1 days on market
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$399,000
4649 Backwoods Rd
Chesapeake, Virginia 23322
MLS# 10635736 · PLEASANT GROVE · Chesapeake VA
Updated 21 hours ago · Source: REIN MLS
Est. payment
$2,565/mo
Edit below
Price / sq ft
$255
1,566 sq ft
Days on market
1
New listing
HOA
None
Year built
1970
56 yrs old
Beds
3
Full Baths
1
Half Baths
0
Sq Ft
1,566
Garage
No
Schools
- ElementaryHickory Elementary School7/10
- MiddleHickory Middle School7/10
- 8/10
Info provided by GreatSchools
About this home
Welcome to peaceful country living at its finest! Nestled on approximately 5 acres of cleared land, this charming ranch-style property offers the perfect blend of privacy, functionality, and opportunity. Great for horse lovers, hobby farmers, contractors, or anyone seeking room to spread out, the property features horse stalls, multiple outbuildings, and wide-open usable acreage ready for animals, equipment, recreati…
Listed by Kim McCabe · Better Homes & Gdns Ntv Am Grp
VaHome Team property overview
A solid 1,566-square-foot, three-bedroom home on Backwoods Road in Chesapeake, Virginia — built in 1970 on a quiet stretch that trades city noise for genuine breathing room. One full bath, a manageable footprint, and a location that keeps everyday errands and two military installations within reach.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 4649 Backwoods Road apart is its setting. This is Chesapeake at its most unhurried — a 1970-built single-family home on a road that still feels like the outskirts, even as the city has grown up around it. The 1,566-square-foot layout is honest and livable, and the surrounding landscape gives you the kind of space between neighbors that closer-in zip codes simply can't offer.
PLEASANT GROVE and the Chesapeake real estate market
Backwoods Road sits in the southern reaches of Chesapeake, a city that consistently ranks among the most livable in Virginia for good reason. Out here, the pace slows down noticeably. You're in a part of Chesapeake where lots run larger, tree lines stay intact, and the drive to work feels like a genuine transition between two worlds. Chesapeake itself spans more land than any other city in Virginia, and this corner of the 23322 zip code reflects that scale — open, unhurried, and grounded. Anyone searching through chesapeake bay realty listings will notice that properties in this corridor tend to attract buyers who want elbow room without sacrificing access to the broader Hampton Roads metro. The city's parks, waterways, and commercial corridors are all within a reasonable drive, and Interstate 664 and Route 17 keep you connected north toward Norfolk and south toward the North Carolina border without much friction.
What's nearby
Daily life from Backwoods Road is more convenient than the rural feel might suggest. Grocery runs, pharmacies, and casual dining along Battlefield Boulevard are roughly ten to fifteen minutes away. The Great Dismal Swamp National Wildlife Refuge is practically in your backyard — one of the most distinctive natural areas in the Mid-Atlantic, with miles of trails and canal-side paths. Chesapeake City Park offers athletic fields, a dog park, and open green space a short drive north. For coffee and quick errands, the South Chesapeake commercial corridor handles the basics without requiring a highway trip.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is about 28 minutes from Backwoods Road, and Norfolk Naval Shipyard clocks in around 39 minutes — both manageable commutes for service members stationed in the area. A VA loan can make a single-family home like this one especially accessible, and Chesapeake's southern zip codes tend to offer more square footage per dollar than neighborhoods closer to the bases.
For first-time buyers
If you're stepping into chesapeake city real estate for the first time, 4649 Backwoods Road offers a low-pressure entry point. Three bedrooms, a full bath, and 1,566 square feet give you a real home — not a starter box — while the quieter southern Chesapeake location means you're buying into a stable, established community rather than a transitional corridor.
Frequently asked questions
How far is 4649 Backwoods Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 39 minutes from 4649 Backwoods Road under typical traffic conditions, accessible via Route 17 and the Dominion Boulevard corridor heading northeast toward Portsmouth.
What is the flood zone status for 4649 Backwoods Road?
Flood zone designation for this property is displayed in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel — check that section for the most accurate and up-to-date classification.
Is there an HOA at 4649 Backwoods Road?
Based on available property data, this home does not appear to be subject to a homeowners association, though buyers should verify with a title search during the due-diligence period.
What year was 4649 Backwoods Road built?
The home was built in 1970, making it part of a generation of Chesapeake residential construction that predates many of the city's newer subdivisions and often features larger lot sizes and more established landscaping.
Where is 4649 Backwoods Road located within Chesapeake?
The address sits in the southern portion of Chesapeake in the 23322 zip code — a quieter, more rural-feeling section of the city near the Great Dismal Swamp corridor, roughly equidistant from the North Carolina border and the more urbanized Greenbrier district to the north.
Curious about 4649 Backwoods Road? Tom and Dariya Milan at LPT Realty know Chesapeake's southern corridors well — reach out and they'll walk you through everything this address has to offer.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
4649 Backwoods RD, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
3
Full Baths
1
Half Baths
0
Approx Sq Ft
1,566
Stories
1
Fireplaces
0
Flooring
Carpet, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dryer, Elec Range, Washer
Sale & Tax History
List Price
$399,000
Price / Sq Ft
$255
Annual Taxes
$4,535
Monthly Tax
$378
HOA
None
Tax Rate (effective)
1.14%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 23, 2026 | $399,000 | — |
| Currently listed | — | $399,000 | — |
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:
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.
About buying in Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled hourly from the REIN feed.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$2,565/moPrincipal & interest
$2,070
Property tax
$378
Home insurance
$116
PMI
None
HOA
None
Estimate only. 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.
Listed by Better Homes & Gdns Ntv Am Grp · MLS# 10635736
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$399,000
4649 Backwoods RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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