8 days on market
Contingent on: Home/EIFS Insp. Con.
$580,000
4720 Barn Swallow Dr
Chesapeake, Virginia 23321
MLS# 10632913 · JOLLIFF WOODS · Chesapeake VA
Updated 3 days ago · Source: REIN MLS
Est. payment
$3,587/mo
Edit below
Price / sq ft
$215
2,700 sq ft
Days on market
8
New listing
HOA
None
Year built
1997
29 yrs old
Beds
4
Full Baths
2
Half Baths
1
Sq Ft
2,700
Garage
Yes
Schools
- ElementaryEdwin W. Chittum Elementary School6/10
- MiddleJolliff Middle School7/10
- 6/10
Info provided by GreatSchools
About this home
Beautiful home located in the desirable Joliff Woods subdivision. This 4 bedroom, 2.5 bath property offers approximately 2,700 square feet of living space and welcomes you with a bright, open two-story foyer filled with natural light. Situated on a generous 0.67 acre lot, the home features a large deck and spacious backyard perfect for enjoying year round gatherings with family and friends.The first floor showcases e…
This 4-bedroom, 2.1-bath home in Chesapeake's Jolliff Woods subdivision is priced at $580,000, or $215 per square foot, and has been on the market for 8 days. Built in 1997, the 2,700-square-foot detached house sits on a 0.67-acre lot and features a two-story foyer, engineered hardwood flooring, and a primary suite with dual walk-in closets and jetted soaking tub. The property is located in a residential Chesapeake neighborhood with no HOA requirements.
Summary generated by AI from public records and publicly available information.
Listed by Amber Matthews · Grassfield Realty Co.
VaHome Team property overview
Meet 4720 Barn Swallow Drive — a four-bedroom, 2,100-square-foot home on a generous two-thirds-acre lot in Chesapeake's Jolliff Woods neighborhood. Built in 1997, this single-family home gives you real space, both inside and out, with two major military installations within a 17-minute drive.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 4720 Barn Swallow Drive apart is the lot. At 0.67 acres, you're getting a yard that most Chesapeake neighborhoods simply can't offer — room for a garden, a playset, a firepit, or just open sky. Pair that with 2,700 square feet of living space spread across four bedrooms, and you have a home that genuinely grows with you. Jolliff Woods adds a quiet, established feel that's hard to replicate closer to the water.
JOLLIFF WOODS and the Chesapeake real estate market
Jolliff Woods sits in the western reaches of Chesapeake, a city known for its balance of suburban comfort and natural open space. The neighborhood itself is a low-traffic, tree-lined community where lots run larger than average and neighbors tend to stay a while. Streets like Barn Swallow Drive feel unhurried — the kind of place where you actually use your backyard. If you've been doing a city of chesapeake property search and wondering where the space is, this corner of the city is a strong answer. Chesapeake as a whole is Virginia's second-largest city by land area, which means you're never far from parks, waterways, and retail corridors, yet the density stays manageable. The western side of the city, where Jolliff Woods is located, leans residential and family-oriented, with easy access to the interstate network that connects you to the broader Hampton Roads region without the congestion of living right on the water.
What's nearby
Daily life is easy from Barn Swallow Drive. The Walmart Supercenter and a cluster of national retailers along Taylor Road are under ten minutes away, handling most grocery and errand runs without a second thought. For coffee, a Starbucks on Portsmouth Boulevard is a quick shot down the road. Western Branch Reservoir and the surrounding green space give you a natural backdrop for walks and outdoor time. The interstate access via I-664 puts downtown Norfolk, the Chesapeake Bay Bridge-Tunnel, and Virginia Beach within comfortable reach on most days.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is 16 minutes from the front door, and Norfolk Naval Shipyard is just one minute farther. That kind of proximity makes managing duty schedules, school pickups, and daily logistics noticeably easier. A VA loan can stretch further on a lot this size, and your BAH in this zip code aligns well with what western Chesapeake offers. Jolliff Woods gives military families a stable, spacious base to come home to.
For families upgrading
If your current home has you bumping into walls or watching the kids share a room they've long outgrown, 4720 Barn Swallow Drive changes that math. Four bedrooms and 2,700 square feet means everyone gets their own space — and the 0.67-acre lot means the backyard becomes a genuine extension of the house. Jolliff Woods is the kind of neighborhood where upgrading doesn't mean compromising on quiet or community feel.
Frequently asked questions
How far is 4720 Barn Swallow Drive from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately 16 minutes from 4720 Barn Swallow Drive under typical traffic conditions, making it one of the more convenient locations in western Chesapeake for personnel assigned there.
How far is 4720 Barn Swallow Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 17 minutes away, just one minute more than Naval Medical Center Portsmouth, so the home works well for households with assignments at either installation.
What is the lot size at 4720 Barn Swallow Drive?
The lot measures 0.67 acres — roughly two-thirds of an acre — which is notably larger than most comparably priced homes in the Chesapeake area and gives you meaningful outdoor space on all sides.
Is there an HOA in Jolliff Woods?
Jolliff Woods does have a homeowners association; you'll want to confirm current governing documents and any applicable rules during your due diligence period.
Is 4720 Barn Swallow Drive in a flood zone?
Flood zone designation for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA map classification and what it means for insurance requirements.
Curious about 4720 Barn Swallow Drive or other homes in Jolliff Woods? Tom and Dariya Milan know this part of Chesapeake well — reach out and let's talk through what fits your timeline and goals.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
4720 Barn Swallow DR, 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
4
Full Baths
2
Half Baths
1
Approx Sq Ft
2,700
Stories
2
Fireplaces
0
Flooring
Carpet, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$580,000
Price / Sq Ft
$215
Annual Taxes
$4,897
Monthly Tax
$408
HOA
None
Tax Rate (effective)
0.84%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 3, 2026 | $580,000 | — |
| Currently listed | — | $580,000 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$484,900
Land
$165,000
Improvement
$319,900
Parcel ID: 0153002000140 · View on city GIS portal
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
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
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
$3,587/moPrincipal & interest
$3,009
Property tax
$408
Home insurance
$169
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 Grassfield Realty Co. · MLS# 10632913
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$580,000
4720 Barn Swallow DR, CHESAPEAKE VA 23321
Chesapeake, Virginia 23321
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