4,777

Middletown, MD Homes

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  • /12

    $1,631,633 Under Contract

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

    7461 Heritage Oak Terrace, Middletown, MD 21769

    Lot 3 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 410-1326

    7461 Heritage Oak Terrace, Middletown, MD 21769
  • /21

    $1,650 - $1,800 per month

    Apartment for Rent

    2 Beds

    32 E Main St, Middletown, MD 21769

    Welcome to you new home in this well-maintained 6-unit apartment building offering comfortable and spacious 2-bedroom, 1-bath units. Each apartment features a full kitchen, a bright and open living area, and generous closet space to keep you organized. Enjoy the convenience of water, trash, and on-site communal laundry included in your rent - residents only have to worry about covering

    32 E Main St, Middletown, MD 21769
  • /74

    $825,000 Sold Aug 01, 2025

    8339 Palmer Rd, Middletown, MD 21769

    • 5 Beds
    • 3 Baths
    • 3,127 Sq Ft
    • Built 2007

    Last Sold Summary

    • $264/SF
    • 3 Days On Market

    Current Estimated Value $795,369

    Last Listing Agent Tony La Scola Welcome Home Realty Group

    8339 Palmer Rd, Middletown, MD 21769
    • /38

      Est $388,481 Not Listed For Sale

      321 S Church St, Middletown, MD 21769

      • 2 Beds
      • 1 Bath
      • 1,285 Sq Ft
      • Built 1949
      321 S Church St, Middletown, MD 21769

      Last Sold Summary

      • $301/SF
      • 2 Days On Market

      Last Sold Price $387,000

      Last Listing Agent Kelly Losquadro Long & Foster

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 734-3188

    3120 Bidle Rd, Middletown, MD 21769
  • /53

    $2,700 per month

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

    23 Chester Ct, Middletown, MD 21769

    Beautifully maintained, nearly new 3-level townhome offering over 2,300 sq ft of modern living in the heart of Middletown. Built in 2022, this home features 3 spacious bedrooms, 3.5 baths, and an open, light-filled floor plan designed for both comfort and functionality.The main level showcases a bright kitchen with stainless steel appliances, large island, ample cabinet space, and room for

    Gayle Bailey Keller Williams Realty

    23 Chester Ct, 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 $430,672

    Last Listing Agent Chad Bikle Keller Williams Realty Centre

    106 Stone Springs Ln, Middletown, MD 21769
    • /46

      Est $524,105 Not Listed For Sale

      4524 Willow Tree Dr, Middletown, MD 21769

      • 3 Beds
      • 2.5 Baths
      • 2,640 Sq Ft
      • Built 1967
      4524 Willow Tree Dr, Middletown, MD 21769

      Last Sold Summary

      • 3% Above List Price
      • $193/SF
      • 118 Days On Market

      Last Sold Price $510,000

      Last Listing Agent Joseph Hawkins Hawkins Real Estate Company

  • /6

    $1,292,500 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3101 Bidle Rd, Middletown, MD 21769

    Lot 1 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.

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 839-6394

    3101 Bidle Rd, 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 $842,392

    Last Listing Agent Shelley Eyler Berkshire Hathaway HomeServices PenFed Realty

    510 Glenbrook Dr, Middletown, MD 21769
    • /8

      Est $947,726 Not Listed For Sale

      3115 Sumantown Rd, Middletown, MD 21769

      3115 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

      • 72% Above List Price
      • 3 Days On Market

      Last Sold Price $550,000

      Last Listing Agent Christina Poss Verdant Realty Group LLC

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 771-1321

    3150 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 $580,088

    Last Listing Agent Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, Middletown, MD 21769
    • /18

      Est $334,328 Not Listed For Sale

      207 S Jefferson St, Middletown, MD 21769

      • 3 Beds
      • 1 Bath
      • 1,242 Sq Ft
      • Built 1900
      207 S Jefferson St, Middletown, MD 21769

      Last Sold Summary

      • 22% Above List Price
      • $220/SF
      • 12 Days On Market

      Last Sold Price $273,000

      Last Listing Agent Shelley Eyler BHHS PenFed (actual)

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 219-6882

    7452 Heritage Oak Terrace, 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 $551,237

    Last Listing Agent Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
    • /64

      Est $838,536 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

      • $168/SF
      • 0 Days On Market

      Last Sold Price $840,000

      Last Listing Agent Kelly Losquadro Long & Foster

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 817-3574

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • /59

    $349,900 Sold Aug 29, 2025

    6724 Mountain Church Rd, Middletown, MD 21769

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft
    • Built 1965

    Last Sold Summary

    • $231/SF
    • 1 Day On Market

    Current Estimated Value $353,919

    Last Listing Agent Elle Smith J&B Real Estate

    6724 Mountain Church Rd, Middletown, MD 21769
    • /68

      Est $659,111 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

      • 9% Above List Price
      • $199/SF
      • 19 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Ronald Wolfe Charis Realty Group

  • /6

    $1,785,000 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.

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 443-2292

    3121 Bidle Rd, Middletown, MD 21769
  • /88

    $1,700,000 Sold Jun 09, 2025

    2827 Sumantown Rd, Middletown, MD 21769

    • 6 Beds
    • 5.5 Baths
    • 7,068 Sq Ft
    • Built 2021

    Last Sold Summary

    • $241/SF

    Current Estimated Value $1,659,058

    Last Listing Agent Annie Price LPT Realty, LLC

    2827 Sumantown Rd, Middletown, MD 21769
    • /53

      Est $805,585 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

      • $176/SF
      • 50 Days On Market

      Last Sold Price $805,000

      Last Listing Agent Tim Scaccia Marsh Realty

  • /6

    $1,250,500 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.

