34786 Zip Code FL Contemporary Style Homes for Sale

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

$644,900

4 Beds ⋅ 3 Baths ⋅ Lakes Of Windermere Ph 2a SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. 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

$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

$474,900

3 Beds ⋅ 3 Baths ⋅ Summerport Trail Ph 2 SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen featuring ample cabinetry, granite countertops, stainless steel appliances, and a large island perfect for entertaining. Throughout the home, you'll find updated luxury vinyl plank (LVP) and tile flooring, providing a modern look that's both stylish and easy to maintain. The primary suite provides a relaxing retreat with a spacious walk-in closet and an en suite bathroom featuring dual vanities, a soaking tub, and a separate walk-in shower. Additional bedrooms offer flexibility for family, guests, or a home office. Conveniently located near top-rated schools, shopping, dining, major highways, and Orlando's world-famous attractions, this home offers the perfect blend of comfort, style, and convenience. Don't miss this incredible opportunity to own a beautiful home in one of Windermere's most sought-after communities. Schedule your private showing today!

13845 Bridgewater Crossings Blvd, Windermere

$1,649,000

4 Beds ⋅ 4 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code

Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere’s most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida’s most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.

2617 Butler Bay Drive N, Windermere

$6,500,000

5 Beds ⋅ 7 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.

9316 Gladys Garden Ct, Windermere

$1,200,000

5 Beds ⋅ 3 Baths ⋅ Willows At Lake Rhea Ph 02 SubDv. ⋅ 34786 Zip Code

Welcome to 11407 Willow Gardens Dr, a beautifully maintained 5-bedroom, 3-bath Windermere home with a dedicated office, split floor plan, and inviting spaces designed for both everyday living and entertaining. This home features tile throughout (no carpet), a spacious game room with a pool table included, an electric fireplace, and four sliding glass doors that seamlessly blend the pool area with the indoor living spaces for true Florida indoor-outdoor living. The primary bedroom offers a special retreat with a two-sided gas fireplace, adding warmth and character to the space. Custom built-ins and back yard tree house are bonus features. Enjoy the private pool year-round with a new electric pool heater (2024), plus peace of mind from major recent upgrades including new windows (2021), two new AC units (2023), a new roof (2024), and fresh exterior paint (2025). With generous living areas, flexible work-from-home space, and big-ticket updates already completed, this move-in-ready home is a standout opportunity in one of Windermere’s most desirable areas.

11407 Willow Gardens Drive, Windermere

$755,000

4 Beds ⋅ 4 Baths ⋅ Ashlin Park Ph 2 SubDv. ⋅ 34786 Zip Code

***PRICE IMPROVEMENT***Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends timeless architecture, upscale finishes, and a thoughtfully designed floor plan tailored for both refined entertaining and comfortable everyday living. Surrounded by tranquil lakes, beautifully manicured streets, and a picturesque neighborhood setting, the home offers an impressive sense of arrival, beginning with its inviting covered front porch and attractive curb appeal. Inside, a welcoming foyer introduces gracious formal living and dining spaces that create an elegant backdrop for gatherings, celebrations, or quiet evenings at home. Just beyond, the sunlit family room serves as the heart of the residence, featuring soaring 20-foot wood ceilings that add warmth, character, and dramatic visual impact while seamlessly connecting to the gourmet kitchen. Designed with both beauty and functionality in mind, the kitchen is appointed with an expansive quartz island with double sinks, premium stainless-steel appliances, abundant custom cabinetry, generous workspace, and convenient access to the powder room and attached two-car garage, making daily routines and entertaining effortless. A striking wood staircase with an iron handrail enhances the home’s architectural appeal and leads to the second level, where the layout continues to provide comfort, privacy, and versatility for a variety of living needs. The private primary suite serves as a relaxing retreat, complete with a custom walk-in closet and a spa-inspired bath featuring dual sinks and a separate shower. Two well-appointed secondary bedrooms share a spacious Jack & Jill bathroom with a garden tub, while the junior suite offers its own private full bath with a walk-in shower, ideal for guests, multigenerational living, or anyone seeking additional privacy. A flexible bonus room provides space for a media room, playroom, office, or lounge, and the centrally located laundry room adds everyday convenience. Outdoors, the peaceful backyard extends the living space with a private tree-lined deck that creates a serene setting for al-Fresco dining, weekend entertaining, or unwinding in the shade after a long day. Spanning 3,161 square feet, the residence is enriched with upscale details throughout, including quartz countertops, generous walk-in closets, refined interior finishes, and a wired security system that adds peace of mind. An attached private Studio further enhances the home’s versatility, offering a comfortable and separate space for extended family, In-Laws, long-term guests, or roommates, with its own distinct access through the main entrance while remaining connected to the property. Beyond the home itself, residents enjoy access to top-rated schools and an impressive selection of community amenities, including a resort-style pool, clubhouse, playgrounds, and scenic walking and biking trails that wind around picturesque ponds and lakes, creating a lifestyle that is as desirable as the home itself. Just few miles to Disney Spring and amusement attractions. Don't miss the opportunity to own this gem perfectly located in the desired Ashlin Park community!!

7211 Still Pond Lane, Windermere

$6,900,000

5 Beds ⋅ 7 Baths ⋅ Down Acres Estates SubDv. ⋅ 34786 Zip Code

A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami coastal specifications, the home was engineered with exceptional attention to quality, durability, and structural integrity while maintaining its striking modern aesthetic. Floor-to-ceiling glass walls frame breathtaking water views and flood the home with natural light, while soaring ceilings and open-concept living spaces create a dramatic yet inviting atmosphere. Every detail has been thoughtfully curated, from the designer finishes and statement lighting to the seamless integration of indoor and outdoor spaces. Luxury wellness amenities, including a steam shower, further enhance the home's resort-inspired appeal. The outdoor living experience is equally impressive, featuring a spectacular pool, expansive covered entertaining areas, and a fully equipped outdoor kitchen designed for gatherings both intimate and grand. Above it all, the rooftop terrace offers panoramic views of Lake Down and the surrounding landscape, creating the perfect setting for morning coffee, sunset cocktails, or evenings under the stars. As night falls, enjoy a truly magical experience as Disney fireworks illuminate the horizon from the comfort of your private rooftop retreat. Whether spending the day on the Butler Chain, entertaining guests poolside, or relaxing while taking in the waterfront views, this residence delivers an unparalleled lifestyle defined by elegance, comfort, and connection to the water. Ideally located just minutes from Restaurant Row, Downtown Orlando, the Mall at Millenia, Disney, Universal Studios, Orlando International Airport, and major thoroughfares including SR-408, this exceptional property combines the serenity of premier lakefront living with unmatched convenience. From sunrise over Lake Down to Disney fireworks dancing across the night sky, this is a home designed to inspire, impress, and elevate everyday living.

9061 Ron Den Lane, Windermere

$1,400,000

5 Beds ⋅ 4 Baths ⋅ Butler Bay,Windermere Club SubDv. ⋅ 34786 Zip Code

Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.

1700 Lake Roberts Court, 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

$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

$549,000

3 Beds ⋅ 3 Baths ⋅ Summerport Ph 02 SubDv. ⋅ 34786 Zip Code

Sold Data Entry Only

5227 Beach River Road, Windermere

$2,099,995

5 Beds ⋅ 5 Baths ⋅ Estancia/Windermere SubDv. ⋅ 34786 Zip Code

A Masterpiece of Luxury Living in Windermere Welcome to an extraordinary custom estate in the prestigious gated community of Estancia at Windermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 in post-construction upgrades, this exceptional 2019 residence is a true showpiece. Offering more than 4,230 square feet of beautifully designed living space, the home features 5 bedrooms, 5 bathrooms, soaring ceilings, designer lighting, expansive walls of glass, and premium finishes throughout. Every detail has been thoughtfully curated to create an atmosphere that is both sophisticated and inviting. At the heart of the home is a spectacular chef's kitchen equipped with Sub-Zero and Wolf appliances, custom cabinetry, an oversized island, wine refrigerator, and seamless flow into the spacious living and dining areas—perfect for everyday living and effortless entertaining. The luxurious first-floor owner's suite serves as a private retreat, complete with a spa-inspired bath and oversized custom walk-in closet. Additional highlights include a private executive office, formal dining room, upstairs loft, media/flex room, oversized laundry room, and abundant storage. Step outside to your own private resort. The professionally designed backyard features a heated saltwater pool, elegant Travertine deck, covered lanai, fully equipped summer kitchen, lush tropical landscaping, and a fully fenced yard—creating the perfect setting for relaxing weekends or unforgettable gatherings. Luxury is matched by intelligent design with a $70,000 whole-home solar energy system and automatic backup generator, providing exceptional efficiency, long-term savings, and uninterrupted comfort during Florida's storm season. Completing the property are a three-car garage, concrete tile roof, impeccable landscaping, and striking curb appeal. Located within the Town of Windermere, residents enjoy exclusive amenities including private tennis courts, boating access to the Butler Chain of Lakes, parks, playgrounds, dog parks, walking trails, and year-round community events. Just minutes away are championship golf courses, premier private schools, upscale shopping, fine dining, major highways, and Orlando's world-famous attractions. Estancia at Windermere is one of Central Florida's most desirable luxury communities, known for its estate-sized homesites, beautifully maintained surroundings, and private atmosphere. This is more than a home—it's an exceptional lifestyle. Luxury residences of this caliber rarely become available. Experience one of Windermere's finest addresses and discover a home where every detail has been elevated beyond expectation.

1118 Estancia Woods Loop, Windermere

$12,350,000

7 Beds ⋅ 10 Baths ⋅ Isleworth 5th Amd SubDv. ⋅ 34786 Zip Code

Set along beautiful Lake Blanche within the gates of Isleworth, this extraordinary modern estate is a grand haven of remarkable scale and design. Spanning more than 11,000 square feet, the residence is thoughtfully positioned to capture sweeping views across the lakefront, with walls of glass framing the water from nearly every room and filling the interiors with natural light. Beauty and modernity define the home, where sleek architectural lines are complemented by elegant oak wood flooring throughout. The main living areas flow effortlessly, creating both an impressive setting for entertaining and a comfortable environment for everyday living. At the heart of the home, a striking kitchen features distinctive Viking appliances, a Miele espresso machine, two wine refrigerators, and a seamless connection to the family room, patio, and surrounding living and dining spaces.The estate offers 7 spacious bedrooms and 9.5 baths, with each suite designed for privacy and comfort. Multiple levels—including a rooftop terrace—provide an array of vantage points from which to enjoy the lake and surrounding grounds. Additional highlights of the estate include a private home theater; a versatile lakefront bonus room ideal for a game room, wellness studio, or creative space; and two adjoining offices with custom built-ins that can be closed off for quiet focus. A standout feature of the property is the expansive guest residence on the lower level, complete with its own full kitchen, living room, two en-suite bedrooms, laundry room, and private patio—perfect for extended family or long-term guests. Practicality meets luxury with three laundry rooms throughout the estate, an elevator servicing multiple levels, and a four-bay garage. Outdoors, the expansive grounds offer both privacy and possibility, anchored by a spacious yard that leads to a private dock along the shores of Lake Blanche. A covered lanai with summer kitchen and screened living area creates an inviting setting for year-round entertaining, seamlessly blending indoor and outdoor living. This is a home that delivers on every level—scale, setting, and sophistication—offering a truly exceptional lakefront lifestyle within one of the finest golf club communities in the world.

9312 Blanche Cove Dr, Windermere

$1,115,000

4 Beds ⋅ 4 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code

This stunning updated 4 bedroom/4 bathroom executive pool home in exclusive Windermere Club has been meticulously maintained and is the perfect place to call home!!! Upon entering the gated community you will be impressed by the oversized lots and sprawling custom homes. When arriving to the residence and turning into the circular paver driveway you will enjoy the homes classic elevation with a tall center gable and a neutral exterior palette with classic French blue shutters. Upon stepping through the double entry doors you will immediately sense this home is special with a fabulous floorpan, open and spacious, perfect for entertaining. Soaring vaulted ceilings, wood moldings, wood flooring, French doors and neutral interior tones all contribute to the allure of a classic and timeless residence. The home offers a study with double doors located off the entry Foyer with custom built-in cabinetry/shelves. The oversized Dining Room overlooks the beautiful swimming pool and patio and is open to the kitchen. The Gourmet Kitchen with 42" cabinets, gorgeous granite counters tops, beautiful glass tile backsplash, a center island, stainless steel appliances is open to the large Breakfast Nook and spacious Family room featuring a gas fireplace with a custom wood mantel making it the perfect space for winding down after a long day or enjoying family gatherings and holidays. The home also benefits from tremendous natural light through its many windows. The oversized Primary Bedroom is fit for a King and Queen with French Doors overlooking the pool, a spa-like 5-piece Travertine bathroom featuring a shower, soaking tub, double vanities and two large walk-in closets with custom built-in shelving systems. The 3 additional bedrooms include 2 with ensuite bathrooms and a 3rd that is served by a hall bathroom. All of the bathrooms have been updated with high-end finishes. The 3 car side-entry garage with spacious car park area offers convenience and significant storage. The Pool area with covered space, an outdoor kitchen/grilling station and nature views is perfect for Florida entertaining! Schedule a showing today and see this amazing home before it's gone!

2428 Butler Bay Drive N, Windermere

$459,000

3 Beds ⋅ 3 Baths ⋅ Windermere Trls Prcl 3 SubDv. ⋅ 34786 Zip Code

LOCATION! LOCATION! BRAND NEW roof and gutters were installed in late 2023. Discover this charming 3 bedroom, 2.5 bath townhome in picturesque Windermere! Nestled in a well-kept community, this home boasts a gorgeous private courtyard, perfect for relaxing or entertaining. Just steps from an A-rated elementary school, and surrounded by multiple scenic walking paths with water views, it’s the ideal place for families and anyone seeking a serene, active lifestyle. HOA covers full outside maintenance, paint and roof care. Community has a beautiful pool and relaxing area ideal for Floria living! A wonderful opportunity to own a move-in ready townhome in a highly desirable community! Don’t miss out!

11951 Vermillion Avenue, 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

$549,900

3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 01 SubDv. ⋅ 34786 Zip Code

Best price Improvement.. Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements. Set on a spacious quarter-acre lot, the property showcases mature landscaping and a serene pond view that creates a peaceful backyard retreat. Inside, the home is filled with natural light and designed for both relaxation and everyday living. The kitchen and family room flow seamlessly together, offering inviting spaces to gather while enjoying picturesque views of the lush yard and water beyond. A standout feature is the added Florida room—an ideal spot to unwind, entertain, or simply take in the tranquil surroundings year-round. This home has been lovingly cared for, with key updates already completed for peace of mind. Recent improvements include a newer A/C system, newer hot water heater, updated exterior lighting and door hardware, and consistent professional grounds maintenance. Major systems have also been addressed, with the septic system replaced in 2019 and the roof replaced in 2020. The kitchen, updated in 2010, features full-sized cabinetry and durable Corian countertops, offering both functionality and timeless appeal. Silver Woods is known for its welcoming, family-friendly atmosphere and remarkably low HOA dues of just $364 annually. Residents enjoy access to community amenities including tennis and pickleball courts, all while being conveniently located within walking distance to local middle and high schools, as well as the Grove Publix shopping center with its variety of restaurants, shops, and fitness options. The location is truly exceptional—just minutes from Sand Lake Road’s renowned dining and entertainment, with easy access to major highways including I-4, the Turnpike, 528, and the 408. Downtown Orlando is only about 20 minutes away, and Orlando International Airport is approximately a 25-minute drive. This home offers a rare combination of comfort, updates, location, and community charm. It’s a place where you can truly settle in and enjoy the best of Central Florida living!

