Highland Lake Homes for Sale

Welcome to Highland Lake, New York – a hidden gem nestled in the picturesque Sullivan County. This charming community offers a unique blend of serene natural beauty and vibrant local culture. Known for its stunning landscapes, Highland Lake is surrounded by lush forests, rolling hills, and, of course, the tranquil waters of Highland Lake itself, making it a haven for outdoor enthusiasts and those seeking a peaceful retreat from the hustle and bustle of city life.

Highland Lake boasts a tight-knit community feel, where neighbors become friends and local events bring everyone together. Residents enjoy a variety of recreational activities, including fishing, kayaking, and hiking on nearby trails. The area’s rich history and welcoming atmosphere make it an ideal place for families, retirees, and anyone looking to embrace a slower pace of life.

For those considering making Highland Lake their home, there are a variety of charming homes for sale that cater to different tastes and budgets. From cozy cabins with lake views to spacious family homes nestled in the woods, you’ll find a diverse selection of properties that offer the perfect blend of comfort and style. With a growing real estate market, now is an exciting time to invest in your dream home in this enchanting area.

Whether you’re seeking a weekend getaway or a permanent residence, Highland Lake invites you to explore the possibilities. Come discover the magic of this delightful community and find the perfect home that suits your lifestyle. Your serene escape awaits in Highland Lake, NY!

Newest Highland Lake Homes for Sale

$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

$340,000

4 Beds ⋅ 2 Baths ⋅ 1021048 MLS

Welcome to Dogwood Lake House, a charming 20th-century Colonial Revival with deeded lake access on Highland Lake. Tucked under a canopy of ornamental dogwoods and hydrangeas, this cozy four bedroom home overlooks Highland Lake, and features lake views from almost every window. At the heart of the home, a striking wood-burning fireplace anchors the living room, surrounded by wood paneling, hardwood floors, and sunlit windows, flooding the home with light. The main floor flows seamlessly through arched doorways into a spacious formal dining room lined with bookshelves and double paned windows. The expansive kitchen’s nostalgic red-and-white checkerboard floors add vintage character while maintaining modern functionality. Just off the kitchen, a small hallway leads to the a full powder room, a study, and a windowed laundry room. Spanning the back of the home, a spacious sunroom opens up to a sprawling multi-leveled terrace which overlooks the lake. Upstairs, a balanced four-bedroom layout provides airy, well-proportioned rooms. A full attic and a full walkout basement expand the home’s flexibility for storage, recreation, or additional living space. The property itself is a horticultural treasure. The prior owner planted a remarkable collection of dogwoods, magnolias, hydrangeas, and rare imported roses, creating gardens that bloom in succession and transform with the seasons. A detached two-car garage with electric service offers further opportunity, easily converted into a studio, guest cottage, or workshop. Located within the highly desirable Highland Lake community with no HOA restrictions, this property seamlessly blends historic character with a lakeside living. From morning walks among flowering trees to afternoons on the lake and evenings by the fire, this home offers the perfect balance of beauty, comfort, and country lifestyle.

328 Lake View Drive Road, Highland Lake

$199,000

2 Beds ⋅ 1 Baths ⋅ 1014138 MLS

CHARMING RANCH IN HIGHLAND LAKE, NY - Welcome to this affordable two bedroom/1 bath home that is all you need for your weekend getaway in the Sullivan Catskills. This can also be the perfect full-time home that's easy to maintain while keeping costs down. Five minutes down the road is a grocery store, Eldred Central School and restaurants, making this location extremely convenient. Approximately 2 hrs from NYC, 20 minutes to NY trains, makes this cozy home a very easy commute. Close by you'll find several quaint towns for dining and shopping, the Delaware River for rafting/fishing, Bethel Woods Preforming Arts Center for amazing concerts under the stars, Kartrite Indoor Water Park, many lakes for boat rentals, Resorts World Casino, skiing at Holiday Mountain/Big Bear at Masthope Mountain, many amazing hiking/biking trails and absolutely the best farmers markets you'll find anywhere, all for a very beautiful life in the country.

148 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

$449,000

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

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

$249,000

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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