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
106
# of Listings
3
Avg # of Bedrooms
$335
Avg. $ / Sq.Ft.
$553,986
Med. List Price

Browse MIDDLETOWN Real Estate Listings

106 Properties Found. Page 4 of 8.

* $5,000 Builder Incentive offered on all homes! Call for details. *

NOW UNDER CONSTRUCTION! There are so many things to like about this three bedroom, two bath, raised rancher plan. Enjoy the openness of the main living area as your family and guests gather around the action. The kitchen includes a 5′ island, granite countertops and pantry cabinet. The primary bedroom features a private bath and walk-in closet. Bedrooms 2 and 3 are just steps from the hall bath and laundry. The lower level has a large, unfinished area in addition to the two car garage and a finished flex room. Who doesn’t enjoy relaxing on a front porch or the back patio? Enjoy the view as you watch the changing seasons from this hilltop location.
This home will be completed and ready for an early February settlement.
#PADA2051442

MIDDLETOWN

168 MAGNOLIA DRIVE

3 Beds

2 Baths

1,806 Sq.Ft.

$436,825

MLS#: PADA2051442

Stunning End-Unit Townhouse Backing to Golf Course – A Rare Find!  Welcome to this beautifully maintained end-unit townhouse, perfectly situated on a gorgeous lot backing to the golf course. Offering peaceful views, exceptional privacy, and wonderful natural light throughout, this home is a true standout.  Step inside to discover thoughtful upgrades and modern comforts, including:  New hot water heater (2022), Brand-new HVAC system—furnace and AC (2024), New garbage disposal (2025), Upgraded hardwood flooring on the upstairs hall and stairs (2021). The main level features an inviting layout ideal for both everyday living and entertaining. Upstairs, the upgraded hardwoods lead you to spacious bedrooms and well-maintained baths. The outdoor space is a highlight, with beautiful views that make morning coffee or evening relaxation feel extra special. Additional highlights include the convenience of assigned parking, walking distance to multiple restaurants such as Fratelli’s, Black Hog, Cinco De Mayo, Dunkin’ donuts and Starbucks, close to Middletown’s charming shops and commuter routes for easy access to Frederick and beyond.  With its premium location, recent improvements, and charming curb appeal, this home truly offers the perfect blend of comfort and convenience. Don’t miss the opportunity to make it yours!
#MDFR2073948

MIDDLETOWN

600 STONE SPRINGS LANE

3 Beds

2 Baths

2,640 Sq.Ft.

$425,000

MLS#: MDFR2073948

Nestled in the charming Middletown community, this delightful split foyer home offers a perfect blend of comfort and convenience. Located on a corner lot, there is ample space for guest parking and outdoor activities. The exterior of the home has been updated with beautiful new siding, gutters and downspouts in 2019. The well-maintained interior boasts 1,396 sq. ft. of living space, featuring three cozy bedrooms and a full bath. This home includes a spacious basement that contains 2 additional rooms for your convenience, a half bath and private office space. Enjoy evenings by the fireplace or host gatherings on the inviting patio overlooking a spacious 0.4-acre lot, complete with a personal above-ground pool and a play area for outdoor fun. The neighborhood is known for its friendly atmosphere and proximity to local parks, providing many opportunities for recreation and relaxation. With easy access to essential amenities and a welcoming spirit, this home is not just a place to live, but a place to thrive. Experience the warmth of Middletown and make this lovely residence your own!
#MDFR2073592

MIDDLETOWN

7129 LIMESTONE LANE

4 Beds

1 Baths

1,396 Sq.Ft.

