16,486

Windermere, FL Homes

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  • /16

    $875,000

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

    11660 Delwick Dr, Windermere, FL 34786

    Golden season, golden opportunity in The Reserve at Belmere. Luxury, location, and lifestyle — this is the Reserve at Belmere. Behind the gates of this coveted Windermere community, you’ll find a spacious 4-bedroom, 4.5-bathroom residence designed for comfort, entertaining, and everyday ease. With a flexible floor plan that includes formal dining, a private office, and a sprawling upstairs

    Natalie Rosario FATHOM REALTY FL LLC

    11660 Delwick Dr, 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

    Gonzalo Vivanco CITRUS PALMS REALTY

    1502 Hempel Ave, Windermere, FL 34786
    • /34

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,117 Sq Ft

      6043 Savannah Oak Alley, Windermere, FL 34786

      6043 Savannah Oak Alley, Windermere, FL 34786
  • /83

    $1,075,000

    • 5 Beds
    • 5.5 Baths
    • 3,680 Sq Ft

    6947 Cucamelon Ct, Windermere, FL 34786

    BACK ON THE MARKET WITH PRICE IMPROVEMENT AND MOTIVATED SELLERS!Located in the prestigious Sanctuary at Lakes of Windermere community, this stunning home offers luxury living at its finest. The property features a large heated saltwater pool, 5 full suites and a half bath, a home office, and a private movie theater—perfect for comfort, productivity, and entertainment. One suite and the

    Priscilla Triska FLORIDA CONNEXION PROPERTIES

    6947 Cucamelon Ct, 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
    • /37

      Est $2,545,852 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,685 Sq Ft

      6127 Orta Ct, Windermere, FL 34786

      6127 Orta Ct, Windermere, FL 34786
  • /60

    $1,490,000 Open House 9/27

    • 4 Beds
    • 3.5 Baths
    • 3,359 Sq Ft

    7135 Horizon Cir, Windermere, FL 34786

    Nestled in the TRUE TOWN of WINDERMERE is this Absolutely stunning, meticulously maintained POOL home with TALL CEILINGS and lots of land surrounding you on both sides! Majestic mature oaks on a private .74-acre conservation lot in quiet, highly desirable Windermere Reserve with access to the Butler Chain of Lakes. Enjoy serene views from most rooms in this rarely available community. As you

    Sarah Bosch THE BOSCH GROUP

    7135 Horizon Cir, 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
    • /37

      Est $448,428 Not Listed For Sale

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

      8368 Iron Mountain Trail, Windermere, FL 34786

      8368 Iron Mountain Trail, Windermere, FL 34786
  • /70

    $896,000 Open House 9/27

    • 5 Beds
    • 4 Baths
    • 2,872 Sq Ft

    6926 Cucamelon Ct, Windermere, FL 34786

    PRICE RECENTLY IMPROVED - seller is motivated, property easy to show. Welcome to your dream home in the highly sought after area of Windermere, FL. This exceptional property offers an open concept living area, a warm outdoor space with your own private pool, landscaping and a fully fenced yard. With included solar panels, enjoy renewable energy that is fully transferable, lowering your overall

    Dana Adams CENTURY 21 CARIOTI

    6926 Cucamelon Ct, Windermere, FL 34786
  • /2

    $1,510,000 Sold Jul 10, 2025

    • 3,556 Sq Ft
    • $425/SF
    • 114 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1999

    6241 Blakeford Dr, Windermere, FL 34786

    This charming and enchanting home with historical provenance, draws you in with a warm welcome as you approach the double glass leaded doors that sparkle with prisms of light inviting you to see more! Once inside, the enormous Great Room surprises you with a soaring vaulted ceiling and loads of natural light. Freshly painted interiors, newly installed light oak luxury vinyl flooring, new roof,

    Angela Durruthy KEENE'S POINTE REALTY

    6241 Blakeford Dr, Windermere, FL 34786
    • /50

      Est $555,720 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,214 Sq Ft

      7861 Berkshire Oak Alley, Windermere, FL 34786

      7861 Berkshire Oak Alley, Windermere, FL 34786
  • /46

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 1,826 Sq Ft

    10750 Reams Rd, Windermere, FL 34786

    Former Meritage model home with nightly Disney fireworks views, perfectly situated on a premium corner lot in sought-after Windermere Trails. The Angelou floorplan offers a spacious, open layout designed for both style and comfort.The kitchen features granite countertops, upgraded cabinetry with hardware, stainless steel appliances, and a functional layout that opens seamlessly to the

