23

Lake Butler Orange, FL Homes for Sale under $2,000,000

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  • /30

    $1,545,000

    $50K PRICE DROP
    • Land
    • 2.12 Acres
    • $728,774 per Acre

    10948 Down Park Ln, Windermere, FL 34786

    LAST REMAINING LOT OF THE FOUR IN THIS EXCLUSIVE PRIVATE ESTATE LAKEFRONT COMMUNITY! Rare opportunity to build your dream home in the highly sought after Town of Windermere. This exceptional vacant homesite offers over 2.12 acres and is the largest buildable lot within this private gated enclave of only four estate properties, providing exceptional privacy and generous spacing between homes. The

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    10948 Down Park Ln, Windermere, FL 34786
  • /68

    $1,625,000

    $475K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,365 Sq Ft

    2450 Dahlgren Way, Winter Garden, FL 34787

    Rare Gated Lakefront Retreat with Grandfathered Boat Access on Lake Luntz Discover resort-style living in this one-of-a-kind gated lakefront home in the heart of Winter Garden. Nestled on a quiet, tree-lined cul-de-sac, this 5-bedroom, 5-bathroom, 4,365 Sq Ft home offers a smart layout designed for both everyday living and entertaining. The first-floor bedroom and full bath are ideal for guests

    Agent Photo

    Keegan Siegfried

    LPT REALTY, LLC

    2450 Dahlgren Way, Winter Garden, FL 34787
  • /67

    $1,849,000

    $251K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,430 Sq Ft

    9057 Balmoral Mews Square, Windermere, FL 34786

    UST REPOSITIONED TO SELL – One of Windermere's Best Luxury Values! This is your opportunity to own a spectacular, fully renovated luxury estate in the prestigious gated community of Balmoral Estates at an exceptional new price. Offering an extraordinary combination of elegance, quality craftsmanship, and extensive recent improvements, this turnkey residence delivers outstanding value in today's

    Ryan Rogers REAL BROKER, LLC

    9057 Balmoral Mews Square, Windermere, FL 34786
  • /98

    $1,750,000

    $49K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,297 Sq Ft

    2503 Butler Bay Dr N, Windermere, FL 34786

    Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a

    Simon Simaan THE SIMON SIMAAN GROUP

    2503 Butler Bay Dr N, Windermere, FL 34786
  • /43

    $1,755,000

    $5K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,219 Sq Ft

    1480 Hempel Ave, Windermere, FL 34786

    Welcome to this iconic Arthur Rutenberg custom estate offering 5 bedrooms, 4.5 baths, plus a private executive office with approximately 4,219 sq ft of refined living space on a rare 0.47-acre lot.Crafted with soaring ceilings, elegant tile flooring throughout the public areas, and rich hardwood floors in the bedrooms, custom millwork, plantation shutters, and designer marble and onyx

    Adriana Sanchez AROD PARTNERS REALTY

    1480 Hempel Ave, Windermere, FL 34786
  • /70

    $1,895,000

    • 4 Beds
    • 4.5 Baths
    • 2,868 Sq Ft

    930 East Blvd, Windermere, FL 34786

    Set along the shores of Lake Bessie in the heart of Downtown Windermere, this contemporary lakefront residence pairs clean architectural design with effortless single-story living. Completed in 2024, the home offers 2,868 square feet with four bedrooms, each featuring a private en-suite bath, along with a dedicated home office and an open-concept layout designed around the water views. Inside,

    Steve Healy CORCORAN PREMIER REALTY

    930 East Blvd, Windermere, FL 34786
  • /66

    $1,795,000

    $100K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 3,728 Sq Ft

    11051 Hawkshead Ct, Windermere, FL 34786

    Back on market due to buyer non-performance WITH PRICE ADJUSTMENT!! Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle.Set on an expansive half-acre homesite at

    Ken Pozek REAL BROKER, LLC

    11051 Hawkshead Ct, Windermere, FL 34786
  • /100

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    12417 Montalcino Cir, Windermere, FL 34786

    Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living.This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful

    Aziz Elbrak LA ROSA REALTY LLC

    12417 Montalcino Cir, Windermere, FL 34786
  • /55

    $1,599,000

    • 4 Beds
    • 4 Baths
    • 4,206 Sq Ft

    2113 Water Key Dr, Windermere, FL 34786

    Set along the shores of Lake Roberts within guard-gated Waterford Pointe, this four-bedroom, four-bath lakefront residence offers a rare opportunity to enjoy the quintessential Windermere waterfront lifestyle. With a private covered boat dock and direct access to the ski lake, the home is designed around both the water and effortless indoor-outdoor living. Inside, an expansive floor plan features

    Steve Healy CORCORAN PREMIER REALTY

    2113 Water Key Dr, Windermere, FL 34786
  • /84

    $1,785,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    8241 Tibet Butler Dr, Windermere, FL 34786

    Perfectly positioned on the 8th fairway of the renowned Golden Bear Golf Course in Keene's Pointe, this stunning Victorian estate offers timeless elegance, exceptional craftsmanship, and breathtaking golf course views. A grand foyer welcomes you with an impressive circular staircase, setting the stage for the home's sophisticated design and gracious living spaces.The gourmet kitchen is a

    Bob Guidice GOLFPARK PROPERTIES

    8241 Tibet Butler Dr, Windermere, FL 34786
  • /58

    $1,870,000

    • 6 Beds
    • 6.5 Baths
    • 5,140 Sq Ft

    7467 Lake Albert Dr, Windermere, FL 34786

    Welcome to lakefront living in Windermere! Set along the shores of Lake Burden, this impressive 6-bedroom, 6.5-bath home offers more than 5,100 square feet of living space, a 3-car garage, and a flexible layout designed for both everyday living and entertaining. Featuring the builder’s major upgrades and owned by just one owner since purchased directly from the builder, this home has been

    Ana Duarte Ferreira NOVA REAL ESTATE SERVICES INC

    7467 Lake Albert Dr, Windermere, FL 34786
  • /55

    $1,900,000

    $200K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 5,515 Sq Ft

    1238 Lake Whitney Dr, Windermere, FL 34786

    Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or

    Jason Crane JASON CRANE REAL ESTATE LLC

    1238 Lake Whitney Dr, Windermere, FL 34786
  • /59

    $1,549,000

    $48K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,486 Sq Ft

    11027 Hawkshead Ct, Windermere, FL 34786

    Back on market due to buyer non-performance. Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated luxury home in Windermere, FL offering 4 bedrooms, a dedicated office, 4 bathrooms, approximately 3,500 square feet, and a private 0.4-acre corner lot within one of Central Florida's premier guard-gated communities with 24-hour roving

    Justyna Tchorni KENNEDY REALTY GROUP LLC

    11027 Hawkshead Ct, Windermere, FL 34786
  • /73

    $1,995,000

    Open Sat 12PM - 3PM
    • 6 Beds
    • 6 Baths
    • 5,869 Sq Ft

    4282 Mckinnon Rd, Windermere, FL 34786

    Welcome to 4282 McKinnon Rd, a beautifully updated Windermere estate offering exceptional space, privacy, and flexibility on approximately 1.15 acres—with NO HOA. Featuring 6 bedrooms, 6 baths, nearly 5,900 square feet of living space, a private pool, and 3-car garage, this custom home combines an impressive floor plan with extensive recent improvements.Move-in ready and refreshed inside and

    Shelley Dawson COMPASS FLORIDA LLC

    4282 Mckinnon Rd, Windermere, FL 34786
  • /36

    $1,799,000

    $126K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,687 Sq Ft

    6560 Lake Burden View Dr, Windermere, FL 34786

    Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil

    Rob Rahter STOCKWORTH REALTY GROUP

    6560 Lake Burden View Dr, Windermere, FL 34786
  • /83

    $1,550,000

    • 6 Beds
    • 4.5 Baths
    • 4,525 Sq Ft

    5741 Oxford Moor Blvd, Windermere, FL 34786

    BACK ON THE MARKET!! Previous buyer was unable to complete the purchase. Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, Windermere, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive,

    Ana Bruder FLORIDA CONNEXION PROPERTIES

    5741 Oxford Moor Blvd, Windermere, FL 34786
  • /95

    $1,500,000

    • 5 Beds
    • 4 Baths
    • 3,656 Sq Ft

    17526 Black Rail St, Windermere, FL 34786

    An exceptional residence where refined design and effortless living converge. Meticulously remodeled throughout, the home welcomes you with bespoke modern woodwork gracing the foyer, living room, bedrooms, and loft — a testament to artisan-level craftsmanship rarely found at any price point. The loft has been reimagined as a private cinema, complete with a high-resolution projector, integrated

    Fernando Zucato CHARLES RUTENBERG REALTY ORLANDO

    17526 Black Rail St, Windermere, FL 34786
  • /20

    $1,650,000

    • 4 Beds
    • 2 Baths
    • 2,627 Sq Ft

    212 W 1st Ave, Windermere, FL 34786

    Virtually Staged. Positioned along the coveted Butler Chain of Lakes, this waterfront residence offers an exceptional opportunity in the Town of Windermere.Boasting approximately 65 feet of private frontage and a dedicated boat dock, the property captures sweeping views across Wauseon Bay. The current home is in good condition and ready to move in. The interior showcases a refined yet

    Eric Powell HOME WISE REALTY GROUP, INC.

    212 W 1st Ave, Windermere, FL 34786
  • /34

    $1,500,000

    • 5 Beds
    • 6.5 Baths
    • 5,312 Sq Ft

    13503 Lake Cawood Dr, Windermere, FL 34786

    5 Bed 6 bath custom built home in gated community, 1.02 acre lot with private well for all water supply, NO water or sewer bill. Private Basketball court, overside Pool and Spa, Outdoor Kitchen hookup, granite Counter tops, built in double stainless-steel Oven, built in range. Master Bedroom 1st floor. This house also contains 2 suites, 1 on 1st Floor and another located at the 2nd floor with

    Nicholas Horton BANNER INT'L REAL ESTATE

    13503 Lake Cawood Dr, Windermere, FL 34786
  • /38

    $1,985,000

    $215K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,228 Sq Ft

    1118 Estancia Woods Loop, Windermere, FL 34786

    A Masterpiece of Luxury Living in WindermereWelcome to an extraordinary custom estate in the prestigious gated community of Estancia atWindermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 inpost-construction upgrades, this exceptional 2019 residence is a true showpiece.Offering more than 4,230 square feet of beautifully designed living space, the

    Andrew Kincaid BHHS FLORIDA REALTY

    1118 Estancia Woods Loop, 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
  • /4

    $1,572,000

    $3K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,130 Sq Ft

    33 Main St, Windermere, FL 34786

    BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere

    Bruce Higgins SAND DOLLAR REALTY GROUP INC

    33 Main St, Windermere, FL 34786
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