1908 Benefit Rd, Chesapeake, VA 23322
Property image
Property image
FOR SALE
NEW - 2 HRS AGO
3.25 ACRES

1908 Benefit Rd
Chesapeake, VA 23322

Pleasant Grove West
  • 5 Beds
  • 3 Baths
  • 3,252 sqft (on 3.25 acres)

$950,000

Est. Mortgage $5,561/mo*
Get Pre-Qualified

$950,000

Est. Mortgage $5,561/mo*
Get Pre-Qualified
5 Beds
3 Baths
3,252 sqft
(on 3.25 acres)

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio, Deck
Climate Control
Heating & Cooling
HOA
None
Price/Sqft
$292
Listed
Less than a day ago

Local Information

  • Map ViewExplore the area around 1908 Benefit Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

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.

Home Details for 1908 Benefit Rd

Interior Features

Interior Details
Basement: Crawl SpaceNumber of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom, Full Bathroom, Dining Room, Family Room, Great Room, Kitchen, Living Room, Utility Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 3252 Square Feet
Appliances & Utilities
Utilities: Cable HookupAppliances: Dishwasher, Microwave, Electric Range, Refrigerator, Water Softener, Tankless Water Heater, Electric Water HeaterDishwasherLaundry: Dryer Hookup,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Electric,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Electric
Fireplace & Spa
Number of Fireplaces: 1Spa: BathHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Ceramic Tile, Laminate/LVP
Levels, Entrance, & Accessibility
Stories: 1Floors: Ceramic Tile, Laminate LVP
View
No View

Exterior Features

Exterior Home Features
Roof: Asphalt ShinglePatio / Porch: Deck, Patio, PorchFencing: None
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Garage Att 2 Car,Multi Car,Off Street,Driveway
Pool
Pool: None
Frontage
Waterfront: Not WaterfrontNot on Waterfront
Water & Sewer
Sewer: Septic Tank
Farm & Range
Allowed to Raise Horses

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1971
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Brick, Vinyl SidingNot a New ConstructionNot Attached Property

Price & Status

Price
List Price: $950,000Price Per Sqft: $292
Status Change & Dates
Possession Timing: Settlement

Active Status

MLS Status: New Listing

Location

Direction & Address
City: ChesapeakeCommunity: Hickory
School Information
Elementary School: Grassfield ElementaryJr High / Middle School: Hickory MiddleHigh School: Grassfield

Agent Information

Listing Agent
Listing ID: 10648261

HOA

No HOAHOA Fee: No HOA Fee

Lot Information

Lot Area: 3.25 Acres

Offer

Contingencies: Non Contingent

Miscellaneous

Mls Number: 10648261Attic: Walk-In
Last check for updates: about 7 hours ago
Listing courtesy of Jason Houser
North End Realty Group, (757) 349-6683
Source: REIN Inc., MLS#10648261

Market trends in Chesapeake

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$390K
$4.67KMoM
Sale-to-List Price
100.0%
Price per sq ft
$216
$3MoM
Available listings
930
19MoM

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Property Tax and Assessment

Year2025
Tax$6,736
Assessment$666,900
Home facts updated by county records

Comparable Sales for 1908 Benefit Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2352 Shillelagh Rd, Chesapeake, VA
0.08
Single-Family Home
$884,678
12/18/25
5
4.5
3,668
2009 Benefit Rd, Chesapeake, VA
0.21
Single-Family Home
$863,882
10/02/25
5
3.5
3,411
2017 Benefit Rd, Chesapeake, VA
0.20
Single-Family Home
$967,548
09/30/25
4
3.5
2,999
2344 Shillelagh Rd, Chesapeake, VA
0.61
Single-Family Home
$695,930
12/11/25
4
3.5
3,042
2736 Bunch Walnuts Rd, Chesapeake, VA
0.54
Single-Family Home
$900,000
08/22/25
6
3.5
4,117
2820 Bunch Walnuts Rd, Chesapeake, VA
0.59
Single-Family Home
$670,000
06/12/26
4
3
1,932
2841 Bunch Walnuts Rd, Chesapeake, VA
0.78
Single-Family Home
$585,000
03/04/26
4
2.5
2,016
2244 Benefit Rd, Chesapeake, VA
0.79
Single-Family Home
$727,500
07/01/26
4
2.5
2,300
2805 Bunch Walnuts Rd, Chesapeake, VA
0.70
Single-Family Home
$625,000
05/05/26
3
2
1,940

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 1908 Benefit Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Pleasant Grove West
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Pleasant Grove West

At least 40 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 83 % Say it's quiet

  • 82 % Say there's holiday spirit

  • 82 % Say parking is easy

  • 81 % Say yards are well-kept

  • 74 % Say it's dog friendly

  • 73 % Say people would walk alone at night

  • 70 % Say kids play outside

  • 62 % Say they plan to stay for at least 5 years

  • 60 % Say there's wildlife

  • 53 % Say there are community events

  • 50 % Say streets are well-lit

  • 48 % Say there are sidewalks

  • 43 % Say neighbors are friendly

  • 31 % Say it's walkable to grocery stores

  • 22 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Aaron Joseph
    "The schools are fantastic. The local community are safe and provide tons of opportunities to own land that you could enjoy with your family. "
    1
    Flag
  • Kristikduke
    "There are a lot if sidewalks surrounding Cinema Cafe, Sentara and Walmart, giving you traffic free walks with the dogs."
    10
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1908 Benefit Rd

  • What is the estimated monthly payment for 1908 Benefit Rd?
    Based on a $950,000 list price with 20% down at today's rates, the estimated monthly payment for 1908 Benefit Rd in Chesapeake, VA is approximately $5,677 (about $4,945 principal & interest, $657 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 1908 Benefit Rd compare to homes in Chesapeake?
    1908 Benefit Rd in Chesapeake, VA is listed at $950,000, about 143% above the $390K median sale price in Chesapeake.
  • What do residents say about the Pleasant Grove West neighborhood?
    Residents describe the Pleasant Grove West neighborhood in Chesapeake, VA as quiet, easy to park in, and well-kept. Most residents say you need a car. See homes for sale in Pleasant Grove West, Chesapeake.
  • What are the closest schools to 1908 Benefit Rd?
    The closest schools to 1908 Benefit Rd in Chesapeake, VA are Grassfield Elementary School (Pre-K, rated 10/10), Grassfield High School (rated 9/10), Hickory Middle School (rated 9/10).
  • Does 1908 Benefit Rd have air conditioning?
    Yes, 1908 Benefit Rd in Chesapeake, VA has air conditioning.
  • Does 1908 Benefit Rd have laundry facilities?
    Yes, 1908 Benefit Rd in Chesapeake, VA has laundry facilities.
Jason Houser, North End Realty Group, (757) 349-6683
The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent. © 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW. REIN updates its listings on a daily basis. Data last updated: 2026-08-07 10:52:35 PDT
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This application does not include information on all of the properties available for sale at this time.
Some or all of the listings (or Listing Data) represented in this application have been enhanced with information not provided by REIN. Such enhancements may include information obtained from Zillow Inc. and other third-party or publicly available sources and are not part of the Listing Data provided by REIN.
1908 Benefit Rd, Chesapeake, VA 23322 is a 5 bedroom, 3 bathroom, 3,252 sqft single-family home built in 1971. 1908 Benefit Rd is located in Pleasant Grove West, Chesapeake. This property is currently available for sale and was listed by REIN Inc. on Aug 8, 2026. The MLS # for this home is MLS# 10648261.