Homes for Sale in 12529

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  /72

  $775,000 Open Sun 11AM - 2PM

  • 7 Beds
  • 5 Baths
  • 4,608 Sq Ft

  9161 New York 22, Hillsdale, NY 12529

  A rare and versatile offering making its debut to the market for the very first time, this exceptional mixed-use property presents a unique opportunity to live, work, invest, and create. Set on just under two acres in a prime location, the property has long been owned and occupied by a respected local builder with thoughtful planning and flexibility throughout. Conveniently located just minutes

  Paige Backhaus William Raveis Real Estate

  9161 New York 22, Hillsdale, NY 12529
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  /45

  $3,395,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,855 Sq Ft

  110 Mansfield Rd, Hillsdale, NY 12529

  Welcome to a newly built modern farmhouse set on 11.7 private acres in the heart of magical Hillsdale. Arriving via a sweeping driveway, rolling, manicured lawns unfold into cultivated fields. Designed for indoor-outdoor living, this 4-bedroom, 4-bath home features a dramatic great room with floor-to-ceiling glass for uninterrupted, far-reaching views.The residence offers a rare blend of

  Peter Yates Four Seasons Sotheby's Int.

  110 Mansfield Rd, Hillsdale, NY 12529
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  /22

  $1,150,000

  • 3 Beds
  • 3 Baths
  • 2,880 Sq Ft

  143 Julianna Dr, Copake, NY 12516

  Set in the sought-after Copake Lake community, this custom Lindal home offers a compelling blend of modern post-and-beam architecture, curated interiors, and coveted lake access with an HOA boat slip—all set on 3.4 private acres with seasonal lake views and low-maintenance landscaping. Defined by its signature cedar construction, soaring ceilings, and expansive walls of glass, the home is filled

  TRACY DOBER Rouse + Co Real Estate LLC

  143 Julianna Dr, Copake, NY 12516
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  /43

  $2,195,000

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

  292 White Hill Rd, 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 captures 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

  Jennifer Harvey Compass Greater NY LLC

  292 White Hill Rd, Hillsdale, NY 12529
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  /23

  $419,000

  • 3 Beds
  • 1 Bath
  • 1,303 Sq Ft

  16 Robin Rd, Craryville, NY 12521

  JUST IN TIME FOR SUMMER AT COPAKE LAKE!This home has undergone a complete transformation. Much of the structure was taken down to the frame and rebuilt with precision, resulting in a modern, energy-efficient retreat designed for comfort, style, and long-term durability.Today, the home offers new interior and exterior walls, roof, plumbing, electrical, insulation, and high-efficiency

  Blanche Mackey Copake Lake Realty Corp.

  16 Robin Rd, Craryville, NY 12521
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  /25

  $325,000

  • 1 Bed
  • 1 Bath
  • 656 Sq Ft

  127 Hillside Dr, Copake Lake, NY 12521

  For those seeking a secluded cabin in the woods, this charming 1940s log home offers both privacy and the added benefit of deeded lake rights to Copake Lake. The main level features an open-concept layout, including a living room, dining area, kitchen, bedroom, and full bath. A thoughtful custom detail--a pull-down kitchen table--enhances both functionality and character. The walk-out lower level

  Lindsay Lebrecht Copake Lake Realty Corp.

  127 Hillside Dr, Copake Lake, NY 12521
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  /34

  $719,000

  • 4 Beds
  • 3 Baths
  • 1,475 Sq Ft

  81 Black Grocery Rd, Hillsdale, NY 12529

  On a quiet country road, sit's the prettiest sunshine yellow house you've ever seen.Welcome to a property where outdoor splendor and indoor comfort merge seamlessly, where everything has been taken care of, and all you need to do is arrive and exhale. Rolling hills and open farmland stretch out before you, and they're all yours to enjoy.Inside, the dining room flows into an open kitchen

  Shaina Marron Houlihan Lawrence Inc.

