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

105 Properties Found. Page 4 of 7.

This 2021-built home is situated on a corner lot with views of I-81. The property features a 20 ft by 10 ft rear deck for outdoor enjoyment. Interior upgrades include luxury vinyl plank flooring in the kitchen, dining area, and all bathrooms, plus white premium kitchen cabinetry. Six ceiling fans with lights are installed throughout (all bedrooms and living room). The home features an open-concept design connecting the family room, kitchen, and dining area. It includes 4 spacious bedrooms, each with walk-in closets, and a versatile bonus room suitable for various uses including a bedroom or office. The home has 2.5 bathrooms, a full unfinished basement, and an attached two-car garage. Located near downtown shopping and restaurants, the property is positioned at the junction of I-66 and I-81, approximately one hour from Washington, D.C. via I-66. The home is in excellent condition and offers convenient access to local amenities while providing a peaceful residential setting.
#VAFV2037012

MIDDLETOWN

163 EMMET STREET

4 Beds

2 Baths

2,726 Sq.Ft.

$440,000

MLS#: VAFV2037012

Middletown-3 Bedroom, 2 Bath all Brick Rancher with oversized 2 Car Garage.  Newer HVAC Unit, Windows and Roof.  1/2 acre level lot backs to open fields with mountain views.  Large Shed has electric and new roof.  Close to commuter RTS and Shopping.  Blue Ribbon Middletown Schools!
#MDFR2070800

MIDDLETOWN

4509 VALLEY VIEW ROAD

3 Beds

2 Baths

2,352 Sq.Ft.

$439,900

MLS#: MDFR2070800

Motivated SELLER! Price Improvement! Schedule your showing today! 

LOCATION, LOCATION, LOCATION! Schedule Your Showing today!!!

Welcome home to this charming 4-bedroom colonial, situated on a cul-de-sac in a highly desirable Middletown neighborhood, known for its Blue Ribbon schools and friendly, welcoming community!

Step inside and feel immediately at home. This beautiful property features recent updates, spacious bedrooms, and bright, sun-filled rooms that create a warm and inviting atmosphere. Wake up to stunning mountain sunrises, enjoy family meals in the cozy eat-in kitchen, and unwind or host guests on the spacious corner lot, which has been fully fenced with a 6-foot vinyl privacy fence — ideal for backyard BBQs, pets, gardening, and playtime!

Downstairs, you’ll find a large recreation area with walk-out access to the backyard. Currently used as a fifth bedroom, this flexible space is ready for your home office, gym, game room, or media lounge.

With a new water heater, updated bathrooms, and plenty of potential to personalize, this home is move-in ready and full of possibilities.
#MDFR2070438

MIDDLETOWN

7109 EMERALD COURT

4 Beds

1 Baths

2,128 Sq.Ft.

$429,900

MLS#: MDFR2070438

Enjoy single level living in this ranch plan Three bedrooms and 2 full baths. The Master Suite has a large walk-in closet and a private bath. Laundry is situation near the master suite offering ultimate convenience. Large kitchen island, fireplace, deck off the great room and an unfinished basement with a 3-piece plumbing rough-in for future bathroom. This beautiful home is a must see! Call today to schedule your tour of our Onyx ranch style plan.
#VAFV2034546

MIDDLETOWN

104 MIDSUMMER LANE

3 Beds

2 Baths

1,610 Sq.Ft.

$424,999

MLS#: VAFV2034546

Gorgeous wooded 14 acre lot with a charming creek in the back.  The elevation allows a walk out lower level. Very close to the Middletown business district but far enough away for a country feel.  Your neighbors here will be million dollar homes with mountain views.  Rare & beautiful lot!
#MDFR2071406

MIDDLETOWN

8541 PETE WILES ROAD

None Beds

None Baths

14.27 acres

$399,999

MLS#: MDFR2071406

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

CHARMING RANCHER IN MIDDLETOWN, MD! Welcome home to this delightful 3-bedroom, 1.5-bath rancher in an excellent location. This well-maintained home features a cozy living room with fireplace, a kitchen, and a full basement with fireplace providing ample space for storage, hobbies, or future expansion. Hardwood floors extend through nearly the entire home! Enjoy the convenience of a paved driveway and an attached 2-car garage, perfect for parking and additional workspace. The spacious backyard offers plenty of room for outdoor entertaining, gardening, or simply relaxing. Located close to local schools, parks, and commuter routes, this home combines small-town charm with everyday practicality. Don’t miss your opportunity to make this charming rancher your new home! This property will be offered at auction on Friday, November 14, 2025, at 3:00 PM. The List price in no way represents a minimum, starting, or acceptable bid.
#MDFR2072534

MIDDLETOWN

10 LINDEN BOULEVARD

3 Beds

1 Baths

2,408 Sq.Ft.

$394,000

MLS#: MDFR2072534

Calling all savvy investors! Check out this fabulous Duplex in Middletown’s hot spot: two side-by-side Townhomes packed with potential, 2 exceptional Traditional Townhomes offering a rare blend of size, location, and income potential. Each unit features 4 bedrooms, 1 bath, and a generous 2,468 sq ft of living space, and additional lower level 840 sq ft space.  Located in a highly desirable area, unit 121 is currently being rented for $1,500/month plus utilities, while unit 123 is rented at $1,600/month plus utilities. Recent updates include new carpet, upgraded water feed pipes, and a new water heater.  The property offers electric baseboard heating, rear utility closets, 2 side porches, front porch, and a fenced backyard. With a 2025 appraisal of $439,000 and sold As-Is, this is a top-tier income-producing investment property for any portfolio. Don’t miss this opportunity in a prime location!
#PADA2045062

MIDDLETOWN

121-123 KEYSTONE AVENUE

None Beds

None Baths

2,968 Sq.Ft.

$379,900

MLS#: PADA2045062

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

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