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ChesapeakeEMERALD FOREST1301 Simon Dr✓ Source: REIN MLS #10632029 · record updated Jul 13, 2026 · synced every 2 min · your inquiry is never resold
1301 Simon DR, CHESAPEAKE VA 23320 - Main photo
1301 Simon DR, CHESAPEAKE VA 23320 - Photo 2
1301 Simon DR, CHESAPEAKE VA 23320 - Photo 3
1301 Simon DR, CHESAPEAKE VA 23320 - Photo 4
1301 Simon DR, CHESAPEAKE VA 23320 - Photo 5
$1,075,000
$192 / sqft · est. $6,784/mo →
6beds
4.1baths
5,612sqft
58days on market

1301 Simon Dr, Chesapeake, VA 23320

Under ContractResidential · built 2005 · EMERALD FOREST

About this home

The listing, in the seller's words

Luxury Redefined at 1301 Simon Drive Experience the pinnacle of Chesapeake living in this custom 5,612 sq. ft. brick estate. Nestled on a spacious corner lot in Greenbrier, this 6-bed, 4.5-bath masterpiece blends timeless elegance with modern high-tech luxury. The Interior Experience: Ultimate Comfort: Enjoy radiant heated floors Chef's Dream: Gourmet kitchen with high-end appliances and a sleek wet bar. Grand Design: Cathedral ceilings and a dramatic winding staircase. Your Private Oasis: Step outside to a brand-new, gorgeous pool oasis. Whether you're hosting a summer gala or a quiet evening by the water, this backyard is designed for pure relaxation. The Bells & Whistles: Oversized 3-car garage. Lavish primary suite with a champagne bubble spa-tub. Premium finishes and smart-home integration throughout. 1301 Simon Drive | Luxury is in the details.

Listing courtesy of Eugene Shull · KW Metro Center · REIN MLS #10632029

VaHome team overview

Our read on this home

At a glance

Meet 1301 Simon Drive — a six-bedroom, 4.5-bath home spanning 5,612 square feet on nearly half an acre in Chesapeake's Emerald Forest neighborhood. Built in 2005, this generously sized property gives large or growing households the kind of breathing room that's genuinely hard to find.

Read the full overview ↓

Why this home stands out

Five thousand six hundred square feet is a number that actually means something here. Six bedrooms and four and a half baths give everyone in the household their own space, and the 0.407-acre lot adds outdoor room to match. Homes of this scale in Chesapeake's established subdivisions don't come along often — and when they sit just three minutes from USCG Finance Center Chesapeake, the location logic writes itself.

EMERALD FOREST and the Chesapeake real estate market

Emerald Forest is one of Chesapeake's more established residential communities — the kind of neighborhood where the trees have had time to grow tall and the streets feel settled rather than freshly poured. Homes here tend toward the larger end of the spectrum, and the lots give neighbors a comfortable buffer from one another. The broader Greenbrier corridor that surrounds it is one of the most self-contained parts of Chesapeake, with groceries, dining, fitness, and green space all within a short drive or walk. Chesapeake itself consistently ranks among the most livable cities in Virginia — low crime relative to the region, a strong parks system, and a city government that has invested heavily in infrastructure over the past two decades. Searching willow bridge court chesapeake va will give you a feel for just how close the surrounding street grid keeps you to everything the Greenbrier area offers. Whether you're commuting to a base, heading into Norfolk, or simply running weekend errands, 1301 Simon Drive puts you in a genuinely convenient pocket of the city.

What's nearby

Daily life is easy from this address. Mill Lake Park is just 0.4 miles away — a quick walk for morning routines or afternoon wind-downs. Field 4 and City View Park are both under a mile for more active outdoor time. Grab breakfast at Metro Diner or Einstein Bros. Bagels, both 0.6 miles out. Harris Teeter and DG Market handle grocery runs at 0.7 miles, and Dunkin' is right there for the coffee-first crowd. Greenbrier Country Club, Changing Lives Martial Arts Greenbrier, and Dawn Pilates Studio all sit within a mile, so staying active doesn't require a long drive.

For different buyers

For military families relocating

USCG Finance Center Chesapeake is literally three minutes away — that's as close as it gets for Coast Guard personnel stationed there. Norfolk Naval Shipyard adds a second commute option at 12 minutes. A VA loan can make a home this size more accessible than you might expect, and BAH rates in the Hampton Roads area are structured with properties like this in mind. Six bedrooms means space for a home office, a guest room, and still room to grow.

For families upgrading

If your current home feels like it shrank overnight, 1301 Simon Drive is the answer. Six bedrooms and 5,612 square feet give every family member a dedicated space — homework rooms, guest suites, hobby areas — without anyone feeling crowded. The nearly half-acre lot adds a real backyard to the equation. Emerald Forest's established character means you're buying into a neighborhood that already has its roots down, not one still figuring out what it wants to be.

More buyer questions

How far is 1301 Simon Drive from USCG Finance Center Chesapeake?

The USCG Finance Center Chesapeake is approximately 3 minutes by car from 1301 Simon Drive, making it one of the closest residential options to that installation in the area.

How far is 1301 Simon Drive from Norfolk Naval Shipyard?

Norfolk Naval Shipyard is roughly 12 minutes from this address, a manageable daily commute for personnel stationed there.

