CHARIS REALTY GROUP
One of the most popular communities provided by {{page_data.agentName}}

MIDDLETOWN

One of the most popular communities provided by Charis Realty Group

MIDDLETOWN

About MIDDLETOWN

Discover Middletown, MD Real Estate

Welcome to Middletown, Maryland! Nestled in the heart of Frederick County, Middletown offers a charming blend of small-town atmosphere and modern amenities. If you’re searching for a place where community, convenience, and natural beauty meet, Middletown, MD real estate is the perfect choice.

Why Choose Middletown, MD?

Located just minutes west of Frederick, Middletown boasts picturesque landscapes, historic landmarks, and a warm, welcoming community. Here’s why so many homebuyers are looking for houses for sale in Middletown, MD:

  • Stunning Mountain Views: Surrounded by the scenic Catoctin Mountains and rolling farmland, this area provides breathtaking vistas year-round.
  • Top-Rated Schools: Middletown is renowned for its excellent public schools, including Middletown High School.
  • Charming Downtown: Explore locally-owned shops, cafes, and eateries along Main Street for a classic small-town experience.
  • Nearby Recreation: Enjoy outdoor activities at Middletown Park, South Mountain State Park, and local golf courses.
  • Easy Access: Quick commutes to Frederick, Hagerstown, and even Washington, DC make Middletown ideal for professionals and families alike.

Middletown, MD Housing Market Overview

The Middletown, MD real estate market features a wide variety of properties, from historic Victorian homes to modern new constructions. Whether you’re a first-time buyer, looking to upgrade, or seeking a peaceful place to retire, Middletown offers:

  • Single-family homes
  • Townhouses
  • New builds and developments
  • Spacious lots and acreage

Interested in recent listings? Check current homes for sale in Middletown, MD for up-to-date market trends and pricing.

Live in the Heart of Frederick County

Relocating to Middletown, MD means you’ll experience:

  • A strong sense of community and friendly neighbors
  • Highly walkable streets with beautiful historic architecture
  • Year-round events, including the popular Middletown Heritage Festival
  • An unbeatable blend of rural charm and convenient suburban living

Ready to Find Your Dream Home in Middletown?

From stately colonials to custom-built estates, Middletown, Maryland real estate delivers exceptional value and quality of life. If you’re considering a move, now is the perfect time to contact a trusted Middletown, MD real estate agent to start your search.

Start living the life you’ve always dreamed of in Middletown, Maryland—where homes are more than houses; they’re part of a vibrant, enduring community.

One of the most popular communities provided by Charis Realty Group
238
# of Listings
3
Avg # of Bedrooms
$269
Avg. $ / Sq.Ft.
$653,613
Med. List Price

Browse MIDDLETOWN Real Estate Listings

All listings

Under $250,000

$250,000 - $500,000

$500,000 - $1M

$1M - $3M

$3M - $5M

Over $5M

21 Properties Found. Page 2 of 2.

Welcome to this stunning ranch-style home that redefines spacious living! With an impressive 5,000 square feet, this property features 7 generous bedrooms and 4.5 bathrooms, ensuring ample space for family and guests. Step inside to discover soaring 9-foot ceilings that enhance the open, airy feel throughout. The heart of the home is the modern kitchen, perfect for culinary enthusiasts and gatherings alike, with the open floorplan to the family room with a floor to ceiling stone hearth gas fireplace and sun room. Venture downstairs to find your personal retreat accommodating a stylish bar area with marble countertops and built in wine cooler and a second family room with full bathroom. Upstairs is a bedroom with sitting area. This loft area includes a full bath creating the perfect guest suite. As for parking, there is a two-car attached garage with opener and a one car detached garage with ½ bath accessible for the pool area. And a driveway that can accommodate 6 cars. Set on a beautiful fenced half-acre lot with in ground irrigation system, this outdoor oasis includes a gazebo, providing the perfect venue for gatherings and leisure activities. An addition to the oasis feel is the salt water in-ground pool, (that the seller will pay to have opened in the spring) ideal for relaxation and entertaining. Don't miss your chance to own this exceptional property that harmonizes luxury, comfort, and a lifestyle of elegance!
#DENC2095326

MIDDLETOWN

836 SWEET BIRCH DRIVE

7 Beds

4 Baths

5,650 Sq.Ft.

$1,195,000

MLS#: DENC2095326

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 surrounding mountains—all with no HOA restrictions. Lot 1 East spans a generous 4.6-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 1 East offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069796

MIDDLETOWN

3130 BIDLE RD

4 Beds

3 Baths

2,500 Sq.Ft.

$1,186,202

MLS#: MDFR2069796

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 surrounding mountains—all with no HOA restrictions. Lot 1 West spans a generous 2-acre homesite and has already been approved for a four-bedroom septic system, with a private well already in place—ready for your dream home. Choose from a range of fully customizable floor plans or bring your own design. Each home will feature elevated standard finishes throughout, including: Masonry board exterior siding with stone water table; 10’ to 12' ceilings on the main level. Lot sizes in the community range from 2 to 7 acres, each offering its own unique views and privacy. Protective covenants ensure architectural integrity and long-term value—vinyl siding is not permitted, and minimum build standards apply. Lot 1 West offers the perfect blend of rural tranquility, upscale living, and accessibility—all in one of Frederick County’s most desirable areas. Photos and renderings are representative and for illustrative purposes only. All builder plans can be customized to fit your preferences. Contact listing agent for available plans, site details, and to explore available homesite options and start designing your future dream home today at Heritage Oak Estates!
#MDFR2069522

MIDDLETOWN

7452 HERITAGE OAK TERRACE

4 Beds

3 Baths

2,618 Sq.Ft.