  81 Black Grocery Rd, Hillsdale, NY 12529
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  /40

  $649,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  51 Sabeff Rd, Hillsdale, NY 12529

  51 Sabeff Road is new to the market for the first time since the original owner, Sabcho Sabeff, sold it in 1981. It has been enjoyed as a family compound by the current owners since that time. Entering the property from Sabeff Road, a town maintained dead end road in the heart of Hillsdale, is like taking a step back in time. This spectacular parcel is a nice mix of flat lawn and slightly sloping

  John Avenia Columbia County RE Specialist

  51 Sabeff Rd, Hillsdale, NY 12529
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  /16

  $689,000

  • 3 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  621 County Route 21, Hillsdale, NY 12529

  This updated contemporary home in Hillsdale offers a perfect blend of comfort and style on 10 private acres. The interior features a mix of hardwood, carpet, and nearly new vinyl flooring complemented by fresh paint and trim throughout. The kitchen comes fully equipped with a refrigerator, microwave, and stove. Enjoy a semi-finished basement. Key updates include new electric and plumbing, an

  Derek Greene The Greene Realty Group

  621 County Route 21, Hillsdale, NY 12529
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  /19

  $850,000

  • Land
  • 150 Acres
  • $5,667 per Acre

  0 Overlook Dr, Hillsdale, NY 12529

  Situated in Hillsdale, this extraordinary 150-acre hilltop offers an opportunity to create a private or legacy estate. Rising to over 1,300 feet, the parcel provides for sweeping panoramic views of the Berkshires and Taconic Range. Established logging roads and trails wind through the landscape past historic stone walls, dramatic rock outcroppings, seasonal streams and waterfalls. Combined with

  MATTHEW CAREY Rouse + Co Real Estate

  0 Overlook Dr, Hillsdale, NY 12529
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  /19

  $850,000

  • Land
  • 150 Acres
  • $5,667 per Acre

  400 Overlook Dr, Hillsdale, NY 12529

  Situated in Hillsdale, this extraordinary 150-acre hilltop offers an opportunity to create a private or legacy estate. Rising to over 1,300 feet, the parcel provides for sweeping panoramic views of the Berkshires and Taconic Range. Established logging roads and trails wind through the landscape past historic stone walls, dramatic rock outcroppings, seasonal streams and waterfalls. Combined with

  MATTHEW CAREY Rouse + Co Real Estate

  400 Overlook Dr, Hillsdale, NY 12529
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  /6

  $3,490,000

  • 3 Beds
  • 4 Baths
  • 7,571 Sq Ft

  351 Lakeview Rd, Craryville, NY 12521

  Welcome to Mickey's Marina, a rare waterfront opportunity located at 351 Lakeview Road. Set along the shoreline with beautiful lake views, this unique property blends recreation, income potential, and lifestyle in one exceptional offering. The marina features direct water access with multiple boat slips, making it an ideal destination for boating enthusiasts and seasonal visitors alike. With its

  Austin Urban Venture Fox Realty Group

  351 Lakeview Rd, Craryville, NY 12521
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  /7

  $259,000

  • 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 1395/m. Other side is studio apartment up and storefront down. Can be rented to same party for commercial downstairs. Current rental is 795 + 550. Ideal for live/work. Building in excellent condition, roof less than 5 years old.

  David Birch Barns & Farms Realty, LLC

  9249 Route 22 Rd, Hillsdale, NY 12516
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  /4

  $195,000

  • Land
  • 2.54 Acres
  • $76,772 per Acre

  10 -Stonegate Off Birch Hill Rd, Copake, NY 12521

  Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. Lot 10 is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retreat. Enjoy convenient access to amenities and nearby attractions. The Berkshires offer endless

  Maria DiSalvo Coldwell Banker Prime

  10 -Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /4

  $225,000

  • Land
  • 2.16 Acres
  • $104,167 per Acre

  9 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip. This 2+ acre prime vacant lot (Lot 9 ) is BOHA approved and offers serene natural surroundings with utilities available. Perfect for nature enthusiasts seeking a peaceful retreat. Enjoy convenient access to amenities and nearby

  Maria DiSalvo Coldwell Banker Prime

  9 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /5

  $225,000

  • Land
  • 2.39 Acres
  • $94,142 per Acre

  8 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Prime vacant land at Stonegate, a tranquil exclusive subdivision at Copake lake to build your dream home. Lot 8 is BOHA approved and offers serene natural surroundings with utilities available.Perfect for Lake enthusiasts and all that nature has to offer.Enjoy convenient access to amenities and nearby attractions. Plus, Copake Lake access with an HOA private community dock and available boat

