Welcome to 2 Lombardy Drive, right in the heart of Middletown’s Woodmere neighborhood—just steps from historic Main Street, where you’ll find charming restaurants, local shops, walking trails, and the community gathering spaces that make this town so special. Schools are just up the street, and everyday life here feels connected, walkable, and easy. Built by Morgan Keller, this beautifully updated 4-level split home offers approximately 1,650 square feet above grade, plus two additional lower levels, providing flexible living space and valuable storage that make the home live larger than expected. Upstairs, the home was originally designed as a three-bedroom layout and has been thoughtfully reconfigured to create a spacious primary suite, a second bedroom, and an updated full bath (2022). The main level features a bright and welcoming living room, a kitchen updated in 2022–2023 with quartz countertops, subway tile backsplash, and newer appliances, a dining area, and a stunning sunroom addition (2019) with its own mini-split system. Surrounded by windows on three sides, it fills with natural light and offers a peaceful place to unwind year-round—and it’s the current owners’ favorite space in the home. Plantation shutters in the living room and Levolor blinds throughout the rest of the home add both style and function. Just off the kitchen, a portion of the garage has been thoughtfully incorporated into the home and is now a heated and cooled 9x12 pantry/mudroom (2024) with new cabinetry and flooring, while the remaining garage space still allows for parking a smaller vehicle. The first lower level offers a cozy rec room with a fireplace featuring a gas insert (2019), an additional bedroom, a full bath, and walk-out access to the yard—ideal for guests, work-from-home space, or everyday living. The second lower level provides additional storage and a dedicated laundry area with GE washer and dryer (2021), adding to the home’s overall functionality. Set on a generous 13,939 square foot corner lot (approximately 0.32 acres), the exterior features a composite deck (2019), a storage shed, and space to enjoy outdoor living. The home has been thoughtfully maintained and improved over time, including a heat pump (2018), roof and gutters (2019), and hot water heater (2023), giving buyers added confidence in the home’s major systems. With all-brick construction, quality craftsmanship, and a location that puts you within walking distance to everything Middletown has to offer, this home blends charm, function, and lifestyle in all the right ways.
Enjoy country living right outside of downtown Middletown. This charming two bedroom, one bathroom home features fresh paint, stylish LVP flooring in the family room, beautiful granite countertops in the kitchen and a fenced in backyard. The hardwood staircase leads you to a small sitting area, full bathroom and two spacious bedrooms. Ample storage can be found in the large basement. Ideally located near scenic Catoctin Creek, this home offers a wonderful blend of comfort, convenience, and natural surroundings. Don’t miss out on your chance to make this house your next home!
Don't miss out on this very well maintained all-brick rancher situated on a level, half acre lot! This charming home features many updates and newer features -- including roof, water treatment system, well pump and much more. The kitchen boasts of solid surface countertops, tile backsplash and stainless steel appliances. Entering the living room, you will find a brick hearth fireplace and bright space thanks to plenty of windows. Just down the hallway is a convenient full bath and three bedrooms, including a primary bedroom with adjacent half bath. Hardwood and ceramic tile floors are featured throughout the main level bedrooms and baths. On the lower level, you will find an additional full bath, craft/sewing room, large workshop, two storage areas, laundry and areaway leading up to the fully fenced back yard. Enjoy the outdoors on the brick-paver patio with permanently attached gazebo-type structure which provides comfort & shade in the summer months. There is also a shed in the rear yard for storage of gardening tools, lawn mower, etc. Opportunities like this don't come along often so act fast!
Welcome to this stunning residence, where over 5,500 square feet of thoughtfully designed living space meets the demands of everyday ease and luxury. Start your mornings on the charming front porch, the perfect place to take in the sunrise. As you step inside, you are greeted by the warmth of gleaming hardwood floors that flow seamlessly throughout the entire main level, unifying the open-concept design. The main level is designed for both everyday living and effortless entertaining. The kitchen is beautifully appointed with bright white cabinetry and a large statement island that invites everything from quick breakfasts to gathering with guests. A built-in work station with ample storage adds convenience without sacrificing style. Open to the kitchen, the family room is anchored by an impressive stone fireplace with hearth that stretches from floor to ceiling, creating a warm and dramatic centerpiece. Also on the main level, you’ll find a walk-in pantry and large mudroom with custom cabientry, a private home office with French doors, and a spacious dining room ready to host everything from intimate dinners to larger occasions. The upper levels are designed for rest and flexibility. On the second level, a spacious loft provides the perfect spot for a casual hangout area or playroom alongside an impressive owner’s suite designed as a true escape. The primary bedroom includes a separate sitting area, two walk-in closets with custom organization systems, and a beautifully finished bath with double sinks, a soaking tub, and a separate walk-in shower. This floor also includes three additional generously sized bedrooms, one with its own private bath, along with a laundry room and another full hall bathroom. Upstairs on the third bonus level, you’ll find a fifth bedroom, an additional full bath, and an expansive recreation area that can easily adapt to a variety of needs. The lower level is a true extension of the home’s livability, featuring a fully finished recreation area with walk-out access to the backyard and abundant storage. Outdoors, a low-maintenance composite deck off the kitchen allows for taking in beautiful mountain views and serene sunsets. Life here extends far beyond the home itself. Middletown is beloved for its small-town atmosphere, community events, seasonal celebrations, and everyday charm. Set in one of Middletown’s premier communities and just a short walk to Middletown schools, the public library, retail, and restaurants, this location puts everyday convenience and community connection right at your fingertips.
Adorable, classic 3BR/2BA Rancher with an attached two-car carport on a lush green lot in a quiet neighborhood. Park in the double-wide driveway and proceed to the covered front entry of your new home. This home offers tons of original character including original hardwood floors and arched entryways. Step inside the living room, which has tons of natural light, a wood burning fireplace and an open view of the dining room and kitchen. The kitchen features ample cabinets and countertops, a double stainless sink under a window, and very unique appliances. Down the hall are two sizable secondary bedrooms, a larger primary bedroom with a walk-in closet and a second closet, and a full bath. The lower level is semi-finished offering additional living space with a dry bar area in the recreation room which features knotty pine paneling, a full bath with a stand alone shower, laundry, storage, cabinets with a sink, and a walk-out to the yard through Bilco doors. From the kitchen step outside to the covered carport—ideal when hosting family and friends—which leads to the lush green lawn with so many possibilities. This home is ideal for the DIY homeowner who wants to make it their own. Imagine all this in close proximity to shopping, restaurants, and commuter routes.
Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half baths, this home offers exceptional space and flexibility for everyday living and entertaining. Interior features include soaring ceilings, original hardwood floors with detailed inlay, pocket doors, and elegant millwork that highlight the home’s historic craftsmanship. Multiple living and dining areas are anchored by beautiful fireplaces, creating warm, inviting spaces throughout. A bright sunroom adds additional living space, perfect for relaxing year-round. The home has been thoughtfully updated to meet today’s lifestyle while preserving its character, including a modernized kitchen, a butler’s pantry with a wine fridge, and key system improvements. Large windows fill the home with natural light, enhancing its bright and airy feel. Step outside to a private backyard oasis featuring a pool, a 6-person hot tub, and outdoor living space, perfect for relaxing or hosting gatherings. A fenced garden space on the south side of the property offers excellent sunlight—ideal for gardening enthusiasts or those seeking a peaceful outdoor retreat. A rare 3-car garage provides ample parking and storage—an exceptional find for a property of this era. Situated on a generous lot just moments from downtown Middletown, enjoy convenient access to local shops, dining, parks, and commuter routes. A true statement property combining historic charm, functional space, and lifestyle amenities—opportunities like this are rare. Located just across the street from Middletown’s 3rd–12th grade school campus and town park—offering exceptional convenience for school drop-offs, sports, events, and activities.
Coming soon to market, this picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered neighborhood with no HOA, this home offers the feel of a close-knit community without the added monthly dues. Inside, you’ll find five distinct bedrooms, including a convenient main-level bedroom and full bathroom. Step outside to the expansive rear deck, the perfect place to enjoy your morning coffee or unwind with evening cocktails while taking in the mountain views. The beautiful kitchen is ideal for intimate entertaining and is complemented by a well-appointed butler’s pantry. Downstairs, the fully finished basement is an entertainer’s dream, featuring a full wet bar, high-tech theater system with surround sound and projector, and additional gathering space with a walkout to the backyard.
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!
Highest and Best Offers by 5pm Wednesday.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!
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
*****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.
Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. 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 inviting 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, along with new roofs on both the home and pool house, provides added peace of mind. The finished basement expands the living space with a recreation room, partial kitchen, office, laundry area with shower, and a half bath—ideal for a variety of residential needs. Outside, the oversized fully fenced backyard creates a private retreat, featuring an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing. The adjacent structure offers substantial additional space and includes notable features such as three-phase 400-amp electrical service, a 4,000-pound jib crane, and existing interior infrastructure. The property is currently zoned R3 and is being sold strictly for residential use. Any future use of the additional structure is subject to zoning regulations, and buyers are encouraged to conduct their own due diligence with the appropriate local authorities.
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.
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.
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.
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.
