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✓ Source: REIN MLS #10660515 · record updated Nov 4, 2026 · synced every 2 min · your inquiry is never resold
102 Harbor Watch DR, CHESAPEAKE VA 23320 - Main photo
102 Harbor Watch DR, CHESAPEAKE VA 23320 - Photo 2
102 Harbor Watch DR, CHESAPEAKE VA 23320 - Photo 3
102 Harbor Watch DR, CHESAPEAKE VA 23320 - Photo 4
102 Harbor Watch DR, CHESAPEAKE VA 23320 - Photo 5
3beds
2.1baths
2,100sqft
0days on market

102 Harbor Watch Dr, Chesapeake, VA 23320

New ListingResidential · built 1989 · HARBOR WATCH CONDO

About this home

Tired of yard work? Here's your chance! Carefree living in a waterfront community with easy, fast access to several restaurants, neighborhood bar and grill, bagel shop, breakfast shop and much more! Picnic by the water on cool fall afternoons and watch the boats go by on the intercoastal. Lovely condo in Harbor Watch (Great Bridge) is move in ready with new kitchen countertops and ceramic subway tile backsplash. This awesome floor plan; The Thomas Point, boasts approximately 2,100 square feet of living space with 3 spacious bedrooms with ensuite bathrooms and a half bath for guests. Upstairs primary is HUGE with room for a sitting area, full bath with garden tub, separate shower and huge walk-in closet! Tons of storage space! Balcony overlooks the pool and cabanas. Spacious clubhouse for private parties or neighborhood gatherings. 2 assigned parking spots right out front of your condo; guest parking nearby. Grab your bags, move in soon, decorate and be ready for Christmas.

Listing courtesy of Lorrie Gilbert · BHHS RW Towne Realty · REIN MLS #10660515

Facts & features

Type

Residential

Year built

1989

Price / sqft

$145

Condo fee

$551/mo

Taxes

$2,921/yr

County

Chesapeake VA

MLS #

10660515

Condo association includes

ClubhouseDockGround MaintPoolTrash 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
Half baths
1
Approx. sqft
2,100
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
3
First-floor bed & full bath
Yes
Total rooms
6
Other rooms
1st Floor BR, 1st Floor Primary BR, Attic, Foyer, PBR with Bath, Pantry, Utility Closet
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Elec Range, Refrigerator, Trash Compactor, Washer, Washer Hookup
Equipment
Cable Hookup, Ceiling Fan

Construction & exterior

Style
Cluster, Contemp
Subtype
Attached
Foundation
Pile
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool

Utilities & systems

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

Lot, parking & ownership

Lot size
0.0218
Subdivision
HARBOR WATCH CONDO
Unit / floor
2
Zoning
RMF1
Ownership
Condo
Garage
No
Parking
2 Space, Assigned/Reserved
Possession
AT SETTLEMENT
Disclosures
Common Interest Community, Disclosure Statement, Resale Certif Req

See more Chesapeake condos & townhomes.

Sources: REIN MLS record

Tom & Dariya's overview

Our read on this home

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

At a glance

102 Harbor Watch Drive sits in Chesapeake, Virginia, a city known for its waterways, parks, and easy access to Hampton Roads. This 3-bedroom, 2.1-bath home spans 2,100 square feet on a lot steps from Great Bridge Battlefield. Daily errands, coffee, and green space are all within a short walk.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23320 and homes for sale zoned for Oscar Smith High School. Nearby, look at Harbor Watch 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 102 Harbor Watch Drive apart is its position right at the edge of Great Bridge Battlefield & Waterways Historic Park. You can walk to a riverside park, grab coffee at Joyu Tea & Coffee, and pick up groceries at Kroger — all without getting on a highway. The 1989 build gives the home solid bones, and the Great Bridge corridor keeps daily life genuinely convenient.

HARBOR WATCH CONDO and the Chesapeake real estate market

Harbor Watch Drive sits in the Great Bridge area of Chesapeake — one of the city's most established and well-connected neighborhoods. The streets here are lined with mature trees and single-family homes from the late 1980s and early 1990s. It has the feel of a settled, walkable community without being far from anything you need. Great Bridge is anchored by its historic battlefield, its waterways, and a compact commercial strip that covers coffee, food, and fitness. Chesapeake itself is Virginia's second-largest city by land area. It stretches from the North Carolina border up to the Elizabeth River, and it carries a reputation for lower density and more green space than its Hampton Roads neighbors. Getting around is straightforward — Interstate 64 and Route 168 both connect quickly from Great Bridge. Anyone browsing Chesapeake homes for sale will notice that Great Bridge consistently draws attention for its balance of neighborhood calm and city access. The city is served by Hampton Roads Transit, and the Chesapeake Expressway links the area south toward the Outer Banks.

What's nearby

The location at 102 Harbor Watch Drive puts a lot of daily life within easy reach. Kroger is 0.4 miles away for grocery runs. Alohahola Hawaiian Kitchen and Joyu Tea & Coffee are both 0.1 miles out — a short walk for lunch or a morning drink. Panera Bread and Tropical Smoothie Cafe are under a third of a mile. Great Bridge Battlefield & Waterways Historic Park is essentially at your doorstep, 0.1 miles away. Great Bridge Lock Park adds another green option at 0.5 miles. Riverview Wellness is 0.2 miles for workouts, and Your Time Fitness runs 24/7 just 0.6 miles out.

