Location: Windermere
Do Not Show Listings
14422 CREST PALM AVE, WINDERMERE, FL 34786
$1,100,0001 Day on yellowkey MLS ID: O6418503
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3140 Built: 2025Monthly Fee: $245 Tax: $2,889 (2025)Community: Palms At WindermereSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,889
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by an expansive open-concept living area designed for gathering with family and friends. The gourmet kitchen overlooks the living and dining spaces, creating the ideal setting for entertaining and everyday living. The main level features four spacious bedrooms and four full bathrooms, providing comfort and privacy for everyone. The luxurious primary suite serves as a private retreat, complete with a spa-like bathroom designed for relaxation and tranquility. Step outside to the covered lanai and unwind while enjoying peaceful water views. Whether you're sipping your morning coffee or watching the sunset, this serene outdoor space offers the perfect place to relax and recharge. Upstairs, you'll find a versatile bonus room with its own full bathroom, ideal for a guest suite, home office, media room, or playroom. Conveniently zoned for top-rated schools, including Windermere High School, this exceptional home is just minutes from shopping centers, restaurants, entertainment, and world-famous Walt Disney World attractions. Don't miss this incredible opportunity to own a move-in-ready home that offers the benefits of new construction without the wait!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lan Lee (541-287-0919)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,00062 Days on yellowkey MLS ID: O6400680
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4482 Built: 2000Monthly Fee: $227 Tax: $20,450 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$20,450
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
$950,0004 Days on yellowkey MLS ID: O6417680
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4043 Built: 2017Monthly Fee: $133 Tax: $13,487 (2025)Community: Westside VillageSingle Family
Taxes:$13,487
Remarks: Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors. THE FIRST FLOOR Walking in from the two-car garage and paver driveway, the covered front porch opens into a bright floorplan with high ceilings and tile floors. Right off the entrance is a formal sitting room that works perfectly as a quiet reading nook or music space. Down the hall, there's a convenient half-bath and a coat closet, leading into a large formal dining room made for family dinners. The kitchen connects right to the family room and comes with a large island and breakfast bar, plenty of counter and cabinet space, a big pantry, stainless steel appliances, recessed lighting, and a hidden back scullery. Tucked away at the back of the main floor is a guest bedroom and full bath, which is great for a mother-in-law suite or a playroom. THE SECOND FLOOR Upstairs, a large loft gives you a flexible second living area or media space. The laundry room is also on this level, making laundry a lot easier. The primary suite is set apart for privacy and includes separate individual vanities, a soaking tub, a glass shower, and a walk-in closet big enough to be a small room on its own. On the left side of the house, bedrooms 3 and 4 share a Jack-and-Jill bathroom. Across the way, bedroom 5 sits directly next to the home's fourth full bath. OUTDOOR LIVING Out back, the home looks out over a quiet pond. The covered, screened patio leads to a heated pool, giving you a great spot to hang out during the day and watch the nightly Disney fireworks from your own backyard
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,799,00018 Days on yellowkey MLS ID: O6413242
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3297 Built: 1990Monthly Fee: $199 Tax: $16,376 (2025)Community: Windermere ClubSpa: YesSingle Family
Taxes:$16,376
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$950,00039 Days on yellowkey MLS ID: O6407061
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $299 Tax: $9,036 (2025)Community: Windermere IsleSingle Family
Taxes:$9,036
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: Virtually Staged. *Seller offers $20,000 credit to buyer at closing towards closing costs and pre-paids with acceptable offer* Experience luxury living in the highly sought-after “Cascade” floor plan, featuring an upgraded stone-accented exterior and tile roof in the desirable Windermere Isle community. Situated on a premium oversized lot with a HUGE backyard and mature trees for added privacy, this exceptional home offers the perfect blend of relaxation, comfort, and entertainment. Enjoy peaceful conservation views from the charming front porch, while the rear of the home provides enchanting nightly views of Disney fireworks lighting up the sky. Inside, meticulous attention to detail is evident throughout this thoughtfully designed home. The main level features two bedrooms, including one ideal for a home office with double entry doors