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433 Properties
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433 Featured Properties Available

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3286 MAINSAIL CT, Winter Garden, FL 34787
3D
Active

$899,900

3286 MAINSAIL CT, Winter Garden, FL 34787

5 Beds4 Baths4,293 SqFt

Listed by John Callahan REDFIN CORPORATION

Stellar MLS
515 9TH ST, Winter Garden, FL 34787
Active

$287,900

515 9TH ST, Winter Garden, FL 34787

3 Beds2 Baths770 SqFt

Listed by Tatiana Torres Torres HABLOFT GLOBAL

Stellar MLS
8013 GRAY KINGBIRD DR, Winter Garden, FL 34787
Active

$975,000

8013 GRAY KINGBIRD DR, Winter Garden, FL 34787

4 Beds5 Baths3,861 SqFt

Listed by Dawn Pickard THE C SMITH REAL ESTATE GROUP LLC

Stellar MLS
854 TILDEN OAKS TRL, Winter Garden, FL 34787
Active

$1,775,000

854 TILDEN OAKS TRL, Winter Garden, FL 34787

5 Beds5 Baths3,991 SqFt

Listed by Tracey McFadden OAK AVENUE REAL ESTATE LLC

Stellar MLS
8104 ATLANTIC PUFFIN ST, Winter Garden, FL 34787
Active

$599,999

8104 ATLANTIC PUFFIN ST, Winter Garden, FL 34787

3 Beds3 Baths2,452 SqFt

Listed by Gilgra Valduz Sandoval MY REALTY GROUP, LLC.

Stellar MLS
16630 BROADWATER AVE, Winter Garden, FL 34787
Active

$890,000

16630 BROADWATER AVE, Winter Garden, FL 34787

4 Beds3 Baths3,017 SqFt

Listed by Millie Brockmeyer RE/MAX INNOVATION

Stellar MLS
514 LYNDON PL, Winter Garden, FL 34787
Active

$749,000

514 LYNDON PL, Winter Garden, FL 34787

4 Beds3 Baths2,600 SqFt

Listed by Laura Halbig DENIZ REALTY PARTNERS LLC

Stellar MLS
1368 UNION CLUB DR, Winter Garden, FL 34787
Active

$849,000

1368 UNION CLUB DR, Winter Garden, FL 34787

3 Beds3 Baths2,484 SqFt

Listed by Ashley Pun DENIZ REALTY PARTNERS LLC

Stellar MLS
16137 WIND VIEW LN, Winter Garden, FL 34787
3D
Active

$599,000

16137 WIND VIEW LN, Winter Garden, FL 34787

4 Beds4 Baths2,477 SqFt

Listed by Leslie Weeks IRON VALLEY REAL ESTATE CENTRAL FLORIDA

Stellar MLS
15183 SERENADE DR, Winter Garden, FL 34787
Active

$860,900

15183 SERENADE DR, Winter Garden, FL 34787

7 Beds4 Baths4,438 SqFt

Listed by Brandt Myers COMPLETE FLORIDA REALTY LLC

Stellar MLS
15986 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34787
Active

$2,099,999

15986 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34787

5 Beds6 Baths4,498 SqFt

Listed by Rob Rahter STOCKWORTH REALTY GROUP

Stellar MLS
16031 SCARPETTA ST, Winter Garden, FL 34787
Active

$590,000

16031 SCARPETTA ST, Winter Garden, FL 34787

4 Beds4 Baths2,474 SqFt

Listed by Teresa Valdes VALSTAR REALTY LLC

Stellar MLS
17071 WYNFORD LN, Winter Garden, FL 34787
Active

$489,000

17071 WYNFORD LN, Winter Garden, FL 34787

3 Beds3 Baths1,774 SqFt

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
3276 SAILING PIER AVE, Winter Garden, FL 34787
Active

$530,000

3276 SAILING PIER AVE, Winter Garden, FL 34787

3 Beds2 Baths1,990 SqFt

Listed by Sophia Gordon, LLC COLDWELL BANKER REALTY

Stellar MLS
14585 MAGNOLIA RIDGE LOOP, Winter Garden, FL 34787
Active

$775,000

14585 MAGNOLIA RIDGE LOOP, Winter Garden, FL 34787

5 Beds4 Baths3,919 SqFt

Listed by Varsha Patel, PA HOME WISE REALTY GROUP, INC.

