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 Charis Realty Group 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
244
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$639,184
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

115 Properties Found. Page 3 of 8.

Last of the remaining lots!!!!! Unique and promising opportunity close to the Maryland Horse Farms, perfect for those seeking a picturesque and serene waterfront property to call home Lots #12 and #13 Great Bohemia Manor. Build your dream home today! No Builder Tie In. Lakefront property cleared flat land awaiting the perfect buyer, a total of 5 acres for both lots combined but lots can be purchased separately. Lot #12 - 221 ft. water frontage. The waterfront lot goes to the center of Great Bohemia Mill Pond. Lot #13 has a (5) ft. wide easement across Lot #12 to have water access. Enjoy boating and other water-related activities in the Great Bohemia Mill Pond which is over a mile long and stocked with many fish specifically wide-mouth bass. Both lots are close to the Bohemia River which is on the other side of Old Telegraph Rd. No Impact fee required, and property is perc approved. Lot #12 on water is 3 ¾ acres. Lot #13 with water access is 1 ¼ acres. Build your perfect home in APPOQUINIMINK SCHOOL DISTRICT. Contact listing agent for any questions! Schedule a showing today!
#DENC2095394

MIDDLETOWN

1481 BUNKER HILL ROAD

None Beds

None Baths

3.85 acres

$750,000

MLS#: DENC2095394

A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room boasts built-in china closets and an oversized bay window, while the living room centers around a classic wood-burning fireplace. The primary suite includes custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outside, the oversized fully fenced backyard features an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—perfect for entertaining or relaxing in your own private retreat! The adjacent commercial building adds remarkable versatility. It includes three-phase 400-amp electrical service, a 4,000-pound jib crane, and an interior build-out previously used for beer and wine retail, complete with refrigeration and dedicated storage areas. While currently zoned R3, it had been operating under a non-conforming commercial use. It is our understanding this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. Commercial listing can also be found at MLS #MDFR2076716
#MDFR2076696

MIDDLETOWN

3213 OLD NATIONAL PIKE

3 Beds

2 Baths

1,782 Sq.Ft.

$750,000

MLS#: MDFR2076696

A Truly Rare Opportunity! For the first time ever on the public market, the former Rudy’s Cold Beer & Welding commercial building and the adjacent 1937 Brick Tudor Revival residence are being offered together. These two separately deeded parcels share a well and septic system and present exceptional potential for an investor, business owner, or buyer seeking a flexible live-work opportunity. The commercial building offers significant functional value with three-phase 400-amp electrical service, a 4,000-pound jib crane, and an existing interior build-out designed for beer and wine retail, including refrigeration and storage areas ready for continued use. While the property is currently zoned R3, it previously operated under a non-conforming commercial use. It is our understanding that this use may be eligible to continue under applicable zoning regulations. However, it is the buyer’s responsibility to verify all zoning, permitted uses, and continuation of non-conforming status with the appropriate authorities, as the Seller cannot guarantee approval. The charming Tudor Revival residence enhances the offering with fresh updates and original character. The home has been freshly painted throughout and features an updated kitchen with stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining room includes built-in china closets and an oversized bay window, while the living room showcases a classic wood-burning fireplace. The primary suite offers custom wood-paneled walls, an oversized bay window, a walk-in closet plus two additional closets, and a private ensuite bath. A new hot water heater, and a new roof on the home and pool house provides added peace of mind. The finished basement expands the living area with a recreation room, partial kitchen, office, laundry area with shower, and a half bath. Outdoors, the oversized fully fenced backyard includes an in-ground pool with a new liner installed in 2022, a brick pool house, and a storage shed—ideal for entertaining or unwinding in your own private retreat. The residential listing can also be found at MLS # MDFR2076696
#MDFR2076716

MIDDLETOWN

OLD NATIONAL

None Beds

None Baths

1,750 Sq.Ft.

$750,000

MLS#: MDFR2076716

The search is over! You will be amazed from the moment you walk inside. A stunning 2 story 4725 sq foot colonial home PLUS finished basement with 4th full bathroom offers the new buyers a turnkey option on an amazing private lot backing to woods that has been professional landscaped with a low maintenance salt water inground pool! Enter into an open foyer with Cathedral ceilings, catwalk above the open staircase. The Formal living room and dining room will also greet you in the entry while the gourmet kitchen enhanced with marble, granite and tea stain mocha glazed maple cabinets, stainless steel appliance and breakfast room is a chef dream. Exit off the kitchen pass the Triple French doors open to the large deck with a pergola that overlook the low maintenance salt water in ground pool great for outdoor entertaining. The rest of the yard backs to a wooded area for extra privacy. Come back inside and relax in the sunken family room with a gas fireplace. Office/study/den, laundry room with built ins round out the main floor. Upstairs you will find a magnificent owner suite with a sitting room, (2) walk in closets and a custom (4) piece bathroom with a jetted tub, open shower, double vanities and water closet is an owner respite. Preferred Princess suite with private bathroom and Jack and Jill bedrooms with their own bathroom round up the upstairs. This home also has back staircase that leads to family room, finished basement with a full bathroom and (2) storage rooms. This home has it all with room to spread out and then some. This home is also in the desirable Appoquinimink School District. Don't miss out and don't wait too long. Schedule a showing today. This home is being sold as-is.
#DENC2094112

