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Real Estate Brokerage Services in Columbia County, NY

Homes Over $500,000

Columbia County Real Estate Specialists is proud to offer these fine homes and country estates for sale. Take your time to browse our gallery of exceptional properties throughout Columbia County. Call us at (518) 325-9784 and we will be happy to assist with your search in any way that we can. The right home, land parcel or country estate can be found with the Realtors® of Columbia County Real Estate Specialists.

Breezy Hill Rd Copake Falls

127 Pristine Acres w/1850's Farmhouse

66 Fado Road, Craryville, NY

MLS # 146009

The popular phrases Diamond in the Rough'' and Complete Package'' are accurate descriptions of this unique property. At an asking price under $800,000 it is a tremendous value offering a wide array of features. Two tax parcels totaling 127 acres of grass fields, timber stands, wooded hillside, wetlands, stream and pond. A completely secluded setting ideal for a family compound. Bordered by a 400-acre organic farm and 1,000-acre Rheinstrom Hill Audubon Sanctuary. Well suited for organic farming and/or raising animals. An 1850's Eyebrow Colonial with fireplace, hard and wide-board floor and original details. A substantial amount of updating will be needed, but well worth the effort. Nice Post & Beam barn with hand-hewn beams. Ideal Columbia County Location within 20 minutes of Hudson and Great Barrington. Substantial properties - in sought after areas - don't come on the market often. Taking advantage of this special opportunity can pay dividends for years and generations to come!

Listing Agent: John Avenia, Principal Broker

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Zoned Residential / Commercial

10394 Route 22, Hillsdale, NY

MLS # 145815

Charm is everywhere in this early 20th century turnkey farmhouse on 6 glorious acres with million- dollar'' views.  Beautiful original details throughout the home, including a classic living room that features a bay window, wood floors and the original fireplace. Numerous improvements have been made by the owners including a standing seam metal roof, updated stainless kitchen with Viking range/hood, new barn roof in 2011, new furnace and fuel tank in 2014 and insulated window replacements in 2016. The 6-acre parcel features gently sloping lawn and pasture, wonderful views from North Hillsdale to Catamount, a kidney shaped in ground pool, an additional 2-story garage and the original outhouse.The property is zoned residential-commercial and was most-recently home of Hillsdale Barn Antiques. The extraordinary post and beam barn offers three stories of open floor space ideal for antiques, Yoga, Music or art studio, dry storage, or even as a venue for weddings and other events. Historic homes don't become available often. Particularly ones in excellent condition with breathtaking views and the unlimited potential offered by the spacious barn and garage buildings.

Listing Agent: Margaret Bower Avenia, Principal Broker

Circa 1880 Spencertown home for sale


9494 Route 22 / 2 Tri Brook / 7 Tri Brook, Hillsdale, NY

MLS # 144879

FOUR BUILDINGS / Family Compound or Income Producing Investment - your choice!! There are four residences spread across 2 acres in Hillsdale. The main house was renovated in 2022; it features 3 bedrooms, 2 bathrooms along w/open floor plan living room with wood burning fireplace / dining room and large utility laundry room. In addition, there are two - 1 bedroom apartments and a second single family home featuring 3 bedrooms and 1 bathroom. In total there are four residential rental units across three buildings, plus a garage/workshop/storage build. The infrastructure is sound with one well and three 1,000 gallon septic systems servicing the four units. Broadband internet service is available. Each unit has its own heating and electric service. With four rental producing units this is a rare investment opportunity in an area desperate for residential rental units. BRING ALL OFFERS ~ MOTIVATED SELLERS

Listing Agent: John Avenia, Associate Broker

Four Maples, Hillsdale NY

'Unique & Special' don't do this Justice ~ Sold for $755,000

46 Collins Street, Hillsdale NY

MLS # 137189

Side Hall Colonial, Circa 1850 defined by its stunning details as one of Hillsdale's iconic properties. Featuring, beautiful wood floors thought out, three bedrooms, two baths, a dining room, living room, den (or forth bedroom), enclosed rocking chair front porch and spacious kitchen that is absolutely filled with natural light, PLUS a handsome stone outdoor fireplace. Surrounded by spectacular grounds including 100-year old maples, flowerbeds, large vegetable garden and TWO extraordinarily sites for in-ground pool. It also offers a converted run-in horse barn to now a beautiful Artist Studio or office. This classic property has been exquisitely restored and cared for by the current owners. 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, be sure not to miss it! Excellent location with City of Hudson approx 20 miles, Berkshires 15 minutes & NYC approx 2 hours.

