744 Benefit Rd, Chesapeake, VA 23322
OFF MARKET

744 Benefit Rd
Chesapeake, VA 23322

Pleasant Grove West
  • 3 Beds
  • 3 Baths
  • 2,253 sqft (on 0.75 acres)

$540,100

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,813/mo*

$540,100

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $2,813/mo*
3 Beds
3 Baths
2,253 sqft
(on 0.75 acres)

Local Information

  • Map ViewExplore the area around 744 Benefit Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

ENJOY COUNTRY LIVING W/THIS 3 BDRM, 2.5 BATH CAPE COD! LRG EAT-IN KIT, LAUNDRY RM, LIVING RM, DINING RM, GREAT RM, SUNRM, AND DECK! LRG LOT W/2 CAR GARAGE W/FINISHED RM ABOVE THAT COULD BE USED AS AN OFF, STUDIO, STOR, ETC. CLOSE TO NEW EDINBURGH COMMONS (TARGET, HOME DEPOT)
744 Benefit Rd, Chesapeake, VA 23322 is a 3 bedroom, 3 bathroom, 2,253 sqft single-family home in Pleasant Grove West, built in 1987. It last sold for $320,000 on Apr 30, 2009. It is currently off market. The Trulia Estimate is $540,100, with a rent estimate of $3,250/month.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 744 Benefit Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1.75
Interior Details
Number of Rooms: 7

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: OtherFoundation Type: Concrete Block
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.75 acres

Price History for 744 Benefit Rd

DatePriceEventSource
04/30/2009$320,000Sold
N/A
02/01/2009$325,000Listed For SaleAgent Provided

Market trends in Chesapeake

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$386K
$3.67K
MoM
Sale-to-List Price
100.0%
Price per sq ft
$213
$3
MoM
Available listings
909
54
MoM
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Property Tax and Assessment

Year2025
Tax$5,252
Assessment$520,000
Home facts updated by county records

Comparable Sales for 744 Benefit Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.05
Single-Family Home
$617,500
12/16/25
3
2
2,190
0.18
Single-Family Home
$475,200
07/31/25
4
2
1,802
0.62
Single-Family Home
$525,000
09/05/25
4
3
2,362
0.73
Single-Family Home
$499,000
10/20/25
4
2.5
2,319
0.33
Single-Family Home
$495,000
02/13/26
3
2
1,446
0.83
Single-Family Home
$333,200
03/06/26
4
3
2,281
0.91
Single-Family Home
$385,000
04/10/26
3
1
1,494
0.78
Single-Family Home
$765,000
04/27/26
3
3
2,728
0.84
Single-Family Home
$750,000
04/21/26
5
3
3,689
1.15
Single-Family Home
$459,999
07/01/26
3
3
1,600

Nearby homes

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Assigned Schools

These are the assigned schools for 744 Benefit Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

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. "
  • Kristikduke
    "There are a lot if sidewalks surrounding Cinema Cafe, Sentara and Walmart, giving you traffic free walks with the dogs."

LGBTQ Local Legal Protections

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Homes for sale near 744 Benefit Rd

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Off Market Homes Near 744 Benefit Rd

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