Location: Windermere, Windermere
Do Not Show Listings
8266 BRYCE CANYON AVE, WINDERMERE, FL 34786
$484,50035 Days on yellowkey MLS ID: O6410344
REDUCED by $5,000 (1.0%) on 07/09/2026
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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$5,441
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
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)
1002 OAKDALE ST, WINDERMERE, FL 34786
$950,00093 Days on yellowkey MLS ID: TB8495717
REDUCED by $15,000 (1.6%) on 07/11/2026
Bed: 4 Bath: 3.0 Gar: 4 Liv Area Sq Ft: 3516 Built: 1973 Tax: $8,799 (2025)Community: Windermere TownSingle Family
Taxes:$8,799
Elementary School: None
High School: None
Middle School: None
Remarks: Set on a prominent corner lot in one of Windermere’s most sought-after enclaves, this thoughtfully updated residence blends timeless character with modern upgrades, enormous walk out bottom level, massive multiple garages and a lifestyle that is uniquely local to this area. Relax on the expansive front porch and take in the surroundings as neighbors and nature pass by. Recent improvements include a new roof, a fully renovated kitchen, a designer-inspired primary bath, fresh interior and exterior paint, and newer engineered wood flooring, creating a cohesive, move-in ready home with a refined, modern feel. The layout offers expansive living spaces filled with natural light, designed for both everyday comfort and effortless entertaining. The primary suite serves as a true retreat, highlighted by a beautifully reimagined bath featuring a freestanding soaking tub, custom tile work, and a double vanity. Additional living areas and a spacious lower level provide flexibility for a media room, home office, fitness space, or guest accommodations. A rare offering in this location, the property features an impressive 3 bay, 30' long garage on one end and an additional garage bay on the opposite end of the home., ideal for collectors, storage, or workshop needs. Positioned along historic Windermere’s signature tree-lined dirt roads, the setting offers a level of charm and privacy that is increasingly hard to find. Residents enjoy exclusive access to city tennis courts and a private dock with entry to the interconnected lake chain that surrounds this community, delivering a true lake lifestyle just moments from home. Seller is open to negotiating a closing cost credit, providing added flexibility and value for buyers for closing costs or rate buy down. A compelling combination of location, scale, and thoughtful updates—this is Windermere living at its best.
Listing is courtesy of: KELLER WILLIAMS SUBURBAN TAMPA (813-684-9500)
Listing Agent: Frank Smith (401-644-4762)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$925,00064 Days on yellowkey MLS ID: O6407061
REDUCED by $25,000 (2.6%) on 07/10/2026
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)
2 CHASE RD, WINDERMERE, FL 34786
$2,200,000302 Days on yellowkey MLS ID: O6345197
0 Days Off yellowkey (back on 7/10/2026)
REDUCED by $1,000,000 (31.3%) on 06/16/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3889 Built: 2026 Tax: $3,100 (2024)Community: WindermereSingle Family
Taxes:$3,100
Elementary School: Windermere Elem
High School: Olympia High
Tax Year: 2024
Middle School: Chain of Lakes Middle
Remarks: Under contract-accepting backup offers. Pre-Construction. To be built. Pre-Construction. To be built. Pre-Construction | To Be Built | Designed for Unparalleled Luxury Discover an extraordinary opportunity to own a masterfully designed luxury residence in this Windermere community. This exquisite estate, crafted by the renowned Supreme Construction, offers a perfect blend of sophistication, innovation, and timeless elegance. Property Highlights: • Total Living Area: 3,889 Sq. Ft. | Total Building Area: 5,516 Sq. Ft. • 4 Bedrooms | 4 Full Baths | 1 Powder Room | 1 Pool Bath • Expansive Living Spaces with High Ceilings & Open Floor Plan • Great Room | Dining Room | Gourmet Kitchen with Nook & Pantry • Private Elevator & Multiple Open Decks • 2-Car Garage First-Floor Features: • Grand Foyer with Staircase & High Ceilings • Great Room & Elegant Dining Room • Chef’s Gourmet Kitchen with custom cabinetry, quartz countertops, Subzero appliances, and a spacious island • Guest Suite with Private Bath & Walk-in Closet • Laundry Room & Powder Bath • Pool Bath (Outdoor Access) Second-Floor Features: • Lavish Master Suite with Private Balcony, Spa-Inspired Bath & Custom Walk-in Closet • Two Additional Bedrooms with Walk-in Closets & Shared Designer Bathroom • Two Expansive Open Decks for Outdoor Enjoyment Luxury Amenities & Smart Home Features: • State-of-the-Art Smart Home Integration • Hurricane Impact Windows for Safety & Efficiency • Custom California Closets in All Bedrooms • Heat & Glow Fireplaces in the Living Room & Master Suite • Large Format Porcelain Tile & High-End Finishes Throughout • Flat Tile Roof & Metal Truss Construction for Durability Outdoor Oasis & Entertainment Haven: • Resort-Style Custom Pool & Spa (Separate Permit) • Sunken Outdoor Kitchen & Lounge Area for Elevated Entertaining • Landscaped Backyard with Ample Space for Relaxation & Gatherings Prime Windermere Location – Unmatched Lifestyle & Convenience: • Minutes from Isleworth, Home to Celebrities & Sports Icons • Access to the Pristine Butler Chain of Lakes – Ideal for Boating & Water Sports • A-Rated Schools, Parks, & Year-Round Community Activities • Close to Luxury Shopping, Fine Dining, Golf Courses & Entertainment • Easy Access to Disney, Universal, and Orlando’s Top Attractions This exceptional luxury estate embodies a lifestyle of sophistication, exclusivity, and modern convenience. Secure this once-in-a-lifetime opportunity to own a masterpiece of design and craftsmanship in the heart of Windermere. For more details, floor plans, and customization options, contact us today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Matthew Hughes (407-619-4717)
8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786
$1,150,00038 Days on yellowkey MLS ID: O6413196
0 Days Off yellowkey (back on 7/9/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3971 Built: 2016Monthly Fee: $8 Tax: $13,647 (2025)Community: Windermere Trls Ph 3BSpa: YesSingle Family
Taxes:$13,647
Remarks: Under contract-accepting backup offers. FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Autumn Makin (352-455-0044)
12580 CRAGSIDE LN, WINDERMERE, FL 34786
$624,00021 Days on yellowkey MLS ID: O6418877
3 Days Off yellowkey (back on 7/9/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2776 Built: 2003Monthly Fee: $82 Tax: $4,199 (2025)Community: Lakes Windermere Ph 01 49 108Spa: NoSingle Family
Taxes:$4,199
Elementary School: Sunset Park Elem
Remarks: Under contract-accepting backup offers. A rare first-time offering in the highly sought-after Lakes of Windermere, 12580 Cragside Lane is a meticulously maintained, original-owner residence with timeless appeal. Set on a desirable corner homesite, this thoughtfully designed single-story home offers 2,776 SF of living space w/ 4 bedrooms, 2 1/2 baths & a floor plan that gracefully balances formal entertaining w/ comfortable everyday living. A deep covered front porch stretches across the front elevation, creating a warm first impression. Inside, the foyer opens to elegant formal living & dining spaces highlighted by wood flooring, tall ceilings, extensive millwork, decorative niches & abundant natural light. A built-in dry bar w/ a wine refrigerator, additional cabinetry & serving space provides the perfect transition between the dining room & kitchen. At the center of the home, the kitchen opens seamlessly to the eat-in nook & family room, creating an easy flow for everyday living, casual dining & entertaining. The kitchen features a large island w/ seating, abundant wood cabinetry, generous granite countertops, stainless steel appliances & pantry. Large windows & glass doors frame views of the covered rear lanai and charming fenced backyard, where