New Listing
31
$360,000
5317 Keenes Pheasant Dr
Windermere, FL 34786
2 bd2 ba1,155 sqft$312/ft²
Townhouse3,920 sqft lot
COLDWELL BANKER REALTY
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Windermere, FL Housing Market
Balanced market-0.9% YoY
Zillow, August 2026 · Refreshes monthlyRedfin, through May 2026 · No longer updatingFreddie Mac via FRED, September 2026 · Refreshes weekly
The typical home in Windermere, FL is worth $707,471, fell 0.9% over the past year (Zillow Home Value Index, August 2026). The last median sale price Redfin published was $945,000, -22.4% year over year (through May 2026). With 2.9 months of supply and homes going under contract in about 25 days, Windermere is a balanced market. At today's 7.03% 30-year fixed rate, 20% down on a $707,471 home is about $3,777/mo in principal and interest.
Key numbers for Windermere, FL
Typical home value
$707,471
-0.9% in 12 months
Zillow, August 2026
Typical asking rent
$2,394/mo
Zillow Observed Rent Index
Zillow, August 2026
Median sale price
$945,000
-22.4% year over year
Redfin, through May 2026
Days on market
25
Average pace
Redfin, through May 2026
Active listings
26
2.9 months of supply
Redfin, through May 2026
30-yr fixed rate
7.03%
Freddie Mac weekly average
Freddie Mac via FRED, September 2026
Median household income
$156,042
Home costs 4.5x income
U.S. Census ACS, 2023
Sale-to-list ratio
94.8%
Selling below asking
Redfin, through May 2026
Zillow figures are as of August 2026 and refresh monthly. Redfin figures are through May 2026 — Redfin stopped publishing its public market trackers in June 2026, so those numbers are final, not current. Mortgage rates come from Freddie Mac via FRED and update weekly.
Is Windermere a buyer's or seller's market?
Balanced market2.9 months of supply25 days on market94.8% of asking
Windermere, FL is a balanced market, based on 2.9 months of supply and homes selling in about 25 days. Under 4 months of supply tilts the market toward sellers: homes clear faster than they are replaced, so concessions are scarce.
Inputs are Redfin's final published period (May 2026). How we classify markets · Where the data comes from
What does the Windermere housing market data show?
Every row below is Redfin's final published month for Windermere, FL. Redfin, through May 2026
| Metric | Value |
|---|---|
| Median sale price | $945,000 |
| Median list price | $1.36M |
| Year-over-year price change | -22.4% |
| Median price per sq ft | $417/sq ft |
| Median days on market | 25 days |
| Active inventory | 26 listings |
| Months of supply | 2.9 months |
| Sale-to-list price ratio | 94.8% |
| Homes sold (that month) | 9 |
| New listings (that month) | 8 |
| Listings with a price cut | 34.6% |
| Market condition | Balanced market |
How to read these numbers
- Median sale price
- Half the homes that closed sold for more than this, half for less. It moves with what kind of home sold that month, so a quiet month with two big sales can swing it. Redfin's figure for Windermere is frozen at May 2026.
- Typical home value (ZHVI)
- Zillow's estimate of what a mid-market home in Windermere is worth right now, whether or not it sold. It is smoother than the median sale price and it still refreshes monthly, which is why this page leads with it.
- Months of supply
- How long it would take to sell every active listing at the current pace. Under 3 favors sellers, over 6 favors buyers, and 3 to 6 is the balanced band.
- Days on market
- Median time from listing to accepted offer. Short means you should have financing ready before you tour; long means there is room to negotiate on price and repairs.
- Sale-to-list ratio
- Sale price divided by the last asking price. Above 100% means bidding above asking is normal here; below 100% means the typical buyer got a discount.
- Price per square foot
- The size-adjusted price. Use it to compare a 1,400 sq ft house to a 2,600 sq ft house, not to value your own home — lot, condition and age move it a lot.
- Listings with a price cut
- Share of active listings that dropped their asking price in the month. A high share is the earliest visible sign that sellers are ahead of what buyers will pay.
- Typical asking rent (ZORI)
- Zillow's repeat-rent index for asking rents on new leases. Paired with the home value it gives the price-to-rent ratio in the rent-vs-buy section below.
How have Windermere home prices moved?
