Chesapeake, Virginia is home to just over ¼ of a million residents, and is part of the vibrant Hampton Roads metropolitan area. Its proximity to major military installations, such as Naval Station Norfolk, is a big contributor to its stable economy. The presence of these military facilities stimulates the demand for housing from military personnel and civilian employees, making the city's real estate market consistent and resilient.
Neighborhoods like Great Bridge, Deep Creek, and Riverwalk cater to a variety of preferences and lifestyles, offering tremendous opportunity for real estate investors to tap into different segments of the market. Whether it's waterfront properties along the Intracoastal Waterway, suburban developments or rural acreages, the city's varied housing options are attractive to a range of potential buyers and renters.
Chesapeake’s commitment to urban development, like Scenic Heights and infrastructure projects such as the Triple Decker Bridge Rehabilitation, enhances its real estate potential. Ongoing initiatives to enhance public spaces and attract commercial developments contribute to the overall desirability of this gorgeous city as a place to both live and work. And, as it continues to grow, real estate investors may find opportunities for both short-term and long-term gains in a market that combines economic stability with a high quality of life.
Popular Streets in Chesapeake, Virginia
Bainbridge Blvd34332$293,53812,071 Sq.Ft.5/12/2025Ballahack Rd38032$613,4132,330 Sq.Ft.5/30/2025Battlefield Blvd59432$453,4517,617 Sq.Ft.5/30/2025Benefit Rd29132$596,4632,690 Sq.Ft.6/3/2025Cedar Rd33832$407,9246,596 Sq.Ft.5/13/2025Centerville Tpke31432$525,9683,538 Sq.Ft.5/27/2025George Washington Hwy31132$364,0383,864 Sq.Ft.5/30/2025Johnstown Rd31232$474,6132,460 Sq.Ft.4/25/2025Lake Cir30532$293,4601,462 Sq.Ft.5/29/2025Military Hwy44732$335,74311,197 Sq.Ft.5/30/2025All Streets in Chesapeake, Virginia
Johnson Ave331$241,3331,577 Sq.Ft.3/27/2015Johnson Ln233$679,0002,592 Sq.Ft.N/AJohn St1932$349,6841,679 Sq.Ft.7/25/2024Johnstown Rd31232$474,6132,460 Sq.Ft.4/25/2025Jolliff Landing Pkwy5243$511,5582,618 Sq.Ft.4/14/2025Jolliff Rd15132$448,8454,847 Sq.Ft.4/18/2025Jolliff Woods Dr1343$558,0002,342 Sq.Ft.12/12/2022Jones Ln1742$346,5004,000 Sq.Ft.8/6/2024Jones St3442$351,3331,941 Sq.Ft.3/17/2025Jonquil Ct343$498,3332,706 Sq.Ft.11/18/2021Jo Pearl Ct853$684,1673,036 Sq.Ft.7/11/2022Joplin Ln2853$548,5773,061 Sq.Ft.1/10/2025Jordan Crossing Rd753$667,4003,032 Sq.Ft.2/6/2023Jordan Trce643$487,0002,110 Sq.Ft.7/9/2024Jordan Xing1N/AN/AN/AN/AN/AJoseph Ave4031$266,0531,206 Sq.Ft.5/13/2025Jousting Ct1342$325,0831,761 Sq.Ft.11/15/2011Joyce Ct1N/AN/AN/A61,212 Sq.Ft.3/22/2022Joyner Rd243$403,00045,070 Sq.Ft.4/16/2024Jubilee Ct753$674,8002,903 Sq.Ft.5/2/2025Judah Way1222$303,9001,578 Sq.Ft.10/22/2024Jule Dr2353$737,9573,551 Sq.Ft.7/19/2023June Berry Ct333$340,5001,760 Sq.Ft.9/20/2021Juniper Cres362N/AN/A3,985 Sq.Ft.5/27/2025Jury Rd1443$702,0832,862 Sq.Ft.7/26/2022Justin Lee Way1343$655,0002,942 Sq.Ft.7/26/2023Justin Quay844$1,163,0004,431 Sq.Ft.9/12/2024Justis St333$356,00011,231 Sq.Ft.8/2/2022Kaitlyn Ct754$678,2863,569 Sq.Ft.5/9/2022Kalenton Rd1N/AN/A$331,000N/AN/AKalmar Dr2232$379,0951,542 Sq.Ft.7/29/2024Kate Dr1232$342,5451,962 Sq.Ft.4/28/2020Kathleen Ln1344$1,096,8183,990 Sq.Ft.9/8/2020Kathys Way4453$612,0002,811 Sq.Ft.6/2/2025Kay Ave6331$275,0671,221 Sq.Ft.5/22/2025Kaywood