Hillsdale, NY Land & Home Lots for Sale

Discover the true tranquility offered by this 12-acre parcel located on Whippoorwill Road in Hillsdale. Originally created and purchased in 1975, the property has remained undisturbed for the last fifty years. Located only a few miles from the hamlet of Hillsdale on Whippoorwill Road, one of Hillsdale's most scenic and historic roadways. On your way home you will travel by White Oak

John Avenia Columbia County RE Specialist

Wonderful southern exposure on one of the most scenic byways in Columbia County. Large parcels and restrictive covenants on abutting land. High fields and ancient tree lines dotted with maples and old stone walls. Nice mix of open and wooded to tuck your home into the hedge row without another home in site. Distant views of Catamount Mountain. Close to Hawthorne Valley School and the Berkshires.

Tracy Tassinari Gabel Real Estate

Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

Jennifer Harvey Compass Greater NY LLC

Situated in Hillsdale, this 150-acre wooded parcel offers an excellent development opportunity with potential for panoramic views of the Berkshires, Taconic Range, and/or the Catskill Mountains. Established logging roads and trails meander through the property, revealing historic stone walls, rock outcroppings, seasonal streams, and charming waterfalls. The site is currently enrolled in a

MATTHEW CAREY Rouse + Co Real Estate LLC

Situated in Hillsdale, this 150-acre wooded parcel offers an excellent development opportunity with potential for panoramic views of the Berkshires, Taconic Range, and/or the Catskill Mountains. Established logging roads and trails meander through the property, revealing historic stone walls, rock outcroppings, seasonal streams, and charming waterfalls. The site is currently enrolled in a

MATTHEW CAREY Rouse + Co Real Estate, LLC

Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

Jen Harvey COMPASS MASSACHUSETTS , LLC GB

Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

Peter Yates Four Seasons Sotheby's Int.

Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

Jeffrey McKinney Beach & Bartolo Realtors

Perfect Country Retreat — Build Your Dream Home in HillsdaleEscape to the tranquility of the Hudson Valley with this beautiful, private parcel just minutes from the heart of charming Hillsdale. Set on a quiet, scenic road ideal for walking, jogging, or simply enjoying the peaceful surroundings, this land offers both tranquility and convenience.Enjoy seasonal views of Catamount Ski

Leigh Bahnatka BHHS Hudson Valley Properties

242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

Michael Tellerday Houlihan Lawrence, Inc.

242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

Michael Tellerday Houlihan Lawrence Inc.

Create Your Own Vision.Escape to 33.31 acres of untouched beauty in Columbia County, NY, and close to Great Barrington, MA. This stunning parcel of wooded land offers complete privacy with no neighbors in sight just you and the tranquility of nature. Imagine the possibilities as you explore the lush, wooded landscape teeming with wildlife. Over 1,677 feet of road frontage, and an old roadway,

Jeffrey McKinney Beach & Bartolo Realtors

Discover Your Dream Retreat: 49+ Acres of Serenity and Potential!Nestled between the charming towns of Chatham, NY, and Great Barrington, MA, this stunning parcel of over 49 acres offers a unique blend of privacy and accessibility. With impressive road frontage on two roads, this property is easily accessible while still providing a tranquil escape.Imagine waking up to the soothing sounds of the

Jeffrey McKinney Beach & Bartolo Realtors

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless.

Andrew Gates Houlihan Lawrence, Inc.

Picturesque farmland located close to the Village of Hillsdale, only 1.8 to Catamount Ski Area, and 9.5 miles to Great Barrington. Extensive road frontage, totaling 3979 feet on Yonderview Road and Route 23. Barn complex. This parcel is zoned RU in the Town of Hillsdale. Property currently enjoys an agricultural exemption. Survey available. Inspect Now!

Robert D Ferris R. Ferris Real Estate, LLC

Lot 4: Level land with few trees. Beautiful far stretching view of the valley to the south. A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with great views of the valley. Untouched and unencumbered, this former farmland land has gentle slopes, no archaeological issues or no endangered species. Ready for building. Other neighboring lots available totaling 66.45

John Barbato Compass, Hillsdale

A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with incredible far-reaching panoramic views of the Catskills and the Hudson Valley. Untouched and unencumbered, this former farmland has no archaeological issues or no endangered species. Stone walls and gentle slopes. Ready for building. Divided into 5 lots of varying sizes. Sell off the lots one by one, or keep

John Barbato Compass, Hillsdale

Lot 2: Catskill mountain and far reaching value views! A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with great views of the valley. Untouched and unencumbered, this former farmland land has gentle slopes, no archaeological issues or no endangered species. Ready for building. Other neighboring lots available totaling 66.45 acres. New road to access the land is

John Barbato Compass, Hillsdale

New price! Beautiful 56+ private acres with views of Copake Lake and Catskill Mountain sunsets. After entering the gates, the forest lined driveway meanders to the sweet spot. There are plenty of options for a home site or 2! Be tucked away but so close to it all! Equidistant to Hudson, NY and Great Barrington, MA., there is so much the area has to offer. From Catamount Ski/Adventure Park to

Theresa Westlake Copake Lake Realty Corp.