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Explore Similar Homes Within 2 Miles of Greensburg, MD

  • /2

    $299,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,489 Sq Ft

    14240 Windy Haven Rd, Smithsburg, MD 21783

    Cute As a Button Country Home! Smithsburg School District. This adorable home features 3 bedrooms (One main level), 2 Full Baths, 2 garage bays and a storage barn on .48 of an acre. Home is well cared for and features a newer roof, only a couple years old, plus some original hardwood floors. First floor has a nice kitchen with updated appliances, living room, separate dining room and cozy den

    Agent Photo

    Kim Mills

    Coldwell Banker Realty

    (227) 232-1669

    14240 Windy Haven Rd, Smithsburg, MD 21783
  • /2

    $315,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 1,820 Sq Ft

    105 Sentry Ridge, Smithsburg, MD 21783

    Welcome to this newly renovated beauty in Whispering Ridge community. This beautiful colonial townhouse offers a perfect blend of comfort and functionality. Features a traditional floor plan that invites you to create lasting memories. Step inside to discover a warm and inviting atmosphere, highlighted by luxurious vinyl plank flooring, fresh paint throughout, new carpets and new appliances.This

    Temi Daniel Long & Foster Real Estate, Inc.

    105 Sentry Ridge, Smithsburg, MD 21783
  • /48

    $384,000

    • 4 Beds
    • 2 Baths
    • 2,412 Sq Ft

    72 S Main St, Smithsburg, MD 21783

    Timeless & Classic Brick Colonial for Sale in the heart of Smithsburg - Family owned for 60+ years and home of former Mayor Myers, this cherished home blends historic character with everyday comfort. From the moment you arrive, the full-width front porch welcomes you — the perfect spot for morning coffee or evening chats or watching the parade. Inside, you’ll find 9-foot ceilings, 4 spacious

    Shirley Bayer RE/MAX Results

    72 S Main St, Smithsburg, MD 21783
  • /30

    $389,900

    • 3 Beds
    • 2 Baths
    • 2,548 Sq Ft

    22120 Holiday Dr, Smithsburg, MD 21783

    Welcome to 22120 Holiday Dr! This charming 3 Bed 2 Bath all-brick rancher features hardwood floors in common areas, carpet in all bedrooms, a fully finished basement with a 60,000 BTU wood stove fireplace, and a large concrete patio with a 400 sq ft covered section already on footers — ready to be converted into a sunroom if desired. Fully fenced backyard with no rear neighbors. No HOA. Major

    Jason Beaton Burch Real Estate Group, LLC

    22120 Holiday Dr, Smithsburg, MD 21783
  • /62

    $379,000

    • 4 Beds
    • 2 Baths
    • 2,360 Sq Ft

    13 W Water St, Smithsburg, MD 21783

    Enjoy life in the Western Maryland town of Smithsburg, with all the charm and small town feel, yet close to Hagerstown and Washington County Md. This home is also located close to Pennsylvania and West Virgina. Easy access to I-70 and I-81 makes convenient travel to Washington and Baltimore and airports and more. Lovely piece of Smithsburg history. Built in 1909. This home is well preserved and

    Patti Davis ROGER FAIRBOURN NEXTGEN REALTY

    13 W Water St, Smithsburg, MD 21783
  • /73

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 2,224 Sq Ft

    104 Drew Cir, Smithsburg, MD 21783

    Welcome to 104 Drew Circle, where beautiful views and a thoughtfully designed layout come together to create a place that truly feels like home. Step out the front door and take in the peaceful ridgeline views of Catoctin Mountain stretching across the horizon. From this same vantage point you can also see all three of the Smithsburg schools, a unique feature that reflects the home’s elevated

    D.K. Rankin Century 21 Modern Realty Results

    104 Drew Cir, Smithsburg, MD 21783
  • /44

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,647 Sq Ft

    22157 Holiday Dr, Smithsburg, MD 21783

    CHARMING BRICK RANCHER IN SMITHSBURG, MD – HOLIDAY ACRES SUBDIVISION! This well-maintained home offers a flexible 2–3 bedroom layout (previously configured as 3 bedrooms and could be convertible back), along with 1.5 bathrooms. Inside, you’ll find a comfortable floor plan featuring a welcoming living room, cozy family room, and a functional kitchen. The full unfinished basement provides ample

    Kaleb Hurley Hurley Real Estate & Auctions

    22157 Holiday Dr, Smithsburg, MD 21783
  • /2

    $299,900

    • Studio
    • 1,732 Sq Ft

    29 N Main St, Smithsburg, MD 21783

    Very Nice Top and bottom duplex with 2-two-bedroom units in Smithsburg school district. Rent is $1,200 for the top unit & the bottom unit became vacant in March 2026. The top unit lease expires in January 2027. A great investment with a 14% gross return on investment. A 24-hour notice is required for all showings.

    Preston Fouke Real Estate Innovations

    29 N Main St, Smithsburg, MD 21783
  • /31

    $292,000

    • 3 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    102 Jasons Ridge, Smithsburg, MD 21783

    Nestled in the charming Whispering Ridge community in Smithsburg, this delightful Colonial townhouse offers a perfect blend of comfort and functionality. With 1,800+/- square feet of thoughtfully designed living space, this home features a traditional floor plan that invites you to create lasting memories. Step inside to discover a warm and inviting atmosphere, highlighted by luxurious vinyl

    Cinnamon Smith J & B Real Estate, Inc

    102 Jasons Ridge, Smithsburg, MD 21783
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