For different buyers

Base commute and VA loan notes

USCG Finance Center Chesapeake is about 5 minutes away — one of the shortest base commutes you will find among homes for sale in 23320. Norfolk Naval Shipyard is roughly 15 minutes out. VA loan financing is widely used in this zip code, and the home's 1989 construction means no new-build wait time. The Great Bridge location gives quick access to Route 168 and Interstate 64.

For first-time buyers

At 2,100 square feet with 3 bedrooms and 2.1 baths, this home gives first-time buyers real room without overextending on space. The Great Bridge neighborhood is walkable, established, and low-drama for daily life. Kroger is under half a mile. Parks and coffee are steps away. It is the kind of address that makes a first home feel like a solid long-term decision.

More buyer questions

How far is 102 Harbor Watch Drive from USCG Finance Center Chesapeake?

The drive is about 5 minutes under normal traffic conditions. It is one of the closest residential streets to that installation in the Great Bridge area.

How far is 102 Harbor Watch Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 15 minutes away via Route 168 and the Gilmerton Bridge. The route is well-traveled and generally predictable outside of peak hours.

What parks are near 102 Harbor Watch Drive?

Great Bridge Battlefield & Waterways Historic Park is 0.1 miles away — essentially walkable from the front door. Great Bridge Lock Park adds another option at 0.5 miles.

Is 102 Harbor Watch Drive in a flood zone?

Flood zone information for this address is covered in the FloodRisk tile on this page. Check that section for the current FEMA designation.

Are there homes for sale zoned for Oscar Smith High School near this address?

Yes — 102 Harbor Watch Drive falls within the Chesapeake City Public Schools boundaries, and anyone comparing homes for sale zoned for Oscar Smith High School will find this address in that zone. Confirm current zoning with Chesapeake City Public Schools directly.

Tom and Dariya Milan with LPT Realty know the Great Bridge market well. Reach out to get a closer look at 102 Harbor Watch Drive and what this part of Chesapeake has to offer.

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

How Far Is?

Driving distance by road and typical drive time via Google Maps, to the nearest location of each.

Also nearby

Distances are straight-line (as the crow flies) from this property, not driving miles. Places within ~1 mile, nearest first. Powered by Google Places.

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

Chesapeake$255K – $355K3+ 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 AE · base flood elevation 7 ft · Special Flood Hazard Area (flood insurance typically required) · FIRM 510034

Flood Risk (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

High Risk

FEMA flood zone

AE (1% annual chance)

Base flood elevation

7 ft above sea level

Property elevation

—

Special Flood Hazard Area — 1% annual chance of flooding. Federal flood insurance is required on most mortgages.

Data sources: Flood zone and base flood elevation come from FEMA\u2019s National Flood Hazard Layer. Property elevation is sampled from a single point on the parcel using the USGS National Map elevation service \u2014 actual elevations across a single property can vary by several feet higher or lower than the figure shown. Use these numbers as a starting reference and do your own due diligence (a professional survey or elevation certificate) before relying on them for any financial, insurance, or construction decision.

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

Explore this neighborhood

Harbor Watch

Harbor Watch is a condo community on the water. It is in the Great Bridge area of southern Chesapeake. The ZIP code is 23320. It sits along the Atlantic Intracoastal Waterway.

$315K

Median sale · 12 mo

$175

Sold $/sq ft

20d

Days on market

3

For sale now

$101K

HH income

52.4%

Owner-occupied

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

Explore Harbor Watch →
Map of Harbor Watch with neighborhood boundaryNeighborhood

Chesapeake homes for sale →

Military Commute

Drive times to nearest bases

USCG Finance Ctr

Coast Guard

9min·3.4mi

NNSY

Navy

25min·11.6mi

USCG Portsmouth

Coast Guard

18min·10.1mi

NMCP

Navy

25min·11.9mi

NW Annex

Navy

20min·15mi

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

Payment Calculator

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

$1,915/mo

Principal & interest

$1,583

Property tax

$243

Home insurance

$89

PMI

None

HOA/Condo (paid separately)

$551

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

Comparables

Price context — similar nearby homes

$470,000 – $635,000

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.

940 Saddleback Trail RD · 2.4 mi · 1,931 sqft$470,000 sold 2026-10
1205 Cutspring RD · 2.9 mi · 2,067 sqft$580,000 sold 2026-09
1025 Ramsgate LN · 2.9 mi · 2,150 sqft$549,000 sold 2026-09

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

Sale & Tax History

List Price

$305,000

Price / Sq Ft

$145

Annual Taxes

$2,921

Monthly Tax

$243

Condo fee

$551 / mo

Tax Rate (effective)

0.96%

Sale Timeline (this listing)

EventDatePriceDetail
ListedNov 4, 2026$305,000—
Currently listed—$305,000—

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.

Market tempo

0 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 102 Harbor Watch Dr in a good school zone?+
The assigned zones on the listing record are B.M. Williams Primary, Crestwood Middle (VaHome School Score 4.6/10), Oscar Smith (VaHome School Score 2.4/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 102 Harbor Watch Dr 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.
Does 102 Harbor Watch Dr 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, Ground Maint, Pool, Trash Pickup, Water.
When was 102 Harbor Watch Dr built?+
It was built in 1989, 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

Listing courtesy of Lorrie Gilbert · BHHS RW Towne Realty · REIN MLS #10660515

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.

102 Harbor Watch Dr, Chesapeake — photo

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

Call or text (757) 777-7577

102 Harbor Watch Dr, Chesapeake, Virginia 23320 · MLS #10660515 · 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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