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
232
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$647,221
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

232 Properties Found. Page 7 of 16.

New on site 1 day ago
Welcome to 1 Arlinda Ct—the dream home you've been waiting for! Located in the highly sought-after and rarely available Thomas Cove community, 1 Arlinda is an exceptional 4-bedroom home perfectly positioned on a corner lot. From the moment you arrive, you’ll love the privacy and space this property offers, along with a large fenced rear yard featuring peaceful pond views from your rear deck —a truly special backdrop for everyday living and entertaining. Step inside to discover beautiful LVP flooring and custom wood trim work that elevate the home with timeless character and craftsmanship. The layout offers both comfort and functionality with generous formal living and dining spaces, perfect for gathering with family and friends. The large kitchen has unlimited features including stunning backsplash, stainless steel appliances including French door refrigerator and double wall ovens, granite countertops, and functional center island, all of which combine to create a space that is both beautiful and functional. The large family room just off the kitchen glows bright with natural light from the endless windows, and features a natural gas fireplace for a traditional, cozy feel. Upstairs, the stunning primary suite is a true retreat, highlighted by vaulted ceilings, expansive walk-in closet, and custom sliding barn door that gives way to a luxury bathroom remodel featuring high-end finishes and spa-like design—your own private escape at the end of the day. A large wet room with floor to ceiling tile, freestanding tub, custom shower with sleek black finishes on shower heads (yes, shower heads, including rain shower, hand held, and body sprayers,) bench seating, and custom glass enclosure are only some of the features that take this primary bath to the next level. Just off the primary suite, an attached additional bedroom offers versatility to utilize as an office, nursery, additional closet, or more! The remaining bedrooms share a full hall bathroom that has been recently remodeled to match the stunning aesthetic that spans the home. The living space continues into the finished basement, complete with a bar area and convenient half bath, ideal for hosting game days, movie nights, or creating the ultimate hangout space. With 4 bedrooms, 2 full baths, and 2 half baths, there’s room for everyone—plus flexible space for a home office, gym, or guest accommodations. With its ideal location, standout upgrades, and scenic outdoor setting, 1 Arlinda Ct is the one you’ve been waiting for. Schedule your private tour today!
#DENC2095544

MIDDLETOWN

1 ARLINDA COURT

4 Beds

2 Baths

2,575 Sq.Ft.

$625,000

MLS#: DENC2095544

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 Whimbrel is a ranch home starting at 1,971 sq. ft., with 3 bedrooms, 2 baths, and a flex space ideal for a home office. Open kitchen with island flows to dining and great room. Options available for extra bedrooms, baths, loft, and outdoor living.
#DENC2093528

MIDDLETOWN

2204 EARLY COURT

3 Beds

2 Baths

1,971 Sq.Ft.

$624,900

MLS#: DENC2093528

Build your dream home with Schaeffer Homes in Middletown with Schaeffer Homes! This home is to be built through their Build On Your Lot Program. Starting at 2,223 square feet, the Ellis is a sizable home, with 2 modern elevations options. This model includes 4 bedrooms, 2 1⁄2 baths, and a 2-car garage, providing ample space for families of all sizes. The home starts at 2-stories, with the option to add to a 3rd floor if you are in need of an extra bedroom and bath!! The great room is adequate enough to fit a large dining table, while still allowing extra space to spread out between the kitchen and family room. With its sleek design and thoughtful layout, the Ellis is the perfect blend of style and functionality. The homesite is listed for $230,000, the home is $271,900, and the estimate for land development cost is $120,000. Land development costs can be more or less than $120,000. Seller and Builder make no representation of the feasibility and cost for site development and will provide a due diligence period to the Buyer. Schaeffer Homes has the exclusive right to build on this lot and will assist the Buyer through the due diligence process. It is unknown if a basement foundation is available until soil testing is completed, which will be the responsibility of the Buyer. Seller and Builder make no representation of the feasibility and cost for site development and will provide a due diligence period to the Buyer. Schaeffer Homes has the exclusive right to build on this lot and will assist the Buyer through the due diligence process. ***NOTE: Home is to be built. Pictures and virtual tour are of the same base model with upgraded options shown. Other Schaeffer Floorplans are available to be built on this homesite.
#DENC2092334

MIDDLETOWN

1487 BUNKER HILL ROAD

4 Beds

2 Baths

2,223 Sq.Ft.

