New Listing
23
$139,990
1695 Lee Rd Apt E103
Winter Park, FL 32789
2 bd1 ba881 sqft$159/ft²
Condo
RE/MAX SELECT GROUP
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Winter Park, FL Housing Market
Balanced market+0.3% YoY
Zillow, August 2026 · Refreshes monthlyRedfin, through May 2026 · No longer updatingFreddie Mac via FRED, September 2026 · Refreshes weekly
The typical home in Winter Park, FL is worth $464,563, held roughly flat 0.3% over the past year (Zillow Home Value Index, August 2026). The last median sale price Redfin published was $835,750, +21.6% year over year (through May 2026). With 3.9 months of supply and homes going under contract in about 21 days, Winter Park is a balanced market. At today's 7.03% 30-year fixed rate, 20% down on a $464,563 home is about $2,480/mo in principal and interest.
Key numbers for Winter Park, FL
Typical home value
$464,563
+0.3% in 12 months
Zillow, August 2026
Typical asking rent
$1,812/mo
Zillow Observed Rent Index
Zillow, August 2026
Median sale price
$835,750
+21.6% year over year
Redfin, through May 2026
Days on market
21
Average pace
Redfin, through May 2026
Active listings
172
3.9 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
$98,076
Home costs 4.7x income
U.S. Census ACS, 2023
Sale-to-list ratio
94.6%
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 Winter Park a buyer's or seller's market?
Balanced market3.9 months of supply21 days on market94.6% of asking
Winter Park, FL is a balanced market, based on 3.9 months of supply and homes selling in about 21 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 Winter Park housing market data show?
Every row below is Redfin's final published month for Winter Park, FL. Redfin, through May 2026
| Metric | Value |
|---|---|
| Median sale price | $835,750 |
| Median list price | $1.10M |
| Year-over-year price change | +21.6% |
| Median price per sq ft | $446/sq ft |
| Median days on market | 21 days |
| Active inventory | 172 listings |
| Months of supply | 3.9 months |
| Sale-to-list price ratio | 94.6% |
| Homes sold (that month) | 44 |
| New listings (that month) | 70 |
| Listings with a price cut | 36.6% |
| 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 Winter Park is frozen at May 2026.
- Typical home value (ZHVI)
- Zillow's estimate of what a mid-market home in Winter Park 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 Winter Park home prices moved?
Over the last three years the median sale price in Winter Park, FL rose 11.4%, from $750,000 to $835,750. The live Zillow value series has held roughly flat 0.3% in the last 12 months, which is the more current read now that Redfin's series has stopped. 36.6% of Winter Park 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 3.9 months while the sale-to-list ratio slips below its current 94.6%. 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 Winter Park?
Priced off the typical home value of $464,563 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% | $92,913 | $371,651 | $2,480/mo |
| 5% | $23,228 | $441,335 | $2,945/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 $2,480, that implies roughly $106,290 a year before you add taxes and insurance. The median household in Winter Park earns $98,076, about $8,214 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 4.7x — 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 Winter Park in the next 12 months?
Tell us your timeline. We send the Winter Park 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 Winter Park?
Typical asking rent in Winter Park, FL is $1,812/mo, against a typical home value of $464,563. That is a price-to-rent ratio of 21.4x, 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 $2,480 a month — $668 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 Winter Park?
Active listings in Winter Park, FL went from 201 in May 2025 to 172 in May 2026, a -14.4% change. Falling inventory tightens competition. When supply drops while demand holds, sale-to-list ratios rise before the median sale price does.
| Month | Active listings | New listings |
|---|---|---|
| June 2025 | 198 | 71 |
| July 2025 | 185 | 54 |
| August 2025 | 181 | 56 |
| September 2025 | 178 | 49 |
| October 2025 | 166 | 52 |
| November 2025 | 160 | 47 |
| December 2025 | 149 | 46 |
| January 2026 | 162 | 54 |
| February 2026 | 150 | 56 |
| March 2026 | 168 | 80 |
| April 2026 | 168 | 64 |
| May 2026 | 172 | 70 |
Redfin, through May 2026
How does Winter Park compare to Florida and the U.S.?
Winter Park homes sell for $835,750 — 98% above the Florida median of $421,500. Against the national median of $410,700, Winter Park runs 103% higher. Year-over-year, Winter Park moved +21.6% against Florida's +2.6% — a bigger swing than the state as a whole.
| Market | Median sale price | YoY | Days on market |
|---|---|---|---|
| Winter Park, FL | $835,750 | +21.6% | 21 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 Winter Park
What buyers should watch
- Months of supply, currently 3.9. 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 36.6%. 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 $465 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 $464,563 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 Winter Park listing goes under contract in 21 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 94.6% of asking. Price to that ratio from day one rather than chasing the market down in cuts.
- In the last published month Winter Park added 70 new listings against 44 sales — more competition arriving than clearing, so early timing matters.
- Your equity moved +0.3% 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 Winter Park varies more than the citywide median suggests — check the ZIP pages below before you set a number.
Homes for sale in Winter Park
There are currently 172 homes listed for sale in Winter Park, Florida. The median listing price is $1.1M. Featured listings range from $139,990 to $4,650,000.
