounds, tennis courts, a clubhouse, a community pool, sand volleyball courts, scenic ponds, a fishing pier, recreational fields & walking paths all just minutes from Walt Disney World, Horizon West, Winter Garden Village, exceptional shopping, dining & major roadways providing convenient access throughout Central Florida. Lovingly maintained by its original owner for more than two decades, this exceptional residence offers an increasingly rare opportunity to own a well-cared-for home with timeless appeal, an outstanding floor plan & an exceptional location in one of Windermere’s most established & desirable communities.

12580 Cragside Lane, Windermere

$1,250,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living. Featuring 4 bedrooms, 3 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space, this residence showcases extensive hardwood flooring, upgraded cabinetry, granite countertops, and an inviting open layout ideal for both everyday living and entertaining. Recent improvements provide peace of mind and exceptional value, including a brand-new metal roof, new a/c unit and fresh interior and exterior paint, enhancing both the home's appearance and long-term durability. The spacious floor plan offers generous gathering areas filled with natural light, while the well-appointed kitchen opens seamlessly to the main living spaces. The private primary suite provides a relaxing retreat, and the guest accommodations are thoughtfully positioned to offer comfort and privacy for family and visitors alike. Step outside to the screened lanai and enjoy Florida living year-round. Complete with a summer kitchen and fenced backyard, the outdoor space is perfect for dining, entertaining, or simply unwinding in a peaceful setting. Additional highlights include a two-car garage plus a dedicated golf cart garage, custom closet storage, and mature landscaping. Located within the 24-hour guard-gated community of Keene's Pointe, residents enjoy access to one of Central Florida's premier golf and lifestyle communities, with optional membership opportunities at The Golden Bear Club. Conveniently located near top-rated schools, dining, shopping, and major roadways, this exceptional Windermere home offers an outstanding opportunity to enjoy the Keene's Pointe lifestyle. Virtual Floorplan available.

6124 Foxfield Court, Windermere

$569,000
4 Beds 3 Baths Summerport Ph 02 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Imagine living where everything you love is just a short walk away. Welcome to 5032 Beach River in Windermere's beloved Summerport community. This move-in ready 4-bedroom, 2.5-bath home offers a lifestyle that's hard to find and even harder to leave. Start your mornings with a stroll to Foxtail Coffee, cool off with an afternoon treat from Kelly's Homemade Ice Cream, walk to highly sought-after Keene's Crossing Elementary, or spend evenings enjoying Summerport's parks, playgrounds, fishing dock, community center and so much more—all just minutes from your front door. Nestled beneath mature trees that create a picturesque streetscape and added privacy, this home welcomes you with timeless curb appeal and a rear-loaded garage complemented by an extended driveway—providing plenty of parking for family and guests. Inside, you'll find a well-maintained home with recently refreshed kitchen, a functional layout, and peace of mind with a new roof installed in 2025. Step outside to the oversized screened-in patio, a true extension of the living space with endless potential for entertaining, outdoor dining, game days, or simply relaxing and enjoying Florida's beautiful weather year-round. With unmatched walkability, exceptional community amenities, and a prime Windermere location, this is more than a home—it's the lifestyle you've been waiting for.

5032 Beach River Road, Windermere

$2,650,000
5 Beds 6 Baths Reserve At Belmere Ph 02 48 144 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer and formal living/great room with seamless glass windows framing picture perfect water views. Set over two floors, this CUSTOM-BUILT home (exterior re-painted 2024) perfectly balances grand entertainment spaces with intimate everyday living featuring soaring ceilings alongside rich architectural artistry with its ornate detailing and trim. The sizeable wood paneled EXECUTIVE HOME OFFICE is a masterpiece with its custom cabinetry, wood floor and ceiling treatment. The GOURMET KITCHEN with high-end stainless-steel appliances and granite countertops has an open floor concept flowing effortlessly into a sunlit breakfast nook, countertop seating and spacious family room with focal point fireplace and sliding doors providing direct access to the outdoor area. A formal DINING ROOM, a BILLIARD ROOM with WET BAR also provide further spaces for entertaining both family and guests. The primary bedroom suite is a true RETREAT with sweeping views and sitting area with direct patio access, two large walk-in closets and ensuite bathroom which includes a walk-in shower, tub and dual sinks. A guest bedroom with full ensuite and two further bedrooms with Jack & Jill bathroom suite are also situated on the first floor. Upstairs, the dedicated HOME THEATER with full bar opens up to an adjoining GAMES ROOM with access to a private balcony providing an additional vantage place to avail of the breathtaking sunrises and sunsets. Also on this level is a HOME GYM workout space. [Note: This upstairs area is VERSATILE as could be utilized as a secondary primary suite as there is also a full ensuite bathroom with large walk-in closet]. Nestled on the shores of Lake Whitney and with its own PRIVATE DOCK, enjoy Florida living at its finest in this PRIVATE OASIS with its resort style outdoor area highlighted by a bespoke VANISHING EDGE POOL WITH WATER FOUNTAIN AND INTEGRATED HEATED SPILLOVER SPA (re-surfaced and new pool equipment 2024). There is an expansive covered lanai with plentiful lounge and dining spaces, an outdoor fireplace in addition to a full outdoor kitchen with countertop seating. A GOLF PUTTING GREEN sits to one side of the patio area and a SERENE GARDEN AREA to the other. The residence is in close proximity to the clubhouse and the community’s many amenities which include a fitness center, playground and tennis, basketball and sand volleyball courts. Reserve at Belmere is conveniently located just minutes from historic downtown Windermere, local shops, restaurants, the theme parks, major highways and nearby top-rated schools. THIS ISN’T JUST A HOME, IT’S A LIFESTYLE! Don’t miss out, book your private showing today!

1408 Lake Whitney Drive, Windermere

$1,100,000
4 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by an expansive open-concept living area designed for gathering with family and friends. The gourmet kitchen overlooks the living and dining spaces, creating the ideal setting for entertaining and everyday living. The main level features four spacious bedrooms and four full bathrooms, providing comfort and privacy for everyone. The luxurious primary suite serves as a private retreat, complete with a spa-like bathroom designed for relaxation and tranquility. Step outside to the covered lanai and unwind while enjoying peaceful water views. Whether you're sipping your morning coffee or watching the sunset, this serene outdoor space offers the perfect place to relax and recharge. Upstairs, you'll find a versatile bonus room with its own full bathroom, ideal for a guest suite, home office, media room, or playroom. Conveniently zoned for top-rated schools, including Windermere High School, this exceptional home is just minutes from shopping centers, restaurants, entertainment, and world-famous Walt Disney World attractions. Don't miss this incredible opportunity to own a move-in-ready home that offers the benefits of new construction without the wait!

14422 Crest Palm Avenue, Windermere

$409,975
3 Beds 3 Baths Oasis Cove Ii/Lakeside Village Ph SubDv. 34786 Zip Code
NEW PRICE ADJUSTMENT! Welcome home to GATED OASIS COVE COMMUNITY offering resort style living! END UNIT Condo, impeccable condition, features 3 BR, 2.5 Baths and NEW A/C, minutes from Disney, you'll enjoy FIREWORKS every night! This home is MOVE-IN READY with NEW A/C, high end upgrades including Luxury Vinyl Floors, Plantation Shutters, Upgraded Lighting, elevated ceilings, and lots of natural sunlight. Chef's Kitchen with snack bar, features 42" Cabinets, Stone Counters, Tile Backsplash, Stainless Appliances, Bosch Dishwasher and Closet Pantry. An Open Floorplan with Great Rm and Dining Rm leading to the Screened Lanai and Outdoor Paver Patio w/ fenced backyard, a private, comfortable space for relaxing and entertaining. Upstairs features Engineered Wood Floors, plenty of sunshine from the many windows and a generous Laundry Room complete with Washer, Dryer, and storage. The Primary Bedroom opens to your private bath with Double Sink Vanity, Garden Tub w/ separate Shower and Walk-in Closet has all the Built-In Storage you desire. This 2-Car Garage will surpass your expectations with the convenience of extra Storage Cabinets, Drawers and lots of Ceiling Storage Racks. The well maintained exterior offers upgraded Paver Driveway, attractive landscaping maintained by association, New exterior paint, Gutters and Downspouts, all with a great sense of security with your RING Doorbell System. Community features Community Center, Resort style Pool with Beach Entry, Fitness Center, Playground, plenty of outdoor space to enjoy, and a path around the pond for exercise or a sunset walk! Amazing Location, minutes from all the attractions, Dining and Shopping! Start Living the Florida Dream and make this home your own!

