Highland Lake Homes with Driveway Parking features

Welcome to Highland Lake, NY – a hidden gem nestled in the heart of Sullivan County. This picturesque community is renowned for its stunning natural beauty, serene lake views, and vibrant local culture. Highland Lake offers a perfect blend of tranquil living and outdoor adventure, making it an ideal destination for families, retirees, and anyone looking to escape the hustle and bustle of city life.

As you explore this charming area, you’ll discover a range of recreational activities, from fishing and boating on the pristine Highland Lake to hiking the nearby trails that weave through lush forests and rolling hills. The community is not just about nature; it also boasts a friendly atmosphere, with local shops, cozy cafes, and seasonal events that bring residents together.

When it comes to finding your dream home in Highland Lake, you’ll be pleased to know that many properties come equipped with convenient driveway parking. This feature not only enhances accessibility but also provides peace of mind, ensuring that your vehicle is safe and easily accessible right outside your door. Whether you’re looking for a quaint cottage or a spacious family home, the availability of driveway parking adds an extra layer of comfort and practicality to your living experience.

Highland Lake offers a unique lifestyle that harmonizes with nature while providing all the modern amenities you need. If you’re ready to embrace the charm of this delightful community, your dream home with driveway parking awaits! Come and discover the magic of Highland Lake today!

Newest Highland Lake Homes with Driveway Parking features

$1,700,000

13 Beds ⋅ 8 Baths ⋅ 1046688 MLS

Lakefront. Income-producing. Private dock. Heated pool. Four units. Low taxes. And a front-row seat to some pretty incredible sunrises. Picture this… your morning coffee on your private deck as the sun rises over Highland Lake, followed by a day spent on the water, relaxing poolside, or entertaining lots of friends by the bar and patio. Welcome to a truly special four-unit lakefront property on Highland Lake. Lovingly redone, maintained, and cared for by its current owners for more than 25 years, this property offers the rare opportunity to own a piece of lakefront real estate while generating rental income. Every unit has its own private deck with beautiful lake views, and the property comes with its own private dock on Highland Lake—a fun, motorboat-friendly lake where summer days are meant to be spent cruising, swimming, fishing, and enjoying the water. Take a dip in the heated 16’ x 32’ inground pool, fire up the grill, or gather downstairs around the bar and patio entertaining area. A large circular driveway provides plenty of parking, while the private, set-back setting and storage shed add to the convenience. And then there’s the location. You’re right in the heart of the Sullivan Catskills, close to Bethel Woods, Resorts World Catskills, The Kartrite Resort & Indoor Waterpark, restaurants, recreation, and all the attractions that have made the area such a sought-after destination. Best of all, you’re under two hours from New York City, making this an easy weekend escape or year-round opportunity. This is more than a multifamily property—it’s a lifestyle, an investment, and a place that has been lovingly cared for for generations of lake memories.

127 Highland Lake Road, Highland Lake

$715,000

4 Beds ⋅ 2 Baths ⋅ 1040598 MLS

Some places are special because of the scenery. Others become special because of the memories made there. Lake DeVenoge is both. Set along the shores of this breathtaking, crystal-clear glacier lake, this inviting four-bedroom, two-bath retreat is a rare opportunity to enjoy a truly beautiful place that has been cherished by generations of lake lovers. Families have been returning here for three and even four generations, drawn back year after year by the clear water, peaceful surroundings, sandy beach, and the simple magic of lake life. Imagine beginning your morning with coffee overlooking the water, spending the afternoon swimming or kayaking from your own private dock, and ending the day gathered around the fire as the sun slips behind the trees. Lake DeVenoge is spring-fed, wonderfully clear, and reaches depths of 80 feet, with rainbow trout and largemouth and smallmouth bass making it a wonderful destination for fishing as well. The home is warm, inviting, and perfectly suited to relaxed lake living. Soaring ceilings and a wood-burning fireplace create a beautiful gathering space, while the open design keeps the lake views at the heart of the home. A screened-in porch offers a quiet place to enjoy the breeze and the scenery, while the newly installed deck is ideal for morning coffee, summer dinners, grilling, and lingering evenings with friends. Step outside and the lake becomes your backyard. Follow the lawn to your private dock, where you can swim, kayak, fish, or simply sit beside the water and take it all in. A cozy fire pit sets the stage for evenings beneath the stars, and a waterside dining platform creates an unforgettable spot for meals overlooking the lake. Just a short distance away, you’ll also have access to the beautiful private sandy beach a special place to spend warm summer days, take a refreshing swim, relax in the sun, or watch another generation discover the joys of lake life. It’s easy to understand why families have returned here for decades. The home is offered fully furnished, including a kayak, grill, lake toys, and other outdoor essentials, so you can arrive, unpack, and start enjoying everything this special place has to offer. And while the lake may make you want to stay all day, there’s plenty to explore beyond it. You’re nestled in the heart of the Catskills, close to Barryville, Narrowsburg, Bethel and Callicoon, with farmers markets, charming shops, restaurants, galleries, hiking, live music, and adventures along the Delaware River all nearby. Yet when you return home, the peaceful beauty of Lake DeVenoge is waiting. This is more than a lake house. It’s a place to slow down, reconnect, spend summer days in the sun, gather around the fire, and create memories that can be carried forward for generations. Come discover the beauty of Lake DeVenoge and the timeless pleasure of having a place of your own on the water.

