Photo: US Army Corps of Engineers, photographer not specified · Public domain3,769 homes sold in Chesapeake in the last year, at a typical $416K
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 Chesapeake homes are listed.
Every place Chesapeake 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 Chesapeake.
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.
20% of Chesapeake’s sales are condos, at $103K less than a house
2704 houses and 742 condos sold in the year to May 2026. Houses sell faster and draw more bidding wars.
typical sale · 2704 sold in 12 months
- Per square foot
- $223VA $222
- Days to sell
- 32
- Sold over asking
- 39%
- Listings with a price cut
- 21%
typical sale · 742 sold in 12 months
- Per square foot
- $206VA $301
- Days to sell
- 44
- Sold over asking
- 28%
- Listings with a price cut
- 19%
Multi-family (2–4 units): 13 sold, typical $304K
Townhouses: 310 sold, typical $283K
Too few sales in 12 months for reliable figures.
About as many homes sell as usual, at 1.6 times the 2016 price
3,769 sales in the last year, against 5,798 in 2021 and a low of 3,195 in 2014. The typical sale went from $262K in 2016 to $416K.
Source: Redfin Data Center, MLS sales. Typical price and $/sq ft are the monthly medians, weighted by sales.
What $400K buys in Chesapeake
Check a listing against what Chesapeake 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 Chesapeake are more common than before the pandemic, but 42% fewer homes come up for sale
We read every month of Chesapeake’s home sales since 2014 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, 3,769 sales.
If you’re buying in Chesapeake
- Shop in March. It brings about 485 new listings a month, close to the busiest month, with fewer bidding wars (32% over asking).
- Some room to negotiate. 20% of listings cut their price, about as many as before the pandemic.
- Bid near asking. Buyers paid 100% of the list price on average; 36% paid over.
- Move fast on good ones. Half of homes are under contract within two weeks.
Spring brings both the most homes and the most bidding wars
May has the most new listings (about 505 a month), and the most competition: 38% close over asking. March and April offer nearly as much choice with fewer homes bid up (32%). January has the least competition (28%).
Averages for each calendar month, 2015 on.
Calmer than the 2021 frenzy, and about like Virginia as a whole
| Chesapeake now | 2017–19 | 2021 peak | VA now | |
|---|---|---|---|---|
| Sold over askingShare of sales that closed above the list price | 36% | 21% | 57% | 31% |
| Gone within two weeksShare of homes under contract within 14 days | 48% | 21% | 72% | 43% |
| Listings with a price cutShare of homes for sale that cut their price | 20% | 22% | 15% | 25% |
| Price paid vs. askingAverage sale price ÷ list price | 100% | 99.3% | 101.4% | 99.3% |
| Days to sellMedian days from listing to contract | 34 | 50 | 21 | 38 |
672 homes for sale on a typical day
That’s 1.3 times the 2023 low (502), 42% fewer than in 2017–19 and well under 2014’s 1339.
1 in 5 listings has cut its price
20% in the last year, against 22% in 2017–19 and 25% across Virginia.
Since 2019, houses are up 51%, condos 90%
A house typically sold for $467K in the last year (2704 sales), a condo for $364K (742).
Median sale price, weighted by sales each month. Years with fewer than 4 sales of a type are left out.
Chesapeake ranks 78th of 179 busy Virginia markets for bidding wars
Share of sales over asking in the last year, among towns with 60 or more sales. Chesapeake is in the middle of the pack.
Source: Redfin Data Center, city market tracker, January 2014 to May 2026 (MLS sales, not seasonally adjusted). Ratios are weighted by homes sold; price cuts by homes for sale.
Owning the typical Chesapeake home costs about $2,455 a month
Price: Chesapeake’s typical sale, last 12 months. Property tax at Chesapeake’s 0.8% (median bill ÷ median value, Census ACS); insurance at 0.35% of price a year. Before PMI, HOA dues, upkeep and the tax deduction. Whether Chesapeake 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 243.
Best time to buyProperty tax, a year
Of a home’s value: the median bill over the median home value. On a $416K home, about $3,420 a year.
Taxes vs. neighborsSchools
The schools grade for Chesapeake, from test results, graduation and how much students grow.
Schools in ChesapeakeTypical commute
The average one-way trip to work for people who live in Chesapeake.
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.
Portsmouth, South Mills, Norfolk and Suffolk sell for less a square foot
The busier markets within 25 miles of Chesapeake, 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 | |
|---|---|---|---|---|---|
| Virginia Beach | 6,076 | $404K | $240 | 35% | 28 |
| Chesapeake | 3,769 | $416K | $217 | 36% | 34 |
| Norfolk | 3,058 | $327K | $210 | 37% | 33 |
| Suffolk | 1,829 | $400K | $201 | 32% | 55 |
| Portsmouth | 1,712 | $276K | $182 | 38% | 36 |
| Moyock | 162 | $473K | $219 | 45% | 83 |
| South Mills | 64 | $372K | $194 | 45% | 126 |
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 Chesapeake, free
Selling it yourself, renting out an apartment or looking for a roommate? Post it to Chesapeake. People who follow the town see it, and so do people comparing Chesapeake with their own town. No commission, no listing fee.
Questions about buying a home in Chesapeake
What do homes sell for in Chesapeake, VA?
3,769 homes sold in the year to May 2026 at a typical $416K, $217 a square foot. Houses sold for about $467K, condos for about $364K.
Is Chesapeake a buyer’s or seller’s market?
A seller’s market: 623 homes were for sale in May 2026 and 332 sold, about 1.9 months of supply. Buyers paid 100% of asking on average, and 20% of listings cut their price.
When is the best time to buy in Chesapeake?
May brings the most new listings. The sales history shows which months have fewer bidding wars.
How much are property taxes in Chesapeake?
About 0.8% of a home’s value a year. On a $416K home that’s near $3,420.
Where can I see homes for sale in Chesapeake?
Zillow, Redfin, Realtor.com and Homes.com all carry Chesapeake’s MLS listings; the search links above open each one filtered to Chesapeake.
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).