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Homes Under $550K Price For Sale in Winter Garden, FL | Page 3

474 Homes
 
14766 Peekskill Dr, Winter Garden, FL 34787
  • $332,500
  • 2Bd
  • 3Ba
  • 1,406 Sq Ft
$7.5K
10119 Salt Point Dr, Winter Garden, FL 34787
  • $394,000
  • 3Bd
  • 3Ba
  • 1,451 Sq Ft
$5K
988 Stucki Ter, Winter Garden, FL 34787
  • $230,000
  • 3Bd
  • 3Ba
  • 1,216 Sq Ft
16704 Point Rock Dr, Winter Garden, FL 34787
  • $520,000
  • 3Bd
  • 2Ba
  • 1,685 Sq Ft
14501 Grove Resort Ave #3403, Winter Garden, FL 34787
  • $170,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
$10K
14030 Lochend Way, Winter Garden, FL 34787
  • $447,995
  • 3Bd
  • 2Ba
  • 1,857 Sq Ft
14030 Lochend Way, Winter Garden, FL 34787
  • $459,995
  • 3Bd
  • 2Ba
  • 2,002 Sq Ft
14030 Lochend Way, Winter Garden, FL 34787
  • $451,995
  • 3Bd
  • 2Ba
  • 1,897 Sq Ft
16808 Silver Brook Way, Winter Garden, FL 34787
  • $444,990
  • 3Bd
  • 2Ba
  • 1,652 Sq Ft
14075 Lochend Way, Winter Garden, FL 34787
  • $499,900
  • 4Bd
  • 3Ba
  • 2,197 Sq Ft
$15.1K
1553 Spring Ridge Cir, Winter Garden, FL 34787
  • $449,500
  • 3Bd
  • 2Ba
  • 1,729 Sq Ft
$25.5K
10625 Atwater Bay Dr, Winter Garden, FL 34787
  • $550,000
  • 4Bd
  • 3Ba
  • 2,477 Sq Ft
$25K
7025 Twilight Bay Dr, Winter Garden, FL 34787
  • $455,000
  • 3Bd
  • 3Ba
  • 2,024 Sq Ft
$20K
16808 Silver Brook Way, Winter Garden, FL 34787
  • $467,990
  • 4Bd
  • 3Ba
  • 1,847 Sq Ft
17019 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $481,991
  • 4Bd
  • 4Ba
  • 1,764 Sq Ft
$7.76K
431 Southern Pecan Cir #101, Winter Garden, FL 34787
  • $274,500
  • 3Bd
  • 2Ba
  • 1,340 Sq Ft
$10.4K
113 W Division St, Winter Garden, FL 34787
  • $455,000
  • 4Bd
  • 2Ba
  • 1,487 Sq Ft
$14.9K
1315 Eastern Pecan Pl #202, Winter Garden, FL 34787
  • $204,900
  • 1Bd
  • 1Ba
  • 942 Sq Ft
$7.1K
1374 Viscaya Cove Blvd, Winter Garden, FL 34787
  • $515,000
  • 4Bd
  • 4Ba
  • 2,492 Sq Ft
$14K
735 Hurley Dr, Winter Garden, FL 34787
  • $489,000
  • 3Bd
  • 2Ba
  • 1,767 Sq Ft
14501 Grove Resort Ave #3534, Winter Garden, FL 34787
  • $199,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
9467 Cinzel Aly, Winter Garden, FL 34787
  • $455,000
  • 3Bd
  • 3Ba
  • 1,814 Sq Ft
Open SUN 1-3
225 1st St, Winter Garden, FL 34787
  • $288,000
  • 3Bd
  • 1Ba
  • 1,020 Sq Ft
14501 Grove Resort Ave #2221, Winter Garden, FL 34787
  • $184,900
  • 2Bd
  • 2Ba
  • 1,375 Sq Ft
13238 Serene Glade Rd, Winter Garden, FL 34787
  • $425,991
  • 3Bd
  • 3Ba
  • 1,729 Sq Ft
$15K
14924 Field Daisey Dr, Winter Garden, FL 34787
  • $470,000
  • 3Bd
  • 3Ba
  • 1,785 Sq Ft
9357 Jaywood Rd, Winter Garden, FL 34787
  • $475,900
  • 3Bd
  • 2Ba
