16,518

Windermere, FL Homes

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  • /73

    $1,825,000 Pending

    • 4 Beds
    • 4.5 Baths
    • 4,247 Sq Ft

    5412 Water Creek Dr, Windermere, FL 34786

    Under contract-accepting backup offers. Adjacent to the northwest corner of Lake Butler, beautifully set along the shores of Lake William Davis, this custom Mediterranean-inspired estate captures the essence of timeless design and relaxed Florida living. Framed by lush landscaping and serene water views, the home blends classic architectural details with fresh, inviting interiors. Inside,

    Agent Photo

    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    (689) 210-5681

    5412 Water Creek Dr, Windermere, FL 34786
  • /25

    $1,459 - $2,478 per month

    Casa Mirella

    1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    101 Casa Mirella Way, Windermere, FL 34786
  • /2

    $1,180,000 Sold Mar 25, 2025

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

    • 4 Beds
    • 3 Baths
    • 2,450 Sq Ft
    • Built 1986

    Last Sold Summary

    • 7% Below List Price
    • $482/SF
    • 18 Days On Market

    Current Estimated Value $1,162,307

    Last Listing Agent Sue Webb WATSON REALTY CORP.

    3302 Just-A-mere Ct, Windermere, FL 34786
    • /2

      Est $435,177 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,640 Sq Ft

      13729 Summerport Village Pkwy, Windermere, FL 34786

      13729 Summerport Village Pkwy, Windermere, FL 34786
  • /82

    $2,285,000

    • 6 Beds
    • 6 Baths
    • 5,513 Sq Ft

    713 Main St, Windermere, FL 34786

    Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove,

    Agent Photo

    Kari Fleck

    THE REAL ESTATE COLLECTION LLC

    (407) 494-6941

    713 Main St, Windermere, FL 34786
  • /50

    $5,750 per month

    • 4 Beds
    • 2.5 Baths
    • 2,709 Sq Ft
    • House for Rent

    11855 Camden Park Dr, Windermere, FL 34786

    This spacious 4-bedroom, 2.5-bathroom villa in the highly desired Keene’s Pointe neighborhood sits on a large corner lot and offers nearly 2,800 square feet of luxury living. The modern, open kitchen is centrally located in the heart of the home. A heated private pool with spa completes this wonderful property. The home is available furnished or unfurnished. Weekly lawn care is included, and

    Ron Biegelaar WINDERMERE INTERNATIONAL REALTY

    11855 Camden Park Dr, Windermere, FL 34786
  • /2

    $594,000 Sold Jan 10, 2025

    13203 Zori Ln, Windermere, FL 34786

    • 4 Beds
    • 2 Baths
    • 2,516 Sq Ft
    • Built 2004

    Last Sold Summary

    • 9% Below List Price
    • $236/SF
    • 51 Days On Market

    Current Estimated Value $598,552

    Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

    13203 Zori Ln, Windermere, FL 34786
    • /2

      Est $727,378 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,935 Sq Ft

      12995 Westside Village Loop, Windermere, FL 34786

      12995 Westside Village Loop, Windermere, FL 34786
  • /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
  • /35

    $1,885 - $5,150 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

    $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 $615,112

    Last Listing Agent Simi Lakhani KELLER WILLIAMS CLASSIC

    6963 Northwich Dr, Windermere, FL 34786
    • /87

      Est $791,947 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
  • /51

    $649,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,094 Sq Ft

    6734 Bridgewater Village Rd, Windermere, FL 34786

    Under contract-accepting backup offers. LUXURY WINDERMERE HOME ON OVERSIZED CONSERVATION LOT - Welcome to Windermere living at its finest! This beautifully maintained 3-bedroom, 2.5-bath home in the highly sought-after Vineyards of Horizon West community offers modern design, a private conservation view, and top-rated Windermere schools - all under $700K. Step inside to discover a spacious

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (689) 345-8480

    6734 Bridgewater Village Rd, Windermere, FL 34786
  • /11

    $2,600 per month

    • 3 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Townhouse for Rent

    7708 Bexton Ln, Windermere, FL 34786

    Beautiful 3 bedroom 2.5 bath townhome located in Windermere! The home features an open kitchen with stainless steel appliances and beautiful 42" cabinets . Just off the dining area step out to the cozy fenced in courtyard. Upstairs there is a large master bedroom with walk in closet. The master bath features dual sinks and tiled walk in shower. There are 2 additional bedrooms on the second floor

