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Windermere, FL Homes for Sale with Acreage

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  • /91

    $20,000,000

    • 7 Beds
    • 8.5 Baths
    • 10,649 Sq Ft

    11900 Lake Butler Blvd, Windermere, FL 34786

    Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all

    Julie Bettosini STOCKWORTH REALTY GROUP

    11900 Lake Butler Blvd, Windermere, FL 34786
  • /60

    $1,380,500

    • 4 Beds
    • 3 Baths
    • 4,018 Sq Ft

    2931 Sunbittern Ct, Windermere, FL 34786

    This custom built estate home in a gated private cul de sac is walking distance to Windermere Elementary. The home is nestled in the exclusive subdivision of Lake Crescent Reserve. This expansive estate, spanning over one acre, is located in the highly sought-after Town of Windermere and offers access to multiple lakes, including the prestigious Butler Chain of Lakes. This stunning 4,018 square

    John Cunningham KELLER WILLIAMS CLASSIC

    2931 Sunbittern Ct, Windermere, FL 34786
  • /74

    $3,590,000

    • 8 Beds
    • 7.5 Baths
    • 8,203 Sq Ft

    13643 Lake Cawood Dr, Windermere, FL 34786

    Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera

    Wenwen Wang JWJ REALTY LLC

    13643 Lake Cawood Dr, Windermere, FL 34786
  • /21

    $3,200,000

    • Land
    • 2.21 Acres
    • $1,447,964 per Acre

    9151 Tibet Pointe Cir, Windermere, FL 34786

    Positioned on over two acres with an impressive 136 feet of pristine shoreline on the Butler Chain of Lakes, this exceptional homesite offers an increasingly rare chance to craft a custom lakefront estate in one of Windermere’s most exclusive gated communities. Set within a distinguished enclave of Keene’s Pointe—surrounded by multi-million-dollar residences and mature landscaping—this property

    Janet Allen PREMIER SOTHEBYS INT'L REALTY

    9151 Tibet Pointe Cir, Windermere, FL 34786
  • /71

    $5,000,000

    • 5 Beds
    • 7 Baths
    • 6,188 Sq Ft

    11618 Vinci Dr, Windermere, FL 34786

    Welcome to an exquisite blend of luxury and sophistication in this fully furnished lakefront estate, nestled within the sought-after, guard-gated golf community of Keene’s Pointe in Windermere. Situated on an expansive 1.16-acre lot, this architectural masterpiece offers breathtaking views of Lake Burden and the nightly Magic Kingdom fireworks, visible from your private balcony or

    Marcio Teixeira GROUND LEVEL GROUP

    11618 Vinci Dr, Windermere, FL 34786
  • /53

    $2,300,000

    • 4 Beds
    • 4.5 Baths
    • 5,084 Sq Ft

    3413 Lilas Ct, Windermere, FL 34786

    Welcome to 3413 Lilas Court, a stunning residence located in the well renowned community of Chaine Du Lac. This exceptional home blends modern luxury with timeless elegance, offering a perfect combination of comfort and style. Upon arrival, you’re greeted by a beautifully landscaped front yard and an inviting exterior that sets the tone for the sophistication within. The grand entrance, complete

    Christopher Christensen COMPASS FLORIDA LLC

    3413 Lilas Ct, Windermere, FL 34786
  • /100

    $8,490,000

    • 7 Beds
    • 10 Baths
    • 8,362 Sq Ft

    9343 Tibet Pointe Cir, Windermere, FL 34786

    PRICE IMPROVEMENT!!Perfectly sited on pristine Lake Tibet in Keene's Pointe Country Club, this stunning lakefront Stonebridge custom home has been completelyupdated. The modern exterior color brightens the façade and creates a unique transitional style. The wrought iron and glass doors add a refined entry. Opening to the two-story formal areas featuring timeless elements of stone flooring,

    Juan Delgado LA ROSA REALTY LLC

    9343 Tibet Pointe Cir, Windermere, FL 34786
  • /6

    $3,300,000

    • Land
    • 2.40 Acres
    • $1,375,000 per Acre

    6161 Grosvenor Shore Dr, Windermere, FL 34786

    Keene's Pointe - gated/24-hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one of the last remaining lots in this highly sought after community. This 2.4 acre lakefront lot is located on Lake Tibet of the famed Butler Chain of Lakes. Keene's Pointe is also home to The Golden Bear Club, a private membership

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6161 Grosvenor Shore Dr, Windermere, FL 34786
  • /61

    $11,900,000

    • 6 Beds
    • 9 Baths
    • 14,435 Sq Ft

    4200 Down Point Ln, Windermere, FL 34786

    Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling,

    Frank Del Toro REVEL REALTY LLC

    4200 Down Point Ln, Windermere, FL 34786
  • /28

    $13,985,000 New Construction

    • 9 Beds
    • 16 Baths
    • 20,445 Sq Ft

    9621 Windy Ridge Rd, Windermere, FL 34786

    Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living.Two Pools one outdoor with a swim up bar and grill area and the other indoor pool

    Natalie Citarelli CITARELLI REALTY GROUP LLC

    9621 Windy Ridge Rd, Windermere, FL 34786
  • /74

    $3,900,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 5,441 Sq Ft

    6208 Winter Garden Vineland Rd, Windermere, FL 34786

    Under Construction. ***Showings only Wednesday after 5pm*** We present a luxury residence in Windermere, Florida, that combines modern design, spacious areas, and a prime location. Situated at 6208 Winter Garden Vineland Road, this property is strategically positioned in front of Windermere Preparatory School, one of the best private schools in Florida. With 5,441 sqft of climate-controlled

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    6208 Winter Garden Vineland Rd, Windermere, FL 34786
  • /9

    $5,995,000 New Construction

    • 5 Beds
    • 6 Baths
    • 6,000 Sq Ft

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /51

    $3,950,000 Open Tue 10AM - 2PM

    • 6 Beds
    • 6.5 Baths
    • 6,202 Sq Ft

    7706 Ficquette Rd, Windermere, FL 34786

    NEW CONSTRUCTIONLuxury Lakefront Estate | 6,202 Sq Ft a Private Guest House | 6 Beds + Office + Loft | Pool | No HOA | Boat DockExperience unmatched lakeside living in this west-facing, 6,202 sq ft custom estate featuring 6 bedrooms with private en-suites, including a guest suite. Upstairs, the primary suite and three additional bedrooms each open to private balconies offering

    Ruthanne Martin REVEL REALTY LLC

    7706 Ficquette Rd, Windermere, FL 34786
  • /46

    $2,150,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,685 Sq Ft

    6564 Lagoon St, Windermere, FL 34786

    **NEW CONSTRUCTION** Your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress.The 1st floor primary suite is a true sanctuary, designed for

    Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

    6564 Lagoon St, Windermere, FL 34786

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