Location: Windermere , 34786
Do Not Show Listings
8337 VIVARO ISLE WAY, WINDERMERE, FL 34786
$800,000208 Days on yellowkey MLS ID: O6332989
0 Days Off yellowkey (back on 4/17/2026)
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3294 Built: 2018Monthly Fee: $268 Tax: $6,438 (2024)Community: Windermere IsleSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,438
Elementary School: Castleview Elementary
High School: Horizon High School
Tax Year: 2024
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Discover your dream home in the highly sought Windermere Isle community, just minutes from the world-renowned Disney attractions. This stunning residence offers an unparalleled blend of comfort, convenience, and elegance, making it an ideal choice for families and those who love to entertain. Boasting five spacious bedrooms and four well-appointed bathrooms, this home provides ample space for family and guests. The thoughtful floor plan includes a first-floor bedroom and full bath, perfect for visitors seeking privacy. The oversized owner's suite offers a private retreat, while the loft area adds versatility to the living space. One of the home's standout features is its exceptional storage capacity, a rare find in Florida. The freshly painted exterior and meticulously maintained interior create a like-new ambiance, with elegant touches such as a separate dining room with a coffered ceiling, perfect for formal gatherings or as a flexible office space. The serene setting of this property is truly captivating, with a tranquil pond view that enhances the sense of retreat and relaxation. The extended lanai and expansive backyard provide the perfect backdrop for outdoor activities, entertaining, or simply unwinding in the Florida sunshine. The open floor plan seamlessly connects the gourmet kitchen, breakfast nook, and family room, offering a harmonious space for daily living and hosting guests. Windermere Isle offers a host of community amenities, including a neighborhood pool with cabana, playground, and walking paths. The HOA ensures easy living by providing lawn maintenance, internet, and cable services. Located near top-rated public and private schools, SR 429, and the vibrant dining and shopping options of Horizon West, this home offers the perfect balance of a peaceful neighborhood setting with the convenience of nearby urban amenities. This property is a rare gem in today's market, combining a desirable location, generous living space, and a picturesque setting. Don't miss your chance to call this exceptional residence your new home. Contact me today to schedule a private viewing before it's gone!
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laurel Kellett (407-758-1136)
2068 ROBERTS POINT DR, WINDERMERE, FL 34786
$2,350,0004 Days on yellowkey MLS ID: O6397543
Bed: 5 Bath: 4.0 Gar: 4 Liv Area Sq Ft: 4876 Built: 1999Monthly Fee: $325 Tax: $12,356 (2025)Community: Waterford Pointe Ph 02 RepSpa: YesSingle Family
Taxes:$12,356
Elementary School: Lake Whitney Elem
High School: West Orange High
Tax Year: 2025
Middle School: SunRidge Middle
Remarks: One or more photo(s) has been virtually staged. 1+ Acre Estate in Guard-Gated Windermere with Private Courtyard Pool, Detached Casita & Whole-Home Generator. Rare opportunity in Waterford Pointe offering space, privacy, and Lake Roberts access. Situated in one of Windermere’s premier guard-gated communities, this 5-bedroom, 4-bath estate features a private pool, a new Generac Guardian 24kW whole-house generator, and over an acre of land, providing exceptional privacy, scale, and architectural style. Waterford Pointe is noted for estate-sized homes, mature landscaping, and a peaceful, low-density atmosphere, offering space and tranquility rarely found in newer developments. The courtyard design centers around the pool, blending indoor and outdoor living with an estate feel. Inside, the residence (4,441 sq. ft.) features soaring ceilings, a dramatic two-story living room with an elevated conversation area and dual crystal chandeliers, large polished marble tile flooring, a two-story family room, and detailed crown molding throughout. The layout balances formal and casual spaces, offering flexibility for both everyday living and entertaining. The kitchen is thoughtfully updated for gathering, featuring quartz countertops, an oversized island, and newer black stainless steel KitchenAid and Bosch appliances. Appointments include a double oven with convection, a 48” refrigerator, wine refrigeration, and a glass cooktop, all opening to a two-story family room with an electronic fireplace, custom built-ins, and a hidden space for your AV electronics. The first-floor primary suite includes plantation shutters, direct courtyard and pool access, and wood-look tile. The bath offers dual vanities, a jetted tub, a walk-in shower, and a custom closet (approx. 