$420,000

MLS#: MDFR2073592

New on site 1 day ago
Welcome to 8317 Hollow Road, a charming 5-bedroom home set on 1.15 acres in beautiful Middletown!  With sweeping views from the large front porch and a peaceful setting, this property offers the perfect blend of comfort, space, and rural tranquility, all just minutes from all the conveniences of Frederick!
Inside, the main level features a bright and spacious living room, a dedicated dining room, and an open kitchen with direct access to the backyard, making it ideal for everyday living and entertaining. A rare main-level bedroom and newly renovated full bath provide flexibility for guests, multi-generational living, or a home office. The kitchen also includes a large walk-in pantry that offers outstanding storage.Upstairs, you’ll find four additional bedrooms and a second full bathroom, giving everyone room to spread out. The lower level provides abundant storage space, as well as the laundry room.
Outside, enjoy 1.15 acres of open space; perfect for gardening, play, pets, or anything else you might need (there is no HOA!). Whether you’re relaxing on the front porch at sunset or hosting gatherings in the backyard, this home offers the perfect space! Spacious, inviting, and ideally located—8317 Hollow Road is ready to welcome you home.
#MDFR2074328

MIDDLETOWN

8317 HOLLOW ROAD

5 Beds

2 Baths

2,520 Sq.Ft.

$405,000

MLS#: MDFR2074328

Investor Alert! High Cash Flow + Strong ROI - Welcome to 219 South Union Street in Middletown - a fully improved mixed-use, multi-unit property offering impressive income and strong long-term upside! Featuring 1 commercial unit and 3 residential apartments, all separately metered and recently updated, this is a turn-key investment opportunity in a desirable downtown location. Income Breakdown:
Commercial Unit: $1,195/mo, 1BR/1BA Apartment: $1,070/mo (currently leased month to month - higher market rent potential), (2) 2BR/1BA Apartments: $1,495/mo each. - Total Monthly Gross Rent: $5,255
Annual Gross Income: $63,060 WOW!! CAP Rate of 11.56%, and Cash on Cash Return of 19.91%, 5-Year Investment Rate of Return (5% Appreciation) - 31.72%!! MASSIVE Depreciation Benefit!!
This property combines commercial stability with residential demand and future appreciation off the charts. Tenants pay their own electric, minimizing owner expenses. The building features high ceilings, exposed brick, ornate details, and private rear balconies for each apartment. Don’t miss this rare, high-yield investment opportunity in thriving downtown Middletown!
#PADA2049614

MIDDLETOWN

219 S UNION STREET

None Beds

None Baths

3,186 Sq.Ft.

$399,000

MLS#: PADA2049614

Investor Alert! High Cash Flow + Strong ROI - Welcome to 219 South Union Street in Middletown - a fully improved mixed-use, multi-unit property offering impressive income and strong long-term upside! Featuring 1 commercial unit and 3 residential apartments, all separately metered and recently updated, this is a turn-key investment opportunity in a desirable downtown location. Income Breakdown:
Commercial Unit: $1,195/mo, 1BR/1BA Apartment: $1,070/mo (currently leased month to month - higher market rent potential), (2) 2BR/1BA Apartments: $1,495/mo each. - Total Monthly Gross Rent: $5,255
Annual Gross Income: $63,060 WOW!! CAP Rate of 11.56%, and Cash on Cash Return of 19.91%, 5-Year Investment Rate of Return (5% Appreciation) - 31.72%!! MASSIVE Depreciation Benefit!!
This property combines commercial stability with residential demand and future appreciation off the charts. Tenants pay their own electric, minimizing owner expenses. The building features high ceilings, exposed brick, ornate details, and private rear balconies for each apartment. Don’t miss this rare, high-yield investment opportunity in thriving downtown Middletown!
#PADA2048820

MIDDLETOWN

219 S UNION STREET

5 Beds

None Baths

4,086 Sq.Ft.

$399,000

MLS#: PADA2048820

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

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

** $5,000 Builder Incentive offered on this home! Call for details. **
READY NOW ! 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.
- All taxes are estimated as this is new construction and has not been assessed.
#PADA2046564

MIDDLETOWN

115 MOGNOLIA DRIVE

3 Beds

2 Baths

1,895 Sq.Ft.

$375,814

MLS#: PADA2046564

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

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.

$370,000

MLS#: VAFV2036210

Welcome home to Third St!!! The sellers are motivated and the home is simply waiting for you!!! 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.

$365,000

MLS#: VAFV2037320

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

$339,000

MLS#: MDFR2061288

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.

$334,000

MLS#: VAFV2037714

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

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