21769 Real Estate

21769 Real Estate

Welcome to the charming zip code 21769, nestled in the picturesque town of Middletown, Maryland. This delightful area in Frederick County offers a perfect blend of small-town charm and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Middletown is known for its stunning views of the surrounding Appalachian Mountains and lush farmland, providing residents with a serene backdrop for everyday life. The town boasts a rich history, with beautifully preserved architecture that tells the story of its past. Stroll down Main Street and explore a variety of local shops, cozy cafes, and restaurants that serve everything from farm-fresh produce to delectable desserts.

Nature enthusiasts will find plenty to love in and around Middletown. The nearby Catoctin Mountain Park and South Mountain State Park offer numerous hiking trails, picnic areas, and breathtaking scenery, perfect for outdoor adventures. The community also hosts various events throughout the year, including farmers' markets, seasonal festivals, and outdoor concerts, fostering a strong sense of community and belonging.

Families will appreciate the top-rated schools in the area, which are part of the Frederick County Public Schools system. With a focus on academic excellence and extracurricular activities, children in Middletown receive a well-rounded education.

Conveniently located just a short drive from major highways, Middletown provides easy access to the vibrant cities of Frederick and Hagerstown, as well as Washington, D.C. Whether you're looking for a peaceful retreat or a place to call home, zip code 21769 offers a unique blend of tranquility, community, and opportunity. Come discover the charm of Middletown, where life is not just lived, but truly enjoyed!

Newest Listings in 21769

no property photo
$250,000
Build your dream home on this beautiful piece of land in Middletown. Property has two wells (one is geothermal) and has been perc’d for a four bedroom home. To access property, turn into the driveway. Go up the driveway and you will see a sign on the left for Bowen Road. Property is there on the left.

8899 Hawbottom Rd, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

12 Dean Ln, Middletown
$659,900
4 Beds ⋅ 4 Baths
Sunset Views, Small-Town Charm & Modern Living. Imagine walking to Historic Main Street for dinner, greeting neighbors along the way, and returning home to your covered front porch just in time to watch the sun set over South Mountain. At 12 Dean Lane, those simple pleasures become part of everyday life. Here, the comfort of newer construction meets the charm, character, and walkability that make Middletown such a wonderful place to call home. A Front Porch Worth Coming Home To. From the covered front porch, enjoy colorful sunsets over South Mountain, with the rooftops and church steeple of Historic Middletown creating a picturesque backdrop. Directly across the street from the Middletown Library, this corner-lot home in Middletown Glen places you just steps from Main Street restaurants, parks, schools, and the heart of town. Nearly New Construction with Timeless Appeal. Built in 2019 by Ryan Homes, this beautifully maintained Columbia model offers more than 3,100 finished square feet across three finished levels, four bedrooms, three full and one half baths, and a two-car garage. Fresh interior paint and new carpeting create a crisp, move-in-ready feel, while the thoughtful floor plan offers comfort and flexibility for everyday living. Welcoming Spaces That Feel Like Home. Inside, engineered hardwood floors, high ceilings, and abundant natural light create an inviting atmosphere. A private home office with French doors provides dedicated workspace, while the open family room, centered around a cozy gas fireplace, invites you to settle in and stay awhile. Whether enjoying a quiet evening or entertaining friends, these spaces feel warm, comfortable, and connected. The Heart of the Home. The kitchen brings everyone together with a spacious center island, quartz countertops, classic white cabinetry, stainless steel appliances, gas cooking, a wall oven, and generous pantry storage. A charming breakfast nook provides a comfortable dining space for morning coffee and everyday meals. Sliding doors open to the covered, maintenance-free rear deck, offering another inviting place to dine, entertain, or unwind outdoors. Comfortable Retreats & Everyday Convenience. Upstairs, the spacious primary suite offers a peaceful retreat with a private en-suite bath and walk-in closet. Three additional bedrooms, a full hall bath, and convenient upper-level laundry complete the second floor. Room to Gather, Relax & Grow. The finished walkout lower level adds approximately 650 square feet of living space, featuring a spacious recreation room, full bathroom, windows, and direct backyard access. Perfect for movie nights, games, exercise, or additional gathering space, this level offers wonderful flexibility. A large unfinished storage area provides valuable storage today, with potential for future finished space, subject to applicable requirements. Modern Comfort & Peace of Mind. Built in 2019, the home features relatively young systems and modern conveniences, including a tankless water heater, in-home fire sprinkler system, energy-efficient features, natural gas, public water and sewer, and underground utilities. Fresh paint and new carpeting add to its move-in-ready appeal. Experience the Best of Middletown. Walk to Main Street restaurants for dinner, cross the street to the library, explore nearby parks and trails, or enjoy Friday-night football, hometown parades, concerts, and community celebrations. Here, familiar faces, mountain views, and small-town traditions are part of everyday life. More Than a Home—A Wonderful Way to Live. At 12 Dean Lane, you’re coming home to sunset views from the front porch, evenings spent walking to dinner, comfortable spaces to make memories, and a community you’ll love being part of. It’s the best of Middletown living, wrapped into one beautiful place to call your own.