refreshed landscaping & new sod create an inviting setting for year-round outdoor living. A conveniently located powder bath, sizable indoor laundry room & separate storage closet complete the main living area. Privately positioned at the rear of the home, the primary suite serves as a quiet retreat featuring a soft entry, wood flooring, an elegant tray ceiling, private access to the lanai & an expansive walk-in closet. The spacious bath offers a garden tub, a separate glass-enclosed walk-in shower w/ neutral tile, an oversized real wood dual-sink vanity w/ extensive granite counter space, large mirrors & a private water closet. Three alternate bedrooms occupy their own wing at the front of the home, providing excellent separation for family members or guests. The secondary bathroom features a long granite-topped vanity w/ dual hammered copper sinks & a private, combined water closet with tub/shower area. Additional improvements include a recently replaced Carrier HVAC air handler (2024), water heater (2020), Kinetico water softener, some newer appliances including a front-loading Samsung Bespoke washer & dryer, and a new roof, which the seller intends to install prior to closing. Outside, mature landscaping, sidewalks & a quiet rear alleyway complement the desirable corner homesite, while a rear-entry, attached 2-car garage adds everyday convenience. Located outside a designated flood hazard area, the home is zoned for highly regarded A-rated schools, including Sunset Park Elementary, Horizon West Middle & Windermere High School. Residents of Lakes of Windermere enjoy beautifully maintained parks, playgrounds, tennis courts, a clubhouse, a community pool, sand volleyball courts, scenic ponds, a fishing pier, recreational fields & walking paths all just minutes from Walt Disney World, Horizon West, Winter Garden Village, exceptional shopping, dining & major roadways providing convenient access throughout Central Florida. Lovingly maintained by its original owner for more than two decades, this exceptional residence offers an increasingly rare opportunity to own a well-cared-for home with timeless appeal, an outstanding floor plan & an exceptional location in one of Windermere’s most established & desirable communities.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Padgett Mccormick (407-645-4321)
12633 HADDON DR, WINDERMERE, FL 34786
$650,00049 Days on yellowkey MLS ID: O6411199
0 Days Off yellowkey (back on 7/2/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3000 Built: 2003Monthly Fee: $82 Tax: $7,410 (2025)Community: Lakes WindermereSpa: NoSingle Family
Taxes:$7,410
Remarks: Back on market, no fault of the property. Prior buyer was unable to close their own home sale within the contracted timeframe. Sitting on a premium corner lot with mature landscaping, this beautiful Kensington model by Ashton Woods is located in the highly sought-after Lakes of Windermere community! Offering nearly 3,000 sq ft, this move-in ready home has been meticulously cared for and features room for a future pool. Recent updates include a new roof (2024), new hot water heat (July 2026), new downstairs A/C (2026), upstairs A/C (2023), upgraded Stainmaster PetProtect carpet (2026), quartz countertops, marble backsplash, cabinet lighting, paver patio, aluminum fencing, and updated landscaping. Inside, you’ll love the open split-bedroom floor plan, crown molding, upgraded flooring, and spacious kitchen with tons of cabinet space and stainless steel appliances overlooking the family room with custom built-in entertainment center wired for home theater. Upstairs 5th bedroom with full bath could also make the perfect theater room, game room, and guest suite. Lakes of Windermere offers a welcoming small-town atmosphere with resort-style amenities including a fishing dock, junior Olympic-size community pool, tennis courts, playgrounds, and organized recreational activities. Ideally located just minutes from Disney, Winter Garden Village, I-4, SR 408, and the Florida Turnpike.