9x12) with built-ins. Three HVAC systems—including one for the primary suite—ensure comfort and efficiency. The first floor also has a second suite, ideal for guests or family. A detached casita (435 sq. ft.) with a private entrance and full bath is ideal as an in-law suite, guest retreat, or office, offering privacy and versatility. Upstairs, the home offers expansive living spaces, including a large game room with a balcony overlooking the courtyard, a dedicated office featuring custom wood built-ins, and a separate fitness room with its own private balcony and a spiral staircase leading directly to the primary suite. Additional bedrooms are thoughtfully situated, with two connected by a Jack-and-Jill bathroom. Several bathrooms now showcase modern finishes and seamless glass enclosures. Outdoor living includes a 35x47 screened pool and patio with an automatic saltwater system, a heated spa, and a waterfall. The resurfaced pool and covered outdoor kitchen with grill, side burner, and prep sink, plus an additional brick patio, offer multiple entertaining areas. Waterford Pointe residents enjoy a lifestyle community with: * Private boat ramp with access to Lake Roberts, * Waterfront clubhouse with lake views, * Tennis courts and playgrounds, and * Tree-lined streets and estate-sized homesites. Additional features include: * 4-car garage, * Two buried propane tanks, * Rain gutters and partial fencing, * Newer courtyard exterior paint, * Located within a highly regarded school district. Experience this home’s blend of space, privacy, and established luxury—plus lake access and community amenities—in one of Windermere’s most desirable gated communities. Schedule your tour today!
Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)
Listing Agent: David Dorman (407-948-8295)
13369 GORGONA ISLE DR, WINDERMERE, FL 34786
$449,98096 Days on yellowkey MLS ID: O6373676
1 Days Off yellowkey (back on 4/17/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1767 Built: 2019Monthly Fee: $240 Tax: $4,623 (2024)Community: LegadoTownhouse
Taxes:$4,623
Remarks: Under contract-accepting backup offers. Gorgeous, newly updated three-bedroom luxury townhome with a scenic water and fountain view near Disney theme parks. This spacious, light-filled home is open, bright, clean and move-in ready. This home features a new HVAC system with programmable thermostat, new flooring, trim and fresh interior, exterior paint, and new designer light fixtures and mirrors. The first floor features a spacious open floor plan with all stainless steel appliances, including a side-by-side refrigerator with ice and water, a range, microwave, dishwasher, garbage disposal and touchless faucets. The cabinets are 42-inch espresso cabinetry with built-in upper and lower cabinet lighting, quartz countertop with a beautiful tile backsplash. There are also a spacious walk-in pantry and a unique built-in kitchen tech center to provide storage, shelving, a tile backsplash, extra outlets and a built-in phone charging station. The upstairs features three bedrooms and a laundry room with a combo washer and dryer. The owner's suite features crown molding, two spacious closets and a large bath with a designer lighted mirror. The bedrooms have new carpeting, and all have ceiling fans. There is also an upstairs covered porch to have a morning coffee or relax in the evenings. The home features a two-car garage with automatic openers. This home is in the Legado community. Enjoy carefree living with exterior maintenance and landscaping included. The community amenities are within short distance and include a playground, pool and cabana, walking trails and even nightly Disney firework views for your enjoyment. Plenty of nearby restaurants and shopping, and highly rated schools. This exceptional home shows like a model and is must-see.
Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-581-7888)
Listing Agent: Wendy Fischer (407-620-0713)
6102 S HAMPSHIRE CT, WINDERMERE, FL 34786
$2,499,000213 Days on yellowkey MLS ID: O6344907
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 4810 Built: 2002Monthly Fee: $277 Tax: $17,161 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$17,161
Elementary School: Windermere Elem
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: This custom-built residence by Rick Watson is located in the sought-after community of Keene’s Pointe, positioned on a private lot overlooking the Jack Nicklaus Golden Bear Club golf course. The home offers consistent views of the 6th hole, along with the added bonus of nightly Disney fireworks visible from multiple areas, including the living room, primary bedroom, kitchen, and outdoor living space. Designed with a functional single-story layout, the home features a split floor plan. The primary suite and office are situated on one side for added privacy, while three additional bedroom suites and the laundry room are located on the opposite wing. A double-door entry leads into an open interior with quality finishes throughout, including 8-foot interior doors, custom woodwork, and detailed ceiling designs. The kitchen is equipped with high-end appliances, granite countertops, a spacious breakfast bar, a walk-in pantry, and a built-in desk area. The family room flows naturally into a bonus space that can be used as a media room, playroom, or game room. The primary suite includes a sitting area, a large custom closet, and a well-appointed bathroom with a soaking tub, walk-in shower, and dual vanities. The office features built-in cabinetry and classic wood detailing. Outdoor living is designed for comfort and functionality, with heated pool and spa, summer kitchen, and a dedicated pool bathroom. The exterior combines stucco and stone finishes, complemented by a paver driveway and a three-car side-entry garage. Keene’s Pointe is a gated community with 24-hour staffed security, offering privacy and a well-maintained environment.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jessica Cueva Pa (321-286-6065)
5525 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$14,250,000336 Days on yellowkey MLS ID: O6304800
Bed: 5 Bath: 5.5 Gar: 6 Liv Area Sq Ft: 9511 Built: 1999Monthly Fee: $1,224 Tax: $37,372 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$37,372
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Monica Lochmandy (407-230-6888)
11866 CAMDEN PARK DR, WINDERMERE, FL 34786
$984,90046 Days on yellowkey MLS ID: O6381558
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3337 Built: 2006Monthly Fee: $298 Tax: $13,742 (2025)Community: Keenes PointeSingle Family
Taxes:$13,742
Remarks: Welcome. A new roof and one new AC System are being installed! Residing in the established, guard-gated community of Keene’s Pointe, this delightful five-bedroom, four-bathroom home features a functional two-story layout, with multiple living areas, spacious bedrooms, and modern finishes, creating an environment that is ready for life’s ever-changing needs. At the heart of the home, the gourmet kitchen showcases granite counters, plenty of cabinetry, a breakfast bar, and an island overlooking the family room and backyard, offering a cohesive main living space fit for relaxation and memorable gatherings. If practicality and privacy are aspects at the top of your list, the three-way split-bedroom floor plan allows for incredible flexibility and offers pristine privacy for all. On one side of the home, the large primary suite enjoys a tray ceiling, stylish flooring, a spacious closet, dual vanities, and a separate garden tub there to soothe you each day. On the other side of the home, the remaining bedrooms and bathrooms are designed to maximize privacy, with the ability to easily create en-suites, while the upstairs bonus room, bedroom, and bathroom provide a versatile and private space. High ceilings, crown molding, and ceiling accents throughout the home add a refined finish to the interior spaces. Venture outside to enjoy the sizable, covered lanai, providing a perfect retreat while remaining protected from the elements, or enjoy a journey through the lusciously landscaped community, with multiple parks and a community boat ramp accessing the Butler Chain of Lakes deliver regular delight. If the country club lifestyle is for you, The Golden Bear Club offers social and golf membership for an additional fee, which grants access to the renowned Golden Bear Golf Course and practice facilities, as well as the resort-style pool, tennis courts, state-of-the-art fitness center, and dining. 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. Schedule your private showing today to experience the full charm of this practical home.
Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)
Listing Agent: Joseph Doher (407-203-0007)
9663 GOTHA RD, WINDERMERE, FL 34786
$1,400,0004 Days on yellowkey MLS ID: O6399130
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3731 Built: 2000 Tax: $8,425 (2025)Community: Gotha TownSpa: NoSingle Family
Taxes:$8,425
Elementary School: Thornebrooke Elem
Middle School: Gotha Middle
Remarks: Experience refined Florida living in this extensively upgraded estate nestled in the sought-after Windermere–Gotha enclave. Set on a rare and private 0.55-acre homesite with no HOA, this 4-bedroom, 2.5-bath residence offers a seamless blend of luxury, comfort, and versatility. No detail has been overlooked—from the 2023 metal roof and full hurricane-impact windows to brand-new A/C systems, upgraded insulation, and a state-of-the-art water treatment system. Interiors are enhanced with modern finishes, custom window treatments, and fully remodeled spa-inspired bathrooms featuring premium upgrades. Step into your private resort-style retreat, complete with a newly built saltwater pool, expansive paved driveway, and a beautifully designed outdoor living space. The custom gazebo with outdoor kitchen creates the perfect setting for entertaining, while the fully enclosed, air-conditioned patio extends your living space year-round. A standout feature is the detached 1-bedroom, 1-bath guest residence, complete with a full kitchen—ideal for multigenerational living, a private office, or an income-producing opportunity. Located just minutes from Orlando Hospital, Orlando’s premier dining, shopping, and entertainment, including Walt Disney World and Universal Studios Florida, this exceptional property offers the ultimate balance of privacy and convenience.
