Hillsdale NY Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
2,200
Status:
NEW LISTING
MLS#:
868705
Type:
Single Family
Lot size:
7.3 Acres
Year built:
1968
A broker reciprocity listing Courtesy: Brown Harris Stevens HV LLC 845-871-2700
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ADDITIONAL INFORMATION

Architecture meets nature in Hillsdale. A fully secluded getaway at the end of a private dead-end road on 7.3 pristine acres. This sunny 3-bedroom, 2-1/2 bath house is inspired by Scandinavian design and features 3 outdoor decks, with views of a spring-fed stream, a crystal clear pond, and deep green woodlands. Central AC for summer days and a wood stove for snowy nights. An ideal layout for working from home and for guests, this well-maintained house includes a ground-level walkout room which would be ideal for a studio or for entertaining. Reimagined by a fashion editor and creative director, 10 minutes from Great Barrington and 7 minutes to the Catamount Ski Resort, this property is situated between the Berkshires and the City of Hudson, with endless shopping, food and cultural destinations.

Open House:

Saturday, 6/21 12:00-2:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,248
Status:
Active
MLS#:
877180
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1973
A broker reciprocity listing Courtesy: Anatole House LLC 845-943-4177
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ADDITIONAL INFORMATION

Kick off your flip flops and enjoy lake life. Tucked above Copake Lake in Hillsdale, NY, Lakelight is a freshly renovated chalet with deeded lake access, two sunny decks, and something most lake houses don’t offer: privacy. This isn’t a shoulder-to-shoulder shoreline setup. You’ve got space, trees, light, and breathing room—with the water just two minutes away down a quiet private road. Set on a generous grassy lot, the home balances laid-back simplicity with high-impact style. The main living area is upstairs, soaking in light through big windows and glowing beneath vibey wood ceilings that hit just the right note of rustic-modern. A newly renovated kitchen, updated bathrooms, and easy flow throughout make it a breeze for hosting—or just escaping. Climb the living room ladder to a usable attic space that’s perfect for sleepovers, storage, or solo reading retreats. Outside, your two decks are made for golden hours and lazy mornings—whether you’re sipping coffee, grilling dinner, or sunning like a lizard with a good book. Down in the yard, a firepit area is primed for s’mores, stories, and impromptu dance parties. Deeded lake rights include shared lakefront access just a quick walk away. Morning swims, sunset paddles, and spontaneous boat rides are all on the table—literally, bring your coozies. Under two hours from NYC, Lakelight is perfectly positioned—just 20 minutes from both Hudson and Great Barrington, and 10 minutes from skiing at Catamount. Spend your days exploring beloved local spots like Little Cat Lodge, Roe Jan Brewing, Little Apple Cidery, Zinnia’s Dinette, and Camphill Coffee, then come home to your private hilltop retreat. The location nails it, the amenities deliver, and yes—it’s a make your friends jealous kind of house. Better snag it before they do.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,134
Status:
Active
MLS#:
202518916
Type:
Single Family
Lot size:
27.86 Acres
Year built:
1983
Courtesy: William Pitt Sotheby's Joseph Briggs 917-975-9926
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ADDITIONAL INFORMATION

Beds:
3
Baths:
2.00
Sq.Ft.:
2,134
Status:
Active
MLS#:
872561
Type:
Single Family
Lot size:
27.86 Acres
Year built:
1983
A broker reciprocity listing Courtesy: William Pitt Sothebys Int Rlty 518-392-0244
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ADDITIONAL INFORMATION

