Hillsdale, NY Real Estate — Homes For Sale in Hillsdale, NY

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$2,850,000
$10,871/mo
Monthly Payment:
$10,871
Principal & Interest:
$10,871
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $570,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
3bed 3bath 3,000sq ft $950 / sq ft SFR
Lot Size45.0acre Built1971 On Site6days
Peace & quiet at Windy Hill. This 45 acre estate abuts the Audubon Wildlife Sanctuary and offers total privacy and protection. The main house offers 4 bedrooms, 3 bathrooms,... more
Peace & quiet at Windy Hill. This 45 acre estate abuts the Audubon Wildlife Sanctuary and offers total privacy and protection. The main house offers 4 bedrooms, 3 bathrooms, open plan kitchen/living room with a two way fireplace and french doors leading to the front porch and rear patio, den, and dining room with custom cabinetry. The master suite has a gas fireplace, walk in closet, stand alone tub and steam shower. The charming guest house has a fireplace, sauna, fully equipped kitchen and overlooks the large gunite heated pool surrounded by a blue stone patio. There are mature gardens throughout, two wildflower meadows, a pond, two fire pits and sweeping views all the way to the Catskills. less
Listing Provided Courtesy of HUNT ERA
Popularity N/A
We show you every available listing. Here's how
$129,000
$492/mo
Monthly Payment:
$492
Principal & Interest:
$492
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $25,800 down)
Hillsdale, NY 12529
Taconic Hills Central School District
3bed 1bath 1,598sq ft $81 / sq ft SFR
Lot Size20,473sq ft Built1885 On Site14days
A charming early home located in an early Columbia County Farming settlement. Walk to Hawthorne Valley School and Hawthorne Valley Farm Store.
A charming early home located in an early Columbia County Farming settlement. Walk to Hawthorne Valley School and Hawthorne Valley Farm Store. less
Listing Provided Courtesy of RED APPLE REALTY
Popularity
$425,000
$1,621/mo
Monthly Payment:
$1,621
Principal & Interest:
$1,621
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $85,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
N/Asq ft N/A / sq ft LND
Lot Size40.9acre BuiltN/A On Site18days
40+ acre estate parcel with spectacular views of Catskills and valley below. Two building sites--one at the top and a second in a flat meadow. This property is located in an... more
40+ acre estate parcel with spectacular views of Catskills and valley below. Two building sites--one at the top and a second in a flat meadow. This property is located in an area of fine homes just minutes from the Hawthorne Valley Farm Store and Taconic Parkway. Easy drive to Hudson, Chatham, Great Barrington, skiing, and restaurants. Two hours from Manhattan. less
Listing Provided Courtesy of STONE HOUSE PROPERTIES, LLC
Popularity N/A
$995,000
$3,795/mo
Monthly Payment:
$3,795
Principal & Interest:
$3,795
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $199,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
N/Asq ft N/A / sq ft LND
Lot Size25.1acre BuiltN/A On Site26days
Knock out site with forever views! 25 acres in hillsdale with magnificent views of the berkshire hills. Approved lot is perfect for a country estate. The land is surveyed with... more
Knock out site with forever views! 25 acres in hillsdale with magnificent views of the berkshire hills. Approved lot is perfect for a country estate. The land is surveyed with driveway & septic design. 3 minutes to catamount skiing, 15 minutes to the taconic parkway & downtown great barrington. On the hillsdale/egremont border, close to all berkshire attractions. Additional land is available. less
Listing Provided Courtesy of WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
Popularity
$205,000
$782/mo
Monthly Payment:
$782
Principal & Interest:
$782
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $41,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
N/Asq ft N/A / sq ft LND
Lot Size15.0acre BuiltN/A On Site28days
Amazing Grace. How Sweet the Views! Stunning views down the Taconic Range and adjacent to the historic Knox Trail. BOHA. Great central location to the Berkshires, Chatham,... more
Amazing Grace. How Sweet the Views! Stunning views down the Taconic Range and adjacent to the historic Knox Trail. BOHA. Great central location to the Berkshires, Chatham, Millerton and Hudson. About 15 - 20 minutes to Great Barrington, MA. Tanglewood is about 1/2 hour away. BOHA. Great place to see the sunset. less
Listing Provided Courtesy of COPAKE LAKE REALTY CORP.
