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Land for sale in Hillsdale New York

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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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$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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$1,075,000 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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$975,000 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
$875,000 24.8 acres 3 Beds | 2 Baths
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.
$875,000 24.8 acres 11 Beds | 10 Baths
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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$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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$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 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.
$595,000 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.
$525,000 19.42 acres 3 Beds | 3 Baths | 2340 sqft
0 withheld, 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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$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, GUNITE 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, INCREDIBLE
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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, Gunite 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, incredible
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$398,900 5.15 acres 5 Beds | 6 Baths | 1 ½ Bath | 3300 sqft
36 Ridge Lane Road, Hillsdale, NY 12529 - Columbia County

5.15 acres Hillsdale, NY

Exceptional home featuring 3,300 sqft in one sprawling level plus bonus lower level strictly for fun incl kitchenette, built-in dance floor, 37'x17' HEATED INDOOR GUNITE POOL, HOT TUB, pellet stove & walkout to fabulously large deck w/views as far as Gt Barrington. 5BRS incl choice of 3 Mstr Stes, 6BA, office, chef kitch w/ample storage & priv breakfast nook or choose the formal DR. Voluminous LR w/vaulted ceil, FP w/pellet stove insert & WALL OF GLASS overlooking views. Delightful home at end of winding driveway ready to host your family & friends for a moment, a dinner, overnight or over a weekend - your own private B&B WITH YEAR-ROUND POOL. Attached garage incl overhead storage w/drop-down stairs. Treat yourself and come peek at this tr
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$389,000 8.6 acres 3 Beds | 2 Baths | 2450 sqft
29 WOOD THRUSH Ln, Hillsdale, NY 12529 - Columbia County

8.6 acres Hillsdale, NY

CONTEMPORARY HOME WITH SOUTHERN VIEWS AND SHARED ACCESS TO WONDERFUL SWIM POND. PASSIVE SOLAR HOME BUILT INTO THE HILLSIDE; MAIN LEVEL HAS A BEDROOM WITH BATH, OPEN DINING AND LIVING WITH DOUBLE SIDED FIREPLACE, GALLEY EAT-IN KITCHEN WITH GLASS SLIDERS TO DECK AND LAUNDRY ROOM WITH EXT DOOR. LOWER LEVEL HAS TWO MORE BEDROOMS, A FULL BATH, OFFICE/STORAGE AND ACCESS TO THE GREENHOUSE. MUDROOM TO OVERSIZED GARAGE WITH ATTACHED COVERED SHED FOR TRACTORS, FIREWOOD ETC.
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$325,000 10.98 acres 3 Beds | 2 Baths | 2300 sqft
557 Route 21, Hillsdale, NY 12529 - Columbia County

10.98 acres Hillsdale, NY

Shelter Me. This 3 BR, 2 BA, 2300 sf two-story ranch is sited on almost 11 acres. Open living/kitchen/dining room. Wood stove. Two bedrooms open to a deck with hot tub. Mirrored bathroom with spa tub. The lower level has a family room, office/den and bathroom. Spring fed pond. Privacy abounds. Convenient to so many activities, if you want to. A great home to sit back and relax.
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$320,000 61.93 acres
1-B Wadman Rd, Hillsdale, NY 12529 - Columbia County

61.93 acres Hillsdale, NY

One of the two most beautiful large tracts of land available for sale in scenic Hillsdale in eastern Columbia County. The property has quite a few buildable spots all with breathtaking views in almost all directions. Stunning views of the Catskill mountains on one side and the Taconic Hills on the other. Scenic, quiet and rural, the property is less than 20 minutes from Hudson and Great Barrington, and two hours from NYC. Close to skiing. Incredible opportunity to build an estate or a tiny home of your dreams in a most picturesque location. Possible to purchase with an adjoining lot of 60 acres Listing # 1114916 for a total of 122 acres for $595K.
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$319,000 4.46 acres 3 Beds | 2 Baths | 1152 sqft
80 Richard Hill Rd, Hillsdale, NY 12529 - Columbia County

