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ISLEWORTH - O6418570 - 5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786 Just Added on 06/19/2026 6:45PM
$25,000 | Single Family Home | 4 beds | 5.5 baths | 3 gar
Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble and wood flooring below, complemented by wood beams, stone gas fireplace with marble mantle, and shimmering chandeliers. An adjacent cocktail bar next to the dining room is fitted with Cristallo quartzite counters and a temperature-controlled wine cellar that can easily accommodate 700+ bottles of wine. The well-appointed chef’s kitchen is fully equipped with a large center island, custom wood cabinetry, Italian dolomite counter tops, Sub Zero refrigerator, and a Wolf gas range with griddle. Family room and breakfast nook are perfectly sized for everyday entertaining with vaulted ceilings, reclaimed wood floors, and access to the pool patio and summer kitchen cabana. The dramatic first floor primary retreat features picturesque windows and a luxurious spa-like bath complete with chandelier, breakfast bar with Sub Zero fridge, dual vanities, garden tub, glass shower, and French doors to a walled outdoor space. The master closet provides access to a discrete room at the top of a spiral staircase that can be a gym, second study, or hidden Pilates room. Up the main staircase are three additional bedroom suites and a movie theater. An executive office is located on the first floor. Exterior living spaces feature a large covered lanai, heated saltwater pool, full pool bath, summer kitchen with stainless steel grill, sink, beverage refrigerator, custom-built stacked stone outdoor fireplace, and nearly 300 feet of golf frontage. Notable upgrades done in 2023 include a brand new tile roof, replacement of all custom doors and windows, remodeled kitchen, bathrooms with Kohler fixtures, door hardware, cocktail bar, flooring, Control 4 smart house features for lighting, electric shades, cameras, HVAC, pool equipment, garage doors, locks, built-in sound system, pool resurface, new pool heater, landscaping, complete interior and exterior paint, and exterior gray pavers. Home is built with concrete construction on both first and second floors. 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. Also available for sale.
Listing is courtesy of: STOCKWORTH REALTY GROUP
LAKE SAWYER SOUTH PH 1 - S5152220 - 7454 TATTANT BLVD, WINDERMERE, FL 34786 Just Added on 06/19/2026 1:23PM
$2,695 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Discover 7454 Tattant Blvd -PM in Windermere, FL: a well-maintained single-story home offering 3 bedrooms and 2 bathrooms. The residence features no carpet throughout, a fantastic screened lanai for outdoor living, and a large fenced yard ideal for privacy and activities. Located in a sought-after area with community amenities and a walking trail directly behind the home, this property combines convenient access to nearby resources with comfortable, low-maintenance living.
Listing is courtesy of: A+ HOME RENTALS LLC
WATERSTONE - O6396187 - 11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786 1 Day on yellowkey
$6,990 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this beautifully maintained single-story home located in the highly sought-after Waterstone community in Windermere. Offering 4 bedrooms and 3 full bathrooms, this residence combines comfort, functionality, and elegant living in a prime Central Florida location. The spacious floor plan features a large living room with a cozy fireplace, a centrally located dining area, and an open-concept kitchen designed for both everyday living and entertaining. The kitchen offers expansive counter space, abundant cabinetry, and a hidden walk-in pantry for added convenience and storage. Privately situated on the south side of the home, the primary suite features large sliding glass doors leading directly to the pool deck and cabana, creating a true retreat atmosphere. The luxurious primary bathroom complements the space perfectly. The second bedroom includes its own private full bath, while bedrooms three and four share an additional full bathroom. Every bedroom is generously sized and includes ample walk-in closet space. Additional highlights include an inside laundry room conveniently located near the kitchen and direct access to the oversized two-car garage. Step outside to your own private oasis. Fully walled and screened for maximum privacy, the pool and outdoor entertaining area provide the perfect setting for relaxing or hosting guests year-round. The home has been meticulously cared for, with regular maintenance and servicing of all appliances, systems, lawn care, and pool maintenance. Residents of Waterstone enjoy the peace of mind of a 24-hour guard-gated community, ideally located along Winter Garden-Vineland Road with convenient access to major highways, premier shopping, dining, and entertainment. Downtown Orlando is approximately 25 minutes away, Orlando International Airport (MCO) is just 35 minutes away, and world-famous theme parks along with Restaurant Row on Sand Lake Road are all within a 20-minute drive. Don't miss this opportunity!
