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
238
# of Listings
3
Avg # of Bedrooms
$278
Avg. $ / Sq.Ft.
$647,876
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

16 Properties Found. Page 1 of 2.

Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no sign on the property, please call LA to set up showing. This lot and the one next to it are the "cream of the crop" and will be gone before Spring build! Hurry today to inspect.
#MDFR2075328

MIDDLETOWN

9702 MOUNT TABOR - LOT 11 ROAD

None Beds

None Baths

10.26 acres

$450,000

MLS#: MDFR2075328

OPEN HOUSE SUNDAY 4/12 - 12:00-2:00! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl plank flooring, creating a warm and durable living environment. The home is equipped for year-round comfort with a 2016 forced air heat pump, baseboard backup oil heat, and a cozy wood stove—giving you multiple climate control options to suit your needs. Step outside and enjoy the peaceful setting from the screened-in front porch, or entertain in the spacious backyard featuring a patio and storage shed. The oversized 732 sq ft detached garage easily accommodates a vehicle with additional room for storage or a workshop, while the large driveway offers ample parking for guests. RECENT UPDATES: include a 2020 tin roof on both the main house and garage, a 2022 water heater, plus a UV filtration system and water softener for added peace of mind. Appliances have been updated between 2025–2026, making this home move-in ready, budget-friendly to get into Middletown! Located in the desirable Middletown school district, this property offers the best of both worlds—quiet country living with easy access to commuter routes and all the conveniences of nearby town amenities. Don’t miss your opportunity to enjoy space, versatility, and comfort in a beautiful Frederick County setting.
#MDFR2078968

MIDDLETOWN

9233 BALTIMORE NATIONAL PIKE

3 Beds

2 Baths

2,117 Sq.Ft.

$449,000

MLS#: MDFR2078968

** $10,000 Builder Incentive offered on all homes!; thru 4/30/26. ** UNDER CONSTRUCTION! This Swift model is a 3 BD, 2.5 BA, semi-detached home. Come discover the value that is packed into this 1,980 sq. ft. home. Nine foot first floor walls enhance the spacious feeling of this open floor plan. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. The luxury vinyl plank flooring flows throughout the main living area. The first floor study is the perfect space for a home office or den. The owner’s suite is sure to please with large walk-in closet and private bath. 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. This home is situated on a perimeter homesite that borders woodland so you will continually be delighted with the wonders of the natural beauty around you. Total taxes are estimated.
#PADA2057886

MIDDLETOWN

251 SAGE BOULEVARD

3 Beds

2 Baths

1,980 Sq.Ft.

$434,976

MLS#: PADA2057886

** $10,000 Builder Incentive offered on all homes!; thru 4/30/26. ** UNDER CONSTRUCTION! This Swift model is a 3 BD, 2.5 BA, right-side unit, semi-detached home. Come discover the value that is packed into this 1,980 sq. ft. home. Nine foot first floor walls enhance the spacious feeling of this open floor plan. A self-cleaning electric range, granite counters and soft-close cabinet doors/drawers are featured in this kitchen. The first floor study is the perfect space for a home office or den. The owner’s suite is sure to please with large walk-in closet and private bath. 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. This home is situated on a perimeter homesite that borders woodland so you will continually be delighted with the wonders of the natural beauty around you. Total taxes are estimated.
#PADA2057890

MIDDLETOWN

253 SAGE BOULEVARD

3 Beds

2 Baths

1,980 Sq.Ft.

$434,267

MLS#: PADA2057890

Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in Middletown, this turn-of-the-century brick home sits on almost four acres along Maryland’s historic Old National Pike. The property offers substantial upside for buyers prepared to take on a full-scale renovation, with large interior spaces, classic brick construction, a metal roof, and mature surrounding acreage. The home, built circa the turn of the last century, is listed strictly "as-is" and is currently not move-in ready. It offers a durable metal roof and generous interior space, but it needs a comprehensive overhaul. The Land & Outbuilding is nearly four acres, feature mature acreage and include a spacious outbuilding/barn structure with existing electric service. This asset can be used as a workshop, studio, storage, or for conversion. Historic Significance: This is a true piece of local history, positioned directly on Maryland’s original National Pike Road. This home is for the buyer dedicated to preservation; it provides the opportunity to bring a landmark property back to its former glory. Conservation Easement: The Maryland Environmental Trust (MET) Conservation Easement covers the property. This is an optimal acquisition for an experienced house flipper or investor looking for a major value-add project with significant potential ROI after full restoration. Ideal for buyers who value privacy, history, and the potential to make this property their own.
#MDFR2073722

MIDDLETOWN

1936 OLD NATIONAL PIKE

4 Beds

2 Baths

2,824 Sq.Ft.

