79 days on market
$450,000
500 Stillwater Dr
Chesapeake, Virginia 23320
MLS# 10620752 · OAKBROOKE · Chesapeake VA
Updated Apr 27, 2026 · Source: REIN MLS
Est. payment
$2,844/mo
Edit below
Price / sq ft
$213
2,108 sq ft
Days on market
79
HOA
None
Year built
1995
31 yrs old
Beds
4
Full Baths
3
Half Baths
0
Sq Ft
2,108
Garage
Yes
Schools
- ElementaryB.M. Williams Primary—
- MiddleGreenbrier Middle School6/10
- 3/10
Info provided by GreatSchools
About this home
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…
Listed by Mahama Gonzales · BHHS RW Towne Realty
VaHome Team property overview
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.
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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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
500 Stillwater DR, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
4
Full Baths
3
Half Baths
0
Approx Sq Ft
2,108
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Feb 19, 2026 | $450,000 | — |
| Currently listed | — | $450,000 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$449,200
Land
$152,000
Improvement
$297,200
Parcel ID: 0378003000010 · View on city GIS portal
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:
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.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$2,844/moPrincipal & 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.
Listed by BHHS RW Towne Realty · MLS# 10620752
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$450,000
500 Stillwater DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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