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Chesapeake › HILLSIDE LANDING › 462 Weeping Cedar Trl✓ Source: REIN MLS #10650088 · record updated Sep 2, 2026 · synced every 2 min · your inquiry is never resold
462 Weeping Cedar TRL, CHESAPEAKE VA 23323 - Main photo
462 Weeping Cedar TRL, CHESAPEAKE VA 23323 - Photo 2
462 Weeping Cedar TRL, CHESAPEAKE VA 23323 - Photo 3
462 Weeping Cedar TRL, CHESAPEAKE VA 23323 - Photo 4
462 Weeping Cedar TRL, CHESAPEAKE VA 23323 - Photo 5
4beds
2.1baths
2,037sqft
14days on market

462 Weeping Cedar Trl, Chesapeake, VA 23323

Under ContractResidential · built 1995 · HILLSIDE LANDING

Facts & features

Type

Residential

Year built

1995

Price / sqft

$221

HOA

None

Taxes

$4,545/yr

County

Chesapeake VA

MLS #

10650088

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,037
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, Breakfast Area, Foyer, PBR with Bath
Appliances
Dishwasher, Disposal, Dryer Hookup, Microwave, Elec Range, Refrigerator, Washer Hookup
Equipment
Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Traditional, Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced,Wood Fence

Utilities & systems

Heating
Nat Gas
Cooling
Central Air
Water heater
Gas
Water
Call
Sewer
Call

Lot, parking & ownership

Lot size
0.5800
Subdivision
HILLSIDE LANDING
Zoning
R10S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 2 Car, Driveway Spc, Street
Possession
NEGOTIABLE
Disclosures
Disclosure Statement, Pet on Premises

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

About this home

Welcome home to Hillside Landing in South Chesapeake! This inviting two-story home offers a cozy, functional layout with thoughtful updates throughout. Step inside to find new LVP flooring and a bright eat-in kitchen featuring granite countertops, a natural stone stacked marble mosaic backsplash, touchless kitchen faucet, brand-new appliances, and plenty of natural light. The living area offers a warm place to unwind with a gas fireplace and built-in bookshelves adding both character and functionality. Upstairs, you'll find comfortable carpeted bedrooms, conveniently located laundry, and a spacious primary suite with a private bathroom featuring a step-in shower with attractive tile surround. Additional improvements include updated lighting, HVAC, and a new door. Outside, the large backyard provides plenty of room for entertaining, relaxing, or enjoying the peaceful views of the neighborhood pond. A spacious red storage shed offers additional room for lawn equipment, tools, and more. Complete with a two-car garage and a roof replaced in 2015, this Hillside Landing home combines comfortable living, useful updates, and a beautiful waterfront backdrop in South Chesapeake. Schedule your tour today!

Listing courtesy of Betsy Thompson · The Agency · REIN MLS #10650088

Tom & Dariya's overview

Our read on this home

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

At a glance

A four-bedroom, two-and-a-half-bath home built in 1995 with 2,037 square feet in Chesapeake's western corridor — twelve minutes from Norfolk Naval Shipyard, a half-mile from Deep Creek Lock Park, and surrounded by everyday conveniences that make the 23323 zip code genuinely livable.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23323, homes for sale zoned for Deep Creek High School, and homes for sale zoned for Deep Creek Elementary School. Browse every listing among homes for sale in Chesapeake — updated from the REIN MLS every few minutes. Nearby, look at Deep Creek 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 462 Weeping Cedar Trail apart is its combination of generous square footage for a mid-1990s build, a layout that puts four bedrooms under one roof without sacrificing common living space, and a location that quietly punches above its weight. You're close to two major military installations, a walkable park system, and a Food Lion — yet the street itself has the calm feel of a tucked-away residential trail rather than a through-road.

HILLSIDE LANDING and the Chesapeake real estate market

Chesapeake is one of the largest cities by land area on the East Coast, and the 23323 zip code sits in its western reaches — a part of the city that trades the bustle of the Greenbrier corridor for quieter streets, mature tree canopy, and quick access to the Southern Branch of the Elizabeth River. This section of Chesapeake has grown steadily since the 1990s, attracting families and military households who want space without the sprawl of the outer suburbs. Deep Creek is the anchor community here, with its own distinct identity shaped by the historic lock system that once connected the Chesapeake and Albemarle Canal. Among Chesapeake homes for sale, properties in this zip code tend to offer solid square footage at a comfortable scale — neighborhoods built for everyday life, not just curb appeal. The city's infrastructure investment in this corridor is visible in its parks, road access, and proximity to the bridge crossings that connect you to Portsmouth and Norfolk in under fifteen minutes.

