Winter Garden, FL Real Estate Market Report: Price Trends and Data Analysis

or Create your own market report
Active Properties
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
13377 Lake Butler Boulevard 5 6 6,000 $5,995,000 $999 375 days
13542 Sunset Lakes Circle 5 6 5,450 $3,799,000 $697 74 days
14168 Larkspur Lake Drive 6 8 6,442 $2,999,990 $465 306 days
15522 Shorebird Lane 7 7 6,400 $2,850,000 $445 91 days
15138 Shonan Gold Drive 5 7 5,551 $2,799,950 $504 41 days
4004 Rex Drive 4 2 1,804 $2,790,000 $1,546 115 days
812 Johns Point Drive 5 6 4,373 $2,699,000 $617 122 days
9751 Quiet Lane 3 4 3,041 $2,650,000 $871 38 days
1152 Prado Lane 6 7 4,658 $2,615,320 $561 27 days
1155 Prado Lane 5 7 4,210 $2,575,000 $611 45 days
17144 Phil C Peters Road 4 5 4,633 $2,550,000 $550 591 days
15505 Shorebird Lane 6 7 5,287 $2,500,000 $472 61 days
13377 Lake Butler Boulevard 4 5 4,961 $2,500,000 $503 454 days
2827 Sanctuary Lane 3 3 2,178 $2,500,000 $1,147 559 days
15217 Farm Stand Court 4 5 4,219 $2,325,000 $551 12 days
7701 Summerlake Pointe Boulevard 5 5 4,072 $2,250,000 $552 129 days
1173 Prado Lane 5 6 4,204 $2,238,120 $532 254 days
811 Civitas Way 4 5 5,138 $2,199,000 $427 73 days
20 W Crest Avenue 5 5 4,668 $2,190,000 $469 31 days
1146 Prado Lane 5 6 3,992 $2,130,760 $533 254 days
16038 Johns Lake Overlook Drive 5 5 4,139 $2,125,000 $513 5 days
9110 Morgana Court 5 5 4,661 $2,099,000 $450 67 days
1258 Ridge Lake Way 4 4 4,557 $2,098,000 $460 193 days
9940 Black Bear Lane 4 5 3,110 $2,050,000 $659 437 days
8750 Bayview Crossing Drive 5 6 4,641 $1,849,000 $398 41 days
16945 W Phil C Peters Road 6 4 4,396 $1,800,000 $409 11 days
15717 E Oakland Avenue 4 4 3,515 $1,795,000 $510 20 days
17224 Old Country Lane 6 4 3,629 $1,775,000 $489 152 days
906 Allendale Lane 5 4 3,784 $1,765,000 $466 176 days
17372 Glossy Pomelo Way 5 6 4,977 $1,740,000 $349 78 days
1144 Hull Island Drive 5 5 4,102 $1,699,000 $414 32 days
279 Zachary Wade Street 5 4 4,473 $1,675,000 $374 74 days
1101 Eagles Pass Way 6 5 4,104 $1,649,999 $402 70 days
325 Crystal Wood Drive 5 5 4,442 $1,600,000 $360 67 days
9103 Morgana Court 5 5 4,376 $1,599,999 $365 68 days
261 Zachary Wade Street 4 4 3,728 $1,599,000 $428 267 days
16788 Muskgrass Drive 4 5 4,733 $1,550,000 $327 143 days
2010 Boss Hewett Street 5 4 3,781 $1,500,000 $396 19 days
241 N Dillard Street 4 3 3,507 $1,499,999 $427 280 days
15619 Giant Foxtail Court 4 4 3,086 $1,450,000 $469 20 days
15264 Shonan Gold Drive 4 4 4,000 $1,399,999 $349 27 days
16548 Raven Rock Place 5 5 4,263 $1,399,900 $328 154 days
16669 Varone Cove Court 7 5 5,613 $1,399,900 $249 175 days
1698 Juniper Hammock Street 7 4 4,700 $1,399,000 $297 101 days
1324 Vic Kay Court 5 4 3,749 $1,390,000 $370 5 days
8530 Bayview Crossing Drive 4 4 4,130 $1,375,000 $332 52 days
9827 Beach Port Drive 5 4 3,910 $1,374,990 $351 81 days
9508 Quiet Lane 5 4 3,728 $1,350,000 $362 68 days
217 W Bay Street 5 4 2,800 $1,349,000 $481 79 days
14591 Black Quill Drive 4 4 4,057 $1,335,000 $329 28 days
Average: 4.1 3.6 2,857 $871,207 $300 86 days
Viewing 1 - 50 of 480
Viewing 1 - 50 of 480
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
14511 Isleview Drive 6 6 5,290 $3,330,000 $629 79 days
1128 Prado Lane 6 7 4,658 $2,800,000 $601 1 day
16893 Broadwater Avenue 7 6 6,289 $2,795,900 $444 16 days
