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
Beatrice Ln654$767,1673,508 Sq.Ft.5/2/2023Beau Lndg642$444,8331,845 Sq.Ft.8/27/2021Beauregard Dr6732$451,5452,014 Sq.Ft.6/2/2025Beaver Creek Ct642$528,6002,073 Sq.Ft.11/19/2024Beaver Dam Ct843$555,6002,918 Sq.Ft.3/26/2021Beaver Dam Rd11043$629,5712,523 Sq.Ft.4/11/2025Becca Anne Ct453$706,2503,176 Sq.Ft.6/29/2021Beckley Ln5043$581,3802,445 Sq.Ft.11/6/2024Becks Ct442$387,2501,629 Sq.Ft.3/29/2024Beckwood Cmn2222$254,6821,168 Sq.Ft.5/30/2025Bedford St3232$561,3573,417 Sq.Ft.4/15/2025Bedstone Cir1153$554,1822,828 Sq.Ft.6/21/2021Beeblossom Ln3353$648,5002,832 Sq.Ft.4/29/2024Beecher Stowe St1443$600,6922,853 Sq.Ft.7/24/2024Beech Forest Ct1043$715,7783,306 Sq.Ft.5/5/2025Beech St1632$315,3082,063 Sq.Ft.5/8/2025Beech Tree Rd2N/AN/AN/A201,130 Sq.Ft.N/ABeechwood Rd3743$591,9602,496 Sq.Ft.4/24/2024Belaire Ave3N/AN/AN/A179,482 Sq.Ft.N/ABelden Ave1233$362,3001,749 Sq.Ft.8/28/2024Belem Dr3343$569,2902,607 Sq.Ft.4/1/2025Belfry Ct342$410,6672,539 Sq.Ft.11/17/2004Bella Dr1943$673,2002,855 Sq.Ft.4/9/2025Bellechase Ct1743$561,1253,013 Sq.Ft.11/15/2024Belle Haven St2942$549,5422,000 Sq.Ft.8/6/2024Belle Ridge Ct2842$395,8571,411 Sq.Ft.3/10/2025Bellflower Way2253$654,4502,898 Sq.Ft.5/21/2024Bellingham Ct342$489,6671,912 Sq.Ft.8/4/2020Bellingham Dr3342$465,5451,745 Sq.Ft.1/13/2025Bellpage Ave434$450,3334,794 Sq.Ft.N/ABells Creek Ct743$598,0003,104 Sq.Ft.11/15/2022Bells Hollow Ct1443$587,7502,820 Sq.Ft.4/22/2024Bells Lndg342$401,6671,668 Sq.Ft.8/22/2022Bells Mill Rd18132$412,9242,698 Sq.Ft.5/2/2025Bell Tower Arch2433$389,7622,135 Sq.Ft.1/11/2024Belmont St632$340,5002,196 Sq.Ft.5/6/2022Belspring St9N/AN/A$358,500N/A6/9/2018Beltline Dr3N/AN/AN/A32,925 Sq.Ft.N/ABelton Rd931$275,2221,142 Sq.Ft.1/31/2025Belvedere Dr5042$428,7452,153 Sq.Ft.5/23/2025Belvin Ct253$677,0003,108 Sq.Ft.4/29/2021Benefit Rd29132$596,4632,690 Sq.Ft.6/3/2025Bennett Way553$738,0003,541 Sq.Ft.6/13/2019Benson Ln1132$451,2731,722 Sq.Ft.2/16/2024Ben St1N/AN/AN/AN/A7/30/2003Bent Branch Ct742$400,1431,703 Sq.Ft.1/24/2024Bentham Ln2443$543,8752,859 Sq.Ft.1/30/2024Beretta Ct543$456,7502,407 Sq.Ft.3/10/2017Berkely Ct343$554,5002,396 Sq.Ft.6/30/2021Berkley Ave10732$273,2041,597 Sq.Ft.4/22/2025Berkshire Dr532$299,5001,352 Sq.Ft.6/1/2021Bernard Ln944$506,5002,175 Sq.Ft.4/23/2025Bernard St1331$268,9231,350 Sq.Ft.4/25/2025Berndale Dr1343$632,0002,834 Sq.Ft.11/4/2022Bernies Ct4832$353,8601,532 Sq.Ft.5/14/2025Berrick Ct343$613,6672,753 Sq.Ft.6/30/2008Bertram St1442$434,0001,919 Sq.Ft.4/1/2025Bertwick Ln1442$407,8572,309 Sq.Ft.2/7/2020Bethel Rd7131$260,9141,164 Sq.Ft.4/24/2025Bettes Way1N/AN/AN/A54,756 Sq.Ft.11/9/2021Bexley Ln3243$584,5002,534 Sq.Ft.8/16/2024Bickford