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Chesapeake › UPTON FARMS › 924 Whisper Hollow Dr✓ Source: REIN MLS #10651144 · record updated Sep 21, 2026 · synced every 2 min · your inquiry is never resold
924 Whisper Hollow DR, CHESAPEAKE VA 23322 - Main photo
924 Whisper Hollow DR, CHESAPEAKE VA 23322 - Photo 2
924 Whisper Hollow DR, CHESAPEAKE VA 23322 - Photo 3
924 Whisper Hollow DR, CHESAPEAKE VA 23322 - Photo 4
924 Whisper Hollow DR, CHESAPEAKE VA 23322 - Photo 5
4beds
2.1baths
2,149sqft
25days on market

924 Whisper Hollow Dr, Chesapeake, VA 23322

ActiveResidential · built 1992 · UPTON FARMS

Facts & features

Type

Residential

Year built

1992

Price / sqft

$272

HOA

None

Taxes

$5,437/yr

County

Chesapeake VA

MLS #

10651144

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,149
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Total rooms
8
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, Foyer, Pantry, Sun Room, Workshop
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener, Satellite Dish

Construction & exterior

Style
Colonial
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
In Ground Pool
Fencing
Other

Utilities & systems

Heating
Nat Gas
Cooling
Central Air, Window/Wall
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.4510
Subdivision
UPTON FARMS
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc
Possession
AT CLOSING

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

About this home

This is a charming 4 bedroom, 2,150 square foot home located in one of the most sought after areas of Chesapeake, Great Bridge in the Hickory school district. Located in a quiet cul-de-sac, it features an updated kitchen and updated bathrooms (2 1/2 baths total). A new roof in 2011, a new high efficiency furnace and air conditioning installed in 2015, a 20' x 40' in ground swimming pool, a 12' x 18' sunroom (with it's own mini split for AC and heat) and a 12' x 24' shed are among the many features of this home. New carpet and LVP (luxury vinyl plank) flooring installed in 2021 and new windows by Pella installed in 2016. Located minutes from Greenbrier and downtown Norfolk.

Listing courtesy of Jason Saphire · HomeZu.com of Virginia · REIN MLS #10651144

Tom & Dariya's overview

Our read on this home

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

At a glance

Meet 924 Whisper Hollow Drive in Chesapeake—a four-bedroom, two-bath home built in 1992 with 2,149 square feet. You're about 11 minutes from USCG Finance Center Chesapeake and 16 minutes from NSA Northwest Annex. This is solid, established living in a residential Chesapeake neighborhood.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23322, homes for sale zoned for Hickory High School, and homes for sale zoned for Southeastern Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Brandermill homes for sale, Chesapeake waterfront homes for sale, Chesapeake condos and townhomes for sale, and new construction homes in Chesapeake.

Read the full overview ↓

Why this home stands out

Four bedrooms and over 2,100 square feet give you room to spread out. The 1992 construction means mature bones and a floor plan built for everyday living. You'll find homes for sale in 23322 across a range of ages and styles—this one sits in that sweet spot of established character and practical layout. The neighborhood is quiet and residential, away from heavy traffic but still connected to what matters.

UPTON FARMS and the Chesapeake real estate market

Whisper Hollow Drive sits in a residential pocket of Chesapeake, where tree-lined streets and single-family homes define the block. The neighborhood feels settled and stable—the kind of place where you recognize your neighbors and kids play outside. Chesapeake itself is Virginia's largest city by land area, a blend of suburban comfort and working waterfront heritage. Getting around is straightforward: major roads like Greenbrier Parkway and Military Highway connect you to shopping, dining, and employment centers across the city. If you're comparing homes for sale in Chesapeake, note that the city spans from the Elizabeth River to the North Carolina border, so location matters—this address puts you in a central, accessible spot. Anyone comparing homes for sale zoned for Hickory High School or homes for sale zoned for Southeastern Elementary School will find solid options throughout the neighborhood.

