Windermere, FL Homes

• 

  

  

  /40

  Est $687,532 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,693 Sq Ft

  9078 Overlook Pass Dr, Windermere, FL 34786

  9078 Overlook Pass Dr, Windermere, FL 34786
• 

  

  

  /44

  $1,999,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 2,981 Sq Ft

  10209 Trout Rd, Orlando, FL 32836

  CHARMING COTTAGE ON THE BUTLER CHAIN of Lakes! This property features just under 3000 sq ft, 3 bedrooms, 2 1/2 baths and a STUNNING 100 FEET OF LAKEFRONT ON LAKE TIBET located in the coveted BUTLER CHAIN OF LAKES in Windermere/Orlando and NO HOA! LOCATED IN ORLANDO, but less than a MINUTE drive TO WINDERMERE AND within 10 minutes to downtown Windermere and ALL of the charm and activities IT HAS

  Teresa Stewart SOUTHERN REALTY GROUP LLC

  10209 Trout Rd, Orlando, FL 32836
• 

  

  /2

  $2,065,000 Sold Jul 14, 2025

  • 3,950 Sq Ft
  • $523/SF
  • 208 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2015

  729 Main St, Windermere, FL 34786

  This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature—from the stunning architectural design to the thoughtfully designed interiors—is remarkable. With its premium corner lot location, this home is not only a private oasis but also perfectly situated to take advantage of the vibrant and

  Billinda Boldt COLDWELL BANKER RESIDENTIAL RE

  729 Main St, Windermere, FL 34786
• 

  

  

  /49

  Est $973,962 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,804 Sq Ft

  6379 Swanson St, Windermere, FL 34786

  6379 Swanson St, Windermere, FL 34786
• 

  

  

  /20

  $377,900

  • 3 Beds
  • 2.5 Baths
  • 1,462 Sq Ft

  5235 Keenes Pheasant Dr, Windermere, FL 34786

  Charming 3-Bedroom Townhome in a Prime Location!Welcome home to this beautifully maintained 3-bedroom, 2.5-bath townhome offering 1,462 sq. ft. of comfortable living space. The spacious open-concept floor plan features a roomy kitchen, cozy family room, and a flex space that could be used as a home office—all conveniently located downstairs. Upstairs, you’ll find all three bedrooms, including

  Ronda Shively COMPASS FLORIDA LLC

  5235 Keenes Pheasant Dr, Windermere, FL 34786
• 

  /2

  $461,000 Sold Jul 11, 2025

  • 1,760 Sq Ft
  • $262/SF
  • 53 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2016

  8643 Coventry Park Way, Windermere, FL 34786

  One or more photo(s) has been virtually staged. Welcome to this beautifully updated townhome in the highly sought-after Windermere Trails community. Perfectly positioned across from a tranquil water view, this home invites you to enjoy peaceful mornings by the pond and magical evenings watching a full display of Disney fireworks.Inside, you'll find a spacious and flexible floor plan. A

  Tala Nijmeh COLDWELL BANKER REALTY

  8643 Coventry Park Way, Windermere, FL 34786
• 

  

  /31

  Est $713,652 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,635 Sq Ft

  7229 Still Pond Ln, Windermere, FL 34786

  7229 Still Pond Ln, Windermere, FL 34786
• 

  

  /43

  $769,000

  • 5 Beds
  • 3 Baths
  • 3,357 Sq Ft

  7409 Fairgrove Ave, Windermere, FL 34786

  Enjoy resort-style living in the heart of Windermere! Located just minutes from major attractions, top-rated schools, and Downtown Orlando, this beautifully maintained 5-bedroom, 3-bath home offers the perfect blend of comfort, space, and community lifestyle. Neighborhood amenities include a resort-style pool, tennis and basketball courts, a playground and several green spaces for outdoor

  Cristina De Jesus DALTON WADE INC

  7409 Fairgrove Ave, Windermere, FL 34786
• 

  /2

  $1,400,000 Sold Jul 11, 2025

  • 3,894 Sq Ft
  • $360/SF
  • 70 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2004

  12706 S Lake Sawyer Ln, Windermere, FL 34786

  Nestled along the serene shores of Lake Sawyer within the highly desired Windermere community in Central Florida, this stunning property in Lake Sawyer Estates offers lakefront luxury and tranquility. With no HOA, this beautiful estate is located in proximity to the renowned Windermere Preparatory School and nearby shopping, restaurants and area theme parks. The exquisite two-story home features

  Michelle Corbin ISLEWORTH REALTY LLC

  12706 S Lake Sawyer Ln, Windermere, FL 34786
• 

  

  /43

  Est $753,748 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  6373 Swanson St, Windermere, FL 34786

  6373 Swanson St, Windermere, FL 34786
• 

  

  /28

  $330,000

  • 3 Beds
  • 2.5 Baths
  • 1,534 Sq Ft

  14242 Desert Haven St Unit GE, Windermere, FL 34786

  Located in the gated community of Oasis Cove, this 3-bedroom, 2.5-bathroom condo offers a comfortable, low-maintenance lifestyle just minutes from Disney—with clear views of the nightly fireworks from your own home.The interior features a functional two-story layout with all bedrooms located upstairs, providing separation between living and private spaces. The main floor includes an

