14

Winter Garden, FL Homes for Sale under $2,000,000

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  • /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
  • /98

    $1,750,000

    • 4 Beds
    • 3.5 Baths
    • 3,388 Sq Ft

    7573 Green Mountain Way, Winter Garden, FL 34787

    Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre homesite, this beautifully designed residence offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and nearly 3,400 square feet of thoughtfully crafted living space with breathtaking water views.The open-concept floor

    Agent Photo

    Ursula Garcia Moraes

    PRISTINE INTERNATIONAL REALTY LLC

    7573 Green Mountain Way, Winter Garden, FL 34787
  • /81

    $1,639,900

    New Construction Open Sat 2PM - 5PM $2M PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 4,977 Sq Ft

    17372 Glossy Pomelo Way, Winter Garden, FL 34787

    RECENTLY REPOSITIONED | MOVE-IN READY | DIRECT LAKE ACCESSA rare opportunity to own a completed lakefront home with direct access to navigable Lake Star, combining a premium waterfront homesite, extensive upgrades and immediate availability.Completed in 2025, this residence offers approximately 4,977 sq. ft., 5 bedrooms, 5.5 bathrooms and a 4-car garage. The home sits on an

    Junior Pipo WRA BUSINESS & REAL ESTATE

    17372 Glossy Pomelo Way, Winter Garden, FL 34787
  • /50

    $1,725,000

    $84K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,784 Sq Ft

    906 Allendale Ln, Winter Garden, FL 34787

    Welcome home to calm, light-filled luxury on a peaceful pond in the sought-after golf cart district—just steps from the West Orange Trail and 3 miles to historic Downtown Winter Garden.This 4-bed, 3-bath custom home sits on a large lot and features an open, airy floor plan with upscale laminate flooring throughout. The gourmet kitchen is built to entertain: commercial-grade hood, gas range,

    Jurgita Blake CENTURY 21 CARIOTI

    906 Allendale Ln, Winter Garden, FL 34787
  • /96

    $1,600,000

    • 5 Beds
    • 5 Baths
    • 4,442 Sq Ft

    325 Crystal Wood Dr, Winter Garden, FL 34787

    Welcome to Winter Grove in the charming city of Winter Garden. Ideally located just 1.2 miles from Winter Garden Village and approximately 2.8 miles from Historic Downtown Winter Garden, this intimate gated community offers the perfect blend of luxury, convenience, and privacy. Featuring spacious homesites and no CDD, residents enjoy easy access to premier shopping, dining, entertainment, and

    Daniel Pavel WRA BUSINESS & REAL ESTATE

    325 Crystal Wood Dr, Winter Garden, FL 34787
  • /77

    $1,999,000

    $200K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 4,661 Sq Ft

    9110 Morgana Ct, Winter Garden, FL 34787

    Orlando Lakefront Luxury Residence with Private Dock on Lake Hickorynut, Resort-Style Pool & World-Class Location! Welcome to 9110 Morgana Court, an extraordinary waterfront residence offering the ultimate Florida luxury lifestyle just minutes from Disney, all the Orlando world-famous attractions, championship golf, premier shopping, fine dining, and international travel connections. Perfectly

    Alie Gattis MAINFRAME REAL ESTATE

    9110 Morgana Ct, Winter Garden, FL 34787
  • /40

    $1,775,000

    $525K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,629 Sq Ft

    17224 Old Country Ln, Winter Garden, FL 34787

    Priced to sell and ready to fall in love with. Welcome home to 17224 Old Country Lane. Tucked behind a private gate on over 2.3 sprawling acres, this completely renovated farmhouse-style retreat delivers the rare combination of space, privacy, and location that rarely comes together like this. With 6 bedrooms, 3.5 bathrooms, and 3,629 square feet of thoughtfully designed open-concept living all

    Kerstin Crow LOKATION

    17224 Old Country Ln, Winter Garden, FL 34787
  • /89

    $1,724,500

    $171K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,641 Sq Ft

    8750 Bayview Crossing Dr, Winter Garden, FL 34787

    Virtually Staged. BEST PRICED LAKEFRONT HOME in Winter Garden! Spectacular Views with 99 Feet of Shoreline! Start Enjoying LIFE ON THE LAKE in this Special Home built with the HIGHEST LEVEL OF UPGRADES! Enter this 4,641 sq ft Home with 5 Bedroom Suites and 6 Full Baths through a PRIVATE COURTYARD. Double Doors with Leaded Glass Welcome you to a life of LUXURY! First Floor has Soaring 12 Foot

    JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

    8750 Bayview Crossing Dr, Winter Garden, FL 34787
  • /77

    $1,550,000

    $50K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,733 Sq Ft

    16788 Muskgrass Dr, Winter Garden, FL 34787

    Stunning single-story luxury residence located in the highly desirable Lake Star at Ovation community in Winter Garden. Built in 2025 by M/I Homes, this expansive home offers over 4,700 sqft of heated living space with 5 bedrooms and 4.5 bathrooms, designed with a modern open-concept layout and high-end finishes throughout. The home features a spacious 3-car garage plus additional storage space,

    Pedro Vieira Neto MS LAND & BUILDING LLC

    16788 Muskgrass Dr, Winter Garden, FL 34787
  • /4

    $1,800,000

    $600K PRICE INCREASE
    • Land
    • 7.01 Acres
    • $256,776 per Acre

    1211 E Maple St, Winter Garden, FL 34787

    CITY OF WINTER GARDEN HAS APPROVED A NEW OVER LAY ALLOWING 10 UNITS PER GROSS ACRE HIGH DENSITY ZONING~THIS PART OF A BEAUTIFCATION OF EAST WINTER GARDEN AREA MAY ALLOW FOR ADDITTIONAL FINANCIAL INCENTIVES FOR THE DEVELOPER~THE PROPERTY IS 1.8 ACRES, ZONED FOR 10 UNITS PER ACRE, AND IS LOCATED ACROSS FROM THE AUTO AUCTION, ADJACENT TO THE CROWN, CORK AND SEAL, VERY CLOSE TO HIGH TECH INDUSTRIAL

    Christy Clark-Weber SOUTHERN HERITAGE REALTY, INC

    1211 E Maple St, Winter Garden, FL 34787
  • /78

    $1,675,000

    • 5 Beds
    • 3.5 Baths
    • 4,473 Sq Ft

    279 Zachary Wade St, Winter Garden, FL 34787

    An unparalleled lakefront opportunity in Downtown Winter Garden **Seize the rare chance to own a premier waterfront estate where the true value lies in the spectacular lot, private dock, and an enviable golf-cart lifestyle ** Launch your boat from your private lift for a scenic 30-minute cruise to Mt. Dora or take your golf cart just minutes away to the historic downtown Farmers’ Market and

    Andrew Philippone INDEPENDENCE REALTY GROUP LLC

    279 Zachary Wade St, Winter Garden, FL 34787
  • /54

    $1,800,000

    • 6 Beds
    • 4 Baths
    • 4,396 Sq Ft

    16945 W Phil C Peters Rd, Winter Garden, FL 34787

    TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for

    Dennis Conklin WINDERMERE COCOA BEACH CENTER

    16945 W Phil C Peters Rd, Winter Garden, FL 34787
  • /64

    $1,999,000

    Pre-Foreclosure
    • 6 Beds
    • 7 Baths
    • 5,248 Sq Ft

    16077 Barkly Ridge Ct, Winter Garden, FL 34787

    Built in 2024 and completely upgraded beyond builder standards, this 6-bedroom, 5-full-bath, 2-half-bath home in Avalon Ridge gives you the feel of a custom home without having to start from scratch. From the moment you walk in, you can see how much thought was put into every space. The home features custom woodwork, built-ins, upgraded flooring, designer lighting, window treatments, and fully

    Vivian Branco MS LAND & BUILDING LLC

    16077 Barkly Ridge Ct, Winter Garden, FL 34787
  • /88

    $1,950,000

    • 5 Beds
    • 6 Baths
    • 4,329 Sq Ft

    15680 Panther Lake Dr, Winter Garden, FL 34787

    Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an environment that caters to both entertaining and every day life. The first floor is open and has 2 sets of triple pane sliding glass doors that fully open to your personal oasis. Beyond the covered lanai

    Christina Cannon KELLER WILLIAMS CLASSIC

    15680 Panther Lake Dr, Winter Garden, FL 34787

Home Price Trends

Median Sale Price
$597,000
Median Single Family Sale Price
$645,500
Median Townhouse Sale Price
$424,990
Median 2 Bedroom Sale Price
$257,250
Median 1 Bedroom Sale Price
$212,000
Average Price Per Sq Ft
$278
Number of Homes for Sale
275
Last 12 months Home Sales
889
Months of Supply
3.70
Median List Price
$634,945
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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