8 days on market
$237,000
21 Aylwin Rd
Portsmouth, Virginia 23702
MLS# 10638426 · CRADOCK · Portsmouth VA
Updated Jun 20, 2026 · Source: REIN MLS
Est. payment
$2,805/mo
Edit below
Price / sq ft
$205
1,154 sq ft
Days on market
8
New listing
HOA
None
Year built
1918
108 yrs old
Beds
2
Full Baths
1
Half Baths
0
Sq Ft
1,154
Garage
No
Schools
- ElementaryCradock Elementary School3/10
- MiddleCradock Middle School3/10
- 2/10
Info provided by GreatSchools
About this home
This newly renovated home has been refreshed from top to bottom and is ready for its new owners! Recent upgrades include brand-new LVP flooring throughout the downstairs, new carpet upstairs, a beautifully updated bathroom, and a fully renovated kitchen featuring new cabinets, countertops, tile backsplash, and stainless steel appliances. Major system updates provide peace of mind with a new roof, updated electrical t…
Listed by Kalynn Wachs · Real Broker LLC
VaHome Team property overview
A century-old two-bedroom home on Aylwin Road in Portsmouth, Virginia — just four minutes from Norfolk Naval Shipyard. At 1,154 square feet, it carries the solid bones and character details that newer construction simply can't replicate, all within one of Hampton Roads' most convenient locations.
Read full property overview ↓Show less ↑
Why this home stands out
Homes built in 1918 have a presence that's hard to put into words — thick walls, real wood trim, and proportions that feel intentional rather than squeezed. 21 Aylwin Road brings that era's craftsmanship to a location that's genuinely hard to beat: four minutes to Norfolk Naval Shipyard, five minutes to USCG Base Portsmouth, and deep inside a Portsmouth neighborhood where streets are walkable and neighbors tend to stay. That combination of age, character, and access is rare.
CRADOCK and the Portsmouth real estate market
Aylwin Road sits in a residential pocket of southern Portsmouth, Virginia — a city with more than 400 years of maritime history and a personality shaped by the working waterfront just blocks away. The streets here are lined with early-twentieth-century homes, many still owner-occupied by longtime residents who value the quiet, the proximity to downtown Portsmouth, and the easy access to the broader Hampton Roads region. Portsmouth itself spans the western shore of the Elizabeth River, directly across from Norfolk, and it punches well above its size in terms of character. The Olde Towne Historic District, the waterfront boardwalk, and a genuinely walkable downtown core all contribute to a city that rewards people who take the time to explore it. For anyone working at or near the shipyard, this part of Portsmouth is as close as it gets — without sacrificing the feel of a real neighborhood.
What's nearby
Daily life is easy from Aylwin Road. Groceries, pharmacies, and everyday errands are all within a short drive along the main corridors of southern Portsmouth. The Elizabeth River Trail connects pedestrians and cyclists to miles of waterfront paths. Downtown Portsmouth's restaurants and coffee shops are just a few minutes north. For larger shopping runs, Military Highway and the broader Chesapeake corridor are accessible in under fifteen minutes. Norfolk Naval Shipyard's main gate is roughly four minutes away, and USCG Base Portsmouth is five — making this one of the shortest commutes available in the region for personnel assigned to either installation.
For different buyers
For military families relocating
Four minutes to Norfolk Naval Shipyard and five to USCG Base Portsmouth — it's difficult to find a location that cuts the commute this short. For active-duty families using a VA loan, a 1918-built home with genuine character at this proximity to two major installations is a combination worth a serious look. Portsmouth's stable neighborhoods and central Hampton Roads position make it a practical long-term choice.
For buyers drawn to character
If you've grown tired of builder-grade everything, 21 Aylwin Road is a different conversation. Built in 1918, this home carries over a century of craftsmanship — the kind of detail that takes decades to develop and can't be reproduced on a production line. Two bedrooms, one bath, 1,154 square feet, and a story embedded in every corner. Portsmouth's older residential streets are full of homes like this, and they attract buyers who know the difference.
Frequently asked questions
How far is 21 Aylwin Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately four minutes by car from 21 Aylwin Road, making it one of the closest residential addresses to the shipyard's main gate in Portsmouth. For personnel assigned there, the commute is about as short as it gets.
How far is 21 Aylwin Road from USCG Base Portsmouth?
USCG Base Portsmouth is roughly five minutes from 21 Aylwin Road by car. Both major installations in the area are within a very short drive, which is unusual even for this part of Portsmouth.
What is the flood zone status for 21 Aylwin Road?
Flood zone information for 21 Aylwin Road is displayed in the FloodRisk tile on this page. Portsmouth has areas of varying flood risk, so reviewing that data alongside current FEMA maps is recommended before making any decisions.
Is there an HOA at 21 Aylwin Road in Portsmouth?
There is no HOA associated with 21 Aylwin Road. Owners here are not subject to association dues or deed restrictions tied to a homeowners organization.
What can I expect from a home built in 1918 in Portsmouth, Virginia?
Homes from this era in Portsmouth typically feature solid wood construction, higher ceilings than modern builds, and architectural details — like original trim work and period-appropriate proportions — that give them a distinct character. They may also require updates to systems like electrical, plumbing, or HVAC, so a thorough inspection is always a smart step.
Want to know more about 21 Aylwin Road or explore comparable homes in Portsmouth? Tom and Dariya Milan at LPT Realty are happy to walk you through everything — reach out anytime.
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
2
Full Baths
1
Half Baths
0
Approx Sq Ft
1,154
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$237,000
Price / Sq Ft
$205
Annual Taxes
$18,073
Monthly Tax
$1,506
HOA
None
Tax Rate (effective)
7.63%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 12, 2026 | $237,000 | — |
| Currently listed | — | $237,000 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched Jun 20, 2026.
Total Assessed
$145,750
Land
$61,150
Improvement
$84,600
Parcel ID: 04180120
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
$2,805/moPrincipal & interest
$1,230
Property tax
$1,506
Home insurance
$69
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# 10638426
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$237,000
21 Aylwin RD, PORTSMOUTH VA 23702
Portsmouth, Virginia 23702
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