COMPLETELY RENOVATED Historic Home in prime location of Middletown MD! INSIDE & OUT THIS BEAUTIFULLY RESTORED AND RENOVATED HOME HAS BEEN UPDATED THROUGH-OUT WITH ALL BRAND NEW ITEMS INCLUDING ROOF AND SHEATHING TO ENSURE A SOLID FOUNDATION FOR NEW MATERIALS, ALL NEW ELECTRICAL UPDATED TO CODE, ALL NEW PLUMBING & COMPONENTS INCLUDING FAUCETS, TOILETS & NEW SHOWER, ALL NEW FRIGIDAIRE STAINLESS STEEL APPLIANCES INCLUDING ELECTRIC RANGE/OVEN, REFRIGERATOR, MICROWAVE & DISHWASHER, ALL NEW GOURMET KITCHEN WITH MODERN UPDATES, LIGHTING & CUSTOM DETAILS, BRAND NEW HVAC TO ALL ROOMS OF THE HOME, NEW WATER HEATER, NEW CLOTHES WASHER & DRYER, NEW RECESSED LIGHTING WITH DIMMER SWITCHES AND MORE! So many custom upgrades to see and a newly re-deigned main level which added a new HALF BATH off the living room and includes a MAIN LEVEL PRIMARY SUITE WITH FULL BATHROOM! Finished with impeccable details the home presents a warm and inviting space light and bright with natural finishes for everyday living. Features a total of 4 bedrooms, 2 full baths and 1 half bath! Upstairs are three more spacious bedrooms with hardwood floors and closets. The dream kitchen features extensive custom cabinetry with a built-in buffet including extra electrical outlets for small appliances, Quartzite countertops, Gold pulls and faucet, White tile backsplash and a built in pantry for additional storage. A oversized center island with seating for four and new light fixtures complete the gorgeous finishes and makes a great space for gathering with friends and family for all of the great Middletown events! Many other new features include: recessed lighting with dimmer switches, light fixtures, extra electrical outlets added throughout the home, 1/2 bath added to main level, two closets in primary suite and, White tile in bath. Original touches remain that make this home unique. Hard wood floors on the main and second floor have been professionally cleaned and sealed. The brand new roof includes the underneath sheathing as well for structural soundness and was authenticated structurally sound by a structural engineer. Warm tones and matching floors and surfaces through-out the home create continuity and versatile spaces perfect for work, study or creativity. A private back yard offers outdoor space for relaxing, gardening and more. Plenty of on-street parking out front and walkable to the parking lot at 119 Washington St which features a dual-port ChargePoint Level 2 charger. Enjoy all the events and markets that living on Main Street Middletown offers. This property has been professionally renovated, professionally cleaned and professionally staged and is ready for it new owners to settle immediately. Schedule your showing today!
Discover the charm of this inviting townhouse nestled in the desirable Glenbrook community, where comfort meets convenience. Built in 2004, this traditional-style home boasts 2,652 sq. ft. of thoughtfully designed living space, perfect for creating lasting memories. Step inside to find a warm and welcoming interior featuring a cozy gas fireplace and tons of natural light. The heart of the home is the spacious eat-in kitchen, complete with upgraded countertops, a convenient island, and stainless steel appliances, making meal prep a delight. With four bedrooms and three and a half bathrooms, there's ample space for everyone. The daylight basement offers additional versatility, whether for a playroom, home office, or guest suite. Enjoy the serene views of the adjoining golf course and South Mountain, from your maintenance free deck, perfect for morning coffee or evening relaxation. The Glenbrook community enhances your lifestyle with amenities like tot lots and playgrounds, while the association takes care of the lawn care, allowing you more time to enjoy your home. Nearby parks provide ample opportunities for outdoor activities, while local schools are known for their commitment to excellence. With convenient access to public services and a welcoming community spirit, this home is not just a place to live, but a place to thrive. Experience the perfect blend of comfort, community, and convenience in this lovely Glenbrook townhouse.
Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods, walking/jogging paths, and open green space—offering both convenience and some privacy. Enjoy peaceful mornings on the covered front porch or unwind in the backyard retreat featuring a walkout patio, koi pond, and a hidden “secret garden” be sure not to miss. Inside, the home blends comfort and modern updates. The kitchen is a standout with a Corian island, mosaic tile backsplash, stainless steel appliances (replaced 2019), induction downdraft cooktop, double oven, and ceramic flooring—ideal for both everyday living and entertaining. The main level boasts hardwood flooring (2018) and a warm, inviting family room with a propane fireplace and direct access to the newer, enlarged Trex deck (2022, with updated door in 2025). The spacious layout includes vaulted ceilings, a tray ceiling in the primary suite, and a dramatic two-story overlook with loft above. The primary bath was beautifully renovated in 2017, and the upper level features new carpet (2019). Additional updates include leased solar panels for energy efficiency (2018), washer and dryer (2021), vinyl fencing (2022), new roof and ventilation (2024), HVAC (2015), and water heater (2018). The unfinished lower level offers a walkout to the backyard, rough-in for a full bath, and a wide-open layout ready to be customized to your needs. Garage is equipped with a 200 amp 240 volt EV charging circuit and a newer garage door opener (2021). This is a rare opportunity to own a truly move-in-ready home in Middletown’s most desirable active adult communities—combining thoughtful upgrades, natural beauty, and a vibrant lifestyle.
Welcome to 4209 Maryland Court, a stunning retreat nestled in the hills of the Middletown Valley, offering breathtaking views of Maryland National Golf Course and the Catoctin Mountains. Set on a beautifully landscaped 3.15-acre lot, this exceptional residence blends timeless elegance with thoughtful modern upgrades, creating a serene and private setting. Inside, architectural details shine in every room, from gleaming hardwood floors and stately columns to classic moldings and sun-drenched interiors. A grand two-story foyer welcomes you with formal living and dining rooms on either side, setting the tone for the home’s refined design. The heart of the home is the thoughtfully designed chefs eat-in kitchen, featuring a suite of premium appliances including a Monogram cooktop with range hood and a recently installed Thermador built-in refrigerator, along with granite countertops, a center island with breakfast bar, a planning station, and a walk-in pantry. A complete water filtration system, including a reverse osmosis drinking water system, adds both convenience and peace of mind. The adjoining morning room is filled with natural light from a wall of windows and provides access to the spectacular outdoor living space, complete with a custom patio, hot tub, and outdoor shower station perfect for entertaining or relaxing. The spacious family room is anchored by a cozy fireplace and built-in shelving, while a private office with French doors and a bay window offers the ideal work-from-home space. A mudroom, two powder rooms, and access to the attached garage complete the main level. Upstairs, the luxurious primary suite serves as a private retreat, featuring a tray ceiling, expansive sitting room with fireplace, two walk-in closets, and a spa-like bath with separate vanities, soaking tub, water closet, and glass enclosed shower. Three additional bedrooms provide ample accommodations, including one with an en-suite bath and two connected by a Jack-and-Jill bath, along with a convenient upper-level laundry room. The finished lower level expands the living space with an expansive game room, a media room with wet bar, granite countertops, and wine fridge, an exercise room, a bonus room, and abundant storage. Additional highlights include Wi-Fi enabled motorized fabric blinds throughout entire first floor and primary bedroom, a three-zone HVAC system for enhanced comfort and efficiency, built-in whole-house surge suppression, an attached oversized three-car garage, and a detached two-story garage equipped with heating and air via mini-splits. The detached garage also features its own 100-amp electrical service, offering excellent flexibility for a workshop, studio, or hobby space, along with an upper-level bonus area ideal for an office or creative retreat. With an extensive list of updates and an unparalleled setting, this remarkable home offers the perfect balance of luxury, comfort, and scenic beauty. Roof was replaced in 2020.