38 Devenoge Drive, Highland Lake

$385,000

2 Beds ⋅ 1 Baths ⋅ 1036631 MLS

Absolutely Charming Vintage Victorian Farmhouse with Highland Lake Views & Access! Steeped in timeless character and lovingly maintained, this beautiful 1900's home offers the perfect blend of historic charm and modern updates. Relax on the classic rocking chair front porch, complete with original wainscoted ceilings and turned pilasters and take in beautiful views of Highland Lake. Best of all, your deeded lake rights and water access are just a short walk away. Inside, the home boasts original wood floors and vintage details throughout. The main level features a welcoming living room, a formal dining room perfect for entertaining, and a lovely country kitchen, alongside a large, full bathroom. Upstairs, you will find two bright and beautiful bedrooms. The outdoor living spaces are just as enchanting. A large rear deck provides the ideal spot for summer barbecues, framed by historic stone walls and a beautiful yard featuring perennial shrubs and natural landscaping. Located just 2 hours from NYC, this property is an exceptional weekend respite or a year-round country retreat. You are within 30 minutes of premier Catskills amenities, including world-class concerts at Bethel Woods Center for the Arts, scenic hiking trails, local farmers markets, and the Port Jervis Metro-North commuter train. Don't miss your chance to own this rare historic gem, schedule your tour today!

3 Rennenberg Road, Highland Lake

$435,000

3 Beds ⋅ 2 Baths ⋅ 975945 MLS

Escape to your own artistic sanctuary on the shores of Highland Lake. This 2 or 3 bedroom gem in Sullivan County perfectly blends rustic charm with ultimate water-front living. Featuring beautiful wood-beamed ceilings, custom carvings, built in cabinetry and a cozy fireplace. Large open living space with wood floors leads to sliding doors and lake views. Designed for relaxation and entertainment on the oversized deck, complete with a pergola, overlooking the water. Head down to your private dock for boating, swimming, and fishing on this 200+ acre motorboat lake. This is the perfect year-round getaway or primary home retreat. Own your slice of paradise in the Sullivan County Catskills on Highland Lake. Minutes from Bethel Woods for music venues, Eldred Conveniences, Port Jervis Commuter trains, Barryville Farmers Market and the and Delaware River for recreation. Only 2 hours from NYC . Schedule your tour to experience this amazing lakefront lifestyle today.

236 Lakeview Drive Road, Highland Lake

$1,189,000

976487 MLS

Prime Lakefront Investment – 8 Units, 3 Buildings, 1.6 Acres. Bring your vision to this rare vacant lakefront property offering endless potential for redevelopment, repositioning, or value-add investment. Set on a 1.6-acre lot with over 175 feet of shoreline, this multi-structure compound features three separate buildings with eight independent units, each equipped with kitchens. The property has been used as a retreat and rental destination in the past, but is now ready for an update or redevelopment. With 11 total bedrooms, 7 bathrooms, and 8 kitchens, the possibilities are wide open: short-term rentals, long-term rentals, or a full transformation into a boutique resort, wellness retreats, or private compound. Property Breakdown - Main Lodge: 4 units with private kitchens/baths, multi-level deck overlooking lake, and sandy beach access, Ranch-Style Lodge: 2 units with wraparound veranda. Bungalow: 2 studio-style units with kitchens. Outdoor amenities: Sandy beach, fire pit area, expansive front lawn for recreation. Key Highlights - Vacant & ready for rehab – value-add opportunity with strong upside. Zoned for rental flexibility – long-term or short-term potential. Direct lake frontage with motorboat access – rare in Sullivan County. Panoramic lake views from multiple units and decks. Convenient location within minutes to Monticello, Bethel Woods, Port Jervis transit, and just under 2 hours from NYC. This is a rare lakefront redevelopment play in one of New York’s most sought-after recreational regions. With demand for both vacation rentals and waterfront properties on the rise, investors and developers can capitalize on the location, scale, and flexibility this property offers. Don't miss this opportunity - call today for a private showing.

238 Lakeview Drive Road, Highland Lake

$1,189,000

11 Beds ⋅ 7 Baths ⋅ 976488 MLS

Discover a rare, motorboat lakefront opportunity on 1.6 acres with over 175 feet of private shoreline, the perfect setting for a vacation retreat, or multi-home getaway. This unique property features three separate buildings offering a total of 8 self-contained living spaces, each with its own kitchen, making it ideal for guests, or multi-generational living. Previously enjoyed as a private retreat, the property is now ready for renovation or reimagining. With 11 bedrooms, 7 bathrooms, and 8 kitchens, there is ample space to create a personalized lakeside haven. Conveniently located just minutes from Monticello, Bethel Woods, and Port Jervis transit hubs, and under two hours from NYC, this property offers the perfect blend of privacy and accessibility. Whether you envision a peaceful lakeside home, a multi-residence retreat, or a beautifully restored retreat center this property offers unmatched potential in one of New York’s most desirable recreational regions. No HOA fee

238 Lakeview Drive Road, Highland Lake

$239,000

2 Beds ⋅ 2 Baths ⋅ 938207 MLS

Lake Rights to Highland Lake ! Extra lot included in sale. Cute home with two Bedrooms and two Full baths, nice sized living room, dining area, kitchen, good sized landing upstairs that could be used for office area, enclosed sun room, black topped driveway on a nice sized lot. ( home sits on 3/4 acre and extra lot on left of home is 1/3 acre, for a Total of 1.10 acres.) Quiet area. Lake access is on opposite side of road. Lake is a Motor Boat Lake for water sports and great fishing ! Also, Delaware river is nearby for rafting and canoeing. Bethel Woods and Katrina Water Park and Big Bear Ski Resort all within just over 1/2 hr. and only 2 hrs. from NYC.

140 Highland Lake Road, Highland Lake

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