East Chatham (Canaan) Starter Home with all the I wants! Sop Close to the Berkshires Ski Resorts, Takonic PKWY Lee Ma, Remodeled 3 Bedrooms 1.5 Baths w/ Open Bright Spacious Living Space, Enclosed Heated Rear Porch w/Laundry Washer & Dryer All New Appliances, Beautiful Lighting, Full Basement New Roof Windows, Electrical Box, Septic System, Bathrooms & Kitchen, Come Home Relax on this Country Style Front Porch!!! Enjoy Life!! 22 Mins to Albany & 23 mins to Lee Mass 1st Exit Off Taconic in Canaan NY Enjoy this Country Charmer for many years.
Welcome to this charming 1850 post-and-beam country retreat set on 5 peaceful acres in the heart of East Chatham. Rich with character and surrounded by nature, this inviting 2-bedroom home blends historic warmth with flexible modern living--perfect for full-time residents, weekenders, and anyone seeking a creative escape minutes from the Berkshires. Inside, exposed beams, wide plank floors, and sunlit rooms create an atmosphere that feels instantly grounding. The layout offers comfortable everyday living with opportunities to personalize through light cosmetic updates, allowing buyers to add their own style without taking on major renovation projects. A standout feature of this property is the detached, heated ''bungalow/flex space'', equipped with 50-amp service and electric baseboard heat. This versatile building is ideal for an art studio, private office, home gym, wellness space, or a remote-work retreat--a rare amenity that expands how you live, create, and work. Outside, the acreage offers privacy, wooded buffers, and room to explore, garden, or simply enjoy the quiet rhythm of country life. Located along scenic Route 295, you're minutes to Queechy Lake, the Taconic, I-90, and the cultural and outdoor experiences of the Berkshires. A character-rich home with land, lifestyle appeal, and a multi-purpose heated space--this is a special opportunity in one of Columbia County's most sought-after rural corridors. Close to the Berkshires Ski Resorts, Taconic Parkway, I-90. Come see!
1st Open House Sunday October 18 1-3PM!! East Chatham (Canaan) Starter Home with all the I wants! Sop Close to the Berkshires Ski Resorts, Takonic PKWY Lee Ma, Remodeled 3 Bedrooms 1.5 Baths w/ Open Bright Spacious Living Space, Enclosed Heated Rear Porch w/Laundry Washer & Dryer All New Appliances, Beautiful Lighting, Full Basement New Roof Windows, Electrical Box, Septic System, Bathrooms & Kitchen, Come Home Relax on this Country Style Front Porch!!! Enjoy Life!! 22 Mins to Albany & 23 mins to Lee Mass 1st Exit Off Taconic in Canaan NY Enjoy this Country Charmer for many years.
This 3/2 ranch in Chatham Central Schools has been updated and has so much to offer! On 1.89 acres in the town of Canaan, this home has a metal roof, newer siding and a generously sized outbuilding. Inside you will find a unique floorplan with a new kitchen and two remodeled baths! The primary bedroom has an ensuite bath and gorgeous wood ceiling with beams. In the same style is a family room with a woodstove, vaulted wood ceiling and a spiral staircase to the loft area. Downstairs is another large bedroom, a room for storage and your mechanicals, which includes a newer furnace. Come add your finishing touches and call this quiet country ranch home!
Multiple development opportunities exist with this half acre parcel, situated on the shores of Queechy Lake, including water rights and direct water access. Consider either a commercial or residential venture-all possible with town discussions and eventual planning board approval. Originally a lakefront restaurant/bar, plans are in place for a reimagined dining facility. Fully approved and permitted septic plans included. While currently zoned residential, the town would be supportive in seeing this local institution ''come back to life''. Imagine serving dinners lakeside or welcoming boaters to one of the docks for a refreshing lemonade!! This is the amazing opportunity that awaits one's vision in reviving the nostalgic Backwater Grill restaurant. If bringing back a local institution doesn't fit your plans, develop this lakefront half acre parcel into a beautiful waterfront home. The property is one of the last remaining residential properties situated directly on the shores of Queechy Lake - considered one of the most pristine lakes in NY State. Enjoy the privacy of your lake setting with opportunity to moor a boat or directly access the lake for swimming, kayaking or paddle boarding. With so much of the planning work already completed, it's time to put ''hammer to nail'' and bring an all-new Backwater Grill back to the anticipating public. It's also an opportunity to compliment the work and vision taking place up the road at the former Queechy Lake Motel. What a dynamic duo for Canaan and the visiting public has never been so fortunate!
