Columbia County Real Estate Specialists logo

Real Estate Brokerage Services in Columbia County, NY

Homes Under $500,000

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

Romantic Nights, Hillsdale NY

Starry Starry Sky

2350 County Route 11, Claverack NY

MLS # 141656

Coming to Market Soon.....Call for more information ~ Lincoln Log home set in pine forest. Private, sunny, sleep under the stars. 3+ bedrooms, 3 bathrooms (one on each floor), finished basement. MBR w/en suite bathroom on own private floor. Cathedral ceiling, Skylights, Open Floor Plan. Excellent condition, minutes to downtown Hudson.

Listing Agent: Margaret Bower Avenia, Principal Broker

Hillsdale Honey home for sale

Quintessential County Cottage

29 Dawson Road, Hillsdale, NY

MLS # 141577

Cozy Hillsdale gem is new to the market and clearly one of the best opportunities available. Two+ bedrooms, three baths, custom kitchen, grand upstairs master suite and large unfinished bonus room. This home is in mint condition in every regard. Cedar decking and sunroom overlook the beautifully landscaped back yard, stone walls, native plantings and gardens. Newer roof and Buderus furnace, hardi plank siding all around, thermopane windows and new Vermont Castings woodstove to warm every corner. A newer propane generator installed to automatically keep the power flowing and house safe. Your will be hard pressed to find a better buying opportunity.  Easy living, nice size, convenient area to all the country has to offer i.e. skiing, golfing, theater, swimming, biking, hiking etc.

Listing Agent: Margaret Bower Avenia, Principal Broker

Copake Lake home for sale

3 Family in Hillsdale Hamlete

2650 Route 23, Hillsdale, NY

MLS # 141838

There are a number of special properties within the Hillsdale hamlet and this 3-family home has its place among them. As a 3-family, there are two 2-bedroom apartments and a 1-bedroom. As a conversion back to its original single family home the results could be spectacular.

Proudly sited in the heart of the Hillsdale Hamlet and neighboring the historic town hall. This historically significant home is sited on a 0.39 acre parcel, offers 2,578 sqft of living space, a covered front porch, and sound fundamentals and is a member of the Hillsdale Sewer District.

This unique opportunity offers tremendous potential as an investment or single family home. Tenants currently in place - 24-hour notice required, home sold as is. 

Listing Agent: Margaret Bower Avenia, Principal Broker

Mixed Zoning Ranch w/Detatched building

14599 Route 22, New Lebanon, NY

MLS # 141060

Ranch home + detatched buliding/FORMER BARBAR SHOP ~ Ranch with 3 bedrooms, one bath PLUS separate building w/bathroom, large closet and large retail area. Ranch underwent total renovation with new roof in 2021. Wood floors throughout, eat-in kitchen, washer/dryer hook-up, new floors in kitchen, big back yard, three bedrooms, one bath in main house and separate building with bathroom (currently not hooked-up to water system) that was formally a Baber Shop. Walk to town/shopping/restaurants. Beautiful restoration. 

Listing Agent: Margaret Bower Avenia, Principal Broker

Copake home for sale

Sprawling Ranch on 12+ private acres


West Hill Road, New Lebanon, NY

MLS # 141024

Country comfort with all the amenities! Private on 12+ acres, located on a back country road w/gorgeous views in every direction, 'horse country' as the say. Chef's kitchen, formal dining room, open living room, office/library with built-ins, 3++ bedrooms, 2++ bathrooms, radiant heat, hardwood floors throughout, MBR with jacuzzi bath & bidet, 10x12 game room, rocking chair front porch and beautiful backyard w/perennials and attached gazebo, walk out (partially) finished basement...shall I go on? Minutes to skiing & swimming, in other words 'Year Round Fun'!! 1/2 hr to Jacobs Pillow and less than 1/2 hr to Tanglewood Performing Arts, 2.5 hrs to NYC/Boston.

Listing Agent: Margaret Bower Avenia, Principal Broker

Copake home for sale

Two Homes for price of One!!

