16,486

Windermere, FL Homes

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    • /92

      Est $2,196,319 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,023 Sq Ft

      11817 Vinci Dr, Windermere, FL 34786

      11817 Vinci Dr, Windermere, FL 34786
  • /46

    $815,990

    • 4 Beds
    • 3.5 Baths
    • 3,402 Sq Ft

    1433 Whitney Isles Dr, Windermere, FL 34786

    Welcome to this beautifully updated two-story residence nestled within the exclusive, gated community of Whitney Isles subdivision, part of the sought-after Belmere Phase II community. Boasting 4 bedrooms and 3.5 baths, bonus room and large entertaining family room. This home has 3402 square feet of thoughtfully laid-out living space, this Florida-style home has been freshly enhanced with new

    Suzanne Seenandan PREFERRED RE BROKERS III

    1433 Whitney Isles Dr, Windermere, FL 34786
  • /2

    $1,350,000 Sold Jul 23, 2025

    • 5,095 Sq Ft
    • $265/SF
    • 56 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 2014

    7443 Lake Albert Dr, Windermere, FL 34786

    Welcome to 7443 Lake Albert Drive

    Cliff Glansen FLATFEE.COM

    7443 Lake Albert Dr, Windermere, FL 34786
    • /29

      Not Listed For Sale

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

      14264 Desert Haven St Unit GE, Windermere, FL 34786

      14264 Desert Haven St Unit GE, Windermere, FL 34786
  • /29

    $679,000

    • 3 Beds
    • 2.5 Baths
    • 2,463 Sq Ft

    12815 Westside Village Loop, Windermere, FL 34786

    come take look this newly build energy efficient home by Meritage , spacious 3 bedroom 2.5 bath house with office and the den 3 car garage beautiful tile roof with charming front porch for you to have morning coffee , once step in , the private office on your right , and walk in you will see the beautiful kitchen with beautiful counter top and dark wood cabinet ,and the dining room , you won't

    Eric Jia NUMBER 1 BROKER, LLC

    12815 Westside Village Loop, Windermere, FL 34786
  • /2

    $415,000 Sold Jul 22, 2025

    • 2,001 Sq Ft
    • $207/SF
    • 82 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2019

    5892 Soter Ln, Windermere, FL 34786

    **New Price – Better Than New! Welcome to 5892 Soter Lane, a beautifully maintained **3-bedroom, 2.5-bath** townhome in the highly sought-after Vineyards of Horizon West. Built in **2019**, this move-in ready home offers over **2,000 sq ft** of open-concept living filled with natural light, high ceilings, and modern finishes. The kitchen features **stainless steel appliances, granite countertops,

    Claire Jesso SERHANT

    5892 Soter Ln, Windermere, FL 34786
    • /30

      Est $517,369 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,058 Sq Ft

      13347 Overstreet Rd, Windermere, FL 34786

      13347 Overstreet Rd, Windermere, FL 34786
  • /81

    $2,995,000

    • 5 Beds
    • 4 Baths
    • 3,737 Sq Ft

    10203 Trout Rd, Orlando, FL 32836

    Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

    Darlene O'Hara HOMEVEST REALTY

    10203 Trout Rd, Orlando, FL 32836
  • /2

    $815,000 Sold Jul 21, 2025

    • 3,018 Sq Ft
    • $270/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    9601 Ambleside Dr, Windermere, FL 34786

    MULTIPLE OFFERS RECEIVED. PLEASE PRESENT HIGHEST AND BEST BY SUNDAY AT 3PM. WOW! Rare Opportunity to own a 1 full-acre property in Windermere ready for your imagination. This expansive single-story residence in Lake Down Shores offers 3018 sq. ft. of thoughtfully designed living space with a 4 car garage. The home boasts 4 bedrooms and 2.5 bathrooms, providing ample room for a large family or