9072 Woodbreeze Boulevard, Windermere

$399,000

3 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to 14155 Ancilla Blvd, a charming three-bedroom, two-and-a-half-bathroom townhouse in the desirable Windermere community. This 1,629 square foot home offers a comfortable layout with a convenient ground-floor primary bedroom suite, perfect for easy living or hosting guests. The property features a bright colonial design with well-maintained landscaping that creates great curb appeal. Inside, you'll find recently updated flooring throughout, giving the home a fresh, modern feel. The upstairs loft provides flexible space that works well as a home office, playroom, or additional living area. Recent improvements include a 2022 roof replacement and a brand-new 2024 AC unit, providing peace of mind for years to come. The home's location puts you just steps away from fantastic community amenities including a clubhouse, resort-style pool, tennis and basketball courts, and a fitness center. Pet owners will appreciate the on-site dog park, while the fishing pier offers a peaceful spot to relax. The community also features convenient services like a salon, pizzeria, ice cream shop, and even a veterinary clinic, making daily life easier. The location provides easy access to Windermere High School, located just over a mile away, and local shopping at Publix Super Market at Cornerstone. With excellent schools, convenient amenities, and a prime Windermere address, this townhouse offers the perfect blend of comfort and community living in one of Central Florida's most sought-after areas.

14155 Ancilla Boulevard, Windermere

$717,000

5 Beds ⋅ 3 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood floors in the foyer, dining & family rooms & carpet in the bedrooms. As you enter the foyer, the view draws you to the family room and kitchen/dining area plus the triple sliding doors to the large covered porch (21x15). The kitchen has all granite counters, a breakfast bar and plenty of cabinets & a closet pantry. The dining room is at the end of the kitchen with a view to the rear yard. The additional multiple purpose room with granite counters opens to the family room, and can be a computer room, mud room, dry bar or butler pantry, extra storage with the cabinets. It also opens to the inside laundry room then to the 3-car garage with brand new door openers (April 2026). The primary bedroom has an ensuite bathroom with dual sinks, granite counters, garden tub plus separate shower, and walk-in closet with built in custom made Italian clothes storage cabinets. The community pool is a short distance away exclusive for Windermere Terrace residents. The electric power to the home is efficiently supplied by the Leased Solar system in connection with Duke. Reduces the electric bill. The recent upgrades will greatly make this home worry free for your family, They are: (1) The 4 ton air conditioner was replaced on 3-30-2023. (2) The entire roof was replaced in October 2025 (3) The 50 gallon water heater was replaced on 11-12-2024. (4) Both garage door openers were replaced in April 2026. Great location and close to all shopping, major roads and more. Shop and compare, your family deserves this home. Click the tour button above for Virtual Tour and floor plan..

7174 Beek Street, Windermere

$1,999,900

6 Beds ⋅ 5 Baths ⋅ Tildens Grove Ph 01 47/65 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Welcome to one of Windermere’s finest offerings — an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and panoramic screen overlooking the water, gourmet kitchen, a dedicated gym, plus two generous family / entertainment spaces upstairs and down… all create a floor plan that handles both grand entertaining and relaxed everyday living. Updates to HVAC, lighting, fixtures, media systems, and wood flooring throughout. Soaring ceilings with architectural features, and elegant architectural details define every room. Bedroom layout creates a lot of options with one of the downstairs bedrooms featuring a separate side entry just off of the driveway with direct access to a full bathroom - ideal for guests and multi-generational living. The original sixth bedroom was converted to the home theater by prior owners but could easily be returned to the original six-bedroom layout. Or the spacious upstairs home gym with stunning waterfront views could be converted to a bedroom as well - so many options! Three-car garage built to accomodate over-sized vehicles, paver driveway, lush mature landscaping. Tildens Grove offers larger homesites and amenities including tennis, pickleball, basketball, playground, and a scenic park. Minutes to Disney World, Restaurant Row, Windermere Chain of Lakes boat ramp access, top-rated schools, quick SR-429 access for easy day trips to the beach, and approximately 30 minutes to Orlando International Airport. Luxury, privacy, and convenience — all in one remarkable home. Owners have this priced right so don’t delay in setting up your private showing today.

5421 Tildens Grove Boulevard, Windermere

$375,000

3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 3 SubDv. ⋅ 34786 Zip Code

PRICE ADJUSTMENT! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South in Windermere in close proximity to Disney World. Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in pantry. The open living area with elegant French doors lead to a private, paved courtyard that seamlessly connects to the detached 2-car garage—perfect for indoor-outdoor living. The first floor is complete with a spacious laundry room and a half bath. Upstairs, the expansive primary suite offers a peaceful retreat with a dual vanity en suite bath, while two additional bedrooms share a full bathroom—ideal for family, guests, or a home office setup. A conveniently located downstairs laundry room adds everyday ease. Seller is offering $5,000 CARPET CREDIT. Residents enjoy access to exceptional community amenities, including parks, scenic walking trails, playgrounds, tennis and basketball courts, and a resort-style swimming pool. The HOA provides added value by covering lawn care, exterior painting, and the roof—offering low-maintenance living and peace of mind. Ideally located just minutes from Walt Disney World, this home offers the perfect blend of comfort, convenience, and location. Enjoy the magic of Disney with a short distance to a nearby viewing spot where you can take in the spectacular nightly Disney fireworks. Whether you're looking for a primary residence, vacation home, or investment property, this exceptional townhome places you close to world-class attractions, shopping, dining, and top-rated schools in one of Central Florida's most desirable communities. This is one of the best values in the area—schedule your private showing today!

12966 Vennetta Way, Windermere

$390,000

3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 03 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. PRICE ADJUSTMENT!! Don’t miss this fantastic opportunity to own a spacious townhouse in the highly desirable Lake Sawyer South community of Windermere, Florida. Nestled among tree-lined streets, this 3-bedroom, 2.5-bath home with a 2-car garage offers comfort, style and tranquility. As you enter, a spacious living room welcomes you - perfect for entertaining. The kitchen boasts granite countertops, stainless steel appliances, and a walk-in pantry, with French doors leading to a large, paved courtyard that connects to the detached 2-car garage. A conveniently located laundry room completes the downstairs layout. Upstairs, the expansive primary suite features an en suite bath with dual vanity, while two additional bedrooms share a full hall bath with a shower/tub combo. Residents of this well-maintained community enjoy multiple parks, trails, playgrounds, tennis and basketball courts, and a refreshing swimming pool. The HOA covers lawn care, exterior painting, and the roof—adding convenience and peace of mind. Known for its top-rated schools and quality of life, Windermere offers proximity to Disney World, theme parks, major roadways, fine dining, and shopping. Start enjoying everything this exceptional home and community have to offer.

7710 Fairgrove Avenue, Windermere

$3,900,000

5 Beds ⋅ 5 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Pre-Construction. To be built. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage, The property captures sweeping views across Wauseon Bay. Permits have been approved including a 900 sf covered boat dock with lift. There are 2 primary suites, one on the 1st floor and one on the 2nd that open to a private balcony and patio respectively overlooking the water creating a serene retreat. All secondary bedrooms have lake views and balconies. Open floor plan with 2 story great room and massive windows throughout. Just moments from Windermere’s parks, tennis courts, farmers market, and private boat ramp, this home embodies the charm and lifestyle of lakefront living in one of Central Florida’s most desirable communities. ** Also listed as vacant land MLS S5147532 for $1,650,000

212 W 1st Avenue, Windermere

$2,849,000

5 Beds ⋅ 6 Baths ⋅ Waterstone SubDv. ⋅ 34786 Zip Code

Welcome to a stunning custom estate nestled within the exclusive gated enclave of Waterstone in Windermere—where modern design meets effortless luxury living. From the moment you enter the front door, you will be wowed by the 2 story exceptionally bright and airy grand hall and the meticulous upkeep which makes this home feel brand new! This exceptional residence showcases expansive open living spaces, while all first floor rooms access a beautiful covered courtyard pool, spa and outdoor kitchen and living room. Thoughtfully designed for both everyday comfort and unforgettable entertaining. From the moment you enter, you’ll appreciate the seamless flow, elevated finishes, and meticulous attention to detail throughout. At the heart of the home, a true chef’s kitchen impresses with a gas range, premium appliances, and an oversized layout that opens beautifully to the main living areas—perfect for gathering with family and friends. The private primary suite offers a tranquil retreat, complete with a spa-inspired bath and large custom closet space. Step outside to your own resort-style courtyard, where a sparkling pool and spa, covered cabana, and gas fireplace create the ultimate setting for year-round indoor-outdoor living. Designed with versatility in mind, the home also features a private guest or in-law suite with its own bath and direct pool access—ideal for hosting extended stays with ease. Additional highlights include a spacious four-car garage and ample parking, all within a quiet, boutique community known for its privacy and prime location. This is a rare opportunity to experience refined living in one of Windermere’s most sought-after gated neighborhoods.

11418 Waterstone Loop Drive, Windermere

$799,000

5 Beds ⋅ 4 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code

**HIGHEST AND BEST DUE TOMORROW APRIL 27th, 2026 (MONDAY) AT 6PM** Discover the lifestyle you've been searching for in this stunning two-story Windermere retreat on a peaceful cul-de-sac in the coveted Summerport community. Disney World & Universal are just 20 mins away, and the home is zoned for TOP-RANKED A+ SCHOOLS — Keenes Crossing Elementary, Bridgewater Middle, and Windermere High. Move in with peace of mind: NEW HVAC upstairs (2024), NEWER ROOF (2021), FULLY FENCED BACKYARD (2022), DISHWASHER (2025), foam insulation, radiant barrier, tinted double-pane windows, in-wall pest control, and pre-wired surround sound. Hardwood and tile floors throughout, the gourmet kitchen features Kenmore Elite appliances, gas stove, range hood, dual refrigerator, granite countertops, a eat-in kitchen and a breakfast nook — all open to the family room. Two additional bedrooms with a full bath and a powder room — ideal for visitors and/or multigenerational living purposes. Formal living & dining, home office, and a screened-in lanai complete the main level. Upstairs, the primary suite offers French doors, a walk-in closet, soaking tub, and walk-in shower. Two additional bedrooms share a Jack-and-Jill bath with dual sinks and shower. Summerport living includes a resort-style pool, clubhouse, fitness center, walking trails, fishing docks, and courts for tennis, pickleball, basketball & volleyball. Homes like this don't last — schedule your showing today!

5427 Nagami Drive, Windermere

$535,000

3 Beds ⋅ 3 Baths ⋅ Ashlin Park Ph 1 SubDv. ⋅ 34786 Zip Code

Beautiful two-story single-family home with a pond view in the Ashlin Park neighborhood of Windermere. Open floor plan includes large living room, dining, and kitchen, with ceramic tile throughout the first floor. Kitchen has quartz countertops, stainless steel appliances, large island, and ample cabinet space. Living room faces pond and peaceful walking trail with lovely indoor or porch water view. First floor also has a half bathroom and a large storage room, as well as an attached two-car-garage. All three bedrooms on second floor with carpet flooring, along with two full bathrooms and a spacious laundry room. Ashlin Park is quiet neighborhood located between the world-famous Walt Disney World and FL535, with great access to theme parks, a variety of restaurants and shops, major highways, golf courses, etc., Minutes’ walk to the community clubhouse and pool. Make this lovely home yours and enjoy Central Florida living.

11486 Misty Oak Alley, Windermere

$520,000

3 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Seller very Motivated ! Welcome to this stunning 2-story home in the highly desirable Lakes of Windermere, featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus room that can easily serve as a home office, gym, media room, or playroom. The expansive primary suite offers soaring vaulted ceilings, a large walk-in closet, and a spa-inspired in-suite bathroom with a relaxing jacuzzi tub. Upstairs, you'll find beautiful wood flooring throughout—no carpet—along with elegant plantation shutters that add warmth and timeless style to every room. Thoughtfully updated for comfort and peace of mind, this home features impact windows, stainless steel appliances, Laundry room with washer and dryer, and ceiling fans in both the living room and primary suite. Step outside to your private, fully fenced backyard—perfect for entertaining, family gatherings, or simply relaxing. Enjoy a mature mango tree, a charming pergola, and an irrigation system using reclaimed water to keep the landscaping lush while conserving resources. The extended rear driveway with alley access provides generous guest parking, while the 2-car garage offers epoxy flooring, built-in storage cabinets, an extra refrigerator, and a new garage door opener for added convenience. Located in the sought-after Lakes of Windermere community, residents enjoy beautifully maintained parks, Gazebo, scenic lake Sawyer View, playgrounds, and a Community Recreation Area with pool, tennis, volleyball and basketball. Nestled House on a quiet single-entry loop surrounded by elegant homes, this property is just minutes from shopping, dining, top-rated schools, Disney, and major roadways.

6820 Thornhill Circle, Windermere

$1,449,000

5 Beds ⋅ 4 Baths ⋅ Isles Windermere SubDv. ⋅ 34786 Zip Code

Spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. One of the property's standout features is the detached shed/workshop, offering incredible flexibility. Whether you need extra storage for a boat, jet skis, golf cart, or outdoor equipment, or envision a workshop, hobby space, home gym, art studio, or creative space, this versatile structure adds tremendous value and functionality. Inside, the home features five generously sized bedrooms, including an oversized family room with a wood-burning fireplace that creates a warm and inviting atmosphere. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a dedicated vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere's premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated estate home on nearly one acre in one of Central Florida's most desirable locations.

12718 Windermere Isles Place, Windermere

$550,000

3 Beds ⋅ 2 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

BUYER FAILED TO DEPOSIT ESCROW - BACK ON MARKET - Welcome to Windermere Terrace. This home offers a rare combination of privacy, location, and lifestyle that is difficult to find in Central Florida. Set on a premium lot, the property overlooks a pond with a conservation area beyond that means you will never have rear neighbors! This buffer creates a peaceful and private setting that enhances everyday living. This well-designed home features 3 bedrooms, 2 bathrooms, and approximately 1,910 square feet of living space. The kitchen is both functional and stylish and includes 42-inch cabinets, granite countertops, stainless steel appliances, pendant lighting, and ample pantry storage. The split-bedroom floor plan offers privacy and flexibility. The primary suite features dual vanities, a walk-in shower, and a spacious closet. Meanwhile, the secondary bedrooms and full bathroom are positioned on the opposite side, making them ideal for guests or family members. Step outside to a screened patio that extends your living space. Here, you can relax while enjoying tranquil water and conservation views. Residents of Windermere Terrace enjoy community amenities that include a pool and scenic walking paths. Perfect location too with convenient access to shopping and dining at Winter Garden Village, as well as outdoor recreation at Tibet-Butler Nature Preserve. Major roadways are also easily accessible, simplifying your daily commute. This home delivers a rare blend of privacy, views, and proximity to Central Florida’s top attractions, including Universal Orlando Resort and SeaWorld Orlando. Schedule your private showing today!

