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Windermere, FL Open Houses

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  • /41

    $1,225,000 Open Sun 1PM - 4PM

    • 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 within the last 3 years to include roof, a/c, plumbing, flooring,

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    (689) 262-5600

    109 E 12th Ave, Windermere, FL 34786
  • /45

    $1,349,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 3.5 Baths
    • 3,364 Sq Ft

    2219 Ridgewind Way, Windermere, FL 34786

    Set behind the gates of The Estates at Windermere—an intimate enclave of just 67 homes—2219 Ridgewind Way is the kind of property that stops you mid-scroll. A true Victorian-inspired residence, its architectural presence is unforgettable: a statement turret, wraparound porch, and intricate trim work that feels both rare and timeless in today’s market. It’s not just different—it’s irreplaceable.

    Agent Photo

    Hilary Hall

    COMPASS FLORIDA LLC

    (407) 233-3382

    2219 Ridgewind Way, Windermere, FL 34786
  • /38

    $1,120,000 Open Sat 1PM - 4PM

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

    13525 Gorgona Isle Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless

    Agent Photo

    Roo Klaers

    COLDWELL BANKER REALTY

    (407) 842-8447

    13525 Gorgona Isle Dr, Windermere, FL 34786
  • /100

    $3,500,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 5,273 Sq Ft

    10577 Down Lakeview Cir, Windermere, FL 34786

    Experience true lakefront living on the famed Butler Chain of Lakes. This exceptional custom home offers 137 feet of pristine shoreline and sits on nearly one acre of high, dry land with sweeping panoramic water views and nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and step onto the covered porch through an impressive 8 inch solid cedar entry door with

    Simon Simaan THE SIMON SIMAAN GROUP

    10577 Down Lakeview Cir, Windermere, FL 34786
  • /53

    $1,189,000 Open Sun 12PM - 2PM

    • 6 Beds
    • 4 Baths
    • 3,577 Sq Ft

    13932 Florigold Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Tucked within the gated enclave of Eden Isle in Windermere’s Summerport, this beautiful canal-front, three-car garage and pool home has a perfect layout for multigenerational living and offers an abundance of amenities with the canal leading directly to Lake Speer and a rare combination of privacy, flexibility and outdoor living and features soaring

    Courtney Bass PREMIER SOTHEBY'S INTL. REALTY

    13932 Florigold Dr, Windermere, FL 34786
  • /55

    $825,000 Open Wed 9AM - 7PM

    • 5 Beds
    • 4.5 Baths
    • 3,697 Sq Ft

    4309 Saltmarsh Sparrow Dr, Windermere, FL 34786

    Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully

    Karen Albright OPENDOOR BROKERAGE LLC

    4309 Saltmarsh Sparrow Dr, Windermere, FL 34786
  • /52

    $445,000 Open Sat 11PM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,881 Sq Ft

    7644 Ripplepointe Way, Windermere, FL 34786

    Welcome to Lake Burden, one of Windermere’s most desirable and well-established communities! This corner-lot townhome offers 3 bedrooms, 2.5 bathrooms plus office. This open-concept floor plan that flows seamlessly with a well-appointed kitchen with granite countertops and backsplash, and a walk-in pantry. Large living room features high ceilings and tons of windows for natural light. French

    Kelly Zannini HOMEVEST REALTY

    7644 Ripplepointe Way, Windermere, FL 34786
  • /47

    $875,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,386 Sq Ft

    4 Chase Rd, Windermere, FL 34786

    FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge.Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to

    Matthew Hughes REAL BROKER, LLC

    4 Chase Rd, Windermere, FL 34786
  • /51

    $1,166,990 Open Sat 1PM - 4PM

    • 6 Beds
    • 4 Baths
    • 3,550 Sq Ft

    14383 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. ELLINGTON II - Our beautiful, huge 2 story home, with 6 Bedrooms and 4 Baths. This great floor plan boasts an open concept family/dining/kitchen area along with a formal dining room, gourmet kitchen, extended 42" cabinets and an extended island. Primary Suite on 1st floor along with an additional bedroom & bath. The primary bath also contains a spa

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14383 Crest Palm Ave, Windermere, FL 34786
  • /51

    $1,119,990 Open Sat 1PM - 4PM

    • 6 Beds
    • 4.5 Baths
    • 3,542 Sq Ft

    14354 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. *Images shown are for illustrative purposes only* TIDEWATER W/BONUS - Our beautiful huge 2 story home, located on a beautiful conservation lot, with 6 Bedrooms and 4.5Baths. This great floor plan boasts an open concept family/dining/kitchen area with a gourmet kitchen, extended 42" wrap around cabinets, and an extended island. The owner's bath also

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14354 Crest Palm Ave, Windermere, FL 34786
  • /41

    $1,108,990 Open Sat 1PM - 4PM

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    14347 Crest Palm Ave, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Under Construction. Step into refined living with this exceptional 4-bedroom, 4-bath residence spanning 3,123 square feet of impeccably designed space. Showcasing a sophisticated open-concept layout, this home offers the perfect balance of elegance and functionality. The main level impresses with soaring 10-foot ceilings and seamless laminate

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    14347 Crest Palm Ave, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$830,000
Median Single Family Sale Price
$1,084,557
Median Townhouse Sale Price
$400,000
Median 2 Bedroom Sale Price
$295,000
Average Price Per Sq Ft
$362
Number of Homes for Sale
244
Last 12 months Home Sales
663
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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