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ChesapeakeHICKORY MANOR421 Middleton Way✓ Source: REIN MLS #10632370 · record updated Jul 10, 2026 · synced every 2 min · your inquiry is never resold
421 Middleton WAY, CHESAPEAKE VA 23322 - Main photo
$599,000
$238 / sqft · est. $3,991/mo →
4beds
2.1baths
2,518sqft
32days on market

421 Middleton Way, Chesapeake, VA 23322

SoldResidential · built 2024 · HICKORY MANOR

About this home

The listing, in the seller's words

Stunning four-bedroom home in Hickory Manor, a sought-after neighborhood known for its desirable schools. Ideally located near shopping, dining, and the interstate, and just a short drive to North Carolina. This home shows like new and is beautifully maintained throughout. Enjoy a gorgeous jacuzzi with upgraded lighting, along with impressive upgrades throughout the home. The wonderful HOA offers fantastic amenities including a pool, grounds maintenance, trash pickup, gym, clubhouse/pool room, grills, and monthly community events. HOA-approved backyard plans are also available, offering even more potential to make this home your own.

Listing courtesy of Tanya Thompson · LPT Realty LLC · REIN MLS #10632370

VaHome team overview

Our read on this home

At a glance

Meet 421 Middleton Way — a brand-new 2024 construction in Chesapeake's Hickory Manor community. Four bedrooms, two and a half baths, and 2,518 square feet give you serious room to grow, all in a city that consistently ranks among Virginia's most livable.

Read the full overview ↓

Why this home stands out

Built in 2024, this home skips the renovation math entirely. Every system — roof, HVAC, plumbing, electrical — is factory-fresh, and the builder's structural warranty typically travels with the property. At 2,518 square feet with four bedrooms and a half bath off the main living area, the floor plan is sized for real life: room for a home office, overnight guests, and a household that actually uses its space.

HICKORY MANOR and the Chesapeake real estate market

Hickory Manor sits in the Hickory area of Chesapeake — one of the city's quieter, more residential pockets, far enough from the waterfront bustle to feel genuinely suburban but close enough to major corridors that errands stay quick. The streets here are newer, the lots are well-kept, and the neighbors tend to be long-term — the kind of community where people put down roots. Chesapeake itself is the second-largest city by land area in the continental United States, and that scale translates into variety: you get rural greenways, established retail strips, and tight-knit neighborhoods all within the same city limits. If you've been browsing chesapeake va homes for sale and wondering whether the city lives up to its reputation, Hickory Manor is a strong answer. Chesapeake sits in the heart of Hampton Roads, giving residents easy access to Norfolk, Virginia Beach, and the broader region without sacrificing the lower-density feel that draws so many families here in the first place.

What's nearby

Day-to-day errands are almost embarrassingly convenient from 421 Middleton Way. A Walmart Supercenter is just 0.4 miles out, and a Target Grocery sits another two minutes down the road at 0.6 miles — between the two, a full week's shopping rarely requires a second stop. Quick-service options are clustered nearby as well: Subway, Arby's, and McDonald's are all within half a mile when you need lunch without a detour. Coffee runs are equally painless, with Dunkin' and Panera Bread both at the 0.5-mile mark. On the fitness front, the YMCA at Edinburgh is 0.5 miles away and offers full-facility amenities, while Anytime Fitness at 0.7 miles covers the 24-hour crowd.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is roughly a 15-minute drive from 421 Middleton Way, and Norfolk Naval Shipyard is about 25 minutes out — both well within the range most military households target when using BAH to anchor a housing budget. A VA loan pairs cleanly with new construction like this, and Chesapeake's relatively lower property-tax rate stretches that benefit further.

For families upgrading

Four bedrooms and 2,518 square feet in a 2024-built home means you're not inheriting someone else's deferred maintenance list — you're starting fresh. Hickory Manor's suburban feel, combined with the convenience of Walmart, Target, a YMCA, and multiple dining options all within half a mile, makes the logistics of a busy household significantly easier to manage.

More buyer questions

How far is 421 Middleton Way from USCG Finance Center Chesapeake?

The drive is approximately 15 minutes under normal traffic conditions, making it one of the more convenient addresses in the area for Coast Guard personnel assigned to that command.

How far is 421 Middleton Way from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 25 minutes away, a commute that's very manageable for Shipyard workers living in Chesapeake.

What year was 421 Middleton Way built?

The home was built in 2024, meaning all major systems and structural components are essentially new — a meaningful advantage over older resale inventory in the area.

Is 421 Middleton Way in a flood zone?

Flood zone designation for this address is covered in the FloodRisk tile on this page, which pulls current FEMA map data for the specific parcel.

Does Hickory Manor have an HOA?

Hickory Manor does have a homeowners association; the current governing documents and any community rules can be confirmed during the due-diligence period of a transaction.

Curious whether 421 Middleton Way fits your timeline and goals? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's talk through the details.

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

2024

Price / sqft

$238

Condo fee

$69/mo

HOA fee

$145/mo

Taxes

$5,928/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10632370

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
2,518
Stories
2
Flooring
Carpet, Laminate/LVP, Other
Ensuite bedrooms
1
Total rooms
8
Other rooms
Breakfast Area, Foyer, Loft, PBR with Bath, Pantry, Porch
Appliances
Dishwasher, Disposal, Dryer, Microwave, Gas Range, Refrigerator, Washer
Equipment
Cable Hookup, Gar Door Opener, Hot Tub

Construction & exterior

Style
Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Privacy,Wood Fence
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
Ownership
Condo
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc
Possession
SETTLE
Disclosures
Common Interest Community, Disclosure Statement, Relocation

See more Chesapeake condos & townhomes.

Sources: REIN MLS record · 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

Chesapeake houses for sale

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

$3,991/mo

Principal & interest

$3,108

Property tax

$494

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

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

$555,000$695,000

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.

506 Middleton WAY · 0.2 mi · 2,456 sqft$635,000 sold 2026-04
511 Cavendish WAY · 0.1 mi · 2,632 sqft$555,000 sold 2026-07
416 Middleton WAY · 0 mi · 2,686 sqft$695,000 sold 2026-05

Sale & Tax History

List Price

$599,000

Price / Sq Ft

$238

Annual Taxes

$5,928

Monthly Tax

$494

HOA + condo fees

$214 / mo

Tax Rate (effective)

0.99%

Sale Timeline (this listing)

EventDatePriceDetail
Price reducedMay 22, 2026$599,000−$6,000
ListedJun 8, 2026$599,000
SoldJul 8, 2026$599,000

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:

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.

Questions buyers ask

Real questions, answered from the record

Is 421 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 421 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 421 Middleton Way?+
Yes — YMCA at Edinburgh is about 0.5 miles away, per the cached nearby-places record for this address.
Where is the nearest grocery store to 421 Middleton Way?+
Walmart Supercenter is about 0.4 miles away. The closest dining on record is Subway (0.4 mi).
Does 421 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 421 Middleton Way built?+
It was built in 2024, 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 Tanya Thompson · LPT Realty LLC · REIN MLS #10632370

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.

This home has sold

Curious what it means for your own plans? Ask about similar homes nearby, or what your home might sell for in this market.

This one's sold — the next one doesn't have to be.

421 Middleton Way, Chesapeake, Virginia 23322 · MLS #10632370 · 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.