Windsor MA Real Estate & Homes for Sale

Looking for the perfect ski home or summer retreat? With a strong Air BNB history, the home offers plenty of space for you and your family while maintaining an intimate character. Located where the Hudson Valley meets the Berkshires, and a stone's throw from Jiminy Peak, this circa 1766 farmhouse sits on 28 peaceful acres bordering the Kinderhook Creek. The light filled space was completely restored in 2011 maintaining its original character while modernizing with high end appliances and finishes that appeal to today's discriminating buyer. The main level features a large working eat in kitchen with a Viking commercial cooktop and twin Jen Air wall ovens. Lovely public rooms and a guest suite complete the first floor. Upstairs find the charming primary suite and additional bedrooms.

29 +/- acres on two deeded parcels. 5 bedroom 3 bath home with a huge front porch that faces west for the most amazing sunsets. East facing deck for a great view of the sunrise! The house has propane hot water (2 years old) combination of oil and wood heat with a Buderus boiler, Dual fuel tanks mean few fill ups per year. 3 car garage. The horse barn has 10- 12 x 12 box stalls Heated cherry wood tack room, a 1/2 bath and an office. Center aisle drain wash stall & climate controlled hay loft w/ room for 1000 bales. Each stall has outside half doors; a 16,000 sqft heated garage w/office & tool room 20' ceilings, compressed air everywhere, a UV water filtration system, & more! You can fit all your cars & toys in through the 20' roll up doors & a loading dock! see docs for full list.

Privacy, tranquility, views and peaceful seclusion is what you will find with this beautiful cape situated on its private 5.57 acre parcel. Recent new granite countertops and new SS appliances in the gourmet kitchen. All hardwoods throughout, Private Balcony off master Bedroom on second floor for morning coffee and to take in the breathtaking views. Separate dressing room off master and private balcony. Full walk out basement partially finished with wood stove and 1/2 bath plumbed in (not fully finished). Enclosed side porch used as mudroom and storage.

Discover the essence of country living at 161 Bly Hollow Rd, where a charming 3-bedroom home, fully remodeled for modern comfort, rests on an expansive 60-acre property. The home features one bathroom, making it perfect for cozy family living. This unique property offers more than just a home; it provides you with 60 acres of endless possibilities. A tranquil creek runs behind the home, adding to the natural beauty and charm. Whether you're a nature enthusiast, a hobbyist farmer, or seeking peaceful seclusion, this property can accommodate your dreams. Explore your own private oasis, cultivate a garden, or enjoy outdoor activities on this picturesque land. When it's time to relax, the home offers a comfortable retreat amidst the natural splendor.

House has been gutted to the bare walls and has been redone, floors, electric service, sheetrock walls, insulation, plumbing, lighting fixtures, painted ceilings and walls. Bright and airy, this early century home needs nothing but you, to come and enjoy your deck and backyard, alongside the private trout stream. Oversize kitchen, 1 bedroom on the first floor, full bath and 3 bedrooms upstairs. Everything is new inside, you need to see this house in person to really appreciate it, old charm, combined with it's new beauty and modern conveniences. Fiber optic, cable tv and phone in place. Sits back off the road with a nice lawn, large rear deck, within 30 minutes to Albany, Jiminy Peak, Berkshires. Cash or conventional only.

Contemporary 2BR Chalet, origially guest house on 22 acre Estate Property. The main house burned down, but the foundation, well and septic are ready for the next owner. Property has expansive view to the South and West. Possibility of subdivision separating property into separate parcels for family compound or individual development. Property is minutes from the business district of New Lebanon with restaurants and other stores. 15 minutes to skiing at Jiminy Peak and access to the Berkshires, Tanglewood, Pittsfield ad Great Barrington.

