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Modern Homes for Sale in Windermere, FL

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  • /43

    $1,198,000

    $27K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,791 Sq Ft

    109 E 12th Ave, Windermere, FL 34786

    Modern style blends with Windermere charm. This totally renovated home is located just steps from Lake Bessie in the Town of Windermere. Set on a beautifully landscaped corner lot with no HOA, this home combines luxury and comfort in one of Central Florida’s most desirable communities. Every detail has been thoughtfully updated to include roof (2022), a/c (2016), plumbing, flooring, drain field

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    109 E 12th Ave, Windermere, FL 34786
  • /52

    $765,000

    • 4 Beds
    • 3.5 Baths
    • 3,161 Sq Ft

    7211 Still Pond Ln, Windermere, FL 34786

    Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends timeless architecture,

    Arturo Castillo PREFERRED REAL ESTATE BROKERS

    7211 Still Pond Ln, Windermere, FL 34786
  • /47

    $1,450,000

    • 5 Beds
    • 4 Baths
    • 3,929 Sq Ft

    1700 Lake Roberts Ct, Windermere, FL 34786

    Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the

    David Johnston CREEGAN GROUP

    1700 Lake Roberts Ct, Windermere, FL 34786
  • /71

    $1,149,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,599 Sq Ft

    8351 Bowden Way, Windermere, FL 34786

    Reduced 50k in price! Nestled within the highly acclaimed guard-gated community of Keene’s Pointe, this completely remodeled Windermere home offers a 4-bedroom, 3-bathroom estate that showcases timeless architectural details, curated modern finishes, and a seamless indoor-outdoor luxury lifestyle. Step inside to discover a light-filled open layout with tall coffered ceilings, custom-laid wood

    Sharon Brandt HAMLIN REALTY

    8351 Bowden Way, Windermere, FL 34786
  • /10

    $520,000

    Open Sun 12PM - 4PM
    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    6820 Thornhill Cir, Windermere, FL 34786

    Finally available to tour! The wait is over—this exceptional home is now available for showings! Welcome to this stunning 2-story home in the highly desirable Lakes of Windermere, featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus room that can easily serve as a home office, gym, media room, or playroom. The expansive primary suite offers soaring vaulted ceilings, a large walk-in closet,

    Maria Galindez LIFESTYLE INTERNATIONAL REALTY

    6820 Thornhill Cir, Windermere, FL 34786
  • /41

    $554,555

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,798 Sq Ft

    9319 Woodbreeze Blvd, Windermere, FL 34786

    WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you

    Steven Looper CHARLES RUTENBERG REALTY ORLANDO

    9319 Woodbreeze Blvd, Windermere, FL 34786
  • /66

    $1,999,900

    • 6 Beds
    • 4.5 Baths
    • 5,922 Sq Ft

    5421 Tildens Grove Blvd, Windermere, FL 34786

    Welcome to one of Windermere’s finest offerings — an impressive 6-bedroom, 4.5-bath estate spanning almost 6,000 sq ft on a premium 0.62-acre direct water-view lot in the exclusive 24-hour guard-gated community of Tildens Grove. This is a luxury build that combines sophistication with fun and accommodates an active lifestyle for family and entertaining. Enjoy a resort-style pool with spa and

    Mike Derenthal DERENTHAL REALTY

    5421 Tildens Grove Blvd, Windermere, FL 34786
  • /11

    $3,900,000

    New Construction $2M PRICE INCREASE
    • 5 Beds
    • 5 Baths
    • 3,800 Sq Ft

    212 W 1st Ave, Windermere, FL 34786

    Pre-Construction. To be built. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity to live in the Town of Windermere. Boasting approximately 85 feet of private frontage, The property captures sweeping views across Wauseon Bay. Permits have been approved including a 900 sf covered boat dock with lift. There are 2 primary suites, one on

    Eric Powell HOME WISE REALTY GROUP, INC.