    Matt Davies COLDWELL BANKER REALTY

    9601 Ambleside Dr, Windermere, FL 34786
    • /10

      Not Listed For Sale

      Lot 2 Down Park Ln, Windermere, FL 34786

      Lot 2 Down Park Ln, Windermere, FL 34786
  • /42

    $664,900 Open Sun 12PM - 4PM

    • 3 Beds
    • 2 Baths
    • 2,077 Sq Ft

    6315 Clearmeadow Ct, Windermere, FL 34786

    ***New Price 9.16.2025 ****This must-see home is ready to welcome you to the exclusive and upscale gatedsubdivision of Glenmuir. This spacious property is in an A-rated school district justminutes from Disney, Universal, Sea World, Downtown Windermere, and WinterGarden. Located on a quiet cul-de-sac with nearly half an acre to customize to your taste, ithas been over 10 years

    Drew Wolski CORE REAL ESTATE GROUP

    6315 Clearmeadow Ct, Windermere, FL 34786
  • /2

    $438,000 Sold Jul 18, 2025

    • 1,745 Sq Ft
    • $251/SF
    • 225 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2014

    13155 Kegan St, Windermere, FL 34786

    Welcome to this beautiful corner-unit 3-bedroom, 2.5-bathroom townhome located in the highly sought-after Windermere Sound community. This well-maintained home features a spacious open floor plan with abundant natural light throughout. The modern kitchen boasts stainless steel appliances, granite countertops, and a breakfast bar, perfect for entertaining. Upstairs, the primary suite offers a

    Vicente Virgilio ALTIS REALTY

    13155 Kegan St, Windermere, FL 34786
    • /18

      Est $790,545 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,010 Sq Ft

      9207 Reflection Pointe Dr, Windermere, FL 34786

      9207 Reflection Pointe Dr, Windermere, FL 34786
  • /44

    $3,200,000

    • 4 Beds
    • 4.5 Baths
    • 3,745 Sq Ft

    4819 Alexandra Garden Ct, Windermere, FL 34786

    Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private

    Michelle Corbin ISLEWORTH REALTY LLC

    4819 Alexandra Garden Ct, Windermere, FL 34786
  • /2

    $430,000 Sold Jul 17, 2025

    • 1,881 Sq Ft
    • $229/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2015

    7629 Ripplepointe Way, Windermere, FL 34786

    Welcome to this beautiful 4 Bed, 2 1/2 Bath in Windermere! This two story townhouse located in the Lake Burden South in Windermere. Home features 3 bedrooms and office than can be used as 4th bedroom, 2 1/2 bathrooms, Two car garage. Beautiful front porch at entry. Open living room with French doors to rear patio. Gorgeous Kitchen features granite surface counter tops and a large center island

    Kris Ibrahim HOME WISE REALTY GROUP, INC.

    7629 Ripplepointe Way, Windermere, FL 34786
    • /34

      Est $541,842 Not Listed For Sale

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

      6620 Bridgewater Village Rd, Windermere, FL 34786

      6620 Bridgewater Village Rd, Windermere, FL 34786
  • /34

    $345,000

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    8259 Maritime Flag St Unit 4, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Experience the best of Windermere living! This freshly updated two-story townhome offers resort-style amenities and unbeatable convenience, all just 10 minutes from Disney!Step inside to discover fresh paint throughout, brand new carpet, and an open-concept first floor with a kitchen/living room combo and a half bath. Upstairs, you’ll find

    Lindsey Hudson REAL BROKER, LLC

    8259 Maritime Flag St Unit 4, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jul 17, 2025

    • 3,650 Sq Ft
    • $384/SF
    • 43 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1987

    3326 Butler Bay Dr N, Windermere, FL 34786

    Introducing a Modern Mediterranean Masterpiece: Presented by its Long Time Owner, this stunning 5-bedroom, 4.5-bathroom estate is a true gem, offering unparalleled luxury, expansive space, and resort-style living on a meticulously landscaped 1.16-acre lot. Your Grand Arrival up the circular brick paver driveway—spacious enough for 20+ cars—sets the stage for elegance. Enclosed by an

    Marc Holland BOARDWALK REALTY, LLC

    3326 Butler Bay Dr N, Windermere, FL 34786
    • /2

      Est $700,810 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,201 Sq Ft

      13124 Orange Isle Dr, Windermere, FL 34786

      13124 Orange Isle Dr, Windermere, FL 34786
  • /73

    $1,596,027

    • 7 Beds
    • 5 Baths
    • 4,940 Sq Ft

    1524 Lake Rhea Dr, Windermere, FL 34786

    New Price! New Price! A remarkable property now available in the exclusive, guard-gated Reserve at Belmere. This beautifully maintained home offers a traditional floor plan, featuring separate formal living and dining rooms, and boasts 7 bedrooms, 5 baths, and 4,940 square feet of living space, which includes a 3-car garage and a versatile bonus room. As you step inside, you'll be greeted by a

