21769 Homes for Sale

21769 Homes for Sale

Welcome to the charming zip code 21769, nestled in the heart of Middletown, Maryland! This picturesque area is not just a place to live; it’s a community steeped in history and natural beauty. Known for its stunning views of the Catoctin Mountains and its rich agricultural heritage, Middletown offers a delightful blend of rural charm and suburban convenience.

As you explore homes for sale in this inviting locale, you’ll find a variety of options that cater to diverse lifestyles. From quaint historic homes that reflect the town’s storied past to modern developments that offer contemporary amenities, there is something here for everyone. Many properties boast spacious yards, perfect for family gatherings or quiet evenings under the stars, while others feature updated interiors that blend comfort with style.

Living in the 21769 area means enjoying a strong sense of community. Residents take pride in their local schools, parks, and recreational activities, making it an ideal place for families and individuals alike. With easy access to major highways, commuting to nearby cities like Frederick or Washington, D.C. is a breeze, allowing you to relish the tranquility of small-town living without sacrificing convenience.

Whether you’re a first-time homebuyer or looking to settle into a new chapter of your life, the homes for sale in Middletown present an incredible opportunity to become part of a vibrant and welcoming community. Come discover the charm of 21769, where your dream home awaits!

Newest 21769 Homes for Sale

4397 Agate Ct, Middletown
$410,000
3 Beds ⋅ 2 Baths
Open House, Sunday Nov. 1 12:00-2:00 PM Welcome to this beautifully updated 3-bedroom, 1.5-bath split foyer in Fountaindale South. The home offers fresh paint, new waterproof laminate plank flooring, updated lighting and bath/kitchen fixtures, and a renovated kitchen featuring all-new appliances, quartz countertops, tile backsplash, and a walk-in pantry. The renovated full bath is finished in clean, neutral tones. Off the kitchen enjoy relaxing outdoor living from the spacious deck and screened porch overlooking the 0.34-acre lot. The main level features bright, comfortable open living spaces, while the finished walkout lower level offers a large additional bedroom, half bath, and more flexible space that could be enjoyed as a home office, recreation room, or guest area. The unfinished portion of the lower level has a second refrigerator and standing freezer which convey, and modular and built in shelving with ample space for organized storage. Additional excellent improvements include a new roof in 2024 with warranty, and new HVAC in 2019. The very large 2-car garage attached at the breezeway provides convenient access to the breezeway and backyard. Located on a quiet cul-de-sac with convenient access to Historic Middletown, shopping, dining, commuter routes, and highly rated Middletown-area schools, this affordable move-in-ready home offers an appealing combination of updates, space, and location.

4397 Agate Ct, Middletown

Listing courtesy of Samson Properties. Contact:

2 Lauber Ct, Middletown
$575,000
3 Beds ⋅ 3 Baths
Here’s your chance! They don’t come on the market often in the Village of Foxfield 55+ neighborhood. Beautifully maintained with many recent updates including brand new main level hardwood floors, updated kitchen featuring granite countertop, tiled backsplash, stainless steel appliances and custom cabinetry. Situated on a corner lot with no home directly behind. Bright and open main level with a formal living and dining area. Main level also features a primary bedroom with updated bathroom granite counters and a bright 4 season sunroom. Upper level hosts 2 additional bedrooms, loft area and bath. Wonderful back yard with 2 patios and great for a gardener that features a misting. Very close to parks, schools, shopping, golf courses and restaurants.

2 Lauber Ct, Middletown

Listing courtesy of Maryland Elite Realtors. Contact:

303 Cone Branch Dr, Middletown
$650,000
4 Beds ⋅ 4 Baths
A HOME THAT MAKES EVERYDAY LIFE FEEL GOOD! Some homes impress you with features. 303 Cone Branch wins you over with the way it lives. Warm, comfortable, and just steps from Middletown Park and walking trails, this custom-built Admar home offers 3,274 finished square feet, four bedrooms, three full and one half baths, a large, flat .35-acre lot in Foxfield, and sought-after Middletown schools. A STATELY WELCOME. Step inside and you’ll find something increasingly hard to find in newer construction—a true formal foyer with a beautiful oak staircase, giving this classic Colonial a gracious sense of arrival. Oak hardwood floors continue through the foyer, living room, and large dining room, while a private first-floor office with doors just off the entry gives you dedicated work-from-home space without sacrificing a bedroom. THE HEART OF THE HOME. Move toward the back of the home, and everything opens up. This is where the house really comes to life. The kitchen and sunken family room create one warm, light-filled gathering space—the kind of place where someone is cooking at the island, someone else is curled up by the fire, and everyone can still be together. Tall windows bring in beautiful natural light, while hickory hardwood floors add warmth through both spaces. The kitchen features granite countertops, a tile backsplash, a center island, and KitchenAid appliances, including the dishwasher, microwave, and range replaced in 2020. Just a step down, the family room invites you to settle in with a floor-to-ceiling wood-burning fireplace, custom Roman blinds, and built-ins on either side. From quiet nights by the fire to a house full of family and friends, it’s easy to imagine life happening here. SPACE FOR REAL LIFE. With 2,444 finished square feet above grade, there is plenty of room to spread out. All four bedrooms are generously sized, including the spacious primary with its private en-suite bath, while the main-level laundry room adds everyday convenience. A LOWER-LEVEL IN-LAW SUITE. The finished lower level adds another 830 square feet and tremendous flexibility. Designed as an in-law suite, it offers its own kitchen, full bath, private side entrance, living space, and workshop, plus an impressive amount of storage—wonderful for extended family, guests, hobbies, or simply another comfortable living area. OUTDOOR SPACES THAT FEEL LIKE EXTRA ROOMS. The sellers’ favorite spot is the large, deep front porch. Shaded and welcoming, it feels like another room—a place for rocking chairs, morning coffee, a good book, or an evening glass of wine as neighbors stroll by. A wooded area across the street adds a peaceful view while still keeping you connected to the neighborhood. Out back, mature landscaping creates a wonderful sense of privacy. The large, flat, aluminum-fenced yard is highlighted by a beautiful red leaf maple, while the rear deck with a Sunsetter power retractable awning creates another outdoor room for dining, entertaining, or relaxing in the shade. A long driveway provides plenty of parking. MIDDLETOWN PARK IS JUST STEPS AWAY. This is one of those locations where the community becomes an extension of home. Middletown Park and the walking trails are literally just steps away, making morning walks, afternoons at the park, and time outdoors an easy part of everyday life. Set on a non-through street near the cul-de-sac, you’ll enjoy a quieter neighborhood feel while staying connected to the heart of Middletown. Walk toward Main Street for local restaurants, shops, and community events, with Safeway and CVS also nearby. A 2018 roof, 2015 HVAC, 400-amp electrical service, and updated KitchenAid appliances add practical value behind the scenes. 303 Cone Branch gives you the best of both worlds—the stately character and defined spaces of a classic Colonial paired with the warm, light-filled gathering spaces buyers love today.

303 Cone Branch Dr, Middletown

Listing courtesy of RE/MAX Results. 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:

9440 Hollow Rd, Middletown
$415,000
3 Beds ⋅ 3 Baths
**PRICE REDUCTION** 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:

3213 Old National Pike, Middletown
$649,900
3 Beds ⋅ 3 Baths
Car guys and gals Alert!!! RARE OPPORTUNITY — DISTINCTIVE BRICK TUDOR WITH AN INCREDIBLE SEPARATE 1700+ sq ft GARAGE/WORKSHOP ON ITS OWN DEEDED PARCEL! Owner left the option to reinstall the 2nd garage door back in. To be used for residential purposes only per Frederick County. Welcome to 3213 Old National Pike, a truly unique Middletown property offering classic architectural character, spacious one-level living, a private pool, pool house and an extraordinary detached garage/workshop that sits on its own separately deeded parcel and is included in the sale! THE GARAGE/WORKSHOP IS A STANDOUT! **Professional grade air compressor conveys**For the auto enthusiast, motorcycle collector, hobbyist, craftsman, contractor, or small business owner, the separately deeded garage/workshop offers an exceptional opportunity rarely found with a residential property. The substantial additional structure provides tremendous workspace, storage, and flexibility, featuring 400-amp three-phase electrical service and a 4,000-pound jib crane, bathroom and more. Whether you're looking for a serious automotive workspace, a place for equipment and projects, a contractor's workshop, or simply an incredible amount of additional storage, this building delivers possibilities that go far beyond a typical detached garage. The charming 1937 Brick Tudor Revival home offers 3 bedrooms, 2.5 baths and generous living spaces filled with character. The expansive private primary suite features custom wood-beams, an oversized bay window, abundant closet space, and a private ensuite bath. The kitchen offers eat in nook, custom cabinetry, granite countertops, stainless steel appliances, and a new cooktop, while the formal dining room features built-ins and an oversized bay window. The inviting living room centers around a classic wood-burning fireplace. The home was taken off the market to be refreshed and improved, including fresh interior painting, new carpeting, landscape improvements, awnings removed along with additional improvements that enhance its comfort and appeal. The finished walk-out lower level provides even more flexible space with a recreation room, partial kitchen, office, laundry area with shower, and half bath. Step outside to enjoy the private, fully fenced backyard with an in-ground pool, brick pool house, patio, and storage shed. The pool liner was replaced in 2022, creating a wonderful outdoor setting for summer entertaining and relaxing. Pool house has carport that can be used as a covered patio for cookouts, relaxing or possibly closed in to add to the pool house. The home and garage/workshop are being sold together as two separately deeded parcels, each with its own Tax ID. The parcels currently share a well and septic system. The additional parcel is zoned for residential use by Frederick County. With its timeless Tudor architecture, refreshed interior, private pool, generous outdoor space, finished lower level, and rare separately deeded garage/workshop with exceptional electrical capacity and a jib crane, 3213 Old National Pike offers a combination of home, property, and specialized workspace that is truly hard to find. Come see the possibilities!

