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
107
# of Listings
3
Avg # of Bedrooms
$330
Avg. $ / Sq.Ft.
$549,939
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

296 Properties Found. Page 10 of 20.

BACK ON THE MARKET! Don't miss your second chance to call this incredible house your home before the holidays. Welcome to this stunning 4-bedroom, 3.5-bath home in High Hook Farms, where location and luxury make for an opportunity you don't want to miss. Beautifully updated and in an ideal location just off of Vance Neck Rd, this home is just minutes from the hustle and bustle of a growing Middletown, while being nestled off quiet back roads for privacy and comfort. The exterior is accented by beautiful stone, and the rear yard is fenced and private, the perfect place to enjoy the custom paver patio. Inside, luxury vinyl plank flooring leads you through the entry to a formal dining room, just before the turned staircase. The family room with natural gas fireplace is expansive and open to the beautifully renovated kitchen. Quartz countertops, sleek gold hardware, upgraded appliances, center island, these are just SOME of the incredible features of this beautiful modern kitchen. Sliding glass doors provide access to the rear yard, providing the perfect flow for indoor outdoor entertaining. Upstairs, second floor laundry adds to the convenience, and a sprawling primary suite with a large walk-in closet and primary bath with double vanity, tile shower, and soaking tub. Three more incredible bedrooms share a full hall bath on the second floor, but the living space doesn't stop there. The finished basement offers additional living space and a full bathroom. Don't miss the chance to call this house your home - it won't last long!
#DENC2094348

MIDDLETOWN

834 WHITEBIRD DRIVE

4 Beds

3 Baths

2,925 Sq.Ft.

$544,900

MLS#: DENC2094348

Middleton Elite -TO BE BUILT new construction. This 3 bedroom open innovative floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. Spacious kitchen with hardwood floors, along with 42" maple cabinets, granite countertops, and so much more. The picture shows this home with the largest optional porch, but there are 3 front elevations to chose 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. Agent must accompany client on first visit or pre-register on builder's website prior to first visit.
#DENC2079222

MIDDLETOWN

530 WHEELMEN STREET #2 MIDDLETON ELITE

3 Beds

2 Baths

2,052 Sq.Ft.

$540,000

MLS#: DENC2079222

Welcome to Parks Edge! This exceptional 55+ community in Delaware offers an array of amenities that are truly hard to beat, designed to enhance your active lifestyle. We are pleased to present the Cooper II model, a two-bedroom, two-bath home built by Blenheim Homes. This particular residence features a flexible room that offers the versatility to be easily converted into a third bedroom, an office, or a hobby room, catering to your specific needs. There is also a rough-in for a third bathroom in the basement for the potential need to add another bathroom. The home was constructed with numerous high-quality and energy-efficient features, a detailed list of which can be found in the attached documents for your review. Furthermore, the balance of the 10-year structural warranty is transferable to the new owner(s), providing additional peace of mind. Parks Edge residents enjoy unparalleled access to both the Bayberry South Lakehouse and their own exclusive luxury clubhouse. The clubhouse includes a state-of-the-art fitness center, a refreshing outdoor pool, and various athletic courts for your enjoyment. Beyond these facilities, the community boasts an 11-acre boating and fishing lake and a sprawling 70-acre park, offering ample opportunities for recreation and relaxation. To further enhance your living experience, these features come with the added convenience of included lawn maintenance, snow removal, and irrigated lawns. We invite you to schedule your showing today to experience all that this remarkable home and community have to offer.
#DENC2089864

MIDDLETOWN

3037 BARBER LANE

2 Beds

2 Baths

1,800 Sq.Ft.

$539,000

MLS#: DENC2089864

Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot tile shower. The second floor features a large loft and walk-in closet for additional storage or overnight guests. With many structural options available, another bedroom and another bathroom can easily be added. Customize your interior and exterior finishes and make this house your home! 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.
#DENC2080216

MIDDLETOWN

120 BURLINA BLVD BLOOMFIELD MODEL

2 Beds

2 Baths

2,053 Sq.Ft.

$527,000

MLS#: DENC2080216

Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a double bowl vanity and 5-foot tile shower. The second floor offers a standard loft with the option to add an additional bedroom and/or bathroom. Customize your interior and exterior finishes and make this home yours! 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.
#DENC2080214

MIDDLETOWN

204 BALDY LANE BELVILLE

2 Beds

2 Baths

2,059 Sq.Ft.

