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View all Windermere Single Family Homes for Rent
LAKES/WINDERMERE PH 02A - O6412189 - 6601 DUNCASTER ST, WINDERMERE, FL 34786 1 Day 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 4 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
PRESTON SQUARE - O6411635 - 6811 HELMSLEY CIR, WINDERMERE, FL 34786 4 Days on yellowkey
$4,200 | Single Family Home | 5 beds | 3.0 baths | 2 gar
Beautiful 2-story home in desirable area and community with screened in private pool. The view and sunset are incredible. Master bed and 2 secondary bedrooms are downstairs and there are other 2 rooms and full bath upstairs. Patio table and chairs and big umbrella in the pool area are staying. Washer and dryer included. Only 3 permanent cars allowed. Pool and lawn maintenance are included. Must see!
Listing is courtesy of: PRIME USA REALTY LLC
WICKHAM PARK - O6411120 - 12784 GARRIDAN AVE, WINDERMERE, FL 34786 6 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 6 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.
Listing is courtesy of: STOCKWORTH REALTY GROUP
ENCLAVE - O6410722 - 17514 BLACK RAIL ST, WINDERMERE, FL 34786 7 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 7 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
SUMMERPORT PH 04 C E F & G - O6410196 - 14252 CONFETTI DR, WINDERMERE, FL 34786 10 Days on yellowkey
$3,199 | Single Family Home | 1 beds | 1.0 baths
WATER & ELECTRIC INCLUDED!! MOVE IN JUNE!! Welcome home! 3X2.5 bath 2 story main house 2000 sq ft!! Spacious living area! Perfect for entertaining as it opens to the amazing kitchen that featuring elegant 42" cabinets with beautiful Corian countertops. Elegant French doors in the living room lead to the beautiful view of the courtyard in back. All bedrooms are on the 2nd floor! Primary suite has inviting garden tub, walk-in shower, and an enormous walk-in closet as well as separate vanities!! washer/dryer hookups in utility room as well. A/C, water heater and washer & dryer are new. Resort-style amenities such as exercise room, clubhouse, pool, tennis courts, basketball courts, volleyball/beach area, and a tranquil dock area with amazing views. Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Water and electricity included! Lawn care HOA responsibility. -Garage apartment is rented separately and not included as part of the rental of main house.- -Water & electricity shared by main house and garage apartment. In the event total power & water exceeds $500.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- (1x1 garage apartment rented separately but owner will consider renting all on one lease with main house if you are interested (rental price to include main house and 1x1 garage apartment would be negotiated) - 1x1 apartment above garage offers - 380 sq ft of living space under AC with private entrance. Wonderful full kitchen, full bath, spacious living area, and 1 private bedroom- ideal for guests, extended family, office space etc. )
Listing is courtesy of: HOMEVEST REALTY
SILVER WOODS PH 04 - O6409082 - 5130 SUN PALM DR, WINDERMERE, FL 34786 10 Days on yellowkey
$3,099 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home to this charming 3-bedroom, 2-bath home located in the desirable Silver Woods area of Windermere! Available for immediate move-in, this property offers a comfortable and functional layout with spacious bedrooms and bathrooms, a bright kitchen with ample counter and cabinet space, and a large lot perfect for enjoying outdoor living. Lawn care is included with rent! Conveniently located near shopping, dining, major roadways, and top-rated schools, this home combines comfort and convenience in one of Central Florida’s most sought-after areas. Act now, this one won’t last long! All applicants are required to complete 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.
Listing is courtesy of: 407 PROPERTIES
LAKES/WINDERMERE PH 02A - O6409803 - 12936 DROXFORD RD, WINDERMERE, FL 34786 11 Days on yellowkey
$3,600 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Lakes of Windermere STUNNER! This Ashton Woods Kensington floorplan w/ bonus room welcomes you home from the time you drive the gorgeous tree lined streets! Watch the Disney fireworks steps outside of the home! An inviting front porch leads you into the luxuriously upgraded home! As you enter, you are greeted by the formal living/dining area with tons of windows for natural light, HIGH CEILINGS, upgraded CERAMIC WOODGRAIN TILE FLOORING, CROWN MOLDING, and recessed lighting. A 3-WAY SPLIT & OPEN FLOOR PLAN yields the privacy a large family desires. Arched walkways lead you to 3 bedrooms with spacious closets, BRAND NEW Laminate flooring and a fully upgraded bathroom complete with dual sinks. Ceiling fan packages throughout entire home. An entertainer's DREAM KITCHEN awaits you. Truly the heart of the home, this STUNNING two-toned kitchen renovation includes an oversized island with thick cut granite, inlay sink, breakfast bar and additional storage. Stainless steel appliances, 42-inch cabinets, soft close cabinets and pull out drawers, recessed lighting, and a sleek cabinet pantry. Dedicated coffee/beverage bar area leads you to the eating space in kitchen and the spacious Family room, which continues out to a 2018 addition of a SCREENED and COVERED lanai perfect for year-round enjoyment. A double door package leads you into the tasteful primary bedroom and ensuite bathroom where the upgrade continue! Dual Shower heads including a RAIN shower, luxury flooring, makeup vanity and Dual Sinks all tastefully tie into the kitchen upgrades on color palette and natural light. Walk past a guest bathroom and let your imagination wander with the large upstairs bonus/flex room complete with a closet and a full bathroom package (currently used as 5th bedroom). Additionally, a dual A/C system completely replaced 2017, SOLAR PANELS and REVERSE HEAT PUMP WATER HEATER (that cools the garage!) in 2018. SO much flexibility in this floor plan! Lakes of Windermere is an established neighborhood with mature landscaping that offers a pool, tennis, volleyball and basketball courts, dock, parks and playgrounds! MAKE YOUR APPOINTMENT TO VIEW TODAY!
Listing is courtesy of: WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
ASHLIN PARK PH 1 - O6409553 - 7243 RAMBLING WATER WAY, WINDERMERE, FL 34786 11 Days on yellowkey
$3,300 | Single Family Home | 5 beds | 3.5 baths | 2 gar
Discover refined Florida living in this stunning 5-bedroom, 3.5-bathroom home located in the sought-after Ashlei Park community in Windermere. Designed with both elegance and functionality in mind, this spacious residence offers an exceptional layout ideal for comfortable family living and entertaining. Step inside to find bright, open living spaces filled with natural light, complemented by stylish finishes and generous room sizes throughout. The gourmet kitchen seamlessly connects to the main living areas, creating the perfect setting for everyday living and hosting guests. The beautifully landscaped backyard provides a private retreat where you can relax and enjoy the Florida lifestyle year-round. The outdoor patio is ideal for barbecues, gatherings, and peaceful evenings outdoors. Additional features include a two-car garage and abundant storage space throughout the home. Conveniently located in the highly desirable Windermere area, residents enjoy easy access to top-rated schools, premier shopping, dining, entertainment, and major attractions throughout Central Florida. This exceptional Ashlei Park home offers the perfect combination of luxury, comfort, and convenience. Schedule your private showing today and experience everything this beautiful rental property has to offer!
Listing is courtesy of: NOVA REAL ESTATE SERVICES INC