Beautifully updated and impeccably maintained, this exceptional 4BR/2.5BA home offers thoughtfully designed living space in the highly sought-after Kemp Woods neighborhood of Chesapeake. Nestled on a quiet, tree-lined street, this move-in ready home perfectly blends timeless elegance, quality craftsmanship, & modern updates. Step inside to an inviting floor plan filled with natural light, with rich hardwood flooring, elegant plantation shutters, and spacious living areas. Gourmet kitchen is designed to impress, featuring tall cabinetry, built-in appliances, abundant counter space, & oversized breakfast area surrounded by windows that fill the space with natural light. Spacious primary suite is a true private retreat, complete with large walk-in closet & stunning, spa-inspired ensuite featuring beautifully tiled, oversized frameless glass walk-in shower, dual vanity, designer lighting, & luxurious finishes that create a resort-like experience at home. 3 additional generously sized bedrooms. Seamlessly extending the living space outdoors, both the family room and breakfast area open to an expansive multi-level deck overlooking the private backyard. Designed for entertaining and everyday enjoyment, this outdoor retreat offers oversized deck and a hot tub—perfect for summer gatherings, peaceful evenings, or relaxing under the stars. Major improvements provide exceptional peace of mind, including a roof, two-zone HVAC system, & numerous updates completed within the last 5 years, allowing the next owner to simply move in and enjoy. Conveniently located just minutes from Greenbrier’s premier shopping, dining, entertainment, parks, hospitals, and major commuter routes including I-64, this home offers the perfect balance of convenience and the quiet charm of one of Chesapeake’s most established and desirable neighborhoods. Some photos were virtually staged or digitally enhanced for marketing purposes to help buyers visualize the property’s potential. Schedule your showing today to make this house YOUR HOME!
For sale
$590,000
1045 Winchester Way, Chesapeake, VA 23320
4beds
2,600sqft
Single Family Residence
Built in 1990
0.4 Acres Lot
$590,100 Zestimate®
$227/sqft
$-- HOA
What's special
Quiet tree-lined streetThoughtfully designed living spaceBuilt-in appliancesRich hardwood flooringDesigner lightingElegant plantation shuttersTall cabinetry
- 4 days |
- 672 |
- 50 |
Zillow last checked:
Listing updated:
Listed by:
Val Milan,
Swell Real Estate Co 757-216-9222
Source: REIN Inc.,MLS#: 10642649
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Attic, Breakfast Area, Fin. Rm Over Gar, Loft, PBR with Bath, Office/Study, Utility Closet, Utility Room
Heating
- Forced Air, Natural Gas, Zoned
Cooling
- Central Air, Zoned
Appliances
- Included: Dishwasher, Disposal, Gas Range, Gas Water Heater
- Laundry: Dryer Hookup, Washer Hookup
Features
- Primary Sink-Double, Walk-In Closet(s), Ceiling Fan(s), Entrance Foyer, Pantry
- Flooring: Carpet, Ceramic Tile, Wood
- Doors: Storm Door(s)
- Windows: Window Treatments
- Basement: Crawl Space
- Attic: Pull Down Stairs,Walk-In
- Number of fireplaces: 1
- Fireplace features: Wood Burning
- Common walls with other units/homes: No Common Walls
Interior area
- Total interior livable area: 2,600 sqft
Property
Parking
- Total spaces: 2
- Parking features: Garage Att 2 Car, Off Street, Driveway, On Street, Garage Door Opener
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: Main Floor Laundry
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio, Porch
- Pool features: None
- Has spa: Yes
- Spa features: Bath
- Fencing: Back Yard,Decorative,Privacy,Fenced
- Waterfront features: Not Waterfront
- Frontage length: 83
Lot
- Size: 0.4 Acres
- Dimensions: 83 x 167 x 87 x 164
Details
- Parcel number: 0385001001600
- Zoning: R15S
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Traditional,Transitional
- Property subtype: Single Family Residence
Materials
- Brick, Vinyl Siding
- Roof: Asphalt Shingle
Condition
- New construction: No
- Year built: 1990
Utilities & green energy
- Sewer: City/County
- Water: City/County
Community & HOA
Community
- Subdivision: Kemp Woods
HOA
- Has HOA: No
Location
- Region: Chesapeake
Financial & listing details
- Price per square foot: $227/sqft
- Tax assessed value: $499,700
- Annual tax amount: $5,047
- Date on market: 7/3/2026
Estimated market value
$590,100
$561,000 - $620,000
$3,202/mo
Price history
Price history is unavailable.
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,047 +7.9% | $499,700 +7.9% |
| 2024 | $4,679 +6% | $463,300 +6% |
| 2023 | $4,415 +1.6% | $437,100 +5.6% |
| 2022 | $4,347 +18.7% | $414,000 +18.7% |
| 2021 | $3,662 | $348,800 +3.1% |
| 2020 | -- | $338,300 |
| 2019 | $3,552 +10.1% | $338,300 +3.5% |
| 2018 | $3,226 | $327,000 +6.4% |
| 2017 | $3,226 +1.7% | $307,200 +1.7% |
| 2016 | $3,173 +2% | $302,200 +2% |
| 2015 | $3,110 | $296,200 +3.5% |
| 2014 | $3,110 -1.5% | $286,100 -4.9% |
| 2013 | $3,157 -4.8% | $300,700 -4.8% |
| 2012 | $3,315 -4.2% | $315,700 -4.2% |
| 2011 | $3,459 | $329,400 |
| 2010 | $3,459 -7.3% | $329,400 -7.3% |
| 2009 | $3,732 -7.6% | $355,400 -7.6% |
| 2008 | $4,037 -5.4% | $384,500 -4.5% |
| 2007 | $4,270 +3.2% | $402,800 +8% |
| 2006 | $4,138 +36.6% | $372,800 +57.5% |
| 2004 | $3,030 +11.6% | $236,700 +11.6% |
| 2003 | $2,715 +5.8% | $212,100 +5.8% |
| 2002 | $2,566 +3.8% | $200,500 +3.8% |
| 2001 | $2,473 | $193,200 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: Greenbrier East
Nearby schools
GreatSchools rating
- 6/10Greenbrier Primary SchoolGrades: PK-2Distance: 1.5 mi
- 7/10Greenbrier Middle SchoolGrades: 6-8Distance: 1.5 mi
- 4/10Indian River High SchoolGrades: 9-12Distance: 3.7 mi
Schools provided by the listing agent
- Elementary: Greenbrier Intermediate
- 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.
A local agent can set up tours, give advice and negotiate with sellers.
- Virginia
- Chesapeake City
- Chesapeake
- 23320
- Greenbrier East
- 1045 Winchester Way
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