Home/Virginia/Portsmouth/PINEHURST/4608 Winston RD, PORTSMOUTH VA 23703
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Coming Soon
Active
Under Contract
Sold
Off Market

3 days on market

$325,000

4608 Winston Rd

Portsmouth, Virginia 23703

MLS# 10641306 · PINEHURST · Portsmouth VA

Updated 5 hours ago · Source: REIN MLS

Est. payment

$2,053/mo

Edit below

Price / sq ft

$271

1,200 sq ft

Days on market

3

New listing

HOA

None

Year built

1950

76 yrs old

Beds

2

Full Baths

1

Half Baths

1

Sq Ft

1,200

Garage

Yes

Residential1 StorySingle FamilyWaterfront — Marsh, River

Schools

Info provided by GreatSchools

About this home

Beautifully remodeled ranch situated on more than 3/4 of an acre along a peaceful finger of the Elizabeth River. Enjoy serene water views, exceptional privacy, and ability to kayak or paddleboard from your backyard. Extensive updates include a new roof, 5" gutters w/gutter guards, windows, HVAC, remodeled kitchen and full bath, addition of a half bath, renovated front screened porch, and updated sunroom with a mini-s…

Listed by Beth McCombs · Real Broker LLC

VaHome Team property overview

At a glance

A compact 1950s two-bedroom home on Winston Road in Portsmouth, Virginia — just seven minutes from Naval Medical Center Portsmouth and nine from NSA Northwest Annex. At 1,200 square feet, it's a manageable footprint with a half-bath bonus and decades of solid mid-century bones.

Read full property overview ↓

Why this home stands out

Homes from the 1950s carry a construction quality that newer builds often can't replicate — thicker walls, hardwood subfloors, and lot sizes that feel generous by today's standards. At 1,200 square feet, 4608 Winston Road is sized right for low-maintenance living without sacrificing usable space. The half-bath adds everyday practicality that a straight one-bath layout simply doesn't offer, and the location puts two military installations within a ten-minute drive.

PINEHURST and the Portsmouth real estate market

Winston Road sits in a quiet residential pocket of Portsmouth, Virginia — a city with genuine character, a working waterfront, and a military presence that has shaped its identity for generations. The streets in this part of Portsmouth tend to be lined with mid-century ranches and cottages, the kind of neighborhood where neighbors know each other and front yards get tended. Portsmouth often flies under the radar compared to Virginia Beach or Norfolk, but that's part of the appeal — you get real community feel, shorter commutes, and a city that's been quietly investing in its downtown and waterfront corridors. The broader Hampton Roads region surrounds you, meaning the Chesapeake Bay, the Elizabeth River, and easy interstate access to the rest of coastal Virginia are all part of your everyday geography. For anyone looking at Portsmouth real estate, this corridor offers a grounded, established alternative to newer suburban developments.

What's nearby

Daily errands are straightforward from Winston Road. Grocery options, pharmacies, and gas stations are all within a short drive, and the broader Portsmouth commercial corridor keeps most routine stops close. Churchland and the surrounding areas add retail depth nearby. For green space, the city maintains several parks within a reasonable distance, and the Portsmouth waterfront offers a scenic change of pace on weekends. Getting around Hampton Roads is easy — Interstate 664 and Route 17 are both accessible, connecting you to Norfolk, Chesapeake, and Suffolk without a complicated commute.

For different buyers

For military families relocating

Naval Medical Center Portsmouth is seven minutes away, and NSA Northwest Annex is nine — making 4608 Winston Road one of the more commute-friendly addresses in the area for service members assigned to either installation. A VA loan can make ownership here straightforward, and the established neighborhood means you're not trading convenience for community. It's a practical, well-located home for a military household.

For first-time buyers

If you're stepping into homeownership for the first time, a 1,200-square-foot home is a smart place to start — enough room to live comfortably, manageable enough to maintain without feeling overwhelmed. The 1950s construction on Winston Road means you're buying into a proven structure in an established neighborhood, not a brand-new development still finding its footing. Portsmouth is an accessible entry point into the Hampton Roads market.

Frequently asked questions

How far is 4608 Winston Road from Naval Medical Center Portsmouth?

Naval Medical Center Portsmouth is approximately seven minutes away by car, making this one of the closer residential addresses to the base in the city. The route is straightforward with no major highway navigation required.

How far is 4608 Winston Road from NSA Northwest Annex?

NSA Northwest Annex is about nine minutes from Winston Road under normal traffic conditions. Both installations are easily reachable without crossing major bridge-tunnel infrastructure.

What is the square footage and layout of 4608 Winston Road?

The home offers 1,200 square feet of living space with two bedrooms and one full bath plus a half-bath. It was built in 1950 as a single-family residential property.

Is 4608 Winston Road in a flood zone?

Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and discussing it with your agent.

Can a VA loan be used to purchase 4608 Winston Road?

Yes — as a single-family residential property in Virginia, this home is generally eligible for VA loan financing, subject to standard VA appraisal and condition requirements. Your lender can confirm eligibility based on your specific entitlement.

Want to walk through 4608 Winston Road or get a feel for this part of Portsmouth? Tom and Dariya Milan at LPT Realty know this market well — reach out and let's talk.

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

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Flood Risk

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Property Details

Bedrooms

2

Full Baths

1

Half Baths

1

Approx Sq Ft

1,200

Stories

1

Fireplaces

0

Flooring

Ceramic, Wood

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

220 V Elec, Dishwasher, Disposal, Dryer, Gas Range, Refrigerator, Washer

Sale & Tax History

List Price

$325,000

Price / Sq Ft

$271

Annual Taxes

$3,264

Monthly Tax

$272

HOA

None

Tax Rate (effective)

1.00%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 25, 2026$325,000
Currently listed$325,000

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:

Portsmouth 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 Portsmouth

Homes for sale in Portsmouth, VA combine historic charm with the most affordable entry prices in Hampton Roads. Olde Towne Portsmouth (23704) features cobblestone streets and Federalist-era row houses overlooking the Elizabeth River, with active listings typically ranging $250K-$500K. Western Portsmouth's Churchland neighborhood (23703) offers larger suburban homes, top schools, and direct commutes to Norfolk Naval Shipyard. Park View (23707) and Cradock (23702) provide some of the most affordable single-family inventory in the region, often under $200K. Portsmouth's biggest employers are Norfolk Naval Shipyard (one of the largest ship-repair facilities in the country) and Naval Medical Center Portsmouth — Hampton Roads' largest military hospital. Active-duty military and shipyard families make up a significant share of buyers, and VA loan financing is common. Portsmouth Public Schools includes Churchland High, Manor High, and I.C. Norcom High; Churchland is consistently among the city's top-performing high schools. Buyers looking for waterfront views without Virginia Beach prices often find Portsmouth's Olde Towne and Hodges Ferry areas particularly attractive. Browse every active Portsmouth listing below, refreshed every 5 minutes from the REIN MLS.

See more Portsmouth 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

$2,053/mo

Principal & interest

$1,686

Property tax

$272

Home insurance

$95

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 Real Broker LLC · MLS# 10641306

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

UNDER CONTRACT

$325,000

4608 Winston RD, PORTSMOUTH VA 23703

Portsmouth, Virginia 23703

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Quick Facts

TypeResidential
Year Built1950
Lot Size0.8000
Taxes$3,264/yr
HOANone
Heating
Cooling

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