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ChesapeakeHICKORY MANOR355 Middleton Way✓ Source: REIN MLS #10635073 · record updated Jul 10, 2026 · synced every 2 min · your inquiry is never resold
355 Middleton WAY, CHESAPEAKE VA 23322 - Main photo
355 Middleton WAY, CHESAPEAKE VA 23322 - Photo 2
355 Middleton WAY, CHESAPEAKE VA 23322 - Photo 3
355 Middleton WAY, CHESAPEAKE VA 23322 - Photo 4
355 Middleton WAY, CHESAPEAKE VA 23322 - Photo 5
$599,900
$240 / sqft · est. $4,009/mo →
4beds
2.1baths
2,500sqft
56days on market

355 Middleton Way, Chesapeake, VA 23322

ActiveResidential · built 2021 · HICKORY MANOR

About this home

The listing, in the seller's words

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 interior, you will enjoy a low-maintenance lifestyle with unparalleled HOA amenities that are truly one-of-a-kind in Hickory. Enjoy worry-free living with grounds maintenance and trash pickup included. Spend weekends at the resort-style pool with its outdoor kitchen and cabana, hit the 24/7 fitness center, or host parties in the expansive clubhouse great room. The neighborhood boasts scenic trails, 5 community lakes, a playground, and vibrant monthly community events. Schedule your tour today!

Listing courtesy of E Ashley McDougal · RE/MAX Alliance · REIN MLS #10635073

VaHome team overview

Our read on this home

At a glance

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.

Read the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2021

Price / sqft

$240

Condo fee

$69/mo

HOA fee

$145/mo

Taxes

$6,082/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10635073

Association amenities

ClubhouseExercise RmGround MaintPlaygroundsPoolTrash Pickup

$69/mo condo fee + $145/mo HOA fee · Westfield at Hickory Manor Condo Association · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,500
Stories
2
Flooring
Carpet, Vinyl
Ensuite bedrooms
1
Total rooms
7
Other rooms
Foyer, PBR with Bath, Pantry, Porch
Appliances
Dishwasher, Disposal, Dryer Hookup, Energy Star Appliance(s), Microwave, Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Privacy
Waterfront
Not Waterfront

Utilities & systems

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

Lot, parking & ownership

Subdivision
HICKORY MANOR
Zoning
PUD
Ownership
Condo
Garage
Yes
Parking
Garage Att 1 Car, Driveway Spc
Possession
SETTLEMENT
Disclosures
Common Interest Community, Disclosure Statement, Resale Certif Req

See more Chesapeake condos & townhomes.

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

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

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

Explore this neighborhood

Hickory

Hickory is a rural-meets-suburban community in the southern reaches of Chesapeake, Virginia, set along the Battlefield Boulevard South corridor as it runs toward the North Carolina line.

$615K

Median sale · 12 mo

$245

Sold $/sq ft

18d

Days on market

39

For sale now

$132K

HH income

82.9%

Owner-occupied

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

Explore Hickory
Map of Hickory with neighborhood boundaryNeighborhood

houses for sale in Chesapeake

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

$4,009/mo

Principal & interest

$3,113

Property tax

$507

Home insurance

$175

PMI

None

HOA

$214

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

Judge value on real ground

Asking vs. assessment

100% of $602,200

City assessment record · taxes $6,082/yr

Land share of assessed value

36% — $215,300

Improvements $386,900 · 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

$540,000$602,000

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.

329 Middleton WAY · 0.1 mi · 2,433 sqft$540,000 sold 2026-04
503 Esterview LN · 0.2 mi · 2,410 sqft$540,000 sold 2026-07
2028 Munro LN · 0.4 mi · 2,557 sqft$571,740 sold 2026-04

Sale & Tax History

List Price

$599,900

Price / Sq Ft

$240

Annual Taxes

$6,082

Monthly Tax

$507

HOA + condo fees

$214 / mo

Tax Rate (effective)

1.01%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 15, 2026$599,900
Price reducedJul 10, 2026$599,900−$19,100
Currently listed$599,900

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$602,200

Land

$215,300

Improvement

$386,900

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:

Chesapeake 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

56 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 355 Middleton Way in a good school zone?+
The assigned zones on the listing record are Hickory Elementary (GreatSchools 9/10), Hickory Middle (GreatSchools 9/10), Hickory (GreatSchools 9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 355 Middleton Way 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 355 Middleton Way?+
Yes — YMCA at Edinburgh is about 0.4 miles away, per the cached nearby-places record for this address.
Where is the nearest grocery store to 355 Middleton Way?+
Walmart Supercenter is about 0.2 miles away. The closest dining on record is Subway (0.2 mi).
Does 355 Middleton Way have an HOA or condo association?+
Both — this unit carries a condo association fee and a separate HOA (property owners association) fee. Current amounts for each are shown in the facts section on this page. The association of record is Westfield at Hickory Manor Condo Association. Association amenities on record include: Clubhouse, Exercise Rm, Ground Maint, Playgrounds, Pool, Trash Pickup.
When was 355 Middleton Way built?+
It was built in 2021, 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 E Ashley McDougal · RE/MAX Alliance · REIN MLS #10635073

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.

355 Middleton Way, Chesapeake — photo

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

Call or text (757) 777-7577

355 Middleton Way, Chesapeake, Virginia 23322 · MLS #10635073 · 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.