Listing is courtesy of: ANNE ROGERS REALTY GROUP INC (407-649-4141)
Listing Agent: Reza Shirzad (407-234-1515)
1420 DINGENS AVE, WINDERMERE, FL 34786
$1,600,00081 Days on yellowkey MLS ID: O6376538
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 4072 Built: 2018 Tax: $13,393 (2025)Community: GothaSingle Family
Taxes:$13,393
Remarks: One or more photo(s) has been virtually staged. No HOA custom pool home on over half an acre, offering rare space and privacy in a central Windermere location just minutes from top schools, dining, and 20–30 minutes to Disney, Universal, and Orlando International Airport. Set on 0.63 acres, the outdoor space is set up to be used, with a fully fenced yard, gas-heated saltwater pool with sunshelf, covered lanai, and outdoor kitchen. Inside, the main living area flows into a kitchen designed to anchor the home, featuring a large island, custom cabinetry, walk in pantry, natural gas cooktop with pot filler, and double wall ovens. The layout is designed to work without wasted space. The primary suite is set apart with backyard views and a well finished en suite with dual vanities, a freestanding tub, walk in shower with dual heads, and a custom closet. Secondary bedrooms are generously sized and share a well designed bath, while a fourth bedroom with direct pool access, a dedicated office with built ins, and a separate bonus room provide flexibility for guests, work, or additional living. Additional features include a mudroom and laundry space with built ins, an oversized three car garage with epoxy flooring, a large paver driveway, outdoor lighting, a security system, a fully fenced yard and paid off 20kW solar panels. Zoned for A rated Thornebrooke Elementary and just minutes from Windermere Prep, the home brings together space, layout, and location in a way that is hard to replicate in this area.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
4812 ALEXANDRA GARDEN CT, WINDERMERE, FL 34786
$3,699,000229 Days on yellowkey MLS ID: O6339134
Bed: 3 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4262 Built: 2007Monthly Fee: $1,146 Tax: $45,888 (2024)Community: IsleworthSpa: YesSingle Family
Taxes:$45,888
Remarks: Luxury villa living within the exclusive Gardens of Isleworth, part of the Isleworth Golf & Country Club. This exceptional Southpoint built residence boasts a captivating courtyard floor plan that provides breathtaking views from every corner of the home. The rear of the residence presents serene views of a picturesque pond and the tranquil Isleworth Gardens, while interior windows reveal a private courtyard featuring a glistening pool adorned with a cascading waterfall from the pergola. An expansive covered patio houses a summer kitchen, pool bath, and attached third bedroom accessed only from the courtyard. The heart of this home is a chef's dream, with a gourmet kitchen featuring top-of-the-line Wolf appliances, striking custom cabinetry, and an open design that seamlessly connects to the family room and dining areas. The grand primary suite offers a private sitting area overlooking the peaceful pond, double walk-in closets, and a spa-like bath complete with a Jacuzzi tub and an expansive walk-in shower. The third garage was converted into a gym with air conditioning and can be converted back to additional garage space. Garden villas offer carefree living with exterior grounds maintenance included in the separate monthly fees. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. Isleworth Golf & Country Club, which is located within the community, is recognized as one of the Top 100 Platinum Clubs of the World offering separate membership opportunities that provide access to golf, tennis, fitness, Clubhouse dining and social events, swimming in the resort-style pool and sundeck, dock, and an abundance of activities. Enjoy a lifestyle defined by casual elegance in a setting that sets the standard for luxury living.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
11434 JASPER KAY TER #1120, WINDERMERE, FL 34786
$315,00067 Days on yellowkey MLS ID: O6382035
0 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1332 Built: 2007Monthly Fee: $489 Tax: $2,663 (2024)Community: Lakeside/Lks/WindermereCondo
Taxes:$2,663
Elementary School: Sunset Park Elem
Remarks: Beautifully maintained condo located in the highly desirable Lakeside Lakes of Windermere community. Situated on the third floor with elevator access, this residence features a spacious split floor plan offering both privacy and functionality. The open concept living and dining area flows seamlessly to a private balcony perfect for enjoying your morning coffee or relaxing evenings. The generous primary suite includes a walk in closet and an en suite bath with dual sinks. Wood flooring runs throughout the main living areas, with ceramic tile in wet areas for added durability. Residents enjoy an array of resort style amenities including a community pool, fitness center, outdoor grilling areas, sand volleyball courts, and more. Conveniently located near Disney, Winter Garden Village, shopping, dining, and zoned for top rated schools, this property is ideal for first time buyers, investors, or as a second home. Schedule your private showing today.
