65 days on market
$239,900
20 Greenbrier Rd
Portsmouth, Virginia 23707
MLS# 10628920 · LYNN SHORES · Portsmouth VA
Updated Jun 11, 2026 · Source: REIN MLS
Est. payment
$1,573/mo
Edit below
Price / sq ft
$218
1,100 sq ft
Days on market
65
HOA
None
Year built
1940
86 yrs old
Beds
4
Full Baths
1
Half Baths
0
Sq Ft
1,100
Garage
Yes
Schools
- ElementaryJohn Tyler Elementary School2/10
- MiddleChurchland Middle School5/10
- 5/10
Info provided by GreatSchools
About this home
Welcome to this charming brick cape cod style home; perfectly nestled in the sought after Lynn Shores neighborhood. This 4-bedroom home offers a versatile, comfortable layout w/bedrooms up & downstairs. Enjoy a fully fenced, oversized backyard; Offering the perfect private space. "as is" Seller to only make repairs required by lender.
Listed by Traci Cistola · CENTURY 21 Nachman Realty
VaHome Team property overview
A compact 1940s four-bedroom home on Greenbrier Road in Portsmouth, Virginia — just five minutes from Naval Medical Center Portsmouth and six minutes from USCG Base Portsmouth, with everyday essentials, parks, and local restaurants all within walking distance.
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Why this home stands out
Four bedrooms in 1,100 square feet is a rare find for a home built in 1940 — this layout punches well above its size class. The bones are classic mid-century, the location is practically unbeatable for anyone tied to the Portsmouth waterfront bases, and the walkable block gives you grocery stores, a gym, and a pasta bar before you even need your car.
LYNN SHORES and the Portsmouth real estate market
Greenbrier Road sits in a quiet residential pocket of Portsmouth, Virginia — one of Hampton Roads' oldest and most historically layered cities. The surrounding streets carry that unhurried, established feel you get from neighborhoods where people actually know their neighbors. Mature trees line the blocks, lots are generously sized for the era, and the overall character leans toward working-class pride: well-kept yards, front porches, and a real sense of community that newer subdivisions rarely replicate. Portsmouth itself is a city of genuine character — home to the Olde Towne Historic District, a working waterfront, and easy access to the rest of Hampton Roads via the Downtown Tunnel and High Street. For anyone considering a VA loan, Portsmouth's price points and proximity to multiple installations make it one of the more strategically positioned cities in the region. The city is served by Portsmouth's own municipal services and sits in independent-city jurisdiction, separate from surrounding counties.
What's nearby
Daily life is genuinely easy from Greenbrier Road. Detroit Park is just 0.3 miles away — a quick walk for morning routines or afternoon downtime. DCo gym is also 0.3 miles out if you prefer your workouts close to home. Mockingbird Pasta Bar is 0.4 miles away for a proper sit-down dinner, and Dria's Kitchen 'Box Fired' Pizzeria & Catering is 0.6 miles out when pizza night calls. For groceries, you have two options within half a mile: Noura Inc Mt. Vernon Supermarket and Port Norfolk Supermarket. ZandyLu coffee shop is 0.6 miles away for your morning ritual. Franklin Circle Park and Bruce Johnson Memorial Park both sit 0.6 miles out, giving you multiple green-space options within easy reach.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is five minutes away, and USCG Base Portsmouth is six — that kind of commute is hard to beat anywhere in Hampton Roads. Four bedrooms give a growing military family real breathing room, and the walkable neighborhood means a spouse or family member without a car isn't stranded. A VA loan can make a home like this especially accessible for eligible service members.
For first-time buyers
If you're stepping into homeownership for the first time, four bedrooms in an established Portsmouth neighborhood is a strong starting point. The 1940 construction means solid bones and a lot that reflects the generous sizing of that era. Everyday needs — groceries, a gym, parks, coffee — are all within a short walk, which keeps your daily budget and your commute manageable from day one.
Frequently asked questions
How far is 20 Greenbrier RD from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately five minutes away by car, making this one of the closest residential streets to the base in the area. The short commute is a consistent draw for medical staff and active-duty personnel assigned there.
How far is 20 Greenbrier RD from USCG Base Portsmouth?
USCG Base Portsmouth is about six minutes away by car. The proximity to both Portsmouth installations from a single address is genuinely unusual and a major practical advantage.
What is the flood zone status for 20 Greenbrier RD?
Flood zone information for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. Portsmouth has areas of varying flood risk, so reviewing that tile before making decisions is always recommended.
What parks are near 20 Greenbrier RD in Portsmouth?
Detroit Park is the closest at 0.3 miles, followed by Franklin Circle Park and Bruce Johnson Memorial Park, both at 0.6 miles. All three are reachable on foot from Greenbrier Road.
Is there an HOA for 20 Greenbrier RD?
This property does not have a homeowners association, so there are no HOA restrictions or dues to factor into your planning.
Tom and Dariya Milan at LPT Realty know Portsmouth inside and out — reach out to get your questions answered and take the next step on Greenbrier Road.
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
Property Details
Bedrooms
4
Full Baths
1
Half Baths
0
Approx Sq Ft
1,100
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dryer, Dryer Hookup, Elec Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$239,900
Price / Sq Ft
$218
Annual Taxes
$3,097
Monthly Tax
$258
HOA
None
Tax Rate (effective)
1.29%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 7, 2026 | $239,900 | — |
| Currently listed | — | $239,900 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched Jun 11, 2026.
Total Assessed
$249,780
Land
$100,980
Improvement
$148,800
Parcel ID: 03770590
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:
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.
Military Commute
Drive times to nearest basesDrive 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
$1,573/moPrincipal & interest
$1,245
Property tax
$258
Home insurance
$70
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 CENTURY 21 Nachman Realty · MLS# 10628920
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$239,900
20 Greenbrier RD, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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