8218 Mystic View Way Unit 2801, Windermere

$435,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome to 12988 Borland Street in sought-after Wickham Park, where comfort, convenience, and low-maintenance living come together in the heart of Windermere. This beautifully maintained 3-bedroom, 2.5-bath townhome offers a bright, open floor plan designed for modern living. Natural light fills the spacious living and dining areas, highlighting the ceramic tile flooring throughout the main level. The well-appointed kitchen features stainless steel appliances, a center island, abundant counter space, a large pantry, and a casual dining area perfect for everyday meals and entertaining. A versatile flex space tucked behind privacy doors on the first floor provides endless possibilities as a home office, playroom, guest retreat, or hobby room. Upstairs, the spacious primary suite offers a peaceful retreat with a walk-in closet, double vanity, and private ensuite bath. Two additional generously sized bedrooms, an additional upstairs full bathroom, and ceiling fans throughout, provide comfort and flexibility for family and guests. New waterfall faucets have been installed in all bathrooms for a modern touch. Significant recent updates include a new roof (2024) and impact-resistant windows installed in April 2026, complete with a transferable lifetime warranty. Step outside to your private, low-maintenance backyard oasis featuring lush artificial turf, decorative stone accents, and vinyl privacy fencing—perfect for relaxing, entertaining, or letting pets play without the hassle of yard work. The HOA takes care of exterior maintenance, allowing you to enjoy a truly lock-and-leave lifestyle. Residents of Wickham Park enjoy exceptional community amenities including walking trails, ponds, parks, playgrounds, green spaces, a dog park, and a resort-style community pool. Located within a highly rated school district and just minutes from Publix, restaurants, fitness centers, world-class golf courses, Tibet-Butler Preserve, the Butler Chain of Lakes, Walt Disney World, and major highways including SR 429, SR 408, I-4, and the Florida Turnpike, this home offers unmatched access to everything Central Florida. Move-in ready and ideally located, this is Windermere living at its finest. Schedule your private showing today.

12988 Borland Street, Windermere

$749,900
4 Beds 3 Baths Eden Isle Boat Ramp SubDv. 34786 Zip Code
Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location. Step inside to discover a light and inviting floor plan featuring high ceilings, crown molding, tray ceilings, spacious living and family rooms, and a seamless flow that's perfect for both everyday living and entertaining. The kitchen is the heart of the home, complete with solid wood cabinetry, ample prep space, and an open layout overlooking the family room. The spacious primary suite offers a peaceful retreat with a walk-in closet and an oversized en-suite bath, while three additional bedrooms and two full bathrooms provide plenty of room for family, guests, or a home office. Major updates provide peace of mind, including a new HVAC system, new water heater, and fresh interior paint, making this home truly move-in ready. Outside, enjoy the privacy of a large lot with plenty of room to relax, play, or create your dream outdoor oasis. Residents of Eden Isle enjoy access to a private boat ramp on beautiful Lake Speer, offering boating, fishing, and waterfront recreation just moments from home. Located in one of Windermere's most sought-after areas, you'll love being close to top-rated schools, shopping, dining, theme parks, major roadways, and everything that makes the Windermere lifestyle so desirable. Don't miss this opportunity to own a move-in-ready home in a fantastic location with private lake access and timeless appeal.

6363 Sedona Leaf Court, Windermere

$350,000
2 Beds 3 Baths Lakes Of Windermere - Lake Reams Townhomes SubDv. 34786 Zip Code
Under contract-accepting backup offers. **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 8744 Danforth Drive in Windermere, a FRESHLY UPDATED 2-story townhouse offering 2 bedrooms, 2.5 bathrooms, and a functional layout designed for comfortable everyday living. EVERY BEDROOM FEATURES ITS OWN EN-SUITE FULL BATHROOM, providing maximum privacy and convenience for residents, guests, or work-from-home needs. Inside, the main level flows effortlessly between the living, dining, and kitchen areas, with a half bath conveniently serving the common spaces. The home received a FRESH INTERIOR PAINT JOB in 2026 and BRAND NEW FLOORING on the stairs and upper level in 2026, giving it a crisp, move-in ready feel throughout. The primary suite features a RECENTLY UPDATED WALK-IN SHOWER, adding a modern touch to your daily routine. Step outside to your OWN PRIVATE BACKYARD, a rare and UNIQUE feature amongst townhomes, offering a dedicated green space to relax, garden, entertain, or make entirely your own. The backyard is also home to a MATURE GUAVA TREE, providing fresh fruit and a charming touch for those who appreciate outdoor living. Parking is a breeze with a PRIVATE 2-CAR GARAGE tucked in the rear, plus ADDITIONAL OPEN STREET PARKING right in front of the home. The community delivers resort-style living with a POOL, PLAYGROUND, CLUBHOUSE, and ample walking space, and the HOA covers exterior maintenance so you can enjoy your home stress-free. The neighborhood stays lively year-round with food truck events and holiday celebrations that bring the community together, making this a truly FAMILY-FRIENDLY place to call home. And the location? UNBEATABLE, just MINUTES FROM DISNEY with fireworks visible right from the home, plus easy access to Winter Garden, Horizon West, shopping, dining, parks, schools, and all of greater Orlando.

8744 Danforth Drive, Windermere

$1,550,000
6 Beds 5 Baths Oxford Moor 47/30 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive, thoughtfully designed floor plan. From the moment you enter, you’ll appreciate the home’s grand scale, abundant natural light, and inviting living spaces designed to accommodate both intimate gatherings and large celebrations. The luxurious primary suite and generously sized secondary bedrooms provide comfort and privacy for family and guests alike. Step outside to your private resort-style oasis, featuring a beautifully redesigned pool and spa completely renovated in 2025, creating the perfect backdrop for relaxation and outdoor entertaining. Meticulously maintained and extensively updated, this home offers exceptional peace of mind with both HVAC systems replaced in 2020, fresh interior and exterior paint completed in 2022, a new water heater installed in 2023, and both the well pump and pool pump replaced in 2026. Perfectly positioned in one of Windermere’s most coveted communities, Oxford Moor offers a serene setting while remaining just minutes from top-rated schools, upscale shopping, fine dining, championship golf, major roadways, and Central Florida’s renowned attractions. A rare opportunity to own a beautifully updated luxury residence that seamlessly combines sophistication, comfort, and enduring value. Experience the lifestyle you deserve—schedule your private tour today.

5741 Oxford Moor Boulevard, Windermere

$699,000
5 Beds 3 Baths Lake Sawyer South Ph 05 SubDv. 34786 Zip Code
Virtually Staged. Enjoy exceptional privacy with beautiful conservation views behind & expansive green space beside the home, creating a peaceful setting rarely found in the community. Tucked away on a desirable homesite, 7906 Jailene Drive offers 2,618 SF, 5 bedrooms, 3 full bathrooms, 2-car garage, all filled with thoughtfully designed living spaces & ample dedicated guest parking conveniently located nearby. A welcoming front porch sets the tone as you enter the home, where a custom wood accent wall in the foyer creates a warm and inviting first impression. The open-concept layout offers spacious living & dining areas that flow seamlessly into the kitchen & family room. A dramatic two-story ceiling in the family room fills the space with natural light creating an impressive sense of openness, making it the perfect place to gather & entertain. The kitchen features granite stone countertops, abundant solid wood cabinetry, ample prep space, a kitchenette area & a functional layout overlooking the main living areas. Fresh interior paint, luxury vinyl flooring throughout & charming designer light fixtures add style and warmth throughout the home. The versatile floor plan includes a first-floor study/den which can also be used as a 5th bedroom with full bathroom. This space is ideal for a home office, family, guests, or multi-generational living. Upstairs, you’ll find four additional bedrooms, including the spacious primary suite, along with two full bathrooms & a conveniently located laundry room. Step outside to the screened lanai with tranquil conservation views, embracing nature at its best with exceptional privacy. Enhanced by a hand-painted decorative concrete finish, this outdoor retreat provides the perfect space for morning coffee, outdoor dining, or relaxing evenings, especially with a fully-fenced backyard. Located in the highly desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and scenic sidewalks throughout the neighborhood. The home is zoned for sought-after schools, including Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Just minutes from Horizon West and Hamlin Town Center, you’ll enjoy convenient access to shopping, dining, entertainment, and everyday conveniences. Major roadways are nearby, providing easy access to Walt Disney World, Disney Springs, downtown Orlando, Orlando International Airport, and all that Central Florida has to give. Combining privacy, functionality, thoughtful updates, and an exceptional location, this move-in-ready home presents a rare opportunity in one of Windermere’s most sought-after communities. Additional highlights include a brand-new roof (June 2026), HVAC 2024, abundant storage & a desirable location close to shopping, dining, schools, & major roadways. Combining privacy, functionality, & modern updates, this move-in-ready home is ready to welcome its next owners!

