Homes for Sale near Middletown Elementary School

Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half

Denise Briggs Redfin Corp

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

Amos Martin VCRE.CO

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

Amos Martin VCRE.CO

Coming Soon in Middletown! Welcome to 2616 Quebec School Road—an exceptional opportunity in the highly desirable Middletown area offering space, flexibility, and modern updates situated on 2.74 acres. This expansive home features 5 bedrooms and 4.5 baths, including a fully connected in-law suite—perfect for multi-generational living, guests, or added privacy. The in-law suite which has two

Richard Phillips Northrop Realty

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

Amos Martin VCRE.CO

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

Amos Martin VCRE.CO

Welcome to this stunning residence, where over 5,500 square feet of thoughtfully designed living space meets the demands of everyday ease and luxury. Start your mornings on the charming front porch, the perfect place to take in the sunrise. As you step inside, you are greeted by the warmth of gleaming hardwood floors that flow seamlessly throughout the entire main level, unifying the open-concept

Emily Grimshaw Compass

Lot 1 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

Amos Martin VCRE.CO

Coming Soon in the sought after Glenbrook golf community- backing to the 15th fairway. Relax, entertain and unwind in your resort style backyard with a stunning inground salt water pool and beautifully landscaped private back yard. This light filled beauty is loaded with desirable features and upgrades- stay tuned for more details!

Christine Sherman Coldwell Banker Realty

This single-family home offers comfort, convenience, and modern updates throughout with 4 bedrooms and 3 full bathrooms. The upper level features 3 bedrooms, a beautifully updated full bathroom, brand-new carpet, recessed lighting, and a convenient storage closet. On the main level, you'll find another full bathroom and a kitchen that boasts a new sink, countertops, and a dishwasher. Off the

DAVID AYALA Charis Realty Group

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

Amos Martin VCRE.CO

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

Garrett Adler LPT Realty, LLC

This home is located on MAIN ST in MIDDLETOWN MD, not in Jefferson as incorrectly shown on Zillow & Trulia. 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,

Heather Ponce Maryland Elite Realtors

Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add

Kathryn Royer Royer Select Realty

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

Coming Soon in Glenbrook – Middletown! Welcome to 110 Stone Springs Lane—an exceptional opportunity to own a beautifully refreshed 4-bedroom, 3.5-bath home in the sought-after Glenbrook community, ideally located alongside the scenic Richland Golf Club. This property has been thoughtfully updated to offer peace of mind and modern appeal, featuring a brand new architectural shingle roof, freshly

Richard Phillips Northrop Realty

Welcome to the perfect blend of country charm and everyday convenience. This beautifully maintained 3 bedroom, 2.5 bath brick ranch sits on a cleared 0.97-acre lot, offering privacy, space, and scenic views backing to farmland. Originally built in 1983 and offered by the original owner, this home checks all of the boxes. Inside, you’ll find a functional layout featuring a stunning remodeled

Jay Day LPT Realty, LLC

Lot 2 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

Amos Martin VCRE.CO

Enjoy country living right outside of downtown Middletown. This charming two bedroom, one bathroom home features fresh paint, stylish LVP flooring in the family room, beautiful granite countertops in the kitchen and a fenced in backyard. The hardwood staircase leads you to a small sitting area, full bathroom and two spacious bedrooms. Ample storage can be found in the large basement. Ideally

Ronald Wolfe Charis Realty Group

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, walking/jogging

Joseph McDonnell Corner House Realty

Now on market! This picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered

Tyler Charles Long & Foster Real Estate, Inc.