37,207

Winter Garden, FL Homes

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  • /41

    $669,000

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    9723 Lost Creek Dr, Winter Garden, FL 34787

    Beautiful 4-bedroom, 3 bath water view home in Waterleigh, Horizon West’s Premier Community! Welcome to your next chapter in Waterleigh, where resort-style amenities and thoughtful design come together in one of Horizon West’s most desirable neighborhoods. This impeccably maintained 4-bedroom, 3-bath home offers 2,117 sq. ft. of single-story comfort, ideal for families, first-time buyers, or

    Ping Ma

    CHARLES RUTENBERG REALTY ORLANDO

    (321) 478-2658

    9723 Lost Creek Dr, Winter Garden, FL 34787
  • /23

    $2,195 per month

    • 2 Beds
    • 2 Baths
    • 1,023 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit B1, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 321-4968

    15000 Stratus Loop Unit B1, Winter Garden, FL 34787
  • /2

    $551,000 Sold Dec 11, 2025

    3286 Hanging Tide St, Winter Garden, FL 34787

    • 3 Beds
    • 2 Baths
    • 2,224 Sq Ft
    • Built 2021

    Last Sold Summary

    • $248/SF
    • 15 Days On Market

    Current Estimated Value $548,897

    Last Listing Agent Manny del Valle KELLER WILLIAMS WINTER PARK

    3286 Hanging Tide St, Winter Garden, FL 34787
    • /16

      Not Listed For Sale

      5014 Railroad Vine Aly, Winter Garden, FL 34787

      • 4 Beds
      • 2.5 Baths
      • 2,011 Sq Ft
      • Built 2025
      5014 Railroad Vine Aly, Winter Garden, FL 34787

      Last Sold Summary

      • $270/SF

      Last Sold Price $542,525

      Last Listing Agent Angela Camacho LA ROSA REALTY LLC

  • /76

    $2,950,000

    • 5 Beds
    • 5 Baths
    • 4,886 Sq Ft

    17737 Deer Isle Cir, Winter Garden, FL 34787

    Experience over an acre of elevated direct sunset lakefront luxury living on the naturally spring-fed waters of John’s Lake. Offered publicly for the first time, this fully custom estate represents a rare convergence of beauty, privacy and enduring design. Nearly 5,000 square feet of interior living space unfold effortlessly into an additional 1,000 square feet of exceptionally well-appointed

    Agent Photo

    Candace Cassidy

    PREMIER SOTHEBY'S INTL. REALTY

    (321) 241-3937

    17737 Deer Isle Cir, 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

    $685,000 Sold Dec 10, 2025

    2454 Black Lake Blvd, Winter Garden, FL 34787

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft
    • Built 2007

    Last Sold Summary

    • 5% Below List Price
    • $262/SF
    • 77 Days On Market

    Current Estimated Value $674,530

    Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

    2454 Black Lake Blvd, Winter Garden, FL 34787
    • /49

      Est $1,025,442 Not Listed For Sale

      17802 Hither Hills Cir, Winter Garden, FL 34787

      • 4 Beds
      • 3.5 Baths
      • 4,328 Sq Ft
      • Built 2024
      17802 Hither Hills Cir, Winter Garden, FL 34787

      Last Sold Summary

      • $237/SF
      • 308 Days On Market

      Last Sold Price $1,025,000

      Last Listing Agent Jay Love DR HORTON REALTY OF CENTRAL FLORIDA LLC

  • /38

    $290,000

    • 3 Beds
    • 3 Baths
    • 1,544 Sq Ft

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787

    Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished | Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort & Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style,

