Location: Windermere, 34786
Do Not Show Listings
3413 LILAS CT, WINDERMERE, FL 34786
$1,975,00011 Days on yellowkey MLS ID: O6401129
0 Days Off yellowkey (back on 5/11/2026)
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5084 Built: 1996Monthly Fee: $687 Tax: $27,450 (2025)Community: Chaine De LacSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$27,450
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Welcome to 3413 Lilas Court, a stunning residence located in the well renowned community of Chaine Du Lac. This exceptional home blends modern luxury with timeless elegance, offering a perfect combination of comfort and style. Upon arrival, you’re greeted by a beautifully landscaped front yard and an inviting exterior that sets the tone for the sophistication within. The grand entrance, complete with a charming front porch, leads to a spacious foyer, opening into a light-filled, open-concept living area that radiates warmth and refinement. At the heart of the home is the expansive living room, featuring soaring ceilings and large windows that bathe the space in natural light. The chef’s kitchen is a true highlight, showcasing high-end stainless-steel appliances, custom cabinetry, a large island, and sleek quartz countertops. Adjacent to the kitchen, the dining area offers a welcoming space for both casual meals and elegant entertaining. The primary suite serves as a luxurious retreat, complete with a spacious layout, a walk-in closet, and an en-suite bathroom that boasts dual vanities, a soaking tub, and a glass-enclosed shower. An additional flex room off the primary bedroom provides ample space to be used as an office. On the first floor, you’ll also find another spacious suite, with two additional bedrooms located upstairs. Outside to your private sanctuary, where a beautifully landscaped backyard awaits. Enjoy outdoor dining and relaxation on the covered patio, while the sparkling pool and spa provide the perfect setting to unwind and enjoy Florida’s year-round sunshine. Additional features of this remarkable home include a cozy family game room, a convenient laundry room, and a three-car garage. Located just minutes from fine dining, world-class shopping and all the area attractions, this location quite simply can't be beat. Don’t miss your opportunity to own this one-of-a-kind Chaine Du Lac residence.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
5421 TILDENS GROVE BLVD, WINDERMERE, FL 34786
$1,999,90021 Days on yellowkey MLS ID: O6402594
Bed: 5 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 5-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: a custom private movie theater, 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. Three-car garage, 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)
12333 VIA DERNA PL, WINDERMERE, FL 34786
$458,000177 Days on yellowkey MLS ID: O6362685
REDUCED by $1,000 (0.2%) on 05/11/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1919 Built: 2014Monthly Fee: $316 Tax: $6,305 (2024)Community: CarringtonTownhouse
Taxes:$6,305
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Welcome to this beautifully updated 1,919 sq/ft townhome in the highly desirable Carrington community of Windermere. This spacious 3-bedroom, 2.5-bath residence features a freshly renovated family room, kitchen, and shared bathroom, offering a modern and inviting living experience from the moment you enter. The open-concept layout provides excellent flow for everyday living and entertaining, enhanced by abundant natural light throughout. The home is also EV-ready, already equipped with the necessary infrastructure for an electric vehicle charger—ideal for today’s modern lifestyle. Situated just minutes from top-rated schools, shopping, dining, and major attractions, this move-in-ready townhome blends comfort, convenience, and contemporary upgrades. Please note: The Tesla charger and the window curtains are not included in the listing price; however, they may be negotiated separately. Don’t miss your chance to own in one of Windermere’s most sought-after communities!
