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
239
# of Listings
3
Avg # of Bedrooms
$277
Avg. $ / Sq.Ft.
$641,653
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

6 Properties Found. Page 1 of 1.

Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace, there is also a classic woodstove that provides a high-efficiency heating source and a focal point for the entertainment area in the basement. The home’s footprint is anchored by an expansive rear deck designed for four-season use; whether you’re hosting or decompressing, the integrated hot tub offers total privacy, screened by a dense canopy of mature timber to create an outdoor living room that feels completely removed from the outside world. This isn't just a woodlot; it's a gateway. The property borders Gambrill State Park, providing exploration and recreational opportunities right out your back door. For the serious outdoorsman or the family seeking an active lifestyle, the land offers endless utility for hiking, scouting, and wildlife management. The long, wooded approach ensures a level of seclusion and security that is increasingly rare, making this an ideal primary residence for those seeking a quiet, secure environment. Practicality meets potential inside and out, with a walkout basement that provides the ideal entertainment area or can be converted into a home office, gym, or additional bedrooms to grow with your needs. An existing shed provides organized storage for ATVs and maintenance equipment, keeping your primary living spaces clutter-free. Shown by appointment only, this is more than a getaway—it is a rare opportunity to own a significant piece of acreage with your ideal mountain retreat on your own recreational land in the Catocin Mountains.
#MDFR2074476

MIDDLETOWN

8939 HAWBOTTOM ROAD

3 Beds

3 Baths

3,236 Sq.Ft.

$989,000

MLS#: MDFR2074476

A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outside, the oversized fully fenced backyard features an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing in your own private retreat! The adjacent commercial building adds remarkable versatility. It includes three-phase 400-amp electrical service, a 4,000-pound jib crane, and an interior build-out previously used for beer and wine retail, complete with refrigeration and dedicated storage areas. While currently zoned R3, it had been operating under a non-conforming commercial use. It is our understanding this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. Commercial listing can also be found at MLS #MDFR2076716
#MDFR2076696

MIDDLETOWN

3213 OLD NATIONAL PIKE

3 Beds

2 Baths

1,782 Sq.Ft.

$750,000

MLS#: MDFR2076696

A Truly Rare Opportunity! For the first time ever on the public market, the former Rudy’s Cold Beer & Welding commercial building and the adjacent 1937 Brick Tudor Revival residence are being offered together. These two separately deeded parcels share a well and septic system and present exceptional potential for an investor, business owner, or buyer seeking a flexible live-work opportunity. The commercial building offers significant functional value with three-phase 400-amp electrical service, a 4,000-pound jib crane, and an existing interior build-out designed for beer and wine retail, including refrigeration and storage areas ready for continued use. While the property is currently zoned R3, it previously operated under a non-conforming commercial use. It is our understanding that this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. The charming Tudor Revival residence enhances the offering with fresh updates and original character. The home has been freshly painted throughout and features an updated kitchen with stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room includes built-in china closets and an oversized bay window, while the living room showcases a classic wood-burning fireplace. The primary suite offers custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outdoors, the oversized fully fenced backyard includes an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—ideal for entertaining or unwinding in your own private retreat. The residential listing can also be found at MLS # MDFR2076696
#MDFR2076716

MIDDLETOWN

OLD NATIONAL

None Beds

None Baths

1,750 Sq.Ft.

$750,000

MLS#: MDFR2076716

New on site 1 day ago
This Brookridge South home is about to set the bar! Coming soon fully updated, stunning views, and nothing left to do but move in. Welcome to 16 Knoll Side Drive, a truly impressive home in the highly sought-after Brookridge South community, just minutes from Middletown’s Main Street restaurants, shops, and charm. Nestled in a peaceful, rural setting, this property offers the perfect blend of privacy, convenience, and breathtaking views. Set on .56 acres, this beautifully updated 5-bedroom, 3.5-bath home is filled with natural light and designed to impress. From the moment you step inside, you’ll notice the attention to detail such as rich hardwood floors, custom built-in cabinetry and desk, elegant crown molding, and detailed trim work throughout, including around the windows. The heart of the home is the stunning kitchen, where you can enjoy picturesque views from both the kitchen, Family room, and the deck, perfect for morning coffee or evening relaxation. Cozy up next to the wood burning fireplace. Step outside to the refreshed deck with new composite boards, overlooking a serene backdrop with Wiles Branch Park just beyond the rear of the property. Every major update has already been completed for you, including a newer roof, new windows, newer siding, updated kitchen and bathrooms, fresh paint, new basement carpet, new second floor carpet, and a new front door. Even the garage has been meticulously maintained, featuring custom cabinetry, upgraded doors, and a professionally coated floor. Generous amount of storage space in the attic with plenty of room to move around. With its bright, airy feel and warm, inviting spaces, this home offers both comfort and style in every room. And with no HOA, you’ll enjoy added freedom in a location that continues to be one of Middletown’s most desirable. This is more than just a home, it’s a lifestyle. Don’t miss your chance to own a move-in ready property in Brookridge South with incredible views, thoughtful upgrades, and an unbeatable setting.
#MDFR2079248

MIDDLETOWN

16 KNOLL SIDE LANE

5 Beds

3 Baths

3,612 Sq.Ft.

$679,990

MLS#: MDFR2079248

Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add to its character. The wraparound deck extends the living space outdoors, offering a peaceful setting for morning coffee or unwinding at the end of the day. An oversized detached two-car garage provides ample space for storage, hobbies, or projects. The kitchen has been refreshed with granite countertops and stainless steel appliances, blending modern convenience with the home’s unique style. This is a home for someone who appreciates privacy, architecture, and a setting that feels removed from it all - while still being just 15 minutes to Middletown’s shops, dining, and Middletown Schools. Updates include: Roof (2020), Skylights (2020), Stove & Microwave (2021), Refrigerator (2023), and Water Softener/Neutralizer (2022).
#MDFR2078904

MIDDLETOWN

6838 MOUNTAIN CHURCH ROAD

4 Beds

3 Baths

2,488 Sq.Ft.

$649,900

MLS#: MDFR2078904

Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and MORE! Well-appointed bedrooms ideal for both everyday living and entertaining. Fully finished basement offers so much space for entertaining. Large deck great for relaxation! Private off street parking in driveway and SO MUCH MORE! Situated in a desirable location close to commuter routes and many attractions —this is a home you won’t want to miss!
#MDFR2077940

MIDDLETOWN

8209 OLD HAGERSTOWN ROAD

5 Beds

3 Baths

2,312 Sq.Ft.

$549,900

MLS#: MDFR2077940

properties found. properties found. Page of .

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