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Hillsdale NY Real Estate

Perched on the Massachusetts line in New York, the town of Hillsdale has seen changes in recent years, now becoming a happening area thanks to the work of passionate residents who have opened businesses and restaurants - alongside great antiques shops, Kenver Outdoor Sports Store,  and nearby outdoor trails, a bountiful farmers’ market in the warmer months, and Catamount Ski Area, one of the largest ski resorts in the Berkshire and Taconic Mountains, providing year round fun.

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

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Click here to view homes for sale in Hillsdale.

, Hillsdale, NY 12529

Price$1,675,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215649

  • Listings
  • Has Waterfront

Magnificent estate property with jaw dropping Western views of the Castskill Mountain Range plus views of the Berkshires Mountains to the East. Very large boating, swimming, fishing & ice skating pond. The building site has been cleared and all road infrastructure is in. Build your dream home on this magical property with sunsets to die for!

Listing courtesy of Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL 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: 4.02% last updated on 2017-05-04

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$649,000The 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: 4.02% last updated on 2017-05-04

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$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217597

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

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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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$649,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 217598

  • Listings
  • Beds 8
  • 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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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

231 State Route 71, Hillsdale, NY 12529

Price$595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218756

  • Listings
  • Beds 5
  • Baths 4
  • Sq Ft 2352
  • Acres 35

Charming Compound. Four bedroom main house, adorable guest house/studio, and a wonderful pool area and pool house with a bathroom. All set on 35 acres of open fields that meander down to the Green River with over 2000 ft of frontage on the river for fabulous fishing. Its all about the land with the most amazing un touched open fields

Listing courtesy of Mary R White of BARNBROOK REALTY, 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: 4.02% last updated on 2017-05-04

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

231 State Route 71, Hillsdale, NY 12529

Price$595,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218759

  • Listings
  • Has Waterfront

Gorgeous open land with 2000' of frontage on the Greenriver. Property can be subdivided. Frontage on Overlook as well as Rt 71.

Listing courtesy of Mary R White of BARNBROOK REALTY, 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: 4.02% last updated on 2017-05-04

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

42 Shephard Hill, Hillsdale, NY 12529

Price$525,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219148

  • Listings
  • Beds 3
  • Baths 4
  • Sq Ft 2774
  • Acres 12.7

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 road biking and hiking, this home has it all

Listing courtesy of Russ Stein of Berkshire Property Agents

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: 4.02% last updated on 2017-05-04

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

, Hillsdale, NY 12529

Price$495,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215650

  • Listings
  • Has Waterfront

Magnificent estate property with jaw dropping Western views of the Castskill Mountain Range. All road infrastructure is in. Build your dream home on this magical property with sunsets to die for!

Listing courtesy of Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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

6 Lands End, Hillsdale, NY 12529

Price$425,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218950

  • Listings
  • Beds 3
  • Baths 3
  • Sq Ft 1630
  • Acres 0.33

Copake Lake is a 400+ acres in southern Columbia county NY. This fabulous property is nestled between the Catskill mountains and the Berkshire Hills. Be it fishing, water skiing, downhill skiing, kayaking or swimming. This location has it all. Approximately a 2-hour drive from NYC. Minutes to the Taconic State Parkway or Route #22. It is also accessible to both Metro North (Wassaic NY) and Amtrak (Hudson NY) train stations. Less than an hour to Albany NY. 20 minutes to the Berkshires (Tanglewood, Jacobs Pillow). About 2.5 hours to Boston MA. A beautiful public golf course is also located right here on Copake Lake.

Listing courtesy of Gerard Meenagh of BARNBROOK REALTY, INC.

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

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Do not fill in this field:

Virtual TourSave FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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

97 Taconic Creek, Hillsdale, NY 12529

Price$399,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 218742

  • Listings
  • Beds 4
  • Baths 3
  • Sq Ft 3072
  • Acres 6.09

Good morning sunshine! Easy living in this spacious, east-facing contemporary overlooking protected farmland. Three full levels of living space. Gleaming wood floors. Open floor plan on main level includes four sets of french doors which open to deck and views, a WB fireplace and soaring ceiling with skylight. Plenty of bedrooms upstairs plus lower level Great Room, perfect for your art studio, morning yoga, or entertaining a crowd. A peaceful, private location yet minutes to the Hamlet of Hillsdale, Taconic Parkway, skiing, and restaurants. Hudson, Great Barrington and Chatham just 25 minutes away.

Listing courtesy of Nancy Cuddihy of STONE HOUSE PROPERTIES, LLC

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

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Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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

, Hillsdale, NY 12529

Price$395,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 215651

  • Listings
  • Has Waterfront

Magnificent estate property with jaw dropping Western views of the Castskill Mountain Range. All road infrastructure is in. Build your dream home on this magical property with sunsets to die for!

Listing courtesy of Marc Bachman of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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

29 WOOD THRUSH, Hillsdale, NY 12529

Price$389,000The price has recently decreased

Est. Mortgage: $/month

MLS Number 219141

  • Listings
  • Beds 3
  • Baths 2
  • Sq Ft 2450
  • Acres 8.6

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.

Listing courtesy of Jen Harvey of Berkshire Property Agents

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

Do not fill in this field:

Do not fill in this field:

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Price Down Payment Interest Rate Years
%

Est. Mortgage: $/month

Federal 30-year interest rate: 4.02% last updated on 2017-05-04

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