12 Dean Ln, Middletown

Listing courtesy of RE/MAX Results. Contact:

212 Layla Dr, Middletown
$775,000
4 Beds ⋅ 3 Baths
MOUNTAIN VIEWS, POOLSIDE LIVING & PRIVACY IN MIDDLETOWN. There’s something special about a home that gives you room to breathe, beautiful views, and a backyard that makes staying home feel like a getaway. Set high on a .46-acre corner lot in Foxfield at Middletown, this spacious Admar-built home offers approximately 3,252 square feet above grade, a full unfinished walkout lower level, beautiful views toward Braddock Mountain, and an outdoor setting designed to be enjoyed. LIGHT-FILLED LIVING & ROOM TO GATHER. Step inside to a light-filled floor plan where a dramatic two-story family room creates an impressive gathering space. The main level also offers separate living and dining rooms, a private home office, and a kitchen designed for everyday living and entertaining with quartz countertops, stainless-steel appliances, a center island, and butler’s pantry. Hardwood floors and the staircase were refinished in 2019, wrought-iron pickets add character, and remote-controlled Hunter Douglas blinds bring convenience to the living space. FOUR BEDROOMS & A PRIVATE PRIMARY RETREAT. Upstairs are four spacious bedrooms, including a generous primary suite with a private en-suite bath, soaking tub, and walk-in closet. Two York HVAC systems separately serve the main and upper levels, while a gas fireplace, main-level laundry, and side-load two-car garage with added overhead storage provide additional comfort and function. YOUR OWN BACKYARD ESCAPE. But it may be outside where this home becomes truly unforgettable. The large composite deck overlooks the fenced backyard and approximately 16’ x 34’ heated gunite saltwater pool, installed by Browning Pools & Spas in 2020. Built-in steps, underwater lighting, and a loveseat tucked into the deep end create your own private place to spend long summer afternoons. SUNSETS, SUMMER NIGHTS & EVEN FIREWORKS. As evening arrives, settle onto the deck and enjoy gorgeous sunsets over the surrounding landscape. And in the fall, there’s an unexpected bonus—you can even catch the nearby pumpkin patch fireworks right from the pool and deck. It’s a backyard designed not simply to look beautiful, but to be lived in and enjoyed. ROOM TO GROW. There’s plenty of room to grow, too. The full unfinished walkout lower level features high ceilings, three full-size windows overlooking the backyard, and a bathroom rough-in, offering tremendous potential for future living space while providing abundant storage today. THOUGHTFULLY MAINTAINED. A new roof was installed in 2021 with a transferable warranty, and the home has been thoughtfully maintained throughout the sellers’ ownership. THE MIDDLETOWN LIFESTYLE. Nearly half an acre, no HOA, Middletown schools, mountain views, gorgeous sunsets, and your own backyard pool—this is the kind of home that makes you want to stay awhile. *** full listing photos will be available 10/15, showings to begin 10/16, not before

212 Layla Dr, Middletown

Listing courtesy of RE/MAX Results. Contact:

2419 Quebec School Rd, Middletown
$699,900
5 Beds ⋅ 5 Baths
Welcome to 2419 Quebec School Road, a truly one-of-a-kind property offering nearly 3 acres, multiple living spaces, and incredible versatility in beautiful Middletown, Maryland. Situated on 2.98 acres with scenic mountain views and a brand-new roof on the main house, this property offers an incredibly rare setup for multigenerational living, extended family, guests, or anyone looking for additional space and flexibility. The main home features a split-level layout with beautiful hardwood floors, three bedrooms, and three full bathrooms. The main living level offers a spacious family room, dining room, and kitchen, creating a comfortable and functional space for everyday living. Step outside to the screened-in, covered rear deck overlooking the property. Upstairs, you'll find three bedrooms and two full bathrooms, along with an additional room currently configured as a laundry room with an adjoining full bathroom. This flexible space offers the potential to be converted back into a fourth bedroom, if desired, while providing the convenience of upper-level laundry in its current configuration. The lower level adds even more versatility with a second family room, kitchenette, laundry room, and den/flex room, providing a great setup for an in-law suite, home office, guest space, or additional living area. Continue down another level to find a finished recreation room offering even more room to spread out. But what truly sets this property apart is the detached accessory dwelling unit offering more than 2,100 square feet of additional living space. The ADU features two bedrooms, two full bathrooms, a full kitchen, dining area, multiple family/living spaces, and a dressing room that provides additional flexibility as an office, hobby room, or bonus space. A private deck off the rear of the ADU provides another outdoor space to enjoy the surrounding property. Outside, the professionally landscaped 2.98-acre level lot offers plenty of room to spread out while enjoying beautiful views of the surrounding Middletown landscape and mountains. The property provides even more possibilities for its next owner. Additional improvements include a well pump replaced in 2022 and a well pressure tank replaced in 2018. Between the main residence, lower-level in-law setup, and detached ADU, this property offers three kitchen or kitchenette areas, multiple gathering spaces, five established bedrooms, and an abundance of additional flex space. Whether you're searching for a true multigenerational property, space for extended family, or simply a home that can evolve alongside your needs, 2419 Quebec School Road offers a combination of space, versatility, and setting that is incredibly hard to replicate. Schedule your showing today!

2419 Quebec School Rd, Middletown

Listing courtesy of Charis Realty Group. Contact:

7305 W Springbrook Ct, Middletown
$345,000
4 Beds ⋅ 3 Baths
COMING SOON! Welcome to this spacious 4-bedroom, 2.5-bath townhome featuring a comfortable layout, generous living spaces, and 2 assigned parking spaces. Perfect for everyday living and entertaining, this home offers plenty of room to make it your own. Conveniently located near shopping, dining, parks, schools, public transportation, and major commuter routes. More details coming soon!

7305 W Springbrook Ct, Middletown

Listing courtesy of Redfin Corp. Contact:

9440 Hollow Rd, Middletown
$429,900
3 Beds ⋅ 3 Baths
Welcome to your dream home in the highly desirable community of Middletown! This beautifully updated Colonial offers 3 bedrooms, 2.5 bathrooms, and approximately 1,276 square feet of finished living space. Step inside through the front porch and discover a fully renovated classic home. The heart of the home is the renovated kitchen, featuring brand-new appliances, new cabinetry, a stylish backsplash, and a spacious peninsula that provides the perfect gathering space - The main level features a generously sized primary bedroom with ample closet space, a comfortable living room, and a convenient half bathroom for guests. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. Throughout the home, recessed lighting, custom tile work, modern fixtures, luxury laminate flooring, and newly installed carpet create a fresh, contemporary feel. Brand-new interior doors and trim complete the modern updates. - Major improvements provide peace of mind, including a new HVAC system, new water heater, new roof, and brand-new windows. Step outside to enjoy the large backyard and new concrete patio, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. The newly installed driveway offers parking for approximately 4–6 vehicles, while the garage features new garage doors and remote controls. Near shopping centers, restaurants, parks, and highly rated schools, this home combines modern updates with convenient Middletown living. Don’t miss your opportunity to make this beautifully renovated Colonial your new home!

9440 Hollow Rd, Middletown

Listing courtesy of Deausen Realty. Contact:

no property photo
$315,000
4 Beds ⋅ 3 Baths

7313 W Springbrook Ct W, Middletown

Listing courtesy of RE/MAX Results. Contact:

8922 Mount Tabor Rd, Middletown
$535,000
3 Beds ⋅ 1 Baths
Start your mornings with coffee on the deck, surrounded by peaceful, pasture-like views and a gentle breeze. This well-built all-brick 3-bedroom rancher sits on a beautiful 2.08-acre lot and offers easy one-level living, an attached two-car garage, and exceptional storage throughout. Wood floors on the main level, gas fireplace in living room and wood fireplace in lower level, French doors with built in shades in dining room allows for generous natural sunlight to filter through. The owners have thoughtfully completed numerous upgrades over the years while fully enjoying everything this special property has to offer. The full bathroom offers a double vanity with generous counter space, a deep linen closet with shelving and a laundry chute that drops next to the laundry area in the lower-level making that task a bit easier. The lower level provides additional flexibility, currently arranged with a comfortable living area featuring a wood stove, along with a separate storage area with auto-fan for ventilation. 2 mini split units to heat and cool the space .With its generous layout and exterior access through a French door with built-in shades and extra-wide steps to the backyard, this space can be easily reimagined to suit your needs. Outside, the setting truly shines. Meander through the lovely garden, where seasonal color, beautiful plantings, a charming potting shed, and a stepping-stone path create a serene place to relax and explore. Continue a bit farther to discover the 56x36 pole barn with electricity and water, once used for horses, offering even more possibilities for hobbies, plenty of storage for your tractor, lawn equipment, etc) or whatever suits your needs.

