4,777

Middletown, MD Homes

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  • /11

    $1,297,167 Under Contract

    • 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
  • /25

    $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 $797,533

    Last Listing Agent Tony La Scola Welcome Home Realty Group

    8339 Palmer Rd, Middletown, MD 21769
    • /8

      Est $982,998 Not Listed For Sale

      3115 Sumantown Rd, Middletown, MD 21769

      3115 Sumantown Rd, Middletown, MD 21769
  • /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
  • /56

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 2,102 Sq Ft
    • Townhouse for Rent

    10 Chester Ct, Middletown, MD 21769

    Beautifully maintained end-unit condo townhome built in 2022, offering modern finishes, thoughtful design, and an unbeatable Middletown location. Property has just been fully painted, and has brand new LVP top to bottom. This 3-level home features 3 bedrooms, 2 full baths, and 1 half bath, plus a 1-car attached garage for added convenience. The main living level boasts an open and functional

    Gayle Bailey Keller Williams Realty

    10 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

    Last Listing Agent Chad Bikle Keller Williams Realty Centre

    106 Stone Springs Ln, Middletown, MD 21769
    • /18

      Est $329,146 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,242 Sq Ft

      207 S Jefferson St, Middletown, MD 21769

      207 S Jefferson St, Middletown, MD 21769
  • /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
  • /24

    $2,600 per month

    • 3 Beds
    • 1.5 Baths
    • 1,110 Sq Ft
    • House for Rent

    7288 Beechtree Ln Unit ALL Utilities Included, Middletown, MD 21769

    Price includes ALL utilities! Top level of Middletown home includes 3 bedrooms, each with curtains, en suite half bath, full bath, living room, dining room, kitchen, full sized washer & dryer in unit, screened sun room and huge deck in quiet cul du sac of 9 homes in sought-after Middletown, MD. Price for 2 includes ALL utilities! Yes…Owner pays for electric, water & sewer, wi-fi, and trash

    7288 Beechtree Ln Unit ALL Utilities Included, 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

    Last Listing Agent Shelley Eyler Berkshire Hathaway HomeServices PenFed Realty

    510 Glenbrook Dr, Middletown, MD 21769
    • /64

      Est $841,390 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 5,004 Sq Ft

      303 Ingalls Dr, Middletown, MD 21769

      303 Ingalls Dr, Middletown, MD 21769
  • /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
  • /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

    Last Listing Agent Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, Middletown, MD 21769
    • /68

      Est $645,067 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,042 Sq Ft

      212 Ingalls Dr, Middletown, MD 21769

      212 Ingalls Dr, Middletown, MD 21769
  • /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
  • /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

    Last Listing Agent Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
    • /53

      Est $806,242 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,581 Sq Ft

      104 Ingalls Dr, Middletown, MD 21769

      104 Ingalls Dr, Middletown, MD 21769
  • /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
  • /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 $353,175

    Last Listing Agent Elle Smith J&B Real Estate

    6724 Mountain Church Rd, Middletown, MD 21769
    • /22

      Est $656,769 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,084 Sq Ft

      107 Ingalls Dr, Middletown, MD 21769

      107 Ingalls Dr, Middletown, MD 21769
  • /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
  • /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 $1,668,753

    Last Listing Agent Annie Price LPT Realty, LLC

    2827 Sumantown Rd, Middletown, MD 21769
    • /56

      Est $839,662 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,329 Sq Ft

      3156 Sumantown Rd, Middletown, MD 21769

      3156 Sumantown Rd, Middletown, MD 21769
  • /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
  • /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 $608,466

    Last Listing Agent Carrie Brandt Fairfax Realty Premier

    4301 Flower Ct, Middletown, MD 21769
    • /68

      Est $917,232 Not Listed For Sale

      • 5 Beds
      • 5.5 Baths
      • 4,938 Sq Ft

      7821 Myersville Rd, Middletown, MD 21769

      7821 Myersville Rd, Middletown, MD 21769
  • /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
  • /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 $737,389

    Last Listing Agent Bobbi Prescott RE/MAX Results

    110 Locust St, Middletown, MD 21769
    • /45

      Est $476,478 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,282 Sq Ft

      4505 Willow Tree Dr, Middletown, MD 21769

      4505 Willow Tree Dr, Middletown, MD 21769
  • /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
  • /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

    Last Listing Agent Lily Vallario EXP Realty, LLC

    7103 Unakite Ct, Middletown, MD 21769
    • /41

      Est $868,816 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,142 Sq Ft

      16 Wagon Shed Ln, Middletown, MD 21769

      16 Wagon Shed Ln, Middletown, MD 21769
  • /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
  • /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

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
    • /77

      Est $867,469 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,215 Sq Ft

      716 Glenbrook Dr, Middletown, MD 21769

      716 Glenbrook Dr, Middletown, MD 21769
  • /15

    $465,000

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

    1936 Old National Pike, Middletown, MD 21769

    Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in Middletown, this turn-of-the-century brick home sits on almost four acres along Maryland’s historic Old National Pike. The property

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, 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 $366,281

    Last Listing Agent Hubert Brown Real Estate Teams, LLC

    1630 Marker Rd, 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
  • /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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$599,900
Median Single Family Sale Price
$624,900
Median Townhouse Sale Price
$405,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
21
Last 12 months Home Sales
131
Months of Supply
1.90
Median List Price
$599,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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