Popularity N/A
$195,000
$743/mo
Monthly Payment:
$743
Principal & Interest:
$743
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $39,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
N/Asq ft N/A / sq ft LND
Lot Size15.8acre BuiltN/A On Site28days
15.8 private acres over looking large swim pond with soft view. Beautiful trees and old stone walls. Backs up to the stone wall lined Knox Trail. Conveniently located two hours... more
15.8 private acres over looking large swim pond with soft view. Beautiful trees and old stone walls. Backs up to the stone wall lined Knox Trail. Conveniently located two hours to NYC and minutes from all Berkshire amenities. less
Listing Provided Courtesy of STONE HOUSE PROPERTIES, LLC
Popularity
$549,000
$2,094/mo
Monthly Payment:
$2,094
Principal & Interest:
$2,094
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $109,800 down)
Hillsdale, NY
N/Asq ft N/A / sq ft LND
Lot Size41.3acre BuiltN/A On Site28days
Enter this property from the end of a dead end road up a long private drive, past a potential pond site to the building site with amazing views of the Berkshires and Catamount.... more
Enter this property from the end of a dead end road up a long private drive, past a potential pond site to the building site with amazing views of the Berkshires and Catamount. Totally private ready for your dream home. less
Listing Provided Courtesy of STONE HOUSE PROPERTIES, LLC
Popularity
$105,000
$400/mo
Monthly Payment:
$400
Principal & Interest:
$400
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $21,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
N/Asq ft N/A / sq ft LND
Lot Size9.2acre BuiltN/A On Site28days
Farmer & The Cow Man. A unique opportunity to own 9 acres within walking distance to the Hillsdale Hamlet. Decades ago, this property may have been used for grazing. Offers many... more
Farmer & The Cow Man. A unique opportunity to own 9 acres within walking distance to the Hillsdale Hamlet. Decades ago, this property may have been used for grazing. Offers many possibilities with several mountain view sites, hardwoods and pond site. Adjacent to protected land. Over 300' of road frontage. Priced to sell. less
Listing Provided Courtesy of COPAKE LAKE REALTY CORP.
Popularity
$229,000
$873/mo
Monthly Payment:
$873
Principal & Interest:
$873
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $45,800 down)
Hillsdale, NY 12529
Taconic Hills Central School District
4bed 2bath 1,849sq ft $124 / sq ft SFR
Lot Size3.0acre Built1940 On Site28days
Mature trees border this 4 bdrm, 2 bth home on 3 private acres in the middle of the beautiful bustling, Hillsdale Hamlet. Newly renovated kitchen & baths, plus a new duckless... more
Mature trees border this 4 bdrm, 2 bth home on 3 private acres in the middle of the beautiful bustling, Hillsdale Hamlet. Newly renovated kitchen & baths, plus a new duckless cooling/heating system. House has two new 1000 gals septic tanks. Home is structurally sound and has been lovingly maintained. The 2-car detached garage has a 2 story studio with a wood stove. Potential unlimited for this extra space. Private but not isolated. less
Listing Provided Courtesy of BARNS & FARMS REALTY LLC - ANCRAM
Popularity
$158,000
$602/mo
Monthly Payment:
$602
Principal & Interest:
$602
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $31,600 down)
Hillsdale, NY 12529
Taconic Hills Central School District
2bed 1bath 805sq ft $196 / sq ft SFR
Lot Size4,356sq ft Built1933 On Site28days
Welcome to Hillsdale, as quoted in the NY Times, a New York gateway to the Berkshire's, an insider's secret. Here is your opportunity to own an adorable Arts and Craft home... more
Welcome to Hillsdale, as quoted in the NY Times, a New York gateway to the Berkshire's, an insider's secret. Here is your opportunity to own an adorable Arts and Craft home nestled in the Hamlet of Hillsdale. This home offers a perfect use of space and low maintenance which includes a Pacific Energy Wood Stove. The new owners will enjoy all the updates including siding, roof, heating system, and whole house generator ready transfer switch. Inside includes updated kitchen and floors. The one car attached garage has been expanded and renovated along with a 6 inch concrete floor and new apron. Turn the key and move into your country home. 25 minutes to Historic Hudson, Warren Street, and the Amtrak Station, walking distance to restaurants, shops and boutiques, and 1 1/2 miles to MA and Catamount Ski Area. less
Listing Provided Courtesy of DAVALA REAL ESTATE
Popularity
$280,000
$1,068/mo
Monthly Payment:
$1,068
Principal & Interest:
$1,068
