+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
    9. Maitland
    10. Orlando
    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 >
  • 9357 JAYWOOD RD, Winter Garden, FL 34787
    3D
    Active

    $475,900

    3 Beds2 Baths1,685 SqFt

    9357 JAYWOOD RD, Winter Garden, FL 34787

    Single Family Home

    Listed by Javin Lopez AVANTI WAY REALTY LLC

    Stellar MLS

    READ MORE

  • 13355 SUNNY RETREAT LN, Winter Garden, FL 34787
    1/60 60
    Active

    $874,000

    3 Beds3 Baths2,710 SqFt

    13355 SUNNY RETREAT LN, Winter Garden, FL 34787

    Single Family Home

    Listed by John Hart, PLLC PREMIER SOTHEBYS INT'L REALTY

    Stellar MLS

    READ MORE

  • 1750 STANDING ROCK CIR, Winter Garden, FL 34787
    1/61 61
    Active

    $640,000

    4 Beds3 Baths2,614 SqFt

    1750 STANDING ROCK CIR, Winter Garden, FL 34787

    Single Family Home

    Listed by Ariel Vargas EXP REALTY LLC

    Stellar MLS

    READ MORE

  • 2017 PORTCASTLE CIR, Winter Garden, FL 34787
    1/12 12
    Active

    $399,900

    3 Beds3 Baths1,857 SqFt

    2017 PORTCASTLE CIR, Winter Garden, FL 34787

    Single Family Home

    Listed by Valentina Vakhova LA ROSA REALTY KISSIMMEE

    Stellar MLS

    READ MORE

  • 301 VALENCIA CT, Winter Garden, FL 34787
    1/29 29
    Active

    $665,000

    4 Beds3 Baths2,029 SqFt

    301 VALENCIA CT, Winter Garden, FL 34787

    Single Family Home

    Listed by Britt Barnes WHITE WHALE REAL ESTATE

    Stellar MLS

    READ MORE

  • 16273 TALIESIN ST, Winter Garden, FL 34787
    1/45 45
    Active

    $565,000

    3 Beds3 Baths1,836 SqFt

    16273 TALIESIN ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Alma Williams LA ROSA REALTY KISSIMMEE

    Stellar MLS

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  • 2491 PRAIRIE VIEW DR, Winter Garden, FL 34787
    1/34 34
    Active

    $925,000

    5 Beds3 Baths3,739 SqFt

    2491 PRAIRIE VIEW DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC

    Stellar MLS

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  • 393 LAKE AMBERLEIGH DR, Winter Garden, FL 34787
    1/29 29
    Active

    $599,000

    3 Beds3 Baths2,684 SqFt

    393 LAKE AMBERLEIGH DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Matthew McKee COMPASS FLORIDA LLC

    Stellar MLS

    READ MORE

  • 6982 TWILIGHT BAY DR, Winter Garden, FL 34787
    1/50 50
    Active

    $475,000

    4 Beds3 Baths1,860 SqFt

    6982 TWILIGHT BAY DR, Winter Garden, FL 34787

    Townhouse

    Listed by Eric Campbell LPT REALTY, LLC

    Stellar MLS

    READ MORE

  • 7278 TWILIGHT BAY DR, Winter Garden, FL 34787
    3D
    Open Sun 2PM-4PM

    $599,000

    4 Beds2 Baths2,014 SqFt

    7278 TWILIGHT BAY DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Lee Goldberg COLDWELL BANKER REALTY

    Stellar MLS

    READ MORE

  • 14373 BREDA CENTER LOOP, Winter Garden, FL 34787
    1/58 58
    Active

    $543,000

    4 Beds3 Baths2,488 SqFt

    14373 BREDA CENTER LOOP, Winter Garden, FL 34787

    Single Family Home

    Listed by Yujie Jiang INTOP REALTY LLC

    Stellar MLS

    READ MORE

  • 17307 BAL HARBOUR DR, Winter Garden, FL 34787
    3D
    Open Sun 12PM-2PM

    $624,900

    3 Beds2 Baths2,123 SqFt

    17307 BAL HARBOUR DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Cleve Loveland LOVELAND PROPERTIES

    Stellar MLS

    READ MORE

  • 17428 HONEYBELL TANGELO CT, Winter Garden, FL 34787
    3D
    Open Sun 12PM-6PM

