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Windermere, FL Homes for Sale with Acreage

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  • /19

    $3,000,000

    • Land
    • 1.02 Acres
    • $2,941,176 per Acre

    12213 Park Ave, Windermere, FL 34786

    Welcome to Chaine Du Lac- one of Windermere's most exclusive gated enclaves. This prime 1.02-acre cul-de-sac lot is one of only TWO homesites remaining among just 44 custom-built estate residences, offering a rare opportunity to design your private luxury retreat. The property is cleared, level, and fully equipped with utilities, making it truly build-ready. Enjoy the tranquility of oversized

    Naresh Budhu PREMIUM PROPERTIES R.E. SERVICE

    12213 Park Ave, Windermere, FL 34786
  • /19

    $2,500,000

    • Land
    • 5 Acres
    • $500,000 per Acre

    13377 Lake Butler Blvd, Winter Garden, FL 34787

    Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with

    Dawn Briggs BLUE MAGNOLIA REALTY LLC

    13377 Lake Butler Blvd, Winter Garden, FL 34787
  • /64

    $4,495,000

    • 5 Beds
    • 7 Baths
    • 5,895 Sq Ft

    6109 Orta Ct, Windermere, FL 34786

    Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and two half bathrooms, with the primary suite conveniently located on the main level.At the heart of

    Monica Lochmandy ISLEWORTH REALTY LLC

    6109 Orta Ct, Windermere, FL 34786
  • /25

    $798,000

    • 4 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    9237 Mcdavid Ct, Windermere, FL 34786

    Your Private Windermere Oasis Awaits * Step into a lifestyle of space, serenity, and sophisticated upgrades with this stunning 4-bedroom family estate nestled on over an acre of pristine land. Perfectly positioned to blend modern comfort with the beauty of nature, this property is a rare find for those who refuse to compromise on size or scenery. Highlights of the Estate: Breathtaking Vistas:

    Scott Howard VINTAGE REALTY GROUP LLC

    9237 Mcdavid 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
  • /9

    $785,000

    • Land
    • 1.44 Acres
    • $545,139 per Acre

    0 Quail Cove Ct, Windermere, FL 34786

    Welcome to Quail Cove Court—an exceptional opportunity to own 1.44 acres in the highly sought-after Windermere area. Nestled within the desirable Windermere Downs community yet not subject to an HOA, this homesite offers privacy, flexibility, and the freedom to design and build your dream residence with the builder of your choice.The property is well-positioned at the end of a quiet

    Alexis Anderson REGENCY REAL ESTATE LLC

    0 Quail Cove Ct, Windermere, FL 34786
  • /58

    $4,599,000

    • 5 Beds
    • 5.5 Baths
    • 7,740 Sq Ft

    12540 Park Ave, Windermere, FL 34786

    Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new

    Rob Rahter STOCKWORTH REALTY GROUP

    12540 Park Ave, Windermere, FL 34786
  • /88

    $3,050,000 Open House 3/14

    • 6 Beds
    • 6.5 Baths
    • 5,882 Sq Ft

    12720 Jacob Grace Ct, Windermere, FL 34786

    Nestled within one of **Windermere**’s most exclusive communities, this extraordinary custom-built lakefront estate with an almost 2 acres lot offers an elegant lifestyle defined by privacy, prestige, and breathtaking nightly views of the **Walt Disney World** fireworks. With nearly 6,000 square feet, six bedrooms, and six and a half baths, this residence is the pinnacle of refined Central

    Adrian Jacob REDFIN CORPORATION

    12720 Jacob Grace Ct, Windermere, FL 34786
  • /18

    $11,800,000

    • 5 Beds
    • 3 Baths
    • 5,316 Sq Ft

    4226 Downeast Ln, Windermere, FL 34786

    Exceptional DEVELOPMENT OPPORTUNITY, currently R-CE zoning should allow for 3 Lakefront Luxury Home Sites Discover over 5+acres of waterfront land with 300 feet of pristine shoreline on LAKE DOWN, part of the coveted BUTLER CHAIN of Lakes. This is a rare chance to create a premier LAKEFRONT ESTATE or subdivide to create three ideally sized lots with water frontage. At present, the property

