Highland Lake Real Estate

Welcome to Highland Lake, a hidden gem nestled in the heart of Sullivan County, New York. This enchanting community offers a serene escape from the hustle and bustle of city life, making it an ideal destination for those seeking tranquility and natural beauty. With its picturesque landscapes, Highland Lake is surrounded by lush forests and sparkling waters, providing residents and visitors with a variety of outdoor activities year-round.

Highland Lake is renowned for its beautiful, glistening lake that serves as the centerpiece of the community. Whether you enjoy fishing, kayaking, or simply basking in the sun on the shore, this idyllic setting offers endless opportunities for recreation and relaxation. The area is also dotted with hiking trails that wind through the scenic Catskill Mountains, perfect for nature enthusiasts and adventure seekers alike.

The charm of Highland Lake extends beyond its natural beauty. The community boasts a warm and welcoming atmosphere, with friendly neighbors and a strong sense of camaraderie. Local events and gatherings foster a tight-knit community spirit, making it easy to forge lasting connections.

Conveniently located just a short drive from the bustling towns of Monticello and Liberty, residents can enjoy the best of both worlds—peaceful country living with easy access to shopping, dining, and entertainment options.

Whether you’re looking for a permanent residence or a vacation retreat, Highland Lake offers a unique blend of tranquility and community spirit. Come discover the charm of Highland Lake, where your dream home awaits amidst stunning natural beauty.

Newest Listings in Highland Lake

$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

$399,000

1026580 MLS

Your lakefront escape awaits! Nestled on 3.90 acres along a beautiful motorboat lake, this property offers the perfect blend of tranquility, recreation, and convenience. Spend your days boating, fishing, swimming, or jet skiing right from your own waterfront retreat, all while being just two hours from New York City and only 20 minutes to Metro-North train service for an easy getaway or commute. Enjoy everything the area has to offer, from amazing local restaurants, boutique shopping, antique shops, farmers markets, Local Nest for specialty coffees and delicious treats. Explore the peaceful surroundings of the Kadampa Meditation Center, enjoy winter adventures with nearby skiing, or take in the beauty and activities along the Delaware River. Whether you’re looking for a weekend escape, a vacation home, or a place to create lasting memories, this rare lakefront property offers the perfect opportunity to embrace the best of Catskills living.

Hartung Road, Highland Lake

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 1026576 MLS

Luxury Lakefront Living Meets the Best of the Catskills Experience the ultimate waterfront lifestyle in this exceptional lakefront log home, beautifully situated on a pristine private motorboat lake and sand beach where boating, jet skiing, sailing, fishing, swimming, kayaking, and endless summer days await. Offering 2,556 square feet of impeccably maintained living space, this stunning home features 3 bedrooms, 2.5 baths, breathtaking water views, and timeless log home charm. Inside, the thoughtfully designed open floor plan is highlighted by soaring cathedral ceilings, walls of glass that frame spectacular lake views, rich hardwood floors, and a dramatic floor-to-ceiling stone fireplace. The gourmet kitchen features granite countertops and flows seamlessly into the breakfast area, great room, family room, and living room, creating the perfect setting for entertaining or relaxing with family and friends. The first-floor primary suite is a peaceful retreat with walk-in closets and a spacious bath featuring double vanities, while a convenient half bath completes the main level. Upstairs, you’ll find two generously sized bedrooms, a full bath, and a loft overlooking the great room below. The walk-out lower level opens to a lakeside patio and is already plumbed for an additional bathroom, offering outstanding potential for expanded living space, a guest suite, or a recreation area. Step outside onto the expansive wraparound deck or unwind in the screened-in porch while taking in the tranquil lake views. Beautifully landscaped grounds complete this picture-perfect setting. Additional highlights include central air, a new hot water heater, and meticulous care throughout, making this home truly move-in ready. Beyond the property, you’ll enjoy everything the Catskills and Upper Delaware River region have to offer. Discover outstanding local restaurants, charming boutiques, antique shops, and vibrant farmers markets. Start your morning with handcrafted coffee and homemade treats at The Local Nest, find peace at the Kadampa Meditation Center, enjoy world-class concerts at Bethel Woods Center for the Arts, or take in a show at the Forestburgh Playhouse. Explore the scenic Delaware River, enjoy nearby skiing in the winter, and experience year-round outdoor recreation. Conveniently located approximately 15 minutes from the Metro-North train and just two hours from New York City, this extraordinary lakefront home is the perfect year-round residence or weekend escape. This is more than a home…it’s a lifestyle where every day feels like a vacation. .looking for more acreage you can also purchase additional 3+acres for $399,000

43 Goldring Drive, Highland Lake

$78,000

1024572 MLS

Build your dream retreat with lake rights! Discover the perfect setting for your future home or weekend getaway on this beautiful 2.33+/- acre wooded lot. Tucked away in a peaceful setting, this property offers the best of both worlds-privacy surrounded by nature and deeded lake rights to two stunning lakes. Enjoy Highland Lake, where you can spend your days boating, fishing, and making memories on the water with motorboats permitted. Looking for a quieter escape? Head to Lake DeVenoge, a serene non-motorized lake ideal for kayaking, canoeing, paddle boarding, fishing, or simply relaxing by the shore. Whether you're ready to build now or invest for the future, this property offers endless possibilities for outdoor enthusiasts and anyone seeking a tranquil lifestyle.