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $56,000 down)
Hillsdale, NY 12529
Taconic Hills Central School District
1bed 1bath 1,000sq ft $280 / sq ft SFR
Lot Size9.0acre Built1981 On Site28days
Get-away-from-it-all Leave your cares and stuff behind and enjoy this warm and inviting 1, 000 square foot log cabin. Located on a quiet dead end road. House includes 3 lots for... more
Get-away-from-it-all Leave your cares and stuff behind and enjoy this warm and inviting 1, 000 square foot log cabin. Located on a quiet dead end road. House includes 3 lots for a total of 9 acres. Three heat sources and beautiful woodwork. Priced as fully furnished. less
Listing Provided Courtesy of BERKSHIRE HATHAWAY HOMESERVICES, BLAKE REALTORS
Popularity
$299,000
$1,140/mo
Monthly Payment:
$1,140
Principal & Interest:
$1,140
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $59,800 down)
Hillsdale, NY 12529
Taconic Hills Central School District
5bed 6bath 3,505sq ft $85 / sq ft SFR
Lot Size4.1acre Built1811 On Site28days
Circa 1811 on 4 beautiful acres. A great project with a great upside. Incredible opportunity. This fixer-upper has lovely southwest views. Great location on the Hillsdale/Alford... more
Circa 1811 on 4 beautiful acres. A great project with a great upside. Incredible opportunity. This fixer-upper has lovely southwest views. Great location on the Hillsdale/Alford border. 6 miles to Catamount for skiing, 5 miles to Hillsdale, 10 miles into Great Barrington. The tax assessors have this property valued at $769, 000. There is terrific potential here! Note: this property is also known as Lot 1 of 184 Overlook Drive. less
Listing Provided Courtesy of STONE HOUSE PROPERTIES, LLC
Popularity N/A
$449,750
$1,715/mo
Monthly Payment:
$1,715
Principal & Interest:
$1,715
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $89,950 down)
Hillsdale, NY 12529
Taconic Hills Central School District
5bed 6bath 3,300sq ft $136 / sq ft SFR
Lot Size5.2acre Built1990 On Site28days
Exceptional home featuring 3, 300 sqft in one sprawling level plus bonus lower level strictly for fun incl kitchenette, built-in dance floor, HEATED INDOOR GUNITE POOL, HOT TUB,... more
Exceptional home featuring 3, 300 sqft in one sprawling level plus bonus lower level strictly for fun incl kitchenette, built-in dance floor, HEATED INDOOR GUNITE POOL, HOT TUB, pellet stove & walkout to fabulously large deck w/views as far as Gt Barrington. 5BRS incl choice of 3 Mstr Stes, 6BA, office, chef kitch w/ample storage & priv breakfast nook or choose the formal DR. Voluminous LR w/vaulted ceil, FP w/pellet stove insert & WALL OF GLASS overlooking views. Delightful home at end of winding driveway ready to host your family & friends for a moment, a dinner, overnight or over a weekend - your own private B&B WITH YEAR-ROUND POOL. Attached garage incl overhead storage w/drop-down stairs. Treat yourself and come peek at this truly lovely home located off one of the county's most scenic lanes minutes to Catamount and Gt. Barrington. less
Listing Provided Courtesy of PREFERRED COUNTRY PROPERTIES
Popularity N/A
$115,000
$438/mo
Monthly Payment:
$438
Principal & Interest:
$438
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $23,000 down)
N/Asq ft N/A / sq ft LND
Lot Size9.5acre BuiltN/A On Site28days
Hillsdale 9 Acres Wooded With Views. This is a great wooded building lot on a quiet road with views of the adjoining farm, Ready to go: driveway is in and board of health has... more
Hillsdale 9 Acres Wooded With Views. This is a great wooded building lot on a quiet road with views of the adjoining farm, Ready to go: driveway is in and board of health has been obtained. less
Listing Provided Courtesy of BARNS & FARMS REALTY LLC - ANCRAM
Popularity
$279,000
$1,064/mo
Monthly Payment:
$1,064
Principal & Interest:
$1,064
HOA Dues:
$0
(Based on a 30 year fixed loan at 3.99% with $55,800 down)
Hillsdale, NY 12529
Taconic Hills Central School District
2,500sq ft $112 / sq ft MFR
Lot Size4.0acre Built1980 On Site28days
Great deal- former school district head quarters on 4 acres 40k+ rent roll.5-6 units Renters pay all utilities. Broker is owner will consider owner financing, roof and septic... more
Great deal- former school district head quarters on 4 acres 40k+ rent roll.5-6 units Renters pay all utilities. Broker is owner will consider owner financing, roof and septic recently upgraded. less
Listing Provided Courtesy of BARNS & FARMS REALTY LLC - ANCRAM
Popularity
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Data last updated: Saturday, February 6, 2016 at 5:19 PM. Properties in listings may have been sold or may no longer be available.