Home/Virginia/Chesapeake/PLEASANT RIDGE/1024 Pleasant Ridge DR, CHESAPEAKE VA 23322
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Coming Soon
Active
Under Contract
Sold

8 days on market

$898,000

1024 Pleasant Ridge Dr

Chesapeake, Virginia 23322

MLS# 10632234 · PLEASANT RIDGE · Chesapeake VA

Updated May 5, 2026 · Source: REIN MLS

Est. payment

$5,571/mo

Edit below

Price / sq ft

$252

3,568 sq ft

Days on market

8

New listing

HOA

None

Year built

1993

33 yrs old

Beds

4

Full Baths

2

Half Baths

1

Sq Ft

3,568

Garage

Yes

Residential2 StorySingle FamilyWaterfront — Not Waterfront

Schools

Info provided by GreatSchools

About this home

Spectacular one-of-a-kind custom-built home on 3 wooded acres in Hickory. With 4BR, 2.5BA, and almost 3,600 SF, this exceptional property offers an abundance of amenities and blends modern construction with the charm of reclaimed and antique architectural details. The kitchen showcases marble counters, custom cabinetry, stainless appliances, reclaimed built-ins, and heated tile floors. The first-floor primary suite i…

Listed by Jacey Anderson · RE/MAX Alliance

VaHome Team property overview

At a glance

Meet 1024 Pleasant Ridge DR — a four-bedroom, 2.1-bath home on a generous three-acre lot in Chesapeake, Virginia. Built in 1993, this 3,568-square-foot single-family property gives you serious breathing room, a quiet neighborhood setting, and easy access to two major military installations.

Read full property overview ↓

Why this home stands out

Three acres inside city limits is genuinely rare, and that's what sets 1024 Pleasant Ridge DR apart from almost everything else in this price range. You get the square footage of a large suburban home — 3,568 finished feet across four bedrooms — combined with the kind of outdoor space that usually requires a long country commute. It's a combination that's hard to replicate anywhere in Hampton Roads.

PLEASANT RIDGE and the Chesapeake real estate market

Pleasant Ridge is one of Chesapeake's quieter residential pockets, characterized by larger lots, mature trees, and a pace that feels distinctly unhurried. Streets here tend to attract buyers who want elbow room without sacrificing city conveniences — and this corner of Chesapeake delivers both. The city itself is the largest by land area in Virginia, and its southern reaches blend suburban infrastructure with genuine open space. Driving the lake drummond causeway chesapeake va corridor gives you a real sense of how much green and water landscape this city holds. Chesapeake sits entirely within its own independent city jurisdiction — it is not part of any surrounding county — which means city services, city courts, and city schools all roll up to one local government. Pleasant Ridge benefits from that consolidated structure while staying well removed from the congestion of the more densely developed northern corridors.

What's nearby

Daily life is well-supported from this address. Grocery runs to Harris Teeter or Food Lion on Battlefield Boulevard take roughly ten minutes. Greenbrier Mall and its surrounding retail corridor — Target, Best Buy, a full range of dining — sit about fifteen minutes north. For outdoor time, Northwest River Park is a short drive south and offers hiking, kayaking, and camping on over 763 acres. Pharmacy and urgent care options cluster along Battlefield Boulevard as well. Commuters heading toward Virginia Beach or Norfolk will find the Chesapeake Expressway and Interstate 64 both accessible without fighting through dense surface traffic.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is an 18-minute drive, and Norfolk Naval Shipyard is roughly 28 minutes out — both very manageable for daily commutes. A VA loan can make a property like this, on three acres with over 3,500 square feet, far more accessible than many buyers expect. BAH rates for the Hampton Roads area are among the strongest in the country, and this address sits squarely within that zone.

For families upgrading

If you've outgrown your current home, 1024 Pleasant Ridge DR answers almost every complaint about tight suburban living. Four bedrooms and 3,568 square feet handle a growing household comfortably, and three acres means the kids have real outdoor space — not just a postage-stamp backyard. Pleasant Ridge's low-density character keeps the neighborhood calm while still putting you close to everything Chesapeake offers.

Frequently asked questions

How far is 1024 Pleasant Ridge DR from USCG Finance Center Chesapeake?

The drive runs approximately 18 minutes under normal traffic conditions. The route stays on local roads without requiring highway merges, which keeps the commute predictable.

How far is 1024 Pleasant Ridge DR from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 28 minutes away, typically via the Chesapeake Expressway or Interstate 464. Morning traffic can add a few minutes, but the commute is considered very manageable for Hampton Roads.

What county is Chesapeake, VA in?

Chesapeake is an independent city in Virginia, meaning it is not part of any county — it operates as its own city-county jurisdiction. Property taxes, public services, and local governance all fall under the City of Chesapeake.

Is 1024 Pleasant Ridge DR in a flood zone?

Flood zone status for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data. It's worth reviewing before making any decisions, especially given the lot's proximity to natural features in southern Chesapeake.

Does Pleasant Ridge have an HOA?

HOA status for this specific property should be confirmed through current disclosure documents, as community governance structures can change over time. Your agent can pull the most current HOA information during the due-diligence process.

Want to walk the three acres and see the full layout in person? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's set up a time.

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

Location & Neighborhood

Location & Street View

1024 Pleasant Ridge DR, Chesapeake

Map and Street View imagery © Google. Imagery may not be current.

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

Flood Risk

Looking up FEMA flood zone…

Property Details

Bedrooms

4

Full Baths

2

Half Baths

1

Approx Sq Ft

3,568

Stories

2

Fireplaces

0

Flooring

Carpet, Ceramic, Laminate/LVP, Wood

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Dryer, Elec Range, Refrigerator, Washer

Sale & Tax History

List Price

$898,000

Price / Sq Ft

$252

Annual Taxes

$7,800

Monthly Tax

$650

HOA

None

Tax Rate (effective)

0.87%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 2, 2026$898,000
Currently listed$898,000

Public-Records Assessment

Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.

32% above assessment

Total Assessed

$678,600

Land

$235,000

Improvement

$443,600

Parcel ID: 0962001000330 · View on city GIS portal

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

$5,571/mo

Principal & interest

$4,660

Property tax

$650

Home insurance

$262

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 RE/MAX Alliance · MLS# 10632234

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

OFF MARKET

$898,000

1024 Pleasant Ridge DR, CHESAPEAKE VA 23322

Chesapeake, Virginia 23322

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Quick Facts

TypeResidential
Year Built1993
Lot Size3.0000
Taxes$7,800/yr
HOANone
Heating
Cooling

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