Windermere, FL Homes

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  /80

  $1,499,900 Open Wed 4PM - 7PM

  • 5 Beds
  • 4.5 Baths
  • 4,477 Sq Ft

  1450 Belfiore Way, Windermere, FL 34786

  Welcome to Refined Living in Tuscany RidgeStep into luxury with this fully renovated, move-in-ready home, perfectly situated in the exclusive, gated community of Tuscany Ridge. Every detail of this exquisite residence has been thoughtfully updated to offer modern elegance, comfort, and timeless sophistication.The main level features a spacious primary suite designed to evoke a

  

  Laura Teixeira

  NOBSKA REAL ESTATE LLC

  (689) 308-3110

  1450 Belfiore Way, Windermere, FL 34786
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  /10

  $2,300 per month

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

  8179 Maritime Flag St Unit 210, Windermere, FL 34786

  3 bedroom, 2 bath condo on second floor. Carpet in living areas. Large pantry in kitchen and second storage closet. Easy access to major road and minutes to Disney. Community offers many amenities. Open floor plan. W/D in unit.

  

  Licinio Cruz

  L & L REALTY GROUP

  (407) 901-9373

  8179 Maritime Flag St Unit 210, Windermere, FL 34786
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  /2

  $1,400,000 Sold Jul 29, 2025

  • 3,694 Sq Ft
  • $379/SF
  • 97 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1994

  13112 Luntz Point Ln, Windermere, FL 34786

  Back on the market due the to previous buyer's financing falling through. No fault of the property. Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence

  Gale Springer KELLER WILLIAMS ELITE PARTNERS III REALTY

  13112 Luntz Point Ln, Windermere, FL 34786
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  /2

  Est $636,520 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,251 Sq Ft

  4633 Blue Major Dr, Windermere, FL 34786

  4633 Blue Major Dr, Windermere, FL 34786
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  /61

  $580,000

  • 4 Beds
  • 2 Baths
  • 2,063 Sq Ft

  9056 Woodbreeze Blvd, Windermere, FL 34786

  Welcome to 9056 Woodbreeze Blvd, a remarkable 4-bedroom, 2-bathroom home with a 2-car garage, nestled in the serene Silver Woods neighborhood of Windermere, FL. This exceptional residence offers a unique blend of privacy and community amenities. With only one adjacent neighbor and community tennis courts on the other side, the property provides a tranquil retreat. The backyard overlooks a

  

  Tom Langmann

  RE/MAX 200 REALTY

  (689) 305-3637

  9056 Woodbreeze Blvd, Windermere, FL 34786
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  /24

  $3,995 per month

  • 4 Beds
  • 2 Baths
  • 2,370 Sq Ft
  • House for Rent

  6354 Swanson St, Windermere, FL 34786

  Coming soon. August 1st ready. Beautiful and elegant single-family mediterranean home with 4 bedrooms and 2 bathrooms, and a 2 car garage in the desirable community of Enclave in Windermere. This home starts with a great curb appeal - meticulously landscaped front, paver driveway, and elegant tiled roof. The community is located within minutes of restaurants, shopping and entertainment. Tiled

  

  Paul Jimenez

  URBANISTA BROKERS

  (407) 794-9411

  6354 Swanson St, Windermere, FL 34786
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  /2

  $292,500 Sold Jul 29, 2025

  • 1,512 Sq Ft
  • $193/SF
  • 131 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2012

  14257 Desert Haven St Unit GE, Windermere, FL 34786

  Your Dream Home Awaits!** Discover this stunning unit just minutes from Disney, where you can enjoy the magic of fireworks from your own home! This spacious property features 3 bedrooms, 2.5 bathrooms, and an open-concept floor plan perfect for modern living. The renovated kitchen boasts elegant stone countertops, a deep sink, stainless steel appliances (including a double oven), and