Ln854$695,3333,047 Sq.Ft.2/24/2023Kearny St1733$372,8821,825 Sq.Ft.10/9/2024Keaton Ct1032$324,2001,373 Sq.Ft.6/5/2023Keaton Way6832$331,3711,501 Sq.Ft.2/11/2025Keats Lndg632$325,6671,595 Sq.Ft.7/29/2022Keats St1032$337,6671,478 Sq.Ft.12/19/2024Keats Sta1432$334,5381,591 Sq.Ft.9/11/2023Kebco Ct543$452,2002,220 Sq.Ft.10/28/2024Keelee Tree Ct644$670,0003,098 Sq.Ft.8/22/2024Keeling Ct653$637,0003,147 Sq.Ft.6/14/2021Keeling Dr4543$626,3782,936 Sq.Ft.3/4/2024Keel St2332$262,6961,389 Sq.Ft.3/12/2025Keeter Run1942$416,4741,795 Sq.Ft.2/26/2025Kegman Rd2332$506,9335,079 Sq.Ft.4/23/2024Keith Ct3631$262,9431,085 Sq.Ft.5/7/2025Kelland Dr4N/AN/AN/A62,371 Sq.Ft.1/14/2019Kelly Run1843$410,5881,775 Sq.Ft.4/25/2025Kelsey Bay Ct843$619,0002,881 Sq.Ft.10/21/2020Keltic Cir2843$384,4622,101 Sq.Ft.4/28/2025Kemet Rd2N/AN/A$406,000N/AN/AKemp Bridge Ct354$680,0003,489 Sq.Ft.9/1/2017Kemp Bridge Dr6353$665,3193,163 Sq.Ft.1/16/2025Kemp Bridge Ln1654$715,0003,884 Sq.Ft.10/22/2021Kemp Ln3932$488,7572,541 Sq.Ft.12/2/2024Kemp Meadow Dr2642$467,5652,066 Sq.Ft.1/25/2024Kemp Meadow Way642$467,5002,196 Sq.Ft.3/22/2019Kempston Lndg2333$433,5001,762 Sq.Ft.1/17/2024Kempsville Rd13232$405,6389,834 Sq.Ft.2/28/2025Kemp Xing443$540,5002,534 Sq.Ft.4/5/2019Kendale Cir953$689,8753,217 Sq.Ft.11/28/2022Kendra Ct443$639,2502,532 Sq.Ft.10/11/2024Kenelm Ct832$328,7501,612 Sq.Ft.11/23/2020Kenelm Dr6132$317,9091,600 Sq.Ft.8/15/2024Kenley Ct643$516,2502,684 Sq.Ft.12/27/2024Kennedy St531$262,4001,212 Sq.Ft.9/22/2014Kennedy Trl653$749,1673,554 Sq.Ft.6/24/2016Kenny Ln542$329,0002,390 Sq.Ft.4/14/2023Kensington Ct443$542,0002,204 Sq.Ft.4/25/2005Kensington Way2943$552,6432,324 Sq.Ft.6/5/2024Kent Pl643$416,5002,760 Sq.Ft.1/26/2021Kentucky Trl3243$590,8462,997 Sq.Ft.7/10/2024Kenyon Way423$313,2501,608 Sq.Ft.6/10/2021Keri Ct943$487,0002,120 Sq.Ft.8/16/2023Keswick Cir1932$263,8891,482 Sq.Ft.12/23/2024Ketch Ct3522$257,1761,102 Sq.Ft.3/31/2025Kettle Creek Ter1544$843,0003,691 Sq.Ft.12/13/2024Kidbrooke St2454$774,7733,197 Sq.Ft.4/2/2024Kids Ct553$579,0003,564 Sq.Ft.2/1/2023Kilbride Ct631$254,3331,010 Sq.Ft.6/13/2023Kilbride Dr4631$261,2391,084 Sq.Ft.3/17/2025Kilby Dr1842$486,8822,351 Sq.Ft.8/9/2024Kildeer Ct454$793,5004,243 Sq.Ft.10/8/2020Killington Arch9933$304,8671,507 Sq.Ft.2/3/2025Killington Sq1733$301,1761,504 Sq.Ft.8/9/2023Kimberly Ct1142$485,4552,195 Sq.Ft.2/19/2025Kincaid Ter1332$348,2731,581 Sq.Ft.2/22/2023Kinderly Ln943$463,1252,080 Sq.Ft.11/22/2019Kindlewood Cres1342$439,3082,169 Sq.Ft.1/29/2025Kindlewood Ct343$448,6672,127 Sq.Ft.9/6/2023King Arthur Cir832$328,2501,714 Sq.Ft.9/20/2023King Arthur Ct342$355,0002,157 Sq.Ft.6/30/2023King Arthur Dr7432$325,7063,105 Sq.Ft.10/10/2024King Ct6632$172,9701,455 Sq.Ft.11/15/2024Kingfisher Ct1053$682,5003,473 Sq.Ft.3/10/2025King George Quay11832$245,2721,244 Sq.Ft.3/28/20251229 Marge DrChesapeake, VA 23320
Estimated Value $324,000
Living Area 1,869 SqFt
Beds 3
Baths 2
Year Built 1975
Property Type Single Family
Ownership Type Individual
APN 0272001000430
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1818 Aft WayChesapeake, VA 23323
Estimated Value $415,000
Living Area 2,036 SqFt
Beds 3
Baths 2.5
Year Built 2021
Property Type Condominium
Ownership Type Multiple
APN 0354003001890
Neighborhood Deep Creek
School District Chesapeake City Public Schools
817 Royal Grove CtChesapeake, VA 23320
Estimated Value $349,000
Living Area 2,041 SqFt
Beds 3
Baths 2.5
