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
1st St4732$295,3641,460 Sq.Ft.4/30/20252nd St4632$297,8001,544 Sq.Ft.5/13/20253rd St4332$312,9521,577 Sq.Ft.5/29/20254th St2832$307,0001,529 Sq.Ft.2/18/20255th St942$325,1251,715 Sq.Ft.7/29/202417th St642$257,3331,962 Sq.Ft.3/5/202518th St1542$271,0671,566 Sq.Ft.5/14/202519th St1032$270,3331,481 Sq.Ft.10/4/202420th St1431$247,4172,074 Sq.Ft.6/18/202121st St1242$269,2731,664 Sq.Ft.3/4/202422nd St1832$242,8571,614 Sq.Ft.1/31/2025Aaron Ct632$316,6001,545 Sq.Ft.7/20/2023Aaron Culbreth Ct1453$634,4552,818 Sq.Ft.12/12/2024Aaron Dr8032$321,3731,595 Sq.Ft.3/28/2025Abba Pl634$459,5001,993 Sq.Ft.3/29/2024Abelia Way6133$397,9141,902 Sq.Ft.5/27/2025Aberdeen Ln2142$475,0001,905 Sq.Ft.11/18/2024Abilene Ct543$672,6003,486 Sq.Ft.4/3/2024Abingdon St632$318,5001,475 Sq.Ft.6/25/2024Able St831$290,8751,443 Sq.Ft.9/29/2021Acentala Quay1143$541,8182,682 Sq.Ft.4/26/2023Ackerman Ln1453$723,6673,414 Sq.Ft.12/16/2024Acorn Grove Ln1N/AN/AN/A103,600 Sq.Ft.N/AAcorn St1N/AN/AN/AN/AN/AAdair Ln1532$356,1671,732 Sq.Ft.5/28/2024Adams Ct633$409,0002,225 Sq.Ft.9/12/2023Administration Ave1N/AN/AN/AN/AN/AAdmiralty Ct532$447,4001,998 Sq.Ft.6/15/2023Adventure Way2333$440,0452,243 Sq.Ft.4/7/2025Aft Way833$437,2502,089 Sq.Ft.5/1/2025Aguila Ct1443$608,9292,715 Sq.Ft.5/27/2025Aguila Dr8243$578,4322,543 Sq.Ft.5/21/2025Ahoy Ct532$315,8001,457 Sq.Ft.5/13/2024Ahoy Dr5832$301,9641,601 Sq.Ft.4/3/2025Airline Blvd7042$336,2343,751 Sq.Ft.2/25/2025Airport Dr7N/AN/AN/A21,823 Sq.Ft.N/AAkron Ave3932$399,8161,534 Sq.Ft.5/31/2023Alamoot Ct642$495,5002,231 Sq.Ft.4/1/2013Alamoot Dr1642$505,9382,185 Sq.Ft.12/19/2024Albemarle Ct2842$420,5711,481 Sq.Ft.3/19/2024Albemarle Dr1843$419,62525,010 Sq.Ft.5/12/2023Albert Ave1731$277,7501,371 Sq.Ft.4/19/2025Albertine Ct2733$344,9551,802 Sq.Ft.12/3/2024Albury Ct1143$527,9092,684 Sq.Ft.7/12/2024Alcott Way2023$296,9441,314 Sq.Ft.6/14/2022Alder Ct2432$268,4581,308 Sq.Ft.2/14/2025Aldershot Ln2233$363,0451,780 Sq.Ft.5/1/2025Aldrich Ct1253$639,6003,558 Sq.Ft.3/9/2023Aleck Way543$553,2503,423 Sq.Ft.11/29/2023Alexander Ln2742$448,2222,320 Sq.Ft.11/13/2024Alexandria Ln2033$401,6672,227 Sq.Ft.7/29/2024Alfred Loop1N/AN/AN/A358,908 Sq.Ft.11/26/2002Algona Rd3131$243,4671,129 Sq.Ft.5/5/2025Alice St2532$252,2081,445 Sq.Ft.3/10/2025Alistair Ct443$716,0002,847 Sq.Ft.5/24/2023Alixis Way943$665,8572,888 Sq.Ft.3/30/2023Allen Dr2742$407,4001,714 Sq.Ft.10/30/2024Allison Ct342$401,0002,098 Sq.Ft.N/AAllison Dr6632$322,0921,786 Sq.Ft.11/21/2024Almodvar Dr1N/AN/AN/A15,053 Sq.Ft.4/1/2023Almond Ct632$369,0001,725 Sq.Ft.7/15/2021Alpine Ct342$480,0002,206 Sq.Ft.10/3/2016Alpine Dr843$502,7502,394 Sq.Ft.7/30/2021Althea Ct1353$643,3332,894 Sq.Ft.6/1/2023Alton Cir832$257,1251,480 Sq.Ft.5/6/2022Altoona St532$321,0001,577 Sq.Ft.4/10/2025Alvah Martin Way2433$306,8701,547 Sq.Ft.6/17/2024Amanda Ct542$522,8002,306 Sq.Ft.6/25/2020Amber Cv543$555,0002,753 Sq.Ft.9/26/2018Amberdale Dr2142$512,7002,082 Sq.Ft.3/17/2025Amberline Ct653$699,0003,666 Sq.Ft.6/29/2015Amberline Dr1353$692,9173,518 Sq.Ft.5/25/2022Amberwood Cmn822$254,5001,166 Sq.Ft.9/20/2022Ambrose St3143$522,5002,589 Sq.Ft.5/23/2025Amelia Ct442$467,7502,277 Sq.Ft.6/21/2023American Legion Rd13N/AN/A$1,691,0004,554 Sq.Ft.12/13/2024Ames Cir8342$440,6962,208 Sq.Ft.12/19/2024Ames Ct1243$462,2502,383 Sq.Ft.8/6/2024Amherst Ct1232$276,1671,506 Sq.Ft.5/6/2022Amick Rd2132$286,2111,314 Sq.Ft.12/12/2024Amie Dr643$715,6003,326 Sq.Ft.5/1/2025Ampo Ct342$507,6672,024 Sq.Ft.6/28/2005Amster Ln531$300,2001,258 Sq.Ft.12/1/2023Amy Marie