Over the last three years the median sale price in Windermere, FL rose 1.9%, from $927,500 to $945,000. The live Zillow value series has fell 0.9% in the last 12 months, which is the more current read now that Redfin's series has stopped. 34.6% of Windermere listings cut their asking price in the final Redfin month — a high share, and the clearest sign that list prices were running ahead of what buyers would pay. For prices to fall meaningfully from here, supply would have to keep building past 2.9 months while the sale-to-list ratio slips below its current 94.8%. Watch those two together — they move before the median does.
Redfin, through May 2026 — the chart ends at Redfin's final published month.
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What does it cost to buy a home in Windermere?
Priced off the typical home value of $707,471 at the current 7.03% 30-year fixed rate. These are principal and interest only — property taxes, homeowner's insurance, HOA dues and mortgage insurance are on top, and they vary enough by property that we will not guess them for you.
| Down payment | Cash at close | Loan amount | Monthly P&I |
|---|---|---|---|
| 20% | $141,494 | $565,977 | $3,777/mo |
| 5% | $35,374 | $672,097 | $4,485/mo |
Zillow, August 2026 for the price · Freddie Mac via FRED, September 2026 for the rate
What income do you need?
Lenders generally want housing costs under 28% of gross income. On the 20%-down payment of $3,777, that implies roughly $161,866 a year before you add taxes and insurance. The median household in Windermere earns $156,042, about $5,824 short of that threshold — the typical local household needs a larger down payment, a co-borrower, or a home below the typical home value to fit the 28% rule. That puts the price-to-income ratio at 4.5x — above the historical 3x norm but in line with much of the country in 2026.
Run it with your own numbers: affordability calculator · mortgage calculator
Buying in Windermere in the next 12 months?
Tell us your timeline. We send the Windermere market brief: the price ranges that actually clear, how long homes sit, and what to fix on your credit before you apply.
Is it cheaper to rent or buy in Windermere?
Typical asking rent in Windermere, FL is $2,394/mo, against a typical home value of $707,471. That is a price-to-rent ratio of 24.6x, which means renting tends to be the cheaper monthly option unless you stay long enough for appreciation to close the gap. Compared head to head, 20% down puts principal and interest at $3,777 a month — $1,383 more than renting before taxes and insurance, so the ownership case here rests on equity and appreciation rather than monthly cash flow.
Zillow, August 2026 for both value and rent
Add your own down payment, tax rate and time horizon in the rent vs. buy calculator.
Is inventory rising or falling in Windermere?
Active listings in Windermere, FL went from 26 in April 2025 to 26 in May 2026, a +0.0% change. Inventory has been roughly flat, which usually keeps prices moving with rates rather than with local supply.
| Month | Active listings | New listings |
|---|---|---|
| May 2025 | 31 | 10 |
| June 2025 | 28 | 6 |
| July 2025 | 26 | 6 |
| August 2025 | 26 | 5 |
| September 2025 | 24 | 5 |
| October 2025 | 27 | 5 |
| November 2025 | 31 | 6 |
| January 2026 | 27 | 5 |
| February 2026 | 30 | 11 |
| March 2026 | 33 | 11 |
| April 2026 | 29 | 7 |
| May 2026 | 26 | 8 |
Redfin, through May 2026
How does Windermere compare to Florida and the U.S.?
Windermere homes sell for $945,000 — 124% above the Florida median of $421,500. Against the national median of $410,700, Windermere runs 130% higher. Year-over-year, Windermere moved -22.4% against Florida's +2.6% — a bigger swing than the state as a whole.
| Market | Median sale price | YoY | Days on market |
|---|---|---|---|
| Windermere, FL | $945,000 | -22.4% | 25 days |
| Florida statewide | $421,500 | +2.6% | 66 days |
| United States | $410,700 | not published | not published |
City and state rows: Redfin, through May 2026 · U.S. row: Freddie Mac via FRED, April 2026 (MSPUS, quarterly)
What to do next in Windermere
What buyers should watch
- Months of supply, currently 2.9. It turns before price does — when it climbs past 6, sellers start taking offers they would have rejected a quarter earlier.
- The share of listings cutting price, currently 34.6%. A listing that has already cut once is the one most likely to accept below asking.
