5 bedroom homes for sale in Chesapeake, VA

2 days on Rocket

$7,719 Closing Credit¹

$650,000

5 beds • 2.5 baths • 3,287 sqft

901 Mustoe Ct, Chesapeake, VA 23322

#10585868, Kathy Fink, Listing Office: BHHS RW Towne Realty

3 days on Rocket

$8,075 Closing Credit¹

$680,000

5 beds • 3 baths • 2,924 sqft

1025 Sullivan Ln, Chesapeake, VA 23322

#10585730, Richard Calderon, Listing Office: BHHS RW Towne Realty

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3 days on Rocket

$10,000 Closing Credit¹

$1,270,000

5 beds • 3.5 baths • 4,110 sqft

3527 Glencoe Ct, Chesapeake, VA 23322

#10585600, Tyler Shelton, Listing Office: RE/MAX Allegiance

3 days on RocketTour

$8,692 Closing Credit¹

$731,990

5 beds • 4 baths • 3,165 sqft

1224 Kidbrooke St, Chesapeake, VA 23322

#10585681, Victoria Clark, Listing Office: D R Horton Realty of Virginia

3 days on RocketTour

$8,728 Closing Credit¹

$734,990

5 beds • 3.5 baths • 3,224 sqft

1220 Kidbrooke St, Chesapeake, VA 23322

#10585671, Victoria Clark, Listing Office: D R Horton Realty of Virginia

3 days on Rocket

$8,608 Closing Credit¹

$724,900

5 beds • 3.5 baths • 2,763 sqft

1922 Briton Ln, Chesapeake, VA 23322

#10585593, Daniel Whalen, Listing Office: EXP Realty LLC

3 days on Rocket

$7,956 Closing Credit¹

$670,000

5 beds • 2.5 baths • 3,054 sqft

921 Justin Lee Way, Chesapeake, VA 23322

#10585419, Natalie Stamey, Listing Office: The Real Estate Group

Room to negotiate?

Median Sold Price

$405K

Avg. Sale Time

27 Days

Based on our May 2025 Market Report.

4 days on Rocket

$8,075 Closing Credit¹

$679,990

5 beds • 3 baths • 3,010 sqft

1505 Bogue St, Chesapeake, VA 23322

#10585478, Jenny Lovell, Listing Office: BHHS RW Towne Realty

4 days on Rocket

$8,312 Closing Credit¹

$699,990

5 beds • 4 baths • 3,656 sqft

1501 Bogue St, Chesapeake, VA 23322

#10585481, Jenny Lovell, Listing Office: BHHS RW Towne Realty

4 days on RocketTour

$8,716 Closing Credit¹

$733,990

5 beds • 4 baths • 3,165 sqft

1227 Kidbrooke St, Chesapeake, VA 23322

#10585517, Victoria Clark, Listing Office: D R Horton Realty of Virginia

5 days on Rocket

$7,124 Closing Credit¹

$599,900

5 beds • 3 baths • 2,450 sqft

501 Beagle Gap Ct, Chesapeake, VA 23320

#10585296, Jackie Ellis Dunbar, Listing Office: RE/MAX Alliance

5 days on Rocket

$8,016 Closing Credit¹

$675,000

5 beds • 3.5 baths • 3,919 sqft

1217 Cogliandro Dr, Chesapeake, VA 23320

#10584742, Rhonda Shelton, Listing Office: BHHS RW Towne Realty

6 days on Rocket

$8,301 Closing Credit¹

$699,000

5 beds • 3 baths • 2,734 sqft

1809 Tristan Rd, Chesapeake, VA 23320

#10585126, Bessie Ostrander, Listing Office: Fathom Realty

$7,422 Closing Credit¹

$625,000

5 beds • 4 baths • 3,901 sqft

2130 Rock Creek Dr, Chesapeake, VA 23323

#10585074, James Davis, Listing Office: North End Realty Group

$8,906 Closing Credit¹

$750,000

5 beds • 3 baths • 2,416 sqft

3124 Douglas Rd, Chesapeake, VA 23322

#10585078, Traci Lewis VanCamp, Listing Office: RE/MAX Alliance

$6,947 Closing Credit¹

$585,000

5 beds • 3 baths • 3,428 sqft

552 Longdale Cres, Chesapeake, VA 23325

#10585009, Nina Nguyen, Listing Office: Fathom Realty

$4,869 Closing Credit¹

$410,000

5 beds • 2.5 baths • 2,100 sqft

1504 Debbs Ln, Chesapeake, VA 23320

#10584605, Dani Brinson, Listing Office: KW Coastal Virginia Chesapeake

$7,541 Closing Credit¹

$635,000

5 beds • 2.5 baths • 2,600 sqft

529 Graphite Trl, Chesapeake, VA 23320

#10584706, Diane Keeley, Listing Office: BHHS RW Towne Realty

$10,000 Closing Credit¹

$1,050,000

5 beds • 3.5 baths • 3,600 sqft

1653 Shipyard Rd, Chesapeake, VA 23323

#10584839, Shanique Morris, Listing Office: Opulent Realty LLC

$10,000 Closing Credit¹

$925,000

5 beds • 4 baths • 3,900 sqft

501 Peaceful Rd, Chesapeake, VA 23322

#10584233, Brian Wurst, Listing Office: A Better Way Realty Inc.

