One of the most popular communities provided by {{page_data.agentName}}

MIDDLETOWN

One of the most popular communities provided by Charis Realty

MIDDLETOWN

About MIDDLETOWN

Middletown, MD Real Estate: Your Ultimate Guide

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 Middletown, MD real estate 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
105
# of Listings
3
Avg # of Bedrooms
$314
Avg. $ / Sq.Ft.
$572,106
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

30 Properties Found. Page 2 of 2.

UNDER CONSTRUCTION! 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 selectins may still be available. - Home to be completed by mid-December. - All taxes are estimated as this is new construction and has not been assessed. - Interior photos are from a similar home.
#PADA2046564

MIDDLETOWN

115 MOGNOLIA DRIVE

3 Beds

2 Baths

1,895 Sq.Ft.

$375,814

MLS#: PADA2046564

This recently updated three-bedroom, two-bath home is available in the charming town of Middletown, VA. Conveniently located near Main Street, you will quickly appreciate the vibrant community, which features locally owned restaurants, shops, and various community events. The home boasts modern finishes and is filled with an abundance of natural light. The semi-open concept kitchen and living area provide ample space for cooking, dining, and entertaining. Outside, you'll find a garage for additional storage and a spacious backyard perfect for outdoor gatherings.
#VAFV2036210

MIDDLETOWN

2432 LAUREL LANE

3 Beds

2 Baths

1,104 Sq.Ft.

$375,000

MLS#: VAFV2036210

Welcome home to Third St!!! This lovely and well maintained split foyer is on one acre of unrestricted property and also boasts quite a number of upgrades! There is lots of space for entertaining, particularly outside with a fairly level landscape, and in the home there are ample rooms to work with. This home has lots of opportunity for a number of uses; office spaces, guest rooms, hobby rooms... the possibliities are endless! With so many upgrades there's little to do with finishing touches, making the home truly yours, as the seller have installed a new countertop and backsplash (2025), new floors in the kitchen, living room, lower level bedrooms (2025, and 2023 respectively), new wall paint throughout the home (2025), newly painted stairs (2025), new front porch and railings (2025), new dishwasher (2025), new fridge (2023), new stover (2021), new condenser unit (2024) and more! Make your appointment today!
#VAFV2037320

MIDDLETOWN

2425 THIRD STREET

4 Beds

2 Baths

1,688 Sq.Ft.

$375,000

MLS#: VAFV2037320

Middletown Ice & Coal building located in Middletown borough across from police station next to M&H Rail yard with 8,400 square feet of garage, storage and office space that is zoned M-1 Manufacturing. Two parcels with a total of .484 acres, accessible from both Race Street and Daisy Avenue. One story masonry building with mezzanine that consists of 862 sq. ft. office, 3,839 sq. ft. storage area and 3,702 sq.ft. garage with 16' ceilings. Loading dock, weighing station, yard with bins for coal, sand or stone and an equipment shed for parking equipment. Located close to I-283, I-83 and the PA Turnpike. Off street parking for approximately 10 vehicles and more depending on how the yard is utilized. Supper affordable!
#PADA2050910

MIDDLETOWN

15 S RACE STREET

None Beds

None Baths

N/A

$375,000

MLS#: PADA2050910

Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.
#MDFR2061288

MIDDLETOWN

8511 ROSEBUD COURT

None Beds

None Baths

8.2 acres

$349,000

MLS#: MDFR2061288

4 bedroom 2 1/2 bath 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 the holidays! Royalton Boro you own the land not land lease seller says sell bring offers.
#PADA2050404

MIDDLETOWN

416 PENN STREET

4 Beds

2 Baths

1,968 Sq.Ft.

