4,779

Middletown, MD Homes

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  • /62

    $371,000 Under Contract

    • 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
  • /2

    $650,000 Sold Nov 13, 2025

    2 Young Branch Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft
    • Built 1997

    Last Sold Summary

    • $248/SF
    • 3 Days On Market

    Current Estimated Value $657,137

    Last Listing Agent Bobbi Prescott RE/MAX Results

    2 Young Branch Dr, Middletown, MD 21769
    • /14

      Est $318,545 Not Listed For Sale

      8050 Bolivar Rd, Middletown, MD 21769

      • 2 Beds
      • 1 Bath
      • 1,192 Sq Ft
      • Built 1957
      8050 Bolivar Rd, Middletown, MD 21769

      Last Sold Summary

      • 16% Above List Price
      • $231/SF
      • 34 Days On Market

      Last Sold Price $275,000

      Last Listing Agent Brenda Sarver Maryland Realty Connection

  • /51

    $460,000 Under Contract

    • 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
  • /68

    $699,999 Sold Oct 31, 2025

    102 N Pointe Terrace, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 4,002 Sq Ft
    • Built 2002

    Last Sold Summary

    • $175/SF
    • 10 Days On Market

    Current Estimated Value $710,324

    Last Listing Agent Bobbi Prescott RE/MAX Results

    102 N Pointe Terrace, Middletown, MD 21769
    • /45

      Est $865,263 Not Listed For Sale

      11 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 4.5 Baths
      • 5,502 Sq Ft
      • Built 2007
      11 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 1% Below List Price
      • $159/SF
      • 6 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Christine Reeder Long & Foster Real Estate, Inc.

  • /30

    $1,664,378 Under Contract

    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    7460 Heritage Oak Terrace, Middletown, MD 21769

    Lot 2 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

    7460 Heritage Oak Terrace, Middletown, MD 21769
  • /63

    $455,000 Sold Jul 28, 2025

    4609 Feldspar Rd, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 1988

    Last Sold Summary

    • $186/SF
    • 5 Days On Market

    Current Estimated Value $483,700

    Last Listing Agent Joanna Brown Keller Williams Realty Centre

    4609 Feldspar Rd, Middletown, MD 21769
    • /79

      Est $803,248 Not Listed For Sale

      23 Wagon Shed Ln, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 5,028 Sq Ft
      • Built 2007
      23 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 2% Below List Price
      • $163/SF
      • 2 Days On Market

      Last Sold Price $819,000

      Last Listing Agent Bobbi Prescott RE/MAX

  • /48

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 1,229 Sq Ft

    304 Washington St, Middletown, MD 21769

    Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, Maryland—where natural light, character, and walkability take center stage. Built by Lancaster Homes, this residence is tucked on a quiet cul-de-sac and set on approximately 0.18 acres, offering 1,229 square feet above grade with a thoughtful and inviting layout. The main level features a first-floor primary

    Bobbi Prescott RE/MAX Results

    304 Washington St, Middletown, MD 21769
  • /51

    $430,000 Sold Jan 02, 2026

    4509 Valley View Rd, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1966

    Last Sold Summary

    • $366/SF
    • 45 Days On Market

    Current Estimated Value $430,219

    Last Listing Agent Vernon Troxell RE/MAX Results

    4509 Valley View Rd, Middletown, MD 21769
    • /59

      Est $625,305 Not Listed For Sale

      110 Ivy Hill Dr, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 3,027 Sq Ft
      • Built 1995
      110 Ivy Hill Dr, Middletown, MD 21769

      Last Sold Summary

      • 7% Below List Price
      • $223/SF
      • 3 Days On Market

      Last Sold Price $674,000

      Last Listing Agent Bobbi Prescott RE/MAX

  • /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
  • /2

    $700,000 Sold May 21, 2025

    210 Lombardy Ct, Middletown, MD 21769

    • 5 Beds
    • 3 Baths
    • 3,464 Sq Ft
    • Built 1976

    Last Sold Summary

    • $202/SF
    • 5 Days On Market

    Current Estimated Value $692,539

    Last Listing Agent Angela Kinna Redfin Corp

    210 Lombardy Ct, Middletown, MD 21769
    • /55

      Est $634,035 Not Listed For Sale

      22 Young Branch Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,570 Sq Ft
      • Built 1996
      22 Young Branch Dr, Middletown, MD 21769

      Last Sold Summary

      • 6% Below List Price
      • $263/SF
      • 0 Days On Market

      Last Sold Price $675,000

      Last Listing Agent Bobbi Prescott RE/MAX

  • /34

    $449,000

    • 3 Beds
    • 2 Baths
    • 2,117 Sq Ft

    9233 Baltimore National Pike, Middletown, MD 21769

    OPEN HOUSE SUNDAY 4/12 - 12:00-2:00! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl

    Joseph McDonnell Corner House Realty

    9233 Baltimore National Pike, Middletown, MD 21769
  • /2

    $603,000 Sold Sep 19, 2025

    7820 Myersville Rd, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft
    • Built 1989

    Last Sold Summary

    • $242/SF
    • 34 Days On Market

    Current Estimated Value $608,413

    Last Listing Agent Rita Bradley Samson Properties

    7820 Myersville Rd, Middletown, MD 21769
    • /23

      Est $261,681 Not Listed For Sale

      7305 E Springbrook Ct, Middletown, MD 21769

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1972
      7305 E Springbrook Ct, Middletown, MD 21769

      Last Sold Summary

      • 16% Above List Price
      • $195/SF
      • 32 Days On Market

      Last Sold Price $225,000

      Last Listing Agent Brenda Sarver Maryland Realty Connection

  • /145

    $1,400,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 6 Baths
    • 6,808 Sq Ft

    4209 Maryland Ct, Middletown, MD 21769

    Welcome to 4209 Maryland Court, a stunning retreat nestled in the hills of the Middletown Valley, offering breathtaking views of Maryland National Golf Course and the Catoctin Mountains. Set on a beautifully landscaped 3.15-acre lot, this exceptional residence blends timeless elegance with thoughtful modern upgrades, creating a serene and private setting. Inside, architectural details shine in

    Keri Weis Northrop Realty

    4209 Maryland Ct, Middletown, MD 21769
  • /99

    $2,050,000 Sold May 23, 2025

    4180 Appaloosa Ln, Middletown, MD 21769

    • 4 Beds
    • 4.5 Baths
    • 6,730 Sq Ft
    • Built 2018

    Last Sold Summary

    • $305/SF
    • 0 Days On Market

    Current Estimated Value $1,989,134

    Last Listing Agent Wendy Friend RE/MAX Results

    4180 Appaloosa Ln, Middletown, MD 21769
    • /42

      Est $632,162 Not Listed For Sale

      116 Rhoderick Cir, Middletown, MD 21769

      • 3 Beds
      • 4 Baths
      • 2,506 Sq Ft
      • Built 2006
      116 Rhoderick Cir, Middletown, MD 21769

      Last Sold Summary

      • 5% Above List Price
      • $239/SF
      • 1 Day On Market

      Last Sold Price $600,000

      Last Listing Agent Kelly Losquadro Long & Foster

  • /44

    $694,900 Pending

    • 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
  • /63

    $480,000 Sold May 27, 2025

    7308 Poplar Ln, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 1,904 Sq Ft
    • Built 1973

    Last Sold Summary

    • $252/SF
    • 2 Days On Market

    Current Estimated Value $478,847

    Last Listing Agent Joanna Brown Keller Williams Realty Centre

    7308 Poplar Ln, Middletown, MD 21769
    • /46

      Est $704,301 Not Listed For Sale

      6 Lamar Ln, Middletown, MD 21769

      • 3 Beds
      • 2.5 Baths
      • 3,102 Sq Ft
      • Built 2006
      6 Lamar Ln, Middletown, MD 21769

      Last Sold Summary

      • 3% Above List Price
      • $220/SF
      • 4 Days On Market

      Last Sold Price $682,000

      Last Listing Agent Bobbi Prescott RE/MAX

  • /20

    $150,000 Pending

    • 3 Beds
    • 2 Baths
    • 927 Sq Ft

    9440 Hollow Rd, Middletown, MD 21769

    Attention investors – Flip Opportunity in Middletown! Handyman special with strong value-add potential. This property sits on a generous 0.4-acre lot and includes a barn, a shed and a detached garage that was converted into a studio apartment offering multiple avenues for increased resale value. The home requires a full renovation, making it ideal for experienced investors looking to maximize

    Christine Reeder Long & Foster Real Estate, Inc.

