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ChesapeakeHADLEY PARK AT GREENBRIER1440 Rollesby Way✓ Source: REIN MLS #10625948 · record updated May 26, 2026 · synced every 2 min · your inquiry is never resold
1440 Rollesby WAY, CHESAPEAKE VA 23320 - Main photo
$320,000
$188 / sqft · est. $2,734/mo →
2beds
2.1baths
1,704sqft
68days on market

1440 Rollesby Way, Chesapeake, VA 23320

Off MarketResidential · built 2015 · HADLEY PARK AT GREENBRIER

About this home

The listing, in the seller's words

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 the COMMUNITY POOL! Just minutes from GREENBRIER MALL, golf courses, shopping, dining, and schools — LOW-MAINTENANCE LIVING in a HIGHLY DESIRABLE location! DON'T MISS THIS ONE!

Listing courtesy of Marie Banks · Swell Real Estate Co · REIN MLS #10625948

VaHome team overview

Our read on this home

At a glance

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.

Read the full overview ↓

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.

More buyer 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.

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

2015

Price / sqft

$188

Condo fee

$365/mo

HOA fee

$365/mo

Taxes

$3,000/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10625948

Association amenities

Pool

$365/mo condo fee + $365/mo HOA fee · Hadley Park at Greenbrier Condominimum Association · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
2
Full baths
2
Half baths
1
Approx. sqft
1,704
Stories
2
Flooring
Carpet, Ceramic
Total rooms
6
Interior features
Walk-In Closet
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Ceiling Fan

Construction & exterior

Style
Transitional
Subtype
Attached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Exterior features
Patio
Pool
No Pool
Fencing
Wood Fence
Waterfront
Not Waterfront

Utilities & systems

Heating
Electric
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.0282
Approx. acres
0.03
Subdivision
HADLEY PARK AT GREENBRIER
Unit / floor
2
Zoning
RMF1
Ownership
Condo
Garage
No
Parking
Off Street
Possession
SETTLEMENT
Disclosures
Disclosure Statement

See more Chesapeake condos & townhomes.

Sources: REIN MLS record · 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

Greenbrier

Greenbrier is a residential neighborhood located in Chesapeake, Virginia, offering a suburban setting with tree-lined streets and well-maintained homes.

$329K

Median sale · 12 mo

$229

Sold $/sq ft

12d

Days on market

24

For sale now

$88K

HH income

76.1%

Owner-occupied

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

Explore Greenbrier
Map of Greenbrier with neighborhood boundaryNeighborhood

houses for sale in Chesapeake

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

$2,734/mo

Principal & interest

$1,660

Property tax

$250

Home insurance

$93

PMI

None

HOA

$730

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

$320,000$467,843

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.

610 Station Square CT · 1.7 mi · 1,700 sqft$325,000 sold 2026-07
523 Track XING · 1.6 mi · 1,670 sqft$326,625 sold 2026-03
1029 Warrington BLVD · 1.6 mi · 1,624 sqft$322,000 sold 2026-07

Sale & Tax History

List Price

$320,000

Price / Sq Ft

$188

Annual Taxes

$3,000

Monthly Tax

$250

HOA + condo fees

$730 / mo

Tax Rate (effective)

0.94%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMar 19, 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:

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 1440 Rollesby Way in a good school zone?+
The assigned zones on the listing record are Greenbrier Intermediate (GreatSchools 6/10), Greenbrier Middle (GreatSchools 6/10), Indian River (GreatSchools 3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1440 Rollesby Way 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.
Does 1440 Rollesby Way have an HOA or condo association?+
Both — this unit carries a condo association fee and a separate HOA (property owners association) fee. Current amounts for each are shown in the facts section on this page. The association of record is Hadley Park at Greenbrier Condominimum Association. Association amenities on record include: Pool.
When was 1440 Rollesby Way built?+
It was built in 2015, 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 Marie Banks · Swell Real Estate Co · REIN MLS #10625948

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

1440 Rollesby Way, Chesapeake, Virginia 23320 · MLS #10625948 · 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.