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✓ Source: REIN MLS #10655885 · record updated Oct 8, 2026 · synced every 2 min · your inquiry is never resold
1415 Rollesby WAY, CHESAPEAKE VA 23320 - Main photo
2beds
2.1baths
1,870sqft
8days on market

1415 Rollesby Way, Chesapeake, VA 23320

Off MarketResidential · built 2016 · HADLEY PARK AT GREENBRIER

About this home

Space, versatility & well-cared for condo in the heart of Greenbrier area of Chesapeake! At nearly 1900 sqft, the design of this floorplan outshines others by offering flexibility, function & storage. Upon entry, you're welcomed in by the warm native koa inspired LVP flooring. The living space naturally flows into the dining & kitchen areas for good times & making memories. The huge 1st floor flex room can be used as a 3rd bedroom, office, game room, etc. Sliding doors open to a cozy back patio with a storage shed. Upstairs find the spacious primary en suite with its large walk-in closet. The primary bathroom feels luxurious with a separate deep soak tub. The second en suite is spacious with its own walk-in closet & full bath. Neutral colors, well maintained systems, new garbage disposal & smart thermostat. Community pool, clubhouse & ample guest parking. Fees include water, sewer, trash, grounds & pool maintenance. Near shopping, highways & routes into Virginia Beach. Closing cost assistance available with full price offer!

Listing courtesy of Leigh Sturm · BHHS RW Towne Realty · REIN MLS #10655885

Facts & features

Type

Residential

Year built

2016

Price / sqft

$176

Condo fee

$387/mo

Taxes

$3,177/yr

County

Chesapeake VA

MLS #

10655885

Condo association includes

Ground MaintPoolSewerTrash PickupWater

$387/mo condo fee · Hadley Park at Greenbrier COA · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
2
Full baths
2
Half baths
1
Approx. sqft
1,870
Stories
2
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
2
Total rooms
6
Other rooms
1st Floor BR, Breakfast Area, Foyer, PBR with Bath, Office/Study, Pantry, Utility Room
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Quadraville
Subtype
Attached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Wood Fence

Utilities & systems

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

Lot, parking & ownership

Subdivision
HADLEY PARK AT GREENBRIER
Unit / floor
1
Ownership
Condo
Garage
No
Parking
1 Space, Assigned/Reserved, Lot
Possession
SETTLE
Disclosures
Common Interest Community, Disclosure Statement, Resale Certif Req

See more Chesapeake condos & townhomes.

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · Brokered by LPT Realty

At a glance

1415 Rollesby Way is a 2016-built townhome in Chesapeake, Virginia with 2 bedrooms, 2 full baths, a half bath, and 1,870 square feet. The Greenbrier area puts groceries, parks, and dining within half a mile. USCG Finance Center Chesapeake is about 2 minutes away.

Read the full overview ↓

Why this home stands out

Built in 2016, this townhome brings newer construction to one of Chesapeake's most connected corridors. Two bedrooms each have their own full bath, and the half bath on the main level keeps daily routines running smoothly. At 1,870 square feet, the layout gives you real room to breathe. Mill Lake Park is a 0.4-mile walk, and three coffee options sit within 0.6 miles. That combination of space, condition, and location is harder to find than it looks among Chesapeake homes for sale.

HADLEY PARK AT GREENBRIER and the Chesapeake real estate market

Rollesby Way sits in the Greenbrier area of Chesapeake — one of the city's most established and walkable commercial-residential corridors. The streets here mix townhomes and single-family homes from the 2000s and 2010s, giving the area a clean, cohesive feel. Green space is woven in: Mill Lake Park, Field 4, and City View Park are all within a mile. Greenbrier Country Club is just 0.4 miles away for those who want fitness or recreation close to home. Chesapeake is Virginia's second-largest city by area, and the Greenbrier section puts you near the geographic center of Hampton Roads. Interstate 64 and the Chesapeake Expressway are both close, making it straightforward to reach Virginia Beach, Norfolk, or Suffolk. Daily errands rarely require a long drive. The zip code 23320 anchors a dense ring of retail, dining, and services that most neighborhoods in the region simply cannot match. Anyone comparing homes for sale in 23320 will notice quickly how much is within reach here.

What's nearby

Groceries are covered from two directions: DG Market is 0.5 miles away and Harris Teeter is 0.6 miles. For dining, America's Greatest Wings & Gyro, Great Wall Chinese Restaurant, and Taco Bell are all within half a mile. Coffee runs are easy with Einstein Bros. Bagels, Starbucks, and Sun Flour Cafe each sitting 0.6 miles out. Greenbrier Country Club, Changing Lives Martial Arts Greenbrier, and Dawn Pilates Studio cover fitness within 0.6 miles. Mill Lake Park is the closest green escape at just 0.4 miles.

