Where original character remains and modern updates prevail. This gem has the potential to be converted back to a single family home by opening up the interior staircase or investors are sure to appreciate the two separate updated apartments in this turn of the century home with off-street parking. Owner can live in one unit and rent out the other. Each apartment features its own separate entrance, living room, dining room, two bedrooms, full kitchen, laundry room, ample closet and storage space. Enjoy outdoor living with a large back yard. Be in the heart of in-town living with amenities - restaurants, churches, convenience stores, schools, and parks.
***OFFER DEADLINE SET FOR 3/23/26 AT 6PM*** Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future finishing. This property consists of 2 tax parcels, offering added privacy, flexibility, and potential uses. The property also features a small stall barn, making it especially appealing for hobby farming, animals, or additional storage. Surrounded by trees and scenic countryside, the setting provides peaceful views and a sense of privacy while still being conveniently located near local commuter routes. Outdoor enthusiasts will appreciate the close proximity to Civil War historical sites, nearby battlefields, and the Appalachian Trail. Whether you’re looking for a primary residence, investment opportunity, or a property with room to grow, this home offers a rare combination of location, land, and opportunity.
Welcome to this charming Cape Cod nestled in a beautiful rural setting and located within the Middletown school district. This well-cared-for three bedroom, two bath home offers the perfect blend of character and modern updates, featuring an upstairs loft/den that provides flexible living space and a partially finished basement for additional room to spread out. A spacious sunroom filled with natural light creates the ideal spot for relaxing or entertaining year-round, while the large fenced-in backyard offers plenty of space for outdoor enjoyment. The homeowners have thoughtfully renovated and improved many aspects of the property, creating a move-in ready experience while preserving its timeless character. Enjoy the added efficiency and comfort of geothermal heating and take in the peaceful surroundings that make this property truly special. Please note, the tax record square footage is believed to be inaccurate and does not reflect approximately 300 additional square feet of finished living space.
Welcome to 107 Jefferson Street. This Charming Colonial was recently rehabbed in (2019) to include a new roof, new dual zone HVAC and new wiring and plumbing throughout. Blending classic character with thoughtful modern updates, this home is truly move-in ready and is located in the heart of Middletown. Step inside to find a bright and inviting interior featuring refreshed finishes, open floorplan and cozy propane fireplace, updated flooring, and a neutral color palette that complements any style. The renovated kitchen offers modern cabinetry, updated countertops, and appliances, making it both functional and stylish. Updated bathrooms showcase contemporary fixtures while maintaining the home’s timeless appeal. Upstairs, 3 comfortable bedrooms provide peaceful retreats, while the flexible layout offers space for everyday living, entertaining, or working from home. Recent renovations enhance both comfort and peace of mind, allowing you to simply unpack and enjoy. Outside, the property offers a detached garage, a shed, a fenced rear yard, and a stone patio for entertaining. The front and back yards are thoughtfully landscaped with several mature trees that provide shade during hot summer months and an abundance of colorful butterfly-attracting perennials and bushes that provide a serene setting throughout the Spring to Fall. This yard wlll provide tranquility year round. Just a short walk to Middletown’s charming downtown shops, restaurants, schools, parks, the new public library and town events. Just 4 miles to commuter route70...this home delivers small-town charm with everyday convenience. A wonderful opportunity to own a fully rehabbed Colonial in one of Middletown’s most desirable locations - USDA Eligible —don’t miss it!
Stunning 4-bed, 3.5-bath single-family home ideally located just minutes from Downtown Middletown. Set on a generous 15,000 sq. ft. corner lot with peaceful tree-lined views, this residence boasts numerous enhancements inside and out. Step inside to upgraded flooring and sophisticated finishes throughout. The inviting living room showcases custom built-ins with shelving and storage, while the dining area is adorned with classic wainscoting and elegant lighting. The kitchen is a chef’s dream, equipped with custom cabinetry, granite countertops, a stylish stone backsplash, recessed lighting, and stainless steel appliances—including a newer refrigerator, dishwasher, and microwave (2022–2024). Adjacent to the kitchen, the expansive family room is perfect for entertaining, featuring a cozy wood-burning fireplace and French doors that open to a stone patio overlooking the tranquil backyard. A convenient powder room completes the main level. Upstairs, retreat to the spacious owner’s suite with custom accent wall, walk-in closet, and a recently renovated luxurious en-suite bath (2024). This spa-like bathroom offers a dual-sink vanity and an oversized walk-in shower with a built-in bench, body jets, and three shower heads—including an overhead rainfall system—designed for ultimate relaxation. Three additional bedrooms share a modern full bath with tub/shower combo and updated wall and floor tiles. The lower level provides flexible living space, featuring a large rec room with a wet bar, a potential 5th bedroom, full bath with stand-up shower, and laundry area with ample storage—ideal for an in-law suite, home office, gym, or play area. Step outside and enjoy your private oasis, complete with a stone patio, hot tub, outdoor string lights, storage shed, and a flat, fully fenced yard for everyone to enjoy! The attached two-car garage and driveway offer off-street parking for up to four vehicles. Other recent improvements include newer HVAC (2023), water heater (2022), and roof (approx. 2019). No HOA fees! Ideally situated near Middletown Park with sports fields, trails, and pond, Middletown Library, and all the dining and shopping that Downtown Middletown and Frederick have to offer!
Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.
Welcome to a fully renovated, move-in ready home in the heart of Middletown — where the charm of a well-established neighborhood meets the confidence of major modern upgrades already completed. This beautifully updated 3-bedroom, 1.5-bath home features a brand-new kitchen, updated flooring, and refinished hardwoods that blend timeless character with today’s style. But what truly sets this home apart is what you won’t have to worry about: a new heat pump, new double-hung windows, new 200-amp electrical service, new gutters, and a roof replaced in 2024. The big-ticket items are done — offering peace of mind for years to come. Enjoy a spacious backyard ideal for entertaining, play, gardening, or simply relaxing after a long day. The location offers the best of both convenience and community — walk to local schools, shops, and town amenities, with easy access for commuters. Opportunities like this — fully updated with major systems already replaced — rarely come available in Middletown at this price point. Schedule your showing before it’s gone
Welcome to 1 Walnut Pond Ct in the heart of Middletown! Nestled on a desirable corner lot in a small, quiet neighborhood, this beautifully updated 4-bedroom, 2.5-bath home offers comfort, style, and peace of mind with major upgrades already completed. Enjoy brand new windows, a new HVAC system, new hot water heater, and new stainless steel appliances. The home features new flooring throughout, including laminate flooring and carpet, along with fresh paint that gives the entire space a clean, modern feel. Step outside to a 5-year-old Trex deck overlooking your private backyard retreat complete with a screened-in porch and a pool with a 2-year-old liner — perfect for entertaining or relaxing all summer long. Additional highlights include a 2-car garage and a prime corner lot location in one of Middletown’s most desirable areas. Move-in ready and loaded with upgrades — this one won’t last!
Stunning new construction by Rachuba Homes in the heart of historic downtown Middletown. Now offering a $15,000 incentive, with no lender tie-in! This is a rare opportunity to enjoy walkable small-town living in a brand new, move-in ready home, with no HOA. Situated on nearly half an acre, this thoughtfully designed 4 bedroom, 2.5 bath residence offers comfortable, practical living with an open layout ideal for everyday life and entertaining. The kitchen features stainless steel appliances, quality cabinetry, premium countertops, and a stylish backsplash. The main level includes 7-inch luxury plank flooring, black hardware accents, and a welcoming covered front porch. Upstairs, the spacious owner’s suite includes a walk-in closet and a private bath with a 6x7 shower and dual sinks. Three additional bedrooms, a full bath, and a conveniently located upper-level laundry complete the second floor. The finished lower level provides a large recreation space for additional living or entertaining, plus a rough-in for a full bath and space for a fifth bedroom with egress already in place. Located just steps from Middletown’s shops, restaurants, parks, and community events, and within the highly regarded Middletown school district, this home offers the convenience of an established downtown setting with the efficiency and peace of mind of new construction.
REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! This beautifully updated Dulaney model by ADMAR Custom Homes is nestled in the highly sought-after 55+ section of Foxfield in picturesque Middletown and has been lovingly maintained by its original owner. Recent updates make this home truly turnkey, including new quartz countertops, new stainless steel appliances, new luxury vinyl plank flooring in the kitchen, updated lighting, and refreshed hardware—allowing you to simply move in and enjoy. A welcoming ceramic-tiled foyer offers convenient access to the attached two-car garage and a perfectly placed powder room. The kitchen features abundant cabinetry and opens seamlessly to the living room, creating a comfortable and connected space for everyday living. Sunlight pours into the breakfast nook through two large corner windows, making it an inviting spot for morning coffee. The main level showcases beautiful hardwood flooring, a spacious primary bedroom, and a bright living room with sliding glass doors leading to a private patio—ideal for relaxing outdoors or entertaining friends. You’ll also appreciate the main-level washer and dryer, providing the ease of single-level living. Upstairs, two additional bedrooms and a full bath offer flexible space for guests, hobbies, or a home office—perfect for today’s active lifestyle. The fully finished walk-out basement expands your living space with wall-to-wall wood flooring, recessed lighting, and a warm, open feel ideal for entertaining, game nights, or gatherings. A large utility room with ceramic tile, utility sink, and deep-freezer outlet adds everyday practicality, while the nearly completed roughed-in bathroom awaits your finishing touch. Step outside to a lush, green backyard that offers both privacy and tranquility—your own peaceful retreat. Enjoy low-maintenance living, thoughtful updates, and a welcoming community designed for active adults. This exceptional home is ready for your next chapter—don’t miss it.
