Hillsdale NY Real Estate & Homes for Sale
The median home value in Hillsdale, NY is $437,500.
the county median home value of $228,800.
The national median home value is $219,700.
The average price of homes sold in Hillsdale, NY is $437,500.
Approximately 41.09% of Hillsdale homes are owned,
compared to 14.57% rented, while
44.35% 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!
Get out & Enjoy the great outdoors!Enter the property through split rail fencing, over the seasonal stream.A sweet cottage set privately on 8.5 acres. This is not your grandma's house.Amazing outdoor space. Step inside and be pleasantly surprised by the updated space. Modern design. New windows. Fresh paint. Inside or out, sit back, relax, breathe. This IS the country escape you have been looking for!Close to outdoor & cultural activities.An easy commute from NY, Brooklyn or Boston.
Rare opportunity to own a stunning, modern, hilltop retreat with one of the most breathtaking Hudson Valley views in the area. Perfectly sited, this 1970's modern was meticulously renovated to create a warm and inviting home, perfect for entertaining.Wrapped-in-glass, the main level is open plan living at its best - a spectacular chef's kitchen, dining, and living room all open onto a generous deck and panoramic views. Relax in the well-appointed owner's suite w/ outdoor shower.The lower level provides privacy for you and your guests and includes two bedrooms, a full bath, media lounge area, private deck and gym. Entertain poolside in the stylish pool house, which features a kitchen, bath & outdoor shower. A separate HVAC system also makes it an option for additional guest quarters.Mature, lush landscaping envelopes the property, creating a sense of privacy, exceptional beauty and seclusion.Watch the weather roll in. Soak up the sunsets.You'll feel like you're on vacation.
Italianate Style Farmhouse ~ Gorgeous period home with country kitchen, enclosed side porch off kitchen, rocking chair front porch, library/office, 2.5 baths, home built around 1840. The large additional family room in front has a separate entrance, which could be used as a business space, additional features are 9' ceilings in most of the rooms, 7 foot windows, Classic staircase leading to the spacious upper level with 3+ (2 rooms downstairs could easily be bedroom) large bedrooms and two + baths. On over an acre just outside the Hamlet of Hillsdale. Walking distance to the post office, grocery store, Roe Jan Brewery, Hillsdale House restaurant etc. .94 acres in Hillsdale & .32 acres in Copake.** 3 bedrooms, not 4 on tax records ** Piano stays with house 🙂** Home sold as is'
Grandma's house, with some wonderful up-grades! Sleek kitchen, well proportioned dining room and a large, light filled living room with fireplace. Well designed bathrooms and two large bedrooms. Lovely views from the front steps and plenty of room to run around on your two acres. An easy stroll into Hillsdale and only about a half hour to either Great Barrington or Hudson. A perfect weekend getaway. House sold 'as is'.
The Wheeler House ~ Circa 1850 Side Hall Colonial is defined by its stunning details and is one of Hillsdale's most iconic properties. It features three (could be four) bedrooms, two baths, a dining room, living room, den, enclosed front porch and spacious kitchen absolutely filled with natural light. The home is surrounded by spectacular grounds including 100-year old maples, more than a dozen flowerbeds, an outdoor fireplace, large vegetable garden and an extraordinarily site for an in-ground pool. It also offers a fully converted barn which will serve as a beautiful studio or home office space overlooking the beautiful grounds, stately age-old maples and the cattle grazing at the quiet farm beyond. This classic property has been exquisitely cared for by the current owner and it's sale now marks a rare opportunity. If owning a piece of local history is important to you this is the opportunity you've been waiting for. Unique properties like this don't present themselves often.
Sweet modern cottage just outside the town of Hillsdale - perfect for year round living or seasonal occupancy. Downstairs you will find a living room with a welcoming fireplace, a sun-filled dining room, and a den with bathroom en suite that doubles as the perfect guest room. Upstairs is a nicely-designed private primary suite with large bath and separate dressing / sitting room. As an added bonus, there's also a 2-level newly-renovated barn with compost toilet on the property that can serve as artist / writer studio, home office, or personal yoga / meditation retreat space. All this and an easy, quick drive to either Hudson or Great Barrington. Catamount, Crossroads, Roe Jan Brewery, and abundant hiking and biking are all in your backyard.
Lovingly crafted and preserved, the historic 1824 Quincy Johnson farmhouse sits on a tree-lined parcel a short walk from the hamlet of Hillsdale.The expansive home's main gathering room has been renovated to expose the original hearth and beams. A sun-filled addition sits above the attached garage and provides an additional living space, with a panorama of windows and mid century fireplace. A second addition serves as the main bedroom with cathedral ceiling, en suite bath, and access to the patio and grounds. Three additional bedrooms and multiple desk-sized nooks allow for family gatherings or a tranquil live-work space. A dry basement offers laundry and ample storage. The plot includes stone walls, gazebo, and a 102-foot Norway Spruce, all sheltered with the trees by hedges and a privacy fence. Steps away are scenic hills of working farmland and early American cemeteries. The farmhouse is considered architecturally significant and is on the State Registry of Historic homes.