7137 Beek Street, Windermere

$1,180,000

4 Beds ⋅ 4 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

SELLER WILL CONTRIBUTE $20,000 TOWARD BUYERS CLOSING COSTS. Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with NO HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2022), a/c (2016), plumbing, flooring, drain field and water filtration system. Inside, sun drenched living and dining spaces flow seamlessly, anchored by a warm inviting fireplace setting the tone for relaxed living and effortless entertaining. The kitchen serves as the heart of the home, featuring soft gray shaker cabinetry, quartz countertops, a generous island with induction cooktop, hood, double wall ovens, mosaic glass backsplash and all new stainless appliances. Sliding doors open to a sparkling pool with sun deck and pergola, surrounded by lush landscaping in a private, fenced courtyard. Whether hosting gatherings or enjoying quiet evenings at home, this outdoor space delivers the true Florida lifestyle. Upstairs, the primary suite features a spa inspired bath with a freestanding soaking tub, rainfall shower, dual sinks, and elegant finishes. Additional bedrooms include an oversized fourth bedroom with its own fireplace and built-ins which easily can be used as a media room, office, or home gym. Located just a short walk or golf cart ride to Windermere shops, restaurants, lakefront parks, weekly farmers markets, library and more, this home places you at the center of it all. Surrounded by the Butler Chain of Lakes and close to renowned golf, fine dining and premium shopping. Windermere offers small town charm yet convenient to major roadways, area attractions and the International Airport. The location is as exceptional as the home itself. This is more than a residence; it is a refined Windermere lifestyle defined by comfort connection and enduring style.

109 E 12th Avenue, Windermere

$862,000

5 Beds ⋅ 3 Baths ⋅ Westover Club Ph 1 Rep SubDv. ⋅ 34786 Zip Code

Now offered at an improved price, this stunning 5-bedroom estate located in the highly desirable Westover Club community. From the moment you step inside, you’re greeted by soaring ceilings and dramatic second-story windows that flood the home with natural light, creating a bright and inviting atmosphere. Just off the entry, a custom-designed office features hardwood flooring, built-in cabinetry, and a dedicated workspace—perfect for working from home in style. Designed for both everyday living and entertaining, the expansive great room opens to the second story and flows seamlessly into the heart of the home: a spacious gourmet kitchen complete with granite countertops, center island, breakfast bar, stainless steel appliances, double built-in ovens, and an elegant backsplash. A unique wine storage nook and built-in entertainment features add both charm and functionality. The split-bedroom floor plan offers privacy, with a generous primary suite on the main level featuring hardwood flooring, space for a sitting area, a contemporary ensuite bath, and a large walk-in closet. An additional first-floor bedroom and full bath with pool access provide flexibility for guests or multi-generational living. Upstairs, a versatile loft is surrounded by additional bedrooms and a full bath, offering ample space for family or guests. Step outside to your private outdoor retreat, where an extended covered lanai (2022) and screened-in pool create the perfect setting for relaxing or entertaining year-round. Additional highlights include a brand new roof (2025) and a beautifully maintained interior that is truly move-in ready. Ideally located in a gated community with amenities including tennis and pickleball courts, playground, and more, this home offers convenient access to major roadways, dining, and shopping. A perfect blend of elegance, comfort, and lifestyle—this home is not to be missed.

1925 Breezy Hill Drive Windermere Florida 34786, Windermere

$559,000

4 Beds ⋅ 3 Baths ⋅ Summerport Ph 5 SubDv. ⋅ 34786 Zip Code

Welcome to your new forever home in Summerport! This beautifully designed 4-bedroom, 3-bath home offers 2,411 square feet of spacious living with stunning golf course views and no rear neighbors, creating a sense of privacy that’s hard to find. A manicured front lawn welcomes you in, while inside, long hallways with tray ceilings and arched doorways set an elegant tone from the moment you enter. The heart of the home opens into a bright, open-concept living, dining, and kitchen space designed for effortless entertaining and easy every day living. The kitchen is truly expansive, featuring an oversized island, abundant counter space, built-in wine storage, crown-molded cabinetry, stainless steel appliances, and recessed lighting throughout. Overlooking the main living area, it’s a space that keeps everyone connected, whether hosting guests or enjoying a quiet night in. The primary suite makes a statement with double-door entry, high ceilings, and a spacious layout that feels like a true retreat. The en suite bathroom offers dual separate vanities, a large walk-in shower, and a beautiful garden tub, making it perfect for unwinding at the end of the day. Additional bedrooms provide flexibility for family, guests, or a home office, each offering comfort, natural light, and ample space. Step outside to a fully fenced backyard where four legged friends and little ones can roam freely, all while enjoying peaceful golf course views with no rear neighbors behind you. Roof replaced in 2022, A/C replaced in 2020 giving a peace of mind to the new owner. The community adds even more to love, featuring a clubhouse, resort-style pool, fitness center, playgrounds, tennis courts, and basketball courts, offering something for everyone just steps from home. Conveniently located near Hamlin Town Center, you’ll have easy access to top shopping, dining, and highly rated schools, with major attractions like Walt Disney World and Universal Studios just 20 minutes away. Don't miss out on this stunning home in an ideal location, schedule your private showing TODAY!!!

4627 Blue Major Drive, Windermere

$415,000

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twhm SubDv. ⋅ 34786 Zip Code

Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and tile flooring throughout the main areas. An extra half bath downstairs adds convenience for guests. Upstairs, the master bedroom and shower are sure to impress. Enjoy beautiful tree-lined streets, mature landscaping, and a detached two-car garage with a charming, paved courtyard perfect for grilling and relaxing outdoors. The community offers a pool and clubhouse, ideal for soaking up the Florida sunshine. The low HOA includes exterior maintenance, roof maintenance, landscaping, and access to community amenities. Located just minutes from Disney World and all the Disney parks, with shopping, dining, major highways, and top attractions close by, as well as minutes from the Tibet Butler Preserve, where you can enjoy the natural beauty of Florida. Make your appointment today to view this beautiful home.

12405 Cruxbury Drive, Windermere

$2,190,000

4 Beds ⋅ 5 Baths ⋅ Reserve At Lake Butler Sound SubDv. ⋅ 34786 Zip Code

RARE, ONE-OF-A-KIND FULLY RENOVATED LUXURY CONTEMPORARY ESTATE IN WINDERMERE – OVER HALF AN ACRE WITH PRIVATE POND VIEW Welcome to 6550 Cartmel Ln, located in the exclusive Reserve at Lake Butler Sound — one of Windermere’s most prestigious gated communities. Completely and extensively renovated from top to bottom, this exceptional modern-contemporary residence offers the perfect blend of luxury, sophistication, and privacy. Situated on an oversized lot of more than half an acre, the property showcases serene private pond views and extraordinary outdoor living spaces. This stunning two-story home features 4 bedrooms, 4 full bathrooms, and 1 half bath, with a spacious open-concept layout designed for both comfortable living and elegant entertaining. Every detail has been thoughtfully updated, creating a truly move-in-ready luxury residence. The interior showcases high ceilings, abundant natural light, premium finishes throughout, and luxury vinyl flooring with no carpet anywhere in the home. The gourmet kitchen has been beautifully updated and features stainless steel appliances, quartz countertops, custom cabinetry, and ample space for gathering with family and guests. Step outside to your private backyard retreat, complete with a covered lanai, outdoor kitchen and grill area, sparkling pool, and expansive pond-front setting. Whether relaxing or entertaining, this outdoor space delivers the ultimate Florida lifestyle. Exterior furniture is included, making the home even more turnkey. Additional highlights include a 3-car garage and partially furnished interiors. Residents of Reserve at Lake Butler Sound enjoy an unparalleled lifestyle with 24-hour guard-gated security, private access to the Butler Chain of Lakes, and beautifully maintained community grounds. Ideally located just minutes from: • Walt Disney World Resort • Downtown Winter Garden • The Mall at Millenia • Top-rated schools, fine dining, shopping, and major highways Opportunities like this are rare—a fully renovated luxury home on an oversized waterfront-view lot in one of Central Florida’s premier communities. Schedule your private showing today and experience this extraordinary property firsthand.

6550 Cartmel Lane, Windermere

$1,099,000

4 Beds ⋅ 3 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Reduced 50k! Seller motivated! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!

8351 Bowden Way, Windermere

$375,000

3 Beds ⋅ 3 Baths ⋅ Lake Sawyer South Ph 03 SubDv. ⋅ 34786 Zip Code

Virtually Staged. Move-in ready townhome offering a clean, functional layout with abundant natural light throughout. Upon entry, you’re welcomed into a spacious living room that provides a comfortable and defined gathering space separate from the kitchen and dining areas. Toward the rear of the home, the kitchen and dining area are thoughtfully positioned for everyday functionality and ease of use. The kitchen features granite counters, stainless steel appliances, ample cabinetry, and a breakfast bar that offers additional seating and prep space. The adjacent dining area provides direct access to a private, fenced paver patio, creating a low-maintenance outdoor space ideal for relaxing or entertaining. Recent updates include new interior paint, new carpet, and a new water heater, enhancing both comfort and long-term value. A/C unit was replaced with a brand new unit in 2021. Upstairs, all bedrooms feature fresh carpet flooring and generous closet space. The primary suite offers a spacious layout with an en suite bathroom that includes dual sinks and a walk-in shower. Additional bedrooms are well-sized and versatile for guests, office space, or hobbies. A convenient upstairs laundry area and a main-level half bath add to the home’s practical appeal. With neutral finishes, thoughtful updates, and a well-maintained interior, this property is a strong option for buyers seeking low-maintenance living with functional space and modern touches.

7719 Anselmo Lane, Windermere

$749,900

4 Beds ⋅ 3 Baths ⋅ Summerport SubDv. ⋅ 34786 Zip Code

Short Sale. Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom vent hood with a tile backsplash. In addition a huge quartz centerpiece island with upgraded stainless steel appliances including a gas range plus a farmhouse sink. All overlooking the huge family room, 3 gold pendant lights and gold chandelier. New vinyl plank flooring throughout the entire first floor plus the stairs and loft on the 2nd floor. Spacious master suite with double sink vanity with garden tub and separate shower. 2 walk in closets as well. Formal living room, independent den/office with storage closet, half bath with custom vessel sink and indoor laundry room round out the first floor. Upstairs you will find the aforementioned loft along with 3 additional bedrooms and full bath with updated floor to ceiling tile and glass door shower. As you walk out onto the covered patio, along with the tremendous screen enclosed pool and spa you will find plenty of green grass to run and play in the fully fenced yard and if you need even more, utilize the greenspace to the side of the home as well. Enjoy the tranquil views of the serene lake from the back or relax on the extended covered front porch on a rocker from Cracker Barrel and if your in the mood for some ice cream or coffee, just a 5 minute walk from the front door is Kelly's Ice Cream and Foxtail coffee and even a pizza shop, and on your way you will pace by the "A" rated Keene Crossing Elementary school. .Additional community amenities include clubhouse with pool, tennis and basketball courts, sand volleyball and a private pier. Location benefits include easy access to Horizon West Town Center and all the monthly activities, Windermere Prep, Foundation Academy private schools, numerous restaurants and shopping, SR 429, Florida Turnpike and so much more!

14255 Sonco Avenue, Windermere

$879,000

4 Beds ⋅ 3 Baths ⋅ Windermere Isle SubDv. ⋅ 34786 Zip Code

Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.

13542 Gorgona Isle Drive, Windermere

$1,335,000

5 Beds ⋅ 5 Baths ⋅ Reserve At Lake Butler Sound Ut 2 SubDv. ⋅ 34786 Zip Code

Stunning home in the Reserve at Lake Butler Sound-Windermere. This luxury living at its finest located in the prestigious 24 hour guarded community. The property features 5 bedrooms, 4.5 bathrooms, a 3-car garage, and a private heated pool, perfect for relaxing or entertaining. The owner has invested more than $100,000 upgrades..... newly renovated kitchen boasts brand new cabinetry and countertops., creating a modern and stylish space for cooking and gathering. Upstairs, the loft includes brand new hardwood flooring and a full bathroom, making it ideal as a guest suite, media room, office, or versatile multi purpose space. The 3 car garage offers a Tesla charger, Epoxy flooring, Storage Racks, and Shelves..... Enjoy the comfort, elegance, and security of one of Windermere's most sought-after communities.Roof (2023). Air conditions (2020 and 2022). ... No rear neighbor... Please schedule your private viewing today ....

11044 Hawkshead Court, Windermere

$910,000

3 Beds ⋅ 3 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

Fully Renovated Windermere Home. Move-In Ready! Discover 735 Oakdale St, a beautifully updated 3-bedroom, 2.5-bathroom home in the heart of Windermere Town. Over the past four years, no detail has been overlooked: new roof, new gutters, marble flooring, resurfaced pool, new fence and shed, windows, two independent HVAC systems, water filtration system, water heater, well pump, renovated bathrooms, and a striking new façade with marble ledger panel. The backyard features new concrete slabs, perfect for entertaining or relaxing. Inside, the home is filled with natural light thanks to beautiful skylights, creating a warm, inviting atmosphere. Enjoy a functional kitchen, dedicated dining room, living room with cozy fireplace and a den, along with a spacious and versatile bonus room ready to become a music room, home office, playroom, media room, or craft studio, with and additional room for extra storage. The master bedroom is conveniently located downstairs, while the other two spacious bedrooms are upstairs, one featuring a private balcony overlooking the pool and backyard, perfect for morning coffee or morning sunrises. Nestled among sparkling lakes, this home offers a serene, private feel while keeping you close to convenience: just minutes to Restaurant Row, Winter Garden Village, boat ramps, tennis courts, farmers markets, food truck nights, and Orlando’s top theme parks. Enjoy the perfect balance of calm and accessibility in a lively, welcoming community. This isn’t just a house, it’s a place to create memories, pursue a charming lifestyle, and live fully. 735 Oakdale St is ready to welcome you home.