What's nearby

Daily life is genuinely easy from Weeping Cedar Trail. Food Lion and Dollar General are both within a mile for grocery runs, and a Starbucks Coffee Company is just 0.8 miles away when you need a proper start to the morning. Hardee's covers the quick-bite moments. For outdoor time, Deep Creek Lock Park is a half-mile down the road — a green space with real historical character anchored by the old canal lock infrastructure. The Observation Platform at 0.6 miles offers a quiet spot to watch boat traffic on the waterway, and Olde Mill Run Park rounds out the park options at under a mile. It's the kind of everyday geography that makes homes for sale in 23323 worth a close look.

For different buyers

For military families relocating

Norfolk Naval Shipyard is a twelve-minute drive, and USCG Base Portsmouth is thirteen — making 462 Weeping Cedar Trail one of the more practical addresses for dual-base households in this part of Hampton Roads. Four bedrooms give you room to grow, and VA loan eligibility stretches further in Chesapeake's 23323 zip code than in many comparable markets closer to the waterfront.

For families upgrading

If your household has outgrown a smaller footprint, 2,037 square feet across four bedrooms gives everyone a door to close. Families comparing homes for sale zoned for Deep Creek High School and homes for sale zoned for Deep Creek Elementary School will find this address sits squarely in that attendance zone, with Deep Creek Lock Park a half-mile away for after-school afternoons that don't require a car.

More buyer questions

How far is 462 Weeping Cedar Trail from Norfolk Naval Shipyard?

The drive is approximately 12 minutes under normal traffic conditions, making this address one of the more commute-friendly options in western Chesapeake for Shipyard personnel.

Is 462 Weeping Cedar Trail part of an HOA?

HOA status for this property should be confirmed through current disclosure documents, as community association arrangements in this area can vary by subdivision phase and year of development.

What parks are closest to 462 Weeping Cedar Trail?

Deep Creek Lock Park is the nearest at 0.5 miles, followed by the Observation Platform at 0.6 miles and Olde Mill Run Park at 0.9 miles — all accessible without getting on a major road.

What is the flood zone status for this address?

Flood zone designation for 462 Weeping Cedar Trail is detailed in the FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

How far is 462 Weeping Cedar Trail from USCG Base Portsmouth?

The drive to USCG Base Portsmouth is approximately 13 minutes, making this address a practical choice for Coast Guard households looking to stay on the Chesapeake side of the water.

Tom and Dariya Milan at LPT Realty know this corner of Chesapeake well — reach out to get a straight answer on anything this page didn't cover.

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

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

Chesapeake$380K – $520K4+ 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 A

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

Explore this neighborhood

Deep Creek

Deep Creek is a residential neighborhood located in Chesapeake, Virginia, known for its tree-lined streets and established community character.

$398K

Median sale · 12 mo

$231

Sold $/sq ft

17d

Days on market

25

For sale now

$119K

HH income

85.2%

Owner-occupied

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

Explore Deep Creek →
Map of Deep Creek 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

$2,845/mo

Principal & interest

$2,335

Property tax

$379

Home insurance

$131

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

Price context — similar nearby homes

$400,000 – $500,000

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.

601 Vero ST · 1.5 mi · 2,100 sqft$450,100 sold 2026-07
2813 Ridgeboard PL · 1.6 mi · 2,084 sqft$500,000 sold 2026-07
328 Big Pond LN · 1.7 mi · 2,010 sqft$400,000 sold 2026-07

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

Sale & Tax History

List Price

$450,000

Price / Sq Ft

$221

Annual Taxes

$4,545

Monthly Tax

$379

HOA

None

Tax Rate (effective)

1.01%

Sale Timeline (this listing)

EventDatePriceDetail
ListedAug 19, 2026$450,000—
Currently listed—$450,000—

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 462 Weeping Cedar Trl in a good school zone?+
The assigned zones on the listing record are Deep Creek Elementary (VaHome School Score 6.8/10), Deep Creek Middle (VaHome School Score 4.9/10), Deep Creek (VaHome School Score 5.6/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 462 Weeping Cedar Trl 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 462 Weeping Cedar Trl have an HOA?+
No — there are no HOA, condo, or association dues on the listing record for this property.
When was 462 Weeping Cedar Trl built?+
It was built in 1995, 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 Betsy Thompson · The Agency · REIN MLS #10650088

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.

462 Weeping Cedar Trl, Chesapeake — photo

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

Call or text (757) 777-7577

462 Weeping Cedar Trl, Chesapeake, Virginia 23323 · MLS #10650088 · 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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