CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

MIDDLETOWN

One of the most popular communities provided by Charis Realty

MIDDLETOWN

About MIDDLETOWN

Discover Middletown, MD Real Estate

Welcome to Middletown, Maryland! Nestled in the heart of Frederick County, Middletown offers a charming blend of small-town atmosphere and modern amenities. If you’re searching for a place where community, convenience, and natural beauty meet, Middletown, MD real estate is the perfect choice.

Why Choose Middletown, MD?

Located just minutes west of Frederick, Middletown boasts picturesque landscapes, historic landmarks, and a warm, welcoming community. Here’s why so many homebuyers are looking for houses for sale in Middletown, MD:

  • Stunning Mountain Views: Surrounded by the scenic Catoctin Mountains and rolling farmland, this area provides breathtaking vistas year-round.
  • Top-Rated Schools: Middletown is renowned for its excellent public schools, including Middletown High School.
  • Charming Downtown: Explore locally-owned shops, cafes, and eateries along Main Street for a classic small-town experience.
  • Nearby Recreation: Enjoy outdoor activities at Middletown Park, South Mountain State Park, and local golf courses.
  • Easy Access: Quick commutes to Frederick, Hagerstown, and even Washington, DC make Middletown ideal for professionals and families alike.

Middletown, MD Housing Market Overview

The Middletown, MD real estate market features a wide variety of properties, from historic Victorian homes to modern new constructions. Whether you’re a first-time buyer, looking to upgrade, or seeking a peaceful place to retire, Middletown offers:

  • Single-family homes
  • Townhouses
  • New builds and developments
  • Spacious lots and acreage

Interested in recent listings? Check current homes for sale in Middletown, MD for up-to-date market trends and pricing.

Live in the Heart of Frederick County

Relocating to Middletown, MD means you’ll experience:

  • A strong sense of community and friendly neighbors
  • Highly walkable streets with beautiful historic architecture
  • Year-round events, including the popular Middletown Heritage Festival
  • An unbeatable blend of rural charm and convenient suburban living

Ready to Find Your Dream Home in Middletown?

From stately colonials to custom-built estates, Middletown, Maryland real estate delivers exceptional value and quality of life. If you’re considering a move, now is the perfect time to contact a trusted Middletown, MD real estate agent to start your search.

Start living the life you’ve always dreamed of in Middletown, Maryland—where homes are more than houses; they’re part of a vibrant, enduring community.

One of the most popular communities provided by Charis Realty
106
# of Listings
3
Avg # of Bedrooms
$335
Avg. $ / Sq.Ft.
$556,213
Med. List Price

Browse MIDDLETOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

25 Properties Found. Page 2 of 2.

New on site 1 day ago
UNDER CONSTRUCTION. *$5000 builder incentive. Call for details* This Swallow model is a 3 BD, 2.5 BA, 1,798 sq. feet, center-unit townhome. With its nine foot ceilings and lots of natural light, this home feels comfortably spacious. Included in this kitchen is an island, granite counters, stainless steel appliances, recessed lighting, an adjacent pantry and many more features. You will feel right at home in the owner’s suite with its ample space and lots of natural light which also features a private bath and walk-in closet. Also on the second floor are bedrooms two and three, a family bath and the laundry room, which is just steps from all bedrooms and bathrooms. This home has a full, unfinished, walkout lower level and a 2 car garage. A composite deck, as well as the patio below, affords additional outdoor living space. Interior selections may still be available. All taxes are estimated since this is new construction and has not yet been assessed. Interior photos are of a similar home. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051538

MIDDLETOWN

126 MAGNOLIA DRIVE

3 Beds

2 Baths

1,798 Sq.Ft.

$360,581

MLS#: PADA2051538

New on site 1 day ago
UNDER CONSTRUCTION. *$5000 builder incentive. Call for details* This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051548

MIDDLETOWN

128 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051548

New on site 1 day ago
*$5000 builder incentive. Call for details* UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051576

MIDDLETOWN

130 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051576

Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.
#MDFR2061288

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$339,000

MLS#: MDFR2061288

UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You'll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. You will love all the storage available in the walk-in pantry. Check out the size of these bedrooms! The owner's suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a full, unfinished, lower level, 10x12 patio and a 2 car garage. Interior selections may still be available. -This is new construction and has not yet been assessed so all taxes are estimated. -Interior photos are from a similar home.
#PADA2046562

MIDDLETOWN

121 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$323,575

MLS#: PADA2046562

4 bedroom 2 1/2 bath entertainers delight in Middletown off Street Parking level yard for picnics brand new interior move in ready over 1900 ft.². Open floor plan with tile, shower and backsplash granite countertops, new cabinetry time to throw a party! just in time for the holidays! Royalton Boro you own the land not land lease seller says sell bring offers.
#PADA2050404

MIDDLETOWN

416 PENN STREET

4 Beds

2 Baths

1,968 Sq.Ft.

