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
251
# of Listings
3
Avg # of Bedrooms
$276
Avg. $ / Sq.Ft.
$641,480
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

251 Properties Found. Page 15 of 17.

Charming and newly renovated bungalow style home. Step onto the front porch where you can sit and enjoy the outdoors. As you enter the home, you walk into the beautiful living room. Straight ahead is the newly renovated kitchen and dining room where you will find all new appliances, new kitchen cabinets, and solid surface countertops. You step through the sliding doors from the dining room and onto a newly built deck. To the right of the dining area, and three small steps down, you enter the mud room which also houses the laundry area. The landing provides access to the side door entrance. Four unique windows on this landing provides more natural light. The full and unfinished basement may also be accessed here. Also on the main floor and to the right of the living room, are two bedrooms and one full bathroom. Up the stairs may be your favorite spot! Here you will find the primary bedroom and bathroom. The cozy and generous sized space may also be used as another living area or perhaps an office. Fresh new paint and flooring throughout. All the home needs is for you to make it a home. Schedule your tour today.
#PADA2057256

MIDDLETOWN

123 ADELIA STREET

3 Beds

2 Baths

1,306 Sq.Ft.

$309,900

MLS#: PADA2057256

New on site today
Picture perfect craftsman style two story located in Middletown on a quaint street with a strong sense of community. Home has been loved, maintained, and delivers a setting as picturesque as a Norman Rockwell painting. Three bedrooms with ample closets, two full baths, located on a double lot with off-street parking for numerous vehicles plus a detached oversized heated garage/workshop with an abundance of storage that is ideal for a tradesman. Second detached garage/storage shed that can be used to store yard equipment. Level yard for pets or gardening, all within walking distance of schools and park. Large eat-in country kitchen with an abundance of cabinetry and counters, and a formal dining room that if needed, could be used as a first-floor bedroom with adjacent full bath with shower. Formal living room, family room, enclosed side porch mud room, and a first-floor laundry. Affordable gas heating with central air conditioning, architectural shingled roof, maintenance free vinyl siding, thermal replacement windows throughout and a large covered rear composite porch for out door gatherings. Home is packed with character and priced to move you!
#PADA2057274

MIDDLETOWN

45 W ROOSEVELT AVENUE

3 Beds

2 Baths

1,850 Sq.Ft.

$299,900

MLS#: PADA2057274

OPEN HOUSE SUNDAY MARCH 1 1-3 pm Host Sue Kleinfelter Middletown Area Schools 4 bedroom 2 -1/2 bath Single Detached 1 Family Home. Come see this entertainers delight in Middletown off Street Parking level yard for picnics brand new interior move in ready over 1900 ft.². Open floor plan with tile, shower and backsplash granite countertops, new cabinetry time to throw a party! just in time for Spring! Royalton Boro you own the land not land lease seller says sell bring offers.
#PADA2056298

MIDDLETOWN

416 PENN STREET

4 Beds

2 Baths

1,968 Sq.Ft.

$295,000

MLS#: PADA2056298

New on site today
Priced to sell! Located in the highly desirable Appoquinimink School District, this beautiful ranch-style home offers comfort, style, and convenience. Filled with natural light, the home features a well-appointed kitchen with stainless steel appliances and granite countertops. The finished lower level provides additional living space - perfect for a media room, home gym, or guest suite. Ideally situated in a prime Middletown location just off Main Street, you’ll enjoy easy access to shopping, local attractions, and Route 1, making commuting a breeze.
#DENC2099034

MIDDLETOWN

3 REDDING CIRCLE

3 Beds

1 Baths

1,725 Sq.Ft.

