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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.

Spencertown Colonial Home for Sale

Up on a Hill, Extraordinary Views

14 East Ancram Road, Ancramdale, NY

MLS # 137660

This magnificent property boasts some of the finest views Southern Columbia County has to offer. One of a kind sunset views over a tapestry of farmland, woodlands, wetlands, hillsides and meadows all at the feet of the majestic Catskills and Round Top Mountain. Perched high on 23+ acres of open pasture lies this 3 (4) bedroom, 3 bath custom home featuring an open floor plan, hardwood floors, cathedral ceiling, central air, multiple heating options, a living room with fireplace and dining room overlooking the views. The walkout basement is finished and open to the spectacular views. Outside you’ll enjoy two decks and patio overlooking the views, 2-car garage with studio above, automatic propane generator an efficient wood burning stove. Located near Millerton and close to miles of rail trail, the Taconic State Park, Metro-North and under a 2-hour drive to NYC. Be sure to visit this very special offering.

Listing Agent: Margaret Bower Avenia, Principal Broker

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 ~ Sale Pending

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

Contemporary Masterpiece on 'The Island'

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

Circa 1880 Spencertown home for sale

1880's Colonial with Vintage Barn

821 Route 203, Spencertown, NY

MLS # 130801

Beautiful Colonial Cira 1880, 3200 square foot, Colonial in the heart of Spencertown and sits 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 of easily conversion back to original single family layout if desired. It boasts a new (red) roof in 2013, new heating system in 2014, 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

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

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

Hillsdale NY contemporary home for sale

Masterfully Renovated

216 Tanners Lane, Hudson NY

MLS # 137333

Be the first to enjoy this renovated home in 2020-2021, 216 Tanners Lane built in 1940, downtown Hudson. It's been said that 'Hudson is the Goldilocks of Upstate NY' it's not too big & not to small with public transportation, making it easy to get around. Hence....only 1 block from Amtrak you find this gem. This Contemporary home reflects the architecture design of clean simple lines with a connection to the outdoors, large windows to bring in the sunshine & stars, two of the four bedrooms have their own private deck, patio just off the kitchen and beautiful natural light in every room, (both upstairs and down). Radiant heated flooring (both upstairs and down) including both tiled bathroom floors, new roof, new siding, quiet street, 4 zone heating, and a fireplace in Living room/Dining room area. Seasonal views of the Hudson River and Catskill Mountain's. One block to Amtrak Train station, Less than a block from Basilica Hudson, The Wick Hudson, Kitty's Market & Cafe'..... 

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