Hillsdale NY Real Estate & Homes for Sale

38 Properties Found

The median home value in Hillsdale, NY is $667,500. This is higher than the county median home value of $233,900. The national median home value is $185,800. The average price of homes sold in Hillsdale, NY is $667,500. Approximately 43.75% of Hillsdale homes are owned, compared to 10.33% rented, while 45.92% are vacant. Hillsdale real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you see a property you’re interested in, contact a Hillsdale real estate agent to arrange a tour today!
Learn more about Hillsdale Real Estate.


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Beds:
3
Baths:
2.10
Sq.Ft.:
1,650
Status:
Active
MLS#:
201721039
Type:
Single Family
Lot size:
31.3 Acres
Year built:
2003
Courtesy: Beach&Bartolo Realtors, Inc.
View additional info

with kitchen, powder room, custom bar and woodstove. For even more ultimate entertaining, the outdoor space is extensive with a custom fireplace/BBQ pit. The outdoor patio, is perfect for Summer gatherings. Centrally located to Historic Hudson and the Berkshires. Copake Lake and Golf within 5 miles. Close to Skiing, State Parks, Farmers Markets, Art and Theatre, Antiques and Fine dining. About 2 hrs to NYC.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,168
Status:
Active
MLS#:
117977
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1940
Courtesy: Columbia County RE Specialist
View additional info

Waterfront on the Green River!! Three bedroom, 2 bath home on just under an acre with views of hay field and Green River. Wood floors through-out, full, unfinished basement with washer/dryer hook up. Sunroom/dining room off kitchen over looks huge back yard. Private well & septic. Easy commute to Albany, Great Barrington, Pittsfield.

Beds:
3
Baths:
2 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
366273
Type:
Single Family
Lot size:
4.2 Acres
Year built:
1986
A broker reciprocity listing Courtesy: BARNS & FARMS REALTY, LLC LV
View additional info

Hillsdale Updated Contemporary Cape. No corners cut in the restoration of the 3BR2BA home that sits on a secluded, well manicured 4.2 Acres with a spring fed 1.5 acre pond. The Kitchen has a single solid slab of granite counter top. Hardwood floors throughout, Anderson Thermopane window, skylight windows, security system, and wraparound deck. Low maintenance Siding and propane generator.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
117919
Type:
Single Family
Lot size:
3.9 Acres
Year built:
1967
Courtesy: Berkshire Property Agents
View additional info

MID-CENTURY RANCH with one of the best views in Hillsdale. Far reaching distant southerly views from nearly every room. Privately sited on 3+ acres on a premier road. Shared deeded access to a swimming pond off Meadow Lane. Perfectly located just 20 minutes to Hudson, New York and Great Barrington, Massachusetts.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,800
Status:
Active
MLS#:
117884
Type:
Single Family
Lot size:
22.1 Acres
Year built:
2007
Courtesy: Stone House Properties, LLC
View additional info

Nestled in the hills of Hillsdale, this sweet stone cottage is the perfect country getaway. The perfect blend of wood and stone was used to create a home that is warm, inviting and meant to be shared with family and friends . Gather in the open kitchen/dining, in front of the stone fireplace, or on those hot summer days, relax by the pool. Walk and explore nature on your own 22 acres. Close to Hudson and Great Barrington.

Beds:
4
Baths:
5 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
365671
Type:
Single Family
Lot size:
100.7 Acres
Year built:
2003
A broker reciprocity listing Courtesy: MARY MULLANE RE LLC HD
View additional info

This 4000 sf contemporary is privately sited, amidst 100 acres, on a hilltop at the end of a half mile driveway with stunning panoramic views of its 3 acre lake and the distant Catskill mountains. Meticulously built and beautifully maintained this is the perfect country retreat complete with a large wrap around deck, a screen porch with an outdoor fireplace, large open space living with fireplace, dining and a chefs kitchen all with incredible views. The first floor also has a separate den with bath or use it as a ground floor bedroom with ensuite. the second floor consists of 4 bedrooms each with their own bath and views, views, views! The third floor is unfinished with plumbing roughed in for 2 baths - add 2 additional bedrooms or a loft like living area. Full finished basement with media and play room. Once you arrive there's really no reason to leave - play tennis, swim, skate, fish, walk, snowshoe, cross country ski or ride the trails when you're not attending to your vegetable garden! Your 20 mi from Hudson's restaurants, galleries and Amtrak and an equal distance to al the Berkshires have to offer.

