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
239
# of Listings
3
Avg # of Bedrooms
$266
Avg. $ / Sq.Ft.
$646,384
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

41 Properties Found. Page 2 of 3.

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

Welcome to 27 Nissley Drive in Middletown, PA, a beautifully maintained home that blends comfort, functionality, and timeless style—perfectly positioned on a desirable corner lot with a fully fenced yard for added privacy and outdoor enjoyment. Step inside to discover warm hardwood floors that flow throughout the main living spaces, creating an inviting and cohesive feel. The thoughtfully designed floor plan offers three well-sized bedrooms and two full bathrooms, providing flexibility for daily living, guests, or a home office setup. Natural light fills the home, enhancing its bright and welcoming atmosphere. The kitchen is a standout feature, equipped with stainless steel appliances, granite countertops, and ample cabinetry, making it as practical as it is stylish. Whether you’re preparing weeknight meals or hosting gatherings, this space offers the perfect balance of efficiency and elegance. The adjoining dining and living areas allow for easy entertaining while maintaining a cozy, comfortable flow. Downstairs, the finished basement adds valuable additional living space and endless possibilities. Use it as a family room, media room, home gym, playroom, or work-from-home area—the options are only limited by your imagination. This versatile space significantly expands the home’s usable square footage and enhances its overall appeal. Outside, the fenced-in yard offers a private retreat ideal for relaxing, entertaining, gardening, or accommodating pets. The corner lot location not only provides extra outdoor space but also adds curb appeal and a sense of openness rarely found. Whether enjoying morning coffee outdoors or hosting summer barbecues, this yard is designed to be enjoyed year-round. Located in an established neighborhood with convenient access to local amenities, schools, and major routes, 27 Nissley Drive offers both comfort and convenience. With its desirable features, thoughtful updates, and versatile living spaces, this home is truly move-in ready and waiting for its next owner to make it their own. Don’t miss the opportunity to tour this Middletown gem—schedule your showing today!
#PADA2056406

MIDDLETOWN

27 NISSLEY DRIVE

3 Beds

2 Baths

1,200 Sq.Ft.

$284,900

MLS#: PADA2056406

New on site 4 days ago
Well-maintained 3 bedroom ranch home with finished basement and large back yard. One bedroom is currently being used as a dining room, but could be a flex area for an office or an additional family room. Enjoy peace of mind with a newer roof and the added efficiency of solar panels. A convenient carport adds everyday practicality, while the lovely backyard offers a perfect setting for relaxing, gardening, or entertaining. A warm and inviting home with thoughtful updates and great outdoor space.
#PADA2056322

MIDDLETOWN

16 BERKLEY DRIVE

3 Beds

1 Baths

1,200 Sq.Ft.

$255,950

MLS#: PADA2056322

New on site 1 day ago
This 3bdrm, 1.5 bath home is situated on a spacious half acre cleared lot in Lower Dauphin School District. Tucked away in a private setting it is conveniently located near major routes, shopping, and local amenities. Ideal for buyers looking to custoomize and build equity, or investor. The home is being sold in its current condition.
#PADA2056176

MIDDLETOWN

103 ALWINE ROAD

3 Beds

1 Baths

1,294 Sq.Ft.

$250,000

MLS#: PADA2056176

New on site 4 days ago
Welcome to 910 Deatrich Avenue, a charming 3-bedroom, 1.5-bath Cape Cod home in Middletown, PA, lovingly cared for by the same family since it was built. Offering approximately 1,700 square feet of spacious living, this home is filled with warmth, character and ready for new owners to create their own memories. Set on a generous .45-acre lot with a side porch, the home offers a wonderful blend of timeless charm with built-in corner cupboards in the dining room, solid construction, and great value. The home is enhanced by hardwood floors, classic wood trim, and a thoughtful layout with one bedroom on the main level and two additional bedrooms upstairs. Abundant storage throughout, including plenty of closets and an unfinished basement. A new oil tank was installed in 2025. A great street with plenty of parking and within walking distance of schools and a public park. A truly special opportunity to bring your vision and love to a home that has been in the family for generations. Schedule your showing today!
#PADA2056144

MIDDLETOWN

910 DEATRICH AVENUE

3 Beds

1 Baths

1,700 Sq.Ft.

