Location: Windermere , 34786
Do Not Show Listings
910 LASCALA DR, WINDERMERE, FL 34786
$765,00070 Days on yellowkey MLS ID: O6397847
REDUCED by $5,000 (0.6%) on 06/12/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2742 Built: 2003Monthly Fee: $140 Tax: $6,213 (2025)Community: Belmere Village G2 48 65Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,213
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: Unique opportunity to own a stunning Mediterranean-style home with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes. Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully designed split floor plan that offers both comfort and privacy. The home showcases a NEW spacious kitchen, a RENOVATED primary bathroom, and a RENOVATED en-suite bathroom in the second bedroom. The oversized primary suite is a true retreat, complete with a sitting area and private BALCONY overlooking WATER VIEWS. The en-suite master bath features dual vanities, a soaking tub, and a separate shower. Designed for both everyday living and entertaining, the home offers multiple gathering spaces including a spacious family room, formal living room, and an open loft area. SIGNIFICANT recent upgrades include the installation of TWO BRAND NEW high efficiency RUUD model A/C units (APRIL 2026), enhanced for modern comfort, peace of mind and delivering superior climate control throughout the home. This home has been freshly painted inside and out, offering a crisp, modern aesthetic. Enjoy the best of Florida living in your own backyard with water views, perfect for relaxing or entertaining. Additional highlights include a dual 3-car garage, brick paver driveway, and charming courtyard entry. This home would cost over $1,000,000 to build new—making it an incredible value. In three words: functionality, tranquility, and serenity. Located in a gated community with low HOA fees and excellent amenities, this home is zoned for top-rated schools and is conveniently close to dining, shopping, entertainment, and world-renowned theme parks. Experience the home anytime with our 24-hour 3D interactive tour. Showings are available for pre-approved buyers only—schedule yours today, as this home will not last!
Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)
Listing Agent: Petra Bukalo Pa (407-484-0685)
12633 HADDON DR, WINDERMERE, FL 34786
$650,00022 Days on yellowkey MLS ID: O6411199
0 Days Off yellowkey (back on 6/11/2026)
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
Elementary School: Sunset Park Elem
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. 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 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 is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Amy Brown (443-851-1508)
9656 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,999,99011 Days on yellowkey MLS ID: O6414766
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 7016 Built: 2001Monthly Fee: $227 Tax: $38,157 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$38,157
Elementary School: None
High School: None
Middle School: None
Remarks: Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
7242 LONDALE BLVD, WINDERMERE, FL 34786
$749,90015 Days on yellowkey MLS ID: O6414025
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2690 Built: 2006Monthly Fee: $81 Tax: $5,332 (2025)Community: Enclave/Berkshire Park B G H ISpa: NoSingle Family
Taxes:$5,332
Remarks: Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room. The gourmet kitchen has plenty of counter space for the pickiest of Chefs and overlooks an overly large family room for those cozy dinner and a movie nights! To complete the kitchen, you will find a Butler's Pantry with discreet under the stair storage and sliding glass doors leading to your outdoor oasis! Here, you will find a screen enclosed, freshly resurfaced pool for enjoying the Florida Sun! The pool area has an expansive deck for grilling and entertaining guests. Back inside, on the second floor, you can retreat to your bedroom with built in beverage/coffee station and his and her walk in closets. The en-suite bathroom features dual vanities, garden tub with separate shower. Three more bedrooms, two baths, laundry room and a Tech Center complete the upstairs of this amazing home! Enclave at Berkshire Park is conveniently located near theme parks, shopping and restaurants and offers walking trails, community pool with cabana, tennis courts and basketball court.
