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$199,000

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.

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

$449,000

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.

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

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.

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

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

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

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.

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