    Agent Photo

    Jose Carnero

    URBAN REAL ESTATE US

    (321) 492-0594

    14501 Grove Resort Ave Unit 3642, Winter Garden, FL 34787
  • /26

    $4,100 per month

    • 5 Beds
    • 4 Baths
    • 2,587 Sq Ft
    • House for Rent

    12763 Charmed Dr, Winter Garden, FL 34787

    Welcome to your SEMI-FURNISHED home in one of Winter Garden's most desirable communities! This property offers a perfect blend of comfort and convenience. Enjoy the benefit of A-rated schools right within the community—both the elementary and middle schools—with no need for additional transportation. Plus, the high school, just a short distance away, is also highly rated, making this an ideal

    Agent Photo

    Bruna Canesin Motta

    PRISTINE INTERNATIONAL REALTY LLC

    (321) 635-0278

    12763 Charmed Dr, Winter Garden, FL 34787
  • /2

    $2,500,000 Sold Nov 24, 2025

    340 Lakeview Rd, Winter Garden, FL 34787

    • 5 Beds
    • 5.5 Baths
    • 4,286 Sq Ft
    • Built 2022

    Last Sold Summary

    • 9% Below List Price
    • $583/SF
    • 114 Days On Market

    Current Estimated Value $2,416,428

    Last Listing Agent Kim Diaz CORCORAN PREMIER REALTY

    340 Lakeview Rd, Winter Garden, FL 34787
    • /58

      Est $471,457 Not Listed For Sale

      15503 Amberbeam Blvd, Winter Garden, FL 34787

      • 4 Beds
      • 2 Baths
      • 1,732 Sq Ft
      • Built 2002
      15503 Amberbeam Blvd, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $274/SF
      • 14 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Larry Spann SPANN & ASSOCIATES REAL ESTATE

  • /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
  • /46

    $4,400 per month

    • 5 Beds
    • 4.5 Baths
    • 3,165 Sq Ft
    • House for Rent

    12893 Harvest Rain Ave, Winter Garden, FL 34787

    Welcome to this stunning new construction single-family home located in a peaceful, well-established Winter Garden community—ideal for families seeking comfort, space, and quality of life from day one.This thoughtfully designed residence offers 5 bedrooms, 4.5 bathrooms, and a studio with French doors, providing exceptional flexibility and privacy for every member of the household. Open-concept

    Agent Photo

    Bruce Kalin

    JC FLORIDA REALTY LLC

    (321) 386-1715

    12893 Harvest Rain Ave, Winter Garden, FL 34787
  • /2

    $755,000 Sold Jan 09, 2026

    15165 Heron Hideaway Cir, Winter Garden, FL 34787

    • 5 Beds
    • 4 Baths
    • 4,258 Sq Ft
    • Built 2013

    Last Sold Summary

    • 6% Below List Price
    • $177/SF
    • 79 Days On Market

    Current Estimated Value $750,727

    Last Listing Agent Heather Unger, PA ACME REAL ESTATE FLORIDA LLC

    15165 Heron Hideaway Cir, Winter Garden, FL 34787
    • /27

      Est $294,311 Not Listed For Sale

      159 Deepcove Rd, Winter Garden, FL 34787

      • 2 Beds
      • 2.5 Baths
      • 1,236 Sq Ft
      • Built 2005
      159 Deepcove Rd, Winter Garden, FL 34787

      Last Sold Summary

      • $239/SF
      • 59 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Gisilene Moorman COLDWELL BANKER 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

    $2,850 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

    $705,000 Sold Jan 06, 2026

    2472 Baronsmede Ct, Winter Garden, FL 34787

    • 5 Beds
    • 3 Baths
    • 2,970 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Below List Price
    • $237/SF
    • 5 Days On Market

    Current Estimated Value $709,047

    Last Listing Agent Kristi Matthew CENTURY 21 CARIOTI

    2472 Baronsmede Ct, Winter Garden, FL 34787
    • /31

      Est $448,281 Not Listed For Sale

      15416 Blackbead St, Winter Garden, FL 34787

      • 3 Beds
      • 2.5 Baths
      • 1,853 Sq Ft
      • Built 2018
      15416 Blackbead St, Winter Garden, FL 34787