Listing is courtesy of: BHHS FLORIDA REALTY
WINDERMERE TRAILS - O6412560 - 12219 JOSHUA TREE TRL, WINDERMERE, FL 34786 1 Day on yellowkey
$2,950 | Single Family Home | 3 beds | 2.5 baths | 2 gar
Welcome to this beautiful single-family home located in the highly sought-after Windermere Trails community. This well-maintained home features 3 bedrooms, 2.5 bathrooms, a spacious loft, and an attached 2-car garage, offering the perfect combination of comfort and functionality. The open-concept floor plan showcases a modern kitchen with granite countertops, stainless steel appliances, solid wood cabinetry, and plenty of space for cooking and entertaining. The energy-efficient design helps keep utility costs low while providing comfortable year-round living. Upstairs, the versatile loft has the perfect space for a home office, media room, playroom, or additional living area. The spacious primary suite provides a private retreat, while the additional bedrooms has flexibility for family and guests. Conveniently located near Disney, major highways, shopping, dining, and top-rated schools including Bay Lake Elementary, Horizon West Middle School, and Windermere High School. Lease terms: 12-month minimum. Deposit required. Rental Insurance Required. Application fee $75 each adult . No short-term rentals. Small pets may be considered with owner approval and applicable fees. Don’t miss the opportunity to live in one of Windermere’s most desirable communities. Schedule your private showing today!
Listing is courtesy of: FLORIDA CONNEXION PROPERTIES
WINDERMERE SOUND - O6418047 - 7468 FAIRGROVE AVE, WINDERMERE, FL 34786 1 Day on yellowkey
$3,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
***POND VIEW***Available early July***. Move into this lovely POND VIEW home in the quiet Windermere Sound neighborhood. 3 bedrooms and 2 bathrooms. The front living room can be used as an office/den. Beautiful kitchen with granite countertop, SS appliances, 42' cabinets, and pull-out drawers in the lower cabinets. All common areas have ceramic tile, and the bedrooms have carpet. The screened-in porch is great for enjoying the lovely pond view, sunsets, and Disney fireworks. A-rated schools. Close to shopping, amusement parks, and highways. ******Tenant needs to verify all room sizes and schools. Evaluation criteria for prospective tenants: - No Evictions - No Sex Offenders - Credit score minimum 630 - Income to rent 3 times minimum - 1 small pet may be considered
Listing is courtesy of: SHINING OAK REALTY
RESERVE AT LAKE BUTLER SOUND - O6416977 - 11051 CONISTON WAY, WINDERMERE, FL 34786 4 Days on yellowkey
$13,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar
A rare opportunity to lease a furnished executive estate in the prestigious guard-gated community of Lake Butler Sound. Perfect for corporate relocations, executive families, or those building, renovating, or transitioning between homes, this turnkey residence offers flexible lease terms in one of Windermere's most sought-after communities. Thoughtfully designed for comfortable everyday living and entertaining, the home features a gourmet chef's kitchen with premium appliances, a spacious first-floor primary suite, executive office, game room with full bar, private theater, and an expansive outdoor living area complete with a resort-style pool, spa, fireplace, and summer kitchen. Conveniently located within an exceptional school district and less than 10 minutes from Windermere Preparatory School, the home provides unmatched convenience with proximity to major business centers, leading hospitals, world-renowned golf, upscale dining, shopping, major expressways, and Orlando's premier attractions. This exceptional move-in ready residence offers the privacy, security, and resort-style lifestyle discerning tenants expect. Private tours available by appointment.
