Location: Windermere
Keyword(s): Windermere Elem
Keyword(s) Elementary School: Windermere Elem
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5243 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$25,0001 Day on yellowkey MLS ID: O6418570
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 6424 Built: 1992Community: IsleworthSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Windermere Elem
High School: Olympia High
Tax Year:
Middle School: Chain of Lakes Middle
Remarks: 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 (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
$3,50010 Days on yellowkey MLS ID: O6416043
0 Days Off yellowkey (back on 6/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2044 Built: 2002Community: Glenmuir 48 39Single Family
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: 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.
Listing Agent: John Goggin (321-332-3000)
6119 FOXFIELD CT, WINDERMERE, FL 34786
$8,50013 Days on yellowkey MLS ID: O6414743
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 3200 Built: 2001Community: Keenes PointeSpa: YesSingle Family
Remarks: Explore luxurious living in this modern Keenes Pointe rental home, seamlessly blending elegance and comfort. Embrace the picturesque views of the golf course from your backyard. Recently updated with tasteful tile throughout, the interior boasts three bedrooms on the first floor, including a master suite and a spacious office. The second floor features a large bedroom with balcony. See the virtial tour.
Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)
Listing Agent: Hans Welbergen (407-701-6814)
11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786
$6,9903 Days on yellowkey MLS ID: O6396187
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2817 Built: 2011Community: WaterstoneSpa: YesSingle Family
Remarks: 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 (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
5243 W LAKE BUTLER RD, WINDERMERE, FL 34786
$8,999214 Days on yellowkey MLS ID: O6362021
REDUCED by $1,000 (10.0%) on 05/12/2026
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 3255 Built: 1996Community: Summerport BeachSingle Family
Remarks: Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers breathtaking views from virtually every room, creating the ultimate backdrop for serene living and effortless entertaining. At the water's edge, enjoy a two-story dock complete with a hydraulic boat slip and jet ski lift, plus your own private boat ramp, a rare and coveted feature for lake enthusiasts. After a day on the water, unwind in the solar-heated swimming pool, framed by panoramic lake vistas. Inside, the heart of the home is the expansive luxury kitchen, thoughtfully designed with high-end finishes and an abundance of upgrades, including spice organizers, pull-outs, and generous storage solutions. Multiple flex spaces offer endless possibilities for a home gym, office, or den. The main level master suite is a peaceful sanctuary with sweeping lake and pool views. It connects to a conditioned Florida room, perfect for morning coffee or for unwinding at sunset. Upstairs, a bright loft area leads to two spacious bedrooms, connected by a stylish Jack-and-Jill bathroom. One of the bedrooms opens to a private lakeview deck, offering a stunning vantage point over the water. Additional features elevate this home even further! A well-equipped greenhouse, an air-conditioned shed with a garage door, perfect for storing jet skis, and multiple beautifully finished indoor and outdoor living spaces designed for comfort, elegance, and entertaining. Whether you're boating, lounging by the pool, tending your greenhouse, or simply enjoying the peaceful waterfront scenery, this home offers an unparalleled lifestyle. Must meet resident selection criteria. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)
Listing Agent: Steven Simpson (407-545-2594)
11051 CONISTON WAY, WINDERMERE, FL 34786
$13,0005 Days on yellowkey MLS ID: O6416977
Bed: 5 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5498 Built: 2005Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Remarks: 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 (407-558-1396)
Listing Agent: Julian Correa (407-990-2360)
6431 CHATHAM VIEW CT, WINDERMERE, FL 34786
$5,80010 Days on yellowkey MLS ID: O6416117
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3310 Built: 2002Community: Glenmuir 48 39Single Family
Remarks: 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 (407-622-2122)
Listing Agent: Sevara Botirova Patel (407-242-9546)
13121 ZORI LN, WINDERMERE, FL 34786
$4,55010 Days on yellowkey MLS ID: O6416124
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3365 Built: 2004Community: Providence Ph 01 50 03Single Family
Remarks: 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.
