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Chesapeake › GLENLEIGH › 805 Helmsdale Way✓ Source: REIN MLS #10650654 · record updated Sep 8, 2026 · synced every 2 min · your inquiry is never resold
805 Helmsdale WAY, CHESAPEAKE VA 23320 - Main photo
805 Helmsdale WAY, CHESAPEAKE VA 23320 - Photo 2
805 Helmsdale WAY, CHESAPEAKE VA 23320 - Photo 3
805 Helmsdale WAY, CHESAPEAKE VA 23320 - Photo 4
805 Helmsdale WAY, CHESAPEAKE VA 23320 - Photo 5
3beds
2baths
1,433sqft
2days on market

805 Helmsdale Way, Chesapeake, VA 23320

Under ContractResidential · built 1988 · GLENLEIGH

Facts & features

Type

Residential

Year built

1988

Price / sqft

$262

HOA

None

Taxes

$3,413/yr

County

Chesapeake VA

MLS #

10650654

Interior

Bedrooms
3
Full baths
2
Approx. sqft
1,433
Stories
1
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
8
Other rooms
1st Floor BR, 1st Floor Primary BR, Assigned Storage, Attic, Breakfast Area, Foyer, PBR with Bath, Office/Study, Porch, Utility Closet
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan
Accessibility
Level Flooring, Main Floor Laundry, Stepless Entrance

Construction & exterior

Style
Ranch
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Full,Privacy,Wood Fence

Utilities & systems

Heating
Electric, Forced Hot Air
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.2770
Subdivision
GLENLEIGH
Zoning
R12S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 1 Car, Oversized Gar, 2 Space
Possession
SETTLEMENT
Disclosures
Disclosure Statement

Sources: REIN MLS record · null fields are suppressed, never faked

About this home

Welcome home to this charming ranch offering plenty of space to spread out and enjoy! Inside, you'll find a formal living room and dining room, along with a cozy living area featuring a wood-burning fireplace. The kitchen offers new flooring and opens to a breakfast nook with convenient backyard access. Just off the back of the home is a versatile bonus room, currently used as a playroom, that would also make a great sunroom, home office, or flex space. The primary bedroom features a private bath and two closets, and both bathrooms feature new flooring. Step outside from either the breakfast nook or bonus room to a fully fenced, private backyard complete with a storage shed, playset, cozy patio, and firepit area, patio for entertaining or relaxing outdoors. A comfortable floor plan with flexible spaces inside and a backyard ready to enjoy!

Listing courtesy of Samantha Janisch · Own Real Estate LLC · REIN MLS #10650654

Tom & Dariya's overview

Our read on this home

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

At a glance

805 Helmsdale Way is a 3-bedroom, 2-bath single-family home in Chesapeake, Virginia, built in 1988 and offering 1,433 square feet of living space. It sits minutes from the USCG Finance Center and puts everyday errands, green space, and dining well within reach.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23320 and homes for sale zoned for Oscar Smith High School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Riverwalk homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

What sets 805 Helmsdale Way apart is its rare combination of compact, manageable square footage and a location that genuinely delivers on convenience. Oak Grove Park is a four-minute walk away, a Food Lion is under a mile, and the USCG Finance Center is a four-minute drive. For a 1988-built home in this zip code, that trifecta of park access, grocery proximity, and base access is hard to replicate among Chesapeake homes for sale.

GLENLEIGH and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, yet individual neighborhoods here tend to feel grounded and approachable rather than sprawling. The area around Helmsdale Way sits in the 23320 zip code — a well-established part of central Chesapeake where residential streets are lined with mature trees and single-family homes from the late 1980s through the 1990s. Neighbors here tend to put down roots. The city itself offers a mix of suburban calm and genuine urban access: you're close to the Virginia Beach border, a short hop to Norfolk, and positioned well for anyone commuting across Hampton Roads. Chesapeake's parks system is a real asset, and Oak Grove Park being just 0.4 miles away is a direct benefit for this address. Whether you're drawn to the city for its schools, its commute options, or simply its livability, homes for sale in Chesapeake consistently attract buyers who want space without sacrificing access.

