74 days on market
$669,900
2237 Shillelagh Rd
Chesapeake, Virginia 23323
MLS# 10621269 · PLEASANT GROVE · Chesapeake VA
Updated Mar 6, 2026 · Source: REIN MLS
Est. payment
$3,889/mo
Edit below
Price / sq ft
$0
0 sq ft
Days on market
74
HOA
None
Year built
N/A
Beds
0
Full Baths
0
Half Baths
0
Sq Ft
0
Garage
N/A
About this home
Vacant Land on Shillelagh Rd in a country setting that spans over 97.9 acres. Building on the property is used for the Hunt Club. Great location and School District. Quick access to Dominion Blvd to the I-64 to Downtown Norfolk, NPN, Hampton, and the MM-Tunnel and Military Bases. Go south to Benefit Rd and a short drive to the Outer Banks to NC and Virginia Beach Oceanfront or the Chesapeake Bay. Access to the proper…
Listed by Corinne Zedd · The Real Estate Group
VaHome Team property overview
Meet 2237 Shillelagh Road — nearly 98 acres of open land in Chesapeake's Pleasant Grove area. Whether you're envisioning a private homestead, agricultural operation, or long-term land investment, this rare parcel delivers scale and seclusion that's genuinely hard to find in Hampton Roads.
Read full property overview ↓Show less ↑
Why this home stands out
Land at this scale is a vanishing commodity in the Hampton Roads region. At just under 98 acres, 2237 Shillelagh Road offers the kind of canvas that lets you build entirely on your own terms — a custom estate, a working farm, a family compound, or simply wide-open space held for the future. Few parcels anywhere near Chesapeake come close to this footprint, and that alone sets this address apart.
PLEASANT GROVE and the Chesapeake real estate market
Pleasant Grove sits in the western reaches of Chesapeake, Virginia — a part of the city where the landscape still breathes. Large lots, mature tree lines, and a slower pace define the character here, a welcome contrast to the denser corridors closer to the interstate. This is the Chesapeake that long-time residents talk about when they describe why they stayed: room to spread out, genuine quiet, and a community that feels grounded. For anyone exploring chesapeake homes for sale with acreage in mind, Pleasant Grove consistently surfaces as one of the few areas where large-tract land still exists within city limits. Chesapeake itself is Virginia's second-largest city by land area, which means infrastructure, services, and connectivity are all within reasonable reach even when your address feels far removed from the bustle. The western side of the city leans rural without being remote — a balance that's increasingly rare.
What's nearby
Daily essentials are more accessible than the rural setting might suggest. The Chesapeake Square Mall corridor along Volvo Parkway puts grocery stores, pharmacies, and a range of dining options within a 15-to-20-minute drive. Deeper into the city, the Greenbrier area adds additional retail and restaurant depth. For outdoor recreation, Northwest River Park is a local favorite — over 700 acres of trails, camping, and paddling that pairs naturally with the lifestyle this property invites. Interstate 664 provides a direct link north toward Suffolk and the broader Hampton Roads metro, keeping the parcel genuinely connected despite its scale and seclusion.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is roughly 18 minutes away, and Norfolk Naval Shipyard sits about 26 minutes out — both manageable commutes from this western Chesapeake location. If you're using a VA loan to finance a land purchase or future build, this parcel's size and location make it worth a detailed conversation with a VA-savvy lender familiar with construction and lot loans.
For buyers drawn to character
If your vision runs toward a working farm, an equestrian property, a private retreat, or simply land held on your own terms, 98 acres in Pleasant Grove is a rare starting point. Chesapeake VA homes for sale at this acreage are genuinely uncommon — and a parcel this size gives you the freedom to shape something that reflects exactly what you have in mind, without compromise.
Frequently asked questions
How far is 2237 Shillelagh Road from USCG Finance Center Chesapeake?
The drive runs approximately 18 minutes under normal traffic conditions, making it one of the closer large-acreage parcels to that installation in the region.
How far is 2237 Shillelagh Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly 26 minutes away, a straightforward commute via the western Chesapeake road network connecting to the Portsmouth side of the shipyard.
What can land in Pleasant Grove be used for?
Chesapeake's zoning framework allows for a range of uses on large rural parcels, including residential construction, agricultural operations, and certain conservation uses — always verify current zoning and permitted uses with Chesapeake's Department of Development and Permits before making plans.
Is 2237 Shillelagh Road in a flood zone?
Flood zone status for this parcel should be confirmed through FEMA's current flood map service and verified with a licensed surveyor or lender, as large acreage parcels can include multiple flood designations across different sections of the property.
Are there utilities available at 2237 Shillelagh Road?
Utility availability — including water, sewer, and electric service — should be confirmed directly with the City of Chesapeake's public utilities department and the relevant electric provider, as service to large rural parcels varies considerably by location.
Curious about what's possible on nearly 98 acres in Chesapeake? Tom and Dariya Milan at LPT Realty know this market well — reach out and let's talk through your vision for this property.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
2237 Shillelagh RD, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
0
Full Baths
0
Half Baths
0
Approx Sq Ft
0
Stories
0
Fireplaces
0
Flooring
N/A
Heating
Cooling
Laundry
Interior Features
N/A
Sale & Tax History
List Price
$669,900
Price / Sq Ft
$0
Annual Taxes
$2,610
Monthly Tax
$218
HOA
None
Tax Rate (effective)
0.39%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Feb 24, 2026 | $669,900 | — |
| Currently listed | — | $669,900 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$669,900
Land
$637,200
Improvement
$32,700
Parcel ID: 0830000000200 · View on city GIS portal
Looking for multi-year tax assessments or prior sales? REIN MLS only ships data for the current listing. For full property history, check the city assessor record:
Tax data above from REIN public-records sync. Sale timeline tracked from this listing's first appearance in our feed forward; prior owner sales are not included.
Comparable Properties
Comps are selected by city, bed count, square footage and price proximity. Composite similarity score weights bed match, sqft variance, price variance, and straight-line distance.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive times via Google Maps with current traffic patterns. Times are typical and may vary by time of day. Use the "Analyze" button up top to see live drive time to your saved base.
Estimate your monthly payment
$3,889/moPrincipal & interest
$3,476
Property tax
$218
Home insurance
$195
PMI
None
HOA
None
Estimate only. Insurance assumed at 0.35% of home value annually. Actual taxes, insurance, and rate will vary by lender, credit, and property. Contact a lender for a personalized quote.
Listed by The Real Estate Group · MLS# 10621269
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$669,900
2237 Shillelagh RD, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
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