Windermere, FL Price Reductions

A price reduction is the clearest signal a seller sends: the first number did not work. This tracker lists every Windermere listing that lowered its asking price, updated nightly from the live MLS record — the old price, the new price, the size of the cut and how long the home has been on the market — so buyers can see where sellers are moving and sellers can see what their competition just did.

16 homes for sale in Windermere, FL cut their asking price in the last 7 days and 56 in the last 30, out of 208 active listings (23% reduced at least once this month). The median reduction is 2.4% ($23,000). The largest cut this week was $399,000 on 800 W 2Nd Avenue in Aladar On Lake Butler ($5,999,000 → $5,600,000).

Latest price reductions in Windermere

ListingCommunityWasNowCutDOM
8241 Tibet Butler Drive
Oct 14 · 4 bd · 3.5 ba · 3,680 sf
Keenes Pointe$1,740,000$1,699,000−2.4%64
2230 Ridgewind Way
Oct 14 · 5 bd · 4 ba · 3,064 sf
Estates At Windermere$1,169,900$1,149,900−1.7%136
7752 Rigby Street
Oct 14 · 3 bd · 2.5 ba · 1,335 sf
—$399,000$395,000−1.0%71
1480 Hempel Avenue
Oct 13 · 5 bd · 4.5 ba · 4,219 sf
Gotha Town$1,695,000$1,598,000−5.7%52
6858 Merrick Landing Boulevard
Oct 13 · 3 bd · 2 ba · 2,115 sf
Vineyards Of Horizons West$615,000$595,000−3.3%6
14350 Bridgewater Crossings Boulevard
Oct 12 · 4 bd · 2.5 ba · 1,706 sf
Tennyson Park Summerport$405,000$398,000−1.7%16
800 W 2Nd Avenue
Oct 10 · 5 bd · 4.5 ba · 5,511 sf
Aladar On Lake Butler$5,999,000$5,600,000−6.7%81
9609 Westover Club Circle
Oct 10 · 5 bd · 4.5 ba · 3,797 sf
—$969,000$939,000−3.1%50
9057 Balmoral Mews Square
Oct 9 · 6 bd · 5.5 ba · 5,430 sf
Balmoral$1,849,000$1,795,000−2.9%168
14371 Crest Palm Avenue
Oct 9 · 4 bd · 4 ba · 3,153 sf
Palms At Windermere$989,990$949,990−4.0%180
2128 Lake Crescent Court
Oct 9 · 4 bd · 2 ba · 2,987 sf
Butler Bay$751,400$713,840−5.0%126
14341 Crest Palm Avenue
Oct 9 · 4 bd · 4 ba · 3,153 sf
Palms At Windermere$1,090,990$1,070,990−1.8%124
14353 Crest Palm Avenue
Oct 9 · 4 bd · 3 ba · 2,740 sf
Palms At Windermere$979,990$959,990−2.0%143
212 W 1St Avenue
Oct 9 · 4 bd · 2 ba · 2,627 sf
Windermere Town$1,499,000$1,498,000−0.1%59
13250 Bellaria Circle
Oct 8 · 6 bd · 7.5 ba · 6,781 sf
Bellaria$2,800,000$2,795,000−0.2%79
7720 Ficquette Road
Oct 7 · 6 bd · 4.5 ba · 4,282 sf
Lake Hancock Shores$3,100,000$2,999,996−3.2%66
212 W 1St Avenue
Oct 6 · 4 bd · 2 ba · 2,627 sf
Windermere Town$1,599,000$1,499,000−6.3%59
13317 Lush Lime Alley
Oct 6 · 3 bd · 2.5 ba · 1,699 sf
LAKE CAWOOD Cove$586,846$549,990−6.3%13
4282 Mckinnon Road
Oct 5 · 6 bd · 6 ba · 5,869 sf
—$1,945,000$1,895,000−2.6%51
14030 Sparkling Cove Lane #603
Oct 5 · 2 bd · 2.5 ba · 1,232 sf
—$330,000$324,900−1.5%81
8236 Procida Isle Lane
Oct 4 · 6 bd · 4 ba · 4,176 sf
windermere isle$1,030,000$1,010,000−1.9%234
1480 Hempel Avenue
Oct 2 · 5 bd · 4.5 ba · 4,219 sf
Gotha Town$1,755,000$1,695,000−3.4%52
12640 Salomon Cove Drive
Oct 2 · 5 bd · 3.5 ba · 3,694 sf
Westside Village$1,290,000$1,270,000−1.6%166
11410 Rapallo Lane
Oct 2 · 6 bd · 5.5 ba · 3,336 sf
