Cute 1 story cottage in the heart of Greenbrier Chesapeake on almost an acre of private wooded property. This charming 2 bedroom home with a bonus room that has been used as a 3rd bedroom (no closet). Bright and Airy vintage appeal. Galley Kitchen opens to dining room with arched opening to living room. Open concept with character. The property is zoned Industrial and the current legal use is residential (nonconforming-grandfathered) Buyers should independently verify requirements with the City of Chesapeake, for any plans for additions or redevelopment or converting to an Airbnb STR.
Sold
$288,500
106 Greenbrier Rd, Chesapeake, VA 23320
3beds
1,100sqft
Single Family Residence
Built in 1955
0.75 Acres Lot
$286,200 Zestimate®
$262/sqft
$2,080 Estimated rent
Home value
$286,200
$272,000 - $301,000
$2,080/mo
Zestimate® history
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$1,852/mo
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Est. payment
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List your homeWhat's special
Open concept with character
Zillow last checked:
Listing updated:
Listed by:
Jay Hassell,
Keller Williams Realty Twn Ctr 757-499-5911,
Leslie Claire,
Keller Williams Realty Twn Ctr
Bought with:
Diana Dixon
Affinity Realty LLC
Source: REIN Inc.,MLS#: 10642393
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Rooms
- Room types: 1st Floor BR, 1st Floor Primary BR, Attic, Breakfast Area, PBR with Bath, Spare Room
Heating
- Baseboard, Electric, Zoned
Cooling
- Wall/Window Unit(s)
Appliances
- Included: Microwave, Electric Range, Refrigerator, Electric Water Heater
- Laundry: Dryer Hookup, Washer Hookup
Features
- Ceiling Fan(s)
- Flooring: Laminate/LVP, Vinyl, Wood
- Basement: Crawl Space
- Attic: Scuttle
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total interior livable area: 1,100 sqft
Property
Parking
- Total spaces: 4
- Parking features: 4 Space
Accessibility
- Accessibility features: Curbless Shower, Grip-Accessible Features, Handheld Showerhead, Offset Shower Controls
Features
- Stories: 1
- Patio & porch: Porch
- Pool features: None
- Fencing: None
- Has view: Yes
- View description: City, Trees/Woods
- Waterfront features: Not Waterfront
- Frontage length: .
Lot
- Size: 0.75 Acres
- Features: Corner, Cul-De-Sac
Details
- Parcel number: 0370000000830
- Zoning: M1
- Special conditions: Owner Agent
- Other equipment: Pump
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod,Cottage,Ranch
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1955
Utilities & green energy
- Sewer: City/County
- Water: City/County
Community & HOA
Community
- Subdivision: Greenbrier
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $262/sqft
- Tax assessed value: $245,700
- Annual tax amount: $2,482
- Date on market: 7/2/2026
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,482 +8.2% | $245,700 +8.2% |
| 2024 | $2,293 +16.4% | $227,000 +16.4% |
| 2023 | $1,971 +3.5% | $195,100 +7.6% |
| 2022 | $1,905 +11.8% | $181,400 +11.8% |
| 2021 | $1,704 | $162,300 +0.9% |
| 2020 | -- | $160,900 -21.9% |
| 2019 | $2,162 +44% | $205,900 +0.2% |
| 2018 | $1,502 +3.2% | $205,400 +48.3% |
| 2017 | $1,454 +0% | $138,500 |
| 2016 | $1,454 +300% | $138,500 |
| 2015 | $364 | $138,500 |
| 2014 | $364 -74.9% | $138,500 +0.4% |
| 2013 | $1,449 -3.5% | $138,000 -3.5% |
| 2012 | $1,502 -6.5% | $143,000 -6.5% |
| 2011 | $1,607 | $153,000 |
| 2010 | $1,607 -6.6% | $153,000 -6.6% |
| 2009 | $1,720 | $163,800 |
| 2008 | $1,720 -0.6% | $163,800 +0.4% |
| 2007 | $1,730 -4.5% | $163,200 |
| 2006 | $1,812 +63% | $163,200 +88% |
| 2004 | $1,111 +9.6% | $86,800 +9.6% |
| 2003 | $1,014 +6.6% | $79,200 +6.6% |
| 2002 | $951 +5.1% | $74,300 +5.1% |
| 2001 | $905 | $70,700 |
Find assessor info on the county website
Neighborhood: Greenbrier East
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Nearby schools
GreatSchools rating
- 6/10Greenbrier Primary SchoolGrades: PK-2Distance: 1.6 mi
- 7/10Greenbrier Middle SchoolGrades: 6-8Distance: 1.1 mi
- 4/10Indian River High SchoolGrades: 9-12Distance: 3.8 mi
Schools provided by the listing agent
- Elementary: Greenbrier Primary
- Middle: Greenbrier Middle
- High: Indian River
Source: REIN Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$286,200
2% more
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With Zillow Showcase(estimated)
$291,924
- Virginia
- Chesapeake City
- Chesapeake
- 23320
- Greenbrier East
- 106 Greenbrier Rd
