Single family homes for sale in Chesapeake, VA

2 hours on Rocket

$444,900

5 beds • 3.5 baths • 2,500 sqft

1122 Myrtle Ave, Chesapeake, VA 23325

#10595173, Natalie Carrier, Listing office: Redfin Corporation

2 hours on Rocket

$225,000

3 beds • 2 baths • 1,443 sqft

3229 Troy Ln, Chesapeake, VA 23323

#10595243, Denny Moore, Listing office: Steel Forged Real Estate LLC

Room to negotiate?

Median Sold Price

$396.5K

Avg. Sale Time

28 Days

Based on our June 2025 Market Report.

2 hours on Rocket

$290,000

3 beds • 2 baths • 1,000 sqft

5112 Booker St, Chesapeake, VA 23320

#10595102, Hannah Arnold, Listing office: BHHS RW Towne Realty

3 hours on Rocket

$450,000

5 beds • 3.5 baths • 2,525 sqft

3411 Anita Cir, Chesapeake, VA 23321

#10595120, Tracie Gaskins, Listing office: Howard Hanna Real Estate Svcs.

4 hours on Rocket

$285,000

3 beds • 3 baths • 1,455 sqft

1316 22nd St, Chesapeake, VA 23324

#10595201, Dexter Gatlin, Listing office: 1st Class RE Mid-Atlantic

7 hours on Rocket

$641,499

4 beds • 2.5 baths • 2,522 sqft

2500 Deals Creek Ct, Chesapeake, VA 23323

#10594646, Pamela Hunt, Listing office: Seaside Realty

23 hours on Rocket

$499,000

4 beds • 2.5 baths • 2,731 sqft

3403 Arlo Ct, Chesapeake, VA 23323

#10595016, Matthew Zachary, Listing office: BHHS RW Towne Realty

23 hours on Rocket

$639,900

4 beds • 3.5 baths • 2,982 sqft

MM Aspen, Chesapeake, VA 23321

#10595086, Steve Freeman, Listing office: RHOAD & CO.

1 day on Rocket

$325,000

3 beds • 1.5 baths • 1,395 sqft

119 E Royce Dr, Chesapeake, VA 23322

#10594993, Pamela Ibanez, Listing office: LPT Realty LLC

1 day on Rocket

$379,900

3 beds • 2.5 baths • 1,871 sqft

218 Gregg St, Chesapeake, VA 23320

#10595004, Juanita Alexander, Listing office: EXIT Realty Central

1 day on Rocket

$260,000

3 beds • 2 baths • 1,372 sqft

2328 Springdale Rd, Chesapeake, VA 23323

#10594998, Betsy Thompson, Listing office: The Agency

1 day on Rocket

$600,000

5 beds • 4 baths • 3,901 sqft

2130 Rock Creek Dr, Chesapeake, VA 23325

#10594991, James Davis, Listing office: North End Realty Group

1 day on Rocket

$369,900

3 beds • 2 baths • 1,701 sqft

1413 Cole Dr, Chesapeake, VA 23320

#10594988, Denise Cowan, Listing office: 1st Class R E - Equity Group

1 day on Rocket

$687,500

4 beds • 2.5 baths • 2,456 sqft

531 Middleton Way, Chesapeake, VA 23322

#10594761, Cyndi Houser, Listing office: Better Homes & Gdns Ntv Am Grp

1 day on Rocket

$642,400

4 beds • 3.5 baths • 2,982 sqft

2241 Captiva Ln, Chesapeake, VA 23321

#10594815, Steve Freeman, Listing office: RHOAD & CO.

1 day on Rocket

$349,900

3 beds • 2 baths • 1,344 sqft

1333 Glendale Ave, Chesapeake, VA 23323

#10594933, Eric Giles, Listing office: CoastalVA Realty Inc.

1 day on Rocket

$542,900

4 beds • 2 baths • 2,335 sqft

2239 Captiva Ln, Chesapeake, VA 23321

#10594836, Steve Freeman, Listing office: RHOAD & CO.

1 day on Rocket

$542,400

4 beds • 2 baths • 2,335 sqft

2231 Captiva Ln, Chesapeake, VA 23321

#10594839, Steve Freeman, Listing office: RHOAD & CO.

1 day on Rocket

$532,400

4 beds • 2.5 baths • 2,209 sqft

2229 Captiva Ln, Chesapeake, VA 23321

#10594846, Steve Freeman, Listing office: RHOAD & CO.

1 day on Rocket

$670,000

4 beds • 2.5 baths • 2,580 sqft

565 Graphite Trl, Chesapeake, VA 23320

#10594953, Matt Henderson, Listing office: Real Broker LLC

1 day on Rocket

$215,000

3 beds • 2 baths • 1,040 sqft

4136 2nd St, Chesapeake, VA 23324

#10594963, Charlene Howard, Listing office: Long & Foster Real Estate Inc.

