9 days on market
$290,000
340 Middle Oaks Dr
Chesapeake, Virginia 23322
MLS# 10632339 · MIDDLE OAKS · Chesapeake VA
Updated May 9, 2026 · Source: REIN MLS
Est. payment
$1,815/mo
Edit below
Price / sq ft
$234
1,238 sq ft
Days on market
9
New listing
HOA
None
Year built
1986
40 yrs old
Beds
2
Full Baths
2
Half Baths
1
Sq Ft
1,238
Garage
No
About this home
340 Middle Oaks Drive offers a functional layout and move-in ready condition in the desirable Great Bridge area, known for its convenient access to shopping, dining, and everyday amenities and sought after schools. This townhome features two bedrooms, each with ensuite baths, plus an additional 1st floor half bath, approximately 1,250 square feet, and a manageable yard with two storage sheds. Recent updates include n…
Listed by Elaina Kirk · AtCoastal Realty
VaHome Team property overview
Meet 340 Middle Oaks Drive — a two-bedroom, two-and-a-half-bath townhome-style home in Chesapeake's Middle Oaks community. Built in 1986 and spanning 1,238 square feet on a compact lot, it puts groceries, dining, parks, and fitness all within a short walk or quick drive.
Read full property overview ↓Show less ↑
Why this home stands out
What sets 340 Middle Oaks Drive apart is its combination of low-maintenance lot size and genuinely walkable surroundings in a part of Chesapeake that doesn't always get credit for convenience. You're a short stroll from multiple dining options, two grocery stores, and a handful of parks — all without sacrificing the quiet residential feel that Middle Oaks delivers. For anyone who wants suburban calm without suburban sprawl, this address hits a real sweet spot.
MIDDLE OAKS and the Chesapeake real estate market
Middle Oaks is a well-established residential pocket in the Great Bridge area of Chesapeake, Virginia — a city that consistently ranks among the most livable in the Hampton Roads region. The neighborhood carries the relaxed, unpretentious character that defines much of southern Chesapeake: tree-lined streets, modest lot sizes, and neighbors who tend to stay put. While browsing homes for sale in Chesapeake VA 23321 you'll notice that Middle Oaks stands out for how much daily convenience surrounds it without the neighborhood itself feeling commercial. Chesapeake as a whole offers a lower-density alternative to Virginia Beach or Norfolk while still keeping you connected to the broader metro. Great Bridge specifically has a strong sense of local identity, anchored by its history and its proximity to the Chesapeake city core. Whether you're commuting north toward Norfolk or simply staying local, the location inside Middle Oaks gives you a calm home base with real-world practicality built right in.
What's nearby
Daily errands are genuinely easy from 340 Middle Oaks Drive. Walmart Neighborhood Market is just 0.4 miles away, and Food Lion is under a mile. When you'd rather not cook, Local's Burgers and More is only 0.2 miles down the road, with Yu-Mi Sushi and Yianni's Neighborhood Pizzeria and Family Restaurant both within 0.4 miles. Morning coffee is covered by Starbucks Coffee Company at 0.4 miles or Dunkin' at 0.6 — and Kitty Kingdom Cat Café adds a quirky local option at 0.8 miles. Fitness is well represented too, with Orangetheory Fitness at 0.4 miles and Burn Boot Camp at 0.8. For outdoor time, Cheshire Forest Park, Kevin Houston Park at Cedarwood, and Cedar Crossing Park are all within a mile.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is just eight minutes away, making 340 Middle Oaks Drive a practical choice for Coast Guard personnel who want a short commute without living on top of the base. Norfolk Naval Shipyard is reachable in about 17 minutes. VA loan eligibility can make this home especially accessible, and BAH rates in the Chesapeake area tend to align well with this price tier.
For first-time buyers
If you're stepping into homeownership for the first time, 340 Middle Oaks Drive offers a manageable footprint — 1,238 square feet, two bedrooms, two and a half baths — without overwhelming you with upkeep. The 0.063-acre lot keeps yard work minimal. Add in walkable dining, grocery stores under a mile away, and a stable neighborhood, and you have a genuinely smart entry point into real estate listings in Chesapeake VA.
Frequently asked questions
How far is 340 Middle Oaks Drive from USCG Finance Center Chesapeake?
The drive is approximately 8 minutes under normal traffic conditions, making it one of the closer residential options to the base in this part of Chesapeake.
How far is 340 Middle Oaks Drive from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is roughly 17 minutes away by car, a reasonable commute for shipyard personnel looking to live in the quieter Great Bridge area of Chesapeake.
What is the flood zone status for 340 Middle Oaks Drive?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the most current FEMA designation and any applicable insurance requirements.
Is there an HOA for Middle Oaks in Chesapeake?
Middle Oaks does have an HOA; prospective buyers should request current governing documents and any applicable rules during the due-diligence period to understand what's covered and what's expected.
Where are the nearest parks to 340 Middle Oaks Drive?
Cheshire Forest Park is about 0.7 miles away, and both Kevin Houston Park at Cedarwood and Cedar Crossing Park are within 0.8 miles, giving you multiple outdoor options close to home.
Curious whether 340 Middle Oaks Drive fits your next chapter? Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well — reach out and let's talk through the details.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
340 Middle Oaks 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
2
Full Baths
2
Half Baths
1
Approx Sq Ft
1,238
Stories
2
Fireplaces
0
Flooring
Carpet, Laminate/LVP
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer
Sale & Tax History
List Price
$290,000
Price / Sq Ft
$234
Annual Taxes
$2,713
Monthly Tax
$226
HOA
None
Tax Rate (effective)
0.94%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 1, 2026 | $290,000 | — |
| Currently listed | — | $290,000 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$268,600
Land
$115,000
Improvement
$153,600
Parcel ID: 0593011000040 · 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
$1,815/moPrincipal & interest
$1,505
Property tax
$226
Home insurance
$85
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 AtCoastal Realty · MLS# 10632339
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$290,000
340 Middle Oaks DR, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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