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✓ Source: REIN MLS #10658566 · record updated Oct 21, 2026 · synced every 2 min · your inquiry is never resold
306 Holly Glen DR, CHESAPEAKE VA 23325 - Main photo
306 Holly Glen DR, CHESAPEAKE VA 23325 - Photo 2
306 Holly Glen DR, CHESAPEAKE VA 23325 - Photo 3
306 Holly Glen DR, CHESAPEAKE VA 23325 - Photo 4
306 Holly Glen DR, CHESAPEAKE VA 23325 - Photo 5
4beds
2.1baths
2,028sqft
1days on market

306 Holly Glen Dr, Chesapeake, VA 23325

New ListingResidential · built 1999 · HOLLY GLEN

Chapter · The Water

Life on the water

The waterfront is the reason this home exists. Its water record, straight from the listing: Ocean.

Frontage

Ocean ✓ VERIFIED

Source: REIN MLS listing record · waterfront features as listed

About this home

MAKE THIS HOUSE YOUR NEXT HOME! SPACIOUS TWO STORY HOME WITH VERSATILE FLOOR PLAN DESIGNED TO ACCOMMODATE A VARIETY OF LIFESTLYES. 3 BEDROOMS UPSTAIRS AND 1 BEDROOM DOWNSTAIRS. CERAMIC TILE THROUGHOUT DOWNSTAIRS. MASSIVE CATHERDRAL CEILING IN MAIN LIVING AREA. FENCED IN BACKYARD PERFECT FOR OUTDOOR RELAXATION AND ENTERTAINING. FRONT YARD AND ANYTHING OUTSIDE OF FENCING IS CUT AND TRIMMED AND TAKEN CARE OF FOR YOU.

Listing courtesy of Chuck Warren · Real Estate USA · REIN MLS #10658566

Facts & features

Type

Residential

Year built

1999

Price / sqft

$193

Condo fee

$160/mo

Taxes

$3,713/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10658566

Condo association includes

Ground Maint

$160/mo condo fee · Holly Glen Condominium Association · per the REIN MLS listing record — confirm inclusions with the association.

Interior

Bedrooms
4
Full baths
2
Half baths
1
Approx. sqft
2,028
Stories
2
Flooring
Carpet, Ceramic, Laminate/LVP
Ensuite bedrooms
1
Total rooms
8
Other rooms
1st Floor BR, Attic, Breakfast Area, PBR with Bath, Pantry, Utility Closet
Appliances
Dishwasher, Disposal, Microwave, Elec Range, Refrigerator
Equipment
Cable Hookup, Ceiling Fan, Gar Door Opener

Construction & exterior

Style
Transitional
Subtype
Detached
Foundation
Slab
Roof
Asphalt Shingle
Exterior
Vinyl
Pool
No Pool
Fencing
Back Fenced
Waterfront
Ocean

Utilities & systems

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

Lot, parking & ownership

Subdivision
HOLLY GLEN
Ownership
Condo
Garage
Yes
Parking
Garage Att 1 Car, Driveway Spc
Possession
SETTLE
Disclosures
Common Interest Community, Disclosure Statement

See more Chesapeake waterfront homes.

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

306 Holly Glen Drive is a four-bedroom, two-and-a-half-bath home in Chesapeake, Virginia, built in 1999 with 2,028 square feet. Norfolk Naval Shipyard is about six minutes away. Daily errands, dining, and green space are all within a mile. There is a lot to like about this address.

Keep searching in Chesapeake

See all Chesapeake homes for sale, including homes for sale in 23325, homes for sale zoned for Indian River High School, and homes for sale zoned for Georgetown Primary School. Nearby, look at Georgetown 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 306 Holly Glen Drive apart is its position in the 23325 zip code — close to two major installations and a walkable cluster of restaurants and shops. The 1999 build gives you a layout that separates living and sleeping spaces cleanly. Four bedrooms and a half-bath on the main level add real day-to-day flexibility. The lot sits in an established Chesapeake neighborhood where the streets are quiet and the commutes are short.

HOLLY GLEN and the Chesapeake real estate market

Holly Glen Drive sits in a settled residential pocket of southern Chesapeake, where tree-lined streets and ranch-style and two-story homes from the late 1990s define the character. The blocks here feel unhurried. Neighbors tend to know each other, and the scale of the streets keeps through-traffic low. Campostella Square Park is about a mile away and offers open green space for outdoor time. Chesapeake itself is one of the largest cities by land area in Virginia, which means it blends suburban calm with genuine urban access. Major corridors like Military Highway and Campostella Road connect you north into Norfolk and south deeper into Chesapeake in minutes. Anyone browsing homes for sale in 23325 will notice how efficiently this part of the city is positioned between the waterfront of Portsmouth and the commercial spine of South Norfolk. The city also carries a strong record of infrastructure investment, with newer road projects and parks improving connectivity year over year.

What's nearby

Red Tent Cafe is a half-mile walk, making it an easy stop for a meal without getting in the car. The Black Pepper Cooking and Las Criollas Del Otoao are both within six-tenths of a mile and add variety to the dinner rotation. Food Lion and La Mejor Tienda Latina cover everyday grocery runs at under a mile each. Dollar General is just under a mile for quick household needs. RheuFit gym is nine-tenths of a mile away for fitness close to home. Campostella Square Park rounds out the walkable radius with open space about a mile from the front door.

