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✓ Source: REIN MLS #10657351 · record updated Oct 26, 2026 · synced every 2 min · your inquiry is never resold
753 Helmsdale Way WAY, CHESAPEAKE VA 23320 - Main photo
753 Helmsdale Way WAY, CHESAPEAKE VA 23320 - Photo 2
753 Helmsdale Way WAY, CHESAPEAKE VA 23320 - Photo 3
753 Helmsdale Way WAY, CHESAPEAKE VA 23320 - Photo 4
753 Helmsdale Way WAY, CHESAPEAKE VA 23320 - Photo 5
4beds
2.1baths
1,923sqft
17days on market

753 Helmsdale Way Way, Chesapeake, VA 23320

Under ContractResidential · built 1988 · GLENLEIGH

About this home

THIS HOME HAS BEEN COMPLETELY RENOVATED TO INCLUDE ALL NEW STAINLESS STEEL APPLIANCES, WINDOWS, GRANITE COUNTERTOPS, SIDING, AND LAMINATE FLOORING THROUGHOUT THE HOME. COME AND ENJOY YOUR NEW HOME.THIS WONT LAST, CALL 1800 SHOWINGTIME AND GO SHOW TODAY!!!!

Listing courtesy of Tiffany Campbell · COVA Home Realty · REIN MLS #10657351

Facts & features

Type

Residential

Year built

1988

Price / sqft

$255

HOA

None

Taxes

$3,679/yr

County

Chesapeake VA

MLS #

10657351

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
1,923
Stories
2
Flooring
Laminate/LVP
Total rooms
9
Appliances
220 V Elec, Dishwasher, Disposal, Dryer Hookup, Energy Star Appliance(s), Microwave, Elec Range, Washer Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Brick,Vinyl
Pool
No Pool
Fencing
Back Fenced,Wood Fence

Utilities & systems

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

Lot, parking & ownership

Lot size
0.2800
Subdivision
GLENLEIGH
Zoning
R12S
Ownership
Fee Simple
Garage
No
Parking
Off Street
Possession
CLOSING
Disclosures
Disclosure Statement, None, Owner Agent

Sources: REIN MLS record · city assessor

Tom & Dariya's overview

Our read on this home

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

At a glance

753 Helmsdale Way is a four-bedroom, two-and-a-half-bath home in Chesapeake, Virginia. Built in 1988, it offers 1,923 square feet of living space. The location puts daily errands, green space, and major employers within easy reach. It's a solid address in one of Hampton Roads' most accessible cities.

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. 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 753 Helmsdale Way apart is its combination of size and location. Four bedrooms and 2.5 baths give you real flexibility. The USCG Finance Center Chesapeake is about four minutes away. Norfolk Naval Shipyard is roughly eleven minutes out. Oak Grove Park sits just 0.4 miles from the front door. That kind of convenience is hard to replicate at this square footage in the 23320 zip code.

GLENLEIGH and the Chesapeake real estate market

Helmsdale Way sits in a well-established residential pocket of Chesapeake. The streets here are lined with mature trees and single-family homes from the late 1980s. Neighbors tend to know each other, and the pace feels calm without feeling remote. Oak Grove Park is a short walk away, adding a genuine green anchor to the block. The housing stock is consistent — mostly two-story homes with yards and driveways. Chesapeake itself is one of the largest cities by land area on the East Coast. That size means variety: quiet neighborhoods, open green space, and strong road connections all coexist. Interstate 64 and Route 17 are both accessible, making cross-city and regional travel straightforward. Downtown Norfolk and Virginia Beach are both reachable in under thirty minutes. Anyone browsing homes for sale in Chesapeake will notice that the 23320 zip code sits near the city's geographic and commercial center. That central position is one of the area's quiet advantages.

What's nearby

Everyday errands are easy from Helmsdale Way. Food Lion is 0.7 miles away for grocery runs. Royal China, Subway, and a 7-Eleven are all within 0.6 miles for quick meals. Viking Cafe at 0.8 miles is a local spot worth knowing for your morning coffee. CVCA Cheer Gym is just 0.4 miles out, and Nuleeu Nutrition and Wellness is under a mile away. Oak Grove Park at 0.4 miles gives you a nearby place to walk, run, or just get outside. Most of what you need day-to-day is within a single mile of the front door.