    $840,000

    5 Beds5 Baths3,501 SqFt

    17428 HONEYBELL TANGELO CT, Winter Garden, FL 34787

    Single Family Home

    Listed by Abigail Belchick OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS

    READ MORE

  • 5620 MANGROVE COVE AVE, Winter Garden, FL 34787
    1/47 47
    Active

    $910,000

    5 Beds4 Baths3,619 SqFt

    5620 MANGROVE COVE AVE, Winter Garden, FL 34787

    Single Family Home

    Listed by Julio Lopez JCL REALTY INC

    Stellar MLS

    READ MORE

  • 12086 SHINE VIEW LN, Winter Garden, FL 34787
    1/31 31
    Open Sun 12PM-6PM

    $487,500

    3 Beds3 Baths1,817 SqFt

    12086 SHINE VIEW LN, Winter Garden, FL 34787

    Townhouse

    Listed by Stephen Cline DR HORTON REALTY OF CENTRAL FLORIDA LLC

    Stellar MLS

    READ MORE

  • 15000 CANOPY COVER DRIVE, Winter Garden, FL 34787
    1/35 35
    Active

    $846,400

    3 Beds4 Baths2,861 SqFt

    15000 CANOPY COVER DRIVE, Winter Garden, FL 34787

    Single Family Home

    Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    Stellar MLS

    READ MORE

  • 2202 REDMARK LN, Winter Garden, FL 34787
    1/61 61
    Active

    $810,000

    5 Beds4 Baths3,344 SqFt

    2202 REDMARK LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Amy Chastain CHASTAIN REAL ESTATE COMPANY LLC

    Stellar MLS

    READ MORE

  • 15613 ORANGE HARVEST LOOP, Winter Garden, FL 34787
    1/25 25
    Active

    $410,000

    3 Beds3 Baths1,844 SqFt

    15613 ORANGE HARVEST LOOP, Winter Garden, FL 34787

    Townhouse

    Listed by David Fontana CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS

    READ MORE

  • 1422 BASIN ST, Winter Garden, FL 34787
    1/31 31
    Active

    $260,000

    4 Beds1 Bath880 SqFt

    1422 BASIN ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Patty Fuentes CARDINAL ROW REAL ESTATE

    Stellar MLS

    READ MORE

  • 2027 RICKOVER PL, Winter Garden, FL 34787
    3D
    Active

    $729,000

    5 Beds4 Baths3,078 SqFt

    2027 RICKOVER PL, Winter Garden, FL 34787

    Single Family Home

    Listed by Chris Creegan CREEGAN GROUP

    Stellar MLS

    READ MORE

  • 2157 WINTERMERE POINTE DR, Winter Garden, FL 34787
    1/34 34
    Active

    $765,000

    5 Beds4 Baths3,197 SqFt

    2157 WINTERMERE POINTE DR, Winter Garden, FL 34787

    Single Family Home

    Listed by Ting Li SOUTH EARTH REALTY LLC

    Stellar MLS

    READ MORE

  • 368 N BOYD ST, Winter Garden, FL 34787
    1/54 54
    Active

    $774,900

    4 Beds3 Baths2,331 SqFt

    368 N BOYD ST, Winter Garden, FL 34787

    Single Family Home

    Listed by Joe Thomas, Jr FATHOM REALTY FL LLC

    Stellar MLS

    READ MORE

  • 427 TIERRA VERDE LN, Winter Garden, FL 34787
    1/38 38
    Active

    $849,988

    4 Beds3 Baths2,368 SqFt

    427 TIERRA VERDE LN, Winter Garden, FL 34787

    Single Family Home

    Listed by Erica Diaz HOMEVEST REALTY

    Stellar MLS

    READ MORE

  • 7693 GREEN MOUNTAIN WAY, Winter Garden, FL 34787
    3D
    Active

    $2,600,000

    6 Beds6 Baths5,115 SqFt

    7693 GREEN MOUNTAIN WAY, Winter Garden, FL 34787

    Single Family Home

    Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS

    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