Home/Virginia/Chesapeake/EMERALD FOREST/1345 Simon DR, CHESAPEAKE VA 23320
1345 Simon DR, CHESAPEAKE VA 23320 - Main photo
Coming Soon
Active
Under Contract
Sold

145 days on market

$899,900

1345 Simon Dr

Chesapeake, Virginia 23320

MLS# 10599662 · EMERALD FOREST · Chesapeake VA

Updated Jan 30, 2026 · Source: REIN MLS

Est. payment

$5,722/mo

Edit below

Price / sq ft

$189

4,751 sq ft

Days on market

145

HOA

None

Year built

2006

20 yrs old

Beds

5

Full Baths

4

Half Baths

1

Sq Ft

4,751

Garage

Yes

Residential2 StorySingle FamilyWaterfront — Lake

Schools

Info provided by GreatSchools

About this home

Emerald Forest is a community of grandeur! This stately home sits on a waterfront, .94-acre lot and offers space for entertaining or multi-generational living. Today's chef can prepare any meal in the large, open kitchen overlooking the breakfast nook and den while enjoying views of the water. There's a luxurious first floor primary suite featuring its own private, sitting room w/ gas fireplace, two walk-in closets,…

Listed by Sherry Snyder · BHHS RW Towne Realty

Location & Neighborhood

Location & Street View

1345 Simon DR, Chesapeake

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Map data ©Google. Click and drag inside the map to explore the surrounding area.

Flood Risk

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Property Details

Bedrooms

5

Full Baths

4

Half Baths

1

Approx Sq Ft

4,751

Stories

2

Fireplaces

0

Flooring

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

$899,900

Price / Sq Ft

$189

Annual Taxes

$9,485

Monthly Tax

$790

HOA

None

Tax Rate (effective)

1.05%

Sale Timeline (this listing)

EventDatePriceDetail
ListedDec 15, 2025$899,900
Currently listed$899,900

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.

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.

See more Chesapeake homes for sale →

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.

Estimate your monthly payment

$5,722/mo

Principal & interest

$4,669

Property tax

$790

Home insurance

$262

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 BHHS RW Towne Realty · MLS# 10599662

Data provided by REIN MLS. Information deemed reliable but not guaranteed.

OFF MARKET

$899,900

1345 Simon DR, CHESAPEAKE VA 23320

Chesapeake, Virginia 23320

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Quick Facts

TypeResidential
Year Built2006
Lot Size0.9400
Taxes$9,485/yr
HOANone
Heating
Cooling

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