$627,824Average Value$195Average Price per Sq Ft18Homes For Sale
Middletown is a bedroom community about 45 miles from Washington
Forty-five miles from Washington., Middletown is a town that is winning people over. “I would live nowhere else,” says Realtor Kelly Losquardo with Long & Foster Real Estate. “The community is great, you feel like you’re a part of something.” Losquardo says that many people who work in Washington move to Middletown for a quiet escape from the city. “The drive down and back on I-270 isn’t easy, but people do it daily.” For those who prefer public transportation, there is a Metro station, but it will take longer than driving.
Middletown is a rural community outside of the DC metro area, offering quiet hillsides and breathtaking views.
Middletowns historic downtown is filled with local shops, restaurants, and quaint small town charm.
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Homes include Victorian-era styes and Colonial Revivals
Townhouses in Middletown start at $320,000, while ranch-style homes begin near $435,000. Large Victorian builds are around $555,000, and brick Colonial Revivals are in the $800,000 ballpark. “The prices are great compared to similar areas nearby,” Losquardo says. The Victorians on Main Street are close together with front lawns and parking in the back. In more secluded areas, roads end in cul-de-sacs and have long driveways leading to multi-car garages. The homes in these areas are on large lots and have wide sidewalks perfect for walking a dog.
Ranch-style homes are the most common home style in Middletown.
Colonial inspired modern homes are often nestled on cozy cul-de-sacs in Middletown.
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Well-rated Frederick County schools include Middletown High
Children in the area attend Frederick County Public Schools, beginning at Middletown Elementary. The highly regarded elementary school receives a B-plus Niche and has a 14:1 student-to-teacher ratio, which is better than the national average. Middletown Middle School and Middletown High School earn an A-minus school. The high school, built in 1888, is known for athletics, and the football team won the state championship in 2019.
Discover excellence at Middletown Elementary.
Nurturing young minds with exceptional academics at Middletown Middle School.
Experience top-notch education at Middletown High School.
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Green spaces include Catoctin Creek Park and golf courses
There are plenty of ways to stay active in Middletown. Catoctin Creek Park provides 138 acres of fun including hiking and nature trails that are pet friendly. Parkgoers can take boats out on the Catoctin River or drop a fishing line in from the shore. “kayaking is big, you’d want to be on the water because it’s so gorgeous,” Losquardo says. Remsberg Park also has miles of walking trails and is a popular spot for youth sporting events with five all-purpose fields and three baseball diamonds. Middletown Park has a sand volleyball area, lighted basketball courts and a full 18-hole disc golf course. Pets can get some exercise at the Wiles Branch Dog Park, and golf lovers will enjoy having Richland Golf Club and Hollow Creek Golf Course in the neighborhood. Folks from all areas of town get together for plenty of events. “The town will mail out flyers for community events and everyone will show up downtown,” Losquardo says. “I can’t emphasize enough that it oozes community.”
Catoctin Creek Park is a haven for hikers and nature lovers.
The Nature Center at Catoctin Creek Park hosts educational programs.
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Locals dine at The Main Cup, Dempsey’s Grille and other restaurants
Foodies will enjoy the many options in Middletown, beginning with The Main Cup. With made-to-order American favorites and signature cocktails, locals love to spend an afternoon on The Main Cup’s patio. Open for breakfast, lunch or dinner, Dempsey’s Grille has something to offer all day long. Whether it’s the balsamic glazed avocado toast, a steak & cheese subs or salmon cakes, Dempsey’s is serving it up. For some Italian flavor, check out Tapia’s on Main for wood-fired pizzas and favorites like lasagna and stuffed shells. Ice cream doesn’t get fresher than South Mountain Creamery, where they get the milk from cows on site. For a relaxing place to grab a drink, Willow Oaks Craft Cider and Wine has award-winning products with a great view.
The Middletown Farmer’s Market is open from May to -October and a great spot to grab local produce, baked goods, honey and more. The market was named the best farmer’s market in Fredrick for the past three years. Safeway off Main Street is a convenient place to grab groceries for the entire week ahead, as is the Aldi off Highway 40. For any household needs, Target is a one-stop shop. You’ll be able to spend an entire afternoon at Westview Promenade between the dozens of retail shops and the movie theater.
Idiom Brewing hosts trivia every Tuesday night, about a 12-minute drive from Middletown.
The Main Cup has been a staple of Middletown for over 10 years.
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Written By
John Moyer
Photography Contributed By
Tyler Priola
Video By
Francesco Basti
Interested in learning more about homes in this area?
Reach out to
Roberta McNamara,
an experienced agent in this area.
On average, homes in Middletown, MD sell after 24 days on the market compared to the national average of 56 days. The median sale price for homes in Middletown, MD over the last 12 months is $585,000, up 3% from the median home sale price over the previous 12 months.
***OPEN HOUSE SATURDAY 8/1 - 11:00-1:00!***Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also
Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather
Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable,
Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown
Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings!
Welcome to your own private retreat! This 3-bedroom, 3 full bath home offers nearly 2,500 square feet of finished living space and comes with not one, but two parcels totaling approximately 7.63 acres. The home is situated on 5.90 acres and includes an additional 1.73-acre wooded lot located directly behind the property, providing even more privacy and future possibilities. Inside, you'll find
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,
Taylor NitterhouseWhitetail Properties Real Estate, LLC
HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the
***OPEN HOUSE SATURDAY 8/1 - 11:00-1:00!***Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also
HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to
Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, where modern updates, generous living space, and an unbeatable Middletown location come together to create a home you’ll love from the moment you arrive. This spacious three-level home features luxury vinyl plank flooring on all levels, with brand-new carpeting on the staircases (hardwood
Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather
Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable,
Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom
This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large,
Coming Soon, Available for rent September 1st! Beautiful well-maintained townhome located in desirable Middletown! Home features 3 bedrooms 1 1/2 bathrooms, spacious living room with large bay window, kitchen/dining combo, fully fenced in front yard and partially fenced rear yard. New washer and dryer included! Easy access to town shops and restaurants. Middletown Blue Ribbon Schools! **Sorry No
Coming soon! You have to see this charming 3-bedroom, 2-bath single-family home in the heart of Middletown. The home sits on a 0.44-acre lot with ample parking and a shed at the end of the property. The home has tons of character, starting on the main level. Great spacious kitchen/dining combo with an island. Spacious living room with a door leading to a partial wrap-around porch. One bedroom
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