and a walk-in closet. The dream kitchen showcases upgraded cabinetry with crown molding, Quartz countertops, gas cooktop, upgraded double convection wall ovens, upgraded French door refrigerator, a generous walk-in pantry, and a convenient 7’ x 5’ pocket office complete with built-in desk and cabinetry. Wood-look tile flows throughout the downstairs living areas, complemented by engineered hardwood flooring in the dining room and great room. A functional drop zone near the garage includes upgraded lower cabinetry topped with Quartz counters. Beautiful wood stairs lead to the second floor, where you’ll find a sprawling loft/bonus room, spacious media/game room and an oversized laundry room equipped with washer, dryer, and laundry sink. Additional highlights upstairs include a half bath, abundant storage closets, and two secondary bedrooms with walk-in closets connected by a Jack-and-Jill bath. The luxurious primary suite is a true retreat, featuring a tray ceiling and stunning nightly Disney fireworks views. The spa-inspired primary bath offers a large soaking tub, an oversized walk-in shower with upgraded glass enclosure, dual vanities, and an expansive 13x12 walk-in closet. Additional features include 8-foot doors throughout, ceiling fans in all bedrooms, LED lighting and a natural gas tankless water heater for ultimate convenience and efficiency. Vinyl fencing is already installed on three sides by neighboring properties. HOA includes lawn maintenance and 1 GIG Spectrum internet and cable with 4-5 streaming choices. Community pool, playground and walk path around scenic pond. Ideally located with convenient access to shopping, dining, entertainment, and major roadways, this remarkable home perfectly combines luxury, functionality, and everyday comfort. Don’t miss the opportunity to make this extraordinary property your own — schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
10577 DOWN LAKEVIEW CIR, WINDERMERE, FL 34786
$3,450,000145 Days on yellowkey MLS ID: O6377244
REDUCED by $25,000 (0.7%) on 05/07/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 5273 Built: 1986Monthly Fee: $103 Tax: $28,092 (2025)Community: LakesSpa: YesSingle Family
Taxes:$28,092
Remarks: Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with artisan leaded glass. Inside, the great room makes an immediate statement with soaring 23’ cathedral ceilings and a striking Tennessee river rock fireplace. Entertain in the showstopping formal dining room, where oversized picture windows perfectly frame the lake. Designed for everyday comfort, the majority of the living space including all bedrooms is located on the main level. The chef’s kitchen is fully equipped with solid wood cabinetry, granite countertops, Sub-Zero refrigerator, Thermador gas cooktop with exhaust, Bosch double ovens, wet bar, walk-in pantry, and a sunlit breakfast area with spectacular water views. The spacious primary suite is a private retreat with its own screened lanai and a spa-inspired bath featuring a shower, jetted tub, dual vanities, and three walk-in closets. Generous secondary bedrooms offer ample closet space and well appointed baths, including a steam shower. Outdoors is where this home truly shines. Enjoy mature landscaping and colorful gardens, plus a motorized screened lanai with a chef-worthy summer kitchen pizza oven, prep area, grill, refrigerator, and TV alongside the pool, heated spa, and gas firepit. The desirable southern exposure delivers refreshing lake breezes and comfortable outdoor living without harsh afternoon sun. The custom floor plan maximizes lake views throughout, and the partially enclosed dock is a rare find grandfathered in, with a boat lift and side jet-ski lift. Additional highlights include newer doors and windows and a tile roof. The Lakes neighborhood also offers a community boat ramp and tennis courts. Enjoy Windermere living on the Butler Chain without the traffic, just minutes from major roads, top schools, shopping, and dining. This rare, well-built lakefront home is ready to welcome you. Be sure to explore the virtual tours.
11472 CENTER LAKE DR, WINDERMERE, FL 34786
$475,0003 Days on yellowkey MLS ID: O6418257
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1898 Built: 2014Monthly Fee: $246 Tax: $6,854 (2025)Community: Lake Burden South Ph 2Townhouse
Taxes:$6,854
Elementary School: None
High School: None
Middle School: None
Remarks: Virtually Staged. WOW! Upgraded Windermere townhouse with pond views in both front and back! Rare 4-bedroom floor plan that’s hard to find. Loaded with upgrades: No carpet throughout, new AC (2024), brand-new paint, luxury vinyl flooring & stairs (2026), plus newer dishwasher, stove, microwave, washer & dryer. features a desirable primary bedroom on the first floor, tile roof, and convenient side parking. Located in a great community with excellent amenities and top-rated schools. Enjoy a private Paved and Fenced backyard, perfect for BBQ and relaxation, with space for one you love and pets to play. Prime location close to theme parks and major highways!
