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$459,000 Just Listed

  • For Sale
  • Under Contract
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,545 Sq. Ft.
  • Updated 4 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Saturday 6/6 1:00 PM - 3:00 PM

244 Parkway Street,Winchester, VA 22601

244 Parkway StreetWinchesterVA22601

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Discover the perfectly updated turnkey home you've been searching for in Historic Winchester. This beautifully maintained property offers 3 bedrooms and 2.5 bathrooms, including a spacious primary suite with a full bath and walk"‘in closet, convenient main"‘level laundry, and a flat, usable backyard with alley access-ideal for a future garage or additional off"‘street parking. Gardeners will love the lush lawn, raised beds, mature plantings, and thoughtfully designed greenhouse. Enjoy morning coffee or evening conversations on the welcoming full front porch or the private back deck. Extensive upgrades over the past decade provide both comfort and peace of mind, all within an unbeatable location close to the downtown pedestrian mall, Jim Barnett Park, the Green Circle Trail, and everything Winchester has to offer. Major Improvements Include: "¢ 2016: New electric, dual"‘zone HVAC, plumbing, hot water heater, wall & roof insulation, stainless steel appliances, upgraded kitchen & baths, new deck "¢ 2017: New main"‘level washer & dryer "¢ 2019: New 30"‘year SmartSide siding and double"‘hung windows "¢ Additional recent updates: reglazed decorative "9"‘light" window, new greenhouse & raised beds, and freshly repainted front and side porches

Full Property Details for 244 Parkway St

General

  • Price: $459,000
  • Taxes: $3,564 (2025)
  • Status: Under Contract
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: VAWI2010810
  • Updated: 6/1/2026
  • Added to Site: 2 day(s) ago

Interior

  • Interior Features: Floor Plan - Traditional, Kitchen - Island, Walk-in Closet(s), Wood Floors
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Electric
  • Flooring: Hardwood, Carpet

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 3
  • Bedrooms Upper: 3
  • Bedrooms-Up2: 1

Parking

  • Parking Type: On Street, Alley

Location

  • County: WINCHESTER CITY
  • Subdivision: WINCHESTER CITY
  • Driving Directions: From Cork Street turn onto to Parkway St
  • City Limits: Yes

School Information

  • School District: Winchester City Public Schools

Heating & Cooling

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

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Composition, HardiPlank Type
  • Basement: Yes
  • Basement Desc.: Unfinished, Walkout Level
  • Foundation: Block
  • Stories Description: Main, Upper 1, Upper 2
  • Square Feet: 2,545
  • Sq. Ft. Source: Assessor
  • Living Area: 1,695 Sq. Ft.
  • Finished Above Grnd: 1,695 Sq. Ft.
  • Year Built: 1936
  • Year Built Source: Assessor
  • Property Condition: Excellent

Lot Features

  • Lot Size Source: Assessor
  • Zoning: MR

Financial Considerations

  • Price Per Sq. Ft.: $270.8
  • Assessment Year: 2025
  • City/TownTax: $3,563
  • City/TownTax Freq: Annually
  • County Tax Freq: Annually
  • Tax w/Assessment: $448,300
  • Tax Amount: $3,564
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 1695

Disclosures and Reports

  • Ownership: Fee Simple
  • Inclusions: Greenhouse/gar. den shed, appliances
  • Lot Number: 12

Listed by ERA Oakcrest Realty, Inc., Erika D de Azagra

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Listing agent

— 244 Parkway St —

  • Erika D de Azagra

    ERA Oakcrest Realty, Inc.

Listing Office Email: info@oakcrestrealty.com

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 244 Parkway St

School District:Winchester City Public Schools
NameGradesDistance
John Kerr Elementary
427 Meadow Branch Avenue, Winchester, VA 22601
PK-41.8 mi
Daniel Morgan Middle School
48 South Purcell Avenue, Winchester, VA 22601
7-80.5 mi
John Handley High School
425 Handley Boulevard, Winchester, VA 22601
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 244 Parkway St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/30/2026
Listed
$459,000
186.79%
MLS
5/09/2016
Sold
$160,050
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 244 Parkway St

Year
Property Taxes
Change
Tax Assessment
Change
2024
100%
$448,300
13%
2024
-100%
$396,100
—
2023
$3,288
20%
$396,100
34%
2022
$2,746
—
$295,300
—
2021
$2,746
18%
$295,300
18%
2020
$2,328
—
$250,300
—
2018
$2,328
14%
$250,300
12%
2018
$2,036
45%
$223,700
—
2016
$1,400
—
$223,700
45%
2016
$1,400
—
$153,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by ERA Oakcrest Realty, Inc., Erika D de Azagra

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244 Parkway Street, Winchester, VA 22601 (MLS# VAWI2010810) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 244 Parkway Street is currently listed for $459,000 and was received on May 30, 2026. Want to learn more about 244 Parkway Street? 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.

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