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
108
# of Listings
3
Avg # of Bedrooms
$332
Avg. $ / Sq.Ft.
$548,091
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

40 Properties Found. Page 1 of 3.

Includes 500 SF of dedicated office space, high end trophy space, open floor plan layout, and 10 foot ceilings. Lease rate does not include utilities, property expenses, or building services. 1-5 year rental term. Former printing press / Valley Register historic building in charming downtown Middletown. Final touches could be made to fit to your needs, zoned for office or retail. Contact us now for details.
#MDFR2069680

MIDDLETOWN

123 MAIN ST W

None Beds

None Baths

N/A

$1,350

MLS#: MDFR2069680

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

Welcome to this Wonderful Woodridge Townhome. The open floor plan creates a seamless flow between the living, dining, and kitchen areas. The kitchen is equipped with Granite Countertops and Stainless appliances and has an inviting Breakfast Bar that overlooks the Dining Area. The living room offers a comfortable setting for relaxation and entertaining. The primary bedroom offers ample space and includes a private en-suite bathroom. Both bathrooms are tastefully appointed with modern fixtures and finishes. Luxury Vinyl Plank throughout. The property's location provides convenient access to essential amenities and services in the surrounding area including major highways and Harrisburg International Airport.
#PADA2051414

MIDDLETOWN

912 WOODRIDGE DRIVE

2 Beds

2 Baths

1,310 Sq.Ft.

$244,900

MLS#: PADA2051414

An exceptional opportunity awaits with this versatile property perfectly suited for a wide range of R2 zoning uses. Currently the impeccably renovated headquarters of 717 Mortgage Group, this space reflects top-tier craftsmanship and attention to detail at every turn. Whether you envision a prime location for your business, a smart and appealing investment, or a seamless conversion to a single-family residence, this property offers unmatched flexibility. The thoughtfully designed layout easily supports multiple uses, and the finished media room in the basement adds a rare and valuable bonus. With ample off-street parking and a convenient in-town location, this property truly checks all the boxes.
#PADA2051902

MIDDLETOWN

120 W WATER STREET

None Beds

None Baths

N/A

$239,717

MLS#: PADA2051902

An exceptional opportunity awaits with this versatile property perfectly suited for a wide range of R2 zoning uses. Currently the impeccably renovated headquarters of 717 Mortgage Group, this space reflects top-tier craftsmanship and attention to detail at every turn. Whether you envision a prime location for your business, a smart and appealing investment, or a seamless conversion to a SINGLE FAMILY RESIDENCE, this property offers unmatched flexibility. The thoughtfully designed layout easily supports multiple uses, and the finished media room in the basement adds a rare and valuable bonus. With ample off-street parking and a convenient in-town location, this property truly checks all the boxes.
#PADA2052114

MIDDLETOWN

120 W WATER STREET

3 Beds

1 Baths

N/A

$239,717

MLS#: PADA2052114

New on site 2 days ago
Warm, inviting, and full of potential, this Middletown home offers a rare opportunity to create something truly special. Set along a quiet street, the setting feels calm and grounded, yet remains close to everyday conveniences. Natural light fills this Cape Cod, highlighting a functional layout that is both practical for daily living and conducive to easy gatherings. The home features four bedrooms and one full bathroom, with two bedrooms conveniently located on the main level and two additional bedrooms on the second floor, offering flexibility for various living arrangements. Solid construction and enduring character create a strong foundation for future updates. The interior presents an opportunity to personalize the space, refresh finishes, and bring your own vision to life at your own pace. Outside, the yard provides a peaceful extension of the home, complemented by a large driveway and concrete pad that offer generous off-street parking and flexible use options. The quiet surroundings enhance the overall sense of comfort and privacy. Often overlooked but highly valuable are the thoughtful storage areas, the practical floor plan, and the way the home naturally supports connection while still allowing space to spread out. Consistently cared for over the years and held as part of the Fry Trust, this property is now ready for its next transformation and is well worth seeing in person for those seeking character, opportunity, and long-term potential.
#PADA2051780

MIDDLETOWN

346 E ROOSEVELT AVENUE

4 Beds

1 Baths

1,416 Sq.Ft.

