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Virginia BeachOCEAN PARK3734 Chesterfield Ave✓ Source: REIN MLS #10624886 · record updated Jul 13, 2026 · synced every 2 min · your inquiry is never resold
3734 Chesterfield AVE, VIRGINIABEACH VA 23455 - Main photo
3734 Chesterfield AVE, VIRGINIABEACH VA 23455 - Photo 2
3734 Chesterfield AVE, VIRGINIABEACH VA 23455 - Photo 3
3734 Chesterfield AVE, VIRGINIABEACH VA 23455 - Photo 4
3734 Chesterfield AVE, VIRGINIABEACH VA 23455 - Photo 5
$800,000
$268 / sqft · est. $4,985/mo →
4beds
3.1baths
2,986sqft
122days on market

3734 Chesterfield Ave, Virginia Beach, VA 23455

ActiveResidential · built 2005 · OCEAN PARK

About this home

The listing, in the seller's words

Spacious three-story home offering nearly 3,000 square feet of well-designed living space with large rooms, abundant storage, and an entertaining-friendly layout. The floor plan includes two primary suites along with two additional bedrooms, all with walk-in closets. The main living area features a breakfast bar, drink cooler, and wine closet, creating an inviting setting for gatherings. An elevator shaft, currently used for storage, was designed to allow for a future elevator installation. Outside, the fully fenced backyard with deck and patio provides a private outdoor retreat, and the two-car garage adds everyday convenience. Located in the Ocean Park neighborhood near the Chesapeake Bay shoreline, this home also offers easy access to Shore Drive dining, coastal recreation, and the Brock Environmental Center.

Listing courtesy of Jean Johnson · Serhant · REIN MLS #10624886

VaHome team overview

Our read on this home

At a glance

Meet 3734 Chesterfield Ave — a 4-bedroom, 3.1-bath home built in 2005 in Virginia Beach's Ocean Park neighborhood. With nearly 3,000 square feet, two military bases within 15 minutes, and the bay just steps away, this address delivers serious everyday livability.

Read the full overview ↓

Why this home stands out

What sets 3734 Chesterfield Ave apart is the combination of generous square footage — 2,986 square feet across four bedrooms and three and a half baths — with a location that puts you within a short walk of waterfront green space, local restaurants, and a yoga studio. Homes of this size in Ocean Park, this close to Pleasure House Point Natural Area and two major military installations, are genuinely hard to come by.

OCEAN PARK and the Virginia Beach real estate market

Ocean Park is one of Virginia Beach's most quietly beloved coastal neighborhoods, tucked along the western shore of the Chesapeake Bay in the northern part of the city. The streets here have a relaxed, established feel — mature trees, modest setbacks, neighbors who wave — without sacrificing access to everything Virginia Beach has to offer. Anyone browsing houses for sale va beach quickly learns that Ocean Park occupies a rare sweet spot: you're close to the bay, close to bases, and close to a walkable strip of local spots that gives the area genuine neighborhood identity. The community sits in Virginia Beach's Bayside district, which means you're well-positioned for both the oceanfront and the more sheltered Chesapeake Bay side of the peninsula. Pleasure House Point Natural Area borders the neighborhood and adds a preserved, natural edge that larger subdivisions simply can't replicate. Whether you're drawn here for the military commutes, the outdoor lifestyle, or simply the sense that this is a real neighborhood with real character, Ocean Park tends to hold onto residents once they arrive.

What's nearby

Daily life is easy from Chesterfield Ave. Bucketheads Beach Grill is just 0.1 miles away — a go-to for casual waterfront dining — and Jose Tequilas Cocina Mexicana and Froggie's are both within two blocks. For your morning routine, American Brew is a short walk at 0.2 miles, and The Back Deck offers another solid coffee option at 0.7 miles. Grocery runs are handled at TASTE, under a mile out. Pleasure House Point Yoga & Wellness is right around the corner at 0.2 miles, and Sculpt Sweat is just 0.4 miles if you prefer a gym setting. Loch Haven Park is practically next door at 0.1 miles, and Pleasure House Point Natural Area is 0.2 miles — perfect for morning walks along the bay.

For different buyers

For military families relocating

JEB Little Creek-Fort Story is about 7 minutes from 3734 Chesterfield Ave, and NAS Oceana is roughly 14 minutes out — both well within typical BAH commute planning ranges. A VA loan can make a home of this size more accessible than many buyers expect, and Ocean Park's proximity to both installations has made it a consistent favorite for military households across pay grades.

For families upgrading

If you're looking to move up into more space without leaving the coastal Virginia Beach lifestyle behind, 3734 Chesterfield Ave makes a strong case. Four bedrooms and 2,986 square feet give everyone room to spread out, while Loch Haven Park next door and Pleasure House Point Natural Area just down the street mean outdoor time is always close. It's the kind of address where homes for sale virginia beach va searches tend to stop.