8922 Mount Tabor Rd, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

7312 Countryside Cir, Middletown
$629,000
4 Beds ⋅ 4 Baths
Welcome to 7312 Countryside Circle, set on 2.54 acres in Middletown. This 4-bedroom, 3.5-bath home offers approximately 2,116 square feet above grade plus a finished lower level, creating plenty of flexibility for everyday living. The main level features comfortable gathering areas, while four bedrooms provide room for family, guests, or a home office. Downstairs, the finished lower level offers even more possibilities for a family room, gym, playroom, hobbies, or entertaining. Outside, the yard gives you room to garden, play, entertain, or simply enjoy the property and its peaceful surroundings. Served by well and septic, this home offers a more private setting while still being convenient to everyday necessities. Enjoy all that Middletown has to offer, including local restaurants, shops, parks, and schools, with Downtown Frederick just a short drive away. Easy access to Route 40A, Route 17, I-70, I-270, and Route 15 makes getting around Frederick County and commuting toward Montgomery County and the D.C. area convenient. If you’re looking for acreage, a versatile floor plan, and a Middletown location that keeps you connected without sacrificing breathing room, this one is worth a look.

7312 Countryside Cir, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

46 Boileau Ct, Middletown
$375,000
3 Beds ⋅ 4 Baths
Welcome to 46 Boileau Ct, a beautifully renovated, move-in-ready home where thoughtful updates and timeless style come together. Fresh paint, new light fixtures, new appliances, and Google Nest technology add modern convenience throughout. Hardwood floors span the top two levels, complemented by spacious bedrooms and generous closets. The HVAC systems have been professionally serviced with cleaned ductwork and high-end ionization air filtration systems. The roof was replaced in 2024 with architectural shingles backed by a GAF Lifetime Limited Warranty. Attic insulation was professionally treated for pest control in 2026. A chimney repair is scheduled for October 5, 2026, with additional chimney lining replacement quoted separately. With extensive renovations and major improvements already addressed, this home offers comfort, style, and peace of mind in a truly move-in-ready package

46 Boileau Ct, Middletown

Listing courtesy of Redfin Corporation. Contact:

7217 Picnic Woods Rd, Middletown
$499,900
4 Beds ⋅ 2 Baths

7217 Picnic Woods Rd, Middletown

Listing courtesy of Real Estate Teams, LLC. Contact:

21 E Main St, Middletown
$680,000
5 Beds ⋅ 3 Baths
Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Built in 1900, this residence boasts and shows a life of owners who loved it and those who appreciated its unique architectural features. Beautiful hardwood floors throughout the entire home, including in the updated and modernized kitchen! Upgraded countertops and stainless steel appliances, including a dishwasher, 40" dual-fuel range and refrigerator. An extra refrigerator/freezer in the basement provide ample storage for all your culinary needs. The main floor laundry acts as a separator and tie between the rest of the house and the "in-law" suite which was once the summer kitchen. Retreat to one of the five generously sized bedrooms, each offering a peaceful haven for rest and relaxation. The home boasts 3 fireplaces, one fully flued for log burning, and though the other two are sealed off, the one in the kitchen has a wood-style, ventless propane stove installed. The bathrooms are thoughtfully designed, featuring walk-in showers, glass doors and electric, radiant-heat tile floors. One bathroom has even had accessibility in mind making it a "wet room" for those with mobility issues. Outside you will find no detail missed, as even the exterior shingles were hand scalloped to properly match the original victorian look and design. The front porch is inviting and relaxing to watch traffic drive by on their way through Middletown, and the sleeper porch allows you to have some peace and quiet while enjoying nature. With nearly a third acre lot, there's plenty of room for outdoor activities or gardening. This Victorian gem is not just a house; it's a place where memories are made, and stories are shared. Experience the perfect blend of classic elegance and contemporary comfort-your dream home awaits!

21 E Main St, Middletown

Listing courtesy of Maryland Real Estate Group. Contact:

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