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Chesapeake › SCHOOL HOUSE CROSSING › 1505 Hilltop Dr✓ Source: REIN MLS #10653218 · record updated Sep 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
4beds
2.1baths
2,020sqft
17days on market

1505 Hilltop Dr, Chesapeake, VA 23322

Under ContractResidential · built 1994 · SCHOOL HOUSE CROSSING

Facts & features

Type

Residential

Year built

1994

Price / sqft

$267

HOA

None

Taxes

$4,746/yr

County

Chesapeake VA

MLS #

10653218

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,020
Stories
2
Flooring
Carpet, Laminate/LVP
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,Wood Fence

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, to include: HVAC, roof, house trim, soffit, & gutter system, electric stove, carpet/LVT flooring, some interior paint, new pool salt system & Dolphin pool vacuum. 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.

Listing courtesy of Karen Harper · The Real Estate Group · REIN MLS #10653218

Tom & Dariya's overview

Our read on this home

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

At a glance

Four-bedroom, two-bath home on Hilltop Drive in Chesapeake. Built in 1994 with 2,020 square feet. About nine minutes to USCG Finance Center Chesapeake. Homes for sale in 23322 offer convenient access to daily errands and military bases.

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

This 1994-built home sits on a residential lot with four bedrooms and 2.1 baths across 2,020 square feet. The layout gives you room to spread out without sacrificing walkability to nearby shops and services. Chesapeake homes for sale in this zip code often blend suburban comfort with quick commutes to the waterfront and military installations. You'll find grocery stores, coffee spots, and dining within a few blocks.

SCHOOL HOUSE CROSSING and the Chesapeake real estate market

Hilltop Drive anchors a quiet residential corner of Chesapeake where tree-lined streets and single-family homes define the character. The neighborhood feels established and stable, with mature landscaping and a mix of homes built across several decades. Chesapeake itself is Virginia's largest city by area, stretching from the Elizabeth River to the North Carolina border. Daily life here centers on local shops and restaurants—Food Lion and Kroger are each under a mile away. Getting around is straightforward: major roads connect you to downtown Norfolk, the shipyard, and the coast within 20 minutes. If you are comparing homes for sale zoned for Hickory High School, note that this address sits within that attendance zone. The city balances suburban living with easy access to military bases and Hampton Roads' job centers.

What's nearby

Food Lion sits just 0.3 miles away for quick grocery runs. Kroger and its bakery are 0.6 miles out. Dining options cluster nearby: Chicho's Pizza Hickory, McDonald's, and Hardee's all land within 0.4 miles. Coffee and quick stops include 7-Eleven, Hotrodders Cafe, and McDonald's, each under half a mile. Fitness-minded folks can reach Universal Fitness in 0.5 miles or MY OPEN WORKOUT in 0.6 miles. Everything you need for daily errands sits within a short drive.

For different buyers

Base commute and VA loan notes

About nine minutes to USCG Finance Center Chesapeake and 21 minutes to Norfolk Naval Shipyard. VA loan financing is widely available in this zip code. The home's four bedrooms and established layout support quick moves and long-term stays alike. Chesapeake's proximity to military installations and stable housing stock make it a reliable base-area choice.

Room to grow

Four bedrooms give you space for a home office, guest room, or growing needs. The 2.1-bath layout reduces morning conflicts. Nearly 2,020 square feet spreads across a practical floor plan. Mature trees and a residential lot offer outdoor space without requiring extensive upkeep. Room to grow without overwhelming maintenance.

More buyer questions

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

About nine minutes by car, making it a short commute for base personnel.

What grocery stores are near this Chesapeake address?

Food Lion is 0.3 miles away, and both Kroger and its bakery are 0.6 miles out.

Can you get a VA loan for homes for sale in 23322?

Yes, VA loan financing is common and widely supported throughout this zip code.

How many bedrooms does 1505 Hilltop Drive have?

Four bedrooms and 2.1 baths across 2,020 square feet, built in 1994.

What is the commute from this address to Norfolk Naval Shipyard?

About 21 minutes by car, depending on traffic and your entry point at the shipyard.

Ready to explore this Chesapeake home? Contact Tom & Dariya Milan at LPT Realty to schedule a showing and learn more.

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

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

Chesapeake$455K – $625K4+ beds

By subscribing you agree to receive listing emails from Tom & Dariya Milan, Realtors, at most one a day. Unsubscribe anytime · Privacy PolicyBrokered by LPT Realty

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)

In the Schoolhouse Crossing neighborhood of Chesapeake. browse Chesapeake listings →

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

$3,354/mo

Principal & interest

$2,801

Property tax

$396

Home insurance

$157

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

115% 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
809 Grantham LN · 1.9 mi · 2,081 sqft$525,000 sold 2026-07
1441 Whittamore RD · 1.4 mi · 1,645 sqft$200,000 sold 2026-02

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

Sale & Tax History

List Price

$539,900

Price / Sq Ft

$267

Annual Taxes

$4,746

Monthly Tax

$396

HOA

None

Tax Rate (effective)

0.88%

Sale Timeline (this listing)

EventDatePriceDetail
ListedSep 11, 2026$539,900—
Currently listed—$539,900—

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

15% 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.

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 #10653218

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

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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 #10653218 · 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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