Location: Windermere, 34786
Do Not Show Listings
13836 BLUEBIRD POND RD, WINDERMERE, FL 34786
$675,00070 Days on yellowkey MLS ID: TB8502779
1 Days Off yellowkey (back on 7/1/2026)
REDUCED by $23,000 (3.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2108 Built: 2004Monthly Fee: $100 Tax: $3,052 (2025)Community: SummerportSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,052
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38 attic insulation. Fiber optic cable is available, and the property offers room for a pool along with a one-year home warranty. Low HOA. Enjoy the spacious lanai accessible from both the family room and the primary bedroom. Start your mornings on the charming front porch overlooking the park. Summerport community amenities include a pool, fitness center, tennis, volleyball, and basketball courts, as well as a playground. Additional highlights include a rear-access two-car garage with storage shelves. Conveniently located just minutes from top-rated schools, dining, entertainment, and theme parks. Schedule your showing today and experience this beautiful home set in a garden-like setting.
Listing is courtesy of: GETMOREOFFERS (727-942-2929)
Listing Agent: Keith Gordon (727-610-8041)
6124 FOXFIELD CT, WINDERMERE, FL 34786
$1,295,00014 Days on yellowkey MLS ID: O6419393
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2887 Built: 2001Monthly Fee: $298 Tax: $8,717 (2025)Community: Keenes PointeSingle Family
Taxes:$8,717
Elementary School: Windermere Elem
Remarks: Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living. Featuring 4 bedrooms, 3 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space, this residence showcases extensive hardwood flooring, upgraded cabinetry, granite countertops, and an inviting open layout ideal for both everyday living and entertaining. Recent improvements provide peace of mind and exceptional value, including a brand-new metal roof, new a/c unit and fresh interior and exterior paint, enhancing both the home's appearance and long-term durability. The spacious floor plan offers generous gathering areas filled with natural light, while the well-appointed kitchen opens seamlessly to the main living spaces. The private primary suite provides a relaxing retreat, and the guest accommodations are thoughtfully positioned to offer comfort and privacy for family and visitors alike. Step outside to the screened lanai and enjoy Florida living year-round. Complete with a summer kitchen and fenced backyard, the outdoor space is perfect for dining, entertaining, or simply unwinding in a peaceful setting. Additional highlights include a two-car garage plus a dedicated golf cart garage, custom closet storage, and mature landscaping. Located within the 24-hour guard-gated community of Keene's Pointe, residents enjoy access to one of Central Florida's premier golf and lifestyle communities, with optional membership opportunities at The Golden Bear Club. Conveniently located near top-rated schools, dining, shopping, and major roadways, this exceptional Windermere home offers an outstanding opportunity to enjoy the Keene's Pointe lifestyle. Virtual Floorplan available.
Listing is courtesy of: JULIAN PROPERTIES, INC. (407-291-4900)
Listing Agent: Bo Julian (407-694-5843)
5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786
$1,999,90067 Days on yellowkey MLS ID: O6402594
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5922 Built: 2005Monthly Fee: $317 Tax: $17,783 (2025)Community: Tildens GroveSpa: YesSingle Family
Taxes:$17,783
Remarks: Welcome to one of Windermere’s finest offerings — an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and panoramic screen overlooking the water, gourmet kitchen, a dedicated gym, plus two generous family / entertainment spaces upstairs and down… all create a floor plan that handles both grand entertaining and relaxed everyday living. Updates to HVAC, lighting, fixtures, media systems, and wood flooring throughout. Soaring ceilings with architectural features, and elegant architectural details define every room. Bedroom layout creates a lot of options with one of the downstairs bedrooms featuring a separate side entry just off of the driveway with direct access to a full bathroom - ideal for guests and multi-generational living. The original sixth bedroom was converted to the home theater by prior owners but could easily be returned to the original six-bedroom layout. Or the spacious upstairs home gym with stunning waterfront views could be converted to a bedroom as well - so many options! Three-car garage built to accomodate over-sized vehicles, paver driveway, lush mature landscaping. Tildens Grove offers larger homesites and amenities including tennis, pickleball, basketball, playground, and a scenic park. Minutes to Disney World, Restaurant Row, Windermere Chain of Lakes boat ramp access, top-rated schools, quick SR-429 access for easy day trips to the beach, and approximately 30 minutes to Orlando International Airport. Luxury, privacy, and convenience — all in one remarkable home. Owners have this priced right so don’t delay in setting up your private showing today.