    Lisa Holaday STOCKWORTH REALTY GROUP

    1524 Lake Rhea Dr, Windermere, FL 34786
  • /2

    $1,400,000 Sold Jul 16, 2025

    • 4,079 Sq Ft
    • $343/SF
    • 48 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2003

    12848 Jacob Grace Ct, Windermere, FL 34786

    The entire experience of this Windermere Custom Pool Home is a revolution and a close relationship with nature. Prestigious Tildens Grove with 24 hour security and water views of Lake William Davis. Exceptional Renovation with a range of spaces inside and out, including New Owner's Suite , Luxury Spa Bathroom and Dressing area. This Rare to Find One Story, Split Plan home with a 3 car oversized

    Thad Czapka COLDWELL BANKER RESIDENTIAL RE

    12848 Jacob Grace Ct, Windermere, FL 34786
    • /16

      Est $346,481 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,512 Sq Ft

      14214 Desert Haven St Unit 3604, Windermere, FL 34786

      14214 Desert Haven St Unit 3604, Windermere, FL 34786
  • /44

    $800,000

    • 4 Beds
    • 3.5 Baths
    • 3,382 Sq Ft

    11922 Angle Pond Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Located just 2 minutes from Disney in the sought-after Windermere Trails community, this beautifully upgraded 4-bedroom, 3.5-bath home blends elevated design with everyday comfort! Inside, you’re welcomed by multiple expansive living spaces at the front of the home—ideal for a formal living room, dining room, home office, or library. The

    Erica Diaz HOMEVEST REALTY

    11922 Angle Pond Ave, Windermere, FL 34786
  • /2

    $330,000 Sold Jul 16, 2025

    • 1,840 Sq Ft
    • $179/SF
    • 94 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2012

    14320 Desert Haven St Unit 3906, Windermere, FL 34786

    Welcome to this Windermere Town House featuring 3 bedrooms and 2.5 baths in an open, bright floor plan. The spacious living areas and private detached garage provide comfort and functionality. Located in a gated community, this property provides added security. Conveniently situated with easy access to quality schools, shopping, dining, and entertainment, it is a well-positioned option for

    Vicente Virgilio ALTIS REALTY

    14320 Desert Haven St Unit 3906, Windermere, FL 34786
    • /60

      Est $776,638 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,365 Sq Ft

      13431 Swansea Ave, Windermere, FL 34786

      13431 Swansea Ave, Windermere, FL 34786
  • /87

    $1,580,000

    • 5 Beds
    • 5.5 Baths
    • 5,120 Sq Ft

    11637 Brickyard Pond Ln, Windermere, FL 34786

    Introducing a rare opportunity to own a truly remarkable lakefront estate in the heart of Windermere's prestigious Lake Burden South community. This 5,102 sq ft modern contemporary masterpiece offers 5 spacious bedrooms, including two luxurious primary suites—one upstairs and one down—plus a dedicated office, versatile flex room, and massive bonus/media room, 5 full bathrooms, 2 half baths, and a

    John Muccigrosso RE/MAX 200 REALTY

    11637 Brickyard Pond Ln, Windermere, FL 34786
  • /2

    $3,350,000 Sold Jul 15, 2025

    • 6,968 Sq Ft
    • $481/SF
    • 5 Days On Market
    • 6 Beds
    • 6.5 Baths
    • Built 1997

    5801 Marleon Dr, Windermere, FL 34786

    EXPERIENCE THE PINNACLE OF LUXURY LIVING IN THIS ONE-OF-A KIND RESORT-STYLE HOMEThis stunning Windermere 1.86-acre LAKE FRONT residence is a true showstopper, blending timeless elegance with resort-caliber amenities, all within a very short distance of one of Orlandos top rated Private International schools, and with the added benefit of NO HOA. Step inside to soaring ceilings, expansive