3213 Old National Pike, Middletown

Listing courtesy of RE/MAX Results. Contact:

8922 Mount Tabor Rd, Middletown
$535,000
3 Beds ⋅ 1 Baths
Perfect time to settle in before the holiday season! 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:

21 E Main St, Middletown
$650,000
5 Beds ⋅ 3 Baths
PRICE REDUCTION!!! Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Beautifully cared for and maintained, 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. The "in-law suite" 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. A Flagstone patio, stone wall and 2 car garage are perfect inclusions for relaxation and convenience. 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! *Home is currently occupied and some photos may not reflect the current lived in state. No major changes were made to the structure, design or layout of the home!*

21 E Main St, Middletown

Listing courtesy of Maryland Real Estate Group. Contact:

7101 Flint Ct, Middletown
$399,900
3 Beds ⋅ 2 Baths
NEW PRICE — $399,900! Move-in ready 3-bedroom, 1.5-bath split-foyer on a quiet cul-de-sac in Fountaindale! Features major big-ticket updates completed within the last 5 years: new roof, HVAC, sewer main, fresh paint, and updated flooring. Enjoy a finished walkout lower level with a cozy den and home office/flex space, a spacious 0.38-acre lot, and a unique attached 4-car garage with convenient front and rear access. Zoned for top-rated Middletown schools and just 8 minutes to Golden Mile shopping and dining.

7101 Flint Ct, Middletown

Listing courtesy of Homecoin.com. Contact:

1 Wagon Shed Ln, Middletown
$1,100,000
5 Beds ⋅ 6 Baths
Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-after Glenbrook community of Middletown. Polished elegance, sophisticated details, and design-inspired finishes distinguish every level, including classic moldings, wainscoting, stately columns, gleaming hardwood floors, soaring ceilings, and expansive windows. The open-concept main level is filled with natural light and offers an inviting, versatile layout ideal for everyday living and entertaining. At the heart of the home, the gourmet eat-in kitchen is beautifully appointed with granite countertops, stainless steel appliances, a center island, breakfast bar, decorative backsplash, display cabinetry, and a convenient planning station. A sun-filled breakfast room and adjoining sitting area provide direct access to the custom deck and patio. Just beyond, the impressive two-story great room takes center stage with coffered ceilings, dramatic Palladian windows, and a stacked-ledgestone fireplace and hearth. Formal living and dining rooms offer elegant settings for special occasions, while a private office with French doors, powder room, and thoughtfully designed arrival center with a laundry room and Kohler cast-iron sink complete the main level. Upstairs, the luxurious primary suite provides a private retreat featuring a spacious sitting room, expansive walk-in closet, and spa-inspired en-suite bath with separate vanities, a soaking tub, private water closet, and glass-enclosed shower. Three additional bedrooms, each with a private en-suite full bath, and rich Lifescapes Hevea distressed solid hardwood flooring throughout the second level complete the upper-level accommodations. Superior craftsmanship continues into the expansive finished lower level, offering an impressive game room, exercise room, hobby room with built-in shelving, versatile bonus room, fifth bedroom, full bath, and abundant storage. Additional storage is available through numerous closets and custom garage cabinetry. Outside, professionally landscaped grounds are enhanced by mature plantings, fencing, a deck, custom hardscaping, and spectacular Middletown Valley sunsets. A heated three-car garage and generous driveway parking complete this exceptional property. The home has been thoughtfully enhanced with significant updates, including two new high-efficiency variable-capacity HVAC systems and a new 75-gallon natural gas water heater in 2026. The HVAC improvements include Ecobee smart thermostats, indoor and outdoor surge protection, germicidal UV-light protection for both systems, and a large-capacity Aprilaire humidifier. Exterior improvements completed in 2025 include a CertainTeed Landmark Pro roof, six-inch gutters and downspouts, and replacement window screens. Additional enhancements include a whole-house water-softening system, updated lighting and ceiling fans, luxury carpeting and padding, added trim and crown moldings, replaced and recently resealed driveway, along with a Nutone Central Vac System that serves all three levels of the home. Enjoy a tranquil community setting with the convenience of public water and sewer and access to the amenities of Middletown. Nearby destinations include Richland Golf Club, the Middletown Branch Library, Remsberg Park, the renovated Middletown Community Park, grocery stores, restaurants, pharmacies, and everyday services. The home is served by Middletown schools, with a new co-located elementary and middle school campus currently under construction and anticipated for completion in 2027. Convenient access to I-70, I-270, US-340, US-15, and US-40 provides connections to Frederick, Hagerstown, and surrounding areas.

1 Wagon Shed Ln, Middletown

Listing courtesy of Northrop Realty. Contact:

301 Cone Branch Dr, Middletown
$635,000
4 Beds ⋅ 4 Baths
Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

301 Cone Branch Dr, Middletown

Listing courtesy of Samson Properties. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!