1 day on Rocket

$1,170,000

4 beds • 3.5 baths • 3,012 sqft

937 Indian Creek Rd, Chesapeake, VA 23322

#10594907, Amy Harris, Listing office: BHHS RW Towne Realty

1 day on Rocket

$440,000

3 beds • 2 baths • 1,997 sqft

2836 Greenwood Rd, Chesapeake, VA 23321

#10594892, Anna Paduhovich, Listing office: EXP Commercial LLC

2 days on Rocket

$825,000

5 beds • 4 baths • 4,527 sqft

1917 Hallmark Way, Chesapeake, VA 23323

#10594861, Jessica Lewis, Listing office: Iron Valley Real Estate HR

2 days on Rocket

$685,000

5 beds • 3.5 baths • 3,923 sqft

3108 Old Rock St, Chesapeake, VA 23323

#10594914, Jeremy Caleb Johnson, Listing office: Long & Foster Real Estate Inc.

2 days on Rocket

$1,275,000

4 beds • 5 baths • 5,757 sqft

3144 Eason Rd, Chesapeake, VA 23322

#10594877, Tammy Shilling, Listing office: Long & Foster Real Estate Inc.

2 days on Rocket

$649,900

4 beds • 2.5 baths • 3,248 sqft

825 Catrina Ln, Chesapeake, VA 23322

#10594623, Diane Keeley, Listing office: BHHS RW Towne Realty

2 days on Rocket

$875,000

5 beds • 4 baths • 3,388 sqft

2425 Sanderson Rd, Chesapeake, VA 23322

#10594215, Tom Duckett, Listing office: Howard Hanna Real Estate Svcs.

3 days on Rocket

$775,000

5 beds • 3.5 baths • 3,512 sqft

940 Bahama Way, Chesapeake, VA 23322

#10594764, Cole Hart, Listing office: Own Real Estate LLC

3 days on Rocket

$700,000

5 beds • 4 baths • 3,625 sqft

1001 Cumberland Ct, Chesapeake, VA 23320

#10594774, Elaine Angelini, Listing office: BHHS RW Towne Realty

3 days on Rocket

$360,000

4 beds • 2 baths • 1,595 sqft

2827 Lambert Trl, Chesapeake, VA 23323

#10594787, Sneha Rana, Listing office: Seaside Realty

4 days on Rocket

$529,900

5 beds • 3.5 baths • 3,260 sqft

4644 Leeward Dr, Chesapeake, VA 23321

#10594773, Michael Daugherty, Listing office: Own Real Estate LLC

4 days on Rocket

$475,000

4 beds • 2.5 baths • 2,330 sqft

424 Supplejack Ct, Chesapeake, VA 23320

#10594649, Helen Merjos, Listing office: Own Real Estate LLC

4 days on Rocket

$725,000

4 beds • 2.5 baths • 3,172 sqft

913 Copper Stone Cir, Chesapeake, VA 23320

#10594680, Chris Faircloth, Listing office: Swell Realty Co

4 days on Rocket

$395,000

4 beds • 2.5 baths • 2,235 sqft

4308 Center Mast Crst, Chesapeake, VA 23321

#10594753, Stephen Simmons, Listing office: Creed Realty

4 days on Rocket

$524,900

4 beds • 2 baths • 1,965 sqft

701 Sundon Ct, Chesapeake, VA 23322

#10594587, Ronald Sawyer, Listing office: RE/MAX Prime

4 days on Rocket

$459,000

4 beds • 2.5 baths • 2,177 sqft

1024 Stillmeadows Ct, Chesapeake, VA 23320

#10594216, Jason Bare, Listing office: Own Real Estate LLC

4 days on Rocket

$289,500

3 beds • 2 baths • 1,160 sqft

3109 Joseph Ave, Chesapeake, VA 23324

#10594664, Niki Inglis, Listing office: Long & Foster Real Estate Inc.

4 days on Rocket

$516,000

3 beds • 2.5 baths • 2,319 sqft

1248 Saint Brides Rd W, Chesapeake, VA 23322

#10594448, Dusty Thayer, Listing office: Own Real Estate LLC

5 days on Rocket

$410,000

4 beds • 2.5 baths • 2,192 sqft

1231 Excalibur Ct, Chesapeake, VA 23323

#10594627, Collin McDowell, Listing office: EXP Realty LLC

Chesapeake, VA Real Estate Market Overview

There are 535 single family homes for sale in Chesapeake, VA. The following market insights reflect all property types in the Chesapeake, VA real estate market. The number of homes for sale in Chesapeake, VA increased by 9.4% between May 2025 and June 2025. Listings spent 28 days on the market in June 2025, and had a median list price of $396,500 during the same period. Chesapeake, VA housing market in June 2025 saw over 1 listings sold above listed price, more than 0 sold at listed price and over 4 sold below.

From Rocket Homes Real Estate and based on county public records data

What is it like to live in Chesapeake, VA

Overview

Chesapeake is located in Mathews County, Virginia. There are roughly 2,233 residents, living in 979 households. The average temperature for Chesapeake this time of the year is low of 69F and high of 87F. On average, Chesapeake gets about 4.42 inches of precipitation in July. Most residents are home owners (81%), have a high school diploma (50%) and are single, no kids (38%).

Data provided by Home Junction

Single family homes for sale in Chesapeake, VA

Chesapeake, VA Real Estate Market Overview

What is it like to live in Chesapeake, VA

Overview

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