Windermere, 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
9508 Windy Ridge Road 7 14 51,000 $30,000,000 $588 55 days
5603 Marleon Drive 7 10 22,108 $27,000,000 $1,221 77 days
11900 Lake Butler Boulevard 7 9 10,649 $17,250,000 $1,619 499 days
6119 Grosvenor Shore Drive 7 9 14,068 $15,900,000 $1,130 12 days
12488 Park Avenue 10 17 13,425 $15,500,000 $1,154 103 days
3057 Porto Lago Court 6 11 12,067 $13,995,000 $1,159 29 days
9621 Windy Ridge Road 9 16 20,445 $12,999,999 $635 98 days
9832 Laurel Valley Drive 6 10 11,100 $12,750,000 $1,148 46 days
9312 Blanche Cove Dr 7 10 11,465 $12,350,000 $1,077 41 days
728 Forest Street 6 9 6,457 $10,200,000 $1,579 53 days
4226 Downeast Lane 5 3 5,316 $9,750,000 $1,834 276 days
9317 Gladys Garden Court 6 9 8,038 $7,999,000 $995 58 days
9343 Tibet Pointe Circle 7 10 8,362 $7,795,000 $932 591 days
724 W 2nd Avenue 6 8 6,874 $7,500,000 $1,091 4 days
5074 Isleworth Country Club Drive 5 7 7,099 $7,250,000 $1,021 194 days
9349 Tibet Pointe Circle 5 8 7,529 $6,995,000 $929 83 days
9061 Ron Den Lane 5 7 6,300 $6,900,000 $1,095 40 days
8342 Boyla Court 8 10 8,133 $6,700,000 $823 20 days
9316 Gladys Garden Ct 5 7 5,471 $6,500,000 $1,188 28 days
6462 Deacon Cir 5 6 7,178 $6,499,999 $905 75 days
9725 Chestnut Ridge Drive 7 7 8,000 $6,000,000 $750 206 days
800 W 2nd Avenue 5 5 5,511 $5,999,000 $1,088 4 days
5138 Fairway Oaks Dr 4 5 4,330 $5,500,000 $1,270 93 days
12264 Montalcino Circle 4 7 7,872 $5,490,000 $697 84 days
5199 Latrobe Dr 6 7 4,665 $5,300,000 $1,136 61 days
9721 Carillon Park Drive 6 9 8,305 $5,000,000 $602 343 days
5070 Down Point Lane 6 7 7,349 $4,995,000 $679 151 days
9575 Westover Roberts Road 7 8 8,931 $4,850,000 $543 258 days
12540 Park Avenue 5 6 7,740 $4,599,000 $594 164 days
9144 Isleworth Gardens Drive 3 5 5,004 $4,300,000 $859 109 days
4906 Aviva Garden Court 3 5 6,236 $4,190,000 $671 98 days
6120 Greatwater Dr 5 6 5,580 $3,999,999 $716 84 days
11002 Lake Butler Boulevard 5 8 6,248 $3,999,999 $640 477 days
212 W 1st Avenue 5 5 3,800 $3,900,000 $1,026 91 days
5151 Latrobe Dr 4 5 5,301 $3,900,000 $735 129 days
11539 Lake Butler Boulevard 5 5 5,018 $3,800,000 $757 42 days
12623 Park Avenue 5 7 7,120 $3,800,000 $533 62 days
9648 Mccormick Place 3 4 4,751 $3,800,000 $799 300 days
9960 6th Street 5 6 6,182 $3,750,000 $606 59 days
4812 Alexandra Garden Court 3 5 4,262 $3,699,000 $867 327 days
9731 Chestnut Ridge Drive 4 4 4,877 $3,400,000 $697 345 days
5001 Latrobe Drive 5 5 4,417 $3,299,999 $747 132 days
13431 Bellaria Circle 4 5 5,616 $3,250,000 $578 18 days
13448 Bellaria Circle 6 7 6,308 $3,200,000 $507 308 days
13161 Lake Butler Boulevard 5 5 4,500 $3,200,000 $711 336 days
4819 Alexandra Garden Court 4 5 3,745 $3,200,000 $854 368 days
5145 Latrobe Drive 4 5 4,512 $2,999,999 $664 162 days
5073 Latrobe Dr 4 6 4,706 $2,999,000 $637 52 days
6417 Lake Burden View Drive 5 6 5,935 $2,960,000 $498 27 days
4301 Down Point Lane 5 4 7,153 $2,950,000 $412 107 days
Average: 4.6 4.6 4,475 $2,658,628 $481 113 days
Viewing 1 - 50 of 205
Viewing 1 - 50 of 205
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
9323 Gladys Garden Court 6 10 9,770 $11,900,000 $1,218 153 days
1821 Windermere Road 5 7 6,401 $4,276,160 $668 148 days
4806 Alexandra Garden Ct 5 7 5,695 $4,200,000 $737 0 days
1009 Down Reserve Court 5 8 7,940 $3,950,000 $497 154 days
