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Hillsdale NY Homes for Sale

Situated on the Massachusetts-New York border, Hillsdale, New York has undergone several changes over the last several years becoming more vibrant than ever with locally owned businesses and restaurants. Hillsdale offers fantastic hiking and skiing at Catamount Ski Area, one of the largest ski resorts in the Berkshire and Taconic Mountains.

Browse current homes for sale in Hillsdale, NY. Don't hesitate to contact us with any of your questions.

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131 Juliana, Hillsdale, NY 12529

Price$1,495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223693

  • Listings
  • Beds 6
  • Baths 12
  • Sq Ft 4600
  • Acres 3.75

It's almost like having your very own private camp/resort/retreat/you name it -- 6 BR (all en-suites), swimming pool, tennis court, basketball area and even a dock slip on Copake Lake. Outdoor shower. Open floor plan blends the kitchen, dining area and living room all together. Wood-burning fireplace. Rec Room on the lower level for indoor activities. All this on 3 acres with Copake Lake views! If you care to venture off the grounds, Copake Country Club/golf course and the Greens restaurant are just on the other side of the lake. Catamount ski area/aerial park is 10 minutes away. Other ski areas, music venues (Tanglewood), theater (Ghent Playhouse, Mac Hayden), dance (Jacobs Pillow) are there for your enjoyment. Just to name a few. Opportunity is knocking - go answer the door.

Listing courtesy of Lindsay LeBrecht of COPAKE LAKE REALTY CORP.

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

9900 STATE ROUTE 22, Hillsdale, NY 12529

Price$1,100,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223882

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 2073
  • Acres 14

''Look deep into nature, and then you will understand everything better.'' - Albert EinsteinRolling meadows and woodland glades; meandering Roeliff Jansen Kill and spring-fed pond; timed blooms unfold from tapestry hedges, specimen trees, and perennial garden; dry-stacked stone walls embrace lawns, thyme-laced terraces, and winding slate walkways...An ever-changing landscape for all seasons.Hamildean Cottage has been lovingly cared for over the years and now awaits it's next steward. The original circa 1820 farm house was enlarged and enhanced in the 1940's by a noted Scottish architect, and then provided a thorough renovation by professional interior designers and current owners. New mechanicals, Hardie plank clapboards, copper gutters and downspouts, radiant stone floors, cntrl

Listing courtesy of Jen Harvey of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

75 Ridge, Hillsdale, NY 12529

Price$949,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219971

  • Listings
  • Beds 4
  • Baths 4
  • Sq Ft 2400
  • Acres 14

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 hot tub, outdoor shower, & attached 3-car garage. Close to Great Barrington & many Berkshire attractions.

Listing courtesy of Lance Vermeulen and Thomas K. Doyle, Sr. of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

175 Mitchell, Hillsdale, NY 12529

Price$945,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222362

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2600
  • Acres 10

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. Mature landscaping.

Listing courtesy of Scot Cohen of SCOT COHEN REALTY

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

435 West End, Hillsdale, NY 12529

Price$795,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 220326

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 3535
  • Acres 4.7

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 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 conservation farmland. Hudson & Great Barrington with all they offer are close by.

Listing courtesy of Lisa Ann Bouchard of THE KINDERHOOK GROUP - STOCKBRIDGE

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

107 NY-71, Hillsdale, NY 12529

Price$795,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 223416

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 1728
  • Acres 5.4

Beautiful immaculate colonial on over 5 acres in Hillsdale. Built in 2007 with master addition added in 2015 this home and property have the essentials for living through the 4 seasons at their best. The pond sits in the backyard filled by a small stream headed to the Green River, Patio stretches along the north side with glass doors off the main living space and off the master, custom chicken coop, small office/studio with wood stove and a barn with concrete pad complete the easy sun filled land around this well sited home. Stone path to main entrance as well as the coveted mudroom brings you into the main living space with open plan concept and beautiful plaster walls. First floor master has walk-in closet, marble master bath with soaking tub and separate shower and views

Listing courtesy of Jen Harvey of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

218 White Hill, Hillsdale, NY 12529

Price$749,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 221135

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 2800
  • Acres 22.1

Nestled in the hills of Hillsdale, this sweet stone cottage is the perfect country getaway. The perfect blend of wood and stone was used to create a home that is warm, inviting and meant to be shared with family and friends . Gather in the open kitchen/dining, in front of the stone fireplace, or on those hot summer days, relax by the pool. Walk and explore nature on your own 22 acres. Close to Hudson and Great Barrington.

