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
247
# of Listings
3
Avg # of Bedrooms
$275
Avg. $ / Sq.Ft.
$641,348
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

64 Properties Found. Page 3 of 5.

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 4/30/26* This Swallow model is a 3 BD, 2.5 BA, 1,798 sq. feet, center-unit townhome. With its nine foot ceilings and lots of natural light, this home feels comfortably spacious. Included in this kitchen is an island, granite counters, stainless steel appliances, recessed lighting, an adjacent pantry and many more features. You will feel right at home in the owner’s suite with its ample space and lots of natural light which also features a private bath and walk-in closet. Also on the second floor are bedrooms two and three, a family bath and the laundry room, which is just steps from all bedrooms and bathrooms. This home has a full, unfinished, walkout lower level and a 2 car garage. A composite deck, as well as the patio below, affords additional outdoor living space. Interior selections may still be available. All taxes are estimated since this is new construction and has not yet been assessed. Interior photos are of a similar home.
#PADA2051546

MIDDLETOWN

132 MAGNOLIA DRIVE

3 Beds

2 Baths

1,798 Sq.Ft.

$360,581

MLS#: PADA2051546

***Professional photos 3/25/26*** Beautifully renovated and thoughtfully updated, this charming 3-bedroom, 2 full bathroom farmhouse at 1602 N Union Street blends classic character with modern comfort. Renovated from top to bottom just over a year ago, this home is truly move-in ready with high-quality finishes throughout. Step inside from the convenient off-street parking into a bright and inviting sunroom/dining area, perfect for everyday living or entertaining. This space flows seamlessly into the stunning kitchen, featuring rich hardwood soft-close cabinetry, sleek granite countertops, and a clean, modern design. Just beyond the kitchen, you’ll find a second sunroom filled with natural light ideal as a home office, reading nook, or study along with the added convenience of first-floor laundry. The main level also offers a spacious and comfortable living room, as well as a beautifully remodeled full bathroom. Durable and stylish Luxury Vinyl Plank flooring runs throughout the entire first floor, tying the space together with a warm, cohesive feel. Upstairs, you’ll find three generously sized bedrooms with plush carpeting, along with a second fully remodeled full bathroom designed with modern finishes and functionality in mind. The exterior has been extensively updated, featuring a durable new metal roof, new windows, new gutters, and fresh siding on both the home and detached garage offering peace of mind for years to come. Enjoy the added benefit of a fenced-in yard, perfect for outdoor gatherings, pets, or relaxing in your own private space. A rare opportunity to own a fully renovated home with character, space, and upgrades already complete.
#PADA2057798

MIDDLETOWN

1602 N UNION STREET

3 Beds

2 Baths

1,788 Sq.Ft.

$350,000

MLS#: PADA2057798

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 4/30/26* This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051548

MIDDLETOWN

128 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051548

*$10,000 builder incentive; thru 4/30/26* UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051576

MIDDLETOWN

130 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051576

Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future finishing. This property consists of 2 tax parcels, offering added privacy, flexibility, and potential uses. The property also features a small stall barn, making it especially appealing for hobby farming, animals, or additional storage. Surrounded by trees and scenic countryside, the setting provides peaceful views and a sense of privacy while still being conveniently located near local commuter routes. Outdoor enthusiasts will appreciate the close proximity to Civil War historical sites, nearby battlefields, and the Appalachian Trail. Whether you’re looking for a primary residence, investment opportunity, or a property with room to grow, this home offers a rare combination of location, land, and opportunity.
#MDFR2078078

MIDDLETOWN

1629 DAHLGREN ROAD

3 Beds

1 Baths

1,056 Sq.Ft.

$335,000

MLS#: MDFR2078078

Bright, spacious, and move-in ready, this beautifully maintained townhome offers an open layout filled with natural light that makes every space feel warm and welcoming. The main living area flows easily for both everyday living and entertaining, while the generous bedrooms, second-floor laundry, and 2-car garage add convenience and comfort. The unfinished basement offers room to grow, whether you need storage, a home gym, or future finished living space. Located in a desirable Middletown community, this home offers low-maintenance living without sacrificing space or style. Listing agent has an ownership interest in the property.
#PADA2056684

MIDDLETOWN

148 SAGE BOULEVARD

3 Beds

2 Baths

1,795 Sq.Ft.

$330,000

MLS#: PADA2056684

This beautifully kept 3-bedroom, 2.5-bath townhome in Woodland Hills is move-in ready and waiting for you! Inside, you'll find an open layout filled with natural light on the main floor, complete with stainless steel appliances (high end refrigerator stays) and a convenient second-floor laundry area. Washer and Dryer already installed. Other great features include: walk-out basement with plenty of potential to finish for extra living space, deck overlooking private woods, attached 2 car garage with another 2 car driveway, no homes or neighbors directly behind you. Location is super convenient—close to Route 283, shopping, dining, Hershey, Harrisburg, and Penn State Harrisburg. You're also just a short 3 minute walk to the Middletown Swim Club. The current owner has barely lived here, so the home feels almost new. Economical gas heat to help keep utility bills low. Don't miss out—schedule your showing today!
#PADA2056216

MIDDLETOWN

158 SAGE BOULEVARD

3 Beds

2 Baths

1,524 Sq.Ft.

$319,000

MLS#: PADA2056216

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.