Listing Agent: Amy Brown (443-851-1508)
7011 NOBLETON DR, WINDERMERE, FL 34786
$580,00046 Days on yellowkey MLS ID: O6412101
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2460 Built: 2003Monthly Fee: $82 Tax: $9,209 (2025)Community: Lakes Windermere Ph 01 49 108Single Family
Taxes:$9,209
Remarks: TOP RATED SCHOOLS!!! Welcome to this beautifully maintained Craftsman-style home in the highly sought-after Lakes of Windermere community. Perfectly positioned on a premium homesite overlooking tranquil conservation views, this 4-bedroom, 2.5-bath residence combines timeless charm with modern upgrades and exceptional indoor-outdoor living. Inside, you’ll find a light-filled floor plan featuring hardwood flooring, elegant transom windows, custom built-ins, and spacious living and dining areas ideal for both everyday living and entertaining. The upgraded kitchen offers granite countertops, solid wood cabinetry, stainless steel appliances, a butler’s pantry, and ample prep and storage space. This is the one you’ve been waiting for—schedule your private showing today.
Listing is courtesy of: KARDOSH REALTY (407-499-4466)
Listing Agent: Frederico Hexsel (407-745-8841)
2009 WOODY DR, WINDERMERE, FL 34786
$1,200,00010 Days on yellowkey MLS ID: O6422132
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3540 Built: 1974Monthly Fee: $85 Tax: $6,392 (2024)Community: Windermere DownsSpa: NoSingle Family
Taxes:$6,392
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Rebekkah Boskovich (321-438-3307)
8715 QUIET MEADOWS TRL, WINDERMERE, FL 34786
$825,00052 Days on yellowkey MLS ID: O6410762
0 Days Off yellowkey (back on 6/14/2026)
REDUCED by $15,000 (1.8%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3388 Built: 2013Monthly Fee: $10 Tax: $11,511 (2025)Community: Windermere Trls Ph 1CSpa: YesSingle Family
Taxes:$11,511
Remarks: Experience 8715 Quiet Meadows Trl, a residence recently refreshed with fresh interior paint throughout. The kitchen is equipped with a central island and all stainless steel appliances. The primary bathroom features double sinks and a separate tub and shower, while the primary bedroom contains a walk in closet. Outside, a covered patio overlooks a ground pool and partially fenced. A perfect blend of modern updates and refreshing outdoor comfort. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,175,00096 Days on yellowkey MLS ID: S5147648
REDUCED by $75,000 (6.0%) on 04/27/2026
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3390 Built: 1999 Tax: $5,631 (2024)Community: Windermere TownSpa: NoSingle Family
Taxes:$5,631
Remarks: A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.
Listing is courtesy of: IRIS INTERNATIONAL (407-448-5085)
Listing Agent: Robert Trien (407-484-8474)
8236 PROCIDA ISLE LN, WINDERMERE, FL 34786
$1,080,000146 Days on yellowkey MLS ID: O6383546
REDUCED by $20,000 (1.8%) on 06/19/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4176 Built: 2018Monthly Fee: $299 Tax: $12,887 (2025)Community: Windermere Isle Ph 2Spa: NoSingle Family
Taxes:$12,887
Remarks: This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light granite countertops, subway tile backsplash, a unique coffee bar nook with extra storage, and a spacious walk-in pantry with upgraded shelving—perfect for organization and functionality. Downstairs also offers a private bedroom and full bath with an oversized walk-in shower, ideal for guests or multigenerational living. Upstairs, you’ll find a versatile lounge area and four additional spacious bedrooms. The luxurious primary suite boasts a spa-like shower, upgraded vanity with extra storage, and a large walk-in closet complete with custom shelving. The upstairs laundry room includes enhanced shelving for optimal organization. Step outside to your screened-in private lanai overlooking a sparkling saltwater pool with heater, surrounded by mature landscaping that creates your own backyard oasis. Additional premium upgrades include EV outlet and charger, upgraded garage flooring, and a saltwater pool system for easy maintenance. Located in a vibrant community offering social events, a community pool, and playground—and situated near top-rated schools—this home is just a short drive from Disney property, making it perfect as a primary residence or vacation retreat.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Babi Hennemann (407-633-0777)
7409 FAIRGROVE AVE, WINDERMERE, FL 34786
$765,99018 Days on yellowkey MLS ID: O6420597
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3285 Built: 2015Monthly Fee: $198 Tax: $10,018 (2025)Community: Windermere SoundSingle Family
Taxes:$10,018
Remarks: Welcome to one of the most desirable communities in Windermere! This beautifully designed home offers 5 spacious bedrooms, 3 full bathrooms, and an exceptional floor plan featuring a large family room on the main level and an additional loft upstairs, providing the perfect balance of comfort, functionality, and flexible living space. Boasting approximately 3,285 square feet of living area, this is one of the builder’s most popular and highly sought-after floor plans. Every room has been thoughtfully designed to maximize space, natural light, and everyday convenience, making it ideal for growing families, entertaining guests, or working from home. The community offers outstanding amenities and a welcoming neighborhood atmosphere. Residents enjoy convenient access to major highways, shopping centers, supermarkets, restaurants, and everyday essentials. Located in the heart of Central Florida, this home is just a short drive from Disney World, Universal Orlando Resort, SeaWorld Orlando, and many of the area’s world-famous attractions, while also providing easy access to Orlando International Airport and Downtown Orlando. If you’re looking for a spacious, move-in-ready home in one of Windermere’s most sought-after communities, this is an exceptional opportunity you won’t want to miss.
Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)
Listing Agent: Zhe Wang (407-705-7288)
412 FOREST ST, WINDERMERE, FL 34786
$840,00038 Days on yellowkey MLS ID: O6414200
0 Days Off yellowkey (back on 7/3/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 1973 Tax: $4,939 (2025)Community: Windermere TownSpa: NoSingle Family
Taxes:$4,939
Remarks: Under contract-accepting backup offers. Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
13324 LONGACRE DR, WINDERMERE, FL 34786
$510,00037 Days on yellowkey MLS ID: S5151263
2 Days Off yellowkey (back on 7/3/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2058 Built: 2013Monthly Fee: $115 Tax: $7,924 (2025)Community: Windermere TerraceSingle Family
Taxes:$7,924
Remarks: Welcome to this beautifully maintained and exceptionally spacious one-story home located in the highly desirable Windermere Terrace community in the heart of Windermere. Offering 3 bedrooms, 2 bathrooms, plus a large dedicated office/flex room, this home provides the perfect blend of comfort, functionality, and style for today's lifestyle. From the moment you enter, you'll appreciate the open and inviting floor plan designed for both everyday living and entertaining. The spacious living and dining areas are filled with natural light, creating a warm and welcoming atmosphere throughout the home. The well-appointed kitchen features 42-inch cabinetry, granite countertops, stainless steel appliances, ample counter space, and abundant storage, making it a dream for both home chefs and entertainers alike. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bathroom and generous closet space. Two additional bedrooms provide flexibility for family members or guests, while the large office can easily be used as a home office, media room, playroom, or even a potential fourth bedroom. One of the standout features of this home is the oversized laundry room, complete with a convenient utility sink and additional storage space rarely found in similar homes. Step outside and enjoy the Florida lifestyle with outdoor living space perfect for relaxing, grilling, or spending quality time with family and friends. Residents of Windermere Terrace enjoy access to outstanding community amenities, including a resort-style swimming pool with cabana, playground, walking paths, and beautifully maintained common areas. The location is second to none—just minutes from shopping, dining, entertainment, and everyday conveniences. You'll love being approximately 10 minutes from Walt Disney World Resort, with easy access to major highways including SR-429, SR-408, CR-535, and Florida's Turnpike, making commuting throughout Central Florida simple and convenient. Families will appreciate the proximity to highly rated schools and the convenience of nearby shopping destinations, restaurants, golf courses, and recreational opportunities. With its desirable Windermere address, spacious one-story layout, flexible office space, excellent community amenities, and motivated seller offering potential closing cost assistance, this home represents an incredible value in today's market. Opportunities like this are becoming increasingly rare in Windermere. Don't miss your chance to make this beautiful home yours. Click the virtual tour button for a complete walkthrough and schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
8552 POWDER RIDGE TRL, WINDERMERE, FL 34786
$680,000141 Days on yellowkey MLS ID: S5144276
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2612 Built: 2016Monthly Fee: $82 Tax: $8,150 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,150
Remarks: Under contract-accepting backup offers. Located in the highly desirable area of Windermere, this spacious 4-bedroom, 2.5-bath home offers comfort, functionality, and added income potential. The property features an open and inviting floor plan, perfect for both everyday living and entertaining. Upstairs above the garage, you’ll find a private apartment 1 Bedroom and 1 bathroom —ideal for guests, extended family, a home office, or rental income opportunity. Enjoy living in one of Central Florida’s most sought-after communities, known for its charm, excellent schools, and convenient access to shopping, dining, and major highways.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Andrea Munoz (407-989-2021)
7180 BEEK ST, WINDERMERE, FL 34786
$780,000114 Days on yellowkey MLS ID: O6393213
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3648 Built: 2013Monthly Fee: $124 Tax: $11,023 (2025)Community: Windermere TerraceSingle Family