$249,900

MLS#: PADA2056144

Zoned R2 Land use C01. An exceptional opportunity awaits with this versatile property perfectly suited for a wide range of R2 zoning uses. Currently the impeccably renovated headquarters of 717 Mortgage Group, this space reflects top-tier craftsmanship and attention to detail at every turn. Whether you envision a prime location for your business, a smart and appealing investment, or a seamless conversion to a SINGLE FAMILY RESIDENCE with a few modifications and a change of use this property offers unmatched flexibility. The thoughtfully designed layout easily supports multiple uses, and the finished media room in the basement adds a rare and valuable bonus. With ample off-street parking and a convenient in-town location, this property truly checks all the boxes.
#PADA2052114

MIDDLETOWN

120 W WATER STREET

3 Beds

1 Baths

N/A

$239,717

MLS#: PADA2052114

Zoned R2 Land use C01. An exceptional opportunity awaits with this versatile property perfectly suited for a wide range of R2 zoning uses. Currently the impeccably renovated headquarters of 717 Mortgage Group, this space reflects top-tier craftsmanship and attention to detail at every turn. Whether you envision a prime location for your business, a smart and appealing investment, or a seamless conversion to a single-family residence with window modifications and change of use this property offers unmatched flexibility. The thoughtfully designed layout easily supports multiple uses, and the finished media room in the basement adds a rare and valuable bonus. With ample off-street parking and a convenient in-town location, this property truly checks all the boxes.
#PADA2051902

MIDDLETOWN

120 W WATER STREET

None Beds

None Baths

N/A

$239,717

MLS#: PADA2051902

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).
#PADA2051708

MIDDLETOWN

328 N SPRING STREET

4 Beds

1 Baths

2,764 Sq.Ft.

$219,000

MLS#: PADA2051708

Welcome to this charming 3-bedroom, 1-bath home in the heart of Middletown, ideally situated near the state capital and just minutes from the airport. Renovated within the last three years, this property combines modern updates and everyday comfort, offering peace of mind for years to come. The spacious layout provides plenty of room to relax and entertain, while the updated finishes make it truly move-in ready. Whether you're searching for your next home or a strong investment opportunity, this property checks all the boxes. With its convenient location and recent renovations it's an ideal choice for a primary residence or a rental with long-term potential. Don't miss the chance to own a well-maintained home in a prime location!
#PADA2049782

MIDDLETOWN

54 NISSLEY STREET

3 Beds

1 Baths

1,246 Sq.Ft.

$179,900

MLS#: PADA2049782

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......
#PADA2052106

MIDDLETOWN

239 WILSON STREET

3 Beds

1 Baths

1,582 Sq.Ft.

$159,000

MLS#: PADA2052106

UPDATE: Tenants will be removed on February 10, 2026. Please schedule all showings on February 11th or after. This home will need repairs. We are looking for a cash or conventional offer. Discover a charming 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

None Beds

None Baths

2,576 Sq.Ft.

$155,000

MLS#: PADA2050382

This brand new 3 bed, 2 bath home is a buyer’s delight. The many upgrades include: floor to ceiling cabinetry, stainless steel appliances, double stainless steel sink, tile backsplash and recessed lighting. The open floor plans offers 8′ flat ceilings and a spacious living room. The main suite has a large walk-in closet, double 36″ vanity and an oversized corner shower. The home sits on large flat lot that backs up to a tree lined berm for additional privacy. Call today for an appointment!
#PADA2052222

MIDDLETOWN

32 ROSE AVENUE

3 Beds

2 Baths

1,200 Sq.Ft.

$139,900

MLS#: PADA2052222

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