4,986

Homes in ZIP Code 21769

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  • /35

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,862 Sq Ft

    718 E Main St, Middletown, MD 21769

    Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable,

    Andrew Hopley Keller Williams Realty Centre

    718 E Main St, Middletown, MD 21769
  • /2

    $950,000

    Sold Mar 20, 2026

    114 E Main St, Middletown, MD 21769

    • 5 Beds
    • 5.5 Baths
    • 4,785 Sq Ft
    • Built 2023

    Last Sold Summary

    • $199/SF

    Current Estimated Value $940,645

    Last Listing Agent Taylor Stemple Iron Valley Real Estate Crossroads

    114 E Main St, Middletown, MD 21769
    • /57

      Est $824,169

      Not Listed For Sale

      18 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 4.5 Baths
      • 4,480 Sq Ft
      • Built 2009
      18 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Rebecca Carrera Samson Properties

  • /27

    $1,166,611

    New Construction 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
  • /62

    $440,000

    Sold Jul 08, 2026

    7014 Willow Tree Dr S, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,560 Sq Ft
    • Built 1976

    Last Sold Summary

    • $172/SF
    • 10 Days On Market

    Current Estimated Value $438,471

    Last Listing Agent Joanna Brown Keller Williams Realty Centre

    7014 Willow Tree Dr S, Middletown, MD 21769
    • /56

      Est $559,240

      Not Listed For Sale

      6513 Schneider Dr, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 3,064 Sq Ft
      • Built 1983
      6513 Schneider Dr, Middletown, MD 21769

      Last Sold Summary

      • 5 Days On Market

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

  • /2

    $2,465,000

    $300K PRICE INCREASE Pending
    • 4 Beds
    • 5.5 Baths
    • 6,782 Sq Ft

    7460 Heritage Oak Terrace, Middletown, MD 21769

    Home being built by local builderLaine Street Homes. This estate home will blend elements from modern turdor and english country architecture. Featuring over 6,000 well appointed sqft and set atop a beathtaking 6+ acre view lot, this home is thoughtfully designed to offer both grand-scale entertaining and serene everyday living . 4 lots left in the Heritage Oak Estates Community. Multiple plans

    Adam Ellison Long & Foster Real Estate, Inc.

    7460 Heritage Oak Terrace, 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 $443,572

    Last Listing Agent Craig Smith Maryland Elite Realtors

    206 Prospect St, Middletown, MD 21769
    • /12

      Est $477,890

      Not Listed For Sale

      301 Washington St, Middletown, MD 21769

      • 3 Beds
      • 3.5 Baths
      • 2,280 Sq Ft
      • Built 1993
      301 Washington St, Middletown, MD 21769

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Jim Bass Real Estate Teams, LLC

  • /3

    $680,000

    Coming Soon Sep 21
    • 5 Beds
    • 3 Baths
    • 2,820 Sq Ft

    21 E Main St, Middletown, MD 21769

    Step into a world of timeless elegance with this stunning Victorian home, a true masterpiece of craftsmanship and design. Built in 1900, this residence boasts and shows a life of owners who loved it and those who appreciated its unique architectural features. Beautiful hardwood floors throughout the entire home, including in the updated and modernized kitchen! Upgraded countertops and stainless

    Caleb Wilson Maryland Real Estate Group LLC

    21 E Main St, 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

    Current Estimated Value $790,529

    Last Listing Agent Bobbi Prescott RE/MAX Results

    107 Mina Dr, Middletown, MD 21769
    • /42

      Est $637,722

      Not Listed For Sale

      11 Ivy Hill Dr, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 2,638 Sq Ft
      • Built 1994
      11 Ivy Hill Dr, Middletown, MD 21769

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jennifer Grove Bach Real Estate

  • /7

    $60,000

    Under Contract
    • Land
    • 7,405 Sq Ft
    • $352,941 per Acre

    0 S Jefferson St, Middletown, MD 21769

    One of few buildable lots available in sought after Middletown can be yours. Great location with quick access to Rt. 17 and 4 miles to Rt. 70. Enjoy conveniently located restaurants, parks, medical offices, houses of worship, and convenience store/gas. Requires site plan approval from Middletown for setback variances due to shape of lot, which is a 30 - 45 day process to schedule and receive once

    Susan Kelley Kelley Real Estate Professionals

    0 S Jefferson St, Middletown, MD 21769
  • /76

    $435,000

    Sold Apr 21, 2026

    107 S Jefferson St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $275/SF
    • 15 Days On Market

    Current Estimated Value $426,395

    Last Listing Agent Michelle Graziani Century 21 Redwood Realty

    107 S Jefferson St, Middletown, MD 21769
    • /39

      Est $449,976

      Not Listed For Sale

      4222 Garnet Dr, Middletown, MD 21769

      • 3 Beds
      • 1.5 Baths
      • 1,560 Sq Ft
      • Built 1980
      4222 Garnet Dr, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Judy Martin Century 21 Redwood Realty

  • /64

    $484,900

    $15K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,746 Sq Ft

    6513 Gilardi Rd, Boonsboro, MD 21713

    Rare Opportunity to own a Farmette in Boonsboro! 6513 Gilardi is a custom, true one-level home on 4.7+ acres, with a small barn, detached, two-room building, large storage shed and two double garages. This property has been in the family for nearly a hundred years! Yet this home was built in 1998. Lovingly maintained, this home shines like a gem that's been polished and cherished for generations.