$309,900

MLS#: PADA2056298

New on site 2 days ago
Welcome to 12 Edgewater in the vibrant Edgewater community—where style, comfort, and convenience come together in this move-in ready townhome. Featuring a bright and open floor plan, this home is filled with natural light from large windows and enhanced by impressive cathedral ceilings that create an airy, inviting atmosphere. The spacious living room is perfect for entertaining, while the kitchen offers granite countertops, a breakfast bar, and ample workspace for everyday living. A sunroom just off the main living area overlooks the beautifully landscaped yard, providing the perfect spot to relax. The first-floor primary suite with ensuite bath, and laundry on the main floor are perfect for comfort and convenience, while 2 additional well-sized bedrooms each with dedicated walk-in closets and a full bath on the 2nd floor provide flexible space for guests, a home office, or hobbies. Thoughtful design and attention to detail are evident throughout, creating a seamless blend of functionality and style. Ideally located within walking distance to community amenities and shopping, and just a short drive to Harrisburg, Hershey, and Elizabethtown, this home offers the perfect balance of low-maintenance living and accessibility.
#PADA2058512

MIDDLETOWN

12 EDGEWATER DRIVE

3 Beds

2 Baths

1,768 Sq.Ft.

$275,000

MLS#: PADA2058512

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

New on site 1 day ago
Welcome to 5 Donald Ave - this 3 bedroom home has been updated and features a brand new kitchen, original hardwood floors, nice flat yard, carport and new roof. Partially finished basement which could make a great workout area, entertainment room, or even another bedroom. Conveniently located near major highways in Lower Swatara Township.
#PADA2058640

MIDDLETOWN

5 DONALD AVENUE

3 Beds

1 Baths

1,125 Sq.Ft.

$249,900

MLS#: PADA2058640

Welcome to this charming Cape Cod located in Middletown Area School District. Bright hardwood floors greet you and lead into a cozy living room centered around a classic brick fireplace. The dining room flows seamlessly into the kitchen, creating a functional layout for everyday living. The upper level offers three comfortable bedrooms and a full bath, while the unfinished basement provides endless potential for additional living space with a rough-in for a half bath. Enjoy relaxing summer evenings or peaceful outdoor dining on the back deck. Experience true comfort and character in this lovely home - schedule your tour today
#PADA2058014

MIDDLETOWN

916 N SPRING STREET

3 Beds

1 Baths

1,176 Sq.Ft.

$249,900

MLS#: PADA2058014

Own a little piece of Middletown History. This most adorable red house in Middletown has 2 bed/1 bath home in town has an out of town feel with home sitting on almost 1/2 acre with large detached 30x30 garage. Home features are the cutest front porch which leads to the living room with brick wood fireplace, natural woodwork throughout, cathedral ceiling in kitchen, warm and welcoming natural wood cabinets, dining area and lots of natural light. additional toilet and shower in basement with outside access. Step out onto an enclosed porch which leads to a patio area, firepit, fully fenced in .40-acre yard with large 30x30 two car garage and multiple sheds on property.
#PADA2058270

MIDDLETOWN

331 E WATER STREET

2 Beds

1 Baths

1,296 Sq.Ft.

$229,900

MLS#: PADA2058270

New on site 3 days ago
**Multiple offers received! Offer deadline Friday 4/10 at 3pm** 11 Faye Rd delivers exactly what so many buyers are looking for: a comfortable, move-in ready home in a location that makes everyday life simple. Tucked away in Middletown, this single-story home offers an easy, functional layout and quick access to Harrisburg, Hershey, and Lancaster - all without sacrificing a sense of peace and space. Built in 1972, the home has nearly 2,000 square feet of total living area, with about 1,025 square feet above grade and a freshly updated 950-square-foot half-finished basement. Inside, you’ll find 3 bedrooms and 1.5 baths. Key updates add real value here: a new roof was installed in March 2026, the home has central air, and a two-car garage offers plenty of space for both parking and storage. Sitting on a manageable 0.23-acre lot, the outdoor space is just right - enough room to enjoy, but not too much to maintain. The location is a standout. You’re just minutes from Penn State Harrisburg, offering a steady local energy and strong community base. Routes 230 and 283 connect you quickly to Harrisburg, Lancaster, and beyond, while the Pennsylvania Turnpike and Harrisburg International Airport are both close by for when you need to go farther. Local favorites like Brownstone Café and Hoffer’s Bar & Restaurant are right down the road, and Karns Quality Foods keeps grocery runs easy. For more dining, shopping, and things to do, Harrisburg and Hershey are both within a short drive - close enough to enjoy, far enough to avoid the crowds. If you love the outdoors, the Susquehanna River and its quieter nearby parks are perfect for a morning walk or weekend escape. 11 Faye Rd isn’t about bells and whistles, it’s about comfort, convenience, and smart updates that make daily living easy. A straightforward, well-kept home in a spot that simply works.
#PADA2058322

MIDDLETOWN

11 FAYE ROAD

3 Beds

1 Baths

1,785 Sq.Ft.

$225,000

MLS#: PADA2058322

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). The seller’s agent is including a complimentary home warranty with the transaction, providing added value and peace of mind to potential buyers by covering specific repairs or replacements after the sale.
#PADA2051708

MIDDLETOWN

328 N SPRING STREET

4 Beds

1 Baths

2,764 Sq.Ft.

$214,000

MLS#: PADA2051708

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