4,776

Middletown, MD Homes

Section Image
  • 8501 Rosebud Ct, Middletown, MD 21769
    8501 Rosebud Ct, Middletown, MD 21769
    8501 Rosebud Ct, Middletown, MD 21769
    /20

    $570,000 Sold Mar 06, 2025

    8501 Rosebud Ct, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,346 Sq Ft
    • Built 1978

    Last Sold Summary

    • $243/SF
    • 95 Days On Market

    Current Estimated Value $575,401

    Last Listing Agent Kristi Jacobs Williams Samson Properties

    8501 Rosebud Ct, Middletown, MD 21769
    • 1 Stine Ct, Middletown, MD 21769
      1 Stine Ct, Middletown, MD 21769
      1 Stine Ct, Middletown, MD 21769
      /55

      Est $602,781 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,299 Sq Ft

      1 Stine Ct, Middletown, MD 21769

      1 Stine Ct, 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

    $279,990

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

    417 W Main St, Middletown, MD 21769

    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 expansion. Inside, you'll find original details that speak to the home's

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • 7306 E Springbrook Ct, Middletown, MD 21769
    7306 E Springbrook Ct, Middletown, MD 21769
    7306 E Springbrook Ct, Middletown, MD 21769
    /12

    $120,000 Sold Apr 21, 2025

    7306 E Springbrook Ct, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 1,516 Sq Ft
    • Built 1973

    Last Sold Summary

    • $79/SF
    • 6 Days On Market

    Current Estimated Value $202,915

    Last Listing Agent Honadah Hamad Long & Foster Real Estate, Inc.

    7306 E Springbrook Ct, Middletown, MD 21769
    • 10 Wagon Shed Ln, Middletown, MD 21769
      10 Wagon Shed Ln, Middletown, MD 21769
      10 Wagon Shed Ln, Middletown, MD 21769
      /80

      Est $836,264 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,368 Sq Ft

      10 Wagon Shed Ln, Middletown, MD 21769

      10 Wagon Shed Ln, 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
  • 8221 Hollow Rd, Middletown, MD 21769
    8221 Hollow Rd, Middletown, MD 21769
    8221 Hollow Rd, Middletown, MD 21769
    /81

    $765,000 Sold Jun 06, 2025

    8221 Hollow Rd, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,244 Sq Ft
    • Built 2024

    Last Sold Summary

    • $236/SF
    • 37 Days On Market

    Current Estimated Value $756,259

    Last Listing Agent Mari Cruz Davila Keller Williams Realty Centre

    8221 Hollow Rd, Middletown, MD 21769
    • 600 Glenbrook Dr, Middletown, MD 21769
      600 Glenbrook Dr, Middletown, MD 21769
      600 Glenbrook Dr, Middletown, MD 21769
      /28

      Est $731,375 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,995 Sq Ft

      600 Glenbrook Dr, Middletown, MD 21769

      600 Glenbrook Dr, Middletown, MD 21769
  • 8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    /6

    $325,000

    • Land
    • 8.2 Acres
    • $39,634 per Acre

    8511 Rosebud Ct, Middletown, MD 21769

    Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.

    Nancy Bowlus RE/MAX Results

    8511 Rosebud Ct, Middletown, MD 21769
  • 2 Ivy Hill Dr, Middletown, MD 21769
    2 Ivy Hill Dr, Middletown, MD 21769
    2 Ivy Hill Dr, Middletown, MD 21769
    /62

    $619,000 Sold Jun 20, 2025

    2 Ivy Hill Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,828 Sq Ft
    • Built 1993

    Last Sold Summary

    • $219/SF
    • 54 Days On Market

    Current Estimated Value $609,648

    Last Listing Agent Rhonda Lowe Hyatt & Company Real Estate, LLC

    2 Ivy Hill Dr, Middletown, MD 21769
    • 18 Wagon Shed Ln, Middletown, MD 21769
      18 Wagon Shed Ln, Middletown, MD 21769
      18 Wagon Shed Ln, Middletown, MD 21769
      /57

      Est $827,231 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,480 Sq Ft

      18 Wagon Shed Ln, Middletown, MD 21769

      18 Wagon Shed Ln, 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 Keller Williams Realty Centre

    7129 Limestone Ln, Middletown, MD 21769
  • 110 S Jefferson St, Middletown, MD 21769
    110 S Jefferson St, Middletown, MD 21769
    110 S Jefferson St, Middletown, MD 21769
    /53

    $445,000 Sold Nov 13, 2025

    110 S Jefferson St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • Built 1947

    Last Sold Summary

    • $350/SF
    • 3 Days On Market

    Last Listing Agent Cindy Souza Long & Foster Real Estate, Inc.

    110 S Jefferson St, Middletown, MD 21769
    • 7109 Fern Ct, Middletown, MD 21769
      7109 Fern Ct, Middletown, MD 21769
      7109 Fern Ct, Middletown, MD 21769
      /46

      Est $450,738 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,583 Sq Ft

      7109 Fern Ct, Middletown, MD 21769

      7109 Fern Ct, Middletown, MD 21769
  • 215 Broad St, Middletown, MD 21769
    215 Broad St, Middletown, MD 21769
    215 Broad St, Middletown, MD 21769
    /56

    $570,000

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft

    215 Broad St, Middletown, MD 21769

    ***OPEN HOUSE SUN. 1/11 1:00-3:00***This well built, all brick rancher sits on a corner lot and is in excellent condition. It has 4 generous sized bedrooms and 3 full bathrooms (every bedroom has direct access to a full bath) and an in-law suite with 2 separate entrances. Gas fireplace on main level and wood burning fireplace in finished basement. Beautiful hardwood floors in the foyer, hallway,

    Wendy Friend RE/MAX Results

    215 Broad St, Middletown, MD 21769
  • 7100 Ewing Ct, Middletown, MD 21769
    7100 Ewing Ct, Middletown, MD 21769
    7100 Ewing Ct, Middletown, MD 21769
    /70

    $1,025,000 Sold Jul 11, 2025

    7100 Ewing Ct, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,982 Sq Ft
    • Built 1991

    Last Sold Summary

    • $257/SF
    • 3 Days On Market

    Current Estimated Value $1,008,310

    Last Listing Agent Bobbi Prescott RE/MAX Results

    7100 Ewing Ct, Middletown, MD 21769
    • 301 Washington St, Middletown, MD 21769
      301 Washington St, Middletown, MD 21769
      301 Washington St, Middletown, MD 21769
      /12

      Est $461,936 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,280 Sq Ft

      301 Washington St, Middletown, MD 21769

      301 Washington St, Middletown, MD 21769
  • 6346 Zittlestown Rd, Middletown, MD 21769
    6346 Zittlestown Rd, Middletown, MD 21769
    6346 Zittlestown Rd, Middletown, MD 21769
    /27

    $1,166,611 Under Contract

    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    6346 Zittlestown Rd, Middletown, MD 21769

    You may think you’ve seen this quintessential 1920’s Mid-Atlantic Craftsman single family home somewhere on 6th or 7th street in Frederick, Maryland... you might have indeed. Only this new custom home only looks like a period home. A garage has been added to suit the hill upon which this new home will sit. The garage features a rooftop deck for country views and outdoor living. While we follow

    Katie Milne Keller Williams Realty Centre

    6346 Zittlestown Rd, Middletown, MD 21769
  • 6835 Picnic Woods Rd, Middletown, MD 21769
    6835 Picnic Woods Rd, Middletown, MD 21769
    6835 Picnic Woods Rd, Middletown, MD 21769
    /30

    $420,000 Sold Feb 07, 2025

    6835 Picnic Woods Rd, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1972

    Last Sold Summary

    • $222/SF
    • 16 Days On Market

    Current Estimated Value $442,257

    Last Listing Agent Jon Tobery Century 21 Redwood Realty

    6835 Picnic Woods Rd, Middletown, MD 21769
    • 11 Ivy Hill Dr, Middletown, MD 21769
      11 Ivy Hill Dr, Middletown, MD 21769
      11 Ivy Hill Dr, Middletown, MD 21769
      /42

