Refine Search
Sort by
$935,000
5 Beds 3 Baths Westover Club SubDv. 34786 Zip Code
Welcome to your dream home in the exclusive gated community of Westover Club, ideally situated in highly sought-after East Windermere and zoned for top-rated Thornebrooke Elementary, Gotha Middle, and Olympia High School. This expansive 5-bedroom, 3-bathroom executive residence offers over 4,000 square feet of elegantly upgraded living space, perfectly blending comfort, functionality, and luxurious touches throughout. Step into an inviting and versatile floor plan that features formal living and dining rooms, a large family room, and a dedicated office or den, ideal for today’s lifestyle needs. The gourmet kitchen is a chef’s delight, showcasing upgraded 42” cabinetry, granite countertops (inside and out), travertine flooring, a large center island, wine cooler, built-in desk, top-quality stainless steel appliances, and a breakfast bar and nook. The first-floor primary suite is a true retreat, generously sized to include space for a sitting area or desk, with direct pool access, a spacious walk-in closet, and a luxurious ensuite bath featuring dual vanities, a garden tub, and a separate tile-enclosed shower. A first-floor guest bedroom with full bath, perfect as a mother-in-law suite, offers privacy on the opposite side of the home. Upstairs, the entertainment continues in the oversized bonus room, complete with a 100-inch movie screen, HDTV projector, and ample space for game nights or relaxing movie marathons. Three additional extra-large bedrooms and a full bath complete the second level. Enjoy true Florida living in your screen-enclosed, solar-heated saltwater pool and spa, surrounded by an expansive covered lanai with summer kitchen, including an Alfresco grill and ample patio space, perfect for entertaining family and friends year-round. Community amenities include tennis courts, basketball, and a private park, all within the security of a gated neighborhood. With a roof replaced in 2017 and a new HVAC system, this home is move-in ready and insurance-friendly. Located just minutes from SR 408, Universal Studios, SeaWorld, Disney, and the Mall at Millenia, this property offers convenience, community, and a lifestyle to love.

1924 Katie Hill Way, Windermere

$11,100,000
7 Beds 10 Baths Isleworth 01 Amd SubDv. 34786 Zip Code
Experience the pinnacle of luxury living in this extraordinary lakefront estate located in the world-renowned Isleworth Golf & Country Club. Positioned on 2.14 private acres along Lake Louise, part of the Butler Chain of Lakes, this 24,950 sq ft masterpiece (16,259 under air) blends timeless craftsmanship, modern amenities, and a warm, inviting design that makes even the most expansive spaces feel like home. Built with uncompromising attention to detail and with an effective year built of 2012, this residence offers 7 ensuite bedrooms, including 5 in the main house and 2 in the guest house. Every suite features a generous walk-in closet and a luxurious private bath, creating a retreat of comfort and elegance for family and guests alike. The main level is anchored by a stunning gourmet kitchen, designed for both culinary artistry and everyday living. The expansive master suite offers a private office, personal gym, dual closets, and a covered balcony with sweeping lake views. Additional highlights include a 912-bottle climate-controlled wine cellar, game room, and hand-scraped walnut floors throughout. Outdoors, the property is an entertainer’s dream. Enjoy a summer kitchen with a full bar, an Olympic-sized swimming pool, and a private dock with a boat lift and a lift for three jet skis, perfect for exploring the Butler Chain. Set against the backdrop of Isleworth’s championship golf course—on the 16th hole—this estate seamlessly combines recreation and relaxation. Impeccably maintained and thoughtfully updated with a new commercial-grade hot water system and a state-of-the-art infiltration septic system (2022), this residence delivers peace of mind as well as prestige. From sunrise over Lake Louise to evenings by the pool, this estate is more than a home—it’s a legacy property designed for generations.

9935 Lake Louise Drive, Windermere

$5,500,000
5 Beds 9 Baths Gotha Town SubDv. 34786 Zip Code
Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking. From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired façade that opens to interiors of soaring scale and meticulous marble craftsmanship. Light cascades through walls of glass, illuminating a series of living spaces designed for entertaining at the highest level. Every detail speaks of refinement: bespoke millwork, hand-selected stone, intricate ceiling treatments, and custom finishes curated with an uncompromising standard. The expansive chef’s kitchen blends culinary excellence with artful design, while the bar, wine room, and multiple gathering spaces ensure that every occasion, from intimate family dinners to grand celebrations, is unforgettable. The state-of-the-art theater begs you to slow down and enjoy the latest movie release. Conveniently adjacent to the theater is a home gym and lakefront cardio room that rivals most commercial gyms! Once the day winds down, the private retreats within the home offers warmth and convenience so you never have to leave. The first floor conveniently offers a full guest suite, and the second floor boasts an additional four bedrooms all with en-suite bathrooms. Additionally located on the second floor is a kid’s study, playroom, guest apartment and handsome cigar room. Outdoors, the estate transforms into a private resort. A sweeping terrace frames an oversized resort style pool and spa, surrounded by gardens, fountains, and tranquil seating venues. Enjoy the piece of your surroundings, from al fresco dining beneath the pergola to evenings spent overlooking Lake Olivia, one of Central Florida’s most sought-after ski lakes. Beyond the main residence, a detached guest retreat and showcase garages offering space for up to 14 cars will satisfy the most serious car collector. Set on a significant 4.43 acre parcel of land, the estate is both sanctuary and statement, offering numerous spaces to live, create, and entertain. Enjoy living in the heart of it all without compromising your privacy. Plus, with easy access to major highways, theme parks, downtown Windermere, and less than 10 minutes from Whole Foods, Restaurant Row, and championship golf courses, you’re never far from the very best of what Central Florida has to offer. Perfectly positioned with easy access to Windermere Prep, Lake Highland, and Montverde Academy...this location does not get any better! Rarely does a property of this magnitude become available. This is not simply a home — it is an heirloom, a landmark, and an invitation to experience luxury on a level few will ever know. Call today for an exclusive private showing.