MIDDLETOWN

624 NESTING LANE

4 Beds

4 Baths

4,725 Sq.Ft.

$750,000

MLS#: DENC2094112

New on site 3 days ago
Brand New 55+ Community in Middletown, DE The Carver offers a thoughtfully designed open floorplan with timeless, classic elements throughout, ready for a projected July 2026 settlement. This 3-bedroom, 3.5-bath home features a 2.5-car garage and a fully finished basement complete with an additional bedroom and full bathroom—perfect for guests or extended living. Step inside to find elevated details like feature walls in both the foyer and primary bedroom, along with a cozy fireplace accented by shiplap. The heart of the home is the beautifully appointed kitchen, showcasing smart appliance upgrades, quartz countertops, and seamless flow into the main living spaces, all complemented by durable laminate flooring throughout the first floor. The primary bath offers a spa-like retreat with a tiled shower enclosure and rain shower head, adding a touch of everyday luxury. Enjoy outdoor living year-round on the screened porch overlooking peaceful community open space. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#DENC2099772

MIDDLETOWN

1626 JAYMES CIRCLE

2 Beds

2 Baths

2,493 Sq.Ft.

$749,990

MLS#: DENC2099772

To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back charm of Delaware living, Monarch delivers the perfect balance of comfort, style, and convenience—all just minutes from Middletown’s shopping, dining, and entertainment. The Jameson, a two-story home with a first-floor owner’s suite and 2,568+ sq. ft. Includes 3 bedrooms and 2.5 baths. Features a tandem 3-car garage, open kitchen with island seating, breakfast nook, spacious great room, flex room, and walk-in pantry. Upstairs offers 2 bedrooms, loft, full bath, and two unfinished bonus rooms. Options include additional bedrooms, baths, a second owner’s suite, and outdoor living spaces. Monarch’s HOA fee includes grass cutting on your property, curbside garbage and recycling services, common area maintenance including walking paths, landscaping, streetlights, entrance monuments, and all community amenities.
#DENC2093484

MIDDLETOWN

1143 MAJESTY LANE

3 Beds

2 Baths

2,705 Sq.Ft.

$739,900

MLS#: DENC2093484

To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back charm of Delaware living, Monarch delivers the perfect balance of comfort, style, and convenience—all just minutes from Middletown’s shopping, dining, and entertainment. The Kingfisher, a two-story home with a first-floor owner’s suite and 2,566+ sq. ft. Includes 3 bedrooms and 2.5 baths. Features an open kitchen with island seating, breakfast nook, spacious great room, and flex room. Upstairs offers 2 bedrooms, a loft, full bath, and unfinished bonus room. Options include additional bedrooms, baths, and outdoor living spaces. Schedule your appointment today for details and incentives. Monarch’s HOA fee includes grass cutting on your property, curbside garbage and recycling services, common area maintenance including walking paths, landscaping, streetlights, entrance monuments, and all community amenities.
#DENC2093362

MIDDLETOWN

1145 MAJESTY LANE

3 Beds

2 Baths

2,566 Sq.Ft.

$729,900

MLS#: DENC2093362

Welcome to this beautifully maintained 3-year-old Colonial-style home, offering the perfect blend of modern comfort and timeless design. This spacious 4-bedroom, 2.5-bath residence is ideal for both everyday living and entertaining. Step inside to find a bright and inviting layout with generous living spaces, complemented by thoughtful upgrades throughout. The home features a partially finished basement, complete with a full bathroom rough-in—ready for your personal touch to create additional living space, a home gym, or entertainment area. Enjoy outdoor living at its best with a 12x16 Trex deck overlooking a patio—perfect for gatherings, grilling, or relaxing evenings. The fully fenced yard provides privacy and security, while the 8x10 shed offers convenient extra storage. This property is equipped with a 6-zone underground Rain Bird sprinkler system to keep your lawn lush and well-maintained with ease. For added peace of mind, the home also includes an Arlo security system. Additional highlights include a 2-car garage and modern construction that ensures efficiency and low maintenance for years to come. Don’t miss the opportunity to own this move-in ready home that truly checks all the boxes!
#DENC2098944

MIDDLETOWN

663 GORDON HOUSE WAY

4 Beds

2 Baths

3,375 Sq.Ft.

