+1(407) 304-7461 chad@dthomesteam.com
LPT Realty | Dreamtown Homes Team
  • Orlando Neighborhoods
    1. Audubon Park
    2. West Lakes District
    3. Parramore
    4. City District (Downtown)
    5. College Park
    6. Curry Ford West
    7. Gateway District
    8. Ivanhoe Village
    9. Mills 50
    10. SODO
    11. The Milk District
    12. Thornton Park
    13. Baldwin Park
    14. The Packing District
  • Cities
    1. Altamonte Springs
    2. Celebration
    3. Davenport
    4. Doctor Phillips
    5. Horizon West
    6. Hunter's Creek
    7. Kissimmee
    8. Lake Nona
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    11. Sanford
    12. Winter Garden
    13. Winter Park
  • Buy/Sell
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WINTER GARDEN

Winter Garden is a charming and vibrant city known for its rich history and small-town atmosphere. Its historic downtown area, with brick-lined streets and preserved architecture, exudes a nostalgic charm. 

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MARKET SNAPSHOT FOR WINTER GARDEN

(SEP 23, 2026 - OCT 23, 2026)

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601 Properties

601 Properties for Sale In Winter Garden

  • Newest Listings
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  • Baths (Most)
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FL >Winter Garden >
  • 14791 FIELD DAISY DR, Winter Garden, FL 34787
    1/40 40
    Active

    $531,055

    3 Beds3 Baths1,992 SqFt

    14791 FIELD DAISY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    Stellar MLS

    READ MORE

  • 15231 GROVESIDE RD, Winter Garden, FL 34787
    3D
    Active

    $494,890

    3 Beds3 Baths1,881 SqFt

    15231 GROVESIDE RD, Winter Garden, FL 34787

    Townhouse

    Listed by Adam Schott DRB GROUP REALTY, LLC

    Stellar MLS

    READ MORE

  • 1539 HAWKESBURY CT, Winter Garden, FL 34787
    1/25 25
    Active

    $560,000

    3 Beds2 Baths2,304 SqFt

    1539 HAWKESBURY CT, Winter Garden, FL 34787

    Single Family Home

    Listed by Kyler Moreland REMAX SUNSTATE REALTY

    Stellar MLS

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  • 16513 SILVER BROOK WAY, Winter Garden, FL 34787
    3D
    Open Sat 10AM-12PM

    $879,000

    4 Beds4 Baths3,424 SqFt

    16513 SILVER BROOK WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by James Goodyear COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • 17326 WILD DAISY DR, Winter Garden, FL 34787
    1/22 22
    Active

    $722,222

    4 Beds3 Baths2,235 SqFt

    17326 WILD DAISY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS

    READ MORE

  • 17332 WILD DAISY DR, Winter Garden, FL 34787
    1/19 19
    Active

    $814,359

    4 Beds3 Baths3,038 SqFt

    17332 WILD DAISY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS

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  • 228 STANTON ESTATES CIR, Winter Garden, FL 34787
    1/47 47
    Active

    $1,395,000

    4 Beds4 Baths4,189 SqFt

    228 STANTON ESTATES CIR, Winter Garden, FL 34787

    Single Family Home

    Listed by Matt Merdian MERDIAN REALTY LLC

    Stellar MLS

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  • 24 W GARDEN AVE, Winter Garden, FL 34787
    1/64 64
    Open Sat 10AM-1PM

    $698,800

    4 Beds4 Baths2,110 SqFt

    24 W GARDEN AVE, Winter Garden, FL 34787

    Single Family Home

    Listed by Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    Stellar MLS

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  • 6403 ARGENT WOOD DRIVE, Winter Garden, FL 34787
    1/35 35
    Active

    $495,090

    4 Beds3 Baths1,847 SqFt

    6403 ARGENT WOOD DRIVE, Winter Garden, FL 34787

    Townhouse

    Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    Stellar MLS

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  • 8649 FLAGSHIP ALY, Winter Garden, FL 34787
    1/18 18
    Active

    $495,000

    3 Beds3 Baths1,685 SqFt

    8649 FLAGSHIP ALY, Winter Garden, FL 34787

    Single Family Home

    Listed by Caroline Perotti BELLA VIEW REALTY LLC

    Stellar MLS

    READ MORE

  • 10114 SALT POINT DR, Winter Garden, FL 34787
    3D
    Open Sun 12PM-3PM

    $395,000

    3 Beds3 Baths1,626 SqFt

    10114 SALT POINT DR, Winter Garden, FL 34787

    Townhouse

    Listed by Wenqin He KELLER WILLIAMS ADVANTAGE 2 REALTY

    Stellar MLS

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  • 923 COLIE ALY, Winter Garden, FL 34787
    1/27 27
    Active

    $595,000

    3 Beds3 Baths1,786 SqFt

    923 COLIE ALY, Winter Garden, FL 34787

    Single Family Home

    Listed by Tonya Giddens CFRP REALTY LLC

    Stellar MLS

    READ MORE

  • 9356 TYRELLA PINE TRL, Winter Garden, FL 34787
    1/37 37
    Active

    $495,000

    4 Beds3 Baths1,838 SqFt

    9356 TYRELLA PINE TRL, Winter Garden, FL 34787

    Single Family Home

    Listed by Andrea Pointon POINTON REALTY INC

    Stellar MLS

    READ MORE

  • 939 KYLEE ALY, Winter Garden, FL 34787
    3D
    Open Sat 12PM-2PM

    $659,900

    3 Beds3 Baths1,772 SqFt

    939 KYLEE ALY, Winter Garden, FL 34787

    Single Family Home

    Listed by Erica Diaz HOMEVEST REALTY

    Stellar MLS

    READ MORE

  • 15663 SIGNATURE DR, Winter Garden, FL 34787
    1/19 19
    Active

    $539,900

    6 Beds3 Baths2,714 SqFt

    15663 SIGNATURE DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Mingke Li MULTI CHOICE REALTY LLC

    Stellar MLS

    READ MORE

  • 10048 BEACH PORT DR, Winter Garden, FL 34787
    1/67 67
    Active

    $1,199,000

    5 Beds4 Baths3,910 SqFt

    10048 BEACH PORT DR, Winter Garden, FL 34787

    Single Family Home

    Listed by JoAnn Best CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 16387 TALIESIN ST, Winter Garden, FL 34787
    1/61 61
    Active