$621,900

MLS#: DENC2092334

TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 car garage. Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district!
#DENC2079328

MIDDLETOWN

400 REDERICK LANE 3 BENNETT

4 Beds

2 Baths

3,000 Sq.Ft.

$618,000

MLS#: DENC2079328

Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that opens to a bright and airy great room, perfect for relaxation or entertaining. Step outside to enjoy the peaceful surroundings on the optional deck off the breakfast area, where you can take in views of the trees and open space. With a variety of structural and decorative options available, this home can be customized to suit your style and needs. The Cottonwood Model offers the perfect blend of comfort, size, elegance, and low-maintenance living in a vibrant active adult community. As a resident you will enjoy access to amenities that include a clubhouse, fitness facilities, swimming pools, walking trails, and a full calendar of social events to keep you engaged and connected with neighbors.
#DENC2080210

MIDDLETOWN

204 BALDY LANE COTTONWOOD

3 Beds

2 Baths

2,477 Sq.Ft.

$614,000

MLS#: DENC2080210

TO BE BUILT-The Greenspring -This beautiful home features 4 bedrooms, 2.5 baths, 2 car garage. Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district! Self-Guided Tours available daily 7 am-8 pm. Download "NterNow" APP on smart phone. Enter property ID at front door of Model; scan drivers license and door will auto unlock. Please make sure door is closed and door will auto lock.
#DENC2079324

MIDDLETOWN

400 REDERICK LANE 1 GREENSPRING

4 Beds

2 Baths

3,021 Sq.Ft.

$613,000

MLS#: DENC2079324

Welcome to this beautiful ranch home in the highly sought‐after 55+ community of Four Seasons at Baymont Farms in Middletown—where maintenance-free living meets upscale comfort! This single‐level home offers a spacious, yet seamless layout, perfect for easy living including 3 bedrooms and 3 full bathrooms, along with a professionally finished lower level (approx 1800 additional sq ft) — giving you the extra space you desire: Ideal for hosting family, guests, or setting up a home office / hobby space. The layout flows from a welcoming entry into the living room and dining areas — perfect for relaxed entertaining or quiet evenings. The upgraded kitchen is a chef’s dream. The finishing details offer clean lines, modern soft-close cabinetry, beautiful Quartz counter tops and stainless-steel appliances making everyday living a pleasure. The Spacious Primary Bedroom with luxurious En-suite Bath invites relaxation with its spa-like finishes. A beautifully designed, extra large walk-in closet provides abundant storage and organization, making this primary suite both functional and indulgent... the perfect place to unwind at the end of the day. The Baymont community offers resort‐style living — clubhouse, pool, and social opportunities built into your lifestyle. Situated in New Castle County and right in the heart of Middletown’s growing landscape, this home offers convenience to local shopping, dining, and major commuter routes while still preserving a peaceful neighborhood feel. Easy access to nearby amenities makes day‐to‐day living a breeze. If you’re looking to downsize or transition to a low-maintenance lifestyle without compromising on space or style, this home checks all the boxes. With everything you need on one level, a desirable newer construction home in move-in ready condition, you’re free to focus on enjoying life — not home upkeep! The practical, yet elegant layout allows flexibility for guests, a craft room, or a comfortable office. Homes in this neighborhood show strong value and demand making this a smart place to make your next move. Imagine having a morning coffee on your patio, or screened porch, an afternoon swim, or clubhouse time just steps from your door. Whether you’re aiming for relaxed retirement living or simply want a well‐designed home with minimal maintenance, this is the perfect home for you! Please contact me to schedule your private tour and see how seamless your next chapter can be.
#DENC2092652

MIDDLETOWN

798 HONEY LOCUST ROAD

3 Beds

3 Baths

1,875 Sq.Ft.

