Windermere Single Family Homes for rent by Neighborhood

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Newest Single Family Homes for Rent in Windermere by Neighborhood

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  • 11051 CONISTON WAY, WINDERMERE, FL - MLS# O6416977

    RESERVE AT LAKE BUTLER SOUND - O6416977 - 11051 CONISTON WAY, WINDERMERE, FL 34786
    1 Day on yellowkey

    $13,000 | Single Family Home | 5 beds | 5.5 baths | 3 gar

    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.

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    Listing is courtesy of: THE SIMON SIMAAN GROUP

  • 13809 AMELIA POND DR, WINDERMERE, FL - MLS# O6410416

    CREEKS RUN - O6410416 - 13809 AMELIA POND DR, WINDERMERE, FL 34786
    1 Day on yellowkey

    $3,360 | Single Family Home | 4 beds | 3.5 baths | 2 gar

    This beautiful move-in ready home offers 4 bedrooms, 4 bathrooms, plus a dedicated office/flex room, providing the perfect blend of comfort, space, and functionality. The first floor features elegant tile flooring throughout and a spacious primary suite conveniently located on the main level for added privacy. Upstairs, you'll find a junior master suite along with a versatile loft/bonus area ideal for a media room, playroom, or home office. Designed for both everyday living and entertaining, the home includes formal living and dining areas, a separate family room, and an impressive kitchen featuring stainless steel appliances, a breakfast nook, high ceilings, and elegant 8-foot interior doors that create an open and airy feel throughout. Recent updates include newly completed exterior painting and newer interior paint. Located in a highly desirable family-friendly community with excellent schools, future clubhouse amenities, a community swimming pool, and a large scenic lake offering beautiful water views and relaxing surroundings. Tenant occupied. 24-hour appointment required for all showings. Tenant Responsibilities: Power, water, cable, internet, phone, lawn maintenance, and irrigation head replacements.

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    Listing is courtesy of: AAA GLOBAL VENTURES PA

  • 4205 BLUE MAJOR DR, WINDERMERE, FL - MLS# O6417184

    SUMMERPORT - O6417184 - 4205 BLUE MAJOR DR, WINDERMERE, FL 34786
    2 Days on yellowkey

    $2,700 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    This single story property in the popular community of Summerport is ready for new tenants, the tiles have just been professionally steam cleaned throughout and there is no carpet in the property, house was painted recently and new laminate flooring added to the bedrooms. The property benefits from a screened porch on the rear with an extended driveway that has recently been pressure washed. Easy access to the new town of Hamlin, great schools and shopping

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    Listing is courtesy of: WENDY MORRIS REALTY

  • 6746 DUNCASTER ST, WINDERMERE, FL - MLS# O6417108

    LAKES OF WINDERMERE PH 2A - O6417108 - 6746 DUNCASTER ST, WINDERMERE, FL 34786
    2 Days on yellowkey

    $3,200 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Welcome to 6746 Duncaster Street, a spacious and beautifully maintained two-story home nestled within the highly sought-after Lakes of Windermere community. Offering 4 bedrooms, 2.5 bathrooms, and approximately 2,830 square feet of living space, this residence combines comfort, functionality, and an exceptional location. Tons of storage space. The thoughtfully designed floor plan features formal living and dining areas, a large family room with soaring ceilings, and an inviting kitchen equipped with upgraded newer stainless steel appliances, making it ideal for both everyday living and entertaining. Upstairs, all four bedrooms provide privacy and flexibility, including a generous primary suite highlighted by elegant tray ceilings, a bay window sitting area, and ample closet space. Situated on a quiet neighborhood street, residents enjoy access to community amenities including a pool, tennis courts, playgrounds, and scenic walking paths. Families will appreciate the area's highly rated schools, while the home's convenient location places shopping, dining, major roadways, and Walt Disney World just minutes away. With its spacious layout, desirable community setting, and prime Windermere location, 6746 Duncaster Street offers an exceptional opportunity to enjoy the best of Central Florida living.

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    Listing is courtesy of: JC FLORIDA REALTY LLC

  • 7329 AUBURNWOOD LN, WINDERMERE, FL - MLS# S5151923

    WINDERMERE SOUND - S5151923 - 7329 AUBURNWOOD LN, WINDERMERE, FL 34786
    2 Days on yellowkey

    $3,200 | Single Family Home | 4 beds | 2.5 baths | 2 gar

    Beautiful 4-bedroom home in the desirable Windermere area. Featuring an open floor plan, spacious living areas, a modern kitchen, and a private backyard perfect for entertaining. Conveniently located near top-rated schools, shopping, dining, and major attractions. Move-in ready and a must-see!

