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ChesapeakePLEASANT GROVE2239 Benefit Rd✓ Source: REIN MLS #10648270 · record updated Aug 8, 2026 · synced every 2 min · your inquiry is never resold
2239 Benefit RD, CHESAPEAKE VA 23322 - Main photo
2239 Benefit RD, CHESAPEAKE VA 23322 - Photo 2
2239 Benefit RD, CHESAPEAKE VA 23322 - Photo 3
2239 Benefit RD, CHESAPEAKE VA 23322 - Photo 4
2239 Benefit RD, CHESAPEAKE VA 23322 - Photo 5
$825,000
$275 / sqft · est. $4,847/mo →
4beds
3.1baths
3,000sqft
1days on market

2239 Benefit Rd, Chesapeake, VA 23322

New ListingResidential · built 1976 · PLEASANT GROVE

About this home

The listing, in the seller's words

Beautiful custom home on 3 Acres that backs up to woods! Two Primary Suites, one downstairs and one upstairs each with their own full bath! Amazing custom Kitchen with loads of storage, Pantry, plenty of counter space, center island, brand new cabinets, granite and Stainless Steel Appliances! Dual zoned central Heat/AC. Move in ready! Located in the Grassfield School district! Completely remodeled and waiting for you, be sure to come check this one out first!No HOA, bring your horses, chickens and goats!

Listing courtesy of Cheryl Huotte · Metro Brokers of Hampton Roads · REIN MLS #10648270

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

2239 Benefit Road is a four-bedroom, three-and-a-half-bath home in Chesapeake, Virginia, offering 3,000 square feet of living space on a generous lot. Built in 1976, this single-family residence carries the solid bones and spacious floor plans that define that era of construction.

Read the full overview ↓

Why this home stands out

What sets 2239 Benefit Road apart is the combination of substantial square footage and a 1976 build that typically means larger rooms, thicker walls, and more generous lot lines than you'd find in newer developments. At 3,000 square feet with four bedrooms and three and a half baths, there's genuine room to spread out — whether that means dedicated home-office space, a guest suite, or simply a layout that doesn't feel like every square foot was an afterthought.

PLEASANT GROVE and the Chesapeake real estate market

Benefit Road sits in the southern reaches of Chesapeake, a city that consistently ranks among the most livable in Virginia. Chesapeake is the second-largest city by land area in the entire state, which translates to a pace of life that feels more suburban and grounded than the denser urban cores nearby. The area around this address blends established residential streets with easy access to the Great Dismal Swamp National Wildlife Refuge — one of the more remarkable natural assets in Hampton Roads. Neighbors here tend to put down roots. Streets are quiet, lots are generous, and the general character leans toward community-minded rather than transient. You're far enough from the noise of the waterfront to feel removed from it, yet close enough to Norfolk and the broader Hampton Roads metro that commuting, dining, and weekend options remain genuinely accessible. Chesapeake's strong infrastructure investment and low crime profile in this zip code make it a consistent draw for families looking for stability.

What's nearby

Daily errands are straightforward from Benefit Road. Grocery options, pharmacies, and big-box retail are reachable within a short drive along the Battlefield Boulevard corridor. The Great Dismal Swamp National Wildlife Refuge — with its hiking trails and wildlife observation — is practically a backyard amenity for outdoor enthusiasts. Local dining along the South Chesapeake strip covers everything from casual breakfast spots to sit-down family restaurants. The Chesapeake City Park complex offers athletic fields, walking paths, and open green space within a reasonable drive, giving families and active residents a solid recreational anchor close to home.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is roughly 20 minutes away, and Norfolk Naval Shipyard clocks in around 28 minutes — both manageable for daily commutes. A VA loan can make a home this size more accessible than many buyers expect, and Chesapeake's stability makes it a strong choice for families weighing a longer-term assignment or a permanent change of station.

For families upgrading

Four bedrooms and three and a half baths across 3,000 square feet means you're not compromising. There's room for kids to have their own space, guests to stay comfortably, and adults to carve out a corner that's actually theirs. The 1976 build means room sizes that newer construction often can't match at this square footage, and the Chesapeake location keeps you in one of Virginia's most family-friendly cities.

More buyer questions

How far is 2239 Benefit Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 28 minutes from 2239 Benefit Road under typical traffic conditions. The route primarily follows major corridors through Chesapeake, making it a manageable daily commute.

How far is 2239 Benefit Road from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is about 20 minutes away, making it one of the closer military installations to this address in the Hampton Roads region.

What is the lot and property size at 2239 Benefit Road?

The home offers 3,000 square feet of interior living space across four bedrooms and three and a half baths, situated on a lot consistent with the established residential character of this part of Chesapeake.

Is 2239 Benefit Road in a flood zone?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate and up-to-date designation.

What are the closest outdoor recreation options to 2239 Benefit Road?

The Great Dismal Swamp National Wildlife Refuge is one of the nearest and most distinctive natural areas, offering hiking and wildlife observation. Chesapeake City Park also provides athletic fields and walking paths within a short drive.

Want to know more about 2239 Benefit Road or explore comparable homes in Chesapeake? Tom and Dariya Milan at LPT Realty are ready to walk you through everything — reach out and let's talk.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1976

Price / sqft

$275

HOA

None

Taxes

$3,911/yr

County

Chesapeake VA

MLS #

10648270

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
3,000
Stories
2
Flooring
Ceramic, Laminate/LVP
Ensuite bedrooms
2
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Foyer, In-Law Suite, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Dryer, Microwave, Elec Range, Refrigerator, Washer
Equipment
Cable Hookup, Ceiling Fan
Accessibility
Level Flooring, Main Floor Laundry

Construction & exterior

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

Utilities & systems

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

Lot, parking & ownership

Lot size
3.0300
Subdivision
PLEASANT GROVE
Zoning
A1
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement

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 A

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

Explore this neighborhood

Pleasant Grove

Pleasant Grove is one of southeastern Chesapeake's fastest-growing areas, set along the Mount Pleasant Road and Battlefield Boulevard corridor south of the Great Bridge area.

$569K

Median sale · 12 mo

$257

Sold $/sq ft

34d

Days on market

19

For sale now

$138K

HH income

84.7%

Owner-occupied

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

Explore Pleasant Grove
Map of Pleasant Grove 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

$4,847/mo

Principal & interest

$4,281

Property tax

$326

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

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

$425,000$950,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 4 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

2913 Lake Drummond CSWY · 1.1 mi · 3,089 sqft$698,250 sold 2026-01
3132 Benefit RD · 1.5 mi · 2,980 sqft$425,000 sold 2026-03
1908 Benefit RD · 0.8 mi · 3,252 sqft$950,000 new listing

Sale & Tax History

List Price

$825,000

Price / Sq Ft

$275

Annual Taxes

$3,911

Monthly Tax

$326

HOA

None

Tax Rate (effective)

0.47%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 7, 2026$825,000
Currently listed$825,000

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

1 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

Real questions, answered from the record

Is 2239 Benefit Rd in a good school zone?+
The assigned zones on the listing record are Hickory Elementary (GreatSchools 9/10), Hickory Middle (GreatSchools 9/10), Grassfield (GreatSchools 8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 2239 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 2239 Benefit Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 2239 Benefit Rd built?+
It was built in 1976, 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 Cheryl Huotte · Metro Brokers of Hampton Roads · REIN MLS #10648270

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.

2239 Benefit Rd, Chesapeake — photo

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

Call or text (757) 777-7577

2239 Benefit Rd, Chesapeake, Virginia 23322 · MLS #10648270 · 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.