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ChesapeakeFENTRESS1453 Whittamore Rd✓ Source: REIN MLS #10639822 · record updated Jun 24, 2026 · synced every 2 min · your inquiry is never resold
1453 Whittamore RD, CHESAPEAKE VA 23322 - Main photo
1453 Whittamore RD, CHESAPEAKE VA 23322 - Photo 2
1453 Whittamore RD, CHESAPEAKE VA 23322 - Photo 3
1453 Whittamore RD, CHESAPEAKE VA 23322 - Photo 4
1453 Whittamore RD, CHESAPEAKE VA 23322 - Photo 5
$719,900
$271 / sqft · est. $4,068/mo →
5beds
3baths
2,660sqft
8days on market

1453 Whittamore Rd, Chesapeake, VA 23322

ActiveResidential · built 2026 · FENTRESS

About this home

The listing, in the seller's words

3% Builder-paid Buyer Incentive to be used at Buyer's discretion with Builder's preferred lender. Welcome to this fantastic 5-BR, 3-full bath, New Construction home on 1+Acre lot that feeds into the Hickory Schools! Boasting 2660SF of modern living with 9' ceilings on the first floor, and a first-floor carpeted bedroom & ensuite! This beautifully designed 2-story home features a gourmet kitchen with granite counters, 42" raised-panel wall cabinets and stainless steel appliances, soft-close drawers, huge island! LVP flooring throughout downstairs and carpeting upstairs! Spacious second-floor Primary suite with tray ceiling and large ensuite! Check out these features: 75 gallon water heater, 60" LED fireplace, 2-zone HVAC, garage prewired for E-car Charger, programmable theremostat. Don't miss this one!

Listing courtesy of David Drogus · G Daniels & Company · REIN MLS #10639822

VaHome team overview

Our read on this home

At a glance

Meet 1453 Whittamore Road — a brand-new 2026-built, five-bedroom home on a full acre-plus lot in Chesapeake's quiet Fentress area. With three baths, 2,660 square feet, and room to breathe in every direction, this is the kind of space that's genuinely hard to find.

Read the full overview ↓

Why this home stands out

New construction on over an acre is a rare combination in this part of Chesapeake. Most buyers have to choose between a fresh build in a dense subdivision or elbow room on an older property — 1453 Whittamore Road offers both. Five bedrooms give you flexibility for a growing household, a home office, or a dedicated guest suite, and the 1.06-acre lot means your neighbors aren't right on top of you.

FENTRESS and the Chesapeake real estate market

Fentress sits in the southern reaches of Chesapeake, Virginia — a low-density pocket where larger lots and a slower pace define daily life. The area draws people who want genuine space without sacrificing city access, and it delivers on both counts. Chesapeake itself is one of the most geographically expansive cities in the country, and Fentress captures that character well: wide skies, tree-lined roads, and properties that actually have room between them. If you've been searching through houses for sale in Chesapeake and keep landing on tight suburban lots, Fentress tends to stand out immediately. The broader city offers strong infrastructure, a well-regarded park system, and convenient corridors heading north toward Virginia Beach and Norfolk. Locally, the Fentress community has a distinctly residential feel — no busy commercial strips cutting through, just neighborhoods that take their time.

What's nearby

Daily errands are more convenient than the rural setting might suggest. Grocery options and everyday retail are reachable within a short drive along the Battlefield Boulevard corridor. For outdoor time, Northwest River Park is one of the region's standout nature destinations and sits close by — hiking trails, kayak launches, and open space all in one spot. The Chesapeake Expressway puts Virginia Beach within easy reach when you want a change of scenery. A handful of local dining spots and a pharmacy are accessible without a long haul, keeping routine life practical even on a quiet country road.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is just 12 minutes away, and NAS Oceana is a manageable 23-minute drive — making 1453 Whittamore Road a strong fit for military households at either installation. A VA loan can make a new-construction purchase like this more accessible, and the BAH rates for the Chesapeake area tend to align well with properties in this size range. Five bedrooms handles PCS moves with family in tow without anyone feeling squeezed.