Belmere Village G2$745,000$730,000−2.0%643
13738 Eden Isle Boulevard
Oct 2 · 4 bd · 2 ba · 2,020 sf
West Point Commons$540,000$530,000−1.9%14
11425 Brownstone Street
Oct 2 · 3 bd · 2.5 ba · 1,881 sf
lake burden south$420,000$410,000−2.4%45
8630 Powder Ridge Trail
Oct 2 · 3 bd · 2.5 ba · 1,853 sf
windermere trails$529,000$528,000−0.2%47
2540 Hempel Cove Ct
Oct 1 · 5 bd · 3 ba · 3,356 sf
Lake Down Cove$1,399,900$1,349,900−3.6%30
8724 Peachtree Park Court
Oct 1 · 4 bd · 3.5 ba · 3,315 sf
Peachtree Park$809,500$800,000−1.2%351
9119 Balmoral Mews Sq
Sep 30 · 4 bd · 4 ba · 4,052 sf
Balmoral$1,399,000$1,375,000−1.7%151
212 W 1St Avenue
Sep 30 · 4 bd · 2 ba · 2,627 sf
Windermere Town$1,600,000$1,599,000−0.1%59
14341 Crest Palm Avenue
Sep 29 · 4 bd · 4 ba · 3,153 sf
Palms At Windermere$1,130,643$1,090,990−3.5%124
8344 Bowden Way
Sep 29 · 4 bd · 4 ba · 3,646 sf
Keenes Pointe$1,090,000$1,065,000−2.3%62
7752 Rigby Street
Sep 29 · 3 bd · 2.5 ba · 1,335 sf
—$415,000$399,000−3.9%71
12744 Langstaff Drive
Sep 27 · 3 bd · 2.5 ba · 1,369 sf
Lakes Windermere Lake Reams Twnh$404,990$394,900−2.5%73
11539 Lake Butler Boulevard
Sep 26 · 5 bd · 5 ba · 5,018 sf
lake butler estates$3,300,000$3,000,000−9.1%102
715 Magnolia Street
Sep 26 · 4 bd · 3 ba · 3,390 sf
Windermere Town$1,099,000$1,089,000−0.9%155
4302 Isabella Cir
Sep 25 · 5 bd · 6.5 ba · 5,362 sf
Casabella$3,700,000$3,580,000−3.2%29
4282 Mckinnon Road
Sep 25 · 6 bd · 6 ba · 5,869 sf
—$1,995,000$1,945,000−2.5%51
12930 Vennetta Way
Sep 25 · 3 bd · 2.5 ba · 1,644 sf
—$370,000$350,000−5.4%523
11002 Lake Butler Boulevard
Sep 22 · 5 bd · 7 ba · 6,248 sf
Metcalf Park$3,999,999$3,950,000−1.2%384
8386 Iron Mountain Trail
Sep 22 · 4 bd · 2.5 ba · 1,631 sf
windermere trails$460,000$438,000−4.8%53
13219 Charfield Street
Sep 21 · 3 bd · 2 ba · 1,706 sf
—$560,000$555,000−0.9%93
5421 Gemgold Court
Sep 18 · 4 bd · 2.5 ba · 2,754 sf
—$682,000$673,000−1.3%33
11429 Brownstone Street
Sep 18 · 4 bd · 2.5 ba · 1,910 sf
lake burden south$448,000$439,000−2.0%65
9061 Ron Den Lane
Sep 17 · 5 bd · 6 ba · 6,300 sf
Down Acres Estates$6,900,000$6,800,000−1.4%91
9648 Weatherstone Court
Sep 16 · 6 bd · 4 ba · 4,482 sf
Weatherstone On Lake Olivia$2,395,000$2,290,000−4.4%172
13542 Gorgona Isle Drive
Sep 16 · 4 bd · 3 ba · 2,224 sf
windermere isle$879,000$850,000−3.3%186
8386 Iron Mountain Trail
Sep 16 · 4 bd · 2.5 ba · 1,631 sf
windermere trails$475,000$460,000−3.2%53
5413 Walsh Pond Court
Sep 16 · 4 bd · 3.5 ba · 3,124 sf
summerport$795,000$780,000−1.9%153
11113 Lake Butler Boulevard
Sep 15 · 5 bd · 5.5 ba · 4,094 sf
Wauseon Ridge$2,395,000$2,299,000−4.0%27
9548 Crown Prince Lane
Sep 15 · 4 bd · 4 ba · 3,997 sf
Windsor Hill$1,450,000$1,395,000−3.8%137
8241 Tibet Butler Drive
Sep 15 · 4 bd · 3.5 ba · 3,680 sf
Keenes Pointe$1,785,000$1,740,000−2.5%64
9575 Westover Roberts Road
Sep 14 · 7 bd · 8 ba · 8,931 sf
Gotha Town$4,850,000$4,750,000−2.1%311
212 W 1St Avenue
Sep 14 · 4 bd · 2 ba · 2,627 sf
Windermere Town$1,650,000$1,600,000−3.0%59
13519 Bicton Lane
Sep 14 · 4 bd · 3.5 ba · 2,594 sf
Lakes Windermere Peachtree$695,000$689,000−0.9%254