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 warm, beautifully modernized log cabin that has been meticulously maintained invites you in with lofted ceilings, rich wood finishes, and abundant light-filled spaces throughout. At the heart of the property is a striking 1,700-square-foot 1850s peg-and-awl barn, relocated from the Adirondacks and reimagined as the ultimate space for entertainment and retreat. Vaulted ceilings, a wet bar with triple sinks, chef-grade outdoor kitchen - complete with four-burner grill, smoker, and sink - and two sleeping lofts create the ideal setting for hosting friends and family in rustic-luxe style. Just beyond the barn, a one-acre, stream-fed swimming pond with floating dock is ringed by manicured lawns, wooded trails, firepits, and multiple dining areas—perfect for starlit evenings and long summer days. A small vineyard of Cabernet Franc and Riesling vines brings a pastoral touch, while a detached garage with a poured-concrete foundation (with included golf cart) makes for easy roaming across the estate. Though completely private, Camp George is ideally situated —just minutes from the beloved Hawthorne Valley Farm Store, and within easy reach of Great Barrington, Chatham, Copake Lake, Hudson, and Hillsdale. Albany International Airport and the Taconic State Parkway offer easy access to New York City (2 hours) and Boston. Additional features include: freshly re-stained log exterior, extensive outdoor lighting, a home generator powering essential systems (heat, kitchen, Wi-Fi, and well pump), and a propane stove in the main kitchen, complemented by a second grill at the barn for large-scale entertaining. Outdoor recreation abounds in every season. Whether you're hosting summer gatherings, enjoying autumn foliage, or skiing nearby at Catamount (10 minutes), Butternut, or Jiminy Peak in the winter, this estate offers a year-round lifestyle that's connected, yet incredibly private. Just 30 minutes from cultural destinations like Tanglewood, Jacob's Pillow, and Art Omi, and close to top private schools, Camp George is more than a home, it is a private retreat, a gathering place, and a legacy property in the making

Beds:
3
Baths:
2.00
Sq.Ft.:
2,134
Status:
Active
MLS#:
20251871
Type:
Single Family
Lot size:
27.86 Acres
Year built:
1983
A broker reciprocity listing Courtesy: William Pitt Sotheby's Int'l 518-392-0244
View additional info

ADDITIONAL INFORMATION

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 warm, beautifully modernized log cabin that has been meticulously maintained invites you in with lofted ceilings, rich wood finishes, and abundant light-filled spaces throughout. At the heart of the property is a striking 1,700-square-foot 1850s peg-and-awl barn, relocated from the Adirondacks and reimagined as the ultimate space for entertainment and retreat. Vaulted ceilings, a wet bar with triple sinks, chef-grade outdoor kitchen - complete with four-burner grill, smoker, and sink - and two sleeping lofts create the ideal setting for hosting friends and family in rustic-luxe style. Just beyond the barn, a one-acre, stream-fed swimming pond with floating dock is ringed by manicured lawns, wooded trails, firepits, and multiple dining areas—perfect for starlit evenings and long summer days. A small vineyard of Cabernet Franc and Riesling vines brings a pastoral touch, while a detached garage with a poured-concrete foundation (with included golf cart) makes for easy roaming across the estate. Though completely private, Camp George is ideally situated —just minutes from the beloved Hawthorne Valley Farm Store, and within easy reach of Great Barrington, Chatham, Copake Lake, Hudson, and Hillsdale. Albany International Airport and the Taconic State Parkway offer easy access to New York City (2 hours) and Boston. Additional features include: freshly re-stained log exterior, extensive outdoor lighting, a home generator powering essential systems (heat, kitchen, Wi-Fi, and well pump), and a propane stove in the main kitchen, complemented by a second grill at the barn for large-scale entertaining. Outdoor recreation abounds in every season. Whether you're hosting summer gatherings, enjoying autumn foliage, or skiing nearby at Catamount (10 minutes), Butternut, or Jiminy Peak in the winter, this estate offers a year-round lifestyle that's connected, yet incredibly private. Just 30 minutes from cultural destinations like Tanglewood, Jacob's Pillow, and Art Omi, and close to top private schools, Camp George is more than a home, it is a private retreat, a gathering place, and a legacy property in the making.

Beds:
4
Baths:
3.50
Sq.Ft.:
3,540
Status:
Active
MLS#:
20251569
Type:
Single Family
Lot size:
9.17 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Compass, Hillsdale 914-327-2777
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ADDITIONAL INFORMATION