735 Oakdale Street, Windermere

$554,555

4 Beds ⋅ 2 Baths ⋅ Silver Woods SubDv. ⋅ 34786 Zip Code

WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

9319 Woodbreeze Boulevard, Windermere

$6,000,000

6 Beds ⋅ 6 Baths ⋅ Rosser Reserve Rep SubDv. ⋅ 34786 Zip Code

UNDER CONTRACT ACCEPTING BACKUP OFFERS! Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment you arrive, the home captivates with its contemporary architecture, expansive paver driveway, and striking façade. Clean lines, refined finishes, and manicured landscaping create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, and designer lighting enhance the open-concept layout. Oversized sliding glass doors frame breathtaking panoramic lake views while creating a seamless indoor-outdoor flow filled with natural light. The gourmet kitchen serves as the heart of the home, featuring an oversized quartz island, custom cabinetry, and premium stainless steel appliances — perfectly designed for both intimate gatherings and grand-scale entertaining. With 6 spacious bedrooms, 5 full bathrooms, and 1 powder room, the residence offers comfort and privacy for family and guests. Beyond the main living areas, this home delivers an exceptional lifestyle experience with a private gym, dedicated cinema room, game room, and playroom — thoughtfully designed for wellness, entertainment, and family enjoyment. Step outside into your private lakeside retreat. The resort-style pool with integrated spa is complemented by sleek glass railings that preserve unobstructed water views. The covered outdoor living area is a masterpiece, featuring a wood-paneled ceiling, oversized ceiling fan, stone fireplace, mounted TV, and a fully equipped summer kitchen with professional-grade stainless steel grill and hood — ideal for year-round entertaining. The private covered dock accommodates boats and jet skis and provides direct access to all 12 lakes of the Butler Chain, making this property a true paradise for boating enthusiasts. Additional features include: Whole-house water filtration system High-capacity generator capable of powering the entire residence Located within an exclusive gated community with meticulously maintained infrastructure Offering privacy, security, expansive outdoor space, and one of Windermere’s most coveted lakefront settings, this is more than a residence — it is a lifestyle defined by elegance, recreation, and exclusivity. Schedule your private showing and experience lakefront living at its finest.

1002 Down Reserve Court, Windermere

$3,450,000

4 Beds ⋅ 6 Baths ⋅ Casa Del Lago Rep SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. Experience elevated lakefront luxury living in Windermere with this professionally designed former model home ideally positioned on the shores of Lake Burden. Showcasing 4 bedrooms, 4 full baths, and 2 half baths — including a dedicated pool bath and club room bath — this stunning estate blends timeless architecture, designer finishes, and resort-style outdoor living. Inside, the palatial great room is framed by rich millwork, intricate ceiling details, wood flooring, a circular wet bar, and a stone-accented wine room, while dramatic 10-foot pocket sliding glass doors open completely to the expansive lanai for seamless indoor-outdoor entertaining. The chef’s gourmet kitchen impresses with a massive waterfall-edge island, chef-grade appliances, and two oversized walk-in pantries, flowing effortlessly into the formal dining room highlighted by a statement mirrored ceiling and the light-filled morning room. The first-floor primary suite offers tranquil lake views and a spa-inspired bath with a freestanding soaking tub and oversized walk-in shower. A private den and guest bedroom complete the main level. Upstairs, enjoy a spacious club room with wet bar, dedicated media room/home theater, two additional bedrooms, generous storage space, and a covered balcony overlooking the pool and Lake Burden. Step outside to your private backyard oasis featuring a custom resort-style pool and spa, sunken fire pit lounge, and a fully equipped outdoor kitchen with gas grill, sink, beverage center, and “L”-shaped bar seating — perfect for entertaining or relaxing while enjoying nightly sunset views and Disney fireworks over the water. Recent updates provide peace of mind, including exterior paint (2021), interior paint (2021 & 2025), new carpet (2021), and tankless water heater (2024). A rare opportunity to own a luxury waterfront estate in Windermere, this exceptional home delivers elegance, comfort, and unforgettable views in one of Central Florida’s most desirable lakefront communities.

12120 Montalcino Circle, Windermere

$716,000

4 Beds ⋅ 4 Baths ⋅ Enclave At Berkshire Park SubDv. ⋅ 34786 Zip Code

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

13912 Darchance Road, Windermere

$680,000

4 Beds ⋅ 3 Baths ⋅ Silver Woods Ph 02 SubDv. ⋅ 34786 Zip Code

Located on a quiet cul-de-sac in the sought-after Silver Woods subdivision, this beautifully remodeled one-story home offers a setting that feels both private and inviting. A spacious front yard creates a welcoming first impression, while the oversized, fully fenced backyard delivers a true park-like retreat with lush landscaping, no rear neighbors, and a saltwater pool with spa—ideal for relaxing or entertaining. Inside, the home was completely renovated between 2018 and 2019 and features engineered wood flooring throughout, a stunning modern kitchen, and tastefully updated baths. The thoughtfully designed split floor plan offers both functionality and privacy, with a spacious primary suite set apart from the secondary bedrooms. The living room is open to the kitchen, creating a seamless flow for everyday living and entertaining, while the kitchen is highlighted by quartz countertops, a counter-height breakfast bar, and generous workspace. Additional living areas include a formal dining room accented by a stone-front fireplace, along with a versatile flex space just off the kitchen that works beautifully as a dinette or casual sitting area. A convenient half bath and a dedicated laundry room with built-in cabinetry add to the home’s everyday practicality. Natural light fills the living spaces through double-pane windows, highlighting the home’s clean, contemporary finishes. Extensive updates provide peace of mind, including a new roof and A/C in 2021, updated interior and exterior electrical panels in 2022, blown-in attic insulation, an EV outlet in the garage, water heater in 2024, and a water softener with reverse osmosis system and new pool filter added in 2025. The location offers everyday convenience with easy access to nearby shopping, dining, and major roadways, making commuting and daily errands simple. This move-in-ready home blends modern comfort with exceptional outdoor living in a quiet, established neighborhood.

4825 Palm Tree Court, Windermere

$580,000

3 Beds ⋅ 3 Baths ⋅ Windermere Landings SubDv. ⋅ 34786 Zip Code

Welcome to 11675 Snail Kite Way—a rare end-unit single-family home perfectly positioned on a serene park and green space, just steps from the community pool and playgrounds, in one of Windermere’s most desirable areas: the Chase Road corridor. Surrounded by luxury homes and zoned for A-rated schools including Windermere High School, this beautifully renovated, one-owner home is truly move-in ready. With its west-facing, fenced backyard and end-unit location, this home enjoys extra sunlight, a larger lot feel, and an open, airy vibe that’s perfect for everyday living and entertaining. From the moment you arrive, the charming front porch welcomes you with freshly painted exterior, custom coach lighting, and thoughtful upgrades—giving off that “was this a model home?” impression. Step inside to find stunning engineered wood floors throughout the main living area, with the living room overlooking peaceful park views. The open-concept kitchen is a showstopper, featuring dark stainless appliances, 42" maple cabinets, stone counters and backsplash, and seamless flow to the glass French doors leading to the screened-in lanai. Outside, enjoy your private retreat with pavers & turf backyard, pergola, and easy access to the 2-car garage. Upstairs, a versatile loft offers the perfect space for a home office, playroom, or lounge. The spacious primary suite easily fits a king-size bed and includes a walk-in closet and a spa-like bath with dual vanities. If you’re looking for location, lifestyle, and a home that’s been lovingly maintained and upgraded, this is it. Come see why 11675 Snail Kite Way stands out as one of the best opportunities under $600k in Windermere.

11675 Snail Kite Way, Windermere

$395,000

3 Beds ⋅ 3 Baths ⋅ Lake Reams Townhomes SubDv. ⋅ 34786 Zip Code

This beautifully updated, FULLY FURNISHED, end-unit townhome offers a rare combination of privacy, flexibility, and turnkey convenience. Upon entry, a versatile front room sets the tone—ideal as a formal living space, home office, or flex area—before leading into the heart of the home. The kitchen opens to the dinette and family room, creating an inviting environment for everyday living while maintaining well-defined spaces throughout. Laminate wood flooring runs throughout the home, including the staircase, adding warmth and continuity, complemented by updated light fixtures and appliances. Upstairs, the spacious primary suite provides a relaxing retreat with a beautifully renovated bath, and ceiling fans throughout the bedrooms and family room enhance comfort. Step outside to a private, fenced rear courtyard, a natural extension of the living space, with direct access to a detached two-car garage featuring an ultra-quiet door, keypad entry, and a MyQ smart garage door opener. Additional features include a Nest thermostat, Ring doorbell, and rear camera. Enjoy evening Disney fireworks from the backyard or primary bedroom window, along with access to a junior Olympic-sized community pool with cabana. Offered fully furnished and move-in ready, this home is ideally located just minutes from the Disney employee entrance.

12862 Langstaff Drive, Windermere

$1,240,000

4 Beds ⋅ 3 Baths ⋅ Windermere Downs Ph 03 SubDv. ⋅ 34786 Zip Code

Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. • High ceilings and abundant windows fill the home with natural light. • The thoughtfully updated kitchen with high-end JennAir appliances and the large family room overlook a stunning resort-style pool and spa, an expansive covered lanai, and a screened pool deck create an exceptional outdoor oasis, all framed by a remarkably large backyard. • A double-sided fireplace connects the family room to an additional living space, and the split bedroom plan features a generous primary suite with large bath and walk-in closet, plus three spacious guest bedrooms on the opposite side of the home. • Wood floors run throughout all bedrooms. • The home has been meticulously maintained, with 2024 updates including new roof & gutters and exterior paint. • Additional features include a whole-house water softener, an updated laundry room featuring butcher block countertops, smart lighting controls, whole-house speakers, the expansive three-car garage with ample space for storage, tools & recreational equipment, and an irrigation well supporting low water costs. • Windermere Downs is one of Central Florida’s most sought-after lake communities, offering deeded access to Lake Down and the Butler Chain of Lakes. • The neighborhood features the only community lakefront lot on Lake Down, reserved exclusively for residents and their guests, with a natural sand beach, dock with gazebo, private boat ramp, and shaded green space for neighborhood gatherings and family enjoyment. • This golf cart-friendly community makes accessing these amenities effortless. • Additional amenities include Pleasance Circle Park with its large open lawn & playground shaded by a beautiful live oak canopy, along with Birch Tree Park featuring green space and swings. • Residents also enjoy two tennis courts, one lined for pickleball. • Seasonal gatherings, from sunset evenings at the lake to family-friendly events throughout the year, foster the strong sense of community Windermere Downs is known for. • Just minutes away, downtown Windermere offers a true small-town atmosphere anchored by the Town Hall, library, and police department. • Residents enjoy basketball courts, an Ace Hardware, coffee and ice cream shops, a beloved breakfast and lunch restaurant, and a neighborhood brewery, with additional restaurants and retail planned for the coming year. • Community traditions throughout the year include Philharmonic performances, the annual Christmas tree lighting, the Friday farmers market, and seasonal events that bring neighbors together. • Conveniently located near world-class attractions including Walt Disney World and Universal Studios, renowned golf courses such as Isleworth and Bay Hill, Restaurant Row, major highways, and highly regarded private schools including Trinity Prep, Lake Highland Prep, Windermere Prep, First Academy, and Bishop Moore. • A rare opportunity to enjoy space, privacy, and true lake community living in Windermere.

10442 Birch Tree Lane, Windermere

$755,000

4 Beds ⋅ 3 Baths ⋅ Windermere Terrace SubDv. ⋅ 34786 Zip Code

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

7167 Beek Street, Windermere

$965,000

5 Beds ⋅ 4 Baths ⋅ Westover Reserve Ph 02 SubDv. ⋅ 34786 Zip Code

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

2046 Westover Reserve Boulevard, Windermere

$585,000

3 Beds ⋅ 4 Baths ⋅ Vineyards/Horizons West Ph 1b SubDv. ⋅ 34786 Zip Code

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

6626 Bridgewater Village Road, Windermere

$1,875,000

5 Beds ⋅ 6 Baths ⋅ Windermere Pointe At Lake Roper SubDv. ⋅ 34786 Zip Code

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

13036 Lake Roper Court, Windermere

$925,000

4 Beds ⋅ 4 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code

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

3328 Wax Berry Court, Windermere

$4,500,000

6 Beds ⋅ 8 Baths ⋅ Lake Down Reserve SubDv. ⋅ 34786 Zip Code

Welcome to a rare modern estate in an intimate gated enclave. Imagine 6,816 square feet of fully furnished luxury with six bedrooms, six full baths and two half baths. Every detail of this custom-built masterpiece was designed for those who value privacy, prestige and perfection. Go inside to discover European white oak flooring, soaring ceilings and designer-curated finishes that define understated elegance. The chef’s kitchen features Wolf appliances, an oversized island, and custom cabinetry that flows seamlessly into open-concept living and dining spaces, ideal for entertaining or effortless daily living. The first-floor primary suite is a sanctuary of its own, with a two-story boutique-style dressing room and a spa-inspired bath showcasing dual vanities, a freestanding soaking tub and a double rainfall shower beneath a skylight. Upstairs, each bedroom offers its private en suite, including a flexible Jack and Jill layout. Additional highlights include a private theater, executive office, and a detached casita ideal for guests or multigenerational living. Outdoors, experience your resort retreat, a negative-edge pool with cascading waterfalls, spa jacuzzi, covered lanai, and fully equipped outdoor kitchen built for year-round entertaining. Even the garage is a masterpiece, designed to house six cars and a boat, or up to fifteen vehicles with lifts. In a small, exclusive gated community, this property delivers a balance of modern sophistication and timeless comfort. Homes of this caliber rarely become available. Schedule your private showing today and experience why this estate stands in a class of its own.

1003 Down Reserve Court, Windermere

$352,155

3 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code

Elegant 3-Bedroom Townhome in Gated Windermere Community — Minutes from Disney World Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse nestled in one of Windermere’s most sought-after gated communities. Boasting a spacious open layout and thoughtful upgrades throughout, this home perfectly blends style, comfort, and convenience. The primary suite is conveniently located downstairs, offering privacy and ease of access, while the upstairs bonus room and flex space provide the ideal setup for a home office, media room, or guest retreat. The gourmet kitchen is a chef’s dream, featuring modern appliances, ample counter space, and elegant finishes — perfect for cooking and entertaining. Relax on the screened porch, a peaceful retreat to enjoy morning coffee or evening breezes. Recent updates include a newer roof and air conditioning system, adding extra peace of mind. Residents enjoy access to exceptional community amenities, including a resort-style pool, clubhouse, and well-maintained grounds — all within a secure gated neighborhood. Located just 5 minutes from Walt Disney World, this home offers unmatched convenience to world-class attractions, shopping, dining, and top-rated schools.

