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 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
262
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$646,356
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

69 Properties Found. Page 5 of 5.

New on site 3 days ago
Comfort, convenience, and carefree living come together beautifully in this spacious Congressional Village condo. Offering 3 bedrooms and 2 full baths, this well-maintained home features a bright, open layout designed for comfortable everyday living. The generous primary suite provides a private retreat with its own bath and ample closet space, while two additional bedrooms offer flexibility for guests, a home office, or hobbies. Ideally located in the heart of Middletown, residents enjoy easy access to shopping, dining, parks, and major commuting routes—making this home the perfect blend of comfort and convenience.
#DENC2098344

MIDDLETOWN

1840 CONGRESSIONAL VILLAGE DRIVE 4201

3 Beds

2 Baths

1,475 Sq.Ft.

$295,000

MLS#: DENC2098344

OPEN HOUSE SUNDAY MARCH 1 1-3 pm Host Sue Kleinfelter Middletown Area Schools 4 bedroom 2 -1/2 bath Single Detached 1 Family Home. Come see this 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 Spring! Royalton Boro you own the land not land lease seller says sell bring offers.
#PADA2056298

MIDDLETOWN

416 PENN STREET

4 Beds

2 Baths

1,968 Sq.Ft.

$295,000

MLS#: PADA2056298

Looking for a million-dollar view in Middletown Valley- school district minutes from Frederick City limits and commuter routes? Look no further! Lot offers 3 possible home sites to choose from. Power is run to site, approved well with 15 GPM, driveway is in ready for building. Forest stewardship in place also- so no dealing with FRO easement applications and costs. Sediment plan has been completed by Fox & Assoc. Storm water plan has been completed. VA construction loans with no money down possible, 10% down construction loans available. Rear corners are marked.
#MDFR2077606

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$275,000

MLS#: MDFR2077606

Great opportunity to own 3.6 acres in a convenient location of Middletown! Away from all the hustle and bustle, but still close to shopping, restaurants, entertainment and major routes for commuting. Over 650 ft. of road frontage. Large pond for nature lovers, fisherman, etc... Come build your dream home. No Builder Tie-In, work with my builder, or bring your own. Seller in process of having Soil Evaluation completed. Please do not park on the property, if ground is wet. If ground is wet, you may park in driveway for 865 Marl Pitt Rd, to left of property. It is believed utility hook-ups are in place. Buyer to do their own due diligence.
#DENC2097776

MIDDLETOWN

895 MARL PIT ROAD

None Beds

None Baths

3.64 acres

$275,000

MLS#: DENC2097776

"Investers Alert" - This property has been damaged by fire and needs entire Interior renovation including HVAC, Electrical, Drywall, Fixtures, Etc. Priced Accordingly. Buyer has approved plan for extension details can be provided upon request.This home is ready for whole renovation ,buyer can design and upgrade according to their desire.Property contains a direct access garage, enjoy outdoor gatherings on the beautifully landscaped lot with a private backyard—perfect for summer barbecues or peaceful evenings. Located minutes from Route 1, shopping centers, restaurants, and parks, this home combines suburban tranquility with convenient access to everything Middletown has to offer. Seller will accept higher and best offer (if acceptable to seller) as this conditions CASH offers only, no inspections or contigency. Open house schedule on Sunday(10/12/2025) from 12 pm to 1pm Don’t miss this chance to invest in one of Delaware’s most desirable markets!
#DENC2090554

MIDDLETOWN

945 LANSDOWNE ROAD

3 Beds

2 Baths

1,650 Sq.Ft.

$269,900

MLS#: DENC2090554

New on site 2 days ago
Welcome to 15 Spruce St in Middletown. This charming 3-bedroom, 1-bath home offers the perfect blend of timeless character and modern updates. Inside, you’ll find a functional floor plan with a bright and inviting living space that flows effortlessly, creating a comfortable setting for both everyday living and entertaining. Step outside to enjoy the spacious backyard, complete with Trex decking—perfect for outdoor dining, relaxing, or hosting summer barbecues. The property also features a detached two-car garage and a nicely sized fenced-in yard, offering both convenience and privacy. Located in the Borough of Middletown, this home is just minutes from local shops, restaurants, parks, and everyday amenities. With easy access to major routes, commuting and traveling to surrounding areas is simple. Don’t miss the opportunity to make this wonderful home yours, properties like this don’t come along often!
#PADA2057306

MIDDLETOWN

15 SPRUCE STREET

3 Beds

1 Baths

1,092 Sq.Ft.

$269,900

MLS#: PADA2057306

*Seller is willing to hold Seller Financing up to 5% down with a 6.5% interest with reasonable offer.* Fantastic opportunity to build your dream home on 3.8 acres of land in Great Oak Farms. Centrally located close to shopping, dining, Rt 1 and in an already established neighborhood. Note: public utilities may be available to the property, but it is up to the buyers to confirm with due diligence. **Property has State/National wetlands going through through the parcel**
#DENC2087962

MIDDLETOWN

17 WHITE OAK DRIVE

None Beds

None Baths

3.82 acres

$269,000

MLS#: DENC2087962

New on site 4 days ago
Welcome home to this charming two-story townhome in Middletown featuring attractive stone accents and a thoughtfully designed layout perfect for comfortable everyday living. Step inside to a bright and inviting main level that includes a convenient half bath and a spacious living area that flows seamlessly into the kitchen. The kitchen is a standout feature with a custom tile backsplash and a peninsula/island with seating for stools, making it the perfect spot for casual meals, morning coffee, or a place for homework and gathering with friends and family. Upstairs, you’ll find a well-designed second floor with three bedrooms and two full bathrooms. The primary bedroom suite offers a private retreat, while two additional bedrooms share a hallway bathroom—ideal for family, guests, or a home office. Additional highlights include an attached garage and a full basement that offers excellent storage and the potential to be easily finished for additional living space. Step outside to enjoy the beautiful backyard patio, perfect for relaxing or entertaining, with trees lining the property for added privacy. Conveniently located just minutes from Harrisburg International Airport, the Pennsylvania Turnpike, and major commuter routes including Interstate 83, Interstate 81, and Pennsylvania Route 283, this home offers easy access to surrounding areas. The community itself is walkable and welcoming, with a park and lake nearby—perfect for enjoying the outdoors. This home combines style, convenience, and location—don’t miss the opportunity to make it yours!
#PADA2057382

MIDDLETOWN

1781 LAKESIDE DRIVE

3 Beds

2 Baths

1,408 Sq.Ft.

$260,000

MLS#: PADA2057382

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

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