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✓ Source: REIN MLS #10648270 · record updated Sep 29, 2026 · synced every 2 min · your inquiry is never resold
2239 Benefit RD, CHESAPEAKE VA 23322 - Main photo
4beds
3.1baths
3,000sqft
53days on market

2239 Benefit Rd, Chesapeake, VA 23322

Off MarketResidential · built 1976 · PLEASANT GROVE

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

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

Tom & Dariya's overview

Our read on this home

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

At a glance

Four-bedroom, three-bath home on a quiet Chesapeake street, built in 1976 with 3,000 square feet of living space. Just 10 minutes from NSA Northwest Annex, this property sits in an established neighborhood with solid bones and room to grow.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23322, homes for sale zoned for Grassfield High School, and homes for sale zoned for Hickory Elementary School. Nearby, look at Pleasant Grove homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

The layout offers genuine flexibility: four bedrooms mean office space, guest room, or hobby room options without compromise. A full 3.1 baths serve the home well. The 1976 construction brings character and solid framing, while the lot size gives you breathing room that newer subdivisions often can't match. This is the kind of home that rewards thoughtful updates.

PLEASANT GROVE and the Chesapeake real estate market

Benefit Road sits in a mature Chesapeake neighborhood where tree-lined streets and established homes create a settled feel. The area balances quiet residential character with easy access to shopping, dining, and services. Chesapeake itself is Virginia's largest city by land area, blending suburban comfort with genuine community roots. You're minutes from major retail corridors and the Chesapeake Bay waterfront parks. Daily commutes to Hampton Roads employers run 15–30 minutes depending on direction. Anyone comparing homes for sale in 23322 will find this address offers the kind of neighborhood stability that comes with time-tested street layouts and neighbor continuity.

What's nearby

Grocery stores and pharmacies sit within five minutes by car. Restaurants and casual dining options cluster along nearby commercial strips, also very close. For outdoor recreation, Chesapeake's park system offers playgrounds, trails, and water access within 10–15 minutes. The Naval Station Norfolk and other major employers are all within a 25-minute drive. Shopping centers and everyday services round out the convenience factor, making this location practical for commuters across the region.

For different buyers

Base commute and VA loan notes

NSA Northwest Annex is about 10 minutes away, and USCG Finance Center Chesapeake sits roughly 20 minutes out. VA loan financing is common in this area and the home's age and condition support straightforward appraisals. The established neighborhood means minimal surprise delays—you can close and move in without lengthy contingencies.

Room to grow

Four bedrooms give you flexibility for kids, home office, or guest space without cramping. Three full baths mean morning routines run smooth. The lot size and 1976 layout offer room to add storage, expand living areas, or create outdoor spaces that newer homes often skip. Solid bones mean you're building on a foundation that works.

More buyer questions

How far is 2239 Benefit Road from NSA Northwest Annex?

About 10 minutes by car, making it a short commute for personnel assigned to the base.

What schools are nearby?

The address falls in the attendance zone for homes for sale zoned for Hickory Elementary School and homes for sale zoned for Grassfield High School.

Is this home in a flood zone?

Flood zone information is available through the county flood maps and your title company; ask your agent for a detailed flood risk report.

What is the lot size?

The property sits on a standard residential lot typical of this 1970s neighborhood, with enough space for outdoor use and potential expansion.

Can I use a VA loan to buy this home?

Yes—VA loan financing is widely available for properties in Chesapeake, and this home's age and condition support standard appraisals.

Ready to explore this Chesapeake home? Reach out to Tom & Dariya Milan at LPT Realty to schedule a tour and learn more.

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. Straight-line distances in “What’s nearby” are shorter.

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

Chesapeake$700K – $950K4+ 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

13.6 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.

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 southeast Chesapeake's fastest-growing areas. It sits along Mount Pleasant Road and Battlefield Boulevard, south of the Great Bridge area.

$545K

Median sale · 12 mo

$247

Sold $/sq ft

28d

Days on market

17

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

What's nearby

Location & Neighborhood

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

Military Commute

Drive times to nearest bases

NW Annex

Navy

11min·7.1mi

USCG Finance Ctr

Coast Guard

20min·13.2mi

NNSY

Navy

28min·20mi

USCG Portsmouth

Coast Guard

26min·18.5mi

NMCP

Navy

30min·20.3mi

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

Payment Calculator

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

Comparables

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 – $910,000

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.

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 9.1/10), Hickory Middle (VaHome School Score 9/10), Grassfield (VaHome School Score 9.1/10). 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

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.

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