Monterey MA Real Estate & Homes for Sale

Atwater Pond is an exceptional retreat in the Berkshires of western Massachusetts. At the heart of the property lies the namesake 32-acre pond, which dates to 1892 when it was dug by hand and horses. More than 130 years later, the pond anchors the property, and the improvements and owner's homes are clustered on its eastern shore. The house and guest house recently underwent extensive renovations, and the immaculate structures have an effortless, contemporary aesthetic that honors the property's casual country roots while incorporating modern conveniences. Surrounding the pond are 321 acres of pristine woodlands, and the undulating topography is interspersed with trails, streams, wetlands, and remnants of the area's extensive history. It is a true four-season destination. Outstanding privacy and seclusion are balanced by accessibility. New York City and Boston can be reached in under two and a half hours. Four of the areas finest eateries and cafes are within a 10 minute drive.

Blue Hill Farm: 1820 Center Hall Colonial in excellent condition on 249 high acres with hay meadows, pastureland, an apple orchard, woodlands, gardens, a tennis court and a 1970's caretaker/farmer's house. The main house has 6/7 bedrooms and 3 baths, along with a three-car attached garage. The property consists of 7 parcels of contiguous land surrounded by the Umpachene River on three sides. There are long views to the west of the Taconic Range from inside and outside of the house, and a grouping of antique and other barns to the south across a very rarely traveled, narrow dirt road. Offered for the first time since 1967.

Great owner occupied opportunity- as one apartment is vacant or add to your portfolio and rent all 3 apartments.This well maintained property offers a beautiful setting and many updates such as a NEW septic system 2012, blown in insulation 2013, NEW vinyl siding and windows 2020, New water filter system 2019, New water heaters from 2019-2021 and blown in insulation 2013 to name a few. 3 CAR DETACHED GARAGE!!!!! 48hour notice with all appointments.

Nestled on a deeded 1/3 acre lot behind a shelter of trees, this 2 bedroom getaway can be your summertime home away from home! With a modern 2011 well cared for interior, this 34' trailer has a large screened porch for summer evenings and rainy day entertaining. The attached deck overlooks woods. This cozy lot also has a fire pit & 2 sheds! For extra guests, the kit table unfolds into a bed. Klondike is a gated community which has a large clubhouse w/many amenities, a large newer pool w/poolside cafe, community fire pit, picnic area, playground, exercise room, tennis & pickle ball courts, onsite ponds for kayaking, and more! Numerous organized events also give this gated campground a true sense of community! Klondike is a great place to call home from 5/1 to 10/15, and a wonderful place to visit year-round to enjoy local trails, skiing, fishing, & the outlet mall. Come view this opportunity today!

LIKE LIVING ON YOUR OWN PRIVATE LAKE!Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction.With only a few homes on Hayden Pond and none in sight of this property,it feels like your own private lake.Since 2017 many improvements have been made on this lovely property:metal shingle 100 yr roof,newly created lower level in-law apt w/kitchen,full bath & gas fireplace.Fully reimagined yard along the waterfront w/Goshen stone patio & steps,walkways along the water w/landscaping,a drilled well & an auto generator.There's plenty of room w/3 full baths,3 bdrms + a spacious living rm w/expansive lake views & deck,gas fireplace w/ gorgeous rustic stone & reclaimed wood surround.A few minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing now!

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.

Rare Waterfront property on Otis Reservoir with large boat dock. Otis Reservoir is the state's largest recreational body of water. Completely remodeled home has 2 bedrooms and 2 full bathrooms. wood Cathedral ceilings., and ship lack. thru out .

Here is the opportunity you've been waiting for! This beautiful water access home is waiting for the buyer that wants to be spoiled. No work to be done and all you have to do is enjoy the Otis Reservoir. Lots of light and lake views! Just steps to the lake, come and start your memories!

GREAT POTENTIAL TO HAVE YOUR OWN CABIN IN THE WOODS! This property is located in Sherwood Forest Lake District and features 3 BR, 1 bath, and one car garage. Being sold "as is" including debris in and around the house. House needs work to bring it back to its glory. Buyer to perform due diligence, including well testing, utilities and smoke certificate. Property failed Title V. There is a wood stove for heating and electric hot water heater. Would be perfect for future Airbnb or hunting lodge. Close to Berkshire ski areas.Will not qualify for financing. Must be cash or rehab loan. Subject to probate approval.

