For Sale
Single family home for sale at 555 Highland Wy, Hagerstown, MD 21740 | MLS# MDWA2039140 | Listing updated on 2026-10-01
Photo 1 of Single family home for sale at 555 Highland Wy, Hagerstown, MD 21740 | MLS# MDWA2039140 | Listing updated on 2026-10-01
Photo 2 of Single family home for sale at 555 Highland Wy, Hagerstown, MD 21740 | MLS# MDWA2039140 | Listing updated on 2026-10-01
Photo 3 of Single family home for sale at 555 Highland Wy, Hagerstown, MD 21740 | MLS# MDWA2039140 | Listing updated on 2026-10-01
Photo 4 of Single family home for sale at 555 Highland Wy, Hagerstown, MD 21740 | MLS# MDWA2039140 | Listing updated on 2026-10-01
53+
Beds Icon

Street View

$347,500

Monthly Est:$1,730

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,305sqft

555 Highland Wy, Hagerstown, MD 21740

$1,730/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1913

  • $-- HOA

  • 6,975 sqft lot

  • $151/sq.ft

Description

Timeless character meets modern convenience in this beautifully maintained classic home. Perfectly situated on an expansive corner lot along a picturesque, tree-lined street of historic turn-of-the-century homes, this property offers a setting that's as charming as it is inviting. Just steps from Hagerstown City Park, you'll enjoy one of the area's most sought-after locations.

The beautifully landscaped yard features mature shrubs, towering shade trees, and a welcoming covered front porch that's perfect for a porch swing, potted plants, and relaxing afternoons.

Step inside to an impressive 12' x 29' great room, where two sets of large east-facing picture windows fill t
he space with natural light. Early risers will appreciate the spectacular sunrise views over South Mountain. This inviting room showcases gleaming hardwood floors, custom built-in display shelving, a classic brick fireplace, crown molding, chair rail detailing, and energy-efficient recessed lighting. Generously sized, it easily accommodates multiple seating areas, making it ideal for holiday gatherings, entertaining, or simply relaxing at home.

Adjacent to the great room is the spacious formal dining room, featuring a charming walk-out bay window, hardwood flooring, and ample space to comfortably seat ten or more guests. The well-appointed kitchen offers stainless steel appliances, granite countertops, a beautiful bluestone backsplash, pendant lighting, abundant cabinetry, and a large pantry. Whether you're hosting elegant dinner parties or enjoying a quick weeknight meal, this kitchen is designed to meet every need.

The main level also includes a beautifully updated full bath with custom tile & glass walk-in shower and tile flooring. Two generously sized bedrooms feature hardwood floors and spacious closets. Completing the main level is a bright rear sunroom that spans the width of the home and leads to a convenient main-floor laundry room.

Upstairs, you'll find a third bedroom along with the primary suite. The primary suite offers hardwood floors, generous closet space, and an en-suite bath with a tub/shower combo. An overhead transom fills the bath with warm afternoon sunlight, creating a bright and welcoming retreat. Also on the 2nd floor is a versatile bonus room that's perfect as a home office, craft room, hobby space, or additional storage. Featuring vaulted ceilings, hardwood floors, east-facing transom windows, and a large walk-in storage closet, this flexible space can easily adapt to your lifestyle.

The walk-out basement provides even more possibilities. With concrete floors, abundant storage, and direct access to the backyard, it's ready for a workshop, hobby area, or future living space. A utility room with built-in cabinets and countertops offers an excellent workspace, while a rough-in for a third full bath and additional laundry hookups provide endless opportunities for customization.