    Robert Larkan EXECUTIVE PROPERTIES

    10750 Reams Rd, Windermere, FL 34786
  • /2

    $2,150,000 Sold Jul 10, 2025

    • 5,300 Sq Ft
    • $406/SF
    • 193 Days On Market
    • 7 Beds
    • 4.5 Baths
    • Built 2013

    6245 Little Lake Sawyer Dr, Windermere, FL 34786

    Welcome to Lorenc Lakeside Retreat, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over the dancing waters of the lake. Nestled along the western shoreline of Little Lake Sawyer within an enclave of custom-built lakefront homes, LLR features 7 bedrooms and 4.5 baths, lives large at 5300 sq ft (7306 total), and is ideally situated

    Drew Ross LAKEFIELD REALTY GROUP LLC

    6245 Little Lake Sawyer Dr, Windermere, FL 34786
    • /25

      Est $387,135 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,505 Sq Ft

      12852 Calderdale Ave, Windermere, FL 34786

      12852 Calderdale Ave, Windermere, FL 34786
  • /28

    $365,000

    • 2 Beds
    • 2.5 Baths
    • 1,280 Sq Ft

    7418 Bentonshire Ave, Windermere, FL 34786

    Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhouse in the highly desirable community of Wickham Park in Windermere.Built in 2007, this move-in-ready home offers 1,228 square feet of comfortable living space—perfect for homeowners or investors alike.Recent upgrades include freshly painted walls, professionally cleaned carpets, and a renovated screened-in

    Victor Barroeta MBT REALTY LLC

    7418 Bentonshire Ave, Windermere, FL 34786
  • /2

    $600,000 Sold Jul 09, 2025

    • 2,406 Sq Ft
    • $249/SF
    • 7 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2004

    5063 Carillon Ln, Windermere, FL 34786

    There are homes that check boxes—and then there are homes that capture hearts. Welcome to 5063 Carillon Lane in the storybook neighborhood of Summerport, Windermere, where charm meets modern living and every day feels like a fresh start. From the moment you step inside, you’ll feel it: the light, the openness, the unmistakable sense of “home.” This beautifully updated 4-bedroom, 3-bathroom home

    Jared Dunn LPT REALTY, LLC

    5063 Carillon Ln, Windermere, FL 34786
    • /37

      Est $407,698 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,028 Sq Ft

      8213 Mystic View Way Unit 2903, Windermere, FL 34786

      8213 Mystic View Way Unit 2903, Windermere, FL 34786
  • /41

    $875,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 2,788 Sq Ft

    11031 Ledgement Ln, Windermere, FL 34786

    Stunning WATERFRONT EXECUTIVE POOL HOME with 5 BEDROOMS 3.5 BATHROOMS 3 CAR GARAGE + 0.45 ACRES! + Conservation Views in Fully Fenced in Backyard with 2,750+ square feet of living space in the GATED community of GLENMUIR, one of Windermere’s most desirable communities! Open entering the foyer with a travertine medallion inlay, this home boasts upgrades and a wonderful true split plan. The 5th

    Billy Wygle THE WILKINS WAY LLC

    11031 Ledgement Ln, Windermere, FL 34786
  • /2

    $530,000 Sold Jul 09, 2025

    • 2,745 Sq Ft
    • $193/SF
    • 83 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2005

    13422 Exbury Ln, Windermere, FL 34786

    Welcome home! Ideal for investors or homeowners seeking value in Windermere—recent updates include new luxury vinyl flooring, fresh paint, and kitchen upgrades. This attractive, fabulous, 2 story home has 4 bedrooms, 3 full bathrooms and 1 half bathroom downstairs for guests, 3 car garage, with 2,745 square feet of living area. Spacious home is open and airy with very high vaulted ceiling. All

    Carmen Vazquez REALTY TECH INC

    13422 Exbury Ln, Windermere, FL 34786
    • /16

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,060 Sq Ft

      8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821

      8112 Buena Vista Resort Dr Unit 2303, Orlando, FL 32821
  • /41

    $949,000

    • 4 Beds
    • 2.5 Baths
    • 2,390 Sq Ft

    5141 Autumn Ridge Ln, Windermere, FL 34786

    Welcome home to this beautifully renovated one-story estate, set on a rare 1.15-acre corner lot in the sought-after Butler Ridge community of Windermere. This 4-bedroom, 2.5 bath home offers a thoughtfully designed split floor plan, soaring ceilings, engineered hardwood flooring, and an open-concept layout that blends comfort and function. The custom kitchen is the heart of the home—updated with

