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Homes for Sale in 21769

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  • 8842 Hawbottom Rd, Middletown, MD 21769
    8842 Hawbottom Rd, Middletown, MD 21769
    8842 Hawbottom Rd, Middletown, MD 21769
    /63

    $2,200,000

    • 3 Beds
    • 4 Baths
    • 3,477 Sq Ft

    8842 Hawbottom Rd, Middletown, MD 21769

    Welcome home to 8842 Hawbottom Road! This breathtaking property features a stunning custom built three bedroom two full and two half bath main house, two car detached garage and workshop (approximately 1,400 square feet), plus a secondary three bedroom two full bath tenant house, situated on over 82 acres with 360 views, plus Frederick County approved subdivision rights - need we say more!

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    (240) 916-1366

    8842 Hawbottom Rd, Middletown, MD 21769
  • 3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, 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
  • 3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, 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
  • 7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    /30

    $1,664,378 New Construction

    • 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
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, 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
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, 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
  • 3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, 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
  • 5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    /144

    $1,350,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 4.5 Baths
    • 6,167 Sq Ft

    5 Stone Springs Ln, Middletown, MD 21769

    This exceptional brick colonial, located on a premium lot in the prestigious Glenbrook golf course community overlooks the 15th and 16th greens and is adjacent to the 17th fairway. Offering over 6,800 square feet of meticulously crafted living space, including 5 bedrooms, 5 bathrooms, and versatile entertaining areas. From the moment you enter the expansive foyer, you’ll appreciate the dual

    Reed Jimenez Verdant Realty Group LLC

    5 Stone Springs Ln, Middletown, MD 21769
  • 4202 Maryland Ct, Middletown, MD 21769
    4202 Maryland Ct, Middletown, MD 21769
    4202 Maryland Ct, Middletown, MD 21769
    /76

    $1,399,000

    • 7 Beds
    • 6.5 Baths
    • 7,836 Sq Ft

    4202 Maryland Ct, Middletown, MD 21769

    Experience refined comfort and effortless elegance in this expansive residence, perfectly positioned with panoramic views of the rolling fairways and manicured greens of the neighboring golf course. This home blends formal sophistication with relaxed everyday living in an open-concept layout that invites light and luxury into every corner. From the moment you step into the grand two-story foyer,

    Carlos Fuentes Samson Properties

    4202 Maryland Ct, Middletown, MD 21769
  • 8935 Hawbottom Rd, Middletown, MD 21769
    8935 Hawbottom Rd, Middletown, MD 21769
    8935 Hawbottom Rd, Middletown, MD 21769
    /84

    $999,000

    • 3 Beds
    • 4 Baths
    • 4,070 Sq Ft

    8935 Hawbottom Rd, Middletown, MD 21769

    *DO NOT DRIVE DOWN THE DRIVEWAY AT ANYTIME WITHOUT AN APPROVED SHOWING APPT W/YOUR REALTOR*Welcome to your own private sanctuary—an extraordinary craftsman-style home nestled deep in the woods on a secluded half-mile shared driveway. Tucked away from the world, this one-of-a-kind residence is a rare blend of natural beauty, unique architectural charm, & refined comfort. From the moment you

    Sharon Lelm Charis Realty Group

    8935 Hawbottom Rd, Middletown, MD 21769
  • 5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    /6

    $1,328,015 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,956 Sq Ft

    5916 Cloudberry Ct, Middletown, MD 21769

    Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring

    Andrew Brown CPG Realty, LLC.

    5916 Cloudberry Ct, Middletown, MD 21769
  • Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    Lot 2 Sumantown Rd, Middletown, MD 21769
    /5

    $940,865 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    Lot 2 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. The pricing shown is for the Lexington model, elevation 4 on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the

    Christina Poss Verdant Realty Group LLC

    Lot 2 Sumantown Rd, Middletown, MD 21769
  • 3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    /46

    $999,990 New Construction

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

    3105 Sumantown Rd, Middletown, MD 21769

    Experience modern luxury at The Athens, Elevation 3, now complete on a private 2.9-acre partially wooded lot in the highly sought-after Middletown school district. Offering over 3,500 square feet, four bedrooms, and three and a half baths, this home blends space, style, and sophistication.Enjoy nine-foot ceilings on every level, a two-car front-load garage, and a gourmet kitchen with designer

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, Middletown, MD 21769
  • 107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    /60

    $775,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    107 Mina Dr, Middletown, MD 21769

    Welcome home to 107 Mina Drive — where comfort, style, and location come together beautifully in the heart of Middletown. Lovingly maintained and thoughtfully updated, this Admar custom-built 4-bedroom, 3.5-bath residence in the sought-after Foxfield neighborhood sits on a beautifully level lot measuring just under a half acre. Enjoy being just steps from Middletown Park and walking distance to

    Bobbi Prescott RE/MAX Results

    107 Mina Dr, Middletown, MD 21769
  • 3226 Bidle Rd, Middletown, MD 21769
    3226 Bidle Rd, Middletown, MD 21769
    3226 Bidle Rd, Middletown, MD 21769
    /49

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    3226 Bidle Rd, Middletown, MD 21769

    Imagine relaxing on an refinished deck, listening to the birds, and watching wildlife as you take in the serene rolling hills and distant mountains of the Middletown Valley. Despite the peaceful surroundings, you’re only minutes from Main Street Middletown’s restaurants, schools, shops, and all the charm of small-town USA!This beautiful ranch home sits on 3.59 acres and offers 3 bedrooms

    Joseph McDonnell Corner House Realty

    3226 Bidle Rd, Middletown, MD 21769
  • 1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    /35

    $574,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 3,161 Sq Ft

    1 Keller Ln, Middletown, MD 21769

    Welcome to this beautifully maintained Dulaney model by ADMAR Custom Homes, located in the sought-after 55+ section of the Foxfield subdivision in picturesque Middletown. Pride of ownership is evident throughout this home, lovingly cared for by its original owner. Step inside to a welcoming ceramic-tiled foyer, offering easy access to the attached two-car garage and a conveniently placed powder

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • 25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    /38

    $454,900

    • 3 Beds
    • 3.5 Baths

    25 Chester Ct, Middletown, MD 21769

    Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full

    Gayle Bailey Keller Williams Realty

    25 Chester Ct, Middletown, MD 21769
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    /51

    $649,900

    • 4 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Tucked away on over 5 private acres, this chalet-style retreat feels like living in your own treehouse. Soaring ceilings, expansive windows, and skylights bathe the open interior in natural light, highlighting the warmth of hardwood floors and a striking fireplace centerpiece. The wraparound deck is perfect for morning coffee or evening sunsets, surrounded by nature. The oversized, detached

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • 8541 Pete Wiles Rd, Middletown, MD 21769
    8541 Pete Wiles Rd, Middletown, MD 21769
    8541 Pete Wiles Rd, Middletown, MD 21769
    /22

    $399,999

    • Land
    • 14.27 Acres
    • $28,031 per Acre

    8541 Pete Wiles Rd, Middletown, MD 21769

    BRING YOUR OWN BUILDER! Gorgeous wooded 14 acre lot with a charming creek across the corner in the back. The elevation allows a walk out lower level and 6 bedrooms. Very close to the Middletown business district but far enough away for a country feel. Your neighbors here will be million dollar homes with mountain views. Rare & beautiful lot!

    Julie Modaressi RE/MAX Distinctive Real Estate, Inc.

