4,986

Homes in ZIP Code 21769

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  • /58

    $799,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,603 Sq Ft

    411 Glenbrook Dr, Middletown, MD 21769

    Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    411 Glenbrook Dr, Middletown, MD 21769
  • /22

    $2,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • Townhouse for Rent

    7316 E Springbrook Ct, Middletown, MD 21769

    Coming Soon, Available for rent September 1st! Beautiful well-maintained townhome located in desirable Middletown! Home features 3 bedrooms 1 1/2 bathrooms, spacious living room with large bay window, kitchen/dining combo, fully fenced in front yard and partially fenced rear yard. New washer and dryer included! Easy access to town shops and restaurants. Middletown Blue Ribbon Schools! **Sorry No

    Mark Boettcher RE/MAX Results

    7316 E Springbrook Ct, Middletown, MD 21769
  • /44

    $310,000

    Sold Jun 18, 2026

    1936 Old National Pike, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 2,824 Sq Ft
    • Built 1900

    Last Sold Summary

    • 33% Below List Price
    • $110/SF
    • 151 Days On Market

    Current Estimated Value $409,065

    Last Listing Agent Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
    • /59

      Est $371,802

      Not Listed For Sale

      6724 Mountain Church Rd, Middletown, MD 21769

      • 3 Beds
      • 1 Bath
      • 1,512 Sq Ft
      • Built 1965
      6724 Mountain Church Rd, Middletown, MD 21769

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Elle Smith J&B Real Estate

  • /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

    9237 Frostown Rd, Middletown, MD 21769
  • /10

    $2,700 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Townhouse for Rent

    212 Stone Springs Ln, Middletown, MD 21769

    Property Id: 2842599 Welcome to your new home at 212 Stone Springs Ln in Middletown, MD! This stunning townhome was recently remodeled - 3 bedrooms plus a bonus room, 3.5 bathrooms and fully finished basement. Newer appliances, central air, and security cameras. Off-street parking available. Rent: $2700/month. 3x rent income required. No pets allowed. HOA Dues, trash,

    212 Stone Springs Ln, Middletown, MD 21769
  • /45

    $530,000

    Sold Aug 06, 2026

    22 E Green St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Above List Price
    • $277/SF
    • 1 Day On Market

    Current Estimated Value $450,348

    Last Listing Agent Amanda Addington EXP Realty, LLC

    22 E Green St, Middletown, MD 21769
    • /46

      Est $709,275

      Not Listed For Sale

      3 N Pointe Terrace, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 3,848 Sq Ft
      • Built 2002
      3 N Pointe Terrace, Middletown, MD 21769

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Ryan Lancaster Long & Foster Real Estate, Inc.

  • /63

    $1,425,000

    $75K PRICE DROP Under Contract
    • 5 Beds
    • 4.5 Baths
    • 5,511 Sq Ft

    2802 Bidle Rd, Middletown, MD 21769

    Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings!

    Agent Photo

    J. D'Ann Melnick

    EXP Realty, LLC

    2802 Bidle Rd, Middletown, MD 21769
  • /54

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,558 Sq Ft
    • House for Rent

    6824 Mountain Church Rd, Middletown, MD 21769

    Welcome home to this beautifully renovated 2-bedroom, 1-bathroom single-family home nestled in the desirable Middletown area. Offering the perfect combination of modern updates, comfortable living, and peaceful privacy, this home is ready for you to make it your own.Inside, you’ll find fresh paint, new flooring, and thoughtful updates throughout. The bright and inviting layout offers

    Katelyne Rusenko Century 21 Redwood Realty

    6824 Mountain Church Rd, Middletown, MD 21769
  • /80

    $901,000

    Sold Mar 31, 2026

    3293 N Hill Ct, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 3,084 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $292/SF
    • 3 Days On Market

    Current Estimated Value $883,230

    Last Listing Agent Bobbi Prescott RE/MAX Results

    3293 N Hill Ct, Middletown, MD 21769
    • /101

      Est $867,118

      Not Listed For Sale

      3024 Marker Rd, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 4,216 Sq Ft
      • Built 1998
      3024 Marker Rd, Middletown, MD 21769

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Lily Vallario EXP Realty, LLC

  • /29

    $550,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    7820 Myersville Rd, Middletown, MD 21769

    ***Room to Breathe, Space to Grow, and Mountain Views to Come Home To***Set on 3.72 acres just minutes from the heart of Middletown, this 3-bedroom, 2.5-bath ranch offers the kind of space and versatility that's increasingly hard to find. Here, you can enjoy a peaceful country setting and mountain views while keeping shopping, dining, schools, and everyday conveniences within easy

    Agent Photo

    Sam James

    Long & Foster Real Estate, Inc.