- The gap between 5% and 20% down here is $708 a month in principal and interest alone, before mortgage insurance. That gap, not the price, is usually what decides your timeline.
- Rate moves. At 7.03%, every full point of rate change moves the payment on a $707,471 home more than a 5% price change does.
- Your credit tier before you shop, not after — it sets the rate you are quoted. Run your numbers first.
What sellers should know
- The median Windermere listing goes under contract in 25 days. If yours passes that mark, the market is telling you the price is wrong — not that you need more showings.
- Homes here close at 94.8% of asking. Price to that ratio from day one rather than chasing the market down in cuts.
- In the last published month Windermere added 8 new listings against 9 sales — more clearing than arriving, which is the better window to list.
- Your equity moved -0.9% in the last 12 months on the Zillow value series. That, not the price you paid, is what sets your net proceeds.
- Comparable ZIP-level pricing inside Windermere varies more than the citywide median suggests — check the ZIP pages below before you set a number.
Homes for sale in Windermere
There are currently 26 homes listed for sale in Windermere, Florida. The median listing price is $1.4M. Featured listings range from $360,000 to $5,500,000.
New Listing
32
$429,000
7249 Shadeview Aly
Windermere, FL 34786
3 bd3 ba1,569 sqft$273/ft²
Townhouse2,614 sqft lot
REMAX PREMIER PROPERTIES
View photos & details
New Listing
3
$539,000
12863 Holdenbury Ln
Windermere, FL 34786
3 bd2 ba2,148 sqft$251/ft²
House6,098 sqft lot
LPT REALTY, LLC
View photos & details
New Listing
60
$639,900
5224 Lemon Twist Ln
Windermere, FL 34786
4 bd4 ba2,812 sqft$228/ft²
House6,098 sqft lot
RE/MAX PRIME PROPERTIES
View photos & details
New Listing
41
$950,000
2722 Park Royal Dr
Windermere, FL 34786
4 bd3 ba2,967 sqft$320/ft²
House21,344 sqft lot
REAL BROKER, LLC
View photos & details
New Listing
71
$1,199,000
8351 Bowden Way
Windermere, FL 34786
4 bd3 ba2,599 sqft$461/ft²
House11,326 sqft lot
KELLER WILLIAMS REALTY AT THE LAKES
View photos & details
New Listing
57
$1,200,000
6012 Roseate Spoonbill Dr
Windermere, FL 34786
8 bd5 ba4,758 sqft$252/ft²
House17,424 sqft lot
REDFIN CORPORATION
View photos & details
New Listing
68
$1,250,000
11536 Claymont Cir
Windermere, FL 34786
4 bd3 ba2,882 sqft$434/ft²
House12,632 sqft lot
MATT ALLEN REAL ESTATE LLC
View photos & details
New Listing
41
$1,350,000
8411 Woburn Ct
Windermere, FL 34786
4 bd3 ba2,600 sqft$519/ft²
House11,761 sqft lot
THE AGENCY FL
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New Listing
33
$1,399,000
106 Palm St
Windermere, FL 34786
5 bd5 ba3,082 sqft$454/ft²
House16,117 sqft lot
KELLER WILLIAMS WINTER PARK
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New Listing
62
$2,150,000
11026 Coniston Way
Windermere, FL 34786
6 bd8 ba5,783 sqft$372/ft²
House23,522 sqft lot
RE/MAX PRIME PROPERTIES
View photos & details
New Build
12
$5,500,000
1330 Lake Olivia Ln
Windermere, FL 34786
6 bd8 ba6,345 sqft$867/ft²
House1.62 acres
EMPIRE NETWORK REALTY
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Looking to buy in Windermere?
Get connected with a local real estate expert — free, no obligation.
Active listings
26
Homes on market
Median list price
$1.4M
Avg. days on market
25
Days until sale
New this week
8
Newly listed
Price drops:34.6%of listings
Sale-to-list:94.8%
How much do homes cost in Windermere by property type?
How the Windermere, FL market breaks down across single-family homes, condos and townhouses. Redfin, through May 2026
| Property type | Median price | Price / sq ft | Homes sold | Days on market |
|---|---|---|---|---|
| Single-family | $1.05M | $435/sq ft | 7 | 20 days |
| Condo / co-op | $315,000 | $226/sq ft | 2 | 153 days |
| Townhouse | $368,500 | $250/sq ft | 1 | 188 days |
Who lives in Windermere?
