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
248
# of Listings
3
Avg # of Bedrooms
$269
Avg. $ / Sq.Ft.
$657,423
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

248 Properties Found. Page 16 of 17.

Welcome to this charming 3-bedroom, 1-bath home in the heart of Middletown, ideally situated near the state capital and just minutes from the airport. Renovated within the last three years, this property combines modern updates and everyday comfort, offering peace of mind for years to come. The spacious layout provides plenty of room to relax and entertain, while the updated finishes make it truly move-in ready. Whether you're searching for your next home or a strong investment opportunity, this property checks all the boxes. With its convenient location and recent renovations it's an ideal choice for a primary residence or a rental with long-term potential. Don't miss the chance to own a well-maintained home in a prime location!
#PADA2049782

MIDDLETOWN

54 NISSLEY STREET

3 Beds

1 Baths

1,246 Sq.Ft.

$179,900

MLS#: PADA2049782

Build your dream home on this 2.04 acre lot! Located in the desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052080

MIDDLETOWN

Lot 1 SCHOOLHOUSE RD

None Beds

None Baths

2.04 acres

$170,000

MLS#: PADA2052080

CREATE YOUR DREAM on this WATERFRONT lot located in the ever popular Appoquinimink School District! Public water/sewer on site. Please reach out for more details!!
#DENC2089974

MIDDLETOWN

44 N NEW ROAD

None Beds

None Baths

0.27 acres

$169,900

MLS#: DENC2089974

Build your dream home on this 1.9 acre lot! Located in desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052084

MIDDLETOWN

Lot 3 SCHOOLHOUSE RD

None Beds

None Baths

1.9 acres

$165,000

MLS#: PADA2052084

Build your dream home on this 1.78 acre lot! Located in the desirable Lower Dauphin School District. Penway Construction, Inc is the exclusive Builder. This prime location is approximately 6 miles from Hershey Medical Center. The lot offers loads of possibilities. Permitted zoning uses are attached. The taxes and assessed value are estimated. Schedule your showing today!
#PADA2052082

MIDDLETOWN

Lot 2 SCHOOLHOUSE RD

None Beds

None Baths

1.79 acres

$160,000

MLS#: PADA2052082

CALLING INVESTORS / LANDLORDS _ONCE UPON A TIME... and the story for this property ownership begins 1980 when during purchase as double duples (239 and 241 Wilson Street), house fire occurred. Purchase continued and property was totally rehabbed: gutted, wiring replace 200 amp service, insulation added - - permits were obtained and property inspected as Borough Codes. 2003-2004 with subdivision map uploaded document. - lot dimension 15.47' X 75'. Semi-Detached 3-bedroom plus office -this is 3-story with 1 1/2 baths. Location downtown with easy access buses, trains and planes. As tenant occupied, need showings be scheduled ahead. Tenant pays $840 rent plus utilities - except $10/yr Frey Estate Trust. Tenant owns appliances (Washer-Dryer, Electri Range, Refrigerator). Great Opportunity to add to investment portfolio. Successful long term rental history -Property Manager & co-owner Walt Eby, licensed real estate broker and/or his wife.
#PADA2052106

MIDDLETOWN

239 WILSON STREET

3 Beds

1 Baths

1,582 Sq.Ft.

$159,000

MLS#: PADA2052106

UPDATE: Tenants have been moved out. Home is being cleaned out and showings can start Wednesday, February 18th as a vacant home. Will likely set an offer deadline as offers are received. This home will need repairs. We are looking for a cash or conventional offer. Discover a charming investment opportunity in the heart of Middletown Borough! This traditional detached home boasts 2,576 sq. ft. of potential, featuring 3 spacious bedrooms and 2 full bathrooms. Set on a manageable 0.11-acre lot, this property includes off-street paved parking, ensuring convenience for tenants or guests. The classic architectural style and solid frame construction provide a timeless appeal. With a strong rental market in the area, this home presents an excellent opportunity for investors seeking steady returns. Whether you're looking to renovate and increase value or maintain as a reliable rental, this property is a canvas ready for your vision. Don't miss out on this chance to invest in a warm and inviting community!
#PADA2050382

MIDDLETOWN

166 ANN STREET

None Beds

None Baths

2,576 Sq.Ft.

