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
103
# of Listings
3
Avg # of Bedrooms
$320
Avg. $ / Sq.Ft.
$564,040
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

38 Properties Found. Page 1 of 3.

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

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. Price includes new roof on 2 car garage and on ranch home (bid is including in listing documents). 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.

$248,900

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. Price includes new roof on 2 car garage and on ranch home (bid is including in listing documents). 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.

$248,900

MLS#: PADA2049282

Welcome to 908 Vine Street in Middletown; the perfect place to call your first home! This charming property features beautiful, real, hardwood floors, a bright and inviting living space, and a layout designed for both comfort and functionality. The kitchen offers plenty of room to cook and gather, while the bedrooms provide cozy retreats. The third bedroom is ideal for a nursery, home office, or guest room, giving you the flexibility to make the space your own. Outside, you’ll find a lovely, flat backyard, perfect for relaxing, entertaining, or adding your personal touch. Nestled in a convenient Middletown location close to parks, shops, and schools, this home offers a wonderful opportunity for first-time buyers to build equity and create lasting memories. Don’t miss your chance to make 908 Vine Street your very own — schedule your showing today!
#PADA2050710

MIDDLETOWN

908 VINE STREET

3 Beds

1 Baths

1,944 Sq.Ft.

$235,000

MLS#: PADA2050710

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

New on site 1 day ago
Discover this well-maintained 3-bedroom home in the heart of Middletown Borough, Pennsylvania located on Oak Hill Drive, a peaceful and quiet location. Step inside to a open first floor where restored hardwood floors flow from the living room—complete with a cozy fireplace and windows that bring in natural light—into the formal dining room and updated kitchen. The kitchen features granite countertops, stainless steel appliances, and easy access to the sunroom/laundry area and enclosed back patio, perfect as a mudroom with rear entry. All major updates were completed in 2019, including a new roof, central air conditioning, furnace, windows, and a dry basement system. The two-car detached garage has electric service and offers ample storage, complemented by the full basement. Outside, enjoy a flat, fenced yard ideal for outdoor gatherings or play, with plenty of room for gardening or relaxation. Conveniently located near restaurants, shopping, and major routes, this move-in-ready home combines comforts with a quiet and sweet neighborhood.
#PADA2051190

MIDDLETOWN

348 OAK HILL DRIVE

3 Beds

1 Baths

1,260 Sq.Ft.

$209,900

MLS#: PADA2051190

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

ARE YOU LOOKING FOR A FLIP, RENTAL OR AIRBNB? HERE IS YOUR PLACE! 2 DWELLINGS AND GARAGE ON 1.41 ACRES. FORMERLY HAWKINS GROCERY BUILT IN 1946. FUEL TANKS HAVE BEEN REMOVED AND SELLERS HAVE SOIL REPORTS AND THEY ARE CLEAN. NO WELL ON PROPERTY. THERE ARE 3 CISTERNS. HOUSES SHARE CONVENTIONAL SEPTIC.
#VAFV2036808

MIDDLETOWN

7189 MIDDLE ROAD

1 Beds

1 Baths

2,218 Sq.Ft.

$180,000

MLS#: VAFV2036808

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

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.

$130,000

MLS#: PADA2049974

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

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

Recently placed Skyline DBLWDE 24x42 with 3 beds, 2 baths. Completely renovated in 2025. So if you like NEW, this will appeal to your taste for new. Affordable luxury 1 floor living. Kitchen appliances included. Not yet tax assessed or assigned. Located in Neighbors of Lisa Lake MHP. $645 monthly lot rent includes trash. Sewer $67. Water metered. Pet friendly (no dangerous breeds) all age community. Optional 1 yr home warranty available for purchase. Financing available for all credit scores. Quick occupancy - Move in before the holiday season begins! Walk to Lisa Lake, public transportation, restaurants. see 31 pics!
#PADA2050308

MIDDLETOWN

4 NELSON MANOR LANE

3 Beds

2 Baths

1,008 Sq.Ft.

$82,500

MLS#: PADA2050308

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