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
5603 Marleon Drive 7 10 22,108 $27,000,000 $1,221 167 days
5192 Vardon Drive 6 10 13,494 $19,500,000 $1,445 38 days
5036 Latrobe Drive 6 9 15,337 $18,750,000 $1,222 41 days
6119 Grosvenor Shore Drive 8 11 14,068 $15,900,000 $1,130 102 days
12488 Park Avenue 10 17 13,425 $15,500,000 $1,154 193 days
3057 Porto Lago Court 6 11 12,067 $13,995,000 $1,159 119 days
9832 Laurel Valley Drive 6 10 11,100 $11,750,000 $1,058 136 days
4226 Downeast Lane 5 3 5,316 $9,250,000 $1,740 366 days
9621 Windy Ridge Road 9 16 20,445 $8,999,999 $440 3 days
5092 Isleworth Country Club Drive 4 5 7,100 $8,500,000 $1,197 24 days
9343 Tibet Pointe Circle 7 10 8,362 $7,450,000 $890 34 days
5074 Isleworth Country Club Drive 5 7 7,099 $7,250,000 $1,021 284 days
5373 Isleworth Country Club Drive 5 6 5,993 $7,200,000 $1,201 47 days
6113 Grosvenor Shore Drive 7 8 8,722 $6,950,000 $796 25 days
6055 Louise Cove Drive 5 6 7,158 $6,850,000 $956 78 days
9061 Ron Den Lane 5 7 6,300 $6,800,000 $1,079 130 days
9921 Lake Louise Drive 5 7 6,970 $6,650,000 $954 86 days
6462 Deacon Cir 5 6 7,178 $6,595,000 $918 165 days
9316 Gladys Garden Ct 5 7 5,471 $6,500,000 $1,188 118 days
9725 Chestnut Ridge Drive 7 7 8,000 $5,975,000 $746 296 days
800 W 2nd Avenue 5 5 5,511 $5,600,000 $1,016 94 days
1330 Lake Olivia 6 8 6,442 $5,500,000 $853 74 days
12264 Montalcino Circle 4 7 7,872 $5,390,000 $684 174 days
9615 Windy Ridge Road 6 8 9,669 $5,300,000 $548 10 days
5199 Latrobe Dr 6 7 4,665 $5,300,000 $1,136 151 days
5138 Fairway Oaks Dr 4 5 4,330 $4,999,500 $1,154 183 days
5070 Down Point Lane 6 7 7,349 $4,945,000 $672 241 days
9721 Carillon Park Drive 6 9 8,305 $4,778,000 $575 433 days
9575 Westover Roberts Road 7 8 8,931 $4,750,000 $531 348 days
6719 Valhalla Way 5 7 6,159 $4,495,000 $729 90 days
5186 Vardon Drive 6 6 4,739 $4,395,000 $927 33 days
9602 Maywood Drive 5 5 5,305 $4,350,000 $819 19 days
9144 Isleworth Gardens Drive 3 5 5,004 $4,100,000 $819 199 days
6120 Greatwater Drive 5 6 5,580 $3,999,000 $716 27 days
4201 Isabella Circle 6 7 6,896 $3,990,000 $578 75 days
11002 Lake Butler Boulevard 5 8 6,248 $3,950,000 $632 567 days
5151 Latrobe Dr 4 5 5,301 $3,800,000 $716 219 days
9960 6th Street 5 6 6,182 $3,750,000 $606 149 days
3986 Isabella Circle 5 7 5,342 $3,599,000 $673 66 days
9310 Isleworth Gardens Drive 3 5 4,333 $3,595,000 $829 27 days
4302 Isabella Cir 5 7 5,362 $3,580,000 $667 60 days
5524 Worsham Court 4 6 7,669 $3,500,000 $456 81 days
9679 Westover Roberts Rd 6 7 5,666 $3,400,000 $600 81 days
515 W 2nd Avenue 4 6 3,966 $3,300,000 $832 50 days
4243 Isabella Circle 5 7 5,502 $3,290,000 $597 46 days
12620 S Lake Sawyer Lane 4 6 4,200 $3,250,000 $773 5 days
6126 Payne Stewart Drive 3 4 2,848 $3,250,000 $1,141 31 days
4819 Alexandra Garden Court 4 5 3,745 $3,200,000 $854 458 days
5050 Isleworth Country Club Drive 4 5 3,365 $3,189,000 $947 51 days
1815 Windermere Road 4 5 4,290 $3,150,000 $734 5 days
Average: 4.6 4.9 4,530 $2,831,171 $516 126 days
Viewing 1 - 50 of 181
Viewing 1 - 50 of 181
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 $1,218 249 days
724 W 2nd Avenue 6 8 6,874 $7,500,000 $1,091 49 days
8342 Boyla Court 8 10 8,133 $6,700,000 $823 92 days
12540 Park Avenue 5 6 7,740 $4,500,000 $581 202 days
1821 Windermere Road 5 7 6,401 $4,276,160 $668 148 days
4906 Aviva Garden Court 4 6 6,605 $3,850,000 $582 20 days
5237 Isleworth Country Club Drive 5 5 5,972 $3,600,000 $602 0 days
5379 Isleworth Country Club Drive 4 4 3,872 $2,900,000 $748 15 days
9656 Weatherstone Court 6 7 7,016 $2,500,000 $356 113 days
12722 S Lake Sawyer Lane 5 4 5,139 $2,400,000 $467 6 days
9620 Maywood Drive 4 3 3,004 $2,275,000 $757 173 days
2 Chase Road 4 5 3,889 $2,200,000 $565 296 days
1316 Estancia Woods Loop 5 7 5,448 $2,170,000 $398 155 days
2068 Roberts Point Drive 5 4 4,876 $2,150,000 $440 153 days
1118 Estancia Woods Loop 5 5 4,228 $1,985,000 $469 104 days
