Pleasant Grove Homes for Sale in Chesapeake, VA
Pleasant Grove is one of southeast Chesapeake's fastest-growing areas. It sits along Mount Pleasant Road and Battlefield Boulevard, south of the Great Bridge area. Newer subdivisions, pond-dotted streets, and larger homesites define it. The area lies between the settled Great Bridge community and open country. That includes farmland and natural land near the Northwest River. Housing here leans toward newly built detached homes. That includes a steady supply of new builds in master-planned pockets. Road projects like the Mount Pleasant Road widening are ongoing. So the area pairs a still-growing, semi-rural setting with links to the rest of Hampton Roads. It zones into Chesapeake Public Schools, including the Grassfield and Great Bridge attendance areas. Assigned schools are set by address.
17 homes for sale in Pleasant Grove right now.
17
Active Listings
$619,000
Median List Price
$269
Avg. $ / Sq. Ft.
80
Avg. Days on Market
3d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Pleasant Grove.
Neighborhood40
Sold · last 12 mo
$547,500
Median sale price
$250
Median sold $/sq ft
30
Median days on market
$840,000
4500 Backwoods RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$799,900
2907 Seven Eleven RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$795,000
208 Leicester CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$750,000
28 Johnstown CRES, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$669,900
2237 Shillelagh RD, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
$649,900
1924 Land Of Promise RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$639,900
732 Washington DR, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$625,000
2711 Lake Drummond Cswy NONE, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$619,000
42 AC Saint Brides RD W, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$489,900
3248 Battlefield BLVD S, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$400,000
5144 Ballahack RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$349,000
3365 Benefit RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$340,500
944 Bells Mill RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$250,000
3725 Cornland RD, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$240,000
B Taft RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$234,900
2716 Seven Eleven RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$199,900
4664 Backwoods RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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Living in Pleasant Grove
Daily life in Pleasant Grove centers on a low-density setting. Many streets wrap around stormwater ponds, open space, and newer neighborhoods rather than dense retail strips. For shopping and dining, Battlefield Boulevard and Great Bridge are the closest hubs. Grocery stores, restaurants, and daily services are a short drive north. Dominion Boulevard, which is US Route 17, adds more retail and big-box options. Outdoor recreation is a feature of the area. Northwest River Park sits off Indian Creek Road, to the southeast. The Northwest River Natural Area Preserve is next to it. They offer trails, paddling, camping, fishing, and birding. Homes are mostly newer detached houses on big lots, including ongoing new builds. That gives the area a distinct, still-changing feel. For commuting, the Chesapeake Expressway is the VA-168 toll road. It and Dominion feed into I-464 and I-64. Those lead toward Norfolk, Virginia Beach, and the region's bases. The multi-phase Mount Pleasant Road widening added a center turn lane and sidewalks. Drainage upgrades came too.
Pleasant Grove represents some of Chesapeake's newer home development. Much of its housing was built over the past two decades. A pipeline of new builds continues in master-planned subdivisions. Inventory is mostly detached homes on larger lots, many set around ponds and open space. A smaller share is resale homes from earlier phases. Demand drivers include the supply of newly built homes. The Grassfield and Great Bridge school areas help. Growing road links along Mount Pleasant Road help too. So does access to the Chesapeake Expressway and the wider Hampton Roads job market and bases. Because the area is still growing, buyers often weigh new-build areas against settled Great Bridge streets nearby. Turnover can reflect both moves into the region and move-up buys in the city.
What Pleasant Grove homes actually sell for
Computed from REIN MLS closed sales over the trailing 12 months — updates with every MLS sync, not a third-party monthly aggregate.
$547,500
Median sale price · 12 mo
40 closed sales
$250
Median sold $ / sq ft
closed sales with recorded sq ft
30 days
Median days on market
for homes that closed
$200K–$840K
Active listing range
17 on the market today
| Property type | Sold · 12 mo | Median sale price |
|---|---|---|
| Detached homes | 39 | $545,000 |
Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.
