Hampton › WYTHE › 106 Chesterfield Rd✓ Source: REIN MLS #10652221 · record updated Sep 17, 2026 · synced every 2 min · your inquiry is never resold

106 Chesterfield RD, HAMPTON VA 23661 - Main photo

106 Chesterfield RD, HAMPTON VA 23661 - Photo 2

106 Chesterfield RD, HAMPTON VA 23661 - Photo 3

106 Chesterfield RD, HAMPTON VA 23661 - Photo 4

106 Chesterfield RD, HAMPTON VA 23661 - Photo 5

$529,000

$190 / sqft · est. $2,964/mo →

5beds

2.1baths

2,778sqft

14days on market

106 Chesterfield Rd, Hampton, VA 23661

Under ContractResidential · built 2026 · WYTHE

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Pond.

Frontage

Pond ✓ VERIFIED

Source: REIN MLS listing record · waterfront features as listed

Facts & features

Type

Residential

Year built

2026

Price / sqft

$190

HOA

None

Taxes

$775/yr

County

Hampton VA

Waterfront

Yes

MLS #

10652221

Interior

Bedrooms: 5
Full baths: 2
Half baths: 1
Approx. sqft: 2,778
Stories: 2
Flooring: Laminate/LVP
Ensuite bedrooms: 1
Total rooms: 12
Other rooms: Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, PBR with Bath, Pantry, Porch
Appliances: Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup

Construction & exterior

Style: Transitional
Subtype: Detached
Foundation: Crawl
Roof: Asphalt Shingle
Exterior: Vinyl
Pool: No Pool
Waterfront: Pond

Utilities & systems

Heating: Electric
Cooling: Central Air
Water heater: Electric
Water: City/County
Sewer: City/County

Lot, parking & ownership

Lot size: 0.1664
Subdivision: WYTHE
Zoning: R13
Ownership: Fee Simple
Garage: Yes
Parking: Garage Att 2 Car, Driveway Spc
Possession: @CLOSING
Disclosures: Disclosure Statement

See more Hampton waterfront homes.

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

About this home

Introducing The Adelyn—a stunning brand-new construction in Hampton where modern luxury meets an unmistakable sense of warmth. This thoughtful design features 5 spacious bedrooms, a 2-car garage, and beautiful curb appeal highlighted by crisp white siding and timeless architectural details. Step inside to an inviting, light-filled interior where elevated finishes and thoughtful design come together effortlessly. The kitchen is a true centerpiece, showcasing two-tone cabinetry, abundant storage, generous workspace, and beautiful finishes that flow beautifully into the open living and dining areas. Every detail has been selected to create a home that feels polished without sacrificing comfort. With spacious bedrooms, beautifully appointed baths, and room to gather, entertain, work, and unwind, this home was designed for everyday living at its best. Located just off the water in Hampton, this is fresh, refined new construction that feels like home from the moment you arrive.

Listing courtesy of Janay Richardson · KW Coastal Virginia Chesapeake · REIN MLS #10652221

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

Meet 106 Chesterfield Road in Hampton—a five-bedroom, 2.1-bath home built in 2026 with 2,778 square feet of modern living space. Just eight minutes from NSA Hampton Roads, it's a solid choice for anyone comparing Hampton homes for sale. The layout flows well, and you're steps from Robinson Park.

Keep searching in Hampton

See all Hampton homes for sale, including homes for sale in 23661, homes for sale zoned for Hampton High School, and homes for sale zoned for Hunter B. Andrews PK-8. Browse every listing among homes for sale in Hampton — updated from the REIN MLS every few minutes. Nearby, look at Hampton Roads homes for sale, Hampton waterfront homes for sale, Hampton condos and townhomes for sale, and new construction homes in Hampton.

Read the full overview ↓

Why this home stands out

This 2026-built home offers contemporary construction and thoughtful design across five bedrooms and more than 2,700 square feet. You'll find 2.1 baths, giving everyone their own space without the cramped feeling of older layouts. The neighborhood sits in a quiet pocket of Hampton with quick access to dining, parks, and the military installations that anchor the region. New construction means fewer surprises and modern systems throughout.

WYTHE and the Hampton real estate market

Chesterfield Road sits in a residential pocket where daily life stays simple. Robinson Park is just a tenth of a mile away—perfect for a quick walk or afternoon outing. The block itself is tree-lined and quiet, the kind of street that anchors homes for sale in 23661. Hampton is a working waterfront city with deep military roots and a real sense of community. Getting around is straightforward: NSA Hampton Roads is eight minutes north, and the broader Hampton Roads region connects via I-64 and local routes. You're close enough to downtown Hampton's restaurants and shops, but far enough to enjoy genuine neighborhood peace. The city blends maritime history, naval presence, and accessible suburban living all in one place.

What's nearby

You're surrounded by convenience. Robinson Park sits just a tenth of a mile away, and Indian River Park and Public Overlook are within half a mile—great for outdoor time. Grab coffee at 7-Eleven (0.3 miles), pick up groceries at Dollar General (0.2 miles), or order dinner from Golden City II, Papa Johns Pizza, or Philly Station—all within walking distance. The neighborhood keeps you close to what you need without feeling cramped.

