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$549,000
Step back into history with this beautifully maintained all-brick circa 1900 historic home located in the heart of the Boonsboro Historic District. This spacious Main Street property offers over 3,700 square feet while blending historic charm with a prime location along the former National Road. Just minutes from South Mountain, Antietam, local shops, restaurants, and parks, this home is part of one of Washington County's most treasured historic communities. Boasting five bedrooms and four baths, and a first-floor Town Center commercial space with its own storefront entrance perfect for a shop. This home can be easily converted back to three apartments. Gorgeous original hardwood flooring throughout. Formal living room w/ fireplace. Formal dining room. Impressively sized kitchen with a center island. A walk-in pantry with additional pantry cabinetry. Potential space for a main-level bedroom. Upper-level laundry area. This unique property offers endless possibilities for investment, Bed and Breakfast, Airbnb, or other mixed-use opportunities. The spacious backyard includes a buildable lot and backs to a peaceful town park. Modern updates include a steel roof (2017), central HVAC, updated windows, new deck stairs and banisters (2026), upgraded electrical, city water and sewer, plus a private well. This home is on two separate meters. Rear driveway parking adds extra convenience. Own a timeless piece of Boonsboro history with the perfect blend of historic character and modern updates. Walking distance to restaurants and boutique shops. Minutes to Interstate 70 and Route 67 leading to Route 340 and the West Virginia line.

104 N Main St, Boonsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$549,900
5 Beds ⋅ 4 Baths
Step back into history with this beautifully maintained all-brick circa 1900 historic home located in the heart of the Boonsboro Historic District. This spacious Main Street property offers over 3,700 square feet while blending historic charm with a prime location along the former National Road. Just minutes from South Mountain, Antietam, local shops, restaurants, and parks, this home is part of one of Washington County's most treasured historic communities. Boasting five bedrooms and four baths, and a first-floor Town Center commercial space with its own storefront entrance. Gorgeous original hardwood flooring throughout. Formal living room w/ fireplace. Formal dining room. Impressively sized kitchen with a center island. A walk-in pantry with additional pantry cabinetry. Potential space for a main-level bedroom. Upper-level laundry area. This unique property offers endless possibilities for investment, Bed and Breakfast, Airbnb, or other mixed-use opportunities. The spacious backyard includes a buildable lot and backs to a peaceful town park. Modern updates include a steel roof (2017), central HVAC, updated windows, new deck stairs and banisters (2026), upgraded electrical, city water and sewer, plus a private well. Rear driveway parking adds extra convenience. Own a timeless piece of Boonsboro history with the perfect blend of historic character and modern updates. Walking distance to restaurants and boutique shops. Minutes to Interstate 70 and Route 67 leading to Route 340 and the West Virginia line.

104 N Main St, Boonsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$395,000
4 Beds ⋅ 1 Baths
Step back in time with this charming Civil War-era brick home in the heart of historic Boonsboro, Maryland. Situated on a rare double lot, this 4-bedroom, 1-bath residence is rich in timeless character, enduring craftsmanship, and endless potential. Lovingly maintained by its longtime owners, this historic home offers solid "good bones" and is ready for its next chapter. Original architectural details reflect its rich history, while a few of the rooms have been freshly painted, providing a fresh, inviting feel while preserving the home's classic character. The spacious walk-up attic provides abundant storage or the opportunity to create additional finished living space. Thoughtful updates include two HVAC systems installed in 2018 and 2020, providing improved comfort and efficiency. The home is connected to public water and sewer, offering the convenience of modern utilities. Outside, the beautifully maintained oversized yard is a true standout, offering ample space for gardening, entertaining, outdoor recreation, or future expansion. Two mature magnolia trees grace the backyard, creating a picturesque setting with stunning seasonal blooms and welcome shade. The rare double lot provides flexibility and privacy that are seldom found in downtown Boonsboro. Don't miss this rare opportunity to own a piece of Boonsboro history!

