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

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
108
# of Listings
3
Avg # of Bedrooms
$329
Avg. $ / Sq.Ft.
$549,088
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

298 Properties Found. Page 19 of 20.

Welcome to the fantastic community of Deep Creek. This lovely town home is available for a December occupancy. Featuring three bedrooms and 2.1 baths, this home has a lot to offer. Located in the Appo School District. Come see this one today!
#DENC2092466

MIDDLETOWN

414 GOODWICK DRIVE

3 Beds

2 Baths

2,025 Sq.Ft.

$2,700

MLS#: DENC2092466

A stunning Twin Home for Rent in Middletown, DE. This twin home located in the highly sought-after Appoquinimink School District. This property offers modern upgrades, great living space, and unbeatable convenience to everything Middletown has to offer. Property Features: 3 spacious bedrooms; 2.5 baths, Brand new carpet throughout; Luxury vinyl flooring on main level & lower level. Beautifully finished basement—perfect for a home office, recreation room, or additional living space. Large rear yard ideal for outdoor relaxation or entertaining. Single-car garage with additional driveway parking. Conveniently located near major grocery stores, fitness centers, the local farmer’s market, and a wide selection of popular restaurants. This home provides everyday convenience just minutes from your doorstep, plus easy access to Route 1 and 301 for commuters. The unit is Move-in ready condition!!!
#DENC2094430

MIDDLETOWN

136 REDDEN LANE

3 Beds

2 Baths

1,750 Sq.Ft.

$2,650

MLS#: DENC2094430

Beautiful townhome in popular Southridge. Available immediately. This 3 bedroom, 2 1/2 bath home features first floor den, powder room and large foyer. Main living area has an open floor plan with gourmet kitchen, breakfast room with access to deck, dining room, spacious family room. Upper level offers master suite with attached bath, 2 walk in closets , 2 additional bedrooms, hall bath and laundry. Ceiling fans. One car alley loaded garage. Highly acclaimed Appoquinimink Schools! Walk to shopping and restaurants.
#DENC2094206

MIDDLETOWN

417 TOFTREES DRIVE

3 Beds

2 Baths

1,900 Sq.Ft.

$2,600

MLS#: DENC2094206

Enjoy this SHORT TERM, FULLY FURNISHED & PET FRIENDLY apartment, with term as short as three months. Make an appointment with the rep from Benchmark Builders at the Town of Whitehall for a tour. This apartment is located in the Town of Whitehall in Middletown, in the highly sought after Appoquinimink School District. It is right across the street from Lorewood Grove Elementary School, with a playground just down the street. The apartment has 2 bedrooms, 2.5 baths, granite countertops, stainless steel appliances, and in-unit laundry. March 2024 occupancy. General liability renters insurance required. Pets allowed at landlord's digression. Dogs: $500 deposit & an extra $50/month; Cats: $800 deposit & an extra $25/month. Tenant pays: electric, gas, water, trash & communication/cable, internet if desired. Landlord pays: community assessments, sewer, property taxes & exterior landscaping/grass cutting. No smoking permitted. We require applicants to have a minimum credit score of 600 (If under 680 you need at least an 85% on time payment history) and have a monthly gross income of 2.5X rent or more.
#DENC2094336

MIDDLETOWN

801 MAPLETON AVENUE 3

2 Beds

2 Baths

1,866 Sq.Ft.

$2,599

MLS#: DENC2094336

Escape to country living in this charming 4-bedroom, 3 full baths all brick ranch-style home set on 1.5 beautiful acre with mountain views. This well-maintained property offers plenty of space, comfort, and privacy. Animals considered on case by case basis. Apply with NVAR or VAR rental application or may apply online thru listers website. $50 app fee per person.
#VAFV2037856

MIDDLETOWN

1308 MINEBANK ROAD

4 Beds

3 Baths

2,679 Sq.Ft.

$2,500

MLS#: VAFV2037856

Beautiful 2 bedroom 1 bath home nestled on a of couple acres in Lower Dauphin school district. Gorgeous view of the sunrise on your stunning brick front porch with coffee! Everything on one floor with 2 bedrooms, kitchen, laundry room, walk in tiled shower/bathroom, dining room and living room! Cozy up with a book by the fireplace or eat outside with a wooded view for dinner! Lovely hardwood floors and completely furnished!! Contact Amber Branchi for a showing!
#PADA2052126

MIDDLETOWN

2406 ROUNDTOP ROAD

2 Beds

1 Baths

1,118 Sq.Ft.

$2,495

MLS#: PADA2052126

Superb. newer carriage style home located in the ever popular active adult community of Whispering Woods!! Oversized great room with recessed lighting, gas fireplace and luxury vinyl plank flooring, gourmet kitchen w/granite countertops, stainless steel appliances, island and separate eating area, owners suite with coffered ceiling, ceiling fans, sitting area and oversized walk-in closet and more!! Outside enjoy the private screened porch with ceiling fan and paver patio!! Two car garage!!! Community amenities are countless with the pool, clubhouse, pickleball, themed events and more!! Don't miss this gem!!
#DENC2093782

MIDDLETOWN

1415 WHISPERING WOODS ROAD

2 Beds

2 Baths

1,875 Sq.Ft.

