MLS Listings for Sale in Middletown, MD

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ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Welcome to this stunning brick-front colonial in highly desirable Brookridge South! Beautifully maintained and thoughtfully updated, this home perfectly blends indoor comfort with exceptional outdoor living. From the moment you arrive, the home’s striking curb appeal and meticulous upkeep stand out. Step inside to an open foyer with hardwood floors and multiple living areas. A formal dining room sits just off the foyer, opening to a spacious, updated kitchen. Across the hall, a flexible formal living space was recently opened to the cozy family room—complete with a fireplace, custom built-ins, and plenty of room to relax or entertain. The eat-in kitchen overlooks the living are

$674,900

4 beds2.5 baths3,412 sq ft

205 Ivy Hill Dr, Middletown, MD 21769

0.58 acre lot • 2 garage spots • Pool

(855) 450-0442

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
This exceptional brick colonial, located on a premium lot in the prestigious Glenbrook golf course community overlooks the 15th and 16th greens and is adjacent to the 17th fairway. Offering over 6,800 square feet of meticulously crafted living space, including 5 bedrooms, 5 bathrooms, and versatile entertaining areas. From the moment you enter the expansive foyer, you’ll appreciate the dual staircase, 9-foot ceilings throughout, and custom crown molding that flows seamlessly across all floors. The family room is a showpiece, featuring coffered ceilings, two-story atrium windows, and abundant natural light — creating a stunning centerpiece for everyday living or entertaining. The

$1,350,000

5 beds4.5 baths6,167 sq ft

5 Stone Springs Ln, Middletown, MD 21769

0.31 acre lot • 2 garage spots • Built 2006

(301) 698-3232

OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Welcome home to 107 Mina Drive — where comfort, style, and location come together beautifully in the heart of Middletown. Lovingly maintained and thoughtfully updated, this Admar custom-built 4-bedroom, 3.5-bath residence in the sought-after Foxfield neighborhood sits on a beautifully level lot measuring just under a half acre. Enjoy being just steps from Middletown Park and walking distance to the highly rated Middletown schools, the public library, and Main Street’s shops, restaurants, and community events. Inside, warmth and style unfold in every detail. The open-concept design features wood floors, neutral paint, custom plantation shutters, and expansive windows that fill th

$775,000

4 beds3.5 baths3,680 sq ft

107 Mina Dr, Middletown, MD 21769

0.49 acre lot • 2 garage spots • Pool

(301) 698-5005

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
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

$389,000

3 beds1.5 baths2,104 sq ft

10 Linden Blvd, Middletown, MD 21769

0.32 acre lot • 2 garage spots • Built 1955

(717) 597-9100

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Charming Cape Cod on 3.56 Acres with Bonus Guest Home – Endless Potential Near the Appalachian Trail! Nestled on a picturesque 3.56-acre lot, this single-family Cape Cod offers the perfect blend of seclusion and convenience. Just minutes from town yet surrounded by nature, this property borders the scenic Potomac Appalachian Trail and Bear Spring cabins—ideal for outdoor enthusiasts seeking tranquility and adventure right at home. The main home features classic Cape Cod charm and awaits your personal touch to bring it back to life. Also included in the sale is a second dwelling, 1248 Mountain Church Rd, offering 2 bedrooms, a living room, kitchen, and full bath—perfect for

