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Carrollton › CANNON ACRES › 108 Gregory Dr✓ Source: REIN MLS #10648466 · record updated Aug 24, 2026 · synced every 2 min · your inquiry is never resold
108 Gregory DR, CARROLLTON VA 23314 - Main photo
108 Gregory DR, CARROLLTON VA 23314 - Photo 2
108 Gregory DR, CARROLLTON VA 23314 - Photo 3
108 Gregory DR, CARROLLTON VA 23314 - Photo 4
108 Gregory DR, CARROLLTON VA 23314 - Photo 5
4beds
2baths
1,580sqft
4days on market

108 Gregory Dr, Carrollton, VA 23314

Under ContractResidential · built 1985 · CANNON ACRES

Facts & features

Type

Residential

Year built

1985

Price / sqft

$246

HOA

None

Taxes

$2,942/yr

County

Isle of Wight County VA

MLS #

10648466

Interior

Bedrooms
4
Full baths
2
Approx. sqft
1,580
Stories
1
Flooring
Carpet, Laminate/LVP
First-floor bed & full bath
Yes
Total rooms
7
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, Converted Gar, Porch, Utility Closet
Appliances
Dishwasher, Disposal, Dryer, Microwave, Elec Range, Refrigerator, Washer

Construction & exterior

Style
Cape Cod
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced

Utilities & systems

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

Lot, parking & ownership

Lot size
0.3500
Subdivision
CANNON ACRES
Zoning
SR
Ownership
Fee Simple
Garage
No
Parking
Off Street, Driveway Spc
Possession
CLOSING
Disclosures
Disclosure Statement

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

About this home

CLASSIC CAPE COD with Fresh Paint & New Flooring Throughout, Eat-In Kitchen with Stylish Shaker Cabinets, Quartz Countertops, & Stainless Steel Appliances, Living Room with Fireplace, Spacious Family Room. Nice Floorplan with 2 Bedrooms/1 Bath on 1st Floor, 2 Bedrooms/1 Bath on 2nd Floor. Large Backyard, Deck, & Storage Shed. Established Neighborhood with Convenient Access to Suffolk, Smithfield, & James River Bridge.

Listing courtesy of Faith Turner · CENTURY 21 Nachman Realty · REIN MLS #10648466

Tom & Dariya's overview

Our read on this home

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

At a glance

108 Gregory Drive is a four-bedroom, two-bath single-family home in Carrollton, Virginia — Isle of Wight County — built in 1985 and offering 1,580 square feet of living space within easy reach of NSA Northwest Annex and the broader Hampton Roads corridor.

Keep searching in Carrollton

See homes for sale zoned for Smithfield High School and homes for sale zoned for Carrollton Elementary School.

Read the full overview ↓

Why this home stands out

What sets 108 Gregory Drive apart is its position in Isle of Wight County — a quieter, less congested slice of Hampton Roads where suburban streets feel genuinely unhurried. The 1985 construction puts it in a generation of homes built with generous room proportions, and four bedrooms in 1,580 square feet means every square foot is doing real work. Two full baths keeps the morning routine civil for a full household.

CANNON ACRES and the Carrollton real estate market

Carrollton sits in the northern reach of Isle of Wight County, separated from the bustle of Suffolk and Chesapeake by the James River and connected to the Peninsula by the James River Bridge. It's the kind of community where neighbors know each other's names and traffic jams are genuinely rare. The area grew steadily through the 1980s and 1990s, producing tree-lined residential streets with a settled, established feel. Carrollton is unincorporated, which keeps the tax jurisdiction in Isle of Wight County — a detail worth noting when you're comparing Carrollton homes against options elsewhere in Hampton Roads. Daily errands are straightforward: Route 17 is the main commercial spine, lined with grocery options, pharmacies, and the usual service businesses. Families comparing homes for sale zoned for Carrollton Elementary School and homes for sale zoned for Smithfield High School will find that 108 Gregory Drive sits squarely in those attendance zones, making it a natural anchor for households thinking about the long game.