  Victor Barroeta MBT REALTY LLC

  14257 Desert Haven St Unit GE, Windermere, FL 34786
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  /2

  Est $1,024,282 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,222 Sq Ft

  5221 Butler Ridge Dr, Windermere, FL 34786

  5221 Butler Ridge Dr, Windermere, FL 34786
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  /15

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,455 Sq Ft

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786

  Beautiful Lakeside at Lakes of Windermere condominium - Third floor corner unit with screened balcony. This unit features an open floor plan that combines kitchen, living room, and dining room. The kitchen feature 42 inch wood cabinets and a breakfast bar. Spacious primary bedroom. The A/C was replaced in October 2020. Tons of storage throughout the unit! The community features Clubhouse, Pool,

  

  Jay Stewart

  SOUTHERN REALTY GROUP LLC

  (689) 314-5683

  11434 Jasper Kay Terrace Unit 306, Windermere, FL 34786
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  /48

  $1,640 - $2,436 per month

  Talcott at Windermere

  1-3 Beds

  5820 Nature View Dr, Windermere, FL 34786

  The Retreat at Windermere Apartments offers you a haven to come home to. You enjoy inspired living in a community that is perfect for a variety of lifestyles. Choose a one, a two or a three bedroom apartment to experience a host of great features. All floor plans come with the choice of two distinct designer color palettes that blend beautifully with the stylish wood flooring and the lofty,

  5820 Nature View Dr, Windermere, FL 34786
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  /2

  $5,200,000 Sold Jul 29, 2025

  • 10,701 Sq Ft
  • $486/SF
  • 237 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2008

  5174 Vardon Dr, Windermere, FL 34786

  ... LOWEST PRICE/SQ.FT... OVER 10,000 SQUARE FEET HOME... 24 HOURS GUARDED COMMUNITY... 6 BEDROOM SUITES... PRIVATE BALCONY IN ALL BEDROOMS... 7 BATHROOMS... 2 POWDER BATHS... 4 CARS GARAGE... BACK TO GOLF COURSE . The grand marble foyer and curved staircase create the elegant feel for the home. This house offers everything you and your family need such as the GOURMET KITCHEN... WORKOUT ROOM...

  Jennie Ho MAY HO REALTY

  5174 Vardon Dr, Windermere, FL 34786
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  /2

  Est $892,558 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,284 Sq Ft

  9471 Westover Club Cir, Windermere, FL 34786

  9471 Westover Club Cir, Windermere, FL 34786
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  /53

  $545,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,460 Sq Ft

  12868 Holdenbury Ln, Windermere, FL 34786

  Under contract-accepting backup offers. One or more photo(s) has been virtually staged. MOTIVATED SELLER ** SWIFT CLOSING AVAILABLE** **Seller agrees to cover the contracted cost of brand new roof replacement through closing proceeds.**Fall in love with this stunning 4-bedroom, 2.5-bath single-family home offering approximately 2,460 square feet of beautifully maintained living

  

  Victor Nawrocki

  VISION HOME REAL ESTATE, LLC

  (407) 543-2173

  12868 Holdenbury Ln, Windermere, FL 34786
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  /34

  $2,850 per month

  • 3 Beds
  • 2.5 Baths
  • 2,297 Sq Ft
  • House for Rent

  8558 Powder Ridge Trail, Windermere, FL 34786

  Rent in Prime Windermere Location – Spacious and beautifully maintained home located in the desirable Windermere Trails community. This two-story property offers 3 bedrooms, 2.5 bathrooms is conveniently located just behind Bay Lake Elementary, this home is a great choice for families seeking proximity to highly rated schools. Residents of Windermere Trails enjoy access to exceptional community

  Paloma Eduar Andrade Froldi WRA BUSINESS & REAL ESTATE

  8558 Powder Ridge Trail, Windermere, FL 34786
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  /2

  $1,289,000 Sold Jul 28, 2025

  • 3,314 Sq Ft
  • $389/SF
  • 11 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2018

  1265 Estancia Woods Loop, Windermere, FL 34786

  Located in the prestigious town of Windermere, this exceptional Cannes floor plan offers an unparalleled blend of luxury, efficiency, and outdoor living. Situated on one of the largest lots in the community, this 4-bedroom, 3.5-bathroom residence showcases an expansive backyard oasis featuring a saltwater pool—heated by an energy-efficient heat pump—and a fully equipped summer kitchen, ideal for

