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
259
# of Listings
3
Avg # of Bedrooms
$274
Avg. $ / Sq.Ft.
$648,255
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

259 Properties Found. Page 15 of 18.

Bright, spacious, and move-in ready, this beautifully maintained townhome offers an open layout filled with natural light that makes every space feel warm and welcoming. The main living area flows easily for both everyday living and entertaining, while the generous bedrooms, second-floor laundry, and 2-car garage add convenience and comfort. The unfinished basement offers room to grow, whether you need storage, a home gym, or future finished living space. Located in a desirable Middletown community, this home offers low-maintenance living without sacrificing space or style. Listing agent has an ownership interest in the property.
#PADA2056684

MIDDLETOWN

148 SAGE BOULEVARD

3 Beds

3 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

New on site 3 days ago
Welcome to this spacious and well-maintained 4-bedroom, 2 full bath home located in the heart of Middletown Borough. Offering over 2,400+ square feet of above-grade living space, this 2-story home blends classic charm with functional living. The main home features generous room sizes, a traditional layout, and plenty of natural light throughout. Enjoy additional outdoor living with both a covered porch and rear deck—perfect for relaxing or entertaining. A standout feature of this property is the detached garage that has been converted into an in-law suite, offering flexible living options for extended family, guests, or potential supplemental income. Situated on a .26-acre lot, the property provides a nice balance of space while still being conveniently located near local amenities, schools, and major routes. Whether you're looking for multi-generational living or simply extra space, this home offers a unique opportunity with versatility and value.
#PADA2058764

MIDDLETOWN

500 GRANT STREET

5 Beds

2 Baths

2,460 Sq.Ft.

$325,000

MLS#: PADA2058764

“Seller Says Sell!” Welcome to Springmill, a desirable 55+ community in Middletown offering a variety of amenities and easy, single-level living. This well-designed home features two bedrooms and two full baths with an open floor plan. The spacious gathering area flows into a bright morning room overlooking the backyard—perfect for relaxing or entertaining. The kitchen is equipped with granite countertops, a tile backsplash, and a cozy eat-in area. The owner’s suite offers a private full bath and a walk-in closet. A two-car garage adds convenience and storage. Ideally located near shopping, professional services, and dining, with easy access to Wilmington, Pennsylvania, Maryland, and New Jersey. This is a guardianship (POA) sale, and the guardian has no knowledge of the property. The home is being sold as-is, where-is, with no guarantees or warranties. Buyers and their agents are encouraged to perform their own due diligence. Additional neighborhood information is available in the MLS.
#DENC2094084

MIDDLETOWN

561 WHISPERING TRAIL

2 Beds

2 Baths

1,650 Sq.Ft.

$323,900

MLS#: DENC2094084

New on site today
Welcome to 303 Liborio Drive in the heart of Middletown. This well-maintained home offers comfortable living in a convenient location. The main level features a functional, open layout with spacious living and dining areas that flow easily together- ideal for everyday living and entertaining. The kitchen is centrally located with ample cabinetry and counter space, making meal prep and gathering easy. Upstairs, you'll find generously sized bedrooms, including a primary suite that offers a quiet retreat. Additional bedrooms provide flexibility for guests, a home office or other needs. The finished lower level adds valuable living space, perfect for a family room, game room, home office or gym- giving you the flexibility to fit your lifestyle. The backyard houses an impressive space designed for relaxation and entertaining, truly serving as an extension of the home's living area. As as added bonus, the yard is already fenced in. Located just minutes from shopping, dining and major routes, this home combines comfort, practicality and accessibility in the heart of Middletown.
#DENC2100756

MIDDLETOWN

303 LIBORIO DRIVE

3 Beds

2 Baths

1,857 Sq.Ft.

$319,900

MLS#: DENC2100756

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

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.

$309,900

MLS#: PADA2056298

New on site today
Step inside this bright end unit townhome in the Edgewater community, where vaulted ceilings and natural light immediately open up the space. The living room features a gas fireplace and flows seamlessly into the dining area and kitchen, creating an easy layout for everyday living and entertaining. The kitchen offers new countertops, cabinets, and plenty of counter space, while just off the main living area a sunroom leads out to your private patio, perfect for relaxing evenings. The first floor includes a bedroom and a handicap accessible full bathroom with roll in shower access, offering flexibility for guests or convenient one level living. Upstairs you will find an oversized primary suite with a walk in closet and private bath, along with a third bedroom, an additional full bath, and second floor laundry for added ease. With 3 bedrooms, 3 full bathrooms, and a two car garage, this home offers the space and functionality buyers are looking for, all within a well located community close to shopping, dining, and major routes to Harrisburg, Hershey, and Elizabethtown. Don’t wait on this one, schedule your showing today!
#PADA2058806

MIDDLETOWN

15 CREEKVIEW DRIVE

3 Beds

3 Baths

1,648 Sq.Ft.

$299,900

MLS#: PADA2058806

New on site 1 day ago
Beautiful 3rd floor condo wtih elevator access to unit with open floor plan and 2 bedrooms and 2 baths located in Appoquinimink School District. This unit boasts the best views in the community with a screened in porch and balcony. Freshly painted and new carpet throughout. Primary bedroom has a walk-in closet and bath that has double vanity and fiberglass shower stall with seat. More updates include brand new dishwasher, new HVAC and stackable washer/dryer combo in '24. Condo fee covers trash pick-up, landscaping, snow removal and exterior maintenance. Nothing for the new owner to do but move right in and enjoy the golf course views in a beuatiful and quiet community and just minutes away from everything you need. Reserved parking for two spots and club memberships are available for golf, tennis and pool. Previous owners used this unit as a rental with condo association approval.
#DENC2100942

MIDDLETOWN

1880 CONGRESSIONAL VILLAGE DRIVE

2 Beds

2 Baths

1,050 Sq.Ft.