      Last Sold Summary

      • 2% Below List Price
      • $246/SF
      • 191 Days On Market

      Last Sold Price $456,500

      Last Listing Agent Alexandra Mateu BAHIA INTERNATIONAL REALTY

  • /55

    $1,799,000

    • 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
  • /43

    $4,500 per month

    • 5 Beds
    • 4 Baths
    • 3,800 Sq Ft
    • House for Rent

    15373 Lake Killarney Ct, Winter Garden, FL 34787

    Step into your dream home in the heart of Winter Garden! This brand-new beauty sits on a 3,700 sqft corner lot in a quiet cul-de-sac inside the sought-after Hamlin community. With 5 bedrooms, 4 bathrooms, a spacious bonus room, and a 2.5-car garage, fenced backyard, there’s plenty of room for family, guests, and more. The open gourmet kitchen comes with quartz countertops, sleek 42-inch cabinets,

    Agent Photo

    Sanjeev Malik

    EXP REALTY LLC

    (321) 490-4146

    15373 Lake Killarney Ct, Winter Garden, FL 34787
  • /2

    $347,000 Sold Nov 24, 2025

    1352 Scarlet Oak Loop, Winter Garden, FL 34787

    • 3 Beds
    • 2.5 Baths
    • 1,589 Sq Ft
    • Built 2013

    Last Sold Summary

    • 6% Below List Price
    • $218/SF
    • 4 Days On Market

    Current Estimated Value $349,705

    Last Listing Agent Stacy Coburn EXP REALTY LLC

    1352 Scarlet Oak Loop, Winter Garden, FL 34787
    • /17

      Est $525,449 Not Listed For Sale

      9014 Pinch Shot Dr, Winter Garden, FL 34787

      • 3 Beds
      • 2 Baths
      • 2,089 Sq Ft
      • Built 2018
      9014 Pinch Shot Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $258/SF
      • 2 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Junior Pipo WRA BUSINESS & REAL ESTATE

  • /36

    $590,000 Pending

    • 4 Beds
    • 4 Baths
    • 2,572 Sq Ft

    14512 Bahama Swallow Blvd, Winter Garden, FL 34787

    Under contract-accepting backup offers. No yard work as the HOA covers it for you! Welcome to this stunning 4-bedroom, 4-bathroom home at 14512 Bahama Swallow Boulevard in Winter Garden, Florida. This property sits on an extra large lot, providing endless possibilities for creating your perfect backyard retreat. Enter inside to discover extensive renovations throughout. The updated kitchen

    Agent Photo

    Deanna Meredith

    LUXE PROPERTIES LLC

    (321) 449-3575

    14512 Bahama Swallow Blvd, Winter Garden, FL 34787
  • /23

    $2,303 per month

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit B3, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 780-2776

    15000 Stratus Loop Unit B3, 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
    • /51

      Est $493,470 Not Listed For Sale

      Unlisted Address

      • 4 Beds
      • 3.5 Baths
      • 2,321 Sq Ft
      • Built 2019
      Unlisted Address

      Last Sold Summary

      • 3% Below List Price
      • $220/SF
      • 7 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Richard Lokhnauth RL LUXURY REAL ESTATE

  • /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
  • /23

    $1,852 per month

    • 1 Bed
    • 1 Bath
    • 873 Sq Ft
    • Apartment for Rent

    15000 Stratus Loop Unit A2, Winter Garden, FL 34787

    Prices, promotions, and availability are subject to change. Multiple floor plans available. Days on market is not specific to this current plan listed. Take the next step in life at Corban Horizon West. A place that draws inspiration from the warmth of the neighborhood and the endless possibilities that surround it, our homes offer a refreshing experience guaranteed to exceed your expectations