14008 Luminous Lane Unit 802, Windermere

$3,100,000

5 Beds ⋅ 7 Baths ⋅ Sawyer Sound SubDv. ⋅ 34786 Zip Code

Welcome to “The Sounding:” a captivating lakefront estate residence with inviting water views and a serene and peaceful setting offering the best of Florida living. Tucked inside this privately gated and intimate enclave of estate homes across the street from Windermere Prep, Sawyer Sound offers an escape from the ordinary and this showplace residence sets the standard for lakefront living. A welcoming entrance showcases style and elegance with a massive Great Room as the lake and massive saltwater pool beckons beyond. An impressive chef’s kitchen with island and stainless appliances are perfectly fitted for entertaining family and friends. Highlights include rich hardwood floors throughout plus Thermador appliances including 6-burner plus griddle stove and hood, custom-built cabinetry, hidden walk-in pantry, expansive built-in China cabinet, and an especially large dining room with picturesque window. Opposite is a primary retreat with sitting room, spa-like bath with soaking tub, walk-in shower, toilet closet, and separate den. Bathrooms just updated. Upstairs are four bedrooms, each with a private full bath, plus gathering room and separate gaming room. Distinct outdoor spaces are crafted for year-round enjoyment: covered cabana with bar and gas grill plus dining space, mammoth saltwater pool with hot tub, and outdoor family room with fireplace and disappearing screens. Boat house with boat lift puts your water toys within reach and offers easy access to Little Lake Sawyer. Also, enjoy nightly Disney World fireworks viewing from the dock. Boat, trailer, kayaks, and all furniture available for purchase separately. Home is fitted with automatic Generac generator plus 3-car garage (one single and one double). Home may be sold furnished if desired.

5024 Sawyer Cove Way, Windermere

$470,000

3 Beds ⋅ 2 Baths ⋅ Preston Square SubDv. ⋅ 34786 Zip Code

One or more photo(s) has been virtually staged. *** Multiple offers received, deadline for highest and best is Monday 10/13/2025 @ 6pm *** Welcome to this beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Preston Square community of Windermere. This single-story residence offers 1,609 sq. ft. of open living space and fresh updates throughout. The heart of the home is the kitchen with granite countertops, stainless steel appliances (including a 2024 dishwasher), ample cabinet storage, and breakfast bar, which seamlessly connects to the dining space and great room. Fresh interior paint, new carpet, and updated landscaping add a move-in ready appeal. The private primary suite features a tray ceiling, walk-in closet, dual vanities, soaking tub, and separate shower. Two additional bedrooms and a full bath are tucked away on the opposite side of the home, perfect for guests, family, or office use. Major updates bring peace of mind, including a new roof (2025), A/C (2024), water heater (2024), exterior paint (2024), interior paint (Sep 2025) and new carpets (Sep 2025). Enjoy Florida living with a covered front porch, rear-entry garage, fenced yard, and paver patio. Preston Square offers resort-style amenities including a pool, playground, and basketball court. Conveniently located near top-rated schools, shopping, dining, and major highways, this home is the perfect blend of comfort, convenience, and style.

6864 Helmsley Circle, Windermere

$9,000,000

6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

It’s more than a home, it’s a story waiting to be lived. The light that spills across the kitchen feels like an invitation to linger a little longer. The staircase carries the rhythm of celebrations, and the open spaces invite moments that turn into memories. Long after the boxes are unpacked, you’ll realize it wasn’t just the marble, the quartz, or the soaring ceilings that made you fall in love; it was the way this home makes every day feel radiant. Introducing an exquisitely remodeled, fully furnished three-level Isleworth estate on Lake Butler, part of the prestigious Butler Chain of Lakes. With over 11,100 sq. ft. of refined living space, this home features 6 suites, 7 full bathrooms, and 3 half baths. Every detail has been curated for both comfort and indulgence: from the wellness sanctuary with a sauna, gym, and golf simulator, to the leisure lounge complete with 2 full bars, your own pub, theater, direct access to the outdoor retreat, and an elevator for your convenience. Step outside to your private oasis, an expansive pool and hot tub overlooking the water, paired with a fully refurbished dock and brand-new boat lift. Inside, timeless craftsmanship shines in the intricate millwork, crown molding, grand soapstone fireplace, and premium quartz and marble finishes. An elevator and breathtaking lakefront vistas ensure both elegance and convenience. This is where mornings begin with light spilling through wide windows like hope, and evenings unwind in spaces designed for connection and calm. Welcome to a residence where luxury and life blend seamlessly.

9832 Laurel Valley Drive, Windermere

$1,890,000

5 Beds ⋅ 4 Baths ⋅ Windermere Pointe SubDv. ⋅ 34786 Zip Code

Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home. Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and fishing only acceded by the surrounding houses (No Public Ramps). This is one of the largest lots in the community. Location: Only minutes from Winter Garden Village and Downtown Windermere, minutes from main roads like 429 and 408 and a short distance from Theme Parks and Shopping Areas. Great School District. Kitchen: Totally renewed, custom-built cabinetry, high-end stainless still appliances, built in induction cook top, built in microwave and oven, huge island built with one piece of quartz, no sims. Pop-out outlets, touchless faucet and built in hood. Bathrooms: Contemporary look with porcelain tiles, quartz tops, custom made cabinetry and modern metals. Pool area: The pool was resurfaced, surrounded by new pavers overviewing the lake and a brand-new equipped summer kitchen just built. Dock: Wood dock and fishing pier with Electric Boat lift. The house was completely renovated from top to bottom including new engineering hardwood floors, 3 new A/Cs, new water heater, new irrigation system, fresh painted and new roof installed in 2020. Important Notice: "Seller is willing to accept a smaller house as part of the payment".

13048 Lake Roper Ct., Windermere

$1,775,000

3 Beds ⋅ 3 Baths ⋅ Lake Butler Estates SubDv. ⋅ 34786 Zip Code

Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare opportunity to enjoy luxury living in one of Central Florida’s most desirable communities. Step inside and be greeted by natural light pouring through every room, highlighting fresh interior paint (2025) and warm wood flooring. The open-concept floor plan creates an effortless flow between living, dining, and entertaining spaces, anchored by a cozy wood-burning fireplace. Offering incredible flexibility, the home features two primary suites—perfect for multi-generational living or guest accommodations—along with a dedicated flex room to adapt to your lifestyle. Designed for both relaxation and recreation, the home’s outdoor living spaces are a true highlight. A screen-enclosed pool and spa, expansive covered lanai, and lush surroundings create the perfect backdrop for year-round Florida living. For those with a passion for travel or hobbies, the oversized 48x20 recreational garage provides exceptional space for a motor coach, RV, or boat. With a brand-new roof (2025), freshly painted exterior (2025), and durable block construction, this home is move-in ready while still offering room for expansion. Located within the coveted A-rated school district, close to charming downtown Windermere, world-class golf, and renowned shopping and dining, this residence offers not just a home, but a lifestyle. Owner finance options available. Don’t miss your chance to own a piece of Windermere luxury — where contemporary elegance, everyday comfort, and premier location meet.

12001 Lake Butler Boulevard, Windermere

$560,000

3 Beds ⋅ 2 Baths ⋅ Windermere Sound SubDv. ⋅ 34786 Zip Code

NOW AVAILABLE! This beautiful move-in-ready home in Windermere, FL features 3 bedrooms, 2 bathrooms, and a den in a sought-after school district, just minutes from Walt Disney World and Orlando’s best entertainment. Blending modern finishes with a practical open layout, this one-story property is a perfect fit for families, professionals, and relocation buyers. Enjoy modern luxury details throughout, including 32x32” polished ceramic tile, elegant 5 ¼” crown molding and baseboards, and smart Alexa-enabled LED lighting. Designed with style and convenience in mind, the kitchen features quartz countertops, designer backsplash, and a dramatic waterfall island. With ample cabinet storage, a walk-in pantry, and upgraded pendant lighting, this space blends elegance and everyday function. Enjoy the privacy of a rear-positioned primary suite with a walk-in closet and spa-like bathroom. Two well-sized bedrooms and a second full bath provide comfort for family or guests, while a bright den/office at the front of the home creates space for work or hobbies. Step outside to a front covered patio or the lanai overlooking a fenced backyard — perfect for barbecues, gatherings, or quiet evenings under the Florida sky. A brick paver driveway leads to a finished 2-car garage with epoxy flooring. This community offers resort-style amenities, including a pool, tennis courts, basketball courts, and a playground — all beautifully landscaped and HOA-maintained. Lawn care is included, giving you more time to enjoy the lifestyle. This property offers comfort, upgrades, and lifestyle convenience — an ideal home for families seeking to live near Disney and within a top-rated school district. Call today to schedule a showing!

7266 Penkridge Lane, Windermere

$515,000

3 Beds ⋅ 2 Baths ⋅ Silver Woods Ph 03a SubDv. ⋅ 34786 Zip Code

Located in the highly sought-after Silver Woods community in Windermere, this beautifully updated single-story home features 3 bedrooms, 2 bathrooms, and a 2-car garage, highlighted by an open and airy oversized great room that flows seamlessly into the dining area and kitchen, enhanced by skylights that fill the space with natural light and improve energy efficiency. The spacious backyard offers a private pool perfect for relaxing or entertaining, while recent upgrades include a Tesla charger, vinyl fencing, double-pane windows throughout, a 2021 A/C, and fresh interior and exterior paint in 2023. Ideally situated just half a mile from The Grove, 5 miles from Universal Studios, and 9 miles from Disney World—with easy access to Dr. Phillips and Restaurant Row—this home is zoned for top-rated schools and offers a low annual HOA fee of only $363.83, making it the perfect blend of comfort, convenience, and prime location.

9485 Woodbreeze Boulevard, Windermere

$1,099,995

6 Beds ⋅ 5 Baths ⋅ Westover Club Ph 02 47/71 SubDv. ⋅ 34786 Zip Code

Welcome to Westover Club, a sought-after gated community in Windermere known for its tree-lined streets and excellent location. This well-maintained 6-bedroom, 4.5-bathroom pool home sits on a spacious 0.34-acre lot and offers a thoughtfully designed layout ideal for comfortable living and entertaining. Inside, you'll find an inviting open foyer, formal dining room, and dedicated office with custom built-in shelving and file drawers. The heart of the home is the kitchen, featuring a built-in double oven, 36” commercial-style column refrigerator, cooktop, breakfast bar, built-in desk, and breakfast nook—flowing into a light-filled family room with electric fireplace and crown molding. Enjoy outdoor living in the screened and covered lanai with a pool, summer kitchen with infrared grill, outdoor refrigerator, sink with storage, outdoor speakers with Sonos and an oversized fenced backyard with tall viburnum hedges and covered seating area—perfect for relaxation or entertaining. The first-floor primary suite features lanai access, a sitting area, dual walk-in closets, and a spacious en suite bath with dual vanities, soaking tub, and walk-in shower. Upstairs offers additional bedrooms, a Jack-and-Jill bathroom, a guest room with private balcony, a versatile game room (ideal as a playroom, or secondary master with its own bath and walk-in closet), and a media room equipped with custom raised platform seating, screen, new projector, surround sound, noise-proof walls, and blackout curtains. Additional highlights include a large under-stairs storage room (perfect as a second pantry), new roof (2023), new A/C units (2022 and 2020), new dishwasher (2022), generator with hookup, and prewiring for electric car charging. Community amenities include a park, playground, basketball court, and tennis courts. Located minutes from Sand Lake’s Restaurant Row, Winter Garden Village, Downtown Winter Garden, Mall at Millenia, and Walt Disney World. Zoned for Thornebrooke Elementary and Olympia High. Don’t miss the opportunity to own this exceptional home in one of Windermere’s premier neighborhoods.

9439 Westover Club Circle, Windermere

$385,000

3 Beds ⋅ 3 Baths ⋅ Windermere Trls Prcl 3 SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly desirable Windermere Trails community! This spacious two-story home features a bright open floor plan and fresh interior paint throughout. The kitchen offers a chef kitchen, granite countertops, stainless steel appliances, and a large center island ideal for both everyday living and entertaining. Upstairs, you'll find all three bedrooms, including a generous primary suite with a walk-in closet and dual vanities. Additional highlights include a 2-car garage and a private patio, perfect for relaxing or hosting gatherings. Enjoy resort-style community amenities just steps away: pool, dog park, playground, and scenic walking trails. This home is also zoned for top-rated schools, making it an exceptional choice for families and investors alike.

8625 Coventry Park Way, Windermere

$1,025,000

4 Beds ⋅ 3 Baths ⋅ Willows At Lake Rhea Ph 01 SubDv. ⋅ 34786 Zip Code

Stunning Remodeled Executive Home in The Willows at Lake Rhea. Welcome to 11401 Willow Stowe Lane, a beautifully renovated 4-bedroom, 3-bath executive home located in the prestigious Windermere community of The Willows at Lake Rhea. This move-in-ready residence seamlessly blends luxury, energy efficiency, and modern upgrades—perfectly positioned in one of Central Florida’s most desirable neighborhoods. Step inside through custom wooden entry doors to an open and airy layout, flooded with natural light and accented by engineered hardwood floors. The formal living and dining rooms are ideal for entertaining, while 12-foot sliding glass doors provide seamless access from the living room to the covered patio and pool—perfect for indoor-outdoor living. The gourmet kitchen is a chef’s dream, featuring stainless steel appliances including double convection ovens, Bosch induction cooktop, built-in prep island, custom wood cabinetry, and a sunlit breakfast nook overlooking the backyard oasis. The east wing of the home is a private retreat, offering a large primary suite with walk-in closet, an updated en-suite bathroom, and a flexible space currently used as a home office, plus private access to the pool. An adjacent guest bedroom and full pool bath are ideal for guests or multi-generational living. The west wing includes two additional guest bedrooms with a shared bath. This home has been extensively upgraded with over $100,000 in recent improvements, including: New solar panels (Sept 2023) – offering over $25,000 in savings over 15 years (averaging $2,500+ per year) Shallow water well for irrigation – resulting in water bills averaging under $20/month saving nearly $100 per month Trane 19.5 SEER HVAC system with smart thermostat, upgraded ducts and vents Updated electrical system and all-new outlets throughout the home Designer ceiling fans installed in the primary bedroom, office, living room, kids’ room, and patio Pool resurfacing, tongue-and-groove patio ceiling with built-in speakers Tesla charging stations (2), MyQ smart garage system, Ring doorbell and security system, and Schlage smart locks Newer roof, gutters, and hot water heater Custom built-in cabinetry in the family room and a full-home water softener system Hurricane protection belts and lightning rods for added security and peace of mind Located within the town limits of Windermere, this home offers quick access to major highways including the 408, 429, and Florida’s Turnpike. Enjoy a 30-minute commute to Orlando International Airport, Walt Disney World, and downtown Orlando. Spend your weekends exploring Winter Garden Village or the shops and restaurants of historic Plant Street. This is more than just a home—it’s a fully upgraded, energy-efficient lifestyle in a prime location. Don’t miss your opportunity to own this rare gem. Schedule your private tour today!

