26

Homes for Sale in 21769

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  • 4302 Saratoga Springs Ct, Middletown, MD 21769
    4302 Saratoga Springs Ct, Middletown, MD 21769
    4302 Saratoga Springs Ct, Middletown, MD 21769
    /48

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 5,698 Sq Ft

    4302 Saratoga Springs Ct, Middletown, MD 21769

    Welcome to this exquisite Luxury Estate on two Private Acres!Experience the perfect blend of architectural grandeur and cutting-edge efficiency in this stunning 2-acre estate. From the moment you enter, the craftsmanship is evident: a double stairwell, elegant arches, and a breathtaking cathedral ceiling, accented by a dramatic wall of windows in the family room that floods the living space

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    (240) 627-2470

    4302 Saratoga Springs Ct, Middletown, MD 21769
  • 8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, Middletown, MD 21769
    /80

    $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
  • 7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    /11

    $1,297,167 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,790 Sq Ft

    7453 Heritage Oak Terrace, Middletown, MD 21769

    Lot 4 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    7453 Heritage Oak Terrace, Middletown, MD 21769
  • 3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    /14

    $1,578,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,871 Sq Ft

    3120 Bidle Rd, Middletown, MD 21769

    Lot 2 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3120 Bidle Rd, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /11

    $1,180,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,618 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /24

    $1,326,574 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • 3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, Middletown, MD 21769
    /94

    $799,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    3213 Old National Pike, Middletown, MD 21769

    A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    /73

    $1,500,000

    • 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
  • 1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    /15

    $429,000

    • 4 Beds
    • 2 Baths
    • 2,824 Sq Ft

    1936 Old National Pike, Middletown, MD 21769

    Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
  • 417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    /52

    $254,000

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    417 W Main St, Middletown, MD 21769

    Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential.Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • 4300 Zircon Rd, Middletown, MD 21769
    4300 Zircon Rd, Middletown, MD 21769
    4300 Zircon Rd, Middletown, MD 21769
    /39

    $619,900

    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft

    4300 Zircon Rd, Middletown, MD 21769

    Stunning 4-bed, 3.5-bath single-family home ideally located just minutes from Downtown Middletown. Set on a generous 15,000 sq. ft. corner lot with peaceful tree-lined views, this residence boasts numerous enhancements inside and out. Step inside to upgraded flooring and sophisticated finishes throughout. The inviting living room showcases custom built-ins with shelving and storage, while the

    Sheena Saydam Keller Williams Capital Properties

    4300 Zircon Rd, Middletown, MD 21769
  • 9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    /3

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769

    Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no

    Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
  • 1629 Dahlgren Rd, Middletown, MD 21769
    1629 Dahlgren Rd, Middletown, MD 21769
    1629 Dahlgren Rd, Middletown, MD 21769
    /52

    $335,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    1629 Dahlgren Rd, Middletown, MD 21769

    Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future

    Jay Day LPT Realty, LLC

    1629 Dahlgren Rd, Middletown, MD 21769
  • 107 S Jefferson St, Middletown, MD 21769
    107 S Jefferson St, Middletown, MD 21769
    107 S Jefferson St, Middletown, MD 21769
    /76

    $429,900

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    107 S Jefferson St, Middletown, MD 21769

    Welcome to 107 Jefferson Street. This Charming Colonial was recently rehabbed in (2019) to include a new roof, new dual zone HVAC and new wiring and plumbing throughout. Blending classic character with thoughtful modern updates, this home is truly move-in ready and is located in the heart of Middletown.Step inside to find a bright and inviting interior featuring refreshed finishes, open

    Michelle Graziani Century 21 Redwood Realty

    107 S Jefferson St, Middletown, MD 21769
  • 8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    /44

    $549,900

    • 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
  • 1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    /51

    $564,900

    • 3 Beds
    • 2.5 Baths
    • 3,161 Sq Ft

    1 Keller Ln, Middletown, MD 21769

    REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! This beautifully updated Dulaney model by ADMAR Custom Homes is nestled in the highly sought-after 55+ section of Foxfield in picturesque Middletown and has been lovingly maintained by its original owner. Recent updates make this home truly turnkey, including new quartz countertops, new stainless steel

