Photo: Connor J Williams · CC BY 2.0195 homes sold in Longwood in the last year, at a typical $377K
Almost every sale is a house. 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 Longwood homes are listed.
Every place Longwood 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 Longwood.
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.
Houses are 85% of Longwood’s sales, at a typical $386K
195 homes sold in the year to May 2026.
typical sale · 166 sold in 12 months
- Per square foot
- $243FL $245
- Days to sell
- 44
- Sold over asking
- 16%
- Listings with a price cut
- 37%
Multi-family (2–4 units): 5 sold, typical $442K
Townhouses: 20 sold, typical $304K
Condos: 4 sold, typical $191K
Too few sales in 12 months for reliable figures.
Fewer homes sell than a decade ago, at twice the 2016 price
195 sales in the last year, against 330 in 2015 and a low of 196 in 2025. The typical sale went from $183K in 2016 to $377K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $400K buys in Longwood
Check a listing against what Longwood 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 Longwood are rarer than before the pandemic, with about as many homes for sale
We read every month of Longwood’s 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 May 2026, 195 sales.
If you’re buying in Longwood
- Shop in March. It brings about 30 new listings a month, close to the busiest month, with fewer bidding wars (24% over asking).
- You can negotiate. 34% of listings have cut their price, against 30% before the pandemic.
- Offer under asking. Buyers paid 97.3% of the list price on average; 15% paid over.
- You’ll usually have time. Only 30% of homes go under contract within two weeks; the typical one takes 38 days.
Spring brings both the most homes and the most bidding wars
May has the most new listings (about 31 a month), but April is the most competitive: 34% of April sales close over asking. March offers nearly as much choice with fewer homes bid up (24%). November has the least competition (19%).
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and about like Florida as a whole
| Longwood now | 2017–19 | 2021 peak | FL now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 15% | 20% | 43% | 10% |
| Gone within two weeksShare of homes under contract within 14 days | 30% | 39% | 62% | 20% |
| Listings with a price cutShare of homes for sale that cut their price | 34% | 30% | 30% | 28% |
| Price paid vs. askingAverage sale price ÷ list price | 97.3% | 97.8% | 100% | 96.3% |
| Days to sellMedian days from listing to contract | 38 | 27 | 9 | 76 |
50 homes for sale on a typical day
That’s twice the 2021 low (25), 14% fewer than in 2017–19 and well under 2012’s 108.
1 in 3 listings has cut its price
34% in the last year, against 30% in 2017–19 and 28% across Florida.
Since 2019, houses are up 50%, condos 18%
A house typically sold for $386K in the last year (166 sales), a condo for $191K (4).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Longwood ranks 102nd of 534 busy Florida markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Longwood is one of the state’s hottest markets.
Source: Redfin Data Center, city market tracker, January 2012 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Longwood home costs about $2,171 a month
Price: Longwood’s typical sale, last 12 months. Property tax at Longwood’s 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 Longwood is affordable on local pay is on Cost of living.
Six things worth knowing
New listings in May
The month with the most choice. December has the fewest, about 18.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $377K home, about $2,450 a year.
Taxes vs. neighborsSchools
The schools grade for Longwood, from test results, graduation and how much students grow.
Schools in LongwoodTypical commute
The average one-way trip to work for people who live in Longwood.
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 Altamonte Springs sell for less a square foot
The busier markets within 25 miles of Longwood, 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 | |
|---|---|---|---|---|---|
| Altamonte Springs | 519 | $261K | $193 | 9% | 55 |
| Winter Springs | 516 | $428K | $242 | 14% | 42 |
| Wekiwa Springs | 357 | $492K | $238 | 12% | 37 |
| Casselberry | 280 | $336K | $220 | 15% | 39 |
| Longwood | 195 | $377K | $235 | 15% | 38 |
| Lake Mary | 195 | $517K | $241 | 10% | 47 |
| Fern Park | 122 | $410K | $238 | 17% | 53 |
Redfin Data Center, June 2025 to May 2026. Towns with fewer than 20 sales are left out, and Redfin doesn’t report every town separately.
Post your home to Longwood, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Longwood. People who follow the town see it, and so do people comparing Longwood with their own town. No commission, no listing fee.
Questions about buying a home in Longwood
What do homes sell for in Longwood, FL?
195 homes sold in the year to May 2026 at a typical $377K, $235 a square foot.
Is Longwood a buyer’s or seller’s market?
A seller’s market: 47 homes were for sale in May 2026 and 24 sold, about 2 months of supply. Buyers paid 97.3% of asking on average, and 34% of listings cut their price.
When is the best time to buy in Longwood?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Longwood?
About 0.7% of a home’s value a year. On a $377K home that’s near $2,450.
Where can I see homes for sale in Longwood?
Zillow, Redfin, Realtor.com and Homes.com all carry Longwood’s MLS listings; the search links above open each one filtered to Longwood.
Sales, prices, days on market and listings: Redfin Data Center (MLS, monthly, not seasonally adjusted). 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).