Homes for Rent near Windermere Elementary School

Welcome to Keene’s Pointe in Windermere! Stunning 4-bedroom, 3-bath, one-story pool home in a guard-gated golf community. This move-in ready residence features a spacious open floor plan, formal living & dining rooms, and a gourmet kitchen with granite countertops, stainless steel appliances, and abundant cabinetry. The family room with dual-sided stone fireplace flows into a private sitting

Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

This extraordinary Windermere lakefront estate offers refined living on the Butler Chain of Lakes. Located on one of the areas most desirable streets, the home features over $350K in recent upgrades, including a redesigned kitchen and fireplace, new windows and doors, fresh exterior paint, updated landscaping, and a new roof. A brand-new private dock provides direct access to Wauseon Bay.

Jacob Rodriguez SPECIALIZED PROPERTY MANAGEMENT

Welcome to your private luxury retreat in the exclusive gated community of Casabella in Windermere. This exceptional fully furnished estate offers over 5,400 square feet of thoughtfully designed living space, featuring 5 bedrooms, 5.5 bathrooms, and a 3-car garage—perfectly blending elegance, comfort, and functionality. From the moment you arrive, the circular driveway and lush, manicured

Timothy Schmidt RIGHTHOUSE REALTY LLC

3 Bed 2 Bath Pool home 1 block from Windermere Elementary School * Private Boat Ramp to Lake Butler & Chain of Lakes * Friendly Pets Welcome - Completely Resurfaced Pool & Spa * Rear Porch has been enclosed to create a nice Sunroom with A/C * Fenced Yard * Storage Building * Carport with Extra Storage Room * Washer & Dryer Included * Available May 1, 2026

Darrell Nunnelley VINTAGE REALTY GROUP LLC

This stunning waterfront home with a pool in the desirable 24-guard gated neighborhood of Keene’s Pointe is available for immediate occupancy! Welcome home to your exquisite single-story remodeled home spanning 2,851 sq ft with an open-concept design, featuring wood floors with contemporary style throughout. Highlights include spacious bedrooms, a separate study, living room, dining room, and a

Simon Simaan THE SIMON SIMAAN GROUP

This 4BR/4 FULL Bath PLUS BONUS ROOM home located right next to a beautiful park in Keene’s Pointe is calling your name! Enjoy the serenity of this guard gated, golf course and country club community. This flexible split floor plan features all 4 bedrooms downstairs with the primary suite on one side of the house and on the other side you will find a deluxe, Jack and Jill bedroom layout with

Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

Ready for immediate occupancy. No HOA. Welcome to Sunrise on The Lake, an exceptional, fully remodeled one-story retreat in the heart of downtown Windermere with stunning views over Lake Bessie. Wake up to breathtaking sunrises and, on clear evenings, enjoy the rare treat of watching rocket launches from Cape Canaveral right your home. Inside, every detail feels elevated, solid wood floors, level

Simon Simaan THE SIMON SIMAAN GROUP

This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

Juan Delgado LA ROSA REALTY LLC

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

Michelle Corbin ISLEWORTH REALTY LLC

Rare Newer Construction (2017) Windermere Pool Home located in close proximity to Downtown Windermere. This is a 2 Story home with tiled roof and so many upgrades and amenities. Beautiful Open floorplan with all of the upgrades. Through the large Sliding Glass doors, you flow into a fully covered Lanai and into the stunning brick paved pool area w/ Jacuzzi and the Scenic Landscaped Lot. This is

Corey Cannon BHHS FLORIDA REALTY

One or more photo(s) has been virtually staged. Experience elevated lakefront living in this one-of-a-kind estate, offering breathtaking views of Lake Bessie and unforgettable Florida sunsets.A private gated entry welcomes you to this exceptional residence offering 4 bedrooms and 4.5 bathrooms, thoughtfully designed for both everyday living and elegant entertaining. The main level features formal

Maria Sarmiento Webel ELITE GLOBAL REAL ESTATE LLC

Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

Jill Irwin IRWIN REALTY GROUP LLC

Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

Julien Silva JOHN SILVA REALTY & ASSOCIATES

One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida

Karen O'Neil COLDWELL BANKER REALTY

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

Steve Simpson 407 PROPERTIES

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

Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

One or more photo(s) has been virtually staged. Available for lease, this refined single-story pool residence is located in the Town of Windermere, just moments from Main Street and the downtown district’s dining, shopping, and community amenities. Positioned on an oversized corner lot beneath mature oak trees, the property offers a private and well-composed setting with thoughtful indoor and

Rob Gaudreau MAINFRAME REAL ESTATE