Location: Windermere
Keyword(s): Windermere Elem
Keyword(s) Elementary School: Windermere Elem
Do Not Show Listings
8411 WOBURN CT, WINDERMERE, FL 34786
$7,85015 Days on yellowkey MLS ID: O6421734
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2562 Built: 1999Community: Keenes PointeSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Windermere Elem
High School: Windermere High School
Tax Year:
Middle School: Bridgewater Middle
Remarks: Welcome to this 4-bedroom, 3-bathroom home located on a quiet cul-de-sac in the guard-gated community of Keene's Pointe. Backing to the Tibet-Butler Preserve, this property offers peaceful conservation views and added privacy. Inside, you'll find a bright, open floor plan with plenty of natural light and tasteful updates throughout. The remodeled kitchen features modern cabinetry, granite countertops, and stainless-steel appliances, offering both style and functionality. The spacious primary suite includes an updated bathroom, while the split-bedroom layout offers privacy for family and guests. Step outside to enjoy the screened pool and spa overlooking the conservation area, creating the perfect place to relax and enjoy Florida living. Additional features include a home office, a two-car garage, and mature landscaping. Conveniently located near top-rated schools, shopping, dining, golf, and major roadways, this move-in-ready home offers comfort, privacy, and an excellent location.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Jessica Cueva Pa (321-286-6065)
8122 WHITFORD CT, WINDERMERE, FL 34786
$7,50070 Days on yellowkey MLS ID: O6406342
REDUCED by $495 (6.2%) on 07/16/2026
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.
Listing is courtesy of: WINDERMERE INTERNATIONAL REALTY (407-421-6241)
Listing Agent: Hans Welbergen (407-701-6814)
6119 PAYNE STEWART DR, WINDERMERE, FL 34786
$15,0009 Days on yellowkey MLS ID: O6423111
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2836 Built: 1988Community: IsleworthSingle Family
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area, opens to the family room with stately built-ins and a fireplace. Featuring smooth quartz counter tops and stainless-steel appliances, the kitchen offers a breakfast nook for casual dining. The primary suite boasts a private bath with his-and-her vanities and a walk-in shower with a tub, while two additional bedrooms also offer beautifully finished private baths. Complete with a new boat dock, the fenced manicured grounds perhaps best capture the panoramic lake views. RENTAL APPLICATION MUSTBE SUBMITTED AND APPLICABLE FEE PAID TO THE ISLEWORTH COMMUNITY ASSOCIATION.
Listing is courtesy of: ISLEWORTH REALTY LLC (407-909-9000)
Listing Agent: Michelle Corbin (407-491-2690)
11050 CONISTON WAY, WINDERMERE, FL 34786
$9,95026 Days on yellowkey MLS ID: O6418763
0 Days Off yellowkey (back on 7/6/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4291 Built: 2004Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Remarks: Welcome to this stunning FULLY FURNISHED luxury estate in the GUARD-GATED community of Lake Butler Sound in Windermere. Designed in timeless French Country style, this remarkable residence offers an effortless blend of elegance, comfort, and refined living. Beautifully appointed and professionally furnished throughout, this turnkey home is ready for immediate enjoyment. From the moment you arrive, the home’s stately architecture and meticulously landscaped grounds create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, elegant chandeliers, and custom architectural details combine to create warm, sophisticated living spaces filled with natural light. The thoughtfully designed floor plan offers seamless flow between the formal living and dining rooms and the spacious family room, making it ideal for both intimate gatherings and grand entertaining. At the heart of the home is a chef’s kitchen featuring premium Viking appliances, an oversized center island, abundant cabinetry, and a generous walk-in pantry. Whether preparing everyday meals or entertaining guests, this kitchen is as functional as it is beautiful. The home features five spacious bedrooms, including an elegant primary suite that serves as a private retreat. Complete with a sitting area, direct lanai access, a spa-inspired bath with soaking tub, oversized walk-in shower, dual vanities, and an expansive custom walk-in closet, the owner’s suite offers the perfect place to unwind. Each additional bedroom provides generous accommodations with its own character and comfort. A dedicated executive office offers a quiet, inspiring workspace for remote professionals or those seeking a private study. Step outside into your own resort-style backyard, where lush tropical landscaping surrounds a sparkling pool and spa, creating a peaceful and private oasis. Relax beneath the covered lanai, enjoy your favorite sporting events on the outdoor television, or spend evenings entertaining in one of Central Florida’s most desirable outdoor settings. Modern luxury extends throughout the home with a whole-home Sonos sound system, allowing you to enjoy premium audio in virtually every room. Lake Butler Sound is one of Windermere’s premier luxury communities, offering 24-hour guard-gated security and an exceptional location just minutes from renowned dining, upscale shopping, championship golf, and Orlando’s world-class attractions. Residents also enjoy access to top-rated public schools and many of Central Florida’s premier private and preparatory schools. Luxury, comfort, and convenience come together in this extraordinary fully furnished residence. Schedule your private showing today and experience everything this exceptional home has to offer.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alexis Jacobsen (407-900-0771)