Welcome to the Beebe Pond House & Cabin, a breathtaking 14-acre private sanctuary offering two distinct dwellings, natural water features, and lucrative multi-house versatility. The turn-of-the-century main house blends timeless historic craftsmanship with modern energy efficiency across three bedrooms and two bathrooms. Expansive, light-filled living spaces showcase original hardwood floors, beautifully restored moldings, classic pocket doors, and a cozy kitchen. Major mechanical and functional improvements to the main home include an eco-friendly solar setup, blown-in wall insulation, a brand-new fuel tank, and newly installed electrical and custom lighting in the dedicated home office space. Situated overlooking the pond, the bohemian-inspired back cabin features two bedrooms, two bathrooms, and a custom sleeping loft crafted with high-end wood finishes and artisanal built-ins. Recent cabin enhancements offer complete peace of mind, featuring a brand-new roof, new bedroom flooring, new electric baseboards, a new hot water heater, a new septic pump, and new exterior deck stairs leading down to a private dock on the tranquil pond—perfect for summer relaxation or wintertime ice skating. The surrounding 14-acre parcel is a rich natural environment complete with established gardens, mature woodlands, a natural spring, and two meandering streams. Located just five minutes from swimming and private beach club access at Queechy Lake, this prime four-season destination offers immediate proximity to hiking trails, world-class ski mountains, and serves as an effortless gateway to the Berkshires, Northern Columbia County, and the Adirondack lakes region. Enjoy the best of culture and nature with close proximity to Tanglewood, various art centers, and fine dining. Whether utilized as a multi-generational estate, a primary residence with an income-producing rental, or a full investment property, this extraordinary sanctuary delivers unmatched lifestyle appeal.
''Remember that time when'' Thats what you'll say, what your kids will say, what your grandkids will say because thats what a lakefront property creates. It's a camp built for summer - a bunkhouse upstairs, a huge deck and a dock for your boat. You'll swim and boat on one of the cleanest lakes in NY. You'll learn why they call it Last Ray Bay. You'll enter a craft in the regatta and put on a funny sailor cap. And thru the years you'll never stop remembering that time when.
Introducing Pierce Peak, an extraordinary estate set on 31+ acres of private mountaintop where the Hudson Valley meets the Berkshires. Designed by acclaimed architects Burr & McCallum, the 6,000-plus-square-foot residence crowns Cunningham Hill, commanding 360-degree views across the New York and Massachusetts countryside. A dramatic 300-foot roofline stretches across the landscape, interrupted only by an infinity-edge pool that appears to merge with the horizon. Inside the main residence, walls of glass fill the open-concept interior with natural light while framing the surrounding mountains and countryside from nearly every room. The great room and screened three-season porch each feature dramatic cathedral ceilings defined by substantial exposed timber beams and fireplaces. The main residence includes a gourmet kitchen and pantry and two primary suites, while the guest house offers two additional bedrooms. Together, the estate offers four bedrooms and three full and three half baths. A dedicated fitness center and pool house complete the living and recreational spaces. Geothermal heating and cooling complement the home's thoughtful design, while a covered courtyard leads to the garage discreetly integrated beneath the residence. Beyond the residence, the estate unfolds into a complete equestrian setting with an impressive covered riding arena, a five-stall barn with tack room, fenced paddocks, and open pasture. Ideally positioned between the Hudson Valley and Berkshires, Pierce Peak is approximately eight minutes from Queechy Lake, 13 minutes from West Stockbridge, and 20 minutes from Chatham, placing celebrated dining, shopping, culture, and outdoor recreation within effortless reach.
