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Land for sale including Residential Property in Hillsdale New York - Page 1 of 2

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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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$2,295,000 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

A once-in-a-lifetime property of nearly 60 stunning acres with one of the best views in the tri-state area, offering total privacy and easy access to all the Berkshires & Hudson Valley have to offer. Having only 2 owners in its history, 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 expansive western views. The property also features an separate recreation room & indoor pool, caretaker's cottage, greenhouse, attached & detached garages, and perennial gardens. The house needs work to customize for your
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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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$1,750,000 119.23 acres 3 Beds | 1 Bath | 1500 sqft
0 Yonderview Road, Hillsdale, NY 12529 - Columbia County

119.23 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 large mouth 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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$998,000 14 acres 4 Beds | 4 Baths | 1 ½ Bath | 2400 sqft
75 Ridge Lane, Hillsdale, NY 12529 - Columbia County

14 acres Hillsdale, NY

Incredible Catskill views from Northern Comfort,'' a four-bedroom Lindal Cedar home set in a lovely, private, 14-acre setting. Relax in front of the beautiful stone fireplace & enjoy the stunning views from the many windows throughout this attractive home. Post & Beam dwelling with open kitchen/living/dining area which is great for entertaining. Kitchen with cherry cabinets & granite-topped island, radiant heat on the first floor, first-floor bedroom, second-floor bedroom suite with private deck, & two additional bedrooms upstairs. Partially finished lower-level game room/bar area (750 SF) with radiant heat & second fireplace. The lower level also has a workshop area with walk-out access. Screened-in gazebo, bluestone patio, deck with outdo
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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

Epic Views. Relaxed Elegance. From the spacious exterior deck of this gracious home, you can watch a thunderstorm sweep across the valley, fireworks in the distance and the sun set over the Catskill Mountains through the oversized windows. Located in Hillsdale, NY, just over the Massachusetts border about 15 minutes from Great Barrington, you'll find this 3 BR, 2.5 BA home sited on 12 acres. Designed by Dennis Wedlick, this unique property features a generous and welcoming living/dining area that is open to the chef-worthy kitchen. Energy efficiency abounds -- from a wall-mounted gas fireplace and low-voltage lighting in the living room to colored LED displays that grace the stone walls of the perimeter. Green features, such as bamboo f
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$945,000 10 acres 3 Beds | 2 Baths | 2600 sqft
175 Mitchell Street, Hillsdale, NY 12529 - Columbia County

10 acres Hillsdale, NY

Thoughtfully converted 1850s hand-hewn barn. Open plan living space. Soaring ceilings and natural light. Stone fireplace. 3 bedrooms. 2 baths. 10 acres with views in every direction. Complete privacy & quiet.
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$940,000 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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$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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$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

The Confluence House - 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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$795,000 4.7 acres 4 Beds | 3 Baths | 1 ½ Bath | 3535 sqft
435 West End Road, Hillsdale, NY 12529 - Columbia County

4.7 acres Hillsdale, NY

If you are looking for the quintessential white Greek Revival farmhouse on a quiet back road, then this could be the perfect fit. The elegant lines of this handsome country house with it's big scale, bright and updated interior will surely appeal. Lots of extras including a finished walk-up attic, spacious three-season dining porch, and basement wine-cellar. Set amidst 4 1/2 landscaped acres, with natural pond, stone terraces and original out-house to complete this idyllic picture, overlooking organic farmland. Hudson & Great Barrington with all they offer are close by.
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$795,000 4.7 acres 4 Beds | 3 Baths | 1 ½ Bath | 3535 sqft
435 WEST END RD, Hillsdale, NY 12529 - Columbia County

4.7 acres Hillsdale, NY

If you are looking for the quintessential white Greek Revival farmhouse on a quiet back road, then this could be the perfect fit. The elegant lines of this handsome country house with it's spacious, bright & updated interior will surely appeal. Lots of extras including a finished walk-up attic, spacious three-season dining porch, & basement wine-cellar. Set amidst 4 1/2 landscaped acres, w/natural pond, stone terraces & original outhouse to complete this idyllic picture, overlooking organic farmland
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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 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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$610,000 9.17 acres 5 Beds | 4 Baths | 1 ½ Bath | 3540 sqft
864 West End Road, Hillsdale, NY 12529 - Columbia County

9.17 acres Hillsdale, NY

A home which is both gracious and inviting on 9 acres of parklike grounds with a one acre spring fed pond is yours to enjoy, relax and live the country life. There are nature trails around the pond, a patio in back, great outdoor space for games and your own pastoral views. Located in an area of fine homes this lovely Hillsdale property has bright rooms with great living area, year round sunroom, ample bedrooms, tasteful master suite area with private office, game room and much more. Property is also available as a rental, year round or seasonally. If year round, $2800. per month plus security, utilities.
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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 4.2 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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$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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$524,900 7 acres 4 Beds | 3 Baths | 2920 sqft
66 Henich Lane, Hillsdale, NY 12529 - Columbia County

