Windermere, FL Homes

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  /62

  Est $400,671 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  14206 Desert Haven St Unit 3602, Windermere, FL 34786

  14206 Desert Haven St Unit 3602, Windermere, FL 34786
• 

  

  

  /31

  $365,000

  • 3 Beds
  • 2.5 Baths
  • 1,476 Sq Ft

  8271 Maritime Flag St Unit 125, Windermere, FL 34786

  Welcome to this beautifully maintained 3 bedroom, 2.5 bath villa in the heart of Windermere, offering comfort, style, and an unbeatable location. Step inside to find a spacious living room, dedicated dining area, and a comfortable kitchen with well maintained appliances perfect for everyday meals and entertaining.Enjoy vinyl flooring throughout the bedrooms, living room, and stairs for a modern,

  Lizandra Troisi Passos MY REALTY GROUP, LLC.

  8271 Maritime Flag St Unit 125, Windermere, FL 34786
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  /2

  $2,400,000 Sold Apr 14, 2025

  • 6,003 Sq Ft
  • $400/SF
  • 80 Days On Market

  • 6 Beds
  • 6 Baths
  • Built 2009

  1140 Kelso Blvd, Windermere, FL 34786

  Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views from every room! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF

  Ellen Bessette CHARLES RUTENBERG REALTY ORLANDO

  1140 Kelso Blvd, Windermere, FL 34786
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  /25

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,161 Sq Ft

  8256 Maritime Flag St Unit 1719, Windermere, FL 34786

  8256 Maritime Flag St Unit 1719, Windermere, FL 34786
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  /46

  $2,550,000

  • 4 Beds
  • 6 Baths
  • 4,712 Sq Ft

  3412 Lilas Ct, Windermere, FL 34786

  Stunning Mark Nasrallah designed residence, located in the prestigious gated enclave of Chaine Du Lac. Set on an expansive 1.29 Acre lot, this stunning home boasts 4,712 square feet of impeccably designed living space and an impressive 8,590 square feet under roof. Step inside and you are immediately greeted with high ceilings, rich architectural details, and lots of windows that flood the home

  Julie Christensen COMPASS FLORIDA LLC

  3412 Lilas Ct, Windermere, FL 34786
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  /2

  $410,000 Sold Apr 12, 2025

  • 1,577 Sq Ft
  • $260/SF
  • 35 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2015

  8476 Iron Mountain Trail, Windermere, FL 34786

  Calling Investors!!! Great Opportunity to own a beautiful 3 bedroom / 2.5 bathroom Townhome in the Community of Windermere Trail, in Orlando, FL!!! This beautiful and well maintained property features stainless steel appliances, 2 large car garages. All bedrooms are located on the second floor of the unit and the main floor has a kitchen/dining room combo which is great for gatherings with family

  Jesus Diaz THOMAS LYNNE REALTY GROUP LLC

  8476 Iron Mountain Trail, Windermere, FL 34786
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  /46

  Est $715,918 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,203 Sq Ft

  9241 Patrimonio Loop, Windermere, FL 34786

  9241 Patrimonio Loop, Windermere, FL 34786
• 

  

  /21

  $559,000

  • Land
  • 2.62 Acres
  • $213,359 per Acre

  1661 Roberts Landing Rd, Windermere, FL 34786

  Windermere Lot 2.62 acres and 1 acre buildable for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your builder and no time restrictions to build on the lot. When you see this land and the particular lot, you will admire the beauty and nature. Gorgeous conservation views and spacious areas between the homes in the community.

  Lana Watts CHARLES RUTENBERG REALTY ORLANDO

  1661 Roberts Landing Rd, Windermere, FL 34786
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  /2

  $675,000 Sold Apr 11, 2025

  • 2,591 Sq Ft
  • $261/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  11725 Sprawling Oak Dr, Windermere, FL 34786

  Prime Location in the Heart of Windermere – This modern and elegant 4-bedroom, 3 full bathrooms residence offers the perfect balance of luxury and comfort. Built in 2016, this home features a concrete block structure with a stucco exterior finish, traditional architectural design with a gable roof, and an excellent layout for both functionality and flow.The property sits on a 0.1714-acre lot,

  Alexandra Mateu BAHIA INTERNATIONAL REALTY

  11725 Sprawling Oak Dr, Windermere, FL 34786
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  /72

  Est $436,779 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,569 Sq Ft

  11999 Water Run Alley, Windermere, FL 34786

  11999 Water Run Alley, Windermere, FL 34786
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  /8

  $829,000

  • 4 Beds
  • 3 Baths
  • 2,748 Sq Ft

  9538 Lavill Ct, Windermere, FL 34786

  LOCATION, LOCATION, LOCATION!!! Seize this opportunity to REMODEL or REBUILD on this rare ONE-ACRE estate located in LAKE DOWN VILLAGE in renowned WINDERMERE. FLORIDA. Current 4br/3ba pool home has GREAT POTENTIAL, however it is in need a new vision and caring family. Grab your Architect and favorite GC and create your own masterpiece today!

