45 days on market
$320,000
1440 Rollesby Way
Chesapeake, Virginia 23320
MLS# 10625948 · HADLEY PARK AT GREENBRIER · Chesapeake VA
Updated Apr 4, 2026 · Source: REIN MLS
Est. payment
$2,004/mo
Edit below
Price / sq ft
$188
1,704 sq ft
Days on market
45
HOA
None
Year built
2015
11 yrs old
Beds
2
Full Baths
2
Half Baths
1
Sq Ft
1,704
Garage
No
Schools
- ElementaryGreenbrier Intermediate School6/10
- MiddleGreenbrier Middle School6/10
- 3/10
Info provided by GreatSchools
About this home
Charming 2-BEDROOM, 2.5-BATH condo in Hadley Park! Features a NEWLY UPGRADED kitchen and bathrooms with BEAUTIFUL CHERRYWOOD CABINETS, a convenient HALF BATH ON THE MAIN LEVEL, and a spacious PRIMARY SUITE with a PRIVATE EN-SUITE BATH! Enjoy BONUS loft/office space, a WALK-IN CLOSET, PRIVATE PATIO, and IN-UNIT LAUNDRY! Assigned parking PLUS guest spaces included! HOA covers WATER, TRASH, LANDSCAPING, and access to th…
Listed by Marie Banks · Swell Real Estate Co
VaHome Team property overview
Meet 1440 Rollesby Way — a 2-bedroom, 2.1-bath townhome-style residence in Hadley Park at Greenbrier, Chesapeake, built in 2015. With 1,704 square feet, a half-bath for guests, and a walkable location steps from parks, groceries, and coffee, daily life here is genuinely easy.
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Why this home stands out
Built in 2015, this 1,704-square-foot home sits on a compact 0.03-acre lot in Hadley Park at Greenbrier — a polished, well-maintained community in the heart of Chesapeake's Greenbrier corridor. Two full baths plus a powder room, a thoughtful floor plan, and a location that puts you within half a mile of groceries, parks, and a country club make this address stand out from older, higher-maintenance options nearby.
HADLEY PARK AT GREENBRIER and the Chesapeake real estate market
Hadley Park at Greenbrier is one of Chesapeake's tidier planned communities — the kind of neighborhood where the landscaping is consistent, the streets feel calm, and neighbors tend to stick around. Greenbrier itself is a well-established district in central Chesapeake, known for its mix of retail convenience and genuine green space. You're close to everything without feeling like you're living inside a shopping center. If you've been browsing houses for sale chesapeake virginia, Greenbrier tends to surface quickly — and for good reason. Chesapeake as a city offers low crime relative to the metro, strong infrastructure, and easy access to the rest of Hampton Roads via I-64 and the Chesapeake Expressway. The neighborhood has an HOA, which keeps the community looking sharp year-round. Whether you're commuting to a base, heading downtown, or just running weekend errands, 1440 Rollesby Way puts you in a genuinely central spot.
What's nearby
Groceries are covered from multiple directions — DG Market is just 0.5 miles away, Harris Teeter is 0.6 miles, and Food Lion is under a mile. For your morning routine, Einstein Bros. Bagels, Starbucks, and Dunkin' are all within 0.6 miles. Mill Lake Park is a half-mile walk for a quick outdoor reset, and Greenbrier Sports Park is less than a mile out. Greenbrier Country Club sits just 0.2 miles away if you're into golf or fitness. Quick meals? Taco Bell and Papa Johns are both within 0.5 miles.
For different buyers
For military families relocating
USCG Finance Center Chesapeake is literally two minutes away — it's hard to find a tighter commute in the whole metro. Norfolk Naval Shipyard is about 12 minutes out. Whether you're using a VA loan to make the purchase work or calculating BAH against your housing costs, 1440 Rollesby Way makes the math and the commute straightforward for active-duty households.
For first-time buyers
If you're searching for sale chesapeake va and feeling overwhelmed by older homes that need work, a 2015 build like this one is a meaningful advantage. You're getting modern construction, a manageable footprint, and a low-maintenance lot — without sacrificing space or location. Two full baths, a half-bath, and 1,704 square feet give you real room to grow into.
Frequently asked questions
How far is 1440 Rollesby Way from USCG Finance Center Chesapeake?
USCG Finance Center Chesapeake is approximately a 2-minute drive from 1440 Rollesby Way, making it one of the closest residential options to that installation in the area.
How far is 1440 Rollesby Way from Norfolk Naval Shipyard?
Norfolk Naval Shipyard is about 12 minutes from 1440 Rollesby Way, a manageable daily commute via local roads or I-64.
Is 1440 Rollesby Way part of an HOA?
Yes, Hadley Park at Greenbrier has a homeowners association, which helps maintain the community's appearance and shared spaces.
What is the flood zone status for 1440 Rollesby Way?
Flood zone information for this address is displayed in the FloodRisk tile on this page — check there for the current FEMA designation and any insurance implications.
Are there parks or green spaces near 1440 Rollesby Way?
Mill Lake Park is about 0.5 miles away and Greenbrier Sports Park is under a mile, giving you solid outdoor options within easy walking or biking distance.
Want to see 1440 Rollesby Way in person or get your questions answered? Tom and Dariya Milan at LPT Realty know this Chesapeake market well — reach out and let's talk.
Summary generated by AI from public records and publicly available information.
Location & Neighborhood
Location & Street View
1440 Rollesby WAY, 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
1,704
Stories
2
Fireplaces
0
Flooring
Carpet, Ceramic
Heating
Electric
Cooling
Central Air
Laundry
Interior Features
Walk-In Closet
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Sale & Tax History
List Price
$320,000
Price / Sq Ft
$188
Annual Taxes
$3,000
Monthly Tax
$250
HOA
None
Tax Rate (effective)
0.94%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Mar 21, 2026 | $320,000 | — |
| Currently listed | — | $320,000 | — |
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:
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
$2,004/moPrincipal & interest
$1,660
Property tax
$250
Home insurance
$93
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 Swell Real Estate Co · MLS# 10625948
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$320,000
1440 Rollesby WAY, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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