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
228
# of Listings
3
Avg # of Bedrooms
$272
Avg. $ / Sq.Ft.
$644,230
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

228 Properties Found. Page 14 of 16.

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

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, 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

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, 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

Two bedrooms, one bathroom, 7 rooms, kitchen, dining room, living room. One acre. Off street parking for 2 cars. Septic system and public water. Showing by Appointment only - Monday thru Thursday.
#VAFV2038978

MIDDLETOWN

6837 VALLEY

2 Beds

1 Baths

916 Sq.Ft.

$232,000

MLS#: VAFV2038978

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

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).
#PADA2051708

MIDDLETOWN

328 N SPRING STREET

4 Beds

1 Baths

2,764 Sq.Ft.

$219,000

MLS#: PADA2051708

BACK ON MARKET! Stylish, move-in ready, and full of fresh updates, this 3-bedroom, 1.5-bath Middletown townhome checks every box. Step inside to find bright, open spaces with new LVP flooring, plush carpet, and fresh paint throughout. Both bathrooms have been tastefully updated, and the basement adds extra room for work or play. Outside, enjoy a refreshed deck and storage shed for all your extras. New roof installed June 2025! Perfectly located near schools, shopping, and commuter routes, this home blends comfort and convenience, while having no HOA. Don’t wait, schedule your showing today!
#PADA2050868

MIDDLETOWN

1204 GEORGETOWN ROAD

3 Beds

1 Baths

1,631 Sq.Ft.

$210,000

MLS#: PADA2050868

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

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

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

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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 $$

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