    7820 Myersville Rd, Middletown, MD 21769
  • /30

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 2,880 Sq Ft
    • Condo for Rent

    406 W Green St Unit A, Middletown, MD 21769

    Welcome to Green Street Flats in Historic Middletown, MDNow Leasing and offering – First Month Free!Available starting May 7thModern Luxury in the Heart of Historic MiddletownDiscover elevated living at Green Street Flats—a brand-new luxury apartment community located in the heart of picturesque, historic Middletown. These thoughtfully designed 1,440 sq. ft. homes blend

    Joanna Brown Keller Williams Realty Centre

    406 W Green St Unit A, Middletown, MD 21769
  • /72

    $435,000

    Sold Nov 04, 2025

    106 Stone Springs Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,727 Sq Ft
    • Built 2006

    Last Sold Summary

    • $160/SF
    • 2 Days On Market

    Current Estimated Value $436,417

    Last Listing Agent Bikle Metz Group Keller Williams Realty Centre

    106 Stone Springs Ln, Middletown, MD 21769
    • /10

      Est $393,793

      Not Listed For Sale

      107 Broad St, Middletown, MD 21769

      • 3 Beds
      • 2.5 Baths
      • 2,484 Sq Ft
      • Built 1910
      107 Broad St, Middletown, MD 21769

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Anthony Verdi IMPACT Maryland Real Estate

  • /75

    $575,000

    $24K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,451 Sq Ft

    2748 Bennies Hill Rd, Middletown, MD 21769

    Welcome to your own private retreat! This 3-bedroom, 3 full bath home offers nearly 2,500 square feet of finished living space and comes with not one, but two parcels totaling approximately 7.63 acres. The home is situated on 5.90 acres and includes an additional 1.73-acre wooded lot located directly behind the property, providing even more privacy and future possibilities, and even hunt on your

    Agent Photo

    Greg Salley

    Long & Foster Real Estate, Inc.

    2748 Bennies Hill Rd, Middletown, MD 21769
  • /61

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Townhouse for Rent

    12 Chester Ct, Middletown, MD 21769

    Stunning like-new townhome located in the heart of Middletown! This spacious 3-level colonial offers approximately 2,300 finished sq ft with 3 bedrooms, 2.5 baths, and an attached front-entry garage. Features include an open-concept floor plan, modern finishes throughout, abundant natural light, and generously sized bedrooms with en-suite baths. Conveniently located near shopping, dining, parks,

    Gayle Bailey Keller Williams Realty

    12 Chester Ct, Middletown, MD 21769
  • /67

    $845,000

    Sold Oct 24, 2025

    510 Glenbrook Dr, Middletown, MD 21769

    • 4 Beds
    • 4.5 Baths
    • 4,920 Sq Ft
    • Built 2004

    Last Sold Summary

    • $172/SF
    • 6 Days On Market

    Current Estimated Value $869,803

    Last Listing Agent Shelley Eyler Berkshire Hathaway HomeServices PenFed Realty

    510 Glenbrook Dr, Middletown, MD 21769
    • /8

      Est $949,782

      Not Listed For Sale

      3115 Sumantown Rd, Middletown, MD 21769

      • Built 2025
      3115 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christina Poss Verdant Realty Group LLC

  • /39

    $410,000

    $8K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,416 Sq Ft

    5 Bankbarn Cir, Middletown, MD 21769

    Welcome to 5 Bankbarn Circle, a stunning three-story townhouse offering 2,416 square feet of beautifully designed living space in Middletown’s highly desirable Glenbrook community. This home features four spacious bedrooms, three and a half baths, and three levels of expanded space thanks to generous rear bump-outs and a step-up entryway leading to a large living room with a classic bay

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    5 Bankbarn Cir, Middletown, MD 21769
  • /12

    $2,096,257

    Sold Feb 26, 2026

    7461 Heritage Oak Terrace, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 3,524 Sq Ft

    Last Sold Summary

    • $595/SF
    • 69 Days On Market

    Last Listing Agent Amos Martin, CCIM VCRE.CO

    7461 Heritage Oak Terrace, Middletown, MD 21769
    • /64

      Est $856,045

      Not Listed For Sale

      303 Ingalls Dr, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 5,004 Sq Ft
      • Built 2018
      303 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Kelly Losquadro Long & Foster Real Estate, Inc.

