Home/Virginia/Chesapeake/HICKORY/20A Head Of River RD, CHESAPEAKE VA 23322
20A Head Of River RD, CHESAPEAKE VA 23322 - Main photo
20A Head Of River RD, CHESAPEAKE VA 23322 - Photo 2
20A Head Of River RD, CHESAPEAKE VA 23322 - Photo 3
20A Head Of River RD, CHESAPEAKE VA 23322 - Photo 4
20A Head Of River RD, CHESAPEAKE VA 23322 - Photo 5
Coming Soon
Active
Under Contract
Sold
Off Market

1 days on market

$425,000

20a Head Of River Rd

Chesapeake, Virginia 23322

MLS# 10640862 · HICKORY · Chesapeake VA

Updated 4 days ago · Source: REIN MLS

Est. payment

$2,377/mo

Edit below

Price / sq ft

$0

0 sq ft

Days on market

1

New listing

HOA

None

Year built

N/A

Beds

0

Full Baths

0

Half Baths

0

Sq Ft

0

Garage

N/A

Land and FarmsSingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

Gorgeous 20+ acre site in the Hickory High School district. Just app 2.4mi from the high school, 4mi from Edinburgh, 7mi from the VA/NC line and 7.8mi from City Hall. Land is cleared with some ditching in place. No access without permission from Listing Agent.

Listed by Jimmy Reece · The Real Estate Group

VaHome Team property overview

At a glance

Twenty acres of open land on Head of River Road in Chesapeake's rural southern corridor — a rare opportunity to build, farm, or simply hold a piece of Virginia's quieter countryside well outside the noise of the metro.

Read full property overview ↓

Why this home stands out

Raw land parcels of this scale are increasingly hard to find inside city limits, and 20A Head of River Road sits in one of Chesapeake's least-developed corridors. Whether you're envisioning a custom homestead, an agricultural operation, or a long-term land hold, the acreage gives you room to plan on your own timeline without the constraints of an existing structure.

HICKORY and the Chesapeake real estate market

Head of River Road runs through the deep southern reaches of Chesapeake, Virginia — a city that covers more square miles than any other in the commonwealth and wears that scale proudly. This particular stretch sits well south of the Great Dismal Swamp corridor, where the landscape opens into flat, wide farmland threaded by quiet two-lane roads. There are no subdivisions pressing in from every side here. Neighbors tend to be measured in acreage rather than feet. Chesapeake itself offers a full suite of city services — public utilities, fire and rescue, parks — while this southern pocket retains the breathing room that's become genuinely scarce closer to the coast. If you've been searching for land that still feels like land, this address delivers that in a way few parcels within a major Virginia city can.

What's nearby

The town center of Chesapeake's South Norfolk and Greenbrier districts are roughly 25 to 30 minutes north, putting everyday retail, dining, and medical facilities within a reasonable drive. The USCG Finance Center Chesapeake is approximately 19 minutes away, making this corridor practical for Coast Guard personnel who prefer a rural setting. NAS Oceana is about 31 minutes northeast. For outdoor recreation, the Great Dismal Swamp National Wildlife Refuge is nearby, offering hiking and wildlife watching across one of the region's most distinctive natural landscapes.

For different buyers

For military families relocating

Coast Guard personnel stationed at the Finance Center in Chesapeake are about 19 minutes from this address, and NAS Oceana is roughly 31 minutes out. A VA loan can be used to purchase land when paired with simultaneous construction financing — worth exploring if building a custom home on acreage fits your long-term plan for Hampton Roads.

For buyers drawn to character

If your vision involves a working farm, a private retreat, or a custom build set well back from the road, 20A Head of River Road is the kind of canvas that rarely surfaces inside a major city's boundaries. The land is yours to shape — no existing floor plan to work around, no HOA dictating setbacks, just open Virginia acreage and a long horizon.

Frequently asked questions

How far is 20A Head of River Road from USCG Finance Center Chesapeake?

The drive is approximately 19 minutes under normal conditions, traveling north through Chesapeake's rural southern corridor toward the city's more developed districts.

How far is 20A Head of River Road from NAS Oceana?

NAS Oceana is roughly 31 minutes northeast of the property, accessible via Virginia Beach Boulevard or connecting routes through Chesapeake.

What can land like this be used for in Chesapeake?

Chesapeake's southern agricultural zones typically permit a range of uses including single-family residential construction, farming, and forestry, though buyers should verify current zoning and any applicable use restrictions with the City of Chesapeake's planning department.

Is 20A Head of River Road in a flood zone?

Flood zone status for this parcel should be verified through FEMA's current flood maps and confirmed during due diligence, as designations in Chesapeake's southern areas can vary significantly by specific location.

Are utilities available at 20A Head of River Road?

Utility availability — including water, sewer, and electric service — should be confirmed directly with the City of Chesapeake and relevant utility providers, as rural parcels in this corridor may require well, septic, or extension arrangements.

Tom and Dariya Milan at LPT Realty know Chesapeake's land market well. Reach out to talk through what this parcel could look like for your plans.

Summary generated by AI from public records and publicly available information.

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Flood Risk

Looking up FEMA flood zone…

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

$425,000

Price / Sq Ft

$0

Annual Taxes

$576

Monthly Tax

$48

HOA

None

Tax Rate (effective)

0.14%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 23, 2026$425,000
Currently listed$425,000

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:

Chesapeake Real Estate Assessor

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

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 5 minutes from the REIN feed.

See more Chesapeake homes for sale →

Military Commute

Drive times to nearest bases

Drive 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

$2,377/mo

Principal & interest

$2,205

Property tax

$48

Home insurance

$124

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# 10640862

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

ACTIVE LISTING

$425,000

20A Head Of River RD, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

Request Info

Quick Facts

TypeLand and Farms
Year Built0
Lot Size20.5700
Taxes$576/yr
HOANone
Heating
Cooling

Schedule a tour

In-person or video

Click a day to pick a time