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 peace and privacy. Meandering wooden walkways lined with wild blueberry bushes lead you through the landscape to thoughtfully placed outdoor spaces—each designed to inspire reflection and relaxation. Watch the sunset dip below the pond's edge from a west-facing covered walkway or greet the day in the east-facing pond-side pavilion as the rising sunlight dances across the water. The house is warm and welcoming, with 4 spacious bedrooms (plus potential for 2 more) including a large ensuite primary, 3 full baths, and a powder room. There are many options for entertaining with a formal living room with a wood-burning fireplace, dining room, light-filled glass sunroom overlooking the grounds, expansive recreation and game room, and a quiet home office. Ideal for guests or extended family, a fully independent guest suite features its own bedroom, bathroom, living room, and full kitchen—privately tucked away from the main home. Outdoor living is elevated here: gather around the fire pit on a crisp evening or sip cocktails at the covered entertaining bar (complete with changing room and composting toilet). The newly built greenhouse and raised garden beds are perfect for the novice gardener. There's a fenced pasture with a run-in shed/barn ready for livestock or horses, and a striking hand-crafted stone wall with a prominent archway that marks your arrival to this special property. Additional features include a 2-car heated garage, whole-house generator, and easy access to the Taconic State Parkway, just minutes away. Only 15 minutes to Hudson and Amtrak, 25 minutes to the Berkshires and Great Barrington, and 2 scenic hours north of NYC. This is more than a home—it's a soul-soothing retreat where every path, plant, and structure feels thoughtfully placed.

Beds:
3
Baths:
1.50
Sq.Ft.:
1,536
Status:
Active
MLS#:
20251523
Type:
Single Family
Lot size:
0.35 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Copake Lake Realty Corp. 518-325-9741
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ADDITIONAL INFORMATION

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. What is unique is the attached heated workshop. The fenced yard keep animals and/or youngsters safe. This reasonably priced home is here for your consideration. Call for an appointment.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,755
Status:
Active
MLS#:
20251320
Type:
Single Family
Lot size:
21.5 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Compass Greater NY LLC 914-238-0676
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ADDITIONAL INFORMATION

Sited at the highest point in Hillsdale this modern home captures the world around while being incredibly private. Main house has tall ceilings tremendous natural light and doors bringing you outside from every space. Music room on the east side brings in the Berkshire hills with doors out to the breakfast patio. Office with en suite is off the entry. Second floor is the primary suite; everywhere you look you stop to take in the view, large bath with walk-in closet and laundry. The inner courtyard has a heated pool, sunken jacuzzi, outdoor shower, screened porch with fireplace and beautiful perennial gardens. Hidden off the drive is a guest cottage with open living area, bedroom and full bath.

Beds:
6
Baths:
2.00
Sq.Ft.:
2,998
Status:
Active
MLS#:
20251299
Type:
Single Family
Lot size:
1.5 Acres
Year built:
1800
A broker reciprocity listing Courtesy: The Meenagh Group Realty 518-281-5496
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ADDITIONAL INFORMATION

Price reduction. 1800s farm house. Just waiting for some TLC. This property consists of the main farm house. one very large barn. Addtional 3 out building. One of the back building contains an attractive apartment.The property butts up to the Harlem Valley Rail Trail. Walking distant to the Hamlet of Hillsdale. Including the Roe Jan Brewing Co. IGA, The Hillsdale House, The town park. Less then 5 min ride to Catamount. 25 min ride to Hudson NY. 20 min ride to Great Barrington MA.Property is being sold as is.

Beds:
5
Baths:
4.00
Sq.Ft.:
2,834
Status:
Active
MLS#:
861022
Type:
Single Family
Lot size:
0.67 Acres
Year built:
1848
A broker reciprocity listing Courtesy: Rouse + Co Real Estate LLC 845-750-0196
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ADDITIONAL INFORMATION

This stately Greek Revival sits proudly on a generous village lot in the historic Hamlet of Hillsdale. Dating back to c.1848, the home boasts beautiful architectural proportions and details. Pilasters accent the exterior corners of the house and a front- and side-gabled roof add additional grandeur. Arrive via a front porch — running the full width of the facade — framed with Doric columns. The front door, surrounded by two glass sidelights and topped by a transom window, leads into a center-hall / foyer. To the left, a front parlor flows into a generously sized dining room. Elegant moldings encase the windows and doorways. Beyond the dining room, a commodious kitchen with large Viking gas range and double-bowl farmhouse sink entices any gourmand. Two walls of windows allow light to flood the space, and a wood-burning stove adds extra warmth and air of coziness. A large pantry offers ample space for storage and organization. Off the kitchen a four-season sunroom drenched in light contains a gas-burning fireplace and access to the yard. A wet bar, found off the dining room, features a charming booth overlooking a stone patio. A full-length parlor occupies the western side of the house. It features an electric fireplace as well as a fully enclosed nook with another wood-burning stove. A powder room is found tucked behind the parlor’s interior wall. Upstairs five bedrooms and two full baths surround the second-floor landing. The primary bedroom opens to an office space with a third full bath. Outside a large barn contains a hot tub, workshop and abundant storage. The yard is fully fenced and spacious, perfect for letting pets off-leash as well as outdoor entertaining. The home strikes a balance between historic and contemporary, with plenty of room to spread out. Walk to shops, restaurants and grocers located in the Hamlet of Hillsdale. Located 20 minutes to Hudson, 15 minutes to Great Barrington and just minutes to skiing and summer recreation at Catamount Resort, this home is ideally situated for exploring the upstate lifestyle.