American Community Survey estimates for Windermere. U.S. Census ACS, 2023
Population
3,034
Households
1,217
Median income
$156,042/yr
Median age
52.7 years
Owner-occupied
94.7%
Median home value
$906,600
Median gross rent
$3,501/mo
Mean commute
30.9 min
94.7% of occupied homes in Windermere are owner-occupied, and the rest are rented — which is the share that decides how much of the local housing stock ever reaches the for-sale market. The Census self-reported median home value is $906,600 against Zillow's $707,471 typical value; the gap is normal — ACS asks owners what they think their home is worth, Zillow models transactions. Census median gross rent (all leases, including long-held ones) is $3,501/mo, below Zillow's $2,394/mo asking rent on new leases — the difference is roughly what a mover pays over a stayer.
Which public schools serve Windermere?
7 schools tracked · 8,546 students
The largest public schools serving Windermere, FL by enrollment, drawn from the National Center for Education Statistics. School quality is a commonly cited factor in home-buying decisions — these are the campuses families in this area are most likely to encounter.
WINDERMERE HIGH
Grades 8-12 · 3,156 students
HORIZON WEST MIDDLE
Grades 6-8 · 1,345 students
GOTHA MIDDLE
Grades 6-8 · 1,028 students
KEENES CROSSING ELEMENTARY
Grades PK-5 · 1,014 students
SUNSET PARK ELEMENTARY
Grades K-5 · 759 students
BAY LAKE ELEMENTARY
Grades K-5 · 682 students
WINDERMERE ELEMENTARY
Grades K-5 · 562 students
Source: National Center for Education Statistics, Common Core of Data directory. Updated annually. Ratings and test scores are not currently displayed.
Which cities are near Windermere, FL?
Ordered by distance from Windermere, not by size. Compare Windermere side by side with any of them.
Which ZIP codes are in Windermere?
These are the ZIP codes we see on active Windermere listings. Redfin did not publish a matching ZIP-level sale row for the same period, so we are not ranking them by price here — each ZIP page shows exactly what we hold for it.
Windermere housing market FAQ
Is Windermere a buyer's or seller's market?
Windermere, FL is currently a balanced market. That read comes from 2.9 months of supply, homes going under contract in about 25 days, and sellers getting 94.8% of their asking price in the last month Redfin published (May 2026).
How much do homes cost in Windermere?
The typical home in Windermere, FL is worth $707,471 (Zillow Home Value Index, August 2026). The median sale price in the last month Redfin published was $945,000, about $417 per square foot.
Is Windermere cheaper than the rest of Florida?
Windermere's median sale price of $945,000 is 124% higher than the Florida statewide median of $421,500, and 130% above the U.S. median of $410,700. Both figures are for the same period.
How long do homes take to sell in Windermere?
Homes in Windermere, FL spent a median of 25 days on market before going under contract, versus 66 days statewide. That is a normal pace: enough time to see a home twice, not enough to wait a month. (Redfin, through May 2026.)
What income do you need to buy a home in Windermere?
At the current 30-year fixed rate of 7.03%, 20% down on a $707,471 home is about $3,777 a month in principal and interest. Lenders typically want that under 28% of gross income, which works out to roughly $161,866 a year before taxes, insurance, HOA dues or mortgage insurance. The local median household income is $156,042.
Are home prices rising in Windermere?
The typical home value in Windermere, FL fell 0.9% over the last 12 months, from $713,747 to $707,471 (Zillow, August 2026). This is the live series — it refreshes monthly.
What are the cheapest ZIP codes in Windermere?
Windermere ZIP-level sale prices are not all published for the same period, so ranking them would compare different months. The ZIP pages listed on this page show what we hold for each one individually.
Is now a good time to buy in Windermere?
That depends on your timeline, not on a headline. What the data says today: Windermere, FL is a balanced market with 2.9 months of supply, the 30-year fixed rate is 7.03%, and the price-to-rent ratio of 24.6x means renting tends to be the cheaper monthly option unless you stay long enough for appreciation to close the gap. Properties Incorporated publishes the data; it does not give financial advice.
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