Hillsdale, NY Homes

• 

  

  /2

  Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  361 Craryville Rd, Hillsdale, NY 12529

  361 Craryville Rd, Hillsdale, NY 12529
• 

  

  

  /41

  $2,495,000

  • 3 Beds
  • 3 Baths
  • 2,720 Sq Ft

  250 Island Dr, Craryville, NY 12521

  Rarely available private gated island property, offered below market value.Sought after and water-front home on a private island in the middle of the only high-speed motor boat lake in Columbia County. A modern lake cottage and carriage house on 1.1 acres with four-season hot tub, large private dock and over 100ft of direct water frontage.The main house has 2 proper bedrooms and 2 full bathrooms,

  John Barbato Compass, Hillsdale

  250 Island Dr, Craryville, NY 12521
• 

  

  

  /23

  Est $778,653 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,310 Sq Ft

  161 White Hill Rd, Hillsdale, NY 12529

  161 White Hill Rd, Hillsdale, NY 12529
• 

  

  

  /13

  $1,080,000

  • Land
  • 72 Acres
  • $15,000 per Acre

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529

  Picturesque farmland located close to the Village of Hillsdale, only 1.8 to Catamount Ski Area, and 9.5 miles to Great Barrington. Extensive road frontage, totaling 3979 feet on Yonderview Road and Route 23. Barn complex. This parcel is zoned RU in the Town of Hillsdale. Property currently enjoys an agricultural exemption. Survey available. Inspect Now!

  Robert D Ferris R. Ferris Real Estate, LLC

  0 Yonderview Rd Unit ONEH6300032, Hillsdale, NY 12529
• 

  

  

  /41

  Est $2,662,254 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 5,412 Sq Ft

  66 Willowbrook Ln, Hillsdale, NY 12529

  66 Willowbrook Ln, Hillsdale, NY 12529
• 

  

  /14

  $299,000

  • Land
  • 10 Acres
  • $30,448 per Acre

  4 Darling Rd, Hillsdale, NY 12529

  Lot 4: Level land with few trees. Beautiful far stretching view of the valley to the south. A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with great views of the valley. Untouched and unencumbered, this former farmland land has gentle slopes, no archaeological issues or no endangered species. Ready for building. Other neighboring lots available totaling 66.45

  John Barbato Compass, Hillsdale

  4 Darling Rd, Hillsdale, NY 12529
• 

  

  /3

  Not Listed For Sale

  0 Connelly - Off Unit 137624, Copake, NY 12517

  0 Connelly - Off Unit 137624, Copake, NY 12517
• 

  

  /20

  $1,245,000

  • Land
  • 50 Acres
  • $24,653 per Acre

  7 Darling Rd, Hillsdale, NY 12529

  A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with incredible far-reaching panoramic views of the Catskills and the Hudson Valley. Untouched and unencumbered, this former farmland has no archaeological issues or no endangered species. Stone walls and gentle slopes. Ready for building. Divided into 5 lots of varying sizes. Sell off the lots one by one, or keep

  John Barbato Compass, Hillsdale

  7 Darling Rd, Hillsdale, NY 12529
• 

  

  /4

  Not Listed For Sale

  0 Mitchell St Unit 131897, Hillsdale, NY 12529

  0 Mitchell St Unit 131897, Hillsdale, NY 12529
• 

  

  /15

  $325,000

  • Land
  • 8 Acres
  • $40,932 per Acre

  2 Darling Rd, Hillsdale, NY 12529

  Lot 2: Catskill mountain and far reaching value views! A short 5 minute drive from the Taconic State Parkway, tucked up on a mountainside with great views of the valley. Untouched and unencumbered, this former farmland land has gentle slopes, no archaeological issues or no endangered species. Ready for building. Other neighboring lots available totaling 66.45 acres. New road to access the land is

  John Barbato Compass, Hillsdale

  2 Darling Rd, Hillsdale, NY 12529
• 

  

  /8

  Not Listed For Sale

  0 Mitchell St Unit 131892, Hillsdale, NY 12529

  0 Mitchell St Unit 131892, Hillsdale, NY 12529
• 

  

  /9

  $799,000

  • Land
  • 57 Acres
  • $14,042 per Acre

  3244 Cr 7, Hillsdale, NY 12529

  New price! Beautiful 56+ private acres with views of Copake Lake and Catskill Mountain sunsets. After entering the gates, the forest lined driveway meanders to the sweet spot. There are plenty of options for a home site or 2! Be tucked away but so close to it all! Equidistant to Hudson, NY and Great Barrington, MA., there is so much the area has to offer. From Catamount Ski/Adventure Park to

  Theresa Westlake Copake Lake Realty Corp.