7906 Jailene Drive, Windermere

$865,000
4 Beds 3 Baths Reserve At Belmere SubDv. 34786 Zip Code
Behind the 24-hour guard gates of Reserve at Belmere, situated on an oversized, corner lot, this beautifully updated, single-story, pool home stands out for all the right reasons, including a stunning, new $128,000 tile roof! At the heart of the home, a beautifully renovated kitchen anchors the living spaces, offering a stylish and inviting setting for everything from casual family dinners to entertaining guests. Featuring double ovens, a gas cooktop and sleek, white quartz counters, this is truly a chef’s kitchen. Thoughtful updates continue with renovated bathrooms, updated light fixtures and a freshly painted interior, while the well-designed floor plan provides the comfort, functionality, and ease of living today’s homeowners are seeking. Through your accordion, sliding glass doors, step outside to your private, screened-in pool with newer screens, and enjoy Florida living year-round. A long driveway leads to a side-entry, three-car garage, offering flexible parking options and enhanced curb appeal while upgrading the home’s overall desirability. No expense was spared on the complete re-roof in November of 2025, including adding a double-layer fascia. Beyond the home itself, Reserve at Belmere offers an exceptional lifestyle with 24-hour guard-gated security, tennis courts, basketball courts, beach volleyball, a fitness center and scenic lakefront amenities, including a community fishing dock. Residents enjoy the perfect balance of privacy and convenience, living just minutes from Winter Garden Village, Restaurant Row, downtown Orlando, Disney, Universal Orlando, shopping, dining, major medical facilities, and easy access to the 408, 429, and Florida Turnpike. Zoned for highly regarded Lake Whitney Elementary School, located just outside the back gates, and a short, bike ride away from the farmer's markets and food truck Fridays in downtown Windermere, this home combines meaningful updates with major recent improvements, all in one of Windermere’s most desirable locations. Schedule your showing of this stunning home today!

1757 Glenwick Drive, Windermere

$357,000
2 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Skip the stress of renovations and step into a lifestyle of ease with this impeccably updated Windermere retreat where every major detail has been handled for you! Roof (2024), A/C (2023), Hot Water Heater (2024), this home offers the rare peace of mind that comes with a truly turnkey property. This home’s interior is bathed in natural light, showcasing beautiful luxury vinyl and ceramic tile floors that flow seamlessly through the main level’s open living and dining areas. The kitchen is a bright and airy hub, featuring a large picture window, pantry storage, quality stainless appliances, and a cozy casual dining space. Stylish, brand new carpet up the stairs to and the 2nd Floor was recently added. Upstairs, the dual primary layout provides ultimate privacy with two spacious bedrooms, each featuring its own dedicated en-suite bath, one of which is completely remodeled (2025) The primary suite serves as a quiet sanctuary at the back of the home with a walk-in closet, while the second en-suite bedroom at the front is perfect for guests, roommates, or a professional home office. The laundry is conveniently located on the second floor for maximum efficiency. Let's step outside to the outdoor space, a true highlight, transformed into a private, low-maintenance paradise in 2025 with a newly rescreened lanai, paver patio, lush artificial turf, and vinyl privacy fencing. Quite the the perfect spot for weekend relaxation or letting pets play without the hassle of any yard work! Ease of life living in Wickham Park means enjoying community trails, parks, and a dedicated dog park, all within a zone for A rated schools. Easy access to SR 429, I-4, and Winter Garden Vineland Road, your commute is as simple as your lifestyle. This IS the effortless, move in ready home you’ve been waiting for, schedule your private tour!

12981 Borland St, Windermere

$624,900
4 Beds 3 Baths Lakes/Windermere Ph 02a SubDv. 34786 Zip Code
***NEW ROOF IS DONE.***Welcome to this spacious 4-bedroom, 3-bath Victorian-style home in the highly desirable Lakes of Windermere community. Boasting over 3,000 square feet of living space, this beautifully designed home offers an exceptional layout ideal for both everyday living and entertaining. A charming covered front porch and elegant curved staircase create a warm and inviting first impression. The open-concept family room flows seamlessly into the upgraded kitchen, featuring granite countertops, stainless steel appliances, a center island, and abundant cabinet space. The oversized primary suite is conveniently located on the first floor, complete with a spacious walk-in closet and a private ensuite bath. Upstairs, you'll find three generously sized bedrooms and additional full bath accommodations, providing flexibility and comfort for family and guests. Situated on a premium corner lot directly across from a community playground, this home also features a rear-entry attached garage and an ideal location within the neighborhood. Residents of Lakes of Windermere enjoy outstanding amenities, including a community pool, fishing dock, playgrounds, tennis courts, scenic lakes, and recreational areas. The home is also zoned for highly rated A+ schools and is conveniently located just minutes from shopping, dining, major roadways, and Central Florida's world-famous attractions. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities!

6601 Duncaster Street, Windermere

$12,750,000
6 Beds 10 Baths Isleworth SubDv. 34786 Zip Code
Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most well known communities. This statement home features six bedrooms, seven full bathrooms, and three half bathrooms, a newly installed bespoke theater room with custom seating, an infrared sauna and dedicated wellness and fitness area, two full bars, a private pub and game room, an elegant pool and spa, a fully equipped summer kitchen, and multiple levels of outdoor living and lounge space overlooking the lake. Complemented by countless additional spaces designed for both grand-scale entertaining and everyday enjoyment, every room exudes elegance and has been meticulously designed and expertly executed down to the finest detail. Beyond its unmatched location and architecture, the home has benefited from several million dollars’ worth of enhancements and upgrades, further elevating an already impressive estate into something truly magnificent. The result is a residence that blends timeless luxury with modern comfort while offering one of the most desirable waterfront settings in Central Florida. Not all lakefront homes are created equal, and Laurel Valley is a shining example of that. More than a home, 9832 Laurel Valley Drive is a statement. A trophy estate befitting a legacy. A rare opportunity to own one of Florida’s most compelling waterfront properties ever. The home may be negotiated to include select furniture, a brand-new pontoon boat, two new Sea-Doo jet skis, and a golf cart.

9832 Laurel Valley Drive, Windermere

$2,474,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces. The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining. The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization. The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole. An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.