    Deb Schroeder INFINITY REALTY GROUP LLC

    5141 Autumn Ridge Ln, Windermere, FL 34786
  • /2

    $875,000 Sold Jul 08, 2025

    • 3,348 Sq Ft
    • $261/SF
    • 2 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2006

    14038 Bluebird Park Rd, Windermere, FL 34786

    Discover the charm of this water front, 4 bedroom 4 bath home located in the desirable Summerport community. This unique property is nestled upon the shores of Walsh Pond. Enjoy scenic water views while relaxing poolside on the spacious screen enclosed lanai, which is also great for entertaining. The interior features granite countertops, stainless appliances, crown molding, and Juliet

    Angela Magac THE PROPERTY STOP LLC

    14038 Bluebird Park Rd, Windermere, FL 34786
    • /26

      Est $545,699 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,178 Sq Ft

      4325 Blue Major Dr, Windermere, FL 34786

      4325 Blue Major Dr, Windermere, FL 34786
  • /93

    $3,795,000

    • 5 Beds
    • 7 Baths
    • 7,263 Sq Ft

    10545 Down Lakeview Cir, Windermere, FL 34786

    Enjoy stunning sunsets from your private estate with expansive views, located on Lake Down, the prestigious Butler Chain of Lakes in Windermere. This well-appointed property features 2.78 acres with fully fenced terraced grounds, electric security gates, brick pavers, mature landscaping for privacy, and 130 feet of water frontage with a seawall, enclosed boat house, dock, and lift. The heated

    Valerie Kennedy COLONIALTOWN REALTY

    10545 Down Lakeview Cir, Windermere, FL 34786
  • /2

    $1,701,000 Sold Jul 08, 2025

    • 3,902 Sq Ft
    • $436/SF
    • 2 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2003

    6233 Rydal Ct Unit 2, Windermere, FL 34786

    Exquisite Luxury Living in Windermere’s Reserve at Lake Butler with Resort-Style Outdoor OasisWelcome to this exceptional 5-bedroom, 4.5-bath estate in the highly sought-after Reserve at Lake Butler, one of Windermere’s premier gated communities. Situated on an expansive .75 acre lot, this 3,865 sq ft residence blends timeless elegance with modern luxury, offering a private retreat designed

    Tracy Nuetzi EXP REALTY LLC

    6233 Rydal Ct Unit 2, Windermere, FL 34786
    • /2

      Est $2,054,123 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 4,380 Sq Ft

      11840 Vinci Dr, Windermere, FL 34786

      11840 Vinci Dr, Windermere, FL 34786
  • /15

    $1,050,000

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

    13542 Gorgona Isle Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Lake View - Beautiful House with a private pool and a few minutes from Walt Disney World.Imagine living in a residence that combines comfort, elegance and practicality in one of Windermere's most desired regions.Right at the entrance, the garden well cared for and the inviting balcony already give the welcoming tone of the property.

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    13542 Gorgona Isle Dr, Windermere, FL 34786
  • /2

    $378,250 Sold Jul 08, 2025

    • 1,535 Sq Ft
    • $246/SF
    • 6 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2009

    12963 Garridan Ave, Windermere, FL 34786

    Welcome to 12963 Garridan Avenue—an inviting 3-bedroom, 2.5-bathroom CORNER UNIT townhome nestled in the highly sought-after community of Wickham Park in Windermere, FL. Ideally situated near scenic parks, sought after schools, and major attractions, this residence offers the perfect blend of comfort, charm, and convenience. Step inside to a well-designed floorplan that lives larger than its

    Chase Morton Tate COMPASS FLORIDA LLC

    12963 Garridan Ave, Windermere, FL 34786
    • /45

      Est $436,233 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,539 Sq Ft

      11951 Vermillion Ave, Windermere, FL 34786

      11951 Vermillion Ave, Windermere, FL 34786
  • /91

    $3,799,000

    • 4 Beds
    • 4.5 Baths
    • 6,054 Sq Ft

    12812 Jacob Grace Ct, Windermere, FL 34786

    Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

    Alireza Partovi EXP REALTY LLC

    12812 Jacob Grace Ct, Windermere, FL 34786
  • /2

    $689,000 Sold Jul 08, 2025

    • 2,074 Sq Ft
    • $332/SF
    • 63 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2002

