$610,599Average Value$203Average Price per Sq Ft26Homes 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
Leigh Ann Fangmeyer,
an experienced agent in this area.
On average, homes in Middletown, MD sell after 22 days on the market compared to the national average of 54 days. The median sale price for homes in Middletown, MD over the last 12 months is $619,000, up 4% from the median home sale price over the previous 12 months.
Welcome to this exquisite Luxury Estate on two Private Acres!Experience the perfect blend of architectural grandeur and cutting-edge efficiency in this stunning 2-acre estate. From the moment you enter, the craftsmanship is evident: a double stairwell, elegant arches, and a breathtaking cathedral ceiling, accented by a dramatic wall of windows in the family room that floods the living space
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
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
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
Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential.Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future
Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no
Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future
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
Welcome to 107 Jefferson Street. This Charming Colonial was recently rehabbed in (2019) to include a new roof, new dual zone HVAC and new wiring and plumbing throughout. Blending classic character with thoughtful modern updates, this home is truly move-in ready and is located in the heart of Middletown.Step inside to find a bright and inviting interior featuring refreshed finishes, open
Nestled in the charming Middletown community, this delightful split foyer home offers a perfect blend of comfort and convenience. Located on a corner lot, there is ample space for guest parking and outdoor activities. The exterior of the home has been updated with beautiful new siding, gutters and downspouts in 2019. The well-maintained interior boasts 1,396 sq. ft. of living space, featuring
REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! This beautifully updated Dulaney model by ADMAR Custom Homes is nestled in the highly sought-after 55+ section of Foxfield in picturesque Middletown and has been lovingly maintained by its original owner. Recent updates make this home truly turnkey, including new quartz countertops, new stainless steel
Welcome to you new home in this well-maintained 6-unit apartment building offering comfortable and spacious 2-bedroom, 1-bath units. Each apartment features a full kitchen, a bright and open living area, and generous closet space to keep you organized. Enjoy the convenience of water, trash, and on-site communal laundry included in your rent - residents only have to worry about covering
Beautiful custom built single family home on three acres located in the Middletown school district. Entry level includes; gourmet Galley Kitchen with pass-through to the Great Room featuring a gas fireplace and entertainment center, a separate Dining room off the kitchen, the Primary Bedroom with en suite bathroom, a large walk-in closet and built-in shelving with additional drawers. The first
Beautifully maintained, nearly new 3-level townhome offering over 2,300 sq ft of modern living in the heart of Middletown. Built in 2022, this home features 3 spacious bedrooms, 3.5 baths, and an open, light-filled floor plan designed for both comfort and functionality.The main level showcases a bright kitchen with stainless steel appliances, large island, ample cabinet space, and room for
Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full
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