Year Built 1997
Property Type Townhouse
Ownership Type Multiple
APN 0368002000140
Neighborhood Rivercrest
School District Chesapeake City Public Schools
600 Muddy Creek RdChesapeake, VA 23324
Estimated Value $335,000
Living Area 1,774 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Condominium
Ownership Type Individual
APN 1580001000240
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1401 Glendale AveChesapeake, VA 23323
Estimated Value $311,000
Living Area 1,360 SqFt
Beds 3
Baths 2
Year Built 1977
Property Type Single Family
Ownership Type Individual
APN 0255001002870
Neighborhood Deep Creek
School District Chesapeake City Public Schools
1317 Great Bridge BlvdChesapeake, VA 23320
Estimated Value $276,000
Living Area 1,657 SqFt
Beds 3
Baths 2
Year Built 1955
Property Type Single Family
Ownership Type Related
APN 0362001000640
Neighborhood Rivercrest
School District Chesapeake City Public Schools
4126 4th StChesapeake, VA 23324
Estimated Value $267,000
Living Area 1,586 SqFt
Beds 2
Baths 1.5
Year Built 1946
Property Type Single Family
Ownership Type Individual
APN 1600000000250
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1456 Culpepper AveChesapeake, VA 23323
Estimated Value $369,000
Living Area 2,268 SqFt
Beds 4
Baths 2.5
Year Built 1978
Property Type Single Family
Ownership Type Multiple
APN 0255001002350
Neighborhood Deep Creek
School District Chesapeake City Public Schools
923 Gene CresChesapeake, VA 23320
Estimated Value $289,000
Living Area 1,224 SqFt
Beds 3
Baths 1
Year Built 1958
Property Type Single Family
Ownership Type Individual
APN 0271002000430
Neighborhood Rivercrest
School District Chesapeake City Public Schools
312 Outlaw StChesapeake, VA 23320
Estimated Value $410,000
Living Area 2,501 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Individual
APN 0351004001130
Neighborhood Rivercrest
School District Chesapeake City Public Schools
705 Montrose CtChesapeake, VA 23320
Estimated Value $288,000
Living Area 1,516 SqFt
Beds 3
Baths 2.5
Year Built 1991
Property Type Townhouse
Ownership Type Individual
APN 0367002001510
Neighborhood Rivercrest
School District Chesapeake City Public Schools
736 Huntly DrChesapeake, VA 23320
Estimated Value $251,000
Living Area 1,240 SqFt
Beds 3
Baths 1.5
Year Built 1990
Property Type Townhouse
Ownership Type Corporate
APN 0367002000640
Neighborhood Rivercrest
School District Chesapeake City Public Schools
4374 Pickney LnChesapeake, VA 23324
Estimated Value $327,000
Living Area 1,760 SqFt
Beds 3
Baths 2.5
Year Built 2016
Property Type Condominium
Ownership Type Individual
APN 1580001001170
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4139 1st StChesapeake, VA 23324
Estimated Value $299,000
Living Area 1,008 SqFt
Beds 2
Baths 1
Year Built 2005
Property Type Single Family
Ownership Type Related
APN 1590000002910
Neighborhood South Norfolk
School District Chesapeake City Public Schools
906 Parley PlChesapeake, VA 23323
Estimated Value $417,000
Living Area 2,036 SqFt
Beds 3
Baths 2.5
Year Built 2018
Property Type Condominium
Ownership Type Individual
APN 0354003000120
Neighborhood Deep Creek
School District Chesapeake City Public Schools
510 Sloane StChesapeake, VA 23324
Estimated Value $307,000
Living Area 1,464 SqFt
Beds 2
Baths 2.5
Year Built 2016
Property Type Condominium
Ownership Type Individual
APN 1580001001430
Neighborhood South Norfolk
School District Chesapeake City Public Schools