  Maria DiSalvo Coldwell Banker Prime

  8 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /4

  $295,000

  • Land
  • 6.8 Acres
  • $43,382 per Acre

  5 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Build your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip.This 6+ acre prime vacant lot (Lot 5) is BOHA approved and offers serene natural surroundings with utilities available. Lot 5 is at the end of a cul-de-sac. The mature four-trunk white oak, as you drive into the lot, estimated to be

  Maria DiSalvo Coldwell Banker Prime

  5 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /6

  $350,000

  • Land
  • 5.02 Acres
  • $69,721 per Acre

  6 Stonegate Off Birch Hill Rd, Copake, NY 12521

  Discover your dream home at Stonegate, an exclusive, tranquil subdivision with 425 acre Copake Lake access, an HOA private community dock and available boat slip.This 5+ acre prime vacant lot (Lot 6) is BOHA approved and offers serene natural surroundings with utilities available. An owners favorite, Lot #6 is a wooded, with a pond view and plenty of hardwoods, trails, seasonal stream and

  Maria DiSalvo Coldwell Banker Prime

  6 Stonegate Off Birch Hill Rd, Copake, NY 12521
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  /44

  $1,475,000 New Construction

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  501 Birch St, Craryville, NY 12521

  Newly constructed and thoughtfully designed, this home is ideally located within the Copake Lake community-Columbia County's only high-speed motorboat lake-and built by one of the area's most respected contractors. The property reflects quality craftsmanship throughout.The home offers 3 bedrooms and 3 full bathrooms, including two primary suites on the main level. The third bedroom is on the

  John Barbato Compass, Hillsdale

  501 Birch St, Craryville, NY 12521
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  /11

  $319,000

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft

  15 Melvin Rd, Craryville, NY 12521

  Move right into this 1960 Copake Lake cottage with deeded lake rights! On a quiet road just a five minute walk to the lake is your quaint oasis lovingly restored in 2023. Upgrades include a new open concept kitchen, living and dining area. Bathroom completely remodeled with walk-in shower. Upgraded mechanicals include furnace, oil tank, hot water heater, well pump and plumbing. The backyard

  John Peterson THE TRUSS GROUP LLC

  15 Melvin Rd, Craryville, NY 12521
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  /23

  $495,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,375 Sq Ft

  217 Anthony St, Hillsdale, NY 12529

  A newly built home ideally located on the edge of the charming hamlet of Hillsdale, NY, this home offers the convenience of true walkability--just steps to everyday essentials including the local hardware store, grocery market, wine shop, post office, town hall, coffee shops, restaurants, and boutique shops. With 3-bedrooms and 2-bathrooms, the home spans approximately 1,350 square feet of modern

  John Barbato Compass, Hillsdale

  217 Anthony St, Hillsdale, NY 12529
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  /37

  $695,000 New Construction

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

  30 Ridge Ln, Hillsdale, NY 12529

  Offering privacy, quality construction, and an ideal location. Set in the heart of the Roe-Jan region of the Hudson Valley and at the edge of the Berkshires, this home is tucked privately among mature trees on nearly eight acres while remaining close to the center of town. Recently constructed by one of the region's top builders, the residence was designed with both quality and longevity in mind.

  John Barbato Compass, Hillsdale

  30 Ridge Ln, Hillsdale, NY 12529
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  /37

  $799,000 Open House 5/23

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  407 Lakeview Rd, Craryville, NY 12521

  A rare year-round Lakefront Opportunity on Copake Lake. Just 2 Hours from NYC -Charming Log Home with Private Dock and deck. Swim, boat, ski, and relax year-round at this lakefront home.Ideally located between Hudson and Great Barrington in the heart of the Hudson Valley-Berkshires region. Turn-key four-season log home with sweeping lake views, a 46-foot private waterfront deck and

  Maria DiSalvo Coldwell Banker Prime

  407 Lakeview Rd, Craryville, NY 12521
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  /40

  $964,000

  • 3 Beds
  • 1.5 Baths
  • 1,293 Sq Ft

  44 SW Colony Rd, Hillsdale, NY 12529

  Set on the shores of Copake Lake, this charming waterfront home blends classic lake character with thoughtful modern updates. Offering three bedrooms and 1.5 baths, the home features a bright open kitchen, living, and dining area designed for easy lake living and entertaining. Recent renovations, including HVAC, septic system, and expansion to main floor, bring fresh style and comfort while

