24 days on market
$394,900
5445 Shadowwood Dr
Virginia Beach, Virginia 23455
MLS# 10634958 · GARDENWOOD PARK · Virginia Beach VA
Updated yesterday · Source: REIN MLS
Est. payment
$2,392/mo
Edit below
Price / sq ft
$348
1,134 sq ft
Days on market
24
HOA
None
Year built
1961
65 yrs old
Beds
3
Full Baths
1
Half Baths
1
Sq Ft
1,134
Garage
Yes
Schools
- ElementaryBayside Elementary School3/10
- MiddleBayside Middle School4/10
- 5/10
Info provided by GreatSchools
About this home
First time offered for sale since new! Lovingly maintained by the same family for over 60 years, this one-owner all-brick ranch sits on an almost 1/2 acre lot backing to peaceful woods in an established Virginia Beach neighborhood. Offering 3 BRs, 1.5 baths, and an attached garage, this home combines solid construction, classic character, and an exceptional outdoor setting. Beautiful refinished oak hardwood floors ad…
Listed by Al Lozito · The Real Estate Group
VaHome Team property overview
A compact 1961 three-bedroom home sitting just minutes from JEB Little Creek-Fort Story, with a fishing pier, two natural area parks, and a walkable cluster of cafes and eateries all within a mile. Solid bones, a manageable footprint, and an unbeatable location for base access.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 5445 Shadowwood Drive apart is its rare proximity to Lake Smith Lake Lawson Natural Area — a genuine green buffer practically in the backyard. You're three minutes from JEB Little Creek-Fort Story, which is almost unheard of at this price point in Virginia Beach. The neighborhood is quiet and established, the lot is manageable, and the surrounding area has enough daily conveniences to make car trips optional for most errands.
GARDENWOOD PARK and the Virginia Beach real estate market
Shadowwood Drive sits in a mid-century residential pocket of Virginia Beach's Bayside area — one of the city's older, tree-lined corridors where the homes have character and the streets feel genuinely lived-in. This part of Virginia Beach developed steadily through the 1950s and 1960s, and the result is a neighborhood with mature landscaping, single-family homes on real lots, and a pace that feels removed from the resort-strip energy further south. For anyone exploring real estate in Virginia Beach, Bayside offers something the newer master-planned communities can't replicate: proximity to both nature and the naval corridor without the density of downtown or the tourist traffic of the Oceanfront. Virginia Beach as a whole is the most populous city in the commonwealth, and Bayside's location — close to the city's northern edge, near the Chesapeake border — puts you well-positioned for commutes in multiple directions. The area has a strong owner-occupant culture, and the streets around Shadowwood have held their character across decades.
What's nearby
The outdoor story here is exceptional. Lake Smith Lake Lawson Natural Area is just 0.1 miles away — a city-managed preserve with trails, wildlife, and open water. The Fishing Pier at the Lake is 0.3 miles out, and Lake Smith Nature Area adds another access point at 0.2 miles. For daily fuel, It Can Be Coffee Co and Happy Cafe are both within 0.8 miles, alongside Susan's Kitchenette Filipino for a sit-down meal and Subway for a quick bite. Peacock Pilates 33 is 0.6 miles away, and Torch Yoga is just slightly further at 0.8 miles. Dollar General covers quick household needs at the same distance.
For different buyers
For military families relocating
Three minutes to JEB Little Creek-Fort Story makes 5445 Shadowwood Drive one of the closest off-base options you'll find in Virginia Beach. For service members using a VA loan or calculating BAH, that commute window is a serious advantage — especially when you factor in the established neighborhood, the natural area parks nearby, and the straightforward access to the rest of the Hampton Roads corridor.
For first-time buyers
If you're stepping into homeownership and want a property that doesn't overwhelm — manageable square footage, a 1960s build with decades of neighborhood stability, and daily conveniences within a mile — Shadowwood Drive checks those boxes. The lake and trail access next door adds lifestyle value that's hard to put a number on, and the location keeps your options open whether you work on base or elsewhere in Virginia Beach.