6857 Valhalla Way 5 7 7,153 $3,700,000 $517 53 days
10577 Down Lakeview Circle 4 4 5,273 $3,350,000 $635 177 days
5538 W Lake Butler Road 6 6 6,000 $3,195,000 $532 170 days
10870 Bayshore Drive 4 5 4,693 $2,895,000 $616 153 days
13304 Bellaria Circle 6 6 4,920 $2,798,000 $568 116 days
12720 Jacob Grace Court 6 7 5,882 $2,750,000 $467 115 days
1408 Lake Whitney Drive 5 6 5,433 $2,650,000 $487 32 days
9222 Tibet Pointe Circle 5 6 5,323 $2,599,000 $488 57 days
5061 Sawyer Cove Way 5 5 3,888 $2,590,000 $666 63 days
81 Oakdale Street 5 5 4,284 $2,300,000 $536 223 days
9011 Pinnacle Circle 5 5 6,546 $2,250,000 $343 61 days
1136 Lake Whitney Drive 4 6 5,722 $2,225,000 $388 68 days
2 Chase Road 4 5 3,889 $2,200,000 $565 296 days
6550 Cartmel Lane 4 5 4,257 $2,190,000 $514 111 days
11753 Vinci Drive 4 5 4,037 $2,150,000 $532 82 days
5067 Sawyer Cove Way 5 4 3,567 $2,100,000 $588 47 days
13327 Lake Clarice Drive 5 4 4,867 $2,090,000 $429 25 days
5421 Tildens Grove Boulevard 6 5 5,922 $1,999,900 $337 75 days
11051 Hawkshead Court 5 6 3,728 $1,825,000 $489 81 days
1924 Down Hollow Lane 3 3 1,962 $1,680,000 $856 4 days
11449 Lake Butler Boulevard 5 5 4,648 $1,680,000 $361 62 days
7503 Lake Albert Dr 5 5 4,329 $1,650,000 $381 0 days
5741 Oxford Moor Boulevard 6 5 4,525 $1,550,000 $342 26 days
11537 Claymont Cir 5 4 3,164 $1,400,000 $442 95 days
2014 Down Woods Lane 4 4 3,344 $1,390,000 $415 17 days
516 Jennifer Lane 3 3 3,021 $1,295,000 $428 4 days
5128 Butler Ridge Drive 4 3 2,816 $1,175,000 $417 27 days
11536 Claymont Circle 4 3 2,882 $1,175,000 $407 107 days
11333 Camden Park Drive 5 5 3,449 $1,151,000 $333 376 days
8394 Lookout Pointe Drive 5 4 3,971 $1,150,000 $289 31 days
6379 Swanson Street 5 4 3,804 $1,099,000 $288 69 days
4474 Begonia Court 5 5 4,380 $1,070,000 $244 91 days
14347 Crest Palm Avenue 4 3 3,100 $1,058,989 $341 0 days
2125 Kane Park Way 4 3 2,743 $965,000 $351 213 days
4482 Begonia Court 5 5 4,544 $950,000 $209 0 days
1002 Oakdale Street 4 3 3,516 $950,000 $270 97 days
3328 Wax Berry Court 4 4 2,636 $925,000 $350 254 days
2722 Ingeborg Court 4 3 2,619 $850,000 $324 7 days
412 Forest Street 5 3 2,539 $840,000 $330 25 days
8715 Quiet Meadows Trail 4 4 3,388 $825,000 $243 20 days
9225 Mcdavid Court 4 2 2,713 $799,999 $294 3 days
7180 Beek Street 6 4 3,648 $780,000 $213 114 days
11249 Rapallo Lane 5 3 2,366 $750,000 $316 17 days
8552 Powder Ridge Trail 5 4 2,612 $680,000 $260 128 days
2053 Woody Drive 3 3 2,177 $679,000 $311 9 days
4948 Wise Bird Drive 3 2 1,979 $679,000 $343 5 days
Average: 4.4 4.2 3,819 $1,710,983 $403 79 days
Viewing 1 - 50 of 64
Viewing 1 - 50 of 64
Sold Properties
Address Beds Baths Living ft2 List Price Sold Price Cost per ft2 DOM Sold Date
9121 Tibet Pointe Circle 6 11 11,071 $14,500,000 $13,200,000 $1,192 5 days 6/5/26
5525 Isleworth Country Club Dr 5 6 9,511 $14,250,000 $11,500,000 $1,209 333 days 5/15/26
9935 Lake Louise Drive 7 10 16,257 $12,995,000 $11,100,000 $682 59 days 12/2/25
9832 Laurel Valley Drive 6 10 11,100 $9,300,000 $9,000,000 $810 0 days 10/6/25
4200 Down Point Lane 6 9 14,435 $9,900,000 $8,500,000 $588 8 days 5/12/26
5271 Isleworth Country Club Drive 7 13 11,403 $8,775,000 $8,500,000 $745 206 days 9/5/25
6137 Grosvenor Shore Drive 6 9 9,571 $8,495,000 $7,650,000 $799 400 days 5/28/26
