Homes in ZIP Code 12529

/2
Est $615,236 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,600 Sq Ft
694 W End Rd, Hillsdale, NY 12529

694 W End Rd, Hillsdale, NY 12529

/36
$650,000
- 3 Beds
- 2 Baths
- 2,057 Sq Ft
2657 New York 23, Hillsdale, NY 12529

Proudly offering one of Hillsdale's most iconic and enduring homes—an exquisite piece of the Hudson Valley's heritage, perfectly positioned at the crossroads between Hudson, NY and Great Barrington, MA. Set in the vibrant and historic hamlet center, this timeless 3-bedroom, 2-bathroom residence is simply beautiful colonial charm.Thoughtfully renovated from top to bottom, the home retains its

John Barbato Compass, Hillsdale

2657 New York 23, Hillsdale, NY 12529
/26
$715,000 Sold May 12, 2025
- 1,624 Sq Ft
- $440/SF
- 33 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
35 Stagecoach Rd, Hillsdale, NY 12529

Handcrafted Arts & Crafts Retreat on 5+ Acres in Hillsdale, NYNestled amidst 8.4 acres of lush forest, this one-of-a-kind Arts & Crafts home, hand-built by renowned artist Sheldon Fink, is a true testament to craftsmanship and creativity. Located at 35 Stage Coach Rd, Hillsdale, NY, this 1,624 sq. ft. retreat is surrounded by 8.4 acres of deciduous forest, offering privacy, serenity, and a deep

Maggie Merelle William Pitt Sothebys Intn'l

35 Stagecoach Rd, Hillsdale, NY 12529

Est $704,563 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,034 Sq Ft
62 Bucky Rd, Hillsdale, NY 12529

62 Bucky Rd, Hillsdale, NY 12529

/8
$399,000
- 1 Bed
- 1 Bath
- 690 Sq Ft
251 Overlook Dr, Hillsdale, NY 12529

Location location. Picturesque Overlook Dr in Hillsdale. Surrounded by large estates. The perfect early 1900s cottage on a gorgeous parcel. Lightly wooded with the potential for bigger views. Seasonal Berkshire views and stream that runs year round. Massive stone fireplace newly lined perfect for fall and winter nights. New enameled wood stove perfect for apres ski enjoyment. Close to Catamount

Tracy Tassinari Gabel Real Estate

251 Overlook Dr, Hillsdale, NY 12529
/33
$310,000 Sold May 01, 2025
- 1,400 Sq Ft
- $221/SF
- 26 Days On Market
- 3 Beds
- 1 Bath
- Built 1955
287 New York 71, Hillsdale, NY 12529

Open HouseSaturday March 1511AM - 1PMThis bright and sunny Hillsdale cottage on the Green River is waiting for you. Cozy details like hard wood floors, exposed beams and a wood heating stove are part of the home's charm. There are 3 bedrooms, one bathroom, and a cool loft for hanging out, office or guest area. The house is on 2.3 acres with The Green River at the rear of the property.This is a

Peter Newman Beach & Bartolo Realtors

287 New York 71, Hillsdale, NY 12529

/2
Est $617,397 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 1,090 Sq Ft
76 Overlook Dr, Hillsdale, NY 12529

76 Overlook Dr, Hillsdale, NY 12529

/20
$295,000
- Land
- 12 Acres
- $24,583 per Acre
376 Approx Whippoorwill Rd, Hillsdale, NY 12529

Discover the true tranquility offered by this 12-acre parcel located on Whippoorwill Road in Hillsdale. Originally created and purchased in 1975, the property has remained undisturbed for the last fifty years. Located only a few miles from the hamlet of Hillsdale on Whippoorwill Road, one of Hillsdale's most scenic and historic roadways. On your way home you will travel by White Oak

John Avenia Columbia County RE Specialist

376 Approx Whippoorwill Rd, Hillsdale, NY 12529
$359,900 Sold Apr 21, 2025
- 1,219 Sq Ft
- $295/SF
- 80 Days On Market
- 3 Beds
- 1 Bath
- Built 1955
631 SW Colony Rd, Hillsdale, NY 12529

Welcome home." We finally got our lake house honey." This is the dream of many, the memories of your home at the lake will remain beautiful from childhood to retirement. Our custom ranch has so many extras. This beauty offers 3 good-sized bedrooms upstairs, and two additional bedrooms/ office downstairs. The setup is a mother-daughter. Two kitchens, two living rooms, separate bedrooms, and

Angel Ayala BHHS Hudson Valley Properties

631 SW Colony Rd, Hillsdale, NY 12529

/10
Est $728,475 Not Listed For Sale
- 5 Beds
- 2 Baths
- 1,928 Sq Ft
1000 Mitchell St, Hillsdale, NY 12529

1000 Mitchell St, Hillsdale, NY 12529

/32
$600,000
- 3 Beds
- 1 Bath
- 1,303 Sq Ft
16 Robin Rd, Craryville, NY 12521

To say that the owner had vision when he purchased the home in 2018 is an understatement. The last listing said ''Bring your tools and fix this one up.'' The owner did just that. Removal of the interior walls, roof, exterior walls down to the frame & portions of the foundation occurred shortly after purchase. What occurred over the next two years was nothing short of miraculous. Brand new

Mark Saxby Berkshire Hathaway HomeService

16 Robin Rd, Craryville, NY 12521
/27
$393,500 Sold Apr 15, 2025
- 1,296 Sq Ft
- $304/SF
- 59 Days On Market
- 3 Beds
- 1 Bath
- Built 1975
3002 State Route 23 --, Hillsdale, NY 12529

This cozy cape is ideally situated only minutes fromCatamount Ski Resort, & The Harlem Valley Rail Trail;access to year-round attractions and ideal proximity to the Berkshires and Hudson Valley. An extremely well kept property that has been lived in full time over the past 20+ years.Enter the home through a large enclosed sunroom off the kitchen & dining room-a great option to add more living

Paige Paluch LANCE VERMEULEN RE, INC

3002 State Route 23 --, Hillsdale, NY 12529

/25
Est $586,033 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,650 Sq Ft
15 Henich Ln, Hillsdale, NY 12529

15 Henich Ln, Hillsdale, NY 12529

/18
$540,000
- 2 Beds
- 2 Baths
- 1,493 Sq Ft
2253 County Route 21, Hillsdale, NY 12529

Introducing the Kinderhook Cabin, a well cared-for home where every detail has been thoughtfully considered and hand-finished by a master carpenter. Built in 2021, this ranch-style residence offers easy one-level living, a rustic-modern aesthetic and plenty of privacy, set on 5 acres along a beautiful winding country road between Kinderhook and Ghent. Step inside to a large entry hall

Jeffries Blackerby Houlihan Lawrence Inc.

2253 County Route 21, Hillsdale, NY 12529
/15
$240,000 Sold Apr 09, 2025
- 864 Sq Ft
- $278/SF
- 96 Days On Market
- 2 Beds
- 1 Bath
- Built 1945
38 Robin Rd, Craryville, NY 12521

Charming Cottage with Deeded Copake Lake Access Nestled in the desirable Copake Lake community, this beautifully updated cottage is a perfect blend of comfort and convenience. The modernized kitchen and upgraded mechanical systems ensure effortless living, while the large, level yard offers ample space for outdoor enjoyment. The home features a versatile bonus room off the bedroom, ideal as a

Dennis Wheeler, CBR, AHWD,SRES Berkshire Hathaway HomeService

38 Robin Rd, Craryville, NY 12521

/2
Est $455,666 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,167 Sq Ft
96 SW Colony Rd, Hillsdale, NY 12529

96 SW Colony Rd, Hillsdale, NY 12529

/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
/15
$225,000 Sold Apr 09, 2025
- Land
- 20.53 Acres
- $10,960 per Acre
- 149 Days On Market
0 Knox Ln, Austerlitz, NY 12529

It's Private, It's Quiet, It's been Cleared & Has Beautiful Mountain ViewsDiscover your own private oasis on this stunning 20.50-acre land parcel! Nestled in a tranquil setting, this property features a rough driveway already in place, providing easy access to your future retreat.Enjoy the expansive flat clearing, perfect for building your dream home or getaway cabin, with breathtaking views of

Jeffrey McKinney Beach & Bartolo Realtors

0 Knox Ln, Austerlitz, NY 12529

/28
Est $360,532 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,232 Sq Ft
119 Black Grocery Rd, Hillsdale, NY 12529

119 Black Grocery Rd, Hillsdale, NY 12529

/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
/10
Sold Mar 21, 2025
- 960 Sq Ft
- 99 Days On Market
- 2 Beds
- 1 Bath
- Built 1925
199 Rt 217, Ghent, NY 12075

This sweet-as-can-be cottage with an open floor plan is drenched in sunlight, with a large fenced in yard and beautiful trees for privacy. Set on a quiet parcel just walking distance to the village, great restaurants, a flourishing co-op and the Hawthorne Valley farm store. Located just 2.5 hours from New York City, close to Hudson and the Berkshires.

