28

Homes for Sale in 21769

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  • 118 Manda Dr, Middletown, MD 21769
    118 Manda Dr, Middletown, MD 21769
    118 Manda Dr, Middletown, MD 21769
    /9

    $625,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,892 Sq Ft

    118 Manda Dr, Middletown, MD 21769

    Beautiful 4 bedroom, 3.5 bath single family home situated on a generous .53 acre flat corner lot with peaceful tree lined views in the desirable Foxfield community of Middletown. Inside, the home features an open kitchen that flows into the sunken family room with cathedral ceilings and brick wood burning fireplace, creating a comfortable and inviting space for everyday living and entertaining.

    Joanna Brown Keller Williams Realty Centre

    118 Manda Dr, 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
  • 7201 Mountain Church Rd, Middletown, MD 21769
    7201 Mountain Church Rd, Middletown, MD 21769
    7201 Mountain Church Rd, Middletown, MD 21769
    /37

    $494,500

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    7201 Mountain Church Rd, Middletown, MD 21769

    Welcome to this charming Cape Cod nestled in a beautiful rural setting and located within the Middletown school district. This well-cared-for three bedroom, two bath home offers the perfect blend of character and modern updates, featuring an upstairs loft/den that provides flexible living space and a partially finished basement for additional room to spread out. A spacious sunroom filled with

    Brittany Reaver Real Estate Teams, LLC

    7201 Mountain Church Rd, Middletown, MD 21769
  • 4300 Zircon Rd, Middletown, MD 21769
    4300 Zircon Rd, Middletown, MD 21769
    4300 Zircon Rd, Middletown, MD 21769
    /39

    $619,900 Open Sun 2PM - 4PM

    • 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
  • 507 E Main St, Middletown, MD 21769
    507 E Main St, Middletown, MD 21769
    507 E Main St, Middletown, MD 21769
    /51

    $460,000

    • Studio
    • 2,698 Sq Ft

    507 E Main St, Middletown, MD 21769

    Where original character remains and modern updates prevail. Investors are sure to appreciate the two separate updated apartments in this turn of the century home with off-street parking. Owner can live in one unit and rent out the other. Each apartment features its own separate entrance, living room, dining room, two bedrooms, full kitchen, laundry room, ample closet and storage space. Enjoy

    Susan Kelley Kelley Real Estate Professionals

    507 E Main St, Middletown, MD 21769
  • 4302 Saratoga Springs Ct, Middletown, MD 21769
    4302 Saratoga Springs Ct, Middletown, MD 21769
    /2

    $1,250,000 Coming Soon

    • 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
  • 8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    /18

    $275,000

    • Land
    • 8.2 Acres
    • $33,537 per Acre

    8511 Rosebud Ct, Middletown, MD 21769

    Looking for a million-dollar view in Middletown Valley- school district minutes from Frederick City limits and commuter routes? Look no further! Lot offers 3 possible home sites to choose from. Power is run to site, approved well with 15 GPM, driveway is in ready for building. Forest stewardship in place also- so no dealing with FRO easement applications and costs. Sediment plan has been

    John Campbell RE/MAX Results

    8511 Rosebud Ct, 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
  • 26 Walnut St, Middletown, MD 21769
    26 Walnut St, Middletown, MD 21769
    26 Walnut St, Middletown, MD 21769
    /41

    $699,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    26 Walnut St, Middletown, MD 21769

    Stunning new construction by Rachuba Homes in the heart of historic downtown Middletown. This is a rare opportunity to enjoy walkable small-town living in a brand new, move-in ready home, with no HOA! Situated on nearly half an acre, this thoughtfully designed 4 bedroom, 2.5 bath residence offers comfortable, practical living with an open layout ideal for everyday life and entertaining. The

    Melissa Lambert Long & Foster Real Estate, Inc.

    26 Walnut St, 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
  • 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
  • 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
  • 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
  • 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
  • 7129 Limestone Ln, Middletown, MD 21769
    7129 Limestone Ln, Middletown, MD 21769
    7129 Limestone Ln, Middletown, MD 21769
    /37

    $399,900

    • 4 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    7129 Limestone Ln, Middletown, MD 21769

    Nestled in the charming Middletown community, this delightful split foyer home offers a perfect blend of comfort and convenience. Located on a corner lot, there is ample space for guest parking and outdoor activities. The exterior of the home has been updated with beautiful new siding, gutters and downspouts in 2019. The well-maintained interior boasts 1,396 sq. ft. of living space, featuring

    Daniel Wallace Hyatt & Company Real Estate, LLC

    7129 Limestone 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
Maryland Frederick County Middletown 21769

Real Estate & Homes for Sale in 21769

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