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    Listing is courtesy of: MD3 HOMES LLC

  • 7137 BEEK ST, WINDERMERE, FL - MLS# O6416345

    WINDERMERE TERRACE - O6416345 - 7137 BEEK ST, WINDERMERE, FL 34786
    5 Days on yellowkey

    $3,100 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 7137 Beek Street in the highly desirable Windermere area! This beautifully maintained single-story home offers the perfect combination of comfort, convenience, and scenic surroundings. Featuring 3 bedrooms and 2 full bathrooms, this thoughtfully designed home provides easy, one-level living. Enjoy breathtaking water views from the backyard and take advantage of the peaceful setting that makes this home truly special. Conveniently located near walking and biking trails, as well as shopping, dining, entertainment, and major roadways, this home offers easy access throughout Central Florida. Located within a highly sought-after school zone with A-rated schools, this home provides an exceptional opportunity to enjoy one of the area's most desirable communities. Experience the beauty of water-view living and schedule your private showing today.

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    Listing is courtesy of: UNIONE REALTY INC

  • 6431 CHATHAM VIEW CT, WINDERMERE, FL - MLS# O6416117

    GLENMUIR 48 39 - O6416117 - 6431 CHATHAM VIEW CT, WINDERMERE, FL 34786
    6 Days on yellowkey

    $5,800 | Single Family Home | 5 beds | 4.5 baths | 3 gar

    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!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 13121 ZORI LN, WINDERMERE, FL - MLS# O6416124

    PROVIDENCE PH 01 50 03 - O6416124 - 13121 ZORI LN, WINDERMERE, FL 34786
    6 Days on yellowkey

    $4,550 | Single Family Home | 5 beds | 4.0 baths | 3 gar

    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.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 11355 ARBORSIDE BEND WAY, WINDERMERE, FL - MLS# O6416043

    GLENMUIR 48 39 - O6416043 - 11355 ARBORSIDE BEND WAY, WINDERMERE, FL 34786
    6 Days on yellowkey

    $3,500 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    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.

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    Listing is courtesy of: STOCKWORTH REALTY GROUP

  • 1125 LASCALA DR, WINDERMERE, FL - MLS# O6409403

    BELMERE VILLAGE G2 48 65 - O6409403 - 1125 LASCALA DR, WINDERMERE, FL 34786
    6 Days on yellowkey

    $3,500 | Single Family Home | 5 beds | 4.5 baths | 2 gar

    Mediterranean style property with five bedrooms, four and a half bathrooms on two floors in gated community. New flooring. One of the bedrooms is on the first floor next to a full bathroom, making it ideal to function as an office or guest suite. The remaining bedrooms are on the second floor with the master bedroom has crown molding and a huge walk-in closet. Fully equipped kitchen with granite countertops, stainless steel appliances, and wait, yes, a gas range! To top it all off, it comes with a washer and dryer. The community has a swimming pool, tennis, basketball, sand volleyball, children's play area and weight room. You really must see this property to fully appreciate it. It is professionally managed, and rent includes lawn care, so this is worry-free living. Hurry and schedule a showing, this won't last, and you won't want to miss out. Please see the attached files.

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    Listing is courtesy of: BHHS FLORIDA REALTY

  • 8625 GREENBANK BLVD, WINDERMERE, FL - MLS# O6413262

    LAKES OF WINDERMERE PEACHTREE - O6413262 - 8625 GREENBANK BLVD, WINDERMERE, FL 34786
    7 Days on yellowkey

    $3,100 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Single family home with 4 bedrooms and 3 full bathrooms in desirable Lakes of Windermere Peachtree subdivision. This is quaint community convenient to Disney attractions for work or play and is gated and zoned for Windermere High School. Available just in time for the new school year. Located on a scenic pond w conservation area view, with no rear neighbors and uninhibited views of the attractions' fireworks display, this property offers privacy and living at its finest. It was recently painted and is ready for occupancy. A second story guest suite, granite counter tops, full appliance package, including washer and dryer will make you the envy of your social circle. You will enjoy peace of mind knowing that rent includes lawn care and the property is professionally managed. Hurry and make an appointment to view, as this will not last.

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    Listing is courtesy of: BHHS FLORIDA REALTY

  • 14252 CONFETTI (GARAGE APARTMENT) DR, WINDERMERE, FL - MLS# O6415569

    SUMMERPORT PH 04 C E F & G - O6415569 - 14252 CONFETTI (GARAGE APARTMENT) DR, WINDERMERE, FL 34786
    7 Days on yellowkey

    $1,350 | Single Family Home | 1 beds | 1.0 baths

    1X1 above garage apartment! Electricity & water included!! MOVE IN NOW!! 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. Washer & dryer in laundry closet. Garage/apartment is detached from the main house. Tenants renting garage apartment will utilize street parking. (Garage parking & driveway parking area is designated to main house tenant's ) Easy access to shopping, dinning, and major highways!! Within an approximate 15 min drive to Disney parks! Lawn care HOA responsibility. Renters insurance required. -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 $400.00 on any particular month, each tenant/unit will pay overage proportionally based on the average of # of occupants & square footage under AC.- Tenant is responsible for obtaining/paying for internet & or cable.

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    Listing is courtesy of: HOMEVEST REALTY

  • 11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL - MLS# O6412522

    - O6412522 - 11406 WATERSTONE LOOP DRIVE, WINDERMERE, FL 34786
    8 Days on yellowkey

    $9,500 | Single Family Home | 5 beds | 6.0 baths | 3 gar

    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.

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    Listing is courtesy of: WEICHERT REALTORS HALLMARK PRO





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