Kylah Campeta LYF Homes

199 Rt 217, Ghent, NY 12075

/27
Est $879,166 Not Listed For Sale
- 3 Beds
- 1.5 Baths
66 Fado Rd, Hillsdale, NY 12529

66 Fado Rd, Hillsdale, NY 12529

/50
$3,199,000
- 4 Beds
- 4.5 Baths
- 4,635 Sq Ft
211 Mitchell St, Hillsdale, NY 12529

Elevate Your Lifestyle in Columbia CountyDiscover the pinnacle of modern luxury in this extraordinary Columbia County estate, set against the breathtaking backdrop of the Berkshire Hills and Catamount Mountains. Spanning over 10 meticulously landscaped acres, this architectural gem blends serene country living with sophisticated design.Step into a grand double-height foyer that

Christopher Halliburton Beach & Bartolo Realtors

211 Mitchell St, Hillsdale, NY 12529
/19
$191,000 Sold Feb 12, 2025
- 2,502 Sq Ft
- $76/SF
- 83 Days On Market
- 5 Beds
- 5 Baths
- Built 1888
22 Anthony St, Hillsdale, NY 12529

This large 2-family home, circa 1888, in the Hamlet of Hillsdale is a rare find. The house consists of 2,500+ sq.ft. of living space, with five bedrooms and three baths, (public records show 4 bedrooms/2 baths) The 0.25-acre property is part of the Hillsdale municipal septic system, with a nice deep back yard that boast two, 2-car garages. Historically approximately 1940's housed a bakery and

Margaret Bower Avenia Columbia County RE Specialist

22 Anthony St, Hillsdale, NY 12529

/2
Est $328,102 Not Listed For Sale
- 2 Beds
- 1 Bath
- 884 Sq Ft
189 Prach Rd, Hillsdale, NY 12529

189 Prach Rd, Hillsdale, NY 12529

/50
$3,300,000
- 4 Beds
- 3 Baths
- 2,825 Sq Ft
88 Mac Brown Rd, Claverack-Red Mills, NY 12513

Welcome to Mac Brown Waterhouse, a storied 119-acre estate set within a hidden valley offering complete seclusion and timeless beauty. The original 1830s farmhouse is tucked away at the end of a private lane in Claverack, NY, where the road terminates in a round gravel driveway anchored by the property’s original stone well. Two large ponds grace the land, one directly in front of the house that

Anthony D'Argenzio Houlihan Lawrence, Inc

88 Mac Brown Rd, Claverack-Red Mills, NY 12513
/22
$347,000 Sold Feb 11, 2025
- 1,134 Sq Ft
- $306/SF
- 56 Days On Market
- 1 Bed
- 1 Bath
- Built 1984
105 Seekonk Rd, Hillsdale, NY 12529

Nestled on over 4 acres of serene land, this property features a private pond, fenced garden and renovated cabin offering a large studio living space. An attached 1-car garage, and wrap-around deck complete this cozy home. Additionally, there is a potential building site where an old abandoned home currently stands, offering opportunities for expansion.Situated on a quiet country road along the

Paige Paluch LANCE VERMEULEN RE, INC

105 Seekonk Rd, Hillsdale, NY 12529

/20
Est $227,141 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,841 Sq Ft
10977 New York 22, Hillsdale, NY 12529

10977 New York 22, Hillsdale, NY 12529

/85
$3,995,000
- 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
$1,435,000 Sold Feb 07, 2025
- 2,272 Sq Ft
- $632/SF
- 57 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1850
656 Breezy Hill Rd, Hillsdale, NY 12529

Discover the charm of this 1800s cedar-shingled home on 29 scenic acres in Hillsdale. The property features a heated pool, private tennis court, and meticulously maintained grounds. With 4 spacious bedrooms and 3.5 baths, it offers comfort and elegance. The living room has a working fireplace and opens to a bright dining room with a bluestone floor. The main-floor primary suite also has a

