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$739,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,550 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 921 Kennedy Dr

General

  • Sold For: $739,000
  • HOA FEE: $18/month
  • Taxes: $5,699 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2008744
  • Added to Site: 183 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Breakfast Room, Study, Laundry
  • Interior Features: Kitchen - Island, Dining Area, Bathroom - Soaking Tub, Bathroom - Stall Shower, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-Ins, Ceiling Fan(s), Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Gourmet, Pantry, Primary Bath(s), Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Fireplace(s): Double Sided, Fireplace - Glass Doors, Gas/Propane, Mantel(s), Marble, Stone, Double Sided, Fireplace - Glass Doors, Gas/Propane, Mantel(s), Marble, Stone
  • Appliances: Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer, Dryer - Front Loading, Exhaust Fan, Oven - Double, Oven - Wall, Range Hood, Refrigerator, Stainless Steel Appliances, Washer, Washer - Front Loading, Water Heater

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Upper Floor Baths: 3
  • Upper - Full Baths: 3
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 5
  • Primary Bedroom: Primary Bedroom - Fireplace - Gas, Upper 1
  • Bedroom 1: Bedroom 2, Upper 1
  • Bedroom 2: Bedroom 3, Upper 1
  • Bedroom 3: Bedroom 4, Upper 1
  • Bedroom 4: Bedroom 5, Upper 1

Other Rooms

  • Foyer/Entry: Foyer, Main
  • Living Room: Living Room, Main
  • Family Room: Family Room - Fireplace - Gas, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Breakfast Room: Breakfast Room, Main
  • Laundry: Main Floor, Upper Floor, Upper 1

Exterior

  • Exterior Features: Gutter System

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 4
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry, Inside Access

Location

  • County: Winchester City
  • Development Name: Rolling Hills Estates
  • Subdivision: Rolling Hills Estates
  • Driving Directions: Valley Road, to Middle Road, Left onto Rockland Drive, Right onto Kennedy, House on Right
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools
  • High School: John Handley

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Info: Colonial
  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Brick, Mixed
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Connecting Stairway, Outside Entrance, Full, Daylight, Full, Poured Concrete, Walkout Level, Windows, Partially Finished
  • Foundation: Concrete Perimeter
  • Roof: Architectural Shingle
  • Stories/Levels: 0
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 5,550
  • Sq. Ft. Source: Assessor
  • Living Area: 4,625 Sq. Ft.
  • Year Built: 2008
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.36
  • Lot Size (Sq. Ft.): 15,782
  • Lot Size Source: Assessor
  • Zoning: LR
  • Fencing (Description): Fully, Wood

Financial Considerations

  • Price Per Sq. Ft.: $195.95
  • Association Fee: $18
  • Assoc Fee Freq.: Monthly
  • Assessment Year: 2025
  • City/TownTax: $5,698
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $716,800
  • Tax Amount: $5,699
  • Tax Year: 2025
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 4625

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: 1
  • Lot Number: 30

Meet the listing agent

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— 921 Kennedy Dr —

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NMLS#: 1598647

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Schools serving 921 Kennedy Dr

School District:Winchester City Public Schools
NameGradesDistance
Frederick Douglass Elementary School, Winchester, VA
100 Cedarmeade Avenue, Winchester, VA 22601
K-40.7 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-83 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-122 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 921 Kennedy Dr

Date
Details
Price
Change
Source
8/13/2025
Sold
$739,000
1.93%
MLS
7/18/2025
Listed
$725,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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921 Kennedy Drive, Winchester, VA 22601 (MLS# VAWI2008744) is a Single Family property that was sold at $739,000 on August 13, 2025. This property was listed by Julie Shiley from our Leesburg Office.Want to learn more about 921 Kennedy Drive? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.