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
Schools
- ElementaryGreenbrier Primary School—
- MiddleGreenbrier Middle School6/10
- 3/10
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
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)
| Event | Date | Price | Detail |
|---|---|---|---|
| Listed | Dec 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:
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
$5,722/moPrincipal & 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.
$899,900
1345 Simon DR, CHESAPEAKE VA 23320
Chesapeake, Virginia 23320
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