For families upgrading

If your current home has started to feel like it's shrinking around you, 1453 Whittamore Road is the kind of upgrade that resets the clock. Five bedrooms, three full baths, 2,660 square feet of brand-new construction, and a 1.06-acre lot give everyone in the household their own space — indoors and out. There's a real backyard here, room for a playset or a garden, and no shared walls to worry about. Chesapeake Glen buyers who've outgrown smaller footprints often find this type of property hits the reset button they were looking for.

More buyer questions

How far is 1453 Whittamore Road from USCG Finance Center Chesapeake?

The drive is approximately 12 minutes under normal conditions. It's one of the closer military installations to this address, making it a practical daily commute.

How far is 1453 Whittamore Road from NAS Oceana?

NAS Oceana is roughly 23 minutes away, heading northeast through Chesapeake toward Virginia Beach. The route is straightforward with minimal congestion outside of peak hours.

What is the lot size at 1453 Whittamore Road?

The lot measures 1.06 acres, which is notably generous for a new-construction home in the Chesapeake area and provides substantial outdoor space on all sides.

Is 1453 Whittamore Road in a flood zone?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the most accurate assessment.

When was 1453 Whittamore Road built?

The home was built in 2026, making it a brand-new construction with all the systems, materials, and code compliance that come with a modern build.

Want to walk through 1453 Whittamore Road or ask about the build specs? Tom and Dariya Milan at LPT Realty know this part of Chesapeake well — reach out and let's talk.

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

2026

Price / sqft

$271

HOA

None

Taxes

$1,474/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10639822

Interior

Bedrooms
5
Full baths
3
Approx. sqft
2,660
Stories
2
Flooring
Carpet, Laminate/LVP
Ensuite bedrooms
2
First-floor bed & full bath
Yes
Total rooms
9
Other rooms
1st Floor BR, Breakfast Area, Foyer, PBR with Bath, Pantry, Porch, Utility Room
Appliances
220 V Elec, Dishwasher, Dryer Hookup, Microwave, Elec Range, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Electric Vehicle Charging Station

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Waterfront
Not Waterfront

Utilities & systems

Heating
Heat Pump, Programmable Thermostat, Zoned
Cooling
Central Air, Heat Pump, Zoned
Water heater
Electric
Water
City/County
Sewer
Septic

Lot, parking & ownership

Lot size
1.0600
Subdivision
FENTRESS
Zoning
RESIDENT
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, 3 Space
Possession
SETTLEMENT
Disclosures
Disclosure Statement

See more Chesapeake new construction homes.

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

>75 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

Schoolhouse Crossing

School House Crossing is an established single-family neighborhood in the Hickory section of southern Chesapeake, located along School House Road within the 23322 ZIP code, northeast of the North Etheridge and Etheridge Lakes areas.

2

For sale now

$131K

HH income

89.7%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Schoolhouse Crossing
Map of Schoolhouse Crossing with neighborhood boundaryNeighborhood

houses for sale in Chesapeake

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

$4,068/mo

Principal & interest

$3,735

Property tax

$123

Home insurance

$210

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

Why the land carries the value

Asking vs. assessment

229% of $313,900

City assessment record · taxes $1,474/yr

Land share of assessed value

53% — $165,600

Improvements $148,300 · 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

$560,000$755,000

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.

705 Hilltop CT · 1.3 mi · 2,560 sqft$576,000 sold 2026-07
705 Tallahassee DR · 1.7 mi · 2,660 sqft$585,000 sold 2026-05
904 Mustoe CT · 1.7 mi · 2,701 sqft$755,000 sold 2026-06

Sale & Tax History

List Price

$719,900

Price / Sq Ft

$271

Annual Taxes

$1,474

Monthly Tax

$123

HOA

None

Tax Rate (effective)

0.20%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJun 16, 2026$719,900
Currently listed$719,900

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

129% above assessment

Total Assessed

$313,900

Land

$165,600

Improvement

$148,300

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

8 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 1453 Whittamore Rd in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (GreatSchools 6/10), Hickory Middle (GreatSchools 9/10), Hickory (GreatSchools 9/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1453 Whittamore 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.
Does 1453 Whittamore Rd have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1453 Whittamore Rd built?+
It was built in 2026, 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 Drogus · G Daniels & Company · REIN MLS #10639822

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.

1453 Whittamore Rd, Chesapeake — photo

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

Call or text (757) 777-7577

1453 Whittamore Rd, Chesapeake, Virginia 23322 · MLS #10639822 · 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.