Listing is courtesy of: TAYLOR REAL ESTATE SVC OF C FL (407-509-0868)
Listing Agent: Lisa Mcneilly (407-456-0313)
9343 TIBET POINTE CIR, WINDERMERE, FL 34786
$7,795,000553 Days on yellowkey MLS ID: O6264629
REDUCED by $155,000 (1.9%) on 06/11/2026
Bed: 7 Bath: 9.0 Gar: 4 Liv Area Sq Ft: 8362 Built: 2004Monthly Fee: $283 Tax: $65,265 (2024)Community: Keenes Pointe Unit 03 46/104Spa: YesSingle Family
Taxes:$65,265
Tax Year: 2024
Remarks: PRICE Improvenent!! Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completely updated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring, elegant ceiling details, clerestory windows, and expansive lake views set a modern tone. At the center of the home, the kitchen is a chef's dream; stone flooring and a massive working island, state-of-the-art appliances combine function and beauty with double ovens, exotic granite, stunning glazed custom cabinetry, and a huge walk-in pantry. The gourmet kitchen opens naturally to the family gathering areas, complete with sparkling lake views. A fireplace shares the media wall with a built-in entertainment center, while French doors give access to the outdoors. Just off the family area, the game room is finished with a beautiful bar area. The state-of-the-art home theatre is located just off the game room. Entertain outdoors in true Florida style; the outdoor gourmet area was added in 2019, including a large bbq grill area, massive dining/working island, wine cooler, XL Fridge as well as a pizza oven. The free-form pool, heated spa, and boat dock with lift. The master suite is private with huge master closet and beautifully finished master bath. All secondary bedrooms are ensuite. All baths have been updated. The entire home has been freshly painted and all carpet has been replaced. The detached guest house is great for extended family.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Juan Delgado (407-744-4469)
8351 BOWDEN WAY, WINDERMERE, FL 34786
$1,149,00084 Days on yellowkey MLS ID: O6393659
REDUCED by $50,000 (4.2%) on 06/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2599 Built: 2001Monthly Fee: $283 Tax: $8,252 (2025)Community: Keenes PointeSingle Family
Taxes:$8,252
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Reduced 50k in price! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood tile flooring, formal dining, family room, and separate sitting area, all anchored by a gourmet chef’s kitchen featuring quartzite countertops, premium stainless steel appliances, and custom cabinetry—effortlessly flowing into expansive living and dining spaces ideal for both everyday comfort and refined entertaining. The luxurious primary suite offers a tranquil retreat with a sitting area, a spa-inspired en-suite bath, and a spacious walk-in closet. 2 of the additional bedrooms are split from the main suite, providing comfort and flexibility with a jack-n-jill bathroom. While a separate 4th bedroom is set apart from the others and can be used as a guest suite or office, it's in a perfect space for remote work or study. Outside, your private oasis awaits—a covered lanai overlooks a sparkling pool and lushly landscaped backyard, creating a serene setting for alfresco dining or lounging under the Florida sun. This residence is also zoned for A-rated schools, within minutes of Windermere’s charming shops, fine dining, and world-renowned attractions. (Roof Replace 2026), Driveway replaced 06/2026. This exceptional home invites you to experience the very best of Central Florida living. Schedule your showing today!
Listing is courtesy of: HAMLIN REALTY (321-299-4279)
Listing Agent: Sharon Brandt (407-310-3623)
7710 FAIRGROVE AVE, WINDERMERE, FL 34786
$390,00051 Days on yellowkey MLS ID: S5148820
1 Days Off yellowkey (back on 6/11/2026)
REDUCED by $6,000 (1.5%) on 06/01/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1644 Built: 2008Monthly Fee: $380 Tax: $3,844 (2025)Community: Lake Sawyer South Ph 03Townhouse
Taxes:$3,844
Remarks: Under contract-accepting backup offers. PRICE ADJUSTMENT!! Don’t miss this fantastic opportunity to own a spacious townhouse in the highly desirable Lake Sawyer South community of Windermere, Florida. Nestled among tree-lined streets, this 3-bedroom, 2.5-bath home with a 2-car garage offers comfort, style and tranquility. As you enter, a spacious living room welcomes you - perfect for entertaining. The kitchen boasts granite countertops, stainless steel appliances, and a walk-in pantry, with French doors leading to a large, paved courtyard that connects to the detached 2-car garage. A conveniently located laundry room completes the downstairs layout. Upstairs, the expansive primary suite features an en suite bath with dual vanity, while two additional bedrooms share a full hall bath with a shower/tub combo. Residents of this well-maintained community enjoy multiple parks, trails, playgrounds, tennis and basketball courts, and a refreshing swimming pool. The HOA covers lawn care, exterior painting, and the roof—adding convenience and peace of mind. Known for its top-rated schools and quality of life, Windermere offers proximity to Disney World, theme parks, major roadways, fine dining, and shopping. Start enjoying everything this exceptional home and community have to offer.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Mae Stigell (631-377-1205)