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Alonso Delgado, Pa (407-592-8306)
13302 ROSKIN LN, WINDERMERE, FL 34786
$849,90072 Days on yellowkey MLS ID: O6380701
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3424 Built: 2011Monthly Fee: $82 Tax: $10,244 (2024)Community: Lake Sawyer South Ph 1Single Family
Taxes:$10,244
Remarks: Welcome to this impeccably maintained former model home in Windermere, beautifully positioned on a premium corner lot in a quiet, highly desirable community and zoned for top-rated schools. Offering over 3,400 square feet with 4 bedrooms and 3.5 bathrooms, this home stands out for its smart use of space, generous room sizes, and the refined “model home” presentation that feels clean, polished, and truly move-in ready. From the moment you arrive, the corner-lot setting provides a more open feel and excellent curb appeal, complemented by mature landscaping and a wide driveway. The exterior was fully repainted in 2025, adding a fresh, updated look. Inside, you’ll appreciate a bright, well-planned layout with spacious living and dining areas and clear separation of rooms that keeps daily life organized while still feeling connected. Multiple gathering spaces allow you to host comfortably, work from home, and enjoy everyday living without wasted square footage. A major highlight is the first-floor primary suite, offering privacy and convenience, along with a dedicated first-floor study/office that works perfectly as a home office, library, homework room, or flex space. A convenient half bath on the main level is ideal for guests. The home lives comfortably with practical flow and strong functionality, and the bedroom and bathroom count makes routines smoother for busy households and visiting guests alike. At the center of the home, the kitchen is designed for both function and gatherings. It features granite countertops, stainless steel appliances, a center island, breakfast bar, pantry, and abundant wood cabinetry, all positioned to stay open to the main living area so the cook is never separated from the conversation. Recent updates include a new kitchen hood, new refrigerator, and a new kitchen faucet, giving the space a refreshed, turnkey feel. Upstairs, you’ll find three additional bedrooms and two full bathrooms, plus a bonus/media room that easily becomes a second living area, movie room, playroom, fitness space, or guest retreat. The upstairs layout is thoughtfully arranged for privacy and flexibility, making the space ideal for family living and guests. Step outside to enjoy a backyard designed for easy outdoor living and low-stress entertaining, offering a private outdoor area and an outdoor kitchen/BBQ setup that creates a natural gathering spot for weekend cookouts and casual dinners. The corner-lot placement adds extra breathing room and a more spacious feel outdoors. The home also features major improvements already completed, including a NEW roof (2024), two AC units replaced (2025), new solid hardwood flooring (2024), and plumbing updates completed in 2021. A spacious 3-car garage with upgraded finished flooring and ample driveway parking completes the package. Ideally located in a top-rated Windermere school zone with excellent public and private options, the community features a pool, playground, walking trails, and year-round neighborhood events. Enjoy the added backdrop of nearby conservation areas and community amenities, with Disney fireworks often visible in the distance. Just minutes to Disney, major highways, Publix, Lakeside Village, shopping, dining, and everyday conveniences, this home combines a peaceful setting with exceptional convenience throughout Central Florida.
