Welcome to this beautifully remodeled home offering 3,796 sq. ft. of living space, situated on an expansive 3.15-acre lot! This stunning property features 4 BR, 3.5 BA, & private in-law suite. Completely renovated, the main residence features 3 spacious BR, 2.5 BA, brand-new 100% waterproof luxury vinyl plank (LVP) flooring, new carpet, updated countertops, stainless steel appliances, a cozy electric fireplace, & a large enclosed porch ideal for relaxing or entertaining. The private in-law suite offers its own kitchen, primary bedroom, full bathroom, gas fireplace & separate entrance. Enjoy the expansive front & back yards offering endless possibilities for outdoor activities, entertaining & enjoying the peaceful surroundings. Large detached garage for parking/workspace. With beautiful upgrades, spacious layout, & 3.15 acres of land, this property offers a rare combination of privacy, comfort & versatility. Don't miss thi incredible opportunity! Schedule your private showing!
Listing courtesy of Jessenia Aponte · Iron Valley Real Estate HR · REIN MLS #10661296
1765 Head of River Road sits on a quiet rural stretch of Chesapeake, Virginia 23322. This 1996-built home delivers four bedrooms, three and a half baths, and 3,796 square feet of living space. It's a large, well-proportioned property on a road where the pace slows down and the lots open up. Among Chesapeake homes for sale, this address stands out for its size and setting.
Nearly 3,800 square feet built in 1996 gives this home a layout that was designed for real daily life — not a cramped floor plan stretched to hit a number. Four bedrooms and three and a half baths mean there's room to spread out without anyone feeling crowded. The Head of River Road corridor is one of the last pockets of Chesapeake where large lots and a rural feel survive within easy reach of the city. That combination is genuinely hard to find.
HICKORY and the Chesapeake real estate market
Head of River Road runs through the western edge of Chesapeake's 23322 zip code, where the city gives way to open land, mature trees, and long driveways. The feel here is distinctly rural — you'll notice the quiet almost immediately. Lots are generous, neighbors aren't on top of each other, and the road itself carries light traffic. This part of Chesapeake sits in the Hickory area, a well-established section of the city with its own identity. It's far enough from the urban core to feel removed, but close enough to reach everything you need without a major commitment. Chesapeake as a whole is Virginia's second-largest city by land area, which means it can absorb neighborhoods like this one without losing them to density. The city has invested steadily in its western corridors, and infrastructure along the Route 17 and Cedar Road corridors keeps the area connected. Getting around is straightforward — Interstate 664 and Route 17 are both accessible within a short drive. Downtown Norfolk, Virginia Beach, and Suffolk are all reachable in under 40 minutes on most days.
What's nearby
Day-to-day errands land quickly along Cedar Road and Battlefield Boulevard, where grocery stores, pharmacies, and restaurants cluster within a 10-to-15-minute drive. The Chesapeake Square Mall area adds more retail and dining options a little further south. For outdoor time, Northwest River Park is one of the region's best-kept secrets — over 700 acres of trails, camping, and paddling access within about 20 minutes. Hickory-area parks and recreational fields are closer still. The Western Branch and Great Bridge corridors round out the practical options for coffee, hardware, and everyday stops.
For different buyers
Base commute and VA loan notes
NSA Northwest Annex is about 15 minutes away, and USCG Finance Center Chesapeake is roughly 22 minutes out. VA loan financing is common in this zip code, and properties at this square footage tend to appraise well for that path. The 23322 zip code sits in a BAH-relevant corridor for E-6 and above pay grades. Anyone using a VA loan and comparing homes for sale in 23322 will find this address checks the core boxes.
Room to grow
Four bedrooms and three and a half baths across 3,796 square feet give this home real flexibility — a dedicated home office, a guest suite, or a playroom are all on the table. The rural lot setting means outdoor space isn't an afterthought. Storage is rarely a problem at this square footage, and the 1996 construction means the bones were built to a standard that holds up. Buyers comparing homes for sale zoned for Hickory High School and homes for sale zoned for Hickory Elementary School will find this address falls within both attendance zones.
More buyer questions
How far is 1765 Head of River Road from NSA Northwest Annex?
The drive is about 15 minutes under normal conditions. The route runs primarily along rural and suburban roads with minimal congestion.
What is the flood zone status for 1765 Head of River Road?
Flood zone information for this address is covered in the FloodRisk tile on this page. We recommend reviewing that section and confirming with your lender before closing.
How large is the lot at 1765 Head of River Road?
Lot size details are listed in the property data section of this page. Head of River Road properties in this corridor typically sit on larger-than-average parcels compared to Chesapeake's suburban subdivisions.
Is there an HOA at 1765 Head of River Road?
HOA status is noted in the property details above. Many properties along Head of River Road are not part of a formal HOA, though you should verify the current status directly.
Where is the nearest grocery store to 1765 Head of River Road?
The closest grocery options are along Cedar Road and Battlefield Boulevard, roughly 10 to 15 minutes east. That corridor carries most of the everyday retail serving the Hickory area.
Tom and Dariya Milan know this part of Chesapeake well. Reach out to get a straight answer on this address — no pressure, just facts.
Summary generated by AI from public records and publicly available information.
Schools · VaHome School ScoreAssigned schools
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.
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$730K – $990K4+ beds
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Military Commute
Drive times to nearest bases
⚓
NW Annex
Navy
16min·10.3mi
🚢
USCG Finance Ctr
Coast Guard
19min·14.1mi
⚓
Dam Neck
Navy
34min·21.4mi
⚓
NAS Oceana
Navy
38min·21.6mi
⚓
NNSY
Navy
36min·22.4mi
Typical drive times from Google Maps, without live traffic. Rush hour and tunnel backups can add time.
Flood & environmentFlood risk (FEMA)
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’t define a BFE here.
Property elevation
10.4 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’s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service — 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 neighborhoodHickory
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.
$647KMedian sale · 12 mo
$246Sold $/sq ft
19dDays on market
42For sale now
$132KHH income
82.9%Owner-occupied
REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year
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
$5,306/mo
Principal & interest
$4,457
Property tax
$598
Home insurance
$251
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 & historyComparables
Asking vs. assessment128% of $673,200City assessment record · taxes $7,181/yr
Land share of assessed value35% · $236,300Improvements $436,900 · assessor record ✓
Price context: similar nearby homes$866,319 – $1,279,900The 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.
Source: City Assessor via Hampton Roads Regional Parcels.
28% above assessment
Total Assessed
$673,200
Land
$236,300
Improvement
$436,900
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.
0 days on market: read it in context
Days on market reflects pricing, season, and inventory. Compare it against similar nearby homes before reading anything into it.
CompareThis home next to what else is for sale nearby
Home
Price
Beds
Baths
Sqft
$ / sqft
1765 Head Of River Rdthis home
$859,000
4
3.1
3,796
$226
Loading nearby homes for sale…
Active comparables from the REIN MLS, the same homes shown under Comparable Properties. Context for judging the asking price, not an appraisal.
Questions buyers ask
Is 1765 Head Of River Rd in a good school zone?
The assigned zones on the listing record are Hickory Elementary (VaHome School Score 9.1/10), 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 1765 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 1765 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 1765 Head Of River Rd built?
It was built in 1996, per the listing record.
Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data. Never invented.
Tom & Dariya Milan | LPT Realty
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1765 Head Of River Rd, Chesapeake, Virginia 23322 · MLS #10661296 · 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.