$429,000

MLS#: MDFR2073722

Attention developers... this 8 acres is currently being subdivided into 3 buildable lots. All 3 lots currently have passing perc tests. 1.19 acres, which you can see in the first photo of the cornfield. The other 2 lots are tucked in the woods with a private setting and are 3.29 acres, and 3.63 acres. All dry utilities are available out in the street. Another option for someone looking to build their dream home is to keep the last 2 larger lots (almost 7 acres combined) to build on, then sell the 1.19 acre separately. The remaining acreage kept to build on is right off the private road coming from Oberlin Rd., (see 2nd photo). Beautiful country setting, but close to shopping and restaurants.
#PADA2046770

MIDDLETOWN

675 OBERLIN ROAD

None Beds

None Baths

8.0 acres

$395,000

MLS#: PADA2046770

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 4/30/26* This Pheasant model is a 3 BD, 2.5 BA, 1,895 sq. foot, end unit townhome. With its nine foot ceilings and open foyer, well-lit, spacious and open first floor, this home exudes elegance. Included in this kitchen is an island, granite countertops, stainless steel appliances, recessed lighting, an adjacent pantry and many more features. You will feel right at home in the owner’s suite with its large spaces and lots of natural light. The owner’s bath and walk-in closet are exceptionally spacious. Also on the second floor are a loft, bedrooms two and three, a family bath and the laundry room, which is just steps from all bedrooms and bathrooms. This home features a full lower level, a 10'x12' concrete patio, and a 2 car garage. A side porch affords additional outdoor living space. - Interior photos are of a similar home. - All taxes are estimated as this is new construction and has not been assessed.
#PADA2051536

MIDDLETOWN

134 MAGNOLIA DRIVE

3 Beds

2 Baths

1,895 Sq.Ft.

$392,581

MLS#: PADA2051536

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 4/30/26* This Swallow model is a 3 BD, 2.5 BA, 1,798 sq. feet, center-unit townhome. With its nine foot ceilings and lots of natural light, this home feels comfortably spacious. Included in this kitchen is an island, granite counters, stainless steel appliances, recessed lighting, an adjacent pantry and many more features. You will feel right at home in the owner’s suite with its ample space and lots of natural light which also features a private bath and walk-in closet. Also on the second floor are bedrooms two and three, a family bath and the laundry room, which is just steps from all bedrooms and bathrooms. This home has a full, unfinished, walkout lower level and a 2 car garage. A composite deck, as well as the patio below, affords additional outdoor living space. Interior selections may still be available. All taxes are estimated since this is new construction and has not yet been assessed. Interior photos are of a similar home.
#PADA2051546

MIDDLETOWN

132 MAGNOLIA DRIVE

3 Beds

2 Baths

1,798 Sq.Ft.

$360,581

MLS#: PADA2051546

UNDER CONSTRUCTION. *$10,000 builder incentive; thru 4/30/26* 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.
#PADA2051548

MIDDLETOWN

128 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$339,375

MLS#: PADA2051548

*$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

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

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

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

New on site 3 days ago
Great 2 unit investment property in Middletown Borough. Large 4 bedroom unit with a fenced in rear yard, and a 2 bedroom unit with yard and off street parking space. Both units feature front and rear porches, along with economical gas forced air heat, laundry hookups, and separate utilities. Live in one side and rent the other, or add both to your portfolio. 4 bedroom is currently occupied with a long term tenant who pays all their own utilities. Conveniently located near Harrisburg airport, Amtrack station, bus stop, restaurants, grocery stores, parks and more. Some Photos are from last vacancy- similar conditions.
#PADA2058734

MIDDLETOWN

340-344 S LAWRENCE STREET

2 Beds

None Baths

2,592 Sq.Ft.

$265,000

MLS#: PADA2058734

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