Listing is courtesy of: RATIO REAL ESTATE, LLC (407-674-0460)
Listing Agent: Xiaoyu Su (352-216-1257)
713 MAIN ST, WINDERMERE, FL 34786
$2,235,000123 Days on yellowkey MLS ID: O6368185
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
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. 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)
6799 HELMSLEY CIR, WINDERMERE, FL 34786
$658,000154 Days on yellowkey MLS ID: O6361417
REDUCED by $12,000 (1.8%) on 04/08/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2615 Built: 2011Monthly Fee: $129 Tax: $9,339 (2024)Community: Preston SquareSingle Family
Taxes:$9,339
Remarks: Windermere Lake View Home with Disney Fireworks - Best Value in the Area! Recent price improvement - now one of the best opportunities in Windermere. Welcome to your dream home! This beautiful 4-bedroom, 3.5-bathroom residence offers the perfect blend of elegance, comfort, and convenience — ideally located in one of Windermere’s most sought-after communities with top-rated “A” schools. Enjoy breathtaking views of the lake and conservation area right from your spacious covered screened lanai, with a large backyard ready for your future pool. The open-concept kitchen flows seamlessly into the living and dining areas, creating an inviting space for family gatherings and entertainment. On the first floor, you’ll find a guest suite with a full bath, a private office, and a welcoming foyer. Upstairs features a massive loft — perfect as a media room, playroom, or second family room — along with the master suite and two additional bedrooms. The home also features a newer air conditioning system replaced just two years ago, offering added comfort and peace of mind. Enjoy the exclusive community amenities, including a clubhouse, pool, playground, and sports court. From your backyard, you can even watch the Disney fireworks at night! Conveniently located near shopping centers, dining, and entertainment, this home truly combines luxury, location, and lifestyle — the perfect place for your family in Windermere! Seller willing to consider offers.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Maqueli Gewehr (863-258-5656)
8552 POWDER RIDGE TRL, WINDERMERE, FL 34786
$680,00054 Days on yellowkey MLS ID: S5144276
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2612 Built: 2016Monthly Fee: $82 Tax: $8,150 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,150
Elementary School: None
High School: None
Middle School: None
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—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)
6840 HELMSLEY CIR, WINDERMERE, FL 34786
$719,99973 Days on yellowkey MLS ID: S5142930
1 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2847 Built: 2009Monthly Fee: $129 Tax: $5,044 (2024)Community: Preston SquareSpa: NoSingle Family
Taxes:$5,044
Remarks: Under contract-accepting backup offers. Stunning Preston Square Windermere home — 4 beds, 4 baths and approximately 3,400 sq. ft. of heated living space in a functional two-story floor plan featuring multiple living areas, an open kitchen with an eat-in nook and architectural detailing, tray ceilings, custom built-ins, spacious walk-in closets and a versatile bonus room (ceiling fans throughout) that adapts to your lifestyle. Entertain outdoors in your private saltwater pool with outdoor kitchen sink and exhaust fan for effortless barbecues, enjoy peaceful pond views in front and nightly Disney fireworks from your porch, all within a fully fenced yard. Updates include a pool pump replaced ~2.5 years ago, a pool safety door alarm, and fresh paint about six months ago — an exceptional offering in a premier Windermere community. Owner relocated .motivated seller. Additional features include all appliances, washer and dryer, and a surround sound system in the downstairs family room.
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Eleanor Desimone (845-796-6951)
13123 LUNTZ POINT LN, WINDERMERE, FL 34786
$1,699,00066 Days on yellowkey MLS ID: O6382394
1 Days Off yellowkey (back on 3/31/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3765 Built: 1994Monthly Fee: $325 Tax: $11,388 (2024)Community: Waterford PointeSpa: YesSingle Family
Taxes:$11,388
Remarks: Under contract-accepting backup offers. Experience elevated lakefront living on a private one-plus-acre estate on Lake Luntz, this remarkable five-bedroom, four-and-a-half-bath residence welcomes you with a grand foyer, soaring ceilings throughout, and elegant formal living and dining spaces, all thoughtfully designed to capture sweeping lake views. At the heart of the home, the chef’s kitchen blends luxury and performance, featuring custom imported maple cabinetry, Italian marble countertops, brick backsplash, and a farmhouse sink. Premium built-in appliances include a Bosch refrigerator, double Fisher & Paykel dishwashers, Viking gas range top, oven, microwave, ice maker, and wine refrigerator, creating a space equally suited for entertaining and everyday living. Travertine and rich wood flooring flow seamlessly throughout, while abundant brand-new windows (2025) bathe the interiors in natural light, complemented by timeless plantation shutters. The expansive primary suite serves as a private retreat, offering large picture windows overlooking the lake, two generous walk-in closets, and a spa-inspired bath with dual vanities, a clawfoot soaking tub, and a separate walk-in shower. Additional upgrades include in-ceiling speakers with a whole-home audio system, a dedicated laundry room with maple cabinetry and Italian marble counters, and a three-car garage equipped with an EV charging station. Step outside to your personal waterfront oasis—complete with a pool, hot tub, custom-built treehouse (with electricity), dock, and gazebo overlooking the water. The paver-lined pool deck is enhanced by a mosquito misting system, allowing you to relax in comfort while enjoying breathtaking sunset views each evening. Situated within the 24-hour guarded-gate community of Waterford Pointe, residents enjoy access to a tennis court, playground, clubhouse, and private boat ramp. Conveniently located just minutes from premier shopping, dining, and entertainment and approximately 20 minutes from Walt Disney World Resort and Universal Orlando Resort Recent updates include a new roof (2021), water heater (2021), A/C (2024), and brand-new windows (2025).
