Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Registered offenders on the map

Show registered offenders (Florida and Texas)

Registered offenders on the map

Show registered offenders (Florida and Texas)

Safety & registry resources

Review official public-safety information for any area from these government sources:

U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
FBI: state sex-offender registry directory

Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Save search Advertise Sign In

Saved homes Saved searches Your tours Your inquiries Recently viewed Account settings

Commercial

Registered offenders on the map

Show registered offenders (Florida and Texas)

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

How selling works
When should I sell?
Home selling tips
Pricing your home
What's worth fixing first
Find a seller's agent

New construction

Homes with a Pool in Chesapeake, VA

3 listings

Homes with a Pool in Chesapeake, VA

Homes with a Pool in Chesapeake, VA

3 Listings

Homes with a Pool in Chesapeake, VA

3 Listings

19Active
$515,000

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

3 bd · 3 ba · 2,339 sqft

1407 Hawick Ter, Chesapeake, VA

Derek Greene · The Greene Realty Group

$190,000

2 bd · 3 ba · 1,254 sqft

747 Ridge Cir, Chesapeake, VA

Charles Cornwell · EXP Realty, LLC

$284,000

2 bd · 3 ba · 1,314 sqft

2806 Baldwin Dr, Chesapeake, VA

Michelle Helmsderfer · BHHS RW Towne Realty

Explore Chesapeake homes

By price

Under $300K
Under $500K
Under $700K
Luxury

By bedrooms

2 beds
3 beds
4 beds
5 beds

By type

Single family
Townhomes
Condos
Manufactured homes
Multi-family homes
Co-ops

By feature

New construction
With a pool

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.PrivacyTermsCalifornia Privacy RightsAccessibilityLicensing

Your Chesapeake agent

TG

Tiffany Gelzinis

The Gelzinis Group/REAL

Lic. #0225217891

Listing data & MLS disclosures

Central Virginia Regional MLS: IDX information is provided by the Central Virginia Regional Multiple Listing Service, LLC, from a copyrighted compilation of Listings. All CVR MLS information provided is deemed reliable but is not guaranteed accurate.The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
The compilation of Listings and each individual Listing are ©2026 Central Virginia Regional Multiple Listing Service, LLC®. All Rights Reserved. Last Updated: 2026-08-27 21:32:58 UTC
Williamsburg Multiple Listing Service: The data relating to real estate for sale on this website comes in part from the Internet Data Exchange Program of the WMLS. Real estate listings held by brokerage firms other than Realty.com, Inc. are marked with the Internet Data Exchange logo or the Internet Data Exchange brief/thumbnail logo and detailed information about them includes the name of the listing firms.
©2026 WMLS. All rights reserved. Last Updated: 2026-07-13 04:30:44 UTC

Chesapeake, VA community profile

Population: 256,189
Median income: $93,979
Housing units: 94,442
People per sq. mi.: 718.2
Area: 356.7 sq. mi.

Source: HJN community data

Chesapeake housing market

August 2026 · This period is still settling

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 268 sales · as of Aug 28, 2026

Homes that sold · County records, as of Aug 12, 2026

Median sale price: $415,000$285,000–$599,500 typical range
Price per sq. ft.: $220
Sales: 159
Paid in cash: 19.5%

Homes on the market · MLS, as of Aug 28, 2026–Aug 31, 2026

Median list price: $489,500
Homes for sale: 851
Median days on market: 17 days

Price trend · Assessor repeat sales, as of Aug 31, 2026

Year-over-year: -0.5%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 29, 2026

Median home size: 1,938 sq. ft.