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
252
# of Listings
3
Avg # of Bedrooms
$276
Avg. $ / Sq.Ft.
$641,037
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

252 Properties Found. Page 16 of 17.

New on site today
Welcome home to this well-maintained 2-bedroom, 1-bath semi-detached ranch offering comfort, simplicity, and easy one-floor living in the desirable Rosedale community of Lower Swatara Township. With 1,176 square feet of living space, this home features an inviting open floor plan designed for comfortable everyday living. Inside, you’ll find a welcoming living room that flows into the eat-in kitchen complete with a breakfast bar, providing a great space for casual dining and gathering. A versatile bonus room adds extra flexibility and is perfect for an in-home office, den, exercise space, hobby room, or playroom. Situated on a spacious .22-acre corner lot, the property offers plenty of outdoor space to enjoy. Step outside to the large deck, ideal for relaxing or entertaining during the warmer months. Garden enthusiasts will love the prepared garden beds ready for spring planting, creating the perfect opportunity to grow flowers, herbs, or vegetables right at home. Additional highlights include a 1-car garage, thoughtful upkeep throughout including fresh paint and carpet, and the added benefit of no HOA. Conveniently located near major routes, shopping, and everyday amenities, this home combines low-maintenance living with outdoor enjoyment in a peaceful neighborhood setting.
#PADA2057452

MIDDLETOWN

1801 MOUNTAIN VIEW ROAD

2 Beds

1 Baths

1,176 Sq.Ft.

$199,900

MLS#: PADA2057452

GREAT NEW PRICE!!! investment opportunity in Middletown, Delaware. This property presents a rare value-add opportunity for serious cash investors. Yes it requires renovations and is being offered strictly “As-Is”… but the upside is in the location, the growth, and the long-term demand surrounding it; making it ideal for experienced investors seeking their next project. This property sits directly on MAIN STREET [Rt.299] one of the most desirable and high-demand areas in town. Walkable to Main Street shops, restaurants, and local businesses. Minutes to Route 1 for easy access to Wilmington/Philly or head south to the beaches. Surrounded by new development and strong property appreciation. Located within the highly sought-after Appoquinimink School District! Middletown continues to experience significant residential and commercial growth, driving strong rental demand and resale potential. Bring your contractor, your vision, and LETS MAKE A DEAL.
#DENC2097706

MIDDLETOWN

129 E MAIN STREET

2 Beds

1 Baths

1,350 Sq.Ft.

$189,900

MLS#: DENC2097706

*Build your dream home in Airmont, one of Middletown’s established and well-maintained communities! This spacious vacant lot offers a rare opportunity with NO builder tie-in — bring your own builder and your own vision. *Surrounded by custom homes, mature trees, and open green space, this property provides the perfect blend of neighborhood living and privacy. Enjoy wide streets, a peaceful setting, and the flexibility to design a home that fits your lifestyle. *Conveniently located in Middletown, DE, with easy access to major routes, shopping, dining, and award-winning Appoquinimink schools. Opportunities like this are limited — secure your lot and start planning today!
#DENC2098070

MIDDLETOWN

201 OAK DRIVE

None Beds

None Baths

1.17 acres

$179,999

MLS#: DENC2098070

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: Price just reduced. 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 Bor ough! 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.

$149,000

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. Located close to Harrisburg International Airport, with easy access to Harrisburg, Hershey, and Lancaster. Pine Manor is located just outside of Middletown - an all ages, pet friendly community. Call today for an appointment!
#PADA2052222

MIDDLETOWN

32 ROSE AVENUE

3 Beds

2 Baths

1,200 Sq.Ft.

$139,900

MLS#: PADA2052222

If you are in search of the perfect building lot that provides seclusion, yet has easy access to state maintained roads nearby. You've found it! Tremendous views of the Signal Knob Mountain from various lots! Perfect Dream Home Lot for the commuter looking to escape from the hustle of the city! Whether you want a House-on-the-Hillside Lot surrounded by seclusion, or a lot located close to the Private Common Use area for Lake Access, we have exactly what you're looking for. Only 3 lots remain out of 41!
#1000074677

MIDDLETOWN

COMFORTER LANE LOT 31

None Beds

None Baths

2.0 acres

$110,000

MLS#: 1000074677

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

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

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