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ChesapeakeHICKORY1837 Benefit Rd✓ Source: REIN MLS #10647485 · record updated Sep 7, 2026 · synced every 2 min · your inquiry is never resold
1837 Benefit RD, CHESAPEAKE VA 23322 - Main photo
1837 Benefit RD, CHESAPEAKE VA 23322 - Photo 2
1837 Benefit RD, CHESAPEAKE VA 23322 - Photo 3
1837 Benefit RD, CHESAPEAKE VA 23322 - Photo 4
1837 Benefit RD, CHESAPEAKE VA 23322 - Photo 5
4beds
4baths
2,769sqft
29days on market

1837 Benefit Rd, Chesapeake, VA 23322

ActiveResidential · built 1993 · HICKORY

Facts & features

Type

Residential

Year built

1993

Price / sqft

$298

HOA

None

Taxes

$6,237/yr

County

Chesapeake VA

MLS #

10647485

Interior

Bedrooms
4
Full baths
4
Approx. sqft
2,769
Stories
2
Flooring
Carpet, Vinyl
Ensuite bedrooms
3
First-floor bed & full bath
Yes
Total rooms
9
Other rooms
1st Floor Primary BR, Attic, Breakfast Area, In-Law Suite, PBR with Bath, Office/Study, Screened Porch, Utility Room, Workshop
Equipment
Cable Hookup, Ceiling Fan, Central Vac, Jetted Tub
Accessibility
Pocket Doors

Construction & exterior

Style
Farmhouse
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Lot size
5.0000
Subdivision
HICKORY
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Garage Det 1 Car, Driveway Spc
Possession
CLOSING
Miscellaneous
Fuel In Tank Conveys
Disclosures
Disclosure Statement

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

About this home

Welcome to this custom-built retreat situated on 5 acres in a highly desirable Grassfield school district. Thoughtfully designed this exceptional property offers generous indoor and outdoor space with features ideal for multigenerational living, entertaining, hobbies, and storage. The private in-law suite includes a kitchenette and its own screened porch, creating a welcoming space for guests or extended family. Upstairs, you'll find two ensuite bedrooms, along with an additional bedroom that offers excellent potential as a theater room, home office, or flexible living space. Car enthusiasts, hobbyists, and those seeking extra workspace will appreciate the two-car attached garage, one-car detached garage with work area, and two storage sheds. From the inviting front porch—perfect for quiet mornings and scenic views—to the rear deck designed for gathering with family and friends, this one-of-a-kind property offers the space, privacy, and versatility today's buyers are looking for.

Listing courtesy of Tyler Shelton · RE/MAX Allegiance · REIN MLS #10647485

Tom & Dariya's overview

Our read on this home

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

At a glance

1837 Benefit Road is a four-bedroom, four-bath single-family home in Chesapeake, Virginia, offering 2,769 square feet of living space on a generous lot in the 23322 zip code — a quiet, established corner of the city with easy access to major employers and military installations.

Read the full overview ↓

Why this home stands out

Built in 1993, this home delivers a footprint that's genuinely hard to find in southern Chesapeake: four full bathrooms paired with four bedrooms means no morning traffic jams and real flexibility for guests or a home office setup. The square footage sits comfortably above the neighborhood median, giving you breathing room without tipping into oversized-home territory. Among Chesapeake homes for sale at this size and bath count, that combination is rarer than it looks.

HICKORY and the Chesapeake real estate market

Benefit Road sits in the southern reaches of Chesapeake — a city that trades density for elbow room without asking you to give up convenience. The 23322 zip code is one of the city's most sought-after corridors, anchored by mature tree lines, wide lots, and a pace of life that feels genuinely unhurried. Chesapeake itself is Virginia's second-largest city by land area, which means you get suburban breathing room with full urban infrastructure underneath it. Neighbors here tend to put down roots; the streets around Benefit Road carry the easy confidence of a place people chose deliberately. If you're weighing homes for sale in Chesapeake and wondering where the city's quieter, more established character lives, this zip code is a strong answer.

