16,516

Windermere, FL Homes

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  • /34

    $590,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 2,991 Sq Ft

    7401 Ella Ln, Windermere, FL 34786

    Under contract-accepting backup offers. Spectacular Windermere Home WITH LUXURIOUS IN-LAW SUITE! Freshly painted, and brand new luxury vinyl floors. Experience the perfect blend of elegance, comfort, and versatility in this stunning 5-bedroom, 4.5-bathroom home in the prestigious Windermere community. Boasting a fully-equipped mother-in-law or older kid suite above the garage, this separate

    Agent Photo

    Kriselys Tapia

    SERHANT

    (407) 934-0478

    7401 Ella Ln, Windermere, FL 34786
  • /24

    $2,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,369 Sq Ft
    • Townhouse for Rent

    8804 Danforth Dr, Windermere, FL 34786

    Welcome to an end-unit townhome in the highly desirable Lakes of Windermere – Lake Reams Townhomes community. Located in the Windermere area near Disney, this home offers a truly special perk—enjoy evening views of Disney fireworks right from the bedroom and backyard. The first floor features a bright, open-concept layout where large windows fill the living, dining, and kitchen areas with natural

    Agent Photo

    Carrie Shawfield

    SHAWFIELD REALTY GROUP

    (689) 356-0141

    8804 Danforth Dr, Windermere, FL 34786
  • /2

    $1,580,000 Sold Apr 28, 2025

    5310 Tildens Grove Blvd, Windermere, FL 34786

    • 4 Beds
    • 5.5 Baths
    • 3,957 Sq Ft
    • Built 2006

    Last Sold Summary

    • 7% Below List Price
    • $399/SF
    • 35 Days On Market

    Current Estimated Value $1,580,608

    Last Listing Agent Deb Schroeder INFINITY REALTY GROUP LLC

    5310 Tildens Grove Blvd, Windermere, FL 34786
    • /31

      Est $405,408 Not Listed For Sale

      14237 Desert Haven St, Windermere, FL 34786

      • 3 Beds
      • 3.5 Baths
      • 1,861 Sq Ft
      • Built 2012
      14237 Desert Haven St, Windermere, FL 34786

      Last Sold Summary

      • 2% Below List Price
      • $223/SF
      • 71 Days On Market

      Last Sold Price $415,000

      Last Listing Agent Pam Eddy COLDWELL BANKER HUBBARD HANSEN

  • /74

    $1,349,900

    • 7 Beds
    • 4.5 Baths
    • 4,563 Sq Ft

    11658 Hampstead St, Windermere, FL 34786

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 11658 Hampstead Street, a refined Windermere showpiece tucked inside the highly sought-after Enclave community, zoned for Orange County’s top-rated schools. This home defines elevated Florida living, offering

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 319-8390

    11658 Hampstead St, Windermere, FL 34786
  • /51

    $1,762 - $2,973 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

    11353 Citra Cir, Windermere, FL 34786
  • /2

    $750,000 Sold Sep 18, 2025

    14654 Yellow Butterfly Rd, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,094 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $242/SF
    • 44 Days On Market

    Current Estimated Value $729,662

    Last Listing Agent Elijah Lewis FLORIDA IN MOTION REALTY INC

    14654 Yellow Butterfly Rd, Windermere, FL 34786
    • /2

      Est $540,064 Not Listed For Sale

      7736 Brofield Ave, Windermere, FL 34786

      • 3 Beds
      • 2 Baths
      • 1,709 Sq Ft
      • Built 2012
      7736 Brofield Ave, Windermere, FL 34786

      Last Sold Summary

      • 2% Below List Price
      • $321/SF
      • 2 Days On Market

      Last Sold Price $549,000

      Last Listing Agent Rustin Davis MARKET CONNECT REALTY LLC

  • /70

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786

    Discover the best of Windermere living in this meticulously maintained 3-bedroom, 2-bath CORNER UNIT condo in Lakeside at Lakes of Windermere. An expansive wrap-around screened porch embraces tranquil views and Florida breezes while providing an ideal space for morning coffee or evening relaxation. Inside, the open-concept layout features silestone countertops, cherry cabinets, and stainless