Beds:
5
Baths:
3.00
Sq.Ft.:
3,350
Status:
Active
MLS#:
4740095
Type:
Single Family-Detached
Lot size:
17 Acres
Year built:
1788
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc
View additional info

Once the home of Captain John Collin III and said to be Hillsdaleâs second oldest home, this historic c1788 Shaker built colonial sits on 17 rolling acres of sprawling green hillside, gardens, and fruit trees. Meticulously restored to its original glory spanning a 25 year renovation, youâll find period details such as 12 over 12 light friendly windows, now extinct Connecticut Brown Pine wideboard floors, marble foundation, fireplaces, and front steps, hand-hewn beams and curved walls, and original hand-carved moldings and hardware. Modern comforts such as the open chefâs kitchen, security system, walk-in closets and four season sunroom with radiant heat & AC make this the perfect country retreat. Surely itâs new owner will agree with it and present many years of contentment. Two hours from NYC and 20 minutes from both Hudson and Great Barrington.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,288
Status:
Active
MLS#:
117420
Type:
Single Family
Lot size:
1.16 Acres
Year built:
1951
Courtesy: Columbia County RE Specialist
View additional info

This may just be the opportunity you've been searching for. Located on one of Hillsdale's prettiest roads this three bedroom and one bath home is a diamond in the rough. The home is in good condition and offers a number of popular features. It has a full basement, an attached garage, a wood stove for economical - super warm heat all winter long and a large garage/shop that is also heated for unlimited uses. The kitchen is spacious with tile floors and a sun-lit skylight. A rear deck off the kitchen provides a tranquil spot to relax at the end of a long day and take in the natural treasures offered by the neighboring wetlands. The buildings are nicely sited on a semi-secluded parcel that offers a surprising amount of privacy for a small parcel. The Hunt Road location in Hillsdale is perfect for anyone who enjoys cultural events in the Berkshires, or the bustling downtown scene of eclectic Hudson. Don't miss out on this excellent opportunity to own a piece of Columbia County.

Beds:
7
Baths:
6.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
117282
Type:
Single Family
Lot size:
78.67 Acres
Year built:
1999
Courtesy: William Pitt Sotheby's
View additional info

Grand in every way. Big acreage for privacy, open fields, expansive western views, gracious sized rooms, screened porch large enough for gathering, dining, and sleeping, chef's kitchen with fireplace, two ponds, stone patio with fire pit, in-ground pool. Private master suite, bedrooms galore, and plenty of bathrooms. Walkout basement with large rec-room, even large mouth bass waiting to take your bait. In short, all of the elements for an un-compromised second home in sought after Hillsdale in stunning Columbia County.

Beds:
2
Baths:
2 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
364859
Type:
Single Family
Lot size:
4.13 Acres
Year built:
2014
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. ML
View additional info

Set back from the road and completely private with over 4 acres of natural woodlands, this steel and glass Contemporary Barn redefines country living with a loft like space. Conceived and built by a well-known architectural designer, the octagonal barn features walls of glass that flood the spaces with light. An expansive floating fireplace, polished concrete floors, a fully-equipped designer kitchen and dining area take in the idyllic woodland views, two sleek full baths of glass and steel, and a soaring ceiling crowned with a cupola, all come together to create one of the most spectacular settings for relaxed, sophisticated living in a completely natural setting. Only 90 minutes to NYC, it's the perfect setting for a weekend retreat or full time living in a truly unique residence.

Beds:
6
Baths:
6.00
Sq.Ft.:
2,517
Status:
Active
MLS#:
117061
Type:
Single Family
Lot size:
3.02 Acres
Year built:
1910
Courtesy: Columbia County RE Specialist
View additional info