  James Goodyear REAL BROKER, LLC

  14242 Desert Haven St Unit GE, Windermere, FL 34786
• 

  /2

  $1,300,000 Sold Jul 10, 2025

  • 5,511 Sq Ft
  • $236/SF
  • 2 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2007

  1502 Hempel Ave, Windermere, FL 34786

  One or more photo(s) has been virtually staged. NO HOA & $170,000 UNDER APPRAISED VALUE! Incredible Opportunity in the Heart of Windermere, FL! Don’t miss this luxurious 6-bedroom, 5-bathroom estate with 5,511 sq. ft. of beautifully designed living space — now listed $170,000 below appraised value for a quick sale! Situated on a 0.49.acre lot with NO HOA restrictions, this property offers

  Gonzalo Vivanco CITRUS PALMS REALTY

  1502 Hempel Ave, Windermere, FL 34786
• 

  /2

  Est $520,242 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  11542 Ashlin Park Blvd, Windermere, FL 34786

  11542 Ashlin Park Blvd, Windermere, FL 34786
• 

  

  /16

  $759,500

  • 4 Beds
  • 3.5 Baths
  • 2,820 Sq Ft

  6832 Thornhill Cir, Windermere, FL 34786

  4 bed, 3.5 bath, 2,827 SF home in desirable Windermere Florida, minutes from Disney - see the fireworks from home !!! Oversized corner lot (8,850 sq ft) in cul-de-sac, 22’ ceiling in family room with high tinted windows giving lots of natural light, Kitchen with plenty of counter space as well as a walk in pantry and 41” cabinets, 39x39 center island with cabinets, 100” bar/counter, Butler’s

  Jonathan Minerick HOMECOIN.COM

  6832 Thornhill Cir, Windermere, FL 34786
• 

  /2

  $455,000 Sold Jul 10, 2025

  • 1,834 Sq Ft
  • $248/SF
  • 32 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  10631 Village Lake Rd, Windermere, FL 34786

  Nestled in the heart of the enchanting Windermere area, this stunning four-bedroom, three-and-a-half-bathroom end-unit townhome epitomizes modern elegance and comfort, making it the perfect sanctuary for family living. As you step inside, the grandeur of ten-foot ceilings on the first floor immediately envelops you, creating an airy and inviting atmosphere. The thoughtfully designed layout

  Robert Johnson KELLER WILLIAMS ADVANTAGE REALTY

  10631 Village Lake Rd, Windermere, FL 34786
• 

  

  /57

  Est $1,900,131 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 4,182 Sq Ft

  Unlisted Address

  Unlisted Address
• 

  

  /70

  $7,995,000

  • 5 Beds
  • 6.5 Baths
  • 6,937 Sq Ft

  5074 Isleworth Country Club Dr, Windermere, FL 34786

  Experience luxury living at its finest in the high end gated community of Isleworth. Nestled on the 6th fairway of Isleworth’s world-renowned golf course, this beautifully redesigned estate offers over 6,900 square feet of exquisite living space, featuring 5 bedrooms and 6.5 bathrooms. Completely reimagined by renowned architect Mark Nasrallah, the home blends modern elegance with resort-style

  Armaan Memarpouri MEMARPOURI REALTY LLC

  5074 Isleworth Country Club Dr, Windermere, FL 34786
• 

  /2

  $1,175,000 Sold Jul 10, 2025

  • 2,885 Sq Ft
  • $407/SF
  • 10 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1990

  11335 Winston Willow Ct, Windermere, FL 34786

  This RARE BEAUTY is a dream come true, 11335 Winston Willow Court is ready for you! Located in Willows at Lake Rhea, you will fall in love with this majestic neighborhood. Appreciate the beautiful curb appeal the moment you pull up to your new home, which is located at the end of a cul-de-sac, surrounded by magnificent trees, where you will instantly feel at peace. This 2-story custom pool home

  Valerie Winch REALTY HUB

  11335 Winston Willow Ct, Windermere, FL 34786
• 

  

  /5

  Est $493,000 Not Listed For Sale

  1403 Dingens Ave, Windermere, FL 34786

  1403 Dingens Ave, Windermere, FL 34786
• 

  

  /21

  $397,499

  • 2 Beds
  • 2.5 Baths
  • 1,510 Sq Ft

  12335 Cruxbury Dr, Windermere, FL 34786

  Discover this spacious 2-bedroom, 2.5-bath end-unit townhome nestled in a charming Windermere community known for its tree-lined streets, sidewalks, and beautiful canopied trees. Step inside to find brand new carpet throughout and a functional layout featuring a large kitchen and great room, plus an additional flex space at the front of the home—perfect for a home office or playroom. The kitchen

  Amy Kidwell PREFERRED REAL ESTATE BROKERS

  12335 Cruxbury Dr, Windermere, FL 34786

Showing Results 681 - 720, Page 18 of 18