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
28
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$980,232
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

4 Properties Found. Page 1 of 1.

NEW PRICE! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl plank flooring, creating a warm and durable living environment. The home is equipped for year-round comfort with a 2016 forced air heat pump, baseboard backup oil heat, and a cozy wood stove—giving you multiple climate control options to suit your needs. Step outside and enjoy the peaceful setting from the screened-in front porch, or entertain in the spacious backyard featuring a patio and storage shed. The oversized 732 sq ft detached garage easily accommodates a vehicle with additional room for storage or a workshop, while the large driveway offers ample parking for guests. RECENT UPDATES: include a 2020 tin roof on both the main house and garage, a 2022 water heater, plus a UV filtration system and water softener for added peace of mind. Appliances have been updated between 2025–2026, making this home move-in ready, budget-friendly to get into Middletown! Located in the desirable Middletown school district, this property offers the best of both worlds—quiet country living with easy access to commuter routes and all the conveniences of nearby town amenities. Don’t miss your opportunity to enjoy space, versatility, and comfort in a beautiful Frederick County setting.
#MDFR2078968

MIDDLETOWN

9233 BALTIMORE NATIONAL PIKE

3 Beds

2 Baths

2,117 Sq.Ft.

$429,000

MLS#: MDFR2078968

Discover the charm of this inviting townhouse nestled in the desirable Glenbrook community, where comfort meets convenience. Built in 2004, this traditional-style home boasts 2,652 sq. ft. of thoughtfully designed living space, perfect for creating lasting memories. Step inside to find a warm and welcoming interior featuring a cozy gas fireplace and tons of natural light. The heart of the home is the spacious eat-in kitchen, complete with upgraded countertops, a convenient island, and stainless steel appliances, making meal prep a delight. With four bedrooms and three and a half bathrooms, there's ample space for everyone. The daylight basement offers additional versatility, whether for a playroom, home office, or guest suite. Enjoy the serene views of the adjoining golf course and South Mountain, from your maintenance free deck, perfect for morning coffee or evening relaxation. The Glenbrook community enhances your lifestyle with amenities like tot lots and playgrounds, while the association takes care of the lawn care, allowing you more time to enjoy your home. Nearby parks provide ample opportunities for outdoor activities, while local schools are known for their commitment to excellence. With convenient access to public services and a welcoming community spirit, this home is not just a place to live, but a place to thrive. Experience the perfect blend of comfort, community, and convenience in this lovely Glenbrook townhouse.
#MDFR2080900

MIDDLETOWN

502 STONE SPRINGS LANE

4 Beds

3 Baths

2,652 Sq.Ft.

$425,000

MLS#: MDFR2080900

Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in Middletown, this turn-of-the-century brick home sits on almost four acres along Maryland’s historic Old National Pike. The property offers substantial upside for buyers prepared to take on a full-scale renovation, with large interior spaces, classic brick construction, a metal roof, and mature surrounding acreage. The home, built circa the turn of the last century, is listed strictly "as-is" and is currently not move-in ready. It offers a durable metal roof and generous interior space, but it needs a comprehensive overhaul. The Land & Outbuilding is nearly four acres, feature mature acreage and include a spacious outbuilding/barn structure with existing electric service. This asset can be used as a workshop, studio, storage, or for conversion. Historic Significance: This is a true piece of local history, positioned directly on Maryland’s original National Pike Road. This home is for the buyer dedicated to preservation; it provides the opportunity to bring a landmark property back to its former glory. Conservation Easement: The Maryland Environmental Trust (MET) Conservation Easement covers the property. This is an optimal acquisition for an experienced house flipper or investor looking for a major value-add project with significant potential ROI after full restoration. Ideal for buyers who value privacy, history, and the potential to make this property their own.
#MDFR2073722

MIDDLETOWN

1936 OLD NATIONAL PIKE

4 Beds

2 Baths

2,824 Sq.Ft.

$399,000

MLS#: MDFR2073722

COMPLETELY RENOVATED Historic Home in prime location of Middletown MD! INSIDE & OUT THIS BEAUTIFULLY RESTORED & RENOVATED HOME HAS BEEN UPDATED THROUGH-OUT WITH ALL BRAND NEW ITEMS INCLUDING ROOF & SHEATHING TO ENSURE A SOLID FOUNDATION FOR NEW MATERIALS, ALL NEW ELECTRICAL UPDATED TO CODE, ALL NEW PLUMBING & COMPONENTS INCLUDING FAUCETS, TOILETS & NEW SHOWER, ALL NEW FRIGIDAIRE STAINLESS STEEL APPLIANCES INCLUDING ELECTRIC RANGE/OVEN, REFRIGERATOR, MICROWAVE & DISHWASHER, ALL NEW GOURMET KITCHEN WITH MODERN UPDATES, LIGHTING & CUSTOM DETAILS, BRAND NEW HVAC TO ALL ROOMS OF THE HOME, NEW WATER HEATER, NEW CLOTHES WASHER & DRYER, NEW RECESSED LIGHTING WITH DIMMER SWITCHES AND MORE! So many custom upgrades to see and a newly re-deigned main level which added a new HALF BATH off the living room and includes a MAIN LEVEL PRIMARY SUITE WITH FULL BATHROOM! Finished with impeccable details the home presents a warm and inviting space light and bright with natural finishes for everyday living. Features a total of 4 bedrooms, 2 full baths and 1 half bath! Upstairs are three more spacious bedrooms with hardwood floors and closets. The dream kitchen features extensive custom cabinetry with a built-in buffet including extra electrical outlets for small appliances, Quartzite countertops, Gold pulls and faucet, White tile backsplash and a built in pantry for additional storage. A oversized center island with seating for four and new light fixtures complete the gorgeous finishes and makes a great space for gathering with friends and family for all of the great Middletown events! Many other new features include: recessed lighting with dimmer switches, light fixtures, extra electrical outlets added throughout the home, 1/2 bath added to main level, two closets in primary suite and White tile in bath. Original touches remain that make this home unique. Hard wood floors on the main and second floor have been professionally cleaned and sealed. The brand new roof includes the underneath sheathing as well for structural soundness and was authenticated structurally sound by a structural engineer. Warm tones and matching floors and surfaces through-out the home create continuity and versatile spaces perfect for work, study or creativity. A private back yard offers outdoor space for relaxing and hobbies or gardening. There is plenty of on-street parking out front and is walkable to 3 nearby parking lots. Both lots at 119 Washington St and 31 W Main feature a dual-port ChargePoint Level 2 charger and all lots are always free parking. Enjoy all the events and markets that living on Main Street Middletown offers. This property has been professionally renovated, professionally cleaned and professionally staged and is ready for it new owners to settle immediately. Schedule your showing today!
#MDFR2080400

MIDDLETOWN

208 MAIN STREET

4 Beds

2 Baths

1,616 Sq.Ft.

$387,000

MLS#: MDFR2080400

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