3999 ISABELLA CIR, WINDERMERE, FL 34786
$15,950392 Days on yellowkey MLS ID: O6320216
Bed: 6 Bath: 7.0 Gar: 3 Liv Area Sq Ft: 6881 Built: 2018Community: Casabella Ph 2Spa: NoSingle Family
Remarks: Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this remarkable home presents an unparalleled opportunity to experience the epitome of high-end living. As you step inside, you'll be greeted by an aura of sophistication that permeates every corner of this lavish residence. With 6 generously appointed bedrooms and 6 full bathrooms accompanied by 2 half baths, there is no shortage of space for both family and guests. The residence boasts a thoughtfully designed layout that effortlessly combines practicality with aesthetics. The heart of this home is its modern kitchen, complete with top-of-the-line appliances and an oversized kitchen island, perfect for culinary enthusiasts and those who love to entertain. Seamlessly flowing from the kitchen is a spacious living area adorned with luxurious finishes, creating an inviting atmosphere for relaxation and social gatherings. A standout feature of this home is the bonus room, offering versatile space for a home office, entertainment center, or a personal gym - the possibilities are endless. The 3-car garage provides ample storage for vehicles and more. Step outside to your own private oasis, where a meticulously landscaped backyard awaits. The summer kitchen offers an ideal setting for outdoor dining and entertaining, while the lush greenery and serene surroundings provide a sense of tranquility. The oversized pool takes center stage, beckoning you to indulge in a refreshing dip or bask in the sun-kissed luxury. This residence is being offered fully furnished, allowing you to move in seamlessly and immediately begin enjoying the luxurious lifestyle it provides. Every detail, from the grand entrance to the intricate finishes, has been carefully curated to create an atmosphere of luxury and sophistication. Don't miss your chance to live in this unparalleled piece of Windermere's real estate. Schedule a private showing today to experience the grandeur and elegance of 3999 Isabella Cir firsthand.
Listing is courtesy of: DELUCA REAL ESTATE SERVICES CORP (407-690-9941)
Listing Agent: Lucas Desouza (407-690-9941)
6119 FOXFIELD CT, WINDERMERE, FL 34786
$8,50039 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.
6219 TIROCO WAY, WINDERMERE, FL 34786
$14,00018 Days on yellowkey MLS ID: O6420996
Bed: 7 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5221 Built: 2014Community: Waterstone A D E F G H J LSpa: YesSingle Family
Remarks: One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining. The home offers 7 bedrooms, 5½ bathrooms, a media room, loft, dedicated office, storage room, and separate formal living and dining rooms. Elegant design elements throughout include volume ceilings, designer niches, granite countertops, stainless steel appliances, natural gas cooking, washer and dryer, an under-stairs storage closet, security system, and a spacious three-car garage. A convenient Jack-and-Jill bath with double vanity adds functionality for family or guests. The first-floor primary suite is a private retreat featuring a spacious bedroom with a bay window overlooking the pool and two custom walk-in closets. A sitting area between the bedroom and bath provides space for comfortable chairs or a nursery setup. The luxurious primary bathroom includes dual vanities with abundant counter space, a large soaking tub, and an impressive walk-through shower with dual benches and multiple shower heads. The kitchen is ideal for the home chef, showcasing a large center island with additional storage and two pantries. It opens seamlessly to the family room, dinette, and outdoor living area, creating the perfect layout for gatherings and daily living. Step outside to your private backyard oasis featuring a designer custom pool and spa with waterfall and fountain features, elegant travertine decking, and plenty of space for outdoor entertaining. Two sizeable side yards offer additional room for recreation and privacy. Waterstone is a highly sought-after community located on the shores of Lake Butler, offering 24/7 guarded security, scenic walking trails, beautiful stone accents, and distinctive architecture. Residents also enjoy a private gate to Windermere Preparatory School. Conveniently accessing Walt Disney World, one can even watch the Disney fireworks from the community. Also in proximity are area theme parks, excellent shopping and dining, and major highways including State Road 429 and the Florida Turnpike for easy travel to downtown Orlando, Orlando International Airport, and the region’s booming medical corridor.
Listing is courtesy of: MAXLIFE REALTY LLC (321-373-3536)
Listing Agent: Ryan Solberg (407-748-3436)
8463 TIBET BUTLER DR, WINDERMERE, FL 34786
$7,00044 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)
11820 WATERSTONE LOOP DR, WINDERMERE, FL 34786
$6,99029 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)
9701 LAKE ISLEWORTH CT, WINDERMERE, FL 34786
$12,500142 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.
11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL 34786
$9,50038 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)
11917 CAMDEN PARK DR, WINDERMERE, FL 34786
$5,50075 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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