  3244 Cr 7, Hillsdale, NY 12529
• 

  

  /37

  Est $2,368,900 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,924 Sq Ft

  46 Lunde Ln, Hillsdale, NY 12529

  46 Lunde Ln, Hillsdale, NY 12529
• 

  

  /19

  $4,250,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 2,720 Sq Ft

  250 Island Dr, Craryville, NY 12521

  New construction home on a private gated island with the possibility to customize further for 2026 completion.Exclusive location on a private island in the middle of the only water ski motor boat lake in Columbia County. A contemporary house on 1.1 acres with a large private dock and over 120ft of direct water frontage on Lake Copake. This beautiful home has 5 proper bedrooms (with the

  John Barbato Compass, Hillsdale

  250 Island Dr, Craryville, NY 12521
• 

  

  /9

  Not Listed For Sale

  • 4 Beds

  Unlisted Address

  Unlisted Address
• 

  

  /18

  $350,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,536 Sq Ft

  118 Yonderview Rd, Hillsdale, NY 12529

  Mid-century ranch that was (is) more than just a house -- it was (is) a home. Many family gatherings were held here. Now it's time for the next generation to carry on.Barely 10 minutes to Catamount Adventure Park/Ski Area and the Berkshires just on the other side of Molasses Hill. Should be less than 2.25 hours from Manhattan.Three + bedrooms +and over 1500 sf of living space.

  Lindsay Lebrecht Copake Lake Realty Corp.

  118 Yonderview Rd, Hillsdale, NY 12529
• 

  /2

  Est $516,569 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  199 Harder Rd, Hillsdale, NY 12529

  199 Harder Rd, Hillsdale, NY 12529
• 

  

  /68

  $3,650,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,604 Sq Ft

  149 Tory Hill Farm Rd, Hillsdale, NY 12529

  Perched high on a quiet mountainside in one of Hillsdale's most coveted locations, Willow Pond is a modern farmhouse sanctuary blending timeless Hudson Valley romance with the ease of updated, contemporary living. Accessed via a private road and tucked discreetly into the hillside, this calming and zen-like retreat offers complete privacy—just minutes from the center of town. Reminiscent of the

  John Barbato Compass, Hillsdale

  149 Tory Hill Farm Rd, Hillsdale, NY 12529
• 

  /2

  Est $864,282 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,500 Sq Ft

  14 Holm Rd, Hillsdale, NY 12529

  14 Holm Rd, Hillsdale, NY 12529
• 

  

  /27

  $1,185,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  228 County Road 21, Hillsdale, NY 12529

  Set amongst the rolling hills of southern Columbia County, this c1942 antique farmhouse sits on seven acres with beautiful, pastoral views down the valley to the east. There is a separate studio, a three car garage and a potting shed on the property. Renovated top-to-bottom, the main house has both old world charm with its original hardwood floors, and modern comforts like new windows and roof,

  Annabel Taylor Four Seasons Sotheby's Int.

  228 County Road 21, Hillsdale, NY 12529
• 

  /2

  Est $274,163 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  100 Lockwood Rd, Craryville, NY 12521

  100 Lockwood Rd, Craryville, NY 12521
• 

  

  /35

  $464,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  51 Taconic Creek Rd, Hillsdale, NY 12529

  Tucked away on one of Hillsdale's most beautiful and quiet country roads, this three-bedroom, two-bathroom home offers a rare blend of privacy, potential, and charm. Set on a serene one-acre lot, the property features an inviting open-concept living, dining, and kitchen area with vaulted ceilings--perfect for gathering and entertaining. Step outside to enjoy the peaceful screened porch, a

  Kate Lascar COMPASS MASSACHUSETTS , LLC GB

  51 Taconic Creek Rd, Hillsdale, NY 12529
• 

  

  /30

  Est $840,133 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  212 Pumpkin Hollow Rd N, Hillsdale, NY 12529

  212 Pumpkin Hollow Rd N, Hillsdale, NY 12529
• 

  

  /42

  $1,575,000 Pending

  • 2 Beds
  • 3 Baths
  • 7,656 Sq Ft

  57 Cold Water St, Hillsdale, NY 12529

  Dating back to 1928, this stately brick building originally a Masonic Temple is a stunning blend of historic charm and modern functionality. Meticulously restored and reimagined as an artist live/work space, it offers a unique opportunity to enjoy both a stately residence and/or a thriving business location.Set on a private, gated 0.54-acre lot in the charming Hamlet of Hillsdale, this property

  Annabel Taylor Four Seasons Sotheby's Int.