6288 Blakeford Drive, Windermere

$439,500
3 Beds 3 Baths Vineyards/Horizons West Ph 2b SubDv. 34786 Zip Code
Nestled in the highly desirable Vineyards of Horizons West, this IMMACULATELY MAINTAINED 3-bedroom, 2.5-bath townhome offers nearly 2,000 SQUARE FEET of stylish living space in one of Windermere's most sought-after locations. Surrounded by beautiful landscaping and overlooking a PEACEFUL GARDEN VIEW, this residence combines modern finishes, LOW-MAINTENANCE LIVING, and exceptional convenience. Inside, you'll find an OPEN-CONCEPT FLOOR PLAN designed for both comfortable everyday living and effortless entertaining. LUXURY VINYL PLANK FLOORING flows throughout the main living areas, while the spacious Living Room, Dining area, and Kitchen seamlessly connect to create a bright and inviting atmosphere. The BEAUTIFULLY APPOINTED KITCHEN presents granite countertops, mostly new stainless steel appliances, subway tile backsplash, a closet pantry, abundant cabinetry, and a large center island with BREAKFAST BAR SEATING that serves as the heart of the home. Sliding glass doors from the Living area open to a COVERED REAR PATIO, providing the perfect spot to enjoy your morning coffee or unwind at the end of the day. A convenient half Bath and Laundry Room complete the first floor, with the WASHER AND DRYER INCLUDED for added convenience. Upstairs, the spacious Primary Suite offers a relaxing retreat with a walk-in closet and a STYLISH EN SUITE BATH featuring dual sinks, a garden tub, and a separate step-in shower. Two additional generously-sized Bedrooms and SECOND FULL BATH provide flexibility for family, guests, a home office, or hobby space. Residents of Vineyards of Horizons West enjoy a LOW-MAINTENANCE LIFESTYLE with HOA amenities that include a SPARKLING COMMUNITY POOL, playground, exterior building maintenance including roof and exterior paint, as well as grounds and pool maintenance. Located within the highly acclaimed Horizons West area, this home is zoned for TOP-RATED SCHOOLS and is just minutes from shopping, dining, and entertainment. Nearby attractions include HAMLIN TOWN CENTER, offering restaurants, boutiques, entertainment, and waterfront events, as well as ORANGE COUNTY NATIONAL GOLF CENTER for golf enthusiasts. Residents also enjoy EASY ACCESS to Walt Disney World Resort, scenic lakes, walking trails, and major roadways including SR 429 and Florida's Turnpike for convenient travel throughout Central Florida. Combining modern style, exceptional upkeep, top schools, and an UNBEATABLE LOCATION, this beautiful townhome presents an OUTSTANDING OPPORTUNITY to enjoy the very best of the Windermere lifestyle. Now is the time—don't miss your chance to call this Home!

13743 Calera Alley, Windermere

$3,000,000
5 Beds 9 Baths Casabella Ph 2 SubDv. 34786 Zip Code
Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.

4071 Isabella Circle, Windermere

$510,000
3 Beds 2 Baths Windermere Terrace SubDv. 34786 Zip Code
Welcome to this beautifully maintained and exceptionally spacious one-story home located in the highly desirable Windermere Terrace community in the heart of Windermere. Offering 3 bedrooms, 2 bathrooms, plus a large dedicated office/flex room, this home provides the perfect blend of comfort, functionality, and style for today's lifestyle. From the moment you enter, you'll appreciate the open and inviting floor plan designed for both everyday living and entertaining. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere throughout the home. The well-appointed kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, ample counter space, and abundant storage, making it a dream for both home chefs and entertainers alike. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for family members or guests, while the large office can easily be used as a home office, media room, playroom, or even a potential fourth bedroom. One of the standout features of this home is the oversized laundry room, complete with a convenient utility sink and additional storage space rarely found in similar homes. Step outside and enjoy the Florida lifestyle with outdoor living space perfect for relaxing, grilling, or spending quality time with family and friends. Residents of Windermere Terrace enjoy access to outstanding community amenities, including a resort-style swimming pool with cabana, playground, walking paths, and beautifully maintained common areas. The location is second to none—just minutes from shopping, dining, entertainment, and everyday conveniences. You'll love being approximately 10 minutes from Walt Disney World Resort, with easy access to major highways including SR-429, SR-408, CR-535, and Florida's Turnpike, making commuting throughout Central Florida simple and convenient. Families will appreciate the proximity to highly rated schools and the convenience of nearby shopping destinations, restaurants, golf courses, and recreational opportunities. With its desirable Windermere address, spacious one-story layout, flexible office space, excellent community amenities, and motivated seller offering potential closing cost assistance, this home represents an incredible value in today's market. Opportunities like this are becoming increasingly rare in Windermere. Don't miss your chance to make this beautiful home yours. Click the virtual tour button for a complete walkthrough and schedule your private showing today!

13324 Longacre Drive, Windermere

$625,000
4 Beds 3 Baths Summerport Trl SubDv. 34786 Zip Code
Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape, while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle.

13786 Summer Harbor Court, Windermere

$1,150,000
5 Beds 4 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
Under contract-accepting backup offers. FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.

8394 Lookout Pointe Drive, Windermere

$1,390,000
4 Beds 4 Baths Lake Down Woods SubDv. 34786 Zip Code
Stunning Fully Renovated Lake-Access Estate on a Private 1-Acre Cul-de-Sac Lot Welcome to this exceptional 3,444-square-foot residence, perfectly situated on a private, wooded 1-acre lot at the end of a quiet cul-de-sac in the highly sought-after Windermere Downs community. Thoughtfully renovated from top to bottom, this 4-bedroom, 3.5-bathroom home with a spacious bonus room seamlessly blends timeless elegance with modern luxury. A classic wraparound porch creates an inviting first impression and offers the perfect place to relax while enjoying the serene natural surroundings. Inside, you'll find expansive living spaces designed for both everyday comfort and effortless entertaining, highlighted by premium finishes, custom upgrades, and a chef-inspired kitchen featuring Thermador appliances. Step outside to your own private backyard retreat, where a sparkling saltwater pool, putting green, and generous outdoor living areas create the ultimate setting for relaxation and entertaining. Surrounded by mature trees, the property offers exceptional privacy and a true estate-like feel. As a resident of Windermere Downs, you'll enjoy access to an impressive array of community amenities, including a private boat ramp and dock on the Butler Chain of Lakes, tennis and pickleball courts, a playground, community park, and scenic tree-lined streets. Combining luxury, privacy, and lake-access living, this remarkable home offers a rare opportunity to experience the very best of the Windermere lifestyle.

2014 Down Woods Lane, Windermere

$424,000
3 Beds 3 Baths Lake Burden South Ph I SubDv. 34786 Zip Code
Welcome home to Lake Burden, one of Windermere's most peaceful and welcoming neighborhoods. This beautifully maintained 3-bedroom, 2.5-bath townhouse — built in 2013 — is move-in ready, waiting for you with the BEST PRICE in the area! Start your mornings on the charming front porch, where you can sip your coffee and watch the neighborhood come to life. Inside, the main floor covered with beautiful laid tiles features an open and airy layout. Cozy living room complete with built-in surround sound flows naturally into the heart of the home — the kitchen. You'll love the oversized island with quartz countertops, tall 42" espresso cabinetry, walk-in pantry and brand-new stainless steel appliances. A sunny dining room rounds out this inviting space, perfect for everyday meals or weekend brunches. A convenient powder room is also located downstairs for you and your visitors. Head upstairs to find the spacious primary bedroom, accentuated with tray ceiling, complete with walk-in closets and a private bath that includes a relaxing garden tub - perfect for unwinding after a long day. A dedicated laundry room is also conveniently located on the second floor. Two additional guest bedrooms are comfortable and share a well-appointed full bathroom. The two-car garage is detached, tucked at the rear, giving the front of the home clean curb appeal. With coated surface and a large driveway, it is connected to the home through a private courtyard with brick pavers — a lovely little outdoor space that's all yours. One of the best perks of life in Lake Burden? The HOA takes care of the outside — from the roof down to the neatly trimmed lawn — so you can spend your time enjoying the community pool and clubhouse instead. Tile roof just replaced at the end of 2025 along with fresh coat of exterior paint. Ground maintenance upkeep the neighborhood beautifully. Many other amenities also offered here, from clubhouse and beautiful community pool, children playground, even tennis courts. Take a walk around the neighborhood, especially along the lakeside path, and you'll discover a quiet, nature-filled setting where wild birds and local wildlife are regular visitors. Nightly fireworks display from Disney theme parks are also visible from this water's edge. Zoned for top-rated A schools at every level, this home truly has it all — great location with plenty of conveniences nearby, low maintenance, and a neighborhood that feels like home from day one. This is Florida living at its finest.

