37,464

Winter Garden, FL Homes

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  • /57

    $819,000

    • 4 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787

    Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort

    Agent Photo

    Tiago Fernandez PLLC

    MCO REALTY GROUP LLC

    (321) 677-7036

    5211 Citrus Leaf Blvd, Winter Garden, FL 34787
  • /67

    $3,000 per month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    16350 Hamlin View St, Winter Garden, FL 34787

    Introducing the Harbor Townhome at Hamlin RidgeStep into the Harbor Townhome, an inviting end unit located on a prime corner lot with no side neighbor to the right. This thoughtfully designed residence features 3 Bedrooms and 2.5 Baths, complemented by a spacious open first floor perfect for modern living and entertaining.Hamlin Ridge enjoys a superb location just off SR 429, placing you

    Agent Photo

    Mayco Sampaio

    WEBB FLORIDA REALTY LLC

    (321) 359-7439

    16350 Hamlin View St, Winter Garden, FL 34787
  • /20

    $784,989 Sold Feb 25, 2026

    13374 Peaceful Melody Dr, Winter Garden, FL 34787

    • 4 Beds
    • 3.5 Baths
    • 3,076 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $255/SF
    • 33 Days On Market

    Dream Finders Homes Serenade at Ovation - Single Family Homes

    13374 Peaceful Melody Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      753 Sandy Bar Dr, Winter Garden, FL 34787

      • 5 Beds
      • 2.5 Baths
      • 3,021 Sq Ft
      • Built 2016
      753 Sandy Bar Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $218/SF
      • 5 Days On Market
      • Last Sold Price $660,000
      • Apr 28, 2025

      Last Listing Agent Catia Holz EMPIRE NETWORK REALTY

  • /60

    $799,990 Open Sat 11AM - 2PM

    • 5 Beds
    • 3 Baths
    • 3,493 Sq Ft

    940 Marsh Reed Dr, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. Seller offering BUYER CREDIT TOWARDS BUYERS CLOSING COSTS OR RATE BUY DOWN! Welcome to 940 Marsh Reed Drive, a beautifully upgraded 5 bedroom, 3 bathroom, SOLAR HEATED POOL HOME offering just under 3,500 square feet of well-designed living space in the highly sought-after Johns Lake Pointe community! Additional OFFICE and LOFT / BONUS ROOM. Solar

    Agent Photo

    Andrew Kincaid

    BHHS FLORIDA REALTY

    (321) 515-5503

    940 Marsh Reed Dr, Winter Garden, FL 34787
  • /21

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,636 Sq Ft
    • Townhouse for Rent

    15621 Water Spring Blvd, Winter Garden, FL 34787

    Welcome to your dream home in the master planned community of Storey Grove! Minutes from Downtown WINTER GARDEN, this stunning 3-Bedroom, 2 1/2 Bath, 2 car garage Townhome property is situated just minutes from world class theme parks and attractions. Enjoying local restaurants and shopping just a short drive away. Love the outdoors? Slow down the pace and explore nearby parks and farmer's

    Agent Photo

    Cheryl Rozanski

    JC FLORIDA REALTY LLC

    (321) 616-7158

    15621 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $162,000 Sold Jan 23, 2026

    1009 Stucki Terrace, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 984 Sq Ft
    • Built 1987

    Last Sold Summary

    • 14% Below List Price
    • $165/SF
    • 4 Days On Market

    Current Estimated Value $169,510

    Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

    1009 Stucki Terrace, Winter Garden, FL 34787
    • /2

      Est $458,587 Not Listed For Sale

      15407 Blackbead St, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 1,730 Sq Ft
      • Built 2015
      15407 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $259/SF
      • 37 Days On Market
      • Last Sold Price $448,000
      • Apr 29, 2025

      Last Listing Agent Kimberley Beaudry ORLANDO REGIONAL REALTY

  • /59

    $2,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    2827 Sanctuary Ln, Winter Garden, FL 34787

    Great Opportunity that you wont find in winter garden 9 acres available for you. Home has been remodeled and can be build home at every 4 acres . You can build your dream home , no hoa.

