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 Middletown, MD real estate 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
96
# of Listings
3
Avg # of Bedrooms
$337
Avg. $ / Sq.Ft.
$529,089
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

70 Properties Found. Page 1 of 5.

Location! Location! Location! Discover 7109 Emerald Court — move-in-ready gem on a cul-de-sac in charming Middletown, at the base of Braddock Mountain with beautiful views. This Colonial delivers instant charm with 4 spacious bedrooms, 1.5 renovated baths, and a flexible main level ready for your personal touch. The eat-in kitchen opens to a large deck, ideal for relaxing or entertaining. The partially finished walk-out basement extends your living space and features plumbing rough-in for a wet bar, plus it leads to a fully fenced yard with a new 6-ft privacy fence—perfect for pets, play, and outdoor living. You’ll even find an additional washers/dryer hookup in the garage. NO HOA! You’ll enjoy quick access to shops, cafés, award-winning schools, parks, trails, downtown Frederick, and major commuter routes. Comfort. Convenience. Charm. Home is being sold AS-IS, Update to your liking, Price adjusted accordingly:)
#MDFR2074098

MIDDLETOWN

7109 EMERALD COURT

4 Beds

1 Baths

1,706 Sq.Ft.

$424,999

MLS#: MDFR2074098

Includes 500 SF of dedicated office space, high end trophy space, open floor plan layout, and 10 foot ceilings. Lease rate does not include utilities, property expenses, or building services. 1-5 year rental term. Former printing press / Valley Register historic building in charming downtown Middletown. Final touches could be made to fit to your needs, zoned for office or retail. Contact us now for details.
#MDFR2069680

MIDDLETOWN

123 MAIN ST W

None Beds

None Baths

N/A

$1,350

MLS#: MDFR2069680

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 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 2 West spans a generous 6.1-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 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!
#MDFR2069604

MIDDLETOWN

7460 HERITAGE OAK TERRACE

4 Beds

3 Baths

3,782 Sq.Ft.

$1,664,378

MLS#: MDFR2069604

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

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

3,956 Sq.Ft.

$1,328,015

MLS#: MDFR2072962

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 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

MOVE-IN READY! This newly built home offers a rare opportunity to enjoy modern living on a 3-acre homesite in the highly regarded Middletown School District. Thoughtfully designed with both comfort and style in mind, it makes a striking first impression with its wide covered front porch and scenic wooded surroundings. Inside, the main level features an inviting, open layout filled with natural light and clean, modern finishes. A private office provides a quiet workspace, while the bright living and dining areas offer flexible spaces for gathering and entertaining. At the heart of the home is the showstopping gourmet kitchen, designed for both everyday living and hosting. It features white shaker cabinetry with warm wood accents, soft-close drawers, quartz countertops, double wall oven, Cafe stainless steel appliances, striking pendant lighting, and a spacious walk-in pantry. The expansive center island with seating creates a natural place to gather. Upstairs, you’ll find four spacious bedrooms, three well-appointed baths, and a convenient second-level laundry room. The primary suite offers a relaxing retreat with abundant natural light, a generous walk-in closet, and a spa-like bath with quartz countertops and an oversized shower wrapped in floor-to-ceiling porcelain tile. Situated on a beautiful 3-acre lot with mature trees, this home brings together modern design, quality craftsmanship, and the comfort of new construction—all in a desirable Middletown setting. NO HOA, No City Taxes. Builder Incentives Available!
#MDFR2073332

MIDDLETOWN

3105 SUMANTOWN ROAD

4 Beds

3 Baths

3,544 Sq.Ft.

$949,900

MLS#: MDFR2073332

PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. The pricing shown is for the Lexington model, elevation 4 on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the exclusive builder at Americus Manor. The photos showcase some of the house designs offered, which can be customized to fit your preferences.
#MDFR2071116

MIDDLETOWN

Lot 2 SUMANTOWN ROAD

3 Beds

2 Baths

3,200 Sq.Ft.

