Skip to main content
ChesapeakeOAKBROOKE500 Stillwater Dr✓ Source: REIN MLS #10620752 · record updated Jun 26, 2026 · synced every 2 min · your inquiry is never resold
500 Stillwater DR, CHESAPEAKE VA 23320 - Main photo
500 Stillwater DR, CHESAPEAKE VA 23320 - Photo 2
$450,000
$213 / sqft · est. $2,844/mo →
4beds
3baths
2,108sqft
116days on market

500 Stillwater Dr, Chesapeake, VA 23320

Under ContractResidential · built 1995 · OAKBROOKE

About this home

The listing, in the seller's words

Bring your vision to this spacious 4 bedroom, 3 full bath split-level home located in the desirable Stillwater Farms neighborhood. Being sold as-is, this property is a rare opportunity for a growing or multi-generational family to move into a premier location and add their own personal touch. This home features formal fining room with hardwood flrs, eat-in kitchen, complete with granite countertops. The 1st flr is a perfect layout for an in-law suite, office, or for guests, complete with a living room and a cozy fireplace. Huge primary bedroom, luxurious ensuite bath with jetted tub, separate step-up shower, and double sinks. Love the outdoors, enjoy the extra-large deck, w/ a full privacy fence, and inground sprinkler system all on nearly a half-acre lot. Bonus Features: Two cozy fireplaces, two-car attached garage, and large storage shed.

Listing courtesy of Mahama Gonzales · BHHS RW Towne Realty · REIN MLS #10620752

VaHome team overview

Our read on this home

At a glance

500 Stillwater Drive is a 4-bedroom, 3-bath home in Chesapeake's Oakbrooke neighborhood, offering 2,108 square feet of living space built in 1995. Groceries, parks, and dining are all within a half-mile, and the USCG Finance Center is just three minutes away.

Read the full overview ↓

Why this home stands out

What sets 500 Stillwater Drive apart is the combination of a generous four-bedroom floor plan and a location that genuinely delivers on convenience. Three full bathrooms means no morning bottlenecks for a busy household. The 1995 build puts you in a mature, established neighborhood where the streets are lined and the community has real character — without the uncertainty of a brand-new development still finding its footing.

OAKBROOKE and the Chesapeake real estate market

Oakbrooke is one of those neighborhoods in Chesapeake where things just feel settled and livable. Streets curve pleasantly, lots have room to breathe, and neighbors tend to stay for years — which tells you something. The subdivision sits in the heart of chesapeake county va, giving you full access to Chesapeake's city services, parks system, and infrastructure while keeping the pace of daily life calm and manageable. Oakbrooke Park is literally steps from your door, and Oak Grove Meadows Greens is just down the road for open-air time. Chesapeake as a city consistently ranks among the most desirable places to live in Hampton Roads — low crime relative to the region, strong infrastructure, and a geography that keeps you connected to Virginia Beach, Norfolk, and Suffolk without being swallowed by any of them. From 500 Stillwater Drive, you get all of that with a quiet residential street to come home to.

What's nearby

Daily errands from 500 Stillwater Drive are genuinely easy. Food Lion is half a mile out, and Walmart Neighborhood Market is under a mile — so grocery runs don't eat your afternoon. When you'd rather let someone else cook, RedBones Raw Bar Seafood Grill is just 0.3 miles away, and Pizza Twist is right around the corner at 0.5 miles. For a morning smoothie, KRAVE Juice & Smoothie Cafe is a quick half-mile trip. Fitness options are well covered too — Hope Fit VA, Fit Fusion, and Riverview Wellness are all within a mile. Oakbrooke Park and Oak Grove Meadows Greens, both under half a mile, give you green space without a drive.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is a three-minute drive from 500 Stillwater Drive — about as close as it gets without living on base. Norfolk Naval Shipyard is 14 minutes out, making this address a practical fit for dual-military households or anyone weighing BAH and commute time together. A VA loan can make this four-bedroom home even more accessible for eligible service members and veterans.

For families upgrading

Four bedrooms and three full baths give a growing family genuine room to spread out — no one's sharing a bathroom with four other people. The 2,108-square-foot layout has the flexibility to handle a home office, a guest room, or a dedicated kids' zone. Oakbrooke Park is under half a mile away, and the neighborhood's established, low-turnover character means your kids grow up with consistent neighbors and a real sense of place.

