0 days on market
$394,500
421 Sycamore Rd
Portsmouth, Virginia 23707
MLS# 10637683 · GLENSHEALLAH · Portsmouth VA
Updated 4 days ago · Source: REIN MLS
Est. payment
$2,470/mo
Edit below
Price / sq ft
$208
1,901 sq ft
Days on market
0
New listing
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
421 Sycamore Road is a 1,901-square-foot, three-bedroom brick home built in 1950 on a generous quarter-acre lot in Portsmouth's Glensheallah neighborhood — five minutes from Naval Medical Center Portsmouth and surrounded by everyday conveniences within walking distance.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 421 Sycamore Road apart is the combination of mid-century bones on a 0.243-acre lot in an established neighborhood that most newer construction simply can't replicate at this scale. The 1950 build means solid construction, mature trees, and a street presence that feels rooted — while the location puts two major military installations within a six-minute drive and a walkable cluster of shops, parks, and eateries right outside the door.
GLENSHEALLAH and the Portsmouth real estate market
Glensheallah is one of Portsmouth's quietly enduring residential pockets — a mid-century neighborhood of tree-lined streets, well-kept lots, and homes with real architectural character. The streets here have a settled, unhurried feel that newer subdivisions rarely achieve, and the neighbors tend to stick around. Portsmouth itself is one of the original cities of Hampton Roads, sitting on the western bank of the Elizabeth River with deep roots in naval and maritime history. The city offers a compact, walkable downtown along the waterfront, a growing arts scene, and direct access to the rest of the region via the Downtown and Midtown tunnels. For anyone working at Naval Medical Center Portsmouth or USCG Base Portsmouth, the commute from 421 Sycamore Road is genuinely short — no bridge, no tunnel, just a few turns. That kind of proximity to major employers, paired with Glensheallah's neighborhood character and lot sizes, makes this address worth a close look.
What's nearby
Daily errands are easy from 421 Sycamore Road. Dollar General is just 0.1 miles away for quick runs, and A & A Seafood Market and Fast 5 Grocery & Deli are both within half a mile. When you want to eat out, Hometown Diner and Corner Cafe are a short three-block walk, and Greater Grinders Submarines is just 0.4 miles out. Corner Cafe also handles your morning coffee. For staying active, DCo gym is 0.5 miles away, Zenya Yoga Studio and Sports Performance House are both under a mile. Maryview Park is 0.3 miles away, with Franklin Circle Park and Florida Park rounding out the green space options nearby.
For different buyers
For military families relocating
Five minutes to Naval Medical Center Portsmouth and six minutes to USCG Base Portsmouth — that's the kind of commute that changes your quality of life. A VA loan can make a home like this even more accessible, and the quarter-acre lot gives a military family room to actually spread out. Glensheallah's stable, established neighborhood means you're not moving into flux — you're moving into somewhere that already works.
For buyers drawn to character
If you've been passing on cookie-cutter construction in favor of something with actual history, 421 Sycamore Road delivers. Built in 1950, the home carries the proportions, lot size, and street presence of mid-century residential design — the kind of craftsmanship that ages into character rather than out of it. Glensheallah as a whole has that same quality: a neighborhood that was built to last and looks it.
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 — a straightforward, no-tunnel drive that makes this one of the closer residential options to the base.
What is the lot size at 421 Sycamore Road?
The lot measures 0.243 acres, which is a generous size for an in-city Portsmouth address and provides meaningful outdoor space front and back.
Is 421 Sycamore Road in a flood zone?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check that section for the current FEMA designation and any relevant details.
What neighborhood is 421 Sycamore Road in?
The home is located in Glensheallah, an established mid-century neighborhood in Portsmouth, Virginia, known for its tree-lined streets and larger lot sizes.
How old is the home at 421 Sycamore Road?
The home was built in 1950, making it a well-seasoned mid-century property with the structural characteristics and lot proportions typical of that era of Portsmouth residential construction.
Want to see 421 Sycamore Road up close? Tom and Dariya Milan at LPT Realty know this neighborhood well — reach out and they'll walk you through everything.
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
3
Full Baths
1
Half Baths
1
Approx Sq Ft
1,901
Stories
2
Fireplaces
0
Flooring
Ceramic, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Microwave, Elec Range, Washer Hookup
Sale & Tax History
List Price
$394,500
Price / Sq Ft
$208
Annual Taxes
$3,693
Monthly Tax
$308
HOA
None
Tax Rate (effective)
0.94%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 5, 2026 | $394,500 | — |
| Currently listed | — | $394,500 | — |
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
$2,470/moPrincipal & interest
$2,047
Property tax
$308
Home insurance
$115
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# 10637683
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$394,500
421 Sycamore RD, PORTSMOUTH VA 23707
Portsmouth, Virginia 23707
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