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Modern Homes for Sale in Windermere, FL

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  • /47

    $725,000

    • 5 Beds
    • 3 Baths
    • 2,464 Sq Ft

    7174 Beek St, Windermere, FL 34786

    Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood

    Agent Photo

    Ron Hernquist

    RE/MAX CENTRAL REALTY

    (407) 257-2700

    7174 Beek St, Windermere, FL 34786
  • /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 (2018), a/c (2016), plumbing, flooring, drain field

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    (689) 262-5600

    109 E 12th Ave, Windermere, FL 34786
  • /71

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 2,599 Sq Ft

    8351 Bowden Way, Windermere, FL 34786

    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 tile flooring, formal

    Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

    8351 Bowden Way, Windermere, FL 34786
  • /66

    $1,999,900

    • 5 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 5-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: a custom private movie theater,

    Mike Derenthal DERENTHAL REALTY

    5421 Tildens Grove Blvd, 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 Olmeda WRA BUSINESS & REAL ESTATE

    11545 Brickyard Pond Ln, Windermere, FL 34786
  • /57

    $1,490,000

    • 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
  • /80

    $1,890,000

    $260K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,130 Sq Ft

    13048 Lake Roper Ct, Windermere, FL 34786

    Back on the market. Unmatched Value! The only Windermere lakefront home with boat access available under $2M. Don't miss this opportunity. Enjoy the e evenings to a breathtaking sunset at your own private lake in this stunning custom-built home.Land: 1.6 acres including lake portion with 135 feet direct lake frontage. Lake Roper is renowned for its water sports, water skiing, jet skiing and

    Fernando Teixeira WOODSTONE INVESTMENTS LLC

    13048 Lake Roper Ct, 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
  • /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
  • /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
  • /20

    $599,000

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

    13732 Summer Harbor Ct, Windermere, FL 34786

    Wonderful opportunity rental investment . Prepare to be amazed by this beautiful nature friendly corner lot in Summerport. This spacious & immaculate 4-bedroom 2.5 bath features an array of upgrades. Enjoy the tranquil Waterfront pond and Disney fireworks from the comfort of your front porch. This premium lot is sitting on a quiet CUL-DE-SAC, nestled in a corner with no right neighbors and

    Daniel Sanchez SANCHEZ PROPERTIES GROUP LLC

    13732 Summer Harbor Ct, Windermere, FL 34786
  • /63

    $562,500

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft

    9072 Woodbreeze Blvd, Windermere, FL 34786

    Improved list price.. Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements.Set on a spacious quarter-acre

    Charles Kohlinger BHHS FLORIDA REALTY

    9072 Woodbreeze Blvd, Windermere, FL 34786
  • /46

    $575,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    6442 Golden Dewdrop Trail, Windermere, FL 34786

    Short Sale. Come see this beautiful place. This immaculate home features include over 2,100 square feet of living space, a desirable Kitchen with 42" Cabinets and Granite, Stainless Steel Appliances, Beautiful Backsplash, engineered hardwood flooring on the first floor, vinyl on the second floor, ceramic tile in bathrooms and laundry, screened-in patio porch with a ceiling fan, an elegant

    Yindy Reyes EMPIRE NETWORK REALTY

    6442 Golden Dewdrop Trail, Windermere, FL 34786
  • /16

    $895,000

    $55K PRICE DROP
    • 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 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

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    13542 Gorgona Isle Dr, Windermere, FL 34786
  • /56

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,647 Sq Ft

    14005 Sparkling Cove Ln, Windermere, FL 34786

    Welcome to resort-style living in the gated community of Oasis Cove in the heart of Windermere! This beautifully maintained three-bedroom, 2.5-bath townhome with a two-car garage also features a spacious loft and a versatile bonus room/home office, offering flexible living space beyond the traditional bedroom layout. Tucked away on a quiet dead-end street with minimal traffic, the home enjoys

    Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

    14005 Sparkling Cove Ln, Windermere, FL 34786
  • /43

    $850,000

    • 4 Beds
    • 3 Baths
    • 2,764 Sq Ft

    11714 Delwick Dr, Windermere, FL 34786

    Just imagine yourself living in a pristine community with a long, impressive entrance that is guard gated like The Reserve at Belmere and Actually doing so! Now you have that opportunity in this fabulous Mediterranean – style home with almost 2800 Sq Feet of heated space. This home has it all. All that’s missing is you so call for your appointment today.This home offers the desirable private

    Veronica Davis-Lee RE/MAX 200 REALTY

    11714 Delwick Dr, Windermere, FL 34786
  • /36

    $570,000

    • 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
  • /41

    $2,600,000

    • 7 Beds
    • 5.5 Baths
    • 5,221 Sq Ft

    6219 Tiroco Way, Windermere, FL 34786

    Welcome to luxury living in the guarded, gated community of Waterstone in Windermere, Florida. This exceptional residence at 6219 Tiroco Way blends elegance, comfort, and modern efficiency, featuring solar power and an impressive floor plan designed for both everyday living and entertaining.The home offers 7 bedrooms, 51⁄2 bathrooms, a media room, loft, dedicated office, storage room, and

    Ryan Solberg MAXLIFE REALTY LLC

    6219 Tiroco Way, Windermere, FL 34786
  • /50

    $386,000

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    12966 Vennetta Way, Windermere, FL 34786

    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 pantry. The open

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    12966 Vennetta Way, Windermere, FL 34786
  • /56

    $396,000

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft

    7710 Fairgrove Ave, Windermere, FL 34786

    Don’t miss this fantastic opportunity to own a spacious townhouse in the highly desirable Lake Sawyer South community of Windermere, Florida. Nestled among tree-lined streets, this 3-bedroom, 2.5-bath home with a 2-car garage offers comfort, style and tranquility. As you enter, a spacious living room welcomes you - perfect for entertaining. The kitchen boasts granite countertops, stainless steel

    Mae Stigell JASON MITCHELL REAL ESTATE FLO

    7710 Fairgrove Ave, 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
  • /44

    $3,995,000

    $155K PRICE DROP
    • 5 Beds
    • 6.5 Baths
    • 5,639 Sq Ft

    801 W 2nd Ave, Windermere, FL 34786

    Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed

    Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    801 W 2nd Ave, Windermere, FL 34786
  • /47

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 1,847 Sq Ft

    11401 Evesham Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Brand New Roof just installed a couple of weeks ago! Welcome to this stunning corner unit townhome in the highly sought after Preston Square community in Windermere. Offering 3 bedrooms, 2.5 baths, and an exceptional layout.This beautifully maintained home perfectly combines elegance, comfort, and convenience. Ideally situated directly across from

    Christopher Courtney DENIZ REALTY PARTNERS LLC

    11401 Evesham Dr, Windermere, FL 34786
  • /32

    $2,300,000

    • 4 Beds
    • 4.5 Baths
    • 4,257 Sq Ft

    6550 Cartmel Ln, Windermere, FL 34786

    This is a rare, one of a kind stunning Luxury Contemporary Home in Windermere – Over Half Acre with Private Pound View Welcome to 6550 Cartmel Ln, located in the exclusive community of Reserve at Lake Butler Sound — one of the most desirable gated neighborhoods in Windermere. This beautifully renovated, modern-contemporary residence sits on an oversized lot with over half an acre and features its

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    6550 Cartmel Ln, Windermere, FL 34786
  • /56

    $925,000

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,636 Sq Ft

    3328 Wax Berry Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. 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 floor plan that

    Ferris Kassar PREFERRED REAL ESTATE BROKERS

    3328 Wax Berry Ct, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$830,000
Median Single Family Sale Price
$1,099,989
Median Townhouse Sale Price
$395,000
Median 2 Bedroom Sale Price
$294,000
Average Price Per Sq Ft
$366
Number of Homes for Sale
231
Last 12 months Home Sales
673
Months of Supply
4.10
Median List Price
$950,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-2%
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