Stellar MLS
17024 CLEAR MIND ALY, Winter Garden, FL 34787
Active

$565,000

17024 CLEAR MIND ALY, Winter Garden, FL 34787

3 Beds3 Baths2,078 SqFt

Listed by Sharon Brandt KELLER WILLIAMS REALTY AT THE LAKES

Stellar MLS
312 N PARK AVE, Winter Garden, FL 34787
Active

$600,000

312 N PARK AVE, Winter Garden, FL 34787

3 Beds2 Baths1,701 SqFt

Listed by Erica Diaz HOMEVEST REALTY

Stellar MLS
4607 GLIDING WAVE ST, Winter Garden, FL 34787
Active

$705,000

4607 GLIDING WAVE ST, Winter Garden, FL 34787

5 Beds4 Baths3,617 SqFt

Listed by Lauren Szesnat PRATT REALTY INC

Stellar MLS
13732 FRESH IVY ST, Winter Garden, FL 34787
Active

$610,000

13732 FRESH IVY ST, Winter Garden, FL 34787

2 Beds2 Baths1,889 SqFt

Listed by Ken Pozek REAL BROKER, LLC

Stellar MLS
338 CRYSTAL WOOD DR, Winter Garden, FL 34787
Active

$875,000

338 CRYSTAL WOOD DR, Winter Garden, FL 34787

4 Beds3 Baths3,017 SqFt

Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

Stellar MLS
618 FOSTER AVE, Winter Garden, FL 34787
Active

$375,000

618 FOSTER AVE, Winter Garden, FL 34787

3 Beds2 Baths1,010 SqFt

Listed by Jenna Palmero COLDWELL BANKER REALTY

Stellar MLS
3294 HANGING TIDE ST, Winter Garden, FL 34787
Active

$745,000

3294 HANGING TIDE ST, Winter Garden, FL 34787

5 Beds5 Baths3,725 SqFt

Listed by Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

Stellar MLS
14804 COSCESTER ST, Winter Garden, FL 34787
Active

$409,999

14804 COSCESTER ST, Winter Garden, FL 34787

3 Beds3 Baths1,456 SqFt

Listed by Stephanie Li KARDOSH REALTY

Stellar MLS
17226 LAKE INGRAM RD, Winter Garden, FL 34787
Active

$510,000

17226 LAKE INGRAM RD, Winter Garden, FL 34787

2 Beds1 Bath1,008 SqFt

Listed by Rey Perez, Jr IAD FLORIDA LLC

Stellar MLS
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LPT Realty

Marcus E Smith PA License ID: 3187002

+1(407) 323-7320 marcus@marcusesmith.com

1400 S. International Pkwy Lake Mary, FL 3274

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WINTER GARDEN MARKET SNAPSHOT

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WINTER GARDEN MARKET SNAPSHOT

(NOV 05, 2025 - DEC 05, 2025)
  • ?
    Sold Listings
  • ?
    Average Sales Price
  • ?
    Average Days on Market
Please input a valid location in the search bar to view the local market snapshot.
There are no sold listings matching your criteria for the last 30 days. Please try again with new search criteria.

Winter Garden Market Trends

(Dec 2024 - Nov 2025)
  • Average Sold Price
  • Median Sold Price
  • Highest Sold Price
  • Lowest Sold Price
Sold Number

Market Trends are calculated using MLS® sold listing data

No Data
Please input a valid location in the search bar to view the local market trends.

Winter Garden Market Trends

(Dec 2024 - Nov 2025)
  • Average Sold Price
  • Median Sold Price
  • Highest Sold Price
  • Lowest Sold Price
Sold Number

Market Trends are calculated using MLS® sold listing data

No Data
Please input a valid location in the search bar to view the local market trends.
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LPT Realty

Marcus E Smith PA License ID: 3187002

+1(407) 323-7320 marcus@marcusesmith.com

1400 S. International Pkwy Lake Mary, FL 3274

Get My App

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

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

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.