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KEENES POINTE - O6413065 - 8463 TIBET BUTLER DR, WINDERMERE, FL 34786 Just Added on 06/03/2026 8:52AM
$7,000 | Single Family Home | 4 beds | 5.0 baths | 3 gar
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
PRESTON SQUARE - O6405961 - 6621 HELMSLEY CIR, WINDERMERE, FL 34786 Just Added on 06/03/2026 8:46AM
$3,749 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome home! This 4-bedroom, 3.5-bath home is available for immediate move-in! This property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Enjoy the large back yard and a screened-in patio!! Upstairs features a large loft area and a lovely porch to relax! You will also have access to the gorgeous community swimming pool, playground, and basketball court which are all located just steps from the house. Act now! This one won't last long! All applicants are required to do a credit and background check.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. Lawn care is included with rent!
Listing is courtesy of: 407 PROPERTIES
VINYARDS/HORIZONS WEST PH 1B - O6412833 - 6650 BRIDGEWATER VILLAGE RD, WINDERMERE, FL 34786 1 Day on yellowkey
$3,100 | Single Family Home | 3 beds | 3.0 baths | 2 gar
Located in a highly desirable Windermere-area school district, this beautiful home features a conservation-view backyard and a playground directly in front of the property. The first floor features tile floor throughout for easy maintenance, while all bedrooms are on the second floor. A spacious loft upstairs provides the perfect space for relaxation, entertainment, or a home office. Conveniently located near Windermere High School, shopping, dining, and Walt Disney World, this home combines comfort with accessibility. Enjoy nightly Disney fireworks from the privacy of your backyard. Lawn service is included in the rent.
Listing is courtesy of: JOY ESTATE ENTERPRISE INC
LAKES/WINDERMERE-PEACHTREE - O6410111 - 8838 ABBOTSBURY DR, WINDERMERE, FL 34786 1 Day on yellowkey
$2,800 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Sited in the Preserve at Lakes of Windermere, a gated community, this three-bedroom, two-bathroom home sits in a highly desirable location. This single-story home offers a bright, open-concept floor plan with a formal living room, dinning room, family room, kitchen and breakfast nook. The private master bathroom offers a garden tub, separate glassed shower, dual sinks and large walk-in closet. Great backyard area with covered lanai facing conservation. You will not need a car to get to the community's amenities from this home. Enjoy nightly fireworks from your front porch. Lakes of Windermere is conveniently located in the heart of Windermere and offers great amenities, including swimming pool, picnic area, playgrounds and a beautiful lake gazebo. It is just minutes away from Disney attractions, I-4, Winter Garden Grove Shopping and Restaurant Center, SR 408, Florida Turnpike and much more.
Listing is courtesy of: STOCKWORTH REALTY GROUP
LAKES/WINDERMERE PH 02A - O6412189 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 5 Days on yellowkey
$3,200 | Single Family Home | 4 beds | 3.0 baths | 2 gar
This distinctive Victorian-style home in the picturesque Lakes of Windermere features 4 bedrooms and 3 bathrooms and over 3,000 square feet of well-designed living space, perfect for families and social gatherings. The inviting front porch and elegant curved staircase create a grand entrance that sets the tone for the rest of the home. Inside, the open-concept family room flows seamlessly into a beautifully upgraded kitchen with granite countertops, stainless steel appliances, and a central island, ideal for casual dining and entertaining. Step outside to the covered patio, providing a peaceful outdoor retreat. The generously-sized master suite, conveniently located on the first floor, includes a luxurious ensuite bathroom and a walk-in closet. The home also offers a rear-entry attached garage and has been freshly updated with new interior. Positioned on a desirable corner lot, this home is directly across from a charming community playground. The Lakes of Windermere neighborhood offers a variety of amenities, including a scenic lake with a fishing dock, a community pool, multiple playgrounds, tennis courts, and numerous recreational activities. With its close proximity to local attractions and shopping, this home presents an exceptional opportunity to enjoy the best of Windermere living! Schedule your showing today.