Listing Agent: Patricia Zimath, Llc (321-318-1050)
3636 LAKE BUYNAK RD, WINDERMERE, FL 34786
$3,50052 Days on yellowkey MLS ID: O6403466
0 Days Off yellowkey (back on 6/11/2026)
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1855 Built: 1977Community: Lake Buynak EstatesSingle Family
Remarks: Looking for seclusion? One plus acre waterfront. No HOA. Adorable, clean available June 1st. Bring your boat, RV, pets. Quiet treed drive located near the Town of Windermere. Complete with stainless appliances, washer, dryer. Large screened porch. Tile floors throughout. Decorative fireplace in family room. Room to Breathe!! Check it out today. For Application: https://apply.link/rhwVwSc
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
8122 WHITFORD CT, WINDERMERE, FL 34786
$7,99544 Days on yellowkey MLS ID: O6406342
REDUCED by $505 (5.9%) on 05/22/2026
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3062 Built: 2003Community: Keenes PointeSingle Family
Remarks: GOLF FRONT!! Beautiful 4-Bed, 3-Bath Home for Rent in the Exclusive Keene’s Pointe Golf Community Nestled in the sought-after and secure gated community of Keene’s Pointe, this stunning single-story home offers a rare opportunity to live in a neighborhood renowned for its strong sense of community and premium amenities. Community Features: • Gated with 24/7 Manned Security: Peace of mind and privacy. • Convenient Amenities: Enjoy access to an on-site restaurant, fitness center, tennis courts, and more—all just a short distance from your doorstep. Property Highlights: • Prime Location: Backing onto the driving range, enjoy serene views of practicing golfers without worrying about stray golf balls. Evenings are quiet and peaceful. • Backyard Oasis: The screened-in pool and spa, complete with heating, create a perfect space for relaxation. A fully equipped summer kitchen adds to the charm for outdoor entertaining. • Spacious Layout: Inside, the home features 4 generously sized bedrooms and a well-designed kitchen with top-of-the-line GE appliances. • Freshly Painted: The interior was recently refreshed in December, offering a clean and inviting atmosphere. • All solid f looring throughout. IAmple Garage Space: A 3-car garage includes a dedicated space for your golf cart. Added Value: • Yard maintenance, pool service, and pest control are included in the rental, providing a relaxed lifestyle. Don’t miss this incredible opportunity to call Keene’s Pointe your home.
9701 LAKE ISLEWORTH CT, WINDERMERE, FL 34786
$12,500116 Days on yellowkey MLS ID: O6385693
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3535 Built: 2000Community: IsleworthSingle Family
Remarks: RECENTLY RENOVATED within the gates of Isleworth Golf and Country Club on a lovely cul-de-sac, you will discover this Golf Villa, boasting over 3,500 square feet of space. With 3 bedrooms plus an office, which could easily be used as a 4th bedroom, this charming villa has a spacious master suite with a garden view step-down shower, a notable kitchen with breakfast nook, formal dining room, and living room with a gas fireplace. Enjoy the outside grill area and large fenced-in yard. The home has an oversize 2 car garage with a golf cart entrance for those golf enthusiasts.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Michelle Corbin (407-491-2690)
11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL 34786
$9,50012 Days on yellowkey MLS ID: O6412522
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5205 Built: 2013Single Family
Remarks: Welcome to Waterstone Windermere, with tranquil living and charm, this area boasts connecting lakes, ideal for boating and walking. this property consist of 5 bedrooms, 5 full bathrooms and 2 half baths. it’s 10-15 mins drive from Disney many restaurants and bars, Reputable schools and many other features.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO (407-299-3000)
Listing Agent: Kimroy Mussington (407-299-3000)
820 EAST BLVD, WINDERMERE, FL 34786
$6,00018 Days on yellowkey MLS ID: O6407655
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1713 Built: 1952Community: Windermere TownSingle Family