  Jim Kernohan SOUTHERN HERITAGE REALTY, INC

  9538 Lavill Ct, Windermere, FL 34786
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  /2

  $580,000 Sold Apr 11, 2025

  • 2,633 Sq Ft
  • $220/SF
  • 56 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2016

  8329 Lookout Pointe Dr, Windermere, FL 34786

  Welcome to 8329 Lookout Pointe Drive in the desirable Windermere Trails neighborhood. This home combines comfort and convenience with versatile living spaces, perfect for families and investors.Just under a mile from Magic Kingdom, you can easily enjoy nightly fireworks from your home. A quick walk takes you to the community pool, clubhouse, and the scenic Lake Loop Trail. Plus,

  Ricardo Diaz WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC

  8329 Lookout Pointe Dr, Windermere, FL 34786
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  /61

  Est $444,039 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,884 Sq Ft

  11205 Grander Dr, Windermere, FL 34786

  11205 Grander Dr, Windermere, FL 34786
• 

  

  /21

  $430,000

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  7660 Ripplepointe Way, Windermere, FL 34786

  Seller will contribute toward buyer's closing costs and/or interest rate buydown.Welcome home to your beautiful town home in the sought-after town of Windermere! This three-bedroom, 2.5-bath residence offers a blend of comfort, style and functionality. The open-concept layout connects the kitchen complete with 42-inch solid wood cabinets with granite countertops to the dining and living areas,

  Brady Richardson PREMIER SOTHEBYS INT'L REALTY

  7660 Ripplepointe Way, Windermere, FL 34786
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  /2

  $1,270,000 Sold Apr 10, 2025

  • 2,755 Sq Ft
  • $461/SF
  • 41 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2012

  6228 Lecco Way, Windermere, FL 34786

  Welcome to your dream home in the guard-gated community of Waterstone in Windermere! This stunning Silliman-built residence offers 4 bedrooms, and 3 full bathrooms spread across 2,755 sq. ft. of living space with every detail cared for. The grand living room welcomes you in with an impeccable view of the backyard oasis through the large glass sliding doors. Adorned with a custom Cypress inlay

  Joseph Doher BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

  6228 Lecco Way, Windermere, FL 34786
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  /50

  Est $587,538 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,115 Sq Ft

  6858 Merrick Landing Blvd, Windermere, FL 34786

  6858 Merrick Landing Blvd, Windermere, FL 34786
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  /87

  $4,030,000

  • 5 Beds
  • 5.5 Baths
  • 7,561 Sq Ft

  13125 Casabella Dr, Windermere, FL 34786

  Welcome to Your Fully Automated Home in Casabella at WindermereIntroducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home controls, manage the entire property via iPad

  Eduardo Pavone ON ME REALTY

  13125 Casabella Dr, Windermere, FL 34786
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  /2

  $415,000 Sold Apr 10, 2025

  • 1,387 Sq Ft
  • $299/SF
  • 139 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2003

  6542 Merrick Landing Blvd, Windermere, FL 34786

  IMPROVED PRICE! Welcome to your new home! Rare Opportunity to own a Spectacular 3-BEDROOM/3-BATHROOMTownhome in Merrick Landing, in Windermere! Prepare to be captivated by this gorgeous, fully renovated townhome that offers not just a residence, but a lifestyle of luxury and convenience. Step inside the main area and be greeted by an inviting living space, meticulously designed for comfort and

  Ernesto Cisneros ELITE REALTY ENTERPRISES LLC

  6542 Merrick Landing Blvd, Windermere, FL 34786
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  /26

  Est $409,180 Not Listed For Sale

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

  14218 Desert Haven St Unit 3605, Windermere, FL 34786

  14218 Desert Haven St Unit 3605, Windermere, FL 34786
• 

  

  /72

  $979,500

  • 4 Beds
  • 3.5 Baths
  • 3,315 Sq Ft

  8724 Peachtree Park Ct, Windermere, FL 34786

  Windermere's Peachtree Park is a charming enclave of just 28 homes, uniquely situated directly across the street from Walt Disney World. The Key West-inspired architecture and meticulous craftsmanship of this home evoke feelings of comfort and elegance. The tranquil backyard paradise overlooks a serene pond and acres of uninhabited forest, providing a stunning backdrop for Florida sunrises.

  Marcelo Machado VITORIA REALTY CORPORATION

  8724 Peachtree Park Ct, Windermere, FL 34786

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