17 days on market
$765,000
1629 Shillelagh Rd
Chesapeake, Virginia 23323
MLS# 10635813 · SHILLELAGH FARMS · Chesapeake VA
Updated 2 days ago · Source: REIN MLS
Est. payment
$4,444/mo
Edit below
Price / sq ft
$307
2,490 sq ft
Days on market
17
HOA
None
Year built
1968
58 yrs old
Beds
5
Full Baths
2
Half Baths
1
Sq Ft
2,490
Garage
No
About this home
Tucked away on a quiet country road in Chesapeake and surrounded by 3 peaceful acres of mature trees, this renovated modern farmhouse ranch offers the privacy and charm buyers dream about. From the oversized front porch to the wide-open outdoor space, this property feels like a retreat. Inside, gorgeous LVP flooring flows throughout, while the spacious living area with a stunning brick fireplace creates a warm gather…
Listed by Betsy Thompson · The Agency
VaHome Team property overview
1629 Shillelagh Road is a five-bedroom, 2.5-bath home in Chesapeake, Virginia, offering 2,490 square feet of living space on a property built in 1968. It sits within easy reach of two military installations and the everyday conveniences of the 23323 corridor.
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Why this home stands out
What sets 1629 Shillelagh Road apart is the combination of genuine square footage — 2,490 feet across five bedrooms — and a mid-century build that gives you solid bones without the cookie-cutter sameness of newer subdivisions. Five bedrooms is a rarity at this size class in Chesapeake, making it a practical fit for larger households, multigenerational living arrangements, or anyone who simply wants a dedicated home office and a guest room without sacrificing either.
SHILLELAGH FARMS and the Chesapeake real estate market
Shillelagh Road sits in the western reaches of Chesapeake, Virginia — a city that has grown steadily into one of Hampton Roads' most livable addresses. The 23323 zip code occupies a quieter, more residential character than Chesapeake's busier commercial corridors, with tree-lined streets and a suburban pace that still keeps you connected to everything. Whether you're commuting north toward Norfolk or staying local, the road network here makes daily movement straightforward. If you're working with chesapeake real estate agents to compare options across the region, this pocket of the city consistently comes up for its lot sizes, its relative affordability within the broader market, and its proximity to both military and civilian employment hubs. Chesapeake as a whole spans multiple distinct communities — from the Great Dismal Swamp edges in the west to the busy retail belts near Greenbrier — and the Shillelagh Road area leans residential and unhurried, the kind of neighborhood where neighbors recognize each other and streets stay calm after dark.
What's nearby
Day-to-day errands are well covered from 1629 Shillelagh Road. The Chesapeake Square Mall area along Military Highway puts grocery stores, pharmacies, and a wide range of retail within a short drive. Kroger and Food Lion locations are both accessible without getting on a highway. For coffee, local spots and national chains alike line the Military Highway corridor. Greenbrier, one of Chesapeake's main commercial hubs, is reachable in roughly 15 minutes and adds dining, urgent care, and big-box retail to the mix. Outdoor options include Northwest River Park, one of the region's most underrated green spaces, offering trails, camping, and water access just a short drive south.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is just 13 minutes away, and Norfolk Naval Shipyard clocks in at about 21 minutes — making 1629 Shillelagh Road a practical home base for service members at either installation. Five bedrooms gives growing military families real room to breathe, and a VA loan can make the financing side of this property especially straightforward. The location also keeps BAH working efficiently for E-6 and above pay grades.
For families upgrading
If your current home has outgrown your family, five bedrooms and 2,490 square feet give you the space to stop making compromises. There's room for kids to have their own space, a proper guest room, and still carve out a home office — all in a quiet Chesapeake neighborhood that moves at a pace families tend to appreciate. The 1968 build means larger lot footprints and more established landscaping than newer developments typically offer.
Frequently asked questions
How far is 1629 Shillelagh Road from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 21 minutes from 1629 Shillelagh Road under normal traffic conditions, making it a manageable daily commute for shipyard personnel living in Chesapeake.
How far is 1629 Shillelagh Road from the USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is roughly 13 minutes away, making it one of the closest major military installations to this address in the region.
What is the flood risk situation for 1629 Shillelagh Road?
Flood zone information for this property is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the 23323 zip code.
Is there an HOA at 1629 Shillelagh Road?
Based on available property data, this address does not appear to be subject to a mandatory HOA, though buyers should confirm current status during due diligence.
What are the nearest grocery stores to 1629 Shillelagh Road?
Kroger and Food Lion locations along the Military Highway corridor are among the closest full-service grocery options, both accessible within a short drive from Shillelagh Road without requiring highway travel.
Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well. Reach out to get a straight answer on whether 1629 Shillelagh Road fits your timeline and goals.
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
5
Full Baths
2
Half Baths
1
Approx Sq Ft
2,490
Stories
1
Fireplaces
0
Flooring
Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$765,000
Price / Sq Ft
$307
Annual Taxes
$3,013
Monthly Tax
$251
HOA
None
Tax Rate (effective)
0.39%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 22, 2026 | $765,000 | — |
| Currently listed | — | $765,000 | — |
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:
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 Chesapeake
Homes for sale in Chesapeake, VA appeal to buyers who want suburban space, top-rated schools, and easy access to Virginia Beach and Norfolk. The city's geography splits roughly into five corridors: Greenbrier (23320) with newer construction and shopping near the mall; Great Bridge (23320, 23322) with the historic Battlefield district and excellent schools; Hickory (23322) with large-lot family homes and Hickory High; Western Branch (23321) near the Portsmouth border with mature trees and starter homes; and Deep Creek / South Norfolk (23323, 23324) with affordable inventory and waterfront access. Buyer demand is anchored by Chesapeake Public Schools — among the highest-rated in Hampton Roads — including Hickory High, Grassfield High, Great Bridge High, and Western Branch High. Median home prices range from $300K starter homes in Deep Creek to $600K+ Great Bridge family homes and $1M+ luxury estates in Hickory's gated communities. Chesapeake's commute is excellent for buyers working in Virginia Beach, Norfolk Naval Shipyard, or Newport News Shipbuilding via the I-664 and I-64 corridors. Below you'll find every active Chesapeake MLS listing pulled every 5 minutes from the REIN feed.
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
$4,444/moPrincipal & interest
$3,969
Property tax
$251
Home insurance
$223
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 Agency · MLS# 10635813
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$765,000
1629 Shillelagh RD, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
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