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
254
# of Listings
3
Avg # of Bedrooms
$268
Avg. $ / Sq.Ft.
$655,181
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

254 Properties Found. Page 15 of 17.

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.

$346,000

MLS#: PADA2056684

This beautiful home is back on the market due to an unforeseen medical issue experienced by the buyer. The property itself had no inspection or appraisal concerns. Must-see, move-in-ready home in Middletown, located in the Appoquinimink School District. This 3-bedroom, 2-bath home was fully updated in 2018 and offers an open-concept layout ideal for everyday living and entertaining. The main level includes a dining area, an eat-in kitchen with granite countertops, and a spacious living room. The sliding glass door provides abundant natural light and leads to a second-story deck overlooking the fenced backyard. The fully finished lower level adds valuable living space and includes a laundry room. The area works well as a family room, home office, or guest space. Conveniently located near shopping, dining, and major commuter routes. Some photos may have been enhanced by AI.
#DENC2096608

MIDDLETOWN

25 FRANKLIN DRIVE

3 Beds

1 Baths

1,325 Sq.Ft.

$339,900

MLS#: DENC2096608

UNDER CONSTRUCTION. *$15,000 builder incentive; thru 2/28/26* 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

*$15,000 builder incentive; thru 2/28/26* 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

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.

$327,700

MLS#: PADA2056216

New on site 2 days ago
Beautiful three-level townhome in the historical, charming town of Middletown. The home features an open floor plan and a modern kitchen complete with stainless steel appliances—perfect for everyday living and entertaining. Durable luxury vinyl plank flooring adds both style and functionality, and a spacious deck just off the kitchen and dining area provides the ideal space for outdoor relaxation and gatherings. Upstairs, you’ll find three spacious bedrooms, including a comfortable primary suite, plus the convenience of bedroom-level laundry. The walk-out lower level offers abundant storage space and direct access to the backyard. Located in historic southern Frederick County, this home is just minutes from major commuter routes including Interstate 66 and Interstate 81, and approximately 13 miles from the shops, dining, and charm of Winchester’s Old Town. Enjoy small-town living with easy access to everything you need! All sizes are approximate.
#VAFV2039680

MIDDLETOWN

119 KENSINGTON CIRCLE

3 Beds

2 Baths

1,307 Sq.Ft.

$320,000

MLS#: VAFV2039680

Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.
#MDFR2061288

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$297,000

MLS#: MDFR2061288

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

Beautifully maintained townhouse in desirable Middletown Village. This home features a spacious living area filled with natural light, an inviting eat-in kitchen perfect for everyday meals or entertaining, and a partially finished basement offering additional flexible living space. Ideally situated near major highways, shopping centers, restaurants, and entertainment, this property combines comfort and convenience in a prime location.
#DENC2097270

MIDDLETOWN

162 LIBORIO DRIVE

3 Beds

1 Baths

1,325 Sq.Ft.

$293,900

MLS#: DENC2097270

Enjoy the comfort and convenience of single-level living in this updated 2-bedroom, 2-bath condo located in the highly sought-after Congressional Village community of Middletown. The thoughtfully landscaped grounds provide a warm welcome as you arrive. Take the elevator or stairs to Unit 5302, where an open-concept dining and living area features new engineered hardwood floors and an abundance of natural light. Just off the living room, the inviting three-season sunroom offers the perfect spot to savor your morning coffee while taking in the sights and sounds of nature. Step outside onto the deck—ideal for cultivating flowers or herbs—while enjoying peaceful views of the 9th hole at Frog Hollow Golf Course. The primary suite features brand-new windows (2025), an en suite bath with newer tile flooring, a double-sink vanity, shower, and a new ADA-compliant toilet (2021) and brand new carpet. The second bedroom, located on the opposite side of the unit for added privacy, also includes NEW WINDOWS. The hall bath has been refreshed with new flooring and another ADA toilet. A hallway with newer hardwood floors leads to the spacious kitchen, where your culinary skills will shine. Here you’ll find newer flooring, a Samsung glass-top range (2020), microwave (2020), GE refrigerator (2023), and dishwasher (2021). The breakfast bar and double sink add everyday functionality. Additional updates provide peace of mind, including a NEW HVAC system (2020), a 50-gallon water heater, and a stacked washer and dryer (2020). With close proximity to DE-1, DE-13, and DE-71, this home offers comfort, convenience, and connection to everything Middletown has to offer. Note: Select interior photos have been virtually staged
#DENC2092182

MIDDLETOWN

1850 CONGRESSIONAL VILLAGE DRIVE 5302

2 Beds

2 Baths

1,012 Sq.Ft.

$270,000

MLS#: DENC2092182

"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

Spacious bi-level home situated on approximately half an acre in Middletown Borough. This 3-bedroom, 2.5-bath property offers generous indoor and outdoor living space along with ample parking. The exterior features a large covered front porch, expansive driveway with additional parking, and an oversized one-car garage. The main level includes a bright living room with a bow window and a kitchen/dining combination with laminate wood flooring, kitchen island, pantry, and dedicated dining area. The lower level provides additional finished living space with ceramic tile flooring, a brick bar with sink, and a wood-burning fireplace — ideal for entertaining or flexible use. Convenient borough location with easy access to local amenities, commuter routes, and everyday conveniences.
#PADA2056434

MIDDLETOWN

625 HOFFER STREET

3 Beds

2 Baths

1,851 Sq.Ft.

$269,900

MLS#: PADA2056434

Experience the perfect blend of comfort, style, and convenience at 1810 Congressional Village Drive. This second-floor condo, with elevator access, offers effortless living in a sought-after location. Step inside the 2-bedroom, 2-bathroom home, where an open floor plan creates a seamless flow for daily living and entertaining. The bright and airy kitchen features ample cabinet space, recessed lighting, and a breakfast bar that opens to a cozy dining area. The spacious living room is warm and welcoming, highlighted by a cozy corner gas fireplace and sliding glass doors that lead to your private screened porch and attached deck. This exceptional outdoor retreat – rarely found in condo communities – includes a ceiling fan for added comfort, creating the perfect setting for relaxing or entertaining in every season. The primary suite features elegant plantation shutters, a spacious walk-in closet, and an en-suite bathroom with a dual vanity and a stall shower. A second well-appointed bedroom, also with plantation shutters and a large closet, offers versatility for guests, a home office, or additional living space. Additional conveniences include a hallway coat closet and a dedicated laundry closet with a stackable washer/dryer. For added peace of mind, the HVAC system was replaced in 2021, enhancing both efficiency and long-term value. For golf enthusiasts and those who enjoy resort-style amenities, Frog Hollow Golf Course is just a short stroll away, offering a clubhouse restaurant and pool. Plus, you’ll love being just minutes from the vibrant heart of downtown Middletown, with its charming shops, dining, and entertainment options. Low-maintenance living meets high-impact appeal – this exceptional condo offers a lifestyle you’ll be proud to call home. Schedule your showing today!
#DENC2097400

MIDDLETOWN

1810 CONGRESSIONAL VILLAGE DRIVE 1203

2 Beds

2 Baths

1,050 Sq.Ft.

$269,900

MLS#: DENC2097400

*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

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