Nearly 6 in 10 Windermere Homes for Sale Already Cut Their Price
Most sellers expect to list, wait a little, and get close to what they asked. That is a reasonable hope. But I pulled every listing in Windermere through September 28, 2026, and here is what the market is actually doing right now.
More than half the homes on the market right now have already come down
Of the 181 homes for sale in Windermere right now, 107 of them have already dropped their price at least once. That is 59.1%. The typical drop is $100,000. Sellers did not hold the line. They moved.
Add it all up and those cuts total $28,309,308 across active listings alone. The single biggest cut is $5,050,000, on a home on Downeast Ln. That is one seller who had to rethink by a lot.
The mistake most sellers make is pricing for the home they wish they had listed, not the market that is actually buying. When more than half the competition has already come down, a high first price does not make you look premium. It makes you look like the next one to cut.
Sellers who wait to cut end up with less money than the ones who priced right from the start
Homes that found a buyer in the first month got 97.8% of what they first asked. Homes that took five or six months got 87.5%. That is a 10.3 percentage point gap.
The homes that gave up entirely, meaning they came off the market with no sale and never came back, first asked a typical $1,200,000. The homes that sold first asked a typical $998,000. The homes that gave up started $202,000 higher. They did not get that money. They got nothing.
The longer a home sits, the less of its first price the seller actually receives
The pattern holds across every time group in the data. Sell fast and you keep nearly all of your first ask. Wait and each passing month costs you another point or two. The chart below shows exactly how that plays out.
- Price it where buyers are already looking.
- Homes priced under $750K got 96.5% of their first ask and sold in 35 days, while homes priced over $2.75M got 89.8% and took 103 days.
- Cut early rather than late, because every month a home sits, the share of first ask it earns drops.
- Know your neighborhood too, because Summerport homes got 96% of their first ask and sold in 23 days, while Windermere Town homes got 92.3% and took 78 days.
What this means for you right now
If you are selling, the 59.1% figure is your competition. More than half the homes a buyer will see this week have already come down. If yours has not, a buyer assumes it will. Pricing sharply from the start is not giving money away. It is how sellers in this market kept the most of what they asked.
If you are buying, you have real room to negotiate, especially on homes that have been sitting. The market has 4.1 months of supply right now, which sits between the range that favors sellers (under 4 months) and the range that favors buyers (over 6 months). You are not in a rush, but you are not holding all the cards either. Worth knowing: the 30-year fixed mortgage averaged 7.03% as of September 24, 2026, up from 6.95% the week before, according to Freddie Mac's weekly rate survey. A year ago it was 6.30%.
Your next step
(407) 216-1415Text me your address and I will send back what your Windermere home is worth against what homes near you actually sold for, including where your price lands relative to the 59.1% that already cut. Takes a day, costs nothing.
Text me- My market data, every listing, as of September 28, 2026
- Freddie Mac Primary Mortgage Market Survey, September 24, 2026
- National Association of Realtors, August 2026 existing-home sales report
- U.S. Census Bureau, August 2026 new single-family home sales report