Middletown, MD Houses for Sale

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 Nitterhouse Whitetail 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

Brittany Reaver Real Estate Teams, LLC

Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the

Bobbi Prescott RE/MAX Results

Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Freshly painted throughout and spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step

Kevin Coyne Long & Foster Real Estate, Inc.

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

Jennifer Beall Charis Realty Group

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

Lois Alberti Alberti Realty, LLC

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

Lori Rogers Keller Williams Realty Centre

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

Denise Perkins Kelley Real Estate Professionals

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

Michelle Hodos Long & Foster Real Estate, Inc.

Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story

Audrey Bullock Cummings & Co. Realtors

Coming soon ! Welcome to 5 Dean Lane, a stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community. Ideally located within walking distance of schools, parks, and the library, this exceptional home is also just minutes from the nature center, local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer featuring a private home office, then

Erin Joyce Real Estate Innovations

Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious

Catalina Sandoval RE/MAX Realty Centre, Inc.

You have to see this home to believe it! A truly exceptional custom-built equestrian estate set on just over 10 acres, offering breathtaking views, privacy, and extraordinary craftsmanship throughout. Tucked at the end of a long paved drive, this one-of-a-kind residence blends luxury, function, and artistry in a truly remarkable setting.The open-concept floor plan showcases red oak flooring,

Cassandra Bailey Maryland Elite Realtors

Welcome to 2 Derr Lane. This beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. offers 2,279 square feet of thoughtfully designed living space on a desirable corner lot. This exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners,

Joanna Brown Keller Williams Realty Centre

Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for

Bobbi Prescott RE/MAX Results

NEW PRICE! 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 backs to serene woods,

Joseph McDonnell Corner House Realty