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44 Hillsdale, NY Real Estate Listings

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$425,000Est. Payment
2 Beds | 1 Bath | 966 Sqft
42 Tory Hill, Hillsdale, NY 12529
House For Sale

English country charm: tasteful, simple and understated. Two cottages and one shed. Cottage 1: Main house, 2 bedrooms, beautiful light, cooks kitchen looks out to garden and Writer's cottage. Cottage 2: Writer's cottage or refuge, guest room or studio. Wonderful space, beautiful windows, high ceiling, inspiring. Shed: Solid, sweet, sits along a little creek with a porch handy for a nice stack of dry firewood. Lovely 2 acres of open and lightly wooded land. 3 minutes to Random Harvest,1.5 miles from the light in Hillsdale and 15 minutes to Hudson. If I ever go looking for my heart's desire again, I won't look any further than my own back yard. Because if it isn't there, I never really lost it to begin with.'' ? Noel Langley, The Wizard of Oz

$459,000Est. Payment
3 Beds | 2 Baths | 2,600 Sqft
957 Mitchell St, Hillsdale, NY 12529
House For Sale

A complete rehab by local master contractor - new roof, siding, windows, electric, plumbing, foam insulation, heat, a/c, bathrooms, kitchen, walls and floors! Living space is on first floor with a two-car garage attached to house with door into kitchen/dining/living room. Kitchen has all new stainless steel appliances and cabinetry, with an island holding the sink and to sit at as well as space for a dining table. Living room has a working wood burning fireplace with mantle. Bedrooms are off living room, all good sized and the Master has an ensuite bathroom. One of Bedrooms has a sliding glass door to a cement patio with country views. Space upstairs for more bedrooms or playroom or office, currently unfinished, but a blank canvas for your ideas. Basement is clean but unfinished with hookup for washer and dryer. This lovely house sits on .88 of an acre, semi-secluded and is ready for you to move in and start living the country life!

$1,350,000Est. Payment
0 Acres
0 Overlook Drive, Hillsdale, NY 12529
Lots Land For Sale

Overlook Forest. One hundred and fifty beautifully wooded acres in eastern Hillsdale: the ideal setting for a private retreat or family compound. There are logging roads, trails and stone walls throughout the property with potential mountain views. The land is currently enrolled in a Forestry Exemption plan which reduces taxes and schedules periodic revenue-generating cuttings. The land is conveniently situated with easy access to everything the Hudson Valley and Berkshires have to offer.

$3,500,000Est. Payment
4 Beds | 2 Baths | 2,377 Sqft
559 Hunt Road, Hillsdale, NY 12529
House For Sale

1890 Colonial Farmhouse with four bedrooms, almost 3,000 square feet and on 240+/- BEAUTIFUL acres. The property is ideally situated and perfect for a country estate or prime for development. Previously a working dairy farm, the land is mostly rolling fields under cultivation, woodlands with trails, and the most sensational views of the underlying valley and Catamount Ski Area. The maintained pastures and meadows allow for animals and/or livestock. Multiple out-of-this-world building sites with stunning classic Hillsdale views, from which, in extreme solitude and privacy life and the bucolic surroundings can be contemplated. The property is 2 hours from NYC, within a short drive of the Capital Region and equidistant between Hudson and the Berkshires. Come discover this oasis of solitude and tranquility for yourself. You'll never want to leave! 1890 Colonial Farmhouse with four bedrooms, almost 3,000 square feet and on 240+/- BEAUTIFUL acres. The property is ideally situated and perfect for a country estate or prime for development. Previously a working dairy farm, the land is mostly rollin

$775,000Est. Payment
3 Beds | 2 Baths | 2,640 Sqft
82 Sw Colony Road, Copake, NY 12529
House For Sale

Waterfront property with 60 feet of private lake frontage on desirable Copake Lake. Year round home with 3 bedrooms and 2 full bathrooms (with pluming for a 3rd). The main house has 3 separate entertaining spaces that include a double height great room with open kitchen, dining and living room, a lofted lounge area above and a separate family room on the lower level. Truly unique is a separate boat house with direct access to the water that also houses a work shop and 4th bedroom/lakeside cabana. 3 wood stoves and parking for 3 to 4 vehicles. Motorboat lake community with a beautifully maintained golf course with restaurant and locally run marina. Two hours north of New York City and only 15 minutes from Hudson, NY.