5538 W LAKE BUTLER RD, WINDERMERE, FL 34786
$3,195,000142 Days on yellowkey MLS ID: O6376859
REDUCED by $300,000 (8.6%) on 05/15/2026
Bed: 6 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6000 Built: 1982Monthly Fee: $67 Tax: $25,546 (2025)Community: Kelso On Lake ButlerSpa: YesSingle Family
Taxes:$25,546
Remarks: Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated access to Kelso's private boat ramp on the prestigious Butler Chain of Lakes. This convergence of private waterfront with chain-of-lakes connectivity creates unparalleled boating and recreational opportunities found in few lakefront estates. The expansive grounds and recent outdoor enhancements create an entertainer's paradise that is second to none! A newly upgraded outdoor bar and grill area, resort-caliber pool and spa, and sweeping lawn frame breathtaking sunset views over the water. Boasting 6 bedrooms, 6 bathrooms, 3 car garage, and more than 6,000 square feet of living space, this custom estate offers privacy, scale, and unforgettable lakefront views from nearly every room. From the moment you arrive, the chic coastal architecture, circular drive, and sprawling presence command attention. Step inside to dramatic 25-foot ceilings in the living room with a two story stacked stone fireplace and walls of glass that dissolve the boundary between interior luxury and lakefront beauty. An adjacent sun-filled flex room provides tranquil views of Lake Davis, while the completely remodeled chef's kitchen, with its oversized island, custom cabinetry, high end appliances, adjacent indoor bar and generous family room, is designed for both intimate moments as well as large scale entertaining. The main level's thoughtfully designed primary suite offers serene seclusion with a private sitting area, spa-inspired bathroom, and expansive walk-in closet, complemented by a convenient main-floor office. Upstairs, five additional oversized bedrooms, a versatile loft, dedicated gym, and stunning rooftop deck provide space for every lifestyle need. Recent upgrades give you the ultimate peace of mind, including upgraded lighting throughout, a new roof with GAF Golden Pledge 20 year workmanship warranty, three newer A/C units, updated water heater, Hayward pool heater, new dock motor, new sprinkler system with a lake-fed pump, and a transferable Massey termite bond. Minutes from Disney's back gates, top-tier schools, and Windermere's celebrated shopping and dining, yet completely private and serene—this is lakefront living without sacrifice. Your Kelso compound awaits!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
9237 SABAL PALM CIR, WINDERMERE, FL 34786
$749,99576 Days on yellowkey MLS ID: G5110005
REDUCED by $20,000 (2.6%) on 06/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2469 Built: 1985Monthly Fee: $32 Tax: $3,444 (2025)Community: Silver Woods Ph 01Single Family
Taxes:$3,444
Remarks: Nestled in the charming and highly desirable Silverwoods subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwoods is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere. Residents enjoy access to tennis courts and the ease of walkable surroundings, all while being just minutes from shopping, dining, grocery stores, churches, and everyday conveniences. This inviting residence features three bedrooms and two bathrooms in a thoughtfully designed layout, enhanced by an impressive 650-square-foot addition that includes a spacious sunroom, bar area, and den—creating versatile living spaces ideal for both everyday comfort and entertaining. Originally built in 1985, the home has been extensively updated with a remodeled kitchen featuring new cabinetry, a standalone island, and updated appliances, all complemented by wood and tile flooring throughout. Additional upgrades include high-efficiency windows, a new 4-ton HVAC system with Nest thermostat, new ductwork and attic insulation, and a new 50-gallon water heater—offering both comfort and energy efficiency. Interior improvements such as new doors, refinished ceilings with LED recessed lighting, and a beautifully refinished stone fireplace add to the home’s modern appeal. The expansive Florida room provides a bright and relaxing retreat with year-round enjoyment of the backyard, while exterior enhancements include premium architectural shingles, a new septic field, a 7-zone irrigation system, and a water softener system. Fiber optic internet is also available, supporting today’s connected lifestyle. This is more than a home—it is an opportunity to experience elevated living in one of Windermere’s most desirable and conveniently located communities.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Chelsea Murphy (407-373-8101)
6288 BLAKEFORD DR, WINDERMERE, FL 34786
$2,550,0009 Days on yellowkey MLS ID: S5151608
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5036 Built: 2003Monthly Fee: $298 Tax: $34,767 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$34,767
Remarks: Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces. The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining. The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization. The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole. An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.