$214,900

MLS#: PADA2051780

Welcome to this charming 3-bedroom, 1-bath home in the heart of Middletown, ideally situated near the state capital and just minutes from the airport. Renovated within the last three years, this property combines modern updates and everyday comfort, offering peace of mind for years to come. The spacious layout provides plenty of room to relax and entertain, while the updated finishes make it truly move-in ready. Whether you're searching for your next home or a strong investment opportunity, this property checks all the boxes. With its convenient location and recent renovations it's an ideal choice for a primary residence or a rental with long-term potential. Don't miss the chance to own a well-maintained home in a prime location!
#PADA2049782

MIDDLETOWN

54 NISSLEY STREET

3 Beds

1 Baths

1,246 Sq.Ft.

$184,900

MLS#: PADA2049782

Build your dream home on this 2.04 acre lot! Located in the desirable Lower Dauphin School District, you can bring your own builder and design a home exactly the way you want it. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052080

MIDDLETOWN

Lot 1 SCHOOLHOUSE RD

None Beds

None Baths

2.04 acres

$170,000

MLS#: PADA2052080

Build your dream home on this 1.9 acre lot! Located in desirable Lower Dauphin School District, you can bring your own builder and design a home exactly the way you want it. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052084

MIDDLETOWN

Lot 3 SCHOOLHOUSE RD

None Beds

None Baths

1.9 acres

$165,000

MLS#: PADA2052084

MORE INFORMATION AND DETAILS TO FOLLOW...
#PADA2052106

MIDDLETOWN

239 WILSON STREET

3 Beds

1 Baths

1,582 Sq.Ft.

$165,000

MLS#: PADA2052106

Build your dream home on this 1.78 acre lot! Located in the desirable Lower Dauphin School District, you can bring your own builder and design a home exactly the way you want it. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052082

MIDDLETOWN

Lot 2 SCHOOLHOUSE RD

None Beds

None Baths

1.79 acres

$160,000

MLS#: PADA2052082

Price just reduced. Discover a charming investment opportunity in the heart of Middletown Borough! This traditional detached home boasts 2,576 sq. ft. of potential, featuring 3 spacious bedrooms and 2 full bathrooms. Set on a manageable 0.11-acre lot, this property includes off-street paved parking, ensuring convenience for tenants or guests. The classic architectural style and solid frame construction provide a timeless appeal. With a strong rental market in the area, this home presents an excellent opportunity for investors seeking steady returns. Whether you're looking to renovate and increase value or maintain as a reliable rental, this property is a canvas ready for your vision. Don't miss out on this chance to invest in a warm and inviting community!
#PADA2050382

MIDDLETOWN

166 ANN STREET

3 Beds

2 Baths

2,576 Sq.Ft.

$155,000

MLS#: PADA2050382

This brand new 3 bed, 2 bath home is a buyer’s delight. The many upgrades include: floor to ceiling cabinetry, stainless steel appliances, double stainless steel sink, tile backsplash and recessed lighting. The open floor plans offers 8′ flat ceilings and a spacious living room. The main suite has a large walk-in closet, double 36″ vanity and an oversized corner shower. The home sits on large flat lot that backs up to a tree lined berm for additional privacy. Call today for an appointment!
#PADA2052222

MIDDLETOWN

32 ROSE AVENUE

3 Beds

2 Baths

1,200 Sq.Ft.

$139,900

MLS#: PADA2052222

If you are in search of the perfect building lot that provides seclusion, yet has easy access to state maintained roads nearby. You've found it! Tremendous views of the Signal Knob Mountain from various lots! Perfect Dream Home Lot for the commuter looking to escape from the hustle of the city! Whether you want a House-on-the-Hillside Lot surrounded by seclusion, or a lot located close to the Private Common Use area for Lake Access, we have exactly what you're looking for. Only 3 lots remain out of 41!
#1000074677

MIDDLETOWN

COMFORTER LANE LOT 31

None Beds

None Baths

2.0 acres

$110,000

MLS#: 1000074677

Single family home in a quiet neighborhood. Situated on a corner lot in Royalton Boro. Home offers 2 bedrooms, full bath, kitchen, living and family rooms. Full unfinished basement. Back patio and shed for outdoor storage. Conveniently located to shopping, restaurants, airport and major highways.
#PADA2049974

MIDDLETOWN

240 R WATER STREET

2 Beds

1 Baths

821 Sq.Ft.

$105,300

MLS#: PADA2049974

1 2 3

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