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For sale
  • Price cut: $10K (8/25)
    $349,900

    555 Highland Way, Hagerstown, MD 21740

    4beds
    2,305sqft
    : 
    $2,614/mo
    Get pre-qualified
    Single Family Residence
    Built in 1913
    6,975 Square Feet Lot
    $347,200 Zestimate®
    $152/sqft
    $-- HOA

    What's special

    Classic brick fireplaceHistoric charmExpansive corner lotConvenient main-floor laundry roomVersatile bonus roomPicturesque tree-lined streetLarge walk-in storage closet
    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 the 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.
    24 days
    |
    1,265
    |
    92
    |

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Michael Draper 301-671-4663,

    Century 21 Market Professionals 301-671-4663

    Source: Bright MLS,MLS#: MDWA2039140MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 2
      • Main level bathrooms: 1
      • Main level bedrooms: 2
      Rooms
      • Room types: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Basement, Sun/Florida Room, Great Room, Laundry, Utility Room, Bathroom 1, Bathroom 2, Hobby Room
      Primary bedroom
      • Features: Attached Bathroom, Bathroom - Tub Shower, Flooring - HardWood
      • Level: Upper
      • Area: 195 Square Feet
      • Dimensions: 15 X 13
      Bedroom 2
      • Features: Built-in Features, Flooring - HardWood
      • Level: Main
      • Area: 108 Square Feet
      • Dimensions: 12 X 9
      Bedroom 3
      • Features: Chair Rail, Flooring - HardWood
      • Level: Main
      • Area: 154 Square Feet
      • Dimensions: 14 X 11
      Bedroom 4
      • Features: Flooring - HardWood
      • Level: Upper
      • Area: 117 Square Feet
      • Dimensions: 13 X 9
      Bathroom 1
      • Features: Bathroom - Walk-In Shower, Flooring - Ceramic Tile
      • Level: Main
      Bathroom 2
      • Features: Bathroom - Tub Shower
      • Level: Upper
      Basement
      • Features: Flooring - Concrete
      • Level: Lower
      Dining room
      • Features: Dining Area, Flooring - HardWood, Window Treatments
      • Level: Main
      • Area: 221 Square Feet
      • Dimensions: 17 X 13
      Great room
      • Features: Built-in Features, Fireplace - Gas, Flooring - HardWood, Recessed Lighting, Window Treatments
      • Level: Main
      • Area: 348 Square Feet
      • Dimensions: 12 X 29
      Other
      • Features: Flooring - HardWood, Walk-In Closet(s)
      • Level: Upper
      • Area: 280 Square Feet
      • Dimensions: 10 X 28
      Kitchen
      • Features: Granite Counters, Double Sink, Flooring - Vinyl, Kitchen - Gas Cooking, Lighting - Pendants, Recessed Lighting, Pantry
      • Level: Main
      • Area: 230 Square Feet
      • Dimensions: 10 X 23
      Laundry
      • Features: Built-in Features, Flooring - Vinyl
      • Level: Main
      • Area: 108 Square Feet
      • Dimensions: 12 X 9
      Other
      • Features: Flooring - Vinyl
      • Level: Main
      • Area: 112 Square Feet
      • Dimensions: 8 X 14
      Utility room
      • Features: Built-in Features, Countertop(s) - Solid Surface, Flooring - Concrete
      • Level: Lower
      Heating
      • Forced Air, Baseboard, Heat Pump, Zoned, Electric
      Cooling
      • Heat Pump, Window Unit(s), Zoned, Electric
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Oven/Range - Gas, Refrigerator, Stainless Steel Appliance(s), Washer, Electric Water Heater
      • Laundry: Main Level, Washer In Unit, Dryer In Unit, Laundry Room
      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), 9'+ Ceilings, Dry Wall, Plaster Walls
      • Flooring: Ceramic Tile, Hardwood, Vinyl, Wood
      • Doors: Six Panel
      • Windows: Double Hung, Double Pane Windows, Replacement, Vinyl Clad, Window Treatments
      • Basement: Connecting Stairway,Improved,Rough Bath Plumb,Unfinished,Walk-Out Access
      • Number of fireplaces: 1
      • Fireplace features: Brick, Mantel(s)
      Interior area
      • Total structure area: 3,835
      • Total interior livable area: 2,305 sqft
      • Finished area above ground: 2,305
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 3
      • Parking features: Garage Faces Side, Storage, Driveway, Detached, On Street
      • Garage spaces: 1
      • Uncovered spaces: 2
      • Details: Garage Sqft: 325
      Accessibility
      • Accessibility features: None
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Porch
      • Exterior features: Bump-outs, Lighting, Rain Gutters, Sidewalks, Street Lights
      • Pool features: None
      • Has view: Yes
      • View description: Garden, Mountain(s), Park/Greenbelt, Street, Trees/Woods
      Lot
      • Size: 6,975 Square Feet
      • Dimensions: 93 x 75
      • Features: Corner Lot, Landscaped, Level, SideYard(s), Corner Lot/Unit
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 2203013340
      • Zoning: RMOD
      • Zoning description: Residential Moderate Density
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Craftsman
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Foundation: Stone
      • Roof: Shingle
      Condition
      • Very Good
      • New construction: No
      • Year built: 1913