Ct1032$306,1001,203 Sq.Ft.3/27/2025Biddle Ln343$588,0002,874 Sq.Ft.5/13/2023Biernot Ave1632$439,3331,921 Sq.Ft.7/30/2021Big Bear Ln3943$591,0592,818 Sq.Ft.4/2/2025Big Bend Ct1922$233,6321,187 Sq.Ft.5/8/2023Big Bend Dr6432$318,4831,605 Sq.Ft.9/12/2024Big Game Way533$357,2501,695 Sq.Ft.3/21/2023Big Pond Ln3043$515,1792,602 Sq.Ft.2/21/2023Bill Ct243$531,0002,249 Sq.Ft.7/28/2023Bill Reid Ct932$366,2221,647 Sq.Ft.5/14/2024Billy Obrien Ln544$519,6002,171 Sq.Ft.8/15/2024Biltmore Way4633$500,6592,029 Sq.Ft.5/12/2025Binford St244N/AN/A$438,2664,988 Sq.Ft.11/29/2024Bingham Arch853$633,6672,594 Sq.Ft.5/9/2018Birch Forest Ct1343$686,1543,043 Sq.Ft.7/16/2024Birch Leaf Rd3342$539,1612,398 Sq.Ft.5/13/2025Birch Trail Cir1N/AN/AN/A262,920 Sq.Ft.12/18/2014Birchwater Arch443$477,3332,155 Sq.Ft.10/26/2021Birchwater Ave1143$474,5562,156 Sq.Ft.7/10/2024Birchwood Ave1732$369,1881,608 Sq.Ft.10/29/2021Birsay Ct642$529,4002,850 Sq.Ft.4/23/2020Biscayne Dr2132$368,4761,680 Sq.Ft.11/18/2024Bisham Ct642$473,0001,760 Sq.Ft.10/14/2021Bishops Ct843$500,5002,368 Sq.Ft.6/4/2024Bishop St3642$378,4291,489 Sq.Ft.4/29/2024Bishopstoke Dr3N/AN/AN/AN/A3/30/2006Bizzells Ln1N/AN/AN/AN/AN/ABlack Bear Ct842$430,8572,082 Sq.Ft.4/3/2025Blackberne Ct332$452,3331,781 Sq.Ft.5/28/2025Blackboard Dr1742$565,2352,453 Sq.Ft.7/16/2024Black Forge Ln453$707,6672,921 Sq.Ft.5/1/2023Blackgum Ct743$527,4292,560 Sq.Ft.6/6/2023Blackhawk Ct942$410,8891,656 Sq.Ft.3/15/2024Blackhawk Pl642$533,8002,631 Sq.Ft.10/28/2017Blacksmith Trl3632$457,6861,827 Sq.Ft.10/6/2021Blackstone Walk833$346,2501,561 Sq.Ft.5/12/2022Blackthorne Ct2343$611,3182,664 Sq.Ft.2/4/2025Blackthorne Dr7842$525,8652,160 Sq.Ft.4/29/2025Black Walnut Ct1243$821,7503,216 Sq.Ft.5/23/20251512 Shell RdChesapeake, VA 23323
Estimated Value $276,000
Living Area 1,344 SqFt
Beds 3
Baths 2.5
Year Built 1960
Property Type Single Family
Ownership Type Corporate
APN 0261001000010
Neighborhood Deep Creek
School District Chesapeake City Public Schools
609 Tuskegee AveChesapeake, VA 23320
Estimated Value $384,000
Living Area 2,058 SqFt
Beds 3
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Individual
APN 0351004002130
Neighborhood Rivercrest
School District Chesapeake City Public Schools
4003 4th StChesapeake, VA 23324
Estimated Value $249,000
Living Area 1,164 SqFt
Beds 3
Baths 1
Year Built 1958
Property Type Single Family
Ownership Type Related
APN 1600000000080
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4119 Wake AveChesapeake, VA 23324
Estimated Value $282,000
Living Area 1,363 SqFt
Beds 3
Baths 2
Year Built 1965
Property Type Single Family
Ownership Type Individual
APN 1601001000670
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4101 Dyanax StChesapeake, VA 23324