Listing is courtesy of: RC GROUP REALTY LLC (407-492-6778)
Listing Agent: Erika Gao (407-808-6966)
8266 BRYCE CANYON AVE, WINDERMERE, FL 34786
$489,50010 Days on yellowkey MLS ID: O6410344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1825 Built: 2016Monthly Fee: $81 Tax: $5,441 (2025)Community: Windermere Trls Ph 3BSingle Family
Taxes:$5,441
Remarks: JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
4718 BLUE MAJOR DR, WINDERMERE, FL 34786
$520,00018 Days on yellowkey MLS ID: O6410820
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 2005Monthly Fee: $143 Tax: $7,296 (2025)Community: Summerport Ph 05Single Family
Taxes:$7,296
Remarks: Welcome to 4718 Blue Major Dr, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,911 square feet of comfortable living space in the highly sought-after Windermere area. This move-in ready home features fresh interior paint, a newer A/C system that is only 2 years old, brand-new grass, and an updated sprinkler system that helps keep the landscaping lush and vibrant year-round. Inside, you’ll find a spacious and functional open floor plan perfect for both everyday living and entertaining. The home offers generous living spaces, abundant natural light, and a layout designed for comfort and convenience. Located in the highly desirable Summerport community, residents enjoy resort-style amenities including a clubhouse, community pool, tennis courts, basketball courts, volleyball courts, parks, playgrounds, walking trails, and scenic green spaces that create an active Florida lifestyle. Conveniently located near Winter Garden Village, Hamlin Town Center, Disney attractions, shopping, dining, and major highways, this location offers the perfect combination of convenience and community living. Families will appreciate being zoned for highly rated schools including Keene's Crossing Elementary, Bridgewater Middle School, and Windermere High School. Whether you’re looking for your primary residence or a fantastic investment opportunity, this home offers exceptional value in one of Central Florida’s most sought-after communities.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Matt Paul (407-350-9031)
12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786
$665,00019 Days on yellowkey MLS ID: O6412588
REDUCED by $10,000 (1.5%) on 06/15/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2013Monthly Fee: $81 Tax: $5,273 (2025)Community: Lake Sawyer South Ph 5Single Family
Taxes:$5,273
Elementary School: Sunset Park Elem
Remarks: SELLER MOTIVATED! MOVE-IN READY and thoughtfully refreshed, this beautifully maintained Windermere home offers the perfect blend of comfort, functionality, and location in the highly sought-after Lake Sawyer community. Recent updates including NEW INTERIOR PAINT, NEW CARPET, NEW LIGHT FIXTURES, NEW CEILING FANS, UPDATED BATHROOM MIRRORS, a stylish KITCHEN BACKSPLASH, and an EPOXY GARAGE FLOOR create a welcoming atmosphere from the moment you arrive. As you approach the home, you'll appreciate the attractive curb appeal, covered front entry, and mature landscaping. Step inside and you're greeted by a bright, open layout enhanced by elegant archways, abundant natural light, and durable tile flooring throughout the main living areas. The thoughtful floor plan creates a seamless flow between the living room, dining area, and kitchen, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen offers granite countertops, rich wood cabinetry, stainless steel appliances, a spacious center island, and a newly installed backsplash that adds a fresh, modern touch. Whether preparing meals, gathering with family, or hosting guests, this space is designed to keep everyone connected. The spacious living area overlooks the backyard and provides a comfortable setting for relaxing or entertaining. Just beyond, sliding glass doors lead to the covered lanai where you can enjoy morning coffee, outdoor dining, or quiet evenings overlooking the FENCED YARD. The private primary suite is tucked away from the secondary bedrooms, creating a peaceful retreat at the end of the day. This spacious owner's suite features a walk-in closet and an ensuite bath complete with dual vanities and a glass-enclosed shower. The split-bedroom layout provides privacy for family members and guests alike. Three additional bedrooms provide flexibility for growing households, guests, remote work, hobbies, or multigenerational living. One room is currently utilized as a prayer room and can easily serve as a home office, study, fitness space, or creative flex room. The secondary bathrooms have been refreshed with new mirrors, contributing to the home's updated appearance. Additional highlights include an interior laundry room, ample storage throughout, a two-car garage featuring a professionally finished epoxy floor, irrigation system, and numerous cosmetic improvements that allow the next owner to move in and immediately begin enjoying the home. Located in the desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and sidewalks. The home is zoned for highly rated Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Conveniently situated near Horizon West, Hamlin Town Center, shopping, dining, major roadways, and many of Central Florida's most popular attractions, this location offers easy access to Disney, Disney Springs, and the greater Orlando area. Whether you're searching for Orlando homes for sale, a Central Florida real estate opportunity, or an Orlando relocation home in one of Windermere's most desirable communities, this property offers exceptional value and convenience.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