Listing is courtesy of: THE REALTY MEDICS (321-947-7653)
Listing Agent: Ben Sencenbaugh (321-947-7653)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$895,00013 Days on yellowkey MLS ID: O6396948
REDUCED by $30,000 (3.2%) on 04/16/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $256 Tax: $8,080 (2025)Community: Windermere IsleSingle Family
Taxes:$8,080
Remarks: One or more photo(s) has been virtually staged. AMAZING PRICE PRICE TO SELL 5 BEDROOMS 3.5 BATHROOMS PLUS THEATER ROOM AND LARGE LOFT AREA. 4200 HEATED SQURE FEET AND 5100 SQ FT UNDER ROOF! STEPS AWAY FROM COMMUNITY POOL, PLAYGROUND AND GREEN AREA TO PLAY! Nestled in prestigious Windermere Isle, this stunning 2019 home offers modern luxury and thoughtful design throughout. The stone-accented exterior and charming front porch overlook a peaceful conservation area, creating a serene first impression. Inside, the open floor plan showcases elegant finishes, including wood and tile flooring, custom lighting, and ceiling fans. The gourmet kitchen features quartz countertops, a breakfast bar, double oven, gas cooktop, and upgraded stainless steel appliances—perfect for everyday living and entertaining. The home includes two downstairs bedrooms, ideal for a home office and guest suite. Upstairs, enjoy a versatile loft, PLUS theater/game room, two bedrooms with a Jack-and-Jill bath, and a spacious primary suite with a luxurious ensuite and walk-in closet. Step outside to a large fenced yard with room for a pool, and unwind on the patio with nightly views of Disney fireworks. Additional highlights include energy-efficient features, LED lighting, tankless gas water heater, oversized upstairs laundry, ample storage, and an attached garage. Ideally located near top schools, Hamlin shopping & dining, major highways (HWY 429), and Disney World theme parks—this home offers the perfect blend of comfort, convenience, and lifestyle. Hamlin, a vibrant town center offering walkable lakefront living, dining, shopping, entertainment, movie theater and year-round events in the heart of Horizon West.
Listing is courtesy of: REALTY LYNK INC (407-494-0803)
Listing Agent: Denise San Miguel (407-443-2070)
11816 ANGLE POND AVE, WINDERMERE, FL 34786
$835,00045 Days on yellowkey MLS ID: O6388116
2 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3391 Built: 2013Monthly Fee: $81 Tax: $10,010 (2024)Community: Windermere Trls Ph 1CSpa: YesSingle Family
Taxes:$10,010
Remarks: Under contract-accepting backup offers. Under 15 minutes to Magic Kingdom. Fireworks on your drive home. Dinner at EPCOT on a Tuesday. Located in Windermere Trails, one of Windermere’s most sought-after communities, this home puts you minutes from Hamlin and Winter Garden Village while keeping you close enough to Disney to make everyday life feel anything but ordinary. The backyard is where this home really stands apart. Designed for living, not maintaining, it features low-maintenance faux turf, a fully fenced yard, and a private, open-air pool and spa with no cage, a rare find in Central Florida. The pool is finished with PebbleTec, a saltwater system, and an electric heater, along with a sun shelf with built-in umbrella holder and an extended paver deck for easy entertaining. Inside, the layout is open, functional, and flexible, with versatile spaces that adapt to how you live. The open-concept kitchen and main living area flow seamlessly, while thoughtful upgrades like plantation shutters, custom closets, and surround sound pre-wiring add a polished feel throughout. You are also walking distance to a top rated elementary school, with access to trails, parks, a community dog park with wash station, playground, and fitness area, making day to day life simple. A backyard you’ll actually use, a lifestyle that just works, and a home that fits the way you live.