Frequently asked questions
How far is 5445 Shadowwood Drive from JEB Little Creek-Fort Story?
JEB Little Creek-Fort Story is approximately a 3-minute drive from 5445 Shadowwood Drive, making it one of the closest residential streets to the base in Virginia Beach. That short commute window is a consistent draw for active-duty personnel and civilian employees assigned there.
How far is 5445 Shadowwood Drive from USCG Base Portsmouth?
USCG Base Portsmouth is roughly a 16-minute drive from Shadowwood Drive, accessible via the Hampton Roads Bridge-Tunnel corridor or surface routes through Chesapeake. It's a reasonable daily commute for Coast Guard personnel looking for off-base housing on the Virginia Beach side.
What parks or outdoor spaces are near 5445 Shadowwood Drive?
Lake Smith Lake Lawson Natural Area is just 0.1 miles away and offers trails and open water access, while the Fishing Pier at the Lake is 0.3 miles out. Lake Smith Nature Area provides a second entry point at 0.2 miles — it's an unusually strong outdoor package for an in-city address.
Is 5445 Shadowwood Drive 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, particularly given the proximity to the lake and natural area.
What is the neighborhood like around Shadowwood Drive in Virginia Beach?
The area is a mid-century residential corridor in Virginia Beach's Bayside district — established, tree-lined, and predominantly single-family. It has a stable, owner-occupant character that's developed since the 1950s and 1960s, with mature landscaping and a quieter pace compared to the city's more commercial zones.
Curious about 5445 Shadowwood Drive or similar homes near JEB Little Creek-Fort Story? Tom and Dariya Milan at LPT Realty know this corridor well — reach out and let's talk through your options.
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
1,134
Stories
1
Fireplaces
0
Flooring
Ceramic, Vinyl, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$394,900
Price / Sq Ft
$348
Annual Taxes
$2,731
Monthly Tax
$228
HOA
None
Tax Rate (effective)
0.69%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 15, 2026 | $394,900 | — |
| Currently listed | — | $394,900 | — |
Public-Records Assessment
Source: City Assessor via Hampton Roads Regional Parcels. Fetched May 24, 2026.
Total Assessed
$281,500
Land
$170,000
Improvement
$111,500
Parcel ID: 14694391750000
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 Virginia Beach
Homes for sale in Virginia Beach, VA span every price point and lifestyle — from oceanfront condos along the famous Boardwalk to sprawling waterfront estates on the Lynnhaven River and Linkhorn Bay. As the largest city in Hampton Roads, Virginia Beach offers an unusually varied real estate market: established family neighborhoods in Great Neck (ZIP 23454), golf-course communities in Kempsville (23464), modern townhomes near Town Center (23462), and beach-cottage living along Sandbridge (23456). Whether you're searching for a starter home under $300K, a family home in a top-rated school district, or a luxury property north of $2 million, the active MLS inventory updates daily here. Buyer demand stays strong year-round, driven by Virginia Beach's mild coastal climate, the consistently top-ranked Virginia Beach City Public Schools (Kempsville High, Floyd E. Kellam High, Princess Anne High, and Cox High among them), and the city's role as home to Naval Air Station Oceana — the largest master jet base in the country. Military families relocating here through PCS orders make up a meaningful share of buyers, and VA loan financing is widely used. First-time buyers gravitate toward the inland ZIPs (23464, 23456, 23452), while second-home and luxury buyers tend toward 23451 (Oceanfront/North End) and 23454 (Great Neck/Bay Colony). Below you'll find every active Virginia Beach home for sale pulled live from the REIN MLS and refreshed every 5 minutes.
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
$2,392/moPrincipal & interest
$2,049
Property tax
$228
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 The Real Estate Group · MLS# 10634958
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$394,900
5445 Shadowwood DR, VIRGINIABEACH VA 23455
Virginia Beach, Virginia 23455
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