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Middletown, MD Homes for Sale

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  • /63

    $2,300,000

    • 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
  • /42

    $799,900

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

    107 Mina Dr, Middletown, MD 21769

    Don't miss out on the opportunity to own one of the largest lots in the community. With a heated pool and a well-maintained parcel, this is an unbeatable price. This beautifully appointed 4-bedroom, 3.5-bath home in the sought after Foxfield neighborhood features an open-concept layout, spacious living areas, and a stunning backyard oasis, this home is ready for its new owner. Relax in the

    Majida Zouine RLAH @properties

    107 Mina Dr, Middletown, MD 21769
  • /71

    $799,990

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

    15 Wagon Shed Ln, Middletown, MD 21769

    FRESH PAINT IN MANY AREAS. MOVE IN READY. 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

    Christine Reeder Long & Foster Real Estate, Inc.

    15 Wagon Shed Ln, Middletown, MD 21769
  • /104

    $900,000

    • 5 Beds
    • 4.5 Baths
    • 4,526 Sq Ft

    27 Wagon Shed Ln, Middletown, MD 21769

    Incredible, impeccable, and spacious home on a large corner lot in Glenbrook offers four finished levels of living space! This gem offers a 3-car side-load garage, a huge entry foyer, main level office with built-ins, and a formal living and formal dining room. The enormous gourmet kitchen features beautiful cabinets and granite counters, upscale and large gas 5-burner cooktop plus double wall

    Kathy DeLaquil Long & Foster Real Estate, Inc.

    27 Wagon Shed Ln, 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

    Carlos Fuentes Samson Properties

    4202 Maryland Ct, Middletown, MD 21769
  • /88

    $1,375,000

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

    2820 Milt Summers Rd, Middletown, MD 21769

    PRICE IMPROVEMENT - 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

    David Wilkinson MacRo, Ltd.

    2820 Milt Summers 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

    Amos Martin VCRE.CO

    3130 Bidle Rd, Middletown, MD 21769
  • /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
  • /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

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, 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
  • /2

    $799,000 Coming Soon

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

    3213 Old National Pike, Middletown, MD 21769

    An opportunity to own the iconic 1937 Brick Tudor Revival home and the building that was once Rudy's Cold Beer & Welding! Both properties are being sold together. The home features a lovely updated kitchen with stainless steel appliances, custom cabinetry and granite countertops. Formal dining with custom built-in china closets and an oversized bay window. The living room features a wood burning

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • /18

    $549,000

    • 3 Beds
    • 1 Bath
    • 1,528 Sq Ft

    3430 Roy Shafer Rd, Middletown, MD 21769

    Charming 3-bedroom, 1-bath home on 4.25 acres between Middletown and Jefferson, MD. Originally built in the 1860s and thoughtfully restored, this property blends historic character with modern efficiency. Major upgrades include a new engineered shingle roof (2024), a high-performance insulated siding system (2025), and a freestanding 25-panel solar array (owned, not leased) that reduces utility

    Jonathan Minerick Homecoin.com

    3430 Roy Shafer Rd, Middletown, MD 21769
  • /72

    $624,900

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft

    9 Caroline Dr, Middletown, MD 21769

    Immaculately maintained and tastefully updated, nearly 3,000 sq. ft. four bedroom, two full, and one half bathroom colonial nestled in sought after Woodmere North neighborhood and conveniently located within walking distance to schools, the park, shopping, and restaurants. The light and bright climate controlled all-season sunroom is the perfect place for reading and relaxing. Walk right out onto

    Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, 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
  • /47

    $499,900 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,954 Sq Ft

    206 Prospect St, Middletown, MD 21769

    OPEN HOUSE Saturday 9/6 11am-1pm. Great opportunity to own in the heart of Middletown and is ideally located within walking distance to schools, parks, restaurants, downtown Middletown, shopping, and more. This 3 bedroom 2 full bath with spacious finished attic area for a possible 4th bedroom has been well maintained and still possesses much of its nearly 100 year old character and charm.