What's nearby

Daily life at 805 Helmsdale Way is genuinely low-effort. Food Lion is 0.7 miles away for your weekly grocery run, and Viking Cafe at 0.8 miles is a solid local coffee option worth knowing. Royal China and Subway are both 0.6 miles out when dinner plans change last minute. Oak Grove Park at 0.4 miles gives you a quick outdoor reset without getting in the car. CVCA Cheer Gym is also just 0.4 miles away for anyone with active kids or a fitness routine. Nuleeu Nutrition and Wellness rounds out the wellness options at 0.9 miles. The 7-Eleven cluster nearby handles those grab-and-go moments. Most of what you need day-to-day is within a single mile of your front door.

For different buyers

For military families relocating

The USCG Finance Center Chesapeake is four minutes from your front door — that's as close as it gets for Coast Guard personnel stationed there. Norfolk Naval Shipyard is an 11-minute drive, making this address a practical fit for dual-military households as well. A VA loan can make this 3-bed, 2-bath home even more accessible, and the commute math here is genuinely hard to argue with.

For first-time buyers

At 1,433 square feet with three bedrooms and two baths, 805 Helmsdale Way is sized right for a first home — enough room to grow into without overwhelming maintenance demands. Families comparing homes for sale zoned for Oscar Smith High School will find this address checks that box, and the walkable park and grocery access make the day-to-day feel easy from the start. A VA loan may also be worth exploring if you qualify.

More buyer questions

How far is 805 Helmsdale Way from the USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately a 4-minute drive from 805 Helmsdale Way, making it one of the closest residential options to that installation. For Coast Guard personnel, that kind of proximity is genuinely rare.

How far is 805 Helmsdale Way from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about an 11-minute drive from this address, a reasonable commute for shipyard personnel looking for a quieter Chesapeake neighborhood to come home to.

Is 805 Helmsdale Way in a flood zone?

Flood zone information for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data. We recommend reviewing that section and speaking with your insurance agent before making any decisions.

What is the lot and home size at 805 Helmsdale Way?

The home offers 1,433 square feet of living space across 3 bedrooms and 2 bathrooms, built in 1988. It's a single-family residential property in Chesapeake's 23320 zip code.

Where can I find grocery stores and parks near 805 Helmsdale Way?

Food Lion is 0.7 miles away for everyday grocery needs, and Oak Grove Park is just 0.4 miles from the front door — one of the closer green spaces you'll find among homes for sale in 23320.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to get a straightforward conversation about 805 Helmsdale Way and what it could mean for your next move.

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

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

Chesapeake$315K – $435K3+ 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

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone B

Source: Virginia Dept. of Emergency Management — Know Your Zone

Explore this neighborhood

Riverwalk

Riverwalk is a master-planned community in Chesapeake, Virginia, set among mature hardwoods along the Eastern Branch of the Elizabeth River in the 23320 ZIP code, in the Greenbrier area.

$315K

Median sale · 12 mo

$207

Sold $/sq ft

17d

Days on market

19

For sale now

$87K

HH income

70%

Owner-occupied

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

Explore Riverwalk →
Map of Riverwalk 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

$2,340/mo

Principal & interest

$1,946

Property tax

$284

Home insurance

$109

PMI

None

HOA/Condo (paid separately)

None

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

Judge value on real ground

Price context — similar nearby homes

$235,000 – $435,250

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.

945 Aberdeen LN · 2 mi · 1,390 sqft$435,250 sold 2026-09
133 Mann DR · 2.3 mi · 1,483 sqft$385,000 sold 2026-06
834 W Lake CIR · 2.8 mi · 1,440 sqft$299,000 sold 2026-07

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

Sale & Tax History

List Price

$375,000

Price / Sq Ft

$262

Annual Taxes

$3,413

Monthly Tax

$284

HOA

None

Tax Rate (effective)

0.91%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 6, 2026$375,000—
Currently listed—$375,000—

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 805 Helmsdale Way in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Oscar Smith Middle (VaHome School Score 3.7/10), Oscar Smith (VaHome School Score 3.7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 805 Helmsdale 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 805 Helmsdale Way have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 805 Helmsdale Way built?+
It was built in 1988, 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 · answer their own phone

✓ Your inquiry goes to Tom & Dariya — never sold to strangers

Listing courtesy of Samantha Janisch · Own Real Estate LLC · REIN MLS #10650654

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

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805 Helmsdale Way, Chesapeake — photo

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

Call or text (757) 777-7577

805 Helmsdale Way, Chesapeake, Virginia 23320 · MLS #10650654 · 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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