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

MIDDLETOWN

About MIDDLETOWN

Middletown, MD Real Estate: Your Ultimate Guide

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
97
# of Listings
3
Avg # of Bedrooms
$316
Avg. $ / Sq.Ft.
$573,891
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

36 Properties Found. Page 1 of 3.

Includes 500 SF of dedicated office space, high end trophy space, open floor plan layout, and 10 foot ceilings. Lease rate does not include utilities, property expenses, or building services. 1-5 year rental term. Former printing press / Valley Register historic building in charming downtown Middletown. Final touches could be made to fit to your needs, zoned for office or retail. Contact us now for details.
#MDFR2069680

MIDDLETOWN

123 MAIN ST W

None Beds

None Baths

N/A

$1,350

MLS#: MDFR2069680

This is the one you’ve been waiting for. Fully renovated from top to bottom, this classic Middletown home blends modern updates with timeless charm. With a fresh exterior, updated systems, and stylish interior finishes, this home is move-in ready and offers incredible value in today’s market. Step inside to find a bright and spacious main living area with new flooring and recessed lighting, flowing directly into an open-concept kitchen featuring solid wood cabinets, ample counter space, and a convenient breakfast bar. The floor plan is flexible and functional, perfect for entertaining or everyday living. Upstairs, you’ll find comfortable bedrooms with generous closets, while the bathrooms have been fully updated with modern fixtures and finishes. The lower level includes a clean, usable basement ideal for storage, hobbies, or future finishing. Out back, enjoy a manageable yard with space to garden, grill, or relax. Whether you’re a first-time buyer looking for a turnkey property or someone relocating and wanting something refreshed and low-maintenance, this home checks all the boxes. This isn’t just a renovation. It’s a well-thought-out upgrade that’s ready for its next chapter. Schedule your private tour today!
#PADA2051144

MIDDLETOWN

16 JUNIATA STREET

3 Beds

1 Baths

1,512 Sq.Ft.

$250,000

MLS#: PADA2051144

New on site 4 days ago
Welcome to this Wonderful Woodridge Townhome. The open floor plan creates a seamless flow between the living, dining, and kitchen areas. The kitchen is equipped with Granite Countertops and Stainless appliances and has an inviting Breakfast Bar that overlooks the Dining Area. The living room offers a comfortable setting for relaxation and entertaining. The primary bedroom offers ample space and includes a private en-suite bathroom. Both bathrooms are tastefully appointed with modern fixtures and finishes. Luxury Vinyl Plank throughout. The property's location provides convenient access to essential amenities and services in the surrounding area including major highways and Harrisburg International Airport.
#PADA2051414

MIDDLETOWN

912 WOODRIDGE DRIVE

2 Beds

2 Baths

1,310 Sq.Ft.

$244,900

MLS#: PADA2051414

Charming Cape Cod style home on a spacious corner lot with mature trees, a long driveway and plenty of yard space. offering potential for the right buyer. The main house features 3 bedrooms and 1.5 bathrooms, and a large upstairs den currently used as a bedroom. Enjoy a spacious living room, a separate dining area, and an eat-in kitchen. The finished basement includes a laundry area, a kitchenette with running water, an an additional room that can be used as a bedroom. The property also includes 2 unique detached structures: a large two-car garage with a loft and an additional rear storage/workshop area, and a detached ranch-style building with one bedroom and one bath, recently stripped and ready for renovation - perfect for additional family members or use as a rental property. This property offers space, flexibility, and a great neighborhood setting. Home is value priced and in good condition.
#PADA2049388

MIDDLETOWN

105 OAK HILL DRIVE

4 Beds

None Baths

3,000 Sq.Ft.

$234,900

MLS#: PADA2049388

Charming Cape Cod style home on a spacious corner lot with mature trees, a long driveway and plenty of yard space. offering potential for the right buyer. The main house features 3 bedrooms and 1.5 bathrooms, and a large upstairs den currently used as a bedroom. Enjoy a spacious living room, a separate dining area, and an eat-in kitchen. The finished basement includes a laundry area, a kitchenette with running water, an an additional room that can be used as a bedroom. The property also includes 2 unique detached structures: a large two-car garage with a loft and an additional rear storage/workshop area, and a detached ranch-style building with one bedroom and one bath, recently stripped and ready for renovation - perfect for additional family members or use as a rental property. This property offers space, flexibility, and a great neighborhood setting. Home is value priced and in good condition.
#PADA2049282

MIDDLETOWN

105 OAK HILL DRIVE

3 Beds

1 Baths

2,100 Sq.Ft.

$234,900

MLS#: PADA2049282

Charming Cape Cod on 3.56 Acres with Bonus Guest Home – Endless Potential Near the Appalachian Trail! Nestled on a picturesque 3.56-acre lot, this single-family Cape Cod offers the perfect blend of seclusion and convenience. Just minutes from town yet surrounded by nature, this property borders the scenic Potomac Appalachian Trail and Bear Spring cabins—ideal for outdoor enthusiasts seeking tranquility and adventure right at home. The main home features classic Cape Cod charm and awaits your personal touch to bring it back to life. Also included in the sale is a second dwelling, 1248 Mountain Church Rd, offering 2 bedrooms, a living room, kitchen, and full bath—perfect for guests, extended family, or potential rental income. Both homes need work, but the opportunity to create your dream property makes them well worth the investment. With over an acre of level, cleared land and additional wooded acreage for privacy, this is the perfect setting for future building or expansion. Whether you’re searching for a renovation project, multi-home living, or a serene weekend retreat, this property offers incredible potential in a truly special location. Highlights: 3.56 scenic acres bordering the Potomac Appalachian Trail Main Cape Cod home plus secondary 2-bedroom dwelling Over 1 acre of cleared, level land—ideal for building or recreation Peaceful, rural feel just minutes from town Excellent investment or fixer-upper opportunity Bring your vision and make this unique mountain property your own!
#MDFR2072636

MIDDLETOWN

1246 MOUNTAIN CHURCH ROAD

2 Beds

1 Baths

900 Sq.Ft.

$224,900

MLS#: MDFR2072636

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.

