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
Fernwood Farms Rd14232$397,2812,014 Sq.Ft.4/21/2025Ferrum Ln533$529,6002,619 Sq.Ft.11/10/2020Ferryman Quay3632$387,7881,810 Sq.Ft.12/3/2024Fiddlestick Arch853$658,5002,831 Sq.Ft.10/27/2023Field Crest Ct442$737,5002,507 Sq.Ft.5/19/2022Fieldstone Ln1N/AN/AN/AN/A10/26/2016Fieldstone Run1N/AN/AN/AN/A12/9/2015Fieldsway Dr8033$386,2561,778 Sq.Ft.1/27/2025Fife St1342$369,2501,709 Sq.Ft.4/29/2024Fillmore Pl1342$405,1672,320 Sq.Ft.6/30/2009Filly Run2642$414,6151,799 Sq.Ft.5/22/2023Fincham Ct442$349,7501,925 Sq.Ft.11/30/2023Finchley Dr233$308,0001,788 Sq.Ft.7/20/2022Finck Ln1242$385,8572,703 Sq.Ft.2/28/2024Firebird Ct1932$392,9471,582 Sq.Ft.8/8/2023Fire Box Ct743$491,0002,158 Sq.Ft.1/17/2024Firefly Ct1343$530,9002,429 Sq.Ft.11/7/2024Fireside Rd3N/AN/AN/A69,742 Sq.Ft.10/17/2005Firethorn Rd2353$665,7273,389 Sq.Ft.9/20/2024Fireweed Ct3022$233,1071,148 Sq.Ft.8/8/2024Firman St1542$431,2502,111 Sq.Ft.1/24/2024Fisher Ave1232$310,6671,420 Sq.Ft.12/12/2022Fishers Cv2243$606,2863,357 Sq.Ft.12/20/2024Fitchett St1032$276,0001,512 Sq.Ft.11/30/2021Flag Rd3532$335,5431,527 Sq.Ft.4/9/2024Flatrock Ln2343$681,2862,925 Sq.Ft.6/3/2025Flax Mill Dr1343$607,8892,790 Sq.Ft.8/23/2024Flax Mill Way1843$709,0593,111 Sq.Ft.8/5/2024Flaxton Trce853$681,2863,240 Sq.Ft.4/21/2025Fleetway Dr3N/AN/AN/A52,810 Sq.Ft.9/26/2014Fleetwood Rd1331$301,5381,304 Sq.Ft.5/23/2025Fleming Cir2342$451,1821,911 Sq.Ft.5/15/2025Fletcher Ct554$642,2004,014 Sq.Ft.9/15/2017Flint Chip Dr843$667,7502,814 Sq.Ft.10/11/2022Flintfield Cres2143$388,8002,289 Sq.Ft.2/22/2023Flintlock Ct642$486,3331,803 Sq.Ft.8/29/2011Flintlock Rd4143$523,2822,263 Sq.Ft.12/19/2024Flintshire Dr2853$596,8182,665 Sq.Ft.9/11/2024Flint St142$406,0001,498 Sq.Ft.N/AFlora Ct1264$951,3333,772 Sq.Ft.2/10/2025Flower Ln1242$248,5831,624 Sq.Ft.10/6/2021Flume Ct553$578,0003,048 Sq.Ft.11/9/2020Fluridy Rd333N/A2,387 Sq.Ft.2/27/2023Flyfisher Trl543$558,0002,929 Sq.Ft.4/16/2025Flying Star Ct942$409,7781,758 Sq.Ft.8/24/2021Flynn St6N/AN/A$227,000N/A11/7/2013Folk St1N/AN/A$350,000N/AN/AFontana Ave7231$296,0721,266 Sq.Ft.4/29/2025Fontana Ct541$320,8001,410 Sq.Ft.5/2/2024Fordham Ln643$612,3332,424 Sq.Ft.9/3/2024Fordsmere Ct554$1,213,0005,093 Sq.Ft.3/22/2017Fordsmere Rd2554$1,138,0424,866 Sq.Ft.11/5/2024Fordson Way442$428,0001,802 Sq.Ft.12/12/2017Ford St2032$263,1001,227 Sq.Ft.9/23/2024Fordyce Ct432$452,0001,654 Sq.Ft.3/11/2024Fordyce Dr4342$492,5481,804 Sq.Ft.11/15/2024Forehand Dr1532$340,6432,802 Sq.Ft.7/19/2024Foreman Lndg632$383,2001,704 Sq.Ft.10/20/2022Foremast Loop2533$393,7501,833 Sq.Ft.5/28/2024Forest Cove Dr4132$306,7561,237 Sq.Ft.5/2/2025Forest Glade Ct354$858,5004,288 Sq.Ft.12/6/2023Forest Glade Dr4054$845,8864,195 Sq.Ft.12/9/2024Forest Haven Ln4032$316,5711,738 Sq.Ft.3/25/2024Forest Lake Blvd2N/A2N/A484 Sq.Ft.N/AForest Lakes Cir6643$710,9353,216 Sq.Ft.8/29/2024Forest Lakes Dr7843$681,2133,066 Sq.Ft.4/17/2025Forest Mills Rd2654$1,117,9174,830 Sq.Ft.11/20/2023Forest Point Dr1243$521,2732,632 Sq.Ft.6/8/2022Forest Rd5032$506,3572,151 Sq.Ft.10/3/2024Forestview Ct443$546,0002,921 Sq.Ft.5/28/2021Forsythe Ct1132$402,7271,884 Sq.Ft.10/16/2024Fortune Ter2333$439,3532,313 Sq.Ft.4/17/2025Foster Ct533$327,0001,665 Sq.Ft.12/13/2024Foxcroft Ct254$836,5004,076 Sq.Ft.10/8/2013Foxfield Dr3253$563,9313,376 Sq.Ft.6/17/2024Fox Fire Way453$589,5002,698 Sq.Ft.1/17/2023Foxgate Ct1653$667,5452,998 Sq.Ft.12/28/2022Foxgate Quarter3743$566,9142,608 Sq.Ft.5/1/2025Foxgrove Ln2232$409,2001,965 Sq.Ft.1/10/2023Fox Ridge Ct432$589,7502,151 Sq.Ft.5/18/2022Fox Ridge Trl3543$557,4852,633 Sq.Ft.6/7/2024Fox Trl1244$770,2733,083 Sq.Ft.5/28/2025Foxwood Dr2143$674,1882,923 Sq.Ft.1/6/2021Foxxglen Quay254$774,0003,877 Sq.Ft.5/10/2024Foxxglen Run1754$787,5334,166 Sq.Ft.5/31/2023Fragrant Cv543$498,2502,783 Sq.Ft.7/9/2007Frances Ct442$500,7501,982 Sq.Ft.9/14/2022Francisco St633$384,1671,767 Sq.Ft.2/12/2024Franconia Dr1243$548,1822,490 Sq.Ft.1/19/2024Frank Dr3932$428,2632,104 Sq.Ft.4/11/2025Franklin St7232$292,9811,640 Sq.Ft.5/13/2025Frederick Ct1243$636,7273,265 Sq.Ft.7/5/2022Freeman Ave9432$317,61111,588 Sq.Ft.5/29/2025Freemas St3N/AN/A$139,000N/A3/9/2021Freers Ct653$704,8333,046 Sq.Ft.12/6/2022Freewill Way1143$696,6003,149 Sq.Ft.6/17/2024Fresno Dr2232$373,7501,595 Sq.Ft.11/8/2023Friar Tuck Ct643$545,8332,526 Sq.Ft.1/5/2021Friesian Ct653$738,8333,404 Sq.Ft.7/27/2021Fries St3N/AN/AN/AN/A12/7/20221512 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
