✓ Source: REIN MLS #10655362 · record updated Oct 4, 2026 · synced every 2 min · your inquiry is never resold

Exterior · 1 / 33

3D aerial flyover

$410,000est. $2,530/mo all-in · adjust →

3beds

1.1baths

1,629sqft

$252per sqft

8days on market

245 Old Dr, Chesapeake, VA 23322

ActiveResidential · built 1958 · 0.39 acres · WILSON HEIGHTS · MLS #10655362

Price per sqft$252compare with nearby sales Schools

Great BridgeHigh7.4

Great BridgeMiddle9

Greenbrier PrimaryElementary5.5

VaHome School Score Est. payment$2,530/moall-in · 20% down · 6.75% · adjust Price since listing…checking price history Flood

Low / moderate riskZone X

flood insurance not required Taxes$3,400/yrasking is 105% of assessment HOANoneno HOA fee on the MLS record Condo feeNAnot a condo

OverviewAbout 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

Facts & features

TypeResidential

Year built1958

Price / sqft$252

HOANone

Taxes$3,400/yr

CountyChesapeake 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 · city assessor

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. Nearby, look at Great Bridge 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.

Schools · VaHome School ScoreAssigned schools

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

HighGreat Bridge High School

7.4/10

MiddleGreat Bridge Middle School

9/10

ElementaryGreenbrier Primary SchoolPK–2 · SOL testing starts in grade 3 · tests at Greenbrier Intermediate

5.5/10

via Intermediate

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.

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Chesapeake$345K – $475K3+ beds

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Military Commute

Drive times to nearest bases

USCG Finance Ctr

Coast Guard

9min·4.9mi

NNSY

Navy

25min·13mi

USCG Portsmouth

Coast Guard

17min·11.5mi

NW Annex

Navy

20min·12.5mi

NMCP

Navy

21min·13.3mi

Typical drive times from Google Maps, without live traffic. Rush hour and tunnel backups can add time.

Flood & environmentFlood risk (FEMA)

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’t define a BFE here.

Property elevation

14 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’s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service — 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 B

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

Explore this neighborhoodGreat Bridge

Great Bridge is a historic Chesapeake neighborhood. It is known for its strong schools, a tight-knit feel, and a settled look. It's a great fit if you want a Chesapeake area with great schools and a steady, deep-rooted feel.

$490KMedian sale · 12 mo

$242Sold $/sq ft

13dDays on market

17For sale now

$135KHH income

85.8%Owner-occupied

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

Explore Great Bridge →

Neighborhood

Chesapeake homes for sale →

CostPayment calculator

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

Down payment20% · $82,000

Interest rate6.75%

Loan term30 years

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 & historyComparables

Asking vs. assessment105% of $389,600City assessment record · taxes $3,400/yr

Land share of assessed value49% · $190,000Improvements $199,600 · assessor record ✓

Price context: similar nearby homes$445,000 – $587,405The 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.

925 Johnstown RD · 1.3 mi · 1,612 sqft$445,000 sold 2026-08

312 Gallenway TER · 1.5 mi · 1,800 sqft$470,000 sold 2026-06

713 Waterford CT · 1.9 mi · 1,700 sqft$500,000 sold 2026-03

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)

Event	Date	Price	Detail
Listed	Sep 26, 2026	$410,000	—
Currently listed	—	$410,000	—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

5% above assessment

Total Assessed

$389,600

Land

$190,000

Improvement

$199,600

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.

8 days on market: read it in context

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

CompareThis home next to what else is for sale nearby

Home	Price	Beds	Baths	Sqft	$ / sqft
245 Old Drthis home	$410,000	3	1.1	1,629	$252
Loading nearby homes for sale…

Active comparables from the REIN MLS, the same homes shown under Comparable Properties. Context for judging the asking price, not an appraisal.

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 7.4/10). 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.

Tom & Dariya Milan | LPT Realty

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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.

✆

245 Old Dr, Chesapeake, VA 23322

OverviewAbout this home

Facts & features

Our read on this home

Why this home stands out

WILSON HEIGHTS and the Chesapeake real estate market

What's nearby

For different buyers

Base commute and VA loan notes

For first-time buyers

More buyer questions

Schools · VaHome School ScoreAssigned schools

How Far Is?

Also nearby

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

Military Commute

Flood & environmentFlood risk (FEMA)

🌊 Flood Risk (FEMA)

Hurricane Evacuation Zone

Explore this neighborhoodGreat Bridge

CostPayment calculator

Estimate your monthly payment

Value & historyComparables

Sale & Tax History

Sale Timeline (this listing)

Public-Records Assessment

Comparable Properties

8 days on market: read it in context

CompareThis home next to what else is for sale nearby

Questions buyers ask

See it in person with Tom & Dariya

Flood Risk (FEMA)