How Pleasant Grove compares
The 3 closest Chesapeake neighborhoods VaHome profiles, measured from map center to map center. Same 12-month REIN closed-sales math for every row.
| Neighborhood | Median sale | $ / sq ft | Days on mkt | Sold · 12 mo | For sale |
|---|---|---|---|---|---|
| Pleasant Grove | $547,500 | $250 | 30 | 40 | 17 |
| Edinburgh · 2.2 mi | $580,990 | $240 | 38 | 28 | 27 |
| Forest Lakes · 2.4 mi | $680,000 | $205 | 31 | 11 | 1 |
| Hickory · 2.5 mi | $635,000 | $246 | 19 | 97 | 31 |
Source: REIN MLS closed sales, trailing 12 months, refreshed every 10 minutes. Neighborhoods with fewer than 5 closed sales are left out so no row rests on one or two homes.
What the homes in Pleasant Grove are like
Age, size, lot and price band of the 40 Pleasant Grove homes that closed since Oct 16, 2025, as recorded in the REIN MLS.
1984
Median year built
most homes sold were built 1948–2019
2,276 sq ft
Median living area
4-bedroom is the most common layout
1.70 acres
Median lot · detached
31 detached sales with a recorded lot
| Price range by type | Sold · 12 mo | Lower quarter | Median | Upper quarter |
|---|---|---|---|---|
| Detached homes | 39 | $405,000 | $545,000 | $715,000 |
Lower and upper quarter are the 25th and 75th percentile sale prices. Half of all sales fell between them.
HOA reality
0%
Sales with an HOA
0 of 40 closed sales where REIN recorded an association
Fees are what the listing agent entered at the time of sale. Confirm the current amount and what it covers with the association before you write an offer.
Source: REIN MLS closed sales since Oct 16, 2025, computed by VaHome. Any figure with fewer than 5 recorded homes is left out.
Recently sold in Pleasant Grove
The latest 10 closings from the REIN MLS. Each opens the home's full sold record.
514 Waters RD, CHESAPEAKE VA 23322
5 bd · 3.1 ba · 2,378 sqft
$539,000
Sold Oct 2026
3959 Bunch Walnuts RD, CHESAPEAKE VA 23322
4 bd · 3.1 ba · 3,224 sqft
$1,675,000
Sold Sep 2026
1400 FENTRESS RD, CHESAPEAKE VA 23322
4 bd · 2 ba · 1,794 sqft
$399,900
Sold Sep 2026
701 Sundance Arch NONE, CHESAPEAKE VA 23322
4 bd · 2 ba · 2,024 sqft
$490,000
Sold Sep 2026
1240 Bells Mill RD, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 1,600 sqft
$405,000
Sold Aug 2026
216 Marion DR, CHESAPEAKE VA 23322
3 bd · 2 ba · 1,288 sqft
$391,000
Sold Aug 2026
905 Rosana CT, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,317 sqft
$550,000
Sold Aug 2026
3815 Cypress Mill RD, CHESAPEAKE VA 23322
6 bd · 4.1 ba · 5,269 sqft
$735,000
Sold Aug 2026
1904 Ballahack RD, CHESAPEAKE VA 23322
5 bd · 3 ba · 4,369 sqft
$1,000,000
Sold Aug 2026
1002 Midway DR, CHESAPEAKE VA 23322
4 bd · 2.1 ba · 2,654 sqft
$545,000
Sold Aug 2026
What buyers should know
Neutral counts from the 94 Pleasant Grove homes VaHome has mapped against federal and state hazard layers — shown the same way for every neighborhood.
6%
of mapped homes sit in FEMA high-risk flood zones
X · 88 · AE · 6 — lenders require flood insurance in AE/VE
3 of 96
mapped homes inside a Navy jet-noise (AICUZ) contour
Every VaHome listing shows its exact noise zone and Accident Potential Zone.
Varies
hurricane evacuation zone (differs across the neighborhood)
Va. Dept. of Emergency Management — Know Your Zone.
Sources: FEMA National Flood Hazard Layer · U.S. Navy AICUZ via city GIS · Virginia Dept. of Emergency Management.
Census profile of the Pleasant Grove area
$137,656
Median household income
38.7
Median age
84.7%
Owner-occupied households
39.6%
Bachelor's degree or higher
Source: U.S. Census Bureau, American Community Survey 2024 5-Year Estimates (2020–2024), census-tract level for the Pleasant Grove area. Shown identically for every neighborhood.
Bases & commutes
Straight-line distances from the center of Pleasant Grove. Every listing page shows live drive times with traffic.
