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ChesapeakeHARBOR WATCH CONDO5 Harbor Watch Dr #419✓ Source: REIN MLS #10633000 · record updated Jul 19, 2026 · synced every 2 min · your inquiry is never resold
5 Harbor Watch DR #419, CHESAPEAKE VA 23320 - Main photo
5 Harbor Watch DR #419, CHESAPEAKE VA 23320 - Photo 2
5 Harbor Watch DR #419, CHESAPEAKE VA 23320 - Photo 3
5 Harbor Watch DR #419, CHESAPEAKE VA 23320 - Photo 4
5 Harbor Watch DR #419, CHESAPEAKE VA 23320 - Photo 5
$287,500
$163 / sqft · est. $2,362/mo →
3beds
2baths
1,764sqft
71days on market

5 Harbor Watch Dr #419, Chesapeake, VA 23320

ActiveResidential · built 2001 · HARBOR WATCH CONDO

About this home

The listing, in the seller's words

Enjoy low-maintenance living at Harbor Watch in Great Bridge. This well-maintained third-floor condo with elevator access offers 3 bedrooms, 2 baths, and 1,764 sq ft of comfortable living space. The open-concept layout connects the kitchen, dining, and living areas, with sliding glass doors leading to a private balcony and filling the home with natural light. The spacious primary suite includes a walk-in closet and en-suite bath with double vanity, soaking tub, and separate shower. Community amenities feature a pool and clubhouse, while the HOA covers exterior maintenance, roof, insurance, water, sewer, trash, and grounds care. Conveniently located near shopping, dining, parks, and major commuter routes. **BONUS** Seller will pay 5 months of condo fees on an acceptable offer.

Listing courtesy of Paulette Harris · Howard Hanna Real Estate Svcs. · REIN MLS #10633000

VaHome team overview

Our read on this home

At a glance

Meet 5 Harbor Watch Drive #419 — a 3-bedroom, 2-bath condo in Chesapeake's Harbor Watch Condo community offering 1,764 square feet of comfortable living space, walkable dining and parks, and a hard-to-beat location minutes from two major military installations.

Read the full overview ↓

Why this home stands out

Built in 2001, this third-floor condo delivers a rare combination of generous square footage and a walkable, amenity-rich setting. At 1,764 square feet, you get the breathing room of a single-family home with the low-maintenance lifestyle of a well-established condo community. The Great Bridge corridor puts breakfast spots, fitness studios, and historic waterway parks practically at your door.

HARBOR WATCH CONDO and the Chesapeake real estate market

Harbor Watch Condo sits in the heart of the Great Bridge area of Chesapeake — one of the most livable pockets in a city that consistently draws buyers searching for houses for sale chesapeake virginia. Great Bridge has a distinct small-town feel layered over a surprisingly complete set of conveniences: boutique dining, independent fitness studios, and parks tied to genuine colonial history. The neighborhood itself is calm and well-kept, with mature landscaping and a community character that leans toward established professionals and families who want space without sprawl. Chesapeake as a whole is Virginia's second-largest city by land area, yet it avoids the congestion of its neighbors. You're connected to Norfolk, Portsmouth, and Virginia Beach by major corridors, but the day-to-day pace here stays relaxed. The Great Bridge Lock and its surrounding waterways give the area a subtle nautical identity that sets it apart from other Chesapeake neighborhoods.

What's nearby

Daily life is genuinely easy from this address. New York Bagel Company and Sunrise Breakfast Shoppe are both within a tenth of a mile — morning covered before you've even started the car. Great Bridge Pizza is equally close for an effortless weeknight dinner. Joyu Tea & Coffee is a half-mile away when you want something more relaxed, and Kroger is just 0.8 miles out for full grocery runs. For fitness, Riverview Wellness is 0.3 miles away, RISE Personal Training is under a mile, and Your Time Fitness runs 24/7 at 1.0 mile. Great Bridge Lock Park (0.2 mi) and Great Bridge Battlefield & Waterways Historic Park (0.3 mi) offer outdoor escapes with real historical depth.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is roughly five minutes away, and Norfolk Naval Shipyard is about fifteen — making this address one of the more strategically located condos in the area for dual-military households or anyone managing a long PCS rotation. VA loan eligibility can stretch your purchasing power here, and BAH rates for the Chesapeake area align well with this price tier.

For first-time buyers

At 1,764 square feet across three bedrooms, this condo gives first-time buyers meaningful space without the yard maintenance that comes with a standalone home. The walkable Great Bridge setting, established community, and proximity to everyday conveniences make this an approachable entry into homeownership — especially if you're exploring what's for sale chesapeake va and want a low-friction lifestyle from day one.

More buyer questions

How far is 5 Harbor Watch Drive #419 from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately five minutes away by car, making this one of the closest residential options to that installation in the area.

How far is 5 Harbor Watch Drive #419 from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 15 minutes away, an easy commute that keeps you well-connected to one of the region's largest employers.

Is 5 Harbor Watch Drive #419 part of an HOA?

Yes, Harbor Watch Condo is a condominium community with an HOA — typical for a condo property of this type, covering shared amenities and exterior maintenance.

What is the flood zone status for 5 Harbor Watch Drive #419?

