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Land for sale in Hillsdale New York - Page 1 of 3

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$5,950,000 751 acres 4 Beds | 4 Baths | 1 ½ Bath | 4500 sqft
66 Willowbrook Lane, Hillsdale, NY 12529 - Columbia County

751 acres Hillsdale, NY

The farm of dreams. Astonishing array of terrain surrounds some of the Hudson Valley's best farm acreage with fenced pastures, ponds, hay fields and arable cropland. A total of over 750 acres on 4 tax lots includes huge Toppel Pond, two barn complexes, a caretaker's house, a post and beam carriage house with two fireplaces ready for conversion to stunning guest house, main barn house with two story living room and floor to ceiling stone fireplace, plus 5BR guest house, tennis court and pool. High building site with western mountain and distant valley views. Woodland trails to the headwaters of the Roe Jan Creek. Hidden pastures, abundant wildlife, everything you want in a Hudson Valley farm. Also available on 350 acres at $3.25M or 180
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$2,950,000 59.33 acres 4 Beds | 7 Baths | 2 ½ Baths | 7163 sqft
591 Breezy Hill Rd, Hillsdale, NY 12529 - Columbia County

59.33 acres Hillsdale, NY

Outstanding estate-quality property. A once-in-a-lifetime offering of nearly 60 stunning acres on the western side of Catamount with breathtaking views of the Catskill Mountains. This legacy property spans both sides of Breezy Hill Road, with the eastern side touching the back of Catamount Ski Area, offering acres of meadows, woods & a swimming pond. On the western side of the property sits the 4 bedroom, 5.2 bath spacious yet welcoming home that soaks up every bit of one of the most stunning private views in the Hudson Valley. The property also features an indoor pool, caretaker's cottage, greenhouse, attached & detached garages, and perennial gardens with room to grow for generations to come.
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$2,950,000 59.33 acres 4 Beds | 7 Baths | 2 ½ Baths | 7163 sqft
591 Breezy Hill Road, Hillsdale, NY 12529 - Columbia County

59.33 acres Hillsdale, NY

Outstanding estate-quality property. A once-in-a-lifetime offering of nearly 60 stunning acres on the western side of Catamount with breathtaking views of the Catskill Mountains. This legacy property spans both sides of Breezy Hill Road, with the eastern side touching the back of Catamount Ski Area, offering acres of meadows, woods & a swimming pond. On the western side of the property sits the 4 bedroom, 5.2 bath spacious yet welcoming home that soaks up every bit of one of the most stunning private views in the Hudson Valley. The property also features an indoor pool, caretaker's cottage, greenhouse, attached & detached garages, and perennial gardens with room to grow for generations to come.
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$1,750,000 119 acres 3 Beds | 1 Bath | 1500 sqft
YONDERVIEW ROAD, Hillsdale, NY 12529 - Columbia County

119 acres Hillsdale, NY

Active farm located on Yonderview Road, one of the most scenic roads in Columbia County! Currently rented to a neighboring farm (Berkshire Dairy). Buildings on property: small home in extremely poor condition, not habitable, former Dairy Barn, Pole Barn, silo. Terrific views from many locations, extensive road frontage. Excellent multiple building sites for your new dream home!! Less than 1 mile to Hillsdale Village, 2 miles to Catamount Ski Resort, 9 miles to Great Barrington and 22 miles to Tanglewood.
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$1,300,000 137 acres
0 Herrington Drive, Hillsdale, NY 12529 - Columbia County

137 acres Hillsdale, NY

One of the most beautiful farmland building parcels available with views over the Harlem Valley and Herrington Pond. Two lots, 124 acre lot is deed restricted to one building lot and is currently hay fields and some crop fields, with nice wildlife wetland area. 13 acre parcel has old apple trees and great views. Very private, views over land conservancy for perpetual protection.
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$1,200,000 78.67 acres 7 Beds | 6 Baths | 1 ½ Bath | 4500 sqft
599 Whipporwill, Hillsdale, NY 12529 - Columbia County

78.67 acres Hillsdale, NY

Grand in every way. Big acreage for privacy, open fields, expansive western views, gracious sized rooms, screened porch large enough for gathering, dining, and sleeping, chef's kitchen with fireplace, two ponds, stone patio with fire pit, in-ground pool. Private master suite, bedrooms galore, and plenty of bathrooms. Walkout basement with large rec-room, even largemouth bass waiting to take your bait. In short, all of the elements for an un-compromised second home in sought after Hillsdale in stunning Columbia County.
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$1,075,000 10 acres 3 Beds | 2 Baths | 2509 sqft
175 Mitchell Street, Hillsdale, NY 12529 - Columbia County