15592 Avenue Of The Arbors 6 4 4,978 $2,350,000 $472 7 days
7460 John Hancock Drive 6 6 4,817 $2,295,000 $476 89 days
1164 Prado Lane 5 6 4,204 $2,210,000 $525 0 days
15555 Panther Lake Drive 5 6 4,342 $2,075,000 $477 96 days
9014 Morgana Court 5 5 4,436 $2,075,000 $467 163 days
902 Johns Point Drive 4 4 4,085 $1,799,000 $440 10 days
720 Lake Brim Drive 4 4 3,781 $1,699,000 $449 124 days
14802 Speer Lake Drive 5 5 3,742 $1,690,000 $451 3 days
16161 Barkly Ridge Court 6 7 5,284 $1,690,000 $319 57 days
1412 Johns Cove Lane 4 5 3,613 $1,509,900 $417 122 days
398 Winter Grove Boulevard 5 5 4,442 $1,498,440 $337 36 days
16614 Harbor Sail Way 6 6 4,882 $1,495,000 $306 19 days
688 Canopy Estates Drive 5 7 4,388 $1,470,000 $335 7 days
16826 Broadwater Avenue 6 6 4,451 $1,449,000 $325 97 days
7467 John Hancock Drive 4 4 3,964 $1,350,000 $340 12 days
9718 Quiet Lane 4 3 2,738 $1,300,000 $474 2 days
9976 Beach Port Drive 5 4 3,910 $1,274,000 $325 0 days
7389 John Hancock Drive 5 4 4,006 $1,250,000 $312 1 day
13217 Tollcross Way 6 5 4,152 $1,249,000 $300 505 days
15838 Citrus Grove Loop 5 4 3,505 $1,219,000 $347 2 days
1812 Lake Roberts Landing Drive 6 4 4,247 $1,200,000 $282 28 days
16783 Turtle Hatch Drive 5 6 3,513 $1,199,999 $341 28 days
15267 Maritime Pine Drive 6 4 3,907 $1,149,565 $294 22 days
15124 Canoe Place 5 5 3,953 $1,119,000 $283 12 days
330 English Lake Drive 4 3 3,047 $1,090,000 $357 25 days
806 Johns Point Drive 4 5 3,552 $1,075,000 $302 26 days
15037 Lake Bessie Loop 7 4 3,938 $1,045,000 $265 31 days
12904 Westhaven Oak Drive 5 5 3,894 $1,032,000 $265 110 days
16006 Gilden Way 5 4 3,617 $1,024,999 $283 106 days
6274 Flowering Cherry Bend 6 4 4,236 $1,016,060 $239 0 days
16149 Leyland Cypress Lane 5 4 3,764 $1,005,995 $267 0 days
1706 Holcomb Creek Street 5 5 4,305 $999,990 $232 30 days
6394 Wild Persimmon Way 6 4 4,236 $999,990 $236 0 days
6352 Wild Persimmon Way 6 4 4,236 $999,914 $236 0 days
15377 Maritime Pine Drive 6 4 4,222 $999,315 $236 0 days
15219 Maritime Pine Drive 6 4 4,236 $998,124 $235 0 days
13037 Sandcastle Drive 3 3 2,902 $994,295 $342 19 days
9849 Lost Creek Drive 5 4 3,910 $990,000 $253 573 days
6267 Flowering Cherry Bend 6 4 4,236 $980,295 $231 0 days
440 Tierra Verde Lane 4 3 3,512 $980,000 $279 43 days
15365 Maritime Pine Drive 5 5 4,024 $975,060 $242 0 days
13822 Jomatt Loop 4 4 3,828 $975,000 $254 53 days
15292 Maritime Pine Drive 4 3 3,108 $971,815 $312 0 days
15078 Canopy Cover Drive 3 3 2,270 $969,000 $426 78 days
15268 Maritime Pine Drive 5 4 3,675 $965,855 $262 0 days
6511 Shore Juniper Street 6 4 4,236 $961,170 $226 0 days
No address 6 4 4,236 $955,893 $225 0 days
Average: 4.3 3.7 2,905 $810,898 $278 39 days
Viewing 1 - 50 of 299
Viewing 1 - 50 of 299
Sold Properties
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
17017 Marsh Road 6 6 6,977 $9,900,000 $4,300,000 $616 269 days 9/5/25
517 N Pollard Street 6 7 4,636 $3,894,945 $3,894,945 $840 0 days 3/13/26
521 N Pollard Street 5 6 4,808 $3,470,000 $3,470,000 $721 0 days 3/12/26
14182 Larkspur Lake Drive 6 8 6,442 $3,510,956 $3,150,000 $488 19 days 3/12/26
14730 Avenue Of The Rushes 5 6 5,100 $3,195,000 $3,050,000 $598 28 days 4/24/26
12151 Walker Pond Rd 5 4 3,993 $2,975,000 $2,835,000 $709 54 days 11/12/25
15699 Panther Lake Drive 5 6 5,043 $2,850,000 $2,800,000 $555 39 days 1/30/26
17737 Deer Isle Circle 5 5 4,886 $2,950,000 $2,775,000 $567 32 days 4/27/26