$2,350

MLS#: DENC2093782

Rental Available! This won't Last! This move-in ready 3 bedroom, 2.5 bath, with finished basement and 1 car garage. The main level features laminate floors throughout. A spacious combination foyer and living room open to the upstairs area. The open-concept kitchen has granite countertops, a tiled backsplash, stainless steel appliances, and a convenient first-floor laundry room. The second floor features 3 spacious bedrooms, including an owner's bedroom with a walk-in closet and ensuite bathroom. In addition, you'll find a fully finished basement, making for a perfect man-cave or theater space complete with recessed lighting and chair rail molding. This home is located in a cul-de-sac within the Appoquinimink School District and minutes from local restaurants and shops. A spacious combination Special Clauses: 1.) No Smoking Permitted. 2.) No Pets. 3.)Tenant responsible for Gas, Electric, Hot water, Water, Sewer, Cable, Internet, Phone, Landscaping, Lawn care, and Snow removal 4.)Tenant to provide proof of renters insurance. 5.) Washer and dryer provided in working order tenants are responsible for servicing. 6.) Tenant responsible for the replacement of smoke detector batteries, all light bulbs, and HVAC filters in the property during the tenancy. 7.) No alterations to the home or grounds without written permission from Landlord 8.) Clogged drains resulting from tenants' actions will be repaired at the tenant's expense
#DENC2090820

MIDDLETOWN

673 WARREN DRIVE

3 Beds

2 Baths

1,775 Sq.Ft.

$2,325

MLS#: DENC2090820

Beautiful 3 bedroom, 2.5 bath townhome. Spacious living room and dining room. Large eat-in kitchen with lots of counter space and cabinet storage. Slider leading to rear yard and patio. The second floor offers master bedroom w/ full bath and walk-in closet, 2 additional bedrooms, full hall bath, laundry room w/ washer & dryer. Attached one car garage. Tenant is responsible for all utilities, snow removal, lawn care and trash. . Please submit application only after you have viewed the property.
#DENC2092124

MIDDLETOWN

310 NORWALK WAY

3 Beds

2 Baths

1,650 Sq.Ft.

$2,300

MLS#: DENC2092124

Near New Townhome: Just 3 years old. 1 Car Garage with garage door opener. 3 car additional parking in driveway. Pasture Views from rear of home. Walkout Basement. 3 bedrooms. 2 Bathrooms. Stainless Steel Appliances. BIG Single Bowl, deep sink. Stainless Steel Refrigerator, Dishwasher, Cooking Range. Instant hot water heater will save a lot on utility bills, since water will only be heated on-demand. Serene pasture view from rear of the home. Near- New High quality Carpet, with high quality 8 Lb. under-pad has been recently installed on Oct. 29, 2024. Community is only 3 years old. Community has lots of open spaces.
#DENC2093970

MIDDLETOWN

1047 WICKERSHAM WAY

3 Beds

2 Baths

1,500 Sq.Ft.

$2,300

MLS#: DENC2093970

Great opportunity to rent in the Village of Bayberry! This home features 3 bedrooms, 2.5 bathrooms, 1 car garage, second floor laundry, and a full unfinished basement for lots of storage! Located between Rt 896 and Rt 13, this home is located in the desirable Appo School district! Applicants must qualify under the New Castle County Workforce Housing Income guidelines. There is a maximum income per household based on the number of people living in the home. Maximum income for a 4-person household is $143,300.00. Contact our office to get the maximum income for other household sizes. NO PETS. Minimum credit score of 625 per applicant. Income of 3-4x the rent per month. Photos are from previous listing.
#DENC2087118

MIDDLETOWN

279 N BAYBERRY PARKWAY

3 Beds

2 Baths

1,900 Sq.Ft.

$2,300

MLS#: DENC2087118

If you are currently working with an agent, please contact them to schedule a tour. If you do not have an agent, we can connect you with one who can assist you. Welcome to Tartan Court! This lovely townhouse is like new and tucked away in a cul-de-sac near the back of the community! Finished lower level with doorway to back yard and open space behind property. The main floor has an open concept feel with hardwood and tile flooring, a spacious eat in kitchen, half bath, and a sliding door to the deck overlooking the back yard. There are 3 bedrooms with ample closet space and large full bath on the second floor. Conveniently located for your commute to Wilmington, Newark, and PA, as well as the Delaware Beaches. Middletown has shopping and restaurants galore, and a new medical center. Put this listing on your rental tour today as this move in ready townhouse will not last long. SPECIAL CLAUSES: 1) No smoking permitted 2) Renters insurance required 3) Pet(s) permitted with owner approval and pet deposit 4) Tenant pays all utilities including water and sewer 5) Tenant responsible for lawn care to include grass cutting, weeding, leaf removal and snow removal 6) No alterations to home or grounds without written permission from Landlord 7) Use of area rugs or floor protectors required under all furniture resting on hardwood flooring 8) Tenant responsible for replacement of any batteries, bulbs, or filters in the property during tenancy. Additional special clauses available upon request!
#DENC2093954

MIDDLETOWN

211 BONNYBROOK ROAD

3 Beds

1 Baths

1,650 Sq.Ft.

$2,150

MLS#: DENC2093954

New on site 3 days ago
Fantastic Commuter location! Just off I-81 (Middletown exit) within 5 minutes to I-66. Early 1900's farm house situated on a 54+- acres working farm. Approx 1 acre comes with the farmhouse rental that tenant must maintain(the fenced in area around the house). Large spacious rooms, hardwood floors throughout, original wood built-ins, new HVAC systems, and so much more! No smoking. Animals considered case by case. NVAR OR VAR rental application with $50 per person application fee or you may apply on listers website.
#VAFV2038486

MIDDLETOWN

317 CONFIDENCE LANE

4 Beds

3 Baths

1,964 Sq.Ft.

$1,995

MLS#: VAFV2038486

3.8 acre lot with over 2 acres of gravel parking/staging area. Very close highway access.
#PADA2050392

MIDDLETOWN

2690 E HARRISBURG PIKE

None Beds

None Baths

N/A

$1,800

MLS#: PADA2050392

None
#PADA2052314

MIDDLETOWN

219 S UNION STREET

2 Beds

1 Baths

656 Sq.Ft.

$1,595

MLS#: PADA2052314

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