9639 Westover Roberts Road, Windermere

$370,000
3 Beds 2 Baths Merrick Landing SubDv. 34786 Zip Code
Nestled in the highly sought-after Merrick Landing at Summerport, this beautifully appointed corner townhome offers the perfect blend of comfort, convenience, and style. From the inviting covered front porch to the thoughtfully designed interior, this home is a true standout in the heart of Windermere. Step inside to discover an exceptional layout featuring 3 spacious bedrooms and 2.5 baths, including master suites conveniently located on the first floor. The well-equipped kitchen boasts 42” maple cabinetry and stainless-steel appliances. Carpet throughout the main living areas, while tile flooring in wet areas ensures durability and easy maintenance. A split staircase leads to the upper-level, offering a private retreat with endless possibilities. two-car garage. Located within the top-rated Windermere school district, this home is zoned for the highly regarded Windermere High School. Plus, enjoy the convenience of being within walking distance to shopping, dining, and local amenities. This Windermere townhome is a rare opportunity—don’t miss your chance to call it home!

13550 Carroway Street, Windermere

$1,040,000
5 Beds 4 Baths Windermere Trails Phase 4a SubDv. 34786 Zip Code
Light filled and Grand Double-Story family room sets the tone for the elegant and airy ambiance found throughout the home. This impressive space flows seamlessly into a designer kitchen, thoughtfully appointed with an abundance of custom cabinetry, generous storage, two full size ovens, a new cooktop and an oversized island that offers ample seating, ideal for casual gatherings or everyday living. A charming breakfast room with tranquil backyard views sits just off the kitchen, while a convenient walk-through service area, ideal for a coffee station or beverage bar, connects to the walk-in pantry and leads gracefully into the coffered ceiling formal dining room and the office/flex space beyond. The main level has the privately positioned primary suite, offering a peaceful retreat with a spacious en-suite bath, double sinks, a vanity area, a huge walk-in shower and two large walk in closets. Nearby is the laundry room and a great drop zone with built-in cabinetry providing seamless access to the two-car garage. Upstairs, a striking wood and iron staircase leads where you have one of the five bedrooms, a full bath, and a versatile bonus room that easily transforms into a media lounge, playroom or game room and an loft joining the two. Across the indoor skywalk bridge, you'll discover three more guest rooms along with a full bath with double sinks and connected separate toilet and bath/shower room, offering flexible living arrangements for family or visitors. Go outside to your personal sanctuary, a paved covered lanai overlooking a sparkling private pool, an uncommon luxury in this neighborhood, within a lush, serene backdrop that offers beauty and privacy. This exceptional residence combines timeless design, modern functionality, and refined finishes to deliver elevated everyday living and effortless entertaining. Ideally just a few steps away, is Windermere Trails, a desirable community offering resort-style amenities including a lakeside pool, splash pad, cabanas, dog park with wash station, playground, fitness center, and picturesque walking and biking trails. Just a short stroll to Publix, fine dining, Windermere Medical Center, and more, with effortless access to Disney fireworks, top-rated schools, major highways and Orlando International Airport. An extraordinary home in an exceptional setting, schedule your private showing today!

9197 Outlook Rock Trail, Windermere

$330,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Welcome to resort-style living in the heart of Windermere! This beautifully maintained 3 bedroom, 2 bath condo is located in the highly sought-after gated community of Lakeside at Lakes of Windermere. Featuring an open-concept layout with abundant natural light, this second floor unit offers a spacious living and dining area that flows seamlessly to a private balcony, perfect for relaxing or entertaining. The kitchen is equipped with modern appliances, ample counter space, and a breakfast bar. The primary suite features a walk-in closet and an en-suite bath for comfort and convenience. Residents enjoy access to exceptional amenities, including a resort-style pool, clubhouse, fitness center, and more all just minutes from shopping, dining, major highways, and theme parks. Zoned for top-rated schools, this home is ideal as a primary residence, vacation retreat, or investment property.