Ln1542$504,5002,073 Sq.Ft.4/14/2025Anabranch Trce1N/AN/AN/AN/AN/AAnchor Ave2332$294,8701,389 Sq.Ft.11/14/2023Anchor Bend Ct1353$648,7003,440 Sq.Ft.9/20/2022Anderson Rd532$333,2501,600 Sq.Ft.7/27/2023Andiron Arch953$552,8753,031 Sq.Ft.10/23/2024Andover Ct753$636,8003,175 Sq.Ft.2/18/2025Andrea Ln643$447,6003,293 Sq.Ft.6/1/2022Andrea Lynne Ct1043$515,7002,623 Sq.Ft.9/11/2024Andreas Ln753$712,8573,225 Sq.Ft.11/27/2023Andrews Dr1532$370,1431,583 Sq.Ft.1/4/2024Angel Ct443$530,3332,657 Sq.Ft.7/15/2015Angeli Arch454$771,0004,109 Sq.Ft.2/14/2025Angelica Lndg332$382,3331,335 Sq.Ft.6/29/2017Angel Wing Dr3453$687,0742,952 Sq.Ft.8/29/2024Angler Ct1053$652,2863,095 Sq.Ft.12/13/2023Angler Ln6743$612,6272,927 Sq.Ft.9/27/20241649 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
1229 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
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
847 Creekside CresChesapeake, VA 23320
Estimated Value $264,000
Living Area 1,348 SqFt
Beds 2
Baths 2.5
Year Built 1990
Property Type Townhouse
Ownership Type Corporate
APN 0367006000310
Neighborhood Rivercrest
School District Chesapeake City Public Schools
807 Shenandoah River RdChesapeake, VA 23320
Estimated Value $279,000
Living Area 1,350 SqFt
Beds 2
Baths 2
Year Built 1990
Property Type Condominium
Ownership Type Individual
APN 0367003000790
Neighborhood Rivercrest
School District Chesapeake City Public Schools
1125 Crystalwood CirChesapeake, VA 23320
Estimated Value $477,000
Living Area 2,734 SqFt
Beds 4
Baths 2.5
Year Built 1991
Property Type Single Family
Ownership Type Related
APN 0361014000390
Neighborhood Rivercrest
School District Chesapeake City Public Schools
902 Godwin AveChesapeake, VA 23324
Estimated Value $364,000
Living Area 1,972 SqFt
Beds 4
Baths 3
Year Built 2018
Property Type Single Family
Ownership Type Related
APN 1510000000720
Neighborhood South Norfolk
School District Chesapeake City Public Schools
4315 Salt Marsh LnChesapeake, VA 23324
Estimated Value $327,000
Living Area 1,960 SqFt
Beds 3
Baths 2.5
Year Built 2015
Property Type Condominium
Ownership Type Individual
APN 1580001002050
Neighborhood South Norfolk
School District Chesapeake City Public Schools
305 Creek LnChesapeake, VA 23320
Estimated Value $536,000
Living Area 2,952 SqFt
Beds 4
Baths 2.5
Year Built 1989
Property Type Single Family
Ownership Type Related
APN 0369004000230
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
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
504 Rosewood TerChesapeake, VA 23320
Estimated Value $412,000
Living Area 1,629 SqFt
Beds 3
Baths 1.5
Year Built 1966
Property Type Single Family
Ownership Type Related
APN 0361008000890
Neighborhood Rivercrest
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
4100 Dyanax StChesapeake, VA 23324
Estimated Value $225,000
Living Area 1,188 SqFt
Beds 3
Baths 1
Year Built 1942
Property Type Single Family
Ownership Type Individual
APN 1590000001440
Neighborhood South Norfolk
School District Chesapeake City Public Schools
1013 Wickford CtChesapeake, VA 23320
Estimated Value $241,000
Living Area 1,280 SqFt
Beds 3
Baths 1.5
Year Built 1986
Property Type Townhouse
Ownership Type Individual
APN 0367001001060
Neighborhood Rivercrest
School District Chesapeake City Public Schools
613 Consolvo PlChesapeake, VA 23324
Estimated Value $362,000
Living Area 2,120 SqFt
Beds 3
Baths 3
Year Built 2017
Property Type Condominium
Ownership Type Related
APN 1580001001730
Neighborhood South Norfolk
School District Chesapeake City Public Schools