Pleasant Grove Homes for Sale in Chesapeake, VA
Pleasant Grove is one of southeastern Chesapeake's fastest-growing areas, set along the Mount Pleasant Road and Battlefield Boulevard corridor south of the Great Bridge area. The area is known for its wave of newer subdivisions, pond-dotted streetscapes, and larger homesites that sit between the established Great Bridge community and the open farmland and natural areas near the Northwest River. Housing here leans toward recently built single-family homes, including a steady supply of new construction in master-planned pockets. With ongoing roadway improvements like the Mount Pleasant Road widening, the area combines a still-developing, semi-rural setting with connections 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
$639,900
Median List Price
$268
Avg. $ / Sq. Ft.
110
Avg. Days on Market
3d ago
Newest Listing
Live from the REIN MLS, refreshed continuously. Stats reflect active for-sale inventory in Pleasant Grove.
Neighborhood26
Sold · last 12 mo
$538,950
Median sale price
$258
Median sold $/sq ft
23
Median days on market
$2,000,000
168 AC St Brides RD W, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$1,325,000
509 Ballahack RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$1,250,000
2700 Ballahack RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$825,000
208 Leicester CT, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$824,900
2907 Seven Eleven RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$750,000
28 Johnstown CRES, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$700,000
1924 Land Of Promise RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$669,900
2237 Shillelagh RD, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
$639,900
732 Washington DR, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$600,000
Lot 14 Taft RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$499,900
3248 Battlefield BLVD S, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$460,500
557 Waters RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$399,900
1400 FENTRESS RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$365,000
944 Bells RD RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
$300,000
2423 Herring Ditch RD, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
$275,000
3725 Cornland RD, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
$240,000
B Taft 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 where many streets are organized around stormwater ponds, open space, and newer subdivisions rather than dense commercial strips. For shopping and dining, the Battlefield Boulevard and Great Bridge corridors are the closest hubs, with grocery stores, restaurants, and everyday services a short drive north, while Dominion Boulevard (US Route 17) adds more retail and big-box options. Outdoor recreation is a feature of the area: Northwest River Park and the adjacent Northwest River Natural Area Preserve sit off Indian Creek Road within reach to the southeast, offering trails, paddling, camping, fishing, and birding. Homes are predominantly newer single-family residences on generous lots, including ongoing new construction, which gives the area a distinct, still-evolving character. For commuting, the Chesapeake Expressway (VA-168 toll road) and Dominion Boulevard feed into I-464 and I-64 toward Norfolk, Virginia Beach, and the region's military installations; the multi-phase Mount Pleasant Road widening has added a center turn lane, sidewalks, and drainage improvements along the corridor.
Pleasant Grove represents some of Chesapeake's newer residential development, with much of its housing stock built over the past two decades and a continuing pipeline of new construction in master-planned subdivisions. Inventory is dominated by single-family homes on larger lots, many arranged around community ponds and open space, with a smaller share of resale homes from earlier phases. Demand drivers include the supply of recently built homes, the Grassfield and Great Bridge attendance areas, expanding road infrastructure along Mount Pleasant Road, and access to the Chesapeake Expressway and the broader Hampton Roads job market and military bases. Because the area is still developing, buyers often weigh new-build communities against established nearby Great Bridge neighborhoods, and turnover can reflect both relocation activity and move-up purchases within Chesapeake.
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.
$538,950
Median sale price · 12 mo
26 closed sales
$258
Median sold $ / sq ft
closed sales with recorded sq ft
23 days
Median days on market
for homes that closed
$240K–$2.0M
Active listing range
17 on the market today
| Property type | Sold · 12 mo | Median sale price |
|---|---|---|
| Detached homes | 25 | $525,000 |
Source: REIN MLS closed sales, trailing 12 months, computed by VaHome.
What buyers should know
Neutral counts from the 72 Pleasant Grove homes VaHome has mapped against federal and state hazard layers — shown the same way for every neighborhood.
7%
of mapped homes sit in FEMA high-risk flood zones
X · 67 · AE · 5 — lenders require flood insurance in AE/VE
3 of 77
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 July 2026 · Live REIN MLS data
Pleasant Grove real estate FAQ
Where is Pleasant Grove located in Chesapeake, VA?+
Pleasant Grove is in southeastern Chesapeake, generally along the Mount Pleasant Road and Battlefield Boulevard corridor south of the Great Bridge area. It sits between Dominion Boulevard (US Route 17) and the Chesapeake Expressway (VA-168), reaching toward the more open farmland and natural areas near the Northwest River.
What kinds of homes are in Pleasant Grove?+
The area is made up mostly of newer single-family homes, many on larger lots and arranged around community ponds and open space. There is an active supply of new construction in master-planned subdivisions, alongside resale homes from earlier development phases, giving buyers a mix of brand-new and recently built options.
What schools serve Pleasant Grove?+
Pleasant Grove is served by Chesapeake Public Schools, primarily within the Grassfield and Great Bridge attendance areas, which 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 and Hugo A. Owens Middle a rating of 6 out of 10. Attendance zones are set by address, so buyers should 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), which feed into I-464 and I-64 toward Norfolk and Virginia Beach. That routing puts the region's major employers and military installations, including Naval Station Norfolk and the area's other bases, within a typical Hampton Roads commute.
What outdoor activities and parks are near Pleasant Grove?+
The area is close to Northwest River Park and the adjacent Northwest River Natural Area Preserve, reached via Indian Creek Road off Battlefield Boulevard to the southeast. These offer trails, paddling, camping, fishing, and birding, and many Pleasant Grove neighborhoods are also designed around ponds and open green space.
Why is Pleasant Grove considered a fast-growing part of Chesapeake?+
Pleasant Grove has seen sustained new-home development as builders add subdivisions along the Mount Pleasant Road corridor. The City of Chesapeake has been widening Mount Pleasant Road in phases, adding a center turn lane, sidewalks, and drainage improvements to support the growing number of homes and traffic in this part of the city.
About Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing 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.
Explore more Chesapeake real estate
What residents say about Pleasant Grove
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