Taxes:$11,023
Remarks: Spacious 6-Bedroom Home Just Minutes from Disney! Discover the perfect blend of space, comfort, and convenience in this stunning Hayden floorplan by Pulte Homes, located in the highly sought-after Windermere Terrace community. This beautifully maintained home offers 6 bedrooms + a bonus room, 4 full bathrooms, and a 3-car garage — ideal for growing families or hosting guests. A private guest suite with full bath – perfect for visitors or multi-generational living. Formal dining room for special occasions. Open-concept kitchen, breakfast nook, and family room — great for everyday living and entertaining. Spacious master suite on the first floor with a luxurious bathroom featuring dual sinks, soaking tub, and separate shower. Convenient laundry room with built-in cabinets and sink. "Drop-zone" near the garage entry for shoes, bags, and daily essentials. The kitchen is a chef’s dream with 42” cabinets, granite countertops, and all major appliances included. Upstairs, you'll find 4 additional bedrooms, 2 full baths, and a versatile loft/game room — an ideal space for movie nights, play area, or home office. Step outside and enjoy a private backyard perfect for entertaining family and friends. Community Pool. Close to top-rated schools, shopping, dining, and entertainment (including Winter Garden Village & Hamlin Town Center at Horizon West). Easy access to major highways: I-4, Florida Turnpike, SR 429 & 408. Just minutes from Magic Kingdom and other Orlando attractions. This is more than a home — it's a lifestyle upgrade. Schedule your showing today and see why Windermere Terrace is one of the area's most desirable places to live!
Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)
Listing Agent: Maria Ubillus (954-242-7900)
12718 WINDERMERE ISLES PL, WINDERMERE, FL 34786
$1,480,00091 Days on yellowkey MLS ID: O6399958
REDUCED by $10,000 (0.7%) on 07/02/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3487 Built: 1997Monthly Fee: $130 Tax: $6,661 (2025)Community: Isles WindermereSpa: YesSingle Family
Taxes:$6,661
Middle School: Bridgewater Middle
Remarks: Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. Inside, the home features generously sized rooms filled with comfort and charm, including an oversized family room with a wood-burning fireplace. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a full vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere’s premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated home in one of Central Florida’s most desirable communities.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Patricia Zimath, Llc (321-318-1050)
13137 PENSHURST LN, WINDERMERE, FL 34786
$560,00015 Days on yellowkey MLS ID: O6421270
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1948 Built: 2007Monthly Fee: $80 Tax: $3,439 (2025)Community: Lakes/Windermere Ph 03 P & QSpa: NoSingle Family
Taxes:$3,439
Remarks: This charming 3/2 home in the heart of Windermere is sure to make you fall in love! The covered porch and walkway provide a serene entrance to the place you'll be proud to call home. Step inside and you'll find two cozy bedrooms with a bathroom in between, also conveniently located for guests. The hallway leads to a two car garage entrance and laundry room (equipped with newer GE washer and dryer) on the left and a large flex space on the right. This space, with bamboo floors, can serve as a formal living room and family room or a formal dining room and living room - the options are endless! Across from this space is the kitchen, which also has space next to it that can be used for dining or a home office. The kitchen has a GE cooktop with separate oven, two microwaves (one can be replaced with a hood), a new Samsung fridge (2025), and walk-in pantry. The master bathroom which is conveniently located off of the kitchen has a walk in closet (with a rotating shoe rack that holds 90+ pairs), extended shower, and separate toilet room. But wait, there's more! Enjoy a screened lanai that extends the width of the house, mango and avocado trees, easy access to the newest community center with pool, and a plethora of smart features! Other features you'll be excited about include a water softener system (2024) and privacy tints on all windows - which also helps with the Florida heat! Oh and did I mention that the sun rises in the front and sets in the back?! Fall sunsets on the covered lanai are a dream!