Extensively renovated in 2024, this exceptional year-round Queechy Lake retreat offers a rare combination of lifestyle, privacy, and income potential with a very active summer and winter activities in the lake or on the ice! Spanning three finished levels, the property features a total of 5 bedrooms and 2 full bathrooms. Thoughtful renovations throughout deliver a truly move-in-ready home with modern updates, quality finishes, and brand-new furnishings included. Designed for flexibility, the home offers versatile multi-unit living with two kitchens and separate owner or guest access—ideal for rental income, multi-generational living, or use as a single five-bedroom residence. The first-floor unit includes two bedrooms, one full bath, and a fireplace, while the second and third floors comprise a spacious three-bedroom, one-bath unit. Enjoy deeded private beach and boat launch access for easy lake living, all in a high-demand, year-round location just minutes from Jiminy Peak. Ideally situated less than 15 minutes from Chatham and a short drive to Hudson, offering dining, shopping, Warren Street attractions, and Amtrak access to New York City.Approximately a 30-minute drive to Pittsfield, Lenox, Stockbridge, Tanglewood, and the Norman Rockwell Museum, with much more to explore in the area. Virtual tour available. An outstanding opportunity for full-time living, weekend retreats, or investment use.
Originally built in the year 1800 on one the areas most historically significant roads lies this delightful antique farmhouse brimming with original details and charm. Perched above the road with its wrap around porch you are immediately transported to a simpler time where quality and beauty mattered. Further selling the vision, the periphery of your view is flanked with mature trees and one of two large barns providing a nostalgic aesthetic and endless opportunities. The barn closer to the home contains a garage for sheltered parking and the ability to create a guest house, work studio, private gym or anything you can dream up. In fact, there's room for all of those options within the same structure. A serene hilltop view in the distance beckons you to walk through the more than five and half acres of lawn, meadow and fruit trees to the second barn structure to continue dreaming up the possibilities. Currently this space is absolutely perfect to host outdoor dinner parties and gatherings with a bucolic view. The interior experience begins in the entry parlor, anchored by a traditional wood-burning stove. Original wide plank painted floors flow seamlessly into a spacious dining area bathed in natural light. Adjacent to this space, the modernized kitchen offers optimized storage solutions and updated appliances. The main level extends toward the rear of the residence, where the family room features stunning beamed ceilings that evoke a historical atmosphere. Completing this floor is a versatile adjoining room, ideally suited for guest accommodations or a home office and also conveniently hosts the laundry room. Up the wooden stairwell from the entry parlor 3 bedrooms and a bathroom surround the landing which has enough room to be its own library/reading space. The bedrooms are quite large for the era continuing this property's themes of charm, beauty and modern comfort. Just minutes away from Queechy Lake, where residents can enjoy access via an annual pass, this prime location offers easy reach to Chatham, Ghent, and Hudson on the New York side, while Great Barrington, West Stockbridge, and the Berkshires are equally accessible. Whether you are looking for a full-time residence or a perfect weekend retreat from NYC or Boston, this home serves as an ideal destination.
It's all about the location! Perched high on a hilltop, this charming cabin offers seasonal peekaboo views of Queechy Lake. The property includes three parcels complete right of way and mooring spot on the lake. Featuring one bedroom and one-and-a-half baths, this cozy retreat is ideal as a weekend getaway or a year-round residence. Enjoy the privacy of a hilltop setting while being just moments from the lake and all it has to offer.
Where old meets new in perfect harmony! The current owners have taken great care in renovating this classic eyebrow colonial on nearly 16 ACRES. From the outside, the house is as beautiful as when it was built over Two Hundred Years Ago. Inside, rooms have been reconfigured to accommodate modern living with a RENOVATED KITCHEN designed with a timeless appearance and including NEW APPLIANCES, a breakfast area overlooking the deck, and cozy seating area with a new wood stove, and Walk-In Pantry. The DINING ROOM, located off the kitchen, is spacious enough for formal gatherings yet still feels intimate for family meals. A wall of windows leads to the living room, and there's another room that serves as a GUEST ROOM / DEN. There's also a Renovated FULL Bathroom on the 1st floor. Upstairs, there are two Spacious Bedrooms and 2nd Renovated Full Bathroom. The property includes a Two-Story BARN, with a workshop and plenty of space for hobbies, plus a large addition that could be used as a STUDIO, PLAYROOM, or whatever! The two-car garage has power and an adjacent parking area. The yard features landscaped flower beds and the POND draws an interesting mix of wildlife. Plus the wetlands on the far edge of the property allow for exciting adventures in a canoe. 10 minute drive to Berkshires, 15 to Chatham Village, 35 to Hudson. Recent Updates include: NEW ROOFS on all buildings, Whole-House GENERATOR, New MECHANICALS.
