Welcome to 2329 Wintergreen Dr in Chesapeake! This beautifully maintained 4-bedroom, 2-bath ranch offers nearly 1,600 sq ft of comfortable living. A cozy wood-burning fireplace anchors the spacious living area, while the kitchen comes fully equipped with all appliances. Enjoy the privacy-fenced backyard with a large deck, perfect for entertaining or relaxing. Additional features include an attached garage and an encapsulated crawl space. Conveniently located near schools, parks, and major highways, this move-in-ready home combines modern updates with classic charm in a sought-after neighborhood.
Sold
$316,000
2329 Wintergreen Dr, Chesapeake, VA 23323
4beds
1,597sqft
Single Family Residence
Built in 1985
10,454 Square Feet Lot
$326,600 Zestimate®
$198/sqft
$2,429 Estimated rent
Home value
$326,600
$307,000 - $346,000
$2,429/mo
Zestimate® history
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List your homeWhat's special
Cozy wood-burning fireplacePrivacy-fenced backyardLarge deck
Zillow last checked:
Listing updated:
Listed by:
Ronald Sawyer,
RE/MAX Prime 757-447-2877,
Damian Costa,
RE/MAX Prime
Bought with:
Dusten Keith
BHHS RW Towne Realty
Source: REIN Inc.,MLS#: 10599665
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: 1st Floor Primary BR, Attic, Fin. Rm Over Gar, PBR with Bath, Utility Closet
Primary bedroom
- Level: First
Heating
- Natural Gas
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Gas Range, Refrigerator, Washer, Gas Water Heater
Features
- Ceiling Fan(s), Pantry
- Flooring: Carpet, Laminate/LVP
- Basement: Sealed/Encapsulated Crawl Space
- Attic: Walk-In
- Number of fireplaces: 1
- Fireplace features: Wood Burning
Interior area
- Total interior livable area: 1,597 sqft
Property
Parking
- Total spaces: 1
- Parking features: Garage Att 1 Car, 2 Space, Off Street, Driveway
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Features
- Levels: One
- Stories: 1
- Patio & porch: Porch
- Pool features: None
- Fencing: Back Yard,Privacy,Wood,Fenced
- Has view: Yes
- View description: City
- Waterfront features: Not Waterfront
- Frontage length: 72
Lot
- Size: 10,454 Square Feet
- Dimensions: 72 x 150
Details
- Parcel number: 0253004002410
- Zoning: R10S
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Brick, Vinyl Siding
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Sewer: City/County
- Water: City/County
- Utilities for property: Cable Hookup
Community & HOA
Community
- Subdivision: Brentwood - 011
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $198/sqft
- Tax assessed value: $299,700
- Annual tax amount: $2,979
- Date on market: 8/29/2025
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,027 +1.6% | $299,700 +1.6% |
| 2024 | $2,980 +1.7% | $295,000 +1.7% |
| 2023 | $2,929 +7.3% | $290,000 +11.6% |
| 2022 | $2,729 +18.9% | $259,900 +18.9% |
| 2021 | $2,295 | $218,600 +7% |
| 2020 | -- | $204,300 +2% |
| 2019 | $2,102 +6.2% | $200,200 +0.9% |
| 2018 | $1,979 | $198,400 +5.3% |
| 2017 | $1,979 +0% | $188,500 |
| 2016 | $1,979 | $188,500 |
| 2015 | $1,979 | $188,500 -1.4% |
| 2014 | $1,979 -1.4% | $191,200 |
| 2013 | $2,008 -2.5% | $191,200 -2.5% |
| 2012 | $2,060 -6% | $196,200 -6% |
| 2011 | $2,191 -4% | $208,700 -4% |
| 2010 | $2,284 -2.8% | $217,500 -2.8% |
| 2009 | $2,350 -2.2% | $223,800 -2.2% |
| 2008 | $2,402 +7.3% | $228,800 +8.3% |
| 2007 | $2,239 +3.6% | $211,200 +8.5% |
| 2006 | $2,161 +38.8% | $194,700 +60.1% |
| 2004 | $1,556 +9.4% | $121,600 +9.4% |
| 2003 | $1,423 +8.2% | $111,200 +8.2% |
| 2002 | $1,316 +6.2% | $102,800 +6.2% |
| 2001 | $1,239 | $96,800 |
Find assessor info on the county website
Neighborhood: Deep Creek North
Nearby homes
- $287,7003 bd1 ba1.2k sqft2325 Wintergreen Dr, Chesapeake, VA 23323Off Market
- $345,4004 bd2 ba1.9k sqft1333 George Washington Hwy N #B, Chesapeake, VA 23323Off Market
- $250,3003 bd1 ba1.1k sqft1329 George Washington Hwy N, Chesapeake, VA 23323Off Market
- $317,6003 bd2 ba1.7k sqft2332 Wildwood Rd, Chesapeake, VA 23323Off Market
- $294,8003 bd1 ba1.4k sqft2321 Wintergreen Dr, Chesapeake, VA 23323Off Market
- $264,6002 bd1 ba1.5k sqft2328 Wildwood Rd, Chesapeake, VA 23323Off Market
- $317,4003 bd2 ba1.1k sqft2328 Wintergreen Dr, Chesapeake, VA 23323Off Market
- $392,8004 bd3 ba2.4k sqft2324 Wintergreen Dr, Chesapeake, VA 23323Off Market
Nearby schools
GreatSchools rating
- 9/10G.A. Treakle Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 5/10Deep Creek Middle SchoolGrades: 6-8Distance: 2.4 mi
- 5/10Deep Creek High SchoolGrades: 9-12Distance: 2.8 mi
Schools provided by the listing agent
- Elementary: G.A. Treakle Elementary
- Middle: Deep Creek Middle
- High: Deep Creek
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
- 23323
- Deep Creek North
- 2329 Wintergreen Dr
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