Listings & market data updated October 2026 · Live REIN MLS data
Pleasant Grove real estate FAQ
Where is Pleasant Grove located in Chesapeake, VA?+
Pleasant Grove is in southeast Chesapeake. It runs generally along Mount Pleasant Road and Battlefield Boulevard, south of the Great Bridge area. The area sits between Dominion Boulevard, which is US Route 17, and the Chesapeake Expressway, VA-168. From there it reaches toward the open farmland and natural land near the Northwest River.
What kinds of homes are in Pleasant Grove?+
The area is made up mostly of newer detached homes. Many sit on larger lots and are laid out around ponds and open space. There is an active supply of new builds in planned subdivisions. Resale homes from earlier phases are here too. That gives buyers a mix of brand-new and newly built options.
What schools serve Pleasant Grove?+
Pleasant Grove is served by Chesapeake Public Schools. Most of it is in the Grassfield and Great Bridge attendance areas. Those can include Grassfield Elementary, Hugo A. Owens Middle, and Grassfield High. As of the latest data, Grassfield High has a GreatSchools rating of 8-9 out of 10. Hugo A. Owens Middle has a rating of 6 out of 10. Attendance zones are set by address. So confirm the exact assigned schools for any specific home.
How far is Pleasant Grove from the interstates and military bases?+
Pleasant Grove connects to the Chesapeake Expressway, VA-168, and Dominion Boulevard, US Route 17. Those feed into I-464 and I-64 toward Norfolk and Virginia Beach. That routing puts the region's major employers and military bases within a typical Hampton Roads commute. Those include Naval Station Norfolk and the area's other bases.
What outdoor activities and parks are near Pleasant Grove?+
The area is close to Northwest River Park. Next to it is the Northwest River Natural Area Preserve. They are reached via Indian Creek Road off Battlefield Boulevard, to the southeast. These offer trails, paddling, camping, fishing, and birding. Many Pleasant Grove neighborhoods are also laid out around ponds and open green space.
Why is Pleasant Grove considered a fast-growing part of Chesapeake?+
Pleasant Grove has seen steady new-home building as builders add subdivisions along Mount Pleasant Road. The City of Chesapeake has been widening Mount Pleasant Road in phases. That work adds a center turn lane, sidewalks, and drainage upgrades. It supports the growing number of homes and traffic in this part of the city.
About Chesapeake
Homes for sale in Chesapeake, VA offer suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city splits roughly into five corridors. Greenbrier, ZIP 23320, has newer construction and shopping near the mall. Great Bridge, in 23320 and 23322, has the historic Battlefield district and excellent schools. Hickory, in 23322, has large-lot homes and Hickory High. Western Branch, in 23321, sits near the Portsmouth border. It has mature trees and starter homes. Deep Creek and South Norfolk, in 23323 and 23324, have lower-priced homes and waterfront access. Chesapeake Public Schools anchor buyer demand. They rank among the highest-rated in Hampton Roads. Hickory High, Grassfield High, Great Bridge High, and Western Branch High are all here. Median home prices range from $300K starter homes in Deep Creek to $600K+ homes in Great Bridge. Luxury estates in Hickory's gated neighborhoods run $1M+. The commute to Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding is easy via I-664 and I-64. Below you'll find every active Chesapeake MLS listing. It is pulled every 2 minutes from the REIN feed.
Schools serving Chesapeake
Browse Chesapeake homes by CPS attendance zone. Zoning is assigned by address and can change — always confirm a specific home’s zoned schools with the school division.
Looking for a realtor for Pleasant Grove?
Looking for a realtor for Pleasant Grove? Tom & Dariya Milan, Realtors know Pleasant Grove street by street. Brokered by LPT Realty. As Chesapeake real estate agents, they track every Pleasant Grove sale. 40 homes have sold here in the last 12 months, at a median of $547,500. Right now 17 homes are on the market. They also know what Pleasant Grove buyers and sellers should expect next.
Need a Pleasant Grove buyer’s agent to find the right home? Or a listing agent to sell your Pleasant Grove house? The first conversation is free. There is never any pressure, just straight local answers. Thinking of selling? Start with a free home value estimate for Pleasant Grove. It is instant, built from REIN closed sales. A hand-built report follows within 24 hours.
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What residents say about Pleasant Grove
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