For sale

$935,000

Est. $6,056/mo —

•

3,252

sq ft

1908 Benefit Rd, Chesapeake, VA 23322

About this home

Welcome to your private 3.25-acre country oasis, where luxury finishes, heavy-duty infrastructure, and absolute peace of mind converge. This beautifully updated single-story home offers an open-concept layout and highly functional spaces, making it a rare market find. INTERIOR HIGHLIGHTS Step inside to a bright, airy open floor plan where the living and dining areas flow seamlessly into the chef-inspired kitchen. The kitchen is outfitted with premium Cambria countertops for unmatched durability and sleek modern style. The primary suite serves as a spa-like retreat, boasting natural quartzite surfaces, a deep jetted soaking tub, and a massive 4x4 walk-in shower. Upstairs, a versatile finished room over the garage (FROG) and a charming attic dormer offer excellent bonus spaces for a home office, media room, gym, or guest quarters. OUTDOOR LIVING & ENTERTAINING Embrace the scenic acreage from your choice of outdoor living areas. Relax on the welcoming covered front porch, or host unforgettable gatherings on the expansive rear covered patio. The outdoor living experience is anchored by a fully equipped outdoor kitchen, great for weekend barbecues and dining al fresco while overlooking your sprawling, private acreage. THE ULTIMATE DETACHED WORKSHOP A true standout feature is the massive 2,200 sq. ft. detached workshop. This incredible building is fully powered and completely climate-controlled with heating and cooling, making it an ideal setup for a home business, car enthusiast, hobbyist, or extensive machinery storage. PREMIUM SYSTEMS & INFRASTRUCTURE No expense was spared on the home's mechanics and structural integrity: * Power Security: Whole-home generator supported by a recently added 500-gallon propane tank. * Efficiency: All-new energy-efficient windows and updated insulation throughout. * Roof & Plumbing: Roof is approx. 4 years young. All plumbing has been fully updated with zero cast iron. * Utilities: Tankless water heater for endless hot water; septic system recently serviced. Welcome Home.

Single-familyProperty Type

1971Year Built

3.25 acresLot Size

$288Price/Sq.Ft.

2 car garageParking

Listed by Jason Houser • North End Realty Group

Listing updated: Sep 7, 2026 at 06:30am

Redfin checked: 2 minutes ago

•Source:REINMLS #10648261

Payment calculator

$6,056 per month

Principal and interest$5,230

Property taxes

$561

HOA dues

Home insurance

$265

Utilities

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Affordability tools

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN TODAY, 11AM TO 2PM
$624,900
4 beds3 baths2,500 sq ft
2400 Amie Dr, Chesapeake, VA 23322
OPEN TODAY, 11AM TO 1PM
$679,900
4 beds3 baths3,000 sq ft
1239 Pacels Way, Chesapeake, VA 23322
OPEN TODAY, 11AM TO 2PM
$735,000
5 beds2.5 baths2,490 sq ft
1629 Shillelagh Rd, Chesapeake, VA 23323
OPEN TODAY, 11AM TO 2PM
$535,000
3 beds3 baths2,409 sq ft
524 Linton Cir, Chesapeake, VA 23322
OPEN TODAY, 11AM TO 2PM3D & VIDEO TOUR
$597,999
4 beds3 baths2,522 sq ft
501 Spurlock Way, Chesapeake, VA 23322
OPEN TODAY, 12PM TO 3PM3D WALKTHROUGH
$555,000
4 beds2.5 baths2,560 sq ft
911 Charing Cross, Chesapeake, VA 23322
OPEN TODAY, 12PM TO 3PM
$450,000
4 beds2 baths1,661 sq ft
521 Hatteras Cres, Chesapeake, VA 23322
OPEN TODAY, 1PM TO 4PM3D WALKTHROUGH
$595,900
3 beds3.5 baths2,500 sq ft
900 Koonce Ln, Chesapeake, VA 23323
OPEN TODAY, 1PM TO 3PM
$649,920
4 beds2.5 baths2,445 sq ft
639 Appalachian Ct, Chesapeake, VA 23320
OPEN TODAY, 2PM TO 4PM3D WALKTHROUGH
$540,000
4 beds2.5 baths2,326 sq ft
116 Ash Hill Lndg, Chesapeake, VA 23322