Lot 34.25 Lakeview Drive Road, Highland Lake

$499,000

3 Beds ⋅ 2 Baths ⋅ 1008663 MLS

Retro Lakefront Charm with Stunning Views – A Hidden Gem Just Two Hours from NYC. Step back into the classic charm of the 1960s with this inviting 3-bedroom, 2-bath lakefront home nestled in a beloved community where generations of families have made lasting memories. Located on a pristine glacier lake, this home offers year-round beauty and recreation—from kayaking and sailing to fishing and peaceful meditation. Inside, enjoy the warmth of hardwood floors, a cozy woodstove in the family room, and a spacious layout perfect for gathering. The large back deck is ideal for morning coffee or summer dinners, while the private 1-car garage adds extra convenience. Wake up to breathtaking sunrises and spend your evenings on a members-only sandy beach watching unforgettable sunsets. All this just minutes from the Delaware River, amazing restaurants, antique shops, farmers markets, Bethel Woods Performing Arts Center, and the Kadampa Meditation Center. Don’t miss this rare opportunity—call today for your private tour. Paradise is closer than you think.

16 Fairway Drive, Highland Lake

$529,000

3 Beds ⋅ 2 Baths ⋅ 994193 MLS

Welcome to Lake DeVenoge, a peaceful lake community tucked into the Town of Highland, where natural beauty, year-round comfort, and everyday convenience come together. Set on two mostly level, grassy acres, this inviting one-level home offers an easy indoor-outdoor lifestyle just moments from a well-maintained sandy beach with chairs, picnic tables, and umbrellas for relaxed summer days on the 70-plus-acre lake. A deck entry leads into a bright sunroom, an ideal place to sit and take in the view through a wall of windows. From there, the updated kitchen offers a warm and welcoming gathering space, with room for a large table and a wood-burning fireplace that creates a cozy focal point for meals and conversation. Just off the kitchen, a pantry nook provides flexible storage along with a built-in desk for household organization or casual work-from-home use. The living room features expansive windows with seasonal views of the lake’s glistening waters. The primary bedroom suite includes a private bathroom with a large soaking tub, while two additional bedrooms and a second full bathroom with a light tube complete the main level, bringing natural light and practical comfort throughout the day. The large, partially finished lower level expands the home’s possibilities with a built-in bar, wood-burning stove, workshop room, laundry area with a convenient laundry chute, and ample space for a home gym, office, recreation room, or studio. An attached two-car garage adds valuable storage, while central air conditioning and a whole-house generator support comfort and peace of mind in every season. For those seeking additional space or investment potential, an adjoining two-acre buildable lot is available as a separate purchase. The setting also places you near the Delaware River, Barryville farmers market, local restaurants, galleries, a yoga studio, and the NACL Theatre, with regional train access under 30 minutes away and New York City approximately two hours by car.

11 Fairway Drive, 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

$549,900

988515 MLS

It’s all about the lake! If you’ve been searching for the perfect waterfront homesite, this exceptional property on Highland Lake delivers it all. Ideally situated in one of the lake’s most desirable locations, the property offers sweeping, unobstructed views that change beautifully with every season in the Sullivan County Catskills. You will forever be delighted with shimmering blue summer waters, the vibrant fall foliage and serene, snow-covered winters, all culminating in unforgettable sunsets. Thoughtfully prepared for your future lake retreat, the groundwork is already in place. A driveway and private boat launch are installed, the dock is ready, and the shoreline has been carefully improved to support years of recreation and relaxation. The lightly wooded, gently sloping land has been selectively cleared, creating ideal spaces for parking, gathering, and entertaining right at the water’s edge. Highland Lake spans approximately 200 acres of sparkling water, perfect for motorboating, fishing, kayaking, swimming, and a full range of lakefront activities. Whether you're seeking adventure or tranquility, every day here feels like a getaway. Conveniently located just a short drive from the Delaware River, cultural events and concerts at Bethel Woods Center for the Arts, gaming and entertainment at Resorts World Catskills, and family fun at The Kartrite Resort & Indoor Waterpark. Create the lakefront lifestyle you’ve always imagined. This is where it begins.

131 Highland Lake 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

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