  Matt Tomaszewski CORCORAN PREMIER REALTY

  1265 Estancia Woods Loop, Windermere, FL 34786
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  /87

  Est $790,771 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 3,512 Sq Ft

  4313 Blue Major Dr, Windermere, FL 34786

  4313 Blue Major Dr, Windermere, FL 34786
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  /39

  $649,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,020 Sq Ft

  4833 Palm Tree Ct, Windermere, FL 34786

  Under contract-accepting backup offers. Welcome to your Oasis at 4833 Palm Tree Ct. a beautifully maintained single-story residence nestled in the heart of Windermere's most desirable community. This charming 4-bedroom 2.5-bathroom home offers the perfect blend of comfort style & convenience creating an idyllic Florida lifestyle for you and your family.Step inside and be greeted by a sense of

  

  Charles Kohlinger

  BHHS FLORIDA REALTY

  (407) 565-9184

  4833 Palm Tree Ct, Windermere, FL 34786
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  /117

  $1,642 - $4,954 per month

  Venetian Isle

  1-3 Beds

  6506 San Francesco Way, Windermere, FL 34786

  A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication youll find awe-inspiring day and night.

  6506 San Francesco Way, Windermere, FL 34786
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  /2

  $499,000 Sold Jul 28, 2025

  • 1,694 Sq Ft
  • $295/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  13768 Bluebird Pond Rd, Windermere, FL 34786

  **This property qualifies for a closing cost credit up to $7,400 through the Seller’s preferred lender.**Welcome to this charming 3-bedroom, 2-bathroom home in the heart of Windermere, featuring a private pool and a rear-facing 2-car garage with alley access. Shaded by mature trees, the inviting front yard leads to a cozy front porch perfect for relaxing. Inside, you'll find a formal living room

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  13768 Bluebird Pond Rd, Windermere, FL 34786
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  /52

  Est $3,111,896 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,227 Sq Ft

  1336 Lake Olivia Ln, Windermere, FL 34786

  1336 Lake Olivia Ln, Windermere, FL 34786
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  /72

  $699,900 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft

  4445 Blue Major Dr, Windermere, FL 34786

  Stunning Pool Home with Water View and No Rear Neighbors in Sought-After Summerport in Windermere, FL. Welcome to your dream home in the heart of Windermere’s highly desirable Summerport community! This spacious 4-bedroom, 2.5-bathroom home offers 2,620 sq ft of beautifully updated living space and is perfectly situated on one of the most private lots in the neighborhood—with tranquil

  

  Candace Tulensru

  WORTH CLARK REALTY

  (407) 479-4533

  4445 Blue Major Dr, Windermere, FL 34786
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  /5

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,569 Sq Ft
  • Townhouse for Rent

  11880 Water Run Alley, Windermere, FL 34786

  Property in excellent conditions ready to move in. Great schools and common areas. Double car garage, patio, appliances in stainless steel.

  Alberto Guida AGENT TRUST REALTY CORPORATION

  11880 Water Run Alley, Windermere, FL 34786
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  /2

  $745,000 Sold Jul 28, 2025

  • 2,856 Sq Ft
  • $261/SF
  • 102 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1977

  9676 Wild Oak Dr, Windermere, FL 34786

  Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoods in Windermere, this 70’s modern gem sits on a half acre lot. The U shaped layout of the house wraps around a generous screened lanai under a permanent roof with four skylights. The lanai is accessible from the foyer, primary bedroom, guest room, dining room, and family room and it opens up to the swimming pool and