    Agent Photo

    Erin Aaron

    EXP REALTY LLC

    (689) 300-6265

    8180 Boat Hook Loop Unit 108/301, Windermere, FL 34786
  • /33

    $2,500 per month

    • 4 Beds
    • 2.5 Baths
    • 1,628 Sq Ft
    • Townhouse for Rent

    14478 Bridgewater Crossings Blvd, Windermere, FL 34786

    Welcome to this beautiful townhouse in the highly desirable Summerport community of Windermere. Ideally situated near community amenities, this 2-story home offers a functional and inviting layout with 3 bedrooms, 2.5 bathrooms, a 2-car garage, and a primary suite on the main level. As you step inside, you’ll notice the open-concept design connecting the kitchen, dining, and living areas, all

    Michelle Dunkley RE/MAX PRIME PROPERTIES

    14478 Bridgewater Crossings Blvd, Windermere, FL 34786
  • /2

    $2,350,000 Sold Oct 14, 2025

    1003 Oakdale St, Windermere, FL 34786

    • 6 Beds
    • 5.5 Baths
    • 4,599 Sq Ft
    • Built 2003

    Last Sold Summary

    • 22% Below List Price
    • $511/SF
    • 280 Days On Market

    Current Estimated Value $2,342,262

    Last Listing Agent Darrell Nunnelley VINTAGE REALTY GROUP LLC

    1003 Oakdale St, Windermere, FL 34786
    • /2

      Est $385,522 Not Listed For Sale

      12202 Langstaff Dr, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 1,545 Sq Ft
      • Built 2012
      12202 Langstaff Dr, Windermere, FL 34786

      Last Sold Summary

      • 2% Below List Price
      • $254/SF
      • 8 Days On Market

      Last Sold Price $393,000

      Last Listing Agent Milagros Agostini-Prado LPT REALTY, LLC

  • /43

    $609,999

    • 4 Beds
    • 3.5 Baths
    • 2,720 Sq Ft

    8632 Abbotsbury Dr, Windermere, FL 34786

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 8632 Abbotsbury Drive, a beautifully situated 4-bedroom, 3.5-bath residence offering 2,720 square feet of heated living space in the heart of Windermere, one of Central Florida’s most desirable communities. This

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 232-4855

    8632 Abbotsbury Dr, Windermere, FL 34786
  • /117

    $1,759 - $4,080 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
  • /2

    $1,000,000 Sold Jun 26, 2025

    11415 N Camden Commons Dr, Windermere, FL 34786

    • 4 Beds
    • 3 Baths
    • 3,034 Sq Ft
    • Built 2005

    Last Sold Summary

    • 9% Below List Price
    • $330/SF
    • 15 Days On Market

    Current Estimated Value $1,015,654

    Last Listing Agent Christina Fata REAL BROKER, LLC

    11415 N Camden Commons Dr, Windermere, FL 34786
    • /2

      Est $1,148,499 Not Listed For Sale

      3302 Just-A-mere Ct, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1986
      3302 Just-A-mere Ct, Windermere, FL 34786

      Last Sold Summary

      • 3% Below List Price
      • $482/SF
      • 18 Days On Market

      Last Sold Price $1,180,000

      Last Listing Agent Sue Webb WATSON REALTY CORP.

  • /51

    $1,950,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,460 Sq Ft

    6330 Lake Burden View Dr, Windermere, FL 34786

    The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases

    Agent Photo

    Karla Ryan

    WATSON REALTY CORP

    (689) 314-7434

    6330 Lake Burden View Dr, Windermere, FL 34786
  • /42

    $4,500 per month

    • 4 Beds
    • 3 Baths
    • 2,813 Sq Ft
    • House for Rent

    13466 Zori Ln, Windermere, FL 34786

    Location, location!!! Beautifully maintained home in highly desirable community of Providence! A rated schools, shops and restaurants are minutes away for your convenience. 4 bedroom 3 full bath home offers, additional office, formal dining area, private pool with spa and 3 car garage. Home has a NEW roof and AC installed in 2020, new water filter system and a pool heater. Open floor plan with

    Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO

    13466 Zori Ln, Windermere, FL 34786
  • /2

    $753,000 Sold Jan 21, 2026

    11660 Delwick Dr, Windermere, FL 34786

    • 4 Beds
    • 4.5 Baths
    • 3,051 Sq Ft
    • Built 2004

    Last Sold Summary

    • 16% Below List Price
    • $247/SF
    • 146 Days On Market

    Current Estimated Value $779,820

    Last Listing Agent Natalie Rosario FATHOM REALTY FL LLC

    11660 Delwick Dr, Windermere, FL 34786
    • /15

      Est $1,042,000 Not Listed For Sale

      14428 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,199 Sq Ft
      • Built 2025
      14428 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 9% Below List Price
      • $358/SF
      • 0 Days On Market

