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 $1,221 122 days
6119 Grosvenor Shore Drive 8 11 14,068 $15,900,000 $1,130 57 days
12488 Park Avenue 10 17 13,425 $15,500,000 $1,154 148 days
3057 Porto Lago Court 6 11 12,067 $13,995,000 $1,159 74 days
9312 Blanche Cove Dr 7 10 11,465 $12,350,000 $1,077 86 days
9323 Gladys Garden Court 6 10 9,770 $11,900,000 $1,218 209 days
9832 Laurel Valley Drive 6 10 11,100 $11,750,000 $1,058 91 days
728 Forest Street 6 9 6,457 $10,200,000 $1,579 98 days
4226 Downeast Lane 5 3 5,316 $9,750,000 $1,834 321 days
9343 Tibet Pointe Circle 7 10 8,362 $7,695,000 $920 636 days
724 W 2nd Avenue 6 8 6,874 $7,500,000 $1,091 49 days
5074 Isleworth Country Club Drive 5 7 7,099 $7,250,000 $1,021 239 days
5373 Isleworth Country Club Drive 5 6 5,993 $7,200,000 $1,201 2 days
9349 Tibet Pointe Circle 5 8 7,529 $6,995,000 $929 128 days
6055 Louise Cove Drive 5 6 7,158 $6,900,000 $963 33 days
9061 Ron Den Lane 5 7 6,300 $6,900,000 $1,095 85 days
8342 Boyla Court 8 10 8,133 $6,700,000 $823 65 days
9921 Lake Louise Drive 5 7 6,970 $6,650,000 $954 41 days
9316 Gladys Garden Ct 5 7 5,471 $6,500,000 $1,188 73 days
800 W 2nd Avenue 5 5 5,511 $5,999,000 $1,088 49 days
9725 Chestnut Ridge Drive 7 7 8,000 $5,975,000 $746 251 days
1330 Lake Olivia 6 8 6,442 $5,500,000 $853 29 days
12264 Montalcino Circle 4 7 7,872 $5,390,000 $684 129 days
5199 Latrobe Dr 6 7 4,665 $5,300,000 $1,136 106 days
5070 Down Point Lane 6 7 7,349 $4,995,000 $679 196 days
9575 Westover Roberts Road 7 8 8,931 $4,850,000 $543 303 days
9721 Carillon Park Drive 6 9 8,305 $4,778,000 $575 388 days
6719 Valhalla Way 4 7 6,159 $4,495,000 $729 45 days
9144 Isleworth Gardens Drive 3 5 5,004 $4,100,000 $819 154 days
11002 Lake Butler Boulevard 5 8 6,248 $3,999,999 $640 522 days
4201 Isabella Circle 6 7 6,896 $3,990,000 $578 30 days
4906 Aviva Garden Court 3 5 6,236 $3,990,000 $639 143 days
5151 Latrobe Dr 4 5 5,301 $3,900,000 $735 174 days
9960 6th Street 5 6 6,182 $3,750,000 $606 104 days
4302 Isabella Cir 5 7 5,362 $3,700,000 $690 15 days
4812 Alexandra Garden Court 3 5 4,262 $3,699,000 $867 372 days
3986 Isabella Circle 5 7 5,342 $3,599,000 $673 21 days
5524 Worsham Court 4 6 7,669 $3,500,000 $456 36 days
5379 Isleworth Country Club Drive 4 4 3,872 $3,400,000 $878 9 days
9679 Westover Roberts Rd 6 7 5,666 $3,400,000 $600 36 days
515 W 2nd Avenue 4 6 3,966 $3,300,000 $832 5 days
11539 Lake Butler Boulevard 5 5 5,018 $3,300,000 $657 87 days
4243 Isabella Circle 5 7 5,502 $3,290,000 $597 1 day
13448 Bellaria Circle 6 7 6,308 $3,200,000 $507 353 days
4819 Alexandra Garden Court 4 5 3,745 $3,200,000 $854 413 days
5050 Isleworth Country Club Drive 4 5 3,365 $3,189,000 $947 6 days
12102 Montalcino Circle 4 5 4,296 $3,100,000 $721 31 days
7720 Ficquette Road 6 5 4,282 $3,100,000 $723 42 days
5145 Latrobe Drive 4 5 4,512 $2,999,999 $664 207 days
4301 Down Point Lane 5 4 7,153 $2,950,000 $412 3 days
Average: 4.8 4.9 4,459 $2,691,646 $500 122 days
Viewing 1 - 50 of 182
Viewing 1 - 50 of 182
Properties Under Contract
Address Beds Baths Living ft2 List Price Cost per ft2 DOM