  Hardy Edwards, III BHHS FLORIDA REALTY

  9676 Wild Oak Dr, Windermere, FL 34786
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  /30

  Est $935,999 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,690 Sq Ft

  8460 Elba Isle Ct, Windermere, FL 34786

  8460 Elba Isle Ct, Windermere, FL 34786
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  /46

  $1,200,000 Open Sat 11AM - 2PM

  • 4 Beds
  • 3.5 Baths
  • 2,618 Sq Ft

  3629 Lake Buynak Rd, Windermere, FL 34786

  Welcome to 3629 Lake Buynak Drive—an exceptional opportunity for investors, a custom home build or buyers seeking multigenerational living with flexibility and future upside. Situated in a desired area and on an oversized 1.3 acre lot in the Lake Buynak Estate community located off Lake Butler, this 4-bedroom, 3.5-bath home delivers the prestige of a Windermere address—without the restrictions of

  

  Tania Matthews

  KELLER WILLIAMS ELITE PARTNERS III REALTY

  (407) 519-3922

  3629 Lake Buynak Rd, Windermere, FL 34786
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  /91

  $1,715 - $17,045 per month

  Addison At Windermere

  1-3 Beds

  13644 Tortona Ln, Windermere, FL 34786

  Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

  13644 Tortona Ln, Windermere, FL 34786
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  $290,000 Sold Jul 28, 2025

  • 1,332 Sq Ft
  • $218/SF
  • 147 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786

  Back On The Market! Like New Home! Welcome to this Move-In Ready condo in the Desirable Town of Windermere! Located across the street from Lakeside Village, you'll enjoy easy access to grocery stores, shops, and dining options. 15 Minute Drive to Disney and short distance to Universal Studios, Epic, Sea World, and Discovery Cove, this location offers unparalleled convenience. ORIGINAL OWNER and

  Wende Landt BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  8168 Boat Hook Loop Unit 707, Windermere, FL 34786
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  /37

  Est $1,636,180 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,396 Sq Ft

  1214 Estancia Woods Loop, Windermere, FL 34786

  1214 Estancia Woods Loop, Windermere, FL 34786
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  /100

  $2,750,000

  • 5 Beds
  • 8 Baths
  • 7,621 Sq Ft

  9905 Lanai View Ct, Windermere, FL 34786

  Welcome to a home that isn’t just designed—it’s curated.Tucked behind the gates of one of Central Florida’s most exclusive golf communities, 9905 Lanai View Court is the kind of estate that makes you pause. Nearly 7,000 square feet of single-level, custom-crafted living plus more than 800 square feet private media room on the second floor. Every detail intentional. Every space

  

  Bent Danholm

  MAXIM REALTY ORLANDO

  (407) 512-8409

  9905 Lanai View Ct, Windermere, FL 34786
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  /31

  $2,950 per month

  • 4 Beds
  • 2.5 Baths
  • 2,092 Sq Ft
  • House for Rent

  11804 Silverlake Park Dr, Windermere, FL 34786

  Welcome to this beautiful 4-bedroom, 2.5-bathroom home in the highly desirable Windermere Trails community. Ideally located just minutes from Walt Disney World and within walking distance to A-rated Bay Lake Elementary, this home offers exceptional convenience for families and professionals alike.Inside, you'll find a spacious open-concept layout with brand-new vinyl flooring throughout

  Xiaoyu Su RATIO REAL ESTATE, LLC

  11804 Silverlake Park Dr, Windermere, FL 34786
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  /2

  $4,330,000 Sold Jul 25, 2025

  • 5,557 Sq Ft
  • $779/SF
  • 37 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1990

  9724 Chestnut Ridge Dr, Windermere, FL 34786

  Motivated Seller - Experience refined lakefront living in this exceptional estate, ideally located within the renowned Isleworth Golf & Country Club. Set along the shores of Lake Bessie on a beautifully landscaped 0.56-acre lot, the home spans 5,557 square feet of luxurious living space. A NEW METAL ROOF in 2024 adds both modern appeal and long-term durability, enhancing the home’s overall value

  Carey Sheffield ISLEWORTH REALTY LLC

  9724 Chestnut Ridge Dr, Windermere, FL 34786
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  /62

  Est $2,435,338 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,734 Sq Ft

  13334 Bellaria Cir, Windermere, FL 34786

  13334 Bellaria Cir, Windermere, FL 34786
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  /39

  $549,990

  • 3 Beds
  • 2.5 Baths
  • 2,009 Sq Ft

  8160 Iron Mountain Trail, Windermere, FL 34786

  Nestled in the highly desirable Windermere Trails community, this beautiful home offers an unparalleled blend of modern design, high end finishes and everyday functionality. The 3 bedrooms, 2 1/2 baths home's open-concept design seamlessly integrates the living and dining areas with the spacious kitchen and family room, creating an inviting space for everyday living and entertaining.

