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Windermere Homes for Rent

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  • /24

    $1,995 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • Condo for Rent

    11564 Mizzon Dr Unit 902, Windermere, FL 34786

    Beautiful ground floor unit in the Lakes of Windermere! This unit features 2 bedrooms, 2 bathrooms, ceramic tile flooring throughout and elegant crown molding in the living areas. The kitchen is complete with granite countertops, a breakfast bar and pantry. There is a separate dining area and living room that leads to the large screened in porch. The split floor plan allows privacy, and each

    Agent Photo

    Nicholas Wild

    GATE PROPERTIES & MANAGEMENT INC

    11564 Mizzon Dr Unit 902, Windermere, FL 34786
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    Starting at $1,593 Per Month

    • 1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    MAA Windermere

    11598 Lachlan Ln, Windermere, FL 34786
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    $9,950 Per Month

    • 5 Beds
    • 4.5 Baths
    • 4,291 Sq Ft
    • House for Rent

    11050 Coniston Way, Windermere, FL 34786

    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

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    11050 Coniston Way, Windermere, FL 34786
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    $9,500 Per Month

    • 5 Beds
    • 7 Baths
    • 5,205 Sq Ft
    • House for Rent

    11406 Waterstone Loop Dr, Windermere, FL 34786

    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.

    Kimroy Mussington WEICHERT REALTORS HALLMARK PRO

    11406 Waterstone Loop Dr, Windermere, FL 34786
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    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Townhouse for Rent

    8256 Maritime Flag St, Windermere, FL 34786

    3 Bedroom 2 Bath First Floor Condo in the gated community of Lakeside at Windermere. Large open Floor plan with Dinning Room, Family Room and Kitchen. Screened in patio. Master Bedroom has attached Bathroom with double vanity, large soaking tub and walk in closet. Club House with Fitness Center, 2 Pools, Sand Volleyball Court and outdoor BBQ areas. 2 Additional Bedrooms with large closets share a

    8256 Maritime Flag St, Windermere, FL 34786
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    $8,999 Per Month

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft
    • House for Rent

    5243 W Lake Butler Rd, Windermere, FL 34786

    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

    5243 W Lake Butler Rd, Windermere, FL 34786
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    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
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    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,743 Sq Ft
    • Townhouse for Rent

    7652 Ripplepointe Way, Windermere, FL 34786

    Beautiful Windermere townhome for rent in the highly desirable Lake Burden South community. This spacious end-unit offers a bright and open layout featuring a Living Room, Dining Room, Eat-In Kitchen, and plenty of comfortable living space. The fully equipped upgraded kitchen includes granite countertops, a center island, stainless steel appliances, ample wood cabinetry, and generous storage

    Rodriguez Anamaris ADVANCE REALTY & MANAGEMENT LLC

    7652 Ripplepointe Way, Windermere, FL 34786
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    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Condo for rent

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786

    Lakeside At Lakes Of Windermere Community: 3/2 condo for rent located in the desirable Windermere, Florida area. This beautifully maintained second-floor condo offers 3 spacious bedrooms and 2 full bathrooms, providing plenty of room for comfortable living. The open-concept layout features a bright and airy living space, perfect for relaxing or entertaining. The kitchen is

    8277 Maritime Flag St Unit 1315, Windermere, FL 34786
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    $6,800 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,835 Sq Ft
    • House for Rent

    7231 Sangalla Dr, Windermere, FL 34786

    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

    Matt Kester THE REAL ESTATE COLLECTION LLC

    7231 Sangalla Dr, Windermere, FL 34786
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    $7,500 Per Month

    • 6 Beds
    • 4 Baths
    • 3,916 Sq Ft
    • House for Rent

    3302 Butler Bay Dr N, Windermere, FL 34786

    Welcome home to this stunning two-story custom estate located in one of Orlando’s most sought-after communities, The Windermere Club. Set on over an acre and surrounded by natural landscape, this home offers exceptional privacy and space. An expansive driveway and impressive elevation lead to a grand foyer with a spiral staircase, formal dining room, and pass-through fireplace. The fully

