Windermere, FL Homes for Sale with Acreage

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  $4,299,999

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  5500 W Lake Butler Rd, Windermere, FL 34786

  Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-bedroom, 6 full bath home wrapped with open porches spans nearly 7000 sq ft. Grand foyer with spiral staircase which features a magnificent glass wine cellar below. Modern, open concept with water views from nearly every room. Master bedroom is located on 1st level along with a

  Jack Keller JACK KELLER INC

  5500 W Lake Butler Rd, Windermere, FL 34786
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  $2,500,000

  • 4 Beds
  • 4.5 Baths
  • 4,961 Sq Ft

  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
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  /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
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  $1,649,000

  • 5 Beds
  • 3 Baths
  • 3,300 Sq Ft

  13124 Filly Ct, Windermere, FL 34786

  Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As

  Marcelo Brandao HOME N OFFICES INTERNATIONAL

  13124 Filly Ct, Windermere, FL 34786
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  $1,989,999

  • 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
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  /21

  $559,000

  • Land
  • 2.62 Acres
  • $213,359 per Acre

  1661 Roberts Landing Rd, Windermere, FL 34786

  Windermere Lot 2.62 acres and 1 acre buildable for an incredible luxury designer estate with partial water views of Lake Olivia and a stream. NO HOA REQUIRED! Bring your builder and no time restrictions to build on the lot. When you see this land and the particular lot, you will admire the beauty and nature. Gorgeous conservation views and spacious areas between the homes in the community.

  Lana Watts CHARLES RUTENBERG REALTY ORLANDO

  1661 Roberts Landing Rd, Windermere, FL 34786
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  $4,200,000

  • 5 Beds
  • 8 Baths
  • 6,248 Sq Ft

  11002 Lake Butler Blvd, Windermere, FL 34786

  Back on the Market! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and

  Sean Oakley SERENDIPITY REALTY LLC

  11002 Lake Butler Blvd, Windermere, FL 34786
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  $8,995,000

  • 6 Beds
  • 9 Baths
  • 9,571 Sq Ft

  6137 Grosvenor Shore Dr, Windermere, FL 34786

  Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  6137 Grosvenor Shore Dr, Windermere, FL 34786
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  /86

  $4,899,000

  • 7 Beds
  • 10.5 Baths
  • 5,935 Sq Ft

  225 Magnolia St, Windermere, FL 34786

  LAKEFRONT GRANDEUR IN WINDERMERE | A MASTERPIECE ON LAKE DOWNUnveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage

  George Doulamis COMPASS FLORIDA LLC

  225 Magnolia St, Windermere, FL 34786
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  $18,500,000

  • 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
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  /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
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  $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
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  /100

  $8,250,000

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

  9343 Tibet Pointe Cir, Windermere, FL 34786

  PRICE Improvenent!!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 facade 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

  Juan Delgado LA ROSA REALTY LLC

  9343 Tibet Pointe Cir, Windermere, FL 34786
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  $3,300,000

  • Land
  • 2.4 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
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  $10,900,000

  • 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
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  $13,700,000 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
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  $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
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  $2,000,000 New Construction

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

  6564 Lagoon St, Windermere, FL 34786

  Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, 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

  Fernanda Negromonte NOVA REAL ESTATE SERVICES INC

  6564 Lagoon St, Windermere, FL 34786
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  $1,600,000 Pre-Foreclosure

  • 5 Beds
  • 6 Baths
  • 6,375 Sq Ft

  11056 Clipper Ct, Windermere, FL 34786

  Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over

  Darrell Nunnelley VINTAGE REALTY GROUP LLC

  11056 Clipper Ct, Windermere, FL 34786

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