Middletown Homes for Sale

Welcome to Middletown, Maryland—a charming town nestled in the heart of Frederick County. Known for its picturesque landscapes and rich history, Middletown offers a tranquil escape while being conveniently close to urban amenities. With the stunning backdrop of the Blue Ridge Mountains, this vibrant community is perfect for outdoor enthusiasts and families alike, featuring numerous parks, hiking trails, and recreational activities.

Middletown boasts a strong sense of community, with local events and festivals that foster connections among residents. The historic downtown area is lined with quaint shops, delightful eateries, and friendly faces, making it a lovely spot for leisurely strolls. The town is also home to excellent schools, ensuring that families have access to quality education.

For those considering a move to this idyllic location, there are a variety of homes for sale that cater to diverse tastes and lifestyles. From charming historic properties that exude character to modern new builds equipped with contemporary amenities, Middletown’s real estate market has something for everyone. Whether you're looking for a cozy single-family home or a spacious property with ample outdoor space, you’ll find a range of options to suit your needs.

Living in Middletown means embracing a peaceful lifestyle while still enjoying easy access to nearby Frederick city and major highways. If you're searching for a place that combines small-town charm with a welcoming community, look no further than Middletown, Maryland. Discover your dream home today and become part of this vibrant town!

Newest Middletown Homes for Sale

400 W Green St, Middletown $375,000

Nestled in the charming community of Middletown, this delightful bungalow offers a perfect blend of comfort and convenience. Built in 1945, this home exudes character wit...

3 Beds
2 Baths

Courtesy of Keller Williams Realty Centre

Listing courtesy of Keller Williams Realty Centre. Contact:

7 Eastern Cir, Middletown $515,000

A little bit of country feel, a lot of usable space, and a location that is increasingly hard to find. Tucked at the end of a cul-de-sac on more than half an acre, this c...

4 Beds
3 Baths

Courtesy of Compass

Listing courtesy of Compass. Contact: (240) 335-7355

1 Wagon Shed Ln, Middletown $1,235,000

Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-aft...

5 Beds
6 Baths

Courtesy of Northrop Realty

Listing courtesy of Northrop Realty. Contact: (240) 680-1515

301 Cone Branch Dr, Middletown $665,000

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwo...

4 Beds
4 Baths

Courtesy of Samson Properties

Listing courtesy of Samson Properties. Contact: 2406308689

19 E Main St, Middletown $1,050,000

Carefully reimagined between 2018 and 2021 with over $1.5M in updates, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Midd...

4 Beds
4 Baths

Courtesy of RE/MAX Results

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

4492 Jade Ct, Middletown $539,900

Welcome to 4492 Jade Court, where a complete interior and exterior renovation meets an exceptional private backyard retreat. Situated on a generous .55-acre lot, this tru...

4 Beds
3 Baths

Courtesy of Coldwell Banker Realty

Listing courtesy of Coldwell Banker Realty. Contact: (717) 757-2717

7008 Mountain Church Rd, Middletown image

7008 Mountain Church Rd, Middletown $335,000

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two...

2 Beds
2 Baths

Courtesy of LPT Realty, LLC

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

319 S Church St, Middletown $399,000

OPEN HOUSE SATURDAY 8/29 11AM-1PM Welcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic charact...

3 Beds
2 Baths

Courtesy of Corner House Realty

Listing courtesy of Corner House Realty. Contact: (443) 499-3839

411 Glenbrook Dr, Middletown $799,900 ▼

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, b...

4 Beds
4 Baths

Courtesy of Real Estate Teams, LLC

Listing courtesy of Real Estate Teams, LLC. Contact: 3016953020

6838 Mountain Church Rd, Middletown image

6838 Mountain Church Rd, Middletown $584,900 ▼

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, ...

3 Beds
3 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3016441086

7453 Heritage Oak Ter, Middletown $1,349,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local ...

4 Beds
4 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010

3150 Bidle Rd, Middletown $1,719,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local buil...

5 Beds
8 Baths

Courtesy of Long & Foster Real Estate, Inc.

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010