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✓ Source: REIN MLS #10660150 · record updated Nov 5, 2026 · synced every 2 min · your inquiry is never resold
1505 Head Of River RD, CHESAPEAKE VA 23322 - Main photo
1505 Head Of River RD, CHESAPEAKE VA 23322 - Photo 2
1505 Head Of River RD, CHESAPEAKE VA 23322 - Photo 3
1505 Head Of River RD, CHESAPEAKE VA 23322 - Photo 4
1505 Head Of River RD, CHESAPEAKE VA 23322 - Photo 5
4beds
3.1baths
3,538sqft
0days on market

1505 Head Of River Rd, Chesapeake, VA 23322

New ListingResidential · built 2000 · HICKORY

About this home

OVER 4 ACRES IN HICKORY, A CUSTOM BRICK ESTATE, DETACHED 3-CAR GARAGE WITH PRIVATE IN-LAW SUITE, AND A VERSATILE ENTERTAINMENT BARN! Discover an extraordinary combination of space, privacy, and possibilities at 1505 Head of River Road in Chesapeake! This meticulously maintained custom brick residence offers approximately 3,538 square feet with four bedrooms, three featuring their own attached full bathrooms, plus a versatile fifth room ideal for a home office or flex space. The spacious kitchen opens to an expansive living area, while the first-floor primary suite adds everyday convenience. Beyond the main residence, a detached three-car garage features an upper-level in-law suite with a full bathroom, mini kitchen and dedicated HVAC system, along with workshop space and RV-accessible garage entry. A versatile entertainment barn with its own HVAC system and full bathroom creates an impressive setting for gatherings, recreation, or hobbies. Thoughtfully cared for over the years, this exceptional property boasts extensive improvements, updated systems throughout, and a remarkable level of attention to maintenance. Set on approximately four acres in Chesapeake's desirable Hickory area, this unique estate offers incredible versatility and features that truly set it apart. The list of upgrades and improvements is extensive, ask for the complete property feature sheet to discover everything this remarkable property has to offer! PLUS, buyers may receive a lender credit of up to 1.25% of the loan amount toward eligible closing costs when using the preferred lender.

Listing courtesy of Racheal Pridgen · Keller Williams Town Center · REIN MLS #10660150

Facts & features

Type

Residential

Year built

2000

Price / sqft

$325

HOA

None

Taxes

$8,351/yr

County

Chesapeake VA

MLS #

10660150

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
3,538
Stories
2
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
3
First-floor bed & full bath
Yes
Total rooms
10
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Fin. Rm Over Gar, In-Law Suite, PBR with Bath
Appliances
Dishwasher, Dryer, Elec Range, Refrigerator, Washer
Equipment
Attic Fan, Cable Hookup, Ceiling Fan, Central Vac, Water Softener
Accessibility
Main Floor Laundry

Construction & exterior

Style
Contemp
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Electric,Split Rail

Utilities & systems

Heating
Forced Hot Air, Zoned
Cooling
Central Air, Zoned
Water heater
Electric
Water
Well
Sewer
Septic

Lot, parking & ownership

Lot size
4.0220
Subdivision
HICKORY
Zoning
A1
Ownership
Fee Simple
Garage
Yes
Parking
Parking Gar, 3 Space
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

1505 Head of River Road sits on a quiet stretch of Chesapeake, Virginia 23322 — a four-bedroom, three-and-a-half-bath home with 3,538 square feet built in 2000. The lot gives you real breathing room. NSA Northwest Annex is about 13 minutes away. This is a substantial home in a low-traffic corner of the city.

Read the full overview ↓

Why this home stands out

Few addresses in this zip code offer this combination: over 3,500 square feet, four true bedrooms, and three and a half baths under one roof. The 2000 build year means solid construction without the quirks of older stock. Head of River Road itself is a low-traffic corridor — no cut-through congestion, just a calm approach home. That combination of size, condition era, and setting is harder to find than it looks on a map.

HICKORY and the Chesapeake real estate market

Head of River Road runs through one of Chesapeake's quieter western corridors, where lots are generous and neighbors aren't stacked on top of each other. The area around 23322 blends established homes with newer construction from the late 1990s and early 2000s. Streets here tend to be lightly traveled, and the surrounding landscape stays green through most of the year. It's the kind of address that draws buyers comparing homes for sale in 23322 who want space without sacrificing city access. Chesapeake itself is Virginia's second-largest city by land area — which means room to spread out is baked into its DNA. Getting around is straightforward: Interstate 664 and Route 17 both connect you to the broader Hampton Roads region in under 20 minutes. Downtown Norfolk and Virginia Beach are each roughly a 30-to-40-minute drive depending on traffic. Chesapeake also carries one of the region's lower crime rates among major Hampton Roads cities, which matters when you're putting down roots.

