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Middletown, MD Homes for Sale

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

    $2,350,000

    • 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
  • 7100 Ewing Ct, Middletown, MD 21769
    7100 Ewing Ct, Middletown, MD 21769
    7100 Ewing Ct, Middletown, MD 21769
    /70

    $999,999 Open Thu 5PM - 7PM

    • 4 Beds
    • 3.5 Baths
    • 3,982 Sq Ft

    7100 Ewing Ct, Middletown, MD 21769

    Welcome to this beautifully maintained colonial nestled on three manicured acres with breathtaking views of South Mountain. Located in an exclusive seven-home community surrounded by hundreds of acres of protected farmland, this home offers the perfect blend of privacy, luxury, and timeless charm. The sun-drenched main level features hardwood floors, a formal dining room, a living room, and an

    Bobbi Prescott RE/MAX Results

    7100 Ewing Ct, Middletown, MD 21769
  • 7 Dean Ln, Middletown, MD 21769
    7 Dean Ln, Middletown, MD 21769
    7 Dean Ln, Middletown, MD 21769
    /25

    $800,000

    • 5 Beds
    • 4.5 Baths
    • 4,630 Sq Ft

    7 Dean Ln, Middletown, MD 21769

    This elegant 2018 custom-built estate offers over 5,000 square feet of thoughtfully designed space where every detail supports modern family living and meaningful time together. The heart of the home is a bright, open kitchen with sleek white cabinetry, premium finishes, a built-in speaker system, and an oversized island perfect for breakfast with the kids or gathering after school. The

    Sarah Reynolds Keller Williams Realty

    7 Dean Ln, Middletown, MD 21769
  • 15 Wagon Shed Ln, Middletown, MD 21769
    15 Wagon Shed Ln, Middletown, MD 21769
    15 Wagon Shed Ln, Middletown, MD 21769
    /71

    $810,000

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

    15 Wagon Shed Ln, Middletown, MD 21769

    Imagine cozy evenings by the gas fireplace in this stunning brick-front colonial in Glenbrook! Step into a grand two-story foyer with gleaming mahogany hardwood floors, leading to a gourmet kitchen with granite countertops, a central island, and high-end cabinetry—perfect for family gatherings. The luxurious primary suite boasts a tray ceiling, dual walk-in closets, and a spa-like ensuite with a

    Christine Reeder Long & Foster Real Estate, Inc.

    15 Wagon Shed Ln, Middletown, MD 21769
  • 107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    107 Mina Dr, Middletown, MD 21769
    /43

    $819,900

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

    107 Mina Dr, Middletown, MD 21769

    Welcome to this beautifully appointed 4-bedroom, 3.5-bath home in the sought after Foxfield neighborhood. Featuring an open-concept layout, spacious living areas, and a stunning backyard oasis, this home is ready for it's new owner. Enjoy warm summer days by the sparkling pool, and relax in the privacy of your spacious backyard. With plenty of room for entertaining and everyday living, this

    Majida Zouine RLAH @properties

    107 Mina Dr, 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
  • 6502 Old Middletown Rd, Middletown, MD 21769
    6502 Old Middletown Rd, Middletown, MD 21769
    6502 Old Middletown Rd, Middletown, MD 21769
    /83

    $1,100,000

    • 3 Beds
    • 3 Baths
    • 3,690 Sq Ft

    6502 Old Middletown Rd, Middletown, MD 21769

    Expansive estate situated on 16 park like acres in the beautiful countryside of Middletown. Bright, open floor plan with 21' vaulted ceilings and two level glass block wall at stairwell. Ceramic tile floors in kitchen, dining room, bedrooms and baths with blue stone floors in living room. Kitchen boasts Subzero refrigerator, gas Viking stove and granite countertops. Main level master leads

    Kathy Bromwell RE/MAX Plus

    6502 Old Middletown Rd, Middletown, MD 21769
  • 100 W Main St, Middletown, MD 21769
    100 W Main St, Middletown, MD 21769
    100 W Main St, Middletown, MD 21769
    /92