Around this home

Schools

K - 12
Preschool & daycare

Grassfield Elementary School

Public PreK-5 • Assigned • 6.4mi

10/10

Hickory Middle School

Public 6-8 • Assigned • 4.5mi

9/10

Grassfield High School

Public 9-12 • Assigned • 5.9mi

9/10

Provided by GreatSchools

About Pleasant

Grove

Pleasant Grove, located between Great Bridge and the North Carolina line, is a rural and residential Chesapeake neighborhood with working farmland and pine-wooded backroads. The neighborhood’s character concentrates around the Battlefield Blvd S and Pleasant Grove Rd crossroads, where feed stores, roadside produce stands, and small service shops set a practical, country cadence. Homes tend toward ranchers and newer builds on larger lots, with long driveways and wide skies. Two-lane roads and drainage canals trace the landscape, and evenings read quieter than the commercial corridors to the north. Outdoor time centers on nearby waterways and open fields rather than sidewalks.

Provided by Walk Score and Local Logic

Offer insights

1908 Benefit Rd · $935,000

Strong offer

$929K and above

75% chance or better to win

Why $929K+ is a strong offer

DAYS ON MARKET

The average home goes pending in 33 days.

SALE-TO-LIST

Most homes are selling 1% below list price.

About offer insights

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Backup generator
Cable hookup
Ceiling fan(s)
Jetted tub
Water softener
Walk-in attic
One fireplace

Bedrooms
Master bedroom with ensuite
First-floor master bedroom
Additional bedroom(s)

Bathrooms
3 full bathrooms

Kitchen
Electric range
Microwave
Dishwasher
Refrigerator

Laundry & utility
Washer hookup
Dryer hookup
Utility room

Flooring
Ceramic flooring
Laminate flooring

Heating & cooling
Heat pump heating
Electric heating
Central air conditioning

Sale and tax history for 1908 Benefit Rd

Sale History
Tax History

Date

Event

Price

REINMLS #10648261

Sep 3, 2026

Price Changed

$935,000

$288/sq ft

Aug 7, 2026

Listed

$950,000

$292/sq ft

Public Records

Apr 20, 2017

Sold

$351,000

$108/sq ft

REINMLS #1654962

Feb 27, 2017

Price Changed

$360,000

$111/sq ft

Nov 21, 2016

Listed

$365,000

$112/sq ft

REINMLS #1

Jul 31, 2014

Price Changed

$374,900

$115/sq ft

Public Records

Jun 7, 2006

Sold

$390,000

$120/sq ft

Public Records

Oct 25, 2005

Sold

$267,000

$82/sq ft

Public Records

Jul 26, 1999

Sold

$157,000

$48/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$6,736 (+10.0%)

$237,100 + $429,800

$666,900

2024

$6,122 (+7.9%)

$217,100 + $389,000

$606,100

2023

$5,675 (+10.2%)

$187,100 + $374,800

$561,900

2022

$5,151 (+27.4%)

$167,100 + $342,900

$510,000

2021

$4,043 (+0.9%)

$151,900 + $233,100

$385,000

2020

$4,006 (+4.2%)

$151,900 + $229,600

$381,500

2019

$3,844 (+12.3%)

$136,500 + $229,600

$366,100

2018

$3,422 (+3.8%)

$136,500 + $229,600

$366,100

2017

$3,295 (+1.1%)

$136,300 + $177,500

$313,800

2015

$3,260

$136,300 + $174,200

$310,500

2014

$3,260

$136,300 + $174,200

$310,500

2013

$3,260

$136,300 + $174,200

$310,500

2012

$3,260

$136,300 + $174,200

$310,500

Public record

Public record
Zoning
Permits

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3.25 Acres

Year renovated

—

Finished Sq. Ft.

2,829

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,829

Year built

1971

Style

Single Family Residential

County

Chesapeake

APN

0830000000062

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 9, 2026.