Listing is courtesy of: YELLOW ROCK REALTY CORP (407-421-8056)
Listing Agent: Marco Romero (407-450-9244)
713 MAIN ST, WINDERMERE, FL 34786
$2,175,000155 Days on yellowkey MLS ID: O6368185
REDUCED by $60,000 (2.7%) on 05/11/2026
Bed: 6 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 5031 Built: 2013 Tax: $9,559 (2025)Community: WindermereSpa: NoSingle Family
Taxes:$9,559
High School: Olympia High
Middle School: Gotha Middle
Remarks: Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024) and windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. The property also offers the opportunity to add a FRONT GATE for enhanced privacy and security, and allows for a FUTURE POOL ADDITION, giving buyers flexibility to further customize the outdoor living experience. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new redevelopment complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Kari Fleck (407-925-5283)
10870 BAYSHORE DR, WINDERMERE, FL 34786
$2,895,000112 Days on yellowkey MLS ID: O6371471
REDUCED by $100,000 (3.3%) on 05/11/2026
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 4693 Built: 1999 Tax: $27,527 (2024)Community: Lake Down EstatesSpa: YesSingle Family
Taxes:$27,527
Remarks: Set against the shimmering waters of Little Lake Down, this extraordinary lakefront home offers an elevated expression of luxury living. Thoughtfully designed to maximize sweeping water views, the residence delivers a refined yet inviting atmosphere ideal for both intimate living and grand entertaining. As you step inside you are greeted by a spacious open floor plan, highlighted by a wood-burning fireplace, and captivating views of the pool, backyard, and lake. At the heart of the home, a chef’s kitchen stands as a true centerpiece, appointed with top-of-the-line appliances and two expansive center islands, it’s the perfect place for family gatherings. The kitchen opens to a large family room and breakfast nook providing effortless flow for daily living, enhanced by panoramic lake views that bring the outdoors in. The primary suite serves as a luxurious retreat, featuring peaceful water views and a spa-like bathroom with dual vanities, a walk-in shower, and an elegant soaking tub. Additional first floor amenities include a guest bedroom, a home office, and a pool bath. Upstairs, you will find two additional bedrooms, a spacious bonus room, and a private balcony overlooking the lake. Outdoor living rivals a private resort with a large, covered lanai, sparkling pool, spa, and an expansive backyard that leads to a private boat dock with a boat lift and jet ski parking. With direct access to the Butler Chain’s interconnected lakes there will be no shortage of things to do on the weekend. Enjoy being just minutes from Windermere A rated schools, the Friday farmers market, quaint eateries, and a short drive to world class shopping, fine dining, and the Disney and Universal theme parks. This is more than a home, it is a rare opportunity to own a private lakefront retreat on the Butler Chain of Lakes, where luxury, lifestyle, and location converge in one truly exceptional offering.
Listing Agent: Julie Christensen (407-592-2055)
11686 WATER RUN ALY, WINDERMERE, FL 34786
$409,90070 Days on yellowkey MLS ID: O6390542
REDUCED by $2,000 (0.5%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1584 Built: 2017Monthly Fee: $332 Tax: $6,025 (2025)Community: Ashlin Park Ph 2Spa: NoTownhouse
Taxes:$6,025
Elementary School: Sunset Park Elem
Middle School: Horizon West Middle School
Remarks: Welcome to this beautiful townhome located at 11686 Water Run Aly in the desirable Windermere community of Ashlin Park. Built in 2017, this well-maintained 3-bedroom, 2.5-bath home offers approximately 1,584 sq ft of comfortable living space with a modern open-concept layout.The kitchen features granite countertops, stainless steel appliances, and ample cabinetry overlooking the bright living and dining areas—perfect for everyday living and entertaining. New laminate flooring has been installed throughout the first floor, adding a fresh and modern touch. The spacious primary suite includes a walk-in closet and private bath, while two additional bedrooms provide flexibility for family, guests, or a home office. A private courtyard connects to the detached two-car garage, which features a newly painted floor.Residents enjoy community amenities including a pool, clubhouse, playground, tennis courts, and walking trails. Conveniently located near shopping, dining, major roadways, and top-rated schools, this home offers comfort and convenience in one of Central Florida’s most sought-after areas.