Remarks: Fully Furnished Executive Rental in downtown Windermere! Welcome to Sunrise on the Lake, a beautifully renovated, fully furnished executive home on Lake Bessie in Windermere. Tucked along winding lakeside roads, this peaceful retreat is perfectly positioned for stunning sunrises, refreshing lake breezes, and panoramic water views. From the moment you arrive, you will appreciate the exceptional curb appeal and expansive front deck overlooking the lake. Chicago brick pavers lead to a mostly single-level, open-concept layout designed for comfort and entertaining. The European inspired living space features a bright dining area with large picture windows and a welcoming family room with premium amenities, including a Sony flat-screen TV, Bose soundbar, electric fireplace, stand-up arcade with 100+ games, foosball table, plus board games and books. The fully equipped kitchen offers stainless steel appliances, remarkable lake views, and opens to the dining area with comfortable seating for eight. Bedrooms provide relaxing, private spaces with views of the home’s half-acre setting. Outside, enjoy a private moon garden with orchids, a shaded dining area beneath a grand oak tree, and a spacious deck perfect for soaking up the Florida sun and enjoying the calm water. The home has recently undergone a complete remodel, with new or newer furnishings throughout, including updated appliances.
Listing Agent: Simon Simaan (407-558-1396)
8463 TIBET BUTLER DR, WINDERMERE, FL 34786
$7,00018 Days on yellowkey MLS ID: O6413065
Bed: 4 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3786 Built: 1998Community: Keenes PointeSpa: YesSingle Family
Remarks: Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The master suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are centered in the home with multiple doors to the lanai. The family room has a two-story ceiling with gas fireplace and built-ins. Upstairs you will find a loft with built-in cabinetry that can also be a study, bonus/game room over the garage with full bath and three additional bedrooms (one is an en-suite and the other two share a hall bath). The back yard is spacious and has a large pool/spa with fencing and covered lanai. There is also a three car garage large enough to house a golf cart. Shallow well for irrigation, newer roof and gutters are just some of the great features of this home.
Listing is courtesy of: SOUTHERN REALTY GROUP LLC (407-217-6480)
Listing Agent: Teresa Stewart (407-493-3057)
11917 CAMDEN PARK DR, WINDERMERE, FL 34786
$5,50049 Days on yellowkey MLS ID: O6403295
0 Days Off yellowkey (back on 5/18/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3030 Built: 2006Community: Keenes PointeSingle Family
Remarks: This stunning single-story home in the guard-gated community of Keene’s Pointe offers 4 bedrooms, 3 bathrooms, and 3,030 square feet of beautifully designed living space. The open-concept floorplan is enhanced by soaring ceilings and an abundance of windows, filling the home with natural light. Upon entry, you’re welcomed by elegant formal spaces—including a foyer, living room, dining room, and private study—featuring rich hardwood flooring, architectural arches, columns, and crown molding. The living room’s French doors open to a spacious screened-in lanai, perfect for indoor-outdoor living. The heart of the home is the expansive kitchen and family room, seamlessly connected for effortless entertaining. The kitchen boasts a large island, breakfast bar, cozy nook, granite countertops, stainless steel appliances, double ovens, a gas cooktop, and a built-in organization desk. The adjoining family room features a vaulted ceiling and French doors leading to the lanai, while the entire area is finished with easy-care ceramic tile. The oversized primary suite is a true retreat, highlighted by a tray ceiling with crown molding and a luxurious en-suite bath complete with dual vanities, a recessed makeup area, garden tub, separate shower, and generous closet space. Three additional bedrooms, two full bathrooms, a dedicated laundry room, and a three-car garage complete the interior. Located in Camden Village, a peaceful enclave within Keene’s Pointe, this home offers convenient access to both the country club and the community’s main entrance.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Brynn Allen (407-617-8963)
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