Back on the Market and at a new price! This beautifully maintained single-family home blends classic charm with modern updates including a brand new radon remediation system and whole house UV light water treatment system! Featuring 2 bedrooms, 2 baths plus an extra room perfect for an office, this house includes gleaming wood floors and a newer kitchen designed for easy entertaining. Outdoor enthusiasts will value the Queechy Lake rights for boating, swimming and lakeside relaxation. With comfortable living spaces, a 1 car garage and attractive outdoor amenities, this property is an ideal full-time home or seasonal escape. *PLEASE NOTE - the new price reflects the fact that a new septic is needed. Additionally the deck over the septic has been removed to allow access to the tank. The 80K price reduction allows the new owner to remedy the current setup.
The home you've been looking for! This charming cottage with Queechy Lake rights offers comfortable living with modern amenities! The spacious chef's kitchen is the heart of the home, complemented by a separate living room, dining area, sunroom and bathroom on the first floor. Upstairs, you'll find a primary bedroom with ample space (including a cedar-lined walk-in closet,) a second bedroom, and a cozy office.The finished basement adds even more living space with a laundry center, tool shop, and bonus room. Enjoy the outdoors on one of two decks, surrounded by mature perennial gardens, a soothing waterfall, and a fire pit. This home is move-in ready and just waiting for you!10 minutes from Chatham Village and New Lebanon, 25 minutes from Pittsfield and all that the Berkshires offer!
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.Two tax map parcels ( 28.95 acres with house & all outbuildings and 8 acres with underground electric & a gorgeous view ). Build on smaller parcel in future or sell/ gift to a family member/ friend. 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 & 2 hours from Boston.Open Houses on Saturday May 10th & Sunday May 11th 2025 from 12 noon to 2:00 pm both days !!!
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.
Welcome to Constellation Farm, nestled in the peaceful countryside of Canaan, NY, where modern living meets the natural charm of rural life. This expansive property spans 10 acres and features a spacious home with 3 bedrooms and 3 bathrooms. The residence includes a luxurious primary suite addition, completed in 2019, designed as a private retreat with ample space and high-quality details.Perfect for horse enthusiasts, the property also boasts a 36 ft x 48 ft Morton barn, just 10 years old, with a columnless design that provides versatility for up to 5 horses or alternative uses like a car collection, art studio, or workshop. There are also 3 wood-fenced pastures, ideal for grazing or other outdoor activities. The large lot offers endless possibilities for gardening, recreation, and more.Located in a peaceful, private setting, Constellation Farm is still conveniently close to local amenities, major roadways, and just minutes from Queechy Lake with boat rights for water enthusiasts. Whether you're seeking an equestrian estate, a hobby farm, or a quiet getaway, this property offers the perfect combination of space, functionality, and natural beauty. Don't miss your chance to own this unique estate!
OPEN HOUSE SUNDAY 3/9 11am-1pmMotivated owners are ready for your offer!Charming 3-Bed, 3-Bath Home on 2 Acres in Canaan, NY - A Perfect Retreat Near Chatham and the BerkshiresNestled on 2 serene acres in Canaan, NY, this inviting 3-bedroom, 3-bathroom home offers both tranquility and convenience. Just a short drive to the vibrant town of Chatham, NY, and the scenic Berkshires, this property is the ideal blend of rural charm and easy access to cultural attractions, shopping, and dining.Upon entering, you're welcomed by a spacious and light-filled interior with thoughtful updates throughout. The open-concept living and dining areas provide a perfect setting for both relaxing and entertaining. The fully equipped kitchen boasts modern appliances, ample counter space, and plenty of storage.The primary suite is a peaceful retreat with its own private bath, offering a spa-like experience. Two additional generously sized bedrooms and two more well-appointed bathrooms ensure comfort and privacy for family or guests.Step outside to enjoy the expansive 2-acre lot, ideal for gardening, outdoor activities, or simply soaking in the beautiful surroundings. The peaceful atmosphere and natural beauty of the property create a perfect escape from the hustle and bustle, while still being close to everything you need.Whether you're looking for a full-time residence or a weekend getaway, this home offers the perfect combination of comfort, convenience, and charm.