6126 Kirkstone Lane 5 7 8,691 $7,150,000 $6,800,000 $782 141 days 9/5/25
6013 Greatwater Drive 5 7 7,607 $7,250,000 $6,700,000 $880 11 days 5/11/26
6507 Rosella Court 7 8 10,485 $7,400,000 $6,700,000 $639 143 days 6/9/26
5507 Worsham Court 5 11 10,200 $7,500,000 $6,600,000 $647 495 days 8/11/25
9301 Tibet Pointe Circle 5 7 7,405 $6,500,000 $6,212,500 $838 225 days 8/22/25
11019 Bridge House Road Unit R 7 11 9,376 $6,200,000 $6,200,000 $661 0 days 9/15/25
1002 Down Reserve Court 6 6 6,706 $6,490,000 $6,000,000 $894 42 days 5/6/26
9639 Westover Roberts Road 5 9 11,861 $5,900,000 $5,500,000 $463 283 days 7/17/26
9713 Endicott Court 6 8 7,818 $5,250,000 $5,250,000 $671 3 days 7/17/26
5174 Vardon Drive 6 9 10,701 $5,250,000 $5,200,000 $485 237 days 7/29/25
1455 Kelso Boulevard 6 7 6,448 $5,250,000 $5,150,000 $798 65 days 8/29/25
5104 Isleworth Country Club Drive 4 7 9,636 $5,000,000 $5,000,000 $518 0 days 5/31/26
9733 Carillon Park Drive 5 7 7,600 $5,250,000 $5,000,000 $657 84 days 3/12/26
6117 Louise Cove Drive 4 5 5,752 $5,250,000 $4,898,000 $851 132 days 7/2/26
6142 Grosvenor Shore Drive 4 6 6,950 $5,150,000 $4,850,000 $697 26 days 6/30/26
11618 Vinci Drive 5 7 6,188 $4,950,000 $4,850,000 $783 93 days 6/12/26
9139 Tibet Pointe Circle 6 9 10,341 $4,950,000 $4,800,000 $464 0 days 10/10/25
5500 W Lake Butler Road 8 6 7,000 $4,700,000 $4,600,000 $657 22 days 7/9/26
1003 Down Reserve Court 6 8 6,816 $4,999,999 $4,500,000 $660 116 days 3/11/26
6474 Deacon Circle 6 6 5,853 $4,475,000 $4,475,000 $764 0 days 3/25/26
5157 Latrobe Drive 6 9 5,721 $4,400,000 $4,400,000 $769 0 days 12/30/25
5036 Latrobe Drive 5 5 5,548 $4,900,000 $4,350,000 $784 175 days 7/15/26
6113 Payne Stewart Drive 3 4 2,983 $4,950,000 $4,287,500 $1,437 40 days 5/27/26
805 W 2nd Avenue 5 6 4,783 $4,398,000 $4,125,000 $862 103 days 9/5/25
3428 Chaine Du Lac Boulevard 5 7 6,196 $4,299,000 $4,100,000 $661 41 days 8/13/25
3026 Porto Lago Court 5 9 8,714 $4,500,000 $4,075,000 $467 78 days 6/16/26
6109 Orta Court 5 7 5,895 $4,495,000 $4,029,999 $683 70 days 4/10/26
9253 Tibet Pointe Cir 4 7 6,265 $4,150,000 $3,840,000 $612 99 days 10/31/25
9915 Giffin Court 5 4 6,008 $3,800,000 $3,800,000 $632 0 days 11/24/25
12132 Montalcino Circle 6 7 5,709 $3,790,000 $3,700,000 $648 205 days 7/6/26
7706 Ficquette Road 6 7 6,202 $3,700,000 $3,600,000 $580 205 days 1/28/26
9310 Isleworth Gardens Drive 3 5 4,333 $3,700,000 $3,550,000 $819 37 days 11/26/25
12812 Jacob Grace Court 4 6 6,054 $3,699,888 $3,500,000 $578 326 days 6/30/26
12120 Montalcino Circle 4 6 5,138 $3,300,000 $3,450,000 $671 11 days 3/12/26
10545 Down Lakeview Circle 5 7 7,263 $3,795,000 $3,450,000 $475 143 days 1/23/26
4065 Isabella Circle 6 8 8,064 $3,599,000 $3,275,000 $406 68 days 9/5/25
8340 Lake Burden Circle 6 7 6,848 $3,250,000 $3,250,000 $474 7 days 6/24/26
9743 Chestnut Ridge Drive 5 7 6,328 $3,250,000 $3,250,000 $513 6 days 9/26/25
6030 Greatwater Drive 6 7 6,489 $3,199,500 $3,178,500 $489 4 days 11/12/25
4077 Isabella Circle 6 8 7,559 $3,400,000 $3,150,000 $416 112 days 1/8/26
3426 Cocard Court 4 5 7,222 $3,450,000 $3,150,000 $436 172 days 12/22/25
4029 Isabella Circle 6 8 7,217 $3,299,000 $3,120,000 $432 18 days 6/10/26
5024 Sawyer Cove Way 5 7 5,501 $3,450,000 $3,100,000 $563 187 days 4/30/26
Average: 4.3 4.1 3,668 $1,553,509 $1,473,300 $358 66 days
Viewing 1 - 50 of 535
Viewing 1 - 50 of 535