$347,000

MLS#: PADA2050404

Don’t miss this beautifully maintained MOVE IN READY 3-bedroom, 2.5-bath townhome in the desirable Woodland Hills community of Middletown. Built in 2021, this bright, modern home offers an open layout with a spacious living area, stylish kitchen with stainless steel appliances, and convenient second-floor laundry. Enjoy a walk-out basement ready to finish for extra space, a private balcony, and an attached garage for easy parking. The community features quiet streets, quick access to Rt. 283, and proximity to shopping, dining, and Penn State Harrisburg. Schedule your showing today!
#PADA2048552

MIDDLETOWN

158 SAGE BOULEVARD

3 Beds

2 Baths

2,090 Sq.Ft.

$339,900

MLS#: PADA2048552

Beautiful three-level townhome in the Enfield Knolls community of charming Middletown, VA. The open floor plan is filled with natural light and features a modern kitchen with stainless steel appliances and a moveable island that conveys. Enjoy durable luxury vinyl plank flooring, a composite deck for outdoor relaxation, and the convenience of bedroom-level laundry. With 3 bedrooms, 2.5 baths, and a walk-out basement offering great storage space and access to the backyard, this home has it all. Ideally located near commuter routes to both I-66 and I-81, and with trash collection handled by the Town of Middletown, this is easy living in a great location.
#VAFV2037714

MIDDLETOWN

119 KENSINGTON CIRCLE

3 Beds

2 Baths

1,887 Sq.Ft.

$337,000

MLS#: VAFV2037714

Welcome to this well-built brick Cape Cod, offering 1,500 square feet of thoughtfully designed living space on two deeded lots totaling 1.32 acres. This unique property combines classic craftsmanship with modern updates and a host of desirable amenities, making it a rare find. Step inside to discover a spacious remodeled kitchen, perfect for everyday cooking or entertaining. The warm hardwood floors flow through the home, adding timeless character. The first floor features a generously sized primary suite with an oversized bathroom, complete with a jetted soaking tub and separate walk-in shower. A second bedroom on the main level has been converted into a convenient laundry room, while two additional bedrooms upstairs provide plenty of flexible space for family, guests, or a home office. A highlight of this property is the attached breezeway and oversized garage, with both front and rear access—ideal for car enthusiasts, hobbyists, or anyone who values practicality and storage. Outdoors, the opportunities are endless. A 14’ x 32’ barn-style shed currently serves as a fully equipped woodshop with electric and heat but could easily transform into the ultimate man cave, hobby studio, or entertainment space. The expansive lot offers ample room for gardening, a fire pit, or simply enjoying the natural surroundings. The wrap-around driveway adds convenience, while the open acreage creates a haven for wildlife—you’ll often spot deer and turkeys roaming the grounds. Perfectly situated, this property provides the tranquility of country living with the convenience of easy access to major highways and the Middletown School Campus. Whether you’re seeking a place to relax, entertain, or create, this home delivers the space and versatility to match your lifestyle. Don’t miss your chance to own this one-of-a-kind property where charm, comfort, and possibility come together.
#PADA2048644

MIDDLETOWN

420 OBERLIN ROAD

3 Beds

1 Baths

1,500 Sq.Ft.

$334,900

MLS#: PADA2048644

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. You will love all the storage available in the walk-in pantry. 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 full, unfinished, lower level, 10x12 patio and a 2 car garage. Interior selections may still be available. -This is new construction and has not yet been assessed so all taxes are estimated. -Interior photos are from a similar home.
#PADA2046562

MIDDLETOWN

121 MAGNOLIA DRIVE

3 Beds

2 Baths

1,539 Sq.Ft.

$323,575

MLS#: PADA2046562

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

2,088 Sq.Ft.