225 Potomac St, Boonsboro

Listing courtesy of Charis Realty Group. Contact: 3018315099
$275,000
3 Beds ⋅ 1 Baths
Coming Soon! Exceptional value in a great location. This home features a private driveway and sits on a wonderful lot with plenty of room to grow. Perfect for savvy buyers looking for a great entry-level price point. Showings begin soon—add this to your must-see list!

18003 Davis Ln, Boonsboro

Listing courtesy of Real Estate Innovations. Contact:

$555,000
4 Beds ⋅ 3 Baths
You won't believe your eyes-this home is truly move-in ready and enjoy all the exceptional amenities this beautiful property at 215 Monument Drive in Boonsboro has to offer. From the moment you walk through the front door, you'll feel right at home. The open floor plan is perfect for entertaining quests or spending quality time with family. The stunning kitchen features a cooktop, built-in microwave and double ovens, a spacious pantry, a large center island, upgraded countertops, and beautiful flooring throughout. Step outside and enjoy the covered porch and outside kitchen area, this home ideal for relaxing or hosting gatherings. This immaculate home offers four bedrooms and two full baths, and one-half bath. Pride in ownership is evident in every detail, from the meticulously maintained interior to the epoxy-coated garage floor. The finished basement provides ample space for entertaining, along with a generous storage room to keep everything organizes. The spacious primary suite features a large walk-in closet and a luxurious private bath complete with a soaking tub, and a separate shower. This home truly has it all! Don't miss the opportunity to own this exceptional property. Call today from your private showing.

215 Monument Dr, Boonsboro

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$509,900
4 Beds ⋅ 3 Baths
Beautiful colonial located in a quiet cul-de-sac in Graystone Hills. Move right into this gorgeous 4 bedroom 2 1/2 bath home. All bedrooms include walk in closets. Seller has meticulously maintained and updated this home Updates include kitchen renovation including new appliances, granite countertop and and flooring, top of the line patio for your relaxing enjoyment, new flooring throughout home, wooden blinds, new shutters and storm door. The living room and 2 bathrooms have been painted. The gas furnace is only 2 years old! Short distance to Shafer Park with paths and playgrounds. Convenient to both Frederick and Hagerstown. This home is subject to seller settling on their new home which they have found. Hurry before this beauty is gone!

11 Thompson Ct, Boonsboro

Listing courtesy of Samson Properties. Contact: 3018828710
$329,900
4 Beds ⋅ 2 Baths
Unlock the potential of this spacious house and put your creativity to work to update this house to your style. Plenty of natural light and an open, spacious floor plan features a flowing layout connecting the kitchen, dining, and living areas. The house is within a block to Shafer Park, and historic downtown Boonesboro. Main Street is just a quick walk up the alley. An opportunity like this doesn't come along every day. This home has been in the same family for the past 63 years and is waiting to be the place where you can call home, and memories can be made for you. Several sheds/ outbuildings for storage and for your projects, and a large parking area on the lot. The house is a concrete block structure on a concrete pad. . There is an additional 220 electric panel in the front shed next to the parking lot. Come see this home and all the possibilities it offers today!

3 Park Dr, Boonsboro

Listing courtesy of Coldwell Banker Realty. Contact:

$574,999
4 Beds ⋅ 3 Baths
Beautiful Corner Homesite!!! Partial finished basement. The main floor of the Coronado floor plan provides spaces for working and entertaining. Just off the entry is a full bedroom and bathroom. At the back of the home, enjoy an open great room, dining room and kitchen, complete with center island and walk-in pantry off the mudroom. Three bedrooms, a generous loft, a laundry and two baths are located upstairs. Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment.

205 Gage Ct, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$599,999
4 Beds ⋅ 4 Baths
ASK ABOUT BELOW-MARKET FINANCING! This brand new Hemingway by Richmond American will be move-in ready in September!! The main floor of the popular Hemingway offers a formal living room, a spacious great room and an open dining area that flows into a spacious kitchen with a center island and walk-in pantry. Upstairs, you’ll find a convenient laundry, a large loft that can be optioned as an additional bedroom, and a lavish primary suite with an optional deluxe bath. This plan with includes sunroom, fireplace, partial- finished basement with a full bath, and more! Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment.

