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Chesapeake › PLEASANT GROVE › 1400 Fentress Rd✓ Source: REIN MLS #10633925 · record updated Jul 17, 2026 · synced every 2 min · your inquiry is never resold
1400 FENTRESS RD, CHESAPEAKE VA 23322 - Main photo
1400 FENTRESS RD, CHESAPEAKE VA 23322 - Photo 2
1400 FENTRESS RD, CHESAPEAKE VA 23322 - Photo 3
1400 FENTRESS RD, CHESAPEAKE VA 23322 - Photo 4
1400 FENTRESS RD, CHESAPEAKE VA 23322 - Photo 5
$419,900
$234 / sqft · est. $2,555/mo →
4beds
2baths
1,794sqft
70days on market

1400 Fentress Rd, Chesapeake, VA 23322

ActiveResidential · built 1898 · PLEASANT GROVE

About this home

The listing, in the seller's words

Step into a timeless sanctuary nestled on a serene 1-acre lot, this charming 4-bedroom, 2-bathroom home offers the perfect blend of tranquility and convenience. Enjoy the privacy and peace of country living while still being within easy reach of city amenities. Step inside to find spacious interiors filled with natural light and cozy ambiance. Originally built circa 1898, this property exudes character and warmth. The four generously sized bedrooms provide ample space for everyone, while the two bathrooms ensure comfort and convenience. Outside, your private oasis awaits. Imagine spending your days enjoying the outdoors, gardening, or simply unwinding on your expansive property. The possibilities are endless! Don't miss this opportunity to make this peaceful retreat your own. Schedule a showing today and experience the lifestyle you've been dreaming of.

Listing courtesy of David Perry · David Perry Realty LLC · REIN MLS #10633925

VaHome team overview

Our read on this home

At a glance

A genuine 1898 farmhouse on a full acre in Chesapeake's Pleasant Grove neighborhood — four bedrooms, two baths, and 1,794 square feet of character that took more than a century to build. Big lot, quiet setting, and everyday conveniences less than a mile away.

Read the full overview ↓

Why this home stands out

Properties built before 1900 on a full acre inside Chesapeake city limits are genuinely rare. This Pleasant Grove home carries that history in its bones — original construction era details, generous room proportions, and outdoor space that modern subdivisions simply can't replicate. You're getting land, age, and architectural character bundled together on a single parcel, which is a combination that's hard to find and harder to replace.

PLEASANT GROVE and the Chesapeake real estate market

Pleasant Grove sits in the southern reaches of Chesapeake, Virginia — a low-density pocket where acre lots are still the norm and the pace of life reflects it. Streets here are quiet, neighbors tend to know each other, and the landscape retains a rural edge even as the broader city has grown up around it. Chesapeake is one of the largest cities by land area on the East Coast, and Pleasant Grove captures exactly the kind of breathing room that draws people to homes in chesapeake in the first place. The city's independent jurisdiction means you're outside Norfolk and Virginia Beach boundaries entirely, with Chesapeake's own parks, services, and infrastructure. Southern Chesapeake in particular has held onto its agricultural heritage longer than most Hampton Roads communities, and that shows in the wider lots, mature trees, and unhurried character you'll find on Fentress Road.

What's nearby

Day-to-day errands are straightforward from 1400 Fentress Rd. Food Lion sits just 0.9 miles away for grocery runs, and The Spot Family Restaurant and Hotrodders Cafe — both within the same 0.9-mile radius — give you solid local dining options without a long drive. Hotrodders Cafe also covers your coffee needs. Etheridge Lakes Park is only 0.6 miles out, making it an easy walk or quick bike ride for outdoor time. Handsprings, Etc is 0.6 miles away if you want a gym close to home, and Universal Fitness is right at the 0.9-mile mark as well. McDonald's and a 7-Eleven round out the nearby quick-stop options.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is a nine-minute drive from Fentress Road — about as close as it gets for Coast Guard personnel stationed there. Norfolk Naval Shipyard is 21 minutes out, making this address workable for Shipyard-assigned service members as well. A VA loan can make a century-old home with this much land surprisingly accessible, and BAH rates in the Chesapeake area have historically supported ownership in this part of the city.

For buyers drawn to character

If you've been searching for a house for sale in chesapeake virginia that has actual history behind it — not just a farmhouse-style facade — 1400 Fentress Rd is the real thing. Built in 1898, it's one of a shrinking number of pre-1900 residences still standing on a full acre in this part of Hampton Roads. The bones, the proportions, and the land all reflect an era when houses were built to last generations.

More buyer questions

How far is 1400 Fentress Rd from USCG Finance Center Chesapeake?

The drive is approximately 9 minutes under normal traffic conditions, making it one of the closest residential options to that installation in the area.

