Canaan NY Real Estate & Homes for Sale

Set atop a gentle hill along a quiet, winding county road, this charming New England saltbox home offers a rare blend of timeless elegance and modern comfort. Built in 1995 by a skilled contractor as a spec project, the home was thoughtfully customized to suit a relaxed yet refined lifestyle. With two spacious bedrooms, a cozy den that doubles as a convenient ground-floor guest bedroom, and three full bathrooms, the home strikes the perfect balance between form and function.From the moment you step inside, you'll be welcomed by a warm and inviting ambiance. The traditional dining room flows seamlessly into the living room, creating a cohesive space for intimate dinners or casual gatherings. An expansive great room offers the ideal setting for entertaining or enjoying quiet evenings by the fire, while abundant storage throughout ensures everything has its place.In 2005, a beautifully integrated addition elevated the home's livability with a bright, airy family room, a versatile bonus space perfect for a home gym or reading nook, and an inspiring artist's or craft studio that invites creativity to flourish. This thoughtfully designed expansion brings in even more light and dimension, making the home feel open and connected to its stunning natural surroundings.Step outside onto the mahogany deck and take in the tranquil views of your private pondan ideal backdrop for morning coffee, alfresco dinners, or stargazing from the comfort of your hot tub. The landscape is a peaceful blend of open meadows and lush woods, where deer, birds, and other wildlife are regular visitors.Throughout the home, large double-hung windows invite in natural light, creating an uplifting environment year-round. Whether you're curling up with a book, hosting friends, or simply soaking in the serenity, every space feels like a retreat.Enjoy the best of both worldstotal privacy with easy access to the charm and culture of the Berkshires. Just minutes from New Lebanon, West Stockbridge, Chatham, Williamstown, Pittsfield, and Lenox, and an easy drive to Albany (40 mins.), NYC (2.5 hrs.), and Boston (3 hrs.), this is country living without compromise.This is more than a homeit's a lifestyle, where peace, creativity, and convenience come together in perfect harmony.

Experience the enchantment of this idyllic retreat! Nestled on a sprawling 36.95 acres, this stunning three-bedroom, two-bath contemporary farmhouse offers a serene escape from the hustle and bustle of everyday life. Accessed via a picturesque stone wall-lined driveway, off a quiet country dirt road, this property is a nature lover's paradise.Immerse yourself in the beauty of spectacular gardens, expansive open meadows, and lush mature woods with winding trails. Enjoy the tranquility of a gentle stream and three ponds that enhance the landscape. The impressive amenities include an oversized two-car garage with a loft, a three-stall horse barn, and a charming chicken coop. Plus, a large, heated studio equipped with electricity awaits your creativity- it's ideal for a workspace or a perfect conversion into a guest house. Don't miss your opportunity to make this extraordinary property your own! A fantastic location nestled next to the Berkshire border, just 15 minutes to Chatham, Pittsfield & Lenox, 30 minutes to Hudson & Gt. Barrington and 2 hours & 25 minutes from NYC & Boston.Open House on Sunday April 27th , 2025 from 11:30 am to 1:30 pm.

Charming Lakefront Cottage with Stunning Berkshire ViewsDon't miss this rare opportunity to own a delightful four-bedroom, one-bath cottage nestled at the end of a quiet dirt road, overlooking the pristine waters of Queechy Lakeone of the cleanest lakes in New York. Thoughtfully designed and built with Scandinavian craftsmanship, this cozy 3 season retreat offers sunrise views over the Berkshire Mountains and a tranquil, nature-filled setting.The home features a spacious living room, a full kitchen, dining area, a screened porch perfect for summer evenings, and a lakeside deck for soaking in the scenery. Whether you're sipping coffee on the porch or enjoying a day on the lake, every corner of this property invites relaxation.Located just minutes from the Massachusetts border and all that the Berkshires have to offerworld-class culture, dining, and outdoor activitiesand within easy reach of both Hudson and Chatham. Only 2.5 hours north of NYC, this is your perfect getaway or year-round haven.

Step into this brand new eyebrow colonial transformed in to a modern efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything.New hot water heater tank with heat pump, water purification system. New Radon system,New wrap around deck to enjoy your backyard. Spray foam sealed insulated full basement for warmth and dryness. Bright and airy rooms with windows galore. Lots of yard and a view of the mountains. Beautiful paved driveway and access to Queechy Lake, top 5 cleanest lakes in the state. Move in and live maintenance free for years. All new. Surrounded by a land conservatory on three sides. Close to TSP, I 90, Hudson, Chatham, Albany.