$610,000

MLS#: DENC2092652

TO BE BUILT-The Eden II is our largest four-bedroom model with a lot of versatility. It can easily accommodate a fifth bedroom if needed. The owner's suite has a separate sitting area, and two walk-in closets. All bedrooms are generously sized. The eat-in kitchen is well laid out with an open flow to the rest of the living space. This floor plan is outstanding. Standard features include stone water table, stainless steel appliances, granite counter tops, hardwood in foyer, kitchen & breakfast.
#DENC2079332

MIDDLETOWN

400 REDERICK LANE 5 EDEN II

4 Beds

2 Baths

3,195 Sq.Ft.

$608,000

MLS#: DENC2079332

Built in 2023 and just two years young, this beautiful 3 bedroom, 3.5 bath home offers over 3,000 square feet of stylish, modern living in the highly sought-after Appoquinimink School District. Perfectly east-facing and set on a desirable end-lot location, it combines open-concept design with high-end touches that make everyday living both comfortable and elegant. The gourmet kitchen is a true showstopper, featuring stainless steel appliances, an oversized island with stunning pendant lighting, and plenty of space for cooking and entertaining. Just off the main living areas, you will find thoughtful upgrades like a custom accent wall in the office and a dramatic accent wall in the two-story stairwell, perfectly framed by the home’s soaring ceilings adding character and architectural interest to the space. Upstairs, a spacious loft offers a versatile flex space perfect for a home office, reading nook, or play area. The owner’s suite is a private retreat highlighted by elegant tray ceilings, an en-suite bath with double sinks and a walk-in shower, and a massive closet with its own window for natural light making it easier to find what you need and keeping the space bright and inviting. Two additional bedrooms and another full bath complete the second level, along with a laundry room featuring shelving, a convenient and organized space that makes household tasks easier and more efficient. The partially finished basement provides even more living space including a full bath and a huge unfinished storage area that is ready for your personal touch. It features a large walkout with double doors. This space is ideal for a home gym, media room, or future expansion. As a bonus, the HOA covers lawn mowing, adding convenience and ease to your homeownership experience. Located just minutes from Route 1, local shops, dining, and parks, this home offers the perfect blend of convenience and community living. Don’t miss your chance to own this beautifully maintained, move-in-ready property in one of Middletown’s most desirable neighborhoods. 300 Jasper Way – Your next chapter starts here.
#DENC2087620

MIDDLETOWN

300 JASPER WAY

3 Beds

3 Baths

3,025 Sq.Ft.

$607,000

MLS#: DENC2087620

Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more! The picture shown is of our largest porch option, but there are several sizes to choose from. If you are looking for a community with planned amenities, retail, school and everything else you can imagine, visit the first new urbanism concept community in Delaware, The Town of Whitehall. Agents must accompany buyer on first visit or pre-register on builder's website prior to first visit.
#DENC2079252

MIDDLETOWN

530 WHEELMEN STREET 8 WENTWORTH

4 Beds

2 Baths

2,680 Sq.Ft.

