2,987

Homes in ZIP Code 12529

Section Image
  • /31

    $1,695,000

    • Land
    • 127.1 Acres
    • $13,336 per Acre

    0 Mitchell St Unit 20251360, Hillsdale, NY 12529

    Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

    Jennifer Harvey Compass Greater NY LLC

    0 Mitchell St Unit 20251360, Hillsdale, NY 12529
  • /37

    $570,000 Sold Jan 09, 2025

    • 1,685 Sq Ft
    • $338/SF
    • 61 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1994

    68 Cherokee Dr, Hillsdale, NY 12529

    68 Cherokee Drive, Arrowhead Acres, has waterfront private beach & sunshine beaming through every window. Custom Lindal home with Deeded Lake Rights to the over 400 acres of Copake Lake. Just 95 miles to NYC, easy and beautiful commute, enjoy weekend getaways or live here full time as the seller did. Built in 1994, the timeless open floor plan and design features still inspire. The home offers

    Margaret Bower Avenia Columbia County RE Specialist

    68 Cherokee Dr, Hillsdale, NY 12529
    • /13

      Est $241,000 Not Listed For Sale

      149 Yonderview Rd, Hillsdale, NY 12529

      149 Yonderview Rd, Hillsdale, NY 12529
  • /19

    $875,000

    • Land
    • 150 Acres
    • $5,833 per Acre

    0 Overlook Dr, Hillsdale, NY 12529

    Situated in Hillsdale, this 150-acre wooded parcel offers an excellent development opportunity with potential for panoramic views of the Berkshires, Taconic Range, and/or the Catskill Mountains. Established logging roads and trails meander through the property, revealing historic stone walls, rock outcroppings, seasonal streams, and charming waterfalls. The site is currently enrolled in a

    MATTHEW CAREY Rouse + Co Real Estate LLC

    0 Overlook Dr, Hillsdale, NY 12529
  • /43

    Sold Dec 06, 2024

    • 2,031 Sq Ft
    • 28 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1984

    141 Twin Bridges Rd, Copake, NY 12516

    OPEN HOUSE 10/13 11am-3pmWelcome to Mountain View Manor!Follow the magnificent mountain views down the quiet country road and you'll find Mountain View Manor. The long driveway takes you to your main floor living dream house! Surrounded by mature trees, a koi pond, and 3 acres of stunning land, this 3 bedroom 3.5 bath is ready to take your breath away during every season.This turnkey property was

    Brittany Craig Houlihan Lawrence Inc.

    141 Twin Bridges Rd, Copake, NY 12516
    • /9

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 620 Sq Ft

      25 Nicholson (Catamount) Rd, Copake, NY 12516

      25 Nicholson (Catamount) Rd, Copake, NY 12516
  • /19

    $875,000

    • Land
    • 150 Acres
    • $5,833 per Acre

    400 Overlook Dr, Hillsdale, NY 12529

    Situated in Hillsdale, this 150-acre wooded parcel offers an excellent development opportunity with potential for panoramic views of the Berkshires, Taconic Range, and/or the Catskill Mountains. Established logging roads and trails meander through the property, revealing historic stone walls, rock outcroppings, seasonal streams, and charming waterfalls. The site is currently enrolled in a

    MATTHEW CAREY Rouse + Co Real Estate, LLC

    400 Overlook Dr, Hillsdale, NY 12529
  • /14

    $280,000 Sold Nov 19, 2024

    • 2,343 Sq Ft
    • $120/SF
    • 142 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1952

    52 Connelly Rd, Hillsdale, NY 12529

    ***** All Investors! All Future Homeowners!*****High Curb Appeal And Quiet Neighborhood Describes This 4 Bedroom 2 Bath. This Copake Getaway Is But A 5 Minute Drive From The Copake Lake. Big Rooms And Tons Of Closet Space. Needs TLC. As Is.

