$611,465Average Value$205Average 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
Ana Mendez Law,
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 56 days. The median sale price for homes in Middletown, MD over the last 12 months is $624,000, up 4% from the median home sale price over the previous 12 months.
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
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
NO HOA and NO CITY TAXES!Charming cottage-style home nestled on a scenic .38-acre lot, located on South Mountain near the Washington/Frederick county line, offering peaceful surroundings and timeless appeal. This 2-bedroom, 1-bath home features a welcoming full-length front porch—perfect for relaxing and enjoying the natural setting. Recent updates include durable vinyl siding, added blown-in
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
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
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
Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well... it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil
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
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
Step Into This Lovely Horse Farm in the Heart of Middletown ValleySet against panoramic views of the Middletown Valley, nestled in the Blue Ridge Mountains of Maryland, this custom-built Mid-Atlantic Victorian-style home offers a rare opportunity to own a horse-ready farm in Frederick County’s highly desirable Middletown School District, just minutes from the Appalachian Trail. Perfect as a
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
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
Wow! How often do you see a reasonably priced parcel with close access and water privileges? Ever wish you had a place to recreate close to home? Have you ever wanted to escape from your home and still have a place to go? This could be it!! No HOA, you don't even have to mow it! Just show up and enjoy. The sound of the water going over the weir is so peaceful and relaxing. It diminishes the sound
Adorable, classic 3BR/2BA Rancher with an attached two-car carport on a lush green lot in a quiet neighborhood. Park in the double-wide driveway and proceed to the covered front entry of your new home. This home offers tons of original character including original hardwood floors and arched entryways. Step inside the living room, which has tons of natural light, a wood burning fireplace and an
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
MIDDLETOWN VALLEY AT ITS BEST..............PERFECT SETTING ON FIVE ACRES..........THIS ROOMYHOME OFFERRING SPACIOUS ROOMS...........MAIN LEVEL PRIMARY BEDROOM........... AND2.5 BATHS.................THIS HOME DOES HAVE AN OFFICE ON THE RIGHT WING THAT WILL CONTINIUETO BE USED BY THE HVAC/OWNERS OFFICE...........ALL WITH PRIVATE ENTRY.PLEASE CAll WITH ANY
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