Home/Virginia/Chesapeake/WILSON HEIGHTS/329 Old DR, CHESAPEAKE VA 23322
329 Old DR, CHESAPEAKE VA 23322 - Main photo
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Active
Under Contract
Pending
Sold

1 days on market

$540,000

329 Old Dr

Chesapeake, Virginia 23322

MLS# 10630911 · WILSON HEIGHTS · Chesapeake VA

Updated May 3, 2026 · Source: REIN MLS

Est. payment

$3,393/mo

Edit below

Price / sq ft

$232

2,331 sq ft

Days on market

1

New listing

HOA

None

Year built

1962

64 yrs old

Beds

4

Full Baths

2

Half Baths

1

Sq Ft

2,331

Garage

Yes

Residential1 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

A rare blend of classic charm and resort-style outdoor living awaits in this beautifully updated brick ranch. With 4 bedrooms and 2.5 baths on a spacious lot in an established neighborhood, this home invites you to entertain and unwind outdoors all summer long. The backyard is a true oasis: a saltwater pool, oversized covered deck with a sink and mini-fridge, two sheds (one with power and climate control), and a fenc…

Listed by Jessica Brown · Iron Valley Real Estate Prestige

Location & Neighborhood

Location & Street View

329 Old DR, Chesapeake

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Map data ©Google. Click and drag inside the map to explore the surrounding area.

Flood Risk

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Property Details

Bedrooms

4

Full Baths

2

Half Baths

1

Approx Sq Ft

2,331

Stories

1

Fireplaces

0

Flooring

Ceramic, Laminate/LVP, Wood

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup

Sale & Tax History

List Price

$540,000

Price / Sq Ft

$232

Annual Taxes

$5,208

Monthly Tax

$434

HOA

None

Tax Rate (effective)

0.96%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 9, 2026$540,000
Currently listed$540,000

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:

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.

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.

See more Chesapeake homes for sale →

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.

Estimate your monthly payment

$3,393/mo

Principal & interest

$2,802

Property tax

$434

Home insurance

$158

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 Iron Valley Real Estate Prestige · MLS# 10630911

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

OFF MARKET

$540,000

329 Old DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

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Quick Facts

TypeResidential
Year Built1962
Lot Size
Taxes$5,208/yr
HOANone
Heating
Cooling

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