13 days on market
$1,250,000
1301 Simon Dr
Chesapeake, Virginia 23320
MLS# 10632029 · EMERALD FOREST · Chesapeake VA
Updated 10 hours ago · Source: REIN MLS
Est. payment
$7,698/mo
Edit below
Price / sq ft
$223
5,612 sq ft
Days on market
13
New listing
HOA
None
Year built
2005
21 yrs old
Beds
6
Full Baths
4
Half Baths
1
Sq Ft
5,612
Garage
Yes
About this home
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.…
Listed by Eugene Shull · KW Metro Center
VaHome Team property overview
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 full property overview ↓Show less ↑
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.
Frequently asked 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.
Location & Neighborhood
Location & Street View
1301 Simon DR, Chesapeake
Map and Street View imagery © Google. Imagery may not be current.
Map data ©Google. Click and drag inside the map to explore the surrounding area.
Flood Risk
Property Details
Bedrooms
6
Full Baths
4
Half Baths
1
Approx Sq Ft
5,612
Stories
3
Fireplaces
0
Flooring
Bamboo, Carpet, Ceramic, Wood
Heating
Cooling
Laundry
Interior Features
N/A
Appliances
Dishwasher, Disposal, Dryer, Dryer Hookup, Microwave, Gas Range, Refrigerator, Washer, Washer Hookup
Sale & Tax History
List Price
$1,250,000
Price / Sq Ft
$223
Annual Taxes
$10,172
Monthly Tax
$848
HOA
None
Tax Rate (effective)
0.81%
Sale Timeline (this listing)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | May 7, 2026 | $1,250,000 | — |
| Currently listed | — | $1,250,000 | — |
Public-Records Assessment
Source: Chesapeake via Hampton Roads Regional Parcels. Fetched May 11, 2026.
Total Assessed
$1,007,100
Land
$225,000
Improvement
$782,100
Parcel ID: 0294001000800 · View on city GIS portal
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:
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.
About buying in Chesapeake
Chesapeake is Virginia's second-largest city by area and offers a mix of suburban subdivisions, rural acreage, and waterfront properties along the Intracoastal Waterway. Western Branch, Greenbrier, and Great Bridge are among the most sought-after neighborhoods, with top-rated public schools and easy access to I-64 and the Chesapeake Expressway. The city is known for lower property taxes and larger lot sizes compared to neighboring Virginia Beach and Norfolk, which makes it especially attractive to families looking for more space.
Military Commute
Drive times to nearest basesDrive 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.
Estimate your monthly payment
$7,698/moPrincipal & interest
$6,486
Property tax
$848
Home insurance
$365
PMI
None
HOA
None
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.
Listed by KW Metro Center · MLS# 10632029
Data provided by REIN MLS. Information deemed reliable but not guaranteed.
$1,250,000
1301 Simon DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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