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Lake Butler Orange, FL Homes for Sale under $1,500,000

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  • /65

    $1,395,000

    $155K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,399 Sq Ft

    12411 Montalcino Cir, Windermere, FL 34786

    SELLER MOTIVATED!!! A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite

    Agent Photo

    Mauro Costa

    WILLIAM RAVEIS FLORIDA, LLC

    12411 Montalcino Cir, Windermere, FL 34786
  • /70

    $1,399,900

    • 5 Beds
    • 3 Baths
    • 3,356 Sq Ft

    2540 Hempel Cove Ct, Windermere, FL 34786

    Virtually Staged. Set on just over an acre in Windermere, this updated 5-bedroom, 3-bath pool home offers 3,356 square feet of living space, plus a separate flex/bonus room that can be used as a media room, game room, office or additional living space. Located on a cul-de-sac in Lake Down Cove, the property offers something increasingly hard to find in Windermere: an updated home with a private

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    2540 Hempel Cove Ct, Windermere, FL 34786
  • /69

    $1,200,000

    • 6 Beds
    • 4 Baths
    • 4,247 Sq Ft

    1812 Lake Roberts Landing Dr, Winter Garden, FL 34787

    Experience elevated living perfectly situated on a private conservation homesite with no rear neighbors in the gated community of Lake Roberts Landing in Winter Garden. This fully renovated luxury pool home offers an exceptional blend of privacy, elegance, and convenience in the heart of Winter Garden. Spanning over 4,200 square feet, this move-in-ready home features 6 bedrooms, 4 bathrooms, a

    Agent Photo

    Alexis Jacobsen

    EXP REALTY LLC

    1812 Lake Roberts Landing Dr, Winter Garden, FL 34787
  • /14

    $1,000,000

    • Land
    • 2.71 Acres
    • $369,004 per Acre

    11544 Willow Gardens Dr, Windermere, FL 34786

    Rare Waterfront Estate Opportunity in Windermere. Discover an exceptional opportunity to build your dream home on over 2.72 acres in the Willows at Lake Rhea community. This remarkable homesite offers approximately 150 feet of lake frontage and breathtaking water views from every angle.Enjoy the serenity of Lake Rhea in your backyard and a private pond in the front, creating a truly unique

    Agent Photo

    Cheryl Rozanski

    JC FLORIDA REALTY LLC

    11544 Willow Gardens Dr, Windermere, FL 34786
  • /49

    $1,100,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,787 Sq Ft

    1361 Whitney Isles Dr, Windermere, FL 34786

    Stunning residence with a private fenced backyard, located in the highly sought-after gated community of Belmere in Windermere, just minutes from the town center. Featuring 4 bedrooms, 4 bathrooms, and approximately 2,800 sq. ft. of air-conditioned living space, this home immediately captivates with its elegant Mediterranean architecture and lush tropical landscaping.Fully renovated this

    Gabriel Mantovani ALVES AND HOWELL REALTY

    1361 Whitney Isles Dr, Windermere, FL 34786
  • /41

    $1,450,000

    • 4 Beds
    • 4 Baths
    • 3,997 Sq Ft

    9548 Crown Prince Ln, Windermere, FL 34786

    Nestled on a rare half-acre lot in one of Windermere’s most sought-after communities, Windsor Hills, this FULLY RENOVATED luxury home delivers the ultimate move-in-ready, like-new lifestyle buyers are searching for. Featuring 4 spacious bedrooms, 4 beautifully updated bathrooms, and a highly desirable open-concept layout, every inch of this residence has been meticulously redesigned with today’s

    Dianna Desboyaux DOUGLAS ELLIMAN

    9548 Crown Prince Ln, Windermere, FL 34786
  • /47

    $1,350,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,929 Sq Ft

    1700 Lake Roberts Ct, Windermere, FL 34786

    Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the

    David Johnston CREEGAN GROUP

    1700 Lake Roberts Ct, Windermere, FL 34786
  • /76

    $1,130,000

    • 8 Beds
    • 5 Baths
    • 4,830 Sq Ft

    6152 Golden Dewdrop Trail, Windermere, FL 34786

    Spacious corner-lot residence offering 4,830 sq ft of living space with 8 bedrooms and 5 bathrooms across two levels. Two-story foyer with open staircase and abundant natural light. The kitchen features a large center island with granite countertops, breakfast bar seating, wood cabinetry, stainless steel appliances and pendant lighting, opening directly to the main living area. Fenced backyard.