Listing is courtesy of: DERENTHAL REALTY (321-662-8014)
Listing Agent: Mike Derenthal (321-662-8014)
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,489,99948 Days on yellowkey MLS ID: O6405977
REDUCED by $10,000 (0.7%) on 07/01/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3868 Built: 2004Monthly Fee: $640 Tax: $18,824 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$18,824
Remarks: Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years. A grand double-door entry opens to formal living and dining spaces highlighted by contemporary accent walls and a striking fireplace. The spacious kitchen is designed for both everyday living and entertaining, featuring upgraded stainless steel appliances, abundant cabinetry, stylish countertops, a beverage refrigerator, and an open flow into the family room. The split-bedroom floor plan includes a private office and a spacious primary suite complete with California closets and a luxurious ensuite bath featuring dual vanities, a walk-in shower, and a freestanding soaking tub. Upstairs, the oversized bonus room with full bath offers flexibility as a guest suite, second primary suite, or media room. Sliding doors lead to an expansive screened pool area ideal for relaxing or entertaining, while the lush backyard garden creates a peaceful setting to enjoy your morning coffee. The home also features a spacious 3-car garage. *Roof and water heater was replaced 5 years ago.* Ideally located near top-rated schools, shopping, dining, and area attractions, this move-in ready Windermere home is one you won’t want to miss.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Julie Davis, Llc (407-579-7584)
2509 RIDGEWIND WAY, WINDERMERE, FL 34786
$1,460,00061 Days on yellowkey MLS ID: O6402522
0 Days Off yellowkey (back on 6/6/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3844 Built: 1998Monthly Fee: $220 Tax: $19,706 (2025)Community: Estates At WindermereSingle Family
Taxes:$19,706
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Under contract-accepting backup offers. Welcome to 2509 Ridgewind Way, a timeless Southern estate tucked inside the gates of The Estates at Windermere—one of Windermere’s most beloved communities known for its oak-lined streets, oversized lots, and quiet charm. Set on a rare .75-acre homesite, this beautifully updated residence blends classic architecture with the functionality today’s buyers are searching for. A wraparound front porch, copper lanterns, and mature oaks create an immediate sense of arrival, while inside, nearly 3,900 square feet unfold with warmth, light, and thoughtful design. At the center of the home, the renovated kitchen was made for gathering—featuring an oversized island, built-in banquette seating, premium appliances, and seamless flow into both formal and casual living spaces. The floor plan lives exceptionally well with 4 bedrooms, 3.5 baths, TWO bonus rooms, TWO primary suites, a private office, custom drop zone, extensive storage, and a dream laundry room rarely found at this price point. The main-level primary suite offers a true retreat with porch access, a spa-inspired bath, clawfoot soaking tub, oversized walk-in shower, and custom boutique-style closet built-ins. Upstairs, spacious secondary bedrooms and flexible bonus spaces create endless options for media, fitness, play, or guests. Outside, the experience becomes resort-like. A screen-enclosed, solar-heated lagoon pool with waterfall feature is surrounded by lush, mature landscaping, while the expansive lanai was designed for entertaining—with a wood-burning fireplace, mounted TVs, built-in bar, and kegerator beneath glowing café lights. Mature mango and lemon trees complete the setting, while a private well keeps the landscaping green year-round. Additional highlights include a paver driveway, oversized three-car garage with epoxy floors and custom storage, EV charger, newer HVAC (2023), water heater (2022), and roof (2017). Residents of The Estates at Windermere enjoy a rare combination of privacy and community, with just 67 homes, plus tennis, pickleball, playground, and a location minutes from top-rated public and private schools, dining, shopping, major highways, and Orlando’s premier attractions.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Hilary Hall (407-902-9311)
6379 SWANSON ST, WINDERMERE, FL 34786
$1,099,00076 Days on yellowkey MLS ID: O6400522
REDUCED by $20,000 (1.8%) on 06/25/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3804 Built: 2014Monthly Fee: $167 Tax: $10,769 (2025)Community: EnclaveSpa: YesSingle Family
Taxes:$10,769
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. From the moment you arrive, this Mediterranean home in the highly sought after Enclave makes an impression. It offers a balance of grand design and everyday livability. Inside, the entryway features rich paneling and an open railed staircase that sets the tone. The open floor plan flows into a bright family room and gourmet kitchen designed for both daily living and entertaining. The oversized island provides seating, while 42 inch wood cabinets with crown molding keep the space clean and functional. Large doors to the backyard bring in natural light and create an open, airy feel. The first floor also includes a full bathroom and a spacious guest bedroom, ideal for visitors or multi generational living. Upstairs, a central loft separates the primary suite from the secondary bedrooms, offering privacy. The primary suite is generously sized with a private sitting area. One secondary bedroom can be paired with a nearby bathroom to create a private ensuite, perfect for long term guests or added independence. The backyard is one of the largest in the community with a unique lot shape and side yards on both sides for added space and privacy. A covered patio spans most of the rear of the home, creating a true outdoor living area. The custom deck and private swim spa pool built for up to eight people make this space stand out for both entertaining and relaxing. Located just 1.5 miles from Windermere Preparatory School and zoned for top rated Orange County schools, the home is also minutes from the Butler Chain of Lakes, Downtown Windermere, Winter Garden Village, Disney, and major roadways.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: John Cunningham (407-801-4141)
6820 THORNHILL CIR, WINDERMERE, FL 34786
$520,00079 Days on yellowkey MLS ID: V4948591
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2009Monthly Fee: $82 Tax: $7,228 (2025)Community: Lakes Of WindermereSingle Family
Taxes:$7,228
Remarks: The moment you have been waiting, Get Ready to see this House. Tenant's Lease ends July 15/ 2026 Welcome to this stunning 2-story residence featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus area—ideal for a home office, gym, or playroom at The Lakes of Windermere. The expansive primary suite boasts vaulted ceilings, creating a bright and airy retreat, along with a generous walk-in closet. The primary bathroom includes a relaxing jacuzzi tub, perfect for unwinding. Upstairs, enjoy wood flooring throughout—no carpet, offering both elegance and easy maintenance. Wooden plantation shutters throughout the home. Designed for comfort and efficiency, this home includes Impact Windows, stainless steel appliances, a new washer and dryer, and ceiling fans in both the living room and primary bedroom. Step outside to a fully fenced backyard, perfect for entertaining, relaxing, or enjoying time with pets. The outdoor space features a mature mango tree and a charming pergola, creating your own private retreat. An irrigation system using reclaimed water keeps the landscaping lush and eco-friendly. The extended rear driveway, with alley access, provides ample guest parking. The 2-car garage is thoughtfully upgraded with epoxy flooring, built-in storage cabinets, an extra refrigerator, and a new garage door opener—perfect for organization and convenience. Located in the highly desirable Lakes of Windermere community, residents enjoy beautifully maintained parks, scenic lake views, playgrounds, and a community pool. The home is situated on a quiet single-entry loop, surrounded by a mix of elegant and lakefront custom homes. Just minutes from shopping, dining, Disney resorts, and more—this home offers the perfect blend of comfort, style, and location.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Maria Galindez (305-803-3799)
2125 KANE PARK WAY, WINDERMERE, FL 34786
$965,000214 Days on yellowkey MLS ID: O6358139
REDUCED by $10,000 (1.0%) on 06/28/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2743 Built: 1992Monthly Fee: $118 Tax: $8,555 (2024)Community: Willows At Lake Rhea Ph 02Spa: NoSingle Family
Taxes:$8,555
Tax Year: 2024
