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Homes Under $500K Price For Sale in Winter Garden, FL | Page 3

384 Homes
 
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
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
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
$10K
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
  • $409,990
  • 3Bd
  • 2Ba
  • 1,715 Sq Ft
17090 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $434,990
  • 3Bd
  • 2Ba
  • 1,697 Sq Ft
14229 Lanyard Way, Winter Garden, FL 34787
  • $498,990
  • 3Bd
  • 2Ba
  • 1,836 Sq Ft
17090 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $449,990
  • 3Bd
  • 3Ba
  • 1,764 Sq Ft
17007 Haggerty Hollow Dr, Winter Garden, FL 34787
  • $479,991
  • 3Bd
  • 3Ba
  • 1,764 Sq Ft
$8.89K
17788 Porter Rd, Winter Garden, FL 34787
  • $489,848
  • 3Bd
  • 3Ba
  • 1,764 Sq Ft
$241
7332 Windy Willow St, Winter Garden, FL 34787
  • $482,453
  • 3Bd
  • 3Ba
  • 1,764 Sq Ft
7280 Windy Willow St, Winter Garden, FL 34787
  • $472,991
  • 3Bd
  • 3Ba
  • 1,772 Sq Ft
$20.5K
7276 Windy Willow St, Winter Garden, FL 34787
  • $459,991
  • 3Bd
  • 3Ba
  • 1,764 Sq Ft
$3.77K
7272 Windy Willow St, Winter Garden, FL 34787
  • $469,990
  • 3Bd
  • 3Ba
  • 1,697 Sq Ft
$13.2K
1221 Priory Cir, Winter Garden, FL 34787
  • $380,000
  • 3Bd
  • 3Ba
  • 1,675 Sq Ft
15038 Windflower Aly, Winter Garden, FL 34787
  • $440,000
  • 3Bd
  • 3Ba
  • 1,536 Sq Ft
$15K
27 Windtree Ln #102, Winter Garden, FL 34787
  • $219,990
  • 2Bd
  • 2Ba
  • 918 Sq Ft
$5K
14501 Grove Resort Ave #3701, Winter Garden, FL 34787
  • $335,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
Photos coming soon
  • $368,000
  • 3Bd
  • 3Ba
  • 1,650 Sq Ft
$1.5K
233 Southern Pecan Cir #101, Winter Garden, FL 34787
  • $219,900
  • 2Bd
  • 1Ba
  • 966 Sq Ft
$10K
16534 Barbours Creek Way, Winter Garden, FL 34787
  • $454,990
  • 3Bd
  • 3Ba
  • 1,817 Sq Ft
$10K
14543 Golden Harbor Ln, Winter Garden, FL 34787
  • $485,000
  • 3Bd
  • 3Ba
  • 2,039 Sq Ft
$10K
16306 Prairie School Dr, Winter Garden, FL 34787
  • $398,000
  • 3Bd
  • 3Ba
  • 1,792 Sq Ft
Open SUN 12-4
Arrowhead Boulevard, Winter Garden, FL 34787
  • $299,900
  • 1 Acre
15213 Groveside Rd, Winter Garden, FL 34787
  • $478,990
  • 3Bd
  • 3Ba
  • 1,846 Sq Ft
$1.09K
15014 Windflower Aly, Winter Garden, FL 34787
  • $424,990
  • 3Bd
  • 3Ba
  • 1,536 Sq Ft
844 Klondike St, Winter Garden, FL 34787
  • $199,999
  • 1Bd
  • 1Ba
  • 1,300 Sq Ft
14501 Grove Resort Ave #2342, Winter Garden, FL 34787
  • $319,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
$21K
14501 Grove Resort Ave #1707, Winter Garden, FL 34787
  • $239,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
231 E Lafayette St, Winter Garden, FL 34787
  • $479,900
  • 4Bd
  • 3Ba
  • 1,608 Sq Ft
13765 Golden Russet Dr, Winter Garden, FL 34787
  • $365,000
  • 3Bd
  • 3Ba
  • 1,600 Sq Ft
10660 Words Dr, Winter Garden, FL 34787
  • $445,000
  • 4Bd
  • 3Ba
  • 1,992 Sq Ft
14501 Grove Resort Ave #3642, Winter Garden, FL 34787
  • $290,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
17101 Arrowhead Blvd, Winter Garden, FL 34787
  • $299,000
  • 0.98 Acre
16931 Reseda Aly, Winter Garden, FL 34787
  • $379,990
  • 3Bd
  • 3Ba
  • 1,568 Sq Ft
$10K
142 Southern Pecan Cir #204, Winter Garden, FL 34787
  • $280,000
  • 3Bd
  • 2Ba
  • 1,453 Sq Ft
$500
14501 Grove Resort Ave #1409, Winter Garden, FL 34787
  • $387,900
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
101 - 150 of 384 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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