Major Price Reduction ~ Three Story 100 year old beautiful Colonial on 3+ acres with large pines & perennial gardens, hardwood floors, original windows and molding throughout. (Six bedrooms/six bathrooms in total) 4 Bedrooms with private bath on 2nd floor PLUS two 2 room suites with 1/2 bath on 3rd floor, Living room with wood burning fireplace, large sunny dining room, office area off kitchen; large enclosed sun porch, 4 zoned baseboard heating, full basement. Previously a Bed and Breakfast. Four heating zones. Motivated seller.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
364467
Type:
Single Family
Lot size:
0.24 Acres
Year built:
1890
A broker reciprocity listing Courtesy: GARY DiMAURO REAL ESTATE, INC. HD
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This sharply renovated 7-room home offers instant old-house gratification. It has spacious rooms, a bright kitchen, three Bedrooms/1.5 Baths. Major (and costly) work completed within the past four years includes central air, gas furnace, new windows, roof, refinished hardwood floors, many built-ins. The sunny backyard features a custom-designed cedar fence and garden shed to ensure privacy. Tree-lined Cold Water Street is in the Historic District of the Hamlet of Hillsdale. Minutes away from fine dining, the best farm markets, shopping, skiing, hiking, and cultural events in Columbia County and the Berkshires. 15 min to Great Barrington, 25 min Hudson, 2 hrs NYC.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,486
Status:
Active
MLS#:
201716232
Type:
Single Family
Lot size:
0.65 Acres
Year built:
1930
Courtesy: VantagePoint Realty
View additional info

Historic Cape conveniently located for easy access to Tanglewood and other points of interest in the Berkshires, the capital district, as well as skiing at Catamount, Jiminy and the Catskills. About 2 hours from Manhattan. This home enjoys hardwood floors and ceramic tile through out. A new roof and water heater rounds out the list of amenities for this home.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
2951040
Type:
Single Family
Lot size:
11 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate
View additional info

Secluded Country Home In Bucolic Columbia County In Hillsdale, Ny. House Features 4 Bds & 2 Full Baths Incl Marble Bath W/ Jacuzzi, Open Layout For Kitchen, Lr & Dining Area. Lower Level Living Space Has Cedar Paneled Walls & Terra Cotta Floors For Maintenance Free Living. Skylights Flood Home W/ Natural Light. Prof Landscaped, Wrap-Around Deck, Hot Tub & Fresh Water Pond.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,706
Status:
Active
MLS#:
115689
Type:
Single Family
Lot size:
6 Acres
Year built:
2007
Courtesy: Berkshire Property Agents
View additional info

COPPER HOUSE is a modern home on six wooden yet light-filled acres off a dirt road in Hillsdale. Built with the upmost attention to the sun as it changes the mood of each room throughout the day; this home offers a wonderful marriage of nature and the modern box. The galley kitchen, dining room, and the guest room all enjoy sawtoothed skylights affording the passage of time and light. The main floor has a 30' wall of shelves separating the kitchen, dining room, and living room from the main hall. Two guest rooms, two full bathrooms, and an office complete the first floor. Lovely master suite takes over most of the second floor with additional bedroom and more office/play space.

Beds:
3
Baths:
1 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
362602
Type:
Farm
Lot size:
119 Acres
Year built:
1930
A broker reciprocity listing Courtesy: R. FERRIS REAL ESTATE LG
View additional info

Active farm located on Yonderview Road, one of the most scenic roads in Columbia County! Currently rented to a neighboring farm (Berkshire Dairy). Buildings on property: small home in extremely poor condition, not habitable, former Dairy Barn, Pole Barn, silo. Terrific views from many locations, extensive road frontage. Excellent multiple building sites for your new dream home!! Less than 1 mile to Hillsdale Village, 2 miles to Catamount Ski Resort, 9 miles to Great Barrington and 22 miles to Tanglewood.

Beds:
3
Baths:
1 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
362311
Type:
Single Family
Lot size:
9.9 Acres
Year built:
1860
A broker reciprocity listing Courtesy: GARY DiMAURO REAL ESTATE, INC. HD
View additional info

Cross the old mill stone into a home with a sense of history. Original wide plank floors, fireplaces, exposed beams. Renovated kitchen with custom cabinetry, granite counters, farm sink and cozy breakfast room. Formal dining room, family Great Room, Danish Morso wood stove, downstairs bedroom and bath. Deck for enjoying pastoral relaxation; Roeliffe Jansen Kill frontage including a beach, swimming hole across from Big Rock. Village of Hillsdale, offers CrossRoads Food Shop, the Village Scoop, an artisanal ice cream parlor, farmers market. Minutes from skiing at Catamount or Ski Butternut, hiking. Location allows both Berkshire and Hudson cultural life. Convenient to all transportation, NYC & Boston 2.25 hours;