Welcome to 100 Lombardy Drive, a beautifully maintained all-brick rancher built by Morgan-Keller and lovingly cared for by its original owners. Offering 3 bedrooms and 2 full baths, this home features 1,537 square feet of finished living space above grade plus approximately 905 square feet below grade with a 426 square feet storage room, all situated on a generous .33-acre corner lot in the heart of Middletown—with no HOA. Classic charm meets solid construction with hardwood floors tucked beneath the carpet, custom built-ins, fresh interior paint, and two fireplaces, including one in the main living area and one in the partially finished walk-out basement. You can also enjoy beautiful sunsets from the bay window in the family room, adding a peaceful, everyday moment to the well-loved home. The kitchen has been remodeled and expanded, featuring custom-built cabinetry and a large kitchen and dining area, creating the true heart of the home and a natural gathering space. The partially finished walk-out basement adds valuable flexible living space and includes a recreation room with fireplace, craft area, laundry room, and ample storage, ideal for hobbies, entertaining, or future customization. Major systems have been thoughtfully updated, including a new roof in 2025, HVAC updates (outside unit 2017, inside unit 2012), and a boiler backup heat system with a new expansion tank installed in 2024. The boiler (1991) also provides hot water. Additional improvements include new garage doors (2012), sewer line repair and cleaning completed in 2019, and a new patio and sidewalks installed in 2021. Outdoor living is a standout feature and proudly noted as the seller’s favorite part of the home. Enjoy the covered back porch grilling area, perfect for entertaining, relaxing, and everyday enjoyment. An oversized 533 square foot side-load garage offers excellent functionality, while additional storage is available in the detached shed. Located within walking distance to schools, restaurants, grocery stores, parks, walking trails, and historic Main Street, this home offers the rare combination of timeless craftsmanship, meaningful updates, and a truly walkable small-town lifestyle. Solid, spacious, and full of heart—this is Middletown living at its best!
Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
This well built, all brick rancher sits on a corner lot and is in excellent condition. It has 4 generous sized bedrooms and 3 full bathrooms (every bedroom has direct access to a full bath) and an in-law suite with 2 separate entrances. Gas fireplace on main level and wood burning fireplace in finished basement. Beautiful hardwood floors in the foyer, hallway, dining room, living room and 3 bedrooms. Huge finished walk-out basement with large storage area. Floors in basement (rec room and basement bedroom) were recently replaced. Circular driveway and 2 car garage with a hot tub!
Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in Middletown, this turn-of-the-century brick home sits on almost four acres along Maryland’s historic Old National Pike. The property offers substantial upside for buyers prepared to take on a full-scale renovation, with large interior spaces, classic brick construction, a metal roof, and mature surrounding acreage. The home, built circa the turn of the last century, is listed strictly "as-is" and is currently not move-in ready. It offers a durable metal roof and generous interior space, but it needs a comprehensive overhaul. The Land & Outbuilding is nearly four acres, feature mature acreage and include a spacious outbuilding/barn structure with existing electric service. This asset can be used as a workshop, studio, storage, or for conversion. Historic Significance: This is a true piece of local history, positioned directly on Maryland’s original National Pike Road. This home is for the buyer dedicated to preservation; it provides the opportunity to bring a landmark property back to its former glory. Conservation Easement: The Maryland Environmental Trust (MET) Conservation Easement covers the property. This is an optimal acquisition for an experienced house flipper or investor looking for a major value-add project with significant potential ROI after full restoration. Ideal for buyers who value privacy, history, and the potential to make this property their own.
Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring your own plans to build the custom home of your dreams. The lot is approved for a 4-bedroom home, perc-tested, and permit-ready. Opportunities like this are rare—don’t miss your chance to own the final lot in this premier Middletown community.
Middletown is located in Maryland. Middletown, Maryland has a population of 4,893. Middletown is more family-centric than the surrounding county with 50.4% of the households containing married families with children. The county average for households married with children is 35.88%.
The median household income in Middletown, Maryland is $141,793. The median household income for the surrounding county is $106,129 compared to the national median of $69,021. The median age of people living in Middletown is 38.2 years.
The average high temperature in July is 88.3 degrees, with an average low temperature in January of 24.8 degrees. The average rainfall is approximately 42 inches per year, with 19.5 inches of snow per year.