Listing is courtesy of: NECTAR REAL ESTATE (407-414-4005)
Listing Agent: Keith Renner (407-361-6371)
4071 ISABELLA CIR, WINDERMERE, FL 34786
$3,290,0009 Days on yellowkey MLS ID: O6413509
Bed: 5 Bath: 7.5 Gar: 4 Liv Area Sq Ft: 7058 Built: 2017Monthly Fee: $480 Tax: $35,637 (2025)Community: CasabellaSpa: YesSingle Family
Taxes:$35,637
Remarks: Embraced on nearly an acre within the gated community of Casabella, The Renaissance at Casabella is an extraordinary Toll Brothers estate offering over 7,000 square feet of refined living space, resort-inspired outdoor amenities, and timeless Mediterranean elegance. A sweeping circular paver drive and stately architectural details create a grand first impression, while inside, soaring ceilings, a dramatic curved staircase, expansive windows, and marble-look porcelain floors set the tone for elevated living. The chef’s kitchen is beautifully appointed with Jenn-Air professional appliances, rich granite countertops, custom cabinetry, and a generous center island, all flowing seamlessly into the impressive two-story family room and sunlit breakfast area. The first-floor owner’s retreat offers a private sitting area, dual walk-in closets, exercise or dressing room space, and a luxurious spa bath. A two-story study with loft library, media room, loft, learning center, guest suite, and spacious secondary bedrooms provide exceptional flexibility for modern living. Outdoor living is elevated with a spectacular screened lanai, decorative infinity-edge spa, custom pool with in-water bar seating, summer kitchen, sunken fire pit lounge, pergola sun deck, fruit trees, and expansive gathering spaces designed for year-round entertaining. Additional upgrades include an oversized 4-car garage, natural gas, tankless water heater, whole-house water treatment, tempered glass windows, and elegant trim and moldings throughout. Ideally located in the heart of Windermere near top-rated schools, golf, dining, and world-class attractions, this exceptional estate offers luxury living at its finest.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Dan Natoli (407-595-8395)
8409 VIVARO ISLE WAY, WINDERMERE, FL 34786
$1,187,00039 Days on yellowkey MLS ID: G5112154
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $48,000 (3.9%) on 06/03/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4176 Built: 2019Monthly Fee: $299 Tax: $9,493 (2025)Community: Windermere IsleSpa: YesSingle Family
Taxes:$9,493
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: Under contract-accepting backup offers. Welcome to 8409 Vivaro Isle Way, an exceptional move-in ready luxury residence located in the highly desirable community of Windermere Isle in Windermere. This impressive home offers 4,176 square feet of living space featuring 6 bedrooms, 4.5 bathrooms, and a dedicated office space. Perfectly positioned approximately 2.5 miles from Magic Kingdom Park at Walt Disney World Resort, this elegant home offers the ideal combination of luxury, comfort, and the sought-after Central Florida lifestyle. Surrounded by conservation areas, residents enjoy privacy, tranquility, and a connection to nature while remaining close to premier golf courses, Hamlin Town Center, Horizon West, upscale dining, shopping, and major roadways. Recently painted inside and out, this energy-efficient smart home was thoughtfully designed with both functionality and sophistication in mind. The expansive open-concept floor plan features elegant 9'4" ceilings on the first floor and 9'0" ceilings on the second level, creating a spacious and airy feel throughout the home. The gourmet kitchen showcases upgraded cabinetry, stainless steel appliances, a walk-in pantry, and generous preparation and gathering space ideal for entertaining. Additional highlights include spacious living and dining areas, beautifully designed finishes throughout, and a private office space ideal for remote work or study. The functional layout includes two bedrooms conveniently located on the first floor, offering flexibility for guests, multigenerational living, or private workspace options. Upstairs, enjoy an ample loft filled with natural daylight, perfect for family gatherings, media space, game room, or flexible living area. The second floor also features a conveniently located laundry room and an additional junior suite with its own private full bathroom. All appliances are included, making this home truly move-in ready. The spacious owner’s suite offers a true private retreat featuring an in-suite bathroom with a generous walk-in closet, relaxing garden tub, and separate shower designed for comfort and relaxation. Step outside into your own private outdoor oasis featuring an extended covered and screened pool, spa, lanai, and travertine deck area designed for entertaining and year-round Florida living. The saltwater, gas-heated pool and spa combined with the spacious outdoor gathering areas create the perfect setting to relax and entertain. The fully fenced backyard and screened enclosure further enhance the outdoor experience. With no rear neighbors and surrounded by conservation, this home offers exceptional privacy and peaceful views. Enjoy breathtaking nightly Disney fireworks and connect with nature from your own backyard. Additional exterior highlights include future outdoor kitchen utility connections already available and newly finished epoxy garage floors that enhance both appearance and functionality. Residents of Windermere Isle enjoy resort-style amenities including a community pool, cabana, playground/tot lot, scenic conservation surroundings, and beautifully maintained streetscapes while remaining close to Disney, golf, shopping, dining, and everyday conveniences. Located within a highly rated school zone, this home presents a rare opportunity to own an exceptional property in one of Windermere’s most desirable communities. Experience the lifestyle, location, elegance, privacy, and convenience that make 8409 Vivaro Isle Way truly exceptional.