$1,350,000Est. Payment
0 Acres
Overlook Drive, Hillsdale, NY 12529
Lots Land For Sale

Overlook Forest. One hundred and fifty beautifully wooded acres in eastern Hillsdale: the ideal setting for a private retreat or family compound. There are logging roads, trails and stone walls throughout the property with potential mountain views. The land is currently enrolled in a Forestry Exemption plan which reduces taxes and schedules periodic revenue-generating cuttings. The land is conveniently situated with easy access to everything the Hudson Valley and Berkshires have to offer.

$2,075,000Est. Payment
3 Beds | 3 Baths | 2,091 Sqft
61 Dugway Rd, Hillsdale, NY 12529
House For Sale

This unique offering of a new construction house with custom floor plans available is the perfect opportunity. The land consists of eight separate adjoining parcels. Four in the town of Hillsdale, and four in Austerlitz. See lot and tax info in documents. More than 165 prime combined acres located in Hillsdale and Austerlitz, NY in the highly desirable Hudson Valley. This property has can be accessed by appointment from the private road, Knox Lane. There is an unpaved road in place and a cul-de-sac; ready for your next big project! The property has plenty of locations for prime homesites with gorgeous views, Much of the property is currently wooded offering privacy and excellent hunting opportunities.

$149,000Est. Payment
2 Beds | 1 Bath | 800 Sqft
3298 County Route 7, Copake, NY 12529
House For Sale

Copake Lake cottage with shared dock rights. Gives you access to the water, while being just a short drive to other attractions like skiing, golf, music venues, hiking and farms. This particular area is home to many summer cottages, like this one, many of which have been updated. This handyman special is waiting for its' chance. Roughly 30 minutes or less to both Hudson, NY, and Great Barrington, MA. Sold As Is

$55,000
$795,000Est. Payment
6 Beds | 6 Baths | 2,882 Sqft
9315 State Route 22, Hillsdale, NY 12529
Multi Family For Sale

Three buildings + heated In-ground pool!! Gorgeous historic property in the hamlet of Hillsdale, formerly 'The Bell House Bed & Breakfast' & Red Fox Antiques'. 19th century home with old-world style. Huge wrap-around porch surrounded by mature landscaping that leads to the classic front door with original sidelights. Enter to a beautiful stairway and hall leading to the living room with fireplace, den/library with fireplace, enchanting dining room, kitchen, laundry and bath. The second floor features four bedrooms, three full baths and relaxing sitting area. In addition to the main house, there is a 22x32 heated barn, formerly known as 'Red Fox Antiques' Plus a Carriage house, w/a legal two-bedroom, two-bath apartment above, both built in 1900's. Just under 4 acres, walking distance to everything Hillsdale has to offer. The home is built to last a lifetime, with original details inside and out....and lets not forget the 21x41 in-ground pool. Amazing opportunity & Motivated Sellers.

$674,999Est. Payment
1 Bed | 1 Bath | -- Sqft
243 N Pumpkin Hollow Road, Hillsdale, NY 12529
House For Sale

Have you always dreamed about building a house with the best views? This is your chance. With a little more than 24 acres and 360 degree views of nothing but trees, mountains and the great outdoors, this site is perfect for your future building project. Live in or use the spacious 1 bed, 1 bathroom cabin while you build to start enjoying your new location right away. You'll be fully disconnected up here but only a short drive away to Copake Lake, Catamount Ski Area, Hudson and Great Barrington, MA.

$1,600,000Est. Payment
0 Acres
0 Knox La, Austerlitz, NY 12529
Lots Land For Sale

More than 165 prime combined acres located in Hillsdale and Austerlitz, NY in the highly desirable Hudson Valley. This property has can be accessed by appointment only, from the private road, Knox Lane. There is an unpaved road in place and a cul-de-sac; ready for your next big project! The property has plenty of locations for prime home sites with gorgeous views, Much of the property is currently wooded offering privacy and excellent hunting opportunities. There is also a large pond on the property as well. One lot has an existing well in place. Don't miss out on this outstanding opportunity. Copake-Taconic Schools.

$100,000Est. Payment
10 Acres
0 Route 71, Unknown Ny City, NY 12529
Lots Land For Sale

HILLSDALE, NY: Very attractive 10 Acre lot, approved for septic, that offers lots of possibilities! Lightly wooded, with many level areas for building. Bring offers! Please excuse "unknown city" it is a system error we are trying to fix.