A-1

Agricultural District

This district is created primarily for the protection of the agricultural industry and rural section of the city from the invasion of urban and suburban uses and to preserve agricultural lands, forest lands and open space in the interest of the health, safety and welfare of the community. This district is not intended for major residential development; therefore, residential development and subdivisions for residential purposes in the A-1 agricultural district are prohibited except for minor subdivisions, as that term is defined in section 3-403 of this ordinance, preservation divisions, as that term is defined in section 10-201 of this ordinance, and conditional cluster developments approved in accordance with section 6-2200 et seq. of this ordinance.

Permitted uses

Include but are not limited to:

Equestrian facility
Livestock production
Community / recreation center
Day care facility
Housing-Single unit
Fire house
Library
Police station
Communications tower
Agriculture-Cropland

Climate risks

5/10 Flood Factor

Estimated 35-47% chance of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.46% chance of being in a wildfire in next 30 years

9/10 Heat Factor

7 days above 108° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

1/10 Air Factor

0 unhealthy days expected this year, 0 days in 30 years

Provided by First Street

Historical weather

Chesapeake, VA • 23322

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

95/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 25% for direct sun exposure in Chesapeake. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.7 hrs

6.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 1908 Benefit Rd

$918,152

$17K under list price of $935K

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $660K to $1.1M.

SOLD JUL 27, 2026
$899,999 Last sold price
5 beds3 baths3,766 sq ft
2412 Benefit Rd, Chesapeake, VA 23322
$49/sq ft
larger lot
7 years newer
SOLD SEP 30, 2026
$910,000 Last sold price
4 beds3.5 baths3,381 sq ft
2917 Buskey Rd, Chesapeake, VA 23322
$19/sq ft
31 years newer
SOLD MAY 27, 2026
$720,000 Last sold price
4 beds2.5 baths3,413 sq ft
1245 Taft Rd, Chesapeake, VA 23322
$77/sq ft
larger lot
22 years newer
BOUGHT WITH REDFIN AUG 14, 2026
$885,000 Last sold price
4 beds3.5 baths3,200 sq ft
2025 Hallmark Way, Chesapeake, VA 23323
$11/sq ft
22 years newer
SOLD SEP 2, 2026
$660,000 Last sold price
4 beds2.5 baths2,200 sq ft
1337 Barbara Ct, Chesapeake, VA 23322
$12/sq ft
smaller lot
11 years newer
SOLD AUG 4, 2026
$1,120,000 Last sold price
4 beds3.5 baths4,372 sq ft
1625 Water View Cir, Chesapeake, VA 23322
$32/sq ft
smaller lot
34 years newer

Rental earnings

Est. $2,869 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

Ask a question

(757) 704-5037

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New listings for sale in 23322

NEW 13 HRS AGO3D WALKTHROUGH

$670,000

4 beds3 baths3,277 sq ft

530 San Pedro Dr, Chesapeake, VA 23322

OPEN TODAY, 12PM TO 3PM3D WALKTHROUGH

$555,000

4 beds2.5 baths2,560 sq ft

911 Charing Cross, Chesapeake, VA 23322

NEW 16 HRS AGO

$565,000

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1504 Prospect Dr, Chesapeake, VA 23322

NEW 18 HRS AGO3D WALKTHROUGH

$420,000

3 beds2 baths1,550 sq ft

937 Mount Pleasant Rd, Chesapeake, VA 23322

NEW 20 HRS AGOVIDEO TOUR

$475,000

4 beds2.5 baths2,248 sq ft

901 Summerfield Cres, Chesapeake, VA 23322

OPEN TODAY, 11AM TO 2PM

$624,900

4 beds3 baths2,500 sq ft

2400 Amie Dr, Chesapeake, VA 23322

3D WALKTHROUGH

$675,000

5 beds3.5 baths3,297 sq ft

516 Ashforth Way Way, Chesapeake, VA 23322

$669,000

5 beds3 baths2,912 sq ft

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3D WALKTHROUGH

$410,000

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Details provided by REINMLS and may not match the public record. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Payment calculator

Affordability tools

See this home in person

Nearby open houses (10)

Around this home

Schools

Offer insights

Property details

Sale and tax history for 1908 Benefit Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 1908 Benefit Rd

Nearby similar homes

New listings for sale in 23322

More real estate resources