Beds:
3
Baths:
2.50
Sq.Ft.:
1,824
Status:
Active
MLS#:
156129
Type:
Single Family
Lot size:
7.8 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Gabel Real Estate 518-392-4975
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ADDITIONAL INFORMATION

Ridge Lane in Hillsdale is the perfect country retreat. Set on 7+ acres on a quiet dead end road. This newly built farmhouse captures the charm and solitude that make Hillsdale so desired. Come in to the mudroom, kick off your shoes and enjoy the space of a real country kitchen. The open living space flows easily to the dining area and living room or out to the deck to enjoy the blue sky. An office and bath round out the first floor. Upstairs there are two more bedrooms that share a full bath and the main suite is bathed in sunlight. A heated barn just off the house provides play space, work space and room for a car or two.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,840
Status:
Active
MLS#:
156669
Type:
Other
Lot size:
5.1 Acres
Year built:
1988
A broker reciprocity listing Courtesy: EXP Realty 888-276-0630
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ADDITIONAL INFORMATION

Tucked away on a quiet, secluded backroad, this striking contemporary home offers the perfect blend of privacy, modern design, and convenience. With three thoughtfully designed levels, the main house features 4 bedrooms and 3 recently updated full bathrooms, providing ample space for both everyday living and entertaining.The top floor is dedicated to the serene primary suite, featuring a spacious bedroom and private bathroom for a true retreat-like experience. On the second (main) floor, you'll find a light-filled kitchen, open dining area, expansive great room, a guest bedroom, and a full bathroom. This level is wrapped in sliding glass doors that open onto a generous wrap-around deckideal for enjoying the peaceful surroundings or hosting outdoor gatherings.The lower level offers a cozy family room with a wood-burning stove, two additional bedrooms, a full bathroom, and a laundry area. This level connects seamlessly to the large mudroom, which links the main house to both the garage and the full garage apartment.The garage apartment provides flexible living space, complete with a full kitchen, bathroom, bedroom, and its own washer/dryer perfect for guests, extended family, or rental opportunities.While beautifully private, the location is highly convenient: just 10 minutes to Great Barrington, MA, 10 minutes to the Hillsdale hamlet, and only 20 minutes to Hudson, NY and the Amtrak station. Whether you're looking for a full-time residence or a peaceful weekend escape, this unique property offers the best of Berkshires and Hudson Valley living.Please note that with the attached garage apartment the home is close to 4,000 sqft for a total of 5 bedrooms and 4 bathrooms on the property.

Beds:
5
Baths:
5.50
Sq.Ft.:
7,200
Status:
Active
MLS#:
155308
Type:
Single Family
Lot size:
129.5 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 518-822-0300
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ADDITIONAL INFORMATION

Where Norman charm meets Hudson Valley splendor, "Dragonfly" stands as a fine example of country living - a rare 130-acre estate that marries grand European sophistication with the pastoral beauty of Claverack. Just twenty minutes from the cultural centers of Hudson and the Berkshires, this property strikes a balance between secluded sanctuary and connected countryside living.A winding private drive leads to the 7,200-square-foot Normandy-style residence with its stately stucco facade. Inside "Dragonfly'', the great room emerges as the heart of this extraordinary home, where soaring ceilings and dramatic walls of glass dissolve the boundary between interior luxury and a wall of white birches and the natural woodlands that lead to the private swimming pond beyond.Twin wood-burning fireplaces anchor this light-drenched gathering space, which flows to outdoor terraces and a dining room that adapts as gracefully to intimate family gatherings as it does to large dinner parties. The chef's kitchen has a professional-grade 48-inch range, generous island, and abundant storage, with a wall of french doors opening to a large terrace for summer gatherings.The primary suite is accessible via a sculptural staircase with a beautiful artisanal, wrought iron railing. The suite features a sitting room, spa-inspired bathroom with dual shower and soaking tub, walk-in closet, and a serene bedroom warmed by a gas fireplace. A private balcony offers a view over the estate's pastoral panorama.Four additional en-suite bedrooms are distributed throughout the residence, ensuring privacy and comfort for family and guests alike. The home's lower level spans the full footprint, including dedicated quarters for a caretaker."Dragonfly" is more than a home; it's a rare mix of architectural grace and a natural landscape that threads through the historic, stone walls to the private swimming pond and dock.For the discerning buyer seeking an extraordinary estate property in one of the Hudson Valley's most coveted locations, this singular offering is worth a visit.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,040
Status:
Active
MLS#:
156495
Type:
Single Family
Lot size:
1 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Copake Lake Realty Corp. 518-325-9741
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ADDITIONAL INFORMATION