11565 Mizzon Drive Unit 208, Windermere

$665,000
5 Beds 4 Baths Lakes Of Windermere Ph 1 SubDv. 34786 Zip Code
Welcome to a truly rare opportunity in Windermere with full GARAGE APARTMENT, FULLY PAID solar panels, NEW ROOF 2023, top rated schools, access to the famous Chain of Lakes, a beautifully REMODELED interior. Located in one of the most lushly landscaped communities in Windermere and just minutes from Disney, shopping, and dining, this residence combines location, lifestyle, and value in a way that’s almost impossible to find. Offering 4 bedrooms, 2.5 baths, and a first-floor office, the main home is complemented by a full in-law suite with private entry, bath, and kitchenette—bringing the total to 6 versatile rooms that adapt to every need. Inside, you’ll enjoy modern finishes including granite counters, upgraded showers, laminate flooring, and custom closet built-ins. An electric charger in the garage and the 2-year-old roof and fully paid solar panels keep costs low. The backyard is a true retreat with a covered area, perfect for barbecues, gatherings with friends and family, or simply relaxing outdoors. If you don’t know this community, Lakes of Windermere offers amazing amenities including a clubhouse just steps away from this home, multiple courts for tennis, basketball, volleyball, and soccer, three playgrounds, a lake dock for fishing, and scenic trails for your daily walk. **Opportunities like this are rare in Windermere—don’t miss your chance to make this dream home yours today.**

12654 Cragside Lane, 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

$3,699,000
3 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.

4812 Alexandra Garden Court, Windermere

$840,000
4 Beds 3 Baths Summerport Ph 05 SubDv. 34786 Zip Code
Stunningly Upgraded Pool Home with Water Views in Summerport, Windermere! This 4-bedroom, 3-bath single-family home offers the perfect blend of elegance, functionality, and peace of mind with recent major upgrades. From the moment you arrive, you’ll notice the meticulous care and designer touches that make this residence feel like a model home. The heart of the home opens to a bright and spacious layout, featuring newer Luxury Vinyl Floors (2023) and a private office with custom floor-to-ceiling built-ins. The kitchen and living spaces flow seamlessly to the screened lanai, where you can enjoy your private pool with natural gas heater (2022) and tranquil pond views—a perfect retreat for entertaining or relaxing. Every bathroom has been fully remodeled with luxury finishes, creating spa-like spaces throughout. Additional upgrades include: new roof (2022), new water heater (2024), new exterior paint (2025), new A/C (2025), and an EmerGen Generator Transfer Switch with 50 Amp plug for added convenience. Two natural gas quick connects are also in place for ease of outdoor cooking or future upgrades. Summerport offers low HOA fees and a vibrant community with amenities such as parks, playgrounds, tennis courts, clubhouse, and scenic walking trails. Conveniently located near top-rated schools, shopping, dining, and major highways, this home has it all. Don’t miss the opportunity to own a move-in-ready home in one of Windermere’s most desirable communities!

4509 Indian Deer Road, Windermere

$960,000
4 Beds 3 Baths Enclave At Windermere Landing SubDv. 34786 Zip Code
Welcome to Enclave at Windermere Landing! This original-owner home, built in 2015 by Meritage Homes, offers nearly 2,800 sq. ft. of one-level living with soaring 12-foot ceilings that create an airy, grand atmosphere throughout. Featuring 3 bedrooms plus a den/office (easily convertible to a 4th bedroom), 2.5 baths, and a 3-car tandem garage, this home is truly one of a kind—the only Arcata floorplan built in the neighborhood. The Mediterranean-style exterior boasts a tile roof, freshly repainted in 2023, and a charming courtyard entry that sets the tone. Inside, a rotunda foyer opens to formal dining and an expansive great room with a dramatic floor-to-ceiling stone fireplace, recessed TV niche, and ventless multi-color electric fireplace. South-facing transom windows flood the space with natural light, while sliding doors lead to the sparkling heated saltwater pool and screened lanai with motorized retractable awning. The chef’s kitchen features quartz counters, a massive island, wall oven and microwave, near-ceiling cabinetry, butler’s pantry, oversized walk-in pantry, and 2022 Samsung refrigerator. The primary suite overlooks the pool and includes a luxurious bath with soaking tub, dual vanities, and a grand walk-in closet with 12-ft ceilings. Two additional bedrooms share a Jack-and-Jill bath, each with their own vanity, plus a walk-in linen closet. The den offers flexibility for a 4th bedroom or en-suite conversion. Additional features include premium new carpet in bedrooms, Culligan water softener, spray-foam insulated attic with storage, plantation shutters, ceiling fans, and a 16x32 heated saltwater pool. Located within walking distance to Sunset Park Elementary, minutes to Windermere High School, the Butler Chain of Lakes, and just 15 minutes to Disney, this home combines convenience, luxury, and timeless style. Rarely does a one-story pool home with this level of design and detail become available in Windermere—don’t miss it!

