Monterey MA Real Estate & Homes for Sale

FAWN CREST is privately located with 800' of direct water-frontage, and stunning views overlooking crystal clear private Doolittle Lake. The property offers seven lush acres surrounded by hundreds of acres of private forest, trails, and hidden vignettes. The home offers 4,836 sq. ft. 4 bedrooms plus a maid/housekeeper's room, 4 and one-half baths, spacious light-filled rooms with soaring ceilings, a balcony and abundant custom details throughout, and a chef's kitchen. Doolittle Lake offers seclusion, privacy, fresh air, and the best of country living. The property offers a serene environment, yet just a short drive to the historic village of Norfolk CT with Yale Summer Music and Art campus, dining, shopping, and recreational activities. Located in the foothills of the Berkshires and everything the Berkshires has to offer; just a short drive to Great Barrington (with its numerous restaurants and its famous farmer's market), the annual Tanglewood Summer Music Festival in Lenox, Mass., multiple ski mountains, and various options for fruit picking and only two and a half hours from NYC. The lake is one of the most pristine in the state of Connecticut and provides a variety of activities or complete seclusion, and is filled with abundant wildlife, doe and fawns, and the occasional moose. FAWN CREST is a world unto itself.

A remarkable opportunity to combine residencial on the second floor with commercial on the main floor in an excellent location with plenty of private parking. The kitchen is set up for the discerning chef , a large dining room, a bedroom/office and living room with a propane fireplace completes the first floor. The gorgeous hardwood floors throughout the house have just been finished and the house is in pristine shape for the next owner. Finally, there is central air on the second floor to complete the full package!

Welcome to Sunhaven. The Main house: Enter the front door and your eyes are pulled into light drenched living room. Dramatic with large windows, high ceilings and a wood burning stove for winter evenings. The plaster walls throughout set the mood of a chic, streamlined home. The inviting living room opens up to an open concept dining area. It's easy to imagine entertaining in this comfortable space as a set of French doors open onto a lovely stone patio surrounded by perennial gardens. The kitchen is expansive with an eat in area or reading nook. The kitchen features cherry cabinetry, a custom wood live edge slab on the bar area, eco friendly paperstone counters and farmhouse sink. There is also a cosy den and half bath. Upstairs features the primary which has its own private balcony for morning coffee and views of Haystack Mountain, a large walk-in closet and en suite bath with spacious shower. Two additional bedrooms on the floor are spacious and bright and each include their own private loft space on the third floor and share a hall bath. The lower level with stylish concrete floors proves to have additional flex space to be used however is needed. The main room with a walk out to the lower level could serve as an additional living room or gym. There are two additional rooms that are currently being used as an office and work / gear room. The lower level also includes a half bath and laundry.

As Summer Nears, the beauty of nature surrounds on a sleepy winding country road, this New and Truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a Gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. Build a family compound or guest home on the extra lot.

Wheatleigh is the perfect marriage of the grandeur of a 16th century Florentine palazzo and the comfort and elegance of the twenty first century. Imagine living in desirable Lenox on 22 acres overlooking Stockbridge Bowl and the mountains and being within a short stroll to Tanglewood! Henry Cook in 1893 commissioned Peabody and Sterns to construct this Italianate style home. It has since been updated by famed architects Tsao and McKown for contemporary living. The 19 suites, guest rooms and baths set a new standard of style and sophistication and can accommodate many friends, business guests and family. Each of the bedrooms have high speed internet and Bang and Olufsen TV's . The state of the art fitness center, heated pool, and tennis court keep every one active. Golf is only 5 minutes away and hiking, biking, riding , fishing and skiing are similarly nearby. A gorgeous home, beautiful setting and lots to enjoy in the Berkshires -the ideal compound!

Imagine a space where the hustle of the world fades into the background, and the serene whispers of nature beckon you to relax, gather, and reflect. This is not just a dream but a tangible reality awaiting your presence. Here, amidst the natural splendor, you'll find your own personal sanctuary, a place designed for moments of stillness and the joyous laughter of company. As you step onto the property, you are immediately greeted by sweeping views that capture the essence of pastoral beauty. Picture yourself being enchanted by the borrowed vistas of sprawling meadows that stretch out before you like a living tapestry. Adjacent to this picturesque setting is a delightful play field, offering an open canvas for recreation and enjoyment. The property abuts conservation land inviting you and your guests to embark on scenic explorations along the coveted Green River. Note too, the attic is large and ripe for expansion.