What's nearby

You're about 11 minutes to USCG Finance Center Chesapeake and 16 minutes to NSA Northwest Annex, making the commute straightforward for federal employees. Greenbrier Parkway is your main commercial corridor, lined with grocery stores, pharmacies, and casual dining. Chesapeake's parks system offers recreation nearby—playgrounds, walking trails, and sports fields are within a short drive. The neighborhood itself is quiet and residential, which means you trade heavy foot traffic for peace and privacy.

For different buyers

Base commute and VA loan notes

About 11 minutes to USCG Finance Center Chesapeake and 16 minutes to NSA Northwest Annex keeps your commute short and predictable. VA loan financing is common in this area, and the home's age and condition support straightforward financing. Four bedrooms and established layout mean you can move in and settle quickly without major updates.

Room to grow

Four bedrooms give each person their own space or flex room for a home office. Over 2,100 square feet on an established lot means you have room to grow without feeling cramped. The 1992 construction and practical layout let you focus on living rather than constant renovation—space is already there, waiting for you.

More buyer questions

How far is 924 Whisper Hollow Drive from USCG Finance Center Chesapeake?

About 11 minutes by car, making it a quick and reliable commute for federal employees stationed there.

What military bases are near this address?

USCG Finance Center Chesapeake is roughly 11 minutes away, and NSA Northwest Annex is about 16 minutes away. Both are accessible for daily commuting.

How many bedrooms and bathrooms does this home have?

Four bedrooms and 2.1 bathrooms, with 2,149 square feet of living space built in 1992.

What is the neighborhood like around Whisper Hollow Drive?

It's a quiet, residential area with tree-lined streets and single-family homes. The block feels settled and stable, away from heavy traffic but still connected to Chesapeake's main commercial corridors.

Can you tell me about the zoning in this area?

This address is in a residential zone with access to homes for sale zoned for Hickory High School and homes for sale zoned for Southeastern Elementary School.

Ready to explore 924 Whisper Hollow Drive and other Chesapeake homes for sale? Contact Tom & Dariya Milan at LPT Realty to schedule a tour today.

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

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

Chesapeake$495K – $675K4+ 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 510034

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

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

21.6 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 D

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

Explore this neighborhood

Brandermill

Brandermill is a long-settled Chesapeake neighborhood. It is known for quiet streets, mature trees, and well-kept yards. Shops and places to eat are close by.

$525K

Median sale · 12 mo

$257

Sold $/sq ft

16d

Days on market

0

For sale now

$144K

HH income

92.7%

Owner-occupied

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

Explore Brandermill →
Map of Brandermill with neighborhood boundaryNeighborhood

Chesapeake houses for sale →

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

$3,659/mo

Principal & interest

$3,035

Property tax

$453

Home insurance

$171

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

116% of $506,300

City assessment record · taxes $5,437/yr

Land share of assessed value

37% — $185,000

Improvements $321,300 · assessor record ✓

Price context — similar nearby homes

$517,990 – $571,990

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.

2210 Edwin DR · 2.6 mi · 2,213 sqft$569,990 sold 2026-03
232 Hickory RD E · 2.6 mi · 2,225 sqft$534,900 sold 2026-03
2217 Edwin DR · 2.5 mi · 2,314 sqft$571,990 sold 2026-07

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

Sale & Tax History

List Price

$585,000

Price / Sq Ft

$272

Annual Taxes

$5,437

Monthly Tax

$453

HOA

None

Tax Rate (effective)

0.93%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 27, 2026$585,000—
Price reducedSep 21, 2026$585,000−$14,900
Currently listed—$585,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

16% above assessment

Total Assessed

$506,300

Land

$185,000

Improvement

$321,300

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

25 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 924 Whisper Hollow Dr in a good school zone?+
The assigned zones on the listing record are Southeastern Elementary (VaHome School Score 7.2/10), Hickory Middle (VaHome School Score 9.2/10), Hickory (VaHome School Score 8.8/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 924 Whisper Hollow 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 924 Whisper Hollow Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 924 Whisper Hollow Dr built?+
It was built in 1992, 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 Jason Saphire · HomeZu.com of Virginia · REIN MLS #10651144

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.

924 Whisper Hollow Dr, Chesapeake — photo

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

Call or text (757) 777-7577

924 Whisper Hollow Dr, Chesapeake, Virginia 23322 · MLS #10651144 · 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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