Across Maryland’s Eastern Shore, the Chesapeake Bay corridor, and the small towns of western Maryland into West Virginia, this quintet shows how far a similar price point can stretch. Two homes prioritize daily ease with amenity-rich living, flexible floorplans, and practical updates, from a private saltwater pool to a first-level primary and possible in-law suite. Another invites a careful revival of 1909 craftsmanship in downtown Mount Airy. A Main Street tavern with an upstairs apartment adds legacy and visibility, while 15.35 wooded acres offer build and subdivision optionality.
27616 Harness Lane | $475,000


Charlene Reaser

Charlene Reaser
On a quiet stretch of Salisbury, 27616 Harness Lane pairs a desirable location with an easy, well-considered floorplan designed for everyday living. The standout is a private saltwater pool—your own place to unwind at home, whether the day calls for laps, lounging, or an unhurried afternoon outdoors. Beyond the property, community amenities add another layer to the routine: a community pool for a change of scene and tennis courts for mornings spent in motion. With recreation built in and a layout noted for its livability, the home supports a lifestyle that shifts naturally from active to relaxed. It’s the kind of setting where warm-weather days linger a little longer and weekends feel effortlessly planned.
- Price:
- $475,000
- Size:
- 2,548 sq ft
- Contact:
- Charlene Reaser, EXP Realty, 443.735.3761
107 Trequassin Dr | $475,000


DeeDee McCracken

DeeDee McCracken
On a residential street in Stevensville, 107 Trequassin Dr is designed for flexibility and everyday ease. The first level primary bedroom supports a comfortable main-floor routine, while a potential in-law suite offers welcome options for multigenerational living, guests, or a private work-from-home setup. At the center, an updated kitchen keeps daily cooking and casual gathering feeling current and streamlined. Outside, a fenced yard creates a defined outdoor space for relaxing, play, or letting pets roam with peace of mind. Practical needs are equally well covered with a two-car garage for parking and storage. A new roof is coming, adding an important layer of confidence for the next chapter of ownership. Life here is set up to feel simple, adaptable, and well organized from day one.
- Price:
- $475,000
- Size:
- 1,580 sq ft
- Contact:
- DeeDee McCracken, Coldwell Banker Realty, 410-739-7571
Historic Charm Endless Potential | $475,000


Paula Fanning

Paula Fanning
In the heart of downtown Mount Airy, this 1909 residence offers historic charm with the promise of thoughtful restoration. A sweeping wraparound porch sets the tone on arrival, framed by grand architectural lines and a striking mansard roof—replaced approximately eight years ago to preserve its period character while adding peace of mind. Inside, soaring ceilings and oversized windows bring abundant natural light through spacious rooms, highlighting the home’s original craftsmanship and graceful symmetry. Outdoor spaces extend the everyday experience, with a covered wraparound front porch, a balcony, and side porch areas well-suited to lingering over morning coffee or watching the energy of downtown. Practical touches include secure storage and driveway parking. For those drawn to houses with soul, it’s a chance to revive a true piece of local history and let new stories unfold.
- Price:
- $475,000
- Size:
- 2,208 sq ft
- Contact:
- Paula Fanning, Northrop Realty, 240.234.0103
Historic Sharpsburg Tavern | $475,000


Roger Fairbourn

Roger Fairbourn
Originally constructed as a Knights of Columbus meeting hall, this Main Street corner building in Sharpsburg carries nearly eight decades of local history. Operated continuously for 78 years by the same family as Pete’s tavern, it sits on a prominent, high-traffic-count location and is configured for hospitality from the start. The first floor centers on a bar, supported by a kitchen with walk-in facilities, while a large apartment occupies the second level—an arrangement that naturally separates public and private space under one roof. A full on-off sale liquor license is already in place, adding a practical layer for anyone envisioning a refreshed café or tavern concept. With The Antietam Battlefield drawing thousands of tourists, days here could unfold to the steady rhythm of visitors and longtime regulars alike.
- Price:
- $475,000
- Size:
- 2,896 sq ft
- Contact:
- Roger Fairbourn, Roger Fairbourn NextGen Realty, 301.733.4183
387 Woodbury Dr 1535 Acres Lot C | $474,900


Adam Shively

Adam Shively
Set on 15.35 wooded acres in Kearneysville, West Virginia, this parcel offers a quiet, natural setting for a future home site while keeping everyday access close at hand—Route 9 is just minutes away. The land is perc-approved for a four-bedroom Class 1 system, helping simplify early planning for new construction. Three recorded access easements are already in place, supporting practical entry and long-term usability across the property. For buyers thinking beyond a single residence, the listing notes that subdivision into as many as three lots may be possible, subject to county requirements and buyer due diligence. Whether envisioned as a private retreat or a thoughtfully planned small enclave, the experience here is defined by woods, privacy, and the freedom to shape what comes next.
Size: 15.00 acres
- Price:
- $474,900
- Contact:
- Adam Shively, Samson Properties, 240.405.5575
