For different buyers

Base commute and VA loan notes

Eight minutes to NSA Hampton Roads and ten to MARFORCOM Norfolk means a short commute for most paygrades. VA loan financing is common in this area, and 2026 construction means move-in readiness without surprises. Five bedrooms give flexibility for home office, guest room, or whatever your household needs.

Room to grow

Five bedrooms mean real room to grow, and 2.1 baths let everyone get ready without conflict. The 2,778-square-foot layout spreads out across two stories, giving each person their own zone. A newer home also means updated systems and fewer maintenance headaches as your household evolves.

Homes like this one sell fast — see the next one first

Hampton$445K – $610K5+ beds

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Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

ElementaryHunter B. Andrews PK-8
6.6/10
MiddleHunter B. Andrews PK-8
6.6/10
HighHampton High School
5.7/10

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

FEMA flood zone AE · base flood elevation 7 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 515527

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 515527

High Risk

FEMA flood zone

AE (1% annual chance)

Base flood elevation

7 ft above sea level

Property elevation

6.4 ft above sea level

0.6 ft below BFE

USGS 3DEP digital elevation model

Special Flood Hazard Area — 1% annual chance of flooding. Federal flood insurance is required on most mortgages.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

Zone AE typically means lenders require flood insurance — factor it into the monthly numbers below.

Hurricane Evacuation Zone

Evacuation Zone A

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

Explore this neighborhood

Hampton Roads

Hampton Roads is a waterfront neighborhood in Hampton, Virginia. It sits close to the water and has deep ties to the sea. The area has a mix of homes.

$255K

Median sale · 12 mo

$175

Sold $/sq ft

12d

Days on market

For sale now

$68K

HH income

56.2%

Owner-occupied

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

Explore Hampton Roads →

Neighborhood

see more Hampton homes →

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

$2,964/mo

Down payment20% · $105,800

Interest rate6.75%

Loan term30 years

Principal & interest

$2,745

Property tax

$65

Home insurance

$154

PMI

None

HOA/Condo (paid separately)

None

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

Price context — similar nearby homes

$255,000 – $440,000

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.

2915 Chesapeake AVE · 0.2 mi · 2,536 sqft$395,000 sold 2026-04

1411 Chesapeake AVE · 0.4 mi · 2,984 sqft$440,000 sold 2026-07

134 Powhatan PW · 0.2 mi · 2,250 sqft$360,000 sold 2026-09

Own a home nearby? See what it is worth today — What's your Hampton home worth?

Sale & Tax History

List Price

$529,000

Price / Sq Ft

$190

Annual Taxes

$775

Monthly Tax

$65

HOA

None

Tax Rate (effective)

0.15%

Sale Timeline (this listing)

Event	Date	Price	Detail
Listed	Sep 4, 2026	$529,000	—
Currently listed	—	$529,000	—

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:

Hampton 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

Is 106 Chesterfield Rd in a good school zone?+

The assigned zones on the listing record are Hunter B. Andrews (VaHome School Score 6.6/10), Hunter B. Andrews (VaHome School Score 6.6/10), Hampton (VaHome School Score 5.7/10). School attendance zones can change — always confirm enrollment with the local school division.

Is 106 Chesterfield Rd in a flood zone?+

FEMA maps this parcel in Zone AE with a base flood elevation of 7 ft — a high-risk flood band where lenders typically require flood insurance. See the flood section on this page for the full details and sources, and verify with an elevation certificate.

Is 106 Chesterfield Rd a waterfront property?+

Yes. The listing record shows: Pond.

Does 106 Chesterfield Rd have an HOA?+

No — there are no HOA, condo, or association dues on the listing record for this property.

When was 106 Chesterfield Rd built?+

It was built in 2026, 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

Tom & Dariya Milan

Brokered by LPT Realty · Hampton Roads · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Janay Richardson · KW Coastal Virginia Chesapeake · REIN MLS #10652221

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

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Phone (optional)

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

Call or text (757) 777-7577

106 Chesterfield Rd, Hampton, Virginia 23661 · MLS #10652221 · 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.

✆

106 Chesterfield Rd, Hampton, VA 23661

Life on the water

Facts & features

About this home

Our read on this home

Why this home stands out

WYTHE and the Hampton real estate market

What's nearby

For different buyers

Base commute and VA loan notes

Room to grow

More buyer questions

Homes like this one sell fast — see the next one first

Schools

Flood & environment

🌊 Flood Risk (FEMA)

Hurricane Evacuation Zone

Hampton Roads

Minutes to real places, not a score

Location & Neighborhood

Military Commute

Run the real carrying cost

Estimate your monthly payment

Judge value on real ground

Sale & Tax History

Sale Timeline (this listing)

Comparable Properties

Questions buyers ask

You'll talk to a person, not a lead queue

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

Flood Risk (FEMA)