$55,000
$795,000Est. Payment
6 Beds | 6 Baths | 2,882 Sqft
9315 Route 22, Hillsdale, NY 12529
House For Sale

Three buildings + heated In-ground pool!! Gorgeous historic property in the hamlet of Hillsdale, formerly 'The Bell House Bed & Breakfast' & 'Red Fox Antiques'. 19th century home with old-world style. Huge wrap-around porch surrounded by mature landscaping that leads to the classic front door with original sidelights. Enter to a beautiful stairway and hall leading to the living room with fireplace, den/library with fireplace, enchanting dining room, kitchen, laundry and bath. The second floor features four bedrooms, three full baths and relaxing sitting area. In addition to the main house, there is a 22x32 heated barn, formerly known as 'Red Fox Antiques'... Plus a Carriage house, w/a legal two-bedroom, two-bath apartment above, both built in 1900's. Just under 4 acres, walking distance to everything Hillsdale has to offer. The home is built to last a lifetime, with original details inside and out....and lets not forget the 21x41 in-ground pool. Amazing opportunity & Motivated Sellers. Cultural attractions throughout the year include: Tanglewood Music Festival, The Berkshire Choral Festival, Shakespeare & Co. Theatre, Jacob's Pillow, Norman Rockwell Museum, Three Shaker Villages, Olana, home of Frederick Church, The Berkshire Theat

$55,000
$795,000Est. Payment
6 Beds | 6 Baths | 2,882 Sqft
9315 State Route 22, Hillsdale, NY 12529
House For Sale

Three buildings + heated In-ground pool!! Gorgeous historic property in the hamlet of Hillsdale, formerly 'The Bell House Bed & Breakfast' & Red Fox Antiques'. 19th century home with old-world style. Huge wrap-around porch surrounded by mature landscaping that leads to the classic front door with original sidelights. Enter to a beautiful stairway and hall leading to the living room with fireplace, den/library with fireplace, enchanting dining room, kitchen, laundry and bath. The second floor features four bedrooms, three full baths and relaxing sitting area. In addition to the main house, there is a 22x32 heated barn, formerly known as 'Red Fox Antiques' Plus a Carriage house, w/a legal two-bedroom, two-bath apartment above, both built in 1900's. Just under 4 acres, walking distance to everything Hillsdale has to offer. The home is built to last a lifetime, with original details inside and out....and lets not forget the 21x41 in-ground pool. Amazing opportunity & Motivated Sellers.

$325,000Est. Payment
4 Beds | 2 Baths | 2,479 Sqft
84 Connelly Road, Copake, NY 12529
House For Sale

Safe haven. Tucked away in the scenic hills of Craryville, this 2 story cape will bring the solitude you have been craving. Peaceful setting. Minutes to Copake Lake, water sports and golf. Near Berkshires. 20 minutes to Hudson, Amtrak. Lower level has fantastic party room opening to patio. A propane fireplace adds coziness in the winter months. See and hear no neighbors!

$1,350,000Est. Payment
3 Beds | 3 Baths | 2,620 Sqft
68 Peartree Ln, Copake, NY 12529
House For Sale

MESMERIZING VIEWS Walls of glass doors access the magnificent serenity and magic of every season; the ultimate house for indoor-outdoor living.Three bedroom, three bath, eat-in-kitchen, dining, sumptuous living room, with library/den, laundry room and two car garage. A team of leading Architects have combined warm eco-friendly materials, clean and spacious lines, high ceilings and thoughtful systems to create delightful sun drenched indoor spaces. Glass walled Living areas with 15' vaulted ceiling and fireplace, a perfect space for entertaining, or just relaxing, surrounded by captivating views. Wood floors and radiant floors throughout living spaces and bedrooms with glass, marble and stone bathrooms. Gracious stone patios and an outdoor kitchen make this the perfect escape from city stress the only sound are the wind through the mature tress and singing birds. Perfect location to enjoy and experience the best of the Hudson Valley

$699,000Est. Payment
3 Beds | 3 Baths | 3,052 Sqft
35 Stone Ledge Rd, Hillsdale, NY 12529
House For Sale

SECLUDED MOUNTAIN TOP POST & BEAM - A wrap around deck allows for the enjoyment of nature. This contemporary offers 3 bedrooms, 2.5 baths on 14.2 acres (2 lots). Open First floor with open plan newly renovated kitchen, dining room, living room and den/first floor bedroom, foyer and half bath with laundry. Second floor primary bedroom suite with updated bath with tub and shower, guest bedroom and bonus room share bath with tub, and a indoor spa with hot tub and sauna. Two fireplaces and hardwoods throughout. Attached tool shed off spa. The house is on 6.2 acres being sold with an additional lot of 8 acres. Located in Hillsdale - close to all Columbia County and Berkshire County attractions.

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