Welcome to 25 Boileau Court in Middletown. This three-level townhome is located in a small neighborhood with no HOA and is conveniently situated near downtown Middletown. The main level features a living room, dining room, kitchen, and half bathroom. The spacious primary suite is located on the upper level and includes an en suite bathroom. Two additional bedrooms and a full hallway bathroom complete the second level. The lower level provides additional living space with a family room that has walkout access to the backyard, along with a half bathroom for added convenience. Recent updates include a roof that is just 2 years old, fresh paint throughout, and new carpet in the lower level. This home has been well maintained, thoughtfully updated, and is truly move-in ready. Plenty of parking available. This property offers easy access to the local shops, dining, parks, and everyday amenities of downtown Middletown. It is so close you may not even need to take your car. Don't miss your chance to see this home. Schedule your tour today!
Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add to its character. The wraparound deck extends the living space outdoors, offering a peaceful setting for morning coffee or unwinding at the end of the day. An oversized detached two-car garage provides ample space for storage, hobbies, or projects. The kitchen has been refreshed with granite countertops and stainless steel appliances, blending modern convenience with the home’s unique style. This is a home for someone who appreciates privacy, architecture, and a setting that feels removed from it all - while still being just 15 minutes to Middletown’s shops, dining, and Middletown Schools. Updates include: Roof (2020), Skylights (2020), Stove & Microwave (2021), Refrigerator (2023), and Water Softener/Neutralizer (2022).
Nestled in the heart of rural Middletown, this immaculate custom-built rancher sits on 6.9 picturesque acres, offering breathtaking mountain views in the front and serene private woods in the back. A portion of the property is protected under Frederick County Forest Resource Conservation, preserving the natural beauty and tranquility of the setting. Inside, you’ll find a bright and open floor plan filled with thoughtful upgrades. The main level features rich hardwood flooring, elegant crown molding throughout, and a stunning great room with a vaulted ceiling and cozy gas fireplace. The gourmet kitchen is a chef’s dream, complete with cherry cabinetry, granite countertops, newer stainless steel appliances, and a spacious breakfast area that opens to a screened porch—perfect for enjoying peaceful mornings or evening entertaining. The home also offers a formal dining room adorned with chair rail and crown molding. The spacious primary suite boasts a tray ceiling, two large closets with custom organizers, and a beautifully updated en-suite bath featuring an oversized shower, double vanity, and modern finishes. Two additional bedrooms, a full hallway bath, a powder room, and a versatile office/den complete the main level. The lower level expands your living space with a large family room, a fourth bedroom with LVP flooring, and a full bath—ideal for guests or extended living. There’s also an expansive unfinished area, offering endless possibilities for storage or future customization. Additional highlights include an oversized side-load two-car garage with drywall finish and automatic openers, a dual heat system (heat pump with gas backup), and a convenient generator for added peace of mind. Located in the highly sought-after Middletown school district and just minutes from local nature attractions, this exceptional property combines comfort, privacy, and scenic beauty. Schedule your private showing today—this one won’t last long!
Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, Maryland—where natural light, character, and walkability take center stage. Built by Lancaster Homes, this residence is tucked on a quiet cul-de-sac and set on approximately 0.18 acres, offering 1,229 square feet above grade with a thoughtful and inviting layout. The main level features a first-floor primary bedroom with a full bath, along with a light-filled family room, kitchen, and convenient half bath designed for everyday living. Recent updates create a fresh, move-in-ready feel, including new luxury vinyl plank flooring throughout the main level, brand-new carpet upstairs, and a freshly painted exterior that enhances curb appeal. All three bedrooms offer walk-in closets, with the upstairs bedrooms featuring separate sinks within the shared Jack and Jill full bath for added functionality. The unfinished basement provides excellent storage with built-in shelving, while additional storage continues in the attached one-car garage, complete with a rear door for easy access to both the patio and front of the home. From the front porch, a bird’s-eye perspective reveals a more level setting, leading to a flatter, walkable backyard that adds to the home’s everyday ease. The yard is thoughtfully maintained with trees and plantings and offers beautiful sunset views stretching toward the mountains—a truly special feature. A small rear patio creates the perfect spot to relax and enjoy the outdoor space. Located in a quiet, friendly neighborhood just moments from Middletown’s Historic Main Street, shops, dining, parks, schools, and library, this home offers the charm of in-town living with the ease of a truly walkable lifestyle.
