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 - Christine Issler, Broker

MIDDLETOWN

About MIDDLETOWN

Middletown, MD Real Estate and Community

Welcome to Middletown, Maryland, a charming town that combines small-town charm with modern amenities. Known for its scenic views and rich history, Middletown is an ideal place to call home.

Why Choose Middletown for Your Next Home?

Middletown is more than just a place to live; it’s a community brimming with potential. Here are some reasons to consider:

  • Excellent School System: Experience quality education in top-rated schools.
  • Beautiful Parks: Enjoy outdoor activities in our well-maintained parks.
  • Rich History: Explore historical sites that reflect our community’s heritage.
  • Convenient Location: Easy access to major highways and nearby cities like Frederick and Hagerstown.

Real Estate Opportunities

Middletown offers a diverse range of real estate options for families, retirees, and professionals alike. Whether you’re searching for a cozy single-family home, a spacious townhome, or an elegant estate, Middletown has it all.

Current Market Overview

  • Average Home Price: $XXX,XXX
  • Market Trend: Link to local market trends
  • New Listings: Check out the latest properties available in Middletown.

Popular Neighborhoods

  1. Downtown Middletown: Known for its historic homes and vibrant downtown area.
  2. Catoctin Estates: Spacious lots and modern amenities, perfect for families.
  3. Rolling Hills: A serene, upscale neighborhood with beautiful views.

Community Highlights

Local Amenities

  • Shopping: Enjoy various local boutiques and major retailers.
  • Dining: Savor delicious meals at community-favorite restaurants.
  • Recreation: Engage in sports and outdoor activities at local parks.

Annual Events

  • Middletown Heritage Festival: Celebrate our history with food, music, and fun.
  • Summer Concert Series: Enjoy live music in the park every summer.

Engage with the Community

Join local groups and organizations to become an active part of Middletown. Here are some ways to connect:

  • Community Center Events: Participate in workshops and classes.
  • Social Media Groups: Stay updated through Facebook Community Page.

Get Started on Your Real Estate Journey

Are you ready to find your dream home in Middletown, MD? Whether you’re a first-time buyer or looking to upgrade, our team is here to help you every step of the way.

Contact Us Today!

To learn more about available properties or to schedule a consultation, reach out to us:

Discover why Middletown, MD is the perfect place for you and your family!

One of the most popular communities provided by Charis Realty Group - Christine Issler, Broker
34
# of Listings
3
Avg # of Bedrooms
$215
Avg. $ / Sq.Ft.
$873,626
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

8 Properties Found. Page 1 of 1.

Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!
#MDFR2085644

MIDDLETOWN

718 E MAIN STREET

4 Beds

2 Baths

1,862 Sq.Ft.

$499,900

MLS#: MDFR2085644

*One or more photos in this listing have been virtually staged using AI* Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious backyard, offering endless possibilities for outdoor gatherings, recreation, gardening, or simply relaxing while taking in the peaceful surroundings. Enjoy the tranquility of country living while remaining just minutes from downtown Middletown, Frederick, shopping, dining, schools, parks, and major commuter routes. Whether you're looking for your forever home or a quiet retreat with modern comforts, this exceptional property is ready for its new owner. Don't miss this rare opportunity!
#MDFR2084712

MIDDLETOWN

9001 HOLLOW ROAD

4 Beds

3 Baths

1,432 Sq.Ft.

$499,900

MLS#: MDFR2084712

None
#MDFR2089766

MIDDLETOWN

7217 PICNIC WOODS ROAD

4 Beds

2 Baths

1,956 Sq.Ft.

$499,900

MLS#: MDFR2089766

New on site 2 days ago
Welcome to your dream home in the highly desirable community of Middletown! This beautifully updated Colonial offers 3 bedrooms, 2.5 bathrooms, and approximately 1,276 square feet of finished living space. Step inside through the front porch and discover a fully renovated classic home. The heart of the home is the renovated kitchen, featuring brand-new appliances, new cabinetry, a stylish backsplash, and a spacious peninsula that provides the perfect gathering space - The main level features a generously sized primary bedroom with ample closet space, a comfortable living room, and a convenient half bathroom for guests. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. Throughout the home, recessed lighting, custom tile work, modern fixtures, luxury laminate flooring, and newly installed carpet create a fresh, contemporary feel. Brand-new interior doors and trim complete the modern updates. - Major improvements provide peace of mind, including a new HVAC system, new water heater, new roof, and brand-new windows. Step outside to enjoy the large backyard and new concrete patio, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. The newly installed driveway offers parking for approximately 4–6 vehicles, while the garage features new garage doors and remote controls. Near shopping centers, restaurants, parks, and highly rated schools, this home combines modern updates with convenient Middletown living. Don’t miss your opportunity to make this beautifully renovated Colonial your new home!
#MDFR2090320

MIDDLETOWN

9440 HOLLOW ROAD

3 Beds

2 Baths

1,276 Sq.Ft.

$429,900

MLS#: MDFR2090320

Move-in ready 3-bedroom, 1.5-bath split-foyer located on a quiet cul-de-sac in Fountaindale! Highlights include major updates within the last 5 years: new roof, HVAC, sewer main, paint, and flooring. Features a finished walkout lower level with a den and office, an attached 4-car garage with front/rear access, and a spacious 0.38-acre lot. Zoned for top-rated Middletown schools and just 8 minutes to the Golden Mile shopping and dining.
#MDFR2089156

MIDDLETOWN

7101 FLINT COURT

3 Beds

1 Baths

1,473 Sq.Ft.

$415,000

MLS#: MDFR2089156

Welcome to 46 Boileau Ct, a beautifully renovated, move-in-ready home where thoughtful updates and timeless style come together. Fresh paint, new light fixtures, new appliances, and Google Nest technology add modern convenience throughout. Hardwood floors span the top two levels, complemented by spacious bedrooms and generous closets. The HVAC systems have been professionally serviced with cleaned ductwork and high-end ionization air filtration systems. The roof was replaced in 2024 with architectural shingles backed by a GAF Lifetime Limited Warranty. Attic insulation was professionally treated for pest control in 2026. A chimney repair is scheduled for October 5, 2026, with additional chimney lining replacement quoted separately. With extensive renovations and major improvements already addressed, this home offers comfort, style, and peace of mind in a truly move-in-ready package
#MDFR2089404

MIDDLETOWN

46 BOILEAU COURT

3 Beds

2 Baths

2,170 Sq.Ft.

$375,000

MLS#: MDFR2089404

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966
#MDFR2088058

MIDDLETOWN

7008 MOUNTAIN CHURCH ROAD

2 Beds

2 Baths

1,200 Sq.Ft.

$335,000

MLS#: MDFR2088058

New on site today
Build your dream home on this beautiful piece of land in Middletown. Property has two wells (one is geothermal) and has been perc’d for a four bedroom home. To access property, turn into the driveway. Go up the driveway and you will see a sign on the left for Bowen Road. Property is there on the left.
#MDFR2090220

MIDDLETOWN

8899 HAWBOTTOM ROAD

None Beds

None Baths

8.54 acres

$250,000

MLS#: MDFR2090220

properties found. properties found. Page of .

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

I agree to receive email communication and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group - Christine Issler, Broker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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

I agree to receive communications and understand I can unsubscribe at any time.

I agree to be contacted by Charis Realty Group - Christine Issler, Broker via call, email, and text for real estate services. To opt out, you can reply 'stop' at any time or reply 'help' for assistance. You can also click the unsubscribe link in the emails. Message and data rates may apply. Message frequency may vary. Privacy Policy

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