For different buyers

Base commute and VA loan notes

The USCG Finance Center Chesapeake is about four minutes away by car. Norfolk Naval Shipyard is roughly eleven minutes out. VA loan financing is widely used in this part of Chesapeake, and the home's 1988 construction means it clears most standard appraisal requirements. The 23320 zip code is one of the more commute-friendly locations in Hampton Roads for personnel assigned to either installation.

Room to grow

Four bedrooms give you room to spread out, with a half-bath on the main level keeping daily routines from stacking up. The 1,923 square feet of interior space supports separate living and dining areas. A yard means outdoor space without leaving home. Oak Grove Park at 0.4 miles adds even more room to roam just steps from the door.

More buyer questions

How far is 753 Helmsdale Way from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about eleven minutes from 753 Helmsdale Way by car. The route is straightforward with no major highway bottlenecks for most of the drive.

What zip code is 753 Helmsdale Way in?

The home is in the 23320 zip code, which covers a large portion of central Chesapeake. Buyers comparing homes for sale in 23320 will find this area well-positioned for both commuting and daily errands.

Is 753 Helmsdale Way in a flood zone?

Flood zone information for this address is available in the FloodRisk tile on this page. We recommend reviewing it alongside any lender or insurance requirements.

What school zone does 753 Helmsdale Way fall in?

Anyone comparing homes for sale zoned for Oscar Smith High School should confirm current zoning directly with Chesapeake Public Schools, as boundaries can change.

Are there parks near 753 Helmsdale Way?

Oak Grove Park is 0.4 miles from the front door. It's one of the closest green spaces in the neighborhood and easy to reach on foot.

Want to see 753 Helmsdale Way in person? Tom and Dariya Milan are ready to walk you through every room. Reach out to schedule your visit.

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.

Also nearby

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

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

Chesapeake$415K – $565K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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

19.6 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

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. It sits among mature hardwoods along the Eastern Branch of the Elizabeth River.

$295K

Median sale · 12 mo

$209

Sold $/sq ft

16d

Days on market

15

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

Chesapeake houses for sale →

Military Commute

Drive times to nearest bases

USCG Finance Ctr

Coast Guard

9min·4.4mi

NNSY

Navy

13min·8.7mi

USCG Portsmouth

Coast Guard

10min·7.2mi

NMCP

Navy

14min·9mi

NW Annex

Navy

24min·20.3mi

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

$2,992/mo

Principal & interest

$2,543

Property tax

$307

Home insurance

$143

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

Comparables

Asking vs. assessment

129% of $378,700

City assessment record · taxes $3,679/yr

Land share of assessed value

40% — $150,000

Improvements $228,700 · assessor record ✓

Price context — similar nearby homes

$395,000 – $525,000

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.

349 Briarfield DR · 2.8 mi · 1,965 sqft$500,500 sold 2026-03
519 Dunning LN · 3 mi · 1,915 sqft$395,000 sold 2026-04
217 Cedar RD · 2.7 mi · 2,066 sqft$450,000 sold 2026-04

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

Sale & Tax History

List Price

$490,000

Price / Sq Ft

$255

Annual Taxes

$3,679

Monthly Tax

$307

HOA

None

Tax Rate (effective)

0.75%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 9, 2026$490,000—
Currently listed—$490,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

29% above assessment

Total Assessed

$378,700

Land

$150,000

Improvement

$228,700

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 753 Helmsdale Way Way in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Crestwood Middle (VaHome School Score 4.6/10), Oscar Smith (VaHome School Score 2.4/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 753 Helmsdale Way 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 753 Helmsdale Way Way have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 753 Helmsdale Way 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

Listing courtesy of Tiffany Campbell · COVA Home Realty · REIN MLS #10657351

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.

753 Helmsdale Way Way, Chesapeake — photo

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

Call or text (757) 777-7577

753 Helmsdale Way Way, Chesapeake, Virginia 23320 · MLS #10657351 · 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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