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Chesapeake › WILSON HEIGHTS › 245 Old Dr✓ Source: REIN MLS #10655362 · record updated Sep 25, 2026 · synced every 2 min · your inquiry is never resold
245 Old DR, CHESAPEAKE VA 23322 - Main photo
245 Old DR, CHESAPEAKE VA 23322 - Photo 2
245 Old DR, CHESAPEAKE VA 23322 - Photo 3
245 Old DR, CHESAPEAKE VA 23322 - Photo 4
245 Old DR, CHESAPEAKE VA 23322 - Photo 5
3beds
1.1baths
1,629sqft
0days on market

245 Old Dr, Chesapeake, VA 23322

New ListingResidential · built 1958 · WILSON HEIGHTS

Facts & features

Type

Residential

Year built

1958

Price / sqft

$252

HOA

None

Taxes

$3,400/yr

County

Chesapeake VA

MLS #

10655362

Interior

Bedrooms
3
Full baths
1
Half baths
1
Approx. sqft
1,629
Stories
1
Flooring
Ceramic, Laminate/LVP, Wood
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Office/Study, Pantry, Porch, Screened Porch, Spare Room, Utility Room, Workshop
Appliances
Dryer Hookup, None, Washer Hookup
Equipment
Ceiling Fan

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced,Privacy

Utilities & systems

Heating
Basebd, Oil
Cooling
Central Air, Heat Pump W/A
Water heater
Oil
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.3900
Subdivision
WILSON HEIGHTS
Zoning
R15S
Ownership
Fee Simple
Garage
No
Parking
Driveway Spc
Possession
STLMNT
Miscellaneous
Fuel In Tank Conveys
Disclosures
Disclosure Statement

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

About this home

THE OPPORTUNITY YOU'VE BEEN WAITING FOR! If you've been searching for a well-maintained home with space, character and room to make it your own, this is definitely the one. Situated on an oversized corner lot, this 3 bd, 1.5 bth home offers approx 1629 sqft, beautiful hardwood floors, generous living spaces and a layout with plenty of possibilities. Large room off of living room with a closet that can easily be a 4th bedroom, home office, gym, in-law suite with it's own separate side entrance. Large screened in patio leads to a HUGE backyard that can be transformed into an oasis offering room to entertain, garden or just relax. Workshop-like attached shed and a detached shed. It's move in ready and can be customized over time. No trendy renovations. No inflated renovation price tag. Just a solid home in a great location with great bones and the opportunity to add your own style. Located within blocks to shopping centers, dining, hospitals and interstates. Come see today!

Listing courtesy of Lisa Pleas · Wholesale Realty Group LLC · REIN MLS #10655362

Tom & Dariya's overview

Our read on this home

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

At a glance

245 Old Drive is a three-bedroom, 1958-built home in Chesapeake, Virginia 23322. It sits on a quiet street with groceries, parks, and restaurants all under a mile away. At 1,629 square feet, there's real room to spread out. Chesapeake homes for sale at this price point and location are worth a close look.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23322, homes for sale zoned for Great Bridge High School, and homes for sale zoned for Greenbrier Primary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Cedar Lakes 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

What sets 245 Old Drive apart is its combination of everyday convenience and genuine neighborhood calm. Three grocery options sit within 0.8 miles. Multiple parks, gyms, and dining spots are all within walking distance or a very short drive. The home was built in 1958 and carries the solid construction of that era. Few addresses in the 23322 zip code put this much daily life within such easy reach.

WILSON HEIGHTS and the Chesapeake real estate market

Old Drive sits in a well-established part of Chesapeake where mid-century homes line quiet, tree-shaded streets. The housing stock here tends toward single-family ranches and modest two-stories, many of them owner-occupied for decades. Neighbors know each other. The pace is unhurried, and the streets are walkable. This part of Chesapeake falls within the Great Bridge corridor, one of the city's most consistently sought-after areas. Anyone comparing homes for sale in Chesapeake will notice that Great Bridge draws buyers for its green space, its parks, and its proximity to everyday services without the congestion of the city's northern edge. Chesapeake itself is Virginia's second-largest city by land area. It offers a rare mix of suburban comfort and natural landscape, with the Great Dismal Swamp, the Intracoastal Waterway, and dozens of parks all within its borders. Getting around is straightforward. Interstate 64 and the Chesapeake Expressway both connect quickly to Norfolk, Virginia Beach, and the broader Hampton Roads region.