How far is 1400 Fentress Rd from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about 21 minutes away by car, a manageable commute for Shipyard-assigned personnel looking for more space and a quieter setting.

What is the lot size at 1400 Fentress Rd?

The property sits on a full 1-acre lot, which is notably generous for an in-city Chesapeake address and gives you substantial outdoor space front, back, and side.

Is 1400 Fentress Rd in a flood zone?

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

How old is the house at 1400 Fentress Rd?

The home was built in 1898, making it well over 125 years old and one of the older standing residential structures in the Pleasant Grove area of Chesapeake.

Want to walk the acre, explore the rooms, or talk through what a property this age means for financing? Tom and Dariya Milan at LPT Realty are ready to help you take the next step.

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

Schools

Info provided by GreatSchools

Facts & features

The record, sourced

Type

Residential

Year built

1898

Price / sqft

$234

HOA

None

Taxes

$3,045/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10633925

Interior

Bedrooms
4
Full baths
2
Approx. sqft
1,794
Stories
2
Flooring
Laminate/LVP, Wood
Ensuite bedrooms
1
Total rooms
8
Other rooms
1st Floor BR, Office/Study, Porch, Utility Closet
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup

Construction & exterior

Style
Farmhouse
Subtype
Detached
Foundation
Crawl
Roof
Metal
Exterior
Vinyl
Pool
No Pool
Fencing
Front Fenced,Picket
Waterfront
Not Waterfront

Utilities & systems

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

Lot, parking & ownership

Lot size
1.0000
Subdivision
PLEASANT GROVE
Zoning
RE1
Ownership
Fee Simple
Garage
No
Parking
Off Street, Driveway Spc
Possession
RECORDING
Miscellaneous
Rehabilitated
Disclosures
Disclosure Statement

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

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 D

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

Military Aircraft Zone Information

Aircraft Noise

65-70 dB DNL

Accident Potential Zone

Not in a mapped Accident Potential Zone

Source: U.S. Navy AICUZ — Air Installations Compatible Use Zones (via city GIS)

Explore this neighborhood

Pleasant Grove

Pleasant Grove is one of southeastern Chesapeake's fastest-growing areas, set along the Mount Pleasant Road and Battlefield Boulevard corridor south of the Great Bridge area.

$525K

Median sale · 12 mo

$258

Sold $/sq ft

18d

Days on market

16

For sale now

$138K

HH income

84.7%

Owner-occupied

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

Explore Pleasant Grove →
Map of Pleasant Grove with neighborhood boundaryNeighborhood

see more Chesapeake homes →

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

$2,555/mo

Principal & interest

$2,179

Property tax

$254

Home insurance

$122

PMI

None

HOA

None

Estimate only. 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

104% of $405,000

City assessment record · taxes $3,045/yr

Land share of assessed value

41% — $165,000

Improvements $240,000 · assessor record ✓

Why we show no algorithmic estimate.

National AVMs misprice homes whose value drivers they can't see. Instead: the sourced assessment above, the carrying cost, real price history, and honest comparables below.

Price context — similar nearby homes

$469,000 – $529,900

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.

1014 Weeping Willow DR · 0.8 mi · 1,838 sqft$529,900 sold 2026-05
905 Thistle CT · 1.1 mi · 1,848 sqft$525,000 sold 2026-04
1101 Somerton LN · 1 mi · 2,003 sqft$515,000 sold 2026-04

Sale & Tax History

List Price

$419,900

Price / Sq Ft

$234

Annual Taxes

$3,045

Monthly Tax

$254

HOA

None

Tax Rate (effective)

0.73%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 9, 2026$419,900—
Currently listed—$419,900—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$405,000

Land

$165,000

Improvement

$240,000

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.

Market tempo

70 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

Real questions, answered from the record

Is 1400 Fentress Rd in a good school zone?+
The assigned zones on the listing record are Butts Road Primary, Hickory Middle (GreatSchools 9/10), Hickory (GreatSchools 9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1400 Fentress Rd 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.
Is there a gym near 1400 Fentress Rd?+
Yes — Handsprings, Etc is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 1400 Fentress Rd?+
Etheridge Lakes Park is about 0.6 miles away.
Where is the nearest grocery store to 1400 Fentress Rd?+
Food Lion is about 0.9 miles away. The closest dining on record is The Spot Family Restaurant (0.9 mi).
Does 1400 Fentress Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1400 Fentress Rd built?+
It was built in 1898, 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

LPT Realty · Hampton Roads · answer their own phone

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

Listing courtesy of David Perry · David Perry Realty LLC · REIN MLS #10633925

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.

1400 Fentress Rd, Chesapeake — photo

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

Call or text (757) 777-7577

1400 Fentress Rd, Chesapeake, Virginia 23322 · MLS #10633925 · 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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