More buyer questions

How far is 500 Stillwater Drive from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately 3 minutes by car from 500 Stillwater Drive — one of the closest off-base residential options you'll find in the area.

How far is 500 Stillwater Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 14 minutes from 500 Stillwater Drive, making it a manageable daily commute for shipyard workers and military personnel assigned there.

What neighborhood is 500 Stillwater Drive in?

500 Stillwater Drive is located in Oakbrooke, an established residential subdivision in Chesapeake, Virginia 23320.

Is 500 Stillwater Drive in a flood zone?

Flood zone information for 500 Stillwater Drive is available in the FloodRisk tile on this page, which pulls current FEMA map data for the property's specific parcel.

Are there parks near 500 Stillwater Drive?

Yes — Oakbrooke Park and Oak Grove Meadows Greens are both within 0.4 miles of the address, and Oak Grove Meadows is under a mile away, giving you multiple green-space options close to home.

Curious about 500 Stillwater Drive or other homes in Oakbrooke? Tom and Dariya Milan know this corner of Chesapeake well — reach out and let's talk through what fits your situation.

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

1995

Price / sqft

$213

HOA

None

Taxes

$4,537/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10620752

Interior

Bedrooms
4
Full baths
3
Approx. sqft
2,108
Stories
2
Flooring
Carpet, Ceramic, Wood
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
Attic, Breakfast Area, Foyer, PBR with Bath, Office/Study
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Split-Level
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool
Fencing
Back Fenced,Full,Privacy
Waterfront
Not Waterfront

Utilities & systems

Heating
Heat Pump
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
OAKBROOKE
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 1 Car, 2 Space
Possession
SETTLEMENT
Disclosures
Disclosure Statement

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

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

Explore this neighborhood

Clearfield

Clearfield is an established residential neighborhood in Chesapeake, Virginia, located in the 23320 ZIP code near the Greenbrier area and within reach of the South Norfolk corridor.

$423K

Median sale · 12 mo

$257

Sold $/sq ft

5d

Days on market

1

For sale now

$135K

HH income

85.7%

Owner-occupied

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

Explore Clearfield
Map of Clearfield with neighborhood boundaryNeighborhood

Chesapeake homes for sale

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

$2,844/mo

Principal & interest

$2,335

Property tax

$378

Home insurance

$131

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

Asking vs. assessment

100% of $449,200

City assessment record · taxes $4,537/yr

Land share of assessed value

34% — $152,000

Improvements $297,200 · assessor record ✓

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

$477,150$560,000

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.

700 Remington DR · 2.3 mi · 2,290 sqft$560,000 sold 2026-05
627 Luray TER · 2.5 mi · 1,973 sqft$490,000 sold 2026-06
605 Resh CT · 2.5 mi · 1,904 sqft$485,000 sold 2026-04

Sale & Tax History

List Price

$450,000

Price / Sq Ft

$213

Annual Taxes

$4,537

Monthly Tax

$378

HOA

None

Tax Rate (effective)

1.01%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMar 2, 2026$450,000
Currently listed$450,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$449,200

Land

$152,000

Improvement

$297,200

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 500 Stillwater Dr in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Greenbrier Middle (GreatSchools 6/10), Oscar Smith (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 500 Stillwater 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 500 Stillwater Dr?+
Yes — Hope Fit VA (Bungee Fitness + Personal Training) is about 0.5 miles away, per the cached nearby-places record for this address.
Are there parks near 500 Stillwater Dr?+
Oak Grove Meadows Greens is about 0.4 miles away.
Where is the nearest grocery store to 500 Stillwater Dr?+
Food Lion is about 0.5 miles away. The closest dining on record is RedBones Raw Bar Seafood Grill (0.3 mi).
Does 500 Stillwater Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 500 Stillwater Dr built?+
It was built in 1995, 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 Mahama Gonzales · BHHS RW Towne Realty · REIN MLS #10620752

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.

500 Stillwater Dr, Chesapeake — photo

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

Call or text (757) 777-7577

500 Stillwater Dr, Chesapeake, Virginia 23320 · MLS #10620752 · 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.