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

73 Properties Found. Page 5 of 5.

*$10,000 builder incentive; thru 4/30/26* UNDER CONSTRUCTION. This Bluebird model is a 3 BD, 2.5 BA, center unit townhome. You’ll soon discover the value of the many included features that are packed into this home. The open first floor plan will make entertaining family and friends a pleasure. Nine foot first floor walls make this home feel even more spacious. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. You will love all the storage available in the walk-in pantry. The entire first floor has luxury vinyl plank flooring. Check out the size of these bedrooms! The owner’s suite is sure to please with large spaces and lots of natural light. Bedrooms 2 and 3 have their own full bath. The laundry room is just steps from all bedrooms and bathrooms. This home also boasts a walk-out lower level, 10×12 composite deck, and a 2 car garage. - Interior photos are of a similar model. - All taxes are estimated since this is new construction and has not yet been assessed.
#PADA2051576

MIDDLETOWN

130 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051576

New on site 4 days ago
Welcome to this well maintained & recently refreshed Townhome located in the desirable Millbranch at Greenlawn neighborhood, conveniently situated just minutes from Route 1, allowing for easy commutes to both northern and southern destinations. This move-in-ready residence features professional landscaping and fresh interior paint, carpet & LVT along with new lights & fans. This homes offers exceptional value in the heart of Middletown. This charming twin home presents a rare opportunity to own in a sought-after area, close to schools, shopping, dining, and major roadways. Upon entering, you will be greeted by a thoughtfully designed layout that features high ceilings and a bright & inviting one level living in the great room. The Kitchen provides ample space for cooking and storage that has a eat-at bar area and is adjacent to the open dining area and living room. The laundry room is just off the kitchen that leads to direct access to the one-car garage. The versatile three-season (conditioned & approx. 200 S/F) room serves as a cozy retreat for enjoying the expansive private backyard and could easily be used as an Office, Sunporch or 3rd 'guest' room. The spacious bedrooms offer comfort and privacy, complemented by generous closet space and abundant natural light. The primary suite serves as a large owner's retreat, complete with a full refreshed bathroom featuring a stand-up shower & new 'double sink' vanity. The newly black topped driveway ensures convenient off-street parking, while the well-established neighborhood fosters a strong sense of community. Whether you are a first-time buyer or looking to down size, or seeking an investment property... This home is an excellent choice! With its prime Middletown location and unbeatable price point, 151 Redden Lane represents a unique opportunity that you will not want to miss. Please schedule your showing today!! Note: The Home is completely Virtually Stagged inside & outside.
#DENC2098948

MIDDLETOWN

151 REDDEN LANE

2 Beds

2 Baths

1,275 Sq.Ft.

$339,000

MLS#: DENC2098948

**PRICE REDUCTION** Discover comfort, space, and convenience in this move in ready Colonial townhome located in the Millbranch at Greenlawn community and within the sought after Appoquinimink School District. Built in 1998 and fully updated in 2018, this well maintained home blends modern updates with a layout designed for comfortable daily living. Step inside to an open open floor plan where the living room, dining area, and kitchen flow together with ease. The spacious living room fills with natural light and creates a welcoming place to relax or gather with friends and family. Recessed lighting and ceiling fans add comfort and warmth throughout the space. The eat in kitchen features granite countertops and energy efficient appliances, including a built in range, self cleaning oven, dishwasher, and built in microwave. Just off the kitchen is a large dining area which makes everyday meals and hosting guests simple and convenient. Upstairs you will find three generously sized bedrooms, including a primary bedroom with a walk in closet. The layout offers both comfort and privacy. The home includes a full bathroom along with a convenient half bath for guests. The finished lower level adds valuable living space and includes a laundry area. This level works well as a family room, home office, recreation area, workout space, or guest area. It also has a door leading to the backyard. Step outside through the sliding glass door to a second story deck overlooking the fenced backyard. This outdoor space creates a great spot for morning coffee, evening dinners, or relaxing after a long day. The neighborhood features sidewalks and street lighting which make the community welcoming and easy to enjoy. The home also includes off street parking for two vehicles. The location places you minutes from Middletown shopping, restaurants, parks, and major commuter routes. Homes in this condition within the Appoquinimink School District draw strong interest. Schedule your showing and see the home for yourself. You will be glad you did! Some photos have been enhanced by AI.
#DENC2096608

MIDDLETOWN

25 FRANKLIN DRIVE

3 Beds

1 Baths

1,325 Sq.Ft.

