Skip to main content
Virginia BeachGARDENWOOD PARK5445 Shadowwood Dr✓ Source: REIN MLS #10634958 · record updated Jun 8, 2026 · synced every 2 min · your inquiry is never resold
5445 Shadowwood DR, VIRGINIABEACH VA 23455 - Main photo
5445 Shadowwood DR, VIRGINIABEACH VA 23455 - Photo 2
5445 Shadowwood DR, VIRGINIABEACH VA 23455 - Photo 3
5445 Shadowwood DR, VIRGINIABEACH VA 23455 - Photo 4
5445 Shadowwood DR, VIRGINIABEACH VA 23455 - Photo 5
$394,900
$348 / sqft · est. $2,392/mo →
3beds
1.1baths
1,134sqft
24days on market

5445 Shadowwood Dr, Virginia Beach, VA 23455

ActiveResidential · built 1961 · GARDENWOOD PARK

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Marsh.

Frontage

Marsh ✓ VERIFIED

Source: REIN MLS listing record · waterfront features as listed

About this home

The listing, in the seller's words

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 add warmth throughout much of the home, while large windows provide abundant natural light. The kitchen features solid wood knotty pine cabinetry, updated countertops, and newer appliances. Bathrooms have been refreshed with updated flooring, vanity, and fixtures. Major improvements include a new roof and HVAC system in 2018. Enjoy the privacy and space of the wooded backyard with a mature fig tree that produces abundant fruit while remaining conveniently close to shopping, dining, parks, military bases, beaches, and major commuter routes.

Listing courtesy of Al Lozito · The Real Estate Group · REIN MLS #10634958

VaHome team overview

Our read on this home

At a glance

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 the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1961

Price / sqft

$348

HOA

None

Taxes

$2,731/yr

County

Virginia Beach VA

Waterfront

Yes

MLS #

10634958

Interior

Bedrooms
3
Full baths
1
Half baths
1
Approx. sqft
1,134
Stories
1
Flooring
Ceramic, Vinyl, Wood
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
5
Other rooms
1st Floor BR, 1st Floor Primary BR, Assigned Storage, Attic, Breakfast Area, Foyer, PBR with Bath, Porch
Appliances
Dishwasher, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
No Pool
Fencing
Back Fenced,Chain Link,Wood Fence
Waterfront
Marsh

Utilities & systems

Heating
Forced Hot Air, Nat Gas
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
GARDENWOOD PARK
Zoning
R20
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 1 Car, 3 Space, Off Street, Driveway Spc
Possession
SETTLE
Disclosures
Disclosure Statement

See more Virginia Beach waterfront homes.

Sources: REIN MLS record · city assessor · null fields are suppressed, never faked

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 515531

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Lake Shores

Lake Shores is a peaceful, established lakeside community known for its serene waterfront setting, mature landscaping, and convenient highway access to shopping and services.

$471K

Median sale · 12 mo

$242

Sold $/sq ft

20d

Days on market

9

For sale now

$109K

HH income

81.7%

Owner-occupied

REIN MLS closed sales, trailing 12 mo · U.S. Census ACS 2024 5-year

Explore Lake Shores
Map of Lake Shores with neighborhood boundaryNeighborhood

browse Virginia Beach listings

Location intelligence

Minutes to real places, not a score

Location & Neighborhood

Places within ~1 mile, ordered by distance from this property. Powered by Google Places.

Military Commute

Drive times to nearest bases

Drive 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.

The numbers

Run the real carrying cost

Estimates only — taxes come from the public record; confirm rates with your lender. VA-eligible buyers: $0-down financing may apply.

Estimate your monthly payment

$2,392/mo

Principal & 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.

Value & history

Why the land carries the value

Asking vs. assessment

140% of $281,500

City assessment record · taxes $2,731/yr

Land share of assessed value

60% — $170,000

Improvements $111,500 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$242,100$345,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 6 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

5716 E Hastings ARCH · 2.3 mi · 1,200 sqft$245,000 sold 2026-04
5409 Sweetwater CT · 2.5 mi · 1,182 sqft$333,500 sold 2026-05
668 Goose Creek RD · 2.3 mi · 1,244 sqft$274,000 sold 2026-03

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)

EventDatePriceDetail
ListedMay 15, 2026$394,900
Price reducedJun 1, 2026$394,900−$100
Currently listed$394,900

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

40% above assessment

Total Assessed

$281,500

Land

$170,000

Improvement

$111,500

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:

Virginia Beach Real Estate Assessor

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.

Market tempo

24 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

Questions buyers ask

Real questions, answered from the record

Is 5445 Shadowwood Dr in a good school zone?+
The assigned zones on the listing record are Bayside Elementary (GreatSchools 4/10), Bayside Middle (GreatSchools 4/10), Bayside (GreatSchools 4/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 5445 Shadowwood Dr in a flood zone?+
FEMA maps this parcel in Zone X, outside the high-risk Special Flood Hazard Area. See the flood section on this page for details and sources.
Is there a gym near 5445 Shadowwood Dr?+
Yes — Peacock Pilates 33 is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 5445 Shadowwood Dr?+
Lake Smith Lake Lawson Natural Area is about 0.1 miles away.
Where is the nearest grocery store to 5445 Shadowwood Dr?+
Dollar General is about 0.8 miles away. The closest dining on record is Happy Cafe (0.8 mi).
Is 5445 Shadowwood Dr a waterfront property?+
Yes. The listing record shows: Marsh.
Does 5445 Shadowwood Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 5445 Shadowwood Dr built?+
It was built in 1961, per the listing record.

Answers generated from the listing record, verified school zones, FEMA data, and cached nearby-places data — never invented.

The people

You'll talk to a person, not a lead queue

TD

Tom & Dariya Milan

LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Al Lozito · The Real Estate Group · REIN MLS #10634958

Call or text (757) 777-7577

Ask Dariya — instant answers

Schools, flood, drive times, what it really costs to own — answered from this page's data, by chat or voice.

Schedule a private tour

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

5445 Shadowwood Dr, Virginia Beach — photo

See it in person — the record only says so much.

Call or text (757) 777-7577

5445 Shadowwood Dr, Virginia Beach, Virginia 23455 · MLS #10634958 · Source: REIN MLS + public record. Information deemed reliable but not guaranteed — verify independently. School zones subject to change; confirm with the local school division. All locations are described by neutral geographic fact. Equal Housing Opportunity.