New Listing
29
$225,000
2400 Dominica Run
Winter Park, FL 32792
2 bd1 ba854 sqft$263/ft²
Townhouse4,356 sqft lot
FLORIDA HOME TEAM REALTY LLC
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New Listing
30
$257,000
Address unavailable
Winter Park, FL 32789
2 bd3 ba959 sqft$268/ft²
Condo436 sqft lot
DERENTHAL REALTY
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New Listing
21
$350,000
700 Melrose Ave Apt J1
Winter Park, FL 32789
2 bd2 ba1,074 sqft$326/ft²
Condo4,792 sqft lot
FANNIE HILLMAN & ASSOCIATES
View photos & details
New Listing
33
$439,000
837 Appalachee Ave
Winter Park, FL 32792
4 bd2 ba1,771 sqft$248/ft²
House8,712 sqft lot
KELLY PRICE & COMPANY LLC
View photos & details
New Listing
34
$610,000
649 Berwick Dr
Winter Park, FL 32792
4 bd2 ba1,943 sqft$314/ft²
House9,583 sqft lot
MAINFRAME REAL ESTATE
View photos & details
New Listing
27
$649,000
1523 Golfside Dr
Winter Park, FL 32792
4 bd2 ba1,936 sqft$335/ft²
House10,454 sqft lot
BALDWIN PARK REALTY LLC
View photos & details
New Listing
19
$845,000
1090 Wildmeadow Run
Winter Park, FL 32792
4 bd4 ba2,589 sqft$326/ft²
House4,792 sqft lot
BHHS FLORIDA REALTY
View photos & details
New Listing
69
$2,200,000
318 Vitoria Ave
Winter Park, FL 32789
3 bd3 ba2,433 sqft$904/ft²
House4,356 sqft lot
KELLER WILLIAMS WINTER PARK
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New Listing
54
$2,850,000
1300 Mayfield Ave
Winter Park, FL 32789
5 bd6 ba4,389 sqft$649/ft²
House19,602 sqft lot
FANNIE HILLMAN & ASSOCIATES
View photos & details
New Listing
66
$3,250,000
141 Glenridge Way
Winter Park, FL 32789
5 bd5 ba5,243 sqft$620/ft²
House20,909 sqft lot
FANNIE HILLMAN & ASSOCIATES
View photos & details
New Listing
44
$4,650,000
1760 Via Venetia
Winter Park, FL 32789
4 bd7 ba6,242 sqft$745/ft²
House18,731 sqft lot
PREMIER SOTHEBY'S INTL. REALTY
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Looking to buy in Winter Park?
Get connected with a local real estate expert — free, no obligation.
Active listings
172
Homes on market
Median list price
$1.1M
Avg. days on market
21
Days until sale
New this week
70
Newly listed
Price drops:36.6%of listings
Sale-to-list:94.6%
How much do homes cost in Winter Park by property type?
How the Winter Park, 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 | $1.36M | $494/sq ft | 30 | 16 days |
| Condo / co-op | $342,500 | $315/sq ft | 9 | 36 days |
| Townhouse | $1.04M | $465/sq ft | 4 | 29 days |
Who lives in Winter Park?
American Community Survey estimates for Winter Park. U.S. Census ACS, 2023
Population
29,929
Households
12,653
Median income
$98,076/yr
Median age
44.2 years
Owner-occupied
66.0%
Median home value
$676,800
Median gross rent
$1,653/mo
Mean commute
23.8 min
66.0% of occupied homes in Winter Park 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 $676,800 against Zillow's $464,563 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 $1,653/mo, below Zillow's $1,812/mo asking rent on new leases — the difference is roughly what a mover pays over a stayer.
Which public schools serve Winter Park?
8 schools tracked · 8,522 students
The largest public schools serving Winter Park, 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.
WINTER PARK HIGH
Grades 9-12 · 3,264 students
LAKE HOWELL HIGH SCHOOL
Grades 9-12 · 2,201 students
EASTBROOK ELEMENTARY SCHOOL
Grades PK-5 · 652 students
LAKEMONT ELEMENTARY
Grades PK-5 · 612 students
BROOKSHIRE ELEMENTARY
Grades PK-5 · 568 students
ALOMA ELEMENTARY
Grades PK-5 · 493 students
ALOMA HIGH CHARTER
Grades 7-12 · 425 students
KILLARNEY ELEMENTARY
Grades PK-5 · 307 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 Winter Park, FL?
Ordered by distance from Winter Park, not by size. Compare Winter Park side by side with any of them.
Which ZIP codes are in Winter Park?
These are the ZIP codes we see on active Winter Park 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.
Winter Park housing market FAQ
Is Winter Park a buyer's or seller's market?
Winter Park, FL is currently a balanced market. That read comes from 3.9 months of supply, homes going under contract in about 21 days, and sellers getting 94.6% of their asking price in the last month Redfin published (May 2026).
How much do homes cost in Winter Park?
The typical home in Winter Park, FL is worth $464,563 (Zillow Home Value Index, August 2026). The median sale price in the last month Redfin published was $835,750, about $446 per square foot.
Is Winter Park cheaper than the rest of Florida?
Winter Park's median sale price of $835,750 is 98% higher than the Florida statewide median of $421,500, and 103% above the U.S. median of $410,700. Both figures are for the same period.
How long do homes take to sell in Winter Park?
Homes in Winter Park, FL spent a median of 21 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 Winter Park?
At the current 30-year fixed rate of 7.03%, 20% down on a $464,563 home is about $2,480 a month in principal and interest. Lenders typically want that under 28% of gross income, which works out to roughly $106,290 a year before taxes, insurance, HOA dues or mortgage insurance. The local median household income is $98,076.
Are home prices rising in Winter Park?
The typical home value in Winter Park, FL held roughly flat 0.3% over the last 12 months, from $463,375 to $464,563 (Zillow, August 2026). This is the live series — it refreshes monthly.
What are the cheapest ZIP codes in Winter Park?
Winter Park 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 Winter Park?
That depends on your timeline, not on a headline. What the data says today: Winter Park, FL is a balanced market with 3.9 months of supply, the 30-year fixed rate is 7.03%, and the price-to-rent ratio of 21.4x 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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