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ChesapeakeWILSON HEIGHTS229 Old Dr✓ Source: REIN MLS #10647822 · record updated Aug 29, 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
4beds
3baths
2,200sqft
23days on market

229 Old Dr, Chesapeake, VA 23322

Under ContractResidential · built 2020 · WILSON HEIGHTS

Facts & features

Type

Residential

Year built

2020

Price / sqft

$273

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 · city assessor · null fields are suppressed, never faked

About this home

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

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by 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 minutes from the USCG Finance Center and a walkable cluster of restaurants, parks, and fitness studios.

Read the full overview ↓

Why this home stands out

Built in 2020, this home skips the renovation guesswork that comes with older Chesapeake stock — the systems, finishes, and layout all reflect current building standards. Four bedrooms and three full baths across 2,200 square feet gives everyone room to spread out, and the location in the 23322 zip code puts daily errands, green space, and two military installations within easy reach.

WILSON HEIGHTS and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23322 corridor captures some of its most livable character — established tree lines, newer subdivisions, and a low-key suburban rhythm that still keeps you close to everything. The Great Bridge area, which anchors this part of Chesapeake, has a genuine neighborhood feel: local restaurants within walking distance, parks you'll actually use, and streets quiet enough that kids still ride bikes. Families comparing homes for sale in Chesapeake often land here once they realize how much ground the city covers and how different the southern end feels from the waterfront north. Chesapeake sits in its own independent city jurisdiction, meaning no county layer of government — just a single city managing schools, services, and planning. Norfolk Naval Shipyard is 17 minutes north, and the USCG Finance Center is six minutes away, making 229 Old Drive a practical anchor point for dual-military households or anyone with ties to both installations.

What's nearby

Day-to-day errands are genuinely easy from Old Drive. Kroger, the Kroger Bakery, and a Walmart Neighborhood Market are all within 0.8 miles, so a grocery run rarely takes more than ten minutes. When you want to eat out, Peking and Great Pizza Co. are both 0.4 miles away, and Mister Jim's is just down the road at 0.6 miles. Coffee options include Kitty Kingdom Cat Café at 0.3 miles — a local favorite — plus Savor and Amazing Glazed both at 0.6 miles. Fitness is well covered too: RISE Personal Training and Burn Boot Camp are each 0.3 miles out, with Evolve Fitness Lab a short drive beyond. Judge Eileen Olds Courtyard Park, Bells Mill Park, and Wildcat Park are all within 0.8 miles for outdoor time.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is six minutes from the front door, and Norfolk Naval Shipyard is a straightforward 17-minute drive north — a combination that works well for dual-military households or anyone juggling two installation schedules. A VA loan can stretch further in Chesapeake than in many Hampton Roads zip codes, and a 2020 build means fewer surprise maintenance costs during a tour of duty.

For families upgrading

If you're weighing homes for sale zoned for Great Bridge High School and homes for sale zoned for Great Bridge Primary School, 229 Old Drive puts you squarely in that zone with four bedrooms, three full baths, and a 2020 build that won't demand immediate updates. The parks, grocery stores, and fitness studios within a mile make the daily logistics of family life noticeably lighter.

More buyer questions

How far is 229 Old Drive from the 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 north of 229 Old Drive via the main corridors connecting Chesapeake to Portsmouth.

What is the flood zone status for 229 Old Drive?

Flood zone designation for this address is detailed in the FloodRisk tile on this page — check that section for the current FEMA map classification and any relevant insurance context.

Is there an HOA at 229 Old Drive?

HOA status for this property is confirmed in the listing details — check the property data section of this page for the current association information.

Where are the nearest grocery stores to 229 Old Drive?

Kroger, the Kroger Bakery, and a Walmart Neighborhood Market are all within 0.8 miles of 229 Old Drive, making routine grocery runs quick and convenient.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out to get a straight answer on 229 Old Drive and what it takes to make it yours.

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

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

Chesapeake$510K – $690K4+ beds

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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

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone B

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

Explore this neighborhood

Cedar Lakes

Cedar Lakes is a residential community in the Great Bridge area of Chesapeake, located off Cedar Road near its intersection with Battlefield Boulevard.

$304K

Median sale · 12 mo

$201

Sold $/sq ft

20d

Days on market

2

For sale now

$150K

HH income

98%

Owner-occupied

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

Explore Cedar Lakes
Map of Cedar Lakes 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

$3,685/mo

Principal & interest

$3,113

Property tax

$396

Home insurance

$175

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

127% of $471,000

City assessment record · taxes $4,757/yr

Land share of assessed value

40% — $190,000

Improvements $281,000 · assessor record ✓

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

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

Sale & Tax History

List Price

$600,000

Price / Sq Ft

$273

Annual Taxes

$4,757

Monthly Tax

$396

HOA

None

Tax Rate (effective)

0.79%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 7, 2026$600,000
Price reducedAug 16, 2026$600,000−$25,000
Currently listed$600,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

27% above assessment

Total Assessed

$471,000

Land

$190,000

Improvement

$281,000

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.

Questions buyers ask

Is 229 Old Dr in a good school zone?+
The assigned zones on the listing record are Great Bridge Primary, Great Bridge Middle (VaHome School Score 9/10), Great Bridge (VaHome School Score 7.6/10). 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

Brokered by 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.