7435 Ripplepointe Way, Windermere

$1,055,000
5 Beds 5 Baths Windermere Trls Ph 5a SubDv. 34786 Zip Code
Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

9117 Outlook Rock Trail, Windermere

$10,200,000
6 Beds 9 Baths Windermere Town SubDv. 34786 Zip Code
An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water views, spectacular sunrises, and unforgettable sunsets from nearly every major living space. Encompassing 6,457 square feet of heated living area, the home seamlessly integrates architecture and landscape through expansive walls of glass, soaring ceilings, refined finishes, and an abundance of natural light. Every space was carefully oriented to maximize the connection between the interior and the surrounding waterfront setting. The designer chef’s kitchen showcases premium Sub-Zero and Wolf appliances, custom European cabinetry, an oversized waterfall island, Italian marble accents, and contemporary finishes, making it both a stunning focal point and an ideal space for entertaining. Designed for flexibility and comfort, the residence features six private bedroom suites, including two luxurious primary suites—one conveniently located on the main level and another on the second floor. Both primary retreats offer spa-inspired bathrooms with elevated finishes, expansive custom closets, premium TOTO fixtures, and living spaces that blend comfort and sophistication. The home also includes eight full bathrooms, one half bath, a dedicated wine room with elegant Italian marble detailing, wide-plank engineered hardwood flooring throughout, designer lighting, dual laundry rooms, a natural gas fireplace, and fully integrated Control4 smart home automation. Control4 home automation allows seamless control of lighting, audio, security cameras, pool equipment, and HVAC systems, creating a connected living experience. Outdoor living is equally impressive, featuring expansive covered lanais, a summer kitchen, saltwater pool and spa, and a private two-level covered dock equipped with water, electricity, and a boat lift. Designed for the ultimate waterfront lifestyle, the dock accommodates a 25-foot boat and two jet skis while providing direct access to the Butler Chain of Lakes, one of Central Florida’s most sought-after boating destinations. Constructed with exceptional attention to detail, the residence features concrete block construction on the main level, metal-frame construction on the second floor, DensGlass exterior sheathing for enhanced durability and weather resistance, energy-efficient TPO roofing, advanced spray foam insulation, four Daikin variable-speed HVAC systems with a combined 20-ton capacity, and natural gas tankless water heaters with recirculation technology. The garage is also equipped with dual 220V outlets for future EV charging capability. Located within the historic Town of Windermere, residents enjoy a unique golf-cart-friendly lifestyle with access to community parks, tennis courts, playgrounds, private lake amenities, and charming tree-lined streets, and the added benefit of no HOA, all while being just minutes from Orlando’s finest dining, shopping, world-class golf, and top-rated private schools. A rare offering on Lake Butler, where architectural excellence, luxury finishes, advanced technology, and one of Central Florida’s most coveted waterfront settings come together to create an exceptional living experience.

728 Forest Street, Windermere

$535,000
3 Beds 3 Baths Windermere Lndgs Ph 02 SubDv. 34786 Zip Code
RARE OPPORTUNITY IN WINDERMERE LANDINGS! Beautifully upgraded 4-bedroom home in one of Windermere's most desirable communities, just steps from Windermere Preparatory School. Originally designed with an expansive downstairs living and family room layout, the spacious loft was thoughtfully converted into a versatile fourth bedroom, creating exceptional value rarely found at this price point. The result is a flexible floor plan ideal for families, remote work, guests, or a growing household. Pride of ownership shines throughout this one-owner home. Elegant porcelain tile flooring, custom wood accent walls, designer finishes, and abundant natural light create a sophisticated yet welcoming atmosphere. Every detail has been carefully maintained and thoughtfully enhanced. The location is simply unmatched. Enjoy a short walk to the community pool and playground, while being just minutes from top-rated schools, shopping, dining, and everyday conveniences. Disney, major attractions, and Orlando's world-class entertainment are only a short drive away. Whether you're searching for a primary residence, a relocation home, or an investment in one of Central Florida's most sought-after areas, this property delivers the perfect combination of location, upgrades, functionality, and value. Homes offering this level of quality, flexibility, and proximity to Windermere Prep rarely become available. Schedule your private showing today.

6412 Golden Dewdrop Trail, Windermere

$320,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
investment property with a very high rental demand for its location and comfort or a vacation retreat, this condo is perfect for you. Beautiful condo located in Lakeside at Lakes of Windermere, corner unit on the first floor (ground floor) with covered lanai Welcome to this stunning condo located in one of the best and most exclusive areas of Orlando Fl such as Windermere, with 3 bedrooms and 2 bathrooms, this condo which is in perfect condition of care and maintenance, offers a spacious and open layout that perfectly combines the kitchen, dining and living areas, ideal for both everyday life and entertaining. The master suite, located to one side for privacy, has a generous bathroom with a garden-style tub/shower and a large walk-in closet. The kitchen is beautifully equipped with wood cabinets. On the opposite side, you will find the secondary bedrooms along with the second bathroom, a convenient laundry closet and ample storage space throughout. The gated resort-style community includes a clubhouse, pool, fitness room, walkways, green areas, parks, sports areas, on-site management and valet trash service, ensuring convenience and comfort. Located in the heart of Windermere in a strategic location just minutes from Walt Disney World and Downtown Winter Garden, easy access to major streets and highways that bring you closer to other important areas of the city and other local attractions such as Universal Studios, it is close to Publix, shops, restaurants and stores.

11434 Jasper Kay Terrace Unit 106, Windermere

$650,000
5 Beds 4 Baths Lakes Windermere SubDv. 34786 Zip Code
Back on market, no fault of the property. Prior buyer was unable to close their own home sale within the contracted timeframe. Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new hot water heat (July 2026), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.

12633 Haddon Drive, Windermere

$1,365,000
5 Beds 5 Baths Reserve At Waterford Pointe Ph 01 SubDv. 34786 Zip Code
Virtually Staged. Set behind the gates of Reserve at Waterford Pointe, this exceptional 5-bedroom, 5-bathroom estate spans 3,695 square feet on more than half an acre of beautifully manicured grounds, delivering refined everyday living in one of Central Florida's most sought-after lakeside communities. Framed by freshly updated landscaping and mature greenery, the residence commands attention with its stately presence, expansive lot, and genuine sense of privacy. Recent upgrades elevate both comfort and longevity, including a new HVAC system, new water heater, fresh carpet in the main living areas, and tile flooring throughout the primary rooms. A grand entry introduces spectacular formal living and dining spaces designed to elevate both intimate gatherings and large-scale entertaining. At the heart of the home, the chef's kitchen is thoughtfully designed with a large center island, bar seating, stainless steel appliances, abundant cabinetry, and an open-concept layout that flows effortlessly into the main living areas. Overlooking the kitchen, the family room feels both warm and dramatic, anchored by a striking floor-to-ceiling stone feature wall with a gas fireplace that creates an inviting focal point. Privately positioned, the primary suite serves as a luxurious retreat with direct access to the outdoor living spaces. Spacious and serene, it is complemented by a spa-inspired bath with dual vanities, a soaking tub, walk-in shower, and an oversized walk-in closet designed for both comfort and functionality. Upstairs, a generous bonus room doubles as a private movie theatre with a wet bar, offering an ideal space for entertaining, relaxing, or hosting guests in a setting that feels distinctly elevated. Beyond the interiors, the home opens into a private outdoor oasis featuring a sprawling screened lanai, sparkling pool and spa, and a fully equipped summer kitchen with grill and bar seating. The expansive backyard delivers exceptional space and privacy, framed by lush mature landscaping that creates a tranquil, secluded atmosphere. Residents of The Reserve at Waterford Pointe enjoy an exclusive lifestyle with access to private community amenities, including a boat ramp to Lake Roberts, tennis courts, a playground, and beautifully maintained park spaces. Ideally positioned just minutes from Disney, Universal Orlando, SR 429, the Florida Turnpike, and some of Central Florida's finest shopping and dining destinations, this remarkable residence offers a rare combination of luxury, privacy, and convenience.

2002 Water Key Drive, Windermere

$389,000
4 Beds 3 Baths Southbridge Village SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Immaculately maintained from top to bottom, including a NEWER A/C (2023) and newer roof (2021), this 4-bedroom, 2.5-bath townhome in the desirable Southbridge Village community delivers the ideal blend of style and location in the heart of Windermere! Framed by mature landscaping and a WOODED VIEW from the front of the home, the charming CURB APPEAL immediately sets the tone for what awaits inside. Beautiful TILE & ENGINEERED HARDWOOD FLOORS flow throughout the home, complemented by crown molding, tons of natural light, and thoughtfully designed living spaces that feel both warm and functional. The OPEN LIVING & DINING areas create an easy everyday flow, while the spacious kitchen offers ample storage, STAINLESS STEEL APPLIANCES, a tiled backsplash, and a prep ISLAND with additional cabinetry and workspace. Access to the private PAVER PATIO and rear-facing 2-CAR GARAGE adds convenience and easy indoor/outdoor living. The MAIN FLOOR PRIMARY SUITE is perfectly situated for privacy and filled with more natural light, featuring a WALK-IN CLOSET and a well-appointed en-suite bath. Upstairs, a versatile BONUS/LOFT provides additional living space ideal for a media area, playroom, or home office, along with three additional bedrooms and a second full bath. A convenient main floor half bath adds flexibility for guests. Residents of Southbridge Village enjoy access to a COMMUNITY POOL and playground, along with a highly walkable location close to Publix, shopping, dining, golf, and everyday conveniences. With easy access to 429, area theme parks, and local attractions, this move-in ready Windermere townhome is perfectly suited as a primary residence, second home, or solid investment opportunity. Call today, schedule your tour, and discover the possibilities!

