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496 Properties
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496 Featured Properties Available

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13852 JOMATT LOOP, Winter Garden, FL 34787
New

$1,030,000

13852 JOMATT LOOP, Winter Garden, FL 34787

4 Beds4 Baths4,000 SqFt

Listed by Jenna Palmero COLDWELL BANKER REALTY

Stellar MLS
16130 WIND VIEW LN, Winter Garden, FL 34787
New

$550,000

16130 WIND VIEW LN, Winter Garden, FL 34787

4 Beds3 Baths2,031 SqFt

Listed by Erica Jefferson COLDWELL BANKER REALTY

Stellar MLS
17631 LAKE STAR RD, Winter Garden, FL 34787
New

$830,186

17631 LAKE STAR RD, Winter Garden, FL 34787

3 Beds3 Baths3,004 SqFt

Listed by Reed Williams ASHTON WOODS FLORIDA REALTY LLC

Stellar MLS
2031 WINTERMERE POINTE DR, Winter Garden, FL 34787
New

$589,000

2031 WINTERMERE POINTE DR, Winter Garden, FL 34787

4 Beds2 Baths2,048 SqFt

Listed by Heather Grooms LANDLORD FINDERS BUILD REAL ESTATE LLC

Stellar MLS
2766 BOBCAT CHASE BLVD, Winter Garden, FL 34787
3D
New

$520,000

2766 BOBCAT CHASE BLVD, Winter Garden, FL 34787

3 Beds3 Baths1,811 SqFt

Listed by Andrea Endlein PREMIER SOTHEBYS INT'L REALTY

Stellar MLS
637 GRASSY STONE DR, Winter Garden, FL 34787
New

$850,000

637 GRASSY STONE DR, Winter Garden, FL 34787

5 Beds3 Baths3,241 SqFt

Listed by Erica Diaz HOMEVEST REALTY

Stellar MLS
15009 LEBEAU LOOP, Winter Garden, FL 34787
New

$775,000

15009 LEBEAU LOOP, Winter Garden, FL 34787

3 Beds3 Baths2,116 SqFt

Listed by Sofia Bastardo TOP HOUSING LLC

Stellar MLS
15621 SIGNATURE DR, Winter Garden, FL 34787
New

$545,000

15621 SIGNATURE DR, Winter Garden, FL 34787

5 Beds3 Baths2,492 SqFt

Listed by Chris Bright BEST ORLANDO PROPERTY MANAGEMENT LLC

Stellar MLS
17742 SEDONA ST, Winter Garden, FL 34787
New

$916,028

17742 SEDONA ST, Winter Garden, FL 34787

3 Beds3 Baths2,475 SqFt

Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

Stellar MLS
7052 ENCHANTED LAKE DR, Winter Garden, FL 34787
New

$775,000

7052 ENCHANTED LAKE DR, Winter Garden, FL 34787

5 Beds4 Baths3,264 SqFt

Listed by Eve Metlis WATSON REALTY CORP

Stellar MLS
9225 HOLLISTON CREEK PL, Winter Garden, FL 34787
New

$1,150,000

9225 HOLLISTON CREEK PL, Winter Garden, FL 34787

5 Beds4 Baths3,897 SqFt

Listed by Michael Bouchard GLOBAL FLORIDA REALTY

Stellar MLS
9572 WATERWAY PASSAGE DR, Winter Garden, FL 34787
New

$859,900

9572 WATERWAY PASSAGE DR, Winter Garden, FL 34787

4 Beds4 Baths2,840 SqFt

Listed by Temika Kindred FLORIDA REAL ESTATE & LAND CO.

Stellar MLS
11259 SILVER TRUMPET LOOP, Winter Garden, FL 34787
New

$432,619

11259 SILVER TRUMPET LOOP, Winter Garden, FL 34787

2 Beds2 Baths1,515 SqFt

Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

Stellar MLS
11275 SILVER TRUMPET LOOP, Winter Garden, FL 34787
New

$420,000

11275 SILVER TRUMPET LOOP, Winter Garden, FL 34787

2 Beds2 Baths1,515 SqFt

Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

Stellar MLS
11279 SILVER TRUMPET LOOP, Winter Garden, FL 34787
New

$432,318

11279 SILVER TRUMPET LOOP, Winter Garden, FL 34787

2 Beds2 Baths1,515 SqFt

Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

Stellar MLS
11341 BOURBON ROSE CIR, Winter Garden, FL 34787
New

$936,063

11341 BOURBON ROSE CIR, Winter Garden, FL 34787

4 Beds5 Baths2,974 SqFt

Listed by Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

Stellar MLS
1324 VIC KAY CT, Winter Garden, FL 34787
3D
New

$1,390,000

1324 VIC KAY CT, Winter Garden, FL 34787

5 Beds4 Baths3,749 SqFt

Listed by Erica Diaz HOMEVEST REALTY

Stellar MLS
15068 LEBEAU LOOP, Winter Garden, FL 34787
New

$659,000

15068 LEBEAU LOOP, Winter Garden, FL 34787

5 Beds4 Baths3,266 SqFt

Listed by Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

Stellar MLS
15367 SHONAN GOLD DR, Winter Garden, FL 34787
New

$925,000

15367 SHONAN GOLD DR, Winter Garden, FL 34787

5 Beds5 Baths3,002 SqFt

Listed by Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

Stellar MLS
16038 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34787
New

$2,125,000

16038 JOHNS LAKE OVERLOOK DR, Winter Garden, FL 34787

5 Beds5 Baths4,139 SqFt

Listed by Drew Belani COMPASS FLORIDA LLC

Stellar MLS
16803 EVERMORE ALLEY, Winter Garden, FL 34787
New

$537,290

16803 EVERMORE ALLEY, Winter Garden, FL 34787

3 Beds3 Baths1,896 SqFt

Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

Stellar MLS
16827 EVERMORE ALLEY, Winter Garden, FL 34787
New

$525,090

16827 EVERMORE ALLEY, Winter Garden, FL 34787

3 Beds3 Baths1,628 SqFt

Listed by Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

Stellar MLS
16968 HAMLIN OASIS LOOP, Winter Garden, FL 34787
New

$570,000

16968 HAMLIN OASIS LOOP, Winter Garden, FL 34787

4 Beds3 Baths2,088 SqFt

Listed by Jardel Pizzolato Bittencourt WRA BUSINESS & REAL ESTATE

Stellar MLS
215 S HIGHLAND AVE, Winter Garden, FL 34787
New

$1,099,000

215 S HIGHLAND AVE, Winter Garden, FL 34787

3 Beds3 Baths2,652 SqFt

Listed by Lloyd Hart REAL BROKER, LLC

Stellar MLS
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LPT Realty

Marcus E Smith PA License ID: 3187002

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1400 S. International Pkwy Lake Mary, FL 3274

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Winter Garden Market Trends

(Jul 2025 - Jun 2026)
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  • Median Sold Price
  • Highest Sold Price
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Sold Number

Market Trends are calculated using MLS® sold listing data

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Winter Garden Market Trends

(Jul 2025 - Jun 2026)
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Market Trends are calculated using MLS® sold listing data

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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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Powered by Lofty Inc. Copyright 2026. 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.