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ChesapeakeWILSON HEIGHTS229 Old Dr✓ Source: REIN MLS #10647822 · record updated Aug 7, 2026 · synced every 2 min · your inquiry is never resold
229 Old DR, CHESAPEAKE VA 23322 - Main photo
229 Old DR, CHESAPEAKE VA 23322 - Photo 2
229 Old DR, CHESAPEAKE VA 23322 - Photo 3
229 Old DR, CHESAPEAKE VA 23322 - Photo 4
229 Old DR, CHESAPEAKE VA 23322 - Photo 5
$625,000
$284 / sqft · est. $3,822/mo →
4beds
3baths
2,200sqft
0days on market

229 Old Dr, Chesapeake, VA 23322

New ListingResidential · built 2020 · WILSON HEIGHTS

About this home

The listing, in the seller's words

Meticulously maintained by its original owner, this beautiful 4-bedroom, 3-bath home offers the perfect combination of quality, comfort, and modern updates. Built in 2020, this home features brand-new carpet, new flooring in the bathrooms, and a beautifully renovated primary shower that creates a spa-like retreat. The open-concept layout provides spacious living areas for both everyday living and entertaining. Step outside to enjoy the covered back patio, complete with an automatic retractable awning, offering shade and comfort at the touch of a button. Every detail of this home reflects pride of ownership, making it truly move-in ready. Conveniently located in the desirable Great Bridge of Chesapeake, this home is one you won't want to miss!

Listing courtesy of Taylor Dirk · Iron Valley Real Estate Prestige · REIN MLS #10647822

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

229 Old Drive is a 2020-built, four-bedroom, three-bath home in Chesapeake, Virginia, offering 2,200 square feet of modern construction just six minutes from USCG Finance Center Chesapeake and surrounded by everyday conveniences within a short walk or drive.

Read the full overview ↓

Why this home stands out

Built in 2020, this home skips the renovation guesswork that older properties bring — systems, finishes, and structure are all recent vintage. Four bedrooms and three full baths across 2,200 square feet gives everyone room to spread out, and the location in Chesapeake puts two military installations within easy commuting range. It's a practical, well-sized home in a city that consistently ranks among Virginia's most livable.

WILSON HEIGHTS and the Chesapeake real estate market

229 Old Drive sits in Chesapeake, one of the largest cities by land area on the East Coast and a perennial favorite for families and professionals who want suburban breathing room without sacrificing access to the broader Hampton Roads region. This part of Chesapeake carries a relaxed, established feel — wide lots, mature trees, and a pace that doesn't rush you. Neighbors tend to stay a while, which gives the area a settled, community-oriented character. Chesapeake is also known for its extensive park system and greenway trails, so outdoor recreation is genuinely woven into daily life here rather than being a weekend-only pursuit. The city's location puts you within reach of Virginia Beach, Norfolk, and Portsmouth, making it a natural hub for anyone working across multiple parts of Hampton Roads.

What's nearby

Daily errands are refreshingly simple from Old Drive. Kroger, Kroger Bakery, and Walmart Neighborhood Market are all within 0.8 miles, so grocery runs don't eat up your afternoon. When you'd rather someone else do the cooking, Peking and Great Pizza Co. are just 0.4 miles away, and Mister Jim's is a short 0.6-mile trip. For your morning coffee or a midday break, Kitty Kingdom Cat Café is 0.3 miles out, with Savor and Amazing Glazed both at 0.6 miles. Fitness options are equally close — RISE Personal Training and Burn Boot Camp sit 0.3 miles away, with Evolve Fitness Lab at 0.6 miles. Judge Eileen Olds Courtyard Park, Bells Mill Park, and Wildcat Park are all within a mile for fresh air and weekend walks.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is a six-minute drive, and Norfolk Naval Shipyard is roughly 17 minutes out — making 229 Old Drive a genuinely convenient home base for dual-military households or anyone balancing a Coast Guard or Navy career. A VA loan can make a 2020-built home like this one even more attainable, and Chesapeake's stable neighborhoods tend to hold value well through PCS cycles.

