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

Middletown, MD Real Estate: Your Ultimate Guide

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
107
# of Listings
3
Avg # of Bedrooms
$336
Avg. $ / Sq.Ft.
$550,388
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

35 Properties Found. Page 3 of 3.

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

2,088 Sq.Ft.

$299,990

MLS#: MDFR2069270

NEW IMPROVED PRICE!! If you're looking for a charming townhome nestled in the desirable Woodbridge community, this may be the one for you! This nicely, maintained end unit townhome features three bedrooms, two and a half baths, 1880 finished sq. ft., two car garage and more! Step into a welcoming entry and be met with an inviting layout of comfort, traditional style and convenience. The living room is located off the entry and is the perfect place to relax or entertain. The well appointed kitchen offers ample cabinetry, a large island with seating for four, modern stainless steel appliances, dining area and access to the back deck where you can enjoy your morning coffee and outdoors . Beautiful, luxury, vinyl plank flooring flows from the entry into the kitchen, dining and half bath areas. A convenient laundry room and half bath complete the main level. Upstairs you'll find a generously sized primary bedroom with walk in closet, en-suite bathroom complete with walk-in shower and double sink vanity. Two more bedrooms and a full hall bath with tub/shower combo offer extra retreat . The finished lower level, with access to the two car garage, adds more space and flexibility to your lifestyle needs. Whether you need an extra bedroom, office or game room, this space can accommodate. Enjoy the comfort, ease and time saved with low maintenance living with lawn and snow removal covered by HOA. Newer HVAC and hot water heater are added bonuses . Woodridge development is a prime location convenient to shopping, schools, dining , HIA and major commuter routes. Schedule your showing today and make this your new Home Sweet Home! *Professional photos to be uploaded on Oct. 23rd*
#PADA2050576

MIDDLETOWN

1236 OVERLOOK ROAD

3 Beds

2 Baths

1,880 Sq.Ft.

$287,000

MLS#: PADA2050576

Great location to schools, shopping and major highways. With a little TLC, you could bring this home back to its glory days. This home boast a 2 car garage, an awesome large, flat back yard. Plenty of room to spread out in the beautiful family room with stone fireplace in the lower level. Don't wait, this home wont last. Welcome home!
#PADA2051824

MIDDLETOWN

1770 OBERLIN ROAD

4 Beds

2 Baths

1,100 Sq.Ft.

$285,000

MLS#: PADA2051824

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

New on site 1 day ago
Located on a large, fenced .47 acre lot in a quiet neighborhood this cute 2 or 3 bedroom rancher is the home you've been waiting for. On the main level the home features a large living room, a modern kitchen, two bedrooms plus a dining room or 3rd bedroom. The recently remodeled lower level offers a big family room, an office, a craft/hobby room. a powder room and a utility room. The home has oil hot air heat with central air conditioning , public sewer, well water and a radon mitigation system. Outside the home has off street parking for at least 4 vehicles. The big rear yard is perfect for your pets, is fenced with PVC fencing, and has a large shed and even a chicken coop. Some of the rooms have been virtually staged to enhance the viewing and show possible furniture placement. The seller is offering a one year home warranty with an acceptable offer.
#PADA2052090

MIDDLETOWN

2588 SPRING GARDEN DRIVE

2 Beds

1 Baths

1,107 Sq.Ft.

$250,000

MLS#: PADA2052090

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