$299,900

MLS#: DENC2100942

New on site 1 day ago
All Brick Cape Cod that has been exceptionally well maintained and packed with updates and features. Four Bedrooms, two baths plus a partially finished heated basement with brick fireplace and separate room with laundry and plumbing fixture to serve as a partial third bath. Two bedrooms on main level with full updated bath, new vanity, walk-in shower with sliding glass door and bath exhaust/light fixture that is blue tooth compatible and can play music while you shower. Two additional bedrooms and second full bath on upper level. Stunning new custom kitchen with Cambria quartz counters, farmers sink, built in wine rack with wine glass holders, and lots of kitchen drawers, counters, and cabinets. Quality kitchen appliances with Kitchen Aid dishwasher with stainless steel liner, microwave range hood, and smooth top range. Kitchen dining area with built-in recessed hutch to display China and store dinnerware. Architectural shingled roof, easy to maintain thermal replacement windows, new steel front entry door, and storm door. Home is heated with new natural gas furnace that is less than a year old with cast-iron baseboard that will keep you toasty throughout the hard winters. There is also a ductless heat pump and central air unit that provides air conditioning and serves as a redundant heat source if needed. Home soffits, facia, and carport ceiling are trimmed out in aluminum and vinyl making this home easy to maintain so that you can spend your time doing things you enjoy. Owner has taken great care of this home and is hoping for a buyer who will love and appreciate this home as she has. Carport with extra off-street parking. Located within walking distance to Penn State Middletown and Amtrak commuter rail station. Wonderful home, super clean and ready for quick delivery!
#PADA2058458

MIDDLETOWN

37 WHARTON AVENUE

4 Beds

2 Baths

1,764 Sq.Ft.

$294,900

MLS#: PADA2058458

New on site today
Charming and well-maintained 3 bedroom, 2 full bath Cape Cod in Middletown with inviting curb appeal and a spacious layout full of character, AND walking distance to the local ice cream shop! Inside, you’ll find wood floors, soaring ceilings, and a stunning stone fireplace that creates a warm focal point in the main living area. The kitchen offers stainless steel appliances, abundant cabinetry, and a breakfast bar, while the finished lower level provides excellent extra space for entertaining, a rec room, home gym, or hangout area. Step outside and fall in love with the backyard. Fully fenced and generously sized, this outdoor space is set up perfectly for both relaxing and entertaining. Enjoy the patio just off the house, a beautiful pergola-covered fire pit area, plenty of open yard space, and a large shed with deck space that offers great flexibility for storage, hobbies, or a workshop setup. Whether you’re hosting friends, enjoying a quiet evening by the fire, or simply soaking in the space, this backyard is truly a standout.
#PADA2058860

MIDDLETOWN

39 RUPP STREET

None Beds

None Baths

2,211 Sq.Ft.

$289,900

MLS#: PADA2058860

New on site 1 day ago
129 Shirley Drive in Middletown offers comfortable, well-connected living spaces highlighted by a bright living room, a functional kitchen, and a thoughtfully designed 3‑bedroom, 1.5‑bath layout. The living room features warm wood-style flooring, crown molding, and soft neutral tones that create a welcoming atmosphere, enhanced by natural light and an open flow into the dining area—ideal for everyday living and entertaining. The kitchen is finished with rich wood cabinetry, ample counter space, a classic tile backsplash, and stainless steel appliances, providing both style and efficiency. Recent updates add peace of mind, including a newer central air conditioning system installed in 2022 and serviced in 2024, along with the hot water heater. LeafFilter gutter guards were installed on the existing gutters in March 2026, adding low‑maintenance exterior protection. Out back, the property offers a neatly kept yard with green space and a patio area, perfect for outdoor seating, relaxing, or hosting guests, all complemented by landscaping that adds privacy and charm to the outdoor setting.
#PADA2058814

MIDDLETOWN

129 SHIRLEY DRIVE

3 Beds

1 Baths

1,550 Sq.Ft.

$284,900

MLS#: PADA2058814

New on site today
Welcome to 913 South Scott Street, a charming ranch-style home located in one of Middletown’s most desirable areas—offering incredible potential at a phenomenal price point. This 3-bedroom, 1-bath home features a functional and flexible layout, perfect for buyers looking to add their own personal touches. The spacious bedrooms provide comfortable living, while the third bedroom is currently being used as a convenient main-floor laundry room. Easily convert it back to a bedroom, as washer and dryer hookups remain available in the basement. The home also includes a half-finished basement, offering additional living space or the opportunity to expand even further. Enjoy outdoor living with both a welcoming front porch, perfect for relaxing, and a back porch overlooking a cute, fenced-in yard ideal for pets, play, or entertaining. Off-street parking adds everyday convenience. With solid bones, great space, and a prime location, this home is a fantastic opportunity for buyers looking to customize and create value. Sold as-is, and all appliances are included in their present condition (“as-is, where-is”). Don’t miss your chance to make this home your own—schedule your showing today.
#DENC2100912

MIDDLETOWN

913 S SCOTT STREET

3 Beds

1 Baths

1,100 Sq.Ft.

$275,000

MLS#: DENC2100912

"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. 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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Selling Your Home for More $$

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