What's nearby

Day-to-day errands are manageable from Head of River Road. A Walmart Supercenter and Food Lion are both within about 10 minutes. Pharmacy options — including CVS and Walgreens — are in the same corridor. For coffee, a Starbucks is roughly 10 minutes east on Battlefield Boulevard. Chesapeake City Park, one of the larger green spaces in the area, is about 15 minutes away and offers walking trails, sports fields, and open lawn. Western Branch area dining and retail fill in the gaps for most weekly needs.

For different buyers

Base commute and VA loan notes

NSA Northwest Annex is about 13 minutes from the front door — a short, predictable commute on low-traffic roads. USCG Finance Center Chesapeake is roughly 21 minutes out. VA loan financing is widely used in Chesapeake, and this property's 2000 build year and 3,538 square feet typically clear standard appraisal thresholds without issue. The half-bath off the main living area is a practical detail that holds up well over multiple assignment cycles.

Room to grow

Four bedrooms and three and a half baths across 3,538 square feet give everyone a place to land. The layout supports a dedicated home office or guest room without giving anything up. A lot this size in the 23322 zip code leaves room for outdoor storage, play space, or a future project. Anyone comparing homes for sale zoned for Hickory High School will find this address checks the zone and the square footage in one move.

More buyer questions

How far is 1505 Head of River Road from NSA Northwest Annex?

The drive is about 13 minutes under normal conditions. Head of River Road connects to the base corridor without requiring highway travel.

What zone does 1505 Head of River Road fall in for Chesapeake City Public Schools?

Zoning for this address is on file with Chesapeake City Public Schools. Verify the current assignment directly with the division, as boundaries can change.

Is 1505 Head of River Road in a flood zone?

Flood zone status for this address is covered in the FloodRisk tile on this page. Review that section and consult FEMA's flood map for the most current designation.

What is the lot like at 1505 Head of River Road?

The property sits on a generous lot along a low-traffic stretch of Head of River Road. The surrounding area is characterized by spacious parcels and established greenery.

Does 1505 Head of River Road have an HOA?

HOA status for this property should be confirmed through current disclosure documents. Ask your agent to pull that detail before making an offer.

Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get a straight answer on anything this page doesn't cover.

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

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

Homes like this one sell fast — see the next one first

Chesapeake$975K – $1.3M4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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.

Flood & environment

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

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

11.4 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Explore this neighborhood

Hickory

Hickory is a place where country meets suburb. It sits in the far south of Chesapeake, Virginia. The area runs along the Battlefield Boulevard South corridor toward the North Carolina line.

$644K

Median sale · 12 mo

$246

Sold $/sq ft

19d

Days on market

30

For sale now

$132K

HH income

82.9%

Owner-occupied

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

Explore Hickory →
Map of Hickory with neighborhood boundaryNeighborhood

houses for sale in Chesapeake →

Military Commute

Drive times to nearest bases

NW Annex

Navy

17min·9.8mi

USCG Finance Ctr

Coast Guard

21min·13.6mi

NAS Oceana

Navy

43min·22.9mi

Dam Neck

Navy

38min·22mi

NNSY

Navy

31min·22mi

Typical drive times from Google Maps, without live traffic. Rush hour and tunnel backups can add time.

The numbers

Payment Calculator

Homes at this tier often trade in cash or portfolio financing — the calculator below shows a financed view; taxes are from the public record.

Estimate your monthly payment

$6,998/mo

Principal & interest

$5,967

Property tax

$696

Home insurance

$335

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

Comparables

Price context — similar nearby homes

$850,000 – $1,279,900

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 Cedarville CT · 0.4 mi · 3,424 sqft$911,016 sold 2026-04
1648 Sanderson RD · 0.9 mi · 3,553 sqft$919,900 sold 2026-03
1525 Cedarville CT · 0.6 mi · 3,141 sqft$850,000 sold 2026-05

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$1,150,000

Price / Sq Ft

$325

Annual Taxes

$8,351

Monthly Tax

$696

HOA

None

Tax Rate (effective)

0.73%

Sale Timeline (this listing)

EventDatePriceDetail
ListedNov 5, 2026$1,150,000—
Currently listed—$1,150,000—

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.

Market tempo

0 days on market — read it in context

Higher-priced homes market more slowly by nature: the buyer pool is smaller and diligence is heavier. Days-on-market at this tier is a rhythm, not a warning.

Questions buyers ask

Is 1505 Head Of River Rd in a good school zone?+
The assigned zones on the listing record are Other Elementary School, Hickory Middle (VaHome School Score 9/10), Hickory (VaHome School Score 8.7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1505 Head Of River 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 1505 Head Of River Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1505 Head Of River Rd built?+
It was built in 2000, 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

Brokered by LPT Realty · Hampton Roads

Listing courtesy of Racheal Pridgen · Keller Williams Town Center · REIN MLS #10660150

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

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1505 Head Of River Rd, Chesapeake — photo

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

Call or text (757) 777-7577

1505 Head Of River Rd, Chesapeake, Virginia 23322 · MLS #10660150 · 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.

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