Location is one of this home's greatest assets. Just steps away, Hagerstown City Park offers more than 100 acres of beautifully maintained grounds featuring paved walking trails, playgrounds, dog-friendly spaces, softball fields, the historic City Park Bandshell, concession stands, museums, the Hagerstown Cultural Trail, the Hagerstown Railroad Museum, and the historic Jonathan Hager House. As the centerpiece of Hagerstown's Arts & Entertainment District, the park connects directly via the Cultural Trail to Downtown Hagerstown, where you'll find Meritus Park, home of the Flying Boxcars, the Maryland Theatre, the University System of Maryland at Hagerstown campus, The Barbara Ingram School for the Arts, along with a growing collection of restaurants, boutiques, breweries, and local shops.

This exceptional property offers far more than a beautiful home—it offers a lifestyle. With historic charm, modern updates, outstanding living spaces, and one of Hagerstown's most desirable walkable neighborhoods, this is a rare opportunity to own a truly special place.

  • Houzeo last checked: 14 minutes ago
  • Listing updated: October 1, 2026 at 5:24 pm
  • Listing Provided by: Michael R Draper (301) 671-4663 | Century 21 Market Professionals (301) 671-4663
  • Source: Bright MLS-NJ | MLS#: MDWA2039140 Bright MLS-NJ

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Washington Md County

  • City

    Hagerstown

  • Neighborhood

    --

  • Year Built

    1913

  • HOA Fees

    -

  • Finished Area

    2,305 sqft

  • Lot Size

    6,975 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    Bright MLS

  • MLS Number

    MDWA2039140

  • MLS Status

    ACTIVE-BRIGHT

  • Days on Market

    59

Continue Your Journey in App

Find your dream home, receive real-time updates, and many more!

Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Flooring

    Ceramic Tile, Hardwood, Vinyl

  • Window Features

    Double Hung, Double Pane Windows, Replacement, Vinyl Clad

  • Sewer

    Public Sewer

  • Cooling

    Heat Pump(s), Window Unit(s), Zoned

  • Heating

    90% Forced Air, Baseboard Electric, Heat Pump Electric Back Up, Heat Pump(s), Zoned

  • Appliances

    Dishwasher, Disposal, Dryer, Microwave, Oven/range Gas, Refrigerator, Stainless Steel Appliances, Washer

  • Exterior Features

    Bump Outs, Exterior Lighting, Gutter System, Sidewalks, Street Lights

  • Interior Features

    Bathroom Tub Shower, Bathroom Walk In Shower, Dining Area, Entry Level Bedroom, Floor Plan Traditional, Formal/separate Dining Room, Kitchen Galley, Primary Bath(s), Pantry, Recessed Lighting, Walk In Closet(s), Window Treatments, Wood Floors

Construction

  • Year Built

    Year Built: 1913

  • Home type

    Single Family Residence

  • Architectural Style

    Craftsman

  • Property Condition

    Very Good

  • Foundation Details

    Stone

  • Construction Materials

    Stucco

  • Roof

    Shingle

Utilities & Energy

  • Basement

    Connecting Stairway, Improved, Rough Bath Plumb, Unfinished, Walkout Stairs

  • Security Features

    Smoke Detector

  • Fireplace Features

    Brick, Mantel(s)

  • Water Source

    Public

  • Parking Features

    Paved Driveway

  • Electric

    200+ Amp Service, Circuit Breakers

Other Features

  • Lot Features

    Corner, Landscaping, Level, Side Yard(s)

  • Patio And Porch Features

    Porch

  • Subdivision Name

    City Park

Price History

DateEventPrice

10/01/2026

Source: mls_logoBright MLS-NJ #MDWA2039140

Price Decreased

$347,500 -0.69%

$151/sqft

08/25/2026

Source: mls_logoBright MLS-NJ #MDWA2039140

Price Decreased

$349,900 -2.78%

$152/sqft

08/04/2026

Source: mls_logoBright MLS-NJ #MDWA2039140

Listed for Sale

$359,900

$156/sqft

Nearby Homes

Based on information from Bright MLS through Oct 09, 2026, 08:15AM. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. © 2026 Bright MLS, Inc. All Rights Reserved. Click here for more information

Advertising Broker: Joe Hawkins | Hawkins Real Estate Services