Centrally located in Hillsdale, Columbia County, NY. Just about equal distance to Great Barrington, MA and Hudson, NY.This three bedroom, one bathroom, 1,000+ sf home offers a great level yard and a view of your own pond!The area is full of activities such as found at Catamount, the Harlem Valley Rail Trail (nothing motorized), Tanglewood, Copake Country Club, Copake Lake, organic farms, farmer markets and many farm-to-table restaurants.Be it by car (Taconic Parkway, I-90) or by train (Amtrak or Metro-North) this is a very special place to be.

Beds:
2
Baths:
3.50
Sq.Ft.:
1,700
Status:
Active
MLS#:
156872
Type:
Other
Lot size:
4.13 Acres
Year built:
2018
A broker reciprocity listing Courtesy: William Pitt Sotheby's Int'l 518-392-0244
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ADDITIONAL INFORMATION

A Visionary Masterpiece in Columbia County Redefining Country Living. Tucked away on over four serene, wooded acres along one of Columbia County's most coveted roads, this extraordinary 1,700-square-foot contemporary barn home is an architectural work of art a one-of-a-kind residence conceived and crafted by acclaimed designer Angela Patterson. Marrying bold architectural innovation with the tranquil beauty of the natural world, this singular home is a celebration of light, space, and refined rustic elegance. From the moment you arrive, it's clear this is no ordinary home. The striking octagonal form is not only visually stunning but intentionally designed to harmonize with its forested setting, blending modern geometry with pastoral charm. Soaring ceilings topped by a central cupola create a cathedral-like volume that feels both dramatic and grounding. Massive, custom-engineered pivoting picture windows turn each room into a dynamic canvas of nature, bathing the interior in natural light and framing every season in exquisite detail. Inside, the home unfolds in a fluid, open-plan layout that is as ideal for peaceful reflection as it is for stylish entertaining. Radiant-heated polished concrete floors provide warmth and modern sophistication underfoot, while a dramatic, floating propane-fired fireplace becomes a central sculptural element an eye-catching focal point that anchors the living space with effortless style. The open kitchen is a masterclass in both function and form, featuring sleek, top-of-the-line appliances and custom cabinetry that seamlessly flows into the dining and living areas, perfect for gatherings that are both intimate and grand. Two loft-like bedrooms offer tranquil sleeping quarters that echo the home's minimalist luxury, each complemented by spa-like baths crafted in glass and stainless steel for a clean, contemporary feel. Despite its sense of remoteness, the home is just minutes from the charming hamlet of Hillsdale, vibrant Hudson, and the rich cultural offerings of Great Barrington in the nearby Berkshires. Whether you're seeking a stylish full-time sanctuary or an idyllic weekend escape, this home delivers an unparalleled blend of privacy, accessibility, and luxury all just 2.5 hours from both New York City and Boston. For those who crave design without compromise, light without limitation, and a lifestyle defined by beauty, calm, and connection, welcome home.