    Reynaldo Izaguirre ALTIS REALTY

    7708 Bexton Ln, 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 $1,134,071

    Last Listing Agent Adam Eisen PLATINUM REALTY GROUP FLORIDA INC

    2026 Willow Lauren Ln, Windermere, FL 34786
    • /52

      Est $2,820,811 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
  • /69

    $1,275,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 3 Baths
    • 3,505 Sq Ft

    10442 Birch Tree Ln, Windermere, FL 34786

    Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. High ceilings and abundant windows fill the home with natural light. The thoughtfully updated kitchen with

    Agent Photo

    Lisa Ratanasirintrawoot

    CHARLES RUTENBERG REALTY ORLANDO

    (407) 573-7471

    10442 Birch Tree Ln, Windermere, FL 34786
  • /35

    $1,683 - $2,908 per month

    MAA Windermere

    1 - 2 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    11598 Lachlan Ln, 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

    Last Listing Agent Vanessa Lee COLDWELL BANKER REALTY

    6327 Southbridge St, Windermere, FL 34786
    • /30

      Est $898,619 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
  • /58

    $5,000,000

    • 6 Beds
    • 8 Baths
    • 6,855 Sq Ft

    4089 Isabella Cir, Windermere, FL 34786

    Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FLStep into unparalleled luxury with this completely reimagined six-bedroom, six-bathroom estate in the prestigious Casabella community of Windermere. Every inch of this home has been custom-curated with the finest materials and designer touches, creating an ambiance of modern

    Agent Photo

    Fernanda Negromonte

    NOVA REAL ESTATE SERVICES INC

    (689) 312-9381

    4089 Isabella Cir, Windermere, FL 34786
  • /22

    $2,550 per month

    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft
    • Townhouse for Rent

    7231 Shadeview Aly, Windermere, FL 34786

    Beautiful 3 beds, 2.5 baths, 2 car garage townhome at Ashlin Park in the heart of Windermere. Must see all this community has to: Community Pool, Club House, Playground, Conservation areas, ponds, access to bike trail and just at walking distance from Restaurants and market places. Right next to the 535 road, one mile away from Publix and commercial development with many new restaurants. MUST SEE!

    Isabel Sirizzotti SUNNY 365 REALTY GROUP

    7231 Shadeview Aly, Windermere, FL 34786
  • /2

    $750,000 Sold Nov 12, 2025

    13254 Penshurst Ln, Windermere, FL 34786

    • 5 Beds
    • 3.5 Baths
    • 3,720 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $202/SF
    • 96 Days On Market

    Last Listing Agent Hilary Hall COMPASS FLORIDA LLC

    13254 Penshurst Ln, Windermere, FL 34786
    • /2

      Est $1,392,538 Not Listed For Sale

      • 6 Beds
      • 6.5 Baths
      • 4,634 Sq Ft

      7431 Lake Albert Dr, Windermere, FL 34786

      7431 Lake Albert Dr, Windermere, FL 34786
  • /47

    $1,075,990 New Construction

    • 6 Beds
    • 4.5 Baths
    • 3,550 Sq Ft

    7007 Windy Palm Way, Windermere, FL 34786

    One or more photo(s) has been virtually staged. The Ellington II offers the perfect balance of space, comfort, and style. This modern two-story home features 5 bedrooms, 3 baths, and over 3,500 square feet of living space designed for today’s lifestyle. The open-concept main level includes a spacious kitchen, dining area, and great room ideal for entertaining. The private owner’s suite provides a

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (689) 407-6441

    7007 Windy Palm Way, Windermere, FL 34786
  • /35

    $1,565 - $2,573 per month

    Talcott at Windermere

    1 - 3 Beds

    5820 Nature View Dr, Windermere, FL 34786

    With thoughtful design and exclusive amenities, Talcott at Windermere, is your premier destination for luxury living in Windermere, Florida! Our luxury one, two, and three-bedroom apartments, ranging up to 1,380 square feet, redefine luxury with a range of modern interior features. Step into a home with soaring 9 foot ceilings, a stylish two-tone paint scheme, wood-style flooring, and AirPlay

    5820 Nature View Dr, Windermere, FL 34786
  • /2

    $1,000,000 Sold Oct 27, 2025

    5235 W Lake Butler Rd, Windermere, FL 34786

    • Land
    • 0.68 Acre
    • $1,470,588 per Acre

    Last Sold Summary

    • 53% Below List Price
    • 211 Days On Market

    Last Listing Agent Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5235 W Lake Butler Rd, Windermere, FL 34786
    • /37

      Est $1,628,635 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
  • /55

    $1,134,990 New Construction

    • 6 Beds
    • 4.5 Baths
    • 4,443 Sq Ft

    14225 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Step into your next home at the Sweetwater in Palms at Windermere.With over 4,400 square feet, this expansive two-story floorplan offers six bedrooms and four and a half baths, blending luxury and function for today’s modern living.On the first floor, the owner’s suite is a private retreat with dual walk-in closets and a spa-inspired bath. A

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (407) 602-6772

    14225 Crest Palm Ave, Windermere, FL 34786
  • /68

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft
    • House for Rent

    6060 Roseate Spoonbill Dr, Windermere, FL 34786

    Welcome to this beautifully maintained 3-bedroom, 2.5-bath home situated on a desirable corner lot in the highly sought-after community of Windermere Landings. Located right off Chase Road, this prime Windermere location offers exceptional walkability—just steps from Sunset Park Elementary, Walgreens, Papa John’s, and other neighborhood conveniences. This is truly an ideal community for families

    Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

    6060 Roseate Spoonbill Dr, Windermere, FL 34786
  • /2

    $582,000 Sold Feb 21, 2025

    13751 Eden Isle Blvd, Windermere, FL 34786

    • 4 Beds
    • 2.5 Baths
    • 2,691 Sq Ft
    • Built 2004

    Last Sold Summary

    • $216/SF
    • 1 Day On Market

    Current Estimated Value $610,714

    Last Listing Agent Logan Coon KELLER WILLIAMS WINTER PARK

    13751 Eden Isle Blvd, Windermere, FL 34786
    • /62

      Est $2,382,886 Not Listed For Sale

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

      13334 Bellaria Cir, Windermere, FL 34786

      13334 Bellaria Cir, Windermere, FL 34786
  • /3

    $1,084,990 New Construction

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    14371 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, andpracticality with this beautifully crafted Arlington Bonus new home in Windermere. Every element of this residence has been thoughtfully designed to create aspace that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first

    Agent Photo

    Cindy Sapp

    OLYMPUS EXECUTIVE REALTY INC

    (689) 314-5712

    14371 Crest Palm Ave, Windermere, FL 34786
  • /35

    $2,200 per month

    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft
    • Condo for Rent

    11434 Jasper Kay Terrace Unit 1117, Windermere, FL 34786

    Newly renovated 3 bedroom 2 bath unit on the third floor with elevator and stair access. No directly connected neighbors on all four sides so super quiet and private. Great community with access to a large pool, clubhouse, fitness center, beach volleyball court, tennis courts, playground and walking trails around the lake. Close to boating and fishing in the Butler lakes. Short walk to shops,

    11434 Jasper Kay Terrace Unit 1117, Windermere, FL 34786
  • /2

    $390,000 Sold May 02, 2025

    7752 Rigby St, Windermere, FL 34786

    • 3 Beds
    • 2.5 Baths
    • 1,335 Sq Ft
    • Built 2012

    Last Sold Summary

    • 2% Below List Price
    • $292/SF
    • 22 Days On Market

    Current Estimated Value $384,317

    Last Listing Agent Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    7752 Rigby St, Windermere, FL 34786
    • /80

      Est $2,554,849 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
  • /45

    $2,000,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 3,685 Sq Ft

    6564 Lagoon St, Windermere, FL 34786

    Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to

    Agent Photo

    Fernanda Negromonte

    NOVA REAL ESTATE SERVICES INC

    (407) 901-5358

    6564 Lagoon St, Windermere, FL 34786
  • /21

    $5,500 per month

    • 3 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • House for Rent

    8447 Bowden Way, Windermere, FL 34786

    Welcome to Keenes Point - Windermere, a stunning 3-bedroom, 2-bathroom home located in the desirable Windermere, FL. This property is nestled within a secure gated community, offering an added layer of peace and security. The home boasts a private pool, perfect for cooling off during those hot Florida summers. The private backyard provides ample space for outdoor activities or simply enjoying the

    Julien Silva JOHN SILVA REALTY & ASSOCIATES

    8447 Bowden Way, Windermere, FL 34786
  • /2

    $1,194,000 Sold Aug 25, 2025

    6720 Winter Garden Vineland Rd, Windermere, FL 34786

    • 5 Beds
    • 4 Baths
    • 3,554 Sq Ft
    • Built 2003

    Last Sold Summary

    • 8% Below List Price
    • $336/SF
    • 32 Days On Market

    Current Estimated Value $1,225,121

    Last Listing Agent Rita Schoeffler BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

    6720 Winter Garden Vineland Rd, Windermere, FL 34786
    • /40

      Est $748,611 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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