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
247
# of Listings
3
Avg # of Bedrooms
$275
Avg. $ / Sq.Ft.
$641,348
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

42 Properties Found. Page 2 of 3.

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 2 days ago
Welcome to 12 Edgewater in the vibrant Edgewater community—where style, comfort, and convenience come together in this move-in ready townhome. Featuring a bright and open floor plan, this home is filled with natural light from large windows and enhanced by impressive cathedral ceilings that create an airy, inviting atmosphere. The spacious living room is perfect for entertaining, while the kitchen offers granite countertops, a breakfast bar, and ample workspace for everyday living. A sunroom just off the main living area overlooks the beautifully landscaped yard, providing the perfect spot to relax. The first-floor primary suite with ensuite bath, and laundry on the main floor are perfect for comfort and convenience, while 2 additional well-sized bedrooms each with dedicated walk-in closets and a full bath on the 2nd floor provide flexible space for guests, a home office, or hobbies. Thoughtful design and attention to detail are evident throughout, creating a seamless blend of functionality and style. Ideally located within walking distance to community amenities and shopping, and just a short drive to Harrisburg, Hershey, and Elizabethtown, this home offers the perfect balance of low-maintenance living and accessibility.
#PADA2058512

MIDDLETOWN

12 EDGEWATER DRIVE

3 Beds

2 Baths

1,768 Sq.Ft.

$275,000

MLS#: PADA2058512

New on site 1 day ago
Welcome to 5 Donald Ave - this 3 bedroom home has been updated and features a brand new kitchen, original hardwood floors, nice flat yard, carport and new roof. Partially finished basement which could make a great workout area, entertainment room, or even another bedroom. Conveniently located near major highways in Lower Swatara Township.
#PADA2058640

MIDDLETOWN

5 DONALD AVENUE

3 Beds

1 Baths

1,125 Sq.Ft.

$249,900

MLS#: PADA2058640

Welcome to this charming Cape Cod located in Middletown Area School District. Bright hardwood floors greet you and lead into a cozy living room centered around a classic brick fireplace. The dining room flows seamlessly into the kitchen, creating a functional layout for everyday living. The upper level offers three comfortable bedrooms and a full bath, while the unfinished basement provides endless potential for additional living space with a rough-in for a half bath. Enjoy relaxing summer evenings or peaceful outdoor dining on the back deck. Experience true comfort and character in this lovely home - schedule your tour today
#PADA2058014

MIDDLETOWN

916 N SPRING STREET

3 Beds

1 Baths

1,176 Sq.Ft.

$249,900

MLS#: PADA2058014

Own a little piece of Middletown History. This most adorable red house in Middletown has 2 bed/1 bath home in town has an out of town feel with home sitting on almost 1/2 acre with large detached 30x30 garage. Home features are the cutest front porch which leads to the living room with brick wood fireplace, natural woodwork throughout, cathedral ceiling in kitchen, warm and welcoming natural wood cabinets, dining area and lots of natural light. additional toilet and shower in basement with outside access. Step out onto an enclosed porch which leads to a patio area, firepit, fully fenced in .40-acre yard with large 30x30 two car garage and multiple sheds on property.
#PADA2058270

MIDDLETOWN

331 E WATER STREET

2 Beds

1 Baths

1,296 Sq.Ft.

$229,900

MLS#: PADA2058270

New on site 3 days ago
**Multiple offers received! Offer deadline Friday 4/10 at 3pm** 11 Faye Rd delivers exactly what so many buyers are looking for: a comfortable, move-in ready home in a location that makes everyday life simple. Tucked away in Middletown, this single-story home offers an easy, functional layout and quick access to Harrisburg, Hershey, and Lancaster - all without sacrificing a sense of peace and space. Built in 1972, the home has nearly 2,000 square feet of total living area, with about 1,025 square feet above grade and a freshly updated 950-square-foot half-finished basement. Inside, you’ll find 3 bedrooms and 1.5 baths. Key updates add real value here: a new roof was installed in March 2026, the home has central air, and a two-car garage offers plenty of space for both parking and storage. Sitting on a manageable 0.23-acre lot, the outdoor space is just right - enough room to enjoy, but not too much to maintain. The location is a standout. You’re just minutes from Penn State Harrisburg, offering a steady local energy and strong community base. Routes 230 and 283 connect you quickly to Harrisburg, Lancaster, and beyond, while the Pennsylvania Turnpike and Harrisburg International Airport are both close by for when you need to go farther. Local favorites like Brownstone Café and Hoffer’s Bar & Restaurant are right down the road, and Karns Quality Foods keeps grocery runs easy. For more dining, shopping, and things to do, Harrisburg and Hershey are both within a short drive - close enough to enjoy, far enough to avoid the crowds. If you love the outdoors, the Susquehanna River and its quieter nearby parks are perfect for a morning walk or weekend escape. 11 Faye Rd isn’t about bells and whistles, it’s about comfort, convenience, and smart updates that make daily living easy. A straightforward, well-kept home in a spot that simply works.
#PADA2058322

MIDDLETOWN

11 FAYE ROAD

3 Beds

1 Baths

1,785 Sq.Ft.