Beds:
4
Baths:
0.50
Sq.Ft.:
2,280
Status:
Active
MLS#:
156991
Type:
Single Family
Lot size:
1.2 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Rouse + Co Real Estate, LLC 845-750-0196
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ADDITIONAL INFORMATION

Set on a generous 1.2 acre lot along the Agawamuck Creek, this legal 2-family property offers rare potential in a peaceful natural setting. Whether you restore it to a grand single family residence or maintain its multi-unit layout, the structure is partially demoed and ready for renovation. With direct creek frontage and nearby access to Summit Lake/Reservoir, this is a nature lover's dream. Located just min utesz to Hudson, Claverack and Taconic State Parkway, you'll enjoy both privacy and proximity to top dining, culture and outdoor recreation. Create your own dream home - or 2 - in a location that offers tranquility and convenience in equal measure.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,931
Status:
Active
MLS#:
156702
Type:
Single Family
Lot size:
8.3 Acres
Year built:
1973
Courtesy: Compass Greater NY LLC 914-238-0676
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ADDITIONAL INFORMATION

Exceptional Setting - Mountain Views- Well maintained RanchWell 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 and upgrades.. 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 beautifully. Central A/C and a wood burning fireplace provide comfort year-round, and the sunroom is perfect for a library/office. Breezy Hill Rd is one of the most desirable and convenient locations in the Berkshires - 2 miles to Catamount Mtn Resort (skiing), 4 miles to the center of Hillsdale, 9 miles to Great Barrington and 20 miles to Hudson.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,128
Status:
Active
MLS#:
846934
Type:
Single Family
Lot size:
6.9 Acres
Year built:
1942
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
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ADDITIONAL INFORMATION

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, new mechanicals, new plumbing and electric & central air. On the main floor you’ll enter into a tiled mudroom with a half bath. The kitchen is large with quartz countertops, and from the sink you have a lovely view of the ridge line. A peninsula island connects the space to a formal dining room, and the large living room is anchored by a wood burning fireplace. Upstairs there are two guest rooms that share a full bath and a beautiful primary suite with a walk-in closet. The third floor is finished and light filled, a perfect place for an office, play room or additional sleeping quarters. A long covered porch runs the length of the house, a perfect place to take in the east facing view. The shingle style studio is notched into the field, historically a guest house, it has been gutted and work started. The space has endless potential with vaulted ceilings and a woodstove, the interior clad in reclaimed barn wood. Central to both Hudson and Great Barrington, this bucolic country property is just 2h north of NYC.

Beds:
2
Baths:
3.00
Sq.Ft.:
7,656
Status:
Active
MLS#:
155947
Type:
Single Family
Lot size:
0.54 Acres
Year built:
1928
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
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ADDITIONAL INFORMATION

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 occupies a generous 7,656 square-foot footprint (comprising approximately 5,600 square feet over two floors plus an additional 2,800-square-foot basement). Inside, original architectural details abound, from soaring tin ceilings (14 feet on the second floor and 12 feet on the first and approx. 8 feet in the basement) to expansive steel casement windows that bathe the interior in natural light and frame serene views of the surrounding hills.The move-in ready layout features two bedrooms, three bathrooms (one full and two half baths), and a streamlined kitchen that caters to modern living without sacrificing historic character. Zoned for mixed use residential, commercial, and live/work the property sits perfectly between popular local businesses such as Roe Jan Brewing Co, The Hillsdale General Store, Tiny Hearts Flower Shop, and Cook & Larder, offering a delightful walkable lifestyle and instant community for business owners.Ideally located this landmark connects the Catskills to the Berkshires and provides easy access to Rensselaer and Dutchess County, with Hudson, Great Barrington, and Millerton all just a 20-minute drive away. Recognized on the National Register of Historic Places, this exceptional property is a true architectural paragon, a rare upstate gem where the precision and artistry of its original Masonic builders continue to inspire. Truly a once in a lifetime opportunity!

Beds:
7
Baths:
3.00
Sq.Ft.:
2,578
Status:
Active
MLS#:
155707
Type:
Single Family
Lot size:
0.39 Acres
Year built:
1890
Courtesy: Copake Lake Realty Corp. 518-325-9741
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ADDITIONAL INFORMATION

The George and Harriet Sornberger House dates back to the 1870's and is sited among historic homes in Hillsdale, NY. Renovation had started; many original details remain. Last use was a three-unit building, however, it could be restored to a one-family home.Seller financing, including renovation costs, negotiable. Historic Resource Inventory Form attached.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,130
Status:
Active
MLS#:
155657
Type:
Single Family
Lot size:
8.46 Acres
Year built:
2021
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
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ADDITIONAL INFORMATION