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
1333 Winslow AveChesapeake, VA 23323
Estimated Value $329,000
Living Area 1,500 SqFt
Beds 4
Baths 2
Year Built 1977
Property Type Single Family
Ownership Type Individual
APN 0255002000130
Neighborhood Deep Creek
School District Chesapeake City Public Schools
449 Cobblewood BndChesapeake, VA 23320
Estimated Value $233,000
Living Area 1,060 SqFt
Beds 3
Baths 1
Year Built 1986
Property Type Single Family
Ownership Type Individual
APN 0366007000100
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1702 Foremast LoopChesapeake, VA 23323
Estimated Value $384,000
Living Area 1,760 SqFt
Beds 3
Baths 2.5
Year Built 2020
Property Type Condominium
Ownership Type Individual
APN 0354003002320
Neighborhood Deep Creek
School District Chesapeake City Public Schools
4102 Dyanax StChesapeake, VA 23324
Estimated Value $319,000
Living Area 388 SqFt
Beds 3
Baths 2
Year Built 2021
Property Type Single Family
Ownership Type Individual
APN 1590000001390
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4162 Reid StChesapeake, VA 23324
Estimated Value $282,000
Living Area 1,330 SqFt
Beds 3
Baths 2
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 1600000001510
Neighborhood South Norfolk
School District Chesapeake City Public Schools
703 Durham AveChesapeake, VA 23320
Estimated Value $408,000
Living Area 2,501 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 0351004003070
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1204 Corden AveChesapeake, VA 23324
Estimated Value $243,000
Living Area 1,645 SqFt
Beds 3
Baths 1
Year Built 1948
Property Type Single Family
Ownership Type Individual
APN 1590000001070
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4128 1st StChesapeake, VA 23324
Estimated Value $371,000
Living Area 1,972 SqFt
Beds 4
Baths 3
Year Built 2009
Property Type Single Family
Ownership Type Related
APN 1590000002342
Neighborhood South Norfolk
School District Chesapeake City Public Schools
573 Marc Smiley RdChesapeake, VA 23324
Estimated Value $300,000
Living Area 1,442 SqFt
Beds 2
Baths 2.5
Year Built 2016
Property Type Condominium
Ownership Type Individual
APN 1580001001350
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1616 Woodbriar LnChesapeake, VA 23323
Estimated Value $303,000
Living Area 1,400 SqFt
Beds 4
Baths 2
Year Built 1983
Property Type Single Family
Ownership Type Multiple
APN 0343017000220
Neighborhood Deep Creek
School District Chesapeake City Public Schools
1245 Corkwood CirChesapeake, VA 23320
Estimated Value $271,000
Living Area 1,340 SqFt
Beds 3
Baths 2.5
Year Built 1989
Property Type Townhouse
Ownership Type Corporate
APN 0366008000790
Neighborhood Rivercrest
School District Chesapeake City Public Schools
568 Marc Smiley RdChesapeake, VA 23324
Estimated Value $318,000
Living Area 1,720 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Condominium
Ownership Type Individual
APN 1580001001270
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1208 Earle AveChesapeake, VA 23324
Estimated Value $326,000
Living Area 1,118 SqFt
Beds 3
Baths 1.5
Year Built 1940
Property Type Single Family
Ownership Type Individual
APN 1590000001650
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1649 Shipyard RdChesapeake, VA 23323
Estimated Value $421,000
Living Area 1,716 SqFt
Beds 4
Baths 2.5
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 0350000000210
Neighborhood Deep Creek
School District Chesapeake City Public Schools