Listing is courtesy of: IRM INVEST., REAL EST.& MGMT. (407-903-0134)
Listing Agent: Gonzalo Senior (407-353-8841)
13733 BRESSLER ALY, WINDERMERE, FL 34786
$455,000105 Days on yellowkey MLS ID: O6379257
1 Days Off yellowkey (back on 5/11/2026)
REDUCED by $9,999 (2.2%) on 04/20/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2002 Built: 2019Monthly Fee: $185 Tax: $7,023 (2024)Community: Vineyards/Horizons West Ph 4Townhouse
Taxes:$7,023
Elementary School: Independence Elementary
Remarks: Under contract-accepting backup offers. Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a playground area. The Vineyards of Horizon West community offers easy access to SR-429, SR-535, and US-192 and area employers, including Walt Disney World®, Orange County National Golf Center and Lodge, and Universal Orlando® Resort. The community is also close to several excellent dining and shopping options, including Winter Garden Village and downtown Windermere.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Robert Welker, Iii (321-287-0327)
9575 WESTOVER ROBERTS RD, WINDERMERE, FL 34786
$4,850,000192 Days on yellowkey MLS ID: O6357873
REDUCED by $75,000 (1.5%) on 05/11/2026
Bed: 7 Bath: 8.0 Gar: 6 Liv Area Sq Ft: 8931 Built: 2008 Tax: $30,908 (2024)Community: Gotha TownSpa: YesSingle Family
Taxes:$30,908
Elementary School: Thornebrooke Elem
Remarks: Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA. This private palace with brand new roof impresses with large circular paver drive, 3-tiered fountain, 10-foot iron front doors, 35-foot high ceilings, custom iron railings, and marble and travertine flooring – plus, coffered ceilings and elegant details throughout. Home has been extensively updated and lovingly cared for to highlight classic style and luxury to compliment today’s sophisticated lifestyle. The main kitchen features beautiful marble counters, three islands, two preparation sinks, custom cabinetry, and stainless appliances including two dishwashers, two microwaves, double ovens, and a Viking gas stove. The first-floor primary retreat is dressed with hardwood flooring, tray ceiling, and triple crown molding, and an exceptional bathroom with tiled shower, jetted tub, dual vanities, and expansive double closets. The main living spaces are abundant and stately with two first-floor family rooms, billiards room, living room, dining room, theater, and guest suite – upstairs is a third family room, secondary master suite, and three additional guest suites, plus a large balcony with screens. A separate entrance off the kitchen provides access to a private guest apartment with a kitchenette, family room, and bedroom. Plus, a second private apartment (978 sq feet, not included in the listed 8,931 sq feet) is accessible from the outside and is located over the 4-car garage and features family room, sink, and bedroom. Functional outdoor living space is extended to the mammoth screened enclosure to encompass a sitting area off the master and an additional family room with fireplace, tv, and full summer kitchen across the pool deck that can be separated by an electric additional privacy screen. The showstopping infinity edge pool is colossal in size and includes a sun shelf for shallow water relaxing and an infinity hot tub. Both sides of the house have all been paved with a new drainage system and ramps for easy access for boats and watercraft to Lake Olivia. The 150 ft refreshed covered dock has two cradles: currently set for a boat and two jet skis. There’s also a sitting area for lounging lakeside. Experience the best of Windermere with this lakefront retreat built for privacy, luxury, and lifestyle.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
1125 KELSO BLVD, WINDERMERE, FL 34786
$1,425,00014 Days on yellowkey MLS ID: O6406003
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3660 Built: 1992Monthly Fee: $63 Tax: $13,799 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$13,799
Remarks: This is a must see!!! Offering four bedrooms and three and one half baths, this home sits on a beautifully landscaped, estate-sized 1 acre lot! The floor plan is flexible and allows for multiple entertaining options. The kitchen is a cook's dream with an abundance of wood cabinetry, expansive granite counters, a huge center island and built in appliances. It is light and bright and open to the breakfast area and family room, which have sweeping views across the pool and out to Lake Butler. All bedrooms are on the second floor and do not share walls, offering privacy for all of the occupants. The primary bedroom is large and even has space for a sitting area and all three upstairs bathrooms have been upgraded. Both the pool and enclosure are over-sized and have gorgeous views of Lake Butler. And there is still plenty of surrounding yard space. The house was re-piped, the pool enclosure screens and the roof were just replaced! Kelso on Lake Butler is one of the most sought-after, and little known. communities in Windermere. The street is a cul de sac, so there is no through traffic! This home will exceed your expectations, and the private community boat dock is just the icing on the cake!!!