10 acres Hillsdale, NY

1840 restored barn 36Wx60Lx27H on 10 scenic, secluded, private acres with 360-degree valley and mountain views. Unique dream home features open Tribeca-loft style living space with lots of natural light, fieldstone fireplace and foundation, blue stone patio, slate roof, extra wide pine board flooring, original barn siding and hand hewn beams. Gourmet kitchen has custom cabinetry with built-in step-back glazed cupboard, granite countertops, and commercial range. Master bath features a large claw foot tub. Period details throughout. Near skiing, Tanglewood and other cultural/artistic centers. Watch dramatic sunsets worthy of the Hudson River School painters.
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$995,000 150 acres 6 Beds | 5 Baths | 1 ½ Bath | 3700 sqft
155 Green River Valley Road, Hillsdale, NY 12529 - Columbia County

150 acres Hillsdale, NY

SWEET PEA FARM. Magical doesn't begin to describe this property... enter via a long, flat driveway with pastures on each side, and a stable in the north pasture, cross a bridge over the clean, cool Green River, to a spacious, renovated farmhouse and huge barn. Plenty of open lawn, a year-round brook with a waterfall, and pretty woodlands. A fantastic retreat for family and friends.
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$950,000 12.9 acres 3 Beds | 3 Baths | 1 ½ Bath | 2200 sqft
261 White Hill Lane, Hillsdale, NY 12529 - Columbia County

12.9 acres Hillsdale, NY

Legend Has It that if you look at the Catskill Mountains, you can see Rip Van Winkle's outline as he sleeps. Well, wave to Rip from this amazing property! Dennis Wedlick, AIA, sited this home to take advantage of the vistas. Upon entering, you are greeted with the Catskill views through the over-sized windows. Open living/dining/kitchen. Chef's kitchen has a Liebherr refrigerator/freezer, Thermador double wall ovens, Wolf 6-burner range, stainless hood, Bosch dishwasher. There is even a separate Subzero refrigerator/freezer for beverages and ice. How smart is that! Gas wall-mounted fireplace. LED or low voltage lighting in the living room, dining room, kitchen and bathroom floors. Exterior remote-controlled colored LED lighting in the s
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$875,000 24.8 acres 3 Beds | 2 Baths | 1 ½ Bath
3256 State Route 23, Hillsdale, NY 12529 - Columbia County

24.8 acres Hillsdale, NY

On the Route 23 Corridor, nestled between Hudson, NY and Great Barrington, MA at the gateway to the Berkshires, is this rare find. A single-family residence, 8 unit efficiency rental and a 4-stall barn, all on 24 acres. Add a pond, stream and fields that back up onto Catamount Ski Area and you have quite the offering. First time on the market in decades. It would be our honor to introduce you to this exceptional opportunity.
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$875,000 24.8 acres 11 Beds | 10 Baths | 1 ½ Bath
3256 State Route 23, Hillsdale, NY 12529 - Columbia County

24.8 acres Hillsdale, NY

Gateway to the Berkshires. On the Route 23 Corridor linking Hudson, NY to Great Barrington, MA, and abutting Catamount, is this rare opportunity, zoned RU-C (Hillsdale) and COM 1 (Copake). On over 24 acres with ~900 feet of road frontage, this property has an 8-unit efficiency rental, single-family residence and 54'x 30' barn with 5 stalls. There is also a pond and stream. Fields for riding, cross-country skiing, ball games. This property has not been on the market for decades. If you are looking for an investment property, at the Gateway to the Berkshires, this is one to consider. Be sure to check out the additional information sheet for more details. That's opportunity knocking -- go answer the door.
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$799,000 3.54 acres 2 Beds | 2 Baths | 1650 sqft
873 County Route 21, Hillsdale, NY 12529 - Columbia County

