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
261
# of Listings
3
Avg # of Bedrooms
$271
Avg. $ / Sq.Ft.
$642,232
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

67 Properties Found. Page 4 of 5.

Being "SOLD AS IS"- Rancher with two bedrooms and two full bath. Kitchen with granite and appliances. Spacious living area. Sunroom. Owners suite with full bath. Two car attached garage. Home is a guardianship sale. Appointed guardian has no knowledge of the home. Buyers and buyers agent should do their own due diligence. Neighborhood information is in the MLS.
#DENC2094084

MIDDLETOWN

561 WHISPERING TRAIL

2 Beds

2 Baths

1,650 Sq.Ft.

$351,900

MLS#: DENC2094084

What an opportunity to purchase a single family home under $375,000 in Middletown Delaware. This 4 bedroom home boast hardwoods through out. And what every buyer can appreciate, a newer roof and Hvac. These major updates can give you pease of mind for years to come. With a lot size of .81 there is potential room to expand. Location, location!! Just minutes from Rt 1 for all your commuting needs!! MORE PHOTOS COMING SOON!
#DENC2096262

MIDDLETOWN

2481 N DUPONT PARKWAY

4 Beds

1 Baths

1,400 Sq.Ft.

$350,000

MLS#: DENC2096262

Welcome to Venue at Winchelsea by Lennar — Middletown’s premier active adult (55+) community offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of Lennar's Pathway to Ownership Program - application and income qualification are required for purchase. 3134 Pett Level Drive is move-in ready and thoughtfully designed for comfort and ease. The first floor features an inviting open-concept layout that blends the kitchen, dining, and living areas—perfect for both everyday living and entertaining. The luxurious first-floor owner’s suite is privately tucked away in the rear of the home and includes a spa-inspired en-suite bath and generous closet space. A secondary bedroom at the front of the home offers flexibility for guests or a home office. Upstairs, a central loft anchors three additional bedrooms, providing ample space for hobbies, visitors, or multigenerational living. About the community: Venue at Winchelsea is designed for an active, social lifestyle. Future amenities currently under construction include a 5,400 state-of-the-art clubhouse, outdoor pool, pickleball and bocce courts, community gardens, and more. *Pictures are artist renderings and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. Please contact the Lennar Sales Team directly for questions about qualifications and how to apply for the MPDU program. We are happy to walk you through the process.* For appointments and open houses, please visit the welcome home center at 2405 Greyfriar Loop.
#DENC2095688

MIDDLETOWN

3134 PETT LEVEL DRIVE

5 Beds

2 Baths

2,669 Sq.Ft.

$350,000

MLS#: DENC2095688

Welcome to this beautiful, modern, like-new duplex raised ranch townhome in the highly desirable Woodland Hills community of Middletown! Designed with today’s lifestyle in mind, this bright and open floor plan is centered around a stunning kitchen featuring granite countertops, a spacious island, pantry, and stainless steel appliances. The seamless flow makes entertaining effortless, while the private rear patio just off the kitchen provides the perfect spot to enjoy your morning coffee or unwind in the evening. The main level offers three generously sized bedrooms, including an impressive 19 x 17 primary suite complete with a walk-in closet and plenty of room to create your own relaxing retreat. Convenient laundry hookups are located on both the main and lower levels, adding everyday flexibility and ease. Downstairs, you’ll find a versatile room ideal for a fourth bedroom, home office, or guest space. In addition, the enormous 37 x 28 lower-level area offers incredible potential—ready to be finished into additional living space such as a family room, gym, media room, or whatever suits your needs. Located in a prime location near local schools, major highways, and the Pennsylvania Turnpike, this exceptional home offers the perfect blend of comfort, space, and convenience in one of the area’s most appealing and sought-after neighborhoods. Don’t miss your opportunity to own this move-in-ready gem in Woodland Hills!
#PADA2056934

MIDDLETOWN

125 SAGE BOULEVARD

4 Beds

2 Baths

1,970 Sq.Ft.

$349,900

MLS#: PADA2056934

Opportunity awaits in this end unit townhome offering great natural light, functional living space, and strong potential. This home presents a fantastic opportunity for a buyer looking to personalize their space or an investor seeking a valuable addition to their portfolio. The main level features a convenient powder room, first floor laundry, and inside access from the garage, providing additional storage and everyday ease. Upstairs, you will find two full bathrooms, including a spacious primary suite with a walk in closet and private bath featuring a stand up shower and soaking tub. A versatile loft area at the top of the stairs offers flexible space perfect for a home office, second living area, or entertainment space. Enjoy relaxing on the front porch during warmer days. As an end unit, the property benefits from added privacy and additional outdoor space. The two car driveway provides ample off street parking. Bring your vision and make this home your own, great value and potential in a desirable location.
#DENC2097244

MIDDLETOWN

187 GILLESPIE AVENUE

3 Beds

2 Baths

2,075 Sq.Ft.

$348,000

MLS#: DENC2097244

Welcome to 108 E Cochran Avenue in the heart of Middletown, Delaware. This cute house has it all - including location. The moment you arrive you will pull up in the driveway and feel like you belong here. The covered porch is wonderful and adds to the curb appeal and style of hte home. Inside, the kitchen is open and spacious. There are plenty of cabinets along with ample counter space. The living room is wide open with large windows and tons of natural light. The rear of the home has a enclosed three-season room where the windows are amazing. There are three ample bedrooms ensuring everyone has a place to call their own. Downstairs the full basement is perfect for extra storage space. The back yard is flat and perfect for spending time outdoors during those summer barbecues with family and friends. Come see this one today!.
#DENC2097978

MIDDLETOWN

108 E COCHRAN STREET

3 Beds

1 Baths

875 Sq.Ft.

$339,900

MLS#: DENC2097978

This beautiful home is back on the market due to an unforeseen medical issue experienced by the buyer. The property itself had no inspection or appraisal concerns. Must-see, move-in-ready home in Middletown, located in the Appoquinimink School District. This 3-bedroom, 2-bath home was fully updated in 2018 and offers an open-concept layout ideal for everyday living and entertaining. The main level includes a dining area, an eat-in kitchen with granite countertops, and a spacious living room. The sliding glass door provides abundant natural light and leads to a second-story deck overlooking the fenced backyard. The fully finished lower level adds valuable living space and includes a laundry room. The area works well as a family room, home office, or guest space. Conveniently located near shopping, dining, and major commuter routes. Some photos may have been enhanced by AI.
#DENC2096608

MIDDLETOWN

25 FRANKLIN DRIVE

3 Beds

1 Baths

1,325 Sq.Ft.

$339,900

MLS#: DENC2096608

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 3/31/26* This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051548

MIDDLETOWN

128 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051548

*$10,000 builder incentive; thru 3/31/26* UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051576

MIDDLETOWN

130 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051576

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

New on site 2 days ago
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

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

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