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Middletown Homes for Sale

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  • 15 Wagon Shed Ln, Middletown, MD 21769
    15 Wagon Shed Ln, Middletown, MD 21769
    15 Wagon Shed Ln, Middletown, MD 21769
    /71

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 4,914 Sq Ft

    15 Wagon Shed Ln, Middletown, MD 21769

    Imagine cozy evenings by the gas fireplace in this stunning brick-front colonial in Glenbrook! Step into a grand two-story foyer with gleaming mahogany hardwood floors, leading to a gourmet kitchen with granite countertops, a central island, and high-end cabinetry—perfect for family gatherings. The luxurious primary suite boasts a tray ceiling, dual walk-in closets, and a spa-like ensuite with a

    Christine Reeder Long & Foster Real Estate, Inc.

    15 Wagon Shed Ln, Middletown, MD 21769
  • 107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    /51

    $816,000

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    107 Mina Dr, Middletown, MD 21769

    Welcome to your dream home in the heart of Middletown, MD! This stunning 4-bedroom residence offers an inviting open-concept design, perfect for modern living. The well-appointed interior features a gorgeous stone fireplace, creating a cozy ambiance in the main living area. Step outside to your private retreat, where a spacious rear deck overlooks a breathtaking pool with spectacular mountain

    John Ippolito Redfin Corp

    107 Mina Dr, Middletown, MD 21769
  • 6502 Old Middletown Rd, Middletown, MD 21769
    6502 Old Middletown Rd, Middletown, MD 21769
    6502 Old Middletown Rd, Middletown, MD 21769
    /83

    $1,100,000

    • 3 Beds
    • 3 Baths
    • 3,690 Sq Ft

    6502 Old Middletown Rd, Middletown, MD 21769

    Expansive estate situated on 16 park like acres in the beautiful countryside of Middletown. Bright, open floor plan with 21' vaulted ceilings and two level glass block wall at stairwell. Ceramic tile floors in kitchen, dining room, bedrooms and baths with blue stone floors in living room. Kitchen boasts Subzero refrigerator, gas Viking stove and granite countertops. Main level master leads

    Kathy Bromwell RE/MAX Plus

    6502 Old Middletown Rd, Middletown, MD 21769
  • 2313 Bidle Rd, Middletown, MD 21769
    2313 Bidle Rd, Middletown, MD 21769
    2313 Bidle Rd, Middletown, MD 21769
    /85

    $799,900

    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    2313 Bidle Rd, Middletown, MD 21769

    Welcome to 2313 Bidle Rd! This beautiful home is situated on 23.1 picturesque acres of land in beautiful Middletown. With over 2600+ sq feet of finished living space, there's plenty of room to rest, relax and entertain. The massive sunroom on the front runs the length of the home with large windows throughout. On the rear of the home is the family room which features a wood burning stove,

    Matt Patterson Long & Foster Real Estate, Inc.

    2313 Bidle Rd, Middletown, MD 21769
  • 100 W Main St, Middletown, MD 21769
    100 W Main St, Middletown, MD 21769
    100 W Main St, Middletown, MD 21769
    /92

    $1,195,000

    • 7 Beds
    • 3.5 Baths
    • 6,436 Sq Ft

    100 W Main St, Middletown, MD 21769

    THE STONEBRAKER AND HARBAUGH Building - ca. 1829 - This 12 room, 4248 finished sq. ft. Federal Style townhouse with attached storefronts is located at the center of the Historic Middletown, MD. downtown business district& has designations on the National Register, Maryland Inventory& has a US Geographic Survey marker. It is zoned general commercial but may be used as a mixed use. It has a

    Charen Rubin Real Estate Teams, LLC

    100 W Main St, Middletown, MD 21769
  • 3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    /45

    $1,109,485 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    3105 Sumantown Rd, Middletown, MD 21769

    **PHOTO LIKENESS **UNDER CONSTRUCTION** Welcome to The Athens at Americus Manor, where modern luxury meets exceptional design. Americus Manor prioritizes both privacy and access to top-rated Middletown schools, offering three exclusive lots adjacent to over 135 acres of parkland, providing serenity and seclusion. This price highlights The Athens, Elevation 3, which features four spacious