6390 Southbridge Street, Windermere

$2,899,000
7 Beds 6 Baths Casabella SubDv. 34786 Zip Code
Located in one of Windermere’s most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades, DIGITAL CODE LOCK entry systems on all bedroom doors for added privacy and convenience. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlando’s premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermere’s most desirable communities.

4303 Isabella Circle, Windermere

$1,288,999
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
*** One of the lowest $/SF in Keene's Pointe *** Welcome to this updated, move-in ready luxury home in Keene’s Pointe, one of Windermere’s premier 24-hour guard-gated golf communities and home to the Golden Bear Club. Offering 5 bedrooms, 4 bathrooms, and 3,358 square feet of living space, this beautifully upgraded residence combines luxury finishes, functional design, and an exceptional Central Florida lifestyle just minutes from Disney, top-rated Windermere schools, shopping, dining, and major highways. Situated on an oversized homesite with a large driveway accommodating up to nine vehicles and a three-car garage, this home makes an immediate impression. Inside, the open-concept floor plan features commercial-grade porcelain tile flooring, crown molding, updated lighting, designer finishes, and spacious living areas designed for both everyday living and entertaining. Just off the entry, a custom wet bar with wine refrigerator and beverage fridge flows seamlessly into the dining area and main living space. The updated chef’s kitchen overlooks the family room and showcases quartz countertops, a large center island with additional 36-inch cabinetry storage, a farmhouse sink, soft-close dovetail cabinetry, stainless steel appliances, a natural gas range with vent hood, and an ideal layout for entertaining guests or hosting family gatherings. The spacious first-floor primary suite serves as a private retreat and features a large custom walk-in closet along with a beautifully updated spa-style bathroom complete with dual vanities, soaking tub, oversized walk-in shower with multiple spray features, and custom tile details. Three additional bedrooms and two updated bathrooms are located on the main level, while all bedrooms include custom closet systems and updated ceiling fans. Upstairs, newly finished stairs lead to a versatile loft with luxury vinyl plank flooring, an additional bedroom, and a full bathroom, creating flexible space ideal for a media room, home office, guest suite, or multigenerational living setup. The outdoor living space is designed for Florida entertaining with an approximately 900-square-foot paver patio, natural gas firepit, spacious backyard, and nightly Disney fireworks views. The rear yard is also prewired with 50-amp power for a future pool installation if desired by the next owner. Additional improvements include a 2021 roof replacement, extensive updates throughout the home, a new natural gas meter installed in 2025, and a meticulously maintained septic system with annual servicing over the past 10 years, a new septic alarm box and meter installed in 2021, and a new septic float installed in early 2025. The property also offers exceptional storage with three overhead garage storage racks rated for 600 pounds each, along with a fully planked, lighted, and walkable attic space above the entire three-car garage. Residents of Keene’s Pointe enjoy access to private boardwalks to Lake Tibet and the Butler Chain of Lakes, two community boat ramps, four playgrounds, and year-round neighborhood events. Optional Golden Bear Club membership offers access to championship Jack Nicklaus-designed golf, tennis courts, resort-style pool, fitness center, dining, and social activities. This updated Windermere luxury home offers a rare opportunity to own in one of Central Florida’s most desirable gated golf communities. Schedule your private showing today.

11524 Claymont Circle, Windermere

$465,000
4 Beds 3 Baths Vineyards/Horizons West Ph 2b SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to 13730 Calera Alley, a rare 4-bedroom fully furnished end-unit townhome that offers a combination that’s incredibly difficult to find in the community, providing additional privacy, extra natural light, and a more spacious feel compared to interior units. With additional windows and only one shared wall, this home lives much more like a single-family residence while still offering the convenience of townhome living. Adding to the appeal is a private covered patio — the perfect space to enjoy your morning coffee, unwind in the evenings, or create an outdoor living area with added privacy that’s hard to come by in townhome communities. Inside, the home has been thoughtfully upgraded with custom closet systems installed throughout the bedrooms. The primary suite features a massive walk-in closet complete with a fully customized organization system designed to maximize storage. Located just off Winter Garden Vineland Road, The Vineyards is loved for its charming streetscapes, resort-style pool and cabana, playground, and HOA-maintained landscaping, allowing residents to enjoy the lifestyle without the constant exterior upkeep. The neighborhood also stands out for having no CDD fees, which is increasingly rare for newer communities in the area. The home's location places you right in the middle of everything buyers are looking for in Horizon West. Just minutes away, you’ll find the rapidly growing Hamlin and Windermere corridor filled with shopping, dining, fitness studios, coffee shops, grocery stores, and everyday conveniences. Nearby favorites include Publix, Lakeside Village, Windermere Village, and an endless variety of restaurants and retail throughout Horizon West. It also offers quick connectivity to SR-429, Walt Disney World property, Winter Garden Village and major employment hubs throughout Central Florida. Outdoor enthusiasts will also appreciate being close to the Butler Chain of Lakes area, walking trails, parks, and nearby preserves. The Vineyards offers a balance that’s difficult to find — a true neighborhood feel with newer construction, maintained community spaces, and proximity to top-rated Windermere-area schools, all while being tucked away from the congestion of larger master-planned communities. Whether buyers are looking for extra space, a lock-and-leave lifestyle, or simply a rare end-unit opportunity in one of Windermere’s most convenient locations, this home delivers.

13730 Calera Alley, Windermere

$519,000
4 Beds 3 Baths Westside Village SubDv. 34786 Zip Code
Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!

7867 Berkshire Oak Alley, Windermere

$1,199,000
5 Beds 4 Baths Estates At Windermere SubDv. 34786 Zip Code
One or more photos has been virtually staged. Welcome to this updated and meticulously maintained home in the intimate, 64-home community of Estates of Windermere, where spacious rooms, thoughtful updates, and sought-after Florida living come together on a beautiful ½-acre fenced homesite backing to neighborhood green space. From the moment you arrive, you'll appreciate the home's outstanding curb appeal, highlighted by a freshly painted exterior, architectural details, updated exterior lighting, and a desirable 3-car garage. The private backyard setting and expansive lot provide the perfect backdrop for outdoor living and entertaining. Inside, the owners' pride of ownership is evident throughout. Recent improvements include fresh interior paint, porcelain tile flooring throughout the main living areas, and new carpeting in the bedrooms. Large windows fill the home with natural Florida sunshine, creating a bright and inviting atmosphere. The welcoming floor plan features a formal dining room and a versatile front room with French doors, ideal as a home office, living room, or study. At the heart of the home is the beautifully updated kitchen, showcasing warm wood-tone cabinetry with modern hardware, granite countertops, a new stove, dishwasher, and a newer microwave. A separate breakfast area and the kitchen itself overlook the screened lanai, sparkling oversized pool with water feature, and the lush green space beyond the backyard. Open to the kitchen, the spacious family room offers a custom built-in wall unit and provides the perfect gathering space for family and friends. The triple wide glass pocketing patio doors out to the lanai is hurricane rated. The thoughtfully designed split-bedroom floor plan offers privacy for everyone, with well-positioned bathrooms throughout the home, including a convenient pool bath with direct access to the lanai. The private primary suite is tucked away in the rear of the home and features a spacious ensuite bath with a large soaking tub, walk-in shower, double sink vanity with drawers and an oversized walk-in closet with abundant storage space. A standout feature is the versatile fifth bedroom located just off the garage entry hallway. This flexible space is ideal for guests, multigenerational living, a nanny suite, game room, playroom, craft room, sewing room, fitness space, or a second home office. Residents of Estates of Windermere enjoy more than just beautiful homes. The community offers a neighborhood park, playground, and sports courts, along with resident gatherings and community events held throughout the year, creating a welcoming atmosphere and strong sense of community. Families will appreciate the home's zoning for highly regarded area schools. The location is also exceptionally convenient, with easy access to Winter Garden's popular Fowler's Grove area for extensive shopping, dining, and entertainment. In the other direction, charming downtown Windermere awaits with its beloved Friday Farmers Market, food truck events, local shops, hardware store, café-style dining options, and community library. Offering a wonderful combination of updates, generous living spaces, outdoor enjoyment, community amenities, and a prime Windermere-area location, this home is ready for its next owners to enjoy the very best of Central Florida living.