Listing is courtesy of: ANTS REALTY LLC
CASA DEL LAGO-REPLAT - O6411420 - 7231 SANGALLA DR, WINDERMERE, FL 34786 7 Days on yellowkey
$7,800 | Single Family Home | 5 beds | 4.5 baths | 3 gar
Located in the gated community of Casa Del Lago in Windermere, featuring just 88 luxury homes surrounding Lake Burden, this neighborhood offers an exceptional setting near top-rated schools and only minutes from Orlando’s most popular destinations, including major highways, airports, shopping, dining, and world-renowned attractions. Built by one of the nation’s top private homebuilders, David Weekley Homes, this nearly 4,000-square-foot residence is thoughtfully designed for both everyday living and entertaining. The home features four bedrooms on the first floor, including two bedrooms positioned on the same side of the home that are connected by a shared playroom or bonus space, while each bedroom maintains its own private en suite bathroom. A formal dining room, dedicated private office, and spacious family room provide multiple areas for gathering and daily living. A convenient pool bath is located just off the main living area with direct access to the pool patio. Upstairs, a large loft-style game room offers flexible living space along with a private fifth bedroom featuring its own full bathroom, making it ideal for guests or multigenerational living. Outdoor living is equally impressive with a luxurious paver patio, screened-in pool, and low-maintenance turf backyard, creating a private retreat perfect for year-round Florida living. The home is also fully wired with a comprehensive CCTV security system featuring 21 cameras for added security and peace of mind. Residents also enjoy the prestigious opportunity to become members of the Golden Bear Club, featuring a full-service golf course and clubhouse located in the neighboring community of Keene’s Pointe. Homes in Casa Del Lago rarely come to market, making this a unique opportunity to live in one of Windermere’s most exclusive gated communities.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC
WICKHAM PARK - O6411120 - 12784 GARRIDAN AVE, WINDERMERE, FL 34786 9 Days on yellowkey
$3,100 | Single Family Home | 4 beds | 2.5 baths | 2 gar
Stunning Beautiful Upgraded home in the desirable Wickham Park community in heart of Windermere. NO carpet. Perfect location. Top rated schools. Rent includes hoa fee and lawncare. Well-maintained 4 bedroom & 2.5 bath & 1 loft/retreat upstairs & 2 car garage on front. Sizable back yard with extended pave. Open floor plan with lots of upgrades. Great natural light in the whole house. Master bedroom downstairs with upgraded bath tub, shower, vanity, lighting fixtures and walk-in closet. Upstairs there are 3 bedrooms and 1 loft area for multiple game/retreat/study/open office. Community amenities includess clubhouse pool, walking/biking trails, dog park, playground. Perfectly convenient for the grocery shoppings, restaurants, schools, entertainment, daily living essentials. Closed to Disney World. Short drive to downtown of Orlando, Winter Garden. Schedule a showing today!
Listing is courtesy of: YORK MILLS REALTY LLC
SUMMERPORT PH 05 - O6410248 - 4548 BLUE MAJOR DR, WINDERMERE, FL 34786 9 Days on yellowkey
$3,200 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Located in the highly sought-after Summerport community in Windermere, this move-in ready home offers the perfect combination of location, comfort, and everyday convenience. Zoned for highly rated schools and just minutes from Horizon West, Disney, downtown Winter Garden, shopping, dining, and major roadways including SR-429 and the Florida Turnpike, the location is hard to beat. Inside, you’ll find a spacious and functional floor plan featuring brand-new carpet, fresh interior and exterior paint, granite countertops, wood cabinetry, a gas range, gas water heater, and abundant natural light throughout. The flexible bonus room is ideal for a home office, playroom, gym, or additional living space. The primary suite features a walk-in closet and private en-suite bathroom designed for comfort and privacy. A new washer and dryer are also included, making this home truly move-in ready. Step outside to a screened-in patio overlooking a peaceful pond view, creating the perfect setting for morning coffee or relaxing evenings with no rear neighbors directly behind you. The front yard landscaping and charming curb appeal further enhance the home’s welcoming feel. Residents of Summerport enjoy access to resort-style amenities including a community pool, fitness center, tennis courts, parks, playgrounds, sidewalks, walking trails, and scenic lakes throughout the neighborhood. With its ideal location, recent updates, and desirable community amenities, this home is an excellent opportunity in one of Windermere’s most popular communities.
ENCLAVE - O6410722 - 17514 BLACK RAIL ST, WINDERMERE, FL 34786 10 Days on yellowkey
$3,995 | Single Family Home | 4 beds | 2.0 baths | 2 gar
Luxury one-level Mediterranean Style home located in the highly desirable Enclave community at WINDERMERE. This elegant home is Energy Star Certified and also come with Solar Panels, monthly electric bill is only around $33! Step into the grand entryway with extensive natural light throughout, this 4 bedrooms, 2 baths with an office home deliver a bright open atmosphere. Open floor open, well maintained with ceramic tile on living area and laminate floor on all bedrooms. The master bedroom, the living room and the eating area overlook the tranquil pond at the back, not only creating a beautiful water view, but also providing a peaceful backdrop and exceptional Privacy. Relax in the screened patio or the back yard to enjoy the peaceful water scenery. The chef inspired gourmet kitchen features granite countertops, 42" cabinetry and SS Appliances. The Master Bedroom features elegant tray ceiling. Master bathroom has a garden tub, spacious shower, dual vanities and a large walk-in Closet. All bedrooms have walk-in closets with custom built-in shelving. Great school district! Just a few minutes to Windermere High School and Windermere Preparatory School. Walking distance to Sunset Park Elementary. Enclave is a beautiful community features all roof tile luxury houses. It is located on Chase Road next to Keene’s Point and Gold Bear Golf and Country Club. Easy access to SR 429, Turnpike and 408. Close to Disney Theme Parks. Shopping, dining and attractions are all within a vibrant area. Windermere ranked number one as the best place to live for suburbanites in Florida. Must see! Call now to schedule a showing!
Listing is courtesy of: SUNSHINE REALTY & PROP. MGNT
RESERVE AT BELMERE PH 03 51 01 - O6410311 - 11538 DELWICK DR, WINDERMERE, FL 34786 10 Days on yellowkey
$6,500 | Single Family Home | 6 beds | 4.5 baths | 3 gar
Available starting on AUGUST 1, 2026. LAWN CARE & POOL MAINTENANCE INCLUDED — Move in and enjoy from day one. Live the Florida luxury lifestyle without the hassle. Nestled behind the exclusive 24-hour guard-gated gates of The Reserve at Belmere — one of Windermere's most prestigious communities — this stunning Mediterranean-style estate offers over 4,000 square feet of refined living with every detail thoughtfully designed for comfort and elegance. Space for Every Chapter of Life with 6 bedrooms, 4.5 bathrooms, a dedicated home office with French doors, and a generous bonus room that's perfect as a playroom, home theater, or game room, there's space here for everyone — whether you're working from home, raising a family, or hosting guests in style. The gourmet kitchen is the true heart of this home, featuring a gas cooktop, double ovens, granite countertops, a breakfast bar, and a sunny breakfast nook. It flows seamlessly into a warm, inviting family room with a fireplace — the kind of space where everyday moments feel special. Luxurious Touches Throughout with Crown molding, coffered ceilings, and a grand foyer set the tone from the moment you walk in. The downstairs primary suite is your personal retreat, complete with serene pool views and a spa-inspired bath featuring a jacuzzi tub, walk-in shower, and dual vanities. Upstairs, four additional bedrooms — including a convenient Jack-and-Jill configuration — offer flexibility and privacy for family and guests alike. Your Own Backyard Oasis — Maintained for You. Step outside to a beautifully appointed outdoor living space with a large paved patio, summer kitchen, heated pool, and spa. Because lawn and pool care are included in your lease, you can focus on enjoying it all rather than maintaining it. Residents enjoy exclusive access to: Fully equipped fitness center, two tennis courts & basketball court Sand volleyball court, Fishing pier, Beautifully maintained playground, Stunning waterfront setting throughout the community. Location That Checks Every Box: The Reserve at Belmere delivers peace of mind alongside unmatched prestige. Homes of this caliber rarely come available for lease — schedule your private tour today and make this exceptional property your next home.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO