Skip to main content
ChesapeakeJOLLIFF WOODS4720 Barn Swallow Dr✓ Source: REIN MLS #10632913 · record updated Jun 16, 2026 · synced every 2 min · your inquiry is never resold
4720 Barn Swallow DR, CHESAPEAKE VA 23321 - Main photo
$585,000
$217 / sqft · est. $3,614/mo →
4beds
2.1baths
2,700sqft
8days on market

4720 Barn Swallow Dr, Chesapeake, VA 23321

SoldResidential · built 1997 · JOLLIFF WOODS

About this home

The listing, in the seller's words

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 engineered hardwood flooring, a well appointed kitchen with granite countertops and stainless steel appliances, and a cozy family room with a gas fireplace. Upstairs, you'll find four spacious bedrooms, ample closet space, and bathrooms finished with granite countertops. The primary suite includes two walk-in closets, double vanities, jetted soaking tub, and a separate stand-up shower. Additional highlights include ceiling fans throughout and TRANE HVAC units. Conveniently located with easy access to the Southside & Peninsula, military bases, shipyards, dining, and shopping.

Listing courtesy of Amber Matthews · Grassfield Realty Co. · REIN MLS #10632913

VaHome team overview

Our read on this home

At a glance

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 the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1997

Price / sqft

$217

HOA

None

Taxes

$4,897/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10632913

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,700
Stories
2
Flooring
Carpet, Vinyl, Wood
Ensuite bedrooms
1
Total rooms
10
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Jetted Tub

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced
Waterfront
Not Waterfront

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.6700
Subdivision
JOLLIFF WOODS
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record · city assessor · null fields are suppressed, never faked

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone C

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Dock Landing

Dock Landing is a residential community in the Western Branch area of Chesapeake, Virginia, centered along Dock Landing Road in the 23321 ZIP code.

$536K

Median sale · 12 mo

$222

Sold $/sq ft

18d

Days on market

0

For sale now

$169K

HH income

95.3%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Dock Landing
Map of Dock Landing with neighborhood boundaryNeighborhood

see more Chesapeake homes

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive 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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$3,614/mo

Principal & interest

$3,035

Property tax

$408

Home insurance

$171

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.

Value & history

Judge value on real ground

Asking vs. assessment

121% of $484,900

City assessment record · taxes $4,897/yr

Land share of assessed value

34% — $165,000

Improvements $319,900 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$529,900$849,900

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

1501 Barn Swallow CT · 0.1 mi · 2,846 sqft$607,500 sold 2026-02
4827 Condor DR · 0.4 mi · 2,511 sqft$550,000 sold 2026-06
1248 Jolliff RD · 0.9 mi · 3,098 sqft$849,900 sold 2026-04

Sale & Tax History

List Price

$585,000

Price / Sq Ft

$217

Annual Taxes

$4,897

Monthly Tax

$408

HOA

None

Tax Rate (effective)

0.84%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 9, 2026$585,000
Price increasedJun 17, 2026$585,000+$5,000
SoldJun 15, 2026$585,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

21% above assessment

Total Assessed

$484,900

Land

$165,000

Improvement

$319,900

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:

Chesapeake Real Estate Assessor

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.

Questions buyers ask

Real questions, answered from the record

Is 4720 Barn Swallow Dr in a good school zone?+
The assigned zones on the listing record are Edwin W. Chittum Elementary (GreatSchools 6/10), Jolliff Middle (GreatSchools 7/10), Western Branch. School attendance zones can change — always confirm enrollment with the local school division.
Is 4720 Barn Swallow Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Does 4720 Barn Swallow Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4720 Barn Swallow Dr built?+
It was built in 1997, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Amber Matthews · Grassfield Realty Co. · REIN MLS #10632913

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

This one's sold — the next one doesn't have to be.

4720 Barn Swallow Dr, Chesapeake, Virginia 23321 · MLS #10632913 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.