What's nearby

Daily errands are easy from 245 Old Drive. Kroger and Walmart Neighborhood Market are both 0.8 miles away, so grocery runs stay quick. For a sit-down meal, Peking and Great Pizza Co. are just 0.4 miles out, and Mister Jim's is 0.6 miles away. Kitty Kingdom Cat Café is a three-minute walk at 0.3 miles, with Savor and Amazing Glazed both 0.6 miles away for your morning coffee. RISE Personal Training and Burn Boot Camp are 0.3 miles from the front door. Judge Eileen Olds Courtyard Park is half a mile away, and Bells Mill Park and Wildcat Park are both under a mile.

For different buyers

Base commute and VA loan notes

The USCG Finance Center Chesapeake is about six minutes away by car. Norfolk Naval Shipyard is roughly 17 minutes out. VA loan financing is common among buyers in this zip code, and the home's age and size make it a straightforward property to finance. A quick commute and solid square footage make 245 Old Drive worth adding to your tour list.

For first-time buyers

At 1,629 square feet with three bedrooms and a half bath on top of the full bath, 245 Old Drive offers more space than many first-time buyers expect at this size. The 1958 construction means a solid foundation and a layout that uses every square foot. Grocery stores, parks, and gyms are all under a mile away. Buyers comparing homes for sale in 23322 will find this address checks a lot of boxes.

More buyer questions

How far is 245 Old Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 17 minutes from 245 Old Drive by car. The route connects easily via the Chesapeake Expressway or surface roads through Great Bridge.

What school zone does 245 Old Drive fall in?

Anyone comparing homes for sale zoned for Great Bridge High School or homes for sale zoned for Greenbrier Primary School should verify current zoning directly with Chesapeake Public Schools, as boundaries can change.

Is 245 Old Drive in a flood zone?

Flood zone status for 245 Old Drive is shown in the FloodRisk tile on this page. Always review the current FEMA map and consult your lender or insurance agent before closing.

What parks are near 245 Old Drive?

Judge Eileen Olds Courtyard Park is 0.5 miles away, Bells Mill Park is 0.7 miles, and Wildcat Park is 0.8 miles. All three are reachable on foot or by a very short drive.

Does 245 Old Drive have a garage?

Garage details for 245 Old Drive are listed in the property specs above. Contact Tom or Dariya Milan for a full walkthrough of the home's features.

Want to see 245 Old Drive in person? Tom and Dariya Milan know this part of Chesapeake well. Reach out to schedule a tour and get your questions answered.

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

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

Chesapeake$345K – $475K3+ 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

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 neighborhood in the Great Bridge area of Chesapeake. It is located off Cedar Road, near where it meets Battlefield Boulevard.

$305K

Median sale · 12 mo

$208

Sold $/sq ft

21d

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 homes 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

$2,530/mo

Principal & interest

$2,127

Property tax

$283

Home insurance

$120

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

Price context — similar nearby homes

$299,900 – $452,555

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.

626 South Lake CIR · 0.6 mi · 1,472 sqft$315,000 sold 2026-09
517 Long PT · 0.7 mi · 1,798 sqft$332,500 sold 2026-05
925 Johnstown RD · 1.3 mi · 1,612 sqft$445,000 sold 2026-08

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

Sale & Tax History

List Price

$410,000

Price / Sq Ft

$252

Annual Taxes

$3,400

Monthly Tax

$283

HOA

None

Tax Rate (effective)

0.83%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 26, 2026$410,000—
Currently listed—$410,000—

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

Is 245 Old Dr in a good school zone?+
The assigned zones on the listing record are Greenbrier 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 245 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 245 Old Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 245 Old Dr built?+
It was built in 1958, 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 Lisa Pleas · Wholesale Realty Group LLC · REIN MLS #10655362

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.

245 Old Dr, Chesapeake — photo

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

Call or text (757) 777-7577

245 Old Dr, Chesapeake, Virginia 23322 · MLS #10655362 · 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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