Nestled on a quiet cul-de-sac within city limits, this exquisite 5-bedroom, 4.5-bath colonial offers over 4,625 square feet of finished living space and a rare backdrop of preserved battlefield views. Step into the grand two-story foyer flanked by formal living and dining rooms, then flow into the expansive family room featuring coffered ceilings and a dramatic floor-to-ceiling stone fireplace. The gourmet island kitchen is a chef’s dream, boasting stainless steel appliances, double wall ovens, a walk-in pantry, and abundant counter space. It opens to a sun-drenched morning room — the perfect spot for your first cup of coffee. Distressed hardwood floors add warmth and character throughout the main level, which also includes a private office with French doors. Upstairs, the luxurious primary suite is a true sanctuary, complete with a double-sided fireplace and spa-inspired ensuite featuring a dual-head shower, separate jetted tub and dual walk-in closets. Four spacious secondary bedrooms and a custom upper-level laundry room provide comfort and convenience for the whole household — complemented by a second laundry on the main level. The finished basement expands the home’s versatility with a dedicated fitness room featuring rolled rubber flooring and commercial-grade electrical setup to support cardio equipment. Outdoors, the freshly refinished deck overlooks a large, fenced backyard — ideal for entertaining — and includes electrical access for a future pool and hot tub installation. Garage also climate controlled with heat and a/c. With its prime cul-de-sac location, timeless craftsmanship, and thoughtful upgrades, this home offers the perfect blend of elegance, privacy, and everyday ease. HVAC recently replaced.
Sold for $739,000
$739,000
921 Kennedy Dr, Winchester, VA 22601
5beds
4,625sqft
Single Family Residence
Built in 2008
0.36 Acres Lot
$760,300 Zestimate®
$160/sqft
$4,266 Estimated rent
Home value
$760,300
Estimated sales range
Not available
$4,266/mo
Zestimate® history
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List your homeWhat's special
Double-sided fireplaceFinished basementSun-drenched morning roomLarge fenced backyardPreserved battlefield viewsFreshly refinished deckQuiet cul-de-sac
Zillow last checked:
Listing updated:
Listed by:
Julie D Shiley 540-514-4387,
Coldwell Banker Realty
Bought with:
Stuart Sinclair, WVS200301032
Coldwell Banker Premier
Source: Bright MLS,MLS#: VAWI2008744
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Breakfast Room, Study, Laundry
Primary bedroom
- Features: Fireplace - Gas
- Level: Upper
Bedroom 2
- Level: Upper
Bedroom 3
- Level: Upper
Bedroom 4
- Level: Upper
Bedroom 5
- Level: Upper
Breakfast room
- Level: Main
Dining room
- Level: Main
Family room
- Features: Fireplace - Gas
- Level: Main
Foyer
- Level: Main
Kitchen
- Level: Main
Laundry
- Level: Upper
Living room
- Level: Main
Study
- Level: Main
Heating
- Forced Air, Natural Gas
Cooling
- Central Air, Electric
Appliances
- Included: Microwave, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Double Oven, Oven, Range Hood, Refrigerator, Stainless Steel Appliance(s), Washer, Water Heater, Gas Water Heater
- Laundry: Main Level, Upper Level, Laundry Room
Features
- Kitchen Island, Dining Area, Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Gourmet, Pantry, Primary Bath(s), Upgraded Countertops, Walk-In Closet(s)
- Flooring: Wood
- Windows: Window Treatments
- Basement: Connecting Stairway,Exterior Entry,Full,Concrete,Walk-Out Access,Windows,Partially Finished
- Number of fireplaces: 2
- Fireplace features: Double Sided, Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
Interior area
- Total structure area: 5,550
- Total interior livable area: 4,625 sqft
- Finished area above ground: 3,700
- Finished area below ground: 925
Property
Parking
- Total spaces: 4
- Parking features: Garage Faces Front, Inside Entrance, Asphalt, Attached, Driveway
- Attached garage spaces: 2
- Uncovered spaces: 2
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Exterior features: Rain Gutters
- Pool features: None
- Fencing: Full,Wood
Lot
- Size: 0.36 Acres
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 28908130
- Zoning: LR
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Brick, Mixed
- Foundation: Concrete Perimeter
- Roof: Architectural Shingle
Condition
- New construction: No
- Year built: 2008
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Rolling Hills Estates
HOA
- Has HOA: Yes
- HOA fee: $18 monthly
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $160/sqft
- Tax assessed value: $716,800
- Annual tax amount: $5,699
- Date on market: 7/18/2025
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional,FHA,VA Loan
- Ownership: Fee Simple
Price history
| Date | Event | Price |
|---|---|---|
| 8/13/2025 | Sold | $739,000+1.9%$160/sqft |
Source:  Bright MLS #VAWI2008744 Report a problem | ||
| 7/23/2025 | Contingent | $725,000$157/sqft |
Source: Bright MLS #VAWI2008744 Report a problem | ||
| 7/18/2025 | Listed for sale | $725,000+68.6%$157/sqft |
Source: Bright MLS #VAWI2008744 Report a problem | ||
| 8/11/2015 | Sold | $430,000+2.4%$93/sqft |
Source: Public Record Report a problem | ||
| 1/5/2009 | Sold | $420,000$91/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,699 +9.4% | $716,800 +14.2% |
| 2024 | $5,207 | $627,400 |
| 2023 | $5,207 +8.7% | $627,400 +21.8% |
| 2022 | $4,792 | $515,300 |
| 2021 | $4,792 +14.3% | $515,300 +11.8% |
| 2020 | $4,194 | $460,900 |
| 2019 | $4,194 +3.9% | $460,900 +3.9% |
| 2018 | $4,037 +4.1% | $443,600 |
| 2017 | $3,879 | $443,600 +4.1% |
| 2016 | $3,879 | $426,300 |
| 2015 | $3,879 +8.7% | $426,300 +13.4% |
| 2014 | $3,570 | $375,800 |
| 2013 | -- | $375,800 +10% |
| 2012 | -- | $341,500 +0.5% |
| 2011 | -- | $339,800 -11.9% |
| 2010 | -- | $385,600 +382% |
| 2009 | -- | $80,000 -20% |
| 2008 | -- | $100,000 |
| 2007 | -- | $100,000 +66.7% |
| 2006 | -- | $60,000 |
Find assessor info on the county website
Neighborhood: 22601
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Nearby schools
GreatSchools rating
- 6/10Frederick Douglass Elementary SchoolGrades: PK-4Distance: 0.7 mi
- 4/10Daniel Morgan Middle SchoolGrades: 7-8Distance: 3 mi
- 3/10John Handley High SchoolGrades: 9-12Distance: 2 mi
Schools provided by the listing agent
- High: John Handley
- District: Winchester City Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$760,300
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Estimated market value
$760,300
- Virginia
- Winchester City
- Winchester
- 22601
- 921 Kennedy Dr
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