    $620,000

    3 Beds3 Baths2,130 SqFt

    16387 TALIESIN ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

    Stellar MLS

    READ MORE

  • 204 HARBOR DR, Winter Garden, FL 34787
    3D
    Active

    $579,000

    3 Beds2 Baths1,522 SqFt

    204 HARBOR DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Adam Judd METROPOLIS R.E. SOLUTIONS, LLC

    Stellar MLS

    READ MORE

  • 13211 LAKESHORE GROVE DRIVE, Winter Garden, FL 34787
    3D
    Active

    $699,000

    4 Beds4 Baths3,171 SqFt

    13211 LAKESHORE GROVE DRIVE, Winter Garden, FL 34787

    Single Family Home

    Listed by Charisma Marin CHARISMA REALTY CORP

    Stellar MLS

    READ MORE

  • 13557 PARKFIELD WAY, Winter Garden, FL 34787
    1/45 45
    Active

    $640,000

    4 Beds3 Baths2,350 SqFt

    13557 PARKFIELD WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Paula Dale PREMIER SOTHEBYS INT'L REALTY

    Stellar MLS

    READ MORE

  • 261 ZACHARY WADE ST, Winter Garden, FL 34787
    3D
    Active

    $1,500,000

    4 Beds4 Baths3,728 SqFt

    261 ZACHARY WADE ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Michael Kushner BALDWIN PARK REALTY LLC

    Stellar MLS

    READ MORE

  • 9766 AMBER CHESTNUT WAY, Winter Garden, FL 34787
    1/21 21
    Active

    $429,900

    3 Beds3 Baths1,937 SqFt

    9766 AMBER CHESTNUT WAY, Winter Garden, FL 34787

    Townhouse

    Listed by Ron Cardenas LPT REALTY, LLC

    Stellar MLS

    READ MORE

  • 12349 WESTFIELD LAKES CIR, Winter Garden, FL 34787
    1/36 36
    Open Sat 3PM-5PM

    $729,000

    5 Beds3 Baths2,777 SqFt

    12349 WESTFIELD LAKES CIR, Winter Garden, FL 34787

    Single Family Home

    Listed by Elizabeth Vermilya KELLER WILLIAMS ADVANTAGE REALTY

    Stellar MLS

    READ MORE

  • 1362 UNION CLUB DR, Winter Garden, FL 34787
    1/49 49
    Active

    $910,000

    3 Beds3 Baths1,822 SqFt

    1362 UNION CLUB DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Tracey McFadden OAK AVENUE REAL ESTATE LLC

    Stellar MLS

    READ MORE

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LPT Realty | Dreamtown Homes Team

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Chad Gibson, LLC
Chad Gibson
License ID: SL3471542
+1(407) 304-7461
chad@dthomesteam.com
924 N Magnolia Ave Suite 202 Unit #5373 Orlando, FL 32803

  • Orlando Neighborhoods
    1. Audubon Park
    2. West Lakes District
    3. Parramore
    4. City District (Downtown)
    5. College Park
    6. Curry Ford West
    7. Gateway District
    8. Ivanhoe Village
    9. Mills 50
    10. SODO
    11. The Milk District
    12. Thornton Park
    13. Baldwin Park
    14. The Packing District
  • Cities
    1. Altamonte Springs
    2. Celebration
    3. Davenport
    4. Doctor Phillips
    5. Horizon West
    6. Hunter's Creek
    7. Kissimmee
    8. Lake Nona
    9. Maitland
    10. Orlando
    11. Sanford
    12. Winter Garden
    13. Winter Park
  • Buy/Sell
    1. Search Listings
    2. Featured Listings
    3. Sell My Home
    4. Home Valuation
  • News
    1. Living In Orlando
    2. Market Snapshot
  • Contact Us
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

LPT Realty | Dreamtown Homes Team

Get My App

Chad Gibson, LLC
Chad Gibson
License ID: SL3471542
+1(407) 304-7461
chad@dthomesteam.com
924 N Magnolia Ave Suite 202 Unit #5373 Orlando, FL 32803

  • Orlando Neighborhoods
    1. Audubon Park
    2. West Lakes District
    3. Parramore
    4. City District (Downtown)
    5. College Park
    6. Curry Ford West
    7. Gateway District
    8. Ivanhoe Village
    9. Mills 50
    10. SODO
    11. The Milk District
    12. Thornton Park
    13. Baldwin Park
    14. The Packing District
  • Cities
    1. Altamonte Springs
    2. Celebration
    3. Davenport
    4. Doctor Phillips
    5. Horizon West
    6. Hunter's Creek
    7. Kissimmee
    8. Lake Nona
    9. Maitland
    10. Orlando
    11. Sanford
    12. Winter Garden
    13. Winter Park
  • Buy/Sell
    1. Search Listings
    2. Featured Listings
    3. Sell My Home
    4. Home Valuation
  • News
    1. Living In Orlando
    2. Market Snapshot
  • Contact Us
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility