Highland, NY Homes for Sale with Acreage

PRIVATE LAKEFRONT LOG CABIN NESTLED ON 6.5+ ACRES IN THE SULLIVAN CATSKILLS in Yulan, NY - Property features over 1000' of water frontage on Toasperns Pond which is a beautiful, non-motorboat 47 acre lake. Enter the property from a privately set driveway tucked in the forest, that leads to this unique and very special home. This cabin has been loved and enjoyed by the same owners for decades.

Caroline Akt Caroline Akt Realty LLC

Lakefront Mountain Chalet with Exceptional Privacy & Views. Tucked away on a private cul-de-sac, this stunning 4 bedroom, 2 1/2 bath lakefront chalet offers over 2,300 sq ft of refined rustic elegance on 5.26 beautifully landscaped acres. The home features gleaming hardwood and tile floors, a soaring cathedral ceiling, a cozy fireplace, and a gourmet kitchen ideal for entertaining. Enjoy

Dawn Payne Payne Team LLC

Located in the Town of Highland, this approximately 3-acre property offers a unique opportunity for redevelopment or investment. The site includes two bungalow-style homes in need of remediation and carries a multi-family 280 State Use within the R-1 zoning district (buyer to verify all permitted uses). Conveniently situated near public access to the Delaware River, as well as local shopping,

Mary Jones Rural Connection Inc.

3 Acres * Stunning Newly Renovated homeCompletely, totally, and newly renovated (2025) home featuring a spacious open-concept floor plan, the home boasts 4 generous bedrooms and 2 beautifully updated full bathrooms. Offering updated interior throughout, including new appliances, beautiful floors, and new windows with Minisplits.Conveniently located on Route 55 in Eldred, close to Bethel

Pamela Henning Keller Williams Hudson Valley

Stunning Colonial 4 Bedroom Farmhouse Retreat in the Heart of the Catskills ,on over 1 acre of private landscape, this house offers a serene escape for seeking comfort and lifestyle. Key Features: Open floor plan with vaulted ceilings, with two fireplaces (gas and wood), skylights in the living and kitchen area. 3 full bathrooms, jacuzzi tub, cathedral master ceiling, spacious dining area

Michael Friedmann eRealty Advisors, Inc

SOLID BRICK RANCH SET ON 62+ PRIVATE AND TRANQUIL ACRES IN BARRYVILLE, NY - Welcome to this well loved home and property that has served the owners well for decades. When homesteading was a necessity, this property was set up to be maximized for this use and farming was a way of life. The fields up until recently, have been used for hay, growing produce in this sunny and vibrant location. The

Caroline Akt Caroline Akt Realty LLC

Welcome to 136 Yulan Barryville Road—a 10-acre sanctuary tucked in the scenic hamlet of Barryville, where natural beauty, small-town charm, and Catskill serenity meet. Whether you're looking for a peaceful primary residence, a weekend escape, or an income-generating short-term rental, this updated cabin checks every box.As you approach, a long private driveway leads you across a babbling

Amanda Brehm Keller Williams Hudson Valley

New Raised Ranch located in the beautiful Timber Lake Estates Community in Yulan, NY ! Offering Over 2000 Square Feet of livable space, a spacious living room with lots of light & sunshine! 3 bedrooms, 3 baths, dining room & gorgeous kitchen! Lower level has a heated garage with 2 zone radiant floor heating, and builders finished it for extra family room or bedroom. Fully insulated with R21

Gabor Dezso Century 21 Geba Realty

A storybook stream front retreat on nearly 17 acres of complete privacy, this enchanting three-bedroom, one-bath home offers a serene escape surrounded by nature. A long, winding driveway leads to a charming residence with a detached two-car garage and a swing set, tucked into lush woods with a gentle stream meandering through the property. This property has a picturesque, storybook backdrop,

Kristen Payne Payne Team LLC

AN OASIS AMONG THE PINES will be yours with this lovely contemporary home snuggled between the northern reaches of the Poconos and the southern Catskills. The property is well-kept, and provides plenty of privacy for those who seek it. With a warm, log exterior, the home features a spacious floor plan with the primary bedroom, a primary bathroom (w/ Jacuzzi tub) and a large bonus room (which can

Todd Jennings Keller Williams Realty

5,140 sqft (not including 2,000 sqft walk-out) | 7 Bedrooms | 4.5 Bathrooms | Built in 2021 | 3.27 Acres Welcome to your dream home on Highland Lake, located 5.7 miles from the acclaimed Eldred Preserve Restaurant and Resort, 16 miles to the Bethel Woods Center for the Arts, 21 miles to Catskills Resorts Casino and Hotel, three miles to Barryville Farmers Market, 19 miles to Woodloch Spa, 2 miles

John Dunn Christine Dunn

CONTEMPORARY HOME IN THE SOUGHT AFTER SULLIVAN CATSKILLS - Welcome to this unique property beautifully set on an open 4.6 acres. Home has been well loved, meticulously updated and maintained. Home is large yet warm and inviting with several spaces for family/friends to come and enjoy for a weekend, the holidays would be spectacular. Beautiful craftsmanship throughout, hardwood floors, large

Caroline Akt Caroline Akt Realty LLC