    Thad Czapka COLDWELL BANKER REALTY

    4226 Downeast Ln, Windermere, FL 34786
  • /32

    $1,885,000

    • 5 Beds
    • 4.5 Baths
    • 4,716 Sq Ft

    2958 Marquesas Ct, Windermere, FL 34786

    Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at

    Dianna Desboyaux DOUGLAS ELLIMAN

    2958 Marquesas Ct, Windermere, FL 34786
  • /65

    $6,395,000

    • 5 Beds
    • 8.5 Baths
    • 11,861 Sq Ft

    9639 Westover Roberts Rd, Windermere, FL 34786

    Welcome to a residence that transcends even the highest expectations of luxury living! This is a once-in-a-lifetime estate where architecture, scale, and location combine to create an experience that is as rare as it is breathtaking.From the moment you arrive, the home commands attention with a grand, Mediterranean-inspired facade that opens to interiors of soaring scale and meticulous marble

    Julie Bettosini STOCKWORTH REALTY GROUP

    9639 Westover Roberts Rd, Windermere, FL 34786
  • /97

    $1,939,999

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

    13137 Lake Butler Blvd, Windermere, FL 34786

    Kitchen refresh...Quartz countertops, seamless oversized sink. A kitchen designed to gather, host, and impress. Welcome to a private Windermere estate where thoughtful design meets relaxed luxury—set on over an acre with no restrictions. This beautifully updated 3-bedroom, 3.5-bath home offers space, privacy, and versatility, all surrounded by natural beauty. Enter through oversized double wood

    Tricia Davis KELLER WILLIAMS REALTY SMART

    13137 Lake Butler Blvd, Windermere, FL 34786
  • /57

    $4,995,000

    • 6 Beds
    • 6.5 Baths
    • 7,349 Sq Ft

    5070 Down Point Ln, Windermere, FL 34786

    Nestled behind the gates in the heart of Windermere, this exceptional lakefront estate commands sweeping views across the renowned Butler Chain of Lakes. Designed for refined living and effortless entertaining, the residence offers six bedrooms, six full baths, and a powder bath — including a fully equipped private guest apartment ideal for extended family or long-term visitors. From the moment

    Isis Sarcos EXP REALTY LLC

    5070 Down Point Ln, Windermere, FL 34786
  • /60

    $925,000 Open Fri 3PM - 4PM

    • 4 Beds
    • 4 Baths
    • 2,636 Sq Ft

    3328 Wax Berry Ct, Windermere, FL 34786

    One or more photo(s) has been virtually staged. ** Price improvement of $25,000! Lowest priced pool home in downtown Windermere! ** A rare find in the heart of Downtown Windermere! This 4 bedroom, 4 full bath home with an in ground pool sits not only on 1 acre but also in a semi-private cul-de-sac with only 8 other homes. You are welcomed by the circular driveway plus rear side entry garage and

    Ferris Kassar PREFERRED REAL ESTATE BROKERS

    3328 Wax Berry Ct, Windermere, FL 34786
  • /10

    $850,000

    • Land
    • 1.55 Acres
    • $548,387 per Acre

    6331 Little Lake Sawyer Dr, Windermere, FL 34786

    LAST & ONLY remaining homesite in the neighborhood — a rare Windermere waterfront opportunity! Build your custom residence on this 1.55-acre cul-de-sac lot featuring waterfront living on Little Lake Sawyer, plus water access for the ultimate lake lifestyle. Tucked at the end of the street for maximum privacy, this property offers a true estate setting with room for an exceptional home design and

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    6331 Little Lake Sawyer Dr, Windermere, FL 34786
  • /71

    $3,495,000

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

    5538 W Lake Butler Rd, Windermere, FL 34786

    Welcome to 5538 W Lake Butler Road—an expansive, newly renovated estate set on 1.9 acres of lush, lakefront land in arguably one of Central Florida’s most coveted locations, Kelso on Lake Butler. What distinguishes this property is its remarkable dual lake access. Your own private boat dock provides direct skiable waterfront on Lake Davis, while exclusive community privileges grant you gated

    Julie Bettosini STOCKWORTH REALTY GROUP

    5538 W Lake Butler Rd, Windermere, FL 34786

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