11646 Hampstead Street, Windermere

$580,000
3 Beds 2 Baths Lakes Of Windermere SubDv. 34786 Zip Code
Discover this exquisite three-bedroom, two-bathroom POOL home, offering a blend of comfort and style. **New Roof-New Water Heater-New Windows-New Water Softener and Whole Home Water Filter-New Pool ** The home features LVP and tile providing a seamless flow throughout with NO carpet. Upon entry, you're greeted by a Flex room with double doors, that could be used as a dedicated office space that is perfect for remote work or a quiet study. The home's layout is centered around an open-concept great room and kitchen, creating a perfect hub for daily life and entertaining. The kitchen features quartz countertops, a large island with bar seating, ample cabinet and counter space, a stylish tile backsplash, updated stainless steel appliances, and a convenient pantry. The primary suite is a true retreat, complete with a trey ceiling and an ensuite bathroom that boasts a tiled shower, dual vanity, and a relaxing Jacuzzi whirlpool tub. The secondary bedrooms are also generously sized, sharing a bathroom with a double vanity. A dedicated laundry room with built-in cabinets adds to the home's functionality. Step outside to your private oasis—a covered patio overlooks a sparkling, screened-in salt-water pool with a solar heater, all within a fenced backyard for privacy. This home offers low-maintenance living in the highly sought-after Lakes of Windermere community. Residents can enjoy an array of amenities, including multiple parks, playgrounds, a pavilion, a community pool, tennis, volleyball, and basketball courts, and a fishing pier. This home is meticulously cared for and move-in ready. It's convenient location provides easy access to highways, shopping, restaurants, Winter Garden Village, and Disney. This property is a must-see!

12867 Penshurst Lane, Windermere

$293,000
2 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Welcome Home to this gorgeous 2-Bed, 2-Bath Condo in Windermere – Fully Furnished & Turn-Key Ready! Located in the desirable Lakeside at Lakes of Windermere, this beautifully maintained 2-bedroom, 2-bathroom condo offers the perfect blend of comfort, convenience, and style. This move-in ready home comes fully furnished, making it the ideal opportunity for buyers looking to settle in quickly. Step into a spacious, open-concept living area with plenty of natural light, perfect for both relaxation and entertaining. The modern kitchen features sleek countertops, ample cabinetry, and high-end appliances. Each bedroom is generously sized, with both boasting an en-suite bathroom for added privacy and convenience. Whether you’re unwinding on the private balcony or enjoying the peaceful surroundings, this condo offers a cozy retreat in the heart of Windermere. The resort style community offers on site management as well as a clubhouse with fitness center, swimming pool, grill area, beach volleyball and walking paths. Daily "at your door" trash service is also included. Conveniently located near shopping, dining, top rated schools and parks this home offers easy access to everything you need while maintaining a serene atmosphere. Don’t miss your chance to own this exceptional property!

8256 Maritime Flag Street Unit 109, Windermere

$2,050,000
6 Beds 5 Baths Lake Davis Reserve SubDv. 34786 Zip Code
Behind the secure, monitored gates of Lake Davis Reserve lies a rare opportunity to own one of only eighteen custom estate homes in this exclusive enclave. Set on more than half an acre, this impressive six-bedroom residence spans over 6,300 square feet and was designed to deliver both sophistication and comfort for the most discerning buyer. From the moment you step inside, the attention to detail is unmistakable. Expansive rooms, high-end finishes, and thoughtful design create a home that feels as luxurious as it is livable. The chef’s kitchen offers abundant cabinet and counter space, a large prep island, and a vented cooktop, opening seamlessly to the living areas. The home is designed with flexibility in mind, providing a primary suite and an ensuite bedroom on each floor, along with additional oversized bedrooms so no one is ever left wanting for space. Upstairs, a grand bonus room measuring 33 by 25 feet becomes the centerpiece for entertaining, complete with a built-in bar and wine room. For those who appreciate cinema-quality evenings at home, the dedicated multi-level theatre room is an extraordinary addition. Wood tread stairs, crown molding, Ashland pattern travertine stone flooring, and a tile roof all elevate the craftsmanship throughout. Step outside to a covered lanai with remote-controlled screens, overlooking the private backyard retreat. The saltwater pool and spa, heated for year-round enjoyment, reach depths of eight feet and are surrounded by extended decking that makes gatherings feel effortless. Whether hosting friends or savoring quiet evenings, this outdoor setting is a perfect complement to the interior living spaces. Lake Davis Reserve is one of the area’s most coveted gated communities, prized not only for its privacy and exclusivity but also for its unmatched location. Just around the corner sits Windermere Preparatory School, Windermere High School, and zoning for the highly sought-after Windermere Elementary. In minutes, you can reach the magic of Disney, the convenience of the 429 expressway, and an endless selection of shopping and dining destinations. Opportunities to own in Lake Davis Reserve are exceedingly rare, and building new at this scale and quality would be nearly impossible at today’s costs. This home represents exceptional value in a neighborhood where homes seldom come available. If you’ve been waiting for a property that combines space, luxury, privacy, and location in one, your search is over.