Three Bedroom/2 Bath Cape situated on large corner homesite, Features Formal Dining Room with Fireplace and slider to Two Tier deck, First Floor Office or Hobby Room, Laundry Room in basement with Wash Tub,Newer Windows, Fenced Yard

A Unique New Timber A-Frame Shell Built on 40-acres Mountain. The owner tore down the original home and has started replacing the old structure. Recent updates include black metal roofing new windows and doors and cedar siding. Radiant heating installed in flooring and plumbing in place. Perfect for a get-away, hunting camp or Airbnb. Electric pole at house site. Septic and water need to be installed.15 minutes to VT and Jiminey Peak, 40 Minutes to Albany and Saratoga.

Welcome to your rural retreat in Petersburgh! Come make this charming 2-bedroom, 1-bathroom home with first floor laundry your own.The large garage on the property is a DIY enthusiast's dream come true. Whether you're a seasoned mechanic or just enjoy working on projects, this space is perfect for creating, fixing, and storing all your tools and toys.

Peaceful country setting with many updates. Modern kitchen and spacious bathroom. Convenient first floor laundry. 3 bedrooms, formal dining room, large living room. Hardwood floors throughout the main level. Large deck overlooking creek. Large garage with workshop space. This bright sunny home has everything you need.

Why Rent? Great opportunity to own. Built in 1986. 3bdrm-1bath mobile home, sits on close to 1 acre. Newer septic system. Cash only! Easy access to Troy and Bennington. Prime opportunity.

Offered turnkey, this renovated modern log cabin blends rustic charm with contemporary comfort surrounded by birch trees. Located on the NY MA border. 15 min to Stockbridge MA & a short drive to ski resorts. Featuring a brand-new kitchen. The open living room boasts a beautiful stone fireplace & hardwood floors. The primary bedroom suite has a gorgeous private bath with a soaking tub & soaring 13' shower. The guest bath was not forgotten in design. This contemporary cabin would be a perfect retreat or great for everyday living. A clean dry basement could be transformed into additional living space. Don't miss your opportunity to make this modern log cabin your own slice of paradise. Just over 2 hr to NYC. Broker is owner

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

Handyman Special, some work already started. Make an offer.

New Price!!!A charming property with a picturesque setting with mature perennials and multiple ornamental trees envelop this private 5 acre lot on a quiet country road. This custom built home boasts not 1 but 2 Primary en-suites, one on the first floor for easy living, the other on the second floor for your privacy. It also has 2 other bedrooms and a full bath upstairs. Natural wide plank wood floors add a touch of rustic elegance to the ambiance. Handmade Oak bookshelves surround the intricate tile work around the propane fireplace, creating the perfect setting to enjoy the family of deer on the property as you look out your windows. The Generac Generator gives you the comfort and security having a full powered home when power goes out.

Custom timber frame home w/ a 5-car attached garage & over 3242 sq.ft. of beautifully finished space + sunlit basement w/ interior & exterior entrances, large windows & plumbed for future full bath. Nestled on over 4 acres of wooded lakefront land, w/ breathtaking views of the 134-acre Dyken Pond w/ 334 feet of waterfront. A 30 ft Rollin dock is included. Motor boats are welcome. First-floor primary bedroom suite w/ oversized walk-in closet, private deck & lavish bathroom. A first-floor laundry room, separate entrance w/ an oversized mudroom, & a walk-in pantry. Park like landscaping & slate walkway. The HOA owns an estimated 200 acres of woods, offering ATV & snowmobile trails that connect to NYS snowmobile trails leading all the way to Canada. Ent. center & bar stools included, 220V.

Grand country estate bordering the Hoosic River. This home features quarter-sawn oak flooring, elegant detailing throughout, large fireplaces, rich paneling, high ceilings, large windows, i.a. Includes a large orchard with mature fruit trees, an in-ground swimming pool, and a barn set on over 3 acres. Owner is offering owner financing at 3% interest with a down-payment of $250,000.

*****All Investors! All Future Homeowners! ***** High Curb Appeal Describes This Three Bedroom 1 Bathroom Single Family Dwelling. Located Near The United States Postal Office. Tons Of Storage Space With An Walk Out Basement. Extra Room In Attic. Over 1 Acre Land. Easily Accessible To I-90. Cash. As Is. Condition Fair. Property Needs Rehab.

