




0 days on market
$575,000
402 Undershot Ct
Chesapeake, Virginia 23323
MLS# 10638238 · SAWYERS MILL · Chesapeake VA
Updated 5 days ago · Source: REIN MLS
Est. payment
$3,587/mo
Edit below
Price / sq ft
$205
2,800 sq ft
Days on market
0
New listing
HOA
None
Year built
2000
26 yrs old
Beds
5
Full Baths
2
Half Baths
1
Sq Ft
2,800
Garage
Yes
About this home
Welcome to your ultimate retreat in the heart of Grassfield! Situated in a cul-de-sac in the highly sought-after Sawyers Mill community, this expansive 5-bedroom, 2.5-bath home features vaulted ceilings with a bright open floor plan. The large open kitchen is equipped with granite countertops, white shaker soft-close cabinets and drawers, stainless steel appliances, kitchen island and tile backsplash. Step through…
Listed by Joseph Igana · Iron Valley Real Est Norfolk
VaHome Team property overview
402 Undershot Court is a five-bedroom, 2,100-square-foot home built in 2000 on a quiet cul-de-sac in Chesapeake, Virginia. With three parks within half a mile and two military installations under 15 minutes away, it's a practical, comfortable base for everyday life in Hampton Roads.
Read full property overview ↓Show less ↑
Why this home stands out
Five bedrooms in a single-family home built in 2000 gives you genuine flexibility — a dedicated home office, a guest suite, a playroom, and still room to spare. The cul-de-sac setting on Undershot Court means low cut-through traffic and a little extra breathing room outside. For households that need space without sacrificing access to work, parks, or a pizza run, this address checks a lot of boxes.
SAWYERS MILL and the Chesapeake real estate market
Undershot Court sits in the western reaches of Chesapeake, a city that consistently ranks among the most livable in Virginia. This part of Chesapeake has a settled, residential feel — established tree lines, generous lot sizes, and the kind of quiet that comes from streets designed for neighbors, not commuters. The surrounding area is predominantly single-family homes, and the pace of daily life reflects that. You're far enough from the bustle to decompress at the end of the day, yet close enough to the rest of Hampton Roads to stay connected. Chesapeake's western corridors have seen steady infrastructure investment over the years, meaning roads, utilities, and community amenities have kept pace with growth. The city itself spans a wide geography, but this corner of the 23323 zip code has a distinctly neighborhood-oriented character — the kind of place where people tend to stay for a long time once they arrive.
What's nearby
Step outside and you have three parks within half a mile: Marsh Creek Park at 0.4 miles, Deep Creek Park at 0.5 miles, and Creekwood South Park also at 0.5 miles. That kind of green space concentration is genuinely unusual and makes outdoor routines — morning walks, weekend afternoons with kids, or just a change of scenery — easy to build into any day. When you want something a little more indulgent, Ray's Pizza is just 0.7 miles away. Everyday errands and dining options expand quickly as you move along the main corridors heading toward the broader Chesapeake retail and restaurant landscape.
For different buyers
For military families relocating
The USCG Finance Center Chesapeake is 13 minutes away, and Norfolk Naval Shipyard is a 15-minute drive — making 402 Undershot Court a genuinely convenient address for active-duty households. Five bedrooms handle deployments, returning family members, and home-office needs without compromise. If you're using a VA loan, this price range and property type tend to work well within standard benefit parameters.
For families upgrading
If you've outgrown a three- or four-bedroom home, the jump to five bedrooms at 402 Undershot Court changes how your household actually functions day to day. Kids get their own space, guests have a real room, and you're not making trade-offs between a home office and a spare bed. Add three parks within half a mile and a cul-de-sac street, and the upgrade starts to feel obvious.
Frequently asked questions
How far is 402 Undershot Court from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is approximately 15 minutes from 402 Undershot Court under typical driving conditions. The route runs primarily along well-traveled corridors connecting western Chesapeake to Portsmouth.
Is 402 Undershot Court in a flood zone?
Flood zone designation for this address is displayed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that information and discussing it with your agent before making any decisions.
What parks are near 402 Undershot Court?
Three parks are within half a mile: Marsh Creek Park at 0.4 miles, Deep Creek Park at 0.5 miles, and Creekwood South Park at 0.5 miles — an unusually strong concentration of green space for a residential street.
How many bedrooms does 402 Undershot Court have?
The home has five bedrooms and 2.1 bathrooms across approximately 2,800 square feet, all within a single-family layout built in 2000.
Does 402 Undershot Court have an HOA?
HOA status for this address is confirmed in the listing details section of this page — check there for the most current information on whether an association applies to this property.
Tom and Dariya Milan at LPT Realty know Chesapeake well — reach out to get your questions answered and schedule a walkthrough of 402 Undershot Court.
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
2,800
Stories
2
Fireplaces
0
Flooring
Carpet, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$575,000
Price / Sq Ft
$205
Annual Taxes
$5,225
Monthly Tax
$435
HOA
None
Tax Rate (effective)
0.91%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Jun 4, 2026 | $575,000 | — |
| Currently listed | — | $575,000 | — |
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
$3,587/moPrincipal & interest
$2,984
Property tax
$435
Home insurance
$168
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 Iron Valley Real Est Norfolk · MLS# 10638238
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$575,000
402 Undershot CT, CHESAPEAKE VA 23323
Chesapeake, Virginia 23323
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