Remarks: Fresh Exterior Updates! This beautifully updated custom home has just been refreshed with new exterior paint and a newly painted pool deck, enhancing its curb appeal and outdoor living spaces. Updated professional photography will be added soon to showcase the refreshed exterior and recent improvements. Rare opportunity to own a custom pool home on .71 acres in the Town of Windermere for under $1 million. Built by renowned luxury builder Richard Watson, this single-story home is situated on an oversized cul-de-sac lot in Willows at Lake Rhea, offering exceptional privacy between homes, mature landscaping, and zoning for Windermere Elementary, Bridgewater Middle, and Windermere High School. Inside, soaring ceilings, Acacia wood flooring, and abundant natural light complement the open floor plan featuring four bedrooms, three full bathrooms, formal living and dining rooms, and a spacious family room with a wood-burning fireplace. Triple sliding glass doors and French doors create seamless indoor-outdoor living with beautiful views of the custom pool and expansive backyard. The updated kitchen features granite countertops, soft-close cabinetry, under-cabinet lighting, porcelain tile flooring, a stylish backsplash, generous storage, and a bright breakfast nook overlooking the pool. The oversized primary suite offers direct pool access and a renovated spa-inspired bath with a freestanding soaking tub, zero-entry shower, quartz dual vanities, and dual custom walk-in closets. Outdoor living is equally impressive with a custom pebble-finish pool, spacious screened lanai with a coffered ceiling, outdoor sink and cabinetry, and the newly refreshed pool deck. The oversized homesite offers a rare combination of space and privacy, providing plenty of room to entertain, play, garden, or simply enjoy the peaceful setting. Residents enjoy tennis and pickleball courts, basketball, a playground, and a neighborhood park. Living in the Town of Windermere also includes access to the Butler Chain of Lakes boat ramp, the weekly farmers market, public library, food truck nights, holiday celebrations, and year-round community events. Adding to the appeal, the Town of Windermere is constructing the Windermere Ward Trail, a new multi-modal pathway that will make it even easier to bike, walk, or golf cart to downtown. Conveniently located near SR-429, SR-408, Florida's Turnpike, Winter Garden Village, Dr. Phillips, Walt Disney World, Universal Orlando, shopping, dining, golf, and everyday conveniences. Recent improvements include exterior paint (2026), freshly painted pool deck (2026), HVAC system (2025), irrigation pump (2025), pool pump (2025), water heater (2024), and septic drainfield replacement (2018). To provide additional flexibility for the next owner, the seller is also including a stainless steel commercial-style range hood with extension, which may be installed if desired. Combining quality Richard Watson construction, an oversized .71-acre homesite, recent updates, and one of the most desirable locations in the Town of Windermere, this move-in-ready home presents an exceptional opportunity for buyers seeking privacy, space, and the Windermere lifestyle. Schedule your private showing!
Listing is courtesy of: INFINITY REALTY GROUP LLC (407-234-2256)
Listing Agent: Deb Schroeder (407-234-2256)
11027 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,597,00015 Days on yellowkey MLS ID: O6417606
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3486 Built: 2003Monthly Fee: $637 Tax: $16,956 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$16,956
Remarks: Welcome to 11027 Hawkshead Court, a beautifully updated 4-bedroom plus a dedicated office, 3 full bath, and 1 half bath residence offering approximately 3,500 square feet of living space on a private 0.37-acre corner lot in the guard-gated Reserve at Lake Butler Sound, in the heart of Windermere, complete with 24 hour roving security. With extensive renovations completed between 2022 and 2026, this move-in-ready home combines luxury finishes, timeless design and excellent craftsmanship throughout. The heart of the home is an open-concept kitchen featuring upgraded countertops, a 7-foot built-in Dacor refrigerator with dual ice makers, a 5-burner Dacor gas cooktop, and double wall ovens equipped with advanced features including steam cooking and flexible oven configurations. Cohesive flooring throughout the home creates a seamless flow from room to room. The home features stunning custom built-ins in the living room complete with