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Carrollton › CANNON ACRES › 108 Gregory Dr✓ Source: REIN MLS #10648466 · record updated Oct 7, 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
58days on market

108 Gregory Dr, Carrollton, VA 23314

ActiveResidential · 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 · city assessor · 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

Meet 108 Gregory Drive in Carrollton—a four-bedroom, two-bath home built in 1985 with 1,580 square feet of comfortable living space. You're about 21 minutes from NSA Hampton Roads, making this location practical for base commuters. The neighborhood offers easy access to dining and shopping, with a relaxed rural feel.

Keep searching in Carrollton

See all Carrollton homes for sale, including homes for sale zoned for Smithfield High School and homes for sale zoned for Carrollton Elementary School. Browse every listing among homes for sale in Carrollton — updated from the REIN MLS every few minutes.

Read the full overview ↓

Why this home stands out

This single-family home sits on a quiet street in a part of Carrollton that balances country living with convenient access to everyday errands. The 1980s construction means solid bones and a proven floor plan. Four bedrooms give you flexibility—whether you need a guest room, home office, or space to spread out. Two full baths serve the household well. You'll find Carrollton homes for sale in this price range offer good value compared to closer-in neighborhoods.

CANNON ACRES and the Carrollton real estate market

Carrollton is a rural community in Isle of Wight County with a small-town pace and genuine quiet. Streets here are lined with modest homes on spacious lots, and neighbors tend to know each other. The area has held onto its agricultural roots while slowly welcoming new residents who want distance from urban sprawl. Daily life centers on local businesses and family-owned restaurants rather than chain stores, though shopping is just a short drive away. If you're comparing homes for sale in Carrollton, you'll notice the town sits about 30 minutes southwest of Hampton and Newport News. Getting around means using your car—there's no public transit—but that trade-off buys you land, privacy, and a slower rhythm. Anyone comparing homes for sale zoned for Smithfield High School or homes for sale zoned for Carrollton Elementary School will find this address in that attendance area.

What's nearby

Fatboy's Grill & Steamshack is just a short walk away at 0.2 miles, perfect for a quick lunch or dinner out. Bubba-N-Frank's Carrollton and Cone Slingers are both within a few blocks, giving you casual dining options without leaving the neighborhood. For groceries, Dollar General sits 0.8 miles away, while Publix Super Market at Bartlett Station and Jeb's Market are each under a mile. Royal Farms coffee shop is 0.9 miles out if you need your morning fix. Everything you need for daily life is close enough to reach in minutes.

For different buyers

Base commute and VA loan notes

NSA Hampton Roads is roughly 21 minutes away, and MARFORCOM Norfolk is about 24 minutes—both reasonable commutes for base-dependent households. VA loan financing is common in this price range and area. The home's straightforward layout and four bedrooms mean you can move in without major renovations, and the rural setting offers the quiet that many service-connected buyers seek.

Room to grow

Four bedrooms and two full baths give you room to grow and flexibility for how you use the space. A 1,580-square-foot layout works well for a household that needs a home office, guest room, and still has breathing room. The rural lot means outdoor space for play or projects. Storage and a solid foundation built in 1985 mean the bones are there for long-term living.

More buyer questions

How far is 108 Gregory Drive from NSA Hampton Roads?

About 21 minutes by car, depending on traffic and your exact route from the base.

What grocery stores are near this address?

Dollar General is 0.8 miles away, Publix Super Market at Bartlett Station is 0.9 miles, and Jeb's Market is 1.0 mile—all convenient for weekly shopping.

Does Carrollton have restaurants nearby?

Yes. Fatboy's Grill & Steamshack, Bubba-N-Frank's Carrollton, and Cone Slingers are all within walking distance or a very short drive.

What county is this home in?

Isle of Wight County, which means you'll use Isle of Wight County schools and county services.

Is this a rural or suburban area?

Carrollton is rural—you'll have space, quiet, and a small-town feel, though you'll need a car for most errands and activities.

Ready to explore this Carrollton home? Reach out to Tom & Dariya Milan at LPT Realty to schedule a tour and learn more about the property.

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

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 51093C

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 51093C

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

21.7 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 C

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

homes for sale in Carrollton →

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

$2,375/mo

Principal & interest

$2,017

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

Asking vs. assessment

132% of $294,200

City assessment record · taxes $2,942/yr

Land share of assessed value

20% — $60,000

Improvements $234,200 · assessor record ✓

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

$388,700

Price / Sq Ft

$246

Annual Taxes

$2,942

Monthly Tax

$245

HOA

None

Tax Rate (effective)

0.76%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 10, 2026$388,700—
Price reducedOct 7, 2026$388,700−$100
Currently listed—$388,700—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

32% above assessment

Total Assessed

$294,200

Land

$60,000

Improvement

$234,200

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.

Market tempo

58 days on market — read it in context

Days on market reflects pricing, season, and inventory — compare it against similar nearby homes below before reading anything into it.

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 5.5/10), Smithfield Middle (VaHome School Score 7.3/10), Smithfield (VaHome School Score 6/10). 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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