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
244
# of Listings
3
Avg # of Bedrooms
$273
Avg. $ / Sq.Ft.
$639,184
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

22 Properties Found. Page 1 of 2.

Step into this surprisingly spacious home that offers an ideal blend of comfort and convenience in a highly desirable location. The interior features well-proportioned rooms, centered around a generous living room that provides ample space for relaxation and gatherings. Culinary enthusiasts will appreciate the updated kitchen, which boasts abundant cabinetry and counter space. The formal dining room is brightened by a large bay window, making it perfect for hosting dinner parties or casual meals. Many updates significantly enhance the home's efficiency and appeal. These include thermal windows, which contribute to lower energy bills and improved comfort. A significant upgrade is the newer Bosch high-efficiency gas tankless water heater, which provides continuous hot water on demand and whole-home warmth, further reducing energy costs. For outdoor enjoyment, there is a charming, screened porch, ideal for entertaining guests or enjoying quiet evenings. The exterior also offers practical amenities such as a detached garage, a fenced yard providing privacy and safety, and plenty of green space for gardening, recreation, or pets. Furthermore, this home is ideally located within walking distance of the local library, various shopping options, and Penn State Harrisburg (PSU Middletown). The seller’s agent is including a complimentary home warranty with the transaction, providing added value and peace of mind to potential buyers by covering specific repairs or replacements after the sale.
#PADA2051708

MIDDLETOWN

328 N SPRING STREET

4 Beds

1 Baths

2,764 Sq.Ft.

$214,000

MLS#: PADA2051708

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

New on site 1 day ago
3 Bedroom Cape Cod located on a corner lot. Add a door to the Den, and voila, you have a 4th Bedroom. Beautiful, remodeled bath. Newer Gas Heat, with ductwork in place to add C/A. Gas Hot Water, Full wall brick wood fireplace. Off-street parking and plenty of curb parking, as the home is located on a corner lot. STOP RENTING! Great property to live in instead of paying rent and remodel on your terms. All appliances stay. Bring your rakes and grass seed. Owners' dogs left a clean slate for you to get started. :)
#PADA2058374

MIDDLETOWN

354 CYPRESS DRIVE

3 Beds

1 Baths

1,206 Sq.Ft.

$169,900

MLS#: PADA2058374

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: Price just reduced. This will be a short sale. Buyer will need to be flexible with getting offer approved and settlement. Tenants have been moved out. Home has been cleaned out. This home will need good amount of repairs and updates. We are looking for a cash or conventional offer. Discover an 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

3 Beds

2 Baths

2,576 Sq.Ft.

$145,000

MLS#: PADA2050382

Investor Opportunity in Middletown! Located in the Middletown and within the desirable Middletown Area School District, this 3-bedroom duplex offers incredible potential for an investor or landlord. The home features a traditional layout with a spacious living room, dining area, and eat-in kitchen, plus a flexible attic space that can be used for storage, a home office, or future finished living area. A large front porch adds charm and curb appeal, while the yard offers a great setup for outdoor entertaining. Important updates have already been started, including new exterior doors, mostly new windows (all but two), and a renovated bathroom—giving you a strong head start on improvements. Whether you’re looking to expand your portfolio or take on your next project, this is an opportunity you won’t want to miss!
#PADA2057820

MIDDLETOWN

234 E EMAUS STREET

3 Beds

1 Baths

1,386 Sq.Ft.

$130,000

MLS#: PADA2057820

Don’t miss the opportunity to own this beautifully maintained manufactured home! Featuring 3 spacious bedrooms and 2 full bathrooms, this home offers both comfort and functionality. The primary suite includes a private full bath, creating the perfect personal retreat. Property includes a wheelchair ramp for convenient accessibility. Lot rent is 495 monthly Enjoy new vinyl flooring throughout the home, adding a modern touch and easy maintenance (kitchen excluded). Located in a desirable neighborhood close to shops, restaurants, and parks, this property offers convenience at its best. Plus, it includes parking space for one vehicle.
#PADA2056788

MIDDLETOWN

524 N PINE STREET

3 Beds

2 Baths

1,232 Sq.Ft.

$87,000

MLS#: PADA2056788

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 this like-new 2023-built 2-bedroom, 2-full-bath manufactured home at 97 Mic Nan Drive in the welcoming, all-ages Little Hollywood Mobile Home Park. This modern residence features an open-concept living area, two comfortable bedrooms with ample closet space, and two full baths for effortless daily living. Additional perks include a large storage shed for tools and gear, plus a paved driveway with two dedicated off-street parking spots. Lot rent includes essential utilities (water, sewer, trash) for added affordability. Enjoy low-maintenance living in a well-maintained community with paved streets, just minutes from Middletown shopping, dining, schools, and major routes like I-83/283. Turnkey and ready for you—don't miss this fantastic opportunity; schedule your private showing today!
#PADA2057210

MIDDLETOWN

97 MIC-NAN DR

2 Beds

2 Baths

812 Sq.Ft.

$79,900

MLS#: PADA2057210

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

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

Corner Lot, Buyers must perform their own due diligence to determine acceptable use for this land.
#PADA2046888

MIDDLETOWN

0 WILSON STREET L321

None Beds

None Baths

0.11 acres

$70,000

MLS#: PADA2046888

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properties found. properties found. Page of .

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