a rolling library ladder, as well as a striking custom entertainment wall with fireplace and built-in lighting. Soaring 12-foot ceilings in the main living areas and primary suite create an airy, elegant atmosphere. The thoughtfully designed split floor plan offers exceptional privacy, with the primary suite situated on the opposite side of the home from the secondary bedrooms. A dedicated office with custom built-in shelving provides an ideal work-from-home space. The luxurious primary retreat features dual custom closets and a spa-inspired bathroom complete with marble tile, a custom vanity, and a freestanding soaking tub. Custom California Closet systems extend throughout the home, maximizing organization and functionality. Two secondary bedrooms are connected by a Jack-and-Jill bathroom, while the fourth bedroom enjoys access to its own full bath, making it ideal for guests, teens, or multigenerational living. Step outside to your private backyard oasis. The gas heated pool and raised spa are surrounded by multiple gathering spaces, including shaded seating and dining areas perfect for relaxing or entertaining. The fully fenced backyard offers exceptional privacy and features both a turfed side yard with putting green and a separate grassy side yard. Set on a private 0.37-acre corner lot bordered by two quiet dead-end roads, the outdoor living spaces feel both peaceful and secluded. Additional improvements include exterior and interior painting, premium Pella doors, a whole-home owned water softener system, new flooring throughout, a new septic drain field, and much more. Located within one of Windermere's most sought-after luxury communities, this home offers privacy, functionality, and refined living. Lovingly maintained and extensively improved, this property provides the opportunity to enjoy resort-style living without the hassle of future renovations - simply move in and enjoy.
Listing is courtesy of: KENNEDY REALTY GROUP LLC (407-590-6192)
Listing Agent: Justyna Tchorni (407-969-4324)
1238 LAKE WHITNEY DR, WINDERMERE, FL 34786
$2,099,9007 Days on yellowkey MLS ID: O6421211
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5515 Built: 2005Monthly Fee: $203 Tax: $34,190 (2025)Community: Reserve At Belmere Ph 02 48 144Spa: YesSingle Family
Taxes:$34,190
Remarks: Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or water skiing. Designed for the ultimate lake lifestyle, this home features Tuscan-inspired landscaping, an infinity pool & spa, plus expansive outdoor entertaining areas. Host unforgettable gatherings with an outdoor grill & kitchen, patio dining, outdoor fireplace, & comfortable seating, all under a screened enclosure for year-round enjoyment. The gourmet kitchen is a chef’s dream, equipped with ultra-premium Viking appliances; including a double oven, dishwasher, gas cooktop, refrigerator, & wine cooler. Granite countertops, a spacious island, walk-in pantry, dual sinks, & open layout seamlessly connect to the living & dining areas. A full-size laundry room with front-loading washer and dryer, sink, & tall cabinets adds convenience. The ground level offers a formal dining room & an office/library with built-in shelving. The massive primary suite boasts stunning lakefront views, while the luxurious master bathroom features a walk-in closet, granite countertops, dual garden baths with massage jets, a sauna, and privacy toilet and bidet. Elegant French doors lead into a welcoming foyer, with soaring ceilings and a grand staircase leading upstairs. The 2nd floor includes 3 bedrooms, 3.5 bathrooms, & a versatile game room or theater with built-in entertainment & a microwave. Three bedrooms have private baths, & an elevated outdoor covered patio offers additional lake views with ceramic tile flooring. An oversized three-car garage with electric doors, double water heaters, & ample storage completes this exceptional home. Experience the charm of Tuscany combined with the luxury of lakefront living in Central Florida! Schedule your private tour today and make this dream home yours! Sold as-is, where-is. No Seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether property condition will qualify for buyer’s specific loan program. If applicable, HOA or Condominium monthly dues may be subject to changes, special assessments & must be verified by buyer. Monthly dues often adjust on January 1st of each year. Some condominiums may also charge an initial “Capital Contribution” payable at closing. MLS information deemed reliable, but not guaranteed. Parties are advised to verify. The seller requires a 10 DOM holding period prior to entertaining any offers. *Per our seller, please ensure all potential buyers view the interior of the property prior to submitting offers. Agents must always accompany buyers during showings. Seller will not entertain sight-unseen offers. Please factor any repair estimates into the offer.*
