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Chesapeake › SCHOOL HOUSE CROSSING › 1505 Hilltop Dr✓ Source: REIN MLS #10643811 · record updated Aug 2, 2026 · synced every 2 min · your inquiry is never resold
1505 Hilltop DR, CHESAPEAKE VA 23322 - Main photo
1505 Hilltop DR, CHESAPEAKE VA 23322 - Photo 2
1505 Hilltop DR, CHESAPEAKE VA 23322 - Photo 3
1505 Hilltop DR, CHESAPEAKE VA 23322 - Photo 4
1505 Hilltop DR, CHESAPEAKE VA 23322 - Photo 5
4beds
2.1baths
2,020sqft
19days on market

1505 Hilltop Dr, Chesapeake, VA 23322

ActiveResidential · built 1994 · SCHOOL HOUSE CROSSING

Facts & features

Type

Residential

Year built

1994

Price / sqft

$272

HOA

None

Taxes

$4,746/yr

County

Chesapeake VA

MLS #

10643811

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,020
Stories
2
Flooring
Carpet, Laminate/LVP, Vinyl
Ensuite bedrooms
1
Total rooms
8
Other rooms
Attic, Breakfast Area, Fin. Rm Over Gar, PBR with Bath, Pantry, Porch, Utility Closet
Appliances
Dishwasher, Dryer Hookup, Elec Range, Refrigerator, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener
Accessibility
Main Floor Laundry

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
In Ground Pool
Fencing
Back Fenced

Utilities & systems

Heating
Nat Gas, Programmable Thermostat
Cooling
Central Air
Water heater
Gas
Water
City/County
Sewer
City/County

Lot, parking & ownership

Lot size
0.3400
Subdivision
SCHOOL HOUSE CROSSING
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc, Street
Possession
SETTLE
Disclosures
Disclosure Statement, Pet on Premises

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

About this home

Welcome to this spacious, thoughtfully designed home offering generous living areas and a floor plan that blends comfort with functionality. Several updates have already been completed, while some needed cosmetic enhancements, provide an excellent opportunity to add your own style and value. Priced to reflect these improvements, this home is an exceptional opportunity. The expansive backyard is a true retreat, featuring beautiful mature trees, a sparkling in-ground saltwater pool, and a spacious deck perfect for entertaining or unwinding. Situated on a large lot with a two-car garage, this property offers the ideal combination of space, privacy, and potential. Conveniently located in the sought after Hickory school district and near shopping, dining, and major commuter routes, this is a home you'll want to experience in person. Brand new HVAC; ROOF, trim, soffit and gutters less than 2 years old.

Listing courtesy of Karen Harper · The Real Estate Group · REIN MLS #10643811

Tom & Dariya's overview

Our read on this home

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

At a glance

A four-bedroom, 2.1-bath home on Hilltop Drive in Chesapeake's 23322 zip code, built in 1994 and offering 2,020 square feet of living space. Groceries, dining, and fitness are all within half a mile, and two military installations are an easy commute away.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23322 and homes for sale zoned for Hickory High School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Schoolhouse Crossing 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

What sets 1505 Hilltop Drive apart is its combination of practical square footage and an address that puts everyday errands within a short walk or quick drive. At just over 2,000 square feet across four bedrooms, the layout gives everyone room to spread out without the overhead of a sprawling estate. Add two grocery stores within 0.6 miles and a pair of gyms nearly as close, and daily life here runs on autopilot.

SCHOOL HOUSE CROSSING and the Chesapeake real estate market

Hilltop Drive sits in the Hickory corridor of southern Chesapeake — one of the city's most self-contained pockets, where residential streets feed directly into a compact commercial strip without a long commute to get there. Chesapeake is Virginia's second-largest city by land area, and the Hickory area captures what draws people here: low-density neighborhoods, manageable traffic, and a genuine small-town feel that larger Hampton Roads cities can't quite replicate. The 23322 zip code is consistently popular among families planting long-term roots, and it's easy to see why — you get suburban breathing room without sacrificing access to the broader region. Interstate 664 and Route 17 are both within reach, connecting you to Norfolk, Suffolk, and the Virginia Beach oceanfront when the weekend calls for it. Among Chesapeake homes for sale, addresses in this zip code tend to attract buyers who want stability and convenience in equal measure.

