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

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Active Properties
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
13377 Lake Butler Boulevard 5 6 6,000 $5,995,000 $999 421 days
13542 Sunset Lakes Circle 5 6 5,450 $3,799,000 $697 120 days
14168 Larkspur Lake Drive 6 8 6,442 $2,985,000 $463 35 days
4004 Rex Drive 4 2 1,804 $2,790,000 $1,546 161 days
15522 Shorebird Lane 7 7 6,400 $2,700,000 $421 137 days
1152 Prado Lane 6 7 4,658 $2,615,320 $561 73 days
7693 Green Mountain Way 6 6 5,115 $2,600,000 $508 22 days
7301 Wild Blackberry Trail 6 6 5,403 $2,600,000 $481 39 days
1155 Prado Lane 5 7 4,210 $2,575,000 $611 91 days
812 Johns Point Drive 5 6 4,373 $2,550,000 $583 168 days
17144 Phil C Peters Road 4 5 4,633 $2,550,000 $550 637 days
1134 Prado Lane 5 8 4,433 $2,545,000 $574 67 days
15505 Shorebird Lane 6 7 5,287 $2,500,000 $472 107 days
13377 Lake Butler Boulevard 4 5 4,961 $2,500,000 $503 500 days
15675 Panther Lake Drive 5 5 4,213 $2,399,000 $569 0 days
1173 Prado Lane 5 6 4,204 $2,380,160 $566 300 days
15217 Farm Stand Court 4 5 4,219 $2,325,000 $551 58 days
1146 Prado Lane 5 6 3,992 $2,310,600 $578 300 days
16870 Sanctuary Drive 5 5 4,132 $2,250,000 $544 11 days
15475 Shorebird Lane 5 6 4,253 $2,190,000 $514 29 days
811 Civitas Way 4 5 5,138 $2,175,000 $423 119 days
7701 Summerlake Pointe Boulevard 5 5 4,072 $2,150,000 $527 175 days
16038 Johns Lake Overlook Drive 5 5 4,139 $2,099,000 $507 51 days
1258 Ridge Lake Way 4 4 4,557 $2,098,000 $460 239 days
9056 Morgana Court 5 5 4,832 $2,050,000 $424 30 days
9940 Black Bear Lane 4 5 3,110 $2,050,000 $659 483 days
16077 Barkly Ridge Court 6 7 5,248 $1,999,000 $380 42 days
9110 Morgana Court 5 5 4,661 $1,999,000 $428 113 days
1106 Sarah Mathews Drive 5 6 3,596 $1,975,000 $549 213 days
15680 Panther Lake Drive 5 6 4,329 $1,950,000 $450 9 days
16945 W Phil C Peters Road 6 4 4,396 $1,800,000 $409 57 days
17224 Old Country Lane 6 4 3,629 $1,775,000 $489 198 days
7573 Green Mountain Way 4 4 3,388 $1,750,000 $516 32 days
906 Allendale Lane 5 4 3,784 $1,725,000 $455 222 days
8750 Bayview Crossing Drive 5 6 4,641 $1,724,500 $371 87 days
279 Zachary Wade Street 5 4 4,473 $1,675,000 $374 120 days
1101 Eagles Pass Way 6 5 4,104 $1,644,999 $400 116 days
17372 Glossy Pomelo Way 5 6 4,977 $1,639,900 $329 124 days
2450 Dahlgren Way 5 5 4,365 $1,625,000 $372 193 days
325 Crystal Wood Drive 5 5 4,442 $1,600,000 $360 113 days
16788 Muskgrass Drive 4 5 4,733 $1,550,000 $327 189 days
2010 Boss Hewett Street 5 4 3,781 $1,500,000 $396 65 days
241 N Dillard Street 4 3 3,507 $1,499,999 $427 326 days
412 N Boyd Street 4 5 2,834 $1,465,000 $516 42 days
1112 Hull Island Drive 4 4 3,562 $1,400,000 $393 21 days
1720 Lake Roberts Landing Drive 5 5 4,919 $1,399,999 $284 1 day
16614 Harbor Sail Way 6 6 4,882 $1,399,000 $286 93 days
14048 Larkspur Lake Drive 4 3 2,464 $1,395,000 $566 31 days
9103 Morgana Court 5 5 4,376 $1,389,000 $317 114 days
16730 Rusty Anchor Road 6 5 4,451 $1,350,000 $303 1 day
Average: 4.1 3.6 2,864 $878,347 $300 95 days
Viewing 1 - 50 of 461
Viewing 1 - 50 of 461
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
1128 Prado Lane 6 7 4,658 $2,800,000 $601 1 day
9751 Quiet Lane 3 4 3,041 $2,499,000 $821 54 days
1164 Prado Lane 5 6 4,204 $2,210,000 $525 0 days
20 W Crest Avenue 5 5 4,668 $2,190,000 $469 51 days
15555 Panther Lake Drive 5 6 4,342 $2,075,000 $477 96 days
1144 Hull Island Drive 5 5 4,102 $1,699,000 $414 64 days
16548 Raven Rock Place 5 5 4,263 $1,460,000 $342 34 days
15619 Giant Foxtail Court 4 4 3,086 $1,450,000 $469 53 days