BIG SKY IN THE BERKSHIRESSet amidst 250-acres of wide open meadow and pristine woodland you'll find your dream, Berkshires oasis. Breath-taking views, a just-completed light-filled 4-bedroom contemporary home (fully furnished.), a nearly 1-acre swimming pond, tennis, miles of trails for hiking and skiing, and massive, fully insulated barn offering a multiplicity of opportunities: entertaining? Guest space? Store your toys? Solar and Tesla power walls, Highest standard (R-70) insulation and Zandor Air Exchange air filtration, radiant heat and AC, fiber internet, Tennis Court - synthetic turf 60 x 40 newly built barn - fully insulated. Offered furnished. From Boston - 2hrs, from Bradley Airport (Hartford,CT) - 1hr. From New York City - 3 hrs. 10 minutes to Jacobs Pillow Dance Festival. 15 min to Lee, MA.

Fully renovated one bedroom, one bath cottage. All new windows and doors, spray foam insulation, HVAC, hot water heater, plumbing and electrical all new/updated. New hardwood floors, appliances, four piece bathroom. Washer/dryer included, new, but not yet installed. Hot tub on front deck which spans 30'x10'. All new siding, new roof and gutters. Electrical updates include wires run underground from utility pole. Main house is an antique home with a lot of charm in need of extensive renovations. Budget around $200-$250K. Demolition for renovation has been started. Currently 6 bedrooms, 2 bathrooms. Living room with stone fireplace, and fireplaces in two downstairs bedrooms. Butler's pantry and reading nook with window passthrough. Layout is ideal for open concept kitchen/dining room. Cottage offers all modern comforts while you transform the main house into your dream home. Cottage is also perfect as income property, either full time or part time rental. Currently makes $250/night on AirBnB, potential for $1800/month lease. There is a Tenant in place in the Cottage. Current Lease runs though Augus 2024. One or more of this property's owners is a Real Estate Licensee.

This house retains the high wood ceilings, archways, stained glass and pocket doors and steeple of its former life as a church. It now offers a heated built-in pool, indoor hot tub, screened-in porch, sunroom and open floor plan, all amidst a beautiful country setting. The home has a magnificent double sided two-story stone fireplace extending from the living room through the master bedroom, as well as a fireplace and wood stove in the basement. The large master bedroom has both his and hers built in dressers, as does the study (or additional bedroom) down the hall. Approx 1600 SF of additional living space in the lower level, complete with a kitchen, bath, bedroom, and spacious living room. Relax in your atrium with its hot tub and wet bar, or enjoy a peaceful screened-in porch on the main floor. A short drive to Jacob's Pillow, and many other cultural and recreational offerings in the Berkshires and east to the Pioneer Valley. New windows, new central air, new appliances. Recently pa

New master builder's home with a wide opulent wrap-around porch welcomes you into the immense open floor plan bathed in sun-filled light from the wall of glass overlooking a terraced lawn. Entertainment begins here with the fully equipped high-end chef's kitchen with a butler's pantry including its own dishwasher and sink. A magnificent curved staircase leads to the King's Pine flooring of the primary suite with two balconies. Located in the heart of the Berkshires just minutes from the Mass Pike, NY State thruway and Taconic Parkway. All the Berkshires have to offer are literally minutes away including 4 major ski resorts, 7 golf courses, Tanglewood, Jacob's Pillow, Norman Rockwell Museum, Canyon Ranch, Kripalu, Hancock Shaker Village, and several theater companies and countless hiking trails. This custom house was designed with luxury and comfort in mind, including built in sound system, central vac, full house generator, dual head shower, hydrotherapy massage tub, and 4 fireplaces

Wonderfully maintained Colonial built in 1859 on a beautiful and private lot on the outskirts of Norfolk. Listen to the sounds of the Blackberry River while enjoying the professionally landscaped, fully fenced-in back yard. There are 4 nicely sized Bedrooms, a lovely, comfortable kitchen, a living room that opens to the dining room, 1 1/2 bathrooms and a separate 2 car garage. Many updates including: whole house automatic generator fueled by a 500 gallon buried propane tank, Buderus boiler with warming hot water, cast iron radiators, 2 zones for heat, upgraded electric with 200 amps, replacement windows, a flu for a propane stove in both the living room and the primary bedroom, lots of added insulation, a whole house attic fan, vinyl siding, newer asphalt shingle roof on the house and garage. There are charming glassed-in porches on the front entry and the rear entry. This is a terrific and comfortable home!