SPRAWLING CUSTOM BUILT MOVE IN READY HOME w/RENTAL APARTMENT & LARGE WORKSHOP GARAGE!The perfect gathering place:this thoughtfully & solidly designed home w/steel frame construction offers generous living areas & bedrooms.Attention to detail throughout w/custom trim,wide hallways & gorgeous hardwood floors.The open plan kitchen,living & dining areas is made for large gatherings & entertaining.Other features include a first floor primary bedroom suite,a comfortable mudroom/laundry room & an expansive sun room for easy living.A fully finished lower level w/ office,full bathroom,bonus room w/kitchenette & another sun room along w/ a detached oversized garage w/income producing apartment above are great additions to this already complete home giving you options for private guest & workspace.Minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing today!

Discover the ultimate Berkshire Oasis on Big Pond, MA. This 3-bedroom lakefront retreat offers an unparalleled opportunity for idyllic living. The home boasts an open layout with a fireplace, capturing the essence of Berkshire nights. Enjoy serene lake views from the 36' x 16' dock. Once you go upstairs, two of three bedrooms overlook the lake with queen-sized beds. The other bedroom features a set of bunk beds and a king-size bed. New updates include a steel roof, water pump with filtration system, deck handrails, range, and 200 amp electrical panel and meter. Don't miss out on this captivating home. Your dream lakefront lifestyle begins with a private tour today! See Attachment for additional details.

Welcome to the Berkshires! This business/farm is located right on Rt 7, considered the ultimate New England road trip. Capture tourists year round with nearby Tanglewood, Butternut ski resort and so much more! This spacious P&B building consists mainly of two large rooms both with lofts. One currently a tasting room with loft, floor to ceiling windows, a center staircase & french doors to the patio. The second room is currently an event room. The lobby has a handicap bathroom. Opportunity exists to live onsite in the attached apartment. This P&B was built with Microlam beams for clear expanse in basement & ability to support heavy retail on main level. There is also a fire protection system, alarm system, surveillance and 3 temperature zones. The business has a wine and food license. There is a plethora of other opportunities: farm to table restaurant, a farm stand, pick your own, farm brewery, retail, events. Time to make this your year!!!

This property offers a rare blend of historic charm and contemporary amenities nestled on nearly 4 acres of private land. Located just 15 minutes from the Otis Reservoir. The main residence boasts spacious rooms exuding character with original features, a large stone-faced double fireplace, a library, and a wrap-around porch. One of the standout features of this property is the attached two-bedroom apartment, ideal for multigenerational living, guests, or as an income-producing unit. It provides a private retreat while still being connected to the main house. For those with a passion for craftsmanship or needing ample space for projects, the large garage workshop awaits. Designed to accommodate work trucks with its generous height, this space is a haven for DIY enthusiasts. An oversized barn offers additional storage for or could be transformed into a creative space. Rounding out this property is an income-generating billboard.

Welcome to Sherwood Forest! 20 minutes from the Pike! Make this your home away from home or year round. Vinyl sided Ranch w/ 5 Rms,3 Bds,1 Full Bath. Features a large storage Barn & a Quonset Hut Garage/outbuilding. Sold in strictly as-is condition, Seller Will Not Turn On Utilities, De-winterize or Perform Title V nor make repairs. Utility Connection During Buyer's Inspections are Buyer's Expense. Offers must have Proof of Funds/Pre-Approval - Cash/Rehab Loans Only. Offers require a deposit of 10% of the Sales Price ($1,000 min). Buyer Agents will be assessed a $200 Technology Fee for properties where an offer was submitted on or after March 4, 2024 and closes escrow after March 29, 2024. The fee does not apply to properties with an accepted offer prior to March 1st. It is the responsibility of Buyer's and Listing Agents to ensure the Technology Fee is included in the Closing Disclosure. The Technology Fee will be deducted from the commission and disbursed accordingly at closing.