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Kenneth Teixeira (407-697-4946)
8632 ABBOTSBURY DR, WINDERMERE, FL 34786
$625,00014 Days on yellowkey MLS ID: O6406433
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2720 Built: 2004Monthly Fee: $167 Tax: $8,567 (2025)Community: Lakes/Windermere-PeachtreeSingle Family
Taxes:$8,567
Elementary School: Bay Lake Elementary
Remarks: One or more photo(s) has been virtually staged. Welcome to this beautifully updated 4-bedroom, 3.5-bath home located in the highly desirable gated community of Lakes of Windermere. Featuring fresh interior paint and luxury vinyl flooring, this spacious residence offers a modern, clean, and move-in-ready feel with an ideal layout for both everyday living and entertaining. The remodeled first floor creates a bright and inviting atmosphere, while the screened-in outdoor area provides the perfect space to relax and enjoy Florida living year-round. Community amenities include a resort-style pool, playground, and beautifully maintained common areas. Ideally located near shopping, dining, major highways, Disney attractions, and top-rated Windermere schools, this property is an excellent opportunity for homeowners and investors alike. Strong rental demand and a prime location make this home a standout opportunity in one of Central Florida’s most sought-after communities. Schedule your private showing today!
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Priscila Policarpo Attuy De Albuquerque (321-947-5121)
8552 POWDER RIDGE TRL, WINDERMERE, FL 34786
$680,00086 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: 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)
5001 LATROBE DR, WINDERMERE, FL 34786
$3,499,99966 Days on yellowkey MLS ID: O6389183
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4417 Built: 1990Monthly Fee: $1,043 Tax: $30,452 (2024)Community: IsleworthSpa: NoSingle Family
Taxes:$30,452
Remarks: One or more photo(s) has been virtually staged. Traditional five-bedroom four and a half bath pool home with an open layout in Isleworth Golf & Country Club. Perfectly positioned on a quiet cul-de-sac along the 6th fairway with serene views of Lake Bessie. Offering 4,417 square feet of refined living space, this elegant two-story residence features two primary suites downstairs with private en-suites and large walk-in closets, and three bedrooms upstairs, with one of the upstairs bedrooms having a private ensuite. This home underwent a $400,000 update in 2019. Looking for an open layout with the kitchen overlooking the family room? Look no further! Updated ivory cabinetry, a Viking gas range with a French hood, double islands, and three ovens are ideal for daily meal prep and for hosting get-togethers with friends and family. There is ample seating, perfect for accommodating family and guests, with a formal dining room that flows into a family room with panoramic views overlooking the 6th tee. The family room shares a double-sided fireplace with the living room, which is open to the kitchen and has French doors to the covered, screened-in patio. Enjoy the Florida lifestyle with a large covered travertine patio, summer kitchen, heated pool, and an open-air travertine courtyard overlooking Lake Bessie at sunset. A three-car garage and expansive paver driveway provide ample parking. This is an ideal first home in Isleworth or as a vacation home. This is the perfect size and layout for real, everyday livable luxury in Isleworth. All offers will be considered. Schedule your private showing today.
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
2509 RIDGEWIND WAY, WINDERMERE, FL 34786
$1,460,00015 Days on yellowkey MLS ID: O6402522
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: 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
$1,119,00030 Days on yellowkey MLS ID: O6400522
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
Remarks: 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)
5413 WALSH POND CT, WINDERMERE, FL 34786
$800,00059 Days on yellowkey MLS ID: O6391919
REDUCED by $75,000 (8.6%) on 05/09/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3124 Built: 2006Monthly Fee: $130 Tax: $10,646 (2025)Community: Edens HammockSpa: YesSingle Family
Taxes:$10,646
Elementary School: Keene Crossing Elementary
Remarks: Discover the charm of this water front, 4 bedroom 3.5 bath home located in the desirable Summerport community. This unique property is nestled in the cul de sac for complete privacy. Enjoy scenic water views while relaxing poolside on the spacious screen enclosed lanai, which is also great for entertaining. The interior features granite countertops, stainless appliances, 42" cabinets, built in speakers on both levels and exterior. The community amenities include pool, fitness center, tennis courts, clubhouse, parks, dock, and walking paths. Conveniently located near theme parks, dining, and shopping.