  57 Cold Water St, Hillsdale, NY 12529
• 

  

  /16

  Est $417,500 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  176 Berkshire Rd, Hillsdale, NY 12529

  176 Berkshire Rd, Hillsdale, NY 12529
• 

  

  /35

  $395,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,660 Sq Ft

  50 Lockwood Rd, Craryville, NY 12521

  Anthony D'Argenzio Houlihan Lawrence, Inc

  50 Lockwood Rd, Craryville, NY 12521
• 

  

  /28

  Est $434,778 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,300 Sq Ft

  14 Mansfield Rd, Hillsdale, NY 12529

  14 Mansfield Rd, Hillsdale, NY 12529
• 

  

  /82

  $3,995,000 Under Contract

  • 4 Beds
  • 5 Baths
  • 6,442 Sq Ft

  350 Tory Hill Farm Rd, Hillsdale, NY 12529

  Peace and seclusion on a private road.Pass through a stone gate and travel a long, winding driveway to reach this exceptional property, quietly nestled into the mountainside. The setting is serene, with only the sounds of birds and the breeze in the air. From its elevated position, the home offers uninterrupted, layered views of the Berkshire mountains stretching far beyond to distant

  John Barbato Compass, Hillsdale

  350 Tory Hill Farm Rd, Hillsdale, NY 12529
• 

  

  /44

  Est $1,483,430 Not Listed For Sale

  • 6 Beds
  • 8 Baths
  • 5,364 Sq Ft

  11 Mitchell St, Hillsdale, NY 12529

  11 Mitchell St, Hillsdale, NY 12529
• 

  

  /8

  $99,000 Under Contract

  • Land
  • 6 Acres
  • $16,500 per Acre

  76 New York 71, Hillsdale, NY 12529

  Six acres of prime land on NY-Berkshire border. Discover your dream escape with is exceptional six-acre parcel. This property offers a rare opportunity to build your custom home or vacation retreat in an area know for its natural beauty and tranquility. Enjoy easy access to the culture and recreational amenities of the Berkshires, and the vibrant local communities of New York's Hillsdale,

  Rochelle Bartolo Beach & Bartolo Realtors

  76 New York 71, Hillsdale, NY 12529
• 

  Est $1,461,332 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 5,000 Sq Ft

  51 Marsh Hawk Rd, Craryville, NY 12521

  51 Marsh Hawk Rd, Craryville, NY 12521
• 

  

  /7

  $279,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  9249 Route 22 Rd, Hillsdale, NY 12516

  Mixed Residential/Commercial building, with 3 rentable spaces. Current RR $30,540. One side of building has commercial reception area down and 1BR apartment above. Rental $1250/m (month-to- month, should be 1450 on lease). Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is $895 + $400 ( should be $550). Ideal for

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
• 

  

  /28

  Est $1,322,823 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,700 Sq Ft

  871 Pumpkin Hill Rd, Hillsdale, NY 12529

  871 Pumpkin Hill Rd, Hillsdale, NY 12529
• 

  /2

  Est $472,349 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  751 Wolf Hill Rd, Hillsdale, NY 12529

  751 Wolf Hill Rd, Hillsdale, NY 12529
• 

  

  /10

  Est $342,374 Not Listed For Sale

  • 3 Beds

  86 Stagecoach Rd, Hillsdale, NY 12529

  86 Stagecoach Rd, Hillsdale, NY 12529
• 

  

  /15

  Est $292,678 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,500 Sq Ft

  234 Harder Rd, Hillsdale, NY 12529

  234 Harder Rd, Hillsdale, NY 12529
• 

  

  /18

  Est $1,049,334 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,025 Sq Ft

  506 Breezy Hill Rd, Hillsdale, NY 12529

  506 Breezy Hill Rd, Hillsdale, NY 12529
• 

  

  /35

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,596 Sq Ft

  2 Julianna Dr Unit Main, Copake, NY 12516

  2 Julianna Dr Unit Main, Copake, NY 12516
• 

  

  /10

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,479 Sq Ft

  84 Connelly Rd, Copake, NY 12516

  84 Connelly Rd, Copake, NY 12516
• 

  

  /53

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,834 Sq Ft

  11248 Star Route #22 St, Austerlitz, NY 12017

  11248 Star Route #22 St, Austerlitz, NY 12017

Showing Results 121 - 160, Page 4 of 18