5502 Marleon Drive, Windermere

$315,000
3 Beds 3 Baths Southbridge Village SubDv. 34786 Zip Code
This 3-bedroom, 2.5-bathroom home is set in one of Windermere’s most family-friendly communities. An open layout provides plenty of space for everyday living and entertaining. The primary suite offers comfort and privacy, while two additional bedrooms create flexibility for family, guests, or a home office. A convenient half bath on the main level adds to the home’s functionality. Natural gathering spaces make it easy to enjoy time together or spread out when needed. The neighborhood is filled with amenities designed for an active lifestyle. Residents enjoy a resort-style pool, clubhouse, playgrounds, and scenic walking trails. Manicured common areas and tree-lined streets add to the welcoming feel. Families appreciate being zoned for top-rated schools just minutes away. Everyday errands are simple with shopping, dining, and entertainment close by at Winter Garden Village and The Grove. Weekend fun is effortless with Disney and Orlando’s major attractions just a short drive away. Outdoor enthusiasts love the proximity to golf courses and the Butler Chain of Lakes. Easy access to major highways makes commuting throughout Central Florida a breeze. This home offers the perfect mix of space, community, and location for family living in Windermere.

13707 Lensdale Lane, Windermere

$1,070,000
5 Beds 4 Baths Windsor Hill SubDv. 34786 Zip Code
Spacious living for the discerning requirements of the active household with 5 bedrooms all in one floor, large bonus/entertainment room, 3 car garage with deep parking bays, consistent wood and travertine flooring, separate formal living and dining rooms, an expansive rear porch/pool area with covered spaces for seating plus summer kitchen, and a huge 1 acre lot--in Windermere with easy access to Apopka Vineland Rd (minutes from 408/Turnpike, theme parks, entertainment, restaurants, shopping and schools). Practical features such as: propane for cooking, spa heat, water heater, and fireplace; whole house filtration and softener; WiFi-linked pool pump/filtration timer, patio/pool lighting, A/C thermostats, kitchen lights, garage openers, and propane tank level(s); and irrigation with well water. Roof 2023. Bedroom 5/Bathroom 4 may be considered as "In-Law Suite." Community features tennis/pickleball court and playground.

9641 Crown Prince Lane, 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

$1,275,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to this beautifully maintained, original-owner home nestled within the highly sought after, guard-gated community of Keene’s Pointe. Ideally situated in the charming Village of Camden, this property sits on an oversized 0.35-acre lot, with beautiful walking paths and lush community green spaces nearby. From the moment you arrive, you’ll be captivated by the meticulously landscaped grounds, inviting front porch, and elegant glass entryway. Step inside a grand vaulted foyer bathed in natural light and anchored by rich, distressed wood flooring that flows seamlessly throughout the main living areas. Inside you will find the living room/sitting area adjoining an elegant dining room adorned with tray ceilings, crown molding, graceful pillars, and curved archways. A private home office featuring stylish glass French doors offers a quiet retreat just off the dining room. Continue through the spacious halls to the beautifully remodeled gourmet kitchen, with top-of-the-line stainless steel Bosch appliances, 36” Wolf Pro range cook top, Zephyr wine cooler, expansive quartz countertops, a generous center island, and a cozy breakfast nook with views of the lanai. The kitchen opens effortlessly into the warm and inviting family room, complete with 2-story vaulted ceiling, a wood-burning fireplace, and two sets of French doors that lead to the expansive screened-in, pavered lanai with convenient air-conditioned half bath. The spacious first floor primary suite offers its own entryway from the family room and showcases a tray ceiling, double doored primary retreat with THREE closets, oversized soaking tub and frameless glass shower. A secondary junior office/study nook is conveniently located near the laundry room, offering extra space for remote work or organization. Make your way upstairs to find a spacious open loft, three additional bedrooms and two full baths. One of the guest bedrooms features an en-suite bath and a charming window seating area—ideal for guests or multigenerational living. The oversized, fully fenced backyard offers a tranquil escape, complete with a brick privacy wall and a cozy firepit area—perfect for relaxing evenings outdoors. The extended driveway and unique configuration of separate one and two car garages provide ample space for parking and storage, both garages feature updated LED lighting and epoxy flooring. Enjoy the peaceful lifestyle that the Village of Camden and this exceptional home provide. As a resident of Keene’s Pointe, you’ll also have the option to join The Golden Bear Club, featuring tennis, dining, and the renown Jack Nicklaus Signature Golf Course. NEW Roof in 2018, Wood floors 2021, Both ACS New 2021, Garage epoxy floors 2025, Exterior Paint 2021. See feature sheet for more details.