209 Gage Ct, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$795,000
4 Beds ⋅ 3 Baths
Escape to your own private countryside retreat in the heart of scenic Boonsboro. Nestled on nearly six picturesque acres with beautiful rural views, this exceptional property offers a spacious main residence designed for both relaxation and entertaining with open living space and beautiful wood floors and ceramic tile. Natural light pours in through the windows, adorned with tasteful treatments that add a touch of privacy and style. The cozy living room with a wood stove insert on a brick hearth fireplace, seamlessly connects to the large country-style beamed kitchen with Corian countertops, desk workspace, and custom pantry slider door on an elevator track. The open concept continues to the dining area with adjoining cathedral ceiling family room with exposed beams leading to the upstairs loft with bedroom and desk area nook. The bright second bedroom and full bathroom are easily accessible off the kitchen and main living area. The private primary suite serves as a peaceful retreat, offering generous space with lots of light, window seats, built-ins, two sinks and closets, jetted tub, shower and washer/dryer all on the main level. The main house also features a private finished lower level with entry foyer and recreation room, potential fourth bedroom or office/flex space and third full bath, accessible to the large attached two + car garage with large storage options. Off the family room, step outside the atrium doors to the screened in porch and deck to discover a private oasis ideal for quiet mornings with a cup of coffee or for a summer barbeque by the in-ground pool with pool equipment and storage shed with electric, ample space for gardening, recreation, or hobby farming. Equestrian enthusiasts will appreciate the barn, acreage and potential for horses, while the detached second house with retired "smoke house style" shed provides flexibility as a potential guest residence, in-law suite, private office, or business. The additional second detached garage offers abundant storage for vehicles for the car enthusiast, farm or contractor equipment, recreational toys, or workshop and go up the outdoor stairs to find an expansive upper-storage area too. Appletown Estates is not just about the home; it's about the community. Enjoy the tranquility of rural living while being conveniently located near historic Main Street offering locally owned downtown shops and restaurants, local wineries, festivals and community events, Inn BoonsBoro, Turn the Page Bookstore (author Nora Roberts), Boonsborough Museum of History, National Road Museum, Antietam National Battlefield, South Mountain State Battlefield, local parks, trails, and outdoor recreation such as Appalachian Trail, C&O Canal National Park, Greenbrier State Park, Washington Monument State Park, Crystal Grottoes Caverns, Antietam Creek at Devil's Backbone Park, Washington County AG Center, Adkins mini golf, Farmyard Friends petting zoo, Yogi Bear's Jellystone Park, Mason Dixon DragWay car/motorcycle racing, close to Harpers Ferry and more, schools, and essential public services, MARC train nearby. This property is more than just a house; it's a place where memories are made, and a lifestyle is embraced. With its blend of modern amenities and natural beauty, this home is ready to welcome you into a life of comfort and joy with endless possibilities. Don't miss the opportunity to make this residence your own! Wood floors refinished 2020, Main house roof, garage doors, gutters, siding & detached garage roof 2018, Barn roof 2021, 2nd house roof 2025, Heat pumps 2018/2024, Flagstone porch 2025, Trex deck 2022, Fence 2017, Septic updated 2005, Septic tank pumped 2026. Buyers are responsible for verifying all zoning regulations, allowable uses, restrictions, and subdivision and development potential with local authorities, and all material for any intended use of the property. Septic to main house is approved for 3 bedrooms. All outbuildings and detached garage AS-IS.

5947 Appletown Rd, Boonsboro

Listing courtesy of Compass Realty, Inc.. Contact:

$1,050,000
4 Beds ⋅ 3 Baths
Discover the freedom and possibilities that await on this stunning 16+ acre property. Whether you're dreaming of a farmette, horse property, vineyard, or simply a peaceful country retreat, this exceptional property offers the space and flexibility to make it happen. Conveniently located just minutes from Interstate 70, you'll enjoy easy access to both Washington, D.C., and Baltimore while coming home to the privacy, tranquility, and scenic beauty of rural living. Minutes away from Beaver Creek Golf Course. This charming Colonial-style home features a classic brick exterior, durable shingle roof, and spacious living areas designed for comfortable everyday living and entertaining. The inviting eat-in kitchen boasts upgraded countertops, a center island, and a cozy breakfast nook—perfect for gathering with family and friends. The home also features a spectacular 28' x 20' family room, providing abundant space for relaxation, recreation, or entertaining. Beautiful hardwood floors throughout the main level add warmth, character, and timeless appeal. Outside, the possibilities continue. The property includes a fenced garden area, fenced backyard, brick patio, and a detached two-car pole garage with a large workshop. The expansive acreage is ideal for horses, livestock, gardening, vineyards, or agricultural pursuits. And the beautiful views of South Mountain are priceless! With no HOA restrictions, you'll have the freedom to enjoy your property your way. Rarely does a property combine such acreage, versatility, commuter convenience, and country charm in one package. Schedule your tour today and discover everything this remarkable property has to offer.

21615 Ridenour Rd, Boonsboro

Listing courtesy of The KW Collective. Contact: 3017454450
$724,999
5 Beds ⋅ 5 Baths
ASK ABOUT BELOW-MARKET FINANCING! Calling anyone looking for a 5 bedroom/5 baths home! The Yorktown’s main floor offers an expansive entertaining space, complete with a relaxing great room with a beautiful modern fireplace, a dining room overlooking the backyard and an elegant kitchen with a large center island that opens to a beautiful sunroom. On the second floor, you’ll find a generous loft surrounded by a suite with it'[s own bath and two additional bedrooms with a shared bath, a laundry room and a lavish primary suite with luxury spa bath and spacious walk-in closet. This home also has an additional bedroom and bath on the main level. This home includes a finished rec room in the basement and a 3-car garage! Fletcher's Grove in Boonsboro, MD is conveniently located 17 miles from Frederick, MD and is home to highly rated schools in Washington County, MD. Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment.

41 Everett Dr, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$674,999
4 Beds ⋅ 4 Baths
ASK ABOUT BELOW-MARKET FINANCING! This brand new Hemingway by Richmond American will be move-in ready this fall!! The main floor of the popular Hemingway offers a formal study with glass doors, a spacious great room with a beautiful fireplace that flows into a spacious kitchen with a center island and walk-in pantry. This home has a beautiful sunroom that overlooks the trees in the backyard. Upstairs, you’ll find a convenient laundry, a large loft that can be optioned as an additional bedroom, and a lavish primary suite with an optional deluxe bath. The lower level has a finished rec room and full bath with two additional rooms that can be finished in the future. Fletcher's Grove in Boonsboro, MD is conveniently located 17 miles to Frederick, MD and highly rated schools in Washington County, MD. Model is OPEN but visitors are encouraged to call ahead to be guaranteed a dedicated appointment.

33 Everett Dr, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$420,000
4 Beds ⋅ 1 Baths
Coming Soon to Boonsboro, Maryland. Located outside the town limits. Just under 3.5 acres of open, flat land, partially wooded along the side and rear of the lot. This home was updated in 1995 and has been meticulously maintained. The home is tenant-occupied, and the tenant has taken exceptional care of the home. The owner has all systems professionally maintained with contracted vendors, including the HVAC and septic systems. Recently replaced the hot water heater and well pump. The HVAC is 10 years old and has a new oil tank. The home was completely updated inside in 1995, with new plumbing, electrical, and drywall. The bathroom was updated with a shower and tub, and a main-level laundry closet was added in the kitchen. Large country kitchen with laminate flooring, large and deep kitchen cabinets, and a Timberline wood-burning stove with stone masonry. Formal dining room and large living room. The upper level offers 3-4 bedrooms. One of the bedrooms is currently used as a closet, but it has a window behind the dresser. The carpet in each bedroom is older but in excellent condition. The basement has connecting stairs to the unfinished basement. There are also Bilco doors for access to the basement if needed. Step outside to a full-length front porch, a rear covered patio, and a gorgeous, flat, open yard. Two-car detached garage with power. Multiple outbuildings for storage as well. The views are stunning, with gorgeous pink and orange sunsets from your front porch. The property has a private well and septic. Property is being sold as is.

