Welcome to 1420 Waterside Drive, where charm meets functionality and water views steal the show! Step inside and be greeted by soaring vaulted ceilings with stunning exposed wooden beams and an abundance of natural light that fills the space. This spacious ranch-style home offers 3 bedrooms plus a flexible bonus room, perfect for a 4th bedroom, office, or playroom. This home features brand new LVP flooring, plush carpet in the bedrooms, and all new energy-efficient windows to keep you comfortable year-round. The kitchen is a dream for culinary enthusiasts, with plenty of room to cook, gather, and create memories. And the backyard? Let’s just say… it’s a little slice of peace and paradise. Whether you’re curled up with a book by the water or launching your kayak for a morning paddle, you’ll love calling this place home. Fresh updates, beautiful views, and that “this just feels right” energy, come see it for yourself!
Sold
Street View
$475,000
1420 Waterside Dr S, Chesapeake, VA 23320
3beds
2,371sqft
Single Family Residence
Built in 1984
0.3 Acres Lot
$494,400 Zestimate®
$200/sqft
$2,918 Estimated rent
Home value
$494,400
$465,000 - $529,000
$2,918/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Cindy Sinclair,
Iron Valley Real Est. Prestige 757-432-4873
Bought with:
John Christian
The Real Estate Group
Source: REIN Inc.,MLS#: 10591509
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: 1st Floor BR, 1st Floor Primary BR, Breakfast Area, PBR with Bath, Office/Study, Utility Closet
Primary bedroom
- Level: First
Heating
- Electric
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Electric Range, Electric Water Heater
- Laundry: Dryer Hookup, Washer Hookup
Features
- Bar, Cathedral Ceiling(s), Ceiling Fan(s), Entrance Foyer, Pantry
- Flooring: Carpet, Laminate/LVP
- Basement: Crawl Space
- Number of fireplaces: 1
- Fireplace features: Wood Burning Stove
Interior area
- Total interior livable area: 2,371 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Att 2 Car, Multi Car, Off Street, Driveway, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Stories: 1
- Pool features: None
- Fencing: Back Yard,Fenced
- On waterfront: Yes
- Waterfront features: Canal Front, Lake Front
- Frontage length: 86.71
Lot
- Size: 0.3 Acres
- Dimensions: 152 x 86.71
Details
- Parcel number: 0281002000400
- Zoning: PUD
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1984
Utilities & green energy
- Sewer: City/County
- Water: City/County
Green energy
- Green verification: ENERGY STAR Certified Homes
Community & HOA
Community
- Subdivision: Bayberry Place
HOA
- Has HOA: Yes
- HOA fee: $31 monthly
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $200/sqft
- Tax assessed value: $451,600
- Annual tax amount: $4,343
- Date on market: 7/5/2025
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,561 +5% | $451,600 +5% |
| 2024 | $4,343 +5.3% | $430,000 +5.3% |
| 2023 | $4,125 +6.5% | $408,400 +10.7% |
| 2022 | $3,873 +7.5% | $368,900 +7.5% |
| 2021 | $3,605 | $343,300 +5.8% |
| 2020 | -- | $324,600 |
| 2019 | $3,408 +10% | $324,600 +3.1% |
| 2018 | $3,098 -6.2% | $314,900 +0.2% |
| 2017 | $3,301 +4.6% | $314,400 +4.6% |
| 2016 | $3,157 +1.9% | $300,700 +1.9% |
| 2015 | $3,098 | $295,000 |
| 2014 | $3,098 +3.1% | $295,000 +3.1% |
| 2013 | $3,003 -3.4% | $286,000 -3.4% |
| 2012 | $3,108 -3.3% | $296,000 -3.3% |
| 2011 | $3,213 -3.6% | $306,000 -3.6% |
| 2010 | $3,332 -5.9% | $317,300 -5.9% |
| 2009 | $3,542 -1.3% | $337,300 -1.3% |
| 2008 | $3,587 -2.2% | $341,600 -1.3% |
| 2007 | $3,668 +8% | $346,000 +13.1% |
| 2006 | $3,397 +26.1% | $306,000 +45.4% |
| 2004 | $2,694 +13.3% | $210,500 +13.3% |
| 2003 | $2,378 +5.4% | $185,800 +5.4% |
| 2002 | $2,257 +3.6% | $176,300 +3.6% |
| 2001 | $2,179 | $170,200 |
Find assessor info on the county website
Neighborhood: Greenbrier East
Nearby homes
- $465,0005 bd3 ba2.7k sqft1416 Waterside Dr S, Chesapeake, VA 23320Sold
- $438,7004 bd2 ba1.7k sqft1424 Waterside Dr S, Chesapeake, VA 23320Off Market
- $476,1004 bd2 ba2.2k sqft1421 Waterside Dr S, Chesapeake, VA 23320Off Market
- $470,8004 bd2 ba2.1k sqft1425 Waterside Dr S, Chesapeake, VA 23320Off Market
- $515,7004 bd2 ba2.3k sqft1412 Waterside Dr S, Chesapeake, VA 23320Off Market
- $544,2004 bd3 ba2.8k sqft1428 Waterside Dr S, Chesapeake, VA 23320Off Market
- $449,1004 bd2 ba2.1k sqft1417 Waterside Dr S, Chesapeake, VA 23320Off Market
- $457,5004 bd2 ba2.2k sqft1444 Woodside Ct S, Chesapeake, VA 23320Off Market
Nearby schools
GreatSchools rating
- 6/10Greenbrier Intermediate SchoolGrades: 3-5Distance: 0.6 mi
- 7/10Greenbrier Middle SchoolGrades: 6-8Distance: 1.4 mi
- 4/10Indian River High SchoolGrades: 9-12Distance: 1.9 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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- Virginia
- Chesapeake City
- Chesapeake
- 23320
- Greenbrier East
- 1420 Waterside Dr S
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