$725,000

MLS#: DENC2098944

Options galore! Purchase or ground lease with potential seller financing for a qualified purchaser. I-81 Exit #302 is the Gateway entrance into the Historic Town of Middletown, Virginia. This is the last remaining lot at the corner of Reliance Road and Valley Ave (Rt #11). We have 3.84 acres zoned B2 highway commercial. You are surrounded by The Village at Middletown by Ryan Homes. Richmond American Homes are building 90 additional single family homes on the south end of town. Middletown is home to Historic Wayside Inn, circa 1797, Laurel Ridge Community College with 3,500 students and staff. Immediate neighbors include; Comfort Inn, McDonalds, Dollar General, 7-11, Liberty C-store with fuel depot, Sheetz C-store with fuel depot has recently opened on the east side of the interstate. Locate your successful business venture where the growth is happening.
#VAFV2039508

MIDDLETOWN

0 RELIANCE

None Beds

None Baths

3.84 acres

$725,000

MLS#: VAFV2039508

Brand New 55+ Community in Middletown, DE Welcome to the Carver, a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in July 2026, this home offers 3 bedrooms (including one in the finished basement), 3.5 baths, and a 2.5-car garage, providing both flexibility and comfort. The main living area features a stunning fireplace with shiplap, creating a warm and inviting focal point. A finished basement with a full bathroom and bedroom offers additional living space ideal for guests, entertaining, or a private retreat. Feature walls in the foyer and primary bedroom add character and style throughout the home. Enjoy outdoor living on the screened porch overlooking community open space, perfect for relaxing and taking in the surroundings. The kitchen is enhanced with a smart appliance upgrade and quartz countertops, combining modern convenience with elegant design. Laminate flooring flows throughout the first floor, creating a seamless and cohesive look. The baths include a tiled shower enclosure with a rain shower head, adding a spa-like touch to your daily routine. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#DENC2099418

MIDDLETOWN

1606 JAYMES CIRCLE

2 Beds

2 Baths

2,493 Sq.Ft.

$719,990

MLS#: DENC2099418

To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back charm of Delaware living, Monarch delivers the perfect balance of comfort, style, and convenience—all just minutes from Middletown’s shopping, dining, and entertainment. The Cassidy is a ranch home starting at 2,528 sq. ft., featuring 4 bedrooms, 3.5 baths, and an unfinished bonus room. Open kitchen with walk-in pantry flows to great room and dining. Options available for extra bedrooms, baths, and outdoor living. Monarch’s HOA fee includes grass cutting on your property, curbside garbage and recycling services, common area maintenance including walking paths, landscaping, streetlights, entrance monuments, and all community amenities.
#DENC2093486

MIDDLETOWN

2205 EARLY COURT

4 Beds

3 Baths

2,528 Sq.Ft.

$719,900

MLS#: DENC2093486

Looking for that perfect place to call home? Look no further! Not only is this gorgeous home on a quiet cul-de-sac in the peaceful yet conveniently located luxury 55+ active adult community of Four Seasons at Baymont Farms but it is also practically new at less than 2 years old. The home, itself, offers a true one level living and boasts an open floor plan, open kitchen with soft close cabinets and drawers, stainless steel appliances, quartz counters, gas cooking, tile backsplash, a pantry and large center island, a designated dining area, a living room with a cozy gas fireplace with blower, main floor primary bedroom suite with tray ceiling, a large walk-in closet and full bathroom with dual sinks, a separate thrown room, and walk-in tile shower, 1 additional bedroom and full bathroom on the main level along with a sunroom, flex room (which would make a great office, den, or formal dining room), and mud/laundry room, a 2nd floor with large loft, a 3rd bedroom and full bathroom as well as a storge closet, a full mostly finished light and bright basement with recreation room and a 4th bedroom and full bathroom as well as 2 unfinished utility/storage areas, lots of natural light, neutral colors, and window treatments throughout, 9ft ceilings, 2 car garage with keyless entry, a serene front porch, screened in back porch overlooking your peaceful back yard, and much more. And if the home itself isn't enough to make you want to pack your bags and move right in, the fact that you will no longer have to mow your own grass or shovel your own snow surely will. Low maintenance living at its best! In addition to individual lawn/yard maintenance and snow removal, community and Homeowners Association fee includes many community amenities such as an outdoor pool with tiki hut , multiple bocce and pickleball courts, tennis court, dog park, a kayak launch, fishing, walking path, and a 6,000 sq. ft. clubhouse complete with library, billiard room, a state-of-the-art fitness center (so home owners can say good bye to expensive gym membership fees), card room, yoga room, lounge, bar and dining room. Baymont Farms also boasts a full-time on-site lifestyle director to help ensure residents have a well-maintained calendar of activities available to them to help keep the mind, body, and spirit happy.
#DENC2095542

MIDDLETOWN

114 AUSTRIAN PINE COURT

4 Beds

4 Baths

2,595 Sq.Ft.

