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Winter Garden, FL Homes for Sale with In-Law Suite

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  • /53

    $1,065,000

    • 5 Beds
    • 6 Baths
    • 4,025 Sq Ft

    10472 Petrillo Way, Winter Garden, FL 34787

    Welcome to 10472 Petrillo Way in Winding Bay Preserve, one of Winter Garden’s most desirable communities in Horizon West. Built in 2022, this stunning K. Hovnanian Grayson Model sits on a premium corner, EAST-FACING lot with DISNEY FIREWORK VIEWS and the rare opportunity to watch Space Coast ROCKET LAUNCHES right from your front porch. This home offers 5 bedrooms, 6 bathrooms, a private office,

    Agent Photo

    Alexis Bress

    EXP REALTY LLC

    (321) 346-4225

    10472 Petrillo Way, Winter Garden, FL 34787
  • /71

    $1,499,999

    • 5 Beds
    • 7 Baths
    • 4,283 Sq Ft

    743 Canopy Estates Dr, Winter Garden, FL 34787

    BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is

    Sean Spencer PREMIER SOTHEBYS INT'L REALTY

    743 Canopy Estates Dr, Winter Garden, FL 34787
  • /17

    $613,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,780+ Sq Ft

    Wekiva Plan at Lake Star at Ovation - Avenue Collection, Winter Garden, FL 34787

    Fall in love with this 4 bedroom, 3 1⁄2 bath, with 2-car ally-load garage home. The Wekiva offers 3 elevations, each with various sized front porches and accents of stone, shutters, siding, or shaker shingles.

    M/I Homes Builder
    12025 Encore at Ovation Way Unit 36456346, Winter Garden, FL 34787
  • /42

    $648,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,225 Sq Ft

    TORREY Plan at Waterleigh, Winter Garden, FL 34787

    Waterleigh presents the Torrey, available to build in Winter Garden, Florida. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen

    D.R. Horton Builder
    10482 Atwater Bay Dr Unit 36202695, Winter Garden, FL 34787
  • /73

    $1,300,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,625 Sq Ft

    14255 Hampshire Bay Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. NEW ROOF (2025) ~ TWO NEW A/C UNITS (2024) ~ and a NEW WATER HEATER (2024) headline this exceptional LAKEFRONT ESTATE on Black Lake, where recent RENOVATIONS and thoughtful design have transformed the home into a must see retreat designed to impress! Ideally situated behind the gates of Bay Isle in Winter Garden, this remarkable home is the cherry

    Jennifer Wemert WEMERT GROUP REALTY LLC

    14255 Hampshire Bay Cir, Winter Garden, FL 34787
  • /19

    $539,950

    • 4 Beds
    • 3.5 Baths
    • 2,477 Sq Ft

    8220 Bayview Crossing Dr, Winter Garden, FL 34787

    BACK ON THE MARKET WITH A PRICE REDUCTION OF OVER $60,000 - NOW JUST $539,950! The best value in the neighborhood. Welcome to 8220 Bayview Crossing Drive, a beautifully updated 4-bedroom, 3.5-bath home in the highly desirable Waterleigh community of Winter Garden. Offering 2,477 square feet of thoughtfully designed living space, this home includes a versatile loft and a private first-floor suite.

    Camilo Perez HOME SOLD REALTY LLC

    8220 Bayview Crossing Dr, Winter Garden, FL 34787
  • /68

    $2,199,000

    • 4 Beds
    • 3.5 Baths
    • 3,101 Sq Ft

    2235 Kings Cove Point N, Winter Garden, FL 34787

    Be the first to experience this Waterfront Retreat. This uncompromising 4-bedroom, 3.5 bath is infused with character, luxury and style. This structurally engineered and well built design incorporates an incredibly strong foundation and a one of a kind multi level styled pool, spa and outside living area. This recently reimagined and updated home boasts a new tile roof and high end finishes

    Lisa Reed Engel & Volkers Clermont Orlando

    2235 Kings Cove Point N, Winter Garden, FL 34787
  • /31

    $740,000

    • 5 Beds
    • 4 Baths
    • 2,878 Sq Ft

    14345 Wabasso Loop, Winter Garden, FL 34787

    Located within the gated community of Tilden Place, this thoughtfully designed home offers exceptional flexibility and everyday comfort in one of Winter Garden’s most convenient locations. The main level features a private primary suite along with three additional bedrooms, including an en suite option ideal for guests, multigenerational living, or a home office. Upstairs, a spacious loft,

    Hilary Hall COMPASS FLORIDA LLC

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /37

    $734,500

    • 5 Beds
    • 4.5 Baths
    • 3,278 Sq Ft

    8807 Eden Cove Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. *Back on the market after upgrades* Designed for today’s lifestyle, this spacious residence offers over 3,200 square feet of thoughtfully designed living space — perfect for remote work, entertaining, and everyday comfort. With generous flex areas ideal for dual home offices and a first-floor bedroom with an adjacent full bath, the layout easily

