+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
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    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 25, 2026 - OCT 25, 2026)

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602 Properties

602 Properties for Sale In Winter Garden

  • Newest Listings
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  • Baths (Most)
  • Beds (Most)
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FL >Winter Garden >
  • 16137 HAMPTON CROSSING DR, Winter Garden, FL 34787
    1/58 58
    Active

    $600,000

    3 Beds3 Baths2,040 SqFt

    16137 HAMPTON CROSSING DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Chelsea Nevius CHELSEA & COMPANY REALTY

    Stellar MLS

    READ MORE

  • 8091 BOWERY DR, Winter Garden, FL 34787
    1/36 36
    Active

    $585,000

    4 Beds3 Baths2,095 SqFt

    8091 BOWERY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Eliana Babbi KELLER WILLIAMS REALTY OF VERO

    Stellar MLS

    READ MORE

  • 15173 SUMMER HARVEST ST, Winter Garden, FL 34787
    1/50 50
    Active

    $625,000

    4 Beds4 Baths2,670 SqFt

    15173 SUMMER HARVEST ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Andre Grubert CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

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  • 16668 SANCTUARY DR, Winter Garden, FL 34787
    1/37 37
    Active

    $849,900

    4 Beds3 Baths2,528 SqFt

    16668 SANCTUARY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Ken Pozek REAL BROKER, LLC

    Stellar MLS

    READ MORE

  • 2036 PORTCASTLE CIR, Winter Garden, FL 34787
    1/43 43
    Active

    $424,900

    3 Beds3 Baths1,698 SqFt

    2036 PORTCASTLE CIR, Winter Garden, FL 34787

    Single Family Home

    Listed by Joshua Nogowski TAH FLORIDA LLC

    Stellar MLS

    READ MORE

  • 330 LAKE AMBERLEIGH DR, Winter Garden, FL 34787
    3D
    Active

    $509,900

    4 Beds2 Baths2,138 SqFt

    330 LAKE AMBERLEIGH DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Jayme Gottschall EXP REALTY LLC

    Stellar MLS

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  • 5074 BREEZY ACRES ST, Winter Garden, FL 34787
    1/63 63
    Active

    $1,159,900

    7 Beds5 Baths4,720 SqFt

    5074 BREEZY ACRES ST, Winter Garden, FL 34787

    Single Family Home

    Listed by David Johnston CREEGAN GROUP

    Stellar MLS

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  • 5751 NEW INDEPENDENCE Pkwy, Winter Garden, FL 34787
    1/32 32
    Active

    $399,000

    2 Beds3 Baths1,540 SqFt

    5751 NEW INDEPENDENCE Pkwy, Winter Garden, FL 34787

    Townhouse

    Listed by Brynden Fabiano THE AGENCY FL

    Stellar MLS

    READ MORE

  • 6158 MERIWETHER CRES, Winter Garden, FL 34787
    1/57 57
    Active

    $719,999

    4 Beds4 Baths2,877 SqFt

    6158 MERIWETHER CRES, Winter Garden, FL 34787

    Single Family Home

    Listed by Janie Scofield TOP TIER RESORT REALTY

    Stellar MLS

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  • 910 TROWMAN ALY, Winter Garden, FL 34787
    1/89 89
    Active

    $638,000

    3 Beds3 Baths1,650 SqFt

    910 TROWMAN ALY, Winter Garden, FL 34787

    Single Family Home

    Listed by Tina Amenhauser WATSON REALTY CORP

    Stellar MLS

    READ MORE

  • 128 N HIGHLAND AVE, Winter Garden, FL 34787
    3D
    Active

    $965,000

    4 Beds3 Baths2,325 SqFt

    128 N HIGHLAND AVE, Winter Garden, FL 34787

    Single Family Home

    Listed by Kurt Gunter DENIZ REALTY PARTNERS LLC

    Stellar MLS

    READ MORE

  • 13953 EASDALE ALY, Winter Garden, FL 34787
    1/25 25
    Active

    $499,900

    3 Beds3 Baths1,770 SqFt

    13953 EASDALE ALY, Winter Garden, FL 34787

    Townhouse

    Listed by Catarina Ferlin Farah NEWKEY REAL ESTATE LLC

    Stellar MLS

    READ MORE

  • 14931 PORTER RD, Winter Garden, FL 34787
    1/27 27
    Active

    $509,900

    3 Beds2 Baths1,801 SqFt

    14931 PORTER RD, Winter Garden, FL 34787

    Single Family Home

    Listed by Gilgra Valduz Sandoval MY REALTY GROUP, LLC.