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 452-4858

    3111 Bidle Rd, Middletown, MD 21769
  • /20

    $630,000 Sold Mar 07, 2025

    4301 Flower Ct, Middletown, MD 21769

    • 3 Beds
    • 3.5 Baths
    • 2,710 Sq Ft
    • Built 1986

    Last Sold Summary

    • $232/SF
    • 56 Days On Market

    Current Estimated Value $606,554

    Last Listing Agent Carrie Brandt Fairfax Realty Premier

    4301 Flower Ct, Middletown, MD 21769
    • /22

      Est $657,321 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

      • 9% Above List Price
      • $196/SF
      • 14 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Marc Infeld Long & Foster

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 860-1680

    7460 Heritage Oak Terrace, Middletown, MD 21769
  • /70

    $750,003 Sold Mar 28, 2025

    110 Locust St, Middletown, MD 21769

    • 5 Beds
    • 3.5 Baths
    • 3,430 Sq Ft
    • Built 2012

    Last Sold Summary

    • $219/SF
    • 1 Day On Market

    Current Estimated Value $740,380

    Last Listing Agent Bobbi Prescott RE/MAX Results

    110 Locust St, Middletown, MD 21769
    • /56

      Est $832,189 Not Listed For Sale

      3156 Sumantown Rd, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 3,329 Sq Ft
      • Built 2014
      3156 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

      • 7% Above List Price
      • $233/SF
      • 0 Days On Market

      Last Sold Price $775,000

      Last Listing Agent Sharon Oland Bach Real Estate

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 339-2429

    3130 Bidle Rd, Middletown, MD 21769
  • /45

    $460,000 Sold Dec 02, 2025

    7103 Unakite Ct, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 2,184 Sq Ft
    • Built 1977

    Last Sold Summary

    • $211/SF
    • 92 Days On Market

    Current Estimated Value $454,078

    Last Listing Agent Lily Vallario EXP Realty, LLC

    7103 Unakite Ct, Middletown, MD 21769
    • /68

      Est $922,727 Not Listed For Sale

      7821 Myersville Rd, Middletown, MD 21769

      • 5 Beds
      • 5.5 Baths
      • 4,938 Sq Ft
      • Built 2011
      7821 Myersville Rd, Middletown, MD 21769

      Last Sold Summary

      • 8% Above List Price
      • $173/SF
      • 3 Days On Market

      Last Sold Price $855,000

      Last Listing Agent Joanna Brown Keller Williams Realty Centre

  • /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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 262-0552

    7453 Heritage Oak Terrace, Middletown, MD 21769
  • /74

    $310,000 Sold Dec 22, 2025

    10 Linden Blvd, Middletown, MD 21769

    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft
    • Built 1955

    Last Sold Summary

    • $147/SF
    • 35 Days On Market

    Current Estimated Value $356,540

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
    • /45

      Est $478,796 Not Listed For Sale

      4505 Willow Tree Dr, Middletown, MD 21769

      • 3 Beds
      • 3 Baths
      • 2,282 Sq Ft
      • Built 1968
      4505 Willow Tree Dr, Middletown, MD 21769

      Last Sold Summary

      • 2% Above List Price
      • $206/SF
      • 15 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Jody Bell Coldwell Banker Realty

  • /3

    $1,171,120 Pending

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

    Lot 1 Sumantown Rd, Middletown, MD 21769

    PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. This listing is for The Lexington, a masterpiece of luxury living, boasting 4 bedrooms, 4.5 bathrooms, and over 4,300 square feet of exquisitely crafted space. This

    Christina Poss Verdant Realty Group LLC

    Lot 1 Sumantown Rd, Middletown, MD 21769
  • /56

    $365,000 Sold Aug 14, 2025

    1630 Marker Rd, Middletown, MD 21769

    • 4 Beds
    • 1 Bath
    • 1,662 Sq Ft
    • Built 1950

    Last Sold Summary

    • $220/SF
    • 46 Days On Market

    Current Estimated Value $368,450

    Last Listing Agent Hubert Brown Real Estate Teams, LLC

    1630 Marker Rd, Middletown, MD 21769
    • /41

      Est $836,573 Not Listed For Sale

      16 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 5,142 Sq Ft
      • Built 2010
      16 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 6% Above List Price
      • $153/SF
      • 20 Days On Market

      Last Sold Price $789,000

      Last Listing Agent Keith Lay Redfin Corp

  • /2

    $950,000 Pending

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

    114 E Main St, Middletown, MD 21769

    A rare opportunity to own a newly built, detached home just steps from Main Street in Middletown—offering the charm of small-town living with front-row access to parades, festivals, and community events, all while enjoying privacy set back from the road. Built in 2023 and meticulously maintained, this home sits on a .34-acre lot with a private driveway leading to a two-car attached garage

    Taylor Muehlstein Iron Valley Real Estate Crossroads

    114 E Main St, 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 $575,363

    Last Listing Agent Kristi Jacobs Williams Samson Properties

    8501 Rosebud Ct, Middletown, MD 21769

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$603,000
Median Single Family Sale Price
$633,750
Median Townhouse Sale Price
$405,450
Average Price Per Sq Ft
$200
Number of Homes for Sale
22
Last 12 months Home Sales
129
Months of Supply
2.00
Median List Price
$624,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
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