2230 Ridgewind Way, Windermere

$425,000
3 Beds 3 Baths Preston Square SubDv. 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. Brand New Roof just installed! Listed below market value. Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from the community amenities, you’ll enjoy easy access to everything Preston Square has to offer while still enjoying the charm and privacy of a welcoming neighborhood setting. From the inviting front porch to the light filled interior, every detail of this home has been thoughtfully designed. Expansive wrap around windows flood the space with natural light, accentuating the soaring 10 foot ceilings and rich hardwood flooring throughout the main living areas. The open and functional floor plan is ideal for both everyday living and effortless entertaining. One of the home’s standout features is the private courtyard, a tranquil outdoor oasis perfect for hosting gatherings, grilling with friends, or simply unwinding after a long day. Inside, the gourmet kitchen is sure to impress with 42 inch solid wood cabinetry, granite countertops, stainless steel appliances, and ample prep and storage space for any home chef. The spacious first floor primary suite offers a peaceful retreat with a tray ceiling and a luxurious ensuite bath featuring dual vanities, a relaxing garden tub, and a walk in shower with dual shower heads. Upstairs, an oversized open concept loft provides flexible living space along with two additional bedrooms, creating ideal separation and privacy for family members or guests. Additional highlights include a laundry room with a utility sink and natural light, plus a rear entry two car garage complete with overhead storage racks and an extended driveway for extra parking. Residents of Preston Square enjoy resort style amenities including a sparkling community pool, beautifully landscaped grounds, basketball court, playground, fitness stations, and a large community park that regularly hosts movie nights and food truck events. Conveniently located near top rated schools, shopping, dining, golf courses, hospitals, and major roadways, this home offers easy access to Orlando, Winter Garden, and Central Florida’s world famous theme parks. This is an incredible opportunity to own a stylish and move in ready home in one of Windermere’s most desirable communities.

11401 Evesham Drive, Windermere

$350,000
3 Beds 3 Baths Oasis Cove 1 At Lakeside Village Condo Ph 1 SubDv. 34786 Zip Code
Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys peaceful wooded and lake views with no rear neighbors, creating a tranquil retreat to come home to each day. Inside, soaring ceilings and an open-concept layout create a bright and spacious feel. The updated kitchen features granite countertops, ample cabinetry and overlooks the main living area, ideal for entertaining or everyday living. The primary suite is conveniently downstairs and offers serene wooded views for a relaxing escape. Upstairs, you’ll find additional bedrooms along with the loft and bonus room, ideal for remote work, hobbies, a media room, playroom or guest overflow space. The laundry room is also conveniently upstairs. Sellers are offering a $5,000 carpet allowance with an acceptable offer, giving buyers the opportunity to personalize the flooring to their taste. Enjoy Florida living year-round from the screened patio and open patio deck, both with attractive stone pavers in the front walkway and rear of the home. Additional upgrades include a 2020 HVAC system with UV lighting and an air filtration system for enhanced comfort and air quality. The home is also wired for surround sound, and the speakers are available should buyers wish to reconnect them after the freshly painted downstairs interior. Residents of Oasis Cove enjoy exceptional amenities, including a resort-style pool with lake views, fitness center, clubhouse, playground and beautifully maintained grounds. HOA fees include exterior maintenance, water, cable, internet, and grounds maintenance for added convenience and value. Just minutes from shopping, dining and everyday conveniences, this home also offers quick access to SR 429, Florida’s Turnpike, and Interstate 4. Enjoy being approximately 20 minutes from Walt Disney World, EPCOT and Disney's Animal Kingdom Theme Park while enjoying the peaceful charm of Windermere living. Nearby attractions also include Hamlin Town Center, golf courses, scenic lakes, restaurants and top-rated schools.

14005 Sparkling Cove Lane, Windermere

$4,200,000
5 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Under contract-accepting backup offers. Located within the Gardens Villas enclave of Isleworth Golf & Country Club, this updated and spacious estate epitomizes luxury living. Offering an impressive 5,695 square feet of meticulously designed living space, this villa presents an exquisite blend of elegance, comfort, and modern convenience, complemented by an array of exceptional features and amenities.The property encompasses five generously appointed ensuite bedrooms, ensuring residents and guests enjoy the utmost privacy and convenience, along with a dedicated office space ideally suited for professionals working from home. The spacious chef’s kitchen is outfitted with high-end Viking, Wolf, and TRUE appliances, abundant storage, a butler’s pantry, and an adjacent entertaining bar designed for effortless hosting. Enhancing both peace of mind and functionality, the residence is equipped with a Moen whole-home water management system, along with a sophisticated home automation and security system that controls many of the home’s key functions. Designed to embrace the Florida lifestyle, the outdoor living spaces are equally exceptional. A private pool and spa, expansive lanai, and fully appointed summer kitchen create the perfect setting for relaxing or entertaining while enjoying the picturesque surroundings. In every detail, this Garden Villa exemplifies the pinnacle of luxury living by seamlessly combining spacious design, refined finishes, advanced smart-home technology, and thoughtfully curated custom features. Whether enjoying the tranquility of the Gardens, entertaining poolside, or working from the comfort of your private office, this residence offers an unparalleled lifestyle of distinction.

4806 Alexandra Garden Ct, Windermere

$350,000
2 Beds 3 Baths Preston Square SubDv. 34786 Zip Code
Virtually Staged. **MOVE IN READY** TWO PRIMARY SUITES** EASY OWNER FINANCING AVAILABLE** Your new home is a beautifully maintained townhome tucked inside the charming Preston Square community in the heart of Windermere. The inviting front porch, lush landscaping, and towering palms create the perfect first impression of Florida living at its finest. This two-story residence blends comfort, style, and convenience offering the ideal opportunity for first-time buyers, professionals, investors, or anyone looking to enjoy the Windermere lifestyle without sacrificing value. Inside, you’ll immediately notice the bright and airy layout enhanced by soaring ceilings, elegant crown molding, and an abundance of natural light pouring through oversized windows. The spacious living and dining areas flow seamlessly together, creating an open-concept design perfect for entertaining guests or enjoying relaxing evenings at home. The kitchen is designed to impress, featuring rich solid wood cabinetry, granite countertops, sleek black appliances, ample prep space, and a functional breakfast bar overlooking the main living area. Whether you’re preparing a quick morning coffee or hosting dinner with friends, this kitchen offers both style and practicality. Just beyond the sliding glass doors, a private oversized courtyard patio creates a peaceful outdoor retreat ideal for grilling, dining al fresco, gardening, or simply unwinding after a long day. Upstairs, the spacious primary suite offers a relaxing sanctuary complete with tray ceilings, beautiful wood flooring, a massive walk-in closet, and private balcony access where you can enjoy tranquil mornings. The en-suite bathroom features a large soaking tub, walk-in shower, and elegant finishes designed to create a spa-like experience at home. What truly sets this floor plan apart is the generously sized second bedroom, which also features its own private en-suite bathroom — making this home feel almost like it has two primary suites. This rare setup provides incredible flexibility for guests, roommates, multigenerational living, or anyone seeking additional privacy and comfort. Between the charming front porch, private courtyard patio, upstairs balcony, and attached two-car garage, this home delivers the space and functionality buyers are searching for. The thoughtful floor plan maximizes every square foot, creating a home that lives larger than expected while maintaining a cozy and manageable feel. Additional upgrades provide peace of mind and added value, including newer kitchen appliances along with a washer and dryer that convey with the home. Major system updates have already been completed for the new owner, featuring a new roof installed in 2023, AC replaced in 2022, and a water heater installed in 2024 — making this home truly move-in ready with big-ticket items already taken care of. Located within Preston Square, residents enjoy access to community amenities including a resort-style pool, playground, basketball court, green spaces, and beautifully maintained sidewalks throughout the neighborhood. The location is truly unbeatable — just minutes from Disney, Winter Garden Village, Horizon West, major highways, top-rated Windermere schools, shopping, dining, and entertainment. This community continues to attract buyers seeking the perfect balance between convenience, lifestyle, and long-term value. Schedule a private showing today!