    Agent Photo

    Elaine Garcia

    GARCIA REALTY GROUP

    (321) 220-3175

    2827 Sanctuary Ln, Winter Garden, FL 34787
  • /36

    $2,725 per month

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft
    • Townhouse for Rent

    15609 Water Spring Blvd, Winter Garden, FL 34787

    Welcome to your dream home in the highly sought-after, master-planned community of Storey Grove, perfectly located just minutes from Downtown Winter Garden. This beautifully maintained 3-bedroom, 2.5-bath townhome with a 2-car garage offers the ideal blend of comfort, convenience, and resort-style living. Enjoy being close to world-class theme parks, top-rated dining, boutique shopping, local

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 989-6472

    15609 Water Spring Blvd, Winter Garden, FL 34787
  • /2

    $680,000 Sold Mar 02, 2026

    8013 Bowery Dr, Winter Garden, FL 34787

    • 4 Beds
    • 2 Baths
    • 2,115 Sq Ft
    • Built 2015

    Last Sold Summary

    • 6% Below List Price
    • $322/SF
    • 25 Days On Market

    Current Estimated Value $689,958

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    8013 Bowery Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      16908 Hamlin Oasis Loop, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,836 Sq Ft
      • Built 2024
      16908 Hamlin Oasis Loop, Winter Garden, FL 34787

      Last Sold Summary

      • $291/SF
      • 40 Days On Market
      • Last Sold Price $535,000
      • Apr 23, 2025

      Last Listing Agent Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  • /31

    $499,990

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft

    648 Orange Belt Loop, Winter Garden, FL 34787

    Welcome to your opportunity to own in one of the most desirable locations near downtown Winter Garden—just off iconic Heritage at Plant Street in GOLF CART DISTRICT. This beautiful 3-bedroom, 2.5-bath home offers nearly 1,700 square feet of thoughtfully designed living space in an unbeatable setting. Step inside to an expansive great room featuring stylish wood-look tile and an open-concept

    Agent Photo

    Milinda Knollinger

    CORCORAN CONNECT LLC

    (321) 381-3214

    648 Orange Belt Loop, Winter Garden, FL 34787
  • /24

    $1,655 - $2,225 total monthly price

    Prose Horizons Village

    1 - 2 Beds

    16810 Easthampstead Rd, Winter Garden, FL 34787

    Welcome home to Prose Horizons Village, a brand-new multifamily community located in Winter Garden, FL. Our spacious one and two-bedroom apartment homes feature modern stainless steel appliances, walk-in closets, dining-sized kitchen islands, premium plank flooring throughout, and full-sized washers and dryers in every apartment home. With convenient, must-have amenities like a fitness center,

    16810 Easthampstead Rd, Winter Garden, FL 34787
  • /4

    $457,390 Sold Jan 26, 2026

    15274 Groveside Rd, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,846 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $248/SF
    • 24 Days On Market

    Current Estimated Value $458,032

    DRB Homes Parkview at Hamlin

    15274 Groveside Rd, Winter Garden, FL 34787
    • /2

      Est $485,055 Not Listed For Sale

      13560 Autumn Harvest Ave, Winter Garden, FL 34787

      • 3 Beds
      • 3 Baths
      • 1,785 Sq Ft
      • Built 2025
      13560 Autumn Harvest Ave, Winter Garden, FL 34787

      Last Sold Summary

      • $272/SF
      • 62 Days On Market
      • Last Sold Price $485,000
      • Apr 30, 2025

      Last Listing Agent Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

  • /55

    $1,699,000

    • 5 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    15606 Shorebird Ln, Winter Garden, FL 34787

    Located in the sought-after Lakeshore Preserve community of Winter Garden, this 5-bedroom, 4.5-bath, 4,300 sq ft luxury lake view home offers refined design and flexibility. The home features two primary suites, one on the main level and one upstairs, ideal for multigenerational living or hosting guests. From the moment you enter, refined finishes and an open layout set the tone, enhanced by a

