# 555 HIGHLAND Way, Hagerstown, MD 21740 > **TL;DR:** 4bd/2ba single family, $344,900 ($150/sqft), built 1913, 2,305 sqft. > Fireplace, A/C, 1-car garage. Est. $1,845/mo. Listed 88 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $344,900 | | Price/sqft | $150 | | Bedrooms | 4 | | Bathrooms | 2 full | | Square Feet | 2,305 | | Year Built | 1913 | | Lot Size | 6,974 sqft (0.16 acres) | | Stories | 2 | | Garage | 1-car | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 88 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $1,744 | | Estimated Insurance | $101 | | **Total** | **$1,845** | ## Nearby Schools - **Elementary:** EMMA K. DOUB - **Middle:** E. RUSSELL HICKS SCHOOL - **High:** SOUTH HAGERSTOWN SR ## Key Amenities - Fireplace - A/C - 1-car garage ## Property Highlights - Built in 1913 - 0.16 acre lot - 2 stories - 3 parking spaces - Fireplace ## Description ### Agent 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 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. ## Location - **Address:** 555 HIGHLAND Way, Hagerstown, MD 21740 - **County:** WASHINGTON - **Neighborhood:** CITY PARK - **Coordinates:** 39.63371, -77.7344 - **Google Maps:** https://www.google.com/maps?q=39.63371,-77.7344 ## Listing Agent - **Name:** Michael R Draper · **License:** 519453 - **Brokerage:** CENTURY 21 Market Professionals - **Broker Phone:** (301) 671-4663 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/555-Highland-Way_Hagerstown_MD_21740_M52278-20836?f=listhub&s=TRENDPA&m=MDWA2039140&c=propsimple) ## Photos ![555 HIGHLAND Way - Photo 1](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2878299356r.jpg) ![555 HIGHLAND Way - Photo 2](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f116604590r.jpg) ![555 HIGHLAND Way - Photo 3](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1178472168r.jpg) ![555 HIGHLAND Way - 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Photo 34](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1152919043r.jpg) ![555 HIGHLAND Way - Photo 35](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1264139839r.jpg) ![555 HIGHLAND Way - Photo 36](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1628303975r.jpg) ![555 HIGHLAND Way - Photo 37](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1246365274r.jpg) ![555 HIGHLAND Way - Photo 38](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f968803359r.jpg) ![555 HIGHLAND Way - Photo 39](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2644508714r.jpg) ![555 HIGHLAND Way - Photo 40](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2482686452r.jpg) ![555 HIGHLAND Way - Photo 41](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f331199460r.jpg) ![555 HIGHLAND Way - Photo 42](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2007454189r.jpg) ![555 HIGHLAND Way - Photo 43](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2845810937r.jpg) ![555 HIGHLAND Way - Photo 44](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f3900097677r.jpg) ![555 HIGHLAND Way - Photo 45](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1122470516r.jpg) ![555 HIGHLAND Way - Photo 46](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1274602022r.jpg) ![555 HIGHLAND Way - Photo 47](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2335929462r.jpg) ![555 HIGHLAND Way - Photo 48](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2263513432r.jpg) ![555 HIGHLAND Way - Photo 49](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2724443610r.jpg) ![555 HIGHLAND Way - Photo 50](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2257093856r.jpg) ![555 HIGHLAND Way - Photo 51](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2521688143r.jpg) ![555 HIGHLAND Way - Photo 52](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2558684733r.jpg) ![555 HIGHLAND Way - Photo 53](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2195794381r.jpg) ![555 HIGHLAND Way - Photo 54](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1610990033r.jpg) ![555 HIGHLAND Way - Photo 55](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f4049849786r.jpg) ![555 HIGHLAND Way - Photo 56](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f1701148282r.jpg) ![555 HIGHLAND Way - Photo 57](http://lh.rdcpix.com/f037efbf7381321906287467b089f56el-f2659189341r.jpg) --- **MLS#:** MDWA2039140 | **Updated:** 2026-10-27 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/555-highland-way-hagerstown-md-21740-930d8435f0fb404f92879afcb7007ca6) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/555-highland-way-hagerstown-md-21740-930d8435f0fb404f92879afcb7007ca6#listing", "url": "https://staging.propertysimple.ai/listing/555-highland-way-hagerstown-md-21740-930d8435f0fb404f92879afcb7007ca6", "name": "555 HIGHLAND Way, Hagerstown, MD 21740", "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 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. 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