Listing is courtesy of: THE SIMON SIMAAN GROUP
CREEKS RUN - O6410416 - 13809 AMELIA POND DR, WINDERMERE, FL 34786 5 Days on yellowkey
$3,200 Reduced | Single Family Home | 4 beds | 3.5 baths | 2 gar
This beautiful move-in ready home offers 4 bedrooms, 4 bathrooms, plus a dedicated office/flex room, providing the perfect blend of comfort, space, and functionality. The first floor features elegant tile flooring throughout and a spacious primary suite conveniently located on the main level for added privacy. Upstairs, you'll find a junior master suite along with a versatile loft/bonus area ideal for a media room, playroom, or home office. Designed for both everyday living and entertaining, the home includes formal living and dining areas, a separate family room, and an impressive kitchen featuring stainless steel appliances, a breakfast nook, high ceilings, and elegant 8-foot interior doors that create an open and airy feel throughout. Recent updates include newly completed exterior painting and newer interior paint. Located in a highly desirable family-friendly community with excellent schools, future clubhouse amenities, a community swimming pool, and a large scenic lake offering beautiful water views and relaxing surroundings. Tenant occupied. 24-hour appointment required for all showings. Tenant Responsibilities: Power, water, cable, internet, phone, lawn maintenance, and irrigation head replacements.
Listing is courtesy of: AAA GLOBAL VENTURES PA
SUMMERPORT - O6417184 - 4205 BLUE MAJOR DR, WINDERMERE, FL 34786 5 Days on yellowkey
$2,700 | Single Family Home | 3 beds | 2.0 baths | 2 gar
This single story property in the popular community of Summerport is ready for new tenants, the tiles have just been professionally steam cleaned throughout and there is no carpet in the property, house was painted recently and new laminate flooring added to the bedrooms. The property benefits from a screened porch on the rear with an extended driveway that has recently been pressure washed. Easy access to the new town of Hamlin, great schools and shopping
Listing is courtesy of: WENDY MORRIS REALTY
LAKES OF WINDERMERE PH 2A - O6417108 - 6746 DUNCASTER ST, WINDERMERE, FL 34786 5 Days on yellowkey
$3,200 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Welcome to 6746 Duncaster Street, a spacious and beautifully maintained two-story home nestled within the highly sought-after Lakes of Windermere community. Offering 4 bedrooms, 2.5 bathrooms, and approximately 2,830 square feet of living space, this residence combines comfort, functionality, and an exceptional location. Tons of storage space. The thoughtfully designed floor plan features formal living and dining areas, a large family room with soaring ceilings, and an inviting kitchen equipped with upgraded newer stainless steel appliances, making it ideal for both everyday living and entertaining. Upstairs, all four bedrooms provide privacy and flexibility, including a generous primary suite highlighted by elegant tray ceilings, a bay window sitting area, and ample closet space. Situated on a quiet neighborhood street, residents enjoy access to community amenities including a pool, tennis courts, playgrounds, and scenic walking paths. Families will appreciate the area's highly rated schools, while the home's convenient location places shopping, dining, major roadways, and Walt Disney World just minutes away. With its spacious layout, desirable community setting, and prime Windermere location, 6746 Duncaster Street offers an exceptional opportunity to enjoy the best of Central Florida living.
Listing is courtesy of: JC FLORIDA REALTY LLC
WINDERMERE SOUND - S5151923 - 7329 AUBURNWOOD LN, WINDERMERE, FL 34786 5 Days on yellowkey
Beautiful 4-bedroom home in the desirable Windermere area. Featuring an open floor plan, spacious living areas, a modern kitchen, and a private backyard perfect for entertaining. Conveniently located near top-rated schools, shopping, dining, and major attractions. Move-in ready and a must-see!