    Amjad Mughal M J J Realty

    52 Connelly Rd, Hillsdale, NY 12529
    • /29

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,556 Sq Ft

      10247 Ny-22 --, Hillsdale, NY 12529

      10247 Ny-22 --, Hillsdale, NY 12529
  • /22

    $1,695,000

    • Land
    • 127 Acres
    • $13,346 per Acre

    0 Mitchell St Unit 246335, Hillsdale, NY 12529

    Mitchell St is one of the most picturesque roads in Hillsdale and this property has a beautiful gentleness to it. Comprising of three separate contiguous lots (35.2 acres, 43.1 acres and 48.8 acres per assessor); access comes in off the southern most lot (43.10) and meanders through the property by a pond site, open meadows, old fruit trees and views of the hills around. The middle lot takes you

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    0 Mitchell St Unit 246335, Hillsdale, NY 12529
  • /6

    $235,000 Sold Nov 13, 2024

    • Land
    • 61.53 Acres
    • $3,819 per Acre
    • 190 Days On Market

    0 Pumpkin Hollow Rd S, Hillsdale, NY 12529

    A diversity of fields, deciduous forest, and wetlands. Appox 8 acres of open field and many trails throughout. Close vicinity to Copake Lake and equal distance between Hudson, NY and Great Barrington, MA. Catamount Ski and Adventure Park about 15 minutes away. ~Two hours to NYC.

    Austin Urban Copake Lake Realty Corp.

    0 Pumpkin Hollow Rd S, Hillsdale, NY 12529
    • /34

      Est $2,793,157 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,800 Sq Ft

      383 Mitchell St, Hillsdale, NY 12529

      383 Mitchell St, Hillsdale, NY 12529
  • /20

    $598,000

    • Land
    • 12.6 Acres
    • $47,460 per Acre

    67 Taconic Creek Rd, Hillsdale, NY 12529

    Set down a secluded 1/8-mile driveway, this 12.6-acre property in the tranquil countryside of Hillsdale offers unmatched privacy and sweeping valley and mountain views. This beautiful home site includes plans for a stunning, modern-country 4,200sq ft main house and a separate 1,700sq ft 3 car garage with studio. Ready to build your dream home, this site provides an ideal canvas for creating your

    Peter Yates Four Seasons Sotheby's Int.

    67 Taconic Creek Rd, Hillsdale, NY 12529
  • /23

    $600,000 Sold Oct 23, 2024

    • Land
    • 3.25 Acres
    • $184,615 per Acre
    • 36 Days On Market

    50 Lake Ridge Ln, Craryville, NY 12521

    A special opportunity to enjoy lake living within a uniquely private setting. The Ridge at Copake Lake is a gated community of 11 ready-to-build lots nestled in the lush landscape of an untouched mountain top. Each designated building site has been artfully tailored to visually isolate one home from another. The 3+ acres of Lot 2 embrace views of the lake to the south. Access the waterfront from

    John Barbato Compass, Hillsdale

    50 Lake Ridge Ln, Craryville, NY 12521
    • /25

      Not Listed For Sale

      0 Railroad Ln Unit 149543, Hillsdale, NY 12529

      0 Railroad Ln Unit 149543, Hillsdale, NY 12529
  • /46

    $2,250,000

    • 2 Beds
    • 2 Baths
    • 2,755 Sq Ft

    292 White Hill Ln, Hillsdale, NY 12529

    Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side brings in the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere

    Jen Harvey COMPASS MASSACHUSETTS , LLC GB

    292 White Hill Ln, Hillsdale, NY 12529
  • 70 Connelly Rd, Hillsdale, NY 12529

    $535,000 Sold Oct 02, 2024

    • 2,000 Sq Ft
    • $268/SF
    • 139 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    70 Connelly Rd, Hillsdale, NY 12529

    Architects Victorian 2600 SF home in pristine condition on 2 lots on dead end road. CHECK OUT THE VIRTUAL TOUR!! On lower level entranceway to large living room, dining room, eat in kitchen, possible bedroom and bath. On second level master bedroom + 2 smaller bedrooms with large bath. Mini splits supply heat and air conditioning with back up propane and electric. Floors combine wood with high

    David Birch Barns and Farms Realty LLC

    70 Connelly Rd, Hillsdale, NY 12529
    • /31

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,680 Sq Ft

      615 County Route 21, Ghent, NY 12075

      615 County Route 21, Ghent, NY 12075
  • /17

    $499,000

    • Land
    • 83.22 Acres
    • $5,996 per Acre

    50 - 61 Dugway Rd, Hillsdale, NY 12529

    Two Large Parcels Combine Offering Serenity & Great Potential. Located between the charming towns of Chatham, NY, and Great Barrington, MA, this 83 acre parcel offers you exceptional potential awaiting your vision, and ideal escape.Two adjoining proprieties come together to form this large property that is a unique blend of privacy and accessibility. Enjoy impressive road frontage on two roads

    Jeffrey McKinney Beach & Bartolo Realtors

    50 - 61 Dugway Rd, Hillsdale, NY 12529
  • /7

    $32,500 Sold Sep 27, 2024

    • Land
    • 2.53 Acres
    • $12,846 per Acre
    • 71 Days On Market

    0 - No# Justice Rd, Hillsdale, NY 12529

    Affordable building lots are challenging to find these days. This newly listed parcel at under $50,000 is a true gem. It is 2.5 acres in size with 350 feet of road frontage on two public roads and a secluded building site in the rear. Situated in the town of Claverack outside the village of Philmont the parcel is minutes from the Taconic State Parkway and a casual 2-hour drive from NYC. The

    John Avenia Columbia County RE Specialist

    0 - No# Justice Rd, Hillsdale, NY 12529
    • /17

      Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,896 Sq Ft

      39 Stop 26 Justice Rd, Hillsdale, NY 12529

      39 Stop 26 Justice Rd, Hillsdale, NY 12529
  • /19

    $249,900

    • 2 Beds
    • 2 Baths
    • 794 Sq Ft

    2227 County Route 21, Hillsdale, NY 12529

    Tucked away on over 17 serene, subdividable acres in the Town of Kinderhook, this rare offering includes a half-finished 2-bedroom home (a shell awaiting your vision) with a brand-new raised-bed septic system and drilled well (newer pump) & new pressure tank already in place. With frontage on two quiet country roads; County Route 21 and Fowler Lake Rd. this land is a mix of old stone walls,

    Michael Castellano Gilcrest Properties

    2227 County Route 21, Hillsdale, NY 12529
  • /2

    $94,000 Sold Sep 16, 2025

    • Land
    • 6 Acres
    • $15,667 per Acre
    • 472 Days On Market

    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
    • /37

      Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,681 Sq Ft

      9361 Ny-22 --, Hillsdale, NY 12529

      9361 Ny-22 --, Hillsdale, NY 12529
  • /45

    $1,268,500

    • 2 Beds
    • 2 Baths
    • 1,700 Sq Ft

    401 Collins Street Stop 11, Hillsdale, NY 12529

    A Visionary Masterpiece in Columbia County Redefining Country Living. Tucked away on over four serene, wooded acres along one of Columbia County's most coveted roads, this extraordinary 1,700-square-foot contemporary barn home is an architectural work of art a one-of-a-kind residence conceived and crafted by acclaimed designer Angela Patterson. Marrying bold architectural innovation with the

    DeWayne A. Powell William Pitt Sotheby's Int'l

    401 Collins Street Stop 11, Hillsdale, NY 12529
  • /2

    $999,990 Sold Jan 10, 2025

    • 965 Sq Ft
    • $1,036/SF
    • 97 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 2020

    40 Dugway Rd, Hillsdale, NY 12529

    Nestled into the hillside, this property is known as Springhill Farm, which dates back to the 1700s, an artist retreat. Since 2017, it has been recreated to combine a comfortable live and work environment. A Scandinavian inspired home and apartment built in 2019 & 2020 offer modern amenities and create a peaceful atmosphere. The 2 bedroom, 1 bath house features a large living space with a cozy

    Paige Paluch LANCE VERMEULEN RE, INC

    40 Dugway Rd, Hillsdale, NY 12529
    • /45

      Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,028 Sq Ft

      228 County Route 21 --, Hillsdale, NY 12529

      228 County Route 21 --, Hillsdale, NY 12529
  • /16

    $725,000

    • 3 Beds
    • 2.5 Baths
    • 1,824 Sq Ft

    30 Ridge Ln, Hillsdale, NY 12529

    Ridge Lane in Hillsdale is the perfect country retreat. Set on 7+ acres on a quiet dead end road. This newly built farmhouse captures the charm and solitude that make Hillsdale so desired. Come in to the mudroom, kick off your shoes and enjoy the space of a real country kitchen. The open living space flows easily to the dining area and living room or out to the deck to enjoy the blue sky. An