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 landscape. In the open kitchen you'll find a Sub-Zero refrigerator and Wolf range, and at the far end of the room is a woodburning fireplace and wet bar. There are four ensuite bedrooms including a beautiful primary suite, all with big views, and downstairs the finished lower level has radiant concrete floors, a sauna and a media room. The systems are top of the line with geothermal heating and cooling. The in-ground pool is heated with a big view, and the pool house has shiplap white walls, concrete floors and two built in queen daybeds. There is a kitchenette and a full bath with a shower. The house is completely private with no neighbors in sight. The two car garage is currently set up as a gym & garage space. Completely turn key, well executed modern luxury just 2h north of NYC.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,344
Status:
Active
MLS#:
H6329385
Type:
Single Family
Lot size:
300.8 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Houlihan Lawrence Inc. 845-677-6161
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ADDITIONAL INFORMATION

Minutes to Great Barrington, this 300 acre wilderness provides waterfalls, stream frontage, pond frontage and something for every outdoor enthusiast. Own your own mountain with trails throughout for hunting, hiking and camping. Build your dream house overlooking a stocked pond and classified trout stream while staying in the 3 bedroom 3 bath caretakers house. The possibilities are endless. Swim all summer in your own pond. Pull a trophy buck in the fall. Hike to the peak and back country ski down in the wintertime. Be the first to catch a trout in your own private trout stream. Additional Information: HeatingFuel:Oil Above Ground,ParkingFeatures:2 Car Detached,

Beds:
2
Baths:
1.00
Sq.Ft.:
1,012
Status:
Active
MLS#:
H6321044
Type:
Single Family
Lot size:
0.08 Acres
Year built:
2021
A broker reciprocity listing Courtesy: BHHS Hudson Valley Properties 845-473-1650
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ADDITIONAL INFORMATION

A Lake house in the country is perfect for those seeking a simple way of life. You'll feel like you're living in a storybook. Watch your story unfold before your eyes. Leona's Country Cottage is not your average cottage. It was architecturally designed and built to last many years to come. A new rebuild from the foundation up between 2020-2021 With all new requirements for efficiency and new code requirement for electrical and plumbing, you're getting one of the best constructed homes on Copake Lake. It's a perfect blend of modern craftmanship and comfort. Regarding value consideration, Copake Lake Real Estate is rarely available in this private community and has no HOA. New builds are selling from 620k to millions. The construction plans, survey and CO are available upon your request. There is direct access to the lake from the cottage. A newly constructed staircase will bring you to your dock. Deeded Right away & lake rights come with your ownership and a shed for storage. Important details: Septic is a 500 Gallen Poly Septic installed in 2011. Propane is owned, Electric is 200amps. 3 Ductless systems -Provides heat and air. Electric Company is NYSET. Yearly cost 1200. COPAKE LAKE Conservatory is a wealth of information. All appliance included in sale. Hudson NY and Great Barrington Ma. is convenient for shopping and more adventures. Have lunch or dinner at the Greens County club and play 18 holes on the well-manicured golf course. Get out the fishing poles, pack your bags its lake time. Note: Part of the front steps up to the house are owned by neighbor to the left. Survey pin near steps angles to metal post. Right away to lake is for multiple people to use as per deed. The dock, shed and lower-level land is owned by the current owner- The right of way is for 3 neighbors for access only as per deed. Additional Information: Amenities:Stall Shower,

Open House:

Saturday, 6/21 12:30-2:30PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
2,057
Status:
Active
MLS#:
H6311872
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1780
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
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ADDITIONAL INFORMATION

Turnkey Historic Home, Fully Renovated, No Work Needed This 1810 Greek Revival in Hillsdale has been completely gut-renovated, offering historic charm with none of the hassle. With rising construction costs and new U.S. tariffs driving up renovation expenses. This move-in-ready home is a smart, stress-free investment. All major systems are brand new: HVAC, plumbing, water filters, electrical, roof, and structural work. Interior features include restored original wood floors, antique glass windows, a chef’s kitchen with Bosch appliances, Carrara marble bathrooms, and a flexible 4-bedroom layout with a private-entry suite. Zoned for residential and commercial use, it’s ideal for full-time living, a weekend retreat, or a live/work setup. Located in the heart of Hillsdale’s walkable hamlet, minutes from Hudson and Great Barrington. This home is a rare find that blends period elegance with modern ease.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,100
Status:
Active
MLS#:
420319
Type:
Single Family
Subdivision:
Copake
Lot size:
5 Acres
Year built:
1940
A broker reciprocity listing Courtesy: ROUSE + CO REAL ESTATE LLC RH
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ADDITIONAL INFORMATION