11401 Willow Stowe Lane, Windermere

$670,000

4 Beds ⋅ 3 Baths ⋅ Creeks Run SubDv. ⋅ 34786 Zip Code

Welcome Home, one of the best floorplans in all of Summerport, this 4 bedroom plus office, 3 full bath plus 3 car garage home is all one story. With a large screened in patio that overlooks your immense, fully fenced yard right next to one of the several community maintained ponds. Featuring newer roof (2018), Newer HVAC (2023), fresh interior repaint, new carpet, this home is ready to me moved into today. Walking through the front door you have a formal dining room to the left and spacious office to the right. The home quickly opens up to the living room, overlooked by the kitchen breakfast bar/island featuring all stainless appliances with gas range. A butler pantry with prep counter and wine fridge across from the walk-in pantry is right off the kitchen. Plus eat-in space off the kitchen next to the secluded 4th bedroom in the back of the home with it's own full bath. The split floorplan features a spacious primary bedroom with huge closet and bathroom with dual vanities, garden tub, roomy stand up shower and separate water closet. Across the home are two additional bedrooms another full bathroom and secluded laundry room. Not to mention the oversixed 3 car garage too! This property is just waiting for the next person to call it home and enjoy all it and the community has to offer. Including huge clubhouse, gym, pool, playgrounds, tennis, basketball, and volleyball. Minutes to the Winter Garden Village, Hwy 429, Downtown Winter Garden and Windermere High School.

13943 Caywood Pond Drive, Windermere

$2,250,000

5 Beds ⋅ 8 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

BACK ON THE MARKET - BUYERS' FINANCE FELL THROUGH. Welcome to a home that isn’t just designed—it’s curated. Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet private media room on the second floor. Every detail intentional. Every space elevated. Set on almost three-quarters of an acre, this Stonebridge-built masterpiece merges classic elegance with the kind of indoor-outdoor living that defines Florida luxury. Think: expansive travertine floors, warm wood textures, and a seamless flow from light-filled interiors to an outdoor oasis made for entertaining. The heart of the home? A chef’s kitchen worthy of its name—Sub-Zero, Thermador, Electrolux—all the names you expect, plus a breakfast bar for eight that says, this is where weekends begin. Around the corner, a wine cellar, a card/media room, a game room with built-in bar... this house plays just as hard as it lives. But the showstopper? Step outside. A custom bird-shaped saltwater pool, sprawling screened-in terrace, and a fully loaded summer kitchen—full-size fridge, grill, range, dishwasher, bar seating—all under cover and designed to entertain year-round. Whether it’s cocktails at sunset or brunch after golf, the vibe is effortless sophistication. The layout is thoughtful, too: five bedrooms, all on the main level, separated for privacy. The primary suite is its own retreat with a wet bar, built-in workstation, and a spa-like en-suite bath that feels more five-star resort than residential. With an oversized 4-car garage, a large driveway, and a golf cart bay in the garage, there's planty of space for your toys. Located in Keenes Pointe, with 24-hour guard-gated security, private access to the Golden Bear Club’s Jack Nicklaus-designed course, and the Butler Chain of Lakes just minutes away, this home offers not only privacy—but prestige. Downtown Orlando, world-class dining, top private schools, and theme parks are all within easy reach. But when you’re here, you might just forget you’re anywhere near the city. This isn’t just a home. It’s a statement. Elegant. Iconic. Effortless.

9905 Lanai View Court, Windermere

$350,000

3 Beds ⋅ 3 Baths ⋅ Wickham Park 04 05 06 09 10 11 12 01 SubDv. ⋅ 34786 Zip Code

BIG price reduction for this move in ready 3/2.5 Townhome in Windermere! New roof 2024. AC compressor new June 2025. Rear entry 2 car garage. All stainless-steel fridge, stove, microwave and dishwasher with solid surface counter tops. Versatile all ceramic tiled 1st floor plan with formal dining room or use as front office. Open kitchen to rear great room that opens to covered screened private patio and fenced yard. All bedrooms up. Primary bedroom features ceramic tile floor, ceiling fan, 8'x5' walk-in closet, dual sinks and garden tub in en-suite bath, secondary bedrooms have carpet. Energy efficient double pane windows. Community pool and clubhouse, playground, and trails nearby all at affordable HOA fees. Convenient to shopping and attractions and no neighbors across the street. One or more photos has been virtually staged with AI technology.

7462 Bentonshire Ave, Windermere

$562,500

3 Beds ⋅ 2 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Beautiful 3 bed 2 bath, 2-car Pool Home in Prime Location – Move-In Ready!Welcome to your dream home! Nestled in a vibrant, family-friendly neighborhood, this meticulously maintained residence offers comfort, style, and unbeatable convenience. Step inside to find 9-foot ceilings that create a spacious and airy atmosphere throughout the home. The interior has been recently repainted adding a fresh, modern feel. The kitchen is a chef’s delight, featuring all-new Samsung appliances (2019), an island with new kitchen sink, whole house water softener from Rainsoft and ample space for entertaining. Stay comfortable year-round with a brand-new AC system (May 2022) with upgraded humidity control and rest easy knowing the roof was just replaced in September 2024. Stay safe with the Simplisafe home security system on all doors and windows plus interior and exterior motion detection. Note the spacious master suite with 9'3 by 10'4 closet. Enjoy Florida living at its finest with a screened-in pool surrounded by privacy landscaping—perfect for relaxing or hosting friends. The pool deck was also repainted in 2024, giving it a crisp, clean look. Located in a wonderful community boasting a basketball court, tennis court, volleyball court, two playgrounds, a soccer field, Community pool, fishing and community dock, plus sidewalks perfect for scooters and skateboards. All this comes with a low HOA of just $70/month. You’re just minutes from major highways, family services, numerous shopping options and world-class attractions: 15 minutes to Magic Kingdom, 25 minutes to Universal, and 20 minutes to SeaWorld—making this home ideal for both everyday living and enjoying all that Central Florida has to offer.

12641 Arley Dr, Windermere

$670,000

4 Beds ⋅ 4 Baths ⋅ Lakes/Windermere Ph 3 SubDv. ⋅ 34786 Zip Code

Prime Location – Resort-Style Living! Perfectly situated just minutes from Orlando’s world-famous attractions and vibrant downtown, this spacious 4-bedroom, 3.5-bath home offers unbeatable convenience with schools, shopping, dining, and major roadways all close by. Inside, enjoy a private living room, formal dining room, butler’s pantry, a dedicated office, and a large kitchen that opens to a bright family room—perfect for everyday living and entertaining. The upstairs features a generous primary suite with a large walk-in closet, a secondary bedroom with its own private bath, and a Jack & Jill bath shared by the remaining two bedrooms, NEW ROOF. Step outside to your own backyard oasis with a sparkling pool. The community offers incredible amenities including a pool, tennis court, sand volleyball, and sports field. Plus, just next door, enjoy a county park with two dog parks, a large playground, and picnic pavilions with grills.

13055 Overstreet Road, Windermere

$934,500

5 Beds ⋅ 4 Baths ⋅ Westover Reserve Ph 02 SubDv. ⋅ 34786 Zip Code

Welcome to luxury living in the distinguished, gated community of Westover Reserve in Windermere. This custom-built estate home has been meticulously maintained and thoughtfully upgraded, blending timeless elegance with modern convenience. At the heart of the home is a brand new, custom kitchen (2024), showcasing 42” cabinets with crown molding, stunning quartz countertops, a double oven, an expansive island, abundant cabinetry, and a beautifully tiled backsplash—crafted for both function and entertaining. The open kitchen and family room layout offers a seamless flow, perfect for gatherings, and features a cozy gas fireplace that adds warmth and charm to the space. The formal dining room is enhanced by an elegant coffered ceiling, perfect for hosting special occasions. Throughout the main living areas, you’ll find luxury wood-look porcelain tile flooring, offering durability with high-end style. Rich wood flooring adds warmth and character to the staircase, private office, and upstairs bonus room, creating an elevated yet comfortable feel throughout the home. The spacious primary suite and cabana pool bath both feature custom shutters, adding a refined finishing touch and enhancing privacy and light control. Additional notable upgrades include a new roof (2018), a full exterior repaint (2021), a main A/C system replaced in 2022, and a Jandy-brand hot tub heater installed in 2022. Step outside into your own private retreat featuring a sparkling pool and generous covered seating area—perfect for relaxing or entertaining year-round. The Jack and Jill bathroom was fully renovated in 2022, with beautiful new cabinetry, quartz countertops, stylish mirrors, and a modern walk-in shower. Located near top-rated schools, major highways, and within 30 minutes of Orlando’s world-class theme parks and attractions, this exceptional home offers not only luxurious design and quality craftsmanship, but also unbeatable convenience and lifestyle. Don’t miss your opportunity to own this one-of-a-kind Windermere estate.

2046 Westover Reserve Boulevard, Windermere

$5,150,000

6 Beds ⋅ 7 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code

Discover 11,699 sqft of total luxury at 1455 Kelso Blvd, a stunning lakefront estate in Windermere’s Kelso on Lake Butler community. Set on nearly an acre with 119 feet of frontage on Lake Butler, this fully renovated 6-bedroom, 6.5-bath home offers over 6,448 sqft of living square footage. Features include a gourmet kitchen, first-floor primary suite with lake views, an attached in-law suite with private entrance, formal and family rooms, and multiple bonus spaces. Enjoy a saltwater pool and spa, beach, boathouse with lift, summer kitchen, and breathtaking lakefront views. Extensive upgrades include new roofing, plumbing, electrical, windows, and solar panels. A 4-car garage with EV charging and golf cart parking complete this exceptional offering. Community boat ramp access to the Butler Chain of Lakes.

1455 Kelso Boulevard, Windermere

$2,750,000

6 Beds ⋅ 8 Baths ⋅ Casabella Ph 2 SubDv. ⋅ 34786 Zip Code

$75,000 credit towards pool with acceptable offer! This exceptional 2019-built home has been transformed with nearly a full interior remodel, making it one of the most distinctive properties in the sought-after Windermere community of Casabella. As the largest model in the neighborhood, this home offers a rare blend of space, style, and function. Inside, thoughtful upgrades abound. A dramatic 24-foot fireplace with imported porcelain slabs is a stunning centerpiece in the main living area. The main level features oversized imported porcelain tile, upgraded baseboards, and enhanced door designs that elevate the overall aesthetic. Multiple recessed ceilings with integrated LED lighting and modern spotlights create a warm, inviting ambiance throughout. Curtains with built-in lighting add a subtle, sophisticated touch. The first-floor primary retreat offers double doors, a backlit tray ceiling, abundant closet space, a raised soaker tub, dual sinks, and clean linen finishes. The kitchen stands out with a sleek, modern design made entirely of imported cabinetry, paired with top-of-the-line appliances—including a Sub-Zero fridge, Wolf double oven, gas stove, microwave, and hood, plus a JennAir dishwasher. Quartz countertops flow through the kitchen and all bathrooms, which are finished with imported porcelain tile, linear drains, and LED-lit niches. Upstairs, you'll find a blend of wood accents that bring warmth to the bedrooms, loft, and theatre. The home theater is also prewired for LED lighting and motorized seating. Outside, the large covered lanai is prepped for a summer kitchen, paired with plenty of yard space to create your own private escape. Modern, refined, and built to impress—this is Windermere living at its finest. Call today to set up a tour!

4047 Isabella Circle, Windermere

$365,000

3 Beds ⋅ 3 Baths ⋅ Oasis Cove I/Lakeside Village Ph 01 SubDv. ⋅ 34786 Zip Code

MOTIVATED SELLER! Welcome to the GATED Windermere Community of Oasis Cove a first class community in Central Florida, founded in 2007, where residents live amidst the tranquil magic of our adventurous surroundings. 2 stories, 3-bedroom, 2.5-bath, and features a Loft and Flex Room Upstairs with the Primary Suite Downstairs. Downstairs, you will find an inviting Open Floor Plan with tile and bamboo flooring. The kitchen shines with stainless steel appliances, elegant wood cabinetry, and a convenient breakfast bar.The kitchen features granite counters, upgraded backsplash, and a pantry. The downstairs also features the 1st Floor Master Bedroom, Private Large Luxurious Bathroom (1/2 bath downstairs to share), and a walk-in closet! Two additional bedrooms, full bathroom and a laundry room complete the upstairs space. Enjoy the large living area on the first floor or head out back through the sliding doors to your fenced in back patio, that is perfect for entertaining. This lovely property backs up to the preserve, has a fenced in patio area. This home also includes a spacious two-car garage for added convenience. The gated community offers fantastic amenities, including a resort-style pool, playground, and clubhouse, creating the perfect balance of relaxation and recreation. Scenic trails around the community. Plus, with Walt Disney World just 5 minutes away and Horizon West nearby for all your shopping and dining needs, you’ll have everything at your fingertips. Conveniently located close to hotspots of Downtown Windermere and Downtown Winter Garden. Offering comfort, style, and a peaceful setting, this condo is a must-see -- don't hesitate to schedule a showing today!

8031 Enchantment Drive Unit GE, Windermere

$490,000

3 Beds ⋅ 2 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code

Beautiful home with park views offering maintenance free living with HOA dues covering roof replacement, exterior painting and front lawn/shrub maintenance. The interior has fresh paint, vinyl wood plank flooring was just installed, and the exterior has been painted recently. You'll love the open layout with a large great room opening out from the gourmet island kitchen with granite and stainless steel appliances. A split plan, covered lanai in the front and rear, security system, walking to distance to schools, and community pool makes this home an exceptional opportunity for a single family home in Windermere at a value rich price. A new park/play area is under construction to accommodate just about any style of living. This home has so much to offer. You're home!

12751 Calderdale Avenue, Windermere

$710,000

4 Beds ⋅ 3 Baths ⋅ Belmere Village G3 48 70 SubDv. ⋅ 34786 Zip Code

Expect to be impressed with this beautifully appointed water view home in Windermere’s Belmere community. Room for everyone and everything – abundant common living space with 4 bedrooms (3 way split layout) and 3 full baths. Step inside to open formal living/dining rooms. Notice the architectural elements here – tray and coffered ceilings add elegance, and transom windows keep the space bright. In the heart of the home, you’ll find a stunning contemporary kitchen which is open to a spacious family room – each making a great gathering space. Kitchen boasts abundant raised panel cabinetry, attractive tile backsplash, under the counter lighting, plenty of counter space, breakfast bar and eat-in nook with direct access to the covered patio. Primary suite is on one side of the home – ideal for privacy. The bedroom is large enough for a sitting area or private desk, has direct access to the patio, and features a walk-in closet and ensuite bath w/soaker tub, separate shower and dual sink vanity. Two generous sized bedrooms share an ensuite bath, and a third bedroom/full bath are off the family room in the back, making an ideal guest suite. You will love all that you have out back – expansive paver patio with covered and open space overlooking the community lake – great spot for relaxing or entertaining. Overall ideal location – Belmere is a secure gated community in an A rated school district. Easy access to essential shopping/dining (1 mile to Publix, 3 miles to Winter Garden Village) and major roadways (3 miles to SR 50, SR 429, Turnpike). Community features pool, fitness center, tennis, play area and more. This home and community SHINE, and you’ll love living here. Come see all that makes this home so special.