More buyer questions

How far is 3734 Chesterfield Ave from JEB Little Creek-Fort Story?

JEB Little Creek-Fort Story is approximately 7 minutes from 3734 Chesterfield Ave under normal traffic conditions, making it one of the more convenient off-base addresses for personnel stationed there.

How far is 3734 Chesterfield Ave from NAS Oceana?

NAS Oceana is roughly 14 minutes away by car, a manageable daily commute that keeps this address practical for Navy aviation personnel and civilian employees at the base.

What is the Ocean Park neighborhood like in Virginia Beach?

Ocean Park is a well-established coastal neighborhood on the Chesapeake Bay side of Virginia Beach, known for its walkable access to waterfront parks, local restaurants, and a genuine community feel that sets it apart from newer master-planned developments.

Is 3734 Chesterfield Ave in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page — we recommend reviewing it alongside any insurance estimates before making decisions.

Are there parks and outdoor spaces near 3734 Chesterfield Ave?

Yes — Loch Haven Park is 0.1 miles away, Pleasure House Point Natural Area is 0.2 miles, and Aeries on the Bay Park is under a mile out, giving residents multiple options for walking, kayaking, and bay-side recreation.

Tom and Dariya Milan at LPT Realty know Ocean Park well. Reach out to get a straight-talking walkthrough of what 3734 Chesterfield Ave means for your move.

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

2005

Price / sqft

$268

HOA

None

Taxes

$7,202/yr

County

Virginia Beach VA

Waterfront

Yes

MLS #

10624886

Interior

Bedrooms
4
Full baths
3
Half baths
1
Approx. sqft
2,986
Stories
3
Flooring
Carpet, Ceramic, Wood
Ensuite bedrooms
2
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, Attic, Breakfast Area, PBR with Bath, Utility Closet
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer Hookup
Equipment
Ceiling Fan, Gar Door Opener, Jetted Tub

Construction & exterior

Style
2 Unit Condo
Subtype
Attached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Full
Waterfront
Not Waterfront

Utilities & systems

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

Lot, parking & ownership

Subdivision
OCEAN PARK
Unit / floor
1
Zoning
R5D
Ownership
Condo
Garage
Yes
Parking
Garage Att 2 Car, Off Street, Driveway Spc
Possession
SETTLEMENT
Disclosures
Disclosure Statement, Owner Agent

See more Virginia Beach condos & townhomes.

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

Flood & environment

FEMA flood zone AE · base flood elevation 7 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 515531

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 B

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

Explore this neighborhood

Baylake Pines

Baylake Pines is a Chesapeake Bay community in northern Virginia Beach, set on the water side of Shore Drive in the Bayside/Bayfront area.

2

For sale now

$109K

HH income

64.9%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Baylake Pines
Map of Baylake Pines with neighborhood boundaryNeighborhood

see more Virginia Beach 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

$4,985/mo

Principal & interest

$4,151

Property tax

$600

Home insurance

$233

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

$835,000$1,350,000

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.

3556 Shore DR #900 · 0.3 mi · 2,576 sqft$1,350,000 sold 2026-06
2373 Madison AVE · 0.5 mi · 2,564 sqft$952,658 sold 2026-05
1708 Lambs Creek LN · 1.1 mi · 2,913 sqft$835,000 sold 2026-03

Sale & Tax History

List Price

$800,000

Price / Sq Ft

$268

Annual Taxes

$7,202

Monthly Tax

$600

HOA

None

Tax Rate (effective)

0.90%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMar 13, 2026$800,000
Price reducedMay 19, 2026$800,000−$20,000
Currently listed$800,000

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:

Virginia Beach 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

122 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 3734 Chesterfield Ave in a good school zone?+
The assigned zones on the listing record are Thoroughgood Elementary (GreatSchools 7/10), Great Neck Middle (GreatSchools 8/10), Frank W. Cox (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 3734 Chesterfield Ave 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 there a gym near 3734 Chesterfield Ave?+
Yes — Pleasure House Point Yoga & Wellness is about 0.2 miles away, per the cached nearby-places record for this address.
Are there parks near 3734 Chesterfield Ave?+
Loch Haven Park is about 0.1 miles away.
Where is the nearest grocery store to 3734 Chesterfield Ave?+
TASTE is about 0.9 miles away. The closest dining on record is Bucketheads Beach Grill (0.1 mi).
Does 3734 Chesterfield Ave have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 3734 Chesterfield Ave built?+
It was built in 2005, 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 Jean Johnson · Serhant · REIN MLS #10624886

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.

3734 Chesterfield Ave, Virginia Beach — photo

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

Call or text (757) 777-7577

3734 Chesterfield Ave, Virginia Beach, Virginia 23455 · MLS #10624886 · 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.