Newest Homes for Rent in Windermere, FL

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  $2,000 Per Month

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

  8156 Boat Hook Loop Unit 109, Windermere, FL 34786

  Welcome to this spacious 2-bedroom, 2-bathroom first-floor condo in the highly desirable Lakeside at Lakes of Windermere community! Designed with comfort and privacy in mind, this split floor plan offers two oversized primary suites, each with its own full bathroom—perfect for roommates, guests, or a home office setup.Inside, you'll find a well-appointed kitchen featuring stainless steel

  Hector Leon LPT REALTY, LLC

  8156 Boat Hook Loop Unit 109, Windermere, FL 34786
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  $3,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Townhouse for Rent

  12752 S Lake Sawyer Ln, Windermere, FL 34786

  3/2 "garage apartment" across from Windermere Prep. Partially furnished, garage and driveway parking. ALL utilities + WiFi included! ALL appliances included! Available Monthly or 12 Month term. Master lease required, subletting considered for qualified tenants. Approx $1,020 each room (3 available) depending on lease term.

  Chika Haines SAND DOLLAR REALTY GROUP INC

  12752 S Lake Sawyer Ln, Windermere, FL 34786
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  $2,950 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,476 Sq Ft
  • House for Rent

  14205 Bridgewater Crossings Blvd, Windermere, FL 34786

  Enjoy the tranquility of the Summerport community surrounded by lakes and beautiful landscaping, located near attractions and main access roads in desirable Windermere. This Community offers a pool, lakes, playgrounds, tennis courts, a fitness center, and trails. This is a 4 bedrooms 2.5 bathrooms, two-story home with a rear 2- car garage, stainless steel appliances, Corian countertops, and new

  Lisa Ingram INGRAM REALTY SERVICES LLC

  14205 Bridgewater Crossings Blvd, Windermere, FL 34786
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  $2,850 Per Month

  • 3 Beds
  • 2 Baths
  • 1,866 Sq Ft
  • House for Rent

  8556 Greenbank Blvd, Windermere, FL 34786

  Come view this 3 bed/2 bath Windermere home located in the gated community of The Preserve at the Lakes of Windermere! Inside, you'll find crown molding, wainscoting, vaulted ceilings, plenty of natural light, and tile floors throughout the home! The open kitchen is equipped with stainless steel appliances, a subway tile backsplash, quartz countertops, an island, and a pantry closet.

  8556 Greenbank Blvd, Windermere, FL 34786
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  $2,950 Per Month

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • House for Rent

  12947 Runswick Ave, Windermere, FL 34786

  MOVE-IN READY! Beautiful and spacious 4-bedroom, 2-bath home located in the highly desirable Lakes of Windermere community. Surrounded by mature landscaping, scenic lakes, walking trails, and top-rated schools, this home even offers the opportunity to enjoy Disney fireworks just steps from your front door.This well-designed single-story home features luxury vinyl plank and tile flooring

  Cui Li RATIO REAL ESTATE, LLC

  12947 Runswick Ave, Windermere, FL 34786
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  $2,875 Per Month

  • 3 Beds
  • 2 Baths
  • 2,190 Sq Ft
  • House for Rent

  8526 Greenbank Blvd, Windermere, FL 34786

  Virtually Staged. One or more photo(s) was virtually stagedPrepare to fall in love with this home that perfectly blends elegance, comfort, and convenience. Featuring 3 spacious bedrooms, 2 beautifully designed bathrooms, and a bonus room, this property is ideal for families, professionals, or anyone seeking a serene retreat. The formal living and dining rooms provide an inviting space for

  Johany Utrera AVID REALTY LLC

  8526 Greenbank Blvd, Windermere, FL 34786
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  $14,500 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,836 Sq Ft
  • House for Rent

  6119 Payne Stewart Dr, Windermere, FL 34786

  Among the shores of beautiful Lake Chase within the gates of Isleworth Golf & Country Club, this modern golf villa offers a prime lakefront location in proximity to the Clubhouse. The interior boasts 2,836 square feet of living space, with an open floor plan set against a backdrop of picturesque water views. This completely renovated single-story floor plan, includes built-in bar and dining area,

  Michelle Corbin ISLEWORTH REALTY LLC

  6119 Payne Stewart Dr, Windermere, FL 34786
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  $9,990 Per Month

  • 4 Beds
  • 3 Baths
  • 2,737 Sq Ft
  • House for Rent

  10355 Trout Rd, Orlando, FL 32836

  Exceptional single-story lakefront residence on 1.57 acres of beautifully landscaped, mature grounds offering privacy, exclusivity, and breathtaking water views. This home features custom finishes throughout, including wood beam ceilings, personalized flooring, and seamless indoor-outdoor living with expansive glass doors connecting the living, dining, and kitchen areas. The chef’s kitchen

  Any Alves WRA BUSINESS & REAL ESTATE

  10355 Trout Rd, Orlando, FL 32836
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  $7,500 Per Month

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft
  • House for Rent

  8411 Woburn Ct, Windermere, FL 34786

  Welcome to this 4-bedroom, 3-bathroom home located on a quiet cul-de-sac in the guard-gated community of Keene's Pointe. Backing to the Tibet-Butler Preserve, this property offers peaceful conservation views and added privacy.Inside, you'll find a bright, open floor plan with plenty of natural light and tasteful updates throughout. The remodeled kitchen features modern cabinetry, granite

  Jessica Dessire Cueva PA CHARLES RUTENBERG REALTY ORLANDO

  8411 Woburn Ct, Windermere, FL 34786
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  /22

  $3,300 Per Month

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • House for Rent

  6526 Golden Dewdrop Trail, Windermere, FL 34786

  Welcome to 6526 Golden Dewdrop Trail, a freshly painted, move-in-ready home overlooking community green space with views toward the pool in desirable Windermere Landings. This inviting two-story residence offers approximately 2,139 square feet with 3 bedrooms, 2.5 bathrooms, a spacious upstairs loft, and a rear-entry 2-car garage. A covered front porch and second-floor balcony create attractive