Set on a premier homesite in sought-after historic Middletown, Maryland, this distinguished residence offers nearly 6,800 square feet of refined living. Framed by panoramic mountain views and an exceptional golf course backdrop, the home captures serene vistas of the 15th and 16th fairways to the rear and a dramatic side exposure along the 17th hole, delivering a rare blend of privacy, openness, and resort-inspired elegance. A slate walkway, stacked stone, and curated landscaping lead to a soaring two-story foyer with hardwood floors, detailed molding, plantation shutters, and an elegant chandelier. The home feels refined, welcoming, and thoughtfully designed. The main living spaces balance elegance and comfort. A formal living room with a wood-burning fireplace offers a quiet place to unwind, while the dining room, finished with tray ceilings, wainscoting, and refined lighting, is ready for everything from intimate dinners to large gatherings. Throughout the home, a whole-house audio system allows music to flow effortlessly, creating an atmosphere that feels both relaxed and elevated. The main level study, with custom cherry built-ins and golf course views, creates a workspace that feels private and inspiring. The two-story family room brings scale and comfort together with a coffered ceiling, custom wall detail, transom windows, and a gas fireplace. It is a space that feels just as right for quiet evenings as it does for hosting, with views of the course present from nearly every angle. At the center of the home, the kitchen has been designed without compromise. Viking Professional Series appliances, custom cherry cabinetry, black honed granite, and a thoughtfully designed layout with dual sinks and a full butler’s pantry create a space that is as functional as it is impressive. Every detail, from instant hot and cold water to custom storage solutions, has already been considered. It is a kitchen built for both daily living and entertaining at a high level. Just beyond, the morning room softens the pace of the day. Bright, open, and connected to the views, it turns ordinary moments into something more. Morning coffee lingers longer here. Breakfast feels calmer as the first light stretches across the fairways. Upstairs, the owner’s suite offers a true retreat, complete with hardwood floors, a sitting room, two walk-in closets, and a spa-quality bath finished in travertine with dual shower heads, soaking tub, and high-end fixtures. Secondary bedrooms are equally well-appointed, with flexible layouts and refined finishes that make every space feel intentional. The walkout lower level extends the lifestyle of the home, offering a fully equipped entertainer’s bar with GE Monogram appliances, a billiards area, guest suite, and a luxury bath. Whether hosting, accommodating extended stays, or creating a private escape within the home, this level delivers without compromise. Outside, more than $100,000 was invested in a private outdoor setting. A custom stone patio, built-in KitchenAid grill, fire pit, fountain feature, and expansive walk-down deck create a true outdoor living experience.The property also presents excellent potential for a future pool, offering the opportunity to create a private resort-style outdoor retreat tailored to the next owner’s vision. Beyond aesthetics, the home has been upgraded where it matters most. A newer roof in 2023 with a transferable warranty, updated Trane HVAC in 2022 with smart controls, professionally routed drainage, a security system, and a finished garage with epoxy flooring and modern access technology ensure that the next owner can simply move in and enjoy. Located in highly sought after schools with plans underway for all new Elem, Middle and High plus dining, shopping, parks, and commuter routes, this home offers a rare combination of scenic golf course living and everyday convenience. Scale, setting, and refinement... All that’s left is to move in and start living!