    Agent Photo

    Tiffany Pantozzi

    ALIGN REAL ESTATE LLC

    (321) 486-8329

    15606 Shorebird Ln, Winter Garden, FL 34787
  • /23

    $3,150 per month

    • 4 Beds
    • 3.5 Baths
    • 1,881 Sq Ft
    • Townhouse for Rent

    15190 Groveside Rd, Winter Garden, FL 34787

    Elegant Three-Story New Construction Townhouse for Rent in Winter Garden Experience modern living at its finest in this beautiful three-story new construction townhouse located in the highly desirable Winter Garden area. Designed with comfort and style in mind, this spacious home offers four bedrooms and an open-concept layout perfect for today’s lifestyle. The primary suite is a true retreat,

    Jessyka Dos Santos WRA BUSINESS & REAL ESTATE

    15190 Groveside Rd, Winter Garden, FL 34787
  • /37

    $750,000 Sold Mar 16, 2026

    13007 Harvest Rain Ave, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 2,837 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 4% Below List Price
    • $264/SF
    • 12 Days On Market

    Taylor Morrison Harvest at Ovation

    13007 Harvest Rain Ave, Winter Garden, FL 34787
    • /2

      Est $540,451 Not Listed For Sale

      705 Walkers Grove Ln, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 1,951 Sq Ft
      • Built 2015
      705 Walkers Grove Ln, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $279/SF
      • 79 Days On Market
      • Last Sold Price $545,000
      • May 01, 2025

      Last Listing Agent Jonathan Fadoul SERHANT

  • /56

    $525,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 2 Baths
    • 2,049 Sq Ft

    14834 Bahama Swallow Blvd, Winter Garden, FL 34787

    Welcome to this well maintained home in the highly sought after community of Summerlake in Horizon West, known for its convenient access to shopping, dining, parks, and major roadways. This property offers a thoughtful layout with an open concept design connecting the kitchen, living, and dining areas, creating a comfortable space for everyday living and entertaining. The interior has been

    Agent Photo

    Vanessa Scotland, PA

    SERHANT

    (689) 225-3569

    14834 Bahama Swallow Blvd, Winter Garden, FL 34787
  • /101

    $1,564 - $2,683 per month

    Vida Winter Garden

    1 - 3 Beds

    1223 E Plant St, Winter Garden, FL 34787

    Welcome to Vida Winter Garden, where modern living meets timeless charm. Nestled in the vibrant Gateway District of Winter Garden, our community offers a unique blend of luxury, convenience, and small-town warmth. With thoughtfully designed apartments, resort-style amenities, and easy access to local attractions, Vida Winter Garden is more than just a place to live—it's a place to thrive. Whether

    1223 E Plant St, Winter Garden, FL 34787
  • /2

    $520,000 Sold Nov 25, 2025

    9330 Meadow Hunt Way, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,072 Sq Ft
    • Built 2015

    Last Sold Summary

    • 13% Below List Price
    • $251/SF
    • 210 Days On Market

    Current Estimated Value $518,530

    Last Listing Agent Alexia and Brian Boodram KELLER WILLIAMS ADVANTAGE III

    9330 Meadow Hunt Way, Winter Garden, FL 34787
    • /2

      Est $458,899 Not Listed For Sale

      15524 Blackbead St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,785 Sq Ft
      • Built 2017
      15524 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Above List Price
      • $255/SF
      • 86 Days On Market
      • Last Sold Price $455,000
      • Apr 30, 2025

      Last Listing Agent Liza Farzati SERHANT

  • /20

    $496,000

    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    115 Zachary Wade St, Winter Garden, FL 34787

    One or more photo(s) has been virtually staged. In the heart of Winter Garden’s beloved Golf Cart District just moments from the charm of Plant Street where the scent of roasted coffee drifts through the air and neighbors wave as they roll past on their way to the Saturday morning Farmers Market lies a hidden gem tucked inside the gated lakeside community of Lakeview Reserve. The West Orange

