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Modern Homes for Sale in Windermere, FL

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  • /93

    $6,700,000

    New Construction
    • 8 Beds
    • 10 Baths
    • 8,133 Sq Ft

    8342 Boyla Ct, Windermere, FL 34786

    Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden.

    Simon Simaan THE SIMON SIMAAN GROUP

    8342 Boyla Ct, Windermere, FL 34786
  • /100

    $7,500,000

    • 6 Beds
    • 7.5 Baths
    • 6,874 Sq Ft

    724 W 2nd Ave, Windermere, FL 34786

    Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare

    Simon Simaan THE SIMON SIMAAN GROUP

    724 W 2nd Ave, Windermere, FL 34786
  • /52

    $755,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,161 Sq Ft

    7211 Still Pond Ln, Windermere, FL 34786

    ***Back On Market ***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

    Arturo Castillo PREFERRED REAL ESTATE BROKERS

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

    $1,350,000

    $100K PRICE DROP
    • 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
  • /49

    $505,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,725 Sq Ft

    6820 Thornhill Cir, Windermere, FL 34786

    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, and a spa-inspired in-suite bathroom with a relaxing jacuzzi tub. Upstairs, you'll find beautiful

    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
  • /33

    $2,395,000

    • 5 Beds
    • 5.5 Baths
    • 4,094 Sq Ft

    11113 Lake Butler Blvd, Windermere, FL 34786

    Welcome to this beautiful, unique, and modern luxury home, built in 2023 and nestled on a generously sized, secluded lot in the highly sought-after and exclusive City of Windermere.Known for its lush natural landscapes, scenic trails, recreation parks, charming local shops, restaurants, beautiful lakes, top-rated schools, and exceptional quality of life, Windermere offers a truly

    Stella Freeman QUATTRO R E SOLUTIONS LLC

    11113 Lake Butler Blvd, Windermere, FL 34786
  • /64

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    6607 Earthgold Dr, Windermere, FL 34786

    Stunning Windermere Home in Gated Community with Private Boat Ramp Access!Welcome to this beautifully maintained and spacious home located in one of Windermere's desirable gated communities. Designed for both comfortable everyday living and entertaining, this home features elegant formal living and dining rooms that flow seamlessly into an expansive family room and open-concept kitchen, all

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    6607 Earthgold Dr, Windermere, FL 34786
  • /35

    $2,200,000

    • 8 Beds
    • 8.5 Baths
    • 4,735 Sq Ft

    11545 Brickyard Pond Ln, Windermere, FL 34786

    Luxury Lakefront Estate – Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a

    Jennifer Paiano Olmeda WRA BUSINESS & REAL ESTATE

    11545 Brickyard Pond Ln, Windermere, FL 34786
  • /10

    $879,000

    $71K 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
  • /57

    $1,439,000

    $51K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,487 Sq Ft

    12718 Windermere Isles Place, Windermere, FL 34786

    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 from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living,

    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

    $1,985,000

    $215K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,228 Sq Ft

    1118 Estancia Woods Loop, Windermere, FL 34786

    A Masterpiece of Luxury Living in WindermereWelcome to an extraordinary custom estate in the prestigious gated community of Estancia atWindermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 inpost-construction upgrades, this exceptional 2019 residence is a true showpiece.Offering more than 4,230 square feet of beautifully designed living space, the

    Corey Cannon BHHS FLORIDA REALTY

    1118 Estancia Woods Loop, 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

    $360,000

    $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12966 Vennetta Way, Windermere, FL 34786

    PRICE CORRECTION! 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 in Windermere in close proximity to Disney World.Surrounded by picturesque, tree-lined streets, this well-maintained home welcomes you with a bright and open kitchen area featuring granite countertops, stainless steel

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    12966 Vennetta Way, Windermere, FL 34786
  • /30

    $669,000

    • 4 Beds
    • 3.5 Baths
    • 2,610 Sq Ft

    7537 Brofield Ave, Windermere, FL 34786

    Amazing opportunity to own this beautiful two-story single-family home located in the highly sought-after Lake Sawyer Enclave at Berkshire Park. Built in 2010 and meticulously maintained, this spacious home features 4 bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. The home's attractive stone elevation and covered front porch create wonderful curb appeal

    Ping Song SUNSHINE GROUP USA, INC

    7537 Brofield Ave, Windermere, FL 34786
  • /84

    $11,900,000

    New Construction $2M PRICE DROP
    • 6 Beds
    • 10 Baths
    • 9,770 Sq Ft

    9323 Gladys Garden Ct, Windermere, FL 34786

    Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage

    Steve Healy CORCORAN PREMIER REALTY

    9323 Gladys Garden Ct, 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

    $3,990,000

    $10K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 6,896 Sq Ft

    4201 Isabella Cir, Windermere, FL 34786

    Welcome to this beautifully furnished luxury residence in the guard-gated community of Casabella in Windermere. Situated on a private half-acre homesite, this impressive Toll Brothers Villa Divina model offers approximately 6,881 square feet of thoughtfully designed living space featuring 6 bedrooms, and 7 full bathrooms. The home showcases elegant architectural details, soaring ceilings,

