Autumn Love
Long & Foster Real Estate Inc.
(757) 379-8599
96 Total Sales
2 in Pleasant Grove West
$500K - $750K Price Range
2244 Benefit Rd Chesapeake, VA 23322
Pleasant Grove West Neighborhood
4
Beds
2.5
Baths
2,300
Sq Ft
6
Acre Lot
Highlights
- Above Ground Pool
- View of Trees or Woods
- Transitional Architecture
- Grassfield Elementary School Rated A-
- 6 Acre Lot
- No HOA
About This Home
As of July 2026Welcome to 2244 Benefit Road in Chesapeake—a rare opportunity to own 6 private acres with the freedom of A-1 zoning and all the charm of country living, just minutes from city conveniences. This 2,300 sq ft home offers space, versatility, and major updates including a brand-new roof and new HVAC system for peace of mind. Bring your horses, cows, chickens and create the lifestyle you’ve been dreaming of—farmette, homestead, or private retreat. Bordered by a nature preserve, you’ll enjoy protected views and no future development behind you. The acreage, privacy, and agricultural zoning make this one stand out among Chesapeake homes for sale. Room to garden, ride, entertain, or simply enjoy wide open space under the stars. If you’ve been searching for homes with land in Chesapeake, horse property, or a unique rural escape with modern comfort, this is the one. Rarely does acreage, freedom, and location come together like this!
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,217
Year Built
- Built in 1985
Lot Details
- 6 Acre Lot
- Back Yard Fenced
Home Design
- Transitional Architecture
- Asphalt Shingled Roof
- Vinyl Siding
Interior Spaces
- 2,300 Sq Ft Home
- 2-Story Property
- Views of Woods
- Crawl Space
- Washer and Dryer Hookup
Kitchen
- Electric Range
- Microwave
- Dishwasher
Flooring
- Carpet
- Laminate
- Ceramic Tile
Bedrooms and Bathrooms
- 4 Bedrooms
Parking
- 2 Car Attached Garage
- Driveway
- Off-Street Parking
Pool
- Above Ground Pool
Schools
- Hickory Elementary School
- Hickory Middle School
- Grassfield High School
Utilities
- Forced Air Heating and Cooling System
- Heat Pump System
- 220 Volts
- Well
- Electric Water Heater
- Septic System
Community Details
- No Home Owners Association
- Pleasant Grove Subdivision
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 28, 2026
Closed on
Jun 24, 2026
Sold by
Mandall Terry B and Mandall Lindsey A
Bought by
Seller's Agent
Tom and Dariya Milan
LPT Realty LLC
Buyer's Agent
Debbie Woolard
Howard Hanna Real Estate Svcs.
List Price
$699,900
Sold Price
$727,500
Premium/Discount to List
$27,600
3.94%
Views
342
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
-2.89%
Original Mortgage
$554,343
Outstanding Balance
$553,310
Interest Rate
6.36%
Mortgage Type
VA
Estimated Equity
$169,308
Purchase Details
Closed on
May 27, 2022
Sold by
Thompson Robert P
Bought by
Mandall Terry B and Mandall Lindsey A
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$510,000
Interest Rate
5.1%
Mortgage Type
VA
Purchase Details
Closed on
Nov 18, 2021
Sold by
Mccarty Gary and Mccarty Sharon
Bought by
Thompson Robert P and Thompson Megan W
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$375,000
Interest Rate
3.09%
Mortgage Type
New Conventional
Purchase Details
Closed on
Feb 3, 2015
Sold by
Mccarty Gary
Bought by
Mccarty Trustee Gary and The Mccarty Living Trust
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Pleasant Grove West, VA
-
Autumn Love
-
Jessica Lewis
Jessica Lewis
Iron Valley Real Estate Hampton Roads
(757) 255-5771
340 Total Sales
2 in Pleasant Grove West
$518K - $750K Price Range
-
Troye Levin-Whiting
Troye Levin-Whiting
Iron Valley Real Est Norfolk
(757) 982-3709
123 Total Sales
1 in Pleasant Grove West
$497,000 Price
-
Jason Dunaway
Jason Dunaway
Responds QuicklyHoward Hanna Real Estate Svcs.
(757) 908-6859
132 Total Sales
6 in Pleasant Grove West
$35K - $700K Price Range
-
Courtney Myers
Courtney Myers
Own Real Estate LLC
(757) 702-5370
37 Total Sales
3 in Pleasant Grove West
$638K - $905K Price Range
-
Jake Maines
Jake Maines
Iron Valley Real Estate HR
(864) 387-8519
155 Total Sales
2 in Pleasant Grove West
$360K - $700K Price Range
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Bargain Sale Deed | $730,000 | Old Republic National Title In | |
| Bargain Sale Deed | $540,000 | Fidelity National Title | |
| Warranty Deed | $500,000 | Advance Title & Abstract Inc | |
| Deed | -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $554,343 | VA | |
| Previous Owner | $50,000 | Credit Line Revolving | |
| Previous Owner | $510,000 | VA | |
| Previous Owner | $375,000 | New Conventional | |
| Previous Owner | $100,000 | Credit Line Revolving | |
| Previous Owner | $150,000 | New Conventional | |
| Previous Owner | $50,000 | Credit Line Revolving |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 07/09/2026 07/09/26 | Pending | -- | -- | -- |
| 07/01/2026 07/01/26 | Sold | $727,500 | -0.3% | $316 / Sq Ft |
| 05/10/2026 05/10/26 | Price Changed | $730,000 | +4.3% | $317 / Sq Ft |
| 04/28/2026 04/28/26 | For Sale | $699,900 | -- | $304 / Sq Ft |
Source: Real Estate Information Network (REIN)
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,217 | $615,500 | $258,700 | $356,800 |
| 2024 | $5,943 | $588,400 | $238,700 | $349,700 |
| 2023 | $4,821 | $539,100 | $208,700 | $330,400 |
| 2022 | $4,894 | $484,600 | $188,700 | $295,900 |
| 2021 | $4,049 | $385,600 | $170,900 | $214,700 |
| 2020 | $4,037 | $384,500 | $170,900 | $213,600 |
| 2019 | $3,573 | $340,300 | $151,700 | $188,600 |
| 2018 | $3,478 | $331,300 | $151,700 | $179,600 |
| 2017 | $3,449 | $328,500 | $148,900 | $179,600 |
| 2016 | $3,449 | $328,500 | $148,900 | $179,600 |
| 2015 | $3,449 | $328,500 | $148,900 | $179,600 |
| 2014 | $3,449 | $328,500 | $148,900 | $179,600 |
Source: Public Records
Agents Affiliated with this Home
-
Tom and Dariya Milan
Seller's Agent in 2026
Tom and Dariya Milan
LPT Realty LLC
(757) 427-2274
6 in this area
165 Total Sales
-
Debbie Woolard
Buyer's Agent in 2026
Debbie Woolard
Howard Hanna Real Estate Svcs.
(757) 288-0194
14 in this area
211 Total Sales
Map
Source: Real Estate Information Network (REIN)
MLS Number: 10631960
APN: 0940000000400
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