For different buyers

Base commute and VA loan notes

USCG Finance Center Chesapeake is about 2 minutes from the front door — one of the shortest base commutes you will find among homes for sale in Chesapeake. Norfolk Naval Shipyard is roughly 12 minutes out. VA loan financing is common in this zip code, and a 2016 build means the property condition aligns well with VA appraisal standards. Less time commuting means more time at home.

For first-time buyers

A 2016 build means major systems are relatively young — roof, HVAC, and plumbing have years of life ahead. Two bedrooms each with a private full bath is a layout that works hard for the square footage. Groceries, coffee, and parks are all within 0.6 miles, so a second car is less of a necessity. Anyone comparing homes for sale zoned for Indian River High School or homes for sale zoned for Greenbrier Intermediate School will find this address lands in that zone.

More buyer questions

How far is 1415 Rollesby Way from USCG Finance Center Chesapeake?

The drive is about 2 minutes. It is one of the closest residential streets to that installation in the area.

How far is 1415 Rollesby Way from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 12 minutes by car. The route via Interstate 64 is direct and consistent most of the day.

What parks are near 1415 Rollesby Way?

Mill Lake Park is the closest at 0.4 miles. Field 4 and City View Park are both within 0.8 miles.

Is 1415 Rollesby Way in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Check that section for the current FEMA designation.

Does 1415 Rollesby Way have an HOA?

HOA status for this property is noted in the listing details section. Confirm the current terms directly with the listing agent.

Want to see 1415 Rollesby Way in person? Tom and Dariya Milan at LPT Realty can schedule a showing and answer your questions about the Greenbrier area.

Summary generated by AI from public records and publicly available information.

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each. Straight-line distances in “What’s nearby” are shorter.

Homes like this one sell fast — see the next one first

Chesapeake$280K – $380K2+ beds

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Schools

VaHome School Score

Our own 1–10 rating, scored from Virginia Department of Education data.

VaHome School Score — calculated by VaHome.com from Virginia Department of Education assessment, progress, and attendance data. Attendance zones come from the MLS listing record; confirm the current zone with the school division before making an offer.

Flood & environment

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

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

21.3 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

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 neighborhood in Chesapeake, Virginia. It has a suburban setting with streets lined with trees and well-kept homes. The area mixes single-family homes with settled properties.

$319K

Median sale · 12 mo

$226

Sold $/sq ft

15d

Days on market

15

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

Chesapeake houses for sale →

Location intelligence

What's nearby

Location & Neighborhood

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

Military Commute

Drive times to nearest bases

USCG Finance Ctr

Coast Guard

8min·2.7mi

NNSY

Navy

26min·13.1mi

USCG Portsmouth

Coast Guard

23min·11.6mi

NMCP

Navy

28min·13.4mi

NAS Oceana

Navy

35min·15.3mi

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

Payment Calculator

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

$2,073/mo

Principal & interest

$1,712

Property tax

$265

Home insurance

$96

PMI

None

HOA/Condo (paid separately)

$387

Estimate only. Association (HOA/condo) fees are paid separately and are not included in the payment above. 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

Comparables

Price context — similar nearby homes

$417,513 – $483,923

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.

1022 Bowling Green TRL · 1.9 mi · 1,829 sqft$417,513 sold 2026-06
711 Flatrock LN · 1.8 mi · 1,740 sqft$467,843 sold 2026-07
719 Flatrock LN · 1.8 mi · 1,740 sqft$459,317 sold 2026-02

Own a home nearby? See what it is worth today — What's your Chesapeake home worth?

Sale & Tax History

List Price

$330,000

Price / Sq Ft

$176

Annual Taxes

$3,177

Monthly Tax

$265

Condo fee

$387 / mo

Tax Rate (effective)

0.96%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 30, 2026$330,000—
Currently listed—$330,000—

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

Is 1415 Rollesby Way in a good school zone?+
The assigned zones on the listing record are Greenbrier Intermediate (VaHome School Score 5.5/10), Greenbrier Middle (VaHome School Score 7.1/10), Indian River (VaHome School Score 4.3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1415 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 1415 Rollesby Way have a condo association?+
Yes — condo association fees are on record for this unit (the current amount is shown in the facts section on this page). The association of record is Hadley Park at Greenbrier COA. Association amenities on record include: Ground Maint, Pool, Sewer, Trash Pickup, Water.
When was 1415 Rollesby Way built?+
It was built in 2016, 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

Brokered by LPT Realty · Hampton Roads

Listing courtesy of Leigh Sturm · BHHS RW Towne Realty · REIN MLS #10655885

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.

1415 Rollesby Way, Chesapeake — photo

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

Call or text (757) 777-7577

1415 Rollesby Way, Chesapeake, Virginia 23320 · MLS #10655885 · 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.

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