  Sergio Duarte FLORIDA LEGACY REALTY LLC

  6526 Golden Dewdrop Trail, Windermere, FL 34786
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  $14,000 Per Month

  • 7 Beds
  • 5.5 Baths
  • 5,221 Sq Ft
  • House for Rent

  6219 Tiroco Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media

  Ryan Solberg MAXLIFE REALTY LLC

  6219 Tiroco Way, Windermere, FL 34786
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  $2,350 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft
  • Townhouse for Rent

  8524 Danforth Dr, Windermere, FL 34786

  Welcome to Lake Reams Townhomes at Lakes of Windermere. This picturesque community is on the back door of Disney and offers beautiful tree lined streets and sidewalks throughout with a Jr. sized Olympic Swimming Pool and Cabana area. Conveniently located close to great shopping and dining, just around the corner at Lakeside Village. Superior schools in a very desirable location. This 2bed/2.5bath

  Connie Culbertson FIRST INTERNATIONAL REAL ESTAT

  8524 Danforth Dr, Windermere, FL 34786
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  $2,800 Per Month

  • 4 Beds
  • 3 Baths
  • 1,736 Sq Ft
  • Townhouse for Rent

  12113 Via Caselli Ln, Windermere, FL 34786

  *** Spectrum Cable and Internet are now included***Beautiful 4 bedroom 3 bathroom town-home. This townhome is 1736 square feet of living space, two car garage with opener, first floor guest room and bathroom, and boasts a large living room/kitchen/dining space. The open concept kitchen is bright with natural light and features granite quartz counter countertops, tile flooring throughout, and

  Lisa Hamilton FLORIDA REALTY INVESTMENTS

  12113 Via Caselli Ln, Windermere, FL 34786
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  $2,600 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,480 Sq Ft
  • Townhouse for Rent

  12355 Langstaff Dr, Windermere, FL 34786

  Spectacular Townhome located in the Lake Reams Townhomes Community in Windermere, FL. Picture this, being minutes away from Walt Disney World and all of their theme parks, fashionable shopping and exceptional restaurants and also having convenient access to all major roadways, you can make this a reality! This townhome includes 3 bedrooms and 2.5 bathrooms with an open floor plan with spacious

  Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

  12355 Langstaff Dr, Windermere, FL 34786
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  $3,500 Per Month

  • 5 Beds
  • 4.5 Baths
  • 2,874 Sq Ft
  • House for Rent

  1125 Lascala Dr, Windermere, FL 34786

  Mediterranean-style 5-bedroom, 4.5-bath residence offering 2,874 square feet in gated Belmere Village. The flexible two-story floor plan includes a first-floor bedroom adjacent to a full bath, ideal for use as a private home office, guest suite or multigenerational space. Upstairs, the spacious primary suite features crown molding and a large walk-in closet, along with three additional

  Charles Woolley BHHS FLORIDA REALTY

  1125 Lascala Dr, Windermere, FL 34786
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  $2,995 Per Month

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft
  • House for Rent

  8625 Greenbank Blvd, Windermere, FL 34786

  PRICE IMPROVEMENT FOR IMMEDIATE AVAILABILITY! 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

  Charles Woolley BHHS FLORIDA REALTY

  8625 Greenbank Blvd, 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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  $2,800 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,642 Sq Ft
  • Townhouse for Rent

  14392 Bridgewater Crossings Blvd, Windermere, FL 34786

  Location, Location, Location! Amazing 3 bedroom 2.5 bath, 2 story townhome located directly accross the street from the park in Summerport! Windermere!! Super clean, updated townhouse. Wood floors throughout. Stainless Steel appliances. Master is on the bottom floor. Second floor features a loft, as well as 2 bedrooms and a bathroom. 2 car rear entry garage. Sit back on your front porch with your

  Aleem Kanji CROWN REALTY COMPANY

  14392 Bridgewater Crossings 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
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  $2,450 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,545 Sq Ft
  • Townhouse for Rent

  12230 Langstaff Dr, Windermere, FL 34786

  Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Step inside to find gorgeous hardwood floors and an open living space saturated with natural sunlight that flows into a kitchen featuring granite countertops, stainless steel appliances, and plenty of room for cooking and entertaining. The spacious primary suite

  Linda Mieczkowski COLDWELL BANKER REALTY

  12230 Langstaff Dr, Windermere, FL 34786
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  $2,750 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,644 Sq Ft
  • Townhouse for Rent

  8470 Iron Mountain Trail, Windermere, FL 34786

  AVAILABLE NOW! Welcome to this spacious and beautifully maintained 3-bedroom, 2.5-bath townhome in the highly desirable Windermere Trails community. Offering 1,644 sq. ft. of living space, this two-story home features NO CARPET THROUGHOUT, a modern kitchen with 42" cabinets, granite countertops, stainless steel appliances, and a large island overlooking the open-concept living and dining areas.

  Francis Acosta LPT REALTY, LLC

  8470 Iron Mountain Trail, Windermere, FL 34786
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  $3,900 Per Month

  • 4 Beds
  • 3 Baths
  • 2,728 Sq Ft
  • House for Rent

  1243 Dingens Ave, Windermere, FL 34786

  Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining, and family rooms, PLUS a private detached 1BR/loft in-law suite complete with a kitchenette and living space. Ideal for multi-generational living or private guest quarters! Fully updated from top to bottom: new stucco-finished

  Peter Useche REALMULTIPROPERTY LLC

  1243 Dingens Ave, Windermere, FL 34786

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