$189,900

MLS#: PADA2049782

New on site 4 days ago
Nestled on a peaceful street in the charming borough of Middletown, this beautifully maintained interior townhome offers over 1,282 square feet of thoughtfully updated living space. Recent improvements include a brand-new roof, two full bathrooms, and a stylish kitchen featuring granite countertops. Step into the inviting living room, where gleaming hardwood floors and elegant French doors lead to a spacious dining area and an open-concept kitchen—perfect for entertaining or everyday comfort. The first floor also features a modern full bathroom and a convenient laundry room, adding to the home's functionality. Upstairs, you'll find two generously sized bedrooms and another full bathroom. A versatile third room offers endless possibilities—it can serve as an additional bedroom, playroom, home office, or cozy sitting area. Completing this delightful home are a paved driveway, a covered back porch ideal for relaxing outdoors, and a full basement for extra storage or future expansion. With its blend of charm, updates, and practicality, this home is a perfect fit for anyone seeking comfort and convenience in a welcoming neighborhood.
#PADA2050702

MIDDLETOWN

255 N SPRING STREET

2 Beds

2 Baths

1,282 Sq.Ft.

$189,900

MLS#: PADA2050702

New on site 2 days ago
This is an auction property! The auction will take place live at the property on Saturday, December 13th, @ 2:00pm. The price listed is not in any way the sale price and being an auction the property may sell for less or may sell for more on auction day. Home is located in the sought after Shope Gardens subdivision in Lower Swatara Township. Built in 1961, this house has a carport, 16X10 shed, gas forced air heat, central air, 100 amp electric service, public water, public sewer and domestic gas hot water heater. Lower level has 4 rooms, laundry and the utility room. Anyone interested in this opportunity is strongly encouraged to come to one of the open house times and make your plans. Open house dates are: Sunday, November 30th from 1:00-3:00pm, Sunday, December 7th from 1:00-3:00pm. Buyer pays 2% state transfer tax at settlement. Additional interior and exterior photos to be uploaded around Thursday the 20th.
#PADA2051644

MIDDLETOWN

16 THEODORE AVENUE

3 Beds

1 Baths

1,786 Sq.Ft.

$189,000

MLS#: PADA2051644

Price just reduced. 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

3 Beds

2 Baths

2,576 Sq.Ft.

$170,000

MLS#: PADA2050382

Looking for an opportunity ? 68 E Water St is a 3-bedroom, 1.5-bath home situated on a corner lot in the heart of Middletown. This property offers plenty of potential for a buyer with a vision to restore and personalize this home to their own taste! The main floor includes a flexible space ideal for a home office or den, as well as a family room with fireplace and wood flooring. The upper level has three bedrooms with lots of natural light, one with balcony access. A walk-out basement area adds storage abilities and leads to a fenced-in yard with space for pets, gardening, or entertaining. This home is being sold as-is and is in need of repairs—great for investors or buyers looking for a project with solid potential in a great location. Don't miss your chance to bring this property back to life—schedule your showing today!
#PADA2050136

MIDDLETOWN

68 E WATER STREET

3 Beds

1 Baths

2,022 Sq.Ft.

$163,900

MLS#: PADA2050136

Newly placed - Brand New 2025 Skyline 28x60 (1,680 sq ft)- Own your own Home! Affordable luxury 1 floor living 3 beds, 2 baths. Ready for occupancy! Not yet tax assessed or assigned. $645 mo lot rent. Water is metered and billed by usage. $67 sewer, $15 trash. Pet friendly all ages community of Brookside. Convenient to PA-283 and PA Turnpike for commuting. see 26 pics.
#PADA2047214

MIDDLETOWN

108 ELMWOOD DRIVE

3 Beds

2 Baths

1,680 Sq.Ft.

$125,000

MLS#: PADA2047214

Single family home in a quiet neighborhood. Situated on a corner lot in Royalton Boro. Home offers 2 bedrooms, full bath, kitchen, living and family rooms. Full unfinished basement. Back patio and shed for outdoor storage. Conveniently located to shopping, restaurants, airport and major highways.
#PADA2049974

MIDDLETOWN

240 R WATER STREET

2 Beds

1 Baths

821 Sq.Ft.

$117,000

MLS#: PADA2049974

If you are in search of the perfect building lot that provides seclusion, yet has easy access to state maintained roads nearby. You've found it! Tremendous views of the Signal Knob Mountain from various lots! Perfect Dream Home Lot for the commuter looking to escape from the hustle of the city! Whether you want a House-on-the-Hillside Lot surrounded by seclusion, or a lot located close to the Private Common Use area for Lake Access, we have exactly what you're looking for. Only 3 lots remain out of 41!
#1000074677

MIDDLETOWN

COMFORTER LANE LOT 31

None Beds

None Baths

2.0 acres

$110,000

MLS#: 1000074677

1 2 3

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