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Chesapeake › JOLLIFF WOODS › 4936 Oriole Dr✓ Source: REIN MLS #10647434 · record updated Sep 29, 2026 · synced every 2 min · your inquiry is never resold
4936 Oriole DR, CHESAPEAKE VA 23321 - Main photo
4936 Oriole DR, CHESAPEAKE VA 23321 - Photo 2
4936 Oriole DR, CHESAPEAKE VA 23321 - Photo 3
4936 Oriole DR, CHESAPEAKE VA 23321 - Photo 4
4936 Oriole DR, CHESAPEAKE VA 23321 - Photo 5
4beds
2.1baths
2,378sqft
54days on market

4936 Oriole Dr, Chesapeake, VA 23321

Under ContractResidential · built 2001 · JOLLIFF WOODS

Facts & features

Type

Residential

Year built

2001

Price / sqft

$219

HOA

None

Taxes

$4,906/yr

County

Chesapeake VA

MLS #

10647434

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,378
Stories
2
Flooring
Carpet, Laminate/LVP
Total rooms
8
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Utility Room
Appliances
Dishwasher, Dryer, Microwave, Elec Range, Refrigerator, Washer
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
In Ground Pool
Fencing
Back Fenced

Utilities & systems

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

Lot, parking & ownership

Subdivision
JOLLIFF WOODS
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Multi Car, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement

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

About this home

Welcome to this beautifully maintained home in Jolliff Woods! Offering approx 2,400 square feet of living space, this spacious 4-bedroom, 2.5-bath residence combines comfort, style, and functionality. Step inside to a beautiful two-story foyer filled with natural light, creating a bright and inviting first impression. The main level features engineered hardwood flooring, a well-appointed kitchen with stainless steel appliances, and a spacious family room highlighted by a cozy gas fireplace and custom built-in cabinetry—perfect for everyday living and entertaining. Situated on a generous 0.63-acre lot, the backyard is an entertainer's dream, featuring a large new deck with in-ground pool and expansive yard, providing the ideal setting for summer gatherings, outdoor dining, or simply relaxing in your own private retreat. Upstairs, you'll find four generously sized bedrooms with abundant closet space. The impressive primary suite offers a walk-in closet ,a spa-inspired ensuite bath with a jetted soaking tub, separate walk-in shower, and plenty of room to unwind. Additional features include ceiling fans throughout, elegant dining room light fixtures, and ample storage. Don't miss this incredible opportunity to make it yours!

Listing courtesy of Judy Reed · REIN MLS #10647434

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Four-bedroom, two-bath home built in 2001 on a quiet Chesapeake street. About 2,378 square feet with a two-car garage and solid bones. Close to Naval Medical Center Portsmouth and Norfolk Naval Shipyard—roughly 17 minutes each. A straightforward option among Chesapeake homes for sale.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23321, homes for sale zoned for Western Branch High School, and homes for sale zoned for Edwin W. Chittum Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Dock Landing homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

This 23321 address sits on a residential block with mature trees and steady neighbors. The floor plan gives you four bedrooms and two full baths plus a half bath, so there's room to spread out. The two-car garage and level lot make everyday life practical. Built in 2001, the home has been standing the test of time. You're positioned between two major military installations without the noise—a rare middle ground.

JOLLIFF WOODS and the Chesapeake real estate market

The Chesapeake neighborhood around 4936 Oriole Drive is residential and tree-lined, with single-family homes set back from the street. Streets are quiet and well-maintained. The area has a suburban feel with a steady mix of residents. Chesapeake itself is a sprawling, diverse city that blends rural character with suburban convenience. Shopping, dining, and services spread across the city rather than clustering downtown. Getting around means driving; most errands take 10 to 20 minutes by car. Anyone comparing homes for sale in Chesapeake will notice this zip code sits in a sweet spot between the naval bases and the broader city. If you are comparing homes for sale zoned for Edwin W. Chittum Elementary School or homes for sale zoned for Western Branch High School, note that this address falls within both attendance zones.

What's nearby

Naval Medical Center Portsmouth is about 17 minutes away by car on local roads. Norfolk Naval Shipyard is equally close at roughly 17 minutes. Grocery stores, pharmacies, and casual dining are scattered throughout the surrounding neighborhoods—nothing is far. Parks and green space exist throughout Chesapeake; you'll find playgrounds and walking trails within a short drive. The commute to either base is straightforward with no major highway crossings required.

For different buyers

Base commute and VA loan notes

Naval Medical Center Portsmouth and Norfolk Naval Shipyard are each about 17 minutes away by car. VA loan financing is common in this zip code. The home has four bedrooms, two full baths, and a two-car garage ready to use. Commute times are predictable and short.

Room to grow

Four bedrooms give you space for kids, a home office, or a guest room. Two full baths plus a half bath mean less morning traffic. The two-car garage handles vehicles and storage. A level lot with mature trees offers room to play outside.

More buyer questions

How far is 4936 Oriole Drive from Naval Medical Center Portsmouth?

About 17 minutes by car on local roads. The commute is straightforward with no major highway crossings.

What is the square footage of this home?

The home is 2,378 square feet with four bedrooms, two full baths, and one half bath.

Does this home have a garage?

Yes, there is a two-car garage attached to the home.

When was this home built?

The home was built in 2001 and has been well-maintained over the years.

How far is Norfolk Naval Shipyard from this address?

Norfolk Naval Shipyard is approximately 17 minutes away by car, similar to the commute to Naval Medical Center Portsmouth.

Ready to tour 4936 Oriole Drive? Contact Tom and Dariya Milan today to schedule a showing and see the home in person.

Summary generated by AI from public records and publicly available information.

Homes like this one sell fast — see the next one first

Chesapeake$440K – $600K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

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

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

23.1 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Hurricane Evacuation Zone

Evacuation Zone C

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

Explore this neighborhood

Dock Landing

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

$568K

Median sale · 12 mo

$221

Sold $/sq ft

32d

Days on market

1

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

houses for sale in Chesapeake →

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

$3,259/mo

Principal & interest

$2,698

Property tax

$409

Home insurance

$152

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

107% of $485,800

City assessment record · taxes $4,906/yr

Land share of assessed value

34% — $165,000

Improvements $320,800 · assessor record ✓

Price context — similar nearby homes

$485,000 – $600,000

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.

4737 Condor DR · 0.4 mi · 2,350 sqft$600,000 sold 2026-08
4827 Condor DR · 0.2 mi · 2,511 sqft$550,000 sold 2026-06
5521 White Swallow WAY · 0.5 mi · 2,238 sqft$555,000 sold 2026-07

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$520,000

Price / Sq Ft

$219

Annual Taxes

$4,906

Monthly Tax

$409

HOA

None

Tax Rate (effective)

0.94%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 6, 2026$520,000—
Price reducedSep 2, 2026$520,000−$20,000
Currently listed—$520,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

7% above assessment

Total Assessed

$485,800

Land

$165,000

Improvement

$320,800

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

Is 4936 Oriole Dr in a good school zone?+
The assigned zones on the listing record are Edwin W. Chittum Elementary (VaHome School Score 7.9/10), Jolliff Middle (VaHome School Score 8.2/10), Western Branch (VaHome School Score 6.2/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 4936 Oriole 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 4936 Oriole Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 4936 Oriole Dr built?+
It was built in 2001, 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

Brokered by LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of Judy Reed · REIN MLS #10647434

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.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

4936 Oriole Dr, Chesapeake — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

4936 Oriole Dr, Chesapeake, Virginia 23321 · MLS #10647434 · 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.

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