Photo: Connor J. Williams · CC BY 3.0505 homes sold in Winter Springs in the last year, at a typical $433K
About one sale in 4 is a condo. Below: what each kind of home sells for, what your budget buys, the best months to buy, how hard you’ll have to bid, and a shortcut to every site where Winter Springs homes are listed.
Every place Winter Springs homes are listed, in one stop
We don’t copy listings: the agents’ sites have the photos and the latest price changes. Set what you want once and we open each site already filtered to Winter Springs.
For sale
Rent
New, land & open houses
Links open the listing sites; TownRatings isn’t paid for them and doesn’t rank one above another. Rentals and government-owned homes come from sources outside the MLS.
4% of Winter Springs’ sales are condos, at $303K less than a house
368 houses and 23 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 368 sold in the year to May 2026
- Per square foot
- $248FL $245
- Days to sell
- 34
- Sold over asking
- 16%
- Listings with a price cut
- 40%
typical sale · 23 sold in the year to May 2026
- Per square foot
- $159FL $262
- Days to sell
- 46
- Sold over asking
- 4%
- Listings with a price cut
- 35%
Multi-family (2–4 units): 2 sold, typical $653K
Townhouses: 123 sold, typical $351K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at twice the 2016 price
505 sales in the last year, against 872 in 2021 and a low of 525 in 2024. The typical sale went from $221K in 2016 to $433K.
Source: Redfin Data Center, MLS sales; from June 2026 each month is a 3-month rolling window, its counts divided by 3. Typical price and $/sq ft are the monthly medians, weighted by sales. Redfin stopped publishing towns’ figures by property type after May 2026, so houses and condos are shown for the year to then.
What $450K buys in Winter Springs
Check a listing against what Winter Springs homes sold for
Against the town’s median price per square foot over the last 12 months. A rough check: condition, lot and location within town move a price more than this can see.
Bidding wars in Winter Springs are back to pre-pandemic levels, with about as many homes for sale
We read every month of Winter Springs’ home sales since 2012 so you don’t have to. Each figure covers 12 months, because a single month in a town is too few sales to mean much. Latest: the year to September 2026, 505 sales.
If you’re buying in Winter Springs
- Shop in August. It brings about 69 new listings a month, close to the busiest month, with fewer bidding wars (22% over asking).
- Offer under asking. Buyers paid 97.7% of the list price on average; 11% paid over.
- You’ll usually have time. Only 30% of homes go under contract within two weeks; the typical one takes 44 days.
Summer brings both the most homes and the most bidding wars
June has the most new listings (about 81 a month), and the most competition: 27% close over asking. July and August offer nearly as much choice with fewer homes bid up (26%). January has the least competition (19%).
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and about like Florida as a whole
| Winter Springs now | 2017–19 | 2021 peak | FL now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 11% | 15% | 40% | 9% |
| Gone within two weeksShare of homes under contract within 14 days | 30% | 41% | 64% | 21% |
| Price paid vs. askingAverage sale price ÷ list price | 97.7% | 98% | 99.9% | 96.4% |
| Days to sellMedian days from listing to contract | 44 | 24 | 11 | 75 |
126 homes for sale on a typical day
That’s 2.3 times the 2021 low (54), about the 2017–19 level and well under 2012’s 280.
Since 2019, houses are up 58%, condos 61%
A house typically sold for $489K in the year to May 2026 (368 sales), a condo for $186K (23).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Winter Springs ranks 192nd of 542 busy Florida markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Winter Springs is in the middle of the pack.
Source: Redfin Data Center, city figures, January 2012 to September 2026 (MLS sales, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Winter Springs home costs about $2,492 a month
Price: Winter Springs’ typical sale, last 12 months. Property tax at Winter Springs’ 0.7% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Winter Springs is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in June
The month with the most choice. December has the fewest, about 37.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $433K home, about $2,800 a year.
Taxes vs. neighborsSchools
The schools grade for Winter Springs, from test results, graduation and how much students grow.
Schools in Winter SpringsTypical commute
The average one-way trip to work for people who live in Winter Springs.
Work & commuteCheck the flood map
Flood insurance isn’t in a standard policy, and lenders require it in FEMA flood zones. Check the address before you make an offer.
Natural hazardsLook up any property
Assessed value, lot size and every past sale of a home you’re eyeing are public, at the town or county assessor and the registry of deeds.
Casselberry and Longwood sell for less a square foot
The busier markets within 25 miles of Winter Springs, by what sold. Prices, taxes and how far a paycheck goes next door are on Cost of living.
| Sold | Typical sale | $/sq ft | Over asking | Days to sell | |
|---|---|---|---|---|---|
| Winter Springs | 505 | $433K | $241 | 11% | 44 |
| Oviedo | 483 | $467K | $249 | 13% | 36 |
| Casselberry | 274 | $341K | $223 | 16% | 33 |
| Lake Mary | 200 | $510K | $240 | 9% | 47 |
| Longwood | 197 | $374K | $230 | 16% | 36 |
| Fern Park | 130 | $393K | $241 | 15% | 46 |
| Goldenrod | 116 | $392K | $246 | 16% | 36 |
Redfin Data Center, October 2025 to September 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Winter Springs, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Winter Springs. People who follow the town see it, and so do people comparing Winter Springs with their own town. No commission, no listing fee.
Questions about buying a home in Winter Springs
What do homes sell for in Winter Springs, FL?
505 homes sold in the year to September 2026 at a typical $433K, $241 a square foot. Houses sold for about $489K, condos for about $186K in the year to May 2026.
Is Winter Springs a buyer’s or seller’s market?
A seller’s market: 143 homes were for sale in September 2026 and 48 sold, about 2.9 months of supply. Buyers paid 97.7% of asking on average.
When is the best time to buy in Winter Springs?
June brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Winter Springs?
About 0.7% of a home’s value a year. On a $433K home that’s near $2,800.
Where can I see homes for sale in Winter Springs?
Zillow, Redfin, Realtor.com and Homes.com all carry Winter Springs’ MLS listings; the search links above open each one filtered to Winter Springs.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted; from June 2026 each month is a 3-month rolling window, its counts divided by 3). Property tax rate: Census American Community Survey. Two-bedroom rent: HUD Fair Market Rent. Typical home value: Zillow Home Value Index. Schools grade: TownRatings (how grades work).