Highline, McHenry, MD Real Estate Search

Highline, McHenry, MD Single Family Homes for Sale

Highline in McHenry, MD, offers a charming selection of single-family homes that cater to a variety of lifestyles and preferences. Nestled amidst picturesque landscapes and just moments away from Deep Creek Lake, these homes provide a perfect retreat for both year-round residents and vacationers alike. The area is characterized by its stunning natural beauty, with opportunities for outdoor recreation such as hiking, boating, and skiing nearby. Residents can enjoy close-knit community vibes while being conveniently located to access local amenities including shops, restaurants, and recreational facilities. With a range of architectural styles and sizes available, Highline's real estate market is appealing to families, retirees, and anyone looking to embrace a serene lakefront lifestyle.

Our website features the best real estate search for single family homes available in Highline, McHenry, MD and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Highline, McHenry, MD real estate market? Sign up for a  Highline, McHenry, MD Real Estate Market Report to see what’s active, under contract, and sold!

Newest Highline, McHenry, MD Single Family Homes for Sale

$1,100,000
5 Beds ⋅ 6 Baths
Experience mountain living at its finest in this stunning 5-bedroom, 6-bath retreat nestled directly on the slopes of Wisp Resort with breathtaking views of Deep Creek Lake. Designed for those who love skiing, nature, and luxury mountain escapes, this exceptional home offers over 4,000 square feet of beautifully designed living space.   The open-concept layout is filled with natural light, creating a warm and inviting atmosphere perfect for gathering with family and friends after a day on the slopes. Enjoy peaceful mornings and unforgettable sunsets from two expansive levels of decks surrounded by the beauty of Garrett County. With plenty of room to spread out, this home is ideal as a second home, a vacation property or your full time home. Conveniently located just minutes from Deep Creek Lake, Lodestone Golf Course, local dining, hiking trails, and year-round outdoor recreation, this property offers the ultimate four-season mountain lifestyle. Please note, this is a TRUE ski in/ski out home. There are 10 steps from the deck to the slopes. Also Roger Sines is the builder. He is a coveted builder at Deep Creek Lake. Also, the land south of the house will never be developed.

206 Highline Dr, Mc Henry

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$950,000
4 Beds ⋅ 4 Baths
Take a look at this awesome chalet style home with stunning lake and mountain views. Featuring 4 bedrooms and 3.5 baths, this home is perfect for entertaining. This ski-in and ski-out property is located in the highly coveted Highline community that sits very close to the Wisp Ski Area and ASCI. Two fireplaces, one in the main level living room and one in the lower level recreation room. Main level primary suite with incredible lake views. Loads of glass to enjoy the views and two levels of decking with hot tub on lower level deck. This property is an established vacation rental "On Eagle's Wings". RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

110 Highline Dr, Mc Henry

Listing courtesy of Railey Realty, Inc.. Contact:

$1,560,000
7 Beds ⋅ 6 Baths
Ski-In Ski-Out 7/5.5 Views Views Views! Welcome to your dream mountain retreat at Wisp Resort! Rare opportunity to own a ski-in/ski-out access home with dramatic 12-mile lake views from all three floors. New appliance and investment upgrades throughout the home as of July 2025. Your near-zero maintenance DREAM: cedar shakes boasting upwards of 50-years longevity, ultra durable hardy board siding, a freshly painted deck, and a naturally forested surrounding landscape. Plenty of room for family and friends with an estimated 5,500 square feet of total finished living space including large walk-in closets and extensive lockable storage areas. Hang up your winter gear on the built-in ski-racks in the workshop-ready garage and settle in to the stunning open-concept kitchen, dining, and family room with gorgeous basswood ceilings and large lake-facing windows. Home is fully equipped with a built-in sprinkler system for maximum rental potential. Enjoy the natural beauty of western Maryland and year-round privacy from either of the 2-story decks, looking out at over 25 species of trees around the property and a “million-blossom” wildflower garden over 20-years in the making. 7 Spacious Bedrooms 7 Flat Screen TVs 6 Burner Stovetop 5.5 Bathrooms 4 Refrigerators 3 Microwaves 2 Gourmet Ovens 2 Fireplaces: 1 Wood, 1 Propane 1 Hot Tub 1 Jacuzzi Tub And much, much more. This one is a must-see! Owner financing available to well-qualified buyers at full asking price, subject to seller approval of terms and buyer qualifications.

188 Highline Dr, Mc Henry

Listing courtesy of Railey Realty, Inc.. Contact:

Start Your Search