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Chesapeake › SCHOOL HOUSE CROSSING › 1505 Hilltop Dr✓ Source: REIN MLS #10643811 · record updated Jul 28, 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
$549,000
$272 / sqft · est. $3,404/mo →
4beds
2.1baths
2,020sqft
12days on market

1505 Hilltop Dr, Chesapeake, VA 23322

ActiveResidential · built 1994 · SCHOOL HOUSE CROSSING

About this home

The listing, in the seller's words

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

VaHome team overview

Our read on this home

by Tom & Dariya Milan, REALTORS® · LPT Realty

At a glance

1505 Hilltop Drive is a four-bedroom, two-and-a-half-bath single-family home in Chesapeake, Virginia, offering 2,020 square feet of living space built in 1994. It sits within easy reach of two military installations and the everyday conveniences of one of Hampton Roads' most livable cities.

Read the full overview ↓

Why this home stands out

What sets 1505 Hilltop Drive apart is the combination of generous square footage, a practical half-bath for guests, and four true bedrooms — all in a city known for its low-density feel and strong infrastructure. Built in 1994, the home hits a sweet spot between established construction quality and a floor plan that still feels current. Add in single-digit drive times to the USCG Finance Center and you have a location that genuinely works.

SCHOOL HOUSE CROSSING and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the entire East Coast, and that scale translates into something residents notice immediately: space. Streets breathe here. Yards have room. The pace is measured without feeling remote. The Hilltop Drive corridor sits in the 23322 zip code — one of Chesapeake's more established pockets — where mature tree canopies line residential streets and neighbors tend to stay put for years at a time. City services are reliable, road infrastructure is well-maintained, and you're never far from a major corridor when you need one. Chesapeake also carries a reputation for fiscal stability and consistent city planning, which matters when you're thinking long-term about where to put down roots. Whether you're drawn by the quiet streets, the proximity to the water-adjacent lifestyle of Hampton Roads, or simply the practical math of square footage per block, this part of Chesapeake delivers a grounded, livable experience that holds up across seasons.

What's nearby

Daily life is easy from Hilltop Drive. Groceries, pharmacies, and quick-errand retail are all within a short drive along the major corridors feeding into this part of Chesapeake. The USCG Finance Center is roughly nine minutes away — a commute that barely registers. Norfolk Naval Shipyard is accessible in about 21 minutes, keeping Portsmouth and the broader shipyard community well within reach. Parks and green space are part of the fabric here, and the wider Hampton Roads network means beaches, waterfront dining, and regional attractions are never more than a reasonable drive. You're close to what you need without feeling like you're in the middle of it.

For different buyers

For military families relocating

Nine minutes to the USCG Finance Center and 21 minutes to Norfolk Naval Shipyard — 1505 Hilltop Drive puts two major installations within easy reach. Four bedrooms give growing families room to spread out, and Chesapeake's stable, well-planned community is the kind of place where a VA loan purchase tends to make long-term sense. It's a practical, comfortable base of operations for military life in Hampton Roads.

For families upgrading

Four bedrooms and over 2,000 square feet give your family genuine room to grow into — not just enough space to get by. The half-bath means guests aren't sharing with the kids, and the 1994 build year means you're working with solid bones and a layout designed for real family life. Chesapeake's low-density character keeps the neighborhood feeling like a neighborhood, not a subdivision blur.

More buyer questions

How far is 1505 Hilltop Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is approximately 21 minutes from 1505 Hilltop Drive under typical driving conditions. The route connects through well-traveled Chesapeake corridors with straightforward access.

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

The USCG Finance Center is about nine minutes away — one of the shorter military commutes you'll find in this part of Hampton Roads.

What is the square footage and layout of 1505 Hilltop Drive?

The home offers 2,020 square feet with four bedrooms and two and a half bathrooms, built in 1994 as a single-family residential property.

Is 1505 Hilltop Drive 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 23322 zip code.

What city and county does 1505 Hilltop Drive fall under?

The property is located in Chesapeake, Virginia — an independent city that serves as its own jurisdiction, meaning city and county functions are handled by Chesapeake's unified government.

Tom and Dariya Milan at LPT Realty know this part of Chesapeake well. Reach out to talk through what 1505 Hilltop Drive could mean for your next move.

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

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

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

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 ✓

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

$200,000 – $535,000

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
812 Dolph CIR · 1.2 mi · 2,250 sqft$535,000 sold 2026-04
912 Vikingfield TER · 1.9 mi · 2,022 sqft$510,000 sold 2026-04

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

12 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 1505 Hilltop Dr 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 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

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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