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3-Bedroom Homes for Sale in Windermere, FL with Private Pool

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  • /14

    $1,295,000

    • 3 Beds
    • 1.5 Baths
    • 2,011 Sq Ft

    76 Oakdale St, Windermere, FL 34786

    Now is your chance to live "Among the Lakes"! This canal-front home includes a private boat dock with DIRECT ACCESS to the famous Butler Chain-of-Lakes! This 3BR/1.5BA home sits on an impressive .39 acre lot and is located on one of the very few paved streets in the Town of Windermere. Property features include No HOA, enormous in-ground pool (30 x 16), partially-finished 2nd floor, county water

    Bill Martini BHHS FLORIDA REALTY

    76 Oakdale St, Windermere, FL 34786
  • /37

    $599,999

    • 3 Beds
    • 2 Baths
    • 1,819 Sq Ft

    9338 Palm Tree Dr, Windermere, FL 34786

    Welcome Home! This beautifully maintained POOL home is located in the desirable Windermere community of Silver Woods. Set on a lushly landscaped lot with a brick paver driveway and walkways, this 3-bedroom, 2-bath home plus office and 2-car garage offers 1,819 sq. ft. of open-concept living. The stylish kitchen features granite countertops, stainless steel appliances, a breakfast bar and island

    Nancy Grabowski REDFIN CORPORATION

    9338 Palm Tree Dr, Windermere, FL 34786
  • /97

    $1,999,999

    • 3 Beds
    • 3.5 Baths
    • 3,240 Sq Ft

    13137 Lake Butler Blvd, Windermere, FL 34786

    Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, horses are welcome! Nestled on over an acre with no HOA or deed restrictions, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling

    Tricia Davis KELLER WILLIAMS REALTY SMART

    13137 Lake Butler Blvd, Windermere, FL 34786
  • /39

    $1,050,000

    • 3 Beds
    • 2.5 Baths
    • 2,614 Sq Ft

    6037 Caymus Loop, Windermere, FL 34786

    Tucked behind the gates of Windermere’s coveted Keene’s Pointe, this reimagined Key West-style home sits gracefully on a quiet cul-de-sac, overlooking the 14th fairway of The Golden Bear Club. With a fresh, sophisticated update that includes new flooring, trim, paint, lighting, and more, the home feels both refined and relaxed, like your favorite boutique hotel, only better. Spanning over 2,600

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    6037 Caymus Loop, Windermere, FL 34786
  • /57

    $699,900

    • 3 Beds
    • 2 Baths
    • 2,074 Sq Ft

    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 WATSON REALTY CORP

    1412 Glenwick Dr, Windermere, FL 34786
  • /77

    $2,995,000

    • 3 Beds
    • 3 Baths
    • 3,255 Sq Ft

    5243 W Lake Butler Rd, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Stunning Windermere Lakefront Retreat on the Butler Chain. Experience the epitome of lakefront living in this beautifully remodeled home, nestled on over half an acre with breathtaking views of Lake Butler and Bird Island. Whether you're boating, fishing, or simply relaxing by the pool, this retreat offers the perfect combination of luxury and

    Andrew Burgard CHARLES RUTENBERG REALTY ORLANDO

    5243 W Lake Butler Rd, Windermere, FL 34786
  • /62

    $4,000,000

    • 3 Beds
    • 3.5 Baths
    • 4,889 Sq Ft

    9648 Mccormick Place, Windermere, FL 34786

    Breathtaking lake and golf views abound from this majestic residence, perched on the #2 hole of Isleworth’s championship golf course with the backdrop of Lake Chase just beyond, inside the secured and guarded gates of one of the world’s most prestigious private golf club communities. Be among the first to experience the completely renovated golf course, which just reopened in 2025. This expansive

    Rob Rahter STOCKWORTH REALTY GROUP

    9648 Mccormick Place, Windermere, FL 34786

Home Trends in Windermere, FL

Housing Trends

Median Sale Price
$895,000
Median Single Family Sale Price
$1,185,000
Median Townhouse Sale Price
$419,500
Average Price Per Sq Ft
$384
Number of Homes for Sale
147
Last 12 months Home Sales
340
Months of Supply
5.20
Median List Price
$1,001,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
4%
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