Welcome to the Stephen Bristol House and Cabinet Making Shop circa 1830. In 1870 Flavia Bristol, one of Hillsdale's most prominent benefactors, inherited the property and made it her home until 1918. The 3 bedroom Greek Revival style home has had numerous additions and updates over the years and is now a generous sized home with classic style and many original features. Downstairs you'll find a nice size kitchen/dining room, large living room, private screened porch and totally unique Great Room with wrap-around balcony used as art studio(s). Outside, the house is surrounded by bamboo plantings, beautiful perennial gardens, a stonewall and undisturbed natural area. You will also enjoy the wonderfully restored barn that maintains all of its original charm and function. Don't miss this unique opportunity to own a rich part of Hillsdale's history as this magnificent property nears its 200th anniversary.
Far View is a gorgeous property with all the attributes you would expect from an elegant country estate. A rare opportunity to acquire a distinctive retreat on 14 acres looking west with iconic mountain vistas proximate to Hudson and the Berkshires. . The house has been architecturally renovated for comfort and luxury. Beautifully sited, the house is reached by a drive framed by original stone walls and perennial plantings. High on a hill the luxurious 3 bedroom home overlooks a pond. Recently architecturally updated to the highest caliber with added chef's kitchen, open plan dining and living area, and library, offers today's lifestyle at its very best. Light and sunny views from every window as well as from the garden terrace outside. .Other amenities include laundry room with ample storage and separate entries. Surrounding areas offer history, farm markets, skiing, and hiking. It's simply perfect for a buyer seeking safety, security, and supremely elegant and comfortable country life.
15 mins from Catamount Ski Resort, 1.5 hr from NYC, 5 mins to Copake Lake where you can enjoy water skiing, fishing, boating, and a round of golf at the Copake Country Club. Great for Airb&b. The estate features about 18 level acres, heated salt water in-ground pool, a very large pond, 3 bedrooms, 2 remodeled full bathrooms, a remodeled kitchen, large mahogany deck that adds extra living space/sq ft during the warmer months, birch interior floors. Updated: electric wiring, plumbing, insulation, and generator.
If you are in the market for a home that checks every single box, this is it! Gorgeous 17 years young ranch in an outstanding location. Just outside the Mass/NY border! Within minutes from skiing, cultural events and hiking! Home features elegant finishes throughout such as Oak H/W floors, gorgeous maple cabinetry(soft close),sleek granite countertops & Italian Marble, just to name a few! Nearly 1800 Sq ft on the main level with 3 bedrooms, 2 full baths which include a very desirable master en suite. Full finished/walk out basement which features the most perfect game room/family room for entertainment. Exterior wise, this home hits the nail right on the head with the 30x40 pole barn that has endless possibilities. All of this on a picturesque 3.05 Acres! Schedule your showing today!
Sensational private country manor estate. Travel down a 3/4-mile approach to a secluded retreat sited on 129.5 acres surrounded by mature birches, maple and pines overlooks one of two natural ponds. The house meticulously restored by well-known artist vision shines throughout. The home consists of 6 bedrooms, 6 baths, large gourmet kitchen, dining room and library with fireplace. Separate and private master suite is perched on upper level overlooking a three-story dramatic living room with two wood burning fireplaces. Each guest bedroom with en suite bathrooms. Separate guest quarters, caretaker quarters below with separate rear entrance. The estate blends seamlessly with the wooded environs creating indoor/outdoor living with its numerous landscaped terraces enjoy the swimming pond complete with a floating deck. Your four-season safe haven. Only 20 minutes to Hudson or Great Barrington. This spectacular country estate is one of a kind and truly an opportunity not to be missed!
Sitting atop 100 tranquil acres consisting of fields, woods and expansive views, the home was built in 2006, is 7000+/- sqft, with 5 bedroom and 5 bath has everything one could want in either a full time residence or get away retreat. Miles of trails encompass the property perfect for hiking, biking or ATV's. Tennis court, treehouse, Basketball court, and large patio surround a nearly 3 acre spring fed swimming pond. Inside one will find the kitchen with top of the line appliances and informal dining area. Library and sitting room parallel each other on either side of the first floor with a billiard room and exterior doors leading to the patio located in the north west corner. The second floor is accessed from the central hall with two bedrooms sharing a full bath on one end and primary bedroom complete with bath and balcony on the opposite end. The lower level offers a game room with bar area, two additional bedrooms, fitness area, laundry, full bath and media room.
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.
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.
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!
Hoffman Farm is that rare opportunity to own a generational farm in Hillsdale, one of Columbia County's most desirable destinations. The 240 acre property is ideally situated and perfect for a country estate or prime development property 2 hours from NYC, within a short drive of the Capital Region and equidistant between Hudson and the Berkshires. 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. The original farmhouse can be converted to a manager's house or a valuable rental. There are 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. Note: the barn is not suitable for use in current condition.
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