22

Middletown, MD Homes for Sale

Section Image Section Image
  • 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
  • 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
  • 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
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    /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
  • 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
  • 204 Rod Cir, Middletown, MD 21769
    204 Rod Cir, Middletown, MD 21769
    204 Rod Cir, Middletown, MD 21769
    /53

    $737,900

    • 4 Beds
    • 3.5 Baths
    • 3,978 Sq Ft

    204 Rod Cir, Middletown, MD 21769

    Price Improvement: Seller offering a $10k price reduction OR the option to write an offer at full list price of $747,900 with $10k in seller concessions! Imagine a home that doesn’t just house your life, but grows with it, nestled in a vibrant, walkable neighborhood where the rhythm of your day is set by morning strolls to Middletown Park and easy walks to nearby schools. This four-bedroom gem

    Brittany Reaver Charis Realty Group

    204 Rod Cir, Middletown, MD 21769
  • 1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    /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
  • 417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    /52

    $279,990

    • 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
  • 9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    /3

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769

    Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no

    Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
  • 8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    8511 Rosebud Ct, Middletown, MD 21769
    /5

    $325,000

    • Land
    • 8.2 Acres
    • $39,634 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
  • 215 Broad St, Middletown, MD 21769
    215 Broad St, Middletown, MD 21769
    215 Broad St, Middletown, MD 21769
    /56

    $570,000

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft

    215 Broad St, Middletown, MD 21769

    This well built, all brick rancher sits on a corner lot and is in excellent condition. It has 4 generous sized bedrooms and 3 full bathrooms (every bedroom has direct access to a full bath) and an in-law suite with 2 separate entrances. Gas fireplace on main level and wood burning fireplace in finished basement. Beautiful hardwood floors in the foyer, hallway, dining room, living room and 3

    Wendy Friend RE/MAX Results

    215 Broad St, Middletown, MD 21769
  • 8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    8109 Old Hagerstown Rd, Middletown, MD 21769
    /54

    $444,900

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

    8109 Old Hagerstown Rd, Middletown, MD 21769

    Renovated oversized farmhouse nestled in the heart of Middletown Valley, where timeless character meets modern comfort. This charming 3-bedroom, 2-full-bath home is truly move-in ready and filled with warmth and natural light. On the main floor you will find a spacious open concept living area with custom fireplace, while the updated kitchen showcases SS appliances/quartz countertops/white shaker

    Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
  • 6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    6527 Morningside Ct, Middletown, MD 21769
    /42

    $574,900

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft

    6527 Morningside Ct, Middletown, MD 21769

    This charming brick rancher is located at the end of a cul-de-sac in sought after Middletown and sits on a peaceful 1.72 acre level lot. The first floor features an open floor plan complete with hardwood floors throughout, formal living room, formal dining room, family room with brick fireplace, breakfast nook leads to a relaxing Trex deck and patio overlooking the large backyard. 1st floor

    Timothy O'Boyle Mackintosh, Inc.

    6527 Morningside Ct, Middletown, MD 21769
  • 1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    1 Keller Ln, Middletown, MD 21769
    /35

    $564,900

    • 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
  • 100 Lombardy Dr, Middletown, MD 21769
    100 Lombardy Dr, Middletown, MD 21769
    100 Lombardy Dr, Middletown, MD 21769
    /50

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,372 Sq Ft

    100 Lombardy Dr, Middletown, MD 21769

    Welcome to 100 Lombardy Drive, a beautifully maintained all-brick rancher built by Morgan-Keller and lovingly cared for by its original owners. Offering 3 bedrooms and 2 full baths, this home features 1,537 square feet of finished living space above grade plus approximately 905 square feet below grade with a 426 square feet storage room, all situated on a generous .33-acre corner lot in the heart

    Bobbi Prescott RE/MAX Results

    100 Lombardy Dr, Middletown, MD 21769
  • 9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
    /3

    $450,000

    • Land
    • 10.2 Acres
    • $44,118 per Acre

    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769

    Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no

    Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 12 Rd, Middletown, MD 21769
  • 207 Broad St, Middletown, MD 21769
    207 Broad St, Middletown, MD 21769
    207 Broad St, Middletown, MD 21769
    /4

    $480,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,210 Sq Ft

    207 Broad St, Middletown, MD 21769

    Nestled in the charming community of Middletown, this exquisite Cape Cod residence offers a perfect blend of classic elegance and modern comfort. With a major renovation completed in 2012, this home has been thoughtfully updated to cater to a luxurious lifestyle while maintaining its timeless appeal. Step inside to discover an inviting open floor plan that seamlessly connects the kitchen and

    Tracy Mentzer Coldwell Banker Realty

    207 Broad St, Middletown, MD 21769
  • 4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    4311 Zircon Rd, Middletown, MD 21769
    /71

    $549,900 Open Sat 11AM - 1PM

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

    4311 Zircon Rd, Middletown, MD 21769

    Welcome to 4311 Zircon, a well-maintained split-level home with a spacious addition, offering 6 bedrooms, 4.5 baths, and 3,072 square feet on a 0.34-acre lot. The home blends original character with thoughtful updates, including a new roof and an beautifully updated kitchen with stainless steel appliances. The addition provides flexibility for a variety of living needs, including guest

    Joanna Brown Keller Williams Realty Centre

    4311 Zircon Rd, Middletown, MD 21769
  • 25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    25 Chester Ct, Middletown, MD 21769
    /38

    $444,900

    • 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
Maryland Frederick County Middletown

Real Estate & Homes for Sale in Middletown, MD

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.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $685,725.
How many homes have sold over the last 12 months in Middletown, MD?
133 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 21773.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $594,950. If you put a 20% down payment of $119,000 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,950 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $126K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.
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 Lucy School, Myersville Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Trends in Middletown, MD

On average, homes in Middletown, MD sell after 22 days on the market compared to the national average of 53 days. The median sale price for homes in Middletown, MD over the last 12 months is $599,900, down 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$599,900
Median Single Family Sale Price
$619,000
Median Townhouse Sale Price
$405,000
Average Price Per Sq Ft
$194
Number of Homes for Sale
18
Last 12 months Home Sales
133
Months of Supply
1.60
Median List Price
$594,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group