306 days on market
$2,000,000
168 Ac St Brides Rd W
Chesapeake, Virginia 23322
MLS# 10591677 · PLEASANT GROVE · Chesapeake VA
Updated Feb 16, 2026 · Source: REIN MLS
Est. payment
$11,193/mo
Edit below
Price / sq ft
$0
0 sq ft
Days on market
306
HOA
None
Year built
N/A
Beds
0
Full Baths
0
Half Baths
0
Sq Ft
0
Garage
N/A
About this home
Discover nearly 168 acres of opportunity in the heart of Chesapeake, just minutes from the popular Edinburgh shopping district. Tucked away off St. Brides Road, this rare piece of land offers a peaceful natural backdrop with a blend of open space, mature woods, and a scenic pond that adds to the charm. Zoned for residential use, the property is great for a custom private estate or thoughtful development with room to…
Listed by Richard Calderon · BHHS RW Towne Realty
VaHome Team property overview
168 AC St Brides Rd W is a rare 168-acre parcel in Chesapeake's Pleasant Grove area — one of the largest contiguous landholdings available in this part of Hampton Roads. Whether you're envisioning a private estate, agricultural operation, or long-term land investment, the scale here is genuinely hard to find.
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Why this home stands out
One hundred sixty-eight acres of contiguous land in southern Chesapeake is not something that comes along often. This parcel sits in a part of the city where working farms, wooded buffers, and open sky still define the landscape. The sheer size gives you options that smaller tracts simply can't — room for multiple structures, agricultural use, conservation, equestrian facilities, or a private compound with serious separation from the outside world.
PLEASANT GROVE and the Chesapeake real estate market
Pleasant Grove is one of Chesapeake's quieter, more rural-feeling corridors — a stretch of the city where the pace slows down and the land opens up. St. Brides Road West runs through a landscape of farms, tree lines, and low-density residential properties, giving this area a character that feels genuinely removed from suburban sprawl even though Chesapeake's full range of amenities is within a reasonable drive. Chesapeake itself is Virginia's second-largest city by area, and that size means it contains multitudes — dense retail corridors up near the interstate, waterfront neighborhoods along the Elizabeth River, and then quiet agricultural pockets like this one in the south. If you've searched terms like willow bridge court chesapeake va while exploring southern Chesapeake land options, you already have a sense of the kind of low-density, spacious character this part of the city offers. Pleasant Grove fits squarely in that tradition — big lots, working land, and neighbors who value their space as much as you value yours.
What's nearby
The St. Brides Road corridor puts you within reach of everyday needs without sacrificing the rural feel. The Chesapeake city core along Battlefield Boulevard is roughly 20 minutes north, where you'll find major grocery chains, home improvement stores, and a full range of dining. The Great Dismal Swamp National Wildlife Refuge borders this part of Chesapeake to the west, offering miles of hiking and wildlife observation. Lake Drummond, accessible via the Lake Drummond Causeway, is a short drive and a genuine natural landmark. For fuel, feed, and farm supply needs, local options along the Route 17 and Cedar Road corridors serve the agricultural community well.
For different buyers
For military families relocating
If you're stationed at USCG Finance Center Chesapeake — just 18 minutes away — or working at Norfolk Naval Shipyard about 28 minutes out, this parcel offers something most military families never get access to: genuine acreage. VA loan eligibility can extend to land with a residential component, so it's worth a conversation with a VA-savvy lender if a private estate or working homestead is part of your long-term plan.
For buyers drawn to character
For buyers who want land with a sense of place — not just square footage — 168 acres in southern Chesapeake delivers exactly that. The lake drummond causeway chesapeake va corridor nearby anchors this parcel in one of the most ecologically rich and historically layered parts of Hampton Roads. Build a legacy property here, or simply hold land that has real character and won't be replicated.
Frequently asked questions
How far is 168 AC St Brides Rd W from USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is approximately 18 minutes from this parcel under normal traffic conditions. That makes it a practical choice for Coast Guard personnel looking to own land close to their duty station.
What can land in the Pleasant Grove area of Chesapeake be used for?
Southern Chesapeake parcels like this one have historically supported agricultural, equestrian, forestry, and low-density residential uses — though any specific development or use plans should be verified with Chesapeake's Department of Development and Permits for current zoning and land-use regulations.
Is 168 AC St Brides Rd W in a flood zone?
Southern Chesapeake does include areas with varying flood zone designations, particularly near wetland and swamp-adjacent corridors. A current FEMA flood map review and survey are recommended before any development planning on this parcel.
How far is this property from Lake Drummond and the Great Dismal Swamp?
The Great Dismal Swamp National Wildlife Refuge and Lake Drummond are within a short drive — roughly 10 to 15 minutes depending on the access point. The Lake Drummond Causeway provides one of the most direct routes into the refuge from this part of Chesapeake.
Can a VA loan be used to purchase land in Chesapeake?
VA loans are primarily designed for properties with an existing or planned primary residence — raw land alone typically doesn't qualify, but a construction loan combined with a VA loan may be an option worth exploring with a VA-approved lender familiar with Chesapeake transactions.
Ready to walk 168 acres in southern Chesapeake? Tom and Dariya Milan at LPT Realty know this market well — reach out and let's set up a site visit on your schedule.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
168 AC St Brides RD W, 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
$2,000,000
Price / Sq Ft
$0
Annual Taxes
$2,782
Monthly Tax
$232
HOA
None
Tax Rate (effective)
0.14%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jul 7, 2025 | $2,000,000 | — |
| Currently listed | — | $2,000,000 | — |
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
$11,193/moPrincipal & interest
$10,378
Property tax
$232
Home insurance
$583
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 BHHS RW Towne Realty · MLS# 10591677
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$2,000,000
168 AC St Brides RD W, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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