Recently Sold Hillsdale, NY Homes

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 Sothebys Intl

FINAL AND BEST OFFERS DUE 7/22/25 AT 12:00 NOON. As the original farmhouse on this road, this is the epitome of a charming south-facing Upstate home with an abundance of natural light and privacy. Cool in the summer and cozy in the winter, this home is a peaceful retreat all year long.Seated between the Hudson Valley and the Berkshires, the home is just two short miles from Copake Lake. A

Theresa Westlake Copake Lake Realty Corp.

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

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

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.

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.

Well maintained ranch set on 8.3 open acres with beautiful views of the Taconic Range. The home with 3 bedrooms and 2.5 baths is lovely as is, and offers excellent possibilities for future additions. Enjoy expansive mountain views from both the open living space and the primary bedroom. A large deck provides great outdoor living/dining space, mature gardens and landscaping finish the property

Claudia Crane COMPASS MASSACHUSETTS , LLC GB

Secluded Hillsdale Contemporary on 27.7 acres with incredible far reaching views. Located off a scenic country road, the long private driveway leads to this 2200 square foot home. Originally built in 1970, the house has been upgraded with new windows and sliding doors which create walls of glass for enjoying the natural beauty of the surrounding landscape. The house features 3 bedrooms, 2.5

PATRICIA HINKEIN Patricia A. Hinkein Realty

Private and Quiet 19+ Acres Surround this Hidden Contemporary Single-level Home. Built with pride and love by the skillful carpenter owner with a soothing stream included. Two bedrooms with large windows allowing one to take in the beauty of the setting and offering seasonal Catskill Mountain views to the west. Sunny and bright kitchen with skylights and glass sliding doors leading to a

Terry Cozzolino Cozzolino Real Estate Inc

Tucked away on one of Hillsdale's most picturesque and coveted country roads, this extraordinary property is a celebration of nature, craftsmanship, and connection—blending serene seclusion with easy access to the vibrant Hudson Valley lifestyle.Set on a park-like expanse of rolling lawns, mature woodlands, and a dreamy lilypad-covered pond, this one-of-a-kind home offers the welcome sense of

John Barbato Compass, Hillsdale

On a country road just 10m outside of Hudson, New York, sits this c1850 farmhouse on two beautiful acres with a pond and antique barn. The house has plenty of old world charm with its wide board plank flooring and exposed beams, while recent updates like gourmet kitchen appliances and insulated windows give you the best of both worlds. The eat-in kitchen is a farmhouse dream— it is large and

Annabel Taylor Four Seasons Sothebys Intl

The Upside Down House, designed by Adam Rolston of INC Architecture and Design. Set on 3 acres along one of Columbia County's most desirable roads, just minutes to downtown Great Barrington and the City of Hudson, NY. Surrounded by hayfields with distant views, this super-energy efficient home features a 40-foot saltwater lap pool, outdoor shower, spring-fed pond, heated tile

Jennifer Harvey Compass Greater NY LLC

Up a winding country drive in a beautifully rural part of southern Columbia County, a modern house is notched into the hillside. West facing toward the sunset, the home was built to frame a magnificent view of the Catskill Mountains. The interior has wonderfully high 12ft ceilings and wideboard white oak flooring. The large Great Room features a striking wall of glass looking out over the

Annabel Taylor Four Seasons Sotheby's International Realty

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

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

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

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

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

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

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

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

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

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

Welcome to Lockwood Homestead, a picturesque 1850s farmhouse set on two acres between Hudson and Hillsdale. This beautifully cared for home blends modern comforts with historic character. The property includes a small private pond, a charming barn, and a garden, with ample space for future additions such as a pool, garage, or other structures to suit your vision.Step inside to find four bedrooms

Anthony D'Argenzio Houlihan Lawrence Inc.

***** 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

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

Inspiration at Copake Lake.Strategically located on the exclusive Island at Copake Lake, is this ~5300 sf home, inspired by the Great Camps of the Adirondacks, and designed by Meyer Davis Studios.Sited on one acre, this waterfront home has five bedrooms (two of which are en-suites) and four bathrooms. The lower level is fabulous for working out or hanging out.Exterior details include cedar

Lindsay Lebrecht Copake Lake Realty Corp.

Step into the ambiance of The Dimmick House, a cherished Italianate farmhouse nestled amongst the maple trees in the heart of Hillsdale and once graced by the esteemed Dimmick Family. Indulge your culinary passions in the meticulously revitalized kitchen with Fisher & Paykel appliances and adjoined with the screen porch for indoor/outdoor entertaining. Embrace nearly 180 years of history while

Austin Urban Copake Lake Realty Corp.

Here is your chance to own a private retreat Upstate! Charming vintage home nestled in the middle ofeverything the Catskills have to offer - an easy drive from NYC and Long Island. Close to Tanglewoodmusic venue & multiple Ski Resorts for year-round fun. Main home offers 3 bedrooms and 1.5 baths.Unfinished second floor is framed out with separate entrance, ready to be transformed into

Scott Varley KW Platform

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

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

This spacious stunning home is a true masterpiece! Set on 13+ acres w/ breathtaking mountain and pastoral views, complemented by a vast open sky. The open floor plan and expansive windows create a seamless flow between the indoor and outdoor spaces. Gourmet kitchen, great room, formal dining & living rooms are ideal for hosting gatherings. Five en suite bedrooms, including two luxurious primary

Molly Thomas COMPASS MASSACHUSETTS , LLC GB