5 days on market
Aerial flyover rendering — usually ready in a couple minutes.
$619,000
355 Middleton Way
Chesapeake, Virginia 23322
MLS# 10635073 · HICKORY MANOR · Chesapeake VA
Updated 8 hours ago · Source: REIN MLS
Est. payment
$3,899/mo
Edit below
Price / sq ft
$248
2,500 sq ft
Days on market
5
New listing
HOA
None
Year built
2021
5 yrs old
Beds
4
Full Baths
2
Half Baths
1
Sq Ft
2,500
Garage
Yes
Schools
- ElementaryHickory Elementary School7/10
- MiddleHickory Middle School7/10
- 9/10
Info provided by GreatSchools
About this home
Welcome to resort-style living in highly sought-after Hickory Manor! Beautifully maintained and showing like brand new, this stunning home offers the perfect blend of modern comfort and style. The bright, open-concept living spaces are highlighted by a showstopping kitchen featuring upgraded cabinets, premium countertops, and a custom backsplash added after the original build.Beyond the pristine, move-in-ready interi…
Listed by E Ashley McDougal · RE/MAX Alliance
VaHome Team property overview
Built in 2021, this 4-bedroom, 2.5-bath home in Chesapeake delivers 2,500 square feet of modern living just minutes from everyday essentials. With two military installations within easy reach and a walkable cluster of shops and dining right outside the door, daily life here is genuinely low-effort.
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Why this home stands out
What sets 355 Middleton Way apart is the combination of a recent build year and an exceptionally convenient location. Constructed in 2021, the home skips the maintenance surprises that come with older stock — systems, finishes, and construction standards are all contemporary. Layer on top of that a half-mile radius that covers groceries, fitness, coffee, and fast-casual dining, and you have a property that earns its keep on pure practicality alone.
HICKORY MANOR and the Chesapeake real estate market
Chesapeake is one of the largest cities by land area on the East Coast, and the zip code 23322 sits in its southern reaches — a part of the city that balances suburban calm with genuine accessibility. The Great Bridge and Greenbrier corridors nearby are well-established retail and service hubs, so residents here rarely need to travel far for anything routine. If you've been browsing real estate listings chesapeake va, you've likely noticed that this corner of the city draws buyers who want newer construction without sacrificing convenience. The neighborhoods around Middleton Way tend to be quiet, family-oriented, and well-maintained, with a mix of homes built over the past two decades that keeps the streetscape feeling cohesive. Chesapeake's city services — including its parks system and infrastructure — reflect the investment that comes with one of Virginia's fastest-growing municipalities. The overall vibe is settled and approachable, without the congestion that can come with denser urban cores.
What's nearby
Everyday errands are almost effortlessly close from 355 Middleton Way. A Walmart Supercenter sits just 0.2 miles away, and a Target Grocery is reachable in under half a mile — so a full weekly shop rarely requires more than a short drive. For a quick bite, Subway is right at 0.2 miles, with Arby's and McDonald's both within 0.4 miles. Coffee runs are equally easy: Dunkin' and Panera Bread are both about 0.4 miles out. Fitness is well covered too — the YMCA at Edinburgh is 0.4 miles away, and Anytime Fitness is just 0.6 miles for those who prefer a 24-hour option.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is roughly 15 minutes away, and Norfolk Naval Shipyard is about 25 minutes — making 355 Middleton Way a practical home base for service members at either installation. A 2021 build means fewer repair surprises during deployments, and the home's size gives families real room to breathe. VA loan eligibility can make ownership here especially accessible for qualifying buyers.
For families upgrading
If your current home is feeling tight, 2,500 square feet across four bedrooms gives everyone room to spread out — and the half-bath adds that extra layer of convenience during busy mornings. Built in 2021, there's nothing to update or apologize for. The location puts a YMCA at Edinburgh within walking distance and two grocery options under half a mile, which makes the logistics of family life noticeably smoother.
Frequently asked questions
How far is 355 Middleton Way from USCG Finance Center Chesapeake?
The USCG Finance Center Chesapeake is approximately 15 minutes away by car under normal traffic conditions, making it one of the more commuter-friendly options for personnel stationed there.
How far is 355 Middleton Way from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly 25 minutes from this address, a manageable daily commute for shipyard personnel living in Chesapeake.
What is the flood risk at 355 Middleton Way?
Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which reflects current FEMA map data for the area.
Is 355 Middleton Way part of an HOA?
HOA status for this property is noted in the listing details — if an HOA is in place, it typically covers common area maintenance for the community.
Are there grocery stores and everyday services close to 355 Middleton Way?
Yes — a Walmart Supercenter is just 0.2 miles away and a Target Grocery is within 0.5 miles, putting full grocery shopping within a very short drive of the front door.
Want to see 355 Middleton Way in person? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's set up a walkthrough at your convenience.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
355 Middleton WAY, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
1
Approx Sq Ft
2,500
Stories
2
Fireplaces
0
Flooring
Carpet, Vinyl
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer Hookup, Energy Star Appliance(s), Microwave, Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$619,000
Price / Sq Ft
$248
Annual Taxes
$6,082
Monthly Tax
$507
HOA
None
Tax Rate (effective)
0.98%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 15, 2026 | $619,000 | — |
| Currently listed | — | $619,000 | — |
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
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
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
$3,899/moPrincipal & interest
$3,212
Property tax
$507
Home insurance
$181
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 RE/MAX Alliance · MLS# 10635073
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$619,000
355 Middleton WAY, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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