    Craig Smith Maryland Elite Realtors

    206 Prospect St, Middletown, MD 21769
  • /54

    $699,000

    • 5 Beds
    • 3.5 Baths
    • 2,564 Sq Ft

    7002 Springdale Ln, Middletown, MD 21769

    Welcome to this spacious 5-bedroom, 3.5-bath colonial nestled on a rare one-acre lot in a sought after Middletown location. As if the location and space isn't enough, you can do as you please with no HOA! While this beauty is on a secluded street, it is conveniently located to major commuter routes. This home offers the perfect blend of privacy and accessibility. Upon entering, you will find

    Kelly Rumpf J&B Real Estate

    7002 Springdale Ln, Middletown, MD 21769
  • /55

    $425,000

    • 5 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    20 Wash House Cir, Middletown, MD 21769

    * New Roof (2025)* 3 Fully Finished Levels* Walk Out Lower Level* 2 Decks* Backs To Golf Course* Hardwood Flooring On Entire Main Level* Upgraded Kitchen Countertops* 3 Level Bump OutWelcome home where you will be in the heart of Middletown’s desirable Glenbrook community! This spacious 5 bedroom, 3.5-bath townhome offers over 2,600 sq. ft. of beautifully

    Jay Day LPT Realty, LLC

    20 Wash House Cir, Middletown, MD 21769
  • /49

    $425,000

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    404 Stone Springs Ln, Middletown, MD 21769

    Back on the market with a price reduction! The buyer got cold feet!Make this beautiful Glenbrook townhome yours before it’s gone! Step into a bright and open main level featuring stylish, commercial grade, LVP flooring and two spacious living areas filled with natural light. The eat-in kitchen is perfectly positioned between both spaces, ideal for everyday living and entertaining featuring

    Sarah Prieur EXP Realty, LLC

    404 Stone Springs Ln, Middletown, MD 21769
  • /45

    $485,000

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

    7103 Unakite Ct, Middletown, MD 21769

    This property qualifies for USDA 100% financing!! Welcome to 7103 Unakite Ct — a spacious and updated split-level home in the heart of Middletown, offering flexible living across four finished levels and a fully fenced backyard that’s perfect for entertaining or relaxing.As you step inside, you're greeted by LVP flooring that flows throughout the entire home, providing a warm, modern

    Lily Vallario EXP Realty, LLC

    7103 Unakite Ct, Middletown, MD 21769
  • /32

    $489,900

    • 4 Beds
    • 3 Baths
    • 2,062 Sq Ft

    4524 Old National Pike, Middletown, MD 21769

    Welcome home to this beautifully updated split foyer in Middletown! This recently renovated home features four spacious bedrooms and three full bathrooms. The main level boasts stunning hardwood floors, neutral paint throughout, and an eat-in kitchen complete with a large center island, granite countertops, and ample storage space. The lower level showcases brand-new LVP flooring, offering

    Ronald Wolfe Charis Realty Group

    4524 Old National Pike, Middletown, MD 21769
  • /62

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft

    7820 Myersville Rd, Middletown, MD 21769

    Discover a rare chance to own a home nestled on 3.72 acres of open yet private land near the heart of Middletown. Whether you’re dreaming of starting a homestead, creating a cozy farmette, or simply craving a peaceful place to call home with room to grow, this charming ranch-style property has it all.Featuring 3 bedrooms, 2.5 baths, a finished basement, this home offers space, comfort,

    Rita Bradley Samson Properties

    7820 Myersville Rd, Middletown, MD 21769
  • /39

    $629,999 Open Sat 2PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft

    4300 Zircon Rd, Middletown, MD 21769

    Stunning 4-bed, 3.5-bath single-family home ideally located just minutes from Downtown Middletown. Set on a generous 15,000 sq. ft. corner lot with peaceful tree-lined views, this residence boasts numerous enhancements inside and out. Step inside to upgraded flooring and sophisticated finishes throughout. The inviting living room showcases custom built-ins with shelving and storage, while the

    Sheena Saydam Keller Williams Capital Properties

    4300 Zircon Rd, Middletown, MD 21769
  • /58

    $770,000

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft

    6408 Zittlestown Rd, Middletown, MD 21769

    Don't miss this stunner! Make this bright and open chalet style log home nestled on 5 acres in Middletown your private oasis! Connect with nature every day in the majestic great room with gleaming hardwood floors, sharing a double sided, 2 story stone fireplace with the kitchen and dining space. The cathedral ceiling with exposed beams accentuates huge Andersen windows, bringing the outside in.