Listing Agent: Margaret Bower Avenia, Principal Broker

Bash Bish Falls

Come Home to Peace & Harmony ~ Sold for $585,000

27 North Mountain Road, Copake Falls, NY

MLS # 142414

This magnificent property boasts some of the finest Charming 1890's Victorian farmhouse with two-story barn (w/horse fencing) on 5+/- acres with the Taconic State Park/Bash Bish Falls (i.e. walking distance to hiking trails, swimming & thousands of acres of protected land). Just steps away. Three bedroom home, two full baths, custom kitchen, hard wood floors throughout, front sunporch, rocking-chair back porch overlooking a beautiful barn, field of wildflowers, your own private pond ūüôā‚̧ԳŹ & peacefulness. Living room was originally the master bedroom ensuite, which could easily be a first floor MBR again. Find inspiration and let 27 North Mountain Rd., Copake Falls be your happy place & let good times and happiness begin. Needs some work but well worth it. Property borders Harlem Valley Rail Trail.

Listing Agent: Margaret Bower Avenia, Principal Broker

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Hillsdale Hamlet Beauty~Sold for $555,000

39 Cold Water Street, Hillsdale, NY

MLS # 142686

1830s Greek revival cottage with earlier open kitchen/dining room (recently upgraded) and new mudroom/bathroom addition at the back, located in the Hillsdale Historic District. New furnace and septic system. Mature gardens with pergola and summer house. Barn has new roof & recently-installed electrical service and room for office or guest space on the second level. This home oozes period charm! There is a small woodstove in the front parlor, perfect for curling up with a mug of tea while the snow swirls outside. The wide front porch with two seating areas invites you to ease back with a cool drink and listen to a baseball game from town park across the way. Just relax and let the world go by in this feel good neighborhood.

Perfectly located in the Hillsdale Hamlet, getway to the Berkshires, this property is just two hours from NYC / Boston with easy access to Tanglewood, the Berkshire International Filf Festival, Jacob's Pillow Dance Festival, Hancock Shaker Village and so much more. 3+ bedrooms, 2 baths on the corner of Cold Water Street & Maple Street. .

Listing Agent: Margaret Bower Avenia, Principal Broker

19th century home for sale Hillsdale NY

Immaculate Colonial ~ Off Market

Call for Appointment 518-697-9865 Copake/Hillsdale, NY

MLS # 139397

Two-story Colonial home is in immaculate condition. The 3 + bedroom, 3 bath home offers a long list of features including shimmering hardwood floors, kitchen stainless steel appliances, high-speed internet and 2-car attached garage. Downstairs you'll find an open floor plan with a bright & sunny kitchen overlooking the private open back yard, dining room, living room, full bath and large den or office that could also serve as a first story bedroom. A beautiful wooden stairway leads to the second story featuring an en-suite master bedroom, two additional bedrooms, second full bath and another second den or office (or could be 4th bedroom).  The basement is dry, currently used as a laundry, storage and additional living space. Outdoors you will enjoy a welcoming front porch w/views of the Berkshires, a large rear deck, fruit trees, and plenty of privacy. Within walking distance of the Roe Jan Public Library, Roe Jansen Park, Farmers Market & Harlem Valley Rail Trail!!

Listing Agent: Margaret Bower Avenia, Principal Broker

Four Maples, Hillsdale NY

Contemporary Masterpiece on 'The Island' ~ Sold for $547,000

53 Island Drive, Copake NY

MLS # 137489


Welcoming Waterfront Views Warmly Greet You Entering this Contemporary Masterpiece "On The Island" in Taconic Shores. The 2,100 sq ft Home is designed for Entertaining with an Open Floor Plan, Chef's Kitchen, Extensive Decking, Terraced Stone Patios, and L-Shaped Dock. Quality Construction and Well Maintained with Extras including a Whole-House Generator, 2-Car Garage, Paved Driveway, Stone Patios - Paths - Stairways, Upper and Lower Decks, screened 4-season porch, hardwood floors, a wine/root cellar, two Vermont Castings stoves and much more. The 1st Floor features a large chef's kitchen open to the dining and living rooms overlooking the water, full bath with steam shower and a screened, 4-season porch. There are two spacious bedrooms upstairs and a full bath offering water views and the comforts of a jet tub. This is waterfront living at its best in one of Columbia County’s most popular private lake communities.¬† Don't miss out on this opportunity to own a waterfront property designed and built to provide your family with a lifetime of memories.

Listing Agent: John A. Avenia, Associate Broker

Four Maples, Hillsdale NY

Quainte Copake Falls

17 Miles Road, Copake Falls, NY

MLS # 137377

Come home to the unique quaintness in the hamlet of Copake Falls. Cira 1935 Farmhouse with 5 bedrooms, 3 baths, BEAUTIFUL big back yard and just steps away from Bash Bish Falls state park, Harlem Valley Rail Bicycle/walking path (that now goes all the way to Amenia NY), and there's a Honey Farm just around the corner!! Charming right?!! Lovingly maintained with original details including. wood floors though-out, fireplace in living room, convenient location of kitchen just off the garage, roomy dining room, huge (double sided) living room and enclosed sunporch. Copake Falls is a very desired 'little town' close to everything the area has to offer, Catamont just 6 miles away, Hudson less than 1/2 hour, Berkshires less than 1/2 hour, plus, plus. 2 hrs to NYC

Listing Agent: Margaret Bower Avenia, Principal Broker