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
244
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$639,184
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

32 Properties Found. Page 1 of 3.

Last of the remaining lots!!!!! Unique and promising opportunity close to the Maryland Horse Farms, perfect for those seeking a picturesque and serene waterfront property to call home Lots #12 and #13 Great Bohemia Manor. Build your dream home today! No Builder Tie In. Lakefront property cleared flat land awaiting the perfect buyer, a total of 5 acres for both lots combined but lots can be purchased separately. Lot #12 - 221 ft. water frontage. The waterfront lot goes to the center of Great Bohemia Mill Pond. Lot #13 has a (5) ft. wide easement across Lot #12 to have water access. Enjoy boating and other water-related activities in the Great Bohemia Mill Pond which is over a mile long and stocked with many fish specifically wide-mouth bass. Both lots are close to the Bohemia River which is on the other side of Old Telegraph Rd. No Impact fee required, and property is perc approved. Lot #12 on water is 3 ¾ acres. Lot #13 with water access is 1 ¼ acres. Build your perfect home in APPOQUINIMINK SCHOOL DISTRICT. Contact listing agent for any questions! Schedule a showing today!
#DENC2063004

MIDDLETOWN

1487 BUNKER HILL ROAD

None Beds

None Baths

1.25 acres

$230,000

MLS#: DENC2063004

Great opportunity to own 3.6 acres in a convenient location of Middletown! Away from all the hustle and bustle, but still close to shopping, restaurants, entertainment and major routes for commuting. Over 650 ft. of road frontage. Large pond for nature lovers, fisherman, etc... Come build your dream home. No Builder Tie-In, work with my builder, or bring your own. Seller in process of having Soil Evaluation completed. Please do not park on the property, if ground is wet. If ground is wet, you may park in driveway for 865 Marl Pitt Rd, to left of property. It is believed utility hook-ups are in place. Buyer to do their own due diligence.
#DENC2097776

MIDDLETOWN

895 MARL PIT ROAD

None Beds

None Baths

3.64 acres

$225,000

MLS#: DENC2097776

4 -bedroom, 1.5-bath single-story home with 1,439 sq ft on a 0.14-acre lot. Features living room, second living space, dining area, kitchen, and two storage shops. Roof functional; siding and gutters may need updates. Appliances included: fridge, freezer, stove. Window AC units and wood stove. Public water & sewer, electricity by REC. Conveniently located near Frederick County schools.
#VAFV2038900

MIDDLETOWN

2339 THIRD STREET

4 Beds

1 Baths

1,439 Sq.Ft.

$219,900

MLS#: VAFV2038900

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

Investment alert!! Here’s an opportunity to add or start your rental income portfolio. 2 bed 1 bath rental with tenant in place and long term rental history. Includes appliances! Right in town of middletown within walking distance to restaurants, entertainment, shopping and more! Get your offer in today!
#DENC2096906

MIDDLETOWN

14 W LAKE STREET

2 Beds

1 Baths

1,075 Sq.Ft.

$195,000

MLS#: DENC2096906

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

New on site today
Investor Alert!!! If you are looking for a Home Renovation Project located in the Town Of Middletown, here is a great opportunity. This could also be a nice Lot for the buyer who wants to build their own home. Information provided in the listing were provided by the owners, and/or online public records via New Castle County Parcel View, Taxes from Town of Middletown website. The Listing Agent Realtor has not be inside the home. USE CAUTION entering the home as the primary steps into the home have major wood damage and are not secure. ANYONE viewing inside of the home does so at Their Own Risk. The home is presumed to have mold inside and in poor condition. ANYONE entering the home agrees to do so at Their Own Risk. It is suggested to wear construction work-site foot wear and proper protection due to presumed mold and/or inadequate indoor air quality. The shed is also in poor condition. Home is being Sold As-Is. Home and Land sizes, taxes, etc provided via County and/or Municipal Online Web Site and presumed accurate. Buyer to do their own due diligence for everything related to the home and purchase. Lot Dimension per County Record is Front 42 x Depth 150, Acre 0.13
#DENC2100068

MIDDLETOWN

308 NEW STREET

3 Beds

1 Baths

1,128 Sq.Ft.

$170,000

MLS#: DENC2100068

CREATE YOUR DREAM on this WATERFRONT lot located in the ever popular Appoquinimink School District! Public water/sewer on site. Please reach out for more details!!
#DENC2089974

MIDDLETOWN

44 N NEW ROAD

None Beds

None Baths

0.27 acres

$169,900

MLS#: DENC2089974

New on site 1 day ago
3 Bedroom Cape Cod located on a corner lot. Add a door to the Den, and voila, you have a 4th Bedroom. Beautiful, remodeled bath. Newer Gas Heat, with ductwork in place to add C/A. Gas Hot Water, Full wall brick wood fireplace. Off-street parking and plenty of curb parking, as the home is located on a corner lot. STOP RENTING! Great property to live in instead of paying rent and remodel on your terms. All appliances stay. Bring your rakes and grass seed. Owners' dogs left a clean slate for you to get started. :)
#PADA2058374

MIDDLETOWN

354 CYPRESS DRIVE

3 Beds

1 Baths

1,206 Sq.Ft.

$169,900

MLS#: PADA2058374

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.

$130,000

MLS#: PADA2057820

1 2 3
Buyers resources
7 Reasons to Work with a Realtor
7 Principles For Home Buying Success
Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
Questions When Buying a Condo
Questions When Choosing a Realtor
Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Preferred Office

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service