    8541 Pete Wiles Rd, Middletown, MD 21769
  • 7109 Emerald Ct, Middletown, MD 21769
    7109 Emerald Ct, Middletown, MD 21769
    7109 Emerald Ct, Middletown, MD 21769
    /41

    $429,900

    • 4 Beds
    • 1.5 Baths
    • 1,706 Sq Ft

    7109 Emerald Ct, Middletown, MD 21769

    Motivated SELLER! Price Improvement! Schedule your showing today! LOCATION, LOCATION, LOCATION! Schedule Your Showing today!!! Welcome home to this charming 4-bedroom colonial, situated on a cul-de-sac in a highly desirable Middletown neighborhood, known for its Blue Ribbon schools and friendly, welcoming community! Step inside and feel immediately at home. This beautiful property features recent

    Hilery Leatherman Charis Realty Group

    7109 Emerald Ct, Middletown, MD 21769
  • 8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    /49

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    8109 Old Hagerstown Rd, Middletown, MD 21769

    Welcome to this beautifully renovated oversized farmhouse in the heart of Middletown Valley. Blending timeless character with modern updates, this 3-bedroom, 2-full bath home is move-in ready and full of charm. Step inside to find spacious living areas filled with natural light, a thoughtfully updated kitchen with quality finishes, and two full bathrooms that have been tastefully remodeled.

    Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
  • 417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    /52

    $299,990

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

    417 W Main St, Middletown, MD 21769

    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 expansion. Inside, you'll find original details that speak to the home's

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • 4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    /76

    $599,000

    • 6 Beds
    • 4.5 Baths
    • 3,072 Sq Ft

    4311 Zircon Rd, Middletown, MD 21769

    Spacious and beautifully updated 6-bedroom is perfect for multigenerational living. A rare find- two master suites, dual family rooms and high-end upgrades throughout. The home offers flexible space ideal for large families, guests, or home offices. Recent updates include a new roof, gleaming hardwood floors and one new ceramic bath. The updated kitchen shines with granite countertops, stainless

    Karen Reda Todays Realty, Inc.

    4311 Zircon Rd, Middletown, MD 21769
  • 8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    /6

    $349,000

    • Land
    • 8.2 Acres
    • $42,561 per Acre

    8511 Rosebud Ct, Middletown, MD 21769

    Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.

    Nancy Bowlus RE/MAX Results

    8511 Rosebud Ct, Middletown, MD 21769
  • 2431 Quebec School Rd, Middletown, MD 21769
    2431 Quebec School Rd, Middletown, MD 21769
    2431 Quebec School Rd, Middletown, MD 21769
    /56

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 2,917 Sq Ft

    2431 Quebec School Rd, Middletown, MD 21769

    Matthew McLeod Stewart Real Estate, LLC

    2431 Quebec School Rd, Middletown, MD 21769
  • 10 Linden Blvd, Middletown, MD 21769
    10 Linden Blvd, Middletown, MD 21769
    10 Linden Blvd, Middletown, MD 21769
    /74

    $389,000

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

    10 Linden Blvd, Middletown, MD 21769

    CHARMING RANCHER IN MIDDLETOWN, MD! Welcome home to this delightful 3-bedroom, 1.5-bath rancher in an excellent location. This well-maintained home features a cozy living room with fireplace, a kitchen, and a full basement with fireplace providing ample space for storage, hobbies, or future expansion. Hardwood floors extend through nearly the entire home! Enjoy the convenience of a paved driveway

    Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
  • 1246 Mountain Church Rd, Middletown, MD 21769
    1246 Mountain Church Rd, Middletown, MD 21769
    1246 Mountain Church Rd, Middletown, MD 21769
    /17

    $224,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1246 Mountain Church Rd, Middletown, MD 21769

    Charming Cape Cod on 3.56 Acres with Bonus Guest Home – Endless Potential Near the Appalachian Trail!Nestled on a picturesque 3.56-acre lot, this single-family Cape Cod offers the perfect blend of seclusion and convenience. Just minutes from town yet surrounded by nature, this property borders the scenic Potomac Appalachian Trail and Bear Spring cabins—ideal for outdoor enthusiasts seeking

    Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

    1246 Mountain Church Rd, Middletown, MD 21769
Maryland Frederick County Middletown 21769

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