$225,000

MLS#: PADA2058322

Step into this surprisingly spacious home that offers an ideal blend of comfort and convenience in a highly desirable location. The interior features well-proportioned rooms, centered around a generous living room that provides ample space for relaxation and gatherings. Culinary enthusiasts will appreciate the updated kitchen, which boasts abundant cabinetry and counter space. The formal dining room is brightened by a large bay window, making it perfect for hosting dinner parties or casual meals. Many updates significantly enhance the home's efficiency and appeal. These include thermal windows, which contribute to lower energy bills and improved comfort. A significant upgrade is the newer Bosch high-efficiency gas tankless water heater, which provides continuous hot water on demand and whole-home warmth, further reducing energy costs. For outdoor enjoyment, there is a charming, screened porch, ideal for entertaining guests or enjoying quiet evenings. The exterior also offers practical amenities such as a detached garage, a fenced yard providing privacy and safety, and plenty of green space for gardening, recreation, or pets. Furthermore, this home is ideally located within walking distance of the local library, various shopping options, and Penn State Harrisburg (PSU Middletown). The seller’s agent is including a complimentary home warranty with the transaction, providing added value and peace of mind to potential buyers by covering specific repairs or replacements after the sale.
#PADA2051708

MIDDLETOWN

328 N SPRING STREET

4 Beds

1 Baths

2,764 Sq.Ft.

$214,000

MLS#: PADA2051708

Build your dream home on this 2.04 acre lot! Located in the desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052080

MIDDLETOWN

Lot 1 SCHOOLHOUSE RD

None Beds

None Baths

2.04 acres

$170,000

MLS#: PADA2052080

Build your dream home on this 1.9 acre lot! Located in desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052084

MIDDLETOWN

Lot 3 SCHOOLHOUSE RD

None Beds

None Baths

1.9 acres

$165,000

MLS#: PADA2052084

Build your dream home on this 1.78 acre lot! Located in the desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052082

MIDDLETOWN

Lot 2 SCHOOLHOUSE RD

None Beds

None Baths

1.79 acres

$160,000

MLS#: PADA2052082

CALLING INVESTORS / LANDLORDS _ONCE UPON A TIME... and the story for this property ownership begins 1980 when during purchase as double duples (239 and 241 Wilson Street), house fire occurred. Purchase continued and property was totally rehabbed: gutted, wiring replace 200 amp service, insulation added - - permits were obtained and property inspected as Borough Codes. 2003-2004 with subdivision map uploaded document. - lot dimension 15.47' X 75'. Semi-Detached 3-bedroom plus office -this is 3-story with 1 1/2 baths. Location downtown with easy access buses, trains and planes. As tenant occupied, need showings be scheduled ahead. Tenant pays $840 rent plus utilities - except $10/yr Frey Estate Trust. Tenant owns appliances (Washer-Dryer, Electri Range, Refrigerator). Great Opportunity to add to investment portfolio. Successful long term rental history -Property Manager & co-owner Walt Eby, licensed real estate broker and/or his wife.
#PADA2052106

MIDDLETOWN

239 WILSON STREET

3 Beds

1 Baths

1,582 Sq.Ft.

$159,000

MLS#: PADA2052106

UPDATE: Price just reduced. This will be a short sale. Buyer will need to be flexible with getting offer approved and settlement. Tenants have been moved out. Home has been cleaned out. This home will need good amount of repairs and updates. We are looking for a cash or conventional offer. Discover an investment opportunity in the heart of Middletown Borough! This traditional detached home boasts 2,576 sq. ft. of potential, featuring 3 spacious bedrooms and 2 full bathrooms. Set on a manageable 0.11-acre lot, this property includes off-street paved parking, ensuring convenience for tenants or guests. The classic architectural style and solid frame construction provide a timeless appeal. With a strong rental market in the area, this home presents an excellent opportunity for investors seeking steady returns. Whether you're looking to renovate and increase value or maintain as a reliable rental, this property is a canvas ready for your vision. Don't miss out on this chance to invest in a warm and inviting community!
#PADA2050382

MIDDLETOWN

166 ANN STREET

3 Beds

2 Baths

2,576 Sq.Ft.

$145,000

MLS#: PADA2050382

Investor Opportunity in Middletown! Located in the Middletown and within the desirable Middletown Area School District, this 3-bedroom duplex offers incredible potential for an investor or landlord. The home features a traditional layout with a spacious living room, dining area, and eat-in kitchen, plus a flexible attic space that can be used for storage, a home office, or future finished living area. A large front porch adds charm and curb appeal, while the yard offers a great setup for outdoor entertaining. Important updates have already been started, including new exterior doors, mostly new windows (all but two), and a renovated bathroom—giving you a strong head start on improvements. Whether you’re looking to expand your portfolio or take on your next project, this is an opportunity you won’t want to miss!
#PADA2057820

MIDDLETOWN

234 E EMAUS STREET

3 Beds

1 Baths

1,386 Sq.Ft.

$115,000

MLS#: PADA2057820

Single family home in a quiet neighborhood. Situated on a corner lot in Royalton Boro. Home offers 2 bedrooms, full bath, kitchen, living and family rooms. Full unfinished basement. Back patio and shed for outdoor storage. Conveniently located to shopping, restaurants, airport and major highways.
#PADA2049974

MIDDLETOWN

240 R WATER STREET

2 Beds

1 Baths

821 Sq.Ft.

$95,000

MLS#: PADA2049974

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