    Emma French Gabel Real Estate

    30 Ridge Ln, Hillsdale, NY 12529
  • 515 Turnpike, Hillsdale, NY 12529

    $1,100,000 Sold Aug 18, 2025

    • 2,134 Sq Ft
    • $515/SF
    • 50 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    515 Turnpike, Hillsdale, NY 12529

    Private Country Estate with Sweeping Views on 28 Acres Welcome to Camp George. This country retreat offers timeless charm and modern ease with panoramic views of the Taconic Range. Nestled along a winding country road just outside the idyllic hamlet of Spencertown, this secluded 28-acre estate blends rustic elegance with contemporary updates for effortless four-season living. At its center, a

    Joseph Briggs William Pitt Sothebys Int Rlty

    515 Turnpike, Hillsdale, NY 12529
    • /20

      Est $461,164 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,494 Sq Ft

      3133 County Route 7, Copake, NY 12516

      3133 County Route 7, Copake, NY 12516
  • /15

    $199,000

    • Land
    • 7.88 Acres
    • $25,254 per Acre

    0 Whippoorwill Rd, Hillsdale, NY 12529

    Perfect Country Retreat — Build Your Dream Home in HillsdaleEscape to the tranquility of the Hudson Valley with this beautiful, private parcel just minutes from the heart of charming Hillsdale. Set on a quiet, scenic road ideal for walking, jogging, or simply enjoying the peaceful surroundings, this land offers both tranquility and convenience.Enjoy seasonal views of Catamount Ski

    Leigh Bahnatka BHHS Hudson Valley Properties

    0 Whippoorwill Rd, Hillsdale, NY 12529
    • /11

      Not Listed For Sale

      10118 State Route 22, Hillsdale, NY 12529

      10118 State Route 22, Hillsdale, NY 12529
  • /18

    $2,999,000

    • Land
    • 242 Acres
    • $12,393 per Acre

    2 Dugway Rd, Austerlitz, NY 12017

    242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

    Michael Tellerday Houlihan Lawrence, Inc.

    2 Dugway Rd, Austerlitz, NY 12017
  • /40

    $2,995,000

    • 5 Beds
    • 5.5 Baths
    • 7,200 Sq Ft

    35 Harlemville Rd, Hillsdale, NY 12529

    Where Norman charm meets Hudson Valley splendor, "Dragonfly" stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private

    Chris Getman Houlihan Lawrence Inc.

    35 Harlemville Rd, Hillsdale, NY 12529
    • /2

      Not Listed For Sale

      • 6 Beds
      • 3 Baths
      • 3,028 Sq Ft

      228 County Route 21, Hillsdale, NY 12529

      228 County Route 21, Hillsdale, NY 12529
  • /15

    $2,999,000

    • Land
    • 242 Acres
    • $12,393 per Acre

    00 Dugway Rd, Austerlitz, NY 12017

    242 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

    Michael Tellerday Houlihan Lawrence Inc.

    00 Dugway Rd, Austerlitz, NY 12017
    • /50

      Est $1,817,141 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,353 Sq Ft

      241 Labranche Rd, Hillsdale, NY 12529

      241 Labranche Rd, Hillsdale, NY 12529
  • /20

    $5,100,000

    • Land
    • 517 Acres
    • $9,865 per Acre

    4 W Hill Rd, Austerlitz, NY 12017

    517 ACRES. Country living and hunter's paradise within a stone's throw of the famous Berkshire and Catskill Mountains. This property is the perfect location for the active outdoorsman or nature enthusiast. With miles of forestry, trails, and privacy, excellent fishing, ATV, and Snowmobile trails in the area, making this a haven for year-round recreation. Private, level, sloping, and wooded, this

    Michael Tellerday Houlihan Lawrence Inc.

    4 W Hill Rd, Austerlitz, NY 12017
    • /2

      Est $2,616,882 Not Listed For Sale

      • 7 Beds
      • 4.5 Baths
      • 2,947 Sq Ft

      431 Lakeview Rd, Craryville, NY 12521

      431 Lakeview Rd, Craryville, NY 12521

Showing Results 81 - 120, Page 3 of 18

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