3013 SEIGNEURY DR, WINDERMERE, FL 34786
$1,750,000139 Days on yellowkey MLS ID: O6377087
REDUCED by $100,000 (5.4%) on 05/25/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 5130 Built: 2002Monthly Fee: $250 Tax: $24,337 (2024)Community: Harbor IsleSingle Family
Taxes:$24,337
Tax Year: 2024
Remarks: Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home. Through the grand entrance, the formal living room is bright and chic, with ceiling niche lighting and picturesque windows to enhance the details of this beautifully-crafted estate. Formal living, wine bar, and fabulous chef’s kitchen with breakfast nook with built-ins, plus generously-sized family room enhance your largest gatherings and everyday living. The chef’s kitchen with island and preparation sink feature gas cooktop with hood, stainless appliances, and double ovens. The vast owner’s retreat spans the entire south wing of the house and includes a lovely sitting area, French doors to the patio, large walk-in closets, and a spa-like bath with double vanities, jetted tub, and large shower. Two additional bedrooms are located on the opposite side of the house on the first floor with a Jack and Jill bath and a secondary bed and bath are upstairs off a large game room. The resort-style pool and spa with mammoth paver patio decking and summer kitchen offers a private outdoor retreat under a large screen enclosure. New carpeting and new Plantation shutters just installed. Harbor Isle is an exclusive gated community of just 31 home sites, perched along the shores of Lake Down on The Butler Chain, and on the east side of Windermere offering easy access to downtown Orlando, theme parks, Restaurant Row, and the best shopping options in Central Florida.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$1,125,00016 Days on yellowkey MLS ID: O6413948
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4936 Built: 2014Monthly Fee: $94 Tax: $15,179 (2025)Community: Windermere Trls Ph 5ASingle Family
Taxes:$15,179
Remarks: Experience elevated luxury living in this exceptional Windermere Trails estate, where timeless elegance, grand scale, and resort-style amenities combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, dedicated movie theater, sparkling pool, and an oversized 3-car garage, this remarkable residence spans nearly 5,000 square feet of thoughtfully designed living space. From the moment you arrive, the beautiful tile roof and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more magical with Disney fireworks visible nightly from the front of the home. Inside, you will find soaring ceilings and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The first-floor primary suite is a luxurious retreat, complete with tray ceilings and a spa-like en-suite bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and high-end newer bidets that add an extra touch of comfort and luxury. A private office and spacious laundry room complete the main level. Upstairs, an expansive loft provides the perfect space for a game room, lounge, or secondary living area. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a convenient Jack-and-Jill bathroom. The crown jewel awaits behind closed doors: your very own private movie theater, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a large screened lanai overlooks the stunning resort-style pool with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been upgraded with a newer saltwater conversion system, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully updated with new HVAC units and a whole-house water softener system, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in the heart of Windermere, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers convenient access to Disney, Downtown Orlando, and Orlando International Airport. Combining luxury, comfort, and an exceptional location, this is a rare opportunity to own one of Windermere Trails' most impressive residences.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
1700 LAKE ROBERTS CT, WINDERMERE, FL 34786
$1,450,00026 Days on yellowkey MLS ID: O6410847
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3929 Built: 2002Monthly Fee: $216 Tax: $10,637 (2025)Community: Butler Bay,Windermere ClubSingle Family
Taxes:$10,637
Remarks: 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.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: David Johnston (407-398-3295)
13755 BRAVANTE ALY, WINDERMERE, FL 34786
$480,00095 Days on yellowkey MLS ID: O6389321
REDUCED by $9,999 (2.0%) on 05/28/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1996 Built: 2017Monthly Fee: $254 Tax: $5,646 (2025)Community: Vineyards/Horizons West Ph 2BTownhouse