  

  Francine Arroyo Santowski

  BHHS FLORIDA REALTY

  (407) 955-9391

  8160 Iron Mountain Trail, Windermere, FL 34786
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  $1,620 - $2,780 per month

  Citra at Windermere

  1-3 Beds

  11353 Citra Cir, Windermere, FL 34786

  Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay Lake

  11353 Citra Cir, Windermere, FL 34786
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  /2

  $420,000 Sold Jul 25, 2025

  • 1,884 Sq Ft
  • $223/SF
  • 55 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2013

  11213 Grander Dr, Windermere, FL 34786

  ** Seller motivated** Welcome to your dream townhome in the highly desirable community of Windermere! This charming 3-bedroom (Plus den), 2.5-bath residence effortlessly combines style, comfort, and functionality. The open-concept design flows from the spacious living and dining areas into a well-appointed kitchen featuring solid wood cabinetry, gleaming granite countertops, and ample

  Farzana Zalil CHARLES RUTENBERG REALTY ORLANDO

  11213 Grander Dr, Windermere, FL 34786
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  /80

  Est $2,574,503 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 5,161 Sq Ft

  11628 Waterstone Loop Dr, Windermere, FL 34786

  11628 Waterstone Loop Dr, Windermere, FL 34786
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  /32

  $395,000

  • 3 Beds
  • 2.5 Baths
  • 2,067 Sq Ft

  14430 Desert Haven St Unit 4302, Windermere, FL 34786

  WHAT A BEAUTIFUL TOWNHOME WITH NO REAR NEIGHBORS IN THE GORGEOUS COMMUNITY OF OASIS COVE. This home features three Bedrooms, two and a half bathrooms, a den, loft, two car garage and a brick paver patio. When entering into this beautiful townhome you will notice granite counter tops and dark cherry cabinets in the kitchen with stainless steel appliances, pendant lighting, can lighting and tile

  

  Pam Eddy

  COLDWELL BANKER HUBBARD HANSEN

  (407) 904-6521

  14430 Desert Haven St Unit 4302, Windermere, FL 34786
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  /28

  $5,300 per month

  • 4 Beds
  • 4 Baths
  • 3,144 Sq Ft
  • House for Rent

  11445 Vicolo Loop, Windermere, FL 34786

  Gorgeous pool home ready for tenant in desirable gated Belmere community with private pool and spa. Solid flooring throughout. Primary bedroom and additional bedrooms on first floor. Bonus room/bedroom and bath on second floor. 3 car garage; tile roof; paver driveway. Community has tennis, playground amenities and very walkable. Pool and lawncare included in rent. Bike ride to downtown

  Dawn Briggs BLUE MAGNOLIA REALTY LLC

  11445 Vicolo Loop, Windermere, FL 34786
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  /2

  $812,000 Sold Jul 25, 2025

  • 3,465 Sq Ft
  • $234/SF
  • 112 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  8330 Vivaro Isle Way, Windermere, FL 34786

  Discover the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 3.5-bathroom home in the highly sought-after Windermere Isle community. ENJOY NIGHTLY DISNEY FIREWORKS FROM THE FRONT YARD OR FROM THE UPSTAIRS FRONT BEDROOMS. A charming covered front porch invites you inside, where the foyer showcases beautiful wood-look tile floors that flow seamlessly

  Alex Vastardis COLDWELL BANKER REALTY

  8330 Vivaro Isle Way, Windermere, FL 34786
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  /40

  Est $775,930 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,988 Sq Ft

  9150 Outlook Rock Trail, Windermere, FL 34786

  9150 Outlook Rock Trail, Windermere, FL 34786

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