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

11 Properties Found. Page 1 of 1.

LOCATION! LOCATION! LOCATION!!! Prime Commercial Property Zoned GC with endless possiblilities, easy access to highways & walkability to downtown/residential development is waiting for your business! Property coonsist of TWO substantial buildings with two entrances! Enormous three story brick containing a plethora of warehouse/storage space, high ceilings, loading doc on first and second level, two restrooms, newly remodeled kitchenette, office area with seperate entence as well as access to entire building. Giant two story block builing also contains a loading doc for each level. Bring your imaginations to life, Call today to schedule a private showing!
#MDFR2078354

MIDDLETOWN

106 N CHURCH STREET

None Beds

None Baths

22,786 Sq.Ft.

$2,100,000

MLS#: MDFR2078354

Lot 3 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 3 East spans a generous 7-acre homesite and has already been approved for a five-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 3 East offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069640

MIDDLETOWN

3150 BIDLE RD

5 Beds

4 Baths

5,153 Sq.Ft.

$1,990,900

MLS#: MDFR2069640

Lot 2 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 2 East spans a generous 4.3-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 2 East offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069764

MIDDLETOWN

3120 BIDLE RD

4 Beds

3 Baths

3,871 Sq.Ft.

$1,578,000

MLS#: MDFR2069764

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
#MDFR2073778

MIDDLETOWN

2730 MARKER ROAD

5 Beds

2 Baths

3,112 Sq.Ft.

$1,500,000

MLS#: MDFR2073778

Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well… it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil War log cabin, comprised of the right side of the farmhouse. The final phase was the later 1800s farmhouse addition and finally the 2 story carport connecting it all together. Keeping with the authentic charm, the house offers original pine floors, wide thresholds and the initial lower-level cooking fireplace with utensils. For modern day living, the professionally designed gourmet kitchen was recently completed with a 10 foot Quartz island, stainless steel appliances with Forno 8 burner gas stove, wine fridge, farm sink, casement showcase window, pantry, accent lighting and display cabinets. It’s the perfect space for entertaining or any culinary work-of-art. In addition to the exceptional kitchen, both full bathrooms were completely renovated, adding to the contemporary appeal. Metal roof, replacement windows, main level laundry room and pull down attic for additional storage space. This prime real estate includes three natural springs, recently improved commercial grade greenhouses with new doors and shutters, a bank barn with horse stalls, dairy barn with upstairs office rooms, kitchenette, 2 bathrooms (as is) and its own septic. There’s also a tractor barn, pig barn, chicken coop, multiple shed buildings and plenty of pasture. Finalized with a picturesque creek running through the property and a back lot with amazing western sunsets. 2730 Marker Road is truly one-of-a-kind!
#MDFR2073776

MIDDLETOWN

2730 MARKER ROAD

5 Beds

2 Baths

3,112 Sq.Ft.

$1,500,000

MLS#: MDFR2073776

Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 1 West spans a generous 2-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 1 West offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069580

MIDDLETOWN

7452 HERITAGE OAK TERRACE

4 Beds

3 Baths

3,252 Sq.Ft.

$1,326,574

MLS#: MDFR2069580

Lot 4 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 4 West spans a generous 3.7-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 4 West offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069766

MIDDLETOWN

7453 HERITAGE OAK TERRACE

3 Beds

3 Baths

2,790 Sq.Ft.

$1,297,167

MLS#: MDFR2069766

New on site 1 day ago
This exceptional brick colonial sits on a premium lot, with panoramic mountain views, in the prestigious Glenbrook golf course community, located in historic Middletown. Overlooking the 15th and 16th greens and adjacent to the 17th fairway, this home offers over 6,800 sq. ft. of refined living space, with 5 bedrooms, 5 bathrooms, 9-foot ceilings on all levels and thoughtful upgrades throughout. Inside, the grand foyer highlights dual staircases, and custom crown molding. The two-story family room features coffered ceilings, and atrium windows, filling the space with natural light—you can picture mornings here filled with sunlight and evenings spent gathered around the fireplace. The main level also includes a separate formal living and dining room, made for entertaining and enjoying the holidays with family and friends. Appreciate working from home in a private office with custom cherry paneling and built-ins, offering a quiet, refined space to focus or unwind. The gourmet kitchen is equipped with black granite countertops, custom cherry cabinetry, and Viking Professional Series appliances, including a 6-burner stove, range hood, double ovens, and warming drawer—perfect for preparing meals while staying connected to the heart of the home. Three fireplaces (two gas & one wood burning), whole-home audio, and upgraded lighting add to the home’s elevated yet inviting atmosphere. The walk-out lower level is ideal for entertaining or multi-generational living, featuring a full kitchen and bar with Monogram appliances, a billiards room (optional 6th bedroom), a bedroom with walk-in closet, and a stylish full bath with slate shower and onyx sink. Outside, enjoy a walk-down deck, extensive hardscape, built-in KitchenAid BBQ, and gas fire pit. Whether it’s hosting friends, enjoying a quiet evening by the fire, or simply taking in the peaceful natural surroundings, this backyard offers endless possibilities including room for a pool and hot tub! Recent updates include a new roof, oversized gutters, and garage door (2024), and a dual-zone Trane HVAC (2022). Convenient everyday amenities are just minutes away, with nearby shopping, dining, pharmacy, nail spa, and an EV charging station. The location provides easy access to downtown Middletown, Frederick, I-70, and is within an hour of BWI, Dulles, and DCA. Middletown continues to grow, with new schools currently under development, further enhancing the area's long-term appeal. A rare opportunity to own a luxury golf course home—schedule your private tour today!
#MDFR2079884

MIDDLETOWN

5 STONE SPRINGS LANE

5 Beds

4 Baths

6,167 Sq.Ft.

$1,225,000

MLS#: MDFR2079884

Lot 1 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 1 East spans a generous 4.6-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 1 East offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069796

MIDDLETOWN

3130 BIDLE RD

4 Beds

3 Baths

2,500 Sq.Ft.

$1,186,202

MLS#: MDFR2069796

Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions. Lot 1 West spans a generous 2-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 1 West offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069522

MIDDLETOWN

7452 HERITAGE OAK TERRACE

4 Beds

3 Baths

2,618 Sq.Ft.

$1,180,000

MLS#: MDFR2069522

Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring your own plans to build the custom home of your dreams. The lot is approved for a 4-bedroom home, perc-tested, and permit-ready. Opportunities like this are rare—don’t miss your chance to own the final lot in this premier Middletown community.
#MDFR2072962

MIDDLETOWN

5916 CLOUDBERRY COURT

4 Beds

3 Baths

3,149 Sq.Ft.

$1,100,000

MLS#: MDFR2072962

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