+1(407) 304-7461 chad@dthomesteam.com
LPT Realty | Dreamtown Homes Team
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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

(MAY 11, 2026 - JUN 10, 2026)

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559 Properties

559 Properties for Sale In Winter Garden

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FL >Winter Garden >
  • 110 WINDTREE LN #202, Winter Garden, FL 34787
    1/21 21
    New

    $219,900

    2 Beds2 Baths918 SqFt

    110 WINDTREE LN #202, Winter Garden, FL 34787

    Condo

    Listed by Jeff Dodds CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 11192 CARDING MILL LN, Winter Garden, FL 34787
    1/13 13
    New

    $761,497

    4 Beds4 Baths2,306 SqFt

    11192 CARDING MILL LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    Stellar MLS

    READ MORE

  • 12830 SUNSET WALK DR, Winter Garden, FL 34787
    1/3 3
    New

    $471,000

    3 Beds3 Baths1,857 SqFt

    12830 SUNSET WALK DR, Winter Garden, FL 34787

    Townhouse

    Listed by Dayene Grubert ORLANDO TBI REALTY LLC

    Stellar MLS

    READ MORE

  • 1338 UNION CLUB DR, Winter Garden, FL 34787
    1/47 47
    New

    $900,000

    4 Beds4 Baths2,637 SqFt

    1338 UNION CLUB DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Karen Albright OPENDOOR BROKERAGE LLC

    Stellar MLS

    READ MORE

  • 15143 BLUE PEACOCK LN, Winter Garden, FL 34787
    1/77 77
    New

    $595,000

    4 Beds3 Baths2,420 SqFt

    15143 BLUE PEACOCK LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Jorge Martinez, Jr KELLER WILLIAMS CLASSIC

    Stellar MLS

    READ MORE

  • 1520 MISTFLOWER LN, Winter Garden, FL 34787
    1/55 55
    New

    $489,000

    4 Beds2 Baths2,348 SqFt

    1520 MISTFLOWER LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Sami Warah REALNET FLORIDA REAL ESTATE

    Stellar MLS

    READ MORE

  • 5048 PALMETTO PARK DR, Winter Garden, FL 34787
    1/73 73
    New

    $990,000

    5 Beds5 Baths4,933 SqFt

    5048 PALMETTO PARK DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Jan Sample CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 611 SIGLER DR, Winter Garden, FL 34787
    1/13 13
    New

    $899,760

    4 Beds4 Baths2,432 SqFt

    611 SIGLER DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES

    Stellar MLS

    READ MORE

  • 636 SIGLER DR, Winter Garden, FL 34787
    1/13 13
    New

    $611,610

    3 Beds3 Baths1,634 SqFt

    636 SIGLER DR, Winter Garden, FL 34787

    Townhouse

    Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES

    Stellar MLS

    READ MORE

  • 642 MEDORA WAY, Winter Garden, FL 34787
    New

    $1,137,150

    4 Beds3 Baths3,109 SqFt

    642 MEDORA WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES

    Stellar MLS

    READ MORE

  • 6460 MAKRUT LIME DR, Winter Garden, FL 34787
    1/48 48
    New

    $869,000

    4 Beds4 Baths3,103 SqFt

    6460 MAKRUT LIME DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Jenny Mahet, PA WRA BUSINESS & REAL ESTATE

    Stellar MLS

    READ MORE

  • 650 MEDORA WAY, Winter Garden, FL 34787
    New

    $1,157,190

    4 Beds3 Baths2,902 SqFt

    650 MEDORA WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Tatiana Souza FLORIDA CONNEXION PROPERTIES

    Stellar MLS

    READ MORE

  • 1008 STUCKI TER, Winter Garden, FL 34787
    1/22 22
    New

    $215,000

    2 Beds2 Baths814 SqFt

    1008 STUCKI TER, Winter Garden, FL 34787

    Townhouse

    Listed by Gabriella Philippone INDEPENDENCE REALTY GROUP LLC

    Stellar MLS

    READ MORE

  • 14903 DRIFTWATER DR, Winter Garden, FL 34787
    1/59 59
    New

    $390,000

    3 Beds3 Baths1,745 SqFt

    14903 DRIFTWATER DR, Winter Garden, FL 34787

    Townhouse

    Listed by Eric Jia NUMBER 1 BROKER, LLC

    Stellar MLS

    READ MORE

  • 5024 PALMETTO PARK DR, Winter Garden, FL 34787
    1/50 50
    New

    $849,000

    4 Beds4 Baths3,061 SqFt

    5024 PALMETTO PARK DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Bruna Canesin Motta PRISTINE INTERNATIONAL REALTY LLC

    Stellar MLS

    READ MORE

  • 7687 BOWERY DR, Winter Garden, FL 34787
    1/40 40
    New

    $830,000

    5 Beds4 Baths3,179 SqFt

    7687 BOWERY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Brigida Lopez LA ROSA REALTY ORLANDO LLC

    Stellar MLS

    READ MORE

  • 7699 BOWERY DR, Winter Garden, FL 34787
    1/48 48
    New

    $1,130,000

    5 Beds5 Baths4,222 SqFt

    7699 BOWERY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Brigida Lopez LA ROSA REALTY ORLANDO LLC

    Stellar MLS

    READ MORE

  • 8220 BAYVIEW CROSSING DR, Winter Garden, FL 34787
    1/52 52
    Open Sat 11AM-1PM

    $550,000

    4 Beds4 Baths2,477 SqFt

    8220 BAYVIEW CROSSING DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Claire Fernando SERHANT

    Stellar MLS

    READ MORE

  • 2227 OAKINGTON ST, Winter Garden, FL 34787
    1/30 30
    New

    $489,990

    4 Beds2 Baths1,867 SqFt

    2227 OAKINGTON ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Milena Nunez REALTY ONE GROUP EVOLUTION

    Stellar MLS

    READ MORE

  • 16461 PRAIRIE SCHOOL DR, Winter Garden, FL 34787
    3D
    New

    $425,000

    4 Beds3 Baths1,768 SqFt

    16461 PRAIRIE SCHOOL DR, Winter Garden, FL 34787

    Townhouse

    Listed by Jhoana Loyo Urrutia LA ROSA REALTY LLC

    Stellar MLS

    READ MORE

  • 1701 E BAY ST, Winter Garden, FL 34787
    1/32 32
    New

    $295,000

    2 Beds2 Baths825 SqFt

    1701 E BAY ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

    Stellar MLS

    READ MORE

  • 7827 SKIING WAY, Winter Garden, FL 34787
    1/82 82
    New

    $4,900,000

    5 Beds7 Baths5,564 SqFt

    7827 SKIING WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Drew Ross LAKEFIELD REALTY GROUP LLC

    Stellar MLS

    READ MORE

  • 8768 SONOMA COAST DR, Winter Garden, FL 34787
    1/38 38
    New

    $890,000

    5 Beds5 Baths3,416 SqFt

    8768 SONOMA COAST DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Martha Leighton, PA MIHOUSE REALTY LLC

    Stellar MLS

    READ MORE

  • 11170 HOLLOW BAY DR, Winter Garden, FL 34787
    1/69 69
    Open Sat 12PM-2PM

    $578,000

    4 Beds4 Baths2,474 SqFt

    11170 HOLLOW BAY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    Stellar MLS

    READ MORE

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LPT Realty | Dreamtown Homes Team

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LPT Realty
Chad Gibson
+1(407) 304-7461
chad@dthomesteam.com

      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 District
      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

LPT Realty
Chad Gibson
+1(407) 304-7461
chad@dthomesteam.com

      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 District
      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