23

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

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  • /56

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,795 Sq Ft

    17938 Hither Hills Cir, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Welcome to your dream home in one of Winter Garden’s most serene and sought-after communities! Tucked away on a quiet street overlooking Lake Apopka, this beautifully upgraded 4-bedroom, 3.5-bath residence offers both elegance and practicality—complete with a private mother-in-law suite and no rear neighbors.Key Features:Mother-in-law suite

    Agent Photo

    Vincent Cordaro

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    (321) 344-8411

    17938 Hither Hills Cir, Winter Garden, FL 34787
  • /60

    $2,750,000

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft

    340 Lakeview Rd, Winter Garden, FL 34787

    Welcome to your own private retreat in the heart of Downtown Winter Garden, just steps from the 22-mile West Orange Trail and nestled within the coveted Golf Cart District. This stunning single-story custom home offers the perfect blend of upscale living, natural beauty, and small-town charm. Set on an oversized fenced lot just under 1 acre, this turnkey estate features 5 bedrooms one with

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    Kim Diaz

    CORCORAN PREMIER REALTY

    (321) 321-8571

    340 Lakeview Rd, Winter Garden, FL 34787
  • /81

    $1,325,000

    • 4 Beds
    • 3 Baths
    • 3,654 Sq Ft

    703 Valencia Shores Dr, Winter Garden, FL 34787

    Wow! Lakefront home on Lake Apopka in the Golf Cart District in Winter Garden! Hurry to see this home with over 1.25 acres of property located on Lake Apopka, known for it's trophy size bass fishing! Enjoy the best of both worlds with lakefront living and driving your golf cart to downtown Winter Garden to enjoy the activities! This nicely landscaped property has a dock and gazebo by the water.

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    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 385-8350

    703 Valencia Shores Dr, Winter Garden, FL 34787
  • /38

    $774,900

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

    14345 Wabasso Loop, Winter Garden, FL 34787

    Price adjustment... Discover the charm of this incredible gated community home in Tilden Place, one of Winter Garden’s most sought-after neighborhoods. At first glance, you will notice a covered porch area ideal for some morning coffee. From the moment you step inside, you'll be captivated by the stunning home with 5 bedrooms and 4 full baths, 2 car garage and plenty of space for entertaining.

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    William Navarro

    CENTERGATE REALTY LLC

    (321) 467-7964

    14345 Wabasso Loop, Winter Garden, FL 34787
  • /38

    $1,090,000 Open Sun 1PM - 4PM

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

    10472 Petrillo Way, Winter Garden, FL 34787

    LEASE-PURCHASE OPTION AVAILABLE—flexible terms to fit your path to ownership. Welcome to 10472 Petrillo Way in the tranquil Winding Bay Preserve community of Winter Garden, a stunning K Hovnanian Grayson Model custom home meticulously designed to embody luxury living. Built in 2022, this spacious 5-bedroom, 6-bathroom home stands on a premier corner lot, featuring an expansive layout crafted for

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    Alexis Bress

    EXP REALTY LLC

    (321) 467-7710

    10472 Petrillo Way, Winter Garden, FL 34787
  • /9

    $879,990 New Construction

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

    Essex Plan at Northlake at Ovation - Northlake 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

    Builder Photo

    Ashton Woods

    Builder

    17551 Lake Star Rd Unit 36646276, Winter Garden, FL 34787
  • /35

    $746,990 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,719 Sq Ft

    Vallejo Plan at Horizon Isle, Winter Garden, FL 34787

    Private home office, perfect for telecommuting. Formal dining room for hosting dinner parties. Striking kitchen with center island and plenty of counter space. Spacious great room leading to covered patio. Extra Suite, perfect for guests or multi-generational families. Lavish primary suite with large primary bath and walk-in closet.

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    K. Hovnanian Homes

    Builder

    13214 Dendy Way Unit 36470734, Winter Garden, FL 34787
  • /15

    $800,990 New Construction

    • 5 Beds
    • 3 - 5 Baths
    • 3,610+ Sq Ft

    Newport Plan at Lake Star at Ovation - Cottage Collection, Winter Garden, FL 34787

    This 3,611 square foot Newport plan includes 5 bedrooms, 3 bathrooms, and a 3-car garage; this plan can be made into a dual owner's suite home. It offers additional in-room bathrooms for more privacy, as well as the ability to add extended lanai’s and second story balconies, maximizing your view or outdoor living space.

    Builder Photo

    M/I Homes

    Builder

    12025 Encore at Ovation Way Unit 36490633, Winter Garden, FL 34787
  • /3

    $1,020,990 New Construction

    • 4 - 5 Beds
    • 4.5 - 5.5 Baths
    • 4,761+ Sq Ft

    Lake Star Plan at Lake Star at Ovation, Winter Garden, FL 34787

    This home comes as a beautiful 2-story 4-bed, 4.5-bath with loft area, 4-car garage with covered lanai with sliding glass 8 ft. doors. To find out more about this home contact us today.

    Builder Photo

    M/I Homes

    Builder

    12025 Encore at Ovation Way Unit 36477589, Winter Garden, FL 34787
  • /83

    $1,389,000

    • 5 Beds
    • 4.5 Baths
    • 4,693 Sq Ft

    15716 Panther Lake Dr, Winter Garden, FL 34787

    Opportunity Awaits in the Sought-After Lakeshore Community!Welcome to the popular Maranello model by Toll Brothers—an impressive and luxurious two-story home nestled in the heart of Horizon West’s premier Lakeshore community. Boasting 4,693 square feet of thoughtfully designed living space, this elegant residence features 5 bedrooms, 4.5 bathrooms, and a multipurpose bonus room perfect for a

    Carmen Gonzalez, Pa HORIZON WEST REALTY

    15716 Panther Lake Dr, Winter Garden, FL 34787
  • /52

    $995,400

    • 5 Beds
    • 3.5 Baths
    • 3,588 Sq Ft

    14897 Ellingsworth Ln, Winter Garden, FL 34787

    Welcome to 14897 Ellingsworth Lane – A Spacious Retreat in Gated Oxford ChaseTucked away on a quiet cul-de-sac in the sought-after gated community of Oxford Chase, this stunning 5-bedroom, 4-bathroom home with a flex space ideal for a home office offers the perfect balance of elegance, function, and location. Built in 2018, the home features an open-concept layout, soaring ceilings, and a

    Soraya Tamaddon EMPIRE NETWORK REALTY

    14897 Ellingsworth Ln, Winter Garden, FL 34787
  • /49

    $1,380,000

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    17117 Heartwood Loop, Winter Garden, FL 34787

    Luxury estate with new roof and windows (2025), pool, acreage no HOA, and minutes from Disney! Welcome to your private paradise in the heart of Winter Garden, where luxury living meets country-style privacy on 5.3 fully fenced acres. This rare, move-in-ready five-bedroom, three-and-a-half-bath estate has been thoughtfully renovated and is in Avalon Estates, a gated community with no HOA and

    Linda O'Grady PREMIER SOTHEBYS INT'L REALTY

    17117 Heartwood Loop, Winter Garden, FL 34787
  • /57

    $1,300,000

    • 4 Beds
    • 4 Baths
    • 2,850 Sq Ft

    17561 Seidner Rd, Winter Garden, FL 34787

    A Peaceful place to come home to, in the middle of our busy communities. This lakefront home sits off Avalon and Seidner Road, that surrounds quiet Lake Avalon. Would you like to live in a lakefront home with breathtaking views and peaceful nature sounds? This home boasts just that on the 184 acre private Lake Avalon located in the equestrian community of Avalon Rural Settlement. This private

