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
251
# of Listings
3
Avg # of Bedrooms
$276
Avg. $ / Sq.Ft.
$641,820
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

73 Properties Found. Page 5 of 5.

Rare opportunity to own approximately 14 acres of raw land in the sought-after Middletown, Delaware area. This expansive parcel is currently farmed and also used for hunting, offering a beautiful natural setting with wide open space and incredible potential. Whether you're looking for recreational land, agricultural use, a long-term investment, or exploring future possibilities, this property offers the space and flexibility to bring your vision to life. Large tracts like this are becoming increasingly difficult to find in this growing area, making this a unique opportunity for buyers seeking land with versatility and value. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses, and any potential development opportunities with the appropriate local authorities. There are wetlands on the property, which will need approval from Army Core of Engineers and DNREC to put in a lane or driveway to access the back area where you can build. IMPORTANT: The property is actively used for hunting. Do not enter the property without a confirmed appointment. Access without authorization will be considered trespassing. All showings must be scheduled in advance through the listing agent. Thank you
#DENC2098214

MIDDLETOWN

866 OLD SCHOOL HOUSE ROAD

None Beds

None Baths

14.91 acres

$330,000

MLS#: DENC2098214

Nearly 1,800 square feet of beautifully maintained living space — plus an additional 700 square foot basement ready to be finished for even more room to grow. This 3-bedroom, 2.5-bath townhome features a bright open layout, fresh interior paint throughout, and convenient second-floor laundry. The spacious primary suite includes a private bath with double sinks. Additional highlights: • Water softener system • Newly Painted • 2-car garage + driveway parking • 700 sq ft basement with easy finishing potential Located in the sought-after Woodland Hills community, just minutes from Route 283, Hershey, Harrisburg, Penn State Harrisburg, shopping, dining, and more. Listing agent has an ownership interest in the property.
#PADA2056684

MIDDLETOWN

148 SAGE BOULEVARD

3 Beds

2 Baths

1,795 Sq.Ft.

$330,000

MLS#: PADA2056684

Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to major routes, this property ensures connectivity to surrounding areas while offering a sense of seclusion and privacy.
#DENC2078196

MIDDLETOWN

2691 N DUPONT PARKWAY

None Beds

None Baths

3.99 acres

$325,000

MLS#: DENC2078196

This beautifully kept 3-bedroom, 2.5-bath townhome in Woodland Hills is move-in ready and waiting for you! Inside, you'll find an open layout filled with natural light on the main floor, complete with stainless steel appliances (high end refrigerator stays) and a convenient second-floor laundry area. Washer and Dryer already installed. Other great features include: walk-out basement with plenty of potential to finish for extra living space, deck overlooking private woods, attached 2 car garage with another 2 car driveway, no homes or neighbors directly behind you. Location is super convenient—close to Route 283, shopping, dining, Hershey, Harrisburg, and Penn State Harrisburg. You're also just a short 3 minute walk to the Middletown Swim Club. The current owner has barely lived here, so the home feels almost new. Economical gas heat to help keep utility bills low. Don't miss out—schedule your showing today!
#PADA2056216

MIDDLETOWN

158 SAGE BOULEVARD

3 Beds

2 Baths

1,524 Sq.Ft.

$319,000

MLS#: PADA2056216

Charming and newly renovated bungalow style home. Step onto the front porch where you can sit and enjoy the outdoors. As you enter the home, you walk into the beautiful living room. Straight ahead is the newly renovated kitchen and dining room where you will find all new appliances, new kitchen cabinets, and solid surface countertops. You step through the sliding doors from the dining room and onto a newly built deck. To the right of the dining area, and three small steps down, you enter the mud room which also houses the laundry area. The landing provides access to the side door entrance. Four unique windows on this landing provides more natural light. The full and unfinished basement may also be accessed here. Also on the main floor and to the right of the living room, are two bedrooms and one full bathroom. Up the stairs may be your favorite spot! Here you will find the primary bedroom and bathroom. The cozy and generous sized space may also be used as another living area or perhaps an office. Fresh new paint and flooring throughout. All the home needs is for you to make it a home. Schedule your tour today.
#PADA2057256

MIDDLETOWN

123 ADELIA STREET

3 Beds

2 Baths

1,306 Sq.Ft.

$309,900

MLS#: PADA2057256

New on site today
Picture perfect craftsman style two story located in Middletown on a quaint street with a strong sense of community. Home has been loved, maintained, and delivers a setting as picturesque as a Norman Rockwell painting. Three bedrooms with ample closets, two full baths, located on a double lot with off-street parking for numerous vehicles plus a detached oversized heated garage/workshop with an abundance of storage that is ideal for a tradesman. Second detached garage/storage shed that can be used to store yard equipment. Level yard for pets or gardening, all within walking distance of schools and park. Large eat-in country kitchen with an abundance of cabinetry and counters, and a formal dining room that if needed, could be used as a first-floor bedroom with adjacent full bath with shower. Formal living room, family room, enclosed side porch mud room, and a first-floor laundry. Affordable gas heating with central air conditioning, architectural shingled roof, maintenance free vinyl siding, thermal replacement windows throughout and a large covered rear composite porch for out door gatherings. Home is packed with character and priced to move you!
#PADA2057274

MIDDLETOWN

45 W ROOSEVELT AVENUE

3 Beds

2 Baths

1,850 Sq.Ft.

$299,900

MLS#: PADA2057274

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

New on site today
Priced to sell! Located in the highly desirable Appoquinimink School District, this beautiful ranch-style home offers comfort, style, and convenience. Filled with natural light, the home features a well-appointed kitchen with stainless steel appliances and granite countertops. The finished lower level provides additional living space - perfect for a media room, home gym, or guest suite. Ideally situated in a prime Middletown location just off Main Street, you’ll enjoy easy access to shopping, local attractions, and Route 1, making commuting a breeze.
#DENC2099034

MIDDLETOWN

3 REDDING CIRCLE

3 Beds

1 Baths

1,725 Sq.Ft.

$280,000

MLS#: DENC2099034

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

*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

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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