Back on the market with new work done. Old shed gone, new approved septic system for 4 bedrooms and new well. Some new framing inside. A diamond in the rough, down to the studs. Needs electric, plumbing, insulation, and all your finishing touches. Patio doors to a nice backyard, original wood floors to be redone, new windows, newer roof, new garage, spacious wrap around porch. Right on 295 close to TSP, I90, and the Berkshires for skiing and culture.

Escape to your own private retreat at 191 Sherwood Acres Rd in Nassau, where 74+ acres of natural beauty await. Tucked away in the Rensselaer Hills, this property offers a rare opportunity to immerse yourself in tranquility while enjoying the comforts of a newer 3bed/2 bath mobile home. Central AC&Generator. As you venture down the dead-end road, you'll be greeted by towering trees and the serene sounds of the forest. With 74+ acres of land to explore, including vast woodlands and meandering trails, this property is truly a paradise for outdoor enthusiasts and nature lovers alike. Or build higher up to capture the view. Whether you're an avid hunter, hiker, or simply enjoy the peace and quiet of the great outdoors, this is the perfect setting to indulge in your favorite outdoor activities

SUPER QUIET location off a country lane finds this Contemporary home w/ CENTRAL AIR CONDITIONING, woodstove opening as fireplace and attached garage.. super solid, bright and happy... LR w/15' ceiling & lots of windows throughout bring the outdoors in for a beautiful country feel.. off dining area are glass drs to open deck overlooking meadowy lawn protected by light forest. 3-4BRS, 2 full baths including double vanity.. large open loft with closets.. principal ensuite complete w/walk-in closet, bright bath and beautiful hardwood floors. Large level yard, private rear deck on 2 acres offer just enough lawn to play badminton or add your inground pool. Surrounded by some hidden but most expensive, multimillion dollar estates in the area..

The Every House has the soul of an artist and offers a little something for everyone. A Pond for reflecting, a pool for a cool dip. A quiet road to walk on. Proximity to Chatham for life's essentials. The mudroom is where you'll start, shedding boots and coats. Upstairs a country kitchen looks out over the grounds, keeping things in perspective. The living room is large enough for formal and informal to coexist, anchored by the fireplace. The sunroom serves as a dining room for light filled soirees. First floor bedroom with full bath with steam shower. Upstairs,3 large bedrooms (one with fireplace) are eclectically laid out for privacy and rest. The third floor offers storage or additional living space. The garage has a two bedroom, two living room apartment with full bath and kitchen.

Property is a 2 Bed/1 Bath Single-Family home in need of a full renovation. This is an AS-IS property. CASH BUYERS ONLY! Buyer to sign hold harmless prior to showing.

Do you feel like you have a chance to fully recover from the week's worth of work with its unrelenting deadlines and numerous responsibilities? Life should be simpler. Life can be simpler...for you. Tucked away in a restoring, forested setting, you will take in the natural views and experience a prevailing peace the moment you step foot in the front door of your new lake home. You'll experience both rest and renewal as you recline on one of the four decks of this home which overlooks the fourteen-acre, non-motorized, private Lake Elizabeth. Do you fish? You can cast your fishing line from your choice of the dock on the shore or the floating swim dock! The wall of windows in the great room reveals the indescribably tranquil spectacle of Lake Elizabeth. Life can be simpler, for you.

Beautifully remodeled ranch home by one of Berlin's premier home builders. This home features a full ensuite primary bedroom featuring exposed brick, hardwood floors, and completely new full bath and large walk - in closet. The gourmet kitchen boasts quartz countertops, all new cabinetry, and stainless steel appliances, accented by a stunning dark tile. New siding, new windows, new roof. The living room has new recessed lighting, a woodstove insert fireplace, and redone hardwoods which run throughout the home. A nice size yard, low taxes, and walkout basement complete this great choice. Open House 3/30 12-2pm