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 Charis Realty Group 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
252
# of Listings
3
Avg # of Bedrooms
$269
Avg. $ / Sq.Ft.
$658,776
Med. List Price

Browse MIDDLETOWN Real Estate Listings

50 Properties Found. Page 4 of 4.

Price Improved and ready for you to make this your new home in 2026 !! 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.

$254,000

MLS#: MDFR2069270

4 -bedroom, 1.5-bath single-story home with 1,439 sq ft on a 0.14-acre lot. Features living room, second 
living space, dining area, kitchen, and two storage shops. Roof functional; siding and gutters may need 
updates. Appliances included: fridge, freezer, stove. Window AC units and wood stove. Public water & 
sewer, electricity by REC. Conveniently located near Frederick County schools.
#VAFV2038900

MIDDLETOWN

2339 THIRD STREET

4 Beds

1 Baths

1,439 Sq.Ft.

$219,900

MLS#: VAFV2038900

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

New on site 1 day ago
Build your future in the heart of the Shenandoah Valley!

Lot 6 Sixth Street in Middletown, VA offers a prime opportunity to secure .42 acres in a growing area with new construction happening all around. Whether you're ready to build now or prefer to hold as the area continues to develop, this property gives you flexibility and potential — with NO HOA.

Perfectly positioned just minutes from I-81, this lot provides easy access to surrounding areas: only 9 minutes to Stephens City, 20 minutes to Winchester, and approximately 1 hour to Fairfax. Enjoy the convenience of commuting while still taking advantage of a quieter, small-town setting.

Bring your vision and design the home you've been dreaming about. With growth happening nearby and a location that keeps you connected, this is a rare chance to secure land in an area poised for continued progress.
#VAFV2039744

MIDDLETOWN

LOT 6 SIXTH ST

None Beds

None Baths

0.42 acres

$100,000

MLS#: VAFV2039744

3  bedroom perk
#VAFV2038332

MIDDLETOWN

HUTTLE

None Beds

None Baths

2.83 acres

$74,000

MLS#: VAFV2038332

1 2 3 4

properties found. properties found. Page of .

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