4,778

Middletown, MD Homes

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  • /48

    $1,250,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 5,698 Sq Ft

    4302 Saratoga Springs Ct, Middletown, MD 21769

    Welcome to this exquisite Luxury Estate on two Private Acres!Experience the perfect blend of architectural grandeur and cutting-edge efficiency in this stunning 2-acre estate. From the moment you enter, the craftsmanship is evident: a double stairwell, elegant arches, and a breathtaking cathedral ceiling, accented by a dramatic wall of windows in the family room that floods the living space

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    (240) 627-2470

    4302 Saratoga Springs Ct, Middletown, MD 21769
  • /30

    $3,600 per month

    • 4 Beds
    • 0.5 Baths
    • 2,942 Sq Ft
    • House for Rent

    6 Hollow Creek Cir, Middletown, MD 21769

    Almost 3,000 square feet of light filled living space. With a classic colonial design, the main level has a spacious 2 story foyer with a turned staircase, formal living and dining rooms, a nice sized family room just off the kitchen and a first-floor home office, The kitchen is the heart of this home with a large center island, built-in desk, 42" cabinets and a bright morning room with wall to

    Agent Photo

    Amy Diggs

    Bach Real Estate

    (240) 896-3502

    6 Hollow Creek Cir, 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 $809,264

    Last Listing Agent Tony La Scola Welcome Home Realty Group

    8339 Palmer Rd, Middletown, MD 21769
    • /70

      Est $745,903 Not Listed For Sale

      110 Locust St, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 3,430 Sq Ft
      • Built 2012
      110 Locust St, Middletown, MD 21769

      Last Sold Summary

      • 1% Below List Price
      • $219/SF
      • 1 Day On Market

      Last Sold Price $750,003

      Last Listing Agent Bobbi Prescott RE/MAX

  • /80

    $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
  • /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
  • /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 $437,900

    Last Listing Agent Chad Bikle Keller Williams Realty Centre

    106 Stone Springs Ln, Middletown, MD 21769
    • /63

      Est $911,136 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

      • 1% Below List Price
      • $270/SF
      • 3 Days On Market

      Last Sold Price $920,000

      Last Listing Agent Christine Hersey RE/MAX

  • /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

    Amos Martin VCRE.CO

    7453 Heritage Oak Terrace, Middletown, MD 21769
  • /30

    $4,600 per month

    • 4 Beds
    • 2.5 Baths
    • 2,725 Sq Ft
    • House for Rent

    3293 N Hill Ct, Middletown, MD 21769

    Luxury custom built Cape Cod style home situated on 3+ private acres overlooking the South Mountain in desirable Middletown, MD. This home has been thoroughly updated featuring four bedrooms and 2.5 bathrooms . The entry level includes; living room with stone wood burning fireplace, a separate dining room, eat-in kitchen, office/den and large entertaining 18x14 screen-in porch. Additional entry

    Mark Boettcher RE/MAX Results

    3293 N Hill 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 $856,717

    Last Listing Agent Shelley Eyler Berkshire Hathaway HomeServices PenFed Realty

    510 Glenbrook Dr, Middletown, MD 21769
    • /53

      Est $698,481 Not Listed For Sale

      4175 Appaloosa Ln, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 3,558 Sq Ft
      • Built 1973
      4175 Appaloosa Ln, Middletown, MD 21769

      Last Sold Summary

      • 3% Above List Price
      • $191/SF
      • 2 Days On Market

      Last Sold Price $680,000

      Last Listing Agent John McNamara RE/MAX

  • /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
  • /53

    $4,300 per month

    • 4 Beds
    • 3 Baths
    • 4,433 Sq Ft
    • House for Rent

    8711 Hawbottom Rd, Middletown, MD 21769

    Beautiful custom built single family home on three acres located in the Middletown school district. Entry level includes; gourmet Galley Kitchen with pass-through to the Great Room featuring a gas fireplace and entertainment center, a separate Dining room off the kitchen, the Primary Bedroom with en suite bathroom, a large walk-in closet and built-in shelving with additional drawers. The first

    Mark Boettcher RE/MAX Results

    8711 Hawbottom Rd, 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 VCRE.CO

    7461 Heritage Oak Terrace, Middletown, MD 21769
    • /8

      Est $945,976 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

  • /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

    Amos Martin VCRE.CO

    3120 Bidle Rd, Middletown, MD 21769
  • /46

    $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

    $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 $590,990

    Last Listing Agent Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, Middletown, MD 21769
    • /64

      Est $804,469 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

      • 4% Below List Price
      • $168/SF
      • 0 Days On Market

      Last Sold Price $840,000

      Last Listing Agent Kelly Losquadro Long & Foster

  • /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.

    Amos Martin VCRE.CO

    3101 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

    Current Estimated Value $557,002

    Last Listing Agent Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
    • /68

      Est $652,984 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

      • 8% Above List Price
      • $199/SF
      • 19 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Ronald Wolfe Charis Realty Group

  • /94

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    3213 Old National Pike, Middletown, MD 21769

    A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, 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 $360,243

    Last Listing Agent Elle Smith J&B Real Estate

    6724 Mountain Church Rd, Middletown, MD 21769
    • /53

      Est $763,339 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

      • 5% Below List Price
      • $176/SF
      • 50 Days On Market

      Last Sold Price $805,000

      Last Listing Agent Tim Scaccia Marsh Realty

  • /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
  • /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 $1,686,872

    Last Listing Agent Annie Price LPT Realty, LLC

    2827 Sumantown Rd, Middletown, MD 21769
    • /22

      Est $651,499 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

      • 8% Above List Price
      • $196/SF
      • 14 Days On Market

      Last Sold Price $605,000

      Last Listing Agent Marc Infeld Long & Foster

  • /62

    $824,900 Open Sat 1PM - 3PM

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

    3156 Sumantown Rd, Middletown, MD 21769

    Nestled in the heart of rural Middletown, this immaculate custom-built rancher sits on 6.9 picturesque acres, offering breathtaking mountain views in the front and serene private woods in the back. A portion of the property is protected under Frederick County Forest Resource Conservation, preserving the natural beauty and tranquility of the setting.Inside, you’ll find a bright and open floor

    Sue Collins RE/MAX Results

    3156 Sumantown 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 $464,634

    Last Listing Agent Lily Vallario EXP Realty, LLC

    7103 Unakite Ct, Middletown, MD 21769
    • /54

      Est $442,979 Not Listed For Sale

      4520 Willow Tree Dr, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 1,760 Sq Ft
      • Built 1967
      4520 Willow Tree Dr, Middletown, MD 21769

      Last Sold Summary

      • 7% Below List Price
      • $270/SF
      • 6 Days On Market

      Last Sold Price $475,000

      Last Listing Agent Susan Kelley Kelley Real Estate Professionals

  • /45

    $949,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    3105 Sumantown Rd, Middletown, MD 21769

    MOVE-IN READY! This newly built home offers a rare opportunity to enjoy modern living on a 3-acre homesite in the highly regarded Middletown School District. Thoughtfully designed with both comfort and style in mind, it makes a striking first impression with its wide covered front porch and scenic wooded surroundings. Inside, the main level features an inviting, open layout filled with natural

    Christina Poss Verdant Realty Group LLC

    3105 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 $372,463

    Last Listing Agent Hubert Brown Real Estate Teams, LLC

    1630 Marker Rd, Middletown, MD 21769
    • /45

      Est $468,202 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

      • $206/SF
      • 15 Days On Market

      Last Sold Price $470,000

      Last Listing Agent Jody Bell Coldwell Banker Realty

  • /15

    $429,000

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

    1936 Old National Pike, Middletown, MD 21769

    Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. 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

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, 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 $204,543

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

    7306 E Springbrook Ct, Middletown, MD 21769
    • /41

      Est $829,556 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

      • 5% Above List Price
      • $153/SF
      • 20 Days On Market

      Last Sold Price $789,000

      Last Listing Agent Keith Lay Redfin Corp

  • /52

    $254,000

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

    417 W Main St, Middletown, MD 21769

    Price Improved and ready for you to make this your new home in 2026 !! 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

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, 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 $763,530

    Last Listing Agent Mari Cruz Davila Keller Williams Realty Centre

    8221 Hollow Rd, Middletown, MD 21769

Showing Results 1 - 40, Page 1 of 18

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$601,500
Median Single Family Sale Price
$641,250
Median Townhouse Sale Price
$405,900
Average Price Per Sq Ft
$204
Number of Homes for Sale
23
Last 12 months Home Sales
126
Months of Supply
2.20
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-1%
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