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
Mosely Cir1232$257,1671,283 Sq.Ft.12/7/2022Moses Grandy Trl4042$419,75011,766 Sq.Ft.11/9/2021Mossgate Ct1142$443,3001,905 Sq.Ft.10/6/2016Moss Lndg342$393,0001,647 Sq.Ft.4/2/2019Moss Quay543$623,6003,088 Sq.Ft.7/26/2024Mossvale Way344$745,3333,203 Sq.Ft.5/31/2022Mostiler Ct722$359,2861,457 Sq.Ft.11/28/2012Mostiler Pl1532$337,3571,340 Sq.Ft.5/24/2022Motley Ct353$687,6673,201 Sq.Ft.6/15/2022Mountain Stone Way843$529,3332,526 Sq.Ft.5/18/2022Mount Pleasant Rd26832$453,3133,662 Sq.Ft.4/25/2025Mowbry Ct1342$498,0001,962 Sq.Ft.5/2/2025Muddy Creek Rd2233$325,0451,739 Sq.Ft.5/20/2025Mulberry Cres1633$413,1332,155 Sq.Ft.12/7/2021Mullen Rd3032$305,1431,465 Sq.Ft.6/2/2025Mulligan Ct433$537,6672,650 Sq.Ft.5/30/2024Munden St1921$368,917832 Sq.Ft.3/27/2025Munford Ln2643$528,8702,684 Sq.Ft.4/16/2025Murphy Ln1N/AN/A$399,000N/AN/AMurray Dr4243$680,6152,647 Sq.Ft.2/15/2024Muscadine Dr1333$382,7501,693 Sq.Ft.4/25/2025Muscovy Ct9N/AN/AN/AN/AN/AMusket Ct843$546,5002,493 Sq.Ft.9/13/2023Muskrat Ct353$569,0003,471 Sq.Ft.9/1/2020Mustang Dr732$436,2861,567 Sq.Ft.9/1/2015Mustoe Ct953$690,8753,309 Sq.Ft.7/6/2021Myers Rd1232$285,14314,381 Sq.Ft.8/14/2019Myrica Ct743$430,0002,136 Sq.Ft.4/24/2021Myrtle Ave14632$346,1862,112 Sq.Ft.5/9/2025Mystic Cv1443$469,2142,166 Sq.Ft.11/15/2022Nantucket Ave33N/A3$453,1883,423 Sq.Ft.N/ANaples Ct2753$678,4783,496 Sq.Ft.7/3/2024Napoli Ct553$844,0003,784 Sq.Ft.5/17/2023Narrow St3532$301,4811,810 Sq.Ft.7/1/2024Natchez Trce1443$555,0832,494 Sq.Ft.11/17/2022Nathaniel Ct353$705,6673,199 Sq.Ft.4/8/2022Nautilus Ave2431$276,2731,279 Sq.Ft.8/30/2024Neal St1532$285,2001,332 Sq.Ft.5/16/2024Neck Rd1132$446,6671,664 Sq.Ft.9/9/2024Needlerush Ct2443$465,6362,134 Sq.Ft.11/30/2023Nelson St1232$262,5831,359 Sq.Ft.5/31/2024Neptune Ave1432$321,6431,425 Sq.Ft.10/10/2024Neptune Ct631$314,8331,211 Sq.Ft.9/27/2024Nesbit Dr1223$288,3641,464 Sq.Ft.5/5/2025Nesting Pl643$496,0002,650 Sq.Ft.7/26/2024Network Sta18N/AN/AN/A8,682 Sq.Ft.1/19/2024Newberry Dr2N/AN/AN/A7,611 Sq.Ft.N/ANew Born Ct2542$421,4551,784 Sq.Ft.5/2/2025New Land Rd2432$499,3642,214 Sq.Ft.3/18/2022Newland Rd1N/AN/A$462,000N/AN/ANew Mill Dr11542$479,9422,198 Sq.Ft.5/23/2025New Mill Lndg632$416,5001,713 Sq.Ft.9/23/2022Newport Dr2532$347,9601,398 Sq.Ft.3/11/2024New River Ct2222$225,8641,069 Sq.Ft.5/1/2025New St3N/AN/AN/A1,384 Sq.Ft.N/ANewstead Cir1332$267,8331,251 Sq.Ft.7/1/2022Newtown Ln1553$785,2003,116 Sq.Ft.7/9/2024New Zealand Reach2743$866,5603,611 Sq.Ft.5/15/2024Niblick Ct554$914,7504,136 Sq.Ft.7/27/2017Nicholas Ct1N/AN/AN/A67,624 Sq.Ft.6/18/2019Nicholson Ct2333$402,8572,225 Sq.Ft.10/10/2024Nicked Pin Pl1143$498,7272,325 Sq.Ft.5/1/2024Nicks Pl243$438,0002,492 Sq.Ft.6/16/2023Nicole Ln343$578,6672,726 Sq.Ft.12/6/2024Nightingale Ln1543$570,8672,753 Sq.Ft.10/12/2020Nightshade Ct643$439,0002,041 Sq.Ft.2/26/2025Niles Ct542$522,6002,219 Sq.Ft.3/21/2024Nina Dr4132$367,8781,505 Sq.Ft.5/14/2025Nipperkin Way633$409,5002,034 Sq.Ft.5/6/2024Nixon Ct932$347,4441,671 Sq.Ft.1/19/2022Nob Hill Ln333$375,0001,841 Sq.Ft.4/25/2022Noble Ct831$261,7501,058 Sq.Ft.6/27/2023Noelle Ct453$717,2503,314 Sq.Ft.3/19/2018Noggin Cir753$541,1432,749 Sq.Ft.1/6/2021Nollie Ct543$647,2002,866 Sq.Ft.12/15/2022Norcova Ct2242$481,6002,221 Sq.Ft.6/11/2024Norcova Dr4242$433,9021,852 Sq.Ft.10/28/2024Norfolk St843$367,5001,903 Sq.Ft.6/27/2024Norlina Dr1832$398,5561,542 Sq.Ft.12/30/2022Normandy Ct642$312,1671,476 Sq.Ft.7/17/2002Norman Way2143$553,9502,360 Sq.Ft.7/13/2023Norris Ln2643$483,9202,568 Sq.Ft.8/25/2023Northfield St421$245,0001,404 Sq.Ft.7/19/2024Northmoor Ct342$468,6672,052 Sq.Ft.10/30/2009North Rd1532$394,2671,835 Sq.Ft.6/19/2024Northview Dr1632$455,1251,863 Sq.Ft.2/17/2025Northwood Dr1743$583,3132,480 Sq.Ft.4/29/2024Norwood Arch453$657,0003,290 Sq.Ft.8/11/2020Nottaway Ct1132$276,7271,526 Sq.Ft.9/28/2022Nottaway Dr8132$270,7041,460 Sq.Ft.4/7/2025Nottingham Dr3332$316,9391,632 Sq.Ft.5/20/2024Nottoway River Ct2322$228,5221,058 Sq.Ft.6/18/2024Nugent Dr4042$497,8972,220 Sq.Ft.6/16/2022Number Ten Ln6543$701,2332,710 Sq.Ft.11/12/2024Oak Bark Ln1932$344,2351,584 Sq.Ft.5/23/2025Oakbrooke Cir1N/AN/AN/AN/AN/AOakdale Ln1N/AN/AN/A51,542 Sq.Ft.N/AOak Dr4843$499,0002,561 Sq.Ft.9/26/2023Oakford Crst542$640,0002,422 Sq.Ft.9/17/2014Oak Forest Ct343$689,0003,100 Sq.Ft.4/19/20121119 Railroad AveChesapeake, VA 23324
Estimated Value $239,000
Living Area 1,197 SqFt
Beds 3
Baths 2
Year Built 1960
Property Type Single Family
Ownership Type Individual
APN 1660000000060
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
604 Pine BndChesapeake, VA 23320
Estimated Value $254,000
Living Area 1,273 SqFt
Beds 3
Baths 2.5
Year Built 1979
Property Type Townhouse
Ownership Type Individual
APN 0366001000280
Neighborhood Rivercrest
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
108 Duffield PlChesapeake, VA 23320
Estimated Value $349,000
Living Area 1,530 SqFt
Beds 3
Baths 1.5
Year Built 1965
Property Type Single Family
Ownership Type Individual
APN 0271009000280
Neighborhood Rivercrest
School District Chesapeake City Public Schools
800 Rivanna River ReachChesapeake, VA 23320
Estimated Value $293,000
Living Area 1,434 SqFt
Beds 2
Baths 1.5
Year Built 1989
Property Type Condominium
Ownership Type Individual
APN 0367003000140
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1741 Fortune TerChesapeake, VA 23323
Estimated Value $418,000
Living Area 2,036 SqFt
Beds 3
Baths 2.5
Year Built 2022
Property Type Condominium
Ownership Type Related
APN 0354003003750
Neighborhood Deep Creek
School District Chesapeake City Public Schools
1923 Linster StChesapeake, VA 23324
Estimated Value $323,000
Living Area 1,934 SqFt
Beds 4
Baths 2
Year Built 2016
Property Type Single Family
Ownership Type Multiple
APN 1600000000890
Neighborhood South Norfolk
School District Chesapeake City Public Schools
614 Reunion StChesapeake, VA 23324
Estimated Value $317,000
Living Area 1,570 SqFt
Beds 2
Baths 2.5
Year Built 2014
Property Type Condominium
Ownership Type Individual
APN 1580001000080
Neighborhood South Norfolk
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
1233 Marge DrChesapeake, VA 23320
Estimated Value $302,000
Living Area 1,336 SqFt
Beds 3
Baths 1.5
Year Built 1975
Property Type Single Family
Ownership Type Individual
APN 0272001000440
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
4309 Pickney LnChesapeake, VA 23324
Estimated Value $324,000
Living Area 1,720 SqFt
Beds 3
Baths 2.5
Year Built 2018
Property Type Condominium
Ownership Type Multiple
APN 1580001000780
Neighborhood South Norfolk
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
1125 Lady Ashley DrChesapeake, VA 23320
Estimated Value $402,000
Living Area 2,152 SqFt
Beds 3
Baths 2.5
Year Built 2000
Property Type Condominium
Ownership Type Multiple
APN 0363011000170
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