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, Middletown, MD 21769
  • Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    /5

    $879,990 New Construction

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    Lot 2 Sumantown Rd, Middletown, MD 21769

    PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. The pricing shown is for The Berkeley model on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the exclusive builder at

    Christina Poss Verdant Realty Group LLC

    Lot 2 Sumantown Rd, Middletown, MD 21769
  • 3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    /45

    $1,109,485 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    3105 Sumantown Rd, Middletown, MD 21769

    **PHOTO LIKENESS **UNDER CONSTRUCTION** Welcome to The Athens at Americus Manor, where modern luxury meets exceptional design. Americus Manor prioritizes both privacy and access to top-rated Middletown schools, offering three exclusive lots adjacent to over 135 acres of parkland, providing serenity and seclusion. This price highlights The Athens, Elevation 3, which features four spacious

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, Middletown, MD 21769
  • 109 Broad St, Middletown, MD 21769
    109 Broad St, Middletown, MD 21769
    109 Broad St, Middletown, MD 21769
    /79

    $1,200,000 Open House 5/06

    • 9 Beds
    • 3 Baths
    • 4,390 Sq Ft

    109 Broad St, Middletown, MD 21769

    Step into a rare piece of Middletown’s history at 109 Broad Street. Built in 1910, this stately three-story Victorian has been lovingly restored over time, blending preserved architectural details with thoughtful modern updates. With over 4,300 square feet of finished living space and soaring first-floor ceilings more than 10 feet high, this home tells the story of more than a century of life in

    Bobbi Prescott RE/MAX Results

    109 Broad St, Middletown, MD 21769
  • 2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    /94

    $1,475,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 4,661 Sq Ft

    2802 Bidle Rd, Middletown, MD 21769

    Public open houses on Saturday 4/26 and Sunday 4/27 from 1-3pm. Exceedingly rare, this BRAND NEW luxurious estate home built by local builder Laine Street Homes is ready for IMMEDIATE OCCUPANCY. Located in picturesque Middletown, MD and clad with high end appointments, this one-of-a-kind property sits on a private 1.78ac lot and offers sweeping pastoral views and almost 5,000 finished square

    Adam Ellison Long & Foster Real Estate, Inc.

    2802 Bidle Rd, Middletown, MD 21769
  • 15 Hoffman Dr, Middletown, MD 21769
    15 Hoffman Dr, Middletown, MD 21769
    15 Hoffman Dr, Middletown, MD 21769
    /80

    $1,300,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 5 Baths
    • 5,496 Sq Ft

    15 Hoffman Dr, Middletown, MD 21769

    Welcome to your private oasis in beautiful Middletown, Maryland!This stunning luxury home features 5 spacious bedrooms and 5 full bathrooms, offering plenty of room for everyone. With three cozy fireplaces and a three-car garage, it has everything you need—and more.Inside, you’ll love the custom bar, perfect for entertaining, plus a theater-style space ideal for movie nights or watching the big

    Robert Krop Keller Williams Realty Centre

    15 Hoffman Dr, Middletown, MD 21769
  • 7811 Ifert Dr, Middletown, MD 21769
    7811 Ifert Dr, Middletown, MD 21769
    7811 Ifert Dr, Middletown, MD 21769
    /43

    $500,000

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    7811 Ifert Dr, Middletown, MD 21769

    Welcome to 7811 Ifert Dr - a lovely and spacious well built brick rancher available on a private dead end street just outside of town and NO town tax on .63 acre. Mechanical updates - the current owner replaced the roof in 2024 with 40 year architectural shingles - (shingle warranty transferrable) 2024 gutters/downspouts - the septic system was replaced with the lifetime BAT system in 2022

    Heather Delauter RE/MAX Results

    7811 Ifert Dr, Middletown, MD 21769
  • 2 Ivy Hill Dr, Middletown, MD 21769
    2 Ivy Hill Dr, Middletown, MD 21769
    2 Ivy Hill Dr, Middletown, MD 21769
    /62