21006 Boonsboro Mountain Rd, Boonsboro

Listing courtesy of Roberts Realty Group, LLC. Contact: (304) 930-1290
$999,000
5 Beds ⋅ 5 Baths
Stately all-brick colonial set on a private, elevated site with spectacular mountain views and million-dollar vistas stretching for miles. Surrounded by scenic countryside and positioned to capture breathtaking panoramic views of the surrounding mountains, this impressive residence sits on over three wooded acres in sought-after Boonsboro, offering exceptional privacy, timeless construction, and an unforgettable natural setting. The home features a grand colonial layout with expansive, light-filled living spaces designed for both everyday living and entertaining, including a large eat-in kitchen ideal for gatherings and daily living. Two interior staircases add both character and convenience throughout the home. The designer primary bath has been completely remodeled with custom appointments, featuring heated floors, a clawfoot soaking tub, towel warmer, and a spacious walk-in shower. A laundry area on the main level with washer and dryer adds everyday practicality. A finished walk-out lower level includes one bedroom and a full bathroom, providing flexible space for guests, recreation, or extended living. Recent improvements and features include updated sensor lighting throughout the home, a water treatment system, stainless bath finishes, and clothing rod stops in closets. Outdoor amenities enhance the property’s appeal, including two pergolas and a welcoming front porch, both perfectly positioned to take in the sweeping mountain scenery and peaceful surroundings. The property also includes a 24’ x 24’ detached garage with AC and electric, as well as a large barn with electric and a two-car garage component offering exceptional space for storage, hobbies, or workshop use. This is a rare opportunity to own an all-brick colonial with extraordinary mountain views, extensive improvements, and outstanding privacy in one of Washington County’s most scenic locations.

21111 Greenbrier Rd, Boonsboro

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$559,990
3 Beds ⋅ 3 Baths
Personalize the Coronado at Richmond American Homes’ Fletcher’s Grove community! The main floor of the Coronado floor plan provides spaces for working and entertaining. Just off the entry are a study and a powder room. At the back of the home, enjoy an open great room, dining room and kitchen, complete with center island and walk-in pantry off the mudroom. Three bedrooms, a generous loft, a laundry and two baths are located upstairs. Add up to two additional bedrooms, a sunroom, finished basement and more!. The advertised base price already includes some exceptional features like quartz countertops and 9’ ceilings, to name a few! Final price may change based on lot premiums, options and upgrades. Fletcher’s Grove is a must-see for house hunters in Washington and Frederick Counties! Residents will appreciate the notable schools, proximity to abundant recreation and easy access to commuter routes 40, 66, 68 and I-70.

Everett Drive - Coronado, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$592,990
3 Beds ⋅ 3 Baths
Personalize the Presley at Richmond American Homes’ Fletcher’s Grove community! The eye-catching Presley plan was designed for entertaining, boasting a covered front porch, an open great room and an inviting kitchen with gourmet features. You’ll also appreciate a mudroom, a powder room, a study and a 2-car garage with a shop. Upstairs, enjoy a convenient laundry, a versatile loft and two generous bedrooms with walk-in closets and a shared bath. There is also a lavish primary suite featuring an immense walk-in closet and private bath with three deluxe options. Additional options include a sunroom, extra bedroom, covered patio, finished basement and more! The advertised base price already includes some exceptional features like quartz countertops and 9’ ceilings, to name a few! Final price may change based on lot premiums, options and upgrades. Fletcher’s Grove is a must-see for house hunters in Washington and Frederick Counties! Residents will appreciate the notable schools, proximity to abundant recreation and easy access to commuter routes 40, 66, 68 and I-70.