$8,253 Closing Credit¹

$695,000

5 beds • 3 baths • 2,888 sqft

1328 Andreas Ln, Chesapeake, VA 23322

#10584172, Kim Stanley, Listing Office: GreenTree Realty Inc

$7,719 Closing Credit¹

$650,000

5 beds • 3 baths • 2,886 sqft

3304 Dodd Dr, Chesapeake, VA 23323

#10584614, Lee Halyard, Listing Office: Lee S Halyard & Assoc Realtor

$6,234 Closing Credit¹

$525,000

5 beds • 2.5 baths • 2,453 sqft

2825 Ridgeboard Pl, Chesapeake, VA 23323

#10584339, Jonathan Shepheard, Listing Office: House Goals

$7,481 Closing Credit¹

$630,000

5 beds • 2.5 baths • 2,659 sqft

903 Skipperlin Way, Chesapeake, VA 23323

#10584190, Dani Brinson, Listing Office: KW Coastal Virginia Chesapeake

$7,541 Closing Credit¹

$635,000

5 beds • 3 baths • 2,489 sqft

2417 Cedar Rd, Chesapeake, VA 23323

#10584579, Jonathan Shepheard, Listing Office: House Goals

$7,422 Closing Credit¹

$625,000

5 beds • 3 baths • 2,623 sqft

MM SC, Chesapeake, VA 23322

#10584430, Carmon Pizzanello, Listing Office: BHHS RW Towne Realty

$6,709 Closing Credit¹

$565,000

5 beds • 2.5 baths • 2,513 sqft

305 Musket Ct, Chesapeake, VA 23322

#10584399, Wilma Alcantara, Listing Office: Swell Realty Co

$7,944 Closing Credit¹

$669,000

5 beds • 3 baths • 3,000 sqft

625 William Hall Way, Chesapeake, VA 23322

#10584265, Alex Asercion, Listing Office: The Bryant Group

$7,719 Closing Credit¹

$650,000

5 beds • 3 baths • 3,088 sqft

221 Ians Way, Chesapeake, VA 23320

#10584094, Alicia Ford, Listing Office: The Agency

$9,797 Closing Credit¹

$825,000

5 beds • 3.5 baths • 3,220 sqft

905 Aberdeen Ln, Chesapeake, VA 23322

#10584132, Laura Rowe, Listing Office: EXP Realty LLC

$8,133 Closing Credit¹

$684,900

5 beds • 3.5 baths • 3,375 sqft

808 Fox Ridge Trl, Chesapeake, VA 23323

#10584100, Mary Addison, Listing Office: Select Realty Inc.

$5,938 Closing Credit¹

$500,000

5 beds • 4.5 baths • 2,374 sqft

2329 Drum Creek Rd, Chesapeake, VA 23321

#10583903, Samantha Janisch, Listing Office: Own Real Estate LLC

$6,692 Closing Credit¹

$563,500

5 beds • 3 baths • 2,857 sqft

3217 Meanley Dr, Chesapeake, VA 23323

#10583639, Yesenia Gonzalez, Listing Office: Iron Valley Real Estate HR

$6,804 Closing Credit¹

$573,000

5 beds • 2.5 baths • 2,954 sqft

4725 Lake Shore Dr, Chesapeake, VA 23321

#10583474, Adrienne Parker, Listing Office: Own Real Estate LLC

Tour

$10,000 Closing Credit¹

$949,000

5 beds • 4.5 baths • 3,174 sqft

2709 Cedarville Rd, Chesapeake, VA 23322

#10583698, Paula Spartz-Sanders, Listing Office: CENTURY 21 Top Producers

$5,047 Closing Credit¹

$425,000

5 beds • 3 baths • 2,570 sqft

1241 Kingsway Dr, Chesapeake, VA 23320

#10583542, Courtney Watkins, Listing Office: A Better Way Realty Inc.

$9,322 Closing Credit¹

$785,000

5 beds • 4.5 baths • 3,436 sqft

308 Maycox Ln, Chesapeake, VA 23322

#10583473, Betsy Thompson, Listing Office: The Agency

$9,797 Closing Credit¹

$825,000

5 beds • 4.5 baths • 3,700 sqft

840 Forest Glade Dr, Chesapeake, VA 23322

#10583484, Robin Dibuono, Listing Office: Howard Hanna Real Estate Svcs.

$6,768 Closing Credit¹

$569,900

5 beds • 2.5 baths • 2,661 sqft

2240 Captiva Ln, Chesapeake, VA 23321

#10583307, Kathy Nelms, Listing Office: Corinth Realty LLC

$6,680 Closing Credit¹

$562,500

5 beds • 3 baths • 2,200 sqft

3231 Taylor Rd, Chesapeake, VA 23321

#10583174, Laura Rowe, Listing Office: EXP Realty LLC

Chesapeake, VA Real Estate Market Overview

There are 99 5-bedroom 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 in Chesapeake, VA increased by 15.3% between April 2025 and May 2025. In May 2025 median list price was $405,000 and the average listing age was 27 days. Over 1 listings were sold over their listed price in May 2025 in Chesapeake, VA. In the same period over 1 listings were sold below the listed price and 3 listings were sold for the listed price.

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 65F and high of 83F. On average, Chesapeake gets about 3.33 inches of precipitation in June. Most residents are home owners (81%), have a high school diploma (50%) and are single, no kids (38%).

Data provided by Home Junction

5 bedroom 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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