$304,900

MLS#: PADA2050404

This charming historical residence, originally built in the late 1800’s showcases a unique blend of traditional architectural style and modern craftsmanship. Located near the square in the heart of Middletown Borough, this home exudes warmth and character, inviting you to experience its spacious 3,860 square feet of living space with potential for multigenerational living. The exterior, crafted from classic brick, offers a timeless appeal, while the interior features the original hardwood flooring that flows seamlessly throughout the first level. The thoughtful renovations have preserved the home's original charm while enhancing its functionality, making it a perfect canvas for your personal touch. With a generous lot size of 0.23 acres, the property provides ample outdoor space for relaxation, recreation or gardening. The unfinished basement, with interior access, presents an opportunity for customization. On-street parking is available with the potential for off-street options, accommodating your lifestyle needs. This unique home boasts 2 kitchens (one on each side), 8 bedrooms (4 on each side) and 4 full bathrooms (2 on each side) on one parcel. The kitchens were updated in the 1990’s and 2008. The 2nd floor bathroom (West side) was renovated in 2022. The 3rd floor bathroom (East side) was renovated in 2024. The home's design emphasizes comfort and livability, making it an ideal setting for gatherings or quiet evenings at home. This residence is not just a house; it's a place where memories are made, and a sense of belonging is fostered. Experience the perfect blend of historic charm and modern convenience in this delightful Middletown Borough gem. While zoned residential, the house is in the C-2 Commercial District, which can allow the uses listed in Article X (Associated Documents). Two families with children purchased this home together in the 1980's. In 2004, when the children had grown, one of the families sold their half to the remaining sellers. This home is being sold ‘as is’.
#PADA2051514

MIDDLETOWN

33 E MAIN STREET

8 Beds

4 Baths

3,860 Sq.Ft.

$300,000

MLS#: PADA2051514

Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential. Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future expansion. Inside, you'll find original details that speak to the home's heritage, creating a warm and inviting atmosphere that’s ready to be reimagined. Whether you're looking to bring new life to a classic property or create your dream home in a sought-after location, this residence offers the perfect canvas. Attic is fully floored for extra storage, basement is unfinished & is another great storage space. With its unbeatable location in a charming community close to schools, shops, and parks, this is an opportunity you don’t want to miss.
#MDFR2069270

MIDDLETOWN

417 W MAIN STREET

3 Beds

1 Baths

1,392 Sq.Ft.

$299,990

MLS#: MDFR2069270

Nestled in the charming Shope Gardens neighborhood, this ranch-style home offers a perfect blend of comfort and modern living. Built in 1955, this renovated, well-maintained residence features a warm and inviting atmosphere, ideal for creating lasting memories. Step inside to discover an open floor plan that seamlessly connects the living and dining areas, enhanced by beautiful wood accents, and hardwood and luxury vinyl plank floors. The spacious kitchen, equipped with stainless steel appliances that includes a built-in microwave, dishwasher, 5 burner gas range, oversized apron farmhouse sink, soft-close drawers, and spacious quartz counters with an Arabesque ceramic tiled backsplash surround is perfect for culinary adventures. As the cold weather approaches, enjoy cozy evenings by the gas fireplace that will be replaced soon with a new insert to add a touch of warmth to the living space. The family room can easily be used as a home office with a separate entrance. The home boasts two comfortably sized bedrooms, each designed for relaxation. The primary ensuite bath features a luxurious jetted walk-in tub, providing a spa-like retreat with a marble topped double vanity. Don't worry about stepping out of the walk-in shower on to a cold ceramic tiled floor in the main bathroom because the floor is heated. Thoughtful details like recessed lighting and built-ins add to the home's charm. Outside, the property is adorned with sidewalks and features a cover rear patio and covered front porch, perfect for enjoying morning coffee or evening gatherings. The 0.16-acre lot offers ample space for outdoor activities, especially in the back yard, while a convenient shed provides extra storage. With off-street parking for two vehicles and energy-efficient windows, this home combines practicality with comfort. The unfinished basement offers potential for customization, whether for additional storage and/or future living space. The roof has 19 years remaining on the transferrable warranty. The counter top in the kitchen has a lifetime warranty that is transferable. This home is conveniently located to major highways and Harrisburg International Airport. This inviting residence is ready to welcome YOU home. Don’t miss the opportunity to make it YOUR home! Contingent upon the Seller finding suitable housing and may require a lease back/post settlement possession. However, the Seller has written a contingent offer that was accepted on a home. Therefore, the Seller is motivated to sell. Buyer/Buyer's Agent is responsible for verifying square footage/lot size and tax information.
#PADA2052036

MIDDLETOWN

104 NISSLEY DRIVE

2 Beds

2 Baths

1,313 Sq.Ft.

$299,900

MLS#: PADA2052036

This is the one you’ve been waiting for. Fully renovated from top to bottom, this classic Middletown home blends modern updates with timeless charm. With a fresh exterior, updated systems, and stylish interior finishes, this home is move-in ready and offers incredible value in today’s market. Step inside to find a bright and spacious main living area with new flooring and recessed lighting, flowing directly into an open-concept kitchen featuring solid wood cabinets, ample counter space, and a convenient breakfast bar. The floor plan is flexible and functional, perfect for entertaining or everyday living. Upstairs, you’ll find comfortable bedrooms with generous closets, while the bathrooms have been fully updated with modern fixtures and finishes. The lower level includes a clean, usable basement ideal for storage, hobbies, or future finishing. Out back, enjoy a manageable yard with space to garden, grill, or relax. Whether you’re a first-time buyer looking for a turnkey property or someone relocating and wanting something refreshed and low-maintenance, this home checks all the boxes. This isn’t just a renovation. It’s a well-thought-out upgrade that’s ready for its next chapter. Schedule your private tour today!
#PADA2051144

MIDDLETOWN

16 JUNIATA STREET

3 Beds

1 Baths

1,512 Sq.Ft.

$250,000

MLS#: PADA2051144

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