Skip to main content
HamptonWYTHE1411 Chesapeake Ave✓ Source: REIN MLS #10636604 · record updated Jul 2, 2026 · synced every 5 min · your inquiry is never resold
1411 Chesapeake AVE, HAMPTON VA 23661 - Main photo
1411 Chesapeake AVE, HAMPTON VA 23661 - Photo 2
1411 Chesapeake AVE, HAMPTON VA 23661 - Photo 3
1411 Chesapeake AVE, HAMPTON VA 23661 - Photo 4
1411 Chesapeake AVE, HAMPTON VA 23661 - Photo 5
$460,000
$154 / sqft · est. $2,890/mo →
3beds
2.1baths
2,984sqft
36days on market

1411 Chesapeake Ave, Hampton, VA 23661

Under ContractResidential · built 1935 · WYTHE

About this home

The listing, in the seller's words

Stately Chesapeake Avenue residence offering beautiful water views without the expense of flood insurance. This grand historic home blends timeless charm with thoughtful modern updates, featuring two spacious primary suites, updated kitchen and bathrooms, and character-filled details throughout. The renovated kitchen is equipped with granite countertops and updated appliances, perfect for everyday living and entertaining alike. Comfort and efficiency are enhanced with 3-zoned HVAC, while the detached 2-car garage provides ample storage and convenience. A rare opportunity to own a truly distinctive home with classic elegance, modern amenities, and scenic surroundings.

Listing courtesy of Alyssa Wray · Aweigh Real Estate VB · REIN MLS #10636604

VaHome team overview

Our read on this home

At a glance

1411 Chesapeake Ave is a character-rich 1935 single-family home in Hampton, Virginia, offering 2,984 square feet across three bedrooms and two and a half baths — just eight minutes from NSA Hampton Roads and steps from waterfront views.

Read the full overview ↓

Why this home stands out

Built in 1935, this nearly 3,000-square-foot home carries the kind of architectural presence that newer construction simply can't replicate. The half-bath adds everyday practicality, and the generous square footage means everyone has room to spread out. Sitting on Chesapeake Ave, you're also positioned for some of the most scenic drives and water views that Hampton has to offer — a genuinely rare combination of size, era, and location.

WYTHE and the Hampton real estate market

Chesapeake Ave runs along one of Hampton's most storied corridors, where early-twentieth-century homes line streets that look out toward the water. The area carries a settled, established feel — mature trees, wide lots, and neighbors who tend to stay for decades. Hampton itself is one of the oldest English-speaking settlements in the country, and that history shows in the architecture and the civic pride you'll find here. The city sits at the heart of Hampton Roads, giving you easy access to the broader metro while still feeling like a genuine community with its own identity. Downtown Hampton is a short drive away, with waterfront dining, the Virginia Air and Space Science Center, and the Hampton Coliseum all within reach. Whether you're drawn to the history, the water access, or simply the scale and character of homes like 1411 Chesapeake Ave, this part of Hampton delivers a lifestyle that's hard to find anywhere else in the region.

What's nearby

Day-to-day errands are genuinely easy from 1411 Chesapeake Ave. Robinson Park is just 0.3 miles away — a quick walk when you need fresh air — and Indian River Park is half a mile out. For a broader view, the Public Overlook is under a mile away. Grab a quick bite at Philly Station, Papa Johns Pizza, or Golden City II Chinese Restaurant, all within half a mile. Pine Supermarket covers your grocery runs at 0.9 miles, with Dollar General even closer at 0.5 miles. A 7-Eleven is 0.6 miles out for coffee and convenience.

For different buyers

For military families relocating

NSA Hampton Roads is eight minutes away, and MARFORCOM Norfolk is ten — making 1411 Chesapeake Ave one of the more strategically located homes in the area for active-duty households. A VA loan can make a home of this size and character more accessible than you might expect, and the short commute means more time at home and less time in traffic.

For buyers drawn to character

If you've been scrolling past cookie-cutter floor plans looking for something with actual bones, 1411 Chesapeake Ave is worth a serious look. Nearly 3,000 square feet built in 1935 means proportions, details, and a sense of permanence that modern builds rarely achieve. Homes like this on Chesapeake Ave don't come up often, and when they do, people who appreciate craftsmanship tend to notice.

More buyer questions

How far is 1411 Chesapeake Ave from NSA Hampton Roads?

NSA Hampton Roads is approximately eight minutes away by car, making this one of the closer residential streets to the base in Hampton. The commute is straightforward with minimal highway dependency.

What is the square footage of 1411 Chesapeake Ave?

The home measures 2,984 square feet, spread across three bedrooms and two and a half bathrooms. For a 1935-era home, that's a notably generous footprint.

Is 1411 Chesapeake Ave in a flood zone?

Given its location near the Chesapeake Ave waterfront corridor in Hampton, flood zone status is worth reviewing carefully — check the FloodRisk tile on this page for the current FEMA designation.

What parks are near 1411 Chesapeake Ave?

Robinson Park is just 0.3 miles away, Indian River Park is half a mile out, and the Public Overlook — great for water views — is under a mile from the front door.

How old is the home at 1411 Chesapeake Ave?

The home was built in 1935, making it nearly 90 years old. Homes of this era on Chesapeake Ave are known for their architectural character and solid original construction.

Ready to walk through 1411 Chesapeake Ave in person? Tom and Dariya Milan at LPT Realty know this part of Hampton well — reach out and let's set something up.

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

1935

Price / sqft

$154

HOA

None

Taxes

$4,433/yr

County

Hampton VA

Waterfront

Yes

MLS #

10636604

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

Flood & environment

The flood answer first — quantified, not buried

FEMA flood zone X · outside the high-risk area · FIRM 515527

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone A

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

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

$2,890/mo

Principal & interest

$2,387

Property tax

$369

Home insurance

$134

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.

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

$291,000$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 · 0.6 mi · 2,536 sqft$395,000 sold 2026-04
217 Hankins DR · 1.6 mi · 2,485 sqft$340,000 sold 2026-07
4012 Buchanan DR · 1.9 mi · 2,672 sqft$350,000 sold 2026-02

Sale & Tax History

List Price

$460,000

Price / Sq Ft

$154

Annual Taxes

$4,433

Monthly Tax

$369

HOA

None

Tax Rate (effective)

0.96%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 27, 2026$460,000
Price reducedJun 25, 2026$460,000−$5,000
Currently listed$460,000

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

Real questions, answered from the record

Is 1411 Chesapeake Ave in a good school zone?+
The assigned zones on the listing record are Hunter B. Andrews (GreatSchools 6/10), Hunter B. Andrews (GreatSchools 6/10), Hampton (GreatSchools 6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1411 Chesapeake Ave 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.
Are there parks near 1411 Chesapeake Ave?+
Robinson Park is about 0.3 miles away.
Where is the nearest grocery store to 1411 Chesapeake Ave?+
Dollar General is about 0.5 miles away. The closest dining on record is Golden City II Chinese Restaurant (0.5 mi).
Does 1411 Chesapeake Ave have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1411 Chesapeake Ave built?+
It was built in 1935, 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 Alyssa Wray · Aweigh Real Estate VB · REIN MLS #10636604

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.

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

Call or text (757) 777-7577

1411 Chesapeake Ave, Hampton, Virginia 23661 · MLS #10636604 · 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.