    3302 Butler Bay Dr N, Windermere, FL 34786
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    $6,990 Per Month

    • 4 Beds
    • 3 Baths
    • 2,817 Sq Ft
    • House for Rent

    11820 Waterstone Loop Dr, Windermere, FL 34786

    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

    Charles Kohlinger BHHS FLORIDA REALTY

    11820 Waterstone Loop Dr, Windermere, FL 34786
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    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 2 bed 2 bath condo at LAKESIDE WINDERMERE

    11562 Amidship Ln, Windermere, FL 34786

    great 2-bedroom condo with laminate floors located at Lakeside at Windermere; all appliances included access to community pool, club house and gym. 2 parking spaces.

    11562 Amidship Ln, Windermere, FL 34786
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    $13,000 Per Month

    • 5 Beds
    • 5.5 Baths
    • 5,498 Sq Ft
    • House for Rent

    11051 Coniston Way, Windermere, FL 34786

    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

    Julian Correa THE SIMON SIMAAN GROUP

    11051 Coniston Way, Windermere, FL 34786
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    $3,995 Per Month

    • 4 Beds
    • 2 Baths
    • 2,373 Sq Ft
    • House for Rent

    17514 Black Rail St, Windermere, FL 34786

    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

    Eleanor Wong SUNSHINE REALTY & PROP. MGNT

    17514 Black Rail St, Windermere, FL 34786
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    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,713 Sq Ft
    • House for Rent

    820 East Blvd, Windermere, FL 34786

    Fully Furnished Executive Rental in downtown Windermere! Welcome to Sunrise on the Lake, a beautifully renovated, fully furnished executive home on Lake Bessie in Windermere. Tucked along winding lakeside roads, this peaceful retreat is perfectly positioned for stunning sunrises, refreshing lake breezes, and panoramic water views. From the moment you arrive, you will appreciate the exceptional

    Simon Simaan THE SIMON SIMAAN GROUP

    820 East Blvd, Windermere, FL 34786
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    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two

    Nedy Trent LPT REALTY, LLC

    Unlisted Address
  • /100

    $15,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft
    • House for Rent

    10577 Down Lakeview Cir, Windermere, FL 34786

    Lease or Lease Purchase available! Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
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    $2,400 Per Month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Condo for Rent

    11434 Jasper Kay Terrace Unit 1101, Windermere, FL 34786

    Beautifully updated 3-bedroom, 2-bathroom ground-floor condo offering 1,442 sq.ft. of thoughtfully designed living space. This unit has been fully renovated and presents in clean, modern condition with brand new interior paint, new laminate flooring throughout, refreshed ceilings, updated lighting fixtures, new ceiling fans, upgraded appliances, new window blinds, and updated hardware. The result

    Denis Bochkov PINK MIAMI REAL ESTATE

    11434 Jasper Kay Terrace Unit 1101, Windermere, FL 34786
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    $5,800 Per Month

    • 5 Beds
    • 4.5 Baths
    • 3,310 Sq Ft
    • House for Rent

    6431 Chatham View Ct, Windermere, FL 34786

    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

    Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO

    6431 Chatham View Ct, Windermere, FL 34786
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    $2,390 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,446 Sq Ft
    • Townhouse for Rent

    8253 Maritime Flag St Unit 109, Windermere, FL 34786

    One or more photo(s) has been virtually staged. 3-bedroom, 2.5-bath townhome located in the desirable Lakeside Village community in Windermere. This spacious home features an open-concept layout with tile flooring on the first floor and carpet upstairs, offering a functional and comfortable living space. The kitchen includes granite countertops, stainless steel appliances, and ample cabinet

    Priscila Policarpo Attuy de Albuqu WRA BUSINESS & REAL ESTATE

    8253 Maritime Flag St Unit 109, Windermere, FL 34786

Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.
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