  Austin Urban Venture Fox Realty Group

  44 SW Colony Rd, Hillsdale, NY 12529
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  /69

  $2,995,000

  • 4 Beds
  • 3 Baths
  • 3,641 Sq Ft

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513

  Welcome to Wolverton Creative Compound, a 119-acre estate in Claverack, NY, offering total privacy, wide southern light, integrated live-work studios, and a large swimmable pond with pebble beach. The 1830s farmhouse features four bedrooms, two baths, original moldings and Dutch doors, a whole-house water filter, and a bright layout for indoor-outdoor living. A fully insulated studio barn is

  Anthony D'Argenzio Houlihan Lawrence

  88 Mac Brown Rd, Claverack-Red Mills, NY 12513
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  /24

  $615,000

  • 3 Beds
  • 1.5 Baths
  • 864 Sq Ft

  5 Adams Dr, Hillsdale, NY 12529

  This charming 3 BR, 1.5 Bath cottage is located across the street from Copake Lake and the HOA Waterfront, Marina and Beach area. Unlike some of the other homes in the area, the house is situated on an elevated, oversized lot with a big front yard and spectacular sunset views. Inside, the house features real wood paneling and a wood burning stove in the living room, a cozy kitchen with a new gas

  Russ Stein Compass Greater NY LLC

  5 Adams Dr, Hillsdale, NY 12529
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  /32

  $339,000

  • 3 Beds
  • 1 Bath
  • 1,470 Sq Ft

  9539 New York 22, Hillsdale, NY 12529

  Newly Renovated Hillsdale Gem! Welcome to this beautifully renovated 3-bedroom home in the heart of Hillsdale. Thoughtfully updated with today's buyer in mind, this residence blends modern comfort with timeless charm. Inside, you'll find a bright, welcoming kitchen featuring quartz countertops, high-end vinyl plank flooring, and a suite of updated appliances designed for both style and

  Marie Rodriguez Red Apple Realty

  9539 New York 22, Hillsdale, NY 12529
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  /28

  $810,000

  • 6 Beds
  • 2 Baths
  • 2,998 Sq Ft

  60 Anthony St, Hillsdale, NY 12529

  1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to

  Gerard Meenagh The Meenagh Group Realty

  60 Anthony St, Hillsdale, NY 12529
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  /21

  $1,650,000

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  75 Upper Hollow Rd, Hillsdale, NY 12529

  A rare 193-acre estate in Austerlitz/Hillsdale, very close to the Berkshire border. The charming 3-bed cottage overlooks a pristine pond with a bordering creek. The wooded land has clearly marked and maintained hiking trails. Recently renovated, the cottage features an updated bathroom and an expanded living room, blending modern comfort with rustic charm. Geothermal heating and air conditioning

  Janet Kain The Kinderhook Group, Inc.

  75 Upper Hollow Rd, Hillsdale, NY 12529
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  /21

  $349,900

  • 3 Beds
  • 1 Bath
  • 1,381 Sq Ft

  9659 New York 22, Hillsdale, NY 12529

  Come see the new me!. I've had a face lift and you are sure to enjoy the gleaming hardwood floors and the updated kitchen with granite counters and new appliances. It's one level of easy living, and offers many wonderful features. Enjoy the spacious living room framed by a fireplace, or the cozy den which has one as well..The middle bedroom features sliders that open onto a deck, great to enjoy

  Tammy Molinski Coldwell Banker Advisor Realty

  9659 New York 22, Hillsdale, NY 12529
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  /27

  $675,000

  • 3 Beds
  • 2.5 Baths
  • 2,093 Sq Ft

  149 Julianna Dr, Copake, NY 12516

  This approximately 2,100-square-foot ranch is sited on ~10 acres within The Birches HOA. The home offers three bedrooms and two-and-a-half bathrooms, an eat-in kitchen, and a dining room that opens to the living room. Both a wood-burning fireplace and a wood stove provide warmth and character. The land is a standout feature, with established fruit-bearing trees and a fenced vegetable garden. An

  Lindsay Lebrecht Copake Lake Realty Corp.

  149 Julianna Dr, Copake, NY 12516
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  /28

  $1,275,000

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St Unit Stop 11, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County's most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sotheby's Int.

