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 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 Group
227
# of Listings
3
Avg # of Bedrooms
$271
Avg. $ / Sq.Ft.
$658,983
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

56 Properties Found. Page 4 of 4.

Welcome to 868 Lissicasey Loop, a beautifully maintained home nestled in one of Middletown’s most sought-after communities and located within the prestigious Colonial School District. Built less than seven years ago, this property offers modern living, generous space, and a layout designed for today’s lifestyles. Step through the front door, and you are greeted by a bright foyer that sets the tone for the rest of the home. To your right is the attached one-car garage, and straight ahead is a hallway leading to the versatile lower level—perfect as a recreation room, home gym, office, or additional living space. This level offers incredible flexibility, whether you need extra room for guests, hobbies, or entertainment. This is a shortsale, home is being sold as is Head up to the second floor and discover a fully open, airy, and beautifully lit main living area. Large windows fill the floor with natural light, creating a warm and inviting atmosphere. The living room sits to the right, offering a comfortable gathering space. At the same time, the center of the home features a spacious kitchen with maple-brown cabinetry and a large breakfast island—ideal for meal prep, hosting, or casual dining. Adjacent to the kitchen is an eat-in area plus a dedicated dining space, giving you multiple options for family meals and entertaining. A sliding glass door on this level provides the opportunity to add a second-floor deck for outdoor enjoyment. The third floor features three well-sized bedrooms. The owner’s suite includes a private bathroom and ample closet space. Down the hall is a full guest bath and a conveniently located laundry area, keeping daily routines efficient and straightforward. This home offers the perfect balance of comfort, functionality, and room to grow. With multiple levels of living space, defined areas for privacy, and open spaces for connection, it fits the needs of families with young children, teens, or multigenerational households. Located minutes from major highways, shopping centers, restaurants, and everything Middletown has to offer, this property delivers both convenience and community. 868 Lissicasey Loop is truly an excellent opportunity to live in a thriving area.
#DENC2095734

MIDDLETOWN

868 LISSICASEY LOOP

3 Beds

2 Baths

2,100 Sq.Ft.

$359,000

MLS#: DENC2095734

New on site 3 days ago
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

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

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.

$327,700

MLS#: PADA2056216

Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.
#MDFR2061288

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$325,000

MLS#: MDFR2061288

READY NOW! *$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. You will love all the storage available in the walk-in pantry. 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 full, unfinished, lower level, 10x12 patio and a 2 car garage. -This is new construction and has not yet been assessed so all taxes are estimated.
#PADA2046562

MIDDLETOWN

121 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$323,575

MLS#: PADA2046562

Enjoy the comfort and convenience of single-level living in this updated 2-bedroom, 2-bath condo located in the highly sought-after Congressional Village community of Middletown. The thoughtfully landscaped grounds provide a warm welcome as you arrive. Take the elevator or stairs to Unit 5302, where an open-concept dining and living area features new engineered hardwood floors and an abundance of natural light. Just off the living room, the inviting three-season sunroom offers the perfect spot to savor your morning coffee while taking in the sights and sounds of nature. Step outside onto the deck—ideal for cultivating flowers or herbs—while enjoying peaceful views of the 9th hole at Frog Hollow Golf Course. The primary suite features brand-new windows (2025), an en suite bath with newer tile flooring, a double-sink vanity, shower, and a new ADA-compliant toilet (2021). The second bedroom, located on the opposite side of the unit for added privacy, also includes NEW WINDOWS. The hall bath has been refreshed with new flooring and another ADA toilet. A hallway with newer hardwood floors leads to the spacious kitchen, where your culinary skills will shine. Here you’ll find newer flooring, a Samsung glass-top range (2020), microwave (2020), GE refrigerator (2023), and dishwasher (2021). The breakfast bar and double sink add everyday functionality. Additional updates provide peace of mind, including a NEW HVAC system (2020), a 50-gallon water heater, and a stacked washer and dryer (2020). With close proximity to DE-1, DE-13, and DE-71, this home offers comfort, convenience, and connection to everything Middletown has to offer. Note: Select interior photos have been virtually staged
#DENC2092182

MIDDLETOWN

1850 CONGRESSIONAL VILLAGE DRIVE 5302

2 Beds

2 Baths

1,012 Sq.Ft.

$280,000

MLS#: DENC2092182

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.

$279,990

MLS#: MDFR2069270

"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

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