    Robert Tau LPT REALTY, LLC

    8807 Eden Cove Dr, Winter Garden, FL 34787
  • /58

    $1,765,000

    • 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
  • /85

    $2,175,000

    • 5 Beds
    • 5 Baths
    • 4,139 Sq Ft

    16038 Johns Lake Overlook Dr, Winter Garden, FL 34787

    Discover lakefront luxury at its finest in the coveted community of Hickory Hammock - where peaceful water views greet you from both the front and back of this extraordinary Winter Garden residence. Perfectly positioned on the shimmering shores of Johns Lake, this home offers a rare blend of elegance, privacy, and resort-style living that feels like a vacation every single day.Step inside and

    Brad Gruber WHEATLEY REALTY GROUP

    16038 Johns Lake Overlook Dr, Winter Garden, FL 34787
  • /82

    $1,590,000

    • 5 Beds
    • 4.5 Baths
    • 4,258 Sq Ft

    16768 Sanctuary Dr, Winter Garden, FL 34787

    GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom

    Sidney Galloway GALLOWAY REAL ESTATE

    16768 Sanctuary Dr, Winter Garden, FL 34787
  • /59

    $489,000

    • 3 Beds
    • 3 Baths
    • 1,955 Sq Ft

    14010 Scarlet Aster Aly, Winter Garden, FL 34787

    Seller is offering a limited-time buyer incentive, including seller-paid closing costs or interest rate buy-down, to help reduce upfront and monthly expenses. Experience modern luxury in this beautifully crafted like new townhome by RockWell Homes. The Edison floor plan offers three spacious bedrooms, three stylish bathrooms, and a two car garage. Thoughtfully designed for comfort and outdoor

    Ana Afshin GERMEROTH REALTY LLC

    14010 Scarlet Aster Aly, Winter Garden, FL 34787
  • /80

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,706 Sq Ft

    13332 Suburban Terrace, Winter Garden, FL 34787

    Location, Location, Location! Welcome to 13332 Suburban Terrace, a stunning three-story contemporary home in the desirable city of Winter Garden, Florida. This residence offers 4 bedrooms and 3 bathrooms, combining comfort, functionality, and exceptional outdoor living. The first floor features a private in-law suite/studio with one bedroom, a full kitchen, and an open living/dining area—perfect

    Danilo Novak NOVAK REALTY CORP

    13332 Suburban Terrace, Winter Garden, FL 34787
  • /38

    $675,000

    • 4 Beds
    • 4 Baths
    • 2,722 Sq Ft

    10031 Bedtime Story Dr, Winter Garden, FL 34787

    ***Sellers willing to install or give a credit for a Refrigerator, Washer, and Dryer*** Welcome to 10031 Bedtime Story Drive—where comfort, convenience, and community come together in one incredible home. Perfectly positioned on a premium corner lot in the sought-after Storey Grove neighborhood, this spacious 4-bedroom, 4-bathroom residence offers over 2,700 square feet of upgraded living space

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    10031 Bedtime Story Dr, Winter Garden, FL 34787
  • /4

    $862,999 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,009 Sq Ft

    Waikiki Plan at Esplanade at McKinnon Groves 60' Lot-Adventure Series, Winter Garden, FL 34787

    Welcome to the 2-story Waikiki floor plan, a spacious and versatile home offering 4,009 square feet of inspired living. With 5 bedrooms, 4.5 bathrooms and a 3-car garage, this design perfectly blends comfort and functionality. On the first floor, enjoy a flex room near the entry, a convenient powder room and an open layout where the dining area, modern kitchen with an island, great room and

    Taylor Morrison Builder
    17705 Sedona St Unit 39548756, Winter Garden, FL 34787
  • /14

    $766,999 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,974 Sq Ft

    Bradley Plan at Esplanade at McKinnon Groves 60' Lot-Adventure Series, Winter Garden, FL 34787

    Welcome to the 1-story Bradley floor plan, a spacious and thoughtfully designed home offering 2,974 square feet, 4 bedrooms, 4.5 bathrooms and a 3-car garage. Off the entry, you’ll find two-bedroom suites with their own bathrooms. Continue into the heart of the home, where the expansive great room flows into the dining area, gourmet kitchen with an island and covered lanai—perfect for both

    Taylor Morrison Builder
    17705 Sedona St Unit 39548788, Winter Garden, FL 34787
  • /2

    $880,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,314 Sq Ft

    Essex Plan at Northlake at Ovation - Estate, Winter Garden, FL 34787

    The Essex is a two-story home offering four bedrooms, three full bathrooms, one half bathroom, and a three-car garage. The spacious second-floor primary suite includes a luxurious bathroom with an oversized shower. A large covered lanai offers peaceful views of the backyard, while the open-concept layout and ample storage throughout make this home both elegant and functional. Additional

    Ashton Woods Builder
    17551 Lake Star Rd Unit 36646276, Winter Garden, FL 34787

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$574,995
Median Single Family Sale Price
$625,450
Median Townhouse Sale Price
$447,990
Median 2 Bedroom Sale Price
$227,497
Median 1 Bedroom Sale Price
$228,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
668
Last 12 months Home Sales
1,862
Months of Supply
4.30
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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