    $629,900

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft

    2 Ivy Hill Dr, Middletown, MD 21769

    PRICE IMPROVEMENT! Step into to this amazing property at the end of a cul-de-sac on one of the prettiest streets in Middletown. This home has been lovingly maintained by current over for over 25 years. Four bedrooms, 2.5 baths, new Andersen French doors open to new deck, new HVAC, new siding and gutters, new carpeting on upper and basement levels, new LV tile in kitchen and bathrooms. New

    Rhonda Lowe Hyatt & Company Real Estate, LLC

    2 Ivy Hill Dr, Middletown, MD 21769
  • 5924 Broad Run Rd, Jefferson, MD 21755
    5924 Broad Run Rd, Jefferson, MD 21755
    5924 Broad Run Rd, Jefferson, MD 21755
    /54

    $485,900

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    5924 Broad Run Rd, Jefferson, MD 21755

    If you're yearning for a peaceful retreat, this beautifully renovated single-family home in the countryside is your perfect escape. With ample parking for guests and a fenced backyard oasis, you'll find relaxation and entertainment come effortlessly here. Host gatherings on the maintenance-free deck, complete with an electric awning and spacious patio. A large shed with electricity and dual

    Christine Reeder Long & Foster Real Estate, Inc.

    5924 Broad Run Rd, Jefferson, MD 21755
  • 2801 Grandview Dr, Middletown, MD 21769
    2801 Grandview Dr, Middletown, MD 21769
    2801 Grandview Dr, Middletown, MD 21769
    /59

    $609,990 Open Sun 2PM - 4PM

    • 4 Beds
    • 2.5 Baths
    • 2,021 Sq Ft

    2801 Grandview Dr, Middletown, MD 21769

    Rarely available in highly sought-after West Middletown Estates, this 4-bed/2.5-bath corner lot home boasts a 2 car attached garage, recreational vehicle parking pad with a 50 amp RV service, Portable generator interface with manual transfer switch AND NO HOA on .99 acre lot! The property showcases beautiful pergo and hardwood floors, fresh paint throughout, and cozy pellet stove and propane

    Janelle Harwood Compass

    2801 Grandview Dr, Middletown, MD 21769
  • 5 Young Branch Dr, Middletown, MD 21769
    5 Young Branch Dr, Middletown, MD 21769
    5 Young Branch Dr, Middletown, MD 21769
    /55

    $645,000

    • 5 Beds
    • 3.5 Baths
    • 3,280 Sq Ft

    5 Young Branch Dr, Middletown, MD 21769

    A modern flair every detail has been meticulously upgraded, offering stylish finishes and fine touches throughout that make this home feel brand new. Step inside to discover an oversized sunroom flooded with natural light, a chef-inspired kitchen with a stunning center island, and a spacious deck perfect for outdoor gatherings. The finished lower level features a private bedroom and full

    Sean Brink Samson Properties

    5 Young Branch Dr, Middletown, MD 21769
  • 15 Walnut Pond Ct, Middletown, MD 21769
    15 Walnut Pond Ct, Middletown, MD 21769
    /2

    $525,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,244 Sq Ft

    15 Walnut Pond Ct, Middletown, MD 21769

    So much to be Excited about! Original owners have lovingly maintained and updated this Middletown Gem. Tucked down a cul-de-sac, the Barron Built Colonial is 4 Bedroom and 2.5 bath. Welcoming stamped concrete walkway leads you to a composite and vinyl wrap around porch with porch swing! All the big ticket items have been addressed! Roof, Windows, Doors, HVAC, Hot Water Heater, Garage Door

    Kelly Losquadro Long & Foster Real Estate, Inc.

    15 Walnut Pond Ct, Middletown, MD 21769
  • 210 Lombardy Ct, Middletown, MD 21769
    210 Lombardy Ct, Middletown, MD 21769
    210 Lombardy Ct, Middletown, MD 21769
    /6

    $699,900 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,464 Sq Ft

    210 Lombardy Ct, Middletown, MD 21769

    Custom built, updated colonial on a quiet court in Middletown. This move-in ready home has updates galore! Step in to open concept main level living with a large, beautiful kitchen island, glass tile backsplash, granite countertops, white soft close cabinets, SS appliances and newer GE refrigerator (2023). The kitchen opens to a large eating, gathering and entertaining space with a stone gas

    Angela Kinna Redfin Corp

    210 Lombardy Ct, Middletown, MD 21769
  • 6513 Schneider Dr, Middletown, MD 21769
    6513 Schneider Dr, Middletown, MD 21769
    /2

    $519,999 Coming Soon

    • 3 Beds
    • 2 Baths
    • 3,064 Sq Ft

    6513 Schneider Dr, Middletown, MD 21769

    Remarks and Professional Photos coming soon!

