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Property Managers in Chesapeake, VA

Compare top property management companies in Chesapeake, VA. Review services and vetting status, then reach out or request a free quote.

RE/MAX Peninsula
Crystal Sullivan
Newport News, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Newport News +6 more ]
Vetting in Progress Long-term Residential
How Can We Help You? Our agents are residents in the community who live and volunteer in the same places you do. They are involved in civic organizations like Rotary, Junior League and little league. Many agents serve or have served onindustry Boards andCommittees. Our agents are committed to the growth of the community both here on the Peninsula and globally. RE/MAX Peninsula is a proud supporter of many charitable organizations including Children's Miracle Network , Susan G. Komen for the cure , Children's Hospital of the King's Daughters Torch Relay and various other fantastic foundations. Inside our office walls, we're a family - celebrating birthdays, holidays, office potlucksand sometimes a happy hourtogether. As for real estate, our Agentsutilize the most current technologyand systems for the home buying and home selling processes. They keep up with trends and education to best serve their clients. You'll find our Agents on Facebook and Twitter - they are an active voice in the greater community, as well as the real estate community. Call us today 757-873-3636!
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Greenbrier Real Estate & Appraisals Inc
Thomas Thrasher
Chesapeake, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Newport News +5 more ]
Vetting in Progress Long-term Residential
Since founded in 1952, it has been our goal to be a leader in the real estate industry.  Through hard work and determination, our quality of service is unsurpassed.  Being a result-oriented firm, the real estate professionals at  Greenbrier Real Estate  focus on client needs to build trust, respect, and a continuing business relationship.   Client satisfaction is always a priority. The combined experience of the  Greenbrier Real Estate  staff accounts for more than 100 years in the real estate industry.  This experience is derived from appraising, real estate sales, residential and commercial leasing, and property management.  This collective knowledge assures our clients of our dedication to being the best in the business. "The foundation of any great company is rooted in service.  It is the nurturing force which fuels all growth."
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Bay Point Real Estate
Matthew Jaworsky
Virginia Beach, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Suffolk +1 more ]
Unverified
We are a professional residential property management company committed to exceeding our customers expectations by consistently and efficiently handling their needs.
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Gifford Management Group Inc.
Thomas C. Gifford CRB,CRS,CPM,GRI,e-PRO
Norfolk, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Suffolk +1 more ]
Unverified
We specialize in homes, apartments, condos and commercial properties. Call us with all your rentals and property management needs.
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Re/Max Alliance
Chuck Warren
Chesapeake, VA
Unverified
We specialize in homes, condos and commercial properties. Call us with all your rentals and property management needs.
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Nancy Chandler Associates
John M Chandler
Norfolk, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Hampton +2 more ]
Unverified
We specialize in homes, apartments, condos and commercial properties. Call us with all your rentals and property management needs.
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RE/MAX Allegiance
Tabitha Jenkins
Chesapeake, VA
Unverified
We specialize in homes, apartments, condos and commercial properties. Call us with all your rentals and property management needs.
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The Real Estate Group, LLC
Melodie Waugh
Chesapeake, VA
Unverified
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Rose and Womble Realty Company
Lisa Zawacki
Virginia Beach, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Newport News +3 more ]
Unverified
 
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Berkshire Hathaway HomeServices Towne Realty
Gladys Fain
Chesapeake, VA [ Serves Virginia Beach, Chesapeake, Norfolk, Newport News +5 more ]
Unverified
Prudential Towne Realty, is a dynamic and progressive real estate company that is dedicated to excellence, integrity and professional service. All of our agents are full timeREALTORS that are trained and committed to staying ever aware of our local market conditions and trends.
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RE/MAX Allegiance
Michelle Diaz
Chesapeake, VA
Long-term Residential
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Century21nachman
Mary Bechstein
Chesapeake, VA
Long-term Residential
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RE/MAX Allegiance
Samantha Simmons
Chesapeake, VA
Unverified
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Remax Allegiance
Lisa Saunders
Chesapeake, VA
Unverified
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Shaffer Realty
Jarett Shaffer
Chesapeake, VA
Unverified
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Keffer Realty
George James GRI
Chesapeake, VA
Unverified
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North Star Real Estate, Inc.
Walter Sims, JR
Chesapeake, VA
Unverified
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RE/MAX Allegiance
Deb Pearson
Chesapeake, VA
Unverified
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Rental market in Chesapeake: rising rents

In Chesapeake, Census median gross rent rose about 24.0% over the last five years, rents on a clear upward path. The numbers also show three-bedroom rents about 13% above the U.S. average, renters in 25.6% of homes, and a population of 252,583, up 5.3% over five years. The typical home is valued near $378,400, and the median household earns about $95,373 a year, with renters spending a median 33.8% of income on rent.

Market at a glance

Rents & affordability

+5% 2-bed vs U.S. rent
+13% 3-bed vs U.S. rent
+17% 4-bed vs U.S. rent
+24.0% Rent trend, 5-yr
33.8% Rent-to-income

People & households

25.6% Renter-occupied
252,583 Population
+5.3% Population, 5-yr
$95,373 Median household income

Housing stock

3.3% Vacancy rate
$378,400 Median home value
1989 Median year built
81.0% Single-family homes

Jobs

3.6% Unemployment rate
Rent vs the U.S. average, by bedroom size
U.S. average 2-bed +5% 3-bed +13% 4-bed +17%
Who rents vs owns
Renters 25.6% Owners 74.4%

A good property management company in Chesapeake can take a load off your plate: pricing, marketing, tenant screening, rent collection, and maintenance. About 81.0% of local housing is single-family, a common focus for rental owners. With vacancy near 3.3%, rent positioning and days on market can shape your return. Area unemployment is 3.6% as of August 2026. See the managers above and ask for a free quote.

All rent figures cover long-term residential leases, not short-term or vacation stays. Commercial rents are not listed, but they generally follow local residential movement, so the signal above still applies to you.

Frequently asked questions

Are rents rising in Chesapeake?

Census median gross rent rose about 24.0% over the last five years.

How do rents in Chesapeake compare to the national average?

Versus the national average: two-bedroom +5%, three-bedroom +13%, four-bedroom +17%. Each figure compares a bedroom size to the typical U.S. rent, not a rent we set.

Is Chesapeake a good market for rental property?

Demand is strong here, with few vacant units available. Renters make up 25.6% of households and vacancy sits near 3.3%. Three-bedroom rents run about 13% above the national average, and rents rose about 24.0% over five years.

How strong is rental demand in Chesapeake?

25.6% of homes are rented, not owned, and the population of 252,583 grew 5.3% over five years. Vacancy runs near 3.3%.

Rent shown as a deviation from the typical U.S. rent, a national average weighted by renter population, from HERO and HUD reference data. Demographics, population, and rent trend from the U.S. Census Bureau ACS 2020-2024 5-year estimates at the county level, with the five-year trend measured against the 2015-2019 estimates. Unemployment from the U.S. Bureau of Labor Statistics (August 2026).