Taxes:$5,646
Elementary School: Independence Elementary
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable living and dining areas that flow seamlessly into the kitchen, creating a welcoming space for everyday living and entertaining. The thoughtful layout provides both functionality and comfort, making it ideal for a variety of lifestyles. Upstairs, the bedrooms offer privacy and relaxation, along with a versatile second floor loft area that can be used as a home office, media space, or additional living area. The overall design maximizes space and natural light throughout the home. The property also features a covered patio on the side of the home complete with retractable screens, providing a comfortable outdoor space to relax, enjoy your morning coffee, or entertain guests year round. Residents enjoy access to community amenities including a pool and park, offering great opportunities for recreation and outdoor enjoyment. Conveniently located near shopping, dining, schools, and major roadways, this home offers comfort and convenience in the heart of Windermere.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
5741 OXFORD MOOR BLVD, WINDERMERE, FL 34786
$1,550,0004 Days on yellowkey MLS ID: O6416690
1 Days Off yellowkey (back on 6/20/2026)
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4525 Built: 2005Monthly Fee: $185 Tax: $8,893 (2025)Community: Oxford Moor 47/30Spa: YesSingle Family
Taxes:$8,893
Remarks: Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive, thoughtfully designed floor plan. From the moment you enter, you’ll appreciate the home’s grand scale, abundant natural light, and inviting living spaces designed to accommodate both intimate gatherings and large celebrations. The luxurious primary suite and generously sized secondary bedrooms provide comfort and privacy for family and guests alike. Step outside to your private resort-style oasis, featuring a beautifully redesigned pool and spa completely renovated in 2025, creating the perfect backdrop for relaxation and outdoor entertaining. Meticulously maintained and extensively updated, this home offers exceptional peace of mind with both HVAC systems replaced in 2020, fresh interior and exterior paint completed in 2022, a new water heater installed in 2023, and both the well pump and pool pump replaced in 2026. Perfectly positioned in one of Windermere’s most coveted communities, Oxford Moor offers a serene setting while remaining just minutes from top-rated schools, upscale shopping, fine dining, championship golf, major roadways, and Central Florida’s renowned attractions. A rare opportunity to own a beautifully updated luxury residence that seamlessly combines sophistication, comfort, and enduring value. Experience the lifestyle you deserve—schedule your private tour today.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Ana Bruder (321-947-6621)
14506 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786
$410,0002 Days on yellowkey MLS ID: O6417034
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2006Monthly Fee: $201 Tax: $2,500 (2025)Community: Tennyson Pk/SummerportTownhouse
Taxes:$2,500
Elementary School: Keene Crossing Elementary
Remarks: Virtually Staged. Welcome to this 4 bedroom, 2.5 bathroom townhome in the highly sought after area of Windermere and Horizon West! ROOF 2022, WATER HEATER 2025, HVAC 2022, WINDOWS 2024! Be wowed by the location immediately upon driving up to the home where views of conservation as well as the convenience of a A-rated elementary school, playground, dog park, and dining options are just steps away. Head inside and admire the crown molding showcased in the living room and dining room. Continue into the kitchen that overlooks the private back patio. The primary suite is on the first floor and offers a large walk-in closet and en suite bathroom with a garden tub/shower combination. The laundry closet is downstairs for convenience as well as the half bathroom for day guests. Head upstairs to let your spatial needs be satisfied in the loft, 3 remaining bedrooms, and full bathroom. The community of Summerport is loaded with amenities including a community pool, playgrounds, dog parks, dock, fitness center, sports courts, and the HOA maintains the landscaping, roof replacements, and exterior painting. Why choose between space, convenience, and lifestyle when you can have all three? Inquire today to make this gem your own!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
11407 WILLOW GARDENS DR, WINDERMERE, FL 34786
$1,200,0001 Day on yellowkey MLS ID: O6417997
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3501 Built: 1992Monthly Fee: $122 Tax: $12,617 (2025)Community: Willows At Lake Rhea Ph 02Spa: YesSingle Family
Taxes:$12,617
Remarks: 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.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
11832 WATERSTONE LOOP DR, WINDERMERE, FL 34786
$1,595,0004 Days on yellowkey MLS ID: O6415932
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3396 Built: 2012Monthly Fee: $442 Tax: $21,019 (2025)Community: WaterstoneSpa: YesSingle Family