Listing is courtesy of: JASON CRANE REAL ESTATE LLC (321-206-6937)
Listing Agent: Jason Crane (321-206-6937)
7011 NOBLETON DR, WINDERMERE, FL 34786
$580,00037 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!!!One or more photos have been virtually staged. 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)
516 JENNIFER LN, WINDERMERE, FL 34786
$1,295,00012 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
High School: Olympia High
Middle School: Chain of Lakes Middle
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)
11861 VERMILLION AVE, WINDERMERE, FL 34786
$475,00035 Days on yellowkey MLS ID: O6410430
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1600 Built: 2015Monthly Fee: $363 Tax: $6,340 (2025)Community: Windermere Trls Prcl 3Townhouse
Taxes:$6,340
Elementary School: Bay Lake Elementary
Remarks: TOP RATED SCHOOLS. NO CARPET throughout the home!! Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhome located in the highly sought-after Windermere Trails community! This spacious two-story home features an open-concept layout with a modern kitchen offering stainless steel appliances, ample cabinet space, and a large island overlooking the living and dining areas — perfect for entertaining. Upstairs, the spacious primary suite includes a walk-in closet and private en-suite bathroom. Enjoy the convenience of a rear-entry 2-car garage and low-maintenance living in one of Windermere’s most desirable locations. Community amenities include a resort-style pool, playgrounds, walking trails, dog park, and scenic green spaces. Ideally located near top-rated schools, shopping, dining, major highways, and Disney attractions. Don’t miss this incredible opportunity!
11617 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,375,00060 Days on yellowkey MLS ID: O6405409
REDUCED by $22,000 (1.6%) on 06/18/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3463 Built: 2005Monthly Fee: $283 Tax: $7,189 (2025)Community: Keenes PointeSingle Family
Taxes:$7,189
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to one of Central Florida’s premier guard-gated golf communities. This impeccably maintained, move-in ready residence showcases refined finishes throughout, including tile and laminate flooring (no carpet), crown molding in every room, and upgraded designer lighting. An abundance of space with 6 bedrooms and 4 1/2 baths. The living room is enhanced by striking wood-look tiled accent walls, adding warmth and architectural elegance. Offering a private tiled patio with electronic screen enclosure, perfect for enjoying Florida's year-round sunshine in comfort and privacy. For buyers seeking a move-in ready luxury home in Orlando's golf course communities, this property checks every box. Major capital improvements are already done: new roof (2023), AC and water heater 2-3 years old — giving buyers the confidence and peace of mind that comes with a truly turnkey luxury purchase. Equipped with a professionally installed lightning protection system for added peace of mind. Residents enjoy exclusive access to the Golden Bear Club, a Jack Nicklaus Signature Golf Course, along with clubhouse, tennis, and Lake Tibet-Butler access. The community’s location delivers unmatched convenience with proximity to well-rated schools, along with The Grove, Westside Shoppes, Cornerstone at Summerport, and Downtown Windermere for daily essentials, local dining, and shopping adventures. Entertainment options abound with easy access to Disney, Universal, and the famed Restaurant Row in Dr. Phillips. A rare opportunity.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Carla Robles (407-462-2347)
1408 LAKE WHITNEY DRIVE, WINDERMERE, FL 34786
$2,650,00015 Days on yellowkey MLS ID: O6418721
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5433 Built: 2003Monthly Fee: $271 Tax: $24,189 (2025)Community: Reserve At Belmere Ph 02 48 144Spa: YesSingle Family
Taxes:$24,189