$715,000

MLS#: DENC2095542

Build Your Dream Home in Middletown with Schaeffer Homes! Home is to be built. Photos and virtual tours show the same base model with optional upgrades. Discover our most quintessential rancher with the Weatherby! This generously-sized home starts at 2,498 square feet of living space. The Weatherby includes 3 bedrooms, 2 ½ bathrooms, 2-car garage, as well as a study! With one of our most sizable footprints, this remarkable abode gives plenty of room to spread out in this one-story home. This model also includes the option to upgrade to a larger front porch, perfect for relaxing out front with a warm cup of coffee. The Weatherby is ideal for those seeking ample space to expand and live comfortably. Pricing Overview Land Asking Price: $230,000 Home (The Ravello): $355,900 Estimated land development: $120,000* *Land development costs may be higher or lower. Seller and Builder make no representation of feasibility or final costs. The buyer should request a due diligence period to investigate. Schaeffer Homes will assist you throughout the due diligence process. Additional Details: It is unknown whether a basement foundation can be built on this property at this time. Other Schaeffer floorplans are available to be built here. Note: Home is to be built. Photos and virtual tours show the same base model with optional upgrades.
#DENC2089760

MIDDLETOWN

1487 BUNKER HILL ROAD

3 Beds

2 Baths

2,498 Sq.Ft.

$705,900

MLS#: DENC2089760

The Carver offers a thoughtfully designed open floorplan with classic design touches, with a projected settlement of June 2026. This spacious home includes 3 bedrooms and 3.5 baths, featuring a finished basement complete with a private bedroom and full bath—perfect for guests, extended family, or a flexible retreat. A shiplap-accented fireplace anchors the main living space, while feature walls in the foyer and primary bedroom add character and charm. The screened porch overlooks community open space, and the large homesite tucked at the end of a cul-de-sac provides added privacy and curb appeal. The kitchen shines with a smart appliance upgrade, quartz countertops, and flows seamlessly into the main living areas finished with laminate flooring throughout the first floor. The primary bath is a relaxing escape with a tiled shower enclosure and rain shower head. A 2.5-car garage offers extra room for storage or hobbies. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.
#DENC2096346

MIDDLETOWN

1525 LESTERFIELD WAY

3 Beds

3 Baths

2,493 Sq.Ft.

$699,990

MLS#: DENC2096346

This is the home you have been waiting for! A rare opportunity in Villages at Fairview Farm, set on nearly an acre backing to wooded views and the C&D Canal. The updated kitchen features white cabinetry, granite countertops, a peninsula and center island, eat-in space, a large pantry, and abundant storage. Adjacent to the kitchen, a bright sunroom with skylights and sliding glass doors opens to the rear patio with an awning, perfect for seamless indoor-outdoor living. The spacious family room offers vaulted ceilings, expansive windows for natural light, a gas fireplace, and a rear staircase. The main level also includes a dining room, separate living room, office, powder room, and convenient first-floor laundry and garage access. Upstairs, you’ll find four generously sized bedrooms, including a spacious primary suite. The additional three bedrooms offer ample closet space and share a full hall bath. The primary suite features a double-door entry, a comfortable sitting area, with dual closets, and a private en-suite bath with a separate shower and Jacuzzi tub. The lower level features a spacious, partially finished basement complete with a gaming area along with additional pantry space and two large unfinished areas ideal for storage. Bilco doors provide convenient walk-out access directly to the backyard. Step outside to enjoy a large stone and concrete patio with a removable awning, an expansive yard with endless possibilities, and a charming brick walkway that leads to your private oasis featuring an in-ground pool and plenty of space for lounging and entertaining. An oversized shed provides ample outdoor storage. A separate firepit area near the shed offers the perfect spot to relax and gather on cool evenings. The extended driveway offers generous parking, and the two-car garage adds additional convenience and space. Recent updates include the roof, hot water heater, sump pump, and HVAC system. Don’t miss this rare opportunity. Schedule your tour today!
#DENC2098226

MIDDLETOWN

32 CHANCELLORSVILLE CIRCLE

4 Beds

2 Baths

3,250 Sq.Ft.

$699,000

MLS#: DENC2098226

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Buyers resources
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Cleaning Home For Sale
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Selling Your Home for More $$

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