The House on Breezy Hill is a completely revitalized contemporary colonial situated aloft one of the most sought-after locations in Columbia County. Every element of this beautiful home was thoughtfully conceived and expertly crafted, making it the perfect opportunity to acquire an extraordinary property. Arrive via a circular driveway to a newly constructed oversized two-car garage. Enter the home via a beautifully designed passageway that leads to a media room where radiant concrete floors ground a space wrapped in shiplap. Offering surround sound and an elegantly concealed closet, the media room is both comfortable and practical. Steps lead to a kitchen and living room where floor-to-ceiling windows and custom sliding doors invite ample light into the space, highlighting the expert craftsmanship that defines this home. The kitchen offers a generous island space with marble countertops and elegant marble wall. Viking appliances including a six-burner gas range are sure to delight the consummate chef. The living space is centered around a gas fire place and flows seamlessly between the kitchen and dining area. Step through the floor-to-ceiling sliding doors onto a wrap-around deck of generous proportions where views of northern Hillsdale and the Taconic Hills captivate. Ascending the stairs to the second floor, a generous landing gives way to a primary bedroom that features double height ceilings. A private balcony offers an opportunity to take in the vista from a more secluded vantage point. There are three additional bedrooms of generous proportions, one of which boasts panoramic views of the landscapes. All three bathrooms offer luxury finishes and have been executed with meticulous detail. Located seconds to Catamount Mountain, 15 minutes to Great Barrington and 25 minutes to Hudson, this property is ideally situated to take full advantage of the abundant recreational and cultural attractions of the Hudson Valley and Berkshire Mountain regions.

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025, OneKey MLS, Inc. All Rights Reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

© 2025 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. Per New York legal requirement, click here for the Standard Operating Procedures.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.

Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is 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. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

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. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2025 Mid-Hudson Multiple Listing Service, Inc. All Rights Reserved.



Hillsdale Real Estate

Hillsdale is located in New York. Hillsdale, New York has a population of 1,659. Hillsdale is less family-centric than the surrounding county with 13.6% of the households containing married families with children. The county average for households married with children is 22.64%.

The median household income in Hillsdale, New York is $81,293. The median household income for the surrounding county is $73,065 compared to the national median of $69,021. The median age of people living in Hillsdale is 53.4 years.

Hillsdale Weather

The average high temperature in July is 82.4 degrees, with an average low temperature in January of 12.4 degrees. The average rainfall is approximately 46.2 inches per year, with 53.4 inches of snow per year.

Hillsdale Map

Hillsdale Real Estate Market Conditions

  • Median sales price

    $376,700
    14%
    change since last quarter
  • # Active listings

    55
    30-day change

Hillsdale Schools and Demographics

Education near Hillsdale, NY

City County
High School Graduates 94.05 91.22
College Degree - 2 year 11.67 12.48
College Degree - 4 year 44.43 34.88
Graduate Degree 18.22 11.92
Expenditures per Student 33,117 33,117
Students per Teacher 10.2 10.2

Elementary Schools near Hillsdale, NY

Grades Students P/T Ratio ZIP
John L Edwards Primary School PK - 02 504 14.1 12534
Mary E Dardess Elementary School PK - 05 483 13 12037
Montgomery C Smith Intermediate School 03 - 06 510 12.2 12534
Taconic Hills Elementary School PK - 06 770 12.6 12521

Middle Schools near Hillsdale, NY

Grades Students P/T Ratio ZIP
Chatham Middle School 06 - 08 258 11.7 12037

High Schools near Hillsdale, NY

Grades Students P/T Ratio ZIP
Chatham High School 09 - 12 394 12.1 12037
Hudson Junior/Senior High School 07 - 12 783 11 12534
Taconic Hillsjunior/Senior High School 07 - 12 657 12.4 12521

Demographics near Hillsdale, NY

City County
Neighborhood Type Small town
Population 1,659 61,587
Population Density 35 97
Median Age 53.4 48.9
People per Household 2.3 2.4
Median Household Income 81,293 73,065
Average Income per Capita 55,349 42,900

Real estate near Hillsdale