1027 Algare Loop, Windermere

$387,000

2 Beds ⋅ 3 Baths ⋅ Summerport Ph 04 C E F & G SubDv. ⋅ 34786 Zip Code

Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly sought-after Summerport neighborhood in Windermere! This home offers a perfect blend of comfort, style, and functionality. Step inside to find laminate flooring on the first floor and hardwood stairs, adding a touch of elegance, while the second floor features durable vinyl flooring for easy upkeep. The open-concept living and dining areas flow seamlessly into a well-equipped kitchen with a gently used refrigerator, stove, and microwave—perfect for entertaining or everyday living. Enjoy the freshly painted interior and exterior plus the comfort of a newer AC system (replaced just 2 years ago). Smart home features include a Nest thermostat, smart doorbell, and garage camera for added convenience and security. Outside, you'll love the paved backyard, ideal for relaxing or hosting gatherings. A detached 2-car garage offers plenty of storage and parking space. As part of the Summerport community, you'll have access to a host of amenities including a community pool, fitness center, playgrounds, and sports courts for tennis, basketball, and volleyball. This home is walking distance to Keene’s Crossing Elementary (A-rated school), and just a short drive from Bridgewater Middle and Windermere High School. Don’t miss this opportunity to own a well-appointed home in a prime location close to schools, parks, shopping, and dining! Schedule your private showing today and discover the lifestyle waiting for you in Summerport!

14233 Confetti Drive, Windermere

$1,655,000

4 Beds ⋅ 3 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code

Welcome to 1424 Kelso Boulevard, a stunning luxury waterfront estate that seamlessly blends elegance and modern comfort. This 4-bedroom, 2.5 bathroom masterpiece offers unparalleled craftsmanship and breathtaking water views, creating the perfect sanctuary for refined living. Upon approaching the home you are greeted by the recently brick paved circular driveway with ample parking for all the future events you can host. As you enter the home through the solid wood custom built double front doors the brick foyer offers a warm welcome as does the formal living room with expansive vaulted ceiling and dining room with built in bar separated by the double sided fireplace. Onto the magnificent kitchen with custom cabinets and drawers including the cabinet faced refrigerator, Bosch built in oven and microwave, cooktop, and dishwasher. Expansive 15' exotic granite center island with 2 sinks and a glass backsplash to reflect the one of a kind amazing views to the back. Additional room off the kitchen can be used for a breakfast nook and or additional family room. Upstairs you will find the 4 bedrooms including the master suite with vaulted ceilings, double sink vanity and walk in closet, 3 of the 4 rooms offer a sliding door out to the full length balcony overlooking the aforementioned views of the backyard and lake. Full bath with double sink vanity, frameless glass shower and custom tile. Additional interior features include half bath with copper sink and spacious laundry room with built in cabinets, counter and sink. Back downstairs you find the 8" sliders leading out to the recently added heated and salt water pool with fiber optic color changing. When your finished playing in the pool take a quick stroll don the brick paver path to the custom built weather resistant dock with lift and jump in your boat and or jet ski and live the lake life! When the day is done, choose your location either in the pool, on the balcony or on the dock and watch the magnificent glow of the sunset disappear beyond the lake. Additional exterior features include solid storage shed, tile roof, along with a side rear entry garage. The private community of Kelso on Lake Butler is situated on its own little peninsula nestled between Lake Cypress and Lake Butler and offers deeded access to the famous "Butler Chain of Lakes." Location benefits include easy access to Downtown Windermere and Winter Garden where you will find local farmers markets, easy access to Disney, The Florida Turnpike, SR 408 and Downtown Orlando.

1424 Kelso Boulevard, Windermere

$700,000

5 Beds ⋅ 5 Baths ⋅ Sanctuary/Lks/Windermere SubDv. ⋅ 34786 Zip Code

Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration.

13106 Orange Isle Drive, Windermere

$2,000,000

4 Beds ⋅ 6 Baths ⋅ Sawyer Sound SubDv. ⋅ 34786 Zip Code

Experience luxury living in this new contemporary home, located in exclusive gated community of Sawyer Sound featuring only 20 private estates. Set on half and acre, this 4 Bedroom, 4 full Bathroom and 2 half bathroom residence offers modern elegance with an open floor plan designed for living and entertainment. The first floor boasts a spacious living area that flows into a large Kitchen, complete with premium appliances, custom cabinetry and a oversized island. A full laundry room with sink and cabinetry, formal dinning room, guest bedroom with private bathroom, home office, a large game room that conects with the screnned patio with retractable door panels. On the Second floor, a large loft for entertainment. A primary suite features a walk in custom made closet, balcony and bathroom. Additionaly, bedroom 2 and 3 features a walk in custom made closets and private bathrooms for each bedroom.The Exterior features a spacious patio with retractable screens that conects with the pool. Just minutes from top rated schools, shopping, dinning and world class attractions.

6106 Marleon Drive, Windermere

$900,000

4 Beds ⋅ 4 Baths ⋅ Windsor Hill SubDv. ⋅ 34786 Zip Code

Welcome to this charming one-owner, custom-built Windsor Hill estate, perfectly situated on a peaceful half-acre lot along a cul-de-sac. With nearly 4,000 square feet of thoughtfully designed living space, this spacious 4-bedroom, 4-bathroom home offers incredible potential to make it your own.Step inside to find a grand formal living room with beautiful wood floors that extend throughout the main living areas and bedrooms. The formal dining room provides an inviting space for memorable gatherings, while the expansive family room, complete with a cozy fireplace, opens to a large pool deck—ideal for relaxation and entertaining.The well-appointed kitchen offers abundant cabinetry to meet all your culinary needs. Dishwasher is not warranted. Upstairs, you’ll discover a massive 26 x 38 bonus room featuring built-in cabinets, a closet, and a full bathroom, providing endless possibilities for a home office, media room, or guest suite.This home has been lovingly maintained by its original owners and includes valuable updates such as a new roof in 2021, a 2013 AC system with an electric filter, a dedicated 2010 AC unit for the bonus room, and stylish paver driveways installed in 2019. The exterior showcases a convenient side-entry garage, and an elegant paver circular driveway, offering ample parking and enhanced curb appeal. The white vinyl fencing provides privacy and frames the spacious backyard, where a sparkling pool awaits your personal touch.This property offers a unique opportunity to bring your creative vision and transform it into the home of your dreams. Located in the desirable Windsor Hill community, residents enjoy amenities such as tennis courts and a playground, enhancing the neighborhood’s appeal.Don’t miss your chance to create something truly special in this highly sought-after community. Schedule your private tour today!

9548 Crown Prince Lane, Windermere

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

BACK ON MARKET! Financing fell through. Step inside this beautifully updated home where clean lines, soaring ceilings, and two-story windows fill every corner with natural light. A floating staircase makes a stunning first impression, while the spacious family room with its cozy fireplace is the perfect spot to gather with friends and family. The open living and dining room features built-ins with floating shelves, and the gourmet kitchen is sure to impress with custom cabinetry, waterfall quartz countertops, luxury appliances, a natural gas cooktop, and a walk-in pantry—everything you need for everyday living or hosting. Your primary suite feels like a retreat with two walk-in closets, a spa-like bath with a freestanding tub, and sleek custom cabinets. Upstairs, two bedrooms include built-in desks and charming corner windows—perfect for a reading nook or window seat. You’ll also find a first-floor guest suite, a private office with pool views, a 3-car garage, and a spacious attic for storage. The resort style backyard was designed for fun and relaxation. Enjoy the heated pool and spa, an entertainer’s bar, and even space to park your boat. The poolside casita with kitchenette is the ultimate bonus space—ideal as an in-law suite, game room or man cave. Stroll or golf-cart your way to cafes, shops or the local brewery. Spend weekends at town parks, tennis and pickleball courts, or out on the world-famous Butler Chain of Lakes. With no HOA dues, tree-lined streets, and the peace of mind of a dedicated police department, Windermere combines natural beauty, community charm, and everyday convenience.

409 W 2nd Avenue, Windermere

$2,900,000

5 Beds ⋅ 6 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million remodel. This masterpiece of a home has it all with 5 bedrooms, 5.5 bathrooms, spacious great room, office, and a large 5 car garage! Your timeless Mediterranean home with contemporary finishes was designed to enjoy the breathtaking panoramic views of sunsets and Disney fireworks over Lake Burden with the utmost comfort and privacy. The grand façade has its own gated courtyard includes lush tropical landscaping complimented with a long driveway, balcony, and large custom double entry door. Upon entry you will immediately notice 12’ soaring high ceilings in the foyer with chic porcelain floors throughout. Sit back, relax, and take in your beautiful lake views from the great room which is open to the kitchen and casual dining space. The chef’s kitchen is a dream come true with a large center island, breakfast bar seating, marble backsplash, Viking refrigerator and dishwasher, Dacor 6 burner range with a vented hood and a walk-in pantry. The elegant dining room is perfect for those formal occasions with its own private courtyard and temperature controlled 1,000+ bottle wine cellar. Work from home in peace with your own office away from the living areas. The primary suite has its own seating area with amazing lake views including two large built-in walk-in closets, spa like bathroom including a glass shower, tub, and dual vanities. All secondary bedrooms are spacious en-suites with plenty of closet space. Relax and enjoy captivating lake views within the serenity of the expansive outdoor living area that is fully screened with your heated pool and water features with premium stone deck pavers. The covered lanai includes an amazing fully equipped summer kitchen for those perfect summer barbeques and get-togethers with loved ones. Gather around the massive sunken firepit for those beautiful star gazing nights. The wooden dock includes a jet ski lift to enjoy all 129 acres of Lake Burden. Your home was built by award-winning builder Campbell Custom Homes and features one-of-a-kind finishes throughout. Additionally, Keene’s Pointe is a 24-hour guard gated community, includes plenty of parks, playgrounds, with access to The Butler Chain of Lakes, The Golden Bear Country Club with amenities that include a gym, pool, golf, tennis courts, and neighborhood boat/RV storage. Close to Orlando’s best attractions including Walt Disney World, shopping, and “A” schools including Windermere Elementary, Bridgewater Middle, and the newer Windermere High School. Don’t miss out on this extraordinary lakefront property. Be sure to click on the virtual tour links.

8336 Boyla Court, Windermere

$1,750,000

5 Beds ⋅ 5 Baths ⋅ Tildens Grove Ph 1 SubDv. ⋅ 34786 Zip Code

WOW.. what an opportunity!! Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisite cabinetry throughout, enhancing the home’s refined aesthetic. The chef’s kitchen is a true highlight, featuring a spacious island and bar plus wine cellar, ideal for both casual gatherings and formal entertaining. The expansive living room is illuminated by a large window, offering an abundance of natural light and tranquil views of the pool and lush, private surroundings. Main floor features 4 bedrooms, office, 2 family areas and a downstairs bonus room which also serves as a safe room. On the second floor, a generously sized bonus room plus additional guest suite and a custom-built movie theater. Designed for year-round enjoyment, the heated pool and spa offer a serene retreat, while a oversized screen enclosure provides added privacy and comfort. The home sits on .65 acre which allows for plenty of space in the front and the back home to enjoy the wonderful Florida weather. This estate is ideally located in close proximity to Windermere High School and Elementary School, with easy access to the vibrant downtown Windermere and Winter Garden. Additionally, the home features a new roof installed in 2022, offering peace of mind for years to come. Nestled within the coveted Tilden’s Grove community, this property offers an unparalleled combination of luxury, privacy, and convenience in one of Windermere’s most desirable neighborhoods.

12860 Jacob Grace Court, Windermere

$500,000

4 Beds ⋅ 3 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code

Immediately available, this 4-bedroom, 2.5-bathroom, two-story home is situated on a premium corner lot in the desirable Windermere Trails community. Upon arrival, you’ll be welcomed by an oversized front rocker porch, perfect for enjoying the neighborhood’s charm. Inside, the open-concept living room, dining room, and kitchen flow seamlessly over beautiful wood flooring. The spacious kitchen features granite countertops, a stainless steel appliance package, and 42-inch cabinets, making it a perfect space for cooking and gathering. At the rear, a 2-car oversized garage provides ample parking and storage. Upstairs, the primary suite is generously sized with plenty of natural light and an en-suite bath. Three additional bedrooms, a second full bath, and a convenient upstairs laundry room complete the second floor. Residents of Windermere Trails enjoy fantastic community amenities, including a dog park, playground, and swimming pool. Located just minutes from dining, shopping, and entertainment, this home is a must-see to appreciate. Don’t miss out—schedule your private showing today

8255 Bryce Canyon Avenue, Windermere

$812,000

5 Beds ⋅ 4 Baths ⋅ Windermere Isle Ph 2 SubDv. ⋅ 34786 Zip Code

Discover the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 3.5-bathroom home in the highly sought-after Windermere Isle community. ENJOY NIGHTLY DISNEY FIREWORKS FROM THE FRONT YARD OR FROM THE UPSTAIRS FRONT BEDROOMS. A charming covered front porch invites you inside, where the foyer showcases beautiful wood-look tile floors that flow seamlessly throughout the main living areas. Just off the entry, a spacious formal dining room provides the perfect setting for gatherings and leads through a butler’s pantry into a chef-inspired gourmet kitchen. Designed to impress, the kitchen features quartz-look granite countertops, sleek white shaker cabinets, stainless steel appliances with built-in double ovens and a gas stove top, a stylish subway tile backsplash, a counter-height island with ample seating, and a pantry—a true culinary masterpiece. Overlooking the kitchen, the expansive living area is filled with natural light and offers sliding glass doors that lead to a private outdoor oasis. The screened lanai with a built-in summer kitchen, an extended paver patio, and a fenced backyard create the perfect space for alfresco dining, entertaining, or simply unwinding under the Florida sun. This thoughtfully designed floor plan boasts two luxurious primary suites. The first-floor primary retreat features luxury vinyl plank flooring, a spacious walk-in closet, and a spa-like en-suite bath complete with dual vanities, a soaking tub, and a glass-enclosed shower. A convenient half bath, laundry room with a built-in folding station and a drop zone near the garage add to the home’s seamless functionality. A beautifully crafted wood staircase leads to the second level, where the expansive secondary primary suite awaits. This private retreat features a sitting area, two generous walk-in closets, and a spa-like en-suite bath complete with an extended double vanity, a soaking tub, and a separate glass-enclosed shower. The second floor also boasts spacious secondary bedrooms, a versatile loft, and a cozy flex space just outside the primary suite, perfect for a reading nook, small office or relaxation area. Throughout the entire upper level, luxury vinyl plank flooring enhances both style and durability, creating a seamless and sophisticated ambiance. Enjoy the charm of having your own banana, lemon, and orange trees, along with the convenience of being just steps from the pathway leading to the community amenities where residents enjoy access to a resort-style pool with cabana and a playground, with HOA fees covering lawn care, cable, and internet. Exactly 12 minutes from the house to the Magic Kingdom parking lot, world-class shopping, dining, and top-rated schools, this extraordinary home offers a lifestyle of luxury and convenience. Don't miss the opportunity to make it yours!

