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Homes for Sale in Chesapeake, VA: $200,000 to $300,000

89 homes for sale in Chesapeake, VA from $200,000 to $300,000, plus 9 lots, from REIN MLS · Listing data as of Sep 16, 2:10 PM ET (syncs every 2 minutes)

89 homes and 9 lots are for sale in Chesapeake from $200,000 to $300,000 today, at a median list price of $267,750. The typical home has 2 bedrooms and about 1,254 sq ft, and was built in 1983. Counting the 10 homes listed under $200,000, 99 Chesapeake homes are on the market under $300,000.

Tom & Dariya Milan, RealtorsBrokered by LPT Realty · Call or text (757) 777-7577

All Chesapeake homes for sale →

Source: REIN MLS. These figures include lots and exclude homes under contract.

89 Chesapeake homes and 9 lots for sale in this price range right now

(+79 under contract)
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Price ranges

Chesapeake, VA homes for sale by price range

Medians of active REIN MLS listings, September 16, 2026. Lots and land are counted separately and left out of the typical beds, size and year built. Est. payment is principal and interest only, 30-year fixed at 6.65% (an assumption, not a quote) with 20% down; taxes, insurance and HOA fees are extra. Estimates are for informational purposes only and do not constitute a loan offer or pre-approval. Compare local lenders: Hampton Roads lenders.
Price rangeHomes for saleTypical bedsTypical sizeTypical year builtEst. P&I / moListings
Under $200K10+41 lots21,112 sqft1977Est. payment up to $1,027/mo
$200K–$300K89+9 lots21,254 sqft1983Est. payment $1,284/moShown on this page
$300K–$400K129+1 lot31,640 sqft1987Est. payment $1,798/moSee all 130 listings →
$400K–$500K114+5 lots42,058 sqft2002Est. payment $2,311/moSee all 119 listings →
$500K–$750K269+7 lots42,600 sqft2014Est. payment $3,210/moSee all 276 listings →
Over $750K96+6 lots53,240 sqft2026Est. payment from $3,852/moSee all 102 listings →

Market snapshot

Chesapeake homes from $200,000 to $300,000: market snapshot, September 2026

Of the 98 listings for sale in Chesapeake from $200,000 to $300,000, 36 (37%) have had a price cut, and another 79 are under contract. The median active listing has been on the market 20 days (REIN).

For sale now

Median price per sq ft
$213
Under contract
79
With a price cut
3637% of homes for sale

Recently sold

Homes sold
330
Median sold price
$260,000
Median days on market (REIN)
14 days
Median sold price per sq ft
$208

Closed sales from REIN MLS, March 2026 – August 2026.

Chesapeake housing market trends →Chesapeake market report PDF →

Data: REIN MLS, September 16, 2026.

Tom and Dariya Milan

Your agents

Your Chesapeake real estate agents: Tom & Dariya Milan

Tom & Dariya Milan, Realtors

Brokered by LPT Realty

We are Tom and Dariya Milan, a husband-and-wife team of licensed real estate agents in Virginia, serving Hampton Roads since 2005. Our office is at Town Center in Virginia Beach, and we are members of REIN MLS, the listing service behind every home on this page. In Chesapeake our work takes us across Greenbrier, Great Bridge, Hickory, Deep Creek, Western Branch and South Norfolk. Call or text us about any Chesapeake home on REIN MLS, or ask for a private showing.

Office: 249 Central Park Ave Ste 300-220, Virginia Beach, VA 23462

Call or text (757) 777-7577

What's my Chesapeake home worth? →About Tom & Dariya →

FAQ

Homes for sale in Chesapeake, VA from $200,000 to $300,000: FAQ

How many homes are for sale in Chesapeake, VA from $200,000 to $300,000?

As of September 16, 2026, REIN MLS shows 89 homes for sale in Chesapeake from $200,000 to $300,000, plus 9 lots. Another 79 listings are under contract. Of the 98 listings for sale, 13 have been listed since September 10 and 36 have had a price cut.

All Chesapeake homes for sale

What do homes from $200,000 to $300,000 in Chesapeake look like?

The median list price of the 98 listings for sale in Chesapeake from $200,000 to $300,000, 9 lots included, is $267,750 as of September 16, 2026. The typical home has 2 bedrooms and about 1,254 sq ft, and was built in 1983. The median list price per square foot is $213.

Chesapeake housing market trends

How fast do homes from $200,000 to $300,000 sell in Chesapeake?

From March 2026 through August 2026, 330 homes in Chesapeake sold from $200,000 to $300,000 on REIN MLS, at a median sold price of $260,000. The median closed sale was on the market 14 days (REIN).

Market snapshot and recent sales