    Any Alves WRA BUSINESS & REAL ESTATE

    4201 Isabella Cir, Windermere, FL 34786
  • /59

    $1,569,000

    $28K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,486 Sq Ft

    11027 Hawkshead Ct, Windermere, FL 34786

    Back on market due to buyer non-performance. Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving

    Justyna Tchorni KENNEDY REALTY GROUP LLC

    11027 Hawkshead Ct, Windermere, FL 34786
  • /40

    $969,000

    • 5 Beds
    • 4.5 Baths
    • 3,797 Sq Ft

    9609 Westover Club Cir, Windermere, FL 34786

    WELCOME HOME ! WELL MAINTAINED , LARGE, 5 BEDROOM, 4 BATH HOME . ALSO INCLUDES OFFICE, MOVIE ROOM , STORAGE ROOM AND LOFT. OVERSIZE 3 CAR GARAGE,BRICK PAVER DRIVEWAY AND PATIO. FEATURES POOL AND POND WITH WATER FOUNTAIN. CLOSE TO MILLENNIA MALL,DOWNTOWN ORLANDO ,RESTAURANT ROW,DISNEY,UNIVERSAL,PARKS AND RECREATION. NO REAR NEIGHBORS AND QUIET NEIGHBORHOOD. KITCHEN FEAUTERES ISLAND, UPGRADED

    John Petit ALPHA R.E. OF CENTRAL FL LLC

    9609 Westover Club Cir, 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
  • /79

    $644,900

    • 4 Beds
    • 2.5 Baths
    • 2,683 Sq Ft

    12830 Cragside Ln, Windermere, FL 34786

    Virtually Staged. Welcome to this beautifully maintained 2,683-square-foot home located in the highly desirable Lakes of Windermere community! Offering the perfect blend of comfort, functionality, and Florida living, this spacious residence features an open-concept floor plan designed for both everyday living and entertaining. Thoughtfully updated for peace of mind, the home features a roof

    Mora Perez NONA LEGACY POWERED BY LA ROSA

    12830 Cragside Ln, Windermere, FL 34786
  • /68

    $695,000

    • 5 Beds
    • 4.5 Baths
    • 2,963 Sq Ft

    7236 Penkridge Ln, Windermere, FL 34786

    Gorgeous former model home situated on an oversized corner lot with a beautiful private swimming pool! Designed for comfortable living and entertaining, this spacious home offers an exceptional layout and a highly desirable location near Walt Disney World, shopping, dining, and everyday conveniences. Fresh interior and exterior paint gives the home a clean, refreshed feel.The first floor

    Amine Berrada ATLAS BLUE REALTY INC

    7236 Penkridge Ln, Windermere, FL 34786
  • /90

    $2,150,000

    $200K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,876 Sq Ft

    2068 Roberts Point Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, Lake Access & an Exceptional Seller Incentive: Up to $36,000 Toward a Rate Buy-Down or Buyer Closing Costs.A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle

    David Dorman CENTURY 21 CARIOTI

    2068 Roberts Point Dr, Windermere, FL 34786
  • /56

    $850,000

    $125K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,636 Sq Ft

    3328 Wax Berry Ct, Windermere, FL 34786

    Virtually Staged. ** Price just reduced by 50k for a quick sale!** Located within Lake Butler Estates, one of Windermere’s most private and established communities, this 4-bedroom, 4-bath pool home is situated on a one acre cul-de-sac lot surrounded by mature oak trees and only 11 neighboring homes. Originally constructed in 1984 and renovated in 2022, this single-story home offers an open, split

    Ferris Kassar PREFERRED REAL ESTATE BROKERS

    3328 Wax Berry Ct, Windermere, FL 34786
  • /29

    $3,599,000

    • 5 Beds
    • 7 Baths
    • 5,342 Sq Ft

    3986 Isabella Cir, Windermere, FL 34786

    EXCEPTIONAL LAKEFRONT LUXURY ESTATE IN CASABELLA AT WINDERMEREDiscover an extraordinary luxury residence in the prestigious gated community of Casabella at Windermere, where elegant architecture, exceptional outdoor living, and one of the community’s most desirable lots come together.The true highlight of this property is its exceptional waterfront setting. The lake beautifully

    Ricardo Konageski da Fonseca WRA BUSINESS & REAL ESTATE

    3986 Isabella Cir, Windermere, FL 34786
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