For different buyers

Base commute and VA loan notes

Norfolk Naval Shipyard is roughly six minutes from 306 Holly Glen Drive, and the USCG Finance Center Chesapeake is the same distance in the other direction. VA loan financing is common among buyers in this zip code, and the 1999 build means systems and structure are relatively modern. Short commute windows and two nearby installations make this address worth a close look.

For first-time buyers

At 2,028 square feet with four bedrooms and two and a half baths, 306 Holly Glen Drive gives first-time buyers more room than most starter homes in this price range. The 1999 construction means fewer surprises than older stock. Groceries, a park, and several restaurants are all within a mile, so you can settle in without needing to learn a whole new part of the city.

More buyer questions

How far is 306 Holly Glen Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is about six minutes from 306 Holly Glen Drive by car. The short commute is one of the most practical features of this location.

What school zone does 306 Holly Glen Drive fall in?

Buyers comparing homes for sale zoned for Indian River High School and homes for sale zoned for Georgetown Primary School will want to confirm current zoning with Chesapeake Public Schools directly, as boundaries can change.

Is 306 Holly Glen Drive in a flood zone?

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

Does the neighborhood have an HOA?

HOA status for 306 Holly Glen Drive should be confirmed through current listing documents or the seller's disclosure. Ask your agent to verify before making an offer.

Where are the nearest grocery stores to 306 Holly Glen Drive?

Food Lion is about nine-tenths of a mile away, and La Mejor Tienda Latina is eight-tenths of a mile. Both are easy drives for everyday shopping.

Want to see 306 Holly Glen Drive in person? Tom and Dariya Milan at LPT Realty are ready to schedule a tour and answer every question you have about this Chesapeake address.

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. Straight-line distances in “What’s nearby” are shorter.

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

Chesapeake$330K – $455K4+ 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 (FEMA)

Source: FEMA National Flood Hazard Layer · FIRM 510034

Low / Moderate Risk

FEMA flood zone

X (low to moderate risk)

Base flood elevation

Not applicable in low-risk zones

Zone X is outside the Special Flood Hazard Area; FEMA doesn\u2019t define a BFE here.

Property elevation

19 ft above sea level

USGS 3DEP digital elevation model

Outside the high-risk Special Flood Hazard Area. Federal flood insurance is NOT required, though optional preferred-rate NFIP coverage is still worth considering in coastal Hampton Roads.

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.

Explore this neighborhood

Georgetown

Georgetown is also known as Georgetown Colony. It is a settled Chesapeake neighborhood in the Indian River area. The spot is off Military Highway and Providence Road.

$286K

Median sale · 12 mo

$188

Sold $/sq ft

11d

Days on market

5

For sale now

$76K

HH income

64.9%

Owner-occupied

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

Explore Georgetown →
Map of Georgetown with neighborhood boundaryNeighborhood

houses for sale in Chesapeake →

Location intelligence

What's nearby

Location & Neighborhood

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

Military Commute

Drive times to nearest bases

NNSY

Navy

16min·6.9mi

USCG Finance Ctr

Coast Guard

11min·4.3mi

USCG Portsmouth

Coast Guard

13min·4.4mi

NMCP

Navy

17min·7.2mi

Little Creek

Navy

26min·14.1mi

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

$2,458/mo

Principal & interest

$2,034

Property tax

$309

Home insurance

$114

PMI

None

HOA/Condo (paid separately)

$160

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

$365,000 – $490,000

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.

1248 Kingsway DR · 2.6 mi · 2,203 sqft$490,000 sold 2026-05
1253 Kingsway DR · 2.5 mi · 1,800 sqft$365,000 sold 2026-05
724 Charles ST · 3 mi · 2,058 sqft$422,000 sold 2026-03

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

Sale & Tax History

List Price

$392,000

Price / Sq Ft

$193

Annual Taxes

$3,713

Monthly Tax

$309

Condo fee

$160 / mo

Tax Rate (effective)

0.95%

Sale Timeline (this listing)

EventDatePriceDetail
ListedOct 20, 2026$392,000—
Currently listed—$392,000—

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

1 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 306 Holly Glen Dr in a good school zone?+
The assigned zones on the listing record are Georgetown Primary (VaHome School Score 2.5/10), Indian River Middle (VaHome School Score 2.5/10), Indian River (VaHome School Score 4.3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 306 Holly Glen 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.
Is 306 Holly Glen Dr a waterfront property?+
Yes. The listing record shows: Ocean.
Does 306 Holly Glen 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 Holly Glen Condominium Association. Association amenities on record include: Ground Maint.
When was 306 Holly Glen Dr built?+
It was built in 1999, 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 Chuck Warren · Real Estate USA · REIN MLS #10658566

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.

306 Holly Glen Dr, Chesapeake — photo

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

Call or text (757) 777-7577

306 Holly Glen Dr, Chesapeake, Virginia 23325 · MLS #10658566 · 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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