67 days on market
$257,900
111 Sykes Ave
Portsmouth, Virginia 23701
MLS# 10623725 · SIMONSDALE · Portsmouth VA
Updated May 11, 2026 · Source: REIN MLS
Est. payment
$1,638/mo
Edit below
Price / sq ft
$234
1,100 sq ft
Days on market
67
HOA
None
Year built
1940
86 yrs old
Beds
3
Full Baths
2
Half Baths
0
Sq Ft
1,100
Garage
Yes
About this home
This is a place you can call home! Front porch recently updated front porch living! As well as bathroom update. Move-in ready 3BR/2BA ranch with oversized detached garage and fenced yard (front + back). Bright eat-in kitchen w/ wood floors, stainless appliances, pantry, and large dining area, plus patio access for grilling and entertaining. Primary suite w/ walk-in closet, primary with bathroom. Two secondary bedroo…
Listed by Darrell Moore · CENTURY 21 Top Producers
VaHome Team property overview
Meet 111 Sykes Ave — a 1940-built, 3-bedroom, 2-bath home in Portsmouth's Simonsdale neighborhood. At 1,100 square feet, it offers a compact and manageable footprint just minutes from two major military installations and everyday conveniences.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 111 Sykes Ave apart is its rare combination of vintage character and practical location. Built in 1940, the home carries the solid construction and distinct personality of mid-century Portsmouth architecture. Add an eight-minute drive to both Naval Medical Center Portsmouth and Norfolk Naval Shipyard, plus a walkable cluster of grocery stores, parks, and local restaurants, and you have a property that punches well above its square footage.
SIMONSDALE and the Portsmouth real estate market
Simonsdale is one of Portsmouth's established residential pockets — a grid of mature streets where neighbors actually know each other and front porches still get used. The area has a grounded, unpretentious feel that appeals to people who want a real community rather than a manicured subdivision. Portsmouth itself is a city with deep roots: shipbuilding history, a compact and walkable Olde Towne district, and a waterfront that gives the whole place a sense of place you don't manufacture. Simonsdale sits in the southern part of the city, well-connected to the military corridor that runs through this region of Hampton Roads. If you've been searching for sale flagstone character homes in a neighborhood with genuine history, this corner of Portsmouth delivers. The city's mix of long-term residents and newer families gives Simonsdale a stable, lived-in energy that newer developments rarely replicate.
What's nearby
Daily life is genuinely easy from 111 Sykes Ave. Food Lion is just half a mile away, and MP International Grocery — great for a wider range of ingredients — is only a bit further at 0.6 miles. For a quick bite, Heaven's Kitchen is a short 0.3-mile walk, and Bubba-N-Frank's Portsmouth brings local flavor at 0.5 miles. Papa John's rounds out the casual dining options nearby. Portsmouth City Park and the Links at City Park are both 0.6 miles out, offering green space and recreation. If fitness is part of your routine, TIGER Academy of Martial Arts and Crunch Fitness are both under a mile away. Portsmouth Volleyball Center adds another active option at 0.8 miles.
For different buyers
For military families relocating
Eight minutes to Naval Medical Center Portsmouth and eight minutes to Norfolk Naval Shipyard — 111 Sykes Ave puts you squarely in the sweet spot for two of Hampton Roads' busiest installations. Whether you're using a VA loan to make this move or stretching BAH as far as it goes, Simonsdale's location means short commutes and more time at home.
For first-time buyers
A 1940-built, 3-bedroom home in an established Portsmouth neighborhood is a meaningful place to start. The 1,100-square-foot layout is manageable without feeling cramped, and the surrounding block gives you walkable groceries, parks, and restaurants from day one. Simonsdale is the kind of neighborhood where first ownership feels grounded and real.
Frequently asked questions
How far is 111 Sykes Ave from Naval Medical Center Portsmouth?
Naval Medical Center Portsmouth is approximately 8 minutes away by car. That's one of the shortest commutes you'll find in this price tier of the Portsmouth market.
How far is 111 Sykes Ave from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is also about 8 minutes from the property, making 111 Sykes Ave a practical choice for personnel assigned to either installation.
What is the Simonsdale neighborhood like?
Simonsdale is an established residential area in southern Portsmouth with a grid street layout, mature trees, and a mix of long-term homeowners and newer residents. It has a quiet, community-oriented character without the uniformity of newer planned developments.
Is 111 Sykes Ave in a flood zone?
Flood zone information for this address is available in the FloodRisk tile on this page, which pulls current FEMA map data for the specific parcel.
What parks and outdoor spaces are near 111 Sykes Ave?
Portsmouth City Park and the Links at City Park are both about 0.6 miles away, and Portsmouth Volleyball Center is 0.8 miles out — giving you solid outdoor and recreational options within easy reach.
Want to know more about 111 Sykes Ave or explore other homes in Simonsdale and Portsmouth? Tom and Dariya Milan at LPT Realty are ready to help you take the next step.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
111 Sykes AVE, 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
2
Half Baths
0
Approx Sq Ft
1,100
Stories
1
Fireplaces
0
Flooring
Carpet, Vinyl, Wood
Heating
Forced Hot Air,Heat Pump
Cooling
Central Air,Heat Pump
Laundry
Interior Features
Pull Down Attic Stairs, Walk-In Closet
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$257,900
Price / Sq Ft
$234
Annual Taxes
$2,695
Monthly Tax
$225
HOA
None
Tax Rate (effective)
1.04%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Mar 6, 2026 | $257,900 | — |
| Currently listed | — | $257,900 | — |
Public-Records Assessment
Source: Portsmouth via Hampton Roads Regional Parcels. Fetched May 8, 2026.
Total Assessed
$217,310
Land
$63,000
Improvement
$154,310
Parcel ID: 04220340 · 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
$1,638/moPrincipal & interest
$1,338
Property tax
$225
Home insurance
$75
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 Top Producers · MLS# 10623725
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$257,900
111 Sykes AVE, PORTSMOUTH VA 23701
Portsmouth, Virginia 23701
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