What's nearby

Food Lion is 0.3 miles away — close enough for a quick weeknight run — and Kroger is just 0.6 miles out if you prefer a larger store with a full bakery. Chicho's Pizza Hickory is 0.4 miles away and a local favorite for a low-key dinner. McDonald's and Hardee's are at the same distance when speed matters. Coffee is covered by Hotrodders Cafe, a neighborhood spot at 0.4 miles, or the 7-Eleven just as close. For fitness, Universal Fitness and MY OPEN WORKOUT are both within 0.6 miles, giving you two solid options without a long drive. Homes for sale in 23322 rarely come with this density of walkable amenities — it's a genuine differentiator for this address.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is nine minutes away, and Norfolk Naval Shipyard is a manageable 21-minute drive — making 1505 Hilltop Drive a practical fit for service members at either installation. A VA loan can stretch purchasing power here, and the four-bedroom layout handles PCS moves with room for a home office or a dedicated guest room when family visits.

For families upgrading

Four bedrooms and 2.1 baths give a growing family the space to stop doubling up. Families comparing homes for sale zoned for Hickory High School will find this address lands squarely in that zone, and the proximity to two grocery stores and multiple dining options means less time running errands and more time at home.

More buyer questions

How far is 1505 Hilltop Drive from USCG Finance Center Chesapeake?

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

How far is 1505 Hilltop Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 21 minutes away by car, a reasonable commute that keeps you in southern Chesapeake rather than closer to the urban core of Portsmouth.

Is 1505 Hilltop Drive in a flood zone?

Flood zone information for this address is detailed in the FloodRisk tile on this page — check there for the current FEMA designation and what it means for insurance.

What grocery stores are closest to 1505 Hilltop Drive?

Food Lion is 0.3 miles away, and Kroger — with a full bakery — is 0.6 miles out, giving you two solid options within easy reach.

Does the Hickory area of Chesapeake have good access to major highways?

Yes — Route 17 and Interstate 664 are both accessible from the Hickory corridor, connecting you to Norfolk, Suffolk, and Virginia Beach without a complicated route.

Tom and Dariya Milan at LPT Realty know homes for sale in Chesapeake inside and out — reach out to get the full picture on 1505 Hilltop Drive and what it takes to make it yours.

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

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

Chesapeake$465K – $635K4+ 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

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.

1

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

Chesapeake real estate →

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

$3,404/mo

Principal & interest

$2,849

Property tax

$396

Home insurance

$160

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

117% of $469,900

City assessment record · taxes $4,746/yr

Land share of assessed value

39% — $185,000

Improvements $284,900 · assessor record ✓

Price context — similar nearby homes

$200,000 – $570,000

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.

1457 Whittamore RD · 1.5 mi · 1,935 sqft$285,000 sold 2026-03
1101 Somerton LN · 1.9 mi · 2,003 sqft$515,000 sold 2026-04
809 Grantham LN · 1.9 mi · 2,081 sqft$525,000 sold 2026-07

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

Sale & Tax History

List Price

$549,000

Price / Sq Ft

$272

Annual Taxes

$4,746

Monthly Tax

$396

HOA

None

Tax Rate (effective)

0.86%

Sale Timeline (this listing)

EventDatePriceDetail
ListedJul 16, 2026$549,000—
Price reducedJul 28, 2026$549,000−$10,900
Currently listed—$549,000—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

17% above assessment

Total Assessed

$469,900

Land

$185,000

Improvement

$284,900

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:

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

19 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 1505 Hilltop Dr in a good school zone?+
The assigned zones on the listing record are Butts Road Primary, 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 1505 Hilltop 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 1505 Hilltop Dr have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 1505 Hilltop Dr built?+
It was built in 1994, 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 Karen Harper · The Real Estate Group · REIN MLS #10643811

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.

1505 Hilltop Dr, Chesapeake — photo

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

Call or text (757) 777-7577

1505 Hilltop Dr, Chesapeake, Virginia 23322 · MLS #10643811 · 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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