$224,900

2 beds1 bath900 sq ft

1246 Mountain Church Rd, Middletown, MD 21769

Bonus guest home • 3.56 acres • Peaceful rural feel

(443) 627-2900

Property at 4202 Maryland Ct, Middletown, MD 21769, 7 beds, 6.5 baths

$1,399,000

7 beds6.5 baths7,836 sq ft

4202 Maryland Ct, Middletown, MD 21769

(240) 630-8689

Property at 3226 Bidle Rd, Middletown, MD 21769, 3 beds, 3 baths

$649,000

3 beds3 baths1,820 sq ft

3226 Bidle Rd, Middletown, MD 21769

(443) 499-3839

Property at 8935 Hawbottom Rd, Middletown, MD 21769, 3 beds, 3 baths

$999,000

3 beds3 baths4,070 sq ft

8935 Hawbottom Rd, Middletown, MD 21769

(301) 831-5099

Property at 6838 Mountain Church Rd, Middletown, MD 21769, 4 beds, 3 baths

$649,900

4 beds3 baths2,488 sq ft

6838 Mountain Church Rd, Middletown, MD 21769

(240) 575-5462

Property at 1 Keller Ln, Middletown, MD 21769, 3 beds, 2.5 baths

$574,900

3 beds2.5 baths3,161 sq ft

1 Keller Ln, Middletown, MD 21769

(301) 644-1086

Property at 2431 Quebec School Rd, Middletown, MD 21769, 4 beds, 3.5 baths

$750,000

4 beds3.5 baths2,917 sq ft

2431 Quebec School Rd, Middletown, MD 21769

(240) 472-7453

Property at 8109 Old Hagerstown Rd, Middletown, MD 21769, 3 beds, 2 baths

$465,000

3 beds2 baths1,752 sq ft

8109 Old Hagerstown Rd, Middletown, MD 21769

(410) 705-6296

Property at 4311 Zircon Rd, Middletown, MD 21769, 6 beds, 4.5 baths

$599,000

6 beds4.5 baths3,072 sq ft

4311 Zircon Rd, Middletown, MD 21769

(410) 489-4835

Property at 25 Chester Ct, Middletown, MD 21769, 3 beds, 3.5 baths

$454,900

3 beds3.5 baths— sq ft

25 Chester Ct, Middletown, MD 21769

(703) 679-1700

Property at 417 W Main St, Middletown, MD 21769, 3 beds, 1 bath

$299,990

3 beds1 bath1,392 sq ft

417 W Main St, Middletown, MD 21769

(301) 591-3920

Property at 8842 Hawbottom Rd, Middletown, MD 21769, 3 beds, 3 baths

$2,200,000

3 beds3 baths3,477 sq ft

8842 Hawbottom Rd, Middletown, MD 21769

(301) 695-3020

Property at 8511 Rosebud Ct, Middletown, MD 21769

$349,000

— beds— baths— sq ft

8511 Rosebud Ct, Middletown, MD 21769

(301) 698-5005

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COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Enchanting contemporary home features soaring ceilings and a two-sided masonry wood burning fireplace. The two story windows accented with exposed beams and wood floors invite you into this well cared for home that offers incredible views and updates galore! Front porch and Timber Tech Deck with aluminum rails (2024) add outdoor living space and a white vinyl fence (2020) along with an underground dog fence (2023) might be just what you are looking for. Large kitchen has been updated with new appliances (2023) and a French door, enhanced by that beautiful fireplace. Gorgeous finished lower level has a cedar line wine rack. Two car side load garage with new insulated doors opens to a paved d

$574,900

3 beds2 baths2,500 sq ft

5109 Ella Ct, Jefferson, MD 21755

1 acre lot • 2 garage spots • Car-dependent

(301) 882-8710

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Welcome home to this beautifully updated 2-bedroom, 2-bath second-level condo located in the desirable Briercrest community of Jefferson. This spacious unit offers comfortable, single-level living with an inviting floor plan and plenty of natural light throughout. The bright and open living room features large sliding doors that lead to an updated private balcony—perfect for relaxing or entertaining. A galley-style kitchen sits conveniently across from the dining area, creating an ideal flow for everyday living. The primary suite includes a generous walk-in closet and a private en suite bath with a stall shower. The second bedroom and full guest bath provide flexible options for famil

$299,000

2 beds2 baths— sq ft

3856 Shadywood Dr Unit 2B, Jefferson, MD 21755

$245 HOA • Car-dependent

(410) 529-1900

$549,900

3 beds3.5 baths2,632 sq ft

4695 Puller Dr, Jefferson, MD 21755

7,150 sq ft lot • $76 HOA • 2 garage spots

(410) 740-7100

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
open house - Sunday 11/9 noon - 2pm AMAZING RENOVATION- Entire house has been renovated with BRAND NEW : Stainless Steel Appliances, Granit Kitchen Counters, sink and fixtures, electrical, plumbing, gas furnace, water heater, windows, vinyl floors, fully painted, front door, all lighting, ceiling fans, faceplates, light switches, door hardware. Roof and central AC approx. 3 yrs old. Better then buying a brand new house because this one has landscaping, fully fenced backyard, large storage shed 12' x 15' - 12' ceiling. Established neighborhood in cute Boonsboro. Walk to all downtown shops, restaurants, parks etc. Qualifies for low to no money down FHA / USDA financing.

$350,000

3 beds1 bath1,018 sq ft

26 Young Ave, Boonsboro, MD 21713

6,534 sq ft lot • Car-dependent

(301) 882-8710

COMING SOON

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
Step into a beautifully renovated gem that seamlessly blends historic charm with modern convenience. This stunning home, built in 1875 and set to shine with major renovations in 2025, boasts 4 spacious bedrooms and 2 full bathrooms, perfect for both relaxation and entertaining. The inviting interior features plush carpeting and elegant laminate flooring. Enjoy cozy evenings on the patio, or utilize the additional shed for extra storage. The main floor laundry adds to the convenience of daily living. With a manageable lot size of 0.11 acres and driveway parking, this home offers both charm and practicality. Don’t miss the opportunity to own a piece of history, enhanced for modern livin