Step into this brand new eyebrow colonial transformed in to a modern efficient home with 3 bedrooms and 2 full baths. New Anderson windows, doors, roof, Smart siding. All new lighting throughout the house, new floors. All brand new appliances. Literally Brand new everything. New hot water heater tank with heat pump, water purification system. New Radon system. New wrap around deck to enjoy your backyard. Spray foam sealed insulated full basement for warmth and dryness. Bright and airy rooms with windows galore. Lots of yard and a view of the mountains. Beautiful paved driveway and access to Queechy Lake, Top 5 cleanest lakes in the state. Move in and live maintenance free for years. All new. Surrounded by a land conservatory on three sides. Close to TSP, NYS thruway, Hudson, Chatham.

2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished with new bath. Other floors recently renovated. Organized to allow for private access to 2nd & 3rd floors. Massive Stone Fireplace from 1st floor through 2nd & 3rd floors.

2024 Renovation of Queechy Lake Year Round Private Recreational Retreat on 3 Levels with own private boat launch & beach and minutes to Ski Jiminy. Currently operating as successful Air BNB with separate owner living space. Brand new furnishings included: ready to go!! Be Sure to Check Out Virtual Media Tour. 3rd floor recently finished with new bath. Other floors recently renovated. Organized to allow for private access to 2nd & 3rd floors. Massive Stone Fireplace from 1st floor through 2nd & 3rd floors.

Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS # 1, & #2. 6005 sf Main Home (3100 + 1516 + storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with stone fireplace, library and formal dining room, hardwood floors throughout, new roof, and geothermal heat + oil backup. Possibility of 1st floor Master. Guest Residence has workshop, 3 garage garage, endless pool and 2700sf 4BR3B living space. Also separate outdoor pool, indoor swim spa, outdoor jacuzzi, hot tub, zipline,& treehouse & access to community tennis & waste dropoff.

OPEN HOUSE 4/26, 1-3pm Your Own Private Retreat! 8.6 enchanting acres of privacy and beauty, surrounded by preserved land and just minutes from Tanglewood, Jacob's Pillow, Kripalu, and top ski resorts. With lake rights to one of NY's cleanest lakes, this magical property offers a peaceful escape. The main house is designed in the European tradition for comfort and style, with a double-height great room with wood stove, modern kitchen, formal dining, office/den, and three bedrooms. The guest house complete with a full kitchen, loft, and wood stove is ideal for hosting or Airbnb. A separate studio inspires creativity. Wildlife, a babbling brook, views and fields and a paved circular drive complete this move-in-ready retreat. Perfect for those seeking tranquility and inspiration

Berkshire/New York Contemporary Estate CHECK OUT 2 VIRTUAL TOURS 4616 sf Main Home (3100 + 1516 ) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with stone fireplace, library and formal dining room, hardwood floors throughout, new roof, and geothermal heat + oil backup. Possibility of 1st floor Master. Guest Residence has workshop, 3 garage garage, endless pool and 2700sf 4BR3B living space. Also separate outdoor pool, indoor swim spa, outdoor jacuzzi, hot tub, zipline,& treehouse & access to community tennis & waste dropoff. Ideal for family compound, entertaining, work/residence. Ideal multigenerational family compound in the Berkshires. Additional Information: Amenities:Guest Quarters,Stall Shower,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Attached

Berkshire/New York Contemporary Estate CHECK OUT VIRTUAL TOURS #2, & #3. 4616 sf Main Home (3100 + 1516 +storage) + 2700sf Guest Residence on 20 private acres (3 lots) in Shaker Ridge. Soaring spaces and beautiful stone fireplaces, master suite w. fireplace, plus junior suite and third BR or studio with sink. Large kitchen with informal dining area & lounge with fireplace, plus, great room with stone fireplace, library and formal dining room, hardwood floors throughout, new roof, and geothermal heat + oil backup. Possibility of 1st floor Master. Guest Residence has workshop, 3 garage garage, endless pool and 2700sf 4BR3B living space. Also separate outdoor pool, indoor swim spa, outdoor jacuzzi, hot tub, zipline,& treehouse & access to community tennis & waste dropoff. Ideal for family compound, entertaining, work/residence. Ideal multigenerational family compound in the Berkshires.

Cozy, light filled, 3 bedroom country cottage on 4.75 private acres in Canaan. Listen to the birds while you sip your coffee or take a walk in the woods to take advantage of the quiet meditation. Only a few minutes drive to Chatham for all the Village has to offer. Close to the Berkshires and an easy commute to Albany.