    212 W 1st Ave, Windermere, FL 34786
  • /16

    $895,000

    $55K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,224 Sq Ft

    13542 Gorgona Isle Dr, Windermere, FL 34786

    Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From

    Thiago Ataide WRA BUSINESS & REAL ESTATE

    13542 Gorgona Isle Dr, Windermere, FL 34786
  • /36

    $1,649,000

    • 4 Beds
    • 4 Baths
    • 3,086 Sq Ft

    2617 Butler Bay Dr N, Windermere, FL 34786

    Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully

    Jenny Ramirez COLDWELL BANKER REALTY

    2617 Butler Bay Dr N, Windermere, FL 34786
  • /57

    $1,480,000

    $10K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,487 Sq Ft

    12718 Windermere Isles Place, Windermere, FL 34786

    Welcome to 12718 Windermere Isles Place, a spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard and picturesque koi pond from the spacious shaded patio or the screened rear porch. The

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    12718 Windermere Isles Place, Windermere, FL 34786
  • /98

    $10,200,000

    New Construction
    • 6 Beds
    • 8.5 Baths
    • 6,457 Sq Ft

    728 Forest St, Windermere, FL 34786

    An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water

    Soraya Resende S2J REALTY, LLC

    728 Forest St, Windermere, FL 34786
  • /40

    $559,000

    $11K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,411 Sq Ft

    4627 Blue Major Dr, Windermere, FL 34786

    Welcome to your new forever home in Summerport! This beautifully designed 4-bedroom, 3-bath home offers 2,411 square feet of spacious living with stunning golf course views and no rear neighbors, creating a sense of privacy that’s hard to find. A manicured front lawn welcomes you in, while inside, long hallways with tray ceilings and arched doorways set an elegant tone from the moment you enter.

    Daniel DeLuca DENIZ REALTY PARTNERS LLC

    4627 Blue Major Dr, Windermere, FL 34786
  • /24

    $415,000

    $374K PRICE INCREASE
    • 2 Beds
    • 2.5 Baths
    • 1,429 Sq Ft

    12405 Cruxbury Dr, Windermere, FL 34786

    Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and

    Steve Lang HOMEVEST REALTY

    12405 Cruxbury Dr, Windermere, FL 34786
  • /100

    $6,900,000

    • 5 Beds
    • 7 Baths
    • 6,300 Sq Ft

    9061 Ron Den Ln, Windermere, FL 34786

    A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere.Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami

    Brynn Munro CORCORAN PREMIER REALTY

    9061 Ron Den Ln, Windermere, FL 34786
  • /38

    $2,200,000

    • 5 Beds
    • 5 Baths
    • 4,228 Sq Ft

    1118 Estancia Woods Loop, Windermere, FL 34786

    Nestled within the exclusive enclave of Estancia at Windermere, this exceptional custom pool residence offers the perfect blend of sophisticated design, luxury finishes, and timeless Florida living. Built in 2019 and situated on a professionally landscaped homesite, this stunning two-story estate spans over 4,230 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms.

    Corey Cannon BHHS FLORIDA REALTY

    1118 Estancia Woods Loop, Windermere, FL 34786
  • /26

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft

    13845 Bridgewater Crossings Blvd, Windermere, FL 34786

    Welcome to this beautifully maintained home in the highly desirable community of Summerport Trail in Windermere. This spacious residence offers a functional open floor plan with abundant natural light, generous living and dining areas, and a well-appointed kitchen featuring ample cabinetry, granite countertops, stainless steel appliances, and a large island perfect for entertaining. Throughout

    Dan Grieb KELLER WILLIAMS REALTY AT THE PARKS

    13845 Bridgewater Crossings Blvd, Windermere, FL 34786
  • /96

    $12,350,000

    • 7 Beds
    • 9.5 Baths
    • 11,465 Sq Ft

    9312 Blanche Cove Dr, Windermere, FL 34786

    Set along beautiful Lake Blanche within the gates of Isleworth, this extraordinary modern estate is a grand haven of remarkable scale and design. Spanning more than 11,000 square feet, the residence is thoughtfully positioned to capture sweeping views across the lakefront, with walls of glass framing the water from nearly every room and filling the interiors with natural light. Beauty and