    Debbie Hauert FLORIDA REALTY INVESTMENTS

    17561 Seidner Rd, Winter Garden, FL 34787
  • /77

    $1,039,000

    • 5 Beds
    • 5 Baths
    • 4,324 Sq Ft

    2211 Rickover Place, Winter Garden, FL 34787

    Welcome to the luxurious lifestyle in the beautiful gated community of Bronson's Landing in Winter Garden. This magnificent estate boasts over 4300 Sqft that features 5 spacious bedrooms and 5 baths, ensuring ample space for both relaxation and entertainment. Upon entering through the 8’ double-entry doors, you are greeted by a 2 story grand foyer that opens up to the living room with a fireplace

    Amy Tam TAM REALTY SERVICES, INC.

    2211 Rickover Place, Winter Garden, FL 34787
  • /38

    $710,000 Open Fri 12PM - 6PM

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

    10031 Bedtime Story Dr, Winter Garden, FL 34787

    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 on a generous quarter-acre lot with a 2-car garage. Inside, you’ll find fresh updates

    Tyler Somers KELLER WILLIAMS REALTY AT THE PARKS

    10031 Bedtime Story Dr, Winter Garden, FL 34787
  • /88

    $1,925,000

    • 5 Beds
    • 5.5 Baths
    • 5,441 Sq Ft

    1224 Union Club Dr, Winter Garden, FL 34787

    EXQUISITE WATERFRONT RESIDENCE blends luxury and timeless Florida charm in award-winning Oakland Park. Enjoy spectacular lake views with two wrap-around decks, high ceilings which bathe the home in natural light, and elegant wood and tile flooring meticulously adjoined – all offering an exceptional lifestyle for those who love to entertain, relax and enjoy. The heart of the home features a CHEF’s

    Amy Moline EXP REALTY LLC

    1224 Union Club Dr, Winter Garden, FL 34787
  • /82

    $1,690,000

    • 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
  • /50

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,455 Sq Ft

    2019 Wintermere Pointe Dr, Winter Garden, FL 34787

    Open for offers on website. Welcome home to Winter Garden's gated Wintermere Pointe. This 4 Bedroom 3 bath home boasts a generous lot and ample setbacks from neighbors that is less common in sought after Winter Garden. Spacious split plan with well appointed screen enclosed pool & spa as a focal point. No rear neighbors and a tree shaded rear yard make this screen enclosed pool and spa a private

    Patrick D'Agostino GLORY INTL. REAL ESTATE CO

    2019 Wintermere Pointe Dr, Winter Garden, FL 34787
  • /10

    $698,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,654 Sq Ft

    Barrett Plan at Silverleaf Reserve, Winter Garden, FL 34787

    The main floor features an open kitchen island work area overlooking the dining room and spacious family room. Enjoy outdoor living on the covered porch or back lanai. First floor den and hobby room offer great workspaces.

    Builder Photo

    Meritage Homes

    Builder

    5115 Citrus Leaf Blvd Unit 37076728, Winter Garden, FL 34787
  • /17

    $604,990 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.

    Builder Photo

    M/I Homes

    Builder

    12025 Encore at Ovation Way Unit 36456346, Winter Garden, FL 34787
  • /14

    $876,990 New Construction

    • 4 - 5 Beds
    • 4.5 - 5.5 Baths
    • 4,475+ Sq Ft

    Newport Xl Plan at Lake Star at Ovation - Manor Series, Winter Garden, FL 34787

    At almost 5,000 sq. ft. you will be glad this home is built to Energy Star 3.1 building standards, making this home more energy efficient than homes just built to code, and it is backed by M/I Homes’ Transferable Structural Warranty. To learn more about this home schedule your personal tour today!

    Builder Photo

    M/I Homes

    Builder

    12025 Encore at Ovation Way Unit 36464383, Winter Garden, FL 34787

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$640,000
Median Townhouse Sale Price
$429,000
Median 2 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
199
Last 12 months Home Sales
1,816
Months of Supply
1.30
Median List Price
$579,900
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-7%
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