  • 1,685 Sq Ft
$13.1K
2017 Portcastle Cir, Winter Garden, FL 34787
  • $399,900
  • 3Bd
  • 3Ba
  • 1,857 Sq Ft
$17.1K
14501 Grove Resort Ave #2542, Winter Garden, FL 34787
  • $205,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
14501 Grove Resort Ave #1420, Winter Garden, FL 34787
  • $249,000
  • 2Bd
  • 2Ba
  • 1,375 Sq Ft
11202 Silver Trumpet Loop, Winter Garden, FL 34787
  • $437,993
  • 2Bd
  • 2Ba
  • 1,515 Sq Ft
11199 Silver Trumpet Loop, Winter Garden, FL 34787
  • $447,118
  • 2Bd
  • 2Ba
  • 1,515 Sq Ft
11234 Silver Trumpet Loop, Winter Garden, FL 34787
  • $415,000
  • 2Bd
  • 2Ba
  • 1,515 Sq Ft
$21.7K
6982 Twilight Bay Dr, Winter Garden, FL 34787
  • $475,000
  • 4Bd
  • 3Ba
  • 1,860 Sq Ft
14373 Breda Center Loop, Winter Garden, FL 34787
  • $543,000
  • 4Bd
  • 3Ba
  • 2,488 Sq Ft
$10K
2628 Balforn Tower Way, Winter Garden, FL 34787
  • $435,000
  • 3Bd
  • 2Ba
  • 1,372 Sq Ft
$3K
15613 Orange Harvest Loop, Winter Garden, FL 34787
  • $410,000
  • 3Bd
  • 3Ba
  • 1,844 Sq Ft
$15K
14501 Grove Resort Ave #3626, Winter Garden, FL 34787
  • $480,000
  • 3Bd
  • 3Ba
8016 Sweet Orange Ave, Winter Garden, FL 34787
  • $514,900
  • 4Bd
  • 3Ba
  • 2,084 Sq Ft
208 3rd St, Winter Garden, FL 34787
  • $435,000
  • 0.22 Acre
1422 Basin St, Winter Garden, FL 34787
  • $260,000
  • 4Bd
  • 1Ba
  • 880 Sq Ft
$15K
14501 Grove Resort Ave #3438, Winter Garden, FL 34787
  • $184,900
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
$10K
300 Eron Way #1, Winter Garden, FL 34787
  • $224,000
  • 2Bd
  • 2Ba
  • 840 Sq Ft
$5K
15877 Tollington Aly, Winter Garden, FL 34787
  • $483,500
  • 3Bd
  • 3Ba
  • 1,835 Sq Ft
Open SAT 11-1
17090 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $454,990
  • 3Bd
  • 2Ba
  • 1,772 Sq Ft
14229 Lanyard Way, Winter Garden, FL 34787
  • $411,990
  • 3Bd
  • 2Ba
  • 1,729 Sq Ft
14229 Lanyard Way, Winter Garden, FL 34787
  • $401,990
  • 3Bd
  • 2Ba
  • 1,644 Sq Ft
14229 Lanyard Way, Winter Garden, FL 34787
  • $505,990
  • 3Bd
  • 2Ba
  • 2,078 Sq Ft
14229 Lanyard Way, Winter Garden, FL 34787
  • $409,990
  • 3Bd
  • 2Ba
  • 1,715 Sq Ft
17090 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $434,990
  • 3Bd
  • 2Ba
  • 1,697 Sq Ft
101 - 150 of 474 Homes for sale in Winter Garden, FL
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Winter Garden, FL real estate market trends

Statistics as of October 2026
$637K
Avg. list price
$261/Sqft
Avg. price/sqft
1,253
Homes for sale
2,235 Sqft
Avg. home size
82 Days
Avg. days on market
Movoto makes it easy to track market trends in Winter Garden, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Winter Garden, FL?
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