John Panzer Elyse Harney Real Estate

656 Breezy Hill Rd, Hillsdale, NY 12529

/13
Est $347,345 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,076 Sq Ft
4 Texas Hill Rd, Hillsdale, NY 12529

4 Texas Hill Rd, Hillsdale, NY 12529

/7
$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
/26
Sold Jan 16, 2025
- 3,537 Sq Ft
- 153 Days On Market
- 4 Beds
- 3.5 Baths
73 Mitchell St, Hillsdale, NY 12529

Located down a private winding drive The Passive House is an architect-designed modern home set amidst 15.7 wooded and pastoral acres. The home was designed and constructed to attain passive house certification ensuring a rigorous level of energy efficiency (pending certification by the Passive House Institute US (PHIUS)). Conceived as a fossil-fuel free, all-electric home, solar panels work to

LILLIAN LIN Rouse + Co Real Estate, LLC

73 Mitchell St, Hillsdale, NY 12529

/44
Est $1,216,160 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,600 Sq Ft
2367 County Road 11, Hillsdale, NY 12529

2367 County Road 11, Hillsdale, NY 12529

/19
$347,000
- 2 Beds
- 1 Bath
- 736 Sq Ft
81 SW Sw Colony Rd, Hillsdale, NY 12529

Welcome to Copake Lake!! Sweet two-bedroom, one bath cottage, eat in kitchen, views of the lake from living room and one of the two bedrooms, nice big yard to enjoy outdoor fun. All appliances included. PLUS (As per Seller) water rights along that 20-foot stretch, a buyer may be able to agree with others in the area to extend the existing dock, which could be up to 60 feet into the lake!

Margaret Bower Avenia Columbia County RE Specialist

81 SW Sw Colony Rd, Hillsdale, NY 12529
/10
$1,395,000 Sold Jan 10, 2025
- Land
- 117.7 Acres
- $11,852 per Acre
- 281 Days On Market
10344 New York 22, Hillsdale, NY 12529

For the first time on the market in nearly 60 years, Underwood Farm is a remarkable 117 acre spread across the rolling ridgelines of Hillsdale and harboring a magnificent, roaring piece of the Roeliff Jansen Kill. Once a thriving dairy farm, this offering includes an authentic Greek Revival farmhouse with all of its architectural integrity in place: wide plank wooden floors, original sash

Parker Meyer Four Seasons Sotheby's Int.

10344 New York 22, Hillsdale, NY 12529

/17
Not Listed For Sale
- 3 Beds
- 1 Bath
- 912 Sq Ft
9398 New York 22, Hillsdale, NY 12529

9398 New York 22, Hillsdale, NY 12529

/20
$1,100,000
- 2 Beds
- 2 Baths
- 1,419 Sq Ft
75 Upper Hollow Rd, Hillsdale, NY 12529

Nestled along a picturesque, secluded country dirt road--surrounded by a serene pond, a flowing creek, and wooded acreage--this charming 2 bedroom log cabin offers the perfect escape. The expansive property spans 193 acres, with 18 acres located outside the Columbia Land Conservancy and Forestry Program, allowing for reduced taxes and enhanced privacy.An additional structure on the

Janet Kain The Kinderhook Group, Inc.

75 Upper Hollow Rd, Hillsdale, NY 12529
$300,000 Sold Jan 10, 2025
- Land
- 18.44 Acres
- $16,269 per Acre
- 219 Days On Market
0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529

Highly productive 18 acres of farmland situated near the Village of Hillsdale, and only 1.8 miles to Catamount Ski area, and 9.5 miles to Great Barrington. Property features over 1800 feet of road frontage on Mansfield and Yonderview Roads. Due to the large road frontage, there is flexibility for developing home sites, a possible farm-to-market store, and other uses. Property is currently

Robert D Ferris R. Ferris Real Estate, LLC

0 Yonderview Rd Unit ONEH6300029, Hillsdale, NY 12529

/50
Est $304,415 Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,684 Sq Ft
9376 New York 22, Hillsdale, NY 12529

9376 New York 22, Hillsdale, NY 12529

Showing Results 41 - 80, Page 2 of 18

New York Columbia County Hillsdale 12529

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