$155,000

MLS#: PADA2050382

This brand new 3 bed, 2 bath home is a buyer’s delight. The many upgrades include: floor to ceiling cabinetry, stainless steel appliances, double stainless steel sink, tile backsplash and recessed lighting. The open floor plans offers 8′ flat ceilings and a spacious living room. The main suite has a large walk-in closet, double 36″ vanity and an oversized corner shower. The home sits on large flat lot that backs up to a tree lined berm for additional privacy. Call today for an appointment!
#PADA2052222

MIDDLETOWN

32 ROSE AVENUE

3 Beds

2 Baths

1,200 Sq.Ft.

$139,900

MLS#: PADA2052222

Single family home in a quiet neighborhood. Situated on a corner lot in Royalton Boro. Home offers 2 bedrooms, full bath, kitchen, living and family rooms. Full unfinished basement. Back patio and shed for outdoor storage. Conveniently located to shopping, restaurants, airport and major highways.
#PADA2049974

MIDDLETOWN

240 R WATER STREET

2 Beds

1 Baths

821 Sq.Ft.

$105,300

MLS#: PADA2049974

Build your future in the heart of the Shenandoah Valley! Lot 6 Sixth Street in Middletown, VA offers a prime opportunity to secure .42 acres in a growing area with new construction happening all around. Whether you're ready to build now or prefer to hold as the area continues to develop, this property gives you flexibility and potential — with NO HOA. Perfectly positioned just minutes from I-81, this lot provides easy access to surrounding areas: only 9 minutes to Stephens City, 20 minutes to Winchester, and approximately 1 hour to Fairfax. Enjoy the convenience of commuting while still taking advantage of a quieter, small-town setting. Bring your vision and design the home you've been dreaming about. With growth happening nearby and a location that keeps you connected, this is a rare chance to secure land in an area poised for continued progress.
#VAFV2039744

MIDDLETOWN

LOT 6 SIXTH ST

None Beds

None Baths

0.42 acres

$100,000

MLS#: VAFV2039744

Recently placed Skyline DBLWDE 24x42 with 3 beds, 2 baths. Completely renovated in 2025. So if you like NEW, this will appeal to your taste for new. Affordable luxury 1 floor living. Kitchen appliances included. Not yet tax assessed or assigned. Located in Neighbors of Lisa Lake MHP. $645 monthly lot rent includes trash. Sewer $67. Water metered. Pet friendly (no dangerous breeds) all age community. Optional 1 yr home warranty available for purchase. Financing available for all credit scores. Quick occupancy! Walk to Lisa Lake, public transportation, restaurants. see 31 pics!
#PADA2050308

MIDDLETOWN

4 NELSON MANOR LANE

3 Beds

2 Baths

1,008 Sq.Ft.

$81,500

MLS#: PADA2050308

Welcome to the best-looking home in the park! Step inside this beautifully remodeled 2-bedroom, 2-bathroom residence in Harborton Estates. This home has been reimagined from top to bottom, featuring brand-new vinyl plank flooring throughout and an updated kitchen with new cabinetry and stainless steel appliances. The bright, open-concept layout is designed to help you easily envision your new lifestyle in a space that feels fresh, inviting, and move-in ready. Your new beginning starts here, schedule your tour today!
#PADA2055904

MIDDLETOWN

10 CARAVAN COURT

2 Beds

2 Baths

1,085 Sq.Ft.

$79,500

MLS#: PADA2055904

Welcome to Little Hollywood Mobile Home Park! This 1980 3 bedroom 2 bathroom has been nicely updated and is in moving condition. The water heater is only 4 year’s old and has central air conditioning along with brand new vinyl flooring. The bathrooms have been nicely updated as well. All you need to do is move in! This is no pet park. All applicants must be park approved. The current lot rent is $410 monthly and includes water, sewer and trash.
#PADA2047660

MIDDLETOWN

119 ANDREW DRIVE

3 Beds

2 Baths

1,340 Sq.Ft.

$77,000

MLS#: PADA2047660

3 bedroom perk
#VAFV2038332

MIDDLETOWN

HUTTLE

None Beds

None Baths

2.83 acres

$74,000

MLS#: VAFV2038332

Recently placed 14x66 REDMAN Singlewide with 3 beds (large walk-in closets) and 1 bath. Completely renovated in 2025. Kitchen appliances included. Not yet tax assessed. Located in Neighbors of Brookside MHP. $645 monthly lot rent. Water is metered and billed by use. $67 sewer, $15 trash. Pet friendly all age community. Optional 1 yr home warranty available for purchase. Financing available for all credit scores. Quick occupancy - Move in before the holidays!
#PADA2050310

MIDDLETOWN

37 GEORGE DRIVE

3 Beds

1 Baths

924 Sq.Ft.

$71,500

MLS#: PADA2050310

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