$940,865

MLS#: MDFR2071116

Step into modern comfort in this beautifully renovated Colonial-style home in sought-after Valley Overlook in Frederick. Offering 4 bedrooms, 3 full baths, and 1 half bath, this spacious residence blends classic charm with fresh, contemporary updates throughout. The main level welcomes you with a bright, open layout featuring a fresh kitchen, inviting living and dining spaces, and a convenient half bath. Upstairs, you’ll find a serene primary suite with en-suite bath. Three more generous bedrooms and a hall bath complete the upper level. The fully finished lower level adds even more versatility with a large recreation space, full bath, and walk-up access to the backyard—perfect for guests, hobbies, or movie nights. Located in a well-established community close to parks, shopping, dining, and commuter routes, this home offers the best of Frederick living with nothing left to do but move in and enjoy!
#MDFR2072474

MIDDLETOWN

2431 QUEBEC SCHOOL ROAD

4 Beds

3 Baths

2,917 Sq.Ft.

$725,000

MLS#: MDFR2072474

Step inside-You'll love it! This is a home designed to impress and it can be your new home before the Holidays! Spacious and beautifully updated 6-bedroom is perfect for multigenerational living. A rare find- two master suites, dual family rooms and high-end upgrades throughout. The home offers flexible space ideal for large families, guests, or home offices. Recent updates include a new roof, gleaming hardwood floors and one new ceramic bath. The updated kitchen shines with granite countertops, stainless steel appliances. Having multiple gathering areas this home has a perfect layout for entertaining. The inviting layout makes this home ideal for family events, relaxation or hosing guest. You won't be disappointed by the stunning landscape, multiple decks and it even has a handicap access ramp! Additionally, the Home is conventionally located near the well-known Middletown Park. Don't miss your chance to make it yours-schedule your private showing today!
#MDFR2066902

MIDDLETOWN

4311 ZIRCON ROAD

6 Beds

4 Baths

3,072 Sq.Ft.

$599,000

MLS#: MDFR2066902

* BUILDER'S END-OF-YEAR CLOSEOUT! LIMITED TIME OFFER…. CALL TODAY for details! * The home you have been admiring is now available! There are so many beautiful features in this Woodland Hills model home and they can be yours without the wait time of a new home build. The Osprey model has 2,898 sq ft with 4 bedrooms and two and a half bathrooms. With ample storage and counter space, the kitchen will be where the family and guests will want to gather. The beautiful granite counters, oversized island and under-cabinet lighting are a few of the custom features that you will enjoy. Soak up the sun all year round in the 12x14 sunroom that is situated just off the great room area. A gas fireplace and built-in bookshelves are the natural focal point of the living room area. Also on the 1st floor is the flex room, study, laundry room, powder room and a mudroom area with a bench seat, coat hooks and lockers. The second floor has 4 larger bedrooms and 2 bathrooms. The master bath, with it's ceramic tile floor, tiled shower and soaking tub, will be your place to retreat and pamper yourself at the end of the day. The hall bath has a tub/shower. The unfinished basement features 9' poured concrete walls. You also have the convenience of a central vac system. This home is situated on a corner homesite and has easy access to Vine Street and I-283. Although loaded with custom features, this home is priced well below replacement cost.
#PADA2048296

MIDDLETOWN

195 MAGNOLIA DRIVE

4 Beds

2 Baths

2,898 Sq.Ft.

$599,000

MLS#: PADA2048296

This charming brick rancher is located at the end of a cul-de-sac in sought after Middletown and sits on a peaceful 1.72 acre level lot. The first floor features an open floor plan complete with hardwood floors throughout, formal living room, formal dining room, family room with brick fireplace, breakfast nook leads to a relaxing Trex deck and patio overlooking the large backyard. 1st floor laundry room leads to a oversized 2 car garage. 3 bedrooms and 2 full baths. The fully finished walkout lower level features another full bathroom and large storage room. Some recent upgrades include 20 SEER heat pump (2023), new septic field (2023), electric fireplace (2024), well pump (2020), Ecobee smart thermostat (2023).
#MDFR2073664

MIDDLETOWN

6527 MORNINGSIDE COURT

3 Beds

3 Baths

2,275 Sq.Ft.

$574,900

MLS#: MDFR2073664

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