    Anne Dallam EXP Realty, LLC

    6408 Zittlestown Rd, Middletown, MD 21769
  • /76

    $619,900

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

    4311 Zircon Rd, Middletown, MD 21769

    PRICE REDUCTION! Take a few minutes to be impressed! This stunning home has so much to offer! It's located in a sought-after neighborhood, which is ideal for commuters. No HOA . The long list of upgrades this home has to offer will be sure to impress any interested buyer. This year, a new roof was installed, a portion of fencing, water main, two shed doors, and the decks were stained. In 2024

    Karen Reda Todays Realty, Inc.

    4311 Zircon Rd, Middletown, MD 21769
  • /54

    $550,000

    • 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
  • /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
  • /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

    Amos Martin VCRE.CO

    7460 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

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • /14

    $1,197,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    Lot 1-E 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 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 landscapes and

    Amos Martin VCRE.CO

    Lot 1-E Bidle Rd, Middletown, MD 21769
  • /14

    $1,180,000 New Construction

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

    Lot 1-W Bidle Rd, 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 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 landscapes and

    Amos Martin VCRE.CO

    Lot 1-W Bidle Rd, Middletown, MD 21769
  • /45

    $1,109,228 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
  • /12

    $613,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,802 Sq Ft

    7025 Willowtree Dr S, Middletown, MD 21769

    Beautiful Colonial on a great corner lot in desirable Middletown! This house features 4 bedrooms, 2.5 bathrooms, a huge primary suite, formal Living Room & Dining Room, Family Room, a large Kitchen...over 2,800 square feet of living space! Outside you'll enjoy the amazing, fenced back yard with a deck & patio and plenty of parking in the attached garage and over-sized driveway. Recent upgrades

    Debra Moser The Glocker Group Realty Results

    7025 Willowtree Dr S, Middletown, MD 21769

Why Live in Middletown

Located 45 miles from Washington D.C., Middletown, Maryland is a small town that attracts those seeking a quieter lifestyle while still being within commuting distance of the capital. The town features a variety of home styles, including townhouses, ranch-style homes, large Victorian builds, and brick colonials, with prices ranging from $320,000 to $800,000. The community is known for its strong sense of togetherness, with frequent events that bring residents downtown. Middletown's public schools are highly rated, with Middletown Elementary, Middletown Middle School, and Middletown High all receiving commendable ratings. Outdoor enthusiasts will find plenty of things to do, such as hiking and kayaking at Catoctin Creek Park, sports activities at Remsberg Park, and various amenities at Middletown Park, including a disc golf course and dog park. Dining options are diverse, with local favorites like The Main Cup, Dempsey’s Grille, and Tapia’s on Main offering a range of cuisines. For fresh produce and local goods, the Middletown Farmer’s Market is a popular spot from May to October. Grocery shopping is convenient with a Safeway and Aldi nearby, and retail needs can be met at Target and Westview Promenade. Middletown offers a blend of community spirit, outdoor activities, and practical amenities, making it a desirable place for many.

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $707,017.
How many homes have sold over the last 12 months in Middletown, MD?
118 homes have sold in Middletown, MD over the last 12 months.
What are the most popular zip codes in Middletown, MD?
The most popular zip codes in Middletown, MD include 21769, 21702, 21703, 21755 and 21754.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $629,999. If you put a 20% down payment of $126,000 and had a 30-year fixed mortgage with an interest rate of 6.56%, your estimated principal and interest payment would be $3,210 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $138K a year to afford the median home price in Middletown.
How are the schools in Middletown, MD?
Middletown, MD has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Myersville Elementary School, Middletown Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$602,450
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$350,000
Average Price Per Sq Ft
$202
Number of Homes for Sale
29
Last 12 months Home Sales
118
Months of Supply
2.90
Median List Price
$629,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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