3.54 acres Hillsdale, NY

Designed by architect Adam Rolston. Clean, modern design. Open plan with walls of glass and soaring ceilings. Polished concrete floors with geothermal radiant heat. Custom kitchen. Woodstove. 2 bedrooms. 2 baths. Heated gunite pool. Extensive decking. Vegetable garden & rolling lawn. 3.54 acres.
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$795,000 9.8 acres 4 Beds | 5 Baths | 1 ½ Bath | 3444 sqft
310 Mitchell Street, Hillsdale, NY 12529 - Columbia County

9.8 acres Hillsdale, NY

Custom Contemporary home set back from the road and so much privacy on 9.80 acres offering 4 bedrooms, 4 1/2 bathrooms, cathedral vault ceilings, tons of natural light pouring in, high end kitchen with hickory cabinets, hardwood floors, ceramic tile, ceiling fans, back up generators, cultured stone fireplace, wrap around deck over looking blue stone patio, and matching shed. Your very own dream home awaits you.
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$795,000 9.8 acres 4 Beds | 5 Baths | 1 ½ Bath | 3444 sqft
310 MITCHELL ST, Hillsdale, NY 12529 - Columbia County

9.8 acres Hillsdale, NY

Custom Contemporary home set back from the road and so much privacy on 9.80 acres offering 4 bedrooms, 4 1/2 bathrooms, cathedral vault ceilings, tons of natural light pouring in, high end kitchen with hickory cabinets, hardwood floors, ceramic tile, ceiling fans, back up generators, cultured stone fireplace, wrap around deck over looking blue stone patio, and matching shed. Your very own dream home awaits you.
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$789,000 3.1 acres 3 Beds | 2 Baths | 2000 sqft
90 Overlook Dr, Hillsdale, NY 12529 - Columbia County

3.1 acres Hillsdale, NY

The "Upside Down House," Featured in Architectural Digest and The New York Times, was designed by Adam Rolston of INC Architecture and Design. Located in the bucolic Berkshires on one of Columbia County's most desirable roads, just minutes to downtown Great Barrington and the City of Hudson, NY. Surrounded by hayfields with distant views, this super-energy efficient home features a 40-foot saltwater lap pool, outdoor shower, spring-fed pond, steam shower and soaking tub. https://upside-downhouse.com/
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$725,000 19 acres
0 Ridge (lot 2) Lane, Hillsdale, NY 12529 - Columbia County

19 acres Hillsdale, NY

Panoramic views of the Catskills and farmland in valley below. Last property on a dead-end, dirt road. Pond. Private & quiet. 19 acres.
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$650,000 4.3 acres 4 Beds | 3 Baths | 2420 sqft
24 Far View Ln, Hillsdale, NY 12529 - Columbia County

4.3 acres Hillsdale, NY

SOPHISTICATED ECO-MODERN RANCH in a sought after area of Hillsdale. 4 rolling acres on a quiet country road. Totally renovated with top of the line finishes. The open plan living/dining/kitchen has a cathedral ceiling and a wood-burning fireplace. Off the kitchen are glass doors to a large deck. This level also has a master bedroom and master bath, and two bedrooms which share a full bath. One of the bedrooms has resourcefully been divided into two sleeping areas, each with its own closet... perfect for kids or guests. The walk-out lower level has a family room with a fireplace, a bedroom with its own seating area, a full bath with a sauna, and a laundry room. There is also access to a one car attached garage. Perfectly located just 20 mi
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$650,000 4.3 acres 4 Beds | 3 Baths | 2420 sqft
24 Far View Lane, Hillsdale, NY 12529 - Columbia County

4.3 acres Hillsdale, NY

Sophisticated Eco-Modern ranch in a sought after area of Hillsdale. 4 rolling acres on a quiet country road. Totally renovated with top of the line finishes. The open plan living/dining/kitchen has a cathedral ceiling and a wood-burning fireplace. Off the kitchen are glass doors to a large deck. This level also has a master bedroom and master bath, and two bedrooms which share a full bath. One of the bedrooms has resourcefully been divided into two sleeping areas, each with its own closet... perfect for kids or guests. The walk-out lower level has a family room with a fireplace, a bedroom with its own seating area/office, a full bath with a sauna, and a laundry room. There is also access to a one car attached garage. Perfectly located just
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$649,000 4.2 acres 8 Beds | 9 Baths | 1 ½ Bath | 5488 sqft
38 Catamount Rd, Hillsdale, NY 12529 - Columbia County

