11 days on market
$419,900
1400 Fentress Rd
Chesapeake, Virginia 23322
MLS# 10633925 · PLEASANT GROVE · Chesapeake VA
Updated yesterday · Source: REIN MLS
Est. payment
$2,555/mo
Edit below
Price / sq ft
$234
1,794 sq ft
Days on market
11
New listing
HOA
None
Year built
1898
128 yrs old
Beds
4
Full Baths
2
Half Baths
0
Sq Ft
1,794
Garage
No
Schools
- ElementaryButts Road Primary—
- MiddleHickory Middle School7/10
- 9/10
Info provided by GreatSchools
About this home
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. Th…
Listed by David Perry · David Perry Realty LLC
VaHome Team property overview
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.
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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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
1400 FENTRESS RD, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
4
Full Baths
2
Half Baths
0
Approx Sq Ft
1,794
Stories
2
Fireplaces
0
Flooring
Laminate/LVP, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 9, 2026 | $419,900 | — |
| Currently listed | — | $419,900 | — |
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:
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.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$2,555/moPrincipal & 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.
Listed by David Perry Realty LLC · MLS# 10633925
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$419,900
1400 FENTRESS RD, CHESAPEAKE VA 23322
Chesapeake, Virginia 23322
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