$389,900

4 beds2 baths1,638 sq ft

3830 Jefferson Pike, Jefferson, MD 21755

4,748 sq ft lot • Car-dependent

(877) 366-2213

OPEN THU, 5PM TO 7PM

ABOUT THIS HOME
MLS Listings for Sale in Middletown, MD
This charming ranch-style home, built in 1965 and completely renovated in 2025, offers a perfect blend of classic comfort and modern updates. With 1,425 sq. ft. of thoughtfully designed living space, this residence features three inviting bedrooms and two full bathrooms, including a primary bath that promises a serene retreat. The heart of the home is the family room, seamlessly connected to the kitchen, making it ideal for gatherings and everyday living. Enjoy the warmth of wood floors and a cozy fireplace that adds a touch of elegance to the space. Step outside to a generous 0.56-acre lot, where you can relax on the brick patio under the awning, perfect for outdoor entertaining or quiet e

$450,000

3 beds2 baths1,225 sq ft

2802 Monument Rd, Myersville, MD 21773

0.56 acre lot • Car-dependent

(301) 831-5099

Property at 10306 Church Hill Rd, Myersville, MD 21773, 5 beds, 4 baths

$1,190,000

5 beds4 baths3,789 sq ft

10306 Church Hill Rd, Myersville, MD 21773

(888) 860-7369

Property at 20724 Netz Rd, Boonsboro, MD 21713, 2 beds, 2 baths

$330,000

2 beds2 baths1,697 sq ft

20724 Netz Rd, Boonsboro, MD 21713

(717) 334-4565

Property at 406 Main, Myersville, MD 21773, 4 beds, 1.5 baths

$475,000

4 beds1.5 baths2,472 sq ft

406 Main, Myersville, MD 21773

(301) 371-4415

Property at 106 E Main St, Burkittsville, MD 21718, 3 beds, 2 baths

$420,000

3 beds2 baths1,597 sq ft

106 E Main St, Burkittsville, MD 21718

(443) 542-2251

Property at 302 Maple Ave, Boonsboro, MD 21713, 3 beds, 2 baths

$369,900

3 beds2 baths1,488 sq ft

302 Maple Ave, Boonsboro, MD 21713

(301) 739-4800

Property at 7518 Oakmont Dr, Frederick, MD 21702, 5 beds, 2.5 baths

$565,000

5 beds2.5 baths2,532 sq ft

7518 Oakmont Dr, Frederick, MD 21702

(301) 662-8600

Property at 114 Potomac St, Boonsboro, MD 21713, 3 beds, 2.5 baths

$415,000

3 beds2.5 baths2,016 sq ft

114 Potomac St, Boonsboro, MD 21713

(877) 366-2213

Property at 8629 Indian Springs Rd, Frederick, MD 21702, 3 beds, 2 baths

$525,000

3 beds2 baths2,636 sq ft

8629 Indian Springs Rd, Frederick, MD 21702

(301) 831-5099

Property at 10215 Harmony Rd, Myersville, MD 21773, 3 beds, 2 baths

$499,900

3 beds2 baths1,524 sq ft

10215 Harmony Rd, Myersville, MD 21773

(410) 312-0000

Property at 2240 Monument Rd, Myersville, MD 21773, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths3,343 sq ft

2240 Monument Rd, Myersville, MD 21773

(301) 696-1196

Property at 3343 Brockton Dr, Jefferson, MD 21755, 4 beds, 3.5 baths

$609,000

4 beds3.5 baths3,270 sq ft

3343 Brockton Dr, Jefferson, MD 21755

(301) 745-1500

Property at 5708 Lakeview Dr, Frederick, MD 21702, 3 beds, 2 baths

$399,000

3 beds2 baths1,832 sq ft

5708 Lakeview Dr, Frederick, MD 21702

(410) 740-7100

Property at 28 Potomac St, Boonsboro, MD 21713, 3 beds, 1.5 baths

$275,000

3 beds1.5 baths1,242 sq ft

28 Potomac St, Boonsboro, MD 21713

$479,000

5 beds2 baths1,628 sq ft

1510 Havilland Pl, Frederick, MD 21702

(301) 445-1395

MLS Listings for Sale in Middletown

There are currently 17 mls listings for sale in Middletown at a median listing price of $575K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Middletown stay on the market for 29 days and receive 1 offers. This map is refreshed with the newest listings in Middletown every 15 minutes.

In the past month, 12 homes have been sold in Middletown. In addition to houses in Middletown, there were also 0 condos, 4 townhouses, and 0 multi-family units for sale in Middletown last month. Find your dream home in Middletown using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Middletown are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Middletown. Our Middletown real estate stats and trends will give you more information about home buying and selling trends in Middletown. If you're looking to sell your home in the Middletown area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Middletown with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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21769 homes for sale

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