      Last Sold Price $1,144,870

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /32

    $464,999

    • 3 Beds
    • 2.5 Baths
    • 2,002 Sq Ft

    13733 Bressler Aly, Windermere, FL 34786

    Location location location!! This beautiful 3 bedrooms, 2 1/2 baths, includes a spacious open floor plan with a breakfast bar in the kitchen area and Living Room/Dining Room Combo. Master Bedroom is located on the second floor, as well as two more bedrooms. This two car garage townhouse has a charming front porch which overlooks the pond and offers, not one, but two community pools and a

    Agent Photo

    Robert Welker, III

    CORCORAN PREMIER REALTY

    (689) 336-7911

    13733 Bressler Aly, Windermere, FL 34786
  • /91

    $1,520 - $3,895 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
  • /2

    $849,000 Sold Dec 09, 2025

    11108 Ledgement Ln Unit 2, Windermere, FL 34786

    • 4 Beds
    • 3.5 Baths
    • 3,024 Sq Ft
    • Built 2003

    Last Sold Summary

    • $281/SF
    • 3 Days On Market

    Current Estimated Value $847,814

    Last Listing Agent Terrie Giles KELLER WILLIAMS CLASSIC

    11108 Ledgement Ln Unit 2, Windermere, FL 34786
    • /3

      Est $1,084,500 Not Listed For Sale

      14410 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 3,100 Sq Ft
      • Built 2025
      14410 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 12% Below List Price
      • $398/SF
      • 0 Days On Market

      Last Sold Price $1,233,197

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /46

    $1,200,000

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

    3629 Lake Buynak Rd, Windermere, FL 34786

    Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /16

    $3,200 per month

    • 4 Beds
    • 2.5 Baths
    • 2,439 Sq Ft
    • House for Rent

    12803 Holdenbury Ln, Windermere, FL 34786

    AVAILABLE MAY 2026! Spacious 4-bedroom, 2.5-bath home in the desirable Lakes of Windermere community. This well-designed floor plan features all bedrooms upstairs, with the main floor offering a large living room, formal dining room, office/reading room, and a convenient half bath for guests. The primary suite includes dual vanities, a garden tub, and two large walk-in closets. The kitchen is

    Silvia Odebrecht ICON REALTY ASSOCIATES INC

    12803 Holdenbury Ln, Windermere, FL 34786
  • /2

    $862,000 Sold Jan 08, 2026

    299 W 4th Ave, Mount Dora, FL 32757

    • 4 Beds
    • 3 Baths
    • 2,410 Sq Ft
    • Built 1984

    Last Sold Summary

    • 4% Below List Price
    • $358/SF
    • 35 Days On Market

    Current Estimated Value $965,798

    Last Listing Agent Judy Black UPSIDE REAL ESTATE INC

    299 W 4th Ave, Mount Dora, FL 32757
    • /2

      Est $1,093,500 Not Listed For Sale

      14262 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 3.5 Baths
      • 3,404 Sq Ft
      • Built 2025
      14262 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 12% Below List Price
      • $363/SF
      • 0 Days On Market

      Last Sold Price $1,236,498

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /54

    $727,500

    • 4 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    13519 Bicton Ln, Windermere, FL 34786

    **Sellers are offering a 5.5% INTERESTED RATE** Luxury Windermere Home for Sale in Gated Community with New Roof & Windows!Welcome to this stunning 4-bedroom, 3-bathroom home in a sought-after gated Windermere community, offering nearly 3,000 square feet of beautifully designed living space, a 3-car garage, NEW ROOF and NEW WINDOWS. Enjoy nightly Walt Disney World firework views from the

    Agent Photo

    Tiphany Weeks

    DIAMOND REAL ESTATE GROUP

    (407) 974-7651

    13519 Bicton Ln, Windermere, FL 34786
  • /87

    $2,095 - $3,545 per month

    Arya at Windermere

    1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Enjoy a vibrant lifestyle at Arya at Windermere, a 55+ community in Ocoee, FL offering unparalleled luxury amenities, including a massage room, steam room, outdoor putting green and a micro market. Arya features open concept 1 and 2-bedroom apartments with chef-inspired kitchens, granite countertops, stainless steel appliances, breakfast bar, wood-style plank floors, walk-in shower, washer and