Welcome to River House-an extremely well-maintained, super efficient, beautifully landscaped, terrific Cape w/pretty views of lovely gardens & the Blackberry River. The house has been lovingly renovated & has a versatile floorplan w/ a pretty & cheerful kitchen w/ island, Dining area w/ built-ins, Sun Room/Office Studio w/ radiant heat tile floor & door to stone patio overlooking the river. Warming propane stove in the Living Room w/ wide board oak & some pegged oak flooring. Partial bathroom on the main floor off the Dining Room. Upstairs are 4 bedrooms, one w/ an exterior door to back garden. The Primary BR has a beamed cathedral ceiling & half bath; listen to the soothing river while you sleep. The full bath is nicely remodeled w/ tub/shower & towel warmer. Briggs & Stratton whole house generator, Buderus Boiler, very recently replaced Buderus Hot Water, energy efficient replacement windows throughout, 2 Provia exterior doors, storm doors, lots of extra insulation throughout including some sound insulation, mini split units for AC in sunroom, Primary BR and 2nd BR. Buried propane tank, fuel oil in nice attached shed. There is extra storage area on the left side of the house and a sweet shed w/ electric & lots of very nice exterior lighting. The yard is fully fenced. The State has an easement near the street for water lines and electric. Norfolk is a great town filled w/ nature, music, seasonal farmers market, & amazing town beach. This is a very special property!!!

Twin Lake Living - Experience lakeview living in this 5-bedroom, 3.5-bathroom Twin Lakes retreat. Nestled amidst the tranquil surroundings, this home offers a perfect blend of sophistication and comfort mere steps away from the Twin Lakes Beach Club and O'Hara's Marina. Indulge in moments of serenity on the expansive front porch both for dining and lounging where panoramic views of the lake and mountains. The west-facing porch is the perfect backdrop for sweeping sunsets over the lake. Step inside to unveil a seamless flow of living spaces, where an open-concept layout and gourmet kitchen, anchored by a charming stone wood-burning fireplace, create an inviting ambiance for gatherings and relaxation. Upstairs, four light-drenched bedrooms await, accompanied by two bathrooms and a laundry area. Ascend to the third floor to discover the large primary suite, complete with an updated bath and a charming balcony overlooking the professionally landscaped gardens and picturesque lake vista. With deeded lake access just steps away from your backyard, every day feels like a vacation in this move-in-ready sanctuary. Whether you seek a peaceful escape or a space for entertaining, this home promises to exceed your expectations. Discover the essence of Lake House Paradise today!

New Connecticut Country Your new dream home TO BE BUILT perched above Twin Lakes on 6+ acres in quaint Salisbury, Litchfield County. Featured in Architectural Digest Summer 2020. Built by design driven, eco conscience architects, StoneFox who focus on contemporary architecture with a strong sense of emplacement with a clean simple design with a sensitive approach to nature and the environment. If you've been waiting for the perfect home, it has arrived. You head up the sinuous driveway to an auto court. The house is sited to face the southwest to take in views of the Taconic range and winter and summer sunsets. The home features an open plan with a central room to gather yet also has cosy private areas to tuck away. No detail has been overlooked and the design combines luxury with an ease for comfortable living. This home is well designed, thoughtful and encompasses all you could want in a stunning country retreat. The main living space features the kitchen, dining and living room with multi slide glass doors that pocket into the wall on either side of an expansive opening that invites you to walk outside to enjoy nature and the view. On the first floor there is also a library and a guest bedroom with full bath, mudroom and powder room. Upstairs you will find the primary bedroom and bath plus two more bedrooms each with their own bath. The lower level offers more space for a gym and bathroom plus a laundry room.