    $1,195,000

    • 7 Beds
    • 3.5 Baths
    • 6,436 Sq Ft

    100 W Main St, Middletown, MD 21769

    THE STONEBRAKER AND HARBAUGH Building - ca. 1829 - This 12 room, 4248 finished sq. ft. Federal Style townhouse with attached storefronts is located at the center of the Historic Middletown, MD. downtown business district& has designations on the National Register, Maryland Inventory& has a US Geographic Survey marker. It is zoned general commercial but may be used as a mixed use. It has a

    Charen Rubin Real Estate Teams, LLC

    100 W Main St, Middletown, MD 21769
  • 3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    3105 Sumantown Rd, Middletown, MD 21769
    /45

    $1,109,485 New Construction

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

    3105 Sumantown Rd, Middletown, MD 21769

    **PHOTO LIKENESS **UNDER CONSTRUCTION** Welcome to The Athens at Americus Manor, where modern luxury meets exceptional design. Americus Manor prioritizes both privacy and access to top-rated Middletown schools, offering three exclusive lots adjacent to over 135 acres of parkland, providing serenity and seclusion. This price highlights The Athens, Elevation 3, which features four spacious

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, 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

    $879,990 New Construction

    • 4 Beds
    • 4 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 Berkeley model on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the exclusive builder at

    Christina Poss Verdant Realty Group LLC

    Lot 2 Sumantown Rd, Middletown, MD 21769
  • 326 Ingalls Dr, Middletown, MD 21769
    326 Ingalls Dr, Middletown, MD 21769
    326 Ingalls Dr, Middletown, MD 21769
    /63

    $780,000 Coming Soon

    • 6 Beds
    • 5 Baths
    • 3,747 Sq Ft

    326 Ingalls Dr, Middletown, MD 21769

    Coming Soon: Exceptional Home on the Best Lot in Middletown's Premier Neighborhood!Welcome to this stunning home located on one of the most desirable lots in a newly developed Middletown community, just five years young! Perfectly positioned on a quiet cul-de-sac, this expansive corner lot offers unmatched privacy, a long driveway with ample parking, and beautiful curb appeal—including a charming

    Alena Kirillov RE/MAX Plus

    326 Ingalls Dr, Middletown, MD 21769
  • 8339 Palmer Rd, Middletown, MD 21769
    8339 Palmer Rd, Middletown, MD 21769
    8339 Palmer Rd, Middletown, MD 21769
    /39

    $799,000 Coming Soon

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

    8339 Palmer Rd, Middletown, MD 21769

    Listed as "Coming Soon" Stay tuned for more details and interior photos! This home has the scenic vista you have been waiting for! Fully renovated home from top to bottom with an outdoor living area that checks every box! POOL, HOT TUB, EXTENSIVE HARDSCAPE, FIRE PIT, LARGE DECK, COVERED PATIO! Finishing it all off with a covered front porch to watch all your panoramic sunsets! ***Make sure to

    Tony La Scola Welcome Home Realty Group

    8339 Palmer Rd, Middletown, MD 21769
  • 4400 Onyx Ct, Middletown, MD 21769
    4400 Onyx Ct, Middletown, MD 21769
    4400 Onyx Ct, Middletown, MD 21769
    /60

    $445,000

    • 4 Beds
    • 2.5 Baths
    • 2,044 Sq Ft

    4400 Onyx Ct, Middletown, MD 21769

    Welcome to 4400 Onyx Ct — where updates, charm, and small-town living come together.Tucked away at the end of a quiet cul-de-sac on .54 acres with no HOA and no city taxes, this 4-bedroom, 2.5-bath Middletown home offers peace, privacy, and practicality—all while keeping you close to commuter routes, shopping, and dining.Recent upgrades like a new roof and new siding make this home move-in ready

    Joanna Brown Keller Williams Realty Centre

    4400 Onyx Ct, Middletown, MD 21769
  • 4406 Old National Pike, Middletown, MD 21769
    4406 Old National Pike, Middletown, MD 21769
    4406 Old National Pike, Middletown, MD 21769
    /29

    $549,000

    • 5 Beds
    • 4 Baths
    • 2,828 Sq Ft

    4406 Old National Pike, Middletown, MD 21769

    Welcome to this beautifully renovated 5-bedroom, 4-bathroom single-family home nestled in the highly sought-after Middletown area. Perfectly blending comfort, space, and convenience, this home will suit all your needs. Step inside to find a bright, open layout featuring a spacious living area and a stunning sunroom—ideal for morning coffee or relaxing evenings. The main level boasts a

    Mystery Hull Berkshire Hathaway HomeServices Homesale Realty

    4406 Old National Pike, Middletown, MD 21769
  • 8170 Hollow Rd, Middletown, MD 21769
    8170 Hollow Rd, Middletown, MD 21769
    8170 Hollow Rd, Middletown, MD 21769
    /67

    $1,995,000

    • 6 Beds
    • 7 Baths
    • 6,729 Sq Ft

    8170 Hollow Rd, Middletown, MD 21769

    Welcome to your own private sanctuary! Nestled on over 26 acres, this grand colonial estate is a rare blend of timeless elegance, refined comfort, and breathtaking outdoor living.From the moment you arrive, the circular driveway and sweeping views set the stage for something truly special. Step inside to a dramatic two-story foyer that leads into light-filled living spaces, rich hardwood floors,

    Heather winpigler EXP Realty, LLC

    8170 Hollow Rd, Middletown, MD 21769
  • 107 Broad St, Middletown, MD 21769
    107 Broad St, Middletown, MD 21769
    107 Broad St, Middletown, MD 21769
    /61

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    107 Broad St, Middletown, MD 21769

    107 Broad St., Middletown, MD — Restore the Charm, Reclaim the Glory***New PRICE - Bring OFFERS***In the heart of historic Middletown sits a home waiting to be rediscovered. 107 Broad St. isn’t just a property—it’s a piece of the town’s story. And like a treasured piece of furniture tucked away in an attic, or that favorite childhood toy you just couldn’t let go of… it’s ready to be brought back

    Anthony Verdi IMPACT Maryland Real Estate

    107 Broad St, Middletown, MD 21769
  • 1630 Marker Rd, Middletown, MD 21769
    1630 Marker Rd, Middletown, MD 21769
    1630 Marker Rd, Middletown, MD 21769
    /56

    $379,900

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

    1630 Marker Rd, Middletown, MD 21769

    Beautiful country living in this 4 bedroom, 1 bath ranch style home with one-floor living. The eat-in kitchen is bright and fresh with white cabinets and is adjacent to the living room with a brick fireplace, cathedral ceiling and decorative ceiling beams. The home is recently painted throughout. There is a room that could be used for dining or a computer study area. There are 4 spacious

    Hubert Brown Real Estate Teams, LLC

    1630 Marker Rd, Middletown, MD 21769
  • 7811 Ifert Dr, Middletown, MD 21769
    7811 Ifert Dr, Middletown, MD 21769
    7811 Ifert Dr, Middletown, MD 21769
    /43

    $460,000

    • 3 Beds
    • 2.5 Baths
    • 1,734 Sq Ft

    7811 Ifert Dr, Middletown, MD 21769

    REDUCED! Welcome to 7811 Ifert Dr - a lovely and spacious well built brick rancher available on a private dead end street just outside of town and NO town tax on .63 acre. Mechanical updates - the current owner replaced the roof in 2024 with 40 year architectural shingles - (shingle warranty transferrable) 2024 gutters/downspouts - the septic system was replaced with the lifetime BAT

    Heather Delauter RE/MAX Results

    7811 Ifert Dr, 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 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
  • 2820 Milt Summers Rd, Middletown, MD 21769
    2820 Milt Summers Rd, Middletown, MD 21769
    2820 Milt Summers Rd, Middletown, MD 21769
    /75

    $1,475,000

    • 4 Beds
    • 1 Bath
    • 2,936 Sq Ft

    2820 Milt Summers Rd, Middletown, MD 21769

    Rare opportunity to purchase a farm in the Middletown Valley. This property is improved with a historic mid 1800's german "L" style residence which features almost 3,000 SF above grade living area, 9' ceilings on both levels, large rooms, four fireplaces, a main ornate staircase and a second functional staircase, a two level 33' long porch/balcony, and some original trim and hardware, . The

    David Wilkinson MacRo, Ltd.