Listing is courtesy of: WATSON REALTY CORP., REALTORS (352-243-7374)
Listing Agent: Katherine Figueroa Santiago (407-417-4227)
7612 FAIRGROVE AVE, WINDERMERE, FL 34786
$440,00044 Days on yellowkey MLS ID: S5149402
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1742 Built: 2016Monthly Fee: $347 Tax: $6,515 (2025)Community: Windermere Sound Ph 2Townhouse
Taxes:$6,515
Remarks: Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool, tennis and basketball courts, playgrounds, and scenic ponds, all with lawn care included. Ideally situated just minutes from Disney World, premium shopping, fine dining, and top-rated schools such as Windermere High School, this home perfectly blends comfort, convenience, and luxury living in one of Orlando's most sought-after areas.
Listing is courtesy of: FLORIDA FANTASY REAL ESTATE INC (407-397-9039)
Listing Agent: Maribel Minarro (407-908-3522)
8394 LOOKOUT POINTE DR, WINDERMERE, FL 34786
$1,150,00011 Days on yellowkey MLS ID: O6413196
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: 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)
8180 BOAT HOOK LOOP #108/301, WINDERMERE, FL 34786
$322,000155 Days on yellowkey MLS ID: TB8465266
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $3,000 (0.9%) on 05/14/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1442 Built: 2006 Tax: $4,422 (2024)Community: Lakeside/Lks/Windermere Ph 3Condo
Taxes:$4,422
Remarks: Under contract-accepting backup offers. Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features silestone countertops, cherry cabinets, and stainless appliances (2023 microwave, and upgraded dishwasher) lending a modern flair to the chef’s kitchen. Additional recent upgrades include a **2024 Carrier 15 SEER HVAC system** for comfort and energy efficiency throughout the year and **BRAND NEW 2025 new wood look porcelain tile** in all three bedrooms (NO CARPET). The generous primary suite and two additional bedrooms are thoughtfully separated for privacy. This floor plan features the closet OUTSIDE of the bathroom in the primary bedroom. Located just steps from the clubhouse and pool, this unit offers easy access to community amenities. Lakeside at Lakes of Windermere residents enjoy a fitness center, clubhouse and resort-style pool. The neighborhood is nestled near Lake Burden with access to a shared private dock and its own man-made lake. As a gated community, it also features a billiards room, walking paths around a central pond, and sports courts and fields. This home is just a few minutes drive from Walt Disney World (and neighboring parks) and boasts a view of the Disney fireworks EVERY night!! The combination of a well-appointed interior, wrap-around porch and enviable location near neighborhood amenities and Orlando's best entertainment make this corner-unit condo an exceptional opportunity.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Erin Aaron (727-422-1688)
9317 GLADYS GARDEN CT, WINDERMERE, FL 34786
$7,999,00020 Days on yellowkey MLS ID: O6410843
Bed: 6 Bath: 7.5 Gar: 4 Liv Area Sq Ft: 8038 Built: 2027Monthly Fee: $1,099 Tax: $9,424 (2025)Community: Gardens/IsleworthSpa: YesSingle Family
Taxes:$9,424
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Under Construction. Currently under construction in the renowned golf course community of Isleworth, this exceptional residence by Goehring & Morgan, thoughtfully designed by Ashley Martin, offers 8,038 square feet of refined luxury living. Featuring 6 bedrooms, 6 full bathrooms, 3 half bathrooms, and a 4-car garage, this custom home showcases timeless architecture paired with elevated finishes throughout. The exterior is highlighted by a durable concrete tile roof and resort-inspired outdoor living featuring a stunning pool with sundeck, deck jets, and a fully equipped summer kitchen with a Wolf grill, designed for year round entertaining. Inside, the expansive great room is framed by solid oak wall paneling and anchored by a striking gas Isokern fireplace.The chef’s kitchen is designed for both function and style with dual islands, Sub-Zero appliances, and an adjoining back kitchen for seamless preparation and hosting. Additional gathering spaces include an elegant sitting room with its own fireplace and a dedicated wine room. Thoughtfully designed for everyday convenience, the first-floor laundry room features dual washers, dual dryers, and a dedicated folding station. Sophistication and functionality come together seamlessly throughout this extraordinary Isleworth residence.
