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
255
# of Listings
3
Avg # of Bedrooms
$266
Avg. $ / Sq.Ft.
$651,938
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

70 Properties Found. Page 4 of 5.

** WORKFORCE HOUSING-BUYER MUST QUALIFY FOR THE NEW CASTLE COUNTY PROGRAM TO PURCHASE - MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2001 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless range, dishwasher, microwave and recessed lighting in Kitchen. Tiled floor and Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax
#DENC2080232

MIDDLETOWN

460 REDERICK LANE MASSEY LOT 61

3 Beds

2 Baths

2,300 Sq.Ft.

$384,900

MLS#: DENC2080232

This solidly-built 3BR/2.1BA luxury garage townhome is situated in the Appoquinimink School District and features an impressive main floor with gleaming hardwood floors, a giant living room/dining room combo, and a gourmet kitchen with sliding door leading out to a fenced yard. Head upstairs to three spacious bedrooms, including a primary bedroom with en suite, sitting area, and balcony. On the third floor, you'll find a massive loft that would be perfect as a guest room, game room, office, or craft room. All of this in one of the most convenient locations in Middletown - close to all kinds of shopping, restaurants, and medical facilities. With Route 1 right around the corner, you can be at Christiana Mall/I-95 or the beautiful Delaware beaches in no time! Schedule your tour today!
#DENC2097132

MIDDLETOWN

408 QUINCY AVENUE

3 Beds

2 Baths

2,125 Sq.Ft.

$375,000

MLS#: DENC2097132

New on site today
Welcome to 1500 Rosedale Ave where thoughtful design meets modern living. From the moment you walk in, you’ll feel the difference. Luxury vinyl plank flooring flows throughout the main living area and finished basement, creating a seamless, high-end feel that’s both beautiful and built to last. The kitchen has been elevated with stunning granite countertops and sleek stainless steel appliances, offering the perfect space to cook, gather, and entertain. Just off the main living area, the powder room has been completely refreshed with clean, modern finishes. Upstairs, comfort and luxury continue. Brand new carpeting adds warmth, while both bathrooms feature ceramic tile for a polished, timeless look. The primary suite has been completely transformed with the addition of a private full bathroom, creating the kind of personal retreat today’s buyers truly value. Step outside and you’ll find one of this home’s standout features a brand new deck overlooking the fully fenced yard. Whether it’s morning coffee, summer cookouts, or giving pets and loved ones space to roam freely, this outdoor space delivers both privacy and possibility.
#PADA2056698

MIDDLETOWN

1500 ROSEDALE AVENUE

3 Beds

2 Baths

2,004 Sq.Ft.

$374,900

MLS#: PADA2056698

Welcome home to this beautifully maintained 2-bedroom, 2.5-bath, three-level townhome featuring a versatile third-floor loft—perfect for a potential third bedroom, playroom, home office, or recreation space. The main level showcases gorgeous hardwood floors and a bright, open layout ideal for everyday living and entertaining. The kitchen is equipped with newer appliances, including a refrigerator, dishwasher, and microwave. Recent upgrades provide peace of mind, with a brand-new roof, a gas furnace just one month old, and central air only three years old. The home has also been freshly painted throughout and very well maintained, making it truly move-in ready. With its flexible living space and major mechanical updates already completed, this home is an outstanding value. Don’t let this one slip through your fingers—schedule your showing today!
#DENC2096648

MIDDLETOWN

167 SPRINGFIELD CIRCLE

3 Beds

2 Baths

2,125 Sq.Ft.

$365,000

MLS#: DENC2096648

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.

$361,900

MLS#: DENC2094084

UNDER CONSTRUCTION. *$15,000 builder incentive; thru 2/28/26* This Swallow model is a 3 BD, 2.5 BA, 1,798 sq. feet, center-unit townhome. With its nine foot ceilings and lots of natural light, this home feels comfortably spacious. Included in this kitchen is an island, granite counters, stainless steel appliances, recessed lighting, an adjacent pantry and many more features. You will feel right at home in the owner’s suite with its ample space and lots of natural light which also features a private bath and walk-in closet. Also on the second floor are bedrooms two and three, a family bath and the laundry room, which is just steps from all bedrooms and bathrooms. This home has a full, unfinished, walkout lower level and a 2 car garage. A composite deck, as well as the patio below, affords additional outdoor living space. Interior selections may still be available. All taxes are estimated since this is new construction and has not yet been assessed. Interior photos are of a similar home.
#PADA2051546

MIDDLETOWN

132 MAGNOLIA DRIVE

3 Beds

2 Baths

1,798 Sq.Ft.

$360,581

MLS#: PADA2051546

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 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

$350,000

MLS#: DENC2078196

New on site today
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

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.

$349,500

MLS#: DENC2095688

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

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.

$346,000

MLS#: PADA2056684

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. *$15,000 builder incentive; thru 2/28/26* 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

*$15,000 builder incentive; thru 2/28/26* 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

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