Columbia County Real Estate Specialists logo

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.


Four Maples, Hillsdale NY

'Unique & Special' don't do this Justice


46 Collins Street, Hillsdale NY

MLS # 137189

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 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, 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



19th century home for sale Hillsdale NY

Rural Setting of Picturesque Charm


9315 Route 22, Hillsdale, NY

MLS # 135029

Come see this gorgeous historic property in the hamlet of Hillsdale! An absolutely charming 19th century home with old-world style and abundant light. There is a 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 with fireplace, enchanting dining room, kitchen, laundry and bath. The second floor features four bedrooms, three baths and relaxing sitting area. In addition to the main house, there are two barns on the property, a two-bedroom, two-bath apartment above the carriage house and an in-ground pool. The home is built to last a lifetime, with original details inside and out. There is work to be done, but you can take your time. This amazing property has so much history you won't want to pass up this amazing opportunity!


Listing Agent: Margaret Bower Avenia, Principal 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 away....plus, plus, plus. 2 hrs to NYC


Listing Agent: Margaret Bower Avenia, Principal Broker



Breezy Hill Rd Copake Falls

Bike to Bash Bish Falls ~ Sale Pending


74 Breezy Hill Road, Copake Falls, NY

MLS # 136627

Special properties like this one are a rare find. This charming 2-story country Cape has been supremely cared for and is in premium condition. Beautifully situated on Breezy Hill Road and features long range views to the Catskills, three spring fed ponds stocked with largemouth Bass & Triploid Grass Carp for weed management, middle pond has dock. PLUS a 30x60 steel-frame garage/shop with electric & phone. Breezy Hill is well-known as one of Columbia County's most prime addresses because of the exceptional views it offers and its proximity to Catamount and the Berkshires. A long private drive leads high above the road to the 3 bedroom, 2 bath home featuring a new roof, new furnace, new gutters, wood burning fireplace, fiber optic cable and a full, dry basement. If you are ready to enjoy life in the country you won't find a better home to do so.


Listing Agent: Margaret Bower Avenia, Principal Broker



colonial farmhouse for sale

Most Desirable Destination/240 Acres


559 Hunt Road, Hillsdale, NY

MLS # 134575

1890 Colonial Farmhouse with four bedrooms, almost 3,000 square feet and on 240+/- BEAUTIFUL acres. The property, ideally situated and perfect for a country estate or prime 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. 2 hours from NYC, and short drive of the Capital Region and equidistant between Hudson and the Berkshires.


Listing Agent: Margaret Bower Avenia, Principal Broker



Hillsdale NY contemporary home for sale

Masterfully Sited on Hilltop ~ Sold $1,785,000


663 Wolf Road, Hillsdale, NY

MLS # 132732

100 acre sanctuary - 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! Minutes to Berkshires. 2 1/2 hrs to NYC.


Listing Agent: John A. Avenia, Associate Broker



Spencertown Colonial Home for Sale

Waterfront on the Punsit Creek


821 Route 203, Spencertown, NY

MLS # 130801

Beautiful Colonial Cira 1880, 3200 square foot, in the heart of Spencertown with 5 fireplaces, sitting on 3.5 country acres and bordered by the Punsit Creek, a certified year-round trout stream. Currently set up as a three family residence with the intention to be easily converted back to its original single family layout if desired. It boasts a new (red) roof in 2014, new heating system in 2016, original wood flooring throughout and five fireplaces (not currently operational). Spencertown is one of Columbia County's quaintest hamlets and this property is located at its center. In addition to the beautiful Colonial on the property you'll also find an attached garage with workshop area, two-story utility shed and 3,000 square foot Post & Beam barn. The Spencertown location is central-Eastern Columbia County, ideal for trips up the Taconic State Parkway and within close proximity. Broker owned. 2 1/2 hrs to NYC.


Listing Agent: Margaret Bower Avenia, Principal Broker



Columbia County NY commercial property for sale

Taconic Wayside, Loving Known as The T.I.


108 Main Street, Copake Falls, NY

MLS # 121200

Owner Financing Available ~ In the hamlet of Copake Falls is one of Columbia County's most popular destinations. Historic Taconic Wayside Inn, Built in 1857. Popular with locals, tourists and campers for years and renowned as favorite watering hole of Babe Ruth! The tavern has been recently updated from the floors up. It features a large L-shaped bar, a row of booths and pool table area that can be changed to accommodate local bands when they take the stage. Just off the bar is the large enclosed outdoor sitting area that accommodates diners as well as bar patrons. Features include; 3 dining rooms (plus outside dining area), covered front porch, 3 apartments, 5 single bedrooms, Lrg. 2-Story Post & Beam barn. Situated on the Eastern border of NY/MA, within walking distance to Bash Bish Falls 5,000 Acre Park. 

  • 750,000
  • 7,500 SqFt • 0.25 acres • 3 Apartments, Tavern, Restaurant, Rooms For Rent
  • Property Details

Listing Agent: John A. Avenia, Associate Broker