    Michelle Brierley COLDWELL BANKER REALTY

    5801 Marleon Dr, Windermere, FL 34786
    • /61

      Est $2,737,839 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,953 Sq Ft

      2516 Windermere Reserve Ct, Windermere, FL 34786

      2516 Windermere Reserve Ct, Windermere, FL 34786
  • /60

    $630,000

    • 4 Beds
    • 2 Baths
    • 2,505 Sq Ft

    11520 Via Lucerna Cir, Windermere, FL 34786

    Beautifully Freshly painted Home in Windermere’s Belmere VillageWelcome to this light and bright 4-bedroom, 2-bathroom home with a spacious second-floor loft, offering 2,505 square feet of meticulously maintained living space. Located in the gated community of Belmere Village, this home features fresh interior and exterior paint, creating a crisp, clean feel throughout.Step inside

    Gretchen Carlson REAL BROKER, LLC

    11520 Via Lucerna Cir, Windermere, FL 34786
  • /2

    $735,000 Sold Jul 14, 2025

    • 3,769 Sq Ft
    • $195/SF
    • 118 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2018

    12880 Westside Village Loop, Windermere, FL 34786

    NEW VINYL PLANK FLOOR AND NEW CARPET windermere sought after community westside village the best Hayden 5 bedroom 4.5 bath with pond view . open floor plan with high ceiling and ceramic titles on the bathrooms kitchen have a lot cabinet space and big pantry with granite counter top , the casual dining area over looking the pond , at the first floor also have study/office . upstair you will find

    Eric Jia NUMBER 1 BROKER, LLC

    12880 Westside Village Loop, Windermere, FL 34786
    • /40

      Est $795,050 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,304 Sq Ft

      8705 Lookout Pointe Dr, Windermere, FL 34786

      8705 Lookout Pointe Dr, Windermere, FL 34786
  • /45

    $1,750,000

    • 5 Beds
    • 5.5 Baths
    • 3,837 Sq Ft

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747

    tunning, custom Bears Den property on an exceptional corner walled lot, backing onto a park for extra privacy, WITH ACTIVE REUNION MEMBERSHIP, & has 5 beds & 5.1 baths. This Bears Den property is absolutely breathtaking, offering an array of luxurious amenities and a meticulously designed living space. The impressive upgrades, including the high ceilings and engineered wood floors, create a sense

    Penny Stokes Hilton TOP VILLAS REALTY LLC

    1087 Jack Nicklaus Ct, Kissimmee, FL 34747
  • /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
    • /2

      Est $508,717 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,211 Sq Ft

      7742 Brofield Ave, Windermere, FL 34786

      7742 Brofield Ave, Windermere, FL 34786
  • /33

    $779,000 Open Sat 12PM - 1:30PM

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

    13254 Penshurst Ln, Windermere, FL 34786

    Privacy, space, and a little bit of magic—that’s what you’ll find in this 5-bedroom, 3.5-bath, 3,720-square-foot home tucked along the conservation land in Windermere Sound. With no rear neighbors, you’ll feel worlds away, yet you’re just steps from a brand-new Orange County park and playground, and minutes to shopping, dining, and Disney.Inside, the layout was designed for the way people

    Hilary Hall COMPASS FLORIDA LLC

    13254 Penshurst Ln, 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
    • /20

      Est $468,633 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,912 Sq Ft

      13731 Beringer St, Windermere, FL 34786

      13731 Beringer St, Windermere, FL 34786
  • /65

    $459,000

    • 4 Beds
    • 3.5 Baths
    • 1,834 Sq Ft

    10615 Village Lake Rd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Excellent opportunity to own a luxury property in the heart of Windermere's most desirable neighborhoods. That is only property for sale in LAKESIDE VILLAGE TWNHMS gorgeous END UNIT townhome with 4 Bedrooms/3.5 Bathrooms The floor plan offers 2 master bedrooms suite one on the 1St floor and another on the second floor, both of them have a master

    Said Aboutaleb CENTURY 21 CARIOTI

    10615 Village Lake Rd, 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
    • /77

      Est $683,031 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,224 Sq Ft

      8355 Vivaro Isle Way, Windermere, FL 34786

      8355 Vivaro Isle Way, Windermere, FL 34786

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