Listing Agent: Robert Welker, Iii (321-287-0327)
9119 BALMORAL MEWS SQ, WINDERMERE, FL 34786
$1,450,00050 Days on yellowkey MLS ID: S5146725
REDUCED by $49,000 (3.3%) on 05/27/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4052 Built: 1998Monthly Fee: $267 Tax: $18,350 (2025)Community: BalmoralSingle Family
Taxes:$18,350
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral home to just 32 custom residences—where privacy, elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene retreat with mature greenery and a fully fenced yard designed for both relaxation and entertaining. Step through striking 8-foot wrought iron and glass entry doors into a light-filled interior featuring soaring 12-foot ceilings and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room offers a flexible layout ideal for both everyday living and hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth and natural light. The first-floor primary suite serves as a private retreat, complete with direct access to the pool and lanai, along with dual custom closets that provide ample storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, or game space. Beyond the home, Windermere offers a lifestyle that’s hard to match. Enjoy charming tree-lined streets, local dining, boutique shopping, and beloved community traditions like farmers markets and seasonal events. Just minutes away, the Butler Chain of Lakes invites you to experience boating, fishing, and waterfront living at its finest, while nearby top-rated schools add to the area’s appeal. Recent updates include new HVAC systems installed in 2021, offering added comfort and peace of mind. Experience refined living in one of Central Florida’s most sought-after communities—this is more than a home, it’s a lifestyle.
Listing is courtesy of: LA ROSA REALTY BEACHES LLC (954-526-7318)
Listing Agent: Seana Abdelmajid (727-278-7862)
7231 SANGALLA DR, WINDERMERE, FL 34786
$1,350,00093 Days on yellowkey MLS ID: O6390817
REDUCED by $48,000 (3.4%) on 06/10/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3835 Built: 2011Monthly Fee: $247 Tax: $11,139 (2025)Community: Casa Del Lago-ReplatSingle Family
Taxes:$11,139
Remarks: Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David Weekley Homes, this nearly 4,000-square-foot residence is thoughtfully designed for both everyday living and entertaining. The home features four bedrooms on the first floor, including two bedrooms positioned on the same side of the home that are connected by a shared playroom or bonus space, while each bedroom maintains its own private en suite bathroom. A formal dining room, dedicated private office, and spacious family room provide multiple areas for gathering and daily living. A convenient pool bath is located just off the main living area with direct access to the pool patio. Upstairs, a large loft-style game room offers flexible living space along with a private fifth bedroom featuring its own full bathroom, making it ideal for guests or multigenerational living. Outdoor living is equally impressive with a luxurious paver patio, screened-in pool, and low-maintenance turf backyard, creating a private retreat perfect for year-round Florida living. The home is also fully wired with a comprehensive CCTV security system featuring 21 cameras for added security and peace of mind. Residents also enjoy the prestigious opportunity to become members of the Golden Bear Club, featuring a full-service golf course and clubhouse located in the neighboring community of Keene’s Pointe. Homes in Casa Del Lago rarely come to market, making this a unique opportunity to own in one of Windermere’s most exclusive gated communities.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Matt Kester (772-494-8550)
11015 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,499,99930 Days on yellowkey MLS ID: O6405977
REDUCED by $30,000 (2.0%) on 06/10/2026
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)
9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$879,999131 Days on yellowkey MLS ID: S5143447
REDUCED by $19,991 (2.2%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3619 Built: 2017 Tax: $488 (2024)Community: Windermere Trls Ph 4BSingle Family
Taxes:$488
Elementary School: Bay Lake Elementary
Remarks: Under contract-accepting backup offers. In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)
Listing Agent: Macarena Jimenez (407-943-4558)
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