What's nearby

Daily errands are straightforward from Benefit Road. Grocery options including Food Lion and Harris Teeter are within a short drive, and the Chesapeake Square Mall corridor along Battlefield Boulevard puts retail, dining, and pharmacy stops all in one run. Greenbrier is roughly fifteen minutes north for a wider restaurant and shopping mix. Outdoor options include Northwest River Park — one of the region's best spots for kayaking, camping, and trail walking — sitting just a few miles south. The Great Dismal Swamp National Wildlife Refuge is also close for anyone who likes a longer weekend hike without leaving the county.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is about 19 minutes away, and Norfolk Naval Shipyard is reachable in roughly 28 — both well inside a comfortable commute window. Four bedrooms and four full baths give a military household real flexibility: a dedicated guest room when family visits, a private workspace during remote duty cycles, and space that adapts as orders and family size change. A VA loan can make this size of home more accessible than many buyers expect.

For families upgrading

Families comparing homes for sale zoned for Grassfield High School and homes for sale zoned for Hickory Elementary School will find 1837 Benefit Road sits squarely in that attendance zone — and the home's four bedrooms and four baths scale well as kids grow. There's room for everyone to have their own space, and the southern Chesapeake location keeps weekend life easy with parks, trails, and everyday retail all within a short drive.

More buyer questions

How far is 1837 Benefit Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 28 minutes from 1837 Benefit Road under normal traffic conditions, making it a manageable daily commute for shipyard personnel living in southern Chesapeake.

What zip code is 1837 Benefit Road in?

The property is in the 23322 zip code, one of Chesapeake's most established southern corridors — if you're browsing homes for sale in 23322, this address sits near the heart of that area.

Is 1837 Benefit Road in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

How far is 1837 Benefit Road from Northwest River Park?

Northwest River Park is only a few miles south of Benefit Road — close enough for a quick after-dinner walk or a full weekend of kayaking and camping without a long drive.

Does 1837 Benefit Road have an HOA?

HOA status for this property is confirmed in the listing details tile on this page; check there for the most current information on whether a homeowners association governs the street.

Tom and Dariya Milan at LPT Realty know southern Chesapeake well — reach out to schedule a walkthrough of 1837 Benefit Road or to talk through your options in the 23322 area.

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

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

Chesapeake$700K – $950K4+ beds

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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

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone A

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

Explore this neighborhood

Hickory

Hickory is a rural-meets-suburban community in the southern reaches of Chesapeake, Virginia, set along the Battlefield Boulevard South corridor as it runs toward the North Carolina line.

$620K

Median sale · 12 mo

$245

Sold $/sq ft

18d

Days on market

40

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

Chesapeake homes 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

$5,041/mo

Principal & interest

$4,281

Property tax

$520

Home insurance

$241

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

Asking vs. assessment

134% of $617,500

City assessment record · taxes $6,237/yr

Land share of assessed value

41% — $252,000

Improvements $365,500 · assessor record ✓

Price context — similar nearby homes

$600,000$794,540

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.

1421 Taft RD · 1.8 mi · 2,766 sqft$794,540 sold 2026-07
2244 benefit RD · 0.9 mi · 2,300 sqft$727,500 sold 2026-07
941 Pleasant Ridge DR · 2.1 mi · 2,728 sqft$765,000 sold 2026-04

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

Sale & Tax History

List Price

$825,000

Price / Sq Ft

$298

Annual Taxes

$6,237

Monthly Tax

$520

HOA

None

Tax Rate (effective)

0.76%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 9, 2026$825,000
Currently listed$825,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

34% above assessment

Total Assessed

$617,500

Land

$252,000

Improvement

$365,500

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

29 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Is 1837 Benefit Rd in a good school zone?+
The assigned zones on the listing record are Hickory Elementary (VaHome School Score 8.2/10), 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 1837 Benefit 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 1837 Benefit Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1837 Benefit Rd built?+
It was built in 1993, 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 · answer their own phone

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

Listing courtesy of Tyler Shelton · RE/MAX Allegiance · REIN MLS #10647485

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.

1837 Benefit Rd, Chesapeake — photo

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

Call or text (757) 777-7577

1837 Benefit Rd, Chesapeake, Virginia 23322 · MLS #10647485 · 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.