4.46 acres Hillsdale, NY

It's time to think Summer. Sunny country cape on 4.46 secluded acres. Located on dead end back road 5 minutes east from TSP and 5 minutes from Hillsdale village. Heated in-ground POOL for summer and 10 minutes to Catamount Ski area in winter. Best of both worlds. Great escape.
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$295,000 4.8 acres 1 Bed | 2 Baths | 1 ½ Bath | 1090 sqft
76 Overlook Dr, Hillsdale, NY 12529 - Columbia County

4.8 acres Hillsdale, NY

Million dollar views and sunsets of the rolling pastoral countryside from this secluded contemporary cottage on 4.8 acres. Living room with vaulted ceiling and wood burning fireplace, large eat-in-kitchen, master suite, sleeping loft and great deck. Great retreat and personal oasis. Located minutes from Massachusetts border, Catamount Mt Ski, Berkshire attractions, Hudson and 2 1/4 hours from NYC and Boston.
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$250,000 67 acres
0 Route 22, Hillsdale, NY 12529 - Columbia County

67 acres Hillsdale, NY

Great farmland in corn, hay and woods. Contains the headwaters of the Roe Jan, great hunting land. Some wetlands.
$195,000 15 acres
0 State Route 22, Hillsdale, NY 12529 - Columbia County

15 acres Hillsdale, NY

Amazing Grace. How Sweet the Views! Stunning views down the Taconic Range and adjacent to the historic Knox Trail. Great central location to the Berkshires, Chatham, Millerton and Hudson. About 15 - 20 minutes to Great Barrington, MA. Tanglewood is about 1/2 hour away. BOHA. Great place to watch the sun set.
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$154,000 14.06 acres
0 Mitchell Street, Hillsdale, NY 12529 - Columbia County

14.06 acres Hillsdale, NY

Gently cleared parcel of land on west side of Mitchell Street. Selected clearing provides a buffer of trees with large opened house site. Gentle rolling parcel with slight rise. Open views, and rolling surrounding farmland. A very lovely parcel in an area of fine properties.
$125,000 11.3 acres
0 Lockwood Road, Hillsdale, NY 12529 - Columbia County

11.3 acres Hillsdale, NY

On a road less traveled, you'll find this 11+ surveyed acre parcel. BOHA letter, driveway letter and electric easement on file. There are a couple of potential building sites, but the sweet spot is at the top. Potential for Catskill views with clearing.
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$89,000 10.87 acres
322 Mitchell Street, Hillsdale, NY 12529 - Columbia County

10.87 acres Hillsdale, NY

Ready to build, beautiful land with gentle rise. Level area for house site with beautiful pastoral and bucolic views. Area of very fine homes and lovely barns.
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$72,000 8.02 acres
8-acre Schmeichel, Hillsdale, NY 12529 - Columbia County

8.02 acres Hillsdale, NY

Perfect Hillsdale location, area of fine homes, privacy and quiet. Long distant views to Catamount. Cleared flat house site. Located near the end of the cul de sac, no city traffic, just the country. This is the ideal location for the country getaway you have designed. If you also purchase the adjoining 5.96 acre property the seller will be quite negotiable.
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$54,000 5.96 acres
6-acre Schmeichel, Hillsdale, NY 12529 - Columbia County

5.96 acres Hillsdale, NY

Perfect Hillsdale location, area of fine homes, privacy and quiet. Views with gentle clearing. Located near the end of the cul de sac, no city traffic, just the country. This is the ideal location for the country getaway you have designed. If you also purchase the adjoining 8 acre property the seller will be quite negotiable.
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$39,000 5.8 acres
0 Stage Coach Rd, Hillsdale, NY 12529 - Columbia County

5.8 acres Hillsdale, NY

Secluded building lot on NY/MA border. Wooded with old stone walls. Located at the end of a dead end road. Gentle slope with large flat area in the middle, ideal for house site. Level driveway would access this area. Seasonal views of rolling hills.