Taxes:$21,019
Remarks: Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering. Encompassing 3,396 square feet, the thoughtfully crafted floor plan features 4 bedrooms, 4 full bathrooms, and 1 half bath, all centered around a stunning private courtyard that creates a seamless connection between indoor and outdoor spaces. Walls of glass flood the home with natural light while framing picturesque views of the pool and outdoor living areas from nearly every room. At the heart of the home, the gourmet kitchen was designed for both everyday living and effortless entertaining. Rich custom cabinetry, exotic stone countertops, premium Bosch stainless steel appliances, a natural gas cooktop, oversized center island, and designer finishes combine to create a space as functional as it is beautiful. The adjacent great room offers a warm yet elegant gathering space, highlighted by exposed wood beam ceilings, a striking gas fireplace, integrated surround sound, and elegant architectural details throughout. The luxurious primary suite serves as a private retreat, featuring direct access to the courtyard and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, and thoughtfully curated finishes. A separate guest suite with its own private exterior entrance offers exceptional flexibility for multigenerational living, extended-stay guests, a home office, or a private retreat. Additional bedrooms are generously sized and well-appointed, providing comfort and privacy for family and visitors alike. Outside, the home's private courtyard transforms into a true resort sanctuary. A screened saltwater pool and raised spa are surrounded by expansive travertine decking and complemented by a beautifully appointed outdoor cabana featuring a masonry fireplace—creating the perfect setting for year-round entertaining or quiet relaxation. Constructed with both quality and efficiency in mind, the residence includes a tankless natural gas water heater, foam insulation, Low-E insulated windows and doors, and high-efficiency HVAC systems. Meticulously maintained and thoughtfully designed throughout, this exceptional Waterstone residence offers an ideal balance of luxury, comfort, and privacy in one of Windermere's most sought-after gated communities.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jay Martin (407-496-8613)
11326 LEDGEMENT LN, WINDERMERE, FL 34786
$919,00031 Days on yellowkey MLS ID: O6409714
REDUCED by $20,000 (2.1%) on 06/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3182 Built: 2002Monthly Fee: $170 Tax: $9,509 (2025)Community: Glenmuir 48 39Single Family
Taxes:$9,509
Remarks: Virtually Staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded cabinetry and modern finishes. Upstairs, you'll find premium luxury vinyl plank flooring, newly replaced in 2026. Additional high-value upgrades include a whole-house water filtration system and a private well irrigation system (both installed in 2022). 2 Air Conditioning units installed in October, 2020. Combining security, style, and efficiency, this thoughtfully upgraded home is completely move-in ready!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jingjing Guan (713-820-3325)
8218 MYSTIC VIEW WAY #2801, WINDERMERE, FL 34786
$419,9002 Days on yellowkey MLS ID: O6418357
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1840 Built: 2013 Tax: $4,295 (2025)Community: Oasis Cove Ii/Lakeside Village PhCondo
Taxes:$4,295
Remarks: Welcome home to this lovely END UNIT Condo offering 3 BR, 2.5 Baths, located in Gated OASIS COVE Resort Community! Located just minutes from Disney and yes, you can watch the FIREWORKS every night! This home is MOVE-IN READY with NEW A/C and high end upgrades including Luxury Vinyl Floors, Plantation Shutters, 42" Cabinets, Stone Counters, All Stainless Appliances, Bosch Dishwasher, Upgraded Lighting and elevated ceilings, all enhancing the Open Concept Living! The Screened Lanai and Outdoor Paver Patio is fenced and offers a private and comfortable space for entertaining. Upstairs Bedrooms have Engineered Wood Floors, plenty of sunshine from the many windows and a nice size Laundry Room complete with Washer, Dryer, and storage. The Primary Bedroom opens to a Garden Bath, Vanity with double sinks, Garden Tub w/ separate Shower and Walk-in Closet has all the Built-In Storage you need. The 2-Car Garage is a dream with extra Storage Cabinets and Drawers and lots of Ceiling Storage Racks. Exterior Features a Paver Driveway, attractive landscaping maintained by association, New exterior paint, Gutters and Downspouts, all with a great sense of security with your RING doorbell system. Community amenities include Community Center, Beach Entry Pool, Fitness Center, Playground, and a walkway around the pond for exercise or an evening stroll! Amazing Location, minutes from all the attractions, Dining and Shopping! Start Living the Florida Dream and make this home your own!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)
Listing Agent: Deb Obert (407-340-8767)
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