    Agent Photo

    Carmelo Nuccio

    RE/MAX EXCLUSIVE COLLECTION

    (321) 895-9364

    115 Zachary Wade St, Winter Garden, FL 34787
  • /25

    $2,990 per month

    • 4 Beds
    • 3 Baths
    • 2,341 Sq Ft
    • House for Rent

    5643 Enchanted Meadow, Winter Garden, FL 34787

    Brand new house in Parkside Trails. Never lived in, move-in ready!Open floor plan with LVP flooring throughout, white cabinets, and white countertops. Covered lanai, detached 1-car garage + driveway parking. Washer/dryer included.Only corner lot available in the community, extra privacy and yard space.HOA included in rent - community features pickleball & tennis courts now, with

    Poliana De Souza WRA BUSINESS & REAL ESTATE

    5643 Enchanted Meadow, Winter Garden, FL 34787
  • /11

    $761,929 Sold Nov 21, 2025

    13105 Faro Ct, Winter Garden, FL 34787

    • 4 Beds
    • 4 Baths
    • 3,285 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $232/SF
    • 30 Days On Market

    Current Estimated Value $710,337

    13105 Faro Ct, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      9362 Bolshoi Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,835 Sq Ft
      • Built 2024
      9362 Bolshoi Aly, Winter Garden, FL 34787

      Last Sold Summary

      • $243/SF
      • 60 Days On Market
      • Last Sold Price $444,990
      • Apr 28, 2025

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  • /58

    $2,799,000

    • 3 Beds
    • 3.5 Baths
    • 3,041 Sq Ft

    9751 Quiet Ln, Winter Garden, FL 34787

    Encompassing five pristine acres, this exceptional compound offers a rare blend of privacy, craftsmanship, and refined outdoor living. Framed by mature oaks and approached by a picturesque, tree-lined drive, the property unfolds as a secluded retreat designed for casual entertaining and boundless enjoyment of serious hobbies and collections. At the heart is a 3,041-square-foot farmhouse rich in

    Agent Photo

    Judy Black

    UPSIDE REAL ESTATE INC

    (321) 364-3574

    9751 Quiet Ln, Winter Garden, FL 34787
  • /56

    $1,444 - $3,904 per month

    Integra Avalon

    1 - 3 Beds

    17825 Avalon Grove Loop, Winter Garden, FL 34787

    Experience the pinnacle of modern living at Integra Avalon, where every apartment blends sophistication and elegance. Nestled in the serene Four Corners Winter Garden, Florida, Integra Avalon embodies a refined lifestyle enhanced by premium amenities, state-of-the-art facilities, and a vibrant community atmosphere. Indulge in an unparalleled living experience where comfort and luxury seamlessly

    17825 Avalon Grove Loop, Winter Garden, FL 34787
  • /2

    $1,350,000 Sold Sep 08, 2025

    682 Canopy Estates Dr, Winter Garden, FL 34787

    • 4 Beds
    • 4.5 Baths
    • 3,645 Sq Ft
    • Built 2018

    Last Sold Summary

    • 4% Below List Price
    • $370/SF
    • 6 Days On Market

    Current Estimated Value $1,103,509

    Last Listing Agent Kevin Asenjo COLDWELL BANKER REALTY

    682 Canopy Estates Dr, Winter Garden, FL 34787
    • /2

      Est $431,429 Not Listed For Sale

      9356 Bolshoi Aly, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,693 Sq Ft
      • Built 2024
      9356 Bolshoi Aly, Winter Garden, FL 34787

      Last Sold Summary

      • $254/SF
      • 26 Days On Market
      • Last Sold Price $429,990
      • Apr 29, 2025

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  • /60

    $786,868

    • 5 Beds
    • 4.5 Baths
    • 3,324 Sq Ft

    14416 Travois Way, Winter Garden, FL 34787

    PRICE IMPROVEMENT! Experience luxury living in one of Winter Garden’s most desirable communities near Hwy 50 & Florida’s Turnpike—just 25 minutes to Downtown Orlando and 20 minutes to Disney. This upgraded Summerlin floor plan offers 5 bedrooms, 4.5 baths, and designer finishes throughout. The fully remodeled kitchen is the true centerpiece—featuring a stunning waterfall-edge island, new