Biggest cuts this week

ListingCommunityWasNowCutDOM
800 W 2Nd Avenue
Oct 10 · 5 bd · 4.5 ba · 5,511 sf
Aladar On Lake Butler$5,999,000$5,600,000−6.7%81
7720 Ficquette Road
Oct 7 · 6 bd · 4.5 ba · 4,282 sf
Lake Hancock Shores$3,100,000$2,999,996−3.2%66
1480 Hempel Avenue
Oct 13 · 5 bd · 4.5 ba · 4,219 sf
Gotha Town$1,695,000$1,598,000−5.7%52
9057 Balmoral Mews Square
Oct 9 · 6 bd · 5.5 ba · 5,430 sf
Balmoral$1,849,000$1,795,000−2.9%168
8241 Tibet Butler Drive
Oct 14 · 4 bd · 3.5 ba · 3,680 sf
Keenes Pointe$1,740,000$1,699,000−2.4%64
14371 Crest Palm Avenue
Oct 9 · 4 bd · 4 ba · 3,153 sf
Palms At Windermere$989,990$949,990−4.0%180
2128 Lake Crescent Court
Oct 9 · 4 bd · 2 ba · 2,987 sf
Butler Bay$751,400$713,840−5.0%126
9609 Westover Club Circle
Oct 10 · 5 bd · 4.5 ba · 3,797 sf
—$969,000$939,000−3.1%50
6858 Merrick Landing Boulevard
Oct 13 · 3 bd · 2 ba · 2,115 sf
Vineyards Of Horizons West$615,000$595,000−3.3%6
14341 Crest Palm Avenue
Oct 9 · 4 bd · 4 ba · 3,153 sf
Palms At Windermere$1,090,990$1,070,990−1.8%124

Communities with the most reductions (30 days)

CommunityCityReductionsMedian cut
Windermere TownWindermere5−0.9%
Palms At WindermereWindermere4−2.8%
windermere trailsWindermere3−3.2%
Gotha TownWindermere3−3.4%
Keenes PointeWindermere3−2.4%
BalmoralWindermere2−2.3%
lake burden southWindermere2−2.2%
windermere isleWindermere2−2.6%

How to read this

Reductions are detected by comparing each listing’s asking price night over night in the MLS feed; a listing appears once per cut, and the share reduced counts each listing once. Relists at a new price under a new MLS number are not matched. Prices are asking prices. Source: live MLS feeds compiled by Momentum Research, updated October 14, 2026.

Hiring an agent in Windermere, FL?

Get matched with the right local expert.

Tell us your goal in Windermere, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Windermere, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many homes in Windermere have reduced their price?

16 listings cut their asking price in the last 7 days and 56 in the last 30, about 23% of the 208 homes currently for sale.

What is the typical price cut in Windermere?

The median reduction over the last 30 days is 2.4%, or about $23,000.

Which Windermere communities have the most price reductions?

Windermere Town (5), Palms At Windermere (4), windermere trails (3), Gotha Town (3), Keenes Pointe (3), Balmoral (2).