8330 Vivaro Isle Way, Windermere

$393,000

3 Beds ⋅ 3 Baths ⋅ Lakes/Windermere Lake Reams Twnh SubDv. ⋅ 34786 Zip Code

Charming townhouse in Windermere! 3 br, 2.5 baths, Corner lot and end unit with no rear neighbor, full of natural lighting and unparalleled tranquility, featuring a private and fenced courtyard. Nice modern upgraded flooring and color scheme. Beautiful Community pool and kiddie park. This home is so conveniently located close to Disney, mayor shopping & dining spots, that you will find almost anything you need within a short distance. Lake Reams is surrounded by lots of nature trails and most importantly, it's in the best school district that has maintained an A-rating for many years. The spacious kitchen has a large pantry and breakfast bar that overlooks the living area, creating a beautiful open floorplan downstairs, with exit to the courtyard followed by the 2 car garage. Upstairs you will find the master bedroom with a dual sink master bathroom and 2 more bedrooms with a Jack & Jill bathroom. With a low HOA, this will be a great investment, so don't let it pass you by!

12202 Langstaff Drive, Windermere

$355,000

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twnh SubDv. ⋅ 34786 Zip Code

Expect to be impressed with this charming townhome in the desirable Lake Reams Townhomes community. Immaculate and ready for you to move right in! Quality updates include: (1) Fresh interior paint in trendy neutral color (Jan., 2025), (2) New water heater (Jan., 2025), (3) Roof (home and detached garage) new in April, 2020, and (4) A/C only 3 years old. Layout features common living area on the ground floor with two-bedroom suites upstairs. Step inside to a generous sized living room - a great gathering space. The bright and cheery open kitchen/dining area runs across the back. Contemporary kitchen has plenty of counter & cabinet space, island w/breakfast bar and closet pantry. Adjacent eat-in space can seat a crowd. Ground floor also features a convenient half bath, under-stairs storage and laundry closet (in kitchen). Upstairs, the primary suite is in the back of the home. It features a generous sized bedroom w/vaulted ceiling, a walk-in closet, and an ensuite bath with dual sink vanity and garden tub with shower. Secondary suite w/ensuite bath is also generous in size and is in the front of the home. You'll love all that you have about back - oversized courtyard with privacy fencing, giving you a quiet spot to set up a BBQ and/or lounge furniture (sunshade included). Detached 2 car garage is accessed via an alley in the back, and it provides access to the courtyard and back of home. Great location - Lake Reams Townhomes is a community of nicely maintained properties surrounded by conservation area. HOA fee includes: exterior maintenance, repainting, landscaping, exterior roof and wall maintenance, pest control and in-wall termite protection system. You're a quick walk to the community pool (with a lake view), and you're about 5 minutes from the village center for essential shopping/dining. You’re also only a couple of miles to Disney property, and you can enjoy fireworks every night! Great school district, too. You'll love living here. Come see all that this special home has to offer.

12557 Langstaff Drive, Windermere

$518,000

4 Beds ⋅ 3 Baths ⋅ Summerport Ph 03 SubDv. ⋅ 34786 Zip Code

New roof!Check out our 3D Tour. Fabulous Summerport Home with cute front porch perfect for morning coffee!! Formal Living and Dining room with upgraded lighting. The dream kitchen features 42" maple cabinets with crown, granite counters, tile backsplash, breakfast bar, custom built-in seating, Gas range/cooktop for gourmet meals all overlooking the HUGE family room with built-in entertainment/storage center, wine bar with granite counter, crown molding and sliders opening to 40x9 screened lanai. Downstairs King sized Master Retreat with tray ceiling and HUGE walk-in closet also enjoys sliders to the lanai. The luxurious bath featuresk dual sink vanity with cultured marble, relaxing soaking tub and separate shower. Upstairs is a small loft area, 3 bedrooms and bath with dual sink vanity, tub/shower and good sized linen closet. One bedroom has HUGE walk in closet, the other 2 have good sized closets. A front bedroom has a cute alcove perfect for a small desk. The layout with loft upstairs is perfect for kid’s play while adults entertain downstairs. The laundry room is complete with front load W/D. Enjoy Outdoor living with your privacy fenced backyard and HUGE lanai with 2 ceiling fans. Summerport features community pool, Clubhouse with gym, numerous parks/playgrounds, tennis, volleyball and dock over Walsh Pond. Neighborhood Publix and Elementary School with new Windermere High School just across 535. Winter Garden Village is 7 minutes away. Just a fabulous location!!

5014 Wise Bird Drive, Windermere

$1,175,000

4 Beds ⋅ 4 Baths ⋅ Enclave SubDv. ⋅ 34786 Zip Code

Rare Opportunity to buy the Former Model Home! Tons of designer upgrades throughout. Lots of extra recessed lights in rooms, 24" Ceramic Tile floors, 8' interior doors on both floors. Kitchen features Jenn Aire appliances including built-in refrigerator, cabinets that go to the ceiling with glass front doors, Quartz counters, coffee bar. Two story Family Room ceiling, Dual Accordion-Style Patio Doors, electric fireplace, built in speakers for ambient music. New carpet, full bath with pool access. The summer kitchen is amazing with outdoor refrigerator and new gas grill. The pool is a WOW FACTOR! Full 360' Infinity edge pool with full infinity edge spa as well. You can tell by the pool that this was the model home! So much to see and love here!

6326 Swanson Street, Windermere

$384,900

2 Beds ⋅ 3 Baths ⋅ Lakes/Windermere-Lk Reams Twnh SubDv. ⋅ 34786 Zip Code

PRICE IMPROVEMENT - This beautiful corner unit townhome offers modern amenities, ample natural light, and flexible living spaces, all in a prime location near Walt Disney World and Orlando attractions. You can see Disney fireworks right from the privacy of your private backyard. This 2 bed, 2.5 bath gem features two master suites on the second floor, each with walk-in closets and full bathrooms. The first floor boasts an open living room and dining area that flows seamlessly into the kitchen, all adorned with beautiful tile flooring and plantation shutters. There's also a flex space at the front of the house that can be used as a formal dining room, office, or second living room. Being an end unit, this home is bathed in natural light. Step outside to your private fenced courtyard with stone pavers, leading to a detached two-car garage with a built in Tesla charger. From the courtyard, you can enjoy the nightly Disney fireworks. The roof was replaced in 2020 and the AC unit is only a few months old. This townhome is not just about the indoors, the community offers an Olympic-sized swimming pool, and hiking and biking trails wind through the scenic conservation areas surrounding the neighborhood. Don't miss the opportunity to own this special property!

12682 Langstaff Drive, Windermere

$495,000

3 Beds ⋅ 3 Baths ⋅ Windermere Landings Phase 2 SubDv. ⋅ 34786 Zip Code

Welcome to Windermere Lakes: A Premier Community! We are pleased to present this exquisite two-story home situated on an oversized lot within the highly sought-after Windermere Lakes community. This property features a spacious fenced backyard, perfect for the addition of a private pool. Upon entering, you will be captivated by the open layout of the main floor, which seamlessly connects the family room, kitchen, living room, and dining area—all adorned with beautiful ceramic tile. The kitchen is a chef's dream, featuring expansive 42" wood cabinets, granite countertops, and ample storage, including a generous kitchen island ideal for meal preparation and entertaining. Additionally, a large walk-in pantry offers even more convenience. Step outside to the expansive back patio, which overlooks the vast, fenced backyard, providing an ideal setting for outdoor gatherings. On the second floor, you will find thoughtfully designed split bedrooms, a convenient laundry room, and a versatile loft area. The owner's retreat is impressively spacious, featuring a large walk-in closet and a luxurious spa-like bathroom, complete with a double sink vanity and a walk-in shower. The upstairs is finished with elegant luxury vinyl plank flooring, ensuring a carpet-free environment throughout the home. The community boasts exceptional amenities, including a community pool, cabana, playground, recreation area, and a dog park. Ideally located near Keene’s Point and the Golden Bear Golf and Country Club, residents can enjoy the beauty of the Butler Chain of Lakes. Shopping and dining options are just minutes away, and top-rated public schools, including Windermere Prep, are conveniently located within 1.5 miles.

6352 Golden Dewdrop Trail, Windermere

$722,500

4 Beds ⋅ 3 Baths ⋅ Providence Ph 02 SubDv. ⋅ 34786 Zip Code

Welcome to the Heart and Soul of PROVIDENCE, one of Windermere's most walkable and friendly Neighborhoods. This Move In Ready One Story Pool Home offers 4 bedrooms, 3 full baths and a 3 Car Garage. Meticulously Maintained and nicely upgraded. You will appreciate the open plan and beautiful flooring throughout . New Interior Paint, Upgraded Refrigerator and Stove, Custom 42" Cabinetry with Quartz Countertops, Designer Pendant Lighting all add a touch of class and sophistication to this desirable home. Kitchen overlooks the large family room leading to a covered, screened Lanai and Private Pool. Professional landscaping and fencing is a joy and delight while relaxing in your own oasis. Enjoy your morning coffee or watch evening Fireworks on your large front porch accented with brick pavers The Oversized Owners Suite has access to the lanai and pool. Luxurious Bath with Separate Soaking Tub and Walk in Shower plus built in shelving in a generous size closet. The 4th bedroom has a private bath with access to the pool and covered patio. Plenty of room in your 32' x 22' THREE Car Garage for large vehicles and bikes. The owner has upgraded the roof in 2022, as well as New Pool Equipment. This community also offers a Pool and Recreation area. Windermere's "A" rated schools are close by as well as easy access to Disney, Universal and Downtown Orlando. Seller will assist with buyer's closing cost up to $7,500 incentive!

13532 Zori Lane, Windermere

$490,000

3 Beds ⋅ 2 Baths ⋅ Wickham Park SubDv. ⋅ 34786 Zip Code

Expect to be impressed with this 3BR water view home located in Windermere’s desirable Wickham Park neighborhood. Professionally cleaned and move-in ready! Quality updates include: (1) fresh interior paint (2024), (2) new exterior paint (2023), and (3) new A/C (2022) (4) new garage door (2024).(5) backyard has new sod. HOA dues cover roof replacement, exterior painting and front lawn/shrub maintenance. Makes life a little easier for you, and ensures that you’ll always live in a nicely kept neighborhood. Layout features long entry hall leading to common living space (a great gathering space) and a split bedroom plan. Beautiful contemporary kitchen is open to both the living room and dining area, and boasts granite counters, oversized island with breakfast bar, decorative backsplash, recessed and pendant lighting, closet pantry, and stainless appliances (included & all purchased w/i last 5 years). Primary suite is in the back, off the kitchen – ideal for privacy. Here you’ll enjoy a spacious bedroom w/tray ceiling (and brand-new ceiling fan), spacious ensuite bath w/shower and walk-in closet. Secondary bedrooms are large enough to accommodate desks, perfect for those studying from or work at home. Other notable features: (1) outside treatment ports for in-wall pest control system, and (2) ADT security system hardware which could be reactivated. Out back, you’ll appreciate having a screened lanai, and you’ll be delighted with the size of your backyard, fully fenced for privacy. Overall great location – you’re around the corner from the community’s pool, you’re in an A rated school district, you get to see the Disney fireworks EVERY NIGHT and can experience gorgeous sunsets from your front porch. You’re also only a mile from essential shopping/dining venues. And finally, a new park/play area is being built at the community’s entrance – perfect for young and old alike. You’ll love living here. Come see all that makes it so special.

12777 Bosworth Avenue, Windermere

$1,700,000

4 Beds ⋅ 5 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code

RARE FIND IN DOWNTOWN WINDERMERE!! This immaculate home defines where luxury meets contemporary, nestled in the heart of downtown Windermere. Pull up into your drive of Italian laced pavers and enter into your new home through custom French doors. You will be met by 2 story open floor plan where the oversized family room overlooks an outdoor oasis. A modernized chefs kitchen where no detail has been spared including starlight stone countertops and rare cream custom cabinets to match. Master suite located downstairs with custom retractable shades to cover the pocket sliding doors. Stand alone beautifully done shower with spa tub awaits. Two HUGE walk in closets sit across. First floor also has large office with a murphy bed to fit those extra guests. Everyday will feel like a vacation while you’re relaxing here. Home is completely modernized with the latest technologies and security systems, voice activated, touch screens and more. Upstairs you will find an extra loft area overlooking magnificent living area below for family time or movie time. Along with a second master suite and two other suites. All bedrooms with their own bath. TWO laundry rooms, one up and one down for extra convenience. Take a step outside to the covered lanai with motorized enclosure to control weather when you want a breeze or no breeze. Onto the pool deck and oversized yard where you will find a full chefs kitchen, grill, smoker and so much more for family fun and entertaining. Fully fenced in yard for extra privacy and Luscious landscaping. Only minutes away from major highways, plazas, shopping and literally walking distance from Downtown Windermere. Nothing says Florida living like this rare find.

830 Oakdale Street, Windermere

$680,000

3 Beds ⋅ 3 Baths ⋅ Ashlin Park Ph 1 SubDv. ⋅ 34786 Zip Code

Step into this stunning home featuring the sought-after Niagara floor plan, a unique design not found anywhere else in Ashlin Park. Sitting on a sprawling 1/3-acre lot—the largest in the community—this 3 bedrooms 2.5 bathrooms property offers endless possibilities for outdoor living, with ample space for a luxurious pool, extended patio, and more. The heart of this home is the gourmet kitchen, perfectly crafted for both function and style. Stainless steel appliances, a farmhouse enamel sink, spacious pot and pan drawers, and soft-close 41" cabinets offer a chef’s dream. The kitchen is accented by a modern chandelier pendant lighting and a butler’s pantry, providing elegance and convenience in one. The open floor plan feels larger than the stated square footage and flows effortlessly with sleek wood tile flooring throughout the living spaces, while plush carpeting brings comfort to the bedrooms. Retreat to the expansive primary suite, bathed in natural light, featuring a large walk-in closet and an elegant ensuite bathroom complete with a luxurious extended walk-in shower, rainforest shower head, and double quartz vanities. The secondary bedrooms are spacious, one also boasting a walk-in closet for added storage. Triple sliding glass doors lead to your extended back patio, pre-plumbed for an outdoor kitchen, perfect for hosting year-round gatherings. The oversized, detached two-car garage provides plenty of storage, ensuring both form and function are at the forefront of this exceptional home. Nestled in the vibrant Windermere community, you're just moments away from the magic of Disney World, plus local shopping, dining, and the best schools Central Florida has to offer. Ashlin Park also provides exclusive amenities, including a sparkling community pool, clubhouse, playground, and serene walking trails—perfect for families and outdoor enthusiasts alike. This is more than a home; it’s a lifestyle of luxury and convenience in one of Windermere’s most sought-after communities. Don’t miss the opportunity to make this rare find your own—schedule your private tour today!

7201 Rambling Water Way, Windermere

34786 Zip Code Contemporary Style Real Estate & Homes

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