$335,000

MLS#: DENC2096608

Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future finishing. This property consists of 2 tax parcels, offering added privacy, flexibility, and potential uses. The property also features a small stall barn, making it especially appealing for hobby farming, animals, or additional storage. Surrounded by trees and scenic countryside, the setting provides peaceful views and a sense of privacy while still being conveniently located near local commuter routes. Outdoor enthusiasts will appreciate the close proximity to Civil War historical sites, nearby battlefields, and the Appalachian Trail. Whether you’re looking for a primary residence, investment opportunity, or a property with room to grow, this home offers a rare combination of location, land, and opportunity.
#MDFR2078078

MIDDLETOWN

1629 DAHLGREN ROAD

3 Beds

1 Baths

1,056 Sq.Ft.

$335,000

MLS#: MDFR2078078

Rare opportunity to own approximately 14 acres of raw land in the sought-after Middletown, Delaware area. This expansive parcel is currently farmed and also used for hunting, offering a beautiful natural setting with wide open space and incredible potential. Whether you're looking for recreational land, agricultural use, a long-term investment, or exploring future possibilities, this property offers the space and flexibility to bring your vision to life. Large tracts like this are becoming increasingly difficult to find in this growing area, making this a unique opportunity for buyers seeking land with versatility and value. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses, and any potential development opportunities with the appropriate local authorities. There are wetlands on the property, which will need approval from Army Core of Engineers and DNREC to put in a lane or driveway to access the back area where you can build. IMPORTANT: The property is actively used for hunting. Do not enter the property without a confirmed appointment. Access without authorization will be considered trespassing. All showings must be scheduled in advance through the listing agent. Thank you
#DENC2098214

MIDDLETOWN

866 OLD SCHOOL HOUSE ROAD

None Beds

None Baths

14.91 acres

$330,000

MLS#: DENC2098214

Bright, spacious, and move-in ready, this beautifully maintained townhome offers an open layout filled with natural light that makes every space feel warm and welcoming. The main living area flows easily for both everyday living and entertaining, while the generous bedrooms, second-floor laundry, and 2-car garage add convenience and comfort. The unfinished basement offers room to grow, whether you need storage, a home gym, or future finished living space. Located in a desirable Middletown community, this home offers low-maintenance living without sacrificing space or style. Listing agent has an ownership interest in the property.
#PADA2056684

MIDDLETOWN

148 SAGE BOULEVARD

3 Beds

2 Baths

1,795 Sq.Ft.

$330,000

MLS#: PADA2056684

Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to major routes, this property ensures connectivity to surrounding areas while offering a sense of seclusion and privacy.
#DENC2078196

MIDDLETOWN

2691 N DUPONT PARKWAY

None Beds

None Baths

3.99 acres

$325,000

MLS#: DENC2078196

This beautifully kept 3-bedroom, 2.5-bath townhome in Woodland Hills is move-in ready and waiting for you! Inside, you'll find an open layout filled with natural light on the main floor, complete with stainless steel appliances (high end refrigerator stays) and a convenient second-floor laundry area. Washer and Dryer already installed. Other great features include: walk-out basement with plenty of potential to finish for extra living space, deck overlooking private woods, attached 2 car garage with another 2 car driveway, no homes or neighbors directly behind you. Location is super convenient—close to Route 283, shopping, dining, Hershey, Harrisburg, and Penn State Harrisburg. You're also just a short 3 minute walk to the Middletown Swim Club. The current owner has barely lived here, so the home feels almost new. Economical gas heat to help keep utility bills low. Don't miss out—schedule your showing today!
#PADA2056216

MIDDLETOWN

158 SAGE BOULEVARD

3 Beds

2 Baths

1,524 Sq.Ft.