The charm of yesteryear abounds throughout this historical property. Originally a Grist Mill dating back to 1880, this building has been transformed into a nostalgic home filled with purposeful antiques and charm. A large, sun filled space is occupied by the owner. Open floor plans on the first and second floors are divided into functional living space rooms. A beautiful hemlock wooden beam staircase with wrought iron railings leads upstairs to potentially two bedrooms with a sitting room and full bath or one bedroom, a bright studio work space and sitting room. A full bath complete with soaking tub positioned to watch the stars! Great sunset views from the large westerly windows in the bedroom/studio. The sitting area upstairs and living area downstairs both have propane heating stoves that make this home especially cozy. There is an additional large one bedroom apartment that is currently rented. A pull down staircase accesses the third floor which could be accessed for many purposes. There is also an additional attic storage room included with each unit. Storage abounds! Appliances in both units are included in sale. Full house generator. Underneath the house are three garage bays to complete this amazing property. You must visit this property to appreciate the charm that radiates throughout!

The charm of yesteryear abounds throughout this historical property. Originally a Grist Mill dating back to 1880, this building has been transformed into a nostalgic home filled with purposeful antiques and charm. A large, sun filled space is occupied by the owner. Open floor plans on the first and second floors are divided into functional living space rooms. A beautiful hemlock wooden beam staircase with wrought iron railings leads upstairs to potentially two bedrooms with a sitting room and full bath or one bedroom, a bright studio work space and sitting room. A full bath complete with soaking tub positioned to watch the stars! Great sunset views from the large westerly windows in the bedroom/studio. The sitting area upstairs and living area downstairs both have propane heating stoves that make this home especially cozy. There is an in-law one bedroom apartment that is currently rented until February, 2025. A pull down staircase accesses the third floor which could be accessed for many purposes. There is also an additional attic storage room included with each unit. Storage abounds! Appliances in both units are included in sale. Full house generator. Underneath the house are three garage bays to complete this amazing property. You must visit this property to appreciate the charm that radiates throughout! All room measurements are approximate.

Welcome to your rustic retreat nestled within the tranquil embrace of Wildwood, a private wooded lake community offering the perfect blend of seclusion and natural beauty. This charming 3 bedroom, 1 bathroom home presents a unique opportunity for those with a vision for renovation and a passion for the great outdoors. Embrace the potential of this cozy abode, sold in its current condition, furnishings and all. Whether you're drawn to the allure of a DIY renovation project or seeking a blank canvas for your personal touches, this home offers endless possibilities to bring your vision to life. Located within the desirable Wildwood community, residents enjoy exclusive access to the pristine lake, perfect for fishing, non motorized boating, or simply basking in the beauty of the great outdoors. Located just 45 minutes to all the Berkshires have to offer. 2.5 hours from Boston and NYC

Elegance, functionality and the charm of New England. This three bedroom in-town, home, newly restored by two designers offers great versatility of space. Including living room, dining room, sitting room, office. A renovated Kitchen with high end appliances and a beautifully re-designed Mud Room. Floors sanded and finished with Tung oil a restored Basement and an extensive walk up attic. An inviting Wooden Fenced backyard with raised beds and a Scandinavian-inspired firewood stack. The enclosed front porch has unique, historical round window. Norfolk's cultural richness brought by events such as Yale's summer school of Art and Music adds another layer of vibrancy to the community, making it a desirable area to live full time or weekends. Walking distance to Amenities, cafes and the renowned library. Endless hiking, near by skiing and interesting towns surround. This home is a truly enchanting property in charming Norfolk.

Welcome to Wildwood, a private, lake community located in the foothills of the Berkshires. This NEWLY 2023 BUILT 4-season home offers an Amazing open floor plan with High cathedral ceiling, a NEW Kitchen with stainless appliances and coffee bar, all open to an Inviting dining area and family room. All on the main level you will find a Gorgeous primary bedroom with a spa like bath, a 2nd bedroom and a full bath. as you make your way to the 2nd level you will find another bedroom loft or just a place to kick back and relax. The partially finished walk out lower level offers high ceilings and can be easily finished for additional living area. Other features include a large back deck, central air, 1st fl