Skip to main content
VaHome.com
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
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

106 Chesterfield Road is a newly built 2026 five-bedroom home in Hampton, Virginia, offering 2,778 square feet, 2.5 baths, and an eight-minute drive to NSA Hampton Roads — a rare combination of fresh construction and unbeatable base access in the 23661 zip code.

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

New construction in an established Hampton neighborhood is genuinely uncommon, and 106 Chesterfield Road delivers exactly that. Five bedrooms across 2,778 square feet means room to spread out without compromise — whether that's a dedicated home office, a guest suite, or a playroom. Add a half-bath on the main level, a two-car-equivalent footprint, and proximity to two major installations, and this address earns its place among the most practical Hampton homes for sale in the area.

WYTHE and the Hampton real estate market

Chesterfield Road sits in a quiet, tree-lined pocket of Hampton where mid-century blocks give way to newer infill construction. The surrounding streets have a lived-in character — neighbors who know each other, sidewalks with foot traffic, and a pace that feels genuinely residential without feeling remote. Hampton itself is one of the oldest continuously English-speaking settlements in the country, and that history shows in the city's bones: waterfront parks, a revitalized downtown, and a civic pride that runs deep. The city sits at the heart of Hampton Roads, giving you easy reach to Norfolk, Newport News, and the broader region without the congestion of living in the middle of it all. For families comparing homes for sale in Hampton, this part of the city offers a grounded, community-oriented feel that newer master-planned suburbs sometimes lack.

What's nearby

Robinson Park is just a tenth of a mile away — close enough for a morning walk before the day starts. Indian River Park at 0.4 miles and the Public Overlook at 0.6 miles add more green space and water views to the mix. Day-to-day errands are covered by a Dollar General two blocks out. When dinner doesn't need to be an event, Golden City II Chinese Restaurant, Papa Johns Pizza, and Philly Station are all within 0.2 miles. A 7-Eleven at 0.3 miles handles the quick coffee run, with a second location less than a mile away as backup. Homes for sale in 23661 rarely sit this close to this many walkable conveniences.

For different buyers

Base commute and VA loan notes

NSA Hampton Roads is eight minutes away, and MARFORCOM Norfolk is ten — that kind of dual-base proximity is hard to find in a single address. A VA loan pairs naturally with new construction like this, and five bedrooms means the whole family fits comfortably whether you're on a two-year set of orders or planning to stay longer. There's real breathing room here, and real convenience.

Room to grow

Five bedrooms and 2,778 square feet of brand-new construction give upgrading families exactly what they've been waiting for: space that actually matches the size of your life. Families comparing homes for sale zoned for Hampton High School and homes for sale zoned for Hunter B. Andrews PK-8 will find 106 Chesterfield Road worth a close look — the school zones, the square footage, and the 2026 build year check a lot of boxes at once.

More buyer questions

How far is 106 Chesterfield Road from NSA Hampton Roads?

The drive to NSA Hampton Roads runs about eight minutes under normal traffic conditions, making this one of the closer residential addresses to the installation in the Hampton area.

Is 106 Chesterfield Road part of an HOA?

HOA status for this property should be confirmed with current listing details, as new construction communities sometimes establish HOAs after initial sales begin.

What is the flood zone status for 106 Chesterfield Road?

Flood zone designation for this address is displayed in the FloodRisk tile on this page — check there for the most current FEMA map data and zone classification.

How far is 106 Chesterfield Road from MARFORCOM Norfolk?

MARFORCOM Norfolk is approximately ten minutes from this address, making it a practical option for service members assigned to that command.

What parks are near 106 Chesterfield Road?

Robinson Park is just 0.1 miles away, Indian River Park sits at 0.4 miles, and the Public Overlook — with water views — is about 0.6 miles from the front door.

Tom and Dariya Milan at LPT Realty know this part of Hampton well. Reach out to get a straightforward answer to any question about 106 Chesterfield Road or the surrounding neighborhood.

Summary generated by AI from public records and publicly available information.

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

Hampton$445K – $610K5+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

Schools

VaHome School Score

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

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

Looking up FEMA flood zone…

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.

$310K

Median sale · 12 mo

$185

Sold $/sq ft

32d

Days on market

12

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 →
Map of Hampton Roads with neighborhood boundaryNeighborhood

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

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
607 Pocahontas Pl · 0.6 mi · 2,332 sqft$405,000 sold 2026-02

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)

EventDatePriceDetail
ListedSep 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 4.7/10), Hunter B. Andrews (VaHome School Score 4.7/10), Hampton (VaHome School Score 6.1/10). 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

TD

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

Free, no obligation — your inquiry goes to Tom & Dariya, never resold.

106 Chesterfield Rd, Hampton — photo

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.

✆