7 acres Hillsdale, NY

Views, views, views! That's what every country home needs and that's what this amazing contemporary provides. The home offers a cathedral ceiling in the Great Room, open concept living, modern kitchen with island and stainless steel appliances. Amenities include a first floor bedroom and convenient first floor laundry. Upstairs in a master suite including a clawfoot tub and tiled shower. In the basement, two additional bedrooms are contained below along with a fully equipped Home Theater Room seating six in luxury. Walkout basement leads to 7 acres of mostly open lawn/fields with those VIEWS, VIEWS, VIEWS. A place to relax, rejuvenate, entertain and build memories.
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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.
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$495,000 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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$450,000 3.02 acres 6 Beds | 6 Baths | 2 ½ Baths | 2517 sqft
20 Hunt Road, Hillsdale, NY 12529 - Columbia County

3.02 acres Hillsdale, NY

This six bedroom, six bath home boasts an impressive architectural heritage. Built in 1910 as the guesthouse on Ledgewood Estate, the country home of the renowned architect, James Renwick, Jr. (St. Patrick's Cathedral, the Smithsonian Institute). In a rather dramatic departure from Renwick's signature Gothic Revival style, his family chose to celebrate the austere simplicity of the American Foursquare / Prairie House design of the equally renowned architect Frank Lloyd Wright. Perched atop a 3 acre parcel of manicured lawns, towering evergreens, glorious old maples and perennial gardens, you can enjoy design elements retained from the Arts and Crafts period. Unusually large vertical-paned blown glass windows grace the first floor, dark oak
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$450,000 7 acres 3 Beds | 3 Baths | 1 ½ Bath | 2376 sqft
822 Pumpkin Hill Road, Hillsdale, NY 12529 - Columbia County

7 acres Hillsdale, NY

Marvelous 3 bedroom, 2.5 bath home located on a scenic country road, perfectly situated between Great Barrington and Hudson. Totally updated, the 2 level home on 7 Acres enjoys a mix of level useable land surrounded by lush vegetation and woods. An open floor plan w/indoor-outdoor living flows seamlessly to a rear deck overlooking IG pool and cabana w/Sauna. Enter the charming, ample front porch, to a large double height foyer and upstairs to the main floor which includes Great Room w/vaulted ceiling and gas fireplace and encompasses the living room, dining area, and expansive new kitchen w/seasonal views of Catamount's winter snowmaking. A hallway off the LR graciously separates living space from guest bath and large master suite w/bat
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$439,000 10 acres 3 Beds | 2 Baths | 2300 sqft
271 texas hill rd, Hillsdale, NY 12529 - Columbia County

10 acres Hillsdale, NY

Renovated barn on a winding country road.This private retreat is minutes to charming Hillsdale.Three bedroom and two full bath makes this a great family home. Kitchen is updated with every cooking convenience, ,Wolfe stove,granite counters and cherry cabinets..Sit in front of the fire when you return from Skiing at Catamount minutes away. There is a stone patio and screen porch for your summer enjoyment.Year round activities in your own backyard, swim and ,ice-skate, on your private pond. Enjoy, snow shoeing and sledding in the winter.Garden in the summer. NO need to leave ,but if you desire cultural activities, you are 20 minutes to the Berkshires and Hudson. Only 2 1/2 hours NYC>
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$415,000 9.9 acres 3 Beds | 2 Baths | 1 ½ Bath | 2446 sqft
9986 COUNTY ROUTE 22, Hillsdale, NY 12529 - Columbia County

9.9 acres Hillsdale, NY

Cross the old mill stone into a home with a sense of history. Original wide plank floors, fireplaces, exposed beams. Renovated kitchen with custom cabinetry, granite counters, farm sink and cozy breakfast room. Formal dining room, family Great Room, Danish Morso wood stove, downstairs bedroom and bath. Deck for enjoying pastoral relaxation; Roeliffe Jansen Kill frontage including a beach, swimming hole across from Big Rock. Village of Hillsdale, offers CrossRoads Food Shop, the Village Scoop, an artisanal ice cream parlor, farmers market. Minutes from skiing at Catamount or Ski Butternut, hiking. Location allows both Berkshire and Hudson cultural life. Convenient to all transportation, NYC & Boston 2.25 hours;
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$415,000 9.9 acres 3 Beds | 2 Baths | 2246 sqft
9986 State Route 22, Hillsdale, NY 12529 - Columbia County

9.9 acres Hillsdale, NY

Cross the old mill stone into a home with a sense of history. Original wide plank floors, fireplaces, exposed beams. Renovated kitchen with custom cabinetry, granite counters, farm sink and cozy breakfast room. Formal dining room, family Great Room, Danish Morso wood stove, downstairs bedroom and bath. Deck for enjoying pastoral relaxation; Roeliffe Jansen Kill frontage including a beach, swimming hole across from Big Rock. Village of Hillsdale, offers CrossRoads Food Shop, the Village Scoop, an artisanal ice cream parlor, farmers market. Minutes from skiing at Catamount or Ski Butternut, hiking. Location allows both Berkshire and Hudson cultural life. Convenient to all transportation, NYC & Boston 2.25 hours;