What's nearby

Grocery runs to the Food Lion on Route 17 take under ten minutes. For a broader shopping trip, Newport News is roughly 20 minutes across the James River Bridge, putting Patrick Henry Mall and a full range of big-box retail within easy reach. Smithfield, the county seat, is about 15 minutes south — worth the drive for its historic downtown, local restaurants, and the Smithfield Foods heritage that gives the town its character. Carrollton Nike Park offers ball fields, walking trails, and open green space just minutes away, and the James River itself provides a natural backdrop for kayaking and fishing access points nearby.

For different buyers

For military families relocating

NSA Northwest Annex is roughly 17 minutes from 108 Gregory Drive, and NSA Hampton Roads sits about 21 minutes out — both reachable without touching a highway interchange at rush hour. Isle of Wight County's lower density means the commute stays predictable, and a VA loan is a natural fit for this price tier and property type. Four bedrooms handle PCS moves with family in tow.

For families upgrading

Moving up to four bedrooms changes daily life in ways that are hard to overstate — a dedicated guest room, a home office that isn't also the dining room, or simply a bedroom per child. At 108 Gregory Drive, that upgrade happens in a county known for its quieter pace and established neighborhoods, without the density and traffic pressure that comes with living closer to the urban core of Hampton Roads.

More buyer questions

How far is 108 Gregory Drive from NSA Northwest Annex?

The drive runs about 17 minutes under normal conditions, following Route 17 north — a straightforward commute without major interchange congestion.

What county is 108 Gregory Drive in?

The property is in Isle of Wight County, Virginia, with a Carrollton mailing address and zip code 23314 — not part of any incorporated city jurisdiction.

Is 108 Gregory Drive in a flood zone?

Flood zone status for this address is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

Does 108 Gregory Drive have a garage?

Specific garage and structural details for the property are best confirmed through the current listing documents or a showing — the home was built in 1985 and sits on a residential lot in Carrollton.

How far is Carrollton from Newport News and the Peninsula?

The James River Bridge puts Newport News roughly 20 minutes from Carrollton, making the Peninsula's employment centers, shopping, and services accessible without a long daily drive.

Tom and Dariya Milan at LPT Realty know Isle of Wight County inside and out — reach out to get your questions answered and schedule a closer look at 108 Gregory Drive.

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

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

Carrollton$330K – $450K4+ 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 51093C

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Evacuation Zone C

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

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

$2,377/mo

Principal & interest

$2,018

Property tax

$245

Home insurance

$113

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

$265,000 – $419,990

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.

401 Cannon DR · 0.1 mi · 1,550 sqft$401,000 sold 2026-06
15007 Ashby WAY E · 0.3 mi · 1,658 sqft$395,000 sold 2026-01
909 Kathy Ann WAY · 1.1 mi · 1,507 sqft$265,000 sold 2026-08

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

Sale & Tax History

List Price

$389,000

Price / Sq Ft

$246

Annual Taxes

$2,942

Monthly Tax

$245

HOA

None

Tax Rate (effective)

0.76%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 20, 2026$389,000—
Currently listed—$389,000—

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:

Carrollton Assessor (Google)

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 108 Gregory Dr in a good school zone?+
The assigned zones on the listing record are Carrollton Elementary (VaHome School Score 6.3/10), Smithfield Middle (VaHome School Score 6.1/10), Smithfield (VaHome School Score 5.1/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 108 Gregory Dr 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 108 Gregory Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 108 Gregory Dr built?+
It was built in 1985, 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 Faith Turner · CENTURY 21 Nachman Realty · REIN MLS #10648466

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.

108 Gregory Dr, Carrollton — photo

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

Call or text (757) 777-7577

108 Gregory Dr, Carrollton, Virginia 23314 · MLS #10648466 · 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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