This stunning five-bedroom, four-bath country cape is situated on 7.6 acres, surrounded by natural beauty, with breathtaking views overlooking a beaver pond and the Canaan Valley. This lovely home features a spacious open living room and dining room highlighted by a cozy wood-burning fireplace. There is also a generous sunroom equipped with a gas stove, and an oversized two-car garage with an elevator for convenience.The primary bedroom is located on the first floor and includes an ensuite bath, along with an additional first-floor bedroom that shares a beautifully tiled 3/4 bath. On the second floor, you'll find two spacious bedrooms, a full bath, and an office that includes a large walk-in storage closet. A large basement adds to the property's functionality. Also adding to the allure of this property, there is a charming separate one-bedroom, one-bath apartment complete with its own private balcony, kitchen, and living area. This space offers privacy and independence, making it perfect for guests or as a rental. A garden shed makes this lovely property complete.Ideally located just one minute from Queechy Lake, where you can enjoy swimming, boating, and ice fishing. It's also conveniently located just 5 minutes from the Taconic State Parkway, 8 minutes from Chatham, 20 minutes from Tanglewood, 30 minutes from Hudson, and only 2.5 hours from New York City.
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.
A rare opportunity to own a pedigreed home in the Hudson Valley that can count only four owners in residence since 1770. Built during the earliest days of the Republic, this gabled Federal-era house was originally the home of one of Canaan's founders, Daniel Douglas Warner, and his wife Olive, the daughter of a Revolutionary War officer. Approached through an allee of maple trees and nestled amidst 159 rolling acres of woods and hay fields, this four-bedroom house exudes history at every turn. The house boasts nine-foot ceilings, original beams and burnished wide-plank floors as well as 12-over-12 sash windows of period glass. Its rooms are an interplay between the past and the present. There's a galley kitchen with a Viking stove, Sub-Zero refrigerator, Miele dishwasher, and a cozy breakfast nook. A formal dining room with its own fireplace; a library with built-in bookshelves, and another fireplace; a deep, marble ensconced soaking tub and a bidet in the primary bath are just some modern enhancements. A stone-walled basement and a full attic offer additional space for a workshop, studio, or storage. Outside, the Warner House is surrounded by gardens, patios, stone walls, a heated pool. Among the other historic outbuildings, the piece de resistance is a striking 1840 post-and-beam barn of intricate mortise and tenon-groove joinery. Two horse stalls, two pony stalls, a tack room, a second story hay loft topped by an elegant cupola for barn ventilation make this an equestrian's dream, not to mention the hundred plus of acres of woods and fields for riding and exploring. At the property's highest point, a ridge line offers sweeping views of the countryside around Canaan, itself a gateway between the fashionable Hudson Valley and the cultural riches of the Berkshires. The house at Warner Crossing enjoys the best of both worlds: Minutes from hiking, skiing, shopping, and destinations namely Tanglewood, Jacob's Pillow and the Berkshire Theatre Festival. The home is also within comfortable distance to local markets and dining in nearby Chatham, N.Y. and Lenox, MA, and accessible by private plane through the nearby Pittsfield Airport. The beautiful patina of a time-honored home is always earned, never manufactured. Whether the new stewards of the Warner House choose to ride, swim, read, garden, cook, entertain, or simply relax under its eaves, they will become part of its story and certainly create new history of their own.

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Canaan is located in New York. Canaan, New York has a population of 1,762. Canaan is less family-centric than the surrounding county with 19.84% of the households containing married families with children. The county average for households married with children is 22.64%.
The median household income in Canaan, New York is $98,472. The median household income for the surrounding county is $73,065 compared to the national median of $69,021. The median age of people living in Canaan is 53.8 years.
The average high temperature in July is 80.6 degrees, with an average low temperature in January of 11.5 degrees. The average rainfall is approximately 45.9 inches per year, with 63.2 inches of snow per year.