6621 Point Hancock Drive 5 6 5,713 $2,950,000 $2,775,000 $485 72 days 4/6/26
524 N Pollard Street 4 6 5,282 $2,700,000 $2,700,000 $511 0 days 11/19/25
15851 Turkey Island Circle 5 5 5,602 $2,950,000 $2,700,000 $481 20 days 2/12/26
6711 Point Hancock Drive 5 6 5,433 $2,789,000 $2,675,000 $492 11 days 3/31/26
16821 Broadwater Avenue 7 6 6,250 $2,995,000 $2,670,000 $427 10 days 9/5/25
9201 Tower Pine Drive 4 5 4,886 $2,750,000 $2,625,000 $537 10 days 8/25/25
15779 Tangerine Dream Court 5 6 4,474 $2,690,000 $2,532,500 $566 47 days 8/19/25
340 Lakeview Road 5 6 4,286 $2,750,000 $2,500,000 $583 114 days 11/24/25
7717 Green Mountain Way 7 6 5,320 $2,659,000 $2,461,000 $462 18 days 10/15/25
15787 Tangerine Dream Court 5 5 4,963 $2,499,000 $2,400,000 $483 57 days 10/1/25
16110 Johns Lake Overlook Drive 5 5 4,959 $2,420,000 $2,390,000 $481 37 days 1/23/26
9080 Morgana Court 5 5 5,390 $2,375,000 $2,340,000 $434 6 days 12/11/25
No address 5 4 4,679 $2,299,990 $2,299,990 $491 0 days 12/12/25
530 Largovista Drive 5 5 4,798 $2,400,000 $2,275,000 $474 110 days 11/24/25
9092 Morgana Court 5 5 4,832 $2,300,000 $2,254,000 $466 0 days 3/23/26
16779 Broadwater Avenue 7 6 6,289 $2,395,000 $2,225,000 $353 213 days 7/31/25
16641 Broadwater Avenue 7 6 5,117 $2,299,000 $2,200,000 $429 5 days 3/23/26
16689 Broadwater Avenue 7 7 5,283 $2,249,000 $2,175,000 $411 75 days 3/6/26
7346 John Hancock Drive 5 5 4,092 $2,225,000 $2,165,000 $529 80 days 12/15/25
16098 Johns Lake Overlook Drive 5 5 4,434 $2,225,000 $2,125,000 $479 92 days 11/24/25
15783 Tangerine Dream Court 5 6 4,478 $2,150,000 $2,100,000 $468 165 days 6/5/26
5340 Bowman Drive 5 7 5,749 $2,195,000 $2,050,000 $356 17 days 5/29/26
1017 Johns Point Drive 5 6 6,141 $2,160,000 $2,050,000 $333 6 days 2/13/26
9008 Morgana Court 5 5 4,934 $2,100,000 $2,050,000 $415 76 days 4/9/26
14640 Pylon Court 5 6 4,483 $2,299,000 $2,000,000 $446 64 days 11/24/25
10117 Atwater Bay Drive 5 4 4,328 $2,164,000 $2,000,000 $462 67 days 10/16/25
4230 Rex Drive 9 6 7,505 $2,500,000 $2,000,000 $266 456 days 6/18/26
7388 John Hancock Drive 5 5 4,056 $1,999,000 $1,999,000 $492 0 days 8/20/25
7757 Summerlake Pointe Boulevard 4 4 5,178 $2,380,000 $1,980,000 $382 98 days 2/27/26
15986 Johns Lake Overlook Drive 5 6 4,498 $2,050,000 $1,962,500 $436 179 days 3/31/26
17261 Heartwood Loop 5 7 6,400 $1,999,000 $1,910,500 $298 146 days 5/19/26
15058 Sunstar Way 5 4 3,607 $1,900,000 $1,900,000 $526 10 days 7/9/26
1020 Tildenville School Road 5 5 4,274 $1,895,000 $1,875,000 $438 36 days 10/28/25
16743 Broadwater Avenue 5 6 3,800 $1,850,000 $1,850,000 $486 19 days 3/6/26
260 Deer Isle Drive 5 5 4,714 $2,000,000 $1,850,000 $392 703 days 8/25/25
960 Civitas Way 5 5 4,508 $1,895,000 $1,835,000 $407 50 days 8/1/25
502 Winter Garden Vineland Road Unit R 5 6 4,425 $1,825,000 $1,795,000 $405 62 days 10/24/25
15198 E Oakland Avenue 4 4 3,616 $1,850,000 $1,790,000 $495 9 days 4/27/26
958 Tildenville School Road 5 5 4,088 $1,870,000 $1,780,000 $435 57 days 10/22/25
1216 Hull Island Drive 5 5 4,224 $1,799,000 $1,730,000 $409 8 days 6/29/26
15210 E Oakland Avenue 5 3 3,789 $1,775,000 $1,725,000 $455 6 days 1/30/26
121 W Maple Street 4 4 3,243 $1,725,000 $1,700,000 $524 6 days 7/20/26
Average: 4.0 3.5 2,783 $792,447 $766,850 $273 48 days
Viewing 1 - 50 of 1500
Viewing 1 - 50 of 1500