$299,990

MLS#: MDFR2069270

NEW IMPROVED PRICE!! If you're looking for a charming townhome nestled in the desirable Woodbridge community, this may be the one for you! This nicely, maintained end unit townhome features three bedrooms, two and a half baths, 1880 finished sq. ft., two car garage and more! Step into a welcoming entry and be met with an inviting layout of comfort, traditional style and convenience. The living room is located off the entry and is the perfect place to relax or entertain. The well appointed kitchen offers ample cabinetry, a large island with seating for four, modern stainless steel appliances, dining area and access to the back deck where you can enjoy your morning coffee and outdoors . Beautiful, luxury, vinyl plank flooring flows from the entry into the kitchen, dining and half bath areas. A convenient laundry room and half bath complete the main level. Upstairs you'll find a generously sized primary bedroom with walk in closet, en-suite bathroom complete with walk-in shower and double sink vanity. Two more bedrooms and a full hall bath with tub/shower combo offer extra retreat . The finished lower level, with access to the two car garage, adds more space and flexibility to your lifestyle needs. Whether you need an extra bedroom, office or game room, this space can accommodate. Enjoy the comfort, ease and time saved with low maintenance living with lawn and snow removal covered by HOA. Newer HVAC and hot water heater are added bonuses . Woodridge development is a prime location convenient to shopping, schools, dining , HIA and major commuter routes. Schedule your showing today and make this your new Home Sweet Home! *Professional photos to be uploaded on Oct. 23rd*
#PADA2050576

MIDDLETOWN

1236 OVERLOOK ROAD

3 Beds

2 Baths

1,880 Sq.Ft.

$299,000

MLS#: PADA2050576

Rural setting in cozy Sub Division. Situated five minutes from Elizabethtown and one and a half miles from Route 283. Thirty-five minutes from Penn Square in Lancaster City. Perfect for commuting to Harrisburg or Lancaster. Easy single floor living. Beautiful refinished hardwood floors. Fresh painted interior and trim. Mini Splits for heating and cooling. Full basement. New roof installed November of 2024. Move in ready. Current owner purchased expecting to change jobs. The situation changed so he renovated it to sell. Current owner has never occupied the home. Great home for first time homebuyers or for downsizing seniors. Sold "As Is." See Seller's Disclosure for Septic information.
#PADA2050694

MIDDLETOWN

158 GARDEN AVENUE

3 Beds

1 Baths

1,120 Sq.Ft.

$269,900

MLS#: PADA2050694

Welcome to 308 Aspen Street, Middletown!! Prepare to be impressed, this 4 bedroom cape style home offers coziness, convenience and efficiency!! Interior renovation makes this an attractive property for the buyer in search of value in the Middletown area!! Fenced back yard is ideal for pets and or children!! Location is ideal to interstates, turnpike and airport, all at an affordable price!! Make this your address today!! Hurry, priced to SELL, won't last LONG!!
#PADA2049428

MIDDLETOWN

308 ASPEN STREET

4 Beds

1 Baths

1,373 Sq.Ft.

$269,000

MLS#: PADA2049428

This is the one you’ve been waiting for. Fully renovated from top to bottom, this classic Middletown home blends modern updates with timeless charm. With a fresh exterior, updated systems, and stylish interior finishes, this home is move-in ready and offers incredible value in today’s market. Step inside to find a bright and spacious main living area with new flooring and recessed lighting, flowing directly into an open-concept kitchen featuring solid wood cabinets, ample counter space, and a convenient breakfast bar. The floor plan is flexible and functional, perfect for entertaining or everyday living. Upstairs, you’ll find comfortable bedrooms with generous closets, while the bathrooms have been fully updated with modern fixtures and finishes. The lower level includes a clean, usable basement ideal for storage, hobbies, or future finishing. Out back, enjoy a manageable yard with space to garden, grill, or relax. Whether you’re a first-time buyer looking for a turnkey property or someone relocating and wanting something refreshed and low-maintenance, this home checks all the boxes. This isn’t just a renovation. It’s a well-thought-out upgrade that’s ready for its next chapter. Schedule your private tour today!
#PADA2051144

MIDDLETOWN

16 JUNIATA STREET

3 Beds

1 Baths

1,512 Sq.Ft.

$250,000

MLS#: PADA2051144

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