    9440 Hollow Rd, Middletown, MD 21769
  • /73

    $905,000 Sold Sep 15, 2025

    3 Woodmere Cir, Middletown, MD 21769

    • 5 Beds
    • 4.5 Baths
    • 6,144 Sq Ft
    • Built 2002

    Last Sold Summary

    • $147/SF
    • 2 Days On Market

    Current Estimated Value $928,297

    Last Listing Agent Jim Bass Real Estate Teams, LLC

    3 Woodmere Cir, Middletown, MD 21769
    • /59

      Est $548,422 Not Listed For Sale

      3 Sara Ln, Middletown, MD 21769

      • 3 Beds
      • 3 Baths
      • 2,266 Sq Ft
      • Built 2006
      3 Sara Ln, Middletown, MD 21769

      Last Sold Summary

      • 4% Above List Price
      • $232/SF
      • 21 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Rob Whalen Long & Foster

  • /2

    $675,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    7 Derr Ln, Middletown, MD 21769

    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, walking/jogging

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • /66

    $450,000 Sold May 30, 2025

    4412 Old National Pike, Middletown, MD 21769

    • 4 Beds
    • 3 Baths
    • 2,550 Sq Ft
    • Built 1963

    Last Sold Summary

    • $176/SF
    • 31 Days On Market

    Current Estimated Value $465,826

    Last Listing Agent Cindy Grimes J&B Real Estate

    4412 Old National Pike, Middletown, MD 21769
    • /37

      Est $309,382 Not Listed For Sale

      28 Walnut St, Middletown, MD 21769

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1870
      28 Walnut St, Middletown, MD 21769

      Last Sold Summary

      • 5% Below List Price
      • $376/SF
      • 12 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Nikki Ott Charis Realty Group

  • /61

    $625,000 Pending

    • 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
  • /59

    $560,000 Sold Jun 17, 2025

    2801 Grandview Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,021 Sq Ft
    • Built 1983

    Last Sold Summary

    • $277/SF
    • 74 Days On Market

    Current Estimated Value $568,663

    Last Listing Agent Janelle Harwood Compass

    2801 Grandview Dr, Middletown, MD 21769
    • /34

      Est $410,617 Not Listed For Sale

      206 Stone Springs Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 2,668 Sq Ft
      • Built 2006
      206 Stone Springs Ln, Middletown, MD 21769

      Last Sold Summary

      • 7% Above List Price
      • $144/SF
      • 4 Days On Market

      Last Sold Price $384,000

      Last Listing Agent Queenie Ma Grace Realty Company

  • /2

    $645,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,080 Sq Ft

    307 Washington St, Middletown, MD 21769

    Coming soon to market, this picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered

    Tyler Charles Long & Foster Real Estate, Inc.

    307 Washington St, Middletown, MD 21769
  • /2

    $630,000 Sold Dec 02, 2025

    114 Ivy Hill Dr, Middletown, MD 21769

    • 5 Beds
    • 3.5 Baths
    • 2,540 Sq Ft
    • Built 1996

    Last Sold Summary

    • $248/SF
    • 32 Days On Market

    Current Estimated Value $638,960

    Last Listing Agent Susan Beall Keller Williams Realty Centre

    114 Ivy Hill Dr, Middletown, MD 21769
    • /43

      Est $539,213 Not Listed For Sale

      7216 Dogwood Ln, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 2,652 Sq Ft
      • Built 1974
      7216 Dogwood Ln, Middletown, MD 21769

      Last Sold Summary

      • 7% Above List Price
      • $190/SF
      • 10 Days On Market

      Last Sold Price $505,000

      Last Listing Agent Clayton Marquiss Samson Properties

  • /35

    $453,000 Sold May 22, 2025

    211 Broad St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Built 1955

    Last Sold Summary

    • $289/SF
    • 0 Days On Market

    Current Estimated Value $459,464

    Last Listing Agent Jay Day LPT Realty, LLC

    211 Broad St, Middletown, MD 21769
    • /66

      Est $738,683 Not Listed For Sale

      4 N Pointe Terrace, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 4,950 Sq Ft
      • Built 2002
      4 N Pointe Terrace, Middletown, MD 21769

      Last Sold Summary

      • 4% Above List Price
      • $144/SF
      • 23 Days On Market

      Last Sold Price $710,500

      Last Listing Agent Bobbi Prescott RE/MAX

  • /58

    $699,000 Sold Dec 05, 2025

    6408 Zittlestown Rd, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft
    • Built 2006

    Last Sold Summary

    • $320/SF
    • 105 Days On Market

    Current Estimated Value $689,843

    Last Listing Agent Anne Dallam EXP Realty, LLC

    6408 Zittlestown Rd, Middletown, MD 21769
    • /49

      Est $427,640 Not Listed For Sale

      4304 Feldspar Rd, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 1,396 Sq Ft
      • Built 1975
      4304 Feldspar Rd, Middletown, MD 21769

      Last Sold Summary

      • 1% Above List Price
      • $304/SF
      • 0 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Hilery Leatherman Charis Realty Group

Showing Results 121 - 160, Page 4 of 18

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