11612 Camden Park Drive, Windermere

$1,130,000
5 Beds 5 Baths Tuscany Ridge 50 141 SubDv. 34786 Zip Code
Discover a home where luxury meets convenience, perfectly crafted for today's way of life. Welcome to 1438 Belfiore Way, a Luxury Single family home located in the distinguished Gated community of Tuscany Ridge in desirable city of Windermere, Florida. This beautiful home is a move-in-ready gem, modern, elegant and comfortable. Situated on a private lot at the end of the road, with no rear neighbors and only one neighbor on the side. It features numerous upgrades and extras, including crown molding, tile floors, vertical blinds, security cameras, in-ceiling speakers, and more. On the first floor, you’ll find a Spacious Primary Suite with a peaceful view of the pool, a generous walk-in closets, and a luxurious en-suite bathroom with elegant finishes. A guest bedroom with guest bathroom with access to the pool area, a dedicated home office with french doors, a formal living room, dining room, a wet bar, a stunning custom kitchen with all stainless steel appliances, breakfast nook, a family room with chimney, and a well-equipped laundry room with stainless steel washer and dryer, all perfectly incorporated into the open layout. On the second floor you'll find a snack bar, a game/bonus room, a pleasing covered balcony overlooking the pool and outside views, and three additional bedrooms. The outdoor area is a true entertainer's paradise, it showcase a beautiful pool with spa, summer kitchen, bar, a poolside cabana a generous space for dining, lounging and an expansive patio ideal for hosting unforgettable moments with friends and family. The outdoor living space features a mosquito control misting system for added comfort and it is also equipped with an invisible electric pet fence for added safety. A three-car garage offers abundant space for vehicles, storage, and hobbies. The property is situated in a prime location and provides privacy and convenience. Close to shoppings, dining, top-rated schools and easy access to major highways. Experience the best of Florida living, only a short drive to world-famous attractions and beaches. Don't miss this great opportunity. Schedule your private showing today!!

1438 Belfiore Way, Windermere

$4,276,160
5 Beds 7 Baths Saddlecrest At Windermere SubDv. 34786 Zip Code
Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.

1821 Windermere Road, Windermere

$740,000
4 Beds 4 Baths Windermere Trails Phase 1c 80/15 Lot 113 SubDv. 34786 Zip Code
Immaculate and light-filled 4-bedroom, 3.5-bath home with a huge bonus room and flex space, located in the desirable Windermere Trails community. Just one block from the elementary school and right across from a playground that feels almost private. This spacious two-story property features an open-concept kitchen with granite waterfall-edge countertops, stainless steel appliances, and views of the large great room and nook area. Upstairs you'll find the master suite with a walk-in closet, two bedrooms connected by a Jack-and-Jill bath, a third bedroom with its own full bath down the hall, and a versatile bonus room. Additional highlights include modern laminate flooring throughout, gutters, a whole-house water filtration system, and a fully fenced yard. The community offers resort-style amenities including a pool, walking trails, dog park, playground, and scenic ponds. Just a block from Bay Lake Elementary and minutes from Publix, Roka’s Market, Starbucks, and a variety of shopping and dining options. Furniture is negotiable. Conveniently located near major commuter routes and top-rated schools. *Washer and dryer do not convey.*

11849 Cave Run Avenue, Windermere

$3,200,000
5 Beds 5 Baths Lake Roper Pointe SubDv. 34786 Zip Code
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion foyer floor design, coffered ceilings, crown molding, and European-style ironwork boasts spectacular views of Lake Roper. The upstairs master bedroom has a beautiful view of Lake Roper. Master bath features an oversized tub and walk-in closet. This Grand Retreat has plenty of outdoor amenities including a basketball court, boat dock and boat lift. Heated family pool and spa. For all your family entertainment, a large open backyard leads to the dock with plenty of land. Stunning cedar and cypress trees surrender the property reminding you of FLORIDA living at its best. The ideal setting for privacy and serenity! Entertainment and fine shopping just minutes away. Close to major highways such as 429, 408 & the Turnpike. Easy access to the airport and Downtown Orlando yet secluded enough to give you a unique home in the heart of Windermere! Close to Windermere Prep school. Convenient to major highways, shops, restaurants, historic sites, major hospitals, and theme parks! Privacy awaits you! Schedule showing!

13161 Lake Butler Boulevard, Windermere

$475,000
4 Beds 3 Baths Windermere Trls Ph 1c SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to this beautiful 4-bedroom, 2.5-bath home in the highly desirable Windermere Trails community. Just minutes from Disney World, you can enjoy nightly fireworks right from your front porch. The kitchen features 42" maple cabinets, granite countertops, and under-cabinet lighting. An open-concept design seamlessly connects the spacious living area with the kitchen, creating the perfect space for entertaining. The primary suite offers a walk-in closet, dual-sink vanity, and walk-in shower, while the upstairs loft provides a versatile space for a playroom, home office, or media room. Recent updates include a new A/C (2022), water heater (2023), and fresh interior paint and updated light fixtures completed this year. Windermere Trails offers fantastic community amenities, including a resort-style pool, playground, picnic areas, and scenic walking trails. Located near top-rated (A+) schools, beautiful parks, and a variety of dining and entertainment options, this home combines comfort, convenience, and lifestyle. Schedule your private tour today!