  • /9

    $874,900

    Coming Soon Sep 18
    • 3 Beds
    • 3 Baths
    • 4,658 Sq Ft

    2313 Bidle Rd, Middletown, MD 21769

    23+ ACRES *** 4,000+ TOTAL FINISHED SQ. FT. *** HORSE BARN *** TRAILS *** MIDDLETOWN VALLEYA rare opportunity to enjoy space, privacy and versatility in the heart of scenic Middletown Valley. Set on approximately 23.1 acres, this distinctive property brings together a spacious residence, expansive open acreage, equestrian improvements, a substantial barn and beautiful countryside

    Agent Photo

    Zsuzsanna Rainey

    Taylor Properties

    2313 Bidle Rd, Middletown, MD 21769
  • /72

    $585,000

    Sold Oct 30, 2025

    9 Caroline Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft
    • Built 1984

    Last Sold Summary

    • $224/SF
    • 39 Days On Market

    Current Estimated Value $591,656

    Last Listing Agent Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, Middletown, MD 21769
    • /68

      Est $668,049

      Not Listed For Sale

      212 Ingalls Dr, Middletown, MD 21769

      • 4 Beds
      • 4 Baths
      • 3,042 Sq Ft
      • Built 2019
      212 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Ronald Wolfe Charis Realty Group

  • /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
  • /49

    $499,999

    Sold Jun 24, 2026

    2 Lombardy Dr, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 2,079 Sq Ft
    • Built 1966

    Last Sold Summary

    • $240/SF
    • 10 Days On Market

    Current Estimated Value $503,331

    Last Listing Agent Bobbi Prescott RE/MAX Results

    2 Lombardy Dr, Middletown, MD 21769
    • /25

      Est $844,381

      Not Listed For Sale

      7 Dean Ln, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,630 Sq Ft
      • Built 2018
      7 Dean Ln, Middletown, MD 21769

      Last Sold Summary

      • 18 Days On Market

      Last Listing Agent Sarah Reynolds Keller Williams Realty

  • /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
  • /54

    $550,000

    Sold Oct 20, 2025

    6 Stine Ct, Middletown, MD 21769

    • 2 Beds
    • 2.5 Baths
    • 1,895 Sq Ft
    • Built 2010

    Last Sold Summary

    • $290/SF
    • 79 Days On Market

    Current Estimated Value $565,201

    Last Listing Agent Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
    • /53

      Est $804,999

      Not Listed For Sale

      104 Ingalls Dr, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,581 Sq Ft
      • Built 2017
      104 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Tim Scaccia Marsh Realty

  • /93

    $1,719,900

    New Construction
    • 5 Beds
    • 8 Baths
    • 6,026 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    3150 Bidle Rd, Middletown, MD 21769
  • /76

    $663,000

    Sold Sep 11, 2026

    24 Young Branch Dr, Middletown, MD 21769

    • 6 Beds
    • 3.5 Baths
    • 3,696 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 41 Days On Market

    Current Estimated Value $665,598

    Last Listing Agent Michelle Hodos Long & Foster Real Estate, Inc.

    24 Young Branch Dr, Middletown, MD 21769
    • /22

      Est $668,958

      Not Listed For Sale

      107 Ingalls Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 3,084 Sq Ft
      • Built 2018
      107 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Marc Infeld Long & Foster Real Estate, Inc.

  • /95

    $950,000

    Pending
    • 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
  • /79

    $1,200,000

    Sold Aug 17, 2026

    4311 Saratoga Springs Ct, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 5,366 Sq Ft
    • Built 2005

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Current Estimated Value $1,193,355

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

    4311 Saratoga Springs Ct, Middletown, MD 21769
    • /88

      Est $1,709,485

      Not Listed For Sale

      2827 Sumantown Rd, Middletown, MD 21769

      • 6 Beds
      • 5.5 Baths
      • 7,068 Sq Ft
      • Built 2021
      2827 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

      Last Listing Agent Annie Price LPT Realty, LLC

  • /33

    $625,000

    • 3 Beds
    • 2.5 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
  • /35

    $1,218,776

    Sold Sep 03, 2026

    3281 Sumantown Rd, Middletown, MD 21769

    • 4 Beds
    • 5.5 Baths
    • 4,542 Sq Ft

    Last Sold Summary

    • $268/SF

    Last Listing Agent Christina Poss Verdant Realty Group LLC

    3281 Sumantown Rd, Middletown, MD 21769

Showing Results 1 - 40, Page 1 of 18

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