For families upgrading

Four bedrooms and three full baths in a 2020 build means you're not inheriting someone else's deferred maintenance — everything from the HVAC to the plumbing is recent. With 2,200 square feet, there's space for a dedicated home office, a guest room, or a playroom without anyone feeling squeezed. Add three parks within a mile and multiple grocery options nearby, and the day-to-day logistics of family life get a lot easier.

More buyer questions

How far is 229 Old Drive from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately six minutes from 229 Old Drive, making it one of the closest residential options to that installation in the area.

How far is 229 Old Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 17 minutes from 229 Old Drive, a manageable daily commute for Shipyard personnel living in Chesapeake.

What is the flood zone status for 229 Old Drive?

Flood zone information for 229 Old Drive is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and any relevant details.

Is there an HOA at 229 Old Drive in Chesapeake?

HOA status can vary and may change over time — your agent can pull the most current information for this address during the transaction process.

What grocery stores are closest to 229 Old Drive?

Kroger, Kroger Bakery, and Walmart Neighborhood Market are all within 0.8 miles of 229 Old Drive, giving you multiple options for everyday shopping without a long drive.

Curious whether 229 Old Drive fits your next move? Tom and Dariya Milan at LPT Realty know Chesapeake well — reach out and let's talk through the details.

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

2020

Price / sqft

$284

HOA

None

Taxes

$4,757/yr

County

Chesapeake VA

MLS #

10647822

Interior

Bedrooms
4
Full baths
3
Approx. sqft
2,200
Stories
2
Flooring
Carpet, Laminate/LVP, Vinyl
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, Attic, Breakfast Area, PBR with Bath, Pantry, Utility Room
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Full,Privacy,Wood Fence

Utilities & systems

Heating
Heat Pump
Cooling
Central Air, Heat Pump
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
WILSON HEIGHTS
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Off Street, Driveway Spc, Street
Possession
SETTLE
Disclosures
Disclosure Statement

Sources: REIN MLS record · 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…

Explore this neighborhood

Great Bridge

Great Bridge is a historic Chesapeake neighborhood known for its strong school reputation, family-oriented community character, and established residential appeal.

$473K

Median sale · 12 mo

$242

Sold $/sq ft

13d

Days on market

24

For sale now

$135K

HH income

85.8%

Owner-occupied

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

Explore Great Bridge
Map of Great Bridge with neighborhood boundaryNeighborhood

Chesapeake houses for sale

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

$3,822/mo

Principal & interest

$3,243

Property tax

$396

Home insurance

$182

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

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

$520,000$635,000

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.

1105 Fairhaven RD · 1.9 mi · 2,267 sqft$520,000 sold 2026-06
408 Mike TRL · 1.7 mi · 2,389 sqft$635,000 sold 2026-06
1113 Edinburgh PW · 1.7 mi · 2,416 sqft$619,000 sold 2026-01

Sale & Tax History

List Price

$625,000

Price / Sq Ft

$284

Annual Taxes

$4,757

Monthly Tax

$396

HOA

None

Tax Rate (effective)

0.76%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 7, 2026$625,000
Currently listed$625,000

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.

Market tempo

0 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Real questions, answered from the record

Is 229 Old Dr in a good school zone?+
The assigned zones on the listing record are Great Bridge Intermediate (GreatSchools 8/10), Great Bridge Middle (GreatSchools 7/10), Great Bridge (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 229 Old 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 229 Old Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 229 Old Dr built?+
It was built in 2020, 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 Taylor Dirk · Iron Valley Real Estate Prestige · REIN MLS #10647822

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.

229 Old Dr, Chesapeake — photo

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

Call or text (757) 777-7577

229 Old Dr, Chesapeake, Virginia 23322 · MLS #10647822 · 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.