Middletown Homes for Sale

Middletown Homes for Sale

Welcome to Middletown, a charming subdivision nestled in the heart of Frederick County, Maryland. Known for its picturesque landscapes and close-knit community, Middletown offers a unique blend of small-town charm and modern convenience. This delightful town is surrounded by rolling hills, lush greenery, and a rich history that dates back to the 18th century. Residents enjoy the peaceful ambiance, with easy access to local parks, hiking trails, and scenic views that make every day feel like a getaway.

Middletown is not just a place to live; it’s a community where neighbors become friends. The town boasts a vibrant downtown area filled with quaint shops, cozy cafes, and family-owned restaurants that serve delicious local fare. Families will appreciate the highly-rated schools and community events that foster a strong sense of togetherness, making it an ideal place to raise children.

For those looking to call Middletown home, there are a variety of homes for sale that cater to different lifestyles and budgets. From charming historic homes that reflect the town's rich heritage to modern single-family residences with spacious yards, there’s something for everyone. Each property offers unique features, ensuring that you can find the perfect fit for your needs.

With its welcoming atmosphere and beautiful surroundings, Middletown is not just a place to live; it's a place to thrive. Explore the homes for sale in this enchanting subdivision and discover the vibrant lifestyle that awaits you in Middletown, Maryland!

Newest Middletown Homes for Sale

7868 Senseney Ave, Middletown
$299,995
3 Beds ⋅ 1 Baths
This charming ranch-style home in the heart of Middletown offers a perfect blend of comfort and functionality. With three spacious bedrooms and a well-appointed full bathroom, this residence is designed for easy living. The inviting combination kitchen and dining area features stainless steel appliances and opens directly out onto the gorgeous yard. Outside, the landscaped front and rear yards create a serene outdoor retreat, perfect for relaxation or entertaining. The gravel driveway offers ample parking, and the open lot provides a sense of space and tranquility. With a lovely street view and ideal Middletown location, this home is ready to welcome you into a warm and inviting atmosphere. Experience the comfort and charm that awaits!

7868 Senseney Ave, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

Ridings Mill Road, Stephens City
$775,000
3 Beds ⋅ 3 Baths
Discover Your Dream Home in Stephens City/Winchester! Choose from five wooded homesites, each offering over 2 acres of privacy and natural beauty. With six available floor plans, there’s a home to fit every lifestyle, including main-level living designs, main-level owner’s suite plans, traditional two-story homes with four bedrooms upstairs, and homes featuring a main-level in-law suite. Our Dogwood floor plan is Priced

Ridings Mill Road, Stephens City

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Ridings Mill Road, Stephens City
$695,000
3 Beds ⋅ 2 Baths
Discover Your Dream Home in Stephens City/Winchester! Choose from five wooded homesites, each offering over 2 acres of privacy and natural beauty. With six available floor plans, there’s a home to fit every lifestyle, including main-level living designs, main-level owner’s suite plans, traditional two-story homes with four bedrooms upstairs, and homes featuring a main-level in-law suite. Our Evergreen floor plan is Priced

Ridings Mill Road, Stephens City

Listing courtesy of Pearson Smith Realty, LLC. Contact:

Ridings Mill Road, Stephens City
$895,000
4 Beds ⋅ 4 Baths
Discover Your Dream Home in Stephens City/Winchester! Choose from five wooded homesites, each offering over 2 acres of privacy and natural beauty. With 7 available floor plans, there’s a home to fit every lifestyle, including main-level living designs, main-level owner’s suite plans, traditional two-story homes with four bedrooms upstairs, and homes featuring a main-level in-law suite. Our Huntwick Farm floor plan is Priced

Ridings Mill Road, Stephens City

Listing courtesy of Pearson Smith Realty, LLC. Contact:

503 S Broad St, Middletown
$800,000
4 Beds ⋅ 3 Baths
Middletown Icon - Introducing a truly distinctive property where timeless stone architecture meets exceptional versatility! A unique opportunity to capture a piece of Middletown - the proud new owner will appreciate "3 Stone Beauties"! 503 S. Broad; your 4 bdrm/2.5 baths Colonial. 505, your 4 car detached garage. 507 S. Broad; your lovely stone cape cod with a fenced in yard! 3 Parcels being sold together.

503 S Broad St, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact:

1384 Roundtop Rd, Middletown
$309,900
3 Beds ⋅ 2 Baths
If you're looking for an updated home with just under 1 acre of land with plenty of privacy.... look no further! Home is in Lower Dauphin SD and boarders State Game Land. You wont have to worry about any nighbors behind you. Come see the updated ranch home, one floor living, new kitchen, new bathrooms new flooring and so much more. Home has 3 bedrooms, 2 full bathrooms, oversized two car garage and almost 1 acre of land. Still plenty of time to enjoy your summer nights on the deck. Home is located in quiet, wooded area but still has great access to rt 283 and pa turnpike. Come see for yourself!!!