Listing is courtesy of: MORRIS WILLIAMS REALTY (888-326-3949)
Listing Agent: Jauquese Knowles (407-620-9490)
516 JENNIFER LN, WINDERMERE, FL 34786
$1,295,00021 Days on yellowkey MLS ID: O6419731
0 Days Off yellowkey (back on 6/29/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3021 Built: 1982Monthly Fee: $333 Tax: $6,252 (2025)Community: Windermere OaksSpa: YesSingle Family
Taxes:$6,252
Remarks: OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true extension of the home. The screened pool area is the heart of the property, beautifully finished with brick pavers & designed for everyday enjoyment as well as memorable entertaining. The 35' X 20' IRREGULAR-SHAPED POOL is complemented by multiple water features, a separate step-in spa with bubbler, a custom firepit, and a highly functional summer kitchen with bar seating, grill, ice maker & refrigerator. With approximately 812 SQ FT OF OPEN FINISHED PORCH/LANAI AREA, including a main lanai approximately 62' X 12', there is room to dine, gather, relax, watch the game, host friends, or simply enjoy the peaceful setting in every season. The PRIMARY SUITE is a true highlight of the home, privately positioned and beautifully finished with a spacious bedroom, direct access to the outdoor living area, and a STUNNING PRIMARY BATH that feels calm, elegant & luxurious. Thoughtful details, generous closet space, quality finishes, and a retreat-like feel make this suite stand apart. Inside, the home offers a warm, livable floor plan with NO STAIRS & generous gathering spaces. The main living areas connect comfortably to the outdoor spaces, creating an easy flow for entertaining & everyday life. The kitchen is positioned at the center of the home with generous prep & storage space, natural gas cooking, and a connection to the main living & dining areas that keeps everyone together. Additional bedrooms & flexible rooms provide options for guests, work, hobbies, fitness, or multigenerational living. The ONE-STORY design offers long-term comfort & convenience without sacrificing space or privacy. The setting is what makes this property so special. With 1.27 ACRES inside the Town of Windermere, there is a sense of privacy & breathing room that is increasingly hard to find. Mature trees, established landscaping, and a long residential feel create a peaceful backdrop, while the partial lake view adds a lovely connection to the Butler Chain lifestyle without making the home solely about the view. Life in WINDERMERE OAKS means you are close to the charm of downtown Windermere, weekly farmers markets, community events, local parks, brick streets & the small-town character that makes this area so loved. You are also minutes from top schools, shopping, dining, major roadways & Central Florida attractions, making the location as practical as it is beautiful. This is the kind of Windermere property buyers hope to find but rarely do: 1.27 private acres, ONE-STORY LIVING, NATURAL GAS, exceptional outdoor living, a beautiful PRIMARY SUITE, a PARTIAL BUTLER CHAIN LAKE VIEW, and a setting that makes home feel like the best place to be. It invites you to slow down, gather often, celebrate outside & enjoy the lifestyle that makes the TOWN OF WINDERMERE so special.
Listing is courtesy of: THE ROSENBLOOM TEAM (407-376-4454)
Listing Agent: Cindy Rosenbloom (407-876-9175)
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