12237 Park Avenue 4 5 5,899 $4,500,000 $762 19 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
9648 Mccormick Place 3 4 4,751 $3,800,000 $799 300 days
5237 Isleworth Country Club Drive 5 5 5,972 $3,600,000 $602 0 days
13431 Bellaria Circle 4 5 5,616 $3,250,000 $578 47 days
1408 Lake Whitney Drive 5 6 5,433 $2,650,000 $487 32 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
1316 Estancia Woods Loop 5 7 5,448 $2,170,000 $398 155 days
13327 Lake Clarice Drive 5 4 4,867 $2,090,000 $429 25 days
6241 Blakeford Drive 4 4 3,556 $1,795,000 $504 41 days
2617 Butler Bay Drive N 4 4 3,086 $1,649,000 $534 44 days
2113 Water Key Drive 4 4 4,206 $1,599,000 $380 2 days
11832 Waterstone Loop Drive 4 5 3,396 $1,575,000 $463 62 days
6239 Rydal Court 5 5 4,238 $1,495,000 $352 0 days
12676 Salomon Cove Drive 6 4 3,667 $1,300,000 $354 8 days
5746 Oxford Moor Boulevard 4 3 3,793 $1,289,000 $339 25 days
12085 Sandy Shores Drive 5 3 2,831 $1,225,000 $432 46 days
2230 Ridgewind Way 5 4 3,064 $1,169,900 $381 107 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
11217 Willow Gardens Drive 4 3 2,824 $1,075,000 $380 65 days
8254 Procida Isle Lane 5 4 3,267 $1,050,000 $321 22 days
9600 Ambleside Drive 3 3 2,700 $975,000 $361 11 days
11348 Willow Gardens Drive 5 3 2,717 $964,500 $354 7 days
3328 Wax Berry Court 4 4 2,636 $850,000 $322 308 days
6631 Crestmont Glen Lane 4 4 3,068 $809,000 $263 387 days
7180 Beek Street 6 4 3,648 $780,000 $213 114 days
8291 Procida Isle Lane 4 3 2,224 $775,000 $348 8 days
12832 Westside Village Loop 5 4 3,705 $760,000 $205 3 days
8104 Jailene Drive 4 4 2,886 $759,000 $262 9 days
7211 Still Pond Lane 4 4 3,161 $755,000 $238 74 days
6208 Talaria Drive 5 4 3,373 $750,000 $222 5 days
14255 Sonco Avenue 4 3 2,698 $699,900 $259 153 days
1452 Dingens Avenue 4 2 2,433 $699,000 $287 28 days
7906 Jailene Drive 5 3 2,618 $699,000 $266 58 days
13842 Orange Crest Drive 5 3 2,620 $695,000 $265 121 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
13160 Sunkiss Loop 3 2 1,790 $675,000 $377 13 days
811 Main Street 2 2 1,398 $649,999 $464 104 days
7033 Bramlea Lane 3 3 2,229 $647,000 $290 7 days
12830 Cragside Lane 4 3 2,683 $644,900 $240 40 days
13936 Eden Isle Boulevard 4 4 2,675 $640,000 $239 80 days
11773 Bella Milano Court 5 4 2,626 $629,900 $239 53 days
13328 Overstreet Road 4 3 2,648 $629,900 $237 56 days
11854 Via Lucerna Circle 4 4 2,837 $625,000 $220 19 days
6601 Duncaster Street 4 3 3,001 $609,900 $203 88 days
7222 Still Pond Lane 3 2 2,066 $600,000 $290 44 days
Average: 4.0 3.7 3,223 $1,266,915 $356 75 days
Viewing 1 - 50 of 61
Viewing 1 - 50 of 61
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
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
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
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
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
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
9743 Chestnut Ridge Drive 5 7 6,328 $3,250,000 $3,250,000 $513 6 days 9/26/25
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
Average: 4.3 4.1 3,636 $1,510,772 $1,430,196 $355 66 days
Viewing 1 - 50 of 529
Viewing 1 - 50 of 529