4.2 acres Hillsdale, NY

Nestled at the base of Catamount Ski Area sits this spacious 8 bedroom, 8 1/2 bath home--plenty of room for family & friends! The main home has 4 bedrooms, 4 1/2 baths, kitchen with commercial stove, open living/dining area, & lower-level game room with wet bar. Separate building with four bedrooms & four baths, all with own entrances. 2-car garage, shed, & pond on property. Fantastic opportunity!
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$649,000 4.2 acres 8 Beds | 5488 sqft
38 Catamount Rd, Hillsdale, NY 12529 - Columbia County

4.2 acres Hillsdale, NY

Nestled at the base of Catamount Ski Area sits this spacious 8 bedroom, 8 1/2 bath home--plenty of room for family & friends! The main home has 4 bedrooms, 4 1/2 baths, kitchen with commercial stove, open living/dining area, & lower-level game room with wet bar. Separate building with four bedrooms & four baths, all with own entrances. 2-car garage, shed, & pond on property. Fantastic opportunity!
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$649,000 4.2 acres 8 Beds | 9 Baths | 1 ½ Bath | 5488 sqft
38 Catamount Road, Hillsdale, NY 12529 - Columbia County

4.2 acres Hillsdale, NY

Nestled at the base of Catamount Ski Area sits this spacious 8 bedroom, 8 1/2 bath home--plenty of room for family & friends! The main home has 4 bedrooms, 4 1/2 baths, kitchen with commercial stove, open living/dining area, & lower-level game room with wet bar. Separate building with four bedrooms & four baths, all with their own entrances. Detached two-car garage, shed, & pond on property. Fantastic opportunity!
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$649,000 4.2 acres 8 Beds | 9 Baths | 1 ½ Bath | 5488 sqft
38 Catamount Road, Hillsdale, NY 12529 - Columbia County

4.2 acres Hillsdale, NY

Nestled at the base of Catamount Ski Area sits this spacious 8 bedroom, 8 1/2 bath home--plenty of room for family & friends! The main home has 4 bedrooms, 4 1/2 baths, kitchen with commercial stove, open living/dining area, & lower-level game room with wet bar. Separate building with four bedrooms & four baths, all with their own entrances. Detached two-car garage, shed, & pond on property. Fantastic opportunity!
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$599,000 4 acres 6 Beds | 3 Baths | 1 ½ Bath | 3000 sqft
2871 Route 23, Hillsdale, NY 12529 - Columbia County

4 acres Hillsdale, NY

$624,825 income when fully occupied. 3,000sqft home incl 6BRS/2.5BA, LR w/fireplace and woodstove insert, formal DR w/large, remote gas fireplace, too much else to list. 26 BR/ 28 BA motel, 4 acres, BARN, GARAGE, SHEDS, CREEK and 460' road frontage. Horseshoe driveway, ADT security system, new roof 2011 among amenities. Common venue of weddings, class reunions and concerts garnering as much as $20,000 per event plus income of room rentals, some w/kitchenettes. A turn-key property 10 minutes to the Berkshire border. NEW TO MARKET.
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$599,000 4 acres 10000 sqft
2871 Route 23, Hillsdale, NY 12529 - Columbia County

4 acres Hillsdale, NY

$624,825 income fully occupied. 3,000sqft home incl 6BRS/2.5BA, LR w/fireplace and woodstove insert, formal DR w/large, remote gas fireplace, too much else to list. 26 BR/ 28 BA motel, 4 acres, BARN, GARAGE, SHEDS, CREEK and 460' road frontage. Horseshoe driveway, ADT security system, new roof 2011 among amenities. Common venue of weddings, class reunions and concerts garnering as much as $20,000 per event plus income of room rentals, some w/kitchenettes. A turn-key property 10 minutes to the Berkshire border. NEW TO MARKET.
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$595,000 17 acres 5 Beds | 3 Baths | 1 ½ Bath | 3350 sqft
Hillsdale, NY 12529 - Columbia County

17 acres Hillsdale, NY

Allow yourself to be reintroduced to Pine Tree Farm - especially at this price point! This masterful home is the culmination of centuries of pride, polished perfectly over a 20-year modernization labor of love. Current comforts complement the historical integrity, transcend time, and enable that escape. 17 generous acres delight; as do the designer detailing inside - highlighted by a marble hugged fireplace, pine wideboard floors, open chefs kitchen with granite countertops and a four-season sunroom that offers the perfect sit. An amazing opportunity to have such a modern and desirable lifestyle among museum quality moments. Truly a feeling one must experience, you will leave this house with a new appreciation for the the quality that the
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$595,000 35 acres
231 State Route 71, Hillsdale, NY 12529 - Columbia County