105-111 Breezy Hill Road, Copake Falls, NY

MLS # 141175


This unique two-family property presents a multitude of possibilities. Properties like this in a beautiful country setting don't become available often. It is an ideal opportunity for investors, someone who would like to occupy one unit while renting the second and potential buyers who would benefit from multiple residences. The premier, high-elevation location is what makes this property unique and such a special candidate for a substantial upgrade. It is ideally situated on a country road connecting Columbia County with the Berkshires and within minutes of Catamount, Bash Bish Falls and the Taconic State Park. If ever there was a perfect example of why location is everything - this is it!

  • 365,000
  • Two Homes 1,482 & 938 SqFt • 2 acres • 5 BR • 4BA
  • Property Details

Listing Agent: Margaret Bower Avenia, Principal Broker

----describe photo---

Renovated Farmhouse ~ Sale Pending

126 Percy Hill Road, Chatham, NY

MLS # 140260

Discover this tastefully renovated circa-1800's farmhouse that has so much to offer. The home is nicely situated on a quiet country road close to the TSP with easy access to NYC, Boston, the Berkshires and Albany. It offers three bedrooms, two baths, LR, DR and multi-use 3-season enclosed porch. The second story attic is unfinished space with original beams and unlimited potential. The five-acre parcel is a nice mix of open lawn and mature woods with a seasonal stream running through it and the beautiful Stony Kill bordering the rear. A magical bridge/deck spans the seasonal stream to connect the house and expansive yard. As an additional bonus, there is an historical two-story studio at the streams edge waiting to be transformed.

Listing Agent: Margaret Bower Avenia, Principal Broker

Hudson 2-bedroom home for sale

The Beauty of Austerlitz ~ Sale Pending

11524 Stop 17, Route 22, Austerlitz, NY

MLS # 136791

Special properties like this one are a rare find....A Hidden Gem....complete renovation almost done. Previously a two bedroom, one bath, now a three bedroom two bath, wooden floors throughout, wood burning fireplace in the open kitchen/dining room area, finished basement for sunken living room. Very unique & nifty layout/floorplan on a shared driveway with only three homes. Off of Route 22, just before the Austerlitz Historical Society...yes, that area that everyone wants to be in! Minutes to Hawthorne Valley School/Farm store. Easy access to Taconic State Parkway & I-90. Minutes to Hudson, Great Barrington & Pittsfield due to its convenient central location. Easy to show, short notice OK.

Listing Agent: Margaret Bower Avenia, Principal Broker

Four Maples, Hillsdale NY

'On The Island' ~ Sold for $265k

90 Island Drive, Copake NY

MLS # 138075

Comfortable & inviting, well maintained 3+ bedroom, 2 bath Ranch on the Island of Robinson Pond. Chef's kitchen, extensive decking, back yard brick patio, full house generator, beautiful stone fireplace in living room. Roof 10 years old, newer windows, Hot Water/baseboard heating. Partially finished basement with office and carpeted great room. Plus 'bonus room' off kitchen leading out the back patio. Taconic Shores Property Owners Associated is a private lake community (designated by the NYS Department of Environmental Conservation Freshwater Wetland). Motorized boats are not to exceed 10 HP except Pontoon boats allowed 40 HP. Robinson Lake is for fishing, swimming and relaxing on the lake. All appliances go with sale of home. Easy commute to NYC, Albany, 20 minutes to Berkshires & Hudson.

Listing Agent: Margaret Bower Avenia, Principal Broker

Copake mutli unit rental property for sale

Four Family Unit

1770 State Route 23, Copake, NY

MLS # 113140

GREAT investment opportunity, Four units, all four apartments pay $1,000/mo rent = $4,000 income per month! Tenants pay own Electric (Each apartment on own electric meter). Property Condition Disclosure on file. Two water tanks, one furnace. Income statement available. State of the art septic system, installed in 2017. Just under an acre across street from proposed new gas station/convenience store. Please allow 24+ hours for showing request. 2019 Expenses: Fuel: $1,963 Electric: $1,079 Insurance: $1,287 Maintenance: $2,400.

Listing Agent: Margaret Bower Avenia, Principal Broker

27 Maple Hillsdale

Italianette Style Farmhouse ~ Sold for $525k

27 Maple Street, Hillsdale, NY

MLS #128070

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 large bedrooms and two full baths.  

Listing Agent: Margaret Bower Avenia, Principal Broker