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Lake Butler Orange, FL Homes for Sale with Acreage

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  • /46

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Back on market—buyer withdrew for personal reasons, not due to any home-related issues.Set on 1.3 acres in the Lake Buynak Estate community, this 4-bedroom, 3.5-bath home presents an outstanding opportunity for investors, builders, or buyers wanting space and a Windermere-area address with NO HOA. Offering over 2,600 square feet, two ensuite bedrooms, a split layout, multiple screened

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (407) 519-3922

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /69

    $1,275,000

    • 4 Beds
    • 3 Baths
    • 3,505 Sq Ft

    10442 Birch Tree Ln, Windermere, FL 34786

    Set at the end of a cul-de-sac on a sprawling acre+ lot, this 4 bedroom, 3 bath pool home in Windermere Downs, offers over 3,500 sq ft and sits well back from the road with a long private driveway and an oversized three-car garage, creating a sense of privacy from the moment you arrive. High ceilings and abundant windows fill the home with natural light. The thoughtfully updated kitchen with

    Agent Photo

    Lisa Ratanasirintrawoot

    CHARLES RUTENBERG REALTY ORLANDO

    (407) 573-7471

    10442 Birch Tree Ln, Windermere, FL 34786
  • /49

    $19,995,000

    • 6 Beds
    • 14 Baths
    • 20,865 Sq Ft

    9508 Windy Ridge Rd, Windermere, FL 34786

    Discover this Perfectly positioned Georgian Estate situated on 12 acres (additional 6 acres available) of lakefront property with meticulously manicured grounds. This walled and gated compound includes approx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes. The magnificent sprawling primary residence pairs classic Georgian architecture with modern

    Johnny DelPrete Douglas Elliman (Jupiter)

    9508 Windy Ridge Rd, Windermere, FL 34786
  • /67

    $4,650,000

    • 5 Beds
    • 5.5 Baths
    • 7,183 Sq Ft

    12540 Park Ave, Windermere, FL 34786

    Offering a prime lakefront location along the shores of Lake Butler in the esteemed gated community of Chaine du Lac, this distinguished estate features timeless architecture paired with transitional interiors and gorgeous views to showcase Windermere lakefront living at its finest. The estate has been elevated with significant recent improvements, including a brand-new roof, an all-new primary

    Carey Sheffield ISLEWORTH REALTY LLC

    12540 Park Ave, Windermere, FL 34786
  • /30

    $3,200,000

    • 5 Beds
    • 5 Baths
    • 4,500 Sq Ft

    13161 Lake Butler Blvd, Windermere, FL 34786

    Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room. Beautiful 5-bedroom, 3/2-bathroom Mediterranean-style home with inlaid marble medallion

    Karolina Taylor EPIQUE REALTY, INC.

    13161 Lake Butler Blvd, Windermere, FL 34786
  • /28

    $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
  • /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
  • /35

    $5,860,000

    • 4 Beds
    • 7 Baths
    • 7,872 Sq Ft

    12264 Montalcino Cir, Windermere, FL 34786

    Lakefront, Luxurious, Fully Furnished Home with Private Pool in Windermere.A True Paradise!Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. Fully furnished, with over eight expertly designed rooms, this home was carefully customized by the builder

    Jennifer Olmeda WRA BUSINESS & REAL ESTATE

    12264 Montalcino Cir, Windermere, FL 34786
  • /75

    $9,999,000

    • 6 Beds
    • 8 Baths
    • 6,783 Sq Ft

    6149 Grosvenor Shore Dr, Windermere, FL 34786

    Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside. From the moment you enter this impeccably designed home

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    6149 Grosvenor Shore Dr, Windermere, FL 34786
  • /91

    $3,775,000

    • 4 Beds
    • 4.5 Baths
    • 6,054 Sq Ft

    12812 Jacob Grace Ct, Windermere, FL 34786

    Experience Unmatched Lakeside Luxury in a Custom-Built MasterpieceDiscover the pinnacle of elegance and tranquility in this exquisite custom-built estate, ideally positioned on an expansive lot within an exclusive guard-gated community. With direct access to a crystal-clear spring-fed lake that permits private boat docks, this home offers a rare blend of relaxation, recreation, and refined

    Alireza Partovi EXP REALTY LLC

    12812 Jacob Grace Ct, Windermere, FL 34786
  • /81

    $2,995,000

    • 5 Beds
    • 4 Baths
    • 3,737 Sq Ft

    10203 Trout Rd, Orlando, FL 32836

    Discover this exquisite lakefront property nestled on over 1.9 acres with more than 100 feet of water frontage on LAKE TIBET and part of the Butler Chain of Lakes. This home offers breathtaking views and absolutely stunning sunsets. As you drive onto the winding paver circular driveway with lovely fountain and beautiful landscaping, you will notice the terracotta tile roof and the undeniable

    Darlene O'Hara HOMEVEST REALTY

    10203 Trout Rd, Orlando, FL 32836
  • /100

    $14,250,000

    • 5 Beds
    • 5.5 Baths
    • 9,511 Sq Ft

    5525 Isleworth Country Club Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over

    Monica Lochmandy ISLEWORTH REALTY LLC

    5525 Isleworth Country Club Dr, 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
  • /28

    $13,650,000 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
  • /92

    $7,750,000

    • 7 Beds
    • 7.5 Baths
    • 10,485 Sq Ft

    6507 Rosella Ct, Windermere, FL 34786

    Luxury Living at its finest in one of Windermere's most unique Waterfront properties, with 2+ acres in the exclusive Keene's Pointe community. Soak up the Florida sunshine in the very private garden oasis boasting 2 Resort Style pools with waterfalls, grotto and waterslide, outdoor kitchen and fireplace all overlooking Lake Tibet on the Butler Chain of Lakes. 7 Bedrooms/8 Bathrooms and over