10624 Reams Road, Windermere

$649,000
4 Beds 4 Baths Lake Sawyer South Ph 02 SubDv. 34786 Zip Code
Welcome Home to your Spacious ENCLOSED and Private POOL HOME located in the sought-after community of Lake Sawyer in Windermere. This home offers a perfect blend of style, comfort, and convenience. Inside, the gourmet kitchen is appointed with granite countertops, stainless steel appliances, and ample cabinetry, flowing seamlessly into open living spaces ideal for entertaining or family gatherings. This home has a beautiful footprint, including the extra green space surrounding the enclosed lanai. The owner’s suite provides a spacious retreat with a large walk-in closet, while additional bedrooms offer flexibility for guests, a home office, or a growing household. Enjoy year-round Florida living on the enclosed patio, perfect for morning coffee or evening relaxation, and take advantage of the two-car garage and paver driveway that add both practicality and curb appeal. With its landscaped yard and prime location near top-rated schools, shopping, dining, and minutes from Orlando’s world-famous attractions. There is a community pool, basketball ct, playground and lots of green area to enjoy. This home is move-in ready and waiting to welcome its next owners.

13225 Charfield Street, Windermere

$485,000
3 Beds 3 Baths Westside Village SubDv. 34786 Zip Code
Meet 7837 Berkshire Oak Alley—freshly updated and easy to love. This 3-bedroom, 2.5-bath home includes a roomy loft/den that flexes beautifully for a second living area, office, or play space. Inside, everything feels bright and clean with brand-new interior paint, freshly painted cabinets, new carpet upstairs, and updated faucets and door hardware throughout. The first floor has low-maintenance laminate, the bathrooms are tiled, and the high ceilings keep everything feeling open and airy. The kitchen is the heart of the home with quartz countertops, a double-deep sink, pantry, and stainless steel appliances. There’s also a handy nook that’s perfect for a built-in desk or coffee station. Upstairs, the laundry room (washer and dryer stay!) sits near a generous loft. The primary suite features a ceiling fan, double-vanity bath with a private water closet, and a true walk-in closet. Bedrooms two and three also offer walk-in closets, plus a hall bath with a tub/shower combo and extra hallway storage. A two-car garage with upper storage helps keep life tidy. The community adds even more: for just $122/month you get access to a pool and playground, with professional HOA management to keep everything looking great. Fresh, move-in ready, and set up for easy living—come see why this one feels like home the moment you walk in.

7837 Berkshire Oak Alley, Windermere

$1,300,000
5 Beds 6 Baths Weatherstone On Lake Olivia SubDv. 34786 Zip Code
Welcome to Weatherstone on Lake Olivia, one of Windermere’s most sought-after gated communities. With only 13 custom executive homes, each set on expansive one-acre homesites, this neighborhood offers a rare blend of exclusivity, privacy, and charm. From the moment you arrive, you’ll be greeted by beautiful curb appeal and a sweeping semi-circle driveway. Step inside this thoughtfully designed courtyard-style home and discover your own private oasis — a sparkling pool and spa, outdoor patio, summer kitchen, and playground — all tucked away for peaceful living and effortless entertaining. Inside, the home features 5 spacious bedrooms plus a large den, 3.5 baths, and an oversized gourmet kitchen perfect for gatherings. With plenty of flexible living space, natural gas appliances, a custom vent hood, and a generous 3-car garage, this home was built with both comfort and convenience in mind. The location is simply unbeatable — walk over to the local favorite Yellow Dog Eats, enjoy top-rated schools (Thornbrooke Elementary, Gotha Middle, Olympia High), and take advantage of easy access to shopping, dining, and major roadways — all while enjoying the quiet luxury of a Windermere address. This is more than a house — it’s a welcoming place to call home.

9649 Weatherstone Court, Windermere

$580,000
5 Beds 5 Baths Windermere Sound Ph 2 SubDv. 34786 Zip Code
Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Freshly painted, and brand new luxury vinyl floors. Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate studio apartment offers privacy, abundant space, and its own entrance—ideal for guests, extended family, or even as a potential rental. Step inside to discover thoughtfully designed living spaces, featuring bright, open layouts that flow seamlessly from room to room. The spacious open-concept layout flows seamlessly from the spacious and well equipped kitchen to the living and dining areas, perfect for family gatherings or hosting friends. The kitchen features granite countertops, stainless steel appliances, and a large island to create memorable moments with loved ones. The main-floor master suite offers ultimate convenience and luxury, complete with a spa-like en suite, double vanity, and plenty of space to unwind. Upstairs, discover a versatile loft—ideal for a home office or secondary family room—plus three additional spacious bedrooms, a convenient laundry room. Above the garage you will find an extraordinary private suite. And just a few miles away you can enjoy Magic Kingdom fireworks! The Windermere Sound community provides resort-style amenities, including a pool, tennis courts, basketball courts, and more. With shopping, dining, and top-rated schools just minutes away, this home truly has it all. Live the Windermere lifestyle and experience the magic every day!