Listing is courtesy of: MD3 HOMES LLC
GLENMUIR 48 39 - O6416117 - 6431 CHATHAM VIEW CT, WINDERMERE, FL 34786 9 Days on yellowkey
$5,800 | Single Family Home | 5 beds | 4.5 baths | 3 gar
Welcome to your dream home in a beautiful cul-de-sac, nestled in a secure, gated community and zoned for top-rated Windermere schools. This fully remodeled, move-in-ready home offers 5 spacious bedrooms plus a large bonus area on the second floor, complete with a half bath. The upgraded chef’s kitchen boasts all new appliances, perfect for entertaining. Relax in your private resort-style pool, or enjoy the convenience of lawn maintenance, pool service, and pest control—all included in the rent. Plus, you’re just minutes from Disney, major highways, and a variety of shops and restaurants. This is the perfect place to call home!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
PROVIDENCE PH 01 50 03 - O6416124 - 13121 ZORI LN, WINDERMERE, FL 34786 9 Days on yellowkey
$4,550 | Single Family Home | 5 beds | 4.0 baths | 3 gar
FOR RENT | Luxury 5-Bedroom Home with Private In-Law Suite in Windermere Welcome to this beautifully updated 5-bedroom, 4-bathroom residence offering 3,365 square feet of elegant living space in one of Windermere’s most desirable communities. This exceptional two-story home has been thoughtfully upgraded with a brand-new roof, two new HVAC systems, updated flooring, fresh paint, and a renovated chef’s kitchen, creating the perfect blend of luxury, comfort, and functionality. Step through the impressive leaded-glass entry doors into a grand foyer with soaring cathedral ceilings and an inviting open layout. The thoughtfully designed three-way split floor plan features hardwood floors, tray ceilings, crown molding, formal living and dining areas, and abundant natural light throughout. The gourmet kitchen is the heart of the home, showcasing granite countertops and backsplash, stainless steel appliances, a large center island with storage, breakfast bar seating, and ample space for entertaining. The spacious primary suite offers private access to the screened lanai and features a luxurious bathroom with dual vanities, a garden tub, walk-in shower, and oversized walk-in closet. One of the home's most desirable features is the private upstairs In-Law Suite, complete with its own bedroom, full bathroom, living area, and dedicated HVAC system—perfect for guests, multigenerational living, a home office, or private retreat. Additional features include: ? 3-Car Garage ? Indoor Laundry Room with Utility Sink ? Screened Covered Patio ? View Disney Fireworks from Home ? Community Pool, Playground & Dog Park ? Top-Rated Schools Including Windermere Prep Nearby ? Minutes to Winter Garden Village, Disney, 429 Expressway, Butler Chain of Lakes, Shopping, Dining & Entertainment This home offers the ultimate Florida lifestyle with space, privacy, and an unbeatable location. Available for immediate occupancy. Schedule your private showing today and discover why this Windermere home is truly one of a kind.
GLENMUIR 48 39 - O6416043 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786 9 Days on yellowkey
$3,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Located within the exclusive gated community of Glenmuir and situated on an oversized .47-acre lot, this beautifully appointed 4-bedroom, 2-bath Mediterranean-style residence offers 2,044 heated square feet of thoughtfully designed living space, top-rated schools, abundant natural light, and one of the community’s most desirable settings. Upon entering, you are welcomed by soaring vaulted ceilings and an expansive formal living and dining area—ideal for entertaining, special occasions, or flexible use as additional lounge, office, or recreation space. Beyond, the open-concept kitchen and family room create the heart of the home, featuring stainless steel appliances, generous cabinetry and storage, a center island, and exceptional natural light throughout. The family room opens directly to the fully fenced backyard, providing seamless indoor-outdoor living and plenty of room to enjoy, play, entertain, or create your ideal outdoor retreat. Positioned on one of the largest homesites in Glenmuir, the backyard offers privacy and space rarely found in the area. Privately positioned, the spacious primary suite serves as a relaxing retreat and includes a well-appointed en-suite bath with dual vanities, a walk-in shower, soaking tub, and oversized walk-in closet. Residents of Glenmuir enjoy gated access and exceptional community amenities including a park, playground, basketball courts, soccer field, pavilion, and picnic areas. Ideally located near shopping and dining at Winter Garden Village, Lakeside Village, and world-renowned attractions including Walt Disney World, this home is also zoned for top-rated Orange County schools and located less than one mile from Windermere Preparatory School.