Estimated Value $182,000
Living Area 896 SqFt
Beds 2
Baths 1
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN 1590000001430
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1733 Faulk StChesapeake, VA 23323
Estimated Value $377,000
Living Area 2,264 SqFt
Beds 5
Baths 3
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 0261002000190
Neighborhood Deep Creek
School District Chesapeake City Public Schools
704 Rapidan River Ct #BChesapeake, VA 23320
Estimated Value $214,000
Living Area 908 SqFt
Beds 2
Baths 2
Year Built 1991
Property Type Condominium
Ownership Type Corporate
APN 0367004001000
Neighborhood Rivercrest
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
709 Helmsdale WayChesapeake, VA 23320
Estimated Value $388,000
Living Area 1,552 SqFt
Beds 3
Baths 2
Year Built 1987
Property Type Single Family
Ownership Type Related
APN 0368001000690
Neighborhood Rivercrest
School District Chesapeake City Public Schools
304 Primrose LnChesapeake, VA 23320
Estimated Value $224,000
Living Area 1,053 SqFt
Beds 2
Baths 2
Year Built 1994
Property Type Condominium
Ownership Type Individual
APN 0367010000030
Neighborhood Rivercrest
School District Chesapeake City Public Schools
117 Gibson DrChesapeake, VA 23320
Estimated Value $452,000
Living Area 2,142 SqFt
Beds 4
Baths 2
Year Built 1974
Property Type Single Family
Ownership Type Related
APN 0361005000200
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1702 Willow Point ArchChesapeake, VA 23320
Estimated Value $241,000
Living Area 1,244 SqFt
Beds 2
Baths 2
Year Built 2000
Property Type Condominium
Ownership Type Related
APN 0367013000720
Neighborhood Rivercrest
School District Chesapeake City Public Schools
4104 3rd StChesapeake, VA 23324
Estimated Value $396,000
Living Area 2,207 SqFt
Beds 5
Baths 3
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 1590000003330
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4177 Williamson StChesapeake, VA 23324
Estimated Value $310,000
Living Area 1,680 SqFt
Beds 4
Baths 2.5
Year Built 2013
Property Type Single Family
Ownership Type Individual
APN 1600000002351
Neighborhood South Norfolk
School District Chesapeake City Public Schools
405 Cobblewood ArchChesapeake, VA 23320
Estimated Value $281,000
Living Area 1,284 SqFt
Beds 3
Baths 2
Year Built 1987
Property Type Single Family
Ownership Type Individual
APN 0366006000540
Neighborhood Rivercrest
School District Chesapeake City Public Schools
4125 3rd StChesapeake, VA 23324
Estimated Value $218,000
Living Area 924 SqFt
Beds 2
Baths 1
Year Built 1952
Property Type Single Family
Ownership Type Individual
APN 1590000003730
Neighborhood South Norfolk
School District Chesapeake City Public Schools