15264 Shonan Gold Drive 4 4 4,000 $1,359,999 $339 44 days
8506 Bayview Crossing Drive 5 5 3,966 $1,299,000 $327 21 days
8530 Bayview Crossing Drive 4 4 4,130 $1,299,000 $314 74 days
5513 Thomas Square Drive 4 4 3,941 $1,250,000 $317 11 days
13217 Tollcross Way 6 5 4,152 $1,249,000 $300 537 days
1812 Lake Roberts Landing Drive 6 4 4,247 $1,200,000 $282 88 days
14567 Cedar Hill Drive 5 4 4,909 $1,199,000 $244 5 days
9969 Lost Creek Drive 5 4 3,910 $1,199,000 $306 65 days
15686 Panther Lake Drive 4 5 3,094 $1,190,000 $384 158 days
10198 Merrymeeting Bay Drive 5 4 3,911 $1,160,000 $296 59 days
16753 Turtle Hatch Drive 4 4 2,954 $1,159,000 $392 3 days
17425 Lake Ingram Road 4 2 2,246 $1,149,000 $511 138 days
10043 Little Alcove Loop 3 3 2,348 $1,100,000 $468 18 days
215 S Highland Avenue 3 3 2,700 $1,099,000 $407 8 days
14067 Jomatt Loop 6 5 4,741 $1,099,000 $231 39 days
626 English Lake Drive 5 4 3,484 $1,095,000 $314 28 days
14825 Ellingsworth Lane 5 5 4,732 $1,050,000 $221 22 days
12904 Westhaven Oak Drive 5 5 3,894 $1,032,000 $265 110 days
6274 Flowering Cherry Bend 6 4 4,236 $1,016,060 $239 0 days
13852 Jomatt Loop 4 4 4,000 $1,015,000 $253 11 days
16149 Leyland Cypress Lane 5 4 3,764 $1,005,995 $267 0 days
6394 Wild Persimmon Way 6 4 4,236 $999,990 $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
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
15365 Maritime Pine Drive 5 5 4,024 $975,060 $242 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
6001 Flowering Cherry Bend 6 4 4,236 $954,990 $225 0 days
6376 Wild Persimmon Way 6 4 4,236 $951,803 $224 0 days
15136 Tea Tree Drive 5 5 3,692 $949,990 $257 106 days
15031 Canopy Cover Drive 3 4 2,808 $949,000 $337 20 days
6243 Flowerind Cherry Bend 6 4 4,236 $946,950 $223 0 days
6249 Flowering Cherry Bend 6 4 4,236 $941,015 $222 0 days
17085 Haggerty Hollow Drive 5 5 3,409 $939,880 $275 0 days
434 Valley View Drive 3 3 2,765 $939,000 $339 53 days
12928 Westhaven Oak Drive 5 5 3,626 $929,000 $256 100 days
15184 Tea Tree Drive 4 4 3,498 $925,990 $264 0 days
16379 Silver Grove Boulevard 5 5 3,823 $924,900 $241 59 days
15255 Maritime Pine Drive 4 4 3,498 $923,250 $263 0 days
12534 Gold Honeysuckle Street 5 4 3,731 $919,990 $246 17 days
Average: 4.2 3.6 2,818 $767,354 $273 38 days
Viewing 1 - 50 of 280
Viewing 1 - 50 of 280
Sold Properties
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
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
14511 Isleview Drive 6 6 5,290 $3,330,000 $3,170,000 $599 79 days 8/28/26
14182 Larkspur Lake Drive 6 8 6,442 $3,510,956 $3,150,000 $488 19 days 3/12/26
900 W Plant Street 7 8 7,704 $3,300,000 $3,050,000 $395 6 days 8/24/26
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
15138 Shonan Gold Drive 5 7 5,551 $2,799,950 $2,650,000 $477 62 days 9/3/26
16893 Broadwater Avenue 7 6 6,289 $2,795,900 $2,500,000 $397 16 days 8/10/26
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
7460 John Hancock Drive 6 6 4,817 $2,295,000 $2,275,000 $472 89 days 8/21/26
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
15592 Avenue Of The Arbors 6 4 4,978 $2,350,000 $2,250,000 $451 7 days 8/11/26
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
9014 Morgana Court 5 5 4,436 $2,075,000 $1,990,000 $448 163 days 8/12/26
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
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
902 Johns Point Drive 4 4 4,085 $1,799,000 $1,749,000 $428 10 days 7/27/26
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: 4.1 3.5 2,799 $790,091 $768,764 $272 47 days
Viewing 1 - 50 of 1548
Viewing 1 - 50 of 1548