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Chesapeake › UPTON FARMS › 816 Woodcott Dr✓ Source: REIN MLS #10636624 · record updated Jun 9, 2026 · synced every 5 min · your inquiry is never resold
816 Woodcott DR, CHESAPEAKE VA 23322 - Main photo
816 Woodcott DR, CHESAPEAKE VA 23322 - Photo 2
816 Woodcott DR, CHESAPEAKE VA 23322 - Photo 3
816 Woodcott DR, CHESAPEAKE VA 23322 - Photo 4
816 Woodcott DR, CHESAPEAKE VA 23322 - Photo 5
$575,000
$269 / sqft · est. $3,544/mo →
4beds
2.1baths
2,138sqft
12days on market

816 Woodcott Dr, Chesapeake, VA 23322

Under ContractResidential · built 1992 · UPTON FARMS

About this home

The listing, in the seller's words

Welcome to this beautifully updated designer-inspired home offering a perfect blend of modern elegance, open living & everyday comfort in the highly sought-after Hickory area. This stunning 4 bedroom, 2.5 bath home immediately impresses with its huge inviting entrance way. This home offers a bright open layout, stylish finishes & magazine worthy feel. The spacious floor plan was made for entertaining & effortless living with open rooms that just flow seamlessly. Step outside to an oversized oasis designed for lifestyle, entertaining & offering an endless possibility for outdoor living, play space, cookouts or creating your own private retreat. Located in one of Chesapeake's most desired school districts, this move-in ready home won't last long... No HOA... Call To View This One Today...

Listing courtesy of Christy Powell · Iron Valley Real Estate HR · REIN MLS #10636624

VaHome team overview

Our read on this home

At a glance

816 Woodcott Drive is a 4-bedroom, 2.1-bath single-family home in Chesapeake, Virginia, offering 2,138 square feet of living space built in 1992. Two parks sit under a mile away, a pilates studio is steps from the front door, and two military installations are an easy commute.

Read the full overview ↓

Why this home stands out

What sets 816 Woodcott Drive apart is its combination of generous square footage and a location that keeps everyday life low-effort. You're within a short walk of two separate parks and a fitness studio, yet the address still delivers the quiet, established feel of a mature Chesapeake neighborhood. For a four-bedroom home built in the early nineties, the lot and layout give you real room to grow without the sprawl of newer outer-ring subdivisions.

UPTON FARMS and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the zip code 23322 sits in its southern reaches — a part of the city that trades urban density for tree-lined streets, neighborhood parks, and a noticeably slower pace. The area around Woodcott Drive has the character of a community that has had time to mature: established landscaping, sidewalk-friendly streets, and neighbors who have put down roots. If you've been working with real estate agents in chesapeake va to find something that feels genuinely residential rather than freshly stamped out of a development mold, this pocket of the city tends to resonate. Chesapeake's Great Bridge and Greenbrier corridors are both accessible from here, giving you options for dining, shopping, and services without a long drive. The city itself is known for its balance of suburban comfort and natural green space, and the neighborhood around 816 Woodcott Drive reflects exactly that identity.

What's nearby

Step outside and CoreForge Pilates is just 0.4 miles away — close enough to walk on a good morning. Emerald Lakes Park is 0.8 miles out, and Etheridge Lakes Park adds another green-space option at 0.9 miles, so weekend mornings have a natural destination built in. Both parks offer the kind of open, relaxed setting that makes a neighborhood feel livable rather than just convenient. Daily errands and the broader amenities of the Chesapeake corridor are a short drive in any direction, keeping the address practical without sacrificing the quieter residential atmosphere that makes this part of the city worth choosing.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is about 10 minutes away, and Norfolk Naval Shipyard is a manageable 22-minute drive. A VA loan can make a four-bedroom home like this one a straightforward path to ownership, and the location keeps commute stress low for service members stationed at either installation. Chesapeake's stability and community feel make it a popular landing spot for military households.

For families upgrading

Four bedrooms and 2,138 square feet give a growing family real breathing room, and the 1992 build means the bones are solid without the quirks of a much older home. Two parks under a mile away mean kids have somewhere to go on a Saturday morning, and the established neighborhood means you're buying into a community, not just a house. There's a lot of everyday livability packed into this address.

More buyer questions

How far is 816 Woodcott Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 22 minutes from 816 Woodcott Drive under normal traffic conditions. The route is primarily highway-accessible, making it a workable daily commute.

How far is 816 Woodcott Drive from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is roughly 10 minutes away, making it one of the closer major installations to this address. It's a straightforward drive with minimal highway dependency.

What parks are near 816 Woodcott Drive?

Emerald Lakes Park is 0.8 miles away and Etheridge Lakes Park is 0.9 miles out — both are walkable or a very short drive and offer green space for outdoor activity year-round.

Is 816 Woodcott Drive in a flood zone?

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

Does 816 Woodcott Drive have a homeowners association?

HOA status for this property should be verified through current disclosure documents; your agent can confirm whether an association governs the subdivision and what it covers.

Want to see 816 Woodcott Drive in person? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's set up a walkthrough on your schedule.

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

1992

Price / sqft

$269

HOA

None

Taxes

$4,718/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10636624

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 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone D

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

$3,544/mo

Principal & interest

$2,984

Property tax

$393

Home insurance

$168

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

$537,000 – $595,000

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.

1208 Treeland TER · 0.2 mi · 2,126 sqft$539,000 sold 2026-03
516 Whistle Town RD · 0.4 mi · 2,191 sqft$595,000 sold 2026-05
504 Sydenham BLVD · 0.3 mi · 1,929 sqft$580,000 sold 2026-06

Sale & Tax History

List Price

$575,000

Price / Sq Ft

$269

Annual Taxes

$4,718

Monthly Tax

$393

HOA

None

Tax Rate (effective)

0.82%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 28, 2026$575,000—
Currently listed—$575,000—

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 816 Woodcott Dr in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (GreatSchools 6/10), Hickory Middle (GreatSchools 9/10), Hickory (GreatSchools 9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 816 Woodcott Dr 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 816 Woodcott Dr?+
Yes — CoreForge Pilates is about 0.4 miles away, per the cached nearby-places record for this address.
Are there parks near 816 Woodcott Dr?+
Emerald Lakes Park is about 0.8 miles away.
Does 816 Woodcott Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 816 Woodcott Dr built?+
It was built in 1992, 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 Christy Powell · Iron Valley Real Estate HR · REIN MLS #10636624

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

816 Woodcott Dr, Chesapeake, Virginia 23322 · MLS #10636624 · 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.

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