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

13 Properties Found. Page 1 of 1.

** $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

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

***Professional photos 3/25/26*** Beautifully renovated and thoughtfully updated, this charming 3-bedroom, 2 full bathroom farmhouse at 1602 N Union Street blends classic character with modern comfort. Renovated from top to bottom just over a year ago, this home is truly move-in ready with high-quality finishes throughout. Step inside from the convenient off-street parking into a bright and inviting sunroom/dining area, perfect for everyday living or entertaining. This space flows seamlessly into the stunning kitchen, featuring rich hardwood soft-close cabinetry, sleek granite countertops, and a clean, modern design. Just beyond the kitchen, you’ll find a second sunroom filled with natural light ideal as a home office, reading nook, or study along with the added convenience of first-floor laundry. The main level also offers a spacious and comfortable living room, as well as a beautifully remodeled full bathroom. Durable and stylish Luxury Vinyl Plank flooring runs throughout the entire first floor, tying the space together with a warm, cohesive feel. Upstairs, you’ll find three generously sized bedrooms with plush carpeting, along with a second fully remodeled full bathroom designed with modern finishes and functionality in mind. The exterior has been extensively updated, featuring a durable new metal roof, new windows, new gutters, and fresh siding on both the home and detached garage offering peace of mind for years to come. Enjoy the added benefit of a fenced-in yard, perfect for outdoor gatherings, pets, or relaxing in your own private space. A rare opportunity to own a fully renovated home with character, space, and upgrades already complete.
#PADA2057798

MIDDLETOWN

1602 N UNION STREET

3 Beds

2 Baths

1,788 Sq.Ft.

$350,000

MLS#: PADA2057798

New on site 1 day ago
None
#PADA2057578

MIDDLETOWN

552 N SPRING STREET

3 Beds

3 Baths

2,133 Sq.Ft.

$349,999

MLS#: PADA2057578

Motivated seller offering seller credit, providing flexibility for buyers to help with closing costs or interest rate buy-downs. Even better, this home qualifies for the USDA 0% down financing program, making homeownership more accessible than ever. Welcome to 1500 Rosedale Ave, where thoughtful design meets modern living. Luxury vinyl plank flooring flows throughout the main level and finished basement. The updated kitchen features granite countertops and stainless steel appliances, perfect for everyday living and entertaining. A refreshed powder room adds a clean, modern touch. Upstairs, you’ll find brand new carpeting and beautifully finished bathrooms with ceramic tile. The primary suite now includes a private full bath, offering a true retreat. Enjoy the outdoors on your brand new deck overlooking a fully fenced yard ideal for relaxing or entertaining.
#PADA2056698

MIDDLETOWN

1500 ROSEDALE AVENUE

3 Beds

2 Baths

2,004 Sq.Ft.

$349,900

MLS#: PADA2056698

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

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

properties found. properties found. Page of .

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