    Agent Photo

    AJ Rebhan

    THE APARTMENT BROTHERS LLC

    (321) 468-9559

    15000 Stratus Loop Unit A2, 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 $177,076

    Last Listing Agent Jackie Unterreiner CORCORAN CONNECT LLC

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

      Est $558,229 Not Listed For Sale

      9250 Cut Shot Dr, Winter Garden, FL 34787

      • 5 Beds
      • 3 Baths
      • 2,461 Sq Ft
      • Built 2018
      9250 Cut Shot Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 3% Below List Price
      • $234/SF
      • 144 Days On Market

      Last Sold Price $575,000

      Last Listing Agent peipei Qiao BAY STREET GROUP FLORIDA LLC

  • /58

    $749,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,956 Sq Ft

    15293 Night Heron Dr, Winter Garden, FL 34787

    Under contract-accepting backup offers. Welcome to this stunning 5-bedroom home with a spacious loft, perfectly positioned on a corner lot in the highly sought-after Summerlake community of Winter Garden. This beautifully designed residence features a bright and open floor plan, offering both comfort and functionality. At the heart of the home, the kitchen impresses with a large center island,

    Agent Photo

    Cui Li

    RATIO REAL ESTATE, LLC

    (321) 394-9809

    15293 Night Heron Dr, Winter Garden, FL 34787
  • /25

    $1,506 - $7,646 per month

    Halston Waterleigh

    1 - 3 Beds

    10091 Tuller Loop, Winter Garden, FL 34787

    Step into a world of luxury at Halston Waterleigh, an upscale community in Winter Garden, Florida. Experience exquisite design, abundant natural light, advanced technology, and endless comfort in your new home. Enjoy a vacation-like atmosphere daily with our heated saltwater pool, expansive fitness center, and a variety of additional top-tier amenities. Schedule your personal tour today and

    10091 Tuller Loop, 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 $697,218

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

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

      Est $677,990 Not Listed For Sale

      14891 Winter Stay Dr, Winter Garden, FL 34787

      • 4 Beds
      • 3 Baths
      • 2,662 Sq Ft
      • Built 2018
      14891 Winter Stay Dr, Winter Garden, FL 34787

      Last Sold Summary

      • 1% Below List Price
      • $257/SF
      • 128 Days On Market

      Last Sold Price $685,000

      Last Listing Agent Natsue Siqueira FLORIDA REALTY INVESTMENTS

  • /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
  • /41

    $3,200 per month

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft
    • House for Rent

    16719 Harper Cove Dr, Winter Garden, FL 34787

    Welcome to the Clearden model in the highly sought-after Waterleigh community in Winter Garden. This spacious 4-bedroom, 3.5-bathroom home sits on a premium corner lot and features a bright open-concept layout ideal for comfortable living and entertaining. The main level offers a guest bedroom with a private bathroom, perfect for visitors or a home office. The modern kitchen features granite

    Priscila Policarpo Attuy de Albuqu WRA BUSINESS & REAL ESTATE

    16719 Harper Cove Dr, 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 $452,883

    DRB Homes Parkview at Hamlin

    15274 Groveside Rd, Winter Garden, FL 34787
    • /76

      Est $739,369 Not Listed For Sale

      1620 Highbanks Cir, Winter Garden, FL 34787

      • 5 Beds
      • 4.5 Baths
      • 3,775 Sq Ft
      • Built 2018
      1620 Highbanks Cir, Winter Garden, FL 34787

      Last Sold Summary

      • 6% Above List Price
      • $185/SF
      • 298 Days On Market

      Last Sold Price $700,000

      Last Listing Agent Shaunda Hall GENSTONE REALTY

Showing Results 1 - 40, Page 1 of 18

Home Trends in Winter Garden, FL

Housing Trends

Median Sale Price
$570,011
Median Single Family Sale Price
$625,000
Median Townhouse Sale Price
$449,945
Median 2 Bedroom Sale Price
$230,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$269
Number of Homes for Sale
672
Last 12 months Home Sales
1,848
Months of Supply
4.40
Median List Price
$599,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-1%
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