Listing courtesy of Nikki Carchedi of STONE HOUSE PROPERTIES, LLC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

108 Mitchell, Hillsdale, NY 12529

Price$695,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 223428

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 3000
  • Acres 4.9

Located on one of the most desirable streets in Hillsdale, this elegant Contemporary Colonial boasts lots to offer for family and entertaining. This 5 BR, 4 BA home has wonderful indoor and outdoor spaces. From a spacious great room with wood-burning fireplace, incredible screened-in porch, first-floor master, in-ground heated swimming pool and 800 square foot back deck. Minutes to Great Barrington and all Berkshire attractions, this home is in move-in condition. Easy to show.

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

40 Sabeff, Hillsdale, NY 12529

Price$639,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222987

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 3620
  • Acres 15.8

Serenity abounds at this meticulously updated modern gem on 15+ private acres. The open floor plan with cathedral ceilings and gorgeous stone fireplace includes a gourmet kitchen with marble counters, stainless appliances and custom cabinetry, all surrounded by large windows which blends the clean interior with the lush exterior. The main floor is complete with 3 bedrooms, including a generously sized master and two tastefully renovated baths. The finished lower level offers an additional 1500+ s.f. with large game room, media room, full bath, and guest room space. The private 15.8 acre parcel is truly magical, with a large deck and pool overlooking the stunning landscaping and stone terrace with fire pit. Ideal Hillsdale location, conveniently located between Hudson & Great Barrington.

Listing courtesy of Jennifer Capala of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

7 Memory, Hillsdale, NY 12529

Price$565,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 222966

  • Listings
  • Beds 2
  • Baths 2
  • Sq Ft 756
  • Acres 0.5

LAKE FRONT LIVING; Completely remodeled lake cottage with private water frontage and dock on Copake Lake. The kitchen has copper counters, stainless appliances and a wall of glass looking out to the patio, the dining is open to the kitchen as well as the living room with fieldstone fireplace. There is a hall 3/4 bath with laundry and guest room off the living area. The master suite encompasses the entire addition done in 2017; vaulted ceilings, raised personal fireplace, glass doors to deck and beautiful bath.Patio off the kitchen and dining with built in grilling area.a woodland path leads you down the hill to your own private dock.

Listing courtesy of Jen Harvey of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

169 Dawson, Hillsdale, NY 12529

Price$549,000The price has recently decreased

Est. Mortgage: $/month

Pending

MLS Number 224201

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 1488
  • Acres 3

MODERN FARMHOUSE IN MINT CONDITION privately sited on 3 acres on a premier country road. Renovated by the owner/architect, this home has an eat-in kitchen with a wood-burning fireplace and top of the line appliances. The living room has a wood-burning fireplace, and there is a first floor half bath. Upstairs is a master bedroom with full bath, and two bedrooms which share a full bath. Huge screened porch. A true rocking chair front porch. Separate two car garage. Large grassy lawn, stone walls, mature landscaping. Hillsdale is perfectly situated 20 minutes to both Great Barrington, MA and Hudson, NY.

Listing courtesy of Tom Lynch of Berkshire Property Agents

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

38 Catamount, Hillsdale, NY 12529

Price$499,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217596

  • Listings
  • Beds 8
  • Baths 9
  • Sq Ft 5488
  • Acres 4.2

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!

Listing courtesy of Lance Vermeulen of LANCE VERMEULEN RE, INC

Berkshire Property Agents
12 Railroad Street
Great Barrington MA, 01230
Office: 413-528-6800

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Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.53% last updated on 2018-08-16

This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.