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

79 Properties Found. Page 4 of 6.

Brand new, never been lived in rental in Appo school district. Fence coming soon. Pet friendly townhome from Benchmark Builders at The Town of Whitehall. Unfurnished. This sawt after community has loads to offer. Christiana Care's medical offices, Lorewood Grove Elementary, playgrounds, summer bear garden, dog park, fire pits, walking trails and much more. These 3 bedroom, 2.5 bath homes feature a private driveway with 2 parking spots, LVP flooring on all floors, NO CARPET, tile baths, FINISHED BASEMENT, granite countertops in the kitchen & stainless steel kitchen appliances. Located within the coveted Appoquinimink School District. EV CHARGER AVAILABLE FOR AN ADDITIONAL FEE. 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, & communication/cable, internet if desired. Landlord pays: trash, community assessments, sewer, property taxes & exterior landscaping/grass cutting. No smoking permitted. Please go to Zillow to fill out the online application. 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.
#DENC2089214

MIDDLETOWN

851 MAPLETON AVENUE

3 Beds

2 Baths

1,922 Sq.Ft.

$2,899

MLS#: DENC2089214

Welcome to your new rental home in the charming town of Middletown, VA! This spacious 4-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and convenience. Enjoy an open floor plan that’s ideal for both everyday living and entertaining, featuring a large kitchen island and plenty of room to gather. The generously sized bedrooms provide comfort and flexibility, while the large, useable backyard offers an inviting space for outdoor relaxation or play. Need an office? A first floor office or playroom provides additional convenience. Conveniently located near major commuter routes—including I-81, Route 11, I-66, Route 7, and Route 50—this home makes commuting simple and efficient. You’ll also be just minutes from Winchester and Stephens City, and close to Shenandoah National Park, the Shenandoah River, local restaurants, and shopping. With its prime location and inviting layout, this Middletown rental offers the best of comfort and convenience in a fantastic setting.
#VAFV2037730

MIDDLETOWN

129 BIRMINGHAM

4 Beds

2 Baths

N/A

$2,850

MLS#: VAFV2037730

Brand New, Pet friendly townhome is ready for lease in Appoquinimink School District. 3-bedroom, 2 full, 2 half bath home features a 2-car garage, private driveway. The HOA fee is included in the rent. The HOA fee covers the following: snow removal from common areas (not porch or driveway), and lawn mowing/lawn care. General Liability Renters Insurance required. Tenant pays electric, gas, water, trash & communication/cable, internet if desired. Property pays community assessments, sewer, property taxes & exterior landscaping/grass cutting. No smoking permitted. Pets allowed at landlord's digression. Dogs: $500 deposit & an extra $50/month; Cats: $800 deposit & an extra $25/month.
#DENC2090742

MIDDLETOWN

549 LEWES LANDING ROAD

3 Beds

2 Baths

1,972 Sq.Ft.

$2,849

MLS#: DENC2090742

Welcome to 830 Woodline Drive in Middletown. This home sits on a large lot in a quiet setting and offers a practical layout with comfortable living space. The main level includes a living area, dining space, and a functional kitchen. The bedrooms are well-sized and allow for flexible use, including an office or guest room. The property provides ample outdoor space for everyday use, recreation, or future plans. Located close to local amenities, schools, and major routes, this home offers convenience and privacy. We look forward to having you as one of our valued tenants! Our company provides a property manager for you to contact at all times as well as a software system for reporting maintenance situations 24/7. Your customized move-in packet holds all the information you need to make your tenancy successful. No application is required before viewing the home. Any licensed realtor in the State of Delaware can show you the property. The property owner requires the following: 1) A credit score of 625 or higher, 2) They do a national eviction and criminal record check on anyone 18 and older. 3)The application fee is $50 per applicant. ONCE YOU SEE THE PROPERTY, we will need: 1) 2 months' worth of pay stubs or a job offer letter, or proof of any verifiable income such as child support, social security, pension, etc., 2)Photo ID, 3) A signed application which can be found on our 1stClassProperties website. Utilities will be put in your name, and to move in, you need one month's rent for the security deposit and the first month's rent
#DENC2092846

MIDDLETOWN

830 WOODLINE DRIVE

4 Beds

3 Baths

1,975 Sq.Ft.

$2,800

MLS#: DENC2092846

This building is divided into 3 rental units. Unit A (1) 1170 SF offices over full basement Unit B (2) 270 office with PR and kitchenette Unit C (3) 576 Two Car Garage with Two overhead garage doors with openers
#DENC2090664

MIDDLETOWN

5193 SUMMIT BRIDGE ROAD

None Beds

None Baths

N/A

$2,750

MLS#: DENC2090664

Welcome to your dream townhome nestled in a serene neighborhood in highly acclaimed Appo School District. This sunning 3-bedroom end unit with fenced yard boasts a wealth of amenities. PLEASE CALL FOR APPLICATION DETAILS AND TOUR SCHEDULING. Minimum 12 month lease, tenant to pay all utilities except lawn care. Call for details. NO SMOKING--NO EXEPTIONS.
#DENC2093848

MIDDLETOWN

1611 W MATISSE DRIVE

3 Beds

2 Baths

1,800 Sq.Ft.

$2,700

MLS#: DENC2093848

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

1 2 3 4 5 6

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

Your message

What is 3 + 4 ?

Reason for contacting?

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Already have an account ? Login here

Continue your home search

Already have an account ? Login here

We use cookies

We use cookies primarily for analytics to enhance your experience. By accepting, you agree to our use of these cookies. You can manage your preferences or learn more about our cookies policy.

Privacy Policy Terms of Service