Listing is courtesy of: HAVEN PROPERTY GROUP LLC (407-928-3894)
Listing Agent: Brenda Jebailey (407-361-2101)
13106 ORANGE ISLE DR, WINDERMERE, FL 34786
$850,000165 Days on yellowkey MLS ID: O6361057
0 Days Off yellowkey (back on 5/8/2026)
INCREASED by $35,000 (4.3%) on 05/01/2026
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3312 Built: 2022Monthly Fee: $95 Tax: $11,893 (2025)Community: Sanctuary/Lks/WindermereSpa: NoSingle Family
Taxes:$11,893
Remarks: Under contract-accepting backup offers. Explore the WINTERSET model from Ryan Homes of the Sanctuary at Lakes of Windermere, a corner unit, this 5- bedroom, 4.5 bathroom in Windermere combines the modern elegance, and a touch of magic with its a DISNEY Fireworks view, offering a lifestyle of unparalleled comfort. Upon entering, you are greeted by those who appreciate a dedicated workspace, the home includes a spacious office and a serene atmosphere, allowing for maximum productivity while working from home. The expansive living room boasts soaring ceilings, allowing natural light to cascade through the large windows, creating an airy and inviting ambiance. The gourmet kitchen is a chef's dream, featuring stainless steel appliances, a large cabinetry, and a spacious island with granite countertops. The adjacent formal dining room is perfect for hosting intimate gatherings or grand dinner parties. The master suite is offering a sanctuary of tranquility, a enormous shower, and dual vanities. Each of the remaining four bedrooms is generously sized, providing comfort and privacy for family and guests. The highlight of the outdoor space is the breathtaking view of the nightly Disney fireworks display, visible from the comfort of your own home. This feature creates a magical atmosphere and makes every evening a celebration. Current under one year lease.
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES (407-574-2636)
Listing Agent: Victor De Oliveira (321-393-2772)
7560 BENTONSHIRE AVE, WINDERMERE, FL 34786
$445,00016 Days on yellowkey MLS ID: O6405384
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 1905 Built: 2009Monthly Fee: $185 Tax: $6,652 (2025)Community: Wickham Park 04 05 06 09 10 11 12 01Townhouse
Taxes:$6,652
Remarks: Welcome Home! Do not miss out on this Turnkey Corner Lot Townhome with 2 PRIMARY BEDROOMS. This desirable unit features 4 bedrooms, 3.5 bathrooms a rear-entry 2-car garage. The oversized kitchen is equipped with stainless steel appliances that are 5 years of age, Silestone countertops, 42-inch soft-close cabinets with under cabinet lighting and a double size pantry providing plenty of storage. Downstairs offers wood flooring and tile throughout. A convenient first-floor Primary Bedroom makes the perfect In Law Suite. Upstairs features Brand New Berber Carpet, Second Primary Bedroom, Bedrooms 3 and 4 with a Jack and Jill Bathroom. Washer and dryer are included for added convenience, 5 years of age. Enjoy fresh exterior paint and new roof 2024. Front Door replaced and upgraded to Vinyl. Interior offers new paint and upgraded baseboards downstairs. AC unit is 7 years old. Community Amenities include a sparkling pool and a Clubhouse ideal for parties and events. The community also features a Dog Park, Playground, Walking/Biking Trails throughout and 2 ponds. Located close to top-rated area schools, excellent shopping and dining destinations, and just minutes from Disney Parks — this home offers both comfort and a highly desirable location!
Listing is courtesy of: SOLD BY SIX REALTY, LLC (407-375-2330)
Listing Agent: Sharon Six (407-375-2330)
1430 GLENWICK DR, WINDERMERE, FL 34786
$779,90022 Days on yellowkey MLS ID: O6403052
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2606 Built: 2002Monthly Fee: $155 Tax: $6,877 (2025)Community: Reserve At BelmereSpa: NoSingle Family
Taxes:$6,877
Remarks: Beautifully updated 4-bed, 3-bath home in the Reserve at Belmere, a 24-hour guard-gated community in Windermere. Major upgrades include a new tile roof (2024), new energy-efficient windows (2025), and a new storm front door, and new plantation shutters with a lifetime warranty offering exceptional durability, style and long-term value, curb appeal, and long-term insurance benefits. The bright, open layout features high ceilings, spacious living areas, and a split floor plan with a generous primary suite. Enjoy a covered lanai and private backyard with room for outdoor living or a future pool. Community amenities include a fitness center, tennis courts, playground, clubhouse, and lakeside pier. Ideally located near top-rated schools, shopping, dining, and major highways—this home is truly move-in ready.