$602,000

MLS#: DENC2079252

Discover the charm of this stunning traditional home nestled in the desirable subdivision of The Legends. This beautifully maintained residence, built in 2001, boasts a generous 2,700 sq. ft. of finished living space, perfect for creating lasting memories. Situated on a spacious corner lot, this property offers both privacy and a welcoming atmosphere. Step inside to find a harmonious blend of comfort and style, featuring elegant hardwood and ceramic tile flooring throughout. The heart of the home is the inviting kitchen, equipped with modern stainless steel appliances and a double oven, ideal for culinary enthusiasts and entertaining guests. The open layout seamlessly connects the kitchen to the cozy living area, complete with a charming fireplace that sets the perfect ambiance for gatherings. With four well-appointed bedrooms and 2.5 bathrooms, this home provides ample space for relaxation and rejuvenation. The convenience of a main floor laundry adds to the ease of daily living. The full basement, with rough bath plumbing, offers endless possibilities for customization—think home gym, playroom, or additional living space. Enjoy the convenience of an attached front-entry garage with space for two vehicles, along with additional driveway parking. The outdoor space is perfect for enjoying sunny days and evening strolls in the neighborhood. This property is not just a house; it’s a place to call home. ALSO a New Furnace was just installed. Experience the perfect blend of comfort, style, and location—schedule your private tour today!
#DENC2092438

MIDDLETOWN

1 HOGAN CIRCLE

4 Beds

2 Baths

2,700 Sq.Ft.

$599,900

MLS#: DENC2092438

This ranch home located in a quiet Middletown neighborhood is a gem hidden in plain sight and full of surprises. First, it has 4,000 resplendent finished square feet, and second, it offers two levels of independent living. The floorplan flows seamlessly, providing the kind of breathing room you’ll appreciate, enhanced with an elegant color palette, natural light, and stunning hardwood floors that pull it all together. The living room easily provides the space for various seating configurations and offers a fireplace along the main wall to center around. It opens to the renovated kitchen, inviting with its pristine white cabinetry, backsplash, and eat-in island—and where you’ll find ample workspace and storage plus high-end stainless appliances and fixtures. The dining room sits adjacent with space for extras such as china cupboards or buffets. A bonus room affords decent space for an office, playroom, crafts or hobbies, etc. Conveniently located next to the kitchen, a mudroom combines with the laundry area with storage cabinets and a utility sink. This level boasts four bedrooms and three full baths. The primary suite shines with the addition of a sliding barn door to separate the appealing attached bath plus a walk-in closet. The other bedrooms and baths are all lovely, matching the theme. The downstairs is a complete floor designed as an in-law suite or rental. It boasts a full kitchen, comfortable living/dining area, bedroom, bath, and dedicated laundry room. The aesthetic matches the upstairs to a backdrop of LVP plank-style flooring. It contains a private separate entrance, and even its own parking. The home rests on .31 acres with a view of the mountains, along with plenty of trees and landscaped shrubs to enjoy. A screened-in porch adds another tranquil respite, as does a covered porch stretching along the front of the home. A two-car attached garage provides space for vehicles or storage. This home has been updated, renovated, and carefully maintained—and presents a unique opportunity. But also, this residence is the ticket to enjoy Middletown’s quaint, historic downtown, well-rated schools, and peaceful atmosphere plus proximity to Winchester, Shenandoah Valley, and all the area has to offer.
#VAFV2037492

MIDDLETOWN

2140 SIXTH STREET

5 Beds

4 Baths

4,006 Sq.Ft.

$599,900

MLS#: VAFV2037492

New on site 1 day ago
Welcome to 305 Bald Eagle Way. Set on a peaceful cul-de-sac in the desirable Chesapeake Meadow neighborhood, this inviting 4-bedroom, 2½-bath Colonial offers great curb appeal, a beautiful new front door, and a warm sense of home in an ideal Middletown location—close to everything, yet comfortably removed from congestion. From the moment you step into the bright, two-story foyer with newly refinished hardwood floors, fresh paint, a new chandelier, and a stunning arched window, you’ll feel the pride of ownership that shines throughout this thoughtfully built home. Nine-foot ceilings on the main level enhance the open, airy flow between the living and dining rooms and the sun-filled two-story family room, which features recessed lighting, a ceiling fan, and a wood-burning fireplace for cozy nights at home. The family room opens seamlessly to a well-appointed kitchen with stainless steel appliances, including a double-oven gas range and a newer stainless refrigerator. Under-cabinet lighting, ceramic tile flooring, and a charming round-top window above the sink complement the kitchen’s turnkey appeal. You’ll also find a pantry, a center island with seating, and a sunny eat-in area that leads outside to the expansive 35’ x 16’ deck with a natural gas line for grilling, overlooking a private, fenced backyard with raised garden beds and convenient side gates—perfect for relaxing, entertaining, or enjoying your morning coffee while birdwatching. The first-floor office with French doors provides an ideal work-from-home space, while the functional mud/laundry room offers a utility sink and added storage. Upstairs, the spacious primary suite impresses with a sitting area, two closets (one walk-in), and a bright ensuite bath with updated fixtures and recessed lighting. Three additional generously sized bedrooms offer ample closet space, and the large hall bath with a built-in linen closet serves the secondary bedrooms and completes the upper level. The basement (with Bilco doors) offers incredible flexibility, featuring a large finished room with closets that’s ideal as a fifth bedroom, den, or hobby space, along with additional partially finished areas and abundant storage with floor-to-ceiling shelving. Practical touches abound, from the turned two-car garage with extensive storage cabinets, workbench, and overhead shelving to the newer roof with 40-year shingles. The home is further enhanced by tasteful landscaping and hardscaping, river rock accents along the driveway, a paver patio by the garage service door, and solar panels discreetly placed on the rear of the home. Located within the award-winning Appoquinimink School District and lovingly maintained by the original owners, this bright, spacious home is just what you’ve been looking for. Welcome home!
#DENC2095876

MIDDLETOWN

305 BALD EAGLE WAY

4 Beds

2 Baths

3,063 Sq.Ft.

$599,900

MLS#: DENC2095876

* BUILDER'S END-OF-YEAR CLOSEOUT! LIMITED TIME OFFER…. CALL TODAY for details! * The home you have been admiring is now available! There are so many beautiful features in this Woodland Hills model home and they can be yours without the wait time of a new home build. The Osprey model has 2,898 sq ft with 4 bedrooms and two and a half bathrooms. With ample storage and counter space, the kitchen will be where the family and guests will want to gather. The beautiful granite counters, oversized island and under-cabinet lighting are a few of the custom features that you will enjoy. Soak up the sun all year round in the 12x14 sunroom that is situated just off the great room area. A gas fireplace and built-in bookshelves are the natural focal point of the living room area. Also on the 1st floor is the flex room, study, laundry room, powder room and a mudroom area with a bench seat, coat hooks and lockers. The second floor has 4 larger bedrooms and 2 bathrooms. The master bath, with it's ceramic tile floor, tiled shower and soaking tub, will be your place to retreat and pamper yourself at the end of the day. The hall bath has a tub/shower. The unfinished basement features 9' poured concrete walls. You also have the convenience of a central vac system. This home is situated on a corner homesite and has easy access to Vine Street and I-283. Although loaded with custom features, this home is priced well below replacement cost.
#PADA2048296

MIDDLETOWN

195 MAGNOLIA DRIVE

4 Beds

2 Baths

2,898 Sq.Ft.

$599,000

MLS#: PADA2048296

Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Traditions at Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double vanity and standard tile shower. The home also offers flexible options to add a 4th bedroom, loft, and third bathroom on the second floor. The gourmet kitchen is a highlight, with stainless steel appliances, granite countertops, and a large island. The community offers a clubhouse, fitness center, swimming pool, walking trails, and plenty of social activities. With a 2-car garage and low-maintenance living, the Chelsea Model offers a perfect combination of comfort and style.
#DENC2080208

MIDDLETOWN

204 BALDY LANE CHELSEA

3 Beds

2 Baths

2,296 Sq.Ft.

$599,000

MLS#: DENC2080208

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Buyers resources
7 Reasons to Work with a Realtor
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Getting a Mortgage To Buy a Home
Home Hazards Awareness
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
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Selling Your Home for More $$

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