$280,000

MLS#: DENC2099034

Looking for a million-dollar view in Middletown Valley- school district minutes from Frederick City limits and commuter routes? Look no further! Lot offers 3 possible home sites to choose from. Power is run to site, approved well with 15 GPM, driveway is in ready for building. Forest stewardship in place also- so no dealing with FRO easement applications and costs. Sediment plan has been completed by Fox & Assoc. Storm water plan has been completed. VA construction loans with no money down possible, 10% down construction loans available. Rear corners are marked.
#MDFR2077606

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$275,000

MLS#: MDFR2077606

Great opportunity to own 3.6 acres in a convenient location of Middletown! Away from all the hustle and bustle, but still close to shopping, restaurants, entertainment and major routes for commuting. Over 650 ft. of road frontage. Large pond for nature lovers, fisherman, etc... Come build your dream home. No Builder Tie-In, work with my builder, or bring your own. Seller in process of having Soil Evaluation completed. Please do not park on the property, if ground is wet. If ground is wet, you may park in driveway for 865 Marl Pitt Rd, to left of property. It is believed utility hook-ups are in place. Buyer to do their own due diligence.
#DENC2097776

MIDDLETOWN

895 MARL PIT ROAD

None Beds

None Baths

3.64 acres

$275,000

MLS#: DENC2097776

"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

Price Improved and ready for you to make this your new home in 2026 !! 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.

$254,000

MLS#: MDFR2069270

Charming and move-in ready, this beautifully renovated 3-bedroom, 1-bath rancher at 47 E High Street in Middletown offers the perfect blend of comfort, convenience, and affordability. Whether you’re a first-time homebuyer or simply looking for easy, single-floor living, this home checks all the boxes. The property has been fully updated inside and out, giving buyers peace of mind with major improvements already completed. Enjoy the benefits of a brand-new roof, new siding, and all new windows, adding both curb appeal and energy efficiency. A stone driveway and detached one-car garage provide practical parking and storage, while the spacious layout inside offers room to grow. Step inside and you’ll find a bright and inviting living space with plenty of room for everyday living, entertaining, or relaxing after a long day. The three well-sized bedrooms provide flexibility for a home office, guest room, or growing family. With ample storage throughout the home, you’ll have space for everything you need without feeling cramped. Located in the heart of Middletown, this home puts you close to everything. Grocery stores, an elementary school, and daily conveniences are just minutes away. You’ll also be within easy reach of local favorites like Hops & Barleys and J&J Pizzaria and Grille, making dinner plans or weekend outings simple and enjoyable. Affordable homes that are this updated and this well-located don’t come around often. If you’re looking for a comfortable, low-maintenance home with modern upgrades and room to grow, 47 E High Street is a must-see.
#PADA2057498

MIDDLETOWN

47 E HIGH STREET

3 Beds

1 Baths

1,036 Sq.Ft.

$245,000

MLS#: PADA2057498

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

Investment alert!! Here’s an opportunity to add or start your rental income portfolio. 2 bed 1 bath rental with tenant in place and long term rental history. Includes appliances! Right in town of middletown within walking distance to restaurants, entertainment, shopping and more! Get your offer in today!
#DENC2096906

MIDDLETOWN

14 W LAKE STREET

2 Beds

1 Baths

1,075 Sq.Ft.

$200,000

MLS#: DENC2096906

New on site today
Welcome home to this well-maintained 2-bedroom, 1-bath semi-detached ranch offering comfort, simplicity, and easy one-floor living in the desirable Rosedale community of Lower Swatara Township. With 1,176 square feet of living space, this home features an inviting open floor plan designed for comfortable everyday living. Inside, you’ll find a welcoming living room that flows into the eat-in kitchen complete with a breakfast bar, providing a great space for casual dining and gathering. A versatile bonus room adds extra flexibility and is perfect for an in-home office, den, exercise space, hobby room, or playroom. Situated on a spacious .22-acre corner lot, the property offers plenty of outdoor space to enjoy. Step outside to the large deck, ideal for relaxing or entertaining during the warmer months. Garden enthusiasts will love the prepared garden beds ready for spring planting, creating the perfect opportunity to grow flowers, herbs, or vegetables right at home. Additional highlights include a 1-car garage, thoughtful upkeep throughout including fresh paint and carpet, and the added benefit of no HOA. Conveniently located near major routes, shopping, and everyday amenities, this home combines low-maintenance living with outdoor enjoyment in a peaceful neighborhood setting.
#PADA2057452

MIDDLETOWN

1801 MOUNTAIN VIEW ROAD

2 Beds

1 Baths

1,176 Sq.Ft.

$199,900

MLS#: PADA2057452

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