  401 Collins St Unit Stop 11, Hillsdale, NY 12529
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  /28

  $1,275,000

  • 1 Bed
  • 2 Baths
  • 1,700 Sq Ft

  401 Collins St, Hillsdale, NY 12529

  Discover a truly singular retreat: a 1,700-square-foot, octagonal contemporary barn residence designed and built by a noted architectural designer. Set deep within more than four acres of pristine woodlands on one of Columbia County’s most coveted roads, this home offers the rare combination of modern architecture, privacy, and effortless living. Expansive pivoting picture windows invite a

  Pamela King-Belfor Four Seasons Sothebys Intl

  401 Collins St, Hillsdale, NY 12529
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  /10

  $3,600,000

  • 4 Beds
  • 2 Baths
  • 3,200 Sq Ft

  90 W End Rd, Hillsdale, NY 12529

  For the first time on the market in 50 years, Underwood Farm, with its late 18th century cedar shake 3200 square foot salt box house, is 281 acres of primo hilltop exposure. Driving the property, the entire expanse is the high ground between West End Road and Rockledge Road with its equal parts woods, open meadows and fields with the rolling Taconics to the East. Below, the neighborhood is

  Parker Meyer Four Seasons Sotheby's Int.

  90 W End Rd, Hillsdale, NY 12529
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  /25

  $770,000 New Construction

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft

  801 Rodman Rd, Hillsdale, NY 12529

  New listing in Hillsdale, set high on a quiet dirt road where privacy, peace, and panoramic views define your backdrop. Why wait a year and a half for a new house to be built? This brand-new construction is being sold as it stands today, as a blank unfinished canvas ready for you to make it your own. The structure is in place with a brand-new drilled well, septic system, and 200-amp electrical

  Michael Castellano Gilcrest Properties

  801 Rodman Rd, Hillsdale, NY 12529
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  /8

  $375,000

  • Land
  • 90 Acres
  • $4,167 per Acre

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529

  On a bucolic country by-way you will find this very private wooded hilltop parcel with Catskill Mountain views. Gorgeous mature timber and beautiful rocky outcrops dot this parcel. Access is via a brief right-of-way and along a pretty private lane. Note reduced taxes due to a power line easement to the rear of the property. Suitable for a single main residence.

  James Male HOUSE Hudson Valley Realty

  0 Harlemville Rd Unit 20254229, Hillsdale, NY 12529
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  /13

  $1,100,000

  • Land
  • 9.01 Acres
  • $122,087 per Acre

  197 Lk Rdg Ln, Copake Lake, NY 12521

  A special opportunity to enjoy lake living within a uniquely private setting. The Ridge at Copake Lake is a gated private road 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 9+ acres of Lot 8 embrace direct views of the Catskill mountains to the west, and

  John Barbato Compass, Hillsdale

  197 Lk Rdg Ln, Copake Lake, NY 12521
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  /14

  $700,000

  • Land
  • 9 Acres
  • $77,778 per Acre

  162 Lk Rdg Ln, Copake Lake, NY 12521

  A special opportunity to enjoy lake living within a uniquely private setting. The Ridge at Copake Lake is a gated private road 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 9+ acres of Lot 10 embrace direct views of the Taconic mountains to the east.

  John Barbato Compass, Hillsdale

  162 Lk Rdg Ln, Copake Lake, NY 12521
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  /44

  $1,275,000

  • 4 Beds
  • 3 Baths
  • 3,282 Sq Ft

  9960 New York 22, Hillsdale, NY 12529

  Step into a world of timeless charm and understated luxury with this impeccably restored 18th-century farmhouse, nestled on over 6 acres of landscaped lawns, flowering gardens, and river frontage along the trout-rich Roe-Jan Kill. The residence exudes warmth and authenticity, offering luminous interiors and inviting outdoor living spaces ideal for entertaining or quiet retreat.The grand

  Pamela King-Belfor Four Seasons Sotheby's Int.

  9960 New York 22, Hillsdale, NY 12529
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  /13

  $595,000

  • Land
  • 30 Acres
  • $19,833 per Acre

  0 Labranch Unit 20252234, Hillsdale, NY 12529

  Wonderful southern exposure on one of the most scenic byways in Columbia County. Large parcels and restrictive covenants on abutting land. High fields and ancient tree lines dotted with maples and old stone walls. Nice mix of open and wooded to tuck your home into the hedge row without another home in site. Distant views of Catamount Mountain. Close to Hawthorne Valley School and the Berkshires.

  Tracy Tassinari Gabel Real Estate

  0 Labranch Unit 20252234, Hillsdale, NY 12529

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