7401 Ella Lane, Windermere

$750,000
4 Beds 3 Baths Windermere Downs 1st Add SubDv. 34786 Zip Code
Welcome to your dream home in the sought-after lakefront community of Windermere Downs, nestled along the tranquil shores of Lake Down! This custom residence sits on a small cul-de-sac. Boasting 4 bedrooms and 3 full baths, this lovely home features a huge screened-in pool overlooking the water—your best summer weekend destination for relaxing or entertaining. Enjoy cozy evenings by the fireplace in the family room or host unforgettable pool parties on those hot summer days! The Florida room and bonus area, both under air, provide versatile spaces ideal for a sitting room, home office, or game room—so many possibilities to suit your lifestyle. Updates-TILE ROOF 2017, electrical and plumbing- 2017, and Pool pump 2025. The generous 3-car garage offers ample storage and convenience. Bring your vision and make this wonderful home your own! The community features exclusive beach area with a park, sandy shore, covered dock, and boat ramp. Direct boat ramp access to the famed Butler Chain of Lakes—13 interconnected lakes renowned for pristine water and endless recreational opportunities including boating, fishing, and water sports. Also, don’t forget about the annual community gatherings to enjoy with your family. Windermere Downs is just minutes from downtown Windermere, where you’ll enjoy an array of dining options, a lively weekly farmers market, popular food truck nights, and plenty of shopping and entertainment choices. Don’t miss the chance to own this spacious pool home in one of Central Florida’s premier lakefront communities. Schedule your private showing today and experience the best of lakefront living! OWNER IS MOTIVATED!

1906 Maple Leaf Drive, Windermere

$1,140,000
5 Beds 5 Baths Windermere Isle SubDv. 34786 Zip Code
MAJESTIC Mediterranean-Style Estate in Windermere Isle — 2 Stories, 5 Bedrooms, Resort-Caliber Backyard!! Prepare to be awestruck by this expansive 2 story home nestled in this luxurious community of lush conservation landscapes, impeccably manicured common areas, a sparkling resort-style heated self-cleaning pool and spa with a custom outdoor kitchen that’s convenient proximity to Disney, upscale shopping and some of the best dining in Orlando. With 5 bedrooms, 4.5 bathrooms, a private office, loft AND bonus room, this home delivers space, flexibility and elegance at every turn. The exterior features elegant Mediterranean-style stone accents and a 2-car garage. Step inside to discover two-story living room ceilings and an open floor plan where wood-look ceramic tile flows seamlessly throughout the main level with a massive primary bedroom on the first floor for owners convenience Entertain with ease in the eat-in gourmet kitchen outfitted with a massive island, stone countertops, walk-in & butler’s pantries, towering cabinetry and double ovens alongside premium appliances. The formal dining room is elevated by a coffered ceiling—creating an elevated atmosphere for both relaxed family nights and stylish entertainment. But the real showstopper? The STUNNING TROPICAL BACKYARD, your personal oasis featuring a private pool with lounge shelf, elegant water features, built-in spa, and custom seating shaded by a covered back porch with a fully equipped outdoor kitchen, perfect for entertaining under the Florida sun. Upstairs leads you to four additional bedrooms, including a second private ensuite and a Jack-and-Jill set-up, plus a spacious bonus room ideal for media, play or overflow guests. Living in Windermere Isle means access to a serene, amenity-rich lifestyle and a lawn that is maintained by the association. This is your moment to embrace grandeur, space, and Florida living at its finest. Don’t wait—schedule your private tour today and experience the magic in person!

8420 Vivaro Isle Way, Windermere

$5,000,000
6 Beds 9 Baths Keenes Pointe SubDv. 34786 Zip Code
Welcome to 9721 Carillon Park Dr, Windermere, FL 34786, a stunning estate inside the guard-gated community of Keene’s Pointe. This extraordinary residence offers 8,305 square feet of luxury living space with refined architectural details, elegant wood beams, and designer finishes throughout. MAIN FEATURES: • Five bedrooms plus DETACHED GUEST HOUSE and OFFICE— providing exceptional space and privacy. • Expansive master suite with private sitting room, balcony overlooking the pond, dual closets, fireplace, and breakfast area. • Chef’s kitchen with a large island, seating area, top-of-the-line appliances, and a hidden walk-in pantry. • Bar and game room featuring real wood finishes and picturesque pond views. • Private GYM with SAUNA for health and relaxation. • Nine-seat HOME THEATER with plush carpet flooring for an immersive movie experience. • Four-car split garage (2/2), ELEVATOR, and downstairs laundry room. * Additional laundry closet inside the upstairs primary bedroom closet. OUTDOOR & LIFESTYLE: Seamlessly blending indoor and outdoor living, the open floor plan connects to a heated pool and spa area, surrounded by tranquil pond views and lush landscaping. The fully retractable sliding doors make it ideal for entertaining year-round. RECENT UPGRADES INCLUDE: • Five new AC units (2023) • Hurricane-impact windows and ADT smart security system • New pool equipment (2022) • Exterior repaint (2023) • Full surround-sound system throughout the home COMMUNITY & LOCATION: Located within the prestigious Keene’s Pointe community, residents can enjoy The Golden Bear Club, featuring a Jack Nicklaus Signature golf course, clubhouse, fitness center, and dining. Windermere is renowned for its lakes, top-rated schools, and luxury lifestyle just minutes from downtown Orlando and Disney attractions. This home represents the pinnacle of luxury living in Windermere, offering elegance, privacy, and resort-style amenities. Schedule your private tour today and experience the sophistication of this remarkable estate.

9721 Carillon Park Drive, Windermere