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ChesapeakePLEASANT GROVE2239 Benefit Rd✓ Source: REIN MLS #10648270 · record updated Sep 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
4beds
3.1baths
3,000sqft
32days on market

2239 Benefit Rd, Chesapeake, VA 23322

ActiveResidential · built 1976 · PLEASANT GROVE

Facts & features

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 · city assessor · null fields are suppressed, never faked

About this home

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

Tom & Dariya's overview

Our read on this home

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

At a glance

A spacious 4-bedroom, 3.1-bath home built in 1976 on Benefit Road in Chesapeake's sought-after 23322 zip code. With 3,000 square feet of living space and easy access to two military installations, this address checks a lot of boxes for families putting down roots in South Hampton Roads.

Read the full overview ↓

Why this home stands out

What sets 2239 Benefit Road apart is the combination of generous square footage — 3,000 feet across four bedrooms and three and a half baths — and a location that keeps you close to both USCG Finance Center Chesapeake and Norfolk Naval Shipyard without sacrificing the quiet, established character of a Chesapeake neighborhood. Homes built in this era often feature larger lots and more flexible floor plans than newer construction, and this one is no exception.

PLEASANT GROVE and the Chesapeake real estate market

Benefit Road sits in the southern reaches of Chesapeake, Virginia, a city that consistently ranks among the safest and most livable in the state. The 23322 zip code is one of the city's most established corridors — a mix of mature trees, generous setbacks, and neighbors who tend to stay for decades. Chesapeake itself spans a wide geography, from the Great Dismal Swamp to the suburban grid of Greenbrier, but this part of the city feels distinctly residential: unhurried, well-kept, and connected. You're far enough from the noise of the interstate to enjoy quiet evenings, yet close enough to major routes that the rest of Hampton Roads is genuinely accessible. For anyone comparing homes for sale in Chesapeake, the Benefit Road area offers a compelling combination of space, maturity, and southern Chesapeake convenience that newer developments elsewhere simply can't replicate.

What's nearby

Daily life is easy here. Groceries, pharmacies, and everyday retail cluster along the Battlefield Boulevard corridor, typically a 10-to-15-minute drive. Chesapeake City Park — one of the largest municipal parks in Virginia — is within reach for weekend walks, disc golf, and open green space. The Greenbrier area adds dining and shopping options without requiring a highway trip. For waterfront days, the Chesapeake side of the Elizabeth River and nearby Great Dismal Swamp National Wildlife Refuge offer genuine outdoor escapes. The broader Hampton Roads region — Norfolk, Virginia Beach, Suffolk — is accessible via Routes 17 and 168, keeping you well-connected without feeling like you live in the middle of everything.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is about 20 minutes away, and Norfolk Naval Shipyard clocks in around 28 — both well within a reasonable commute from Benefit Road. The VA loan is a natural fit for a home at this price point and square footage, and Chesapeake's southern zip codes are popular with military families precisely because the commute stays manageable even as the neighborhood stays calm.

For families upgrading

Four bedrooms and 3,000 square feet give a growing family real room to spread out — dedicated space for a home office, a guest room, or a playroom without anyone feeling squeezed. Families comparing homes for sale zoned for Grassfield High School and homes for sale zoned for Hickory Elementary School will find that Benefit Road puts them squarely in that attendance zone, making the school question one less thing to sort out.

More buyer questions

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

The drive is roughly 20 minutes under normal conditions, heading north through the Chesapeake road network. It's one of the more practical commutes in the area for Coast Guard personnel stationed at the Finance Center.

How far is 2239 Benefit Road from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 28 minutes away, accessible via Route 17 or I-464. That commute is well within the range most Shipyard personnel consider acceptable for a home in Chesapeake.

What zip code is 2239 Benefit Road in, and what does that mean for the neighborhood?

The property is in the 23322 zip code, one of Chesapeake's most established and consistently popular areas. Among homes for sale in 23322, this corridor is known for mature landscaping, larger lots, and a stable, long-tenured resident base.

Is 2239 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. It's worth reviewing before making any decisions, as flood designations in Chesapeake can vary block by block.

Does 2239 Benefit Road have an HOA?

HOA status for this property should be confirmed through current disclosure documents, as neighborhood governance in this part of Chesapeake varies by subdivision. Your agent can pull that detail quickly during the inquiry process.

Tom and Dariya Milan at LPT Realty know Chesapeake homes for sale inside and out — reach out to get the full picture on 2239 Benefit Road and what it would take to make it yours.

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

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.

$550K

Median sale · 12 mo

$253

Sold $/sq ft

28d

Days on market

18

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

Why the land carries the value

Asking vs. assessment

213% of $387,200

City assessment record · taxes $3,911/yr

Land share of assessed value

61% — $235,000

Improvements $152,200 · assessor record ✓

Price context — similar nearby homes

$425,000$900,000

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.

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
2532 Wild Horse RDG · 2.1 mi · 2,880 sqft$900,000 sold 2026-03

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

$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

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

113% above assessment

Total Assessed

$387,200

Land

$235,000

Improvement

$152,200

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

32 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 2239 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 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

Brokered by 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.