    Debbie Hugo Samson Properties

    6513 Gilardi Rd, Boonsboro, MD 21713
  • /71

    $775,000

    Sold Oct 09, 2025

    15 Wagon Shed Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 4,914 Sq Ft
    • Built 2009

    Last Sold Summary

    • $158/SF
    • 20 Days On Market

    Current Estimated Value $813,659

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

    15 Wagon Shed Ln, Middletown, MD 21769
    • /38

      Est $542,517

      Not Listed For Sale

      11 Walnut Pond Ct, Middletown, MD 21769

      • 3 Beds
      • 4 Baths
      • 2,380 Sq Ft
      • Built 1998
      11 Walnut Pond Ct, Middletown, MD 21769

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Troyce Gatewood Real Broker, LLC - Frederick

  • /74

    $689,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,274 Sq Ft

    8 N Pointe Terrace, Middletown, MD 21769

    Where timeless architecture meets the lifestyle you’ve been searching for. Perfectly positioned on a premium homesite backing to mature trees and the Middletown Walking Trail System, this exceptional Waverly model offers an extraordinary combination of space, comfort, and location just moments from historic downtown Middletown, award-winning schools, Wiles Branch Park, the dog park, the creek,

    Bobbi Prescott RE/MAX Results

    8 N Pointe Terrace, Middletown, MD 21769
  • /71

    $500,000

    Sold Apr 24, 2026

    4614 Pinewood Trail, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 1,684 Sq Ft
    • Built 1974

    Last Sold Summary

    • 14% Above List Price
    • $297/SF
    • 3 Days On Market

    Current Estimated Value $476,676

    Last Listing Agent Regina Cosley Long & Foster Real Estate, Inc.

    4614 Pinewood Trail, Middletown, MD 21769
    • /44

      Est $291,894

      Not Listed For Sale

      7311 E Springbrook Ct, Middletown, MD 21769

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1972
      7311 E Springbrook Ct, Middletown, MD 21769

      Last Sold Summary

      • 9 Days On Market

      Last Listing Agent Scott Peterson Keller Williams Realty Centre

  • /36

    $329,500

    Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    1709 Springhouse Ct, Frederick, MD 21702

    Welcome to 1709 Springhouse Ct., located in the popular Amber Meadows community! MOVE IN READY!!!Step inside to an expansive family room with beautiful hardwood floors, offering plenty of space for any furniture arrangement—including a large sectional—making it the perfect place to relax or entertain.The updated kitchen features granite countertops, a stylish tile backsplash,

    Adam Kohn Century 21 Redwood Realty

    1709 Springhouse Ct, Frederick, MD 21702
  • /58

    $590,000

    Sold Oct 29, 2025

    6822 Potomac Ave, Braddock Heights, MD 21714

    • 3 Beds
    • 3.5 Baths
    • 3,005 Sq Ft
    • Built 1950

    Last Sold Summary

    • $196/SF
    • 23 Days On Market

    Current Estimated Value $623,602

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

    6822 Potomac Ave, Braddock Heights, MD 21714
    • /67

      Est $874,534

      Not Listed For Sale

      1 Wagon Shed Ct, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,546 Sq Ft
      • Built 2009
      1 Wagon Shed Ct, Middletown, MD 21769

      Last Sold Summary

      • 13 Days On Market

      Last Listing Agent Bobbi Prescott RE/MAX Results

  • /56

    $584,900

    $15K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The

    Chris Reeder Long & Foster Real Estate, Inc.