6528 Helmsley Circle, Windermere

$1,999,000
5 Beds 4 Baths Butler Bay SubDv. 34786 Zip Code
Timeless architecture and design come together in this modern-traditional residence in the Town of Windermere, where lakefront living, community charm, and top-rated Windermere schools create one of Central Florida’s most desirable lifestyles. Rich in warmth and character with its classic brick exterior, this thoughtfully designed ranch home blends comfort, function, and classic American elegance. Set on Park Avenue, behind the gates of Lake Crescent Reserve, on a quiet cul-de-sac, this lakefront house sits on over an acre. A peaceful approach from the community entrance immediately sets a tone of privacy and serenity. The expansive windows, with water and nature views, welcome you home and fill the house with gorgeous natural light throughout the day. At 4,582 square feet under roof, with approximately 3,915 square feet of living space, the split floor plan features 5 bedrooms and 4 full baths, along with multiple gathering spaces designed for both entertaining and everyday living. From intimate to large family gatherings, the floor plan flows smoothly outdoors. This well-designed home offers a rare balance of openness, comfort, and privacy. The outdoor living experience is exceptional. The Cape Cod-style Florida room with panoramic sliders opens to the screened lanai, with a resort-style setting complete with a full summer kitchen, outdoor shower, pool, boathouse, private boat ramp, and boat mooring area, all overlooking the pristine waters of Lake Crescent. Well known for decades among water sports enthusiasts, Lake Crescent is a private 175-acre ski lake with exceptional water quality. While not part of the Butler Chain of Lakes, it shares the same water source and is listed on Florida’s Outstanding Florida Waters list, which recognizes efforts to preserve the lake’s natural beauty and quality. Adding to its appeal, Lake Crescent Reserve offers low HOA dues and is adjacent to the Windermere Recreation Center, with tennis courts, playgrounds, sports fields, and community events. Lake Crescent Reserve residents also enjoy a short bike or golf cart ride to Windermere Elementary and the charming downtown shops and restaurants along Main Street.

2804 Marquesas Court, Windermere

$480,000
3 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Welcome to Summerport, one of Windermere's most sought-after communities! This charming 3 bedroom, 2 bath single-story home offers nearly 1,700 heated square feet of well-designed living space with a split bedroom floor plan, 2-car garage, and some of the most beautiful curb appeal on the street — complete with a brick paver walkway and low maintenance landscaping. Inside, gorgeous wood flooring flows through the main living areas and an abundance of natural light complements the open floor plan, making it ideal for both everyday living and entertaining. A multi-functional flex space off the foyer offers endless possibilities — formal dining, home office, gym, or playroom. The kitchen was fully remodeled in 2021 and features 42" white shaker cabinetry, subway tile backsplash, stainless steel appliances including a gas stove, a center island with bar seating, closet pantry, and an eating space — all open to the main living area. The primary suite is a true retreat, boasting tray ceilings, a generous walk-in closet, and a beautifully remodeled bathroom (2024) with dual sinks, soaking tub, walk-in shower, private water closet, and striking tile work. Step outside to your screen-enclosed lanai with brick pavers and an extended deck, all set within a fully fenced backyard with vinyl fencing — perfect for pets, play, or simply unwinding. Additional highlights include interior paint (2021) and AC (2019). Zoned for A-rated schools including Windermere High School, with the elementary school just a short distance away. Summerport's resort-style amenities are second to none — clubhouse, fitness center, pool, playground, beach volleyball, basketball and tennis courts, a fishing dock, sandy beach area, and miles of sidewalks winding past scenic ponds and beneath mature oak tree canopies perfect for walking and running. Whether you're a growing family, looking to downsize, or searching for a second home, this one checks all the boxes. Grocery, shopping, dining, and major highway access all just minutes away — this is Florida living at its finest!

5225 Lemon Twist Lane, Windermere

$705,000
5 Beds 4 Baths Preston Square SubDv. 34786 Zip Code
Virtually Staged. Save Big: 1% lender credit (based on loan amount) toward closing costs or rate buy-down with seller’s preferred lender. Ask for details! This expansive two-story residence offers beautifully connected gathering spaces, multiple private retreats, and flexible rooms that adapt to your lifestyle. As you arrive, a welcoming entry and foyer set the tone for the home’s inviting layout. Just off the entrance, a dedicated office provides the ideal work-from-home space, library, or quiet study. Beyond the foyer, the floor plan opens into a spacious formal living room that creates a warm first impression and offers a natural transition into the heart of the home. At the center of the first floor, the kitchen is perfectly positioned for both daily life and entertaining, complete with a walk-in pantry, a generously sized island for seating, and a seamless connection to a separate dining room, providing an elegant setting for holidays, celebrations, and dinner parties. Natural lighting streams through multiple windows in the breakfast nook, which overlooks the outdoor living area, offering the perfect spot for casual morning coffee or relaxed meals. The family room creates an open concept gathering space where conversation flows effortlessly and allows for easy entertaining. A thoughtfully placed half bath with access to the outdoor patio area adds easy accessibility for guests and family alike, and the attached garage offers convenient parking and direct entry into the living space, enhancing both functionality and comfort. Upstairs, the home continues to impress with a thoughtfully designed second floor. The private primary suite is a true retreat, featuring generous proportions, multiple closet spaces, and a spa-inspired bath designed for relaxation. Two bedrooms provide comfort and privacy for siblings and share a Jack and Jill bathroom. An additional bedroom is ideal for family or guests with access to a covered balcony, creating a private outdoor escape to enjoy Florida evenings. A spacious flex room offers endless possibilities to create a home theater, game room, fitness studio, second office, or guest retreat to fit your needs. Completing the upper level is a third full bathroom with a walk-in shower and a laundry room, adding everyday convenience right where you need it most. Step outside to one of the home’s standout features, an oversized covered lanai and expansive brick-paver patio designed for true Florida outdoor living. Ample space for multiple seating and dining areas, this private backyard retreat is ideal for entertaining, weekend gatherings, outdoor dining, or simply relaxing under the shade of mature trees. Lush landscaping, privacy fencing, and natural greenery create a peaceful setting with room to enjoy year-round outdoor living. Residents enjoy a beautifully designed central gathering area featuring the community’s amenity center, resort-style pool, basketball court, playground, expansive open green space, and connected sidewalks for walking. The location is convenient, with nearby shopping, dining, and everyday essentials just minutes away at Westside Shoppes, Lakeside Village, and Windermere Village, plus additional retail and dining options throughout the surrounding Windermere area.

6615 Helmsley Circle, Windermere

$679,000
3 Beds 2 Baths Summerport Phase 1 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Don’t miss the opportunity to live in the HIGHLY SOUGHT-AFTER A-RATED SCHOOL DISTRICT community of Summerport. This BEAUTIFUL ONE-STORY POOL HOME features GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and a NEW ROOF INSTALLED IN 2022. Step into a welcoming foyer that showcases the home’s OPEN LAYOUT. Two of the three bedrooms are located on the left side of the home, separated from the primary suite for added privacy. Continuing down the hallway, you’ll find a SPACIOUS FLEX ROOM currently being used as an additional bedroom, perfect as a guest room, office, gym, or playroom. The updated kitchen opens to a bright family and dining area filled with natural light. The primary suite is privately situated at the back of the home and features a WALK-IN CLOSET, dressing area, and an ensuite bathroom with DUAL SINKS, a separate shower, and a GARDEN TUB. Large sliding doors lead to your PRIVATE SCREENED-IN OASIS with a beautifully tiled lanai. The POOL AND SPA provide the perfect setting to enjoy the FLORIDA LIFESTYLE. Summerport offers excellent community amenities including a RESORT-STYLE POOL, fitness center, parks, playgrounds, and a fishing pier. Conveniently located near TOP-RATED SCHOOLS, shopping, major highways, and just MINUTES FROM DISNEY where you can enjoy the NIGHTLY FIREWORKS from the neighborhood. Don’t miss this INCREDIBLE OPPORTUNITY. Schedule your private showing today!

4948 Wise Bird Drive, Windermere

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