$1,180,000

MLS#: MDFR2069522

Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1- acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage, both featuring high ceilings and recessed lighting—perfect for storage, a workshop, or a car lift setup. The oversized, concrete front porch has beautiful rough-cut cedar posts, while a beautifully designed hardscape walkway guides you to the entrance featuring an 8-foot craftsman front door. Once inside you’ll notice the architecturally pleasing open floor plan, the 9-foot ceilings, the wide-board white oak hardwood flooring that flows throughout the main level, and the white oak railings with sleek black horizontal metal balusters that adds a modern architectural touch to the grand staircase. The main floor also boasts 8-foot craftsman-style interior doors, custom trim work, modern custom floor vents, and full recessed lighting throughout. Chef’s Dream Kitchen The heart of the home is a gourmet kitchen that redefines luxury and function. Features include 42-inch custom cabinetry with detailed crown molding and under-cabinet lighting, a hidden walk-in pantry seamlessly integrated into the cabinetry, Additional pantry cabinets with rollout drawers for effortless organization , a Custom vent hood flanked by built-in spice cabinets and a 36-inch gas range, Full quartz countertops and backsplash plus a massive quartz slab island with a farmhouse sink, Integrated microwave drawer for clean a modern convenience. Enjoy cozy evenings in the spacious living room featuring vaulted ceilings and a gas fireplace with a custom barn beam mantle. The main level features the primary bedroom as well as a second bedroom/in-law suite with access to another full bathroom and laundry room. The primary suite features a large walk-in closet and barn doors that leads into the spa-inspired bathroom. This beautiful custom bathroom features large format tiles floors, a freestanding soaking tub, a floating double vanity, and a custom tiled walk-in shower with a frameless glass door. Upstairs, discover two additional bedrooms, a full bathroom with custom tile and shower, a second laundry area, and a spacious lounge area with a half bath—perfect for a media room, playroom, or home office. Additionally, the basement is over 2000 square feet and features 9-foot ceilings, offering unlimited potential for customization. This home is the perfect blend of luxury, practicality, and custom craftsmanship—an ideal sanctuary for modern living. Whether you're entertaining, working from home, or simply relaxing, every inch of this home has been designed with lifestyle in mind.
#DENC2091082

MIDDLETOWN

415 MARCUS ROAD

4 Beds

3 Baths

3,178 Sq.Ft.

$1,150,000

MLS#: DENC2091082

Mixed-Use Investment Opportunity! Well-maintained 10-unit on a prime corner location with high visibility in Middletown. The building includes 7 apartments (1 vacant) plus 3 commercial units, and a parking lot in the rear. Please be respectful as the first floor commercial businesses are active.
#PADA2052928

MIDDLETOWN

2 S UNION STREET

None Beds

None Baths

N/A

$1,099,900

MLS#: PADA2052928

Presenting a distinguished 4-bedroom, 4 full-bathroom, Colorado II model in Summit Pointe, a newly built boutique community, crafted by K. Hovnanian Homes. This property, only 3½ years old, offers 4,725 square feet of living space with an expanded floor plan (please refer to the attached floor plans, noting the upgraded, extended areas marked in blue), with a primarily brick front elevation. Situated on a premium lot, the yard adjoins open space and farmland, providing a serene and private environment. The community streets are very wide, with elegant streetlights and sidewalks on both sides. The residence has been meticulously maintained and is conveniently located near the University of Delaware, Delaware beaches, I-95, major East Coast cities, as well as airports and train stations. Upon touring the home, observe the elegant hardwood floors on the first level, oversized windows, a blend of cathedral and 9’ ceilings, an extended floor plan across all three levels including a walk-out from the finished basement, and enhanced millwork and wainscoting. Entering from the front porch, you are greeted by a wide two-story foyer featuring a grand, impressive staircase. Natural light generously illuminates the rooms. The open and bright formal living room is situated to the right, while the elegant and spacious dining room is on the left. The first floor includes a full bathroom, study or home office, and a laundry room adjacent to the kitchen. The open concept family room and kitchen is highlighted by a two-story stone wall surrounding a gas fireplace. The kitchen is equipped with GE Profile appliances, including a wall oven, wall microwave, dishwasher, gas cooktop, side-by-side refrigerator, and hood vent. The upgraded and wide quartz countertops and Subway tile backsplash complement the 42” white cabinets, creating an inviting space for gatherings. The island is the centerpiece of the kitchen measuring 11’x5’ and has seating for 5-6 people comfortably. For entertaining guests or family, consider the finished basement with a full bath. The lower level, with walk-out access to the yard, facilitates easy indoor/outdoor activities. The expansive backyard is ideal for barbeques and games. Two large storage rooms provide additional space for seasonal or outdoor items. The home is equipped with two HVAC systems, two 200-amp electric panels, and two 50-gallon water heaters to adequately serve all occupants. The upper level houses three spacious bedrooms, two with walk-in closets and one with a double closet, along with a full hall bath. The primary suite is exceptional, offering extended upgraded space that can function as a sitting area, office, exercise area, or nursery. The primary bathroom features a walk-in shower, soaking tub, dual sinks and vanities, and two walk-in closets. This residence boasts an outstanding floor plan, offering numerous amenities, offering a full experience of the convenience and happiness of living, working, and studying at home. Schedule your appointment today to view this remarkable home.
#DENC2094326

MIDDLETOWN

251 DILLON CIRCLE

4 Beds

4 Baths

4,725 Sq.Ft.

$1,049,000

MLS#: DENC2094326

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