    6838 Mountain Church Rd, Middletown, MD 21769
  • /50

    $380,000

    Sold Dec 12, 2025

    6816 Buckingham Ln, Buckeystown, MD 21717

    • 2 Beds
    • 1 Bath
    • 1,800 Sq Ft
    • Built 1948

    Last Sold Summary

    • $211/SF
    • 4 Days On Market

    Current Estimated Value $340,500

    Last Listing Agent Lisa Buohl CENTURY 21 New Millennium

    6816 Buckingham Ln, Buckeystown, MD 21717
    • /63

      Est $910,150

      Not Listed For Sale

      7781 Coblentz Rd, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 3,408 Sq Ft
      • Built 1995
      7781 Coblentz Rd, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christine Hersey RE/MAX Results

  • /33

    $399,000

    • 3 Beds
    • 1.5 Baths
    • 1,824 Sq Ft

    319 S Church St, Middletown, MD 21769

    OPEN HOUSE SATURDAY 8/29 11AM-1PMWelcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home.The main level features a

    Lenny Grzeskiewicz Corner House Realty

    319 S Church St, Middletown, MD 21769
  • /47

    $1,100,000

    Sold Oct 31, 2025

    6813 Southridge Way, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 6,082 Sq Ft
    • Built 2004

    Last Sold Summary

    • $181/SF
    • 10 Days On Market

    Current Estimated Value $1,142,999

    Last Listing Agent Andrew Detweiler The Rockville Real Estate Exchange

    6813 Southridge Way, Middletown, MD 21769
    • /53

      Est $422,177

      Not Listed For Sale

      4 Smoke House Cir, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 2008
      4 Smoke House Cir, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Bobbi Prescott RE/MAX Results

  • /6

    $1,785,000

    New Construction Pending
    • 5 Beds
    • 3.5 Baths
    • 4,050 Sq Ft

    3121 Bidle Rd, Middletown, MD 21769

    Lot 3 South at Heritage Oak Estates | To-Be-Built Custom Home by Atlantic Homes. 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 surrounding mountains—all with no HOA restrictions.

    Amos Martin, CCIM VCRE.CO

    3121 Bidle Rd, Middletown, MD 21769
  • /49

    $410,000

    Sold Oct 03, 2025

    404 Stone Springs Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft
    • Built 2003

    Last Sold Summary

    • $155/SF
    • 53 Days On Market

    Current Estimated Value $423,772

    Last Listing Agent Sarah Prieur EXP Realty, LLC

    404 Stone Springs Ln, Middletown, MD 21769
    • /11

      Est $457,144

      Not Listed For Sale

      18 Locust Blvd, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 1,540 Sq Ft
      • Built 1957
      18 Locust Blvd, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Tina Nash Set Your Rate Real Estate LLC

  • /77

    $1,300,000

    $200K PRICE DROP Pending
    • 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
  • /2

    $1,750,000

    Sold Jan 09, 2026

    2439 Old National Pike, Middletown, MD 21769

    • 8 Beds
    • 8 Baths
    • 6,194 Sq Ft
    • Built 1790

    Last Sold Summary

    • $283/SF
    • 5 Days On Market

    Current Estimated Value $1,774,629

    Last Listing Agent Toni Koerber Long & Foster Real Estate, Inc.

    2439 Old National Pike, Middletown, MD 21769
    • /43

      Est $501,792

      Not Listed For Sale

      13 Walnut Pond Ct, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 1,866 Sq Ft
      • Built 1998
      13 Walnut Pond Ct, Middletown, MD 21769

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent Bobbi Prescott RE/MAX Results

  • /6

    $1,250,500

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,605 Sq Ft

    3111 Bidle Rd, Middletown, MD 21769

    Lot 2 South at Heritage Oak Estates | To-Be-Built Custom Home by Atlantic Homes. 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 surrounding mountains—all with no HOA restrictions.

    Amos Martin, CCIM VCRE.CO

    3111 Bidle Rd, Middletown, MD 21769
  • /72

    $810,000

    Sold Jun 29, 2026

    216 E Main St, Middletown, MD 21769

    • 5 Beds
    • 6 Baths
    • 3,296 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $246/SF
    • 20 Days On Market

    Current Estimated Value $764,432

    Last Listing Agent Denise Briggs Redfin Corp

    216 E Main St, Middletown, MD 21769
    • /61

      Est $426,039

      Not Listed For Sale

      7205 Dogwood Ln, Middletown, MD 21769

      • 3 Beds
      • 1.5 Baths
      • 2,064 Sq Ft
      • Built 1967
      7205 Dogwood Ln, Middletown, MD 21769

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Dayna Metz Keller Williams Realty Centre

  • /3

    $675,000

    Coming Soon Oct 1
    • 4 Beds
    • 3.5 Baths
    • 3,142 Sq Ft

    12 Dean Ln, Middletown, MD 21769

    Professional photos coming soon! WHERE HOME MEETS HOMETOWN! Beautifully built in 2019 and ideally located on a premium corner homesite, this exceptional Colonial offers the rare combination of a beautifully appointed, move-in-ready home and the welcoming lifestyle of Historic Middletown, one of Maryland's most desirable small towns. With three finished levels, four bedrooms, 3 full and 1 half

    Cindy Durgin Monument Sotheby's International Realty

    12 Dean Ln, Middletown, MD 21769

Showing Results 81 - 120, Page 3 of 18

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