Brick School · Photo: Magicpiano · CC BY-SA 4.069 homes sold in Winslow in the last year, at a typical $268K
About one sale in 6 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 Winslow homes are listed.
Every place Winslow 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 Winslow.
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.
18% of Winslow’s sales are condos, at $30K less than a house
56 houses and 14 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 56 sold in the year to May 2026
- Per square foot
- $190ME $253
- Days to sell
- 61
- Sold over asking
- 45%
- Listings with a price cut
- 35%
typical sale · 14 sold in the year to May 2026
- Per square foot
- $200ME $376
- Days to sell
- 78
- Sold over asking
- 7%
- Listings with a price cut
- 33%
Multi-family (2–4 units): 7 sold, typical $308K
Too few sales in 12 months for reliable figures.
Fewer homes sell than before 2022, at 2.3 times the 2016 price
69 sales in the last year, against 108 in 2021 and a low of 63 in 2014. The typical sale went from $116K in 2016 to $268K.
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 $250K buys in Winslow
Check a listing against what Winslow 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 Winslow are more common than before the pandemic, but a third fewer homes come up for sale
We read every month of Winslow’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 September 2026, 69 sales.
If you’re buying in Winslow
- Shop in May. It brings about 10 new listings a month, close to the busiest month, with fewer bidding wars (30% over asking).
- Bid near asking. Buyers paid 98.7% of the list price on average; 27% paid over.
- Move fast on good ones. 46% of homes are under contract within two weeks.
Summer brings the homes; fall brings the bidding wars
June has the most new listings (about 12 a month), but September is the most competitive: 38% of September sales close over asking. February has the least competition (14%) but only about 4 new listings.
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and about like Maine as a whole
| Winslow now | 2017–19 | 2021 peak | ME now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 27% | 17% | 52% | 24% |
| Gone within two weeksShare of homes under contract within 14 days | 46% | 31% | 57% | 33% |
| Price paid vs. askingAverage sale price ÷ list price | 98.7% | 96.4% | 100.6% | 97.7% |
| Days to sellMedian days from listing to contract | 57 | 51 | 22 | 60 |
17 homes for sale on a typical day
That’s twice the 2023 low (8), 30% fewer than in 2017–19 and well under 2014’s 61.
Since 2019, houses are up 107%, condos 87%
A house typically sold for $291K in the year to May 2026 (56 sales), a condo for $261K (14).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Winslow ranks 20th of 36 busy Maine markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Winslow 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 Winslow home costs about $1,677 a month
Price: Winslow’s typical sale, last 12 months. Property tax at Winslow’s 1.3% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Winslow 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 3.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $268K home, about $3,340 a year.
Taxes vs. neighborsSchools
The schools grade for Winslow, from test results, graduation and how much students grow.
Schools in WinslowCheck 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.
Waterville, Fairfield, Clinton and Skowhegan sell for less a square foot
The busier markets within 25 miles of Winslow, 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 | |
|---|---|---|---|---|---|
| Augusta | 246 | $281K | $184 | 27% | 45 |
| Waterville | 186 | $253K | $163 | 36% | 48 |
| Winslow | 69 | $268K | $185 | 27% | 57 |
| Skowhegan | 49 | $199K | $138 | 21% | 60 |
| Oakland | 34 | $301K | $201 | 26% | 39 |
| Fairfield | 27 | $241K | $141 | 17% | 60 |
| Clinton | 21 | $235K | $174 | 25% | 61 |
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 Winslow, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Winslow. People who follow the town see it, and so do people comparing Winslow with their own town. No commission, no listing fee.
Questions about buying a home in Winslow
What do homes sell for in Winslow, ME?
69 homes sold in the year to September 2026 at a typical $268K, $185 a square foot. Houses sold for about $291K, condos for about $261K in the year to May 2026.
Is Winslow a buyer’s or seller’s market?
A balanced market: 27 homes were for sale in September 2026 and 5 sold, about 5.1 months of supply. Buyers paid 98.7% of asking on average.
When is the best time to buy in Winslow?
June brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Winslow?
About 1.3% of a home’s value a year. On a $268K home that’s near $3,340.
Where can I see homes for sale in Winslow?
Zillow, Redfin, Realtor.com and Homes.com all carry Winslow’s MLS listings; the search links above open each one filtered to Winslow.
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).