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
256
# of Listings
3
Avg # of Bedrooms
$275
Avg. $ / Sq.Ft.
$639,825
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

94 Properties Found. Page 5 of 7.

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

Nearly 1,800 square feet of beautifully maintained living space — plus an additional 700 square foot basement ready to be finished for even more room to grow. This 3-bedroom, 2.5-bath townhome features a bright open layout, fresh interior paint throughout, and convenient second-floor laundry. The spacious primary suite includes a private bath with double sinks. Additional highlights: • Water softener system • Newly Painted • 2-car garage + driveway parking • 700 sq ft basement with easy finishing potential Located in the sought-after Woodland Hills community, just minutes from Route 283, Hershey, Harrisburg, Penn State Harrisburg, shopping, dining, and more. 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.

$295,000

MLS#: PADA2056298

New on site today
With warmer weather on the horizon, it’s the perfect time to start envisioning summer days spent relaxing poolside! Welcome to 9 Faye Road, a well-located Middletown home offering a comfortable layout, versatile living space, and an inviting backyard retreat designed for everyday enjoyment. Step outside and discover a fully fenced backyard centered around a 17' x 35' in-ground pool, complemented by a deck area ideal for lounging or entertaining. A storage shed provides added convenience for pool equipment and outdoor storage, while the oversized one-car carport offers covered parking or serves as an additional shaded space for gatherings. Recent updates and improvements add to the home’s appeal and peace of mind. The exterior aluminum siding was professionally painted in March 2026, the water heater was replaced in September 2025, and the outdoor electric meter base was updated in September 2024. The pool system has been well maintained with a chlorinator installed in May 2023, along with a liner replacement in October 2022 and a pool cover replaced in 2020. The seller also had the pool professionally winterized this year, helping ensure a smooth and efficient opening for the upcoming season. Inside, the home features approximately 1,500 square feet of living space with 3 bedrooms and 1.5 baths. The main level includes two bedrooms, one full bathroom, and a comfortable living area, while the finished lower level expands the home’s flexibility with a third bedroom, a half bathroom, and additional usable space. A second shower located in the utility area adds convenience, especially for pool days. The home features LVP flooring throughout most of the living areas, with hardwood flooring beneath the existing floors, offering added long-term potential. The kitchen includes a stainless-steel refrigerator with a “knock-knock” display window and a gas range. Additional highlights include gas heat, replacement windows, an architectural shingle roof, and a Mitsubishi mini-split system installed in 2022, providing efficient cooling throughout the home. Ideally situated with quick access to major routes, including Route 283 and the PA Turnpike, this location also provides convenient travel to Harrisburg International Airport, as well as nearby shopping, dining, and employment centers in both Harrisburg and Lancaster. Included in the sale are the Refrigerator, Gas Stove, Washer, and Dryer, all of which will convey with the property.
#PADA2057668

MIDDLETOWN

9 FAYE ROAD

3 Beds

1 Baths

1,448 Sq.Ft.

$284,900

MLS#: PADA2057668

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

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.

$239,000

MLS#: PADA2057498

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

New on site 3 days ago
Oak Hill brick duplex located on corner lot with off street parking and majestic oak trees that provide wonderful shade all within walking distance of Middletown Giant Plaza, parks and schools. Home has been well maintained, has numerous updates and first floor family room addition with a stunning bay window that will feed plants light all year long. Gas FHA furnace replaced 2016, central air conditioning 2011, roof 2019, fireplace flue liner 2018, new sewer lateral 2018 and more. Second floor with three bedrooms, full bath and pull-down stairs that provide attic access and storage. First floor with second full bath, formal dining room, living room with brick fireplace, family room and updated kitchen with breakfast nook, 42’ wall cabinets, under cabinets task lighting, gas range, dishwasher, microwave oven and refrigerator. Plus, a first-floor laundry with washer/dryer! Partially finished basement with game room. Storage shed, fenced yard, deck, and great walkability with public sidewalks in all directions. Close to Amtrak Rail station, PSU Middletown and an easy drive to both Harrisburg or Lancaster. This home delivers comfort and convenience at an affordable price! Don’t pass it BUY!
#PADA2057002

MIDDLETOWN

501 VINE STREET

3 Beds

2 Baths

1,304 Sq.Ft.

$216,500

MLS#: PADA2057002

New on site 1 day ago
Discover the perfect blend of comfort, convenience, and modern appeal at 2093 Market Street Extension, Middletown, PA a charming end-unit townhouse that feels brand new thanks to its recent renovations including a new roof and Mini-Split system. This fresh and inviting home spans approximately 1,200 square feet and offers three spacious bedrooms and 1.5 baths, providing ample room for comfortable living without excess maintenance. Step inside to find a bright, updated interior with contemporary finishes that create a welcoming atmosphere throughout. The open layout flows seamlessly, ideal for everyday relaxation or entertaining guests. The end-unit design grants extra natural light, added privacy, and bonus side yard space compared to interior units. A standout feature is the unfinished basement, offering tremendous potential—finish it to create a family room, home gym, entertainment area, or additional living space tailored to your needs. Upstairs, the bedrooms are well appointed, including a large master with plenty of closet space for effortless organization. Outside, enjoy the peaceful setting of a mature, established neighborhood where tree-lined streets and a nearby park provide opportunities for outdoor enjoyment, walks, and community vibes. Best of all, there is no HOA, giving you the freedom to personalize and maintain your property exactly as you like— a major advantage in today's market. Location couldn't be better: just minutes from Harrisburg International Airport (MDT) for easy travel, whether for work or leisure. You're also conveniently close to local attractions, including Hersheypark and Hershey's chocolate world for family fun, Penn State Harrisburg campus, the historic charm of downtown Middletown, and quick access to major highways like I-83, I-283, and the PA Turnpike for commutes to Harrisburg, Lancaster, or beyond. This move-in-ready gem combines updated style, expandable potential, and unbeatable convenience in a low-maintenance package. Don't miss your chance to make this refreshed end-unit townhouse your own!
#PADA2057862

MIDDLETOWN

2093 MARKET ST EXTENSION

3 Beds

1 Baths

1,200 Sq.Ft.

$199,900

MLS#: PADA2057862

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.

$179,900

MLS#: PADA2049782

Build your dream home on this 2.04 acre lot! Located in the desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052080

MIDDLETOWN

Lot 1 SCHOOLHOUSE RD

None Beds

None Baths

2.04 acres

$170,000

MLS#: PADA2052080

Build your dream home on this 1.9 acre lot! Located in desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052084

MIDDLETOWN

Lot 3 SCHOOLHOUSE RD

None Beds

None Baths

1.9 acres

$165,000

MLS#: PADA2052084

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