Flood zone information for this address is displayed in the dedicated FloodRisk tile on this page, which reflects the most current FEMA mapping data.

Are there parks within walking distance of 5 Harbor Watch Drive #419?

Great Bridge Lock Park is just 0.2 miles away, and Great Bridge Battlefield & Waterways Historic Park is 0.3 miles out — both offer outdoor space with a strong sense of local history.

Ready to take a closer look at 5 Harbor Watch Drive #419? Tom and Dariya Milan at LPT Realty know this Chesapeake market well — reach out and let's get you inside.

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

2001

Price / sqft

$163

Condo fee

$551/mo

Taxes

$2,822/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10633000

Condo association includes

ClubhouseDockElevatorGround MaintPoolSewerTrash PickupWater

$551/mo condo fee · Harbor Watch Condo Association · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
3
Full baths
2
Approx. sqft
1,764
Stories
1
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, Assigned Storage, Balcony, PBR with Bath, Pantry, Utility Room
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Trash Compactor, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan, Intercom
Accessibility
Elevator, Grab bars, Hallways 42 IN plus, Ramp, Stepless Entrance

Construction & exterior

Style
Traditional
Subtype
Attached
Foundation
Other
Roof
Asphalt Shingle
Exterior
Fiber Cement
Pool
No Pool
Waterfront
Not Waterfront

Utilities & systems

Heating
Electric, Forced Hot Air, Heat Pump
Cooling
Central Air
Water heater
Electric
Water
City/County
Sewer
City/County

Lot, parking & ownership

Subdivision
HARBOR WATCH CONDO
Unit / floor
3
Zoning
RMF1
Ownership
Condo
Garage
No
Parking
2 Space, Assigned/Reserved, None
Possession
SETTLE
Disclosures
Common Interest Community, Disclosure Statement, Resale Certif Req

See more Chesapeake condos & townhomes.

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

Flood & environment

FEMA flood zone AE · base flood elevation 7 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Zone AE typically means lenders require flood insurance — factor it into the monthly numbers below.

Hurricane Evacuation Zone

Evacuation Zone A

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

Explore this neighborhood

Harbor Watch

Harbor Watch is a waterfront condominium community in the Great Bridge area of southern Chesapeake (ZIP 23320), set along the Atlantic Intracoastal Waterway near the southern branch of the Elizabeth River.

4

For sale now

$101K

HH income

52.4%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Harbor Watch
Map of Harbor Watch with neighborhood boundaryNeighborhood

homes for sale in Chesapeake

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

$2,362/mo

Principal & interest

$1,492

Property tax

$235

Home insurance

$84

PMI

None

HOA

$551

Estimate only. 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

103% of $279,400

City assessment record · taxes $2,822/yr

Land share of assessed value

30% — $85,000

Improvements $194,400 · 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

$452,555$587,405

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.

125 Millwood AVE · 2 mi · 1,742 sqft$452,555 sold 2026-06
312 Gallenway TER · 2.2 mi · 1,800 sqft$470,000 sold 2026-06
933 Saddleback Trail RD · 2.4 mi · 1,830 sqft$475,000 sold 2026-03

Sale & Tax History

List Price

$287,500

Price / Sq Ft

$163

Annual Taxes

$2,822

Monthly Tax

$235

Condo fee

$551 / mo

Tax Rate (effective)

0.98%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 9, 2026$287,500
Price reducedJun 18, 2026$287,500−$10,400
Currently listed$287,500

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

Asking near assessment

Total Assessed

$279,400

Land

$85,000

Improvement

$194,400

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

71 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 5 Harbor Watch Dr #419 in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Crestwood Middle (GreatSchools 5/10), Oscar Smith (GreatSchools 7/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 5 Harbor Watch Dr #419 in a flood zone?+
FEMA maps this parcel in Zone AE with a base flood elevation of 7 ft — a high-risk flood band where lenders typically require flood insurance. See the flood section on this page for the full details and sources, and verify with an elevation certificate.
Is there a gym near 5 Harbor Watch Dr #419?+
Yes — Riverview Wellness is about 0.3 miles away, per the cached nearby-places record for this address.
Are there parks near 5 Harbor Watch Dr #419?+
Great Bridge Lock Park is about 0.2 miles away.
Where is the nearest grocery store to 5 Harbor Watch Dr #419?+
Kroger Bakery is about 0.8 miles away. The closest dining on record is New York Bagel Company (0.1 mi).
Does 5 Harbor Watch Dr #419 have a condo association?+
Yes — condo association fees are on record for this unit (the current amount is shown in the facts section on this page). The association of record is Harbor Watch Condo Association. Association amenities on record include: Clubhouse, Dock, Elevator, Ground Maint, Pool, Sewer, Trash Pickup, Water.
When was 5 Harbor Watch Dr #419 built?+
It was built in 2001, 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 Paulette Harris · Howard Hanna Real Estate Svcs. · REIN MLS #10633000

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.

5 Harbor Watch Dr #419, Chesapeake — photo

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

Call or text (757) 777-7577

5 Harbor Watch Dr #419, Chesapeake, Virginia 23320 · MLS #10633000 · 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.