34 days on market
$398,500
421 Sycamore Rd
Portsmouth, Virginia 23707
MLS# 10618104 · GLENSHEALLAH · Portsmouth VA
Updated Mar 12, 2026 · Source: REIN MLS
Est. payment
$2,492/mo
Edit below
Price / sq ft
$210
1,901 sq ft
Days on market
34
HOA
None
Year built
1950
76 yrs old
Beds
3
Full Baths
1
Half Baths
1
Sq Ft
1,901
Garage
Yes
Schools
- ElementaryJohn Tyler Elementary School2/10
- MiddleChurchland Middle School5/10
- 5/10
Info provided by GreatSchools
About this home
Welcome to this spacious and beautifully updated 3-bedroom, 1.5-bath home located in the highly sought-after Churchland community. This move-in-ready property offers modern updates while preserving its classic charm. Step inside to discover refinished hardwood floors that flow throughout the home, creating a warm and inviting atmosphere. New HVAC. Renovated kitchen and baths. Kitchen boasts an open layout with a brea…
Listed by Marcella Montagna · CoastalVA Realty Inc.
VaHome Team property overview
Meet 421 Sycamore Road — a 1,901-square-foot, three-bedroom brick home on a quarter-acre lot in Portsmouth's established GLENSHEALLAH neighborhood, sitting just five minutes from Naval Medical Center Portsmouth and surrounded by everyday conveniences within easy walking distance.
Read full property overview ↓Show less ↑
Why this home stands out
Built in 1950, this home carries the kind of solid construction and generous lot size that newer subdivisions rarely offer at this square footage. At nearly a quarter acre, the yard gives you real outdoor space — room for a garden, a patio setup, or just a proper backyard. The 1,901-square-foot layout means three bedrooms and a full bath plus a half bath without feeling cramped, and the mature streetscape of GLENSHEALLAH adds a sense of permanence you notice the moment you turn onto the block.
GLENSHEALLAH and the Portsmouth real estate market
GLENSHEALLAH is one of Portsmouth's quieter residential pockets — a mid-century neighborhood where the lots run wide, the trees run tall, and the streets feel genuinely lived-in. Homes here were built with intention, and the neighborhood has aged gracefully because of it. You're in the western part of Portsmouth, a city with deep maritime roots and a walkable, small-city character that larger Hampton Roads markets can't quite replicate. If you've ever searched for a home in hawk virginia and wondered where character and convenience actually overlap, this corner of Portsmouth makes a strong case. The city itself sits at the heart of the Hampton Roads metro, bordered by the Elizabeth River and connected to Norfolk, Chesapeake, and Suffolk by a web of bridges and tunnels. Portsmouth's Olde Towne district — one of the largest collections of historic architecture on the East Coast — is just a few miles east, and the working waterfront gives the whole city an identity that feels earned rather than manufactured.
What's nearby
Day-to-day errands barely require a car from 421 Sycamore Road. Dollar General is a tenth of a mile away for quick runs, and A & A Seafood Market and Fast 5 Grocery & Deli are both within half a mile when you want something fresher. Hometown Diner and Corner Cafe sit just three-tenths of a mile down the road — Corner Cafe doubles as your morning coffee stop, with 7 Brew Coffee another option less than a mile out. Greater Grinders Submarines handles the casual lunch. For fitness, DCo, Zenya Yoga Studio, and Sports Performance House are all within a mile. Maryview Park is a short three-tenths-of-a-mile walk, and Franklin Circle Park and Florida Park round out the green space options nearby.
For different buyers
For military families relocating
Naval Medical Center Portsmouth is five minutes away, and USCG Base Portsmouth is six. For active-duty families, that kind of proximity makes a real difference in daily logistics — shorter commutes, more time at home, and a location that works whether you're on call or on a regular rotation. A VA loan can make a home like this especially accessible, and BAH rates in this zip code are worth a close look.
For first-time buyers
A 1950-built home on a quarter-acre lot in an established neighborhood is a different kind of first purchase — you're getting real square footage, a real yard, and a street with history. The walkable surroundings mean you're not car-dependent for every errand, and the proximity to two military bases keeps the broader neighborhood economically stable. There's a lot of house here for a first step into ownership.
Frequently asked questions
How far is 421 Sycamore Road from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately five minutes away by car, making this one of the closer residential options to the base in the city. The short commute is a consistent draw for medical staff and active-duty personnel assigned there.
How far is 421 Sycamore Road from USCG Base Portsmouth?
USCG Base Portsmouth is about six minutes away, placing 421 Sycamore Road within easy reach for Coast Guard personnel. The two-base proximity makes this address practical for dual-military households as well.
What is the GLENSHEALLAH neighborhood like in Portsmouth?
GLENSHEALLAH is a mid-century residential neighborhood in western Portsmouth characterized by larger lots, mature trees, and solidly built homes from the postwar era. It has a stable, established feel with a mix of long-term residents and newcomers drawn by the value and location.
Is 421 Sycamore 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. It's worth reviewing before making any decisions, as flood zone status can affect insurance requirements.
Are there parks within walking distance of 421 Sycamore Road?
Yes — Maryview Park is just three-tenths of a mile away on foot, making it an easy walk for kids or a quick evening stroll. Franklin Circle Park and Florida Park are both under a mile, giving the neighborhood solid green space access overall.
Tom and Dariya Milan at LPT Realty know this part of Portsmouth well — reach out to get the full picture on 421 Sycamore Road and what it takes to make it yours.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
421 Sycamore RD, Portsmouth
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
Property Details
Bedrooms
3
Full Baths
1
Half Baths
1
Approx Sq Ft
1,901
Stories
2
Fireplaces
0
Flooring
Ceramic, Wood
Heating
Heat Pump
Cooling
Central Air
Laundry
Interior Features
Fireplace Wood
Appliances
Dishwasher, Disposal, Microwave, Elec Range, Washer Hookup
Sale & Tax History
List Price
$398,500
Price / Sq Ft
$210
Annual Taxes
$3,693
Monthly Tax
$308
HOA
None
Tax Rate (effective)
0.93%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Apr 5, 2026 | $398,500 | — |
| Currently listed | — | $398,500 | — |
Public-Records Assessment
Source: Portsmouth via Hampton Roads Regional Parcels. Fetched May 8, 2026.
Total Assessed
$313,680
Land
$83,540
Improvement
$230,140
Parcel ID: 03630110 · 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:
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
Portsmouth combines historic naval heritage with affordable, character-rich neighborhoods. Olde Towne Portsmouth offers tree-lined streets of restored 18th- and 19th-century homes with sweeping Elizabeth River views — one of the largest collections of pre-Revolutionary architecture in the country. Churchland, Cradock, and West Park View provide established family neighborhoods at price points well below comparable Norfolk or Virginia Beach properties. The city is home to Norfolk Naval Shipyard, one of the Navy's oldest and largest, ensuring consistent demand from civilian shipyard workers and active-duty Navy personnel.
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
$2,492/moPrincipal & interest
$2,068
Property tax
$308
Home insurance
$116
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 CoastalVA Realty Inc. · MLS# 10618104
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$398,500
421 Sycamore RD, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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