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ChesapeakeDEEP CREEK2323 Herring Ditch Rd✓ Source: REIN MLS #10645963 · record updated Aug 2, 2026 · synced every 2 min · your inquiry is never resold
2323 Herring Ditch RD, CHESAPEAKE VA 23323 - Main photo
2323 Herring Ditch RD, CHESAPEAKE VA 23323 - Photo 2
2323 Herring Ditch RD, CHESAPEAKE VA 23323 - Photo 3
2323 Herring Ditch RD, CHESAPEAKE VA 23323 - Photo 4
2323 Herring Ditch RD, CHESAPEAKE VA 23323 - Photo 5
$550,000
$229 / sqft · est. $3,491/mo →
3beds
2.1baths
2,400sqft
11days on market

2323 Herring Ditch Rd, Chesapeake, VA 23323

Under ContractResidential · built 1968 · DEEP CREEK

About this home

The listing, in the seller's words

Wonderful opportunity to get 4+ acres in high rated schools. HUGE outbuilding with 3 bays garage bays, powered, multi-level, for storage and recreational activities. Home sold as is. Part of an estate. Seller to do no repairs.

Listing courtesy of Steven O'Brien · Redefy Real Estate · REIN MLS #10645963

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

2323 Herring Ditch Road is a 3-bedroom, 2.1-bath single-family home in Chesapeake, Virginia, offering 2,400 square feet of living space on a property built in 1968. It sits within easy reach of two major military installations and the everyday conveniences of western Chesapeake.

Read the full overview ↓

Why this home stands out

Homes from this era in Chesapeake were built with generous square footage and solid bones — and at 2,400 square feet across three bedrooms and two and a half baths, 2323 Herring Ditch Road carries that tradition well. The 1968 construction means you're looking at established lot character, mature landscaping potential, and the kind of room proportions that newer builds often trade away for open-concept minimalism.

DEEP CREEK and the Chesapeake real estate market

Herring Ditch Road sits in the western reaches of Chesapeake, Virginia — a city that consistently ranks among the safest and most livable in the Mid-Atlantic. This part of Chesapeake has a distinctly unhurried feel: wide lots, tree-lined roads, and a pace that contrasts sharply with the denser corridors closer to the waterfront. The address falls within the 23323 zip code, a pocket of the city where residential streets give way to open land and the Great Dismal Swamp Wildlife Refuge isn't far off in the background. Chesapeake itself spans over 350 square miles, making it one of the largest cities by area in the entire country, and the western side benefits from that scale — you get genuine breathing room without sacrificing access to the rest of Hampton Roads. City services, infrastructure, and major retail corridors along Battlefield Boulevard and Western Branch are all within a reasonable drive, keeping daily life practical even as the surroundings stay quiet.

What's nearby

Day-to-day errands are manageable from Herring Ditch Road. Grocery options and pharmacy stops along the Western Branch and Battlefield Boulevard corridors are roughly 10 to 15 minutes away. For outdoor time, Northwest River Park — one of the most underrated green spaces in Hampton Roads — is a short drive south and offers trails, camping, and kayak launches. The Great Dismal Swamp National Wildlife Refuge provides another option for hiking and wildlife watching close to home. Interstate 64 access connects you to the broader Hampton Roads metro without a long surface-road slog.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is about 15 minutes away, and Norfolk Naval Shipyard is roughly 20 minutes northeast — making 2323 Herring Ditch Road a practical base for military households at either installation. A VA loan can make the path to ownership here straightforward, and the western Chesapeake location keeps commute stress low on both sides of the duty day.

For families upgrading

At 2,400 square feet with three bedrooms and two and a half baths, there's genuine room to grow here. The 1968 footprint means larger room sizes than many comparable newer builds, and the established western Chesapeake neighborhood provides the kind of settled, low-traffic environment that makes a big difference when kids are in the picture. Lot character and outdoor space come standard in this part of the city.

More buyer questions

How far is 2323 Herring Ditch Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 20 minutes northeast of the property under typical traffic conditions. The route primarily follows Western Branch Boulevard and connects to the shipyard via the Portsmouth corridor.

How far is 2323 Herring Ditch Road from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is roughly 15 minutes from the property, making it one of the closer major installations to this address in the Hampton Roads region.

What is the flood risk situation for this address?

Flood zone designation for 2323 Herring Ditch Road is detailed in the FloodRisk tile on this page — review that section for current FEMA map data specific to this parcel.

Is there an HOA at 2323 Herring Ditch Road?

Based on available property data, this address does not appear to be governed by a homeowners association, though buyers should confirm current HOA status during the due diligence period.

What are the lot and outdoor characteristics of this property?

The 1968-era property sits on an established lot in western Chesapeake, a part of the city known for larger parcels and mature tree cover compared to newer subdivisions closer to the urban core.

Curious about 2323 Herring Ditch Road? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's talk through what this address could mean for you.

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

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Facts & features

The record, sourced

Type

Residential

Year built

1968

Price / sqft

$229

HOA

None

Taxes

$5,717/yr

County

Chesapeake VA

MLS #

10645963

Interior

Bedrooms
3
Full baths
2
Half baths
1
Approx. sqft
2,400
Stories
1
Flooring
Ceramic, Laminate/LVP
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
Attic, Utility Closet, Utility Room
Appliances
Dishwasher, Elec Range, Refrigerator
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool
Fencing
Other

Utilities & systems

Heating
Heat Pump
Cooling
Central Air
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Lot size
4.1000
Subdivision
DEEP CREEK
Zoning
A1
Ownership
Fee Simple
Garage
Yes
Parking
Garage Det 3+ Car, Oversized Gar, 4 Space, Driveway Spc
Possession
CLOSING
Miscellaneous
Fixer Upper
Disclosures
Disclosure Statement, Estate

Sources: REIN MLS record · null fields are suppressed, never faked

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone C

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Deep Creek

Deep Creek is a residential neighborhood located in Chesapeake, Virginia, known for its tree-lined streets and established community character.

$398K

Median sale · 12 mo

$227

Sold $/sq ft

19d

Days on market

28

For sale now

$119K

HH income

85.2%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Deep Creek
Map of Deep Creek with neighborhood boundaryNeighborhood

Chesapeake houses for sale

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

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

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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,491/mo

Principal & interest

$2,854

Property tax

$476

Home insurance

$160

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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.

Value & history

Judge value on real ground

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$469,500$725,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

1517 Lookout CT · 0.9 mi · 2,384 sqft$725,000 sold 2026-04
1432 West RD · 0.2 mi · 2,025 sqft$580,000 sold 2026-04
941 Painted Lady PL · 1 mi · 2,460 sqft$644,900 sold 2026-07

Sale & Tax History

List Price

$550,000

Price / Sq Ft

$229

Annual Taxes

$5,717

Monthly Tax

$476

HOA

None

Tax Rate (effective)

1.04%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 24, 2026$550,000
Currently listed$550,000

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.

Questions buyers ask

Real questions, answered from the record

Is 2323 Herring Ditch Rd in a good school zone?+
The assigned zones on the listing record are Grassfield Elementary (VaHome School Score 8.4/10), Hickory Middle (VaHome School Score 9.2/10), Grassfield (VaHome School Score 8.8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2323 Herring Ditch Rd in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 2323 Herring Ditch Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 2323 Herring Ditch Rd built?+
It was built in 1968, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Steven O'Brien · Redefy Real Estate · REIN MLS #10645963

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

2323 Herring Ditch Rd, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

2323 Herring Ditch Rd, Chesapeake, Virginia 23323 · MLS #10645963 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.