$319,000

MLS#: PADA2056216

OPEN HOUSE SUNDAY MARCH 1 1-3 pm Host Sue Kleinfelter Middletown Area Schools 4 bedroom 2 -1/2 bath Single Detached 1 Family Home. Come see this entertainers delight in Middletown off Street Parking level yard for picnics brand new interior move in ready over 1900 ft.². Open floor plan with tile, shower and backsplash granite countertops, new cabinetry time to throw a party! just in time for Spring! Royalton Boro you own the land not land lease seller says sell bring offers.
#PADA2056298

MIDDLETOWN

416 PENN STREET

4 Beds

2 Baths

1,968 Sq.Ft.

$309,900

MLS#: PADA2056298

OFFER DEADLINE: TUESDAY 3/24/2026 @ 2PM EST. Priced to sell! Located in the highly desirable Appoquinimink School District, this beautiful ranch-style home offers comfort, style, and convenience. Filled with natural light, the home features a well-appointed kitchen with stainless steel appliances and granite countertops. The finished lower level provides additional living space - perfect for a media room, home gym, or guest suite. Ideally situated in a prime Middletown location just off Main Street, you’ll enjoy easy access to shopping, local attractions, and Route 1, making commuting a breeze.
#DENC2099034

MIDDLETOWN

3 REDDING CIRCLE

3 Beds

1 Baths

1,725 Sq.Ft.

$280,000

MLS#: DENC2099034

"Investers Alert" - This property has been damaged by fire and needs entire Interior renovation including HVAC, Electrical, Drywall, Fixtures, Etc. Priced Accordingly. Buyer has approved plan for extension details can be provided upon request.This home is ready for whole renovation ,buyer can design and upgrade according to their desire.Property contains a direct access garage, enjoy outdoor gatherings on the beautifully landscaped lot with a private backyard—perfect for summer barbecues or peaceful evenings. Located minutes from Route 1, shopping centers, restaurants, and parks, this home combines suburban tranquility with convenient access to everything Middletown has to offer. Seller will accept higher and best offer (if acceptable to seller) as this conditions CASH offers only, no inspections or contigency. Don’t miss this chance to invest in one of Delaware’s most desirable markets!
#DENC2090554

MIDDLETOWN

945 LANSDOWNE ROAD

3 Beds

2 Baths

1,650 Sq.Ft.

$269,900

MLS#: DENC2090554

*Seller is willing to hold Seller Financing up to 5% down with a 6.5% interest with reasonable offer.* Fantastic opportunity to build your dream home on 3.8 acres of land in Great Oak Farms. Centrally located close to shopping, dining, Rt 1 and in an already established neighborhood. Note: public utilities may be available to the property, but it is up to the buyers to confirm with due diligence. **Property has State/National wetlands going through through the parcel**
#DENC2087962

MIDDLETOWN

17 WHITE OAK DRIVE

None Beds

None Baths

3.82 acres

$269,000

MLS#: DENC2087962

Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential. Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future expansion. Inside, you'll find original details that speak to the home's heritage, creating a warm and inviting atmosphere that’s ready to be reimagined. Whether you're looking to bring new life to a classic property or create your dream home in a sought-after location, this residence offers the perfect canvas. Attic is fully floored for extra storage, basement is unfinished & is another great storage space. With its unbeatable location in a charming community close to schools, shops, and parks, this is an opportunity you don’t want to miss.
#MDFR2069270

MIDDLETOWN

417 W MAIN STREET

3 Beds

1 Baths

1,392 Sq.Ft.

$254,000

MLS#: MDFR2069270

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Buyers resources
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Getting a Mortgage To Buy a Home
Home Hazards Awareness
Key Items For Home Inspection
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Sellers resources
8 reasons to work with a realtor
Calculating Capital Gains
Checklist for Better Showing
Cleaning Home For Sale
Improving Odds Of an Offer
Preparing Home for photoshoot
Selling Your Home for More $$

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