21

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

Section Image Section Image
  • /35

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 3,751 Sq Ft

    6533 Cartmel Ln, Windermere, FL 34786

    Welcome to The Reserve at Lake Butler Sound, one of Windermere's most prestigious 24-hour guard-gated luxury communities, where estate homes, tree-lined streets, and access to the renowned Butler Chain of Lakes create an unmatched lifestyle. Perfectly positioned on over half an acre at the end of a quiet cul-de-sac, this impeccably maintained 5-bedroom, 3.5-bath residence offers more than 3,750

    Agent Photo

    Milton James

    COLDWELL BANKER REALTY

    6533 Cartmel Ln, Windermere, FL 34786
  • /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
  • /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
  • /51

    $1,575,000

    Open Sat 12PM - 3PM $114K PRICE DROP
    • 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
  • /67

    $1,854,000

    $246K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 5,430 Sq Ft

    9057 Balmoral Mews Square, Windermere, FL 34786

    Located within the prestigious gated community of Balmoral Estates, this spectacular 6-bedroom, 5.5-bath 4 car garage luxury estate sits on an expansive 3⁄4-acre homesite and has been completely renovated with exceptional custom upgrades throughout. From the moment you arrive, the property makes a striking impression with a brand-new circular paver driveway centered around a dramatic custom water

    Ryan Rogers REAL BROKER, LLC

    9057 Balmoral Mews Square, Windermere, FL 34786
  • /63

    $1,875,000

    $75K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,489 Sq Ft

    13420 Bonica Way, Windermere, FL 34786

    Experience the Florida lifestyle in this stunning FULLY FURNISHED 5-Bed/4-Bath pool home on over 1/2-acre, with a welcoming open floor plan spanning 4,500 square feet, spectacular Theater Room, custom upgrades and designer accents throughout, and new dual-zoned AC system in August 2025 including Nest smart thermostat. Situated across from the community park and tennis on one of the best

    Frank Ferrell FERRELL REALTY, INC.

    13420 Bonica Way, Windermere, FL 34786
  • /78

    $1,850,000

    $50K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,196 Sq Ft

    6110 Keenes Pointe Dr, Windermere, FL 34786

    MAJOR PRICE IMPROVEMENT!!! Welcome to a truly exceptional custom home in Keene's Pointe, one of Windermere’s most sought-after guard-gated communities. Built by W. J. Sauerwine and set on a beautifully landscaped .43-acre homesite with mature oak trees, this residence offers a rare combination of privacy, thoughtful design, and extensive modern upgrades.This 4-bedroom plus office, 4-bath home

    Donna Calhoun KELLER WILLIAMS CLASSIC

    6110 Keenes Pointe Dr, 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
  • /36

    $1,649,000

    • 4 Beds
    • 4 Baths
    • 3,086 Sq Ft

    2617 Butler Bay Dr N, Windermere, FL 34786

    Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully

    Jenny Ramirez COLDWELL BANKER REALTY

    2617 Butler Bay Dr N, Windermere, FL 34786
  • /62

    $1,750,000

    $140K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,130 Sq Ft

    3013 Seigneury Dr, Windermere, FL 34786

    Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court with double pickleball courts (or tennis or basketball), set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of

    Rob Rahter STOCKWORTH REALTY GROUP

    3013 Seigneury Dr, Windermere, FL 34786
  • /77

    $1,825,000

    • 4 Beds
    • 4.5 Baths
    • 4,549 Sq Ft

    11226 Macaw Ct, Windermere, FL 34786

    The Ultimate Entertainer’s Dream Home. Welcome to this exceptional custom-built courtyard estate by Bill Sauerwine, offering 4 bedrooms, 4.5 bathrooms, and 4,549 square feet of luxurious living in the highly sought-after Windermere area. Designed for both grand entertaining and everyday comfort, this stunning residence centers around a private courtyard pool, creating a true indoor-outdoor

    Sean Hooke LAKESIDE REALTY WINDERMERE INC

    11226 Macaw Ct, Windermere, FL 34786
  • /55

    $1,595,000

    • 4 Beds
    • 4.5 Baths
    • 3,396 Sq Ft

    11832 Waterstone Loop Dr, Windermere, FL 34786

    Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering. Encompassing 3,396 square feet, the thoughtfully crafted floor plan features 4 bedrooms, 4 full bathrooms, and 1 half bath, all centered around a stunning private courtyard that

    Jay Martin CORCORAN PREMIER REALTY

    11832 Waterstone Loop Dr, Windermere, FL 34786
  • /57

    $1,569,000

    $28K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,486 Sq Ft

    11027 Hawkshead Ct, Windermere, FL 34786

    Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated 4-bedroom plus an office, 4 bath residence offering approximately 3,500 square feet of living space on a private 0.4-acre corner lot in the heart of Windermere, complete with 24 hour roving security. With extensive renovations completed between 2022 and 2026, this move-in-ready home combines luxury

    Justyna Tchorni KENNEDY REALTY GROUP LLC

    11027 Hawkshead Ct, Windermere, FL 34786
  • /59

    $1,795,000

    • 4 Beds
    • 4 Baths
    • 3,556 Sq Ft

    6241 Blakeford Dr, Windermere, FL 34786

    Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring

    Angela Durruthy KEENE'S POINTE REALTY

    6241 Blakeford Dr, Windermere, FL 34786
  • /30

    $1,890,000

    $35K 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
  • /21

    $1,650,000

    $150K PRICE INCREASE
    • Land
    • 13,939 Sq Ft
    • $5,156,250 per Acre

    212 W 1st Ave, Windermere, FL 34786

    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. There is an option to build a new home and boat dock, Permits have been approved to build a new modern home and 900sf covered

    Eric Powell HOME WISE REALTY GROUP, INC.

    212 W 1st Ave, Windermere, FL 34786
  • /55

    $1,799,999

    Open Sat 12PM - 2PM $150K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,969 Sq Ft

    7560 Blue Quail Ln, Orlando, FL 32835

    Located in the gated community of Havencrest in Orlando, this courtyard-style home offers privacy, space and scenic pond views with no rear neighbors. Positioned on one of the community's premier lots, the property overlooks a peaceful water setting that creates a tranquil backdrop for everyday living. Inside, the home features soaring ceilings, expansive windows and abundant natural light

    Erica Diaz HOMEVEST REALTY

    7560 Blue Quail Ln, Orlando, FL 32835
  • /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

    $1,575,000

    • 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
  • /11

    $1,675,000

    $550K PRICE DROP
    • Land
    • 1.2 Acres
    • $1,395,833 per Acre

    5727 Emerington Crescent, Orlando, FL 32819

    An exceptional opportunity to build your custom estate on this 1.20± acre vacant corner lot with lake views, located at Emerson Pointe at Bay Hill enclave. The property fronts Lake Tibet, the second-largest lake on the renowned Butler Chain of Lakes, offering privacy, prestige, and access to one of Central Florida’s most sought-after waterfront lifestyles. Lake views and frontage along Lake

    Bobby Luthra PROPERTY INVESTMENT BROKERS

    5727 Emerington Crescent, Orlando, FL 32819
How to Buy a Home How to Finance a Home How to Sell a Home