    Stellar MLS

    READ MORE

  • 1118 MAIDENMOOR RD, Winter Garden, FL 34787
    1/36 36
    Active

    $460,000

    4 Beds2 Baths2,009 SqFt

    1118 MAIDENMOOR RD, Winter Garden, FL 34787

    Single Family Home

    Listed by Robert Schott TEAMCONNECT REALTY LLC

    Stellar MLS

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  • 14961 LEBEAU LOOP, Winter Garden, FL 34787
    1/79 79
    Active

    $899,000

    4 Beds4 Baths3,042 SqFt

    14961 LEBEAU LOOP, Winter Garden, FL 34787

    Single Family Home

    Listed by Elizandra Aguiar CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 17728 PORTER RD, Winter Garden, FL 34787
    1/3 3
    Active

    $449,990

    3 Beds3 Baths1,764 SqFt

    17728 PORTER RD, Winter Garden, FL 34787

    Townhouse

    Listed by Nancy Pruitt, PA OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS

    READ MORE

  • 3019 CHERRY ORCHARD LN, Winter Garden, FL 34787
    1/89 89
    Active

    $659,990

    4 Beds2 Baths2,115 SqFt

    3019 CHERRY ORCHARD LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Fernanda Oli Soares Santos de Oliveira WRA BUSINESS & REAL ESTATE

    Stellar MLS

    READ MORE

  • 16570 BARBOURS CREEK WAY, Winter Garden, FL 34787
    1/93 93
    Active

    $452,000

    3 Beds3 Baths1,567 SqFt

    16570 BARBOURS CREEK WAY, Winter Garden, FL 34787

    Townhouse

    Listed by Patricia Zimath, LLC CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 907 CELADON ST, Winter Garden, FL 34787
    1/56 56
    Active

    $2,495,000

    6 Beds6 Baths5,036 SqFt

    907 CELADON ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Kathryn King THE AGENCY FL

    Stellar MLS

    READ MORE

  • 2242 WINTERMERE POINTE DR, Winter Garden, FL 34787
    1/26 26
    Active

    $790,000

    5 Beds4 Baths3,381 SqFt

    2242 WINTERMERE POINTE DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Jim Middleton, Jr. NEXTHOME BEST RESULTS REAL ESTATE

    Stellar MLS

    READ MORE

  • 16614 WINGSPREAD LOOP, Winter Garden, FL 34787
    1/77 77
    Active

    $569,000

    3 Beds3 Baths2,372 SqFt

    16614 WINGSPREAD LOOP, Winter Garden, FL 34787

    Single Family Home

    Listed by Philip Bellacicco CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 8819 SONOMA COAST DR, Winter Garden, FL 34787
    3D
    Active

    $775,000

    4 Beds4 Baths3,327 SqFt

    8819 SONOMA COAST DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Chun Cai SPRING REALTY ONE LLC

    Stellar MLS

    READ MORE

  • 10750 PETRILLO WAY, Winter Garden, FL 34787
    1/32 32
    Open 10/24 10:30AM-12:30PM

    $629,000

    4 Beds3 Baths2,613 SqFt

    10750 PETRILLO WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Alexia Boodram KELLER WILLIAMS ADVANTAGE III

    Stellar MLS

    READ MORE

  • 14766 PEEKSKILL DR, Winter Garden, FL 34787
    3D
    Active

    $332,500

    2 Beds3 Baths1,406 SqFt

    14766 PEEKSKILL DR, Winter Garden, FL 34787

    Townhouse

    Listed by Lee Goldberg COLDWELL BANKER REALTY

    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