    Vitor Silva VESTI LLC

    6152 Golden Dewdrop Trail, Windermere, FL 34786
  • /42

    $1,450,000

    $80K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,868 Sq Ft

    11015 Hawkshead Ct, Windermere, FL 34786

    Located within the guard gated community of Reserve at Lake Sound in Windermere, this beautifull 5-bedroom, 5-bath residence offers the perfect blend of elegance, comfort, and functionality. Featuring nearly 3,900 square feet of living space, the home showcases tall ceilings, travertine flooring throughout the main living areas, and thoughtful modern updates completed in recent years.A

    Julie Davis, LLC COLDWELL BANKER REALTY

    11015 Hawkshead Ct, Windermere, FL 34786
  • /57

    $1,390,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,487 Sq Ft

    12718 Windermere Isles Place, Windermere, FL 34786

    Spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance.Enjoy serene views of the expansive backyard from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living,

    Patricia Mascarenhas Bonina Zimath CHARLES RUTENBERG REALTY ORLANDO

    12718 Windermere Isles Place, Windermere, FL 34786
  • /6

    $1,200,000

    • Land
    • 1.13 Acres
    • $1,061,947 per Acre

    10984 Park Ridge Gotha Rd, Windermere, FL 34786

    A 1.13 acre custom home lot ready for your vision! Secluded yet close to everything Windermere has to offer! The lot has an existing driveway and iron gate with pillars. There is an onsite well. At one time there was a 12,000 sq ft house on this lot. Ready to build your family compound?

    Camilo Perez HOME SOLD REALTY LLC

    10984 Park Ridge Gotha Rd, Windermere, FL 34786
  • /44

    $1,090,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,646 Sq Ft

    8344 Bowden Way, Windermere, FL 34786

    Virtually Staged. One or more photo(s) was virtually staged. *** BRAND NEW ROOF AUG 2026 *** This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club. Built by David Weekley and proudly offered by its original owner, this 4-bedroom, 4-bathroom home offers 3,646 square feet of flexible living space,

    Immu Korvenmaa ALIGN REAL ESTATE LLC

    8344 Bowden Way, Windermere, FL 34786
  • /43

    $1,150,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,540 Sq Ft

    2009 Woody Dr, Windermere, FL 34786

    Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating

    Rebekkah Boskovich REVEL REALTY LLC

    2009 Woody Dr, Windermere, FL 34786
  • /61

    $1,318,000

    • 6 Beds
    • 4 Baths
    • 3,900 Sq Ft

    11768 Hampstead St, Windermere, FL 34786

    One or more photo(s) has been virtually staged. Nestled within the prestigious Enclave at Windermere, this stunning Mediterranean-style residence delivers the Florida luxury lifestyle in every detail — from the moment you step through the rustic wooden front door. Soaring 10-foot ceilings and large-format 24x24 white and grey-veined porcelain tile set the tone for the main level. To the right,

    Caroline De Castro Marcellini COMPASS FLORIDA, LLC

    11768 Hampstead St, Windermere, FL 34786
  • /48

    $1,288,999

    • 5 Beds
    • 4 Baths
    • 3,358 Sq Ft

    11524 Claymont Cir, Windermere, FL 34786

    *** One of the lowest $/SF in Keene's Pointe *** Welcome to this updated, move-in ready luxury home in Keene’s Pointe, one of Windermere’s premier 24-hour guard-gated golf communities and home to the Golden Bear Club. Offering 5 bedrooms, 4 bathrooms, and 3,358 square feet of living space, this beautifully upgraded residence combines luxury finishes, functional design, and an exceptional Central

    Immu Korvenmaa ALIGN REAL ESTATE LLC

    11524 Claymont Cir, Windermere, FL 34786
  • /100

    $1,490,000

    • 5 Beds
    • 4 Baths
    • 3,492 Sq Ft

    11339 Camden Park Dr, Windermere, FL 34786

    Luxury Pond-View Home in Keene’s Pointe – WindermereLocated in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings.The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas

    Martonio Pinto AMERICAN HORIZONS REALTY

    11339 Camden Park Dr, Windermere, FL 34786
  • /48

    $1,169,900

    $179K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft

    2230 Ridgewind Way, Windermere, FL 34786

    One or more photos has been virtually staged. ** Check out the photos to see the new improvements just completed in the kitchen and bonus room! ** Welcome to this updated and meticulously maintained home in the intimate, 64-home community of Estates of Windermere, where spacious rooms, thoughtful updates, and sought-after Florida living come together on a beautiful ½-acre fenced homesite backing

    Tim & Reenie Fru The Frush Team COLDWELL BANKER REALTY

    2230 Ridgewind Way, Windermere, FL 34786
  • /44

    $1,375,000

    $125K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 5,378 Sq Ft

    9527 Queensbury Ct, Windermere, FL 34786

    PRICE IMPROVEMENT!!!! UPDATED PHOTOS! Rare opportunity to purchase in the Windermere's Windsor Hill community on a quiet cul-de-sac. This spacious 5-bedroom home offers over 5,300 square feet of flexible living space designed for both everyday living and entertaining. Situated on nearly half an acre, the property features a functional layout with large gathering spaces, high ceilings, and plenty

    Tamar Hill THE PROPERTY PROS REAL ESTATE, INC

    9527 Queensbury Ct, Windermere, FL 34786
  • /48

    $1,250,000

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,887 Sq Ft

    6124 Foxfield Ct, Windermere, FL 34786

    Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living. Featuring 4 bedrooms, 3 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space, this residence showcases extensive hardwood flooring, upgraded cabinetry, granite

    Michael Julian JULIAN PROPERTIES, INC.

    6124 Foxfield Ct, Windermere, FL 34786
  • /57

    $1,275,000

    $125K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,427 Sq Ft

    1554 Lake Rhea Dr, Windermere, FL 34786

    Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space

    Adam Shuler, II PREMIER SOTHEBYS INT'L REALTY

    1554 Lake Rhea Dr, 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
  • /65

    $1,399,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,052 Sq Ft

    9119 Balmoral Mews Square, Windermere, FL 34786

    Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical

    Seana Abdelmajid LA ROSA REALTY BEACHES LLC

    9119 Balmoral Mews Square, 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
  • /59

    $1,395,000

    Coming Soon
    • 5 Beds
    • 4 Baths
    • 4,186 Sq Ft

    101 Lee St, Windermere, FL 34786

    Virtually Staged. Nestled in the heart of Windermere, and featuring more than $300,000 in recent improvements including a brand new roof September 2026, this character-rich home offers nearly 4,200 square feet of versatile living space just steps from Windermere's charming downtown. Situated on nearly half an acre, this five-bedroom, four-bath residence pairs distinctive architectural character

    Julie Bettosini STOCKWORTH REALTY GROUP

    101 Lee St, Windermere, FL 34786
  • /44

    $1,099,000

    $151K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,390 Sq Ft

    715 Magnolia St, Windermere, FL 34786

    A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding.An added highlight is the fully

    Robert Trien IRIS INTERNATIONAL

    715 Magnolia St, Windermere, FL 34786
  • /28

    $1,399,000

    $201K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,145 Sq Ft

    10370 Trout Rd, Orlando, FL 32836

    Price Improved – Motivated Seller. Completely reimagined and set on nearly half an acre in Orlando's highly sought-after 32836 zip code, this exceptional modern pool home offers a rare combination of privacy, architectural character, and an unbeatable Central Florida location. Nestled beside the Lake Butler Nature Preserve and just moments from the Butler Chain of Lakes and the Town of

    Chad Going SERHANT

    10370 Trout Rd, Orlando, FL 32836
  • /95

    $1,090,000

    • 4 Beds
    • 3 Baths
    • 2,842 Sq Ft

    1407 Hempel Ave, Windermere, FL 34786

    Welcome to this incredible investment opportunity located in one of the most desirable areas in Central Florida. This beautiful property offers the perfect combination of space, privacy, freedom, and location. Featuring 4 spacious bedrooms and 3 full bathrooms, this home sits on more than half an acre of land, giving you and your family the opportunity to truly enjoy comfort and outdoor

    Lina Abi Hanna De El Bonne MY REALTY GROUP, LLC.

    1407 Hempel Ave, Windermere, FL 34786
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