      Est $631,992 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,638 Sq Ft

      11 Ivy Hill Dr, Middletown, MD 21769

      11 Ivy Hill Dr, Middletown, MD 21769
  • 8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    /54

    $444,900

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    8109 Old Hagerstown Rd, Middletown, MD 21769

    Renovated oversized farmhouse nestled in the heart of Middletown Valley, where timeless character meets modern comfort. This charming 3-bedroom, 2-full-bath home is truly move-in ready and filled with warmth and natural light. On the main floor you will find a spacious open concept living area with custom fireplace, while the updated kitchen showcases SS appliances/quartz countertops/white shaker

    Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
  • 4524 Willow Tree Dr, Middletown, MD 21769
    4524 Willow Tree Dr, Middletown, MD 21769
    4524 Willow Tree Dr, Middletown, MD 21769
    /46

    $510,000 Sold Feb 21, 2025

    4524 Willow Tree Dr, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,640 Sq Ft
    • Built 1967

    Last Sold Summary

    • $193/SF
    • 118 Days On Market

    Current Estimated Value $520,216

    Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

    4524 Willow Tree Dr, Middletown, MD 21769
    • 4 Tobias Run, Middletown, MD 21769
      4 Tobias Run, Middletown, MD 21769
      4 Tobias Run, Middletown, MD 21769
      /96

      Est $942,672 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 5,676 Sq Ft

      4 Tobias Run, Middletown, MD 21769

      4 Tobias Run, Middletown, MD 21769
  • 7442 Dogwood Ln, Middletown, MD 21769
    7442 Dogwood Ln, Middletown, MD 21769
    7442 Dogwood Ln, Middletown, MD 21769
    /53

    $739,000 Pending

    • 3 Beds
    • 4 Baths
    • 4,125 Sq Ft

    7442 Dogwood Ln, Middletown, MD 21769

    Welcome to 7442 Dogwood Lane — a serene Lindal post-and-beam retreat with sweeping sunset views over the Middletown Valley. Lovingly built and cared for by the original owners, this 2001 custom home offers approximately 4,126 finished square feet, including a finished lower level and an attached three-car garage with a private in-law suite above. Set on six peaceful acres of partially wooded

    Bobbi Prescott RE/MAX Results

    7442 Dogwood Ln, Middletown, MD 21769
  • 95 E Green St, Middletown, MD 21769
    95 E Green St, Middletown, MD 21769
    95 E Green St, Middletown, MD 21769
    /52

    $669,000 Sold Dec 12, 2025

    95 E Green St, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,748 Sq Ft
    • Built 2017

    Last Sold Summary

    • $243/SF
    • 6 Days On Market

    Last Listing Agent John Ippolito Redfin Corp

    95 E Green St, Middletown, MD 21769
    • 4222 Garnet Dr, Middletown, MD 21769
      4222 Garnet Dr, Middletown, MD 21769
      4222 Garnet Dr, Middletown, MD 21769
      /39

      Est $447,586 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft

      4222 Garnet Dr, Middletown, MD 21769

      4222 Garnet Dr, Middletown, MD 21769
  • 6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    /42

    $574,900 Under Contract

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft

    6527 Morningside Ct, Middletown, MD 21769

    This charming brick rancher is located at the end of a cul-de-sac in sought after Middletown and sits on a peaceful 1.72 acre level lot. The first floor features an open floor plan complete with hardwood floors throughout, formal living room, formal dining room, family room with brick fireplace, breakfast nook leads to a relaxing Trex deck and patio overlooking the large backyard. 1st floor

    Timothy O'Boyle Mackintosh, Inc.

    6527 Morningside Ct, Middletown, MD 21769
  • 211 Rod Cir, Middletown, MD 21769
    211 Rod Cir, Middletown, MD 21769
    211 Rod Cir, Middletown, MD 21769
    /74

    $825,000 Sold May 01, 2025

    211 Rod Cir, Middletown, MD 21769

    • 6 Beds
    • 3.5 Baths
    • 3,958 Sq Ft
    • Built 2000

    Last Sold Summary

    • $208/SF
    • 2 Days On Market

    Current Estimated Value $805,971

    Last Listing Agent Bobbi Prescott RE/MAX Results

    211 Rod Cir, Middletown, MD 21769
    • 203 Franklin St, Middletown, MD 21769
      203 Franklin St, Middletown, MD 21769
      203 Franklin St, Middletown, MD 21769
      /59