Everett Drive - Presley, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$609,990
4 Beds ⋅ 3 Baths
Personalize the Presley at Richmond American Homes’ Fletcher’s Grove community! The Preston plan greets guests with an inviting covered porch, and continues to impress with a formal dining room, spacious great room and well-appointed kitchen featuring a center island, walk-in pantry and nook. A mudroom, powder room and private study round out the main floor. Upstairs, discover a central laundry, a large loft, three secondary bedrooms with a shared bath and an elegant primary suite boasting an attached bath and expansive walk-in closet. Personalize this plan with a variety of exciting options, including a sunroom, extra bedroom, covered patio, finished basement and more! The advertised base price already includes some exceptional features like quartz countertops and 9’ ceilings, to name a few! Final price may change based on lot premiums, options and upgrades. Fletcher’s Grove is a must-see for house hunters in Washington and Frederick Counties! Residents will appreciate the notable schools, proximity to abundant recreation and easy access to commuter routes 40, 66, 68 and I-70.

Everett Drive - Preston, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$589,990
3 Beds ⋅ 3 Baths
Personalize the Yorktown at Richmond American Homes’ Fletcher’s Grove community! The Yorktown’s main floor offers an expansive entertaining space, complete with a relaxing great room, a dining room overlooking the backyard and an elegant kitchen with a large center island. On the second floor, you’ll find a generous loft surrounded by three bedrooms, a shared bath, a laundry room and a lavish primary suite with an attached bath and spacious walk-in closet. This home may be built with a study or an additional bedroom and bath. Options include a deluxe primary bath, sunroom, covered patio, finished basement and more! The advertised base price already includes some exceptional features like quartz countertops and 9’ ceilings, to name a few! Final price may change based on lot premiums, options and upgrades. Fletcher’s Grove is a must-see for house hunters in Washington and Frederick Counties! Residents will appreciate the notable schools, proximity to abundant recreation and easy access to commuter routes 40, 66, 68 and I-70.

Everett Drive - Yorktown, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$549,990
4 Beds ⋅ 3 Baths
Personalize the Hemingway at Richmond American Homes’ Fletcher’s Grove community! The main floor of the popular Hemingway offers a formal living room, a spacious great room and an open dining area that flows into a spacious kitchen with a center island and walk-in pantry. Upstairs, you’ll find a convenient laundry, a large loft that can be optioned as an additional bedroom, and a lavish primary suite with an optional deluxe bath. Personalize this plan with a sunroom, fireplace, finished basement with two bedrooms and bath, and more! The advertised base price already includes some exceptional features like quartz countertops and 9’ ceilings, to name a few! Final price may change based on lot premiums, options and upgrades. Fletcher’s Grove is a must-see for house hunters in Washington and Frederick Counties! Residents will appreciate the notable schools, proximity to abundant recreation and easy access to commuter routes 40, 66, 68 and I-70.

Everett Drive - Hemingway, Boonsboro

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$522,512
3 Beds ⋅ 3 Baths
To-be-built Glenix Homes in Boonsboro features authentic Modern Farmhouse or Craftsman elevations, a spacious front porch, shaker-style cabinets, granite countertops, an oversized kitchen island, stainless steel Samsung appliances (WiFi enabled), 7" luxury plank vinyl floors, modern trim and finish details, Craftsman-style open railings and interior doors, a luxury primary suite, ceramic tile in all bathrooms, and much more. Additional features include 2x6 exterior walls, engineered LVL and steel beam support, high energy efficiency with R-49 attic insulation, a foam & caulk air-seal package, ThermaTru insulated doors, MI double-pane Low-E windows, Main Street CertainTeed vinyl siding, stone-wrapped column bases per plan, and extensive exterior trim and finishing details. Pictured is the Rowan, but Glenix offers seven home designs with multiple elevations. Pricing is quick and easy with the builder’s online tools—call today to explore options, styles, colors, and pricing. Photos are of nearby properties and may reflect similar finishes.

Lot 14 Stouffer Ave, Boonsboro

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010