    Agent Photo

    Carla Robles

    WATSON REALTY CORP

    (689) 306-1837

    14416 Travois Way, Winter Garden, FL 34787
  • /15

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • House for Rent

    14384 Braemar St, Winter Garden, FL 34787

    SPECIAL $300 OFF THE 1ST MO RENT - terms apply This Beautiful home is located in the Highland Ridge community in Winter Garden. The house features a family and dining room with a mix of laminate and carpet flooring, as well as stunning fixtures throughout. The open kitchen is equipped with stainless steel appliances, a breakfast bar, and a large pantry. The spacious master bedroom includes both a

    Nancy Guadagnino SPECIALIZED PROPERTY MANAGEMENT

    14384 Braemar St, Winter Garden, FL 34787
  • /2

    $728,900 Sold Mar 27, 2026

    15530 Orchid Rose Ct, Winter Garden, FL 34787

    • 2 Beds
    • 2 Baths
    • 2,871 Sq Ft
    • Built 2026

    Last Sold Summary

    • $254/SF

    Current Estimated Value $782,500

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    15530 Orchid Rose Ct, Winter Garden, FL 34787
    • /2

      Est $976,537 Not Listed For Sale

      16874 Muskgrass Dr, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 4,728 Sq Ft
      • Built 2024
      16874 Muskgrass Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Above List Price
      • $202/SF
      • 38 Days On Market
      • Last Sold Price $956,350
      • Apr 29, 2025

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

  • /32

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787

    Spacious 3-bedroom, 2-bath condo with an attractive traditional design and an open floor plan that makes daily living easy. The entry foyer with a closet is on the first floor, while all living spaces are located upstairs for added privacy. Features include built-in accents, a laundry room conveniently off the kitchen, and ceiling fans throughout. The community offers resort-style amenities

    Agent Photo

    Kristi Matthew

    CENTURY 21 CARIOTI

    (321) 529-3491

    330 Southern Pecan Cir Unit 204, Winter Garden, FL 34787
  • /60

    $1,668 - $3,335 per month

    The Haven at Lake Britt

    Studio - 3 Beds

    15145 Havencrest Cir, Winter Garden, FL 34787

    Stop and Smell the Savings! Let the Savings Bloom this May with 50% OFF 4 Months PLUS Look & Lease Bonus Worth $333! Move Fast Offer Varies By Floor Plan & Must Apply By 5/15.Now leasing luxury apartments and two-car garage townhomes for rent in Winter Garden, FL, near Disney! Discover The Haven at Lake Britt, a brand-new upscale apartment community surrounded by the peaceful beauty of Horizon

    15145 Havencrest Cir, Winter Garden, FL 34787
  • /31

    $469,990 Sold Oct 17, 2025

    15405 Hamlin Park Dr, Winter Garden, FL 34787

    • 3 Beds
    • 3.5 Baths
    • 2,072 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $227/SF
    • 16 Days On Market

    Current Estimated Value $473,032

    Ashton Woods Parkview at Hamlin

    15405 Hamlin Park Dr, Winter Garden, FL 34787
    • /2

      Not Listed For Sale

      16875 Muskgrass Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 1,857 Sq Ft
      • Built 2024
      16875 Muskgrass Dr, Winter Garden, FL 34787

      Last Sold Summary

      • $332/SF
      • 209 Days On Market
      • Last Sold Price $615,990
      • Apr 28, 2025

      Last Listing Agent Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$575,000
Median Single Family Sale Price
$625,000
Median Townhouse Sale Price
$449,995
Median 2 Bedroom Sale Price
$229,995
Median 1 Bedroom Sale Price
$227,500
Average Price Per Sq Ft
$270
Number of Homes for Sale
710
Last 12 months Home Sales
1,891
Months of Supply
4.50
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
0%
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