      Est $458,821 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,848 Sq Ft

      203 Franklin St, Middletown, MD 21769

      203 Franklin St, 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
  • 6513 Schneider Dr, Middletown, MD 21769
    6513 Schneider Dr, Middletown, MD 21769
    6513 Schneider Dr, Middletown, MD 21769
    /56

    $540,000 Sold Jun 06, 2025

    6513 Schneider Dr, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 3,064 Sq Ft
    • Built 1983

    Last Sold Summary

    • $176/SF
    • 5 Days On Market

    Current Estimated Value $534,643

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

    6513 Schneider Dr, Middletown, MD 21769
    • 619 Glenbrook Dr, Middletown, MD 21769
      619 Glenbrook Dr, Middletown, MD 21769
      619 Glenbrook Dr, Middletown, MD 21769
      /84

      Est $970,796 Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 5,378 Sq Ft

      619 Glenbrook Dr, Middletown, MD 21769

      619 Glenbrook Dr, Middletown, MD 21769
  • 1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    /35

    $564,900

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

    1 Keller Ln, Middletown, MD 21769

    Welcome to this beautifully maintained Dulaney model by ADMAR Custom Homes, located in the sought-after 55+ section of the Foxfield subdivision in picturesque Middletown. Pride of ownership is evident throughout this home, lovingly cared for by its original owner. Step inside to a welcoming ceramic-tiled foyer, offering easy access to the attached two-car garage and a conveniently placed powder

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • 206 Prospect St, Middletown, MD 21769
    206 Prospect St, Middletown, MD 21769
    206 Prospect St, Middletown, MD 21769
    /47

    $425,000 Sold Oct 07, 2025

    206 Prospect St, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 1,954 Sq Ft
    • Built 1928

    Last Sold Summary

    • $218/SF
    • 28 Days On Market

    Current Estimated Value $434,645

    Last Listing Agent Craig Smith Maryland Elite Realtors

    206 Prospect St, Middletown, MD 21769
    • 11 Walnut Pond Ct, Middletown, MD 21769
      11 Walnut Pond Ct, Middletown, MD 21769
      11 Walnut Pond Ct, Middletown, MD 21769
      /38

      Est $504,722 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,380 Sq Ft

      11 Walnut Pond Ct, Middletown, MD 21769

      11 Walnut Pond Ct, Middletown, MD 21769
  • 5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    /6

    $1,328,015 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,956 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
  • 107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    /60

    $770,000 Sold Dec 10, 2025

    107 Mina Dr, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft
    • Built 1999

    Last Sold Summary

    • $209/SF
    • 15 Days On Market

    Last Listing Agent Bobbi Prescott RE/MAX Results

    107 Mina Dr, Middletown, MD 21769
    • 7311 E Springbrook Ct, Middletown, MD 21769
      7311 E Springbrook Ct, Middletown, MD 21769
      7311 E Springbrook Ct, Middletown, MD 21769
      /44

      Est $292,878 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft

      7311 E Springbrook Ct, Middletown, MD 21769

      7311 E Springbrook Ct, Middletown, MD 21769
  • 4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    /76

    $599,000

    • 6 Beds
    • 4.5 Baths
    • 3,072 Sq Ft

    4311 Zircon Rd, Middletown, MD 21769

    Karen Reda Todays Realty, Inc.

    4311 Zircon Rd, Middletown, MD 21769
  • 3234 Bidle Rd, Middletown, MD 21769
    3234 Bidle Rd, Middletown, MD 21769
    3234 Bidle Rd, Middletown, MD 21769
    /45

    $665,000 Sold May 23, 2025

    3234 Bidle Rd, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,726 Sq Ft
    • Built 1989

    Last Sold Summary

    • $178/SF
    • 22 Days On Market

    Current Estimated Value $668,329

    Last Listing Agent Audrey Bullock Cummings & Co. Realtors

    3234 Bidle Rd, Middletown, MD 21769

Showing Results 41 - 80, Page 2 of 18

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