What parks are near 1301 Simon Drive?

Mill Lake Park is the closest at 0.4 miles, with Field 4 at 0.6 miles and City View Park at 0.7 miles — all within easy reach for outdoor recreation.

Is 1301 Simon Drive in a flood zone?

Flood zone information for this address is available in the dedicated FloodRisk tile on this page, which pulls current FEMA map data for the parcel.

Does the Emerald Forest neighborhood have an HOA?

Emerald Forest does have a homeowners association — check the property details section for current HOA structure and what it covers.

Ready to walk through 1301 Simon Drive? Tom and Dariya Milan at LPT Realty know Emerald Forest well — reach out and let's set up a time that works for you.

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

2005

Price / sqft

$192

HOA fee

$45/mo

Taxes

$10,172/yr

County

Chesapeake VA

Waterfront

Yes

MLS #

10632029

Interior

Bedrooms
6
Full baths
4
Half baths
1
Approx. sqft
5,612
Stories
3
Flooring
Bamboo, Carpet, Ceramic, Wood
Ensuite bedrooms
3
First-floor bed & full bath
Yes
Total rooms
12
Other rooms
Attic, Breakfast Area, Foyer, PBR with Bath, Office/Study, Pantry
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer, Washer Hookup
Equipment
Cable Hookup

Construction & exterior

Style
Traditional
Subtype
Detached
Foundation
Crawl
Roof
Asphalt Shingle
Exterior
Brick
Pool
In Ground Pool
Fencing
Back Fenced
Waterfront
Not Waterfront

Utilities & systems

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

Lot, parking & ownership

Lot size
0.4070
Subdivision
EMERALD FOREST
Zoning
R15S
Ownership
Fee Simple
Garage
Yes
Parking
Garage Att 3+ Car, 3 Space
Possession
SETTLEMENT
Disclosures
Common Interest Community, Resale Certif Req

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

Flood & environment

FEMA flood zone X · outside the high-risk area · FIRM 510034

Flood Risk

Looking up FEMA flood zone…

Hurricane Evacuation Zone

Not in a designated hurricane evacuation zone.

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

Explore this neighborhood

Emerald Forest

Emerald Forest is a wooded residential subdivision in the Greenbrier area of Chesapeake, Virginia, set north of Volvo Parkway and centrally located in Hampton Roads near the Virginia Beach line.

1

For sale now

$85K

HH income

61.8%

Owner-occupied

U.S. Census ACS 2024 5-year

Explore Emerald Forest
Map of Emerald Forest 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

Homes at this tier often trade in cash or portfolio financing — the calculator below shows a financed view; taxes are from the public record.

Estimate your monthly payment

$6,784/mo

Principal & interest

$5,578

Property tax

$848

Home insurance

$314

PMI

None

HOA

$45

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

107% of $1,007,100

City assessment record · taxes $10,172/yr

Land share of assessed value

22% — $225,000

Improvements $782,100 · 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

$624,900$1,169,000

The 6 most similar homes nearby (same city, within ~20% of this size, ~2.5 mi; 2 sold). Context for judging the asking price — not an appraisal or an estimate of this home's value.

1317 Baffy LOOP · 0.2 mi · 5,317 sqft$1,169,000 sold 2026-07
1345 Simon DR · 0.2 mi · 4,751 sqft$899,900 sold 2026-01
1208 Masters ROW · 0.2 mi · 4,518 sqft$899,900 under contract

Sale & Tax History

List Price

$1,075,000

Price / Sq Ft

$192

Annual Taxes

$10,172

Monthly Tax

$848

HOA fee

$45 / mo

Tax Rate (effective)

0.95%

Sale Timeline (this listing)

EventDatePriceDetail
ListedMay 16, 2026$1,075,000
Price reducedJul 13, 2026$1,075,000−$122,000
Currently listed$1,075,000

Public-Records Assessment

Source: City Assessor via Hampton Roads Regional Parcels.

7% above assessment

Total Assessed

$1,007,100

Land

$225,000

Improvement

$782,100

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

Real questions, answered from the record

Is 1301 Simon Dr in a good school zone?+
The assigned zones on the listing record are Indian River (GreatSchools 3/10). School attendance zones can change — always confirm enrollment with the local school division.
Is 1301 Simon 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 there a gym near 1301 Simon Dr?+
Yes — Greenbrier Country Club is about 0.6 miles away, per the cached nearby-places record for this address.
Are there parks near 1301 Simon Dr?+
Mill Lake Park is about 0.4 miles away.
Where is the nearest grocery store to 1301 Simon Dr?+
DG Market is about 0.7 miles away. The closest dining on record is Einstein Bros. Bagels (0.6 mi).
Does 1301 Simon Dr have an HOA?+
Yes — HOA dues are on record for this property (the current amount is shown in the facts section on this page). The association of record is Emerald Forest Homeowners Association.
When was 1301 Simon Dr built?+
It was built in 2005, 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 Eugene Shull · KW Metro Center · REIN MLS #10632029

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.

1301 Simon Dr, Chesapeake — photo

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

Call or text (757) 777-7577

1301 Simon Dr, Chesapeake, Virginia 23320 · MLS #10632029 · 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.