8742 PEACHTREE PARK CT, WINDERMERE, FL 34786
$574,000367 Days on yellowkey MLS ID: O6301023
1 Days Off yellowkey (back on 7/10/2025)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1709 Built: 2016Monthly Fee: $216 Tax: $7,209 (2024)Community: Peachtree ParkSingle Family
Taxes:$7,209
Elementary School: Bay Lake Elementary
Remarks: Seller Financing Available at below market rates! Welcome to Peachtree Park and this Single-story home boasting an open concept floor plan. Upon entering, you will be greeted with beautiful wood floors that lead to the large living area with a beautiful view of conservation. With no rear neighbors, you will enjoy privacy, especially while relaxing on your large screened-in lanai and your fenced-in backyard. The fully functioning kitchen is complete with granite countertops, an island, Subway tile backsplash and Stainless-Steel appliances and the dining area also features a conservation view. The home offers a split floor plan with 2 bedrooms plus a bathroom in the front of the home and the Master Suite on the back of the home. The Master bedroom has a tray ceiling, ceiling fan and spacious walk-in closet. The en-suite bathroom features a beautifully tiled shower, double vanities and a separate water closet. This home has an attached 2-car garage and a spacious laundry room with built-in cabinets. Ready to go out and play? This home is very close to the Walt Disney World Resort (especially Magic Kingdom), world-class golf courses, fine dining, major theme parks and more. Don’t wait! Call today to schedule your private showing!
Listing is courtesy of: WAYPOINT REAL ESTATE GROUP INC (407-566-8265)
Listing Agent: James Tate (407-716-2090)
5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,315,00030 Days on yellowkey MLS ID: O6391750
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3461 Built: 2018Monthly Fee: $253 Tax: $21,824 (2025)Community: Sawyer SoundSingle Family
Taxes:$21,824
Remarks: STUNNING CUSTOM ESTATE in the EXCLUSIVE GATED community of Sawyer Sound - a private enclave of 20 luxury homes, ideally located across the street from Windermere Prep, and close to excellent dining and premiere entertainment. Built under the meticulous supervision of its owners, one of whom is an accomplished interior designer, this home showcases curated exceptional quality finishes and craftsmanship, and attention to detail. With natural MARBLE FLOORS, soaring ceilings adorned with real WOOD BEAMS, solid-core interior doors, designer lighting, thick crown moulding, beautiful CUSTOM window treatments and appealing color schemes, you'll find LUXURY in every detail. The chef's kitchen is a masterpiece with rare natural stone CRISTALLO QUARTZITE counters featuring under lighting for a warm dramatic glow, custom wood cabinets, a COPPER farmhouse sink, imported fixtures, and all THERMADOR appliances - including an 8 burner NATURAL GAS range and a built in STEAM OVEN that functions as microwave, convection oven, and air fryer. Gatherings in this home are show stoppers with STACKED SLIDING DOORS that disappear to create a seamless transition to the lanai, pool area with gorgeous NATURAL TRAVERTINE, REMOTE CONTROLLED RETRACTABLE SCREENS, NATURAL GAS FIREPLACE, SUMMER KITCHEN, SALT WATER HEATED POOL, and a LUSHLY LANDSCAPED backyard oasis with a tiki hut - LIVE EVERY DAY LIKE A VACATION! Enjoy the comfort of TWO PRIMARY SUITES, each with spa style luxury bathrooms offering large showers, soaking tubs and custom walk-in closets. The main suite has a bedroom in close proximity that would be an ideal nursery, library or office. Two more bedrooms share a beautifully designed bathroom and each has a walk-in custom closet. Rooms are adorned with real wood PLANTATION SHUTTERS and/or DESIGNER MADE WINDOW TREATMENTS, including silk lined drapes with darkening fabric in the primary suite. Practical luxury continues with a huge laundry room with granite counters, custom cabinets, closet, sink and a folding area. The pantry doubles as a thick concrete reinforced “SAFE ROOM" equipped with a phone line and additional security and safety features. ENTIRE HOME NATURAL GAS GENERATOR ensures no interruption to your comfort. Every detail has been thoughtfully considered - from the water softener, energy efficient foam insulation, and double paned windows to the climate controlled three car garage with an EV car charger, epoxy floor, custom storage, large safe, and bike racks. SMART HOME technology allows you to control all systems from your phone - the thermostat, pool, lighting, interior and exterior cameras, and music. COME SEE WHAT SETS THIS MASTERPIECE APART FROM THE REST! EVERY SPACE IN THIS HOMe TELLS A STORY OF LUXURY, DESIGN AND COMFORT - CRAFTED FOR THOSE WHO EXPECT THE BEST! All measurements should be verified by buyer.
Listing is courtesy of: REVEL REALTY LLC (407-876-6448)
Listing Agent: Denise Crabbe (407-592-0692)
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