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

7 Properties Found. Page 1 of 1.

Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.
#MDFR2074476

MIDDLETOWN

8939 HAWBOTTOM ROAD

3 Beds

3 Baths

3,236 Sq.Ft.

$989,000

MLS#: MDFR2074476

A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outside, the oversized fully fenced backyard features an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing in your own private retreat! The adjacent commercial building adds remarkable versatility. It includes three-phase 400-amp electrical service, a 4,000-pound jib crane, and an interior build-out previously used for beer and wine retail, complete with refrigeration and dedicated storage areas. While currently zoned R3, it had been operating under a non-conforming commercial use. It is our understanding this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. Commercial listing can also be found at MLS #MDFR2076716
#MDFR2076696

MIDDLETOWN

3213 OLD NATIONAL PIKE

3 Beds

2 Baths

1,782 Sq.Ft.

$750,000

MLS#: MDFR2076696

A Truly Rare Opportunity! For the first time ever on the public market, the former Rudy’s Cold Beer & Welding commercial building and the adjacent 1937 Brick Tudor Revival residence are being offered together. These two separately deeded parcels share a well and septic system and present exceptional potential for an investor, business owner, or buyer seeking a flexible live-work opportunity. The commercial building offers significant functional value with three-phase 400-amp electrical service, a 4,000-pound jib crane, and an existing interior build-out designed for beer and wine retail, including refrigeration and storage areas ready for continued use. While the property is currently zoned R3, it previously operated under a non-conforming commercial use. It is our understanding that this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. The charming Tudor Revival residence enhances the offering with fresh updates and original character. The home has been freshly painted throughout and features an updated kitchen with stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room includes built-in china closets and an oversized bay window, while the living room showcases a classic wood-burning fireplace. The primary suite offers custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outdoors, the oversized fully fenced backyard includes an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—ideal for entertaining or unwinding in your own private retreat. The residential listing can also be found at MLS # MDFR2076696
#MDFR2076716

MIDDLETOWN

OLD NATIONAL

None Beds

None Baths

1,750 Sq.Ft.

$750,000

MLS#: MDFR2076716

New on site 1 day ago
Welcome home to this timeless late 19th-century Victorian, gracefully set in the heart of Middletown’s historic district. Framed by a classic white picket fence, this enchanting property welcomes you from the moment you arrive. The distinctive front door—with its red stained glass and charming doorbell—offers a memorable first impression and sets the tone for the character found throughout. Inside, the original home showcases rich hardwood floors, beautifully preserved woodwork, and the kind of craftsmanship rarely found today. Generous living spaces include a formal living room, inviting family room, cozy den, and a thoughtfully updated kitchen remodeled in 2012—blending modern convenience with historic charm. A later addition provides a private apartment suite—ideal for guests, rental income, or a potential Airbnb opportunity. Complete with its own kitchenette (refrigerator, hot plate, microwave, and sink) as well as a private washer and dryer, this flexible space expands the home’s possibilities. Outdoors, stone pavers lead from the back porch to a welcoming firepit area—perfect for gathering on cool evenings—while a slate patio near the driveway offers additional space for relaxing or entertaining. Located just steps from local shops, parks, and dining, this remarkable property offers more than generous living space—it offers a lifestyle where history, character, and comfort come together in one of Middletown’s most treasured settings. Don’t miss your opportunity to experience this historic beauty for yourself. *Sold as-is. inspections for informational purposes only.*
#MDFR2076970

MIDDLETOWN

200 E MAIN STREET

6 Beds

2 Baths

3,441 Sq.Ft.

$694,900

MLS#: MDFR2076970

Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add to its character. The wraparound deck extends the living space outdoors, offering a peaceful setting for morning coffee or unwinding at the end of the day. An oversized detached two-car garage provides ample space for storage, hobbies, or projects. The kitchen has been refreshed with granite countertops and stainless steel appliances, blending modern convenience with the home’s unique style. This is a home for someone who appreciates privacy, architecture, and a setting that feels removed from it all - while still being just 15 minutes to Middletown’s shops, dining, and Middletown Schools. Updates include: Roof (2020), Skylights (2020), Stove & Microwave (2021), Refrigerator (2023), and Water Softener/Neutralizer (2022).
#MDFR2078904

MIDDLETOWN

6838 MOUNTAIN CHURCH ROAD

4 Beds

3 Baths

2,488 Sq.Ft.

$649,900

MLS#: MDFR2078904

REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! This beautifully updated Dulaney model by ADMAR Custom Homes is nestled in the highly sought-after 55+ section of Foxfield in picturesque Middletown and has been lovingly maintained by its original owner. Recent updates make this home truly turnkey, including new quartz countertops, new stainless steel appliances, new luxury vinyl plank flooring in the kitchen, updated lighting, and refreshed hardware—allowing you to simply move in and enjoy. A welcoming ceramic-tiled foyer offers convenient access to the attached two-car garage and a perfectly placed powder room. The kitchen features abundant cabinetry and opens seamlessly to the living room, creating a comfortable and connected space for everyday living. Sunlight pours into the breakfast nook through two large corner windows, making it an inviting spot for morning coffee. The main level showcases beautiful hardwood flooring, a spacious primary bedroom, and a bright living room with sliding glass doors leading to a private patio—ideal for relaxing outdoors or entertaining friends. You’ll also appreciate the main-level washer and dryer, providing the ease of single-level living. Upstairs, two additional bedrooms and a full bath offer flexible space for guests, hobbies, or a home office—perfect for today’s active lifestyle. The fully finished walk-out basement expands your living space with wall-to-wall wood flooring, recessed lighting, and a warm, open feel ideal for entertaining, game nights, or gatherings. A large utility room with ceramic tile, utility sink, and deep-freezer outlet adds everyday practicality, while the nearly completed roughed-in bathroom awaits your finishing touch. Step outside to a lush, green backyard that offers both privacy and tranquility—your own peaceful retreat. Enjoy low-maintenance living, thoughtful updates, and a welcoming community designed for active adults. This exceptional home is ready for your next chapter—don’t miss it.
#MDFR2076674

MIDDLETOWN

1 KELLER LANE

3 Beds

2 Baths

3,161 Sq.Ft.

$564,900

MLS#: MDFR2076674

Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss!
#MDFR2077940

MIDDLETOWN

8209 OLD HAGERSTOWN ROAD

5 Beds

3 Baths

2,312 Sq.Ft.

$549,900

MLS#: MDFR2077940

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

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