      Utilities & green energy

      • Electric: 200+ Amp Service, Circuit Breakers
      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Broadband, Cable, DSL, Fiber Optic

      Community & HOA

      Community
      • Security: Smoke Detector(s)
      • Subdivision: City Park
      HOA
      • Has HOA: No
      Location
      • Region: Hagerstown
      • Municipality: Hagerstown

      Financial & listing details

      • Price per square foot: $152/sqft
      • Tax assessed value: $320,167
      • Annual tax amount: $5,638
      • Date on market: 8/4/2026
      • Listing agreement: Exclusive Right To Sell
      • Ownership: Fee Simple
      • Road surface type: Paved

        Estimated market value

        $347,200

        $330,000 - $365,000

        $2,112/mo

        Price history

        DateEventPrice
        8/25/2026Price change$349,900-2.8%$152/sqft
        Source: Bright MLS #MDWA2039140 Report a problem
        8/4/2026Listed for sale$359,900+55.8%$156/sqft
        Source: Bright MLS #MDWA2039140 Report a problem
        4/17/2019Sold$231,000-1.7%$100/sqft
        Source: Public Record Report a problem
        2/7/2019Price change$234,900-2.1%$102/sqft
        Source: The Glocker Group Realty Results #MDWA100134 Report a problem
        12/6/2018Price change$239,900-1.2%$104/sqft
        Source: The Glocker Group Realty Results #MDWA100134 Report a problem
        11/20/2018Price change$242,900-2.8%$105/sqft
        Source: The Glocker Group Realty Results #MDWA100134 Report a problem
        11/5/2018Price change$249,900+2%$108/sqft
        Source: The Glocker Group Realty Results #MDWA100134 Report a problem
        10/1/2018Pending sale$244,900$106/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        8/27/2018Price change$244,900-2%$106/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        8/3/2018Price change$249,900-1.8%$108/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        5/29/2018Price change$254,499-3.9%$110/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        3/29/2018Price change$264,900-1.9%$115/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        2/23/2018Listed for sale$269,900+47.9%$117/sqft
        Source: Coldwell Banker Innovations #1000192454 Report a problem
        8/29/2017Sold$182,500-7.5%$79/sqft
        Source: Public Record Report a problem
        8/17/2017Pending sale$197,400$86/sqft
        Source: Coldwell Banker Innovations #WA10027805 Report a problem
        8/9/2017Listed for sale$197,400$86/sqft
        Source: Coldwell Banker Innovations #WA10027805 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,616 -48.1%$285,900 +8.7%
        2024$5,043 +9.5%$263,067 +9.5%
        2023$4,605 +10.5%$240,233 +10.5%
        2022$4,168 +13.2%$217,400 +14.4%
        2021$3,680 +16.9%$190,000 +16.9%
        2020$3,150 +20.3%$162,600 +20.3%
        2019$2,619 $135,200
        2018$2,619 +59.8%$135,200
        2017$1,639 -33.2%$135,200 -1.7%
        2016$2,453 $137,500
        2015$2,453 $137,500
        2014$2,453 $137,500 -6.9%
        2013-- $147,700
        2012-- $147,700
        2011-- $147,700 -34.4%
        2010-- $225,250 +13.1%
        2009-- $199,142 +15.1%
        2008-- $173,036 +17.8%
        2007-- $146,930 +13.1%
        2006-- $129,940 +15%
        2005-- $112,950 +17.7%
        2004-- $95,960 +1.3%
        2003-- $94,686 +1.4%
        2002-- $93,413 +1.4%
        2001-- $92,140
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 21740

        Getting around

        52 / 100
        Somewhat Walkable
        17 / 100
        Minimal Transit
        42 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Emma K. Doub
        • Middle: E. Russell Hicks School
        • High: South Hagerstown Sr
        • District: Washington County 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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