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$495,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 3 Full Baths
  • 1 Partial Bath
  • 2,833 Sq. Ft.
  • 2 Car Garage
  • Updated 9 hours ago

Next open house:

Open House: 12:00 PM - 2:00 PM

Saturday 5/23 12:00 PM - 2:00 PM

1949 Winston Drive,Hagerstown, MD 21740

1949 Winston DriveHagerstownMD21740

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Welcome to this beautifully renovated 5-bedroom, 3.5-bath single-family home tucked away on a quiet cul-de-sac in one of the area's most desirable locations near the hospital, medical school, restaurants, shopping, parks, and public schools. Situated on an impressive .85-acre lot - a rare find within a community setting - this property offers the perfect blend of space, comfort, and convenience. Inside, you'll find a warm and inviting layout with a modern country-inspired feel. The main level features newly updated hardwood flooring, a formal dining room, welcoming front sitting room, and an eat-in kitchen that opens to a cozy family room highlighted by a rustic wood-accent fireplace wall. The kitchen also includes a premium refrigerator that adds both style and function to the space. Upstairs offers 4 spacious bedrooms and 2 full baths, including convenient upper-level laundry tucked into the hall bath closet. The recently refinished powder room adds a fresh, updated touch to the main level. The mostly finished walk-out basement expands your living space with a guest bedroom, full bath, large rec room, and sliding glass door access to the backyard - ideal for hosting overnight guests. Additional highlights include: "¢ Roof less than 2 years old "¢ HVAC approximately 7 years old "¢ Oversized .85-acre cul-de-sac lot "¢ Large rear deck "¢ Attached 2-car garage "¢ Walk-out basement

Full Property Details for 1949 Winston Dr

General

  • Price: $495,000
  • Taxes: $7,062 (2026)
  • Status: Active
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDWA2036962
  • Updated: 5/20/2026
  • Added to Site: 10 day(s) ago

Interior

  • Interior Features: Breakfast Area, Built-Ins, Family Room Off Kitchen, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Table Space, Primary Bath(s), Bathroom - Tub Shower, Upgraded Countertops, Walk-in Closet(s)
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Built-In Microwave, Disposal, Dishwasher, Exhaust Fan, Oven/Range - Electric, Refrigerator
  • Flooring: Hardwood

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 4
  • Bedrooms Lower: 1

Exterior

  • Exterior Features: Street Lights
  • Porch/Patio/Deck: Deck(s)

Parking

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

Location

  • Municipality: Hagerstown
  • County: WASHINGTON
  • Subdivision: FAIRWAY MEADOWS
  • Driving Directions: At the end of the cul de sac
  • Direction Faces: West
  • City Limits: Yes

School Information

  • School District: Washington County Public Schools
  • Elementary School: Eastern
  • Middle School: E. Russell Hicks School
  • High School: South Hagerstown Sr

Community

  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Structure Type: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Connecting Stairway, Daylight, Partial, Walkout Level, Windows, Partially Finished
  • Foundation: Permanent
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 2,833
  • Sq. Ft. Source: Estimated
  • Living Area: 2,833 Sq. Ft.
  • Finished Above Grnd: 2,133 Sq. Ft.
  • Finished Below Grnd: 700 Sq. Ft.
  • Year Built: 2002
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 1

Additional Structures

  • Other Structures: Shed

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.85
  • Lot Size (Sq. Ft.): 36,953
  • Lot Size Source: Assessor
  • Zoning: RMED

Financial Considerations

  • Price Per Sq. Ft.: $232.07
  • Assessment Year: 2026
  • City/TownTax: $3,785
  • City/TownTax Freq: Annually
  • County Tax: $3,277
  • County Tax Freq: Annually
  • Tax w/Assessment: $366,800
  • Tax Amount: $7,062
  • Tax Year: 2026
  • Tax Total Finished Sq. Ft.: 2133

Disclosures and Reports

  • Ownership: Fee Simple
  • Section: B
  • Lot Number: 104

Listed by Sullivan Select, LLC., Kristina L Granados and Sullivan Select, LLC., Elisha Bonilla

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Listing agents

— 1949 Winston Dr —

  • Kristina L Granados

    Sullivan Select, LLC.

  • Elisha Bonilla

    Sullivan Select, LLC.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1949 Winston Dr

School District:Washington County Public Schools, Williamsport, MD
NameGradesDistance
Ruth Ann Monroe Primary
1311 Yale Drive, Hagerstown, MD 21742
PK-21.2 mi
Eastern Elementary School
1320 Yale Drive, Hagerstown, MD 21742
3-51.3 mi
E. Russell Hicks Middle School
1321 South Potomac Street, Hagerstown, MD 21740
6-83 mi
South Hagerstown High School
1101 South Potomac Street, Hagerstown, MD 21740
9-123.1 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 1949 Winston Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/13/2026
Listed
$495,000
94.12%
MLS
5/02/2014
Sold
$255,000
—
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 1949 Winston Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,683
5%
$358,100
10%
2023
$2,551
—
$326,733
11%
2023
$2,551
6%
$295,367
12%
2022
$2,416
5%
$264,000
2%
2020
$2,291
-2%
$257,667
3%
2021
$2,340
2%
$251,333
3%
2020
$2,291
—
$245,000
—
2019
$2,291
—
$245,000
—
2018
$2,291
-1%
$245,000
-1%
2017
$2,318
—
$247,900
—
2016
$2,318
—
$247,900
—
2015
$2,318
-1%
$247,900
-1%
2014
$2,341
—
$250,400
—
View All
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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NMLS#: 1598647

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Listed by Sullivan Select, LLC., Kristina L Granados and Sullivan Select, LLC., Elisha Bonilla

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1949 Winston Drive, Hagerstown, MD 21740 (MLS# MDWA2036962) is a Single Family property with 5 bedrooms, 3 full bathrooms and 1 partial bathroom. 1949 Winston Drive is currently listed for $495,000 and was received on May 13, 2026. Want to learn more about 1949 Winston Drive? Do you have questions about finding other Single Family real estate for sale in Hagerstown? You can browse all Hagerstown real estate or contact a Coldwell Banker agent to request more information.

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