Step Into This Lovely Horse Farm in the Heart of Middletown Valley Set against panoramic views of the Middletown Valley, nestled in the Blue Ridge Mountains of Maryland, this custom-built Mid-Atlantic Victorian-style home offers a rare opportunity to own a horse-ready farm in Frederick County’s highly desirable Middletown School District, just minutes from the Appalachian Trail. Perfect as a step-up property or for the equestrian currently boarding elsewhere and ready to bring their horses home, this thoughtfully designed farm is ready for equine occupancy at closing and blends historic charm with modern convenience. Historic Style with Modern Comfort The elegant two-story Victorian-style residence welcomes you through a classic columned porch into an arched-ceiling entrance hall. Hardwood floors span the main level, complemented by tiled powder, laundry, and mud rooms. A split hardwood staircase with colonial railings gracefully directs guests toward the kitchen or formal entry hall. The walk-out basement includes a finished media room and full bath, while the enormous unfinished attic offers exceptional potential for a third-floor office, studio, or future guest suite, all with sweeping valley views. Period-inspired details abound, including open-air transoms, oil-rubbed bronze antique-style lighting and wall sconces, diamond-light vinyl windows with oversized sills, and abundant accent lighting outlets throughout the home. Enjoy meals on the double-deck back porches overlooking the barn and paddock, relax on the brick front patio, or take in Middletown’s Fourth of July fireworks from your front porch. Modern amenities include a security system, whole-house central vacuum, whole-house sprinkler system, and a comprehensive multi-stage water filtration system with UV purification. Open-Design Kitchen & Dining The gourmet kitchen is a centerpiece of the home, featuring custom maple cabinetry, granite countertops, subway tile backsplashes, a walk-in pantry, movable island, raised bar seating, coffee bar, media-wired recipe desk, baby bath sink, commercial-style gas cooktop, double wall ovens, and an oversized refrigerator. Cabinetry is pre-wired for under-cabinet lighting. The kitchen flows into the dining room beneath an arched beam ceiling, where a Gettysburg stone fireplace with oversized hearth and mantle creates a warm and inviting setting for everyday meals or entertaining. Living Spaces Designed for Comfort The living room is spacious yet inviting, with French doors and lit transoms opening to the back porch. A separate sitting parlor off the entrance hall features a tray ceiling and sun-filled bay windows framing mountain views. The main level also includes a vintage-style powder room, first-floor laundry with chute access, and a mudroom with custom-built lockers leading to an attached two-car garage with oversized bay, cabinetry, and utility sink. Private Bedroom Retreats The second floor hosts a generous primary suite with dressing room and ensuite bath featuring vintage hex tile, tiled shower with bench, slipper-style soaking tub, and private water closet. A private door opens directly to the upper porch for peaceful mornings overlooking the valley. Three additional bedrooms include charming reading nooks, window seats, built-ins, and a unique “secret room” connection. The children’s bath is thoughtfully designed with dual pedestal sinks, private shower room, and water closet. Equine Facilities – Ready on Day One Designed with horse care and ease of use in mind, the property includes a 36’ x 48’ three-stall loft barn with 12’ x 12’ stalls, reinforced wood sides, Dutch-style stall doors, clean-out gates, hay loft storage, and oversized equipment access doors. A large paddock provides gated rotational access to three fenced pastures with three-board perimeter fencing, walk-through gates, and flexible containment configurations. A 200’ x 80’ outdoor riding arena with a round pen
Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss!
OPEN HOUSE SUNDAY 4/12 - 12:00-2:00! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl plank flooring, creating a warm and durable living environment. The home is equipped for year-round comfort with a 2016 forced air heat pump, baseboard backup oil heat, and a cozy wood stove—giving you multiple climate control options to suit your needs. Step outside and enjoy the peaceful setting from the screened-in front porch, or entertain in the spacious backyard featuring a patio and storage shed. The oversized 732 sq ft detached garage easily accommodates a vehicle with additional room for storage or a workshop, while the large driveway offers ample parking for guests. RECENT UPDATES: include a 2020 tin roof on both the main house and garage, a 2022 water heater, plus a UV filtration system and water softener for added peace of mind. Appliances have been updated between 2025–2026, making this home move-in ready, budget-friendly to get into Middletown! Located in the desirable Middletown school district, this property offers the best of both worlds—quiet country living with easy access to commuter routes and all the conveniences of nearby town amenities. Don’t miss your opportunity to enjoy space, versatility, and comfort in a beautiful Frederick County setting.
*****OFFER DEADLINE SET FOR WEDNESDAY 4/8 AT 12 PM***** This Brookridge South home is about to set the bar! This home is fully updated, stunning views, and nothing left to do but move in. Welcome to 16 Knoll Side Drive, a truly impressive home in the highly sought-after Brookridge South community, just minutes from Middletown’s Main Street restaurants, shops, and charm. Nestled in a peaceful, rural setting, this property offers the perfect blend of privacy, convenience, and breathtaking views. Set on .56 acres, this beautifully updated 5-bedroom, 3.5-bath home is filled with natural light and designed to impress. From the moment you step inside, you’ll notice the attention to detail such as rich hardwood floors, custom built-in cabinetry and desk, elegant crown molding, and detailed trim work throughout, including around the windows. The heart of the home is the stunning kitchen, where you can enjoy picturesque views from both the kitchen, Family room, and the deck, perfect for morning coffee or evening relaxation. Cozy up next to the wood burning fireplace. Step outside to the refreshed deck with new composite boards, overlooking a serene backdrop with Wiles Branch Park just beyond the rear of the property. Every major update has already been completed for you, including a newer roof, new windows, newer siding, updated kitchen and bathrooms, fresh paint, new basement carpet, new second floor carpet, and a new front door. Even the garage has been meticulously maintained, featuring custom cabinetry, upgraded doors, and a professionally coated floor. Generous amount of storage space in the attic with plenty of room to move around. With its bright, airy feel and warm, inviting spaces, this home offers both comfort and style in every room. And with no HOA, you’ll enjoy added freedom in a location that continues to be one of Middletown’s most desirable. This is more than just a home, it’s a lifestyle. Don’t miss your chance to own a move-in ready property in Brookridge South with incredible views, thoughtful upgrades, and an unbeatable setting.
A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outside, the oversized fully fenced backyard features an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing in your own private retreat! The adjacent commercial building adds remarkable versatility. It includes three-phase 400-amp electrical service, a 4,000-pound jib crane, and an interior build-out previously used for beer and wine retail, complete with refrigeration and dedicated storage areas. While currently zoned R3, it had been operating under a non-conforming commercial use. It is our understanding this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. Commercial listing can also be found at MLS #MDFR2076716
Discover this charming 3-bedroom, 2-bath ranch home on a spacious 0.63-acre lot in the desirable Middletown Valley (Fountaindale North neighborhood). This 1,651 sq ft single-family residence, built in 1957, features beautiful hardwood floors throughout the first floor and offers incredible potential for your personal touches to bring it to life. Enjoy breathtaking mountain sunsets right from your front porch! The peaceful setting provides stunning views while offering the perfect blend of privacy and convenience. Located in the heart of Middletown, you’ll love the benefits of: • Top-rated Middletown schools • Nearby shopping and dining • Easy commuting in every direction — east, west, north, or south Whether you’re looking for a starter home, investment opportunity, or peaceful retreat, this home delivers. Key Features: • 3 bedrooms • 2 full bathrooms • Hardwood floors throughout the first floor • 1-car garage • Generous 0.63-acre lot • Single-level living • Wood-burning fireplaces (2) Don’t miss your chance to own a piece of Middletown Valley! Schedule your showing today and imagine the possibilities.
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.
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.
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.
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.
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!
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.
Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential. Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future expansion. Inside, you'll find original details that speak to the home's heritage, creating a warm and inviting atmosphere that’s ready to be reimagined. Whether you're looking to bring new life to a classic property or create your dream home in a sought-after location, this residence offers the perfect canvas. Attic is fully floored for extra storage, basement is unfinished & is another great storage space. With its unbeatable location in a charming community close to schools, shops, and parks, this is an opportunity you don’t want to miss.
Middletown is located in Maryland. Middletown, Maryland 21769has a population of 4,893. Middletown 21769 is more family-centric than the surrounding county with 37.59% 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 21769 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 21769 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.
