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 Group

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 Group
107
# of Listings
3
Avg # of Bedrooms
$330
Avg. $ / Sq.Ft.
$549,939
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

18 Properties Found. Page 2 of 2.

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

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

1 2

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