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Homes Under $500K Price For Sale in Winter Garden, FL | Page 5

384 Homes
 
11025 Suspense Dr, Winter Garden, FL 34787
  • $404,000
  • 3Bd
  • 3Ba
  • 1,636 Sq Ft
$4.5K
420 E Cypress St, Winter Garden, FL 34787
  • $400,000
  • 3Bd
  • 2Ba
  • 1,616 Sq Ft
$10K
12253 S Bracco St, Winter Garden, FL 34787
  • $499,000
  • 3Bd
  • 3Ba
  • 1,788 Sq Ft
7030 Twilight Bay Dr, Winter Garden, FL 34787
  • $469,000
  • 4Bd
  • 4Ba
  • 1,920 Sq Ft
14501 Grove #3425, Winter Garden, FL 34787
  • $420,000
  • 2Bd
  • 2Ba
$60K
14200 Avalon Rd #409, Winter Garden, FL 34787
  • $215,000
  • 2Bd
  • 2Ba
  • 1,253 Sq Ft
$14K
14501 Grove Resort Ave #2616, Winter Garden, FL 34787
  • $190,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
$10K
14501 Grove Resort Ave #3429, Winter Garden, FL 34787
  • $298,900
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
$1K
15625 Boggy Oak Cir #108B, Winter Garden, FL 34787
  • $335,000
  • 3Bd
  • 3Ba
  • 1,419 Sq Ft
$5K
14501 Grove Resort #1304, Winter Garden, FL 34787
  • $350,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
14501 Grove Resort Ave #3211, Winter Garden, FL 34787
  • $271,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
12597 Encore At Ovation Way, Winter Garden, FL 34787
  • $440,000
  • 3Bd
  • 3Ba
  • 2,322 Sq Ft
$19K
14501 Grove Resort Ave #1439, Winter Garden, FL 34787
  • $169,900
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
$10.1K
170 Windtree Ln, Winter Garden, FL 34787
  • $204,900
  • 2Bd
  • 2Ba
  • 918 Sq Ft
14501 Grove Resort Ave #1535, Winter Garden, FL 34787
  • $410,990
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
11117 Bostwick Aly, Winter Garden, FL 34787
  • $485,000
  • 3Bd
  • 2Ba
  • 1,685 Sq Ft
$22K
441 E Cypress St, Winter Garden, FL 34787
  • $200,000
  • 0.23 Acre
$105K
5545 Bowman Dr, Winter Garden, FL 34787
  • $430,000
  • 2Bd
  • 3Ba
  • 1,998 Sq Ft
Open SUN 09-7
9231 Grand Island Way, Winter Garden, FL 34787
  • $495,000
  • 4Bd
  • 3Ba
  • 2,060 Sq Ft
14501 Grove Resort Ave #2214, Winter Garden, FL 34787
  • $235,000
  • 2Bd
  • 2Ba
  • 1,375 Sq Ft
15140 Windflower Aly, Winter Garden, FL 34787
  • $402,000
  • 3Bd
  • 3Ba
  • 1,536 Sq Ft
$3K
12003 Holystone St, Winter Garden, FL 34787
  • $430,000
  • 3Bd
  • 3Ba
  • 1,814 Sq Ft
$15K
Avalon Road, Winter Garden, FL 34787
  • $200,000
  • 0.54 Acre
14099 Lochend Way, Winter Garden, FL 34787
  • $468,000
  • 3Bd
  • 3Ba
  • 1,720 Sq Ft
$11.9K
14501 Grove Resort Ave #3630, Winter Garden, FL 34787
  • $284,500
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
$5K
143 Southern Pecan Cir #206, Winter Garden, FL 34787
  • $279,900
  • 2Bd
  • 2Ba
  • 1,276 Sq Ft
14501 Grove Resort Ave #1614, Winter Garden, FL 34787
  • $325,000
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
14501 Grove Resort Ave #2413, Winter Garden, FL 34787
  • $235,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
14501 Grove Resort Ave #3737, Winter Garden, FL 34787
  • $350,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
2281 Oakington St, Winter Garden, FL 34787
  • $439,000
  • 3Bd
  • 2Ba
  • 1,628 Sq Ft
$26K
14280 Braemar St, Winter Garden, FL 34787
  • $499,000
  • 3Bd
  • 3Ba
  • 1,964 Sq Ft
$40K
5618 Water Rose Rd, Winter Garden, FL 34787
  • $375,000
  • 3Bd
  • 3Ba
  • 1,755 Sq Ft
$20K
14501 Grove Resort Ave #1114, Winter Garden, FL 34787
  • $239,500
  • 3Bd
  • 3Ba
  • 1,544 Sq Ft
$30K
14501 Grove Resort Ave #2423, Winter Garden, FL 34787
  • $250,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
483 Pennsylvania Ave, Winter Garden, FL 34787
  • $334,000
  • 2Bd
  • 2Ba
  • 1,008 Sq Ft
$4K
0 9th St, Winter Garden, FL 34787
  • $299,000
  • 0.11 Acre
14501 Grove Resort Ave #1721, Winter Garden, FL 34787
  • $220,000
  • 3Bd
  • 2Ba
  • 1,396 Sq Ft
$29.5K
16396 Prairie School Dr, Winter Garden, FL 34787
  • $464,990
  • 3Bd
  • 3Ba
  • 2,070 Sq Ft
$5K
14501 Grove Resort Ave #1110, Winter Garden, FL 34787
  • $185,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
5413 New Independence Pkwy, Winter Garden, FL 34787
  • $488,000
  • 4Bd
  • 3Ba
  • 2,131 Sq Ft
10089 Salt Point Dr, Winter Garden, FL 34787
  • $465,000
  • 3Bd
  • 3Ba
  • 1,654 Sq Ft
$10K
14501 Grove Resort Ave #1732, Winter Garden, FL 34787
  • $169,950
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
$10K
680 Dunbar Ave, Winter Garden, FL 34787
  • $465,000
  • 4Bd
  • 2Ba
  • 1,713 Sq Ft
14501 Grove Resort Ave #2532, Winter Garden, FL 34787
  • $275,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
14501 Grove Resort Ave #2530, Winter Garden, FL 34787
  • $215,000
  • 2Bd
  • 2Ba
  • 1,265 Sq Ft
$60K
884 Klondike St, Winter Garden, FL 34787
  • $372,500
  • 4Bd
  • 2Ba
  • 1,485 Sq Ft
$2.5K
1112 Juniper Hammock Ct, Winter Garden, FL 34787
  • $485,000
  • 4Bd
  • 2Ba
  • 2,545 Sq Ft
$5K
225 Southern Pecan Cir #208, Winter Garden, FL 34787
  • $269,000
  • 2Bd
  • 2Ba
  • 1,264 Sq Ft
$10.9K
14501 Grove Resort Ave #3109, Winter Garden, FL 34787
  • $299,900
  • 2Bd
  • 2Ba
  • 1,434 Sq Ft
$15K
8113 Red Stopper Ln, Winter Garden, FL 34787
  • $434,900
  • 3Bd
  • 3Ba
  • 1,725 Sq Ft
$9.1K
201 - 250 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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