Beds:
3
Baths:
2.00
Sq.Ft.:
2,246
Status:
Active
MLS#:
115278
Type:
Single Family
Lot size:
9.9 Acres
Year built:
1860
Courtesy: Gary DiMauro Real Estate, Inc.
View additional info

Cross the old mill stone into a home with a sense of history. Original wide plank floors, fireplaces, exposed beams. Renovated kitchen with custom cabinetry, granite counters, farm sink and cozy breakfast room. Formal dining room, family Great Room, Danish Morso wood stove, downstairs bedroom and bath. Deck for enjoying pastoral relaxation; Roeliffe Jansen Kill frontage including a beach, swimming hole across from Big Rock. Village of Hillsdale, offers CrossRoads Food Shop, the Village Scoop, an artisanal ice cream parlor, farmers market. Minutes from skiing at Catamount or Ski Butternut, hiking. Location allows both Berkshire and Hudson cultural life. Convenient to all transportation, NYC & Boston 2.25 hours;

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
361999
Type:
Single Family
Lot size:
7 Acres
Year built:
1978
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. ML
View additional info

Marvelous 3 bedroom, 2.5 bath home located on a scenic country road, perfectly situated between Great Barrington and Hudson. Totally updated, the 2 level home on 7 Acres enjoys a mix of level useable land surrounded by lush vegetation and woods. An open floor plan w/indoor-outdoor living flows seamlessly to a rear deck overlooking IG pool and cabana w/Sauna. Enter the charming, ample front porch, to a large double height foyer and upstairs to the main floor which includes Great Room w/vaulted ceiling and gas fireplace and encompasses the living room, dining area, and expansive new kitchen w/seasonal views of Catamount's winter snowmaking. A hallway off the LR graciously separates living space from guest bath and large master suite w/bath and 2 large closets. Lower level hosts 2 bedrooms, media room, half bath, laundry room and large storage room and provides convenient ground level access to pool area and 2 car garage. Separate barn w/loft could be converted to studio space.Beautiful property and setting. Great house for entertaining. House, pool, sauna and barn all in excellent condition. In-ground pool, brand new liner w/25 year warranty.

Beds:
4
Baths:
7.00
Sq.Ft.:
7,163
Status:
Active
MLS#:
115266
Type:
Single Family
Lot size:
59.33 Acres
Year built:
1943
Courtesy: William Pitt Sotheby's
View additional info

Breezy Hill Farm - An expansive Columbia County estate compound with stunning western views. Comprised of nearly 60 acres, this once-in-a-lifetime property has had only three owners in its history, passing through the hands of the Livingston family, a NY Supreme Court justice and Wall Street & advertising legend. Situated on both sides of coveted Breezy Hill Road and reaching towards the peak of Catamount Ski Area on the Massachusetts border, the property encompasses acres of open meadows, woodlands, walking trails and swimming pond. Anchored by the 4-bedroom, 5-bath house with indoor pool and views from nearly every room, the property also features a 1-bedroom caretaker / guest cottage, greenhouse, attached & detached garages and perennial gardens. Offering endless possibilities for expansion and re-invention, Breezy Hill Farm inspires creativity and refreshes the soul in every sense and season.

Beds:
6
Baths:
6.00
Sq.Ft.:
2,517
Status:
Active
MLS#:
114997
Type:
Single Family
Lot size:
3.02 Acres
Year built:
1910
Courtesy: Columbia County RE Specialist
View additional info

Major Price Reduction ~ Three Story 100 year old beautiful Colonial on 3+ acres with large pines & perennial gardens, hardwood floors, original windows and molding throughout. (Six bedrooms/six bathrooms in total) 4 Bedrooms with private bath on 2nd floor PLUS two 2 room suites with 1/2 bath on 3rd floor, Living room with wood burning fireplace, large sunny dining room, office area off kitchen; large enclosed sun porch, 4 zoned baseboard heating, full basement. Previously a Bed and Breakfast. Four heating zones. Motivated Seller.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,774
Status:
Active
MLS#:
114976
Type:
Single Family
Lot size:
12.7 Acres
Year built:
2003
Courtesy: Berkshire Property Agents
View additional info

Private Colonial with views, heated, In-ground pool and sweeping lawn on nearly 13 acres adjacent to protected land. Convenient to all major attractions, this comfortable home boasts a large kitchen with stainless appliances and granite countertops and 2 separate living spaces, one with a gas fireplace. The ground-floor master is large, and features an ensuite bathroom with glass enclosed shower and a deep soaking tub. A mud/laundry room is located next to the entrance to 2 car attached garage. Upstairs are 2 more bedrooms each with their own bathroom. A large study/media space is situated between the 2 bedrooms. 5 minutes to Hillsdale center, 5 minutes to Catamount Ski ,12 minutes to downtown Great Barrington and close to all state parks, incredible road biking and hiking. This home has it all!