Remarks: Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer and formal living/great room with seamless glass windows framing picture perfect water views. Set over two floors, this CUSTOM-BUILT home (exterior re-painted 2024) perfectly balances grand entertainment spaces with intimate everyday living featuring soaring ceilings alongside rich architectural artistry with its ornate detailing and trim. The sizeable wood paneled EXECUTIVE HOME OFFICE is a masterpiece with its custom cabinetry, wood floor and ceiling treatment. The GOURMET KITCHEN with high-end stainless-steel appliances and granite countertops has an open floor concept flowing effortlessly into a sunlit breakfast nook, countertop seating and spacious family room with focal point fireplace and sliding doors providing direct access to the outdoor area. A formal DINING ROOM, a BILLIARD ROOM with WET BAR also provide further spaces for entertaining both family and guests. The primary bedroom suite is a true RETREAT with sweeping views and sitting area with direct patio access, two large walk-in closets and ensuite bathroom which includes a walk-in shower, tub and dual sinks. A guest bedroom with full ensuite and two further bedrooms with Jack & Jill bathroom suite are also situated on the first floor. Upstairs, the dedicated HOME THEATER with full bar opens up to an adjoining GAMES ROOM with access to a private balcony providing an additional vantage place to avail of the breathtaking sunrises and sunsets. Also on this level is a HOME GYM workout space. [Note: This upstairs area is VERSATILE as could be utilized as a secondary primary suite as there is also a full ensuite bathroom with large walk-in closet]. Nestled on the shores of Lake Whitney and with its own PRIVATE DOCK, enjoy Florida living at its finest in this PRIVATE OASIS with its resort style outdoor area highlighted by a bespoke VANISHING EDGE POOL WITH WATER FOUNTAIN AND INTEGRATED HEATED SPILLOVER SPA (re-surfaced and new pool equipment 2024). There is an expansive covered lanai with plentiful lounge and dining spaces, an outdoor fireplace in addition to a full outdoor kitchen with countertop seating. A GOLF PUTTING GREEN sits to one side of the patio area and a SERENE GARDEN AREA to the other. The residence is in close proximity to the clubhouse and the community’s many amenities which include a fitness center, playground and tennis, basketball and sand volleyball courts. Reserve at Belmere is conveniently located just minutes from historic downtown Windermere, local shops, restaurants, the theme parks, major highways and nearby top-rated schools. THIS ISN’T JUST A HOME, IT’S A LIFESTYLE! Don’t miss out, book your private showing today!
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Alice Anne Jackson (407-520-9957)
5032 BEACH RIVER RD, WINDERMERE, FL 34786
$569,00015 Days on yellowkey MLS ID: O6418594
0 Days Off yellowkey (back on 6/30/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2004Monthly Fee: $130 Tax: $4,711 (2025)Community: Summerport Ph 02Single Family
Taxes:$4,711
Remarks: Under contract-accepting backup offers. Imagine living where everything you love is just a short walk away. Welcome to 5032 Beach River in Windermere's beloved Summerport community. This move-in ready 4-bedroom, 2.5-bath home offers a lifestyle that's hard to find and even harder to leave. Start your mornings with a stroll to Foxtail Coffee, cool off with an afternoon treat from Kelly's Homemade Ice Cream, walk to highly sought-after Keene's Crossing Elementary, or spend evenings enjoying Summerport's parks, playgrounds, fishing dock, community center and so much more—all just minutes from your front door. Nestled beneath mature trees that create a picturesque streetscape and added privacy, this home welcomes you with timeless curb appeal and a rear-loaded garage complemented by an extended driveway—providing plenty of parking for family and guests. Inside, you'll find a well-maintained home with recently refreshed kitchen, a functional layout, and peace of mind with a new roof installed in 2025. Step outside to the oversized screened-in patio, a true extension of the living space with endless potential for entertaining, outdoor dining, game days, or simply relaxing and enjoying Florida's beautiful weather year-round. With unmatched walkability, exceptional community amenities, and a prime Windermere location, this is more than a home—it's the lifestyle you've been waiting for.