    Monica Lochmandy ISLEWORTH REALTY LLC

    9312 Blanche Cove Dr, Windermere, FL 34786
  • /50

    $375,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12966 Vennetta Way, Windermere, FL 34786

    PRICE ADJUSTMENT! Discover the perfect blend of comfort and convenience in this spacious 3-bedroom, 2.5-bath townhouse located in the highly sought-after Lake Sawyer South community in Windermere.Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel appliances, and a walk-in

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    12966 Vennetta Way, Windermere, FL 34786
  • /73

    $6,500,000

    New Construction
    • 5 Beds
    • 6.5 Baths
    • 5,471 Sq Ft

    9316 Gladys Garden Ct, Windermere, FL 34786

    Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with

    Monica Lochmandy ISLEWORTH REALTY LLC

    9316 Gladys Garden Ct, Windermere, FL 34786
  • /72

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    13786 Summer Harbor Ct, Windermere, FL 34786

    Virtually Staged. Why wait to build when the value of time to settle your family is now? You won't get this one wrong! Location, Location, Location. PLUS, Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare

    Deborah Garson DEBORAH E GARSON PA

    13786 Summer Harbor Ct, Windermere, FL 34786
  • /100

    $849,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    14255 Sonco Ave, Windermere, FL 34786

    Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold hardware, custom

    Carmen Aridas RE/MAX PRIME PROPERTIES

    14255 Sonco Ave, Windermere, FL 34786
  • /38

    $1,775,000

    • 3 Beds
    • 3 Baths
    • 3,135 Sq Ft

    12001 Lake Butler Blvd, Windermere, FL 34786

    Exceptional Contemporary Estate in the Heart of Windermere! Discover the perfect blend of modern design, timeless comfort, and unmatched location with this beautifully updated estate home, ideally situated on a 1-acre lot in the desirable Town of Windermere. Surrounded by multi-million-dollar residences, and just moments from the famed Butler Chain of Lakes, this property offers a rare

    Michael Julian JULIAN PROPERTIES, INC.

    12001 Lake Butler Blvd, Windermere, FL 34786
  • /32

    $2,190,000

    $110K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    6550 Cartmel Ln, Windermere, FL 34786

    RARE, ONE-OF-A-KIND FULLY RENOVATED LUXURY CONTEMPORARY ESTATE IN WINDERMERE – OVER HALF AN ACRE WITH PRIVATE POND VIEW Welcome to 6550 Cartmel Ln, located in the exclusive Reserve at Lake Butler Sound — one of Windermere’s most prestigious gated communities. Completely and extensively renovated from top to bottom, this exceptional modern-contemporary residence offers the perfect blend of luxury,

    Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

    6550 Cartmel Ln, Windermere, FL 34786
  • /52

    $459,000

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

    11951 Vermillion Ave, Windermere, FL 34786

    LOCATION! LOCATION! BRAND NEW roof and gutters were installed in late 2023. Discover this charming 3 bedroom, 2.5 bath townhome in picturesque Windermere! Nestled in a well-kept community, this home boasts a gorgeous private courtyard, perfect for relaxing or entertaining. Just steps from an A-rated elementary school, and surrounded by multiple scenic walking paths with water views, it’s the

    Sevara Botirova Patel CHARLES RUTENBERG REALTY ORLANDO

    11951 Vermillion Ave, Windermere, FL 34786

Home Price Trends

Median Sale Price
$840,000
Median Single Family Sale Price
$1,089,503
Median Townhouse Sale Price
$390,000
Median 2 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$367
Number of Homes for Sale
252
Last 12 months Home Sales
685
Months of Supply
4.40
Median List Price
$950,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
0%
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