Home/Virginia/Virginia Beach/CHESAPEAKE HOUSE CONDO/3558 Shore DR #106, VIRGINIABEACH VA 23455
3558 Shore DR #106, VIRGINIABEACH VA 23455 - Main photo
3558 Shore DR #106, VIRGINIABEACH VA 23455 - Photo 2
3558 Shore DR #106, VIRGINIABEACH VA 23455 - Photo 3
3558 Shore DR #106, VIRGINIABEACH VA 23455 - Photo 4
3558 Shore DR #106, VIRGINIABEACH VA 23455 - Photo 5
Coming Soon
Active
Under Contract
Sold
Off Market

38 days on market

$500,000

3558 Shore Dr #106

Virginia Beach, Virginia 23455

MLS# 10629940 · CHESAPEAKE HOUSE CONDO · Virginia Beach VA

Updated May 24, 2026 · Source: REIN MLS

Est. payment

$2,946/mo

Edit below

Price / sq ft

$522

957 sq ft

Days on market

38

HOA

None

Year built

1975

51 yrs old

Beds

2

Full Baths

2

Half Baths

0

Sq Ft

957

Garage

No

Residential1 StoryCondoWaterfront — Bay

Schools

Info provided by GreatSchools

About this home

Beachfront living at its finest in a beautiful updated 2-bedroom, 2-bath residence. Features a remodeled kitchen and fully renovated bathrooms. Home is enhanced with elegant porcelain flooring throughout. Enjoy the spacious balcony overlooking the pool, bay, and sandy shoreline, w/direct beach access steps away, w/breathtaking sunrises and sunsets from this stunning waterfront property. Include 2 storage areas, ou…

Listed by Jeannie LaCroix · Long & Foster Real Estate Inc.

VaHome Team property overview

At a glance

Meet 3558 Shore Drive #106 — a two-bedroom, two-bath condo in Virginia Beach where the Chesapeake Bay waterfront lifestyle is steps from your door. At 957 square feet, it's a smart, low-maintenance home built in 1975 with two major military bases within a short drive.

Read full property overview ↓

Why this home stands out

What sets this address apart is the rare concentration of walkable waterfront energy right outside your door. Shore Drive is one of Virginia Beach's most beloved corridors, and Unit 106 puts you in the middle of it — restaurants, coffee, yoga, and natural parkland all within half a mile. For a sub-1,000-square-foot condo, the lifestyle footprint here is genuinely outsized.

CHESAPEAKE HOUSE CONDO and the Virginia Beach real estate market

Shore Drive runs along the northern edge of Virginia Beach where the Chesapeake Bay meets the city's most relaxed, coastal-neighborhood vibe. This stretch — sometimes called the Cardinal Estates Virginia Beach corridor — draws people who want beach-town energy without the tourist-season chaos of the Oceanfront. The area is a mix of condos, cottages, and mid-century homes tucked between the water and Pleasure House Point Natural Area, giving it a character that feels more like a small coastal town than a major metro. Virginia Beach itself is the most populous city in the state, with a robust economy, no state income tax on military pay, and a quality of life that consistently ranks among the best in the Mid-Atlantic. The Shore Drive neighborhood specifically rewards those who love being outdoors — kayakers, cyclists, paddleboarders, and morning walkers all claim this stretch as their own.

What's nearby

Daily life is genuinely easy here. Jose Tequilas Cocina Mexicana, Froggie's, and Bucketheads Beach Grill are all within 0.1 miles — a walkable dinner rotation that most neighborhoods can't match. American Brew is right there too for your morning coffee, and The Back Deck is just 0.6 miles away if you want a change of scene. Loch Haven Park is 0.2 miles out, and Pleasure House Point Natural Area — one of the city's most scenic open spaces — is a 0.4-mile stroll. Sculpt Sweat and Pleasure House Point Yoga & Wellness both sit within half a mile, so skipping leg day has no good excuse here.

For different buyers

For military families relocating

JEB Little Creek-Fort Story is roughly seven minutes away, and NAS Oceana is about fourteen — making 3558 Shore Drive #106 a practical choice for active-duty households. A VA loan can make condo ownership here very accessible, and the low-maintenance format means fewer headaches during deployments or PCS transitions. It's a location that works hard for military life.

For first-time buyers

If you're exploring homes for sale in VA Beach VA and wondering where your dollar goes furthest in a walkable, coastal setting, this condo deserves a close look. Two full bedrooms, two baths, and a Shore Drive address — all in a manageable 957-square-foot package — make it a realistic entry point into Virginia Beach homeownership without sacrificing lifestyle.

Frequently asked questions

How far is 3558 Shore Drive #106 from JEB Little Creek-Fort Story?

The drive is approximately seven minutes under normal traffic conditions, making it one of the closer off-base options for service members stationed there.

How far is 3558 Shore Drive #106 from NAS Oceana?

NAS Oceana is roughly fourteen minutes by car, a manageable commute for Navy aviation personnel assigned to the base.

Is 3558 Shore Drive #106 part of an HOA?

Yes, the building operates under a condo association — common for this property type on Shore Drive — which typically covers exterior maintenance and common area upkeep.

What is the flood zone status for 3558 Shore Drive #106?

Shore Drive properties can fall within FEMA-designated flood zones given their proximity to the Chesapeake Bay; check the FloodRisk tile on this page for the specific designation for Unit 106.

Are there parks and outdoor spaces walkable from 3558 Shore Drive?

Yes — Loch Haven Park is 0.2 miles away, Pleasure House Point Natural Area is 0.4 miles, and the Cape Henry Trail Beach Trailhead is 0.7 miles, giving you multiple outdoor options without getting in a car.

Want to know more about 3558 Shore Drive #106 or the Shore Drive corridor? Tom and Dariya Milan at LPT Realty know this stretch well — reach out and let's talk.

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

Looking up FEMA flood zone…

Property Details

Bedrooms

2

Full Baths

2

Half Baths

0

Approx Sq Ft

957

Stories

1

Fireplaces

0

Flooring

Other

Heating

Cooling

Laundry

Interior Features

N/A

Appliances

Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Range, Elec Range, Refrigerator, Washer, Washer Hookup

Sale & Tax History

List Price

$500,000

Price / Sq Ft

$522

Annual Taxes

$2,475

Monthly Tax

$206

HOA

None

Tax Rate (effective)

0.50%

Sale Timeline (this listing)

EventDatePriceDetail
ListedApr 16, 2026$500,000
Currently listed$500,000

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.

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.

See more Virginia Beach homes for sale →

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.

Estimate your monthly payment

$2,946/mo

Principal & interest

$2,594

Property tax

$206

Home insurance

$146

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 Long & Foster Real Estate Inc. · MLS# 10629940

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

ACTIVE LISTING

$500,000

3558 Shore DR #106, VIRGINIABEACH VA 23455

Virginia Beach, Virginia 23455

Request Info

Quick Facts

TypeResidential
Year Built1975
Lot Size
Taxes$2,475/yr
HOANone
Heating
Cooling

Schedule a tour

In-person or video

Click a day to pick a time