NOW UNDER $3M! Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises of a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central AC, all updates systems, commercial grade fire systems, residential or commercial use. Seize the moment! Also listed for sale as Commercial. MLS# 73075811

Sherwood Forest's private community offers a peaceful retreat surrounded by nature's beauty, providing a perfect escape from the hustle and bustle of city life. With its proximity to two lakes, residents can enjoy fishing, boating, swimming, and other recreational activities, making it an ideal spot for outdoor enthusiasts. Considering the property's sizeable lot, there's potential for a complete renovation or even a teardown to build a brand-new, custom dream home in this desirable location. Currently, this colonial-style house features 3 bedrooms, 1.1baths, offering ample space for living. All potential buyers are encouraged to perform their due diligence regarding the property's condition, renovation costs, and any necessary permits.

Welcome to your charming remodeled 2-bedroom sanctuary, boasting 936 square feet of cozy comfort. Step inside and discover a remodeled interior, where every detail exudes warmth and character. The living area welcomes you with its inviting ambiance, perfect for both relaxing evenings and lively gatherings - cozy up to woodstove!But the true gem of this property lies just beyond its walls. Step outside to discover the expansive .57-acre lot, adorned with lush greenery. Marvel at the oversized heated 2-car garage, complete with a convenient bedroom above, offering endless possibilities for guests or a private retreat.For the avid boater, deeded dock rights with a boat slip on B Drive await, providing easy access to tranquil waters and unforgettable sunsets

Welcome to Meadow Wood. This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays. A barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this one level home.The exterior walls are planted w/ climbing hydrangea that blur the

Amazing water views of the Berkshire's largest and one of southern New England's cleanest lakes! The front deck invites you through sliding glass door into this 3 bdrm 2 full bath, one of a kind property. Living room with wood stove, open to the kitchen w/ample storage, newer appliances and new laminate flooring. Enjoy the large sunroom/dining area loaded with windows. The 1st floor is finished off with a lrg bedroom w/new carpeting and good-size closets, full bath w/tub/shower surround. 2nd flr- IMPRESSIVE newer addition, huge master bedroom with walk-in closet(s), a private entrance to the full bathroom w/stand-up shower. The showstopper is all of the windows in this master retreat which gives you an unobstructed view of the reservoir. There is a "right of way" 3 houses down with a picnic area, swimming, and a floating dock that association members can enjoy. Bring your kayak and store at the "right of way" year-round to enjoy beautiful sunsets on the 1,085 acre water playground!

You will fall in love with this home the minute you walk through the door! The kitchen has stainless steel appliances, commercial freezer/refrigerator, double oven, wine fridge, center island with butcher block top, pot rack and more. Double sided propane fireplace is in the center of the home with living room on one side and family room on the other with cathedral ceilings and lots of natural light through the contemporary windows. The main bedroom is on the first floor with main bath, but also has second main bedroom with full bath on the second floor! The den on the second floor has closet and can be used as 4th bedroom. There is also a sitting area with 3rd fireplace. The wrap around deck is along the entire length of the home for you to enjoy your 5 acre lot. Expansive walk out basement ready for your workshop or finish for additional living space with sliders to the backyard. There is also a three car garage and fenced chicken coop. Showings begin at open house on May 19 from 1-3

Welcome to 685 Lee St. Property is a very charming cape that has a ton of potential. Property is on an acre lot with a big 2 car detached garage. Property will be delivered vacant at close.

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great Barrington VIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping. The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.

Discover the charm of this lodge-style ranch in Colebrook, Litchfield County - a hidden gem in the Berkshire foothills. With rustic wood paneling, beams, floors and an inviting stone fireplace, this home exudes warmth and character. The open layout connects living spaces seamlessly, and the remodeled kitchen boasts cherry cabinets and granite counters. Enjoy the tranquility of the enclosed heated front porch and the practicality of the mud room/utility room with built-ins. Situated on a 33-acre plot with fruit trees and a 33 x 24 barn, this property offers a peaceful rural lifestyle. Beyond the home, Colebrook invites you to explore its rich offerings. Treat yourself to lunch at the historic Colebrook Store, (the oldest operating general store in Connecticut), hike the Deer Hill Trail for panoramic views, or visit Norbrook Brewery and Farm Trail for cold beer and Disc Golf. For winter adventures, Butternut Ski Resort is less than 30 minutes away, while Catamount Mountain and Tanglewood offer cultural experiences. This property is not just a home"it's an invitation to a lifestyle filled with nature, adventure, and the best-kept secrets of the Berkshire foothills. Seize the opportunity to make this your home!