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • 3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    /27

    $1,990,900 New Construction

    • 5 Beds
    • 6 Baths
    • 5,153 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    Lot 3 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3150 Bidle Rd, Middletown, MD 21769
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    /51

    $649,900

    • 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 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 to

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • 16 Knoll Side Ln, Middletown, MD 21769
    16 Knoll Side Ln, Middletown, MD 21769
    16 Knoll Side Ln, Middletown, MD 21769
    /10

    $679,990 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,612 Sq Ft

    16 Knoll Side Ln, Middletown, MD 21769

    This Brookridge South home is about to set the bar! Coming soon fully updated, stunning views, and nothing left to do but move in. Welcome to 16 Knoll Side Drive, a truly impressive home in the highly sought-after Brookridge South community, just minutes from Middletown’s Main Street restaurants, shops, and charm. Nestled in a peaceful, rural setting, this property offers the perfect blend of

    Melissa Cornwell Maryland Elite Realtors

    16 Knoll Side Ln, Middletown, MD 21769
  • 5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    /12

    $1,100,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,149 Sq Ft

    5916 Cloudberry Ct, Middletown, MD 21769

    Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring

    Andrew Brown CPG Realty, LLC.

    5916 Cloudberry Ct, Middletown, MD 21769
  • 9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    /3

    $450,000

    • Land
    • 10.2 Acres
    • $44,118 per Acre

    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769

    Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no

    Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
  • 7201 Dogwood Ln, Middletown, MD 21769
    7201 Dogwood Ln, Middletown, MD 21769
    7201 Dogwood Ln, Middletown, MD 21769
    /63

    $371,000

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    7201 Dogwood Ln, Middletown, MD 21769

    Discover this charming 3-bedroom, 2-bath ranch home on a spacious 0.63-acre lot in the desirable Middletown Valley (Fountaindale North neighborhood).This 1,651 sq ft single-family residence, built in 1957, features beautiful hardwood floors throughout the first floor and offers incredible potential for your personal touches to bring it to life. Enjoy breathtaking mountain sunsets right from

    David Pard Samson Properties

    7201 Dogwood Ln, Middletown, MD 21769
  • 3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    /16

    $1,186,202 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    3130 Bidle Rd, Middletown, MD 21769

    Lot 1 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and

    Amos Martin VCRE.CO

    3130 Bidle Rd, Middletown, MD 21769
  • 200 E Main St, Middletown, MD 21769
    200 E Main St, Middletown, MD 21769
    /2

    $694,900 Coming Soon

    • 6 Beds
    • 2 Baths
    • 3,441 Sq Ft

    200 E Main St, Middletown, MD 21769

    Welcome home to this timeless late 19th-century Victorian, gracefully set in the heart of Middletown’s historic district. Framed by a classic white picket fence, this enchanting property welcomes you from the moment you arrive. The distinctive front door—with its red stained glass and charming doorbell—offers a memorable first impression and sets the tone for the character found throughout.

    Amy Reeder Long & Foster Real Estate, Inc.

    200 E Main St, Middletown, MD 21769
  • 25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    /38

    $444,900

    • 3 Beds
    • 3.5 Baths

    25 Chester Ct, Middletown, MD 21769

    Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full

    Gayle Bailey Keller Williams Realty

    25 Chester Ct, Middletown, MD 21769
  • 9079 Dawn Ct, Myersville, MD 21773
    9079 Dawn Ct, Myersville, MD 21773
    9079 Dawn Ct, Myersville, MD 21773
    /64

    $734,900

    • 4 Beds
    • 3.5 Baths
    • 1,480 Sq Ft

    9079 Dawn Ct, Myersville, MD 21773

    Welcome home to this gorgeous updated gem in Myersville with 1.57 acres where every detail has been thoughtully designed to make everyday living comfortable, stylish and easy! From the moment you arrive, you'll notice the incredible curb appeal with all NEW siding, windows, doors and a brand-new architectural roof. Enjoy your morning coffee or unwind in the evening on the brand NEW covered back

    Lissette Rodriguez-Hasna HomeSmart

    9079 Dawn Ct, Myersville, MD 21773
Maryland Frederick County Middletown 21769

Real Estate & Homes for Sale in 21769

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