21

Homes for Sale in 21769

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  • /10

    $489,900

    Coming Soon
    • 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

    $950,000

    Open Sat 12PM - 2PM Coming Soon
    • 4 Beds
    • 5 Baths
    • 5,661 Sq Ft

    7331 Holter Rd, Middletown, MD 21769

    Overlooking Remsberg Park and set on 0.95 acres, this lovingly maintained, extensively expanded and renovated Middletown home offers 5,661 finished square feet, two private primary suites, exceptional gathering spaces, and a lifestyle centered around comfort, flexibility, and outdoor living. The eat-in kitchen was renovated in 2016 and features hand-painted, all-wood custom cabinetry by Reaver’s

    Devon Beckner Real Broker, LLC

    7331 Holter Rd, Middletown, MD 21769
  • /111

    $1,395,000

    • 5 Beds
    • 5 Baths
    • 5,695 Sq Ft

    7430 Dogwood Ln, Middletown, MD 21769

    Some homes come on the market every few years.Others almost never do.7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced.Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking

    Anthony Verdi IMPACT Maryland Real Estate

    7430 Dogwood Ln, Middletown, MD 21769
  • /87

    $779,000

    • 5 Beds
    • 3.5 Baths
    • 4,452 Sq Ft

    8613 Hollow Rd, Middletown, MD 21769

    OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher

    Michelle Hodos Long & Foster Real Estate, Inc.

    8613 Hollow Rd, Middletown, MD 21769
  • /59

    $555,000

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

    2 Derr Ln, Middletown, MD 21769

    Welcome to 2 Derr Lane, a beautifully maintained home in the highly sought-after Foxfield 55+ Community in Middletown. Offering 2,279 square feet of living space on a desirable corner lot, this home combines comfort, convenience, and thoughtful upgrades throughout. Proudly offered by the original owners, this meticulously maintained residence showcases true pride of ownership at every turn.

    Joanna Brown Keller Williams Realty Centre

    2 Derr Ln, Middletown, MD 21769
  • /50

    $435,000

    • 4 Beds
    • 2.5 Baths
    • 2,518 Sq Ft

    213 W Main St, Middletown, MD 21769

    Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient

    Steven Petruzzello Century 21 Redwood Realty

    213 W Main St, Middletown, MD 21769
  • /119

    $399,000

    Open Sat 10AM - 11AM $50K PRICE DROP
    • Land
    • 7.83 Acres
    • $50,958 per Acre

    1801 Michael Rd, Myersville, MD 21773

    NICE RANCHER ON NEARLY 8 ACRES IN A SECLUDED LOCATION! Enjoy the privacy and peaceful setting this property offers while still being conveniently located just minutes from Route 70, making it excellent for commuting. The beautiful land features scenic views along with approximately 2.5 acres of tillable ground, perfect for a hobby farm or livestock. The home offers 3 bedrooms and 2 full

    Kaleb Hurley Hurley Real Estate & Auctions

    1801 Michael Rd, Myersville, MD 21773
  • /76

    $672,000

    • 6 Beds
    • 3.5 Baths
    • 3,696 Sq Ft

    24 Young Branch Dr, Middletown, MD 21769

    This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan

    Michelle Hodos Long & Foster Real Estate, Inc.

    24 Young Branch Dr, Middletown, MD 21769
  • /74

    $774,900

    • 4 Beds
    • 3.5 Baths
    • 5,674 Sq Ft

    8 N Pointe Terrace, Middletown, MD 21769

    One of the largest and most sought-after models in the neighborhood, this beautifully updated home offers the perfect combination of space, style, and functionality, all set on a large lot backing to trees for added privacy and a more peaceful setting. From the moment you enter, the scale of the home stands out with hardwood flooring throughout the main level, a dramatic two-story family room

    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
  • /48

    $379,997

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,660 Sq Ft

    3804 Brethren Church Rd, Myersville, MD 21773

    Priced to Sell!! Welcome to 3804 Brethren Church Road in beautiful Myersville! This charming, updated all-brick rancher offers over 2,500 finished square feet of comfortable living space surrounded by breathtaking panoramic views of mountains, valleys, and rolling farmland. Step inside to a bright and inviting main level featuring gleaming hardwood flooring, neutral paint throughout most of the

    Trish Mills Charis Realty Group

    3804 Brethren Church Rd, Myersville, MD 21773
  • /77

    $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. 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 inside to discover a grand

    Kevin Coyne Long & Foster Real Estate, Inc.

    4311 Saratoga Springs Ct, 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

    (240) 255-4650

    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
  • /52

    $624,900

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, 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

    $1,395,000

    $105K 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
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