35 acres Hillsdale, NY

Gorgeous open land with 2000' of frontage on the Greenriver. Property can be subdivided. Frontage on Overlook as well as Rt 71.
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$525,000 31.3 acres 3 Beds | 4 Baths | 1650 sqft
467 Rockledge Road, Hillsdale, NY 12529 - Columbia County

31.3 acres Hillsdale, NY

You'll find this 3 BR, 3 BA log home on 30 acres, up on a country road in Hillsdale, NY. Open floor plan, vaulted ceiling, wood-burning fireplace, master suite on first floor, wood floors, decks and a full finished basement. The custom-built outdoor BBQ area has a concrete table, water, electric and shed. Open and far reaching views. Included in the property is farmland and woods. Yes, this property has been on the market before. With this significant price reduction, this should sell quickly. It would be our honor to show you the AA Ranch.
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$525,000 12.7 acres 3 Beds | 4 Baths | 1 ½ Bath | 2774 sqft
42 Shephard Hill Cir, Hillsdale, NY 12529 - Columbia County

12.7 acres Hillsdale, NY

PRIVATE COLONIAL WITH VIEWS, IN GROUND POOL AND SWEEPING LAWN ON NEARLY 13 ACRES ADJACENT TO PROTECTED LAND. CONVENIENT TO ALL MAJOR ATTRACTIONS, THIS COMFORTABLE HOME BOASTS A LARGE KITCHEN WITH STAINLESS APPLIANCES AND GRANITE COUNTERTOPS AND 2 SEPARATE LIVING SPACES, ONE WITH A GAS FIREPLACE. THE GROUND-FLOOR MASTER IS LARGE AND FEATURES AN ENSUITE BATHROOM WITH GLASS ENCLOSED SHOWER AND A DEEP SOAKING TUB. A MUD/LAUNDRY ROOM IS LOCATED NEXT TO THE ENTRANCE TO 2 CAR ATTACHED GARAGE. UPSTAIRS ARE 2 MORE BEDROOMS EACH WITH THEIR OWN BATHROOM. A LARGE STUDY/MEDIA SPACE IS SITUATED BETWEEN THE 2 BEDROOMS. 5 MINUTES TO HILLSDALE CENTER, 5 MINUTES TO CATAMOUNT SKI ,12 MINUTES TO DOWNTOWN GREAT BARRINGTON AND CLOSE TO ALL STATE PARKS, INCREDIB
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$525,000 12.7 acres 3 Beds | 4 Baths | 1 ½ Bath | 2774 sqft
42 Shepard Hill Circle, Hillsdale, NY 12529 - Columbia County

12.7 acres Hillsdale, NY

Private Colonial with views, heated, In-ground pool and sweeping lawn on nearly 13 acres adjacent to protected land. Convenient to all major attractions, this comfortable home boasts a large kitchen with stainless appliances and granite countertops and 2 separate living spaces, one with a gas fireplace. The ground-floor master is large, and features an ensuite bathroom with glass enclosed shower and a deep soaking tub. A mud/laundry room is located next to the entrance to 2 car attached garage. Upstairs are 2 more bedrooms each with their own bathroom. A large study/media space is situated between the 2 bedrooms. 5 minutes to Hillsdale center, 5 minutes to Catamount Ski ,12 minutes to downtown Great Barrington and close to all state parks,
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$520,000 19.42 acres 3 Beds | 3 Baths | 1 ½ Bath | 2340 sqft
240 Texas Hill Road, Hillsdale, NY 12529 - Columbia County

19.42 acres Hillsdale, NY

Around The Bend, sited on 19 acres you'll find this 2004 custom built 2340 sf colonial. On the main level is the eat-in kitchen, formal dining room with fireplace, open living room, master en-suite, laundry, powder room and attached three-season family room/screened porch. Upstairs are two more bedrooms, bathroom, sitting area and office area Full basement where there is both a propane furnace and a wood heating unit. An enclosed walkway connects you to the over-sized two-car garage with storage above and a propane cooktop. Central Vac and an automatic generator round out the features of this well-maintained 3 BR, 2.5 BA home, just up around the bend.