$521,500

MLS#: DENC2080214

**Move-in ready** Discover the perfect blend of comfort and sophistication at 3502 Pipewell Lane, a 3 bedroom, 2.5 bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for both daily living, and entertaining. Boasting sleek quartz countertops, modern pewter maple cabinetry, stainless steel appliances, and a gas cooktop and wall oven, this kitchen is a chef’s dream! The first floor owners suite provides privacy and convenience, while upstairs, a versatile lost connects two secondary bedrooms with a jack and jill bath, ideal for family or guests. Thoughtful design continues outdoors with a covered porch, offering a seamless extension of your living space, and the corner homesite offers great views and privacy. Every detail of this home is crafted to enhance both style and function. About Venue at Winchelsea: Future amenities include a 5,400 sq. ft. clubhouse offering a BYOB sports bar, fitness center, multi-purpose room, kitchen, library, billiards, and more. Outdoor amenities include tennis, pickleball, community gardens, a pool, pavilion, dog park, and additional recreational options. *Pictures of a similar home and for representational purposes only. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. * For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.
#DENC2092064

MIDDLETOWN

3502 PIPEWELL LANE

3 Beds

2 Baths

3,397 Sq.Ft.

$519,750

MLS#: DENC2092064

Beautifully Updated Home with Inground Pool in Middletown! Welcome to this stunning, fully updated home offering 4 spacious bedrooms with the potential for up to 6 bedrooms, 2 full bathrooms, and 1 half bath — perfect for anyone looking for extra space. Step inside to find a brand-new kitchen featuring quartz countertops, stainless steel appliances, and modern cabinetry, creating the ideal setting for cooking and entertaining. The home boasts fresh updates throughout, including contemporary flooring, stylish fixtures, and much more. Outside, enjoy your own private oasis with a beautiful inground swimming pool, perfect for relaxing or hosting summer gatherings. The backyard offers plenty of space for outdoor living including a trex style deck . With a New roof and paid off solar panels . Located in desirable Middletown, Delaware, this home is close to top-rated schools, shopping, dining, and major routes — combining convenience with comfort.
#DENC2092298

MIDDLETOWN

10 OSPREY LANE

4 Beds

2 Baths

2,075 Sq.Ft.

$513,000

MLS#: DENC2092298

Situated on a large corner lot, this home has been lovingly maintained by the original owners. Don't miss this traditional colonial with spacious rooms and many updates. Updates include the freshly painted interior (2025) , hickory engineered hardwood flooring on the first level (2024), new carpet on the second level and stairs (2024), and updated bathrooms (2025). The eat-in kitchen features open shelving, butcher block counter tops, a large Fragranite sink and stainless steel appliances. There is a wood burning fireplace which is the family room's focal point. The first floor laundry room is very convenient; it has a utility sink, closet and the washer and dryer are included. The Anderson casement windows are a huge plus. The garage is oversized (22' X 27.5') which helps with parking and storage. In addition, the house has a large unfinished basement. The beautiful landscaping adds to this property's wonderful curb appeal, and the paver patio (12' x 25' ) is great for outdoor enjoyment. This home is ready for it's new owners. See it today!
#DENC2086008

MIDDLETOWN

133 PINE VALLEY DRIVE

4 Beds

2 Baths

2,325 Sq.Ft.

$510,000

MLS#: DENC2086008

Welcome to the beautifully crafted Lexington model—brand new and READY NOW in the desirable Greenwood Hills community! This energy-efficient home offers nearly 2,000 sq. ft. of thoughtfully designed living space, with 4 spacious bedrooms and 3 full bathrooms, including a main-level bedroom and full bath w/ walk-in shower, perfect for guests, multi-generational living, or a home office. The kitchen features 36” painted cabinets w/ crown molding, elegant quartz countertops, floating shelves, stainless steel appliances with gas cooking, and a walk-in pantry with solid shelving. The kitchen flows seamlessly into the dining area and open family room, creating a welcoming space for both everyday living and entertaining. Upstairs, the primary suite provides a peaceful retreat, complete with a walk-in closet and private en-suite bath with tile shower. Two additional bedrooms and a hall bath complete the upper level. Additional highlights include a two-car garage, walk-out lower level ready to finish, and a 10 year home warranty for added peace of mind. Enjoy life in Greenwood Hills—a thoughtfully planned neighborhood with sidewalks, community benches, a modern park, and a scenic pond with an observation deck. Conveniently located with easy access to Route 283 and the PA Turnpike.
#PADA2045388

MIDDLETOWN

160 HARTFORD DRIVE

4 Beds

3 Baths

1,966 Sq.Ft.