    DeAnna Sechrest DEANNA MARIE SECHREST

    6507 Rosella Ct, Windermere, FL 34786
  • /59

    $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
  • /51

    $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
  • /70

    $6,800,000

    • 5 Beds
    • 5.5 Baths
    • 6,257 Sq Ft

    9259 Tibet Pointe Cir, Windermere, FL 34786

    Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    9259 Tibet Pointe Cir, Windermere, FL 34786
  • /64

    $2,700,000

    • 8 Beds
    • 5.5 Baths
    • 5,607 Sq Ft

    3103 Seigneury Dr, Windermere, FL 34786

    Stunning 8BR/5BA Renovated Estate in Exclusive Windermere CommunityBeautifully updated 7-bedroom, 5-bathroom home located in one of Windermere’s most exclusive neighborhoods, known for its quiet setting and top-rated schools. This spacious residence offers extensive renovations completed by the current owner, including four new A/C units, all new interior and exterior lighting, and updated

    Arletis Delram NEW SOLUTIONS REALTY INC

    3103 Seigneury Dr, Windermere, FL 34786
  • /6

    $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
  • /93

    $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
  • /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
  • /65

    $2,999,999

    • 5 Beds
    • 4.5 Baths
    • 5,005 Sq Ft

    12923 Water Point Blvd, Windermere, FL 34786

    Welcome to 12923 Water Point Blvd., a stunning lakefront estate nestled in the exclusive, man-guard gated community of Waterford Pointe in Windermere. This impressive residence offers over 5,000 square feet of luxurious living space with 4 bedrooms in the main home, including a spacious primary suite conveniently located on the first floor. Designed for both relaxation and entertaining, the home

    Kevin Sullivan LAKESIDE REALTY WINDERMERE INC

    12923 Water Point Blvd, Windermere, FL 34786
  • /69

    $1,695,000

    • 4 Beds
    • 6 Baths
    • 4,490 Sq Ft

    3130 Butler Bay Dr N, Windermere, FL 34786

    This one-of-a-kind estate in the gated Windermere Club combines timeless elegance with rare features seldom found in the area, including four garage bays—one of them separate from the rest, with an adjoining flex space that can serve as a gym, studio, or easily transform into private guest quarters or multigenerational living. A porte cochere and sweeping circular drive create a striking first

    Alex Vastardis COLDWELL BANKER REALTY

    3130 Butler Bay Dr N, 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
  • /15

    $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 RESIDENTIAL RE

    4226 Downeast Ln, Windermere, FL 34786
  • /98

    $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
  • /52

    $2,950,000

    • 4 Beds
    • 4 Baths
    • 3,479 Sq Ft

    5410 Bay Side Dr, Orlando, FL 32819

    Welcome to 5410 Bay Side Dr — a fully renovated showpiece by Davila Homes that offers the perfect blend of modern design, comfort, and resort-style outdoor living. One of the most beautiful sunsets you will ever see. With over $1M in renovations, this stunning Lake Front home feels like brand new, with sophisticated finishes and clean, contemporary lines throughout. Step inside to an inviting

    Agent Photo

    Fernanda Negromonte

    NOVA REAL ESTATE SERVICES INC

    (321) 351-3274

    5410 Bay Side Dr, Orlando, FL 32819
  • /62

    $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
  • /75

    $3,700,000

    • 4 Beds
    • 3 Baths
    • 5,365 Sq Ft

    2844 Marquesas Ct, Windermere, FL 34786

    Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living. Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the

    Dianna Desboyaux DOUGLAS ELLIMAN

    2844 Marquesas Ct, Windermere, FL 34786
  • /91

    $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
  • /95

    $4,925,000

    • 7 Beds
    • 8 Baths
    • 8,931 Sq Ft

    9575 Westover Roberts Rd, Windermere, FL 34786

    Discover “Bella Olivia”: a grand mediterranean estate perched high above Lake Olivia showcasing sweeping lake views, private gates, and an expansive luxury residence spanning over 8,900 square feet of living space across 7 bedrooms, including two primary suites, two guest apartments, garage space for 6 cars, an enormous screened enclosure with resort-style pool and spa, over 5.4 acres and no HOA.

    Rob Rahter STOCKWORTH REALTY GROUP

    9575 Westover Roberts Rd, Windermere, FL 34786
  • /9

    $1,500,000

    • Land
    • 1.2 Acres
    • $1,250,000 per Acre

    11947 Lake Butler Blvd, Windermere, FL 34786

    A rare opportunity awaits in Old Windermere, one of Central Florida’s most exclusive and timeless luxury enclaves. This 1.20-acre elevated corner homesite sits directly across from Lake Butler, offering commanding lake views, exceptional privacy, and a coveted position on the renowned Chain of Lakes. The seller states they have architectural plans prepared for a 14,354 sq ft custom estate. Buyer

    Garth Robertson RE/MAX PRIME PROPERTIES

    11947 Lake Butler Blvd, Windermere, FL 34786
  • /31

    $1,630,000

    • 3 Beds
    • 2 Baths
    • 2,238 Sq Ft

    11923 Lake Butler Blvd, Windermere, FL 34786

    Nestled on one of Windermere’s most desirable streets, this charming home offers a rare opportunity to enjoy small-town living on a beautifully wooded one-acre lot. The property features a welcoming covered entry with double doors that open into a light-filled foyer and spacious family room with soaring vaulted ceilings and a cozy wood-burning fireplace. The open-concept kitchen includes a large

    Michael Julian JULIAN PROPERTIES, INC.

    11923 Lake Butler Blvd, 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
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