Beds:
4
Baths:
4.00
Sq.Ft.:
4,500
Status:
Active
MLS#:
114885
Type:
Single Family
Lot size:
751 Acres
Year built:
1850
Courtesy: Houlihan Lawrence, Inc.
View additional info

The farm of dreams. Astonishing array of terrain surrounds some of the Hudson Valley's best farm acreage with fenced pastures, ponds, hay fields and arable cropland. A total of over 750 acres on 4 tax lots includes huge Toppel Pond, two barn complexes, a caretaker's house, a post and beam carriage house with two fireplaces ready for conversion to stunning guest house, main barn house with two story living room and floor to ceiling stone fireplace, plus 5BR guest house, tennis court and pool. High building site with western mountain and distant valley views. Woodland trails to the headwaters of the Roe Jan Creek. Hidden pastures, abundant wildlife, everything you want in a Hudson Valley farm. Also available on 350 acres at $3.25M or 180 acres at $1.85M, subject to subdivision.

Beds:
4
Baths:
3 Full
Sq.Ft.:
n/a
Status:
Active
MLS#:
361076
Type:
Farm
Lot size:
180 Acres
Year built:
1850
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. ML
View additional info

On approximately 180 acres overlooking Topper pond. Converted barn, woodlands, hidden pastures. A recreational family estate.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
n/a
Status:
Active
MLS#:
361077
Type:
Farm
Lot size:
350 Acres
Year built:
1850
A broker reciprocity listing Courtesy: HOULIHAN LAWRENCE INC. ML
View additional info

The farm of dreams. Rolling fence pastures, ancient woods, cropland and a Catskill view available from a high building site overlooking your domain, or renovate the carriage house to create a charming home with lovely views and two fireplaces. Caretaker's house, horse barn, equipment barn, older post and beam barn, and heated workshop, plus additional outbuildings. Ready to farm today, currently used for cattle, horses, hay, and crops.

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Seth Lesselbaum, License 10311205439, Xome Inc., License 10991218761, seth.lesselbaum@xome.com, 844-400-XOME (9663), 6 Mill Pond Lane, East Moriches NY 11940

© 2017 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended.

IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate by the MLS.
Seth Lesselbaum License # 10311205439 Xome Inc. License # 10991218761 seth.lesselbaum@xome.com 844-400-XOME (9663) 6 Mill Pond lane East Moriches NY 11940

The data relating to real estate for sale or lease on this web site comes in part from the MHMLS. Real estate listings held by brokerage firms other than this broker', Realtors are marked with the MHMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. The information appearing herein has not been verified by the Mid-Hudson Multiple Listing Service, Inc. or by any individual(s) who may be affiliated with said entity, all of whom hereby collectively and severally disclaim any and all responsibility for the accuracy of the information appearing at this web site, at any time or from time to time. All such information should be independently verified by the recipient of such data. This data is not warranted for any purpose. Any use of search facilities other than by a consumer seeking to purchase or lease real estate is prohibited Copyright 2017 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.

Seth Lesselbaum License # 10311205439 Xome Inc. License # 10991218761 seth.lesselbaum@xome.com 844-400-XOME (9663) 6 Mill Pond lane East Moriches NY 11940

The data relating to real estate for sale or lease on this web site comes in part from HGMLS. Real estate listings held by brokerage firms other than Xome are marked with the HGMLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2017 Hudson Gateway Multiple Listing Service, Inc. AND Hudson Gateway Association of REALTORS, Inc.. All rights reserved.

Seth Lesselbaum License # 10311205439 Xome Inc. License # 10991218761 seth.lesselbaum@xome.com 844-400-XOME (9663) 6 Mill Pond lane East Moriches NY 11940

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Multiple Listing Service of Long Island, Inc. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.
Information Copyright 2017, Multiple Listing Service of Long Island, Inc. All Rights Reserved.

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