    2820 Milt Summers Rd, Middletown, MD 21769
  • 6 Stine Ct, Middletown, MD 21769
    6 Stine Ct, Middletown, MD 21769
    6 Stine Ct, Middletown, MD 21769
    /54

    $550,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 1,895 Sq Ft

    6 Stine Ct, Middletown, MD 21769

    Introducing a lovely custom-built Admar home in Middletown’s premier 55+ community. Built in 2010, with 1895 sq. ft. of well-appointed living space, this home offers open concept living. Living and dining room areas feature hardwood floors and large windows. The well equipped kitchen has ample table space to enjoy morning coffee while looking out onto the back patio. The family room with its

    Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
  • Lot 4 Bidle Rd, Middletown, MD 21769
    Lot 4 Bidle Rd, Middletown, MD 21769
    Lot 4 Bidle Rd, Middletown, MD 21769
    /14

    $1,350,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,790 Sq Ft

    Lot 4 Bidle Rd, Middletown, MD 21769

    Coming soon!! – Lot 4 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 seven-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

    Amos Martin VCRE.CO

    Lot 4 Bidle Rd, Middletown, MD 21769
  • Lot 1 Bidle Rd, Middletown, MD 21769
    Lot 1 Bidle Rd, Middletown, MD 21769
    Lot 1 Bidle Rd, Middletown, MD 21769
    /13

    $1,180,000 New Construction

    • 4 Beds
    • 4 Baths
    • 2,618 Sq Ft

    Lot 1 Bidle Rd, Middletown, MD 21769

    Coming soon!! – Lot 1 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 seven-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

    Amos Martin VCRE.CO

    Lot 1 Bidle Rd, Middletown, MD 21769
  • 110 Linden Blvd, Middletown, MD 21769
    110 Linden Blvd, Middletown, MD 21769
    110 Linden Blvd, Middletown, MD 21769
    /10

    $450,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,355 Sq Ft

    110 Linden Blvd, Middletown, MD 21769

    Surrounded by nature and set along a peaceful walking path, this charming nearly all-brick home sits on over half an acre in the heart of Middletown. Major improvements include a new roof (2018), water heater (2023), and AC system (2022). Lovingly maintained by the original owners since 1966, this 3-bedroom, 2-bath gem offers 2,055 square feet of above-grade living space and thoughtful updates

    Angela Kinna Redfin Corp

    110 Linden Blvd, Middletown, MD 21769
  • 207 Rod Cir, Middletown, MD 21769
    207 Rod Cir, Middletown, MD 21769
    207 Rod Cir, Middletown, MD 21769
    /8

    $739,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft

    207 Rod Cir, Middletown, MD 21769

    Quality custom built Admar colonial in Foxfield. This well maintained home includes a main level primary bedroom suite with a luxury bath , garden tub, separate shower, double sinks and large W-I-C. Hardwood floors in foyer, powder room & kitchen with 42' maple cabinets, island with gas cook top, double ovens & built in desk area in breakfast room. Main level laundry in mudroom w/ large pantry.

    Bill Armstrong Mackintosh, Inc.

    207 Rod Cir, Middletown, MD 21769
  • 4609 Feldspar Rd, Middletown, MD 21769
    4609 Feldspar Rd, Middletown, MD 21769
    /2

    $449,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft

    4609 Feldspar Rd, Middletown, MD 21769

    Welcome to 4609 Feldspar Rd!This well-cared-for home is move-in ready and located in the sought-after Middletown school district. It features 4 generously sized bedrooms, 2.5 baths, a spacious family room addition, and a fully finished lower level with a rough-in for a future bath—offering room to grow and make it your own.Step outside to a private backyard with a deck and patio—perfect for

    Joanna Brown Keller Williams Realty Centre

    4609 Feldspar Rd, Middletown, MD 21769
  • 7308 Countryside Dr, Middletown, MD 21769
    7308 Countryside Dr, Middletown, MD 21769
    7308 Countryside Dr, Middletown, MD 21769
    /4

    $539,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,292 Sq Ft

    7308 Countryside Dr, Middletown, MD 21769

    Joanna Brown Keller Williams Realty Centre

    7308 Countryside Dr, Middletown, MD 21769
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