Listing is courtesy of: PREMIUM REAL ESTATE SERVICES (407-270-9550)
Listing Agent: Chloe Joseph (407-362-8312)
11472 PARK AVE NE, WINDERMERE, FL 34786
$1,125,000129 Days on yellowkey MLS ID: G5105731
5 Days Off yellowkey (back on 4/28/2026)
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3166 Built: 1985Monthly Fee: $21 Tax: $5,774 (2025)Community: WindermereSingle Family
Taxes:$5,774
Remarks: Under contract-accepting backup offers. Property is currently under contract; seller will consider backup offers Approximately 3,000 sq ft home in a desirable Windermere location within FEMA Flood Zone X. Buyer is responsible for verifying all measurements, dimensions, and square footage The residence offers a flexible layout with multiple living areas and is fully livable, presenting an excellent opportunity for buyers seeking long-term value and equity potential in one of Central Florida’s most established and highly regarded residential markets. Nearby Schools & Community Amenities Conveniently located near Windermere Elementary School on Park Avenue and the Windermere Recreation Center (Butler Bay), which offers lake access, a boardwalk, playground, picnic areas, and open green space along the Butler Chain of Lakes. Luxury Market Areas & Subdivision Context The Property is surrounded by well-established luxury residential communities with home values frequently exceeding $1,000,000. Nearby communities include Isleworth, Casabella at Windermere, and the Butler Bay / Windermere Club area, reinforcing the strong market fundamentals and long-term desirability of the Park Avenue corridor. Recreation, Shopping & Location Benefits The property offers easy access to area golf courses, parks, walking trails, marinas, and everyday conveniences. Located minutes from dining, shopping, and entertainment along International Drive, with convenient connections to major roadways serving Windermere, Orlando, and surrounding communities. Recent price improvement reflects the seller’s decision to position the property competitively within the current Windermere market Showings available upon request
Listing is courtesy of: WEICHERT, REALTORS-HALLMARK PR (352-536-9948)
Listing Agent: Ralph Vock (734-928-8181)
9164 PATRIMONIO LOOP, WINDERMERE, FL 34786
$775,00021 Days on yellowkey MLS ID: S5148401
0 Days Off yellowkey (back on 5/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2449 Built: 2020Monthly Fee: $139 Tax: $7,525 (2025)Community: LegadoSpa: NoSingle Family
Taxes:$7,525
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: This home checks all the boxes, nightly Disney Magic Kingdom fireworks views, 4 bedrooms, 3 bathrooms, built in 2020, an oversized 0.27-acre fully fenced lot, a heated saltwater pool with a private tropical backyard, a chef’s kitchen with dual ovens and upgraded cabinetry, and a spacious lawn surrounded by lush landscaping for true outdoor living. Experience elevated living just moments from the magic of Walt Disney World, where refined design meets an exceptional lifestyle. This beautifully appointed residence offers the rare opportunity to enjoy nightly Disney fireworks from the comfort of your own front porch, an everyday luxury that truly sets this home apart. Set on an expansive homesite, the property offers both privacy and space, surrounded by lush tropical landscaping and swaying palms. The outdoor living experience is exceptional, featuring a screened-in, heated saltwater pool, generous lawn space, and a serene setting perfect for entertaining or unwinding in your own private retreat. Inside, 2,449 square feet of thoughtfully designed living space blends modern sophistication with effortless functionality. The open-concept layout creates a seamless flow between the kitchen, dining, and living areas, enhanced by natural light and clean architectural lines. The chef’s kitchen is a true centerpiece, featuring granite countertops, 42” cabinetry with crown molding, stainless steel appliances, dual ovens, and designer lighting. The home continues to impress with well-appointed living spaces, including a Jack-and-Jill bathroom connecting guest bedrooms, ideal for both everyday living and hosting. Additional highlights include a paver driveway, covered lanai, stone-accented exterior, and smart home features such as a Ring doorbell and security system. Perfectly positioned near world-class dining, shopping, and entertainment, this home offers a rare blend of comfort, convenience, and understated luxury. An exceptional opportunity to own a standout property in a truly iconic location.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Lisa Grinceri (407-533-3050)
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