$509,900

MLS#: PADA2045388

IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This end unit first floor master comes w/a 2nd bedroom & loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community also offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full kitchen and a large outdoor patio area! Builder Splits Transfer Tax (***Photos are of a similar home and may contain options & upgrades not included in listing price shown.***)
#DENC2081004

MIDDLETOWN

1102 HIGHLAND STREET 137 ASHTON

2 Beds

2 Baths

1,794 Sq.Ft.

$504,900

MLS#: DENC2081004

Ten acres in horse country. Build your dream home and or possible subdivide this 10-acre parcel of land. Bring your horses to this tranquil area that is so close but seems so far away from the hustle and bustle. The lot backs up directly to the 3,100 acre Augustine Wildlife area. Close to all major routes and only one hour to the Delaware beaches and 45 minutes to Philly International airport. This is a must-see property.
#DENC2093234

MIDDLETOWN

343 THORNTOWN ROAD

None Beds

None Baths

10.0 acres

$500,000

MLS#: DENC2093234

MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax. Beautifully appointed end unit townhome featuring 3 bedrooms, 2.5 baths, and approximately 2,333 square feet of living space. This home includes a 2-car garage and a 12x16 deck overlooking open farmland. Interior features include upgraded luxury vinyl plank flooring throughout the main level, a gourmet kitchen with granite countertops, Level 3 cabinetry, a large center island, and a gas range. The primary suite offers a spacious layout with a walk-in closet and private bath. Located in one of the community’s most desirable settings with no building in front, open space surrounding, and ample parking.
#DENC2092162

MIDDLETOWN

442 REDERICK LANE MASSEY ELITE LOT 70

3 Beds

2 Baths

2,333 Sq.Ft.

$498,053

MLS#: DENC2092162

MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax. Beautifully appointed end unit townhome featuring 3 bedrooms, 2.5 baths, and approximately 2,380 square feet of living space. This home includes a 2-car garage and a 12x10 deck overlooking open farmland. Interior features include upgraded luxury vinyl plank flooring throughout the main level, a gourmet kitchen with granite countertops, Level 3 cabinetry, a large center island, and a gas range. The primary suite offers a spacious layout with a walk-in closet and private bath. Located in one of the community’s most desirable settings with no building in front, open space surrounding, and ample parking.
#DENC2090408

MIDDLETOWN

452 REDERICK LANE MASSEY ELITE LOT 65

3 Beds

2 Baths

2,380 Sq.Ft.

$485,812

MLS#: DENC2090408

Welcome to this well maintained, semi-detached home in the desirable High Hook Farms community; known for its peaceful setting, modern homes, and convenient Middletown location nicely situated between easily accessible Routes 1, 13 and the Augustine Wildlife Area. This move-in-ready property offers the perfect blend of comfort, style, and functionality for today’s homeowner. Step into the foyer where you'll find a room perfect for you to apply your imagination. As you continue along the main level you'll find an open floor plan that instantly feels inviting. The main level features a spacious living area, abundant natural light, and an effortless flow that makes everyday living easy. The kitchen is designed for both cooking and connection, offering ample cabinet space, modern appliances, a large center island, and a seamless transition to the family room. Upstairs, you’ll find well-appointed bedrooms including a generous primary suite with a large walk-in closet and a private en-suite bath. Additional bedrooms offer flexibility for guests, children, a home office, or creative space—whatever fits your lifestyle best. The second full bath is conveniently located off the hallway, and the upstairs laundry adds everyday convenience. Living in High Hook Farms means enjoying a community designed with intention—sidewalks, green space, and a serene feel while still being minutes from major routes, shopping, dining, entertainment, and award-winning Appoquinimink schools. If you’re looking for a well-kept home that backs to open space in a friendly, sought-after community with unbeatable convenience, 341 Tiger Lily Dr is the one you’ll want to see first!
#DENC2093238

MIDDLETOWN

341 TIGER LILY DRIVE

4 Beds

2 Baths

2,925 Sq.Ft.

$485,000

MLS#: DENC2093238

Enjoy single-floor living in this inspired ranch home! At the front of the home, you'll find two bedrooms flanking a full bath. Toward the back, there's a well-appointed kitchen nestled between an elegant dining room and generous great room. The laundry is located near the primary bedroom, which has a large walk-in closet and a private bath. You'll love the professionally curated finishes! Situated on a corner lot and backing to open common area.
#VAFV2035268

MIDDLETOWN

100 MIDSUMMER LANE

3 Beds

2 Baths

1,610 Sq.Ft.

$484,999

MLS#: VAFV2035268

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