14

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

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  • /61

    $1,799,000

    $100K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 3,555 Sq Ft

    68 N Park Ave, Winter Garden, FL 34787

    Experience the ultimate in luxury urban living at 68 N Park Ave, a stunning 3-story townhome with rooftop deck located in the heart of Historic Downtown Winter Garden. This sophisticated 4-bedroom, 4.5-bathroom residence offers over 3,500 sq. ft. of meticulously designed space, seamlessly blending modern elegance with the charm of the historic district. The open-concept main level features

    Agent Photo

    Mauro Costa

    VISTA CAY REALTY COMPANY

    68 N Park Ave, Winter Garden, FL 34787
  • /81

    $1,740,000

    New Construction Open House 8/01 $2M PRICE INCREASE
    • 5 Beds
    • 5.5 Baths
    • 4,977 Sq Ft

    17372 Glossy Pomelo Way, Winter Garden, FL 34787

    Price Improvement | One of Horizon West's Most Exclusive Luxury Lakefront Homes Luxury lakefront living at its absolute finest in the heart of Horizon West Ovation. This is a rare opportunity to own one of the most impressive homes in the entire community, now offered at a newly improved price. If you have been waiting for a home that combines luxury, space, privacy, breathtaking views, and

    Junior Pipo WRA BUSINESS & REAL ESTATE

    17372 Glossy Pomelo Way, Winter Garden, FL 34787
  • /65

    $1,765,000

    $44K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,784 Sq Ft

    906 Allendale Ln, Winter Garden, FL 34787

    Step into a custom residence where calmness, grace, and thoughtful design greet you from the moment you arrive. In the quiet part of community, overlooking peaceful pond views, this luxury home features an open, airy floor plan filled with natural light, upscale laminate planks throughout, large lot. The gourmet kitchen is a true centerpiece here, offering a commercial-grade hood ideal for

    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
  • /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
  • /88

    $1,849,000

    $46K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 4,641 Sq Ft

    8750 Bayview Crossing Dr, Winter Garden, FL 34787

    Virtually Staged. SPECTACULAR LAKEFRONT HOME 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 Ceilings, Tray Ceilings, 7 1⁄4”

    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
  • /82

    $1,949,900

    $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,837 Sq Ft

    15532 Avenue of the Arbors, Winter Garden, FL 34787

    .....LOCATION! LOCATION! LOCATION!.....LAKE HOME!.....PRIVATE DOCK!.....SALTWATER POOL!.....PRIMARY BEDROOM on MAIN!!!!!.....Gorgeous 5 bedroom. 4.5 bath home on Lake Hancock located in Hamlin Town Center. Upon entering, the home welcomes you with a bright, OPEN-CONCEPT design that seamlessly connects the main living areas, creating an ideal flow for entertaining and everyday living. Stunning

    Tina Carroll CHARLES RUTENBERG REALTY ORLANDO

    15532 Avenue of the Arbors, Winter Garden, FL 34787
  • /59

    $1,599,000

    $296K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,728 Sq Ft

    261 Zachary Wade St, Winter Garden, FL 34787

    COMPLETELY REMODELED WATERFRONT HOUSE WITH COVERED PRIVATE DOCK AND BOAT LIFT ON THE LARGEST LAKE IN CENTRAL FLORIDA!!!A highly energy-efficient house with owned solar panels ($30 monthly grid surcharge only vs. $500-600 electric bill before). The cost of solar panels is included in the purchase price, which can be reduced by $40K if the buyer assumes a solar panel loan at 3.49%. Experience

    Marina Kostic KELLER WILLIAMS EAGLE REALTY

    261 Zachary Wade St, 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
  • /74

    $1,599,999

    $31K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,376 Sq Ft

    9103 Morgana Ct, Winter Garden, FL 34787

    Nestled within one of Central Florida's most exclusive neighborhoods this stunning home offers the perfect blend of luxury, comfort, and effortless entertaining. Located on a quiet cul-de-sac street boasting 5 bedrooms, 4.5 baths, a large loft and open floor plan this home is designed for everyday living and seamless hosting! Step outside to your private resort style salt water pool and enjoy

    Lesa Dolan HAMMOND REALTY GROUP LLC

    9103 Morgana Ct, 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

Home Price Trends

Median Sale Price
$580,000
Median Single Family Sale Price
$589,900
Median Townhouse Sale Price
$441,000
Median 2 Bedroom Sale Price
$253,500
Median 1 Bedroom Sale Price
$213,750
Average Price Per Sq Ft
$271
Number of Homes for Sale
405
Last 12 months Home Sales
929
Months of Supply
5.20
Median List Price
$585,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
2%
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