    Leah Duncan Long & Foster Real Estate, Inc.

    6513 Schneider Dr, Middletown, MD 21769
  • 7308 Countryside Dr, Middletown, MD 21769
    7308 Countryside Dr, Middletown, MD 21769
    /2

    $539,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    7308 Countryside Dr, Middletown, MD 21769

    Joanna Brown Keller Williams Realty Centre

    7308 Countryside Dr, Middletown, MD 21769
Maryland Middletown Middletown

Real Estate & Homes for Sale in Middletown, Middletown

About Middletown

Middletown offers a blend of small-town charm and convenient amenities, situated 45 miles from D.C. This neighborhood attracts those seeking a quieter lifestyle while still being within commuting distance of the city. Housing options range from townhouses and ranch-style homes to larger Victorian and brick colonial residences, with many properties featuring spacious lots and cul-de-sacs. The community spirit is evident through frequent events that bring residents together. Families benefit from highly rated schools, including Middletown Elementary, Middletown Middle School, and Middletown High, known for its strong athletics program. For those seeking things to do, Middletown provides ample recreational opportunities. Catoctin Creek Park offers hiking and nature trails, while Remsberg Park is popular for youth sports. Middletown Park features a disc golf course and sports courts, and pet owners can enjoy Wiles Branch Dog Park. Golf enthusiasts have access to Richland Golf Club and Hollow Creek Golf Course. Dining options are diverse, with local favorites like The Main Cup and Dempsey’s Grille, as well as Italian cuisine at Tapia’s on Main. The Middletown Farmer’s Market is a seasonal highlight, offering fresh local produce. Grocery shopping is convenient with Safeway and Aldi nearby, and retail therapy can be found at Westview Promenade. Middletown's crime rate is lower than the national average, contributing to its appeal as a desirable place to live.

Learn more about living in Middletown

Frequently Asked Questions

Is Middletown a good place to live?
Middletown is a good place to live. Middletown is considered very car-dependent. Middletown is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Middletown has 6 parks for recreational activities. It is sparse in population with 0.4 people per acre and a median age of 44. The average household income is $160,272 which is above the national average. College graduates make up 51% of residents. A majority of residents in Middletown are home owners, with 15.8% of residents renting and 84.2% of residents owning their home. A local real estate agent serving Middletown can help you decide if this neighborhood is the right one for you. Learn more on our Middletown neighborhood guide.
Is Middletown, MD a safe neighborhood?
Middletown, MD is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $671,000. If you put a 20% down payment of $134,200 and had a 30-year fixed mortgage with an interest rate of 6.83%, your estimated principal and interest payment would be $3,510 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $150K a year to afford the median home price in Middletown. The average household income in Middletown is $160K.
What are the best public schools in Middletown?
The best public schools that serve Middletown are:
What are the best private schools in Middletown?
The best private schools that serve Middletown are:
What are the most popular zip codes in Middletown, Middletown, MD?
The most popular zip codes in Middletown, Middletown, MD include 25414, 21740, 21702, 21701 and 21742.
What are the most popular neighborhoods near Middletown, Middletown, MD?
The most popular neighborhoods near Middletown, Middletown, MD are Frederick Heights/Overlook, Taskers Chance, Whittier, Ballenger Creek and Wolfsville.

Home Trends in Middletown, MD

On average, homes in Middletown, MD sell after 23 days on the market compared to the national average of 47 days. The average sale price for homes in Middletown, MD over the last 12 months is $659,381, up 8% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$670,000
Median Single Family Price
$677,000
Median Townhouse Price
$362,000
Average Price Per Sq Ft
$184
Number of Homes for Sale
19
Last 12 months Home Sales
71
Months of Supply
3.20
Median List Price
$671,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
12%
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