Listing Agent: Nickolas Amburgey (407-864-7622)
13424 HOPKINTON CT, WINDERMERE, FL 34786
$549,99912 Days on yellowkey MLS ID: O6419100
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2190 Built: 2005Monthly Fee: $169 Tax: $7,268 (2025)Community: Lakes Of Windermere-PeachtreeSingle Family
Taxes:$7,268
Remarks: Virtually Staged. Nestled on a quiet cul-de-sac in the highly sought-after Lakes of Windermere – Peachtree community, this spacious 4-bedroom, 3-bath residence offers the perfect blend of comfort, functionality, and location. With over 2,100 square feet of living space, the thoughtfully designed floor plan provides ample room for both everyday living and entertaining. Residents of Lakes of Windermere enjoy access to community amenities, scenic walking paths, parks, and playgrounds while being conveniently located near top-rated schools, shopping, dining, and everyday conveniences. Just minutes from Walt Disney World, Horizon West, Winter Garden Village, and major roadways, this location provides easy access to everything Central Florida has to experience. Whether you're searching for a primary residence or an investment opportunity in one of Windermere's most desirable communities, this home presents an exceptional opportunity to enjoy the best of Florida living . (ONE OR MORE PHOTOS HAVE BEEN VIRTUALLY STAGED)
Listing is courtesy of: LJL REAL ESTATE, INC. (407-355-7889)
Listing Agent: Erik Lynch (407-694-0536)
8821 DANFORTH DR, WINDERMERE, FL 34786
$353,50026 Days on yellowkey MLS ID: O6415522
REDUCED by $1,500 (0.4%) on 06/30/2026
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2004Monthly Fee: $200 Tax: $5,493 (2025)Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Taxes:$5,493
Remarks: PRICE IMPROVEMENT! Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Edward Wallace (407-580-6610)
11636 WATER RUN ALY, WINDERMERE, FL 34786
$408,000263 Days on yellowkey MLS ID: S5136888
3 Days Off yellowkey (back on 6/30/2026)
REDUCED by $17,000 (4.0%) on 05/06/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $332 Tax: $5,634 (2024)Community: Ashlin Park Ph 2Townhouse
Taxes:$5,634
Remarks: Under contract-accepting backup offers. This property is a beautifully maintained 3-bedroom, 2.5-bath townhouse located in the desirable Ashlin Park community of Windermere. Built in 2017, this home features an open-concept layout filled with natural light, a modern kitchen with quartz countertops, stainless steel appliances, and espresso cabinetry. The spacious primary suite offers a walk-in closet and an elegant ensuite bath. Enjoy a private interior patio between the main home and the detached two-car garage with epoxy flooring, perfect for relaxing or entertaining. Residents benefit from community amenities including a pool, clubhouse, playground, and walking trails. Conveniently situated near top-rated schools, shopping, dining, and major highways, this property combines modern comfort with an unbeatable location in the heart of Windermere.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Jose Jimenez (407-394-6379)
12305 VIA DERNA PL, WINDERMERE, FL 34786
$450,000168 Days on yellowkey MLS ID: O6374964
REDUCED by $15,000 (3.2%) on 06/30/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1891 Built: 2014Monthly Fee: $316 Tax: $5,016 (2025)Community: CarringtonTownhouse
Taxes:$5,016
Remarks: Welcome to this move-in ready 3-bedroom, 3-bath townhome in Windermere FL located in the desirable Carrington community near Walt Disney World, offering low-maintenance living and a prime Central Florida location. Major updates include a NEW ROOF (2022) for peace of mind and long-term value. From the moment you arrive, you’ll notice the curb appeal, mature landscaping, and covered entry. Inside, tile flooring flows throughout the main living areas, while bedrooms feature comfortable carpet. The open concept floor planseamlessly connects the living, dining, and kitchen—ideal for everyday living and entertaining. The kitchen features: Stainless steel appliances Center island with bar seating for casual dining Rich cabinetry and sleek countertops Stylish backsplash and pantry A highly desirable main floor bedroom and full bath offers flexibility for guests, multi-generational living, or a home office. Upstairs, the primary suite with private balcony provides a relaxing retreat, complete with a walk-in closet and en-suite bath with dual vanities and separate shower. A third bedroom, additional full bath, and loft/bonus space complete the layout. Enjoy outdoor living with a covered lanai and fenced, low-maintenance patio. The home also includes a rear-entry 2-car garage. Located just off Reams Road with easy access to 429, I-4, shopping, dining, and attractions, this home is ideal for buyers searching for a Windermere home near Disney. Carrington offers a community pool, green space, and a welcoming atmosphere, all within a family-friendly area zoned for A-rated schools. With modern upgrades, flexible living space, and a prime location, this is a turnkey opportunity in Windermere. Schedule your private showing today—this one checks all the boxes. Welcome home.
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
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