    1412 Glenwick Dr, Windermere, FL 34786

    Florida Living at its finest! Priced below recent appraisal, this wonderful barrel tiled roof, single story home is move-in ready and waiting for you! You’ll feel the pride of ownership both inside and out in this lovely 3 bedroom, 2 bath, pool home; located in the exclusive 24 hr. guard-gated community -The Reserve at Belmere in Windermere, FL. Upon entering, you’ll see features such as 10’

    Chris Bunnell EXP REALTY LLC

    1412 Glenwick Dr, Windermere, FL 34786
    • /35

      Est $389,463 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,852 Sq Ft

      8174 Enchantment Dr Unit 1601, Windermere, FL 34786

      8174 Enchantment Dr Unit 1601, Windermere, FL 34786
  • /81

    $1,895,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 3 Baths
    • 2,384 Sq Ft

    9070 Ron Den Ln, Windermere, FL 34786

    Discover the perfect blend of luxury, comfort, and outdoor living on the highly sought-after Lake Down of the Windermere Chain of Lakes. This beautifully updated 4-bedroom, 3-bathroom home offers the quintessential Florida lifestyle, with serene water views and exceptional amenities inside and out.The heart of the property is its extra-large private dock, complete with two covered boat

    Brynn Munro CORCORAN PREMIER REALTY

    9070 Ron Den Ln, Windermere, FL 34786
  • /2

    $2,870,000 Sold Jul 08, 2025

    • 5,649 Sq Ft
    • $508/SF
    • 314 Days On Market
    • 4 Beds
    • 6 Baths
    • Built 2003

    11261 Macaw Ct, Windermere, FL 34786

    Keene's Pointe - Gated/24-hour attended community in highly desired Windermere, Florida. This beautiful custom-built home is located on the 5th green of The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, swimming and dining. Built with the Florida lifestyle in mind, the open concept floor plan boasts a family room with wet bar, formal dining

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    11261 Macaw Ct, Windermere, FL 34786
    • /58

      Est $755,902 Not Listed For Sale

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

      6929 Corley Ave, Windermere, FL 34786

      6929 Corley Ave, Windermere, FL 34786
  • /54

    $1,120,000 Open Sat 12PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,625 Sq Ft

    13525 Gorgona Isle Dr, Windermere, FL 34786

    Enough Looking! Come as see this Windermere Isle 5-bedroom, 4.5-bath estate built in 2018 and enhanced with more than $130,000 in upgrades, this home features 4,625 sq. ft. of elegant/functional living space on a corner lot that borders green space for added privacy.Step inside to a soaring 25-ft foyer, custom staircase, and chef’s kitchen with quartz island, gas cooktop, double convection

    T.J. ODonnell CHARLES RUTENBERG REALTY ORLANDO

    13525 Gorgona Isle Dr, Windermere, FL 34786
  • /2

    $562,500 Sold Jul 07, 2025

    • 1,926 Sq Ft
    • $292/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    12641 Arley Dr, Windermere, FL 34786

    Beautiful 3 bed 2 bath, 2-car Pool Home in Prime Location – Move-In Ready!Welcome to your dream home! Nestled in a vibrant, family-friendly neighborhood, this meticulously maintained residence offers comfort, style, and unbeatable convenience. Step inside to find 9-foot ceilings that create a spacious and airy atmosphere throughout the home. The interior has been recently repainted adding a

    Alan Bird REAL ESTATE FIRM OF ORLANDO

    12641 Arley Dr, Windermere, FL 34786
    • /70

      Est $2,052,724 Not Listed For Sale

      • 5 Beds
      • 6.5 Baths
      • 5,382 Sq Ft

      1128 Estancia Woods Loop, Windermere, FL 34786

      1128 Estancia Woods Loop, Windermere, FL 34786
  • /60

    $418,000

    • 4 Beds
    • 2.5 Baths
    • 1,642 Sq Ft

    14466 Bridgewater Crossings Blvd, Windermere, FL 34786

    **Video Tour Available** Welcome to Summerport where location is everything as great schools are nearby and you’re just minutes away from the community pool, tennis courts, basketball court, fitness center, clubhouse, and dock on Walsh Pond! When you pull up to the townhome, you’ll find ample guest parking in the front, new exterior paint (2024) and a charming front porch. Enter the home to

    Tennille Biggers KELLER WILLIAMS ELITE PARTNERS III REALTY

    14466 Bridgewater Crossings Blvd, Windermere, FL 34786

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