930 East Boulevard 4 5 2,868 $1,895,000 $660 24 days
7413 Lake Albert Drive 6 7 4,945 $1,799,000 $363 4 days
9057 Balmoral Mews Square 6 6 5,430 $1,795,000 $330 224 days
11832 Waterstone Loop Drive 4 5 3,396 $1,575,000 $463 62 days
13503 Lake Cawood Drive 5 7 5,312 $1,500,000 $282 45 days
11015 Hawkshead Court 5 5 3,868 $1,450,000 $374 133 days
12085 Sandy Shores Drive 5 3 2,831 $1,225,000 $432 46 days
8394 Lookout Pointe Drive 5 4 3,971 $1,150,000 $289 31 days
2230 Ridgewind Way 5 4 3,064 $1,149,900 $375 151 days
11021 Hawkshead Court 5 4 3,557 $1,100,000 $309 25 days
11217 Willow Gardens Drive 4 3 2,824 $1,075,000 $380 65 days
8236 Procida Isle Lane 6 4 4,176 $1,010,000 $241 241 days
2512 Tryon Place 4 3 3,478 $949,000 $272 110 days
8525 Bowden Way 4 3 2,357 $940,000 $398 168 days
11326 Ledgement Lane 5 4 3,182 $879,000 $276 142 days
11727 Delwick Drive 4 3 2,704 $860,000 $318 23 days
6727 Merrick Landing Boulevard 5 3 2,773 $769,000 $277 27 days
6208 Talaria Drive 5 4 3,373 $750,000 $222 5 days
6243 Andreozzi Lane 4 2 2,516 $720,000 $286 25 days
14038 Eden Isle Boulevard 4 3 2,749 $709,000 $257 4 days
13239 Jervey Street 4 4 2,745 $699,990 $255 33 days
6363 Sedona Leaf Court 4 3 2,665 $699,900 $262 91 days
14255 Sonco Avenue 4 3 2,698 $699,900 $259 153 days
2053 Woody Drive 3 3 2,177 $679,000 $311 81 days
4948 Wise Bird Drive 3 2 1,979 $679,000 $343 5 days
7236 Penkridge Lane 5 5 2,963 $675,000 $227 78 days
12912 Droxford Road 5 4 2,966 $650,000 $219 109 days
13324 Jervey Street 4 4 2,750 $649,000 $236 31 days
13226 Zori Lane 4 2 2,521 $645,000 $255 142 days
7555 Tattant Boulevard 4 4 2,628 $615,000 $234 6 days
6858 Merrick Landing Boulevard 3 2 2,115 $595,000 $281 16 days
7011 Nobleton Drive 4 3 2,460 $560,000 $227 32 days
4827 Flint Road 3 2 2,085 $559,000 $268 9 days
9433 Palm Tree Drive 3 2 1,819 $539,900 $296 107 days
4936 Wise Bird Drive 4 3 2,361 $535,000 $226 4 days
Average: 4.5 4.2 3,755 $1,773,439 $400 82 days
Viewing 1 - 50 of 54
Viewing 1 - 50 of 54
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
4200 Down Point Lane 6 9 14,435 $9,900,000 $8,500,000 $588 8 days 5/12/26
6137 Grosvenor Shore Drive 6 9 9,571 $8,495,000 $7,650,000 $799 400 days 5/28/26
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
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
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
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
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
4806 Alexandra Garden Ct 5 7 5,695 $4,200,000 $3,900,000 $684 0 days 8/20/26
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
9648 Mccormick Place 3 4 4,751 $3,800,000 $3,337,000 $702 300 days 10/15/26
6857 Valhalla Way 5 7 7,153 $3,700,000 $3,300,000 $461 53 days 8/31/26
8340 Lake Burden Circle 6 7 6,848 $3,250,000 $3,250,000 $474 7 days 6/24/26
10577 Down Lakeview Circle 4 4 5,273 $3,350,000 $3,200,000 $606 177 days 8/18/26
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
1009 Down Reserve Court 5 8 7,940 $3,950,000 $3,100,000 $390 154 days 9/5/26
5024 Sawyer Cove Way 5 7 5,501 $3,450,000 $3,100,000 $563 187 days 4/30/26
13125 Casabella Drive 5 6 7,561 $3,185,000 $3,075,000 $406 275 days 2/10/26
4071 Isabella Circle 5 9 7,058 $3,290,000 $3,000,000 $425 21 days 7/24/26
6133 S Hampshire Court 5 7 6,335 $3,150,000 $3,000,000 $473 9 days 5/8/26
9940 Grosvenor Pointe Circle 5 7 5,071 $3,195,000 $3,000,000 $591 81 days 6/29/26
4711 Joanna Garden Ct 3 4 4,089 $3,250,000 $2,950,000 $721 60 days 2/20/26
11255 Macaw Court 5 6 5,845 $2,987,500 $2,948,000 $504 24 days 4/7/26
5538 W Lake Butler Road 6 6 6,000 $3,195,000 $2,925,000 $487 170 days 8/28/26
6186 Louise Cove Drive 4 6 4,849 $3,250,000 $2,900,000 $598 0 days 3/19/26
Average: 4.3 4.0 3,576 $1,472,257 $1,391,298 $352 67 days
Viewing 1 - 50 of 518
Viewing 1 - 50 of 518

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