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Newest Homes for Sale in Middletown, MD

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  • /146

    $969,127

    • 4 Beds
    • 3 Baths
    • 3,374 Sq Ft

    3160 Sumantown Rd, Middletown, MD 21769

    You have to see this home to believe it! A truly exceptional custom-built equestrian estate set on just over 10 acres, offering breathtaking views, privacy, and extraordinary craftsmanship throughout. Tucked at the end of a long paved drive, this one-of-a-kind residence blends luxury, function, and artistry in a truly remarkable setting.The open-concept floor plan showcases red oak flooring,

    Cassandra Bailey Maryland Elite Realtors

    3160 Sumantown Rd, Middletown, MD 21769
  • /79

    $1,200,000

    • 4 Beds
    • 3.5 Baths
    • 5,366 Sq Ft

    4311 Saratoga Springs Ct, Middletown, MD 21769

    Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Freshly painted throughout and spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step

    Kevin Coyne Long & Foster Real Estate, Inc.

    4311 Saratoga Springs Ct, Middletown, MD 21769
  • /31

    $489,900

    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft

    4 Lamar Ln, Middletown, MD 21769

    Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the

    Bobbi Prescott RE/MAX Results

    4 Lamar Ln, Middletown, MD 21769
  • /2

    $499,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    708 E Main St, Middletown, MD 21769

    Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather

    Lori Rogers Keller Williams Realty Centre

    708 E Main St, Middletown, MD 21769
  • /2

    $499,900

    Coming Soon
    • 4 Beds
    • 3 Baths
    • 1,432 Sq Ft

    9001 Hollow Rd, Middletown, MD 21769

    Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect for everyday living and entertaining. Step outside to enjoy the spacious

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    9001 Hollow Rd, Middletown, MD 21769
  • /5

    $849,000

    Coming Soon
    • 4 Beds
    • 4.5 Baths
    • 4,497 Sq Ft

    5 Dean Ln, Middletown, MD 21769

    Coming soon ! Welcome to 5 Dean Lane, a stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community. Ideally located within walking distance of schools, parks, and the library, this exceptional home is also just minutes from the nature center, local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer featuring a private home office, then

    Erin Joyce Real Estate Innovations

    5 Dean Ln, Middletown, MD 21769
  • /67

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,451 Sq Ft

    2748 Bennies Hill Rd, Middletown, MD 21769

    Welcome to your own private retreat! This 3-bedroom, 3 full bath home offers nearly 2,500 square feet of finished living space and comes with not one, but two parcels totaling approximately 7.63 acres. The home is situated on 5.90 acres and includes an additional 1.73-acre wooded lot located directly behind the property, providing even more privacy and future possibilities. Inside, you'll find

    Agent Photo

    Greg Salley

    Long & Foster Real Estate, Inc.

    2748 Bennies Hill Rd, Middletown, MD 21769
  • /63

    $1,500,000

    • 5 Beds
    • 4.5 Baths
    • 5,511 Sq Ft

    2802 Bidle Rd, Middletown, MD 21769

    Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings!

    Agent Photo

    J. D'Ann Melnick

    EXP Realty, LLC

    2802 Bidle Rd, Middletown, MD 21769
  • /56

    $555,000

    • 3 Beds
    • 3 Baths
    • 2,279 Sq Ft

    2 Derr Ln, Middletown, MD 21769

    Welcome to 2 Derr Lane. This beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. offers 2,279 square feet of thoughtfully designed living space on a desirable corner lot. This exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners,

    Joanna Brown Keller Williams Realty Centre

    2 Derr Ln, Middletown, MD 21769
  • /74

    $749,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,674 Sq Ft

    8 N Pointe Terrace, Middletown, MD 21769

    Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story

    Audrey Bullock Cummings & Co. Realtors

    8 N Pointe Terrace, Middletown, MD 21769
  • /2

    $150,000

    • Land
    • 10,454 Sq Ft
    • $625,000 per Acre

    Lot 1 E Green St, Middletown, MD 21769

    Charming 1/4 acre buildable on E. Green Street. The buyer of 19 E. Main Street will have the right of first refusal on the sale. Additional photos available on the 19 E. Main Street listing MDFR2082574.

    Bobbi Prescott RE/MAX Results

    Lot 1 E Green St, Middletown, MD 21769
  • /132

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 3,130 Sq Ft

    19 E Main St, Middletown, MD 21769

    Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for

    Bobbi Prescott RE/MAX Results

    19 E Main St, Middletown, MD 21769
  • /50

    $499,900

    $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,312 Sq Ft

    8209 Old Hagerstown Rd, Middletown, MD 21769

    Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and

    Lois Alberti Alberti Realty, LLC

    8209 Old Hagerstown Rd, Middletown, MD 21769
  • /113

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 6,578 Sq Ft

    9237 Frostown Rd, Middletown, MD 21769

    Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    9237 Frostown Rd, Middletown, MD 21769
  • /2

    $1,185,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    5901 Cloudberry Ct, Middletown, MD 21769

    HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to

    Jennifer Beall Charis Realty Group

    5901 Cloudberry Ct, Middletown, MD 21769
  • /33

    $650,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    7 Derr Ln, Middletown, MD 21769

    NEW PRICE! Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods,

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • /13

    $924,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769

    HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the

    Brittany Reaver Real Estate Teams, LLC

    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769
  • /90

    $989,000

    • 3 Beds
    • 3 Baths
    • 3,236 Sq Ft

    8939 Hawbottom Rd, Middletown, MD 21769

    Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace,

    Taylor Nitterhouse Whitetail Properties Real Estate, LLC

    8939 Hawbottom Rd, Middletown, MD 21769
  • /99

    $699,900

    $99K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    3213 Old National Pike, Middletown, MD 21769

    Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • /77

    $1,300,000

    $200K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 3,112 Sq Ft

    2730 Marker Rd, Middletown, MD 21769

    Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well... it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil

    Michelle Hodos Long & Foster Real Estate, Inc.

    2730 Marker Rd, Middletown, MD 21769

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $678,589.
Are home prices dropping in Middletown?
Yes, home prices in Middletown are down 3% in the last 12 months.
How many homes have sold over the last 12 months in Middletown, MD?
137 homes have sold in Middletown, MD over the last 12 months.
What is the average household income in Middletown, MD?
The average household income in Middletown, MD is $164K.
What are the most popular zip codes in Middletown, MD?
The most popular zip codes in Middletown, MD include 21769, 21703, 21702, 21773 and 21755.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $599,000. If you put a 20% down payment of $119,800 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $3,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $130K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $164K.
How are the schools in Middletown, MD?
Middletown, MD has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Lucy School, Myersville Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Price Trends

Median Sale Price
$570,000
Median Single Family Sale Price
$600,000
Median Townhouse Sale Price
$417,500
Median 2 Bedroom Sale Price
$374,950
Average Price Per Sq Ft
$194
Number of Homes for Sale
19
Last 12 months Home Sales
137
Months of Supply
1.70
Median List Price
$599,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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