    1231 Arya Way, Ocoee, FL 34761
  • /2

    $599,000 Sold May 21, 2025

    6963 Northwich Dr, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 3,068 Sq Ft
    • Built 2007

    Last Sold Summary

    • $195/SF
    • 3 Days On Market

    Current Estimated Value $615,961

    Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

    6963 Northwich Dr, Windermere, FL 34786
    • /38

      Not Listed For Sale

      14450 Desert Haven St Unit GE, Windermere, FL 34786

      • 3 Beds
      • 2.5 Baths
      • 2,067 Sq Ft
      • Built 2013
      14450 Desert Haven St Unit GE, Windermere, FL 34786

      Last Sold Summary

      • $194/SF
      • 159 Days On Market

      Last Sold Price $400,000

      Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  • /32

    $1,480,000

    • 6 Beds
    • 4.5 Baths
    • 4,522 Sq Ft

    17538 Black Rail St, Windermere, FL 34786

    Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (689) 312-9273

    17538 Black Rail St, Windermere, FL 34786
  • /20

    $3,100 per month

    • 4 Beds
    • 2.5 Baths
    • 2,618 Sq Ft
    • House for Rent

    4542 Blue Major Dr, Windermere, FL 34786

    VACANT! Great location! Great Home! Move into this Great home inside the lovely SUMMERPORT/WINDERMERE community. This house is full of upgrades and is an Energy Star certified home. Downstairs it has all tiled floors and new laminate. Kitchen has all full appliances and granite countertops. You can also enjoy Disney fireworks at night. Upstairs there is a large master bedroom, and three bedrooms.

    Daniel Zheng CINO INTERNATIONAL INC

    4542 Blue Major Dr, Windermere, FL 34786
  • /2

    $1,130,000 Sold Apr 29, 2025

    2026 Willow Lauren Ln, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,419 Sq Ft
    • Built 1994

    Last Sold Summary

    • 10% Below List Price
    • $331/SF
    • 40 Days On Market

    Current Estimated Value $1,140,247

    Last Listing Agent Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

    2026 Willow Lauren Ln, Windermere, FL 34786
    • /30

      Est $692,808 Not Listed For Sale

      8267 Procida Isle Ln, Windermere, FL 34786

      • 4 Beds
      • 3 Baths
      • 2,224 Sq Ft
      • Built 2019
      8267 Procida Isle Ln, Windermere, FL 34786

      Last Sold Summary

      • 1% Below List Price
      • $315/SF
      • 88 Days On Market

      Last Sold Price $699,900

      Last Listing Agent Chris Creegan CREEGAN GROUP

  • /44

    $489,999

    • 3 Beds
    • 2.5 Baths
    • 1,996 Sq Ft

    13755 Bravante Aly, Windermere, FL 34786

    **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 13755 Bravante Aly, Windermere, FL 34786, a charming two story home featuring 3 bedrooms and 2 bathrooms located in a desirable Windermere community. This home offers a bright open floor plan with comfortable

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    (689) 399-2513

    13755 Bravante Aly, Windermere, FL 34786
  • /43

    $1,760 - $4,270 per month

    MAA Crosswater

    1 - 3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    7826 Crosswater Trail, Windermere, FL 34786
  • /2

    $389,000 Sold Nov 07, 2025

    6327 Southbridge St, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,490 Sq Ft
    • Built 2007

    Last Sold Summary

    • 8% Below List Price
    • $261/SF
    • 169 Days On Market

    Current Estimated Value $382,521

    Last Listing Agent Vanessa Lee COLDWELL BANKER REALTY

    6327 Southbridge St, Windermere, FL 34786
    • /18

      Est $1,072,497 Not Listed For Sale

      14268 Crest Palm Ave, Windermere, FL 34786

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 2025
      14268 Crest Palm Ave, Windermere, FL 34786

      Last Sold Summary

      • 1% Below List Price
      • $350/SF
      • 38 Days On Market

      Last Sold Price $1,086,000

      Last Listing Agent Mark Raumaker SERHANT

Showing Results 1 - 40, Page 1 of 18

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$835,000
Median Single Family Sale Price
$1,081,473
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$366
Number of Homes for Sale
239
Last 12 months Home Sales
671
Months of Supply
4.30
Median List Price
$949,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
1%
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