1384 Roundtop Rd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

217 N Broad St, Middletown
$1,250,000
6 Beds ⋅ 4 Baths
The Dr. Dorsey Lewis House — A Middletown Landmark! One of Middletown's most distinguished historic manor residences, this magnificent Colonial Revival home occupies nearly an acre in the heart of town. An expansive, columned front porch welcomes you into a grand center hall, generously proportioned rooms, beautiful hardwood floors, rich architectural details, and multiple fireplaces. Offering six bedrooms and three full and one half baths, the residence was featured as a 2011 Decorator Show House. Outside, a private backyard oasis features an in-ground swimming pool, spa, inviting patios, and mature landscaping. An extraordinary collection of outbuildings includes a detached two-car garage, a 14-bay carriage building, and a substantial 2,700-square-foot detached building currently serving as a decorator/retail showroom with its own six-car parking lot. Lovingly maintained by its current owners, this remarkable estate offers an exceptional opportunity to own a treasured piece of Middletown history. Truly one of a kind and nearly impossible to replicate today!

217 N Broad St, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact:

69 Caravan Ct, Middletown
$42,000
2 Beds ⋅ 1 Baths

69 Caravan Ct, Middletown

Listing courtesy of KW Greater West Chester. Contact:

313 Jefferson St, Middletown
$250,000
3 Beds ⋅ 1 Baths
INVESTOR SPECIAL! Fixer Upper with a separate lot! .16 Ranch Home and .08 Adjacent Lot.

313 Jefferson St, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact:

8922 Mount Tabor Rd, Middletown
$535,000
3 Beds ⋅ 1 Baths
This well built, all brick home is ready for a buyer who appreciates all it has to offer! Perfect place to start your mornings in Spring, Summer and Fall with coffee on the deck, surrounded by peaceful, pasture-like views and a gentle breeze. Three 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:

312 Elizabeth St, Middletown
$268,000
3 Beds ⋅ 2 Baths
**All the updates, none of the projects!** Welcome to 312 Elizabeth Street, a beautifully updated 3-bedroom, 2-full-bath ranch in the heart of Middletown and the Appoquinimink School District! From the ALL NEW stainless steel kitchen appliances to the NEW ROOF and NEW SIDING, the improvements have already been made so you can simply move in and enjoy. Inside, you'll find durable laminate flooring, an updated kitchen, a private primary bathroom, and a refreshed hall bathroom featuring a brand-new tub. Step outside to enjoy the spacious deck, oversized driveway, and convenient backyard storage shed. Whether you're purchasing your first home or looking to simplify your lifestyle, this move-in-ready property delivers modern updates, practical living, and the convenience of single-level living. Come see why buyers are raving about the condition of this home! Mortgage savings may be available for buyers of this listing.

312 Elizabeth St, Middletown

Listing courtesy of Redfin Corporation. Contact:

2901 Mailly Davis Ct, Middletown
$658,139
3 Beds ⋅ 2 Baths
Discover an exceptional opportunity to embrace a luxurious lifestyle in this stunning new construction home, nestled within the exclusive Parks Edge at Bayberry, Middletown's 55+community. Set to be completed in 2026, this exquisite detached ranch-style home features three spacious bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The architectural design reflects a modern aesthetic, while the high-end construction materials promise durability and sophistication. With an expansive lot size of 0.29 acres, you'll enjoy a sense of privacy and tranquility in your own personal oasis. Step inside to discover a thoughtfully designed layout that maximizes both space and natural light. The unfinished basement presents a blank canvas, allowing you to customize it to your liking-whether it be a cozy den, a home gym, or additional storage. The attached two-car garage, complete with a garage door opener, offers convenience and security for your vehicles. As a resident of this vibrant community, you'll have access to a range of exclusive amenities, including a community clubhouse and pool that invites you to unwind and socialize with neighbors. The surrounding area is perfect for leisurely strolls, fostering a sense of camaraderie among residents who appreciate an active and engaging lifestyle. This property is not just a house; it's a place to call home, where luxury meets comfort in a welcoming environment. The meticulous attention to detail in the design and construction ensures that every corner of this residence exudes quality and style. Imagine hosting gatherings in your spacious living areas or enjoying quiet evenings on your patio, surrounded by the beauty of your new community. Don't miss the chance to be part of this extraordinary living experience. With its prime location, luxurious features, and a focus on an exclusive lifestyle, this home is poised to become a cherished retreat for those seeking the best in life. Embrace the opportunity to create lasting memories in a place that truly feels like home.

2901 Mailly Davis Ct, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact:

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