16,408

Windermere, FL Homes

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  • /27

    $535,999

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    12863 Holdenbury Ln, Windermere, FL 34786

    Beautiful House in highly desirable Lakes of Windermere! NO CARPETS!! The interior is FRESHLY Painted in alabaster tones, 3 Bedrooms, 2-baths, property is loaded with upgrades and has purposeful utility and functionality. Enter into the living room and dining room areas with Luxury-vinyl, wood-patterned floors throughout all the house, custom paint, split plan, Updated bathroom, Large Primary

    Maria Castro-Aversano OLYMPUS EXECUTIVE REALTY INC

    12863 Holdenbury Ln, Windermere, FL 34786
  • /2

    $1,131,350 Sold Mar 03, 2025

    • 3,413 Sq Ft
    • $331/SF
    • 83 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2003

    1548 Lake Rhea Dr, Windermere, FL 34786

    Presenting a stunning luxury residence in the highly sought-after Belmere Reserve of Windermere, FL ??. Impeccably crafted by ABD, this custom-built 4-bedroom, 4 Bath, 1 Office masterpiece offers 3,400 square feet of elegance, radiating a warmth throughout every room.Step inside to discover a luminous interior, where expansive windows fill the home with natural light, highlighting

    Joshua Torres COMBS PREMIER REALTY GROUP

    1548 Lake Rhea Dr, Windermere, FL 34786
    • /28

      Est $452,009 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,760 Sq Ft

      11819 Vermillion Ave, Windermere, FL 34786

      11819 Vermillion Ave, Windermere, FL 34786
  • /46

    $618,000

    • 4 Beds
    • 3.5 Baths
    • 2,745 Sq Ft

    13422 Exbury Ln, Windermere, FL 34786

    Welcome home to this attractive, fabulous, 2 story home with 4 bedrooms, 3 full bathrooms and 1 half bathroom downstairs for guests, 3 car garage, with 2,745 square feet of living area. This spacious home is open and airy with very high vaulted ceiling. All new luxury vinyl flooring throughout the downstairs, stairs, and upstairs. Freshly painted interior of the home. New Air Conditioning

    Carmen Vazquez REALTY TECH INC

    13422 Exbury Ln, Windermere, FL 34786
  • /2

    $365,000 Sold Mar 03, 2025

    • 1,200 Sq Ft
    • $304/SF
    • 89 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2003

    12662 Langstaff Dr, Windermere, FL 34786

    Lake Reams Townhome. Two Bedroom, Two and One Half Bath. This Townhome has dual masters suites and a convenient half bath on the first floor. Laminate and tile on first floor, carpet in the bedrooms. Laundry closet is in the kitchen. Private courtyard leads to the two car garage. Amenities include a community pool. Close to shopping, schools, Disney and entertainment.

    Jane Sims SIMS REALTY LLC

    12662 Langstaff Dr, Windermere, FL 34786
    • /2

      Est $684,550 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,895 Sq Ft

      7985 Brofield Ave, Windermere, FL 34786

      7985 Brofield Ave, Windermere, FL 34786
  • /55

    $3,150,000

    • 7 Beds
    • 8.5 Baths
    • 7,042 Sq Ft

    4205 Clarice Ct, Windermere, FL 34786

    Welcome to this extraordinary, fully remodeled luxury home, offering a perfect blend of modern elegance and cutting-edge technology in a primeWindermere location! This 2021/2022 remodel was taken down to the studs, transforming the home into a state-of-the-art masterpiece thatincludes a Tesla solar system with 8 backup batteries, making this home fully self-sufficient if needed, providing energy

    Jennifer Wemert WEMERT GROUP REALTY LLC

    4205 Clarice Ct, Windermere, FL 34786
  • /2

    $1,170,000 Sold Mar 01, 2025

    • 4,676 Sq Ft
    • $250/SF
    • 230 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1999

    2107 Westover Reserve Blvd, Windermere, FL 34786

    Discover an unparalleled living experience in this stunning 4-bedroom, 4-bathroom home, a masterpiece of eclectic and artistic design, nestled in a highly desirable, gated community. Boasting 6,026 total square feet of meticulously crafted living space, this property exudes sophistication and charm at every turn. As you approach the home, you'll be captivated by its unique exterior and the

    Jared Dunn LPT REALTY, LLC

    2107 Westover Reserve Blvd, Windermere, FL 34786
    • /16

      Est $332,322 Not Listed For Sale

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

      8156 Boat Hook Loop Unit 308, Windermere, FL 34786

      8156 Boat Hook Loop Unit 308, Windermere, FL 34786
  • /60

    $1,595,000

    • 4 Beds
    • 3 Baths
    • 4,018 Sq Ft

    2931 Sunbittern Ct, Windermere, FL 34786

    Nestled on a private cul de sac of just eleven homes in the gated community of Lake Crescent Reserve, this exceptional estate in the highly sought-after Town of Windermere offers a rare blend of luxury, functionality, and versatility. Situated on over an acre with lake access to the Butler Chain, this stunning pool home provides two distinct living options: a 4,018-square-foot residence with two

    John Cunningham KELLER WILLIAMS CLASSIC

    2931 Sunbittern Ct, Windermere, FL 34786
  • /2

    $423,000 Sold Feb 28, 2025

    • 1,569 Sq Ft
    • $270/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2016

    7236 Shadeview Alley, Windermere, FL 34786

    This move-in ready townhouse offers 3 bedrooms and 2.5 bathrooms with a well-designed open layout. The kitchen, centrally located between the living and dining room, creates a seamless flow throughout the main floor, perfect for everyday living and entertaining. The first floor also features easy-to-maintain ceramic tile throughout, a convenient half bathroom, and a laundry room for added

    Natalie Jacoby RUSSU REALTY & ASSOCIATES PA

    7236 Shadeview Alley, Windermere, FL 34786
    • /44

      Est $400,179 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,840 Sq Ft

      14241 Desert Haven St Unit 3501, Windermere, FL 34786

      14241 Desert Haven St Unit 3501, Windermere, FL 34786
  • /42

    $650,000

    • 5 Beds
    • 3.5 Baths
    • 3,045 Sq Ft

    6613 Duncaster St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. MOVE IN READY! 5bd/3.5ba (4 bedrooms on ground floor and 5th bedroom on 2nd floor). Freshly painted interior and exterior with tile or hardwood throughout! Located in sought after Lakes of Windermere subdivision. Open floor plan boasts 3,045sq.ft with stunning recessed ceilings. Enjoy cooking in the magnificent gourmet kitchen with marvelous counter

    Sarah Carlson UPSIDE REAL ESTATE INC

    6613 Duncaster St, Windermere, FL 34786
  • /2

    $1,080,813 Sold Feb 28, 2025

    • 4,222 Sq Ft
    • $256/SF
    • 0 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 2024

    14291 Crest Palm Ave, Windermere, FL 34786

    Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14291 Crest Palm Ave, Windermere, FL 34786
    • /50

      Est $682,079 Not Listed For Sale

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

      9283 Patrimonio Loop, Windermere, FL 34786

      9283 Patrimonio Loop, Windermere, FL 34786
  • /70

    $1,220,000

    • 5 Beds
    • 4.5 Baths
    • 3,958 Sq Ft

    1613 Glenwick Dr, Windermere, FL 34786

    Envision yourself living in this beautifully updated 5-bedroom, 4.5-bath home in the prestigious, guard-gated Reserve at Belmere. Situated on over half an acre, this elegant residence offers ample space, privacy, and luxurious features for refined living. As you arrive on the cul de sac, a circular driveway leads you into a sophisticated courtyard entryway, setting the tone for the elegance

    Kelly Whitaker PREMIER SOTHEBYS INT'L REALTY

    1613 Glenwick Dr, Windermere, FL 34786
  • /2

    $1,137,874 Sold Feb 28, 2025

    • 2,687 Sq Ft
    • $423/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    14237 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, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14237 Crest Palm Ave, Windermere, FL 34786
    • /64

      Est $719,143 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,009 Sq Ft

      6704 Bridgewater Village Rd, Windermere, FL 34786

      6704 Bridgewater Village Rd, Windermere, FL 34786
  • /49

    $1,699,000

    • 4 Beds
    • 3.5 Baths
    • 3,797 Sq Ft

    8437 Lake Burden Cir, Windermere, FL 34786

    "Price Improvement" Beautiful Mediterranean custom home in gated/24-hour guarded Keene's Pointe Golf Community. This home features 4 bedrooms and 3 1/2 baths. The kitchen and family room are definitely the heart of the home with a very open concept perfect to entertain family and friends, recently painted cabinets, island and stainless appliances. The family room is spacious with sliding doors to

    Daniela de Rodriguez B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE

    8437 Lake Burden Cir, Windermere, FL 34786
  • /2

    $530,000 Sold Feb 28, 2025

    • 1,904 Sq Ft
    • $278/SF
    • 23 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2014

    12919 Holdenbury Ln, Windermere, FL 34786

    LOCATION is KEY in this highly sought after community of WINDERMERE in the Heart of Central Florida with Views of DISNEY FIREWORKS from your own Front porch! As you step inside, you'll be greeted by a spacious, inviting entryway into this Extremely Well Maintained, Move-In Ready home featuring upgrades such as CROWN MOLDING throughout, TRAY CEILINGS in the family room and primary bedroom and Low

    Michele VanTuyl REAL BROKER, LLC

    12919 Holdenbury Ln, Windermere, FL 34786
    • /42

      Est $463,205 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,797 Sq Ft

      8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786

      8446 Iron Mountain Trail, Other City - In the State of Florida, FL 34786
  • /35

    $2,899,000

    • 4 Beds
    • 4.5 Baths
    • 3,636 Sq Ft

    6120 Payne Stewart Dr, Windermere, FL 34786

    Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butler Chain of Lakes. This charming villa is in walking distance to Isleworth Golf & Country Club. Updated and boasting hardwood flooring throughout the main areas, and professional decorating, this functional and open floor plan has 4 ensuite bedrooms, kitchen with beautifully

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6120 Payne Stewart Dr, Windermere, FL 34786
  • /2

    $810,000 Sold Feb 28, 2025

    • Land
    • 1.01 Acres
    • $801,980 per Acre
    • 83 Days On Market

    5332 Water Creek Dr, Windermere, FL 34786

    Rare acre lot in highly sought-after area of Windermere with NO hoa fees and NO builder ties, buy and build your dream home. Level and cleared lot on private maintained road. No build by date, you can even buy and hold this land until the time is right for your family. Very desirable K-12 public school district and several private school campuses within minutes of your new front door. Close to

    Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    5332 Water Creek Dr, Windermere, FL 34786
    • /45

      Est $463,205 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,797 Sq Ft

      8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786

      8446 Iron Mountain Trail Unit 8446, Other City - In the State of Florida, FL 34786
  • /50

    $1,949,900

    • 5 Beds
    • 4.5 Baths
    • 5,844 Sq Ft

    12860 Jacob Grace Ct, Windermere, FL 34786

    Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisite cabinetry throughout, enhancing the home’s refined aesthetic. The chef’s kitchen is a true

    Matt Tomaszewski CORCORAN PREMIER REALTY

    12860 Jacob Grace Ct, Windermere, FL 34786
  • /2

    $4,350,000 Sold Feb 28, 2025

    • 6,665 Sq Ft
    • $653/SF
    • 13 Days On Market
    • 6 Beds
    • 7.5 Baths
    • Built 2003

    5410 Monterrey Club Ct, Windermere, FL 34786

    PRICED TO SELL!!!! Your family simply must see this heavenly retreat! Nestled on a tranquil cul-de-sac, this Isleworth estate will steal your heart. From every corner of the house, you'll be captivated by the breathtaking views of Hourglass Pond. As you step into the living room, your eyes will be drawn to the sparkling water and the lush greenery of the golf course. With six spacious bedroom

    Luis Martins ON ME REALTY

    5410 Monterrey Club Ct, Windermere, FL 34786
    • /53

      Est $490,067 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,997 Sq Ft

      6039 Savannah Oak Alley, Windermere, FL 34786

      6039 Savannah Oak Alley, Windermere, FL 34786
  • /71

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,332 Sq Ft

    11564 Mizzon Dr Unit 305, Windermere, FL 34786

    *Video Tour Available* Welcome to the Lakeside Condos at Lakes of Windermere. This isn’t just a neighborhood, it’s a lifestyle! Residents have access to the resort-style community pool, fitness center with kid’s room, clubhouse with billiards room, beach volleyball court, outdoor fireplace and BBQ areas, access to the Lake Burden tennis courts, playground and dock for fishing on Lake Burden!

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    11564 Mizzon Dr Unit 305, Windermere, FL 34786
  • /2

    $1,390,000 Sold Feb 28, 2025

    • 4,028 Sq Ft
    • $345/SF
    • 122 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 1994

    2523 Tryon Place, Windermere, FL 34786

    PRICE JUST REDUCED! GET THIS ONE BEFORE IT IS GONE! WELCOME HOME TO THE MANORS AT BUTLER BAY! This STUNNING Pool home is located in the HEART of Windermere and BOASTS 5 Bedrooms, 4 FULL/2 HALF Baths, an OVER-SIZED .65-acre lot with NO REAR Neighbors, and Retention Pond/Wooded Views. It features a 4 CAR Garage, 2 Bay-Attached Garage and 2 Bay-Detached Garage (perfect for your boat and all your

    Jay Kendall WATSON REALTY CORP

    2523 Tryon Place, Windermere, FL 34786
    • /100

      Est $1,177,615 Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 4,657 Sq Ft

      6217 Roseate Spoonbill Dr, Windermere, FL 34786

      6217 Roseate Spoonbill Dr, Windermere, FL 34786
  • /57

    $2,225,000

    • 5 Beds
    • 5 Baths
    • 4,197 Sq Ft

    1404 Kelso Blvd, Windermere, FL 34786

    BRAND NEW ROOF 2025! LAKEFRONT! Prepare to be amazed by this exquisitely renovated estate home with a BRAND NEW HEATED Infinity Pool, perfectly nestled on the tranquil shores of Lake Cypress near downtown Windermere. Set on 1.2 acres with 100 ft of lake frontage, this luxurious residence boasts an attached guest house and an array of high-end features. Live each day watching sunsets and seeing

    Corinne Defilippis EXP REALTY LLC

    1404 Kelso Blvd, Windermere, FL 34786
  • /2

    $1,185,000 Sold Feb 28, 2025

    • 3,196 Sq Ft
    • $371/SF
    • 124 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    11357 Preserve View Dr, Windermere, FL 34786

    Perfectly located on a corner lot in the highly sought-after, 24-hour guard-gated community of Keene's Pointe, this luxury property offers an incredible investment opportunity. With long-term tenants already in place, this is an ideal option for investors looking for a property that generates immediate rental income while benefiting from long-term value appreciation. Keene's Pointe is a excellent

    Mariana Rondon LPT REALTY, LLC

    11357 Preserve View Dr, Windermere, FL 34786
    • /25

      Est $400,582 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,840 Sq Ft

      14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786

      14225 Oasis Cove Blvd Unit 1808, Windermere, FL 34786
  • /39

    $559,000

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft

    12824 Penshurst Ln, Windermere, FL 34786

    **This property qualifies for a closing cost credit up to $8,700 through the Seller’s preferred lender.**Welcome home to this beautiful 3-bedroom, 2.5-bathroom home located in the highly desirable community of Lakes of Windermere. The curb appeal will draw you in with vibrant landscaping up front and a charming front porch. At the front you’ll find the secondary bedrooms with a full bathroom in

    Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

    12824 Penshurst Ln, Windermere, FL 34786
  • /2

    $1,650,000 Sold Feb 28, 2025

    • 4,078 Sq Ft
    • $405/SF
    • 152 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2003

    6226 Cartmel Ln, Windermere, FL 34786

    Welcome to this stunning fully remodeled home boasting 4 bedrooms and 4.5 bathrooms. Situated in a gated community, this property features a screened pool, summer kitchen, and abundant space for entertaining guests. The interior showcases custom-made cabinets and elegant white porcelain tiles throughout. With an open layout and a spacious oversized kitchen island, this home is perfect for both

    Leonardo Pereira CHARLES RUTENBERG REALTY ORLANDO

    6226 Cartmel Ln, Windermere, FL 34786
    • /17

      Est $531,933 Not Listed For Sale

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

      7313 Ella Ln, Windermere, FL 34786

      7313 Ella Ln, Windermere, FL 34786
  • /8

    $685,000

    • 4 Beds
    • 3 Baths
    • 2,830 Sq Ft

    13413 Zori Ln, Windermere, FL 34786

    Price Reduction, Quick Sale, Don't miss this chance to own this Homes in the City of Windermere, excellent Schools. 12 feet high Ceiling. New Roof, Newer AC, New Water Heater. Fenced backyard, Screen enclosed Lanai. Easy access to the Hamlin Center. The 4th bedroom is a Junior Suite with its Bathroom. Walking distance to Windermere High School. Tile Floor throughout the whole house. Stainless

    Annie Kwan ORLANDO SUNSHINE REALTY

    13413 Zori Ln, Windermere, FL 34786
  • /2

    $3,000,000 Sold Feb 28, 2025

    • 7,438 Sq Ft
    • $403/SF
    • 267 Days On Market
    • 5 Beds
    • 7 Baths
    • Built 2012

    6845 Valhalla Way, Windermere, FL 34786

    Experience timeless elegance combined with the tranquil ambiance of the golf course in this magnificent 5BR/5Full baths/2-half bath French Country Custom Home in Keene's Pointe, a guard-gated golf course and lakefront community in Windermere, Florida. Positioned along the picturesque 17th fairway of the esteemed Jack Nicklaus Signature Golf Course, this residence epitomizes the grandeur of its

    Angela Durruthy KEENE'S POINTE REALTY

    6845 Valhalla Way, Windermere, FL 34786
    • /100

      Est $918,504 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,907 Sq Ft

      8637 Crescendo Ave, Windermere, FL 34786

      8637 Crescendo Ave, Windermere, FL 34786
  • /42

    $3,200,000

    • 4 Beds
    • 4.5 Baths
    • 4,330 Sq Ft

    5138 Fairway Oaks Dr, Windermere, FL 34786

    A captivating golf course location sets the stage for a residence with so many possibilities. Welcome to Isleworth: Central Florida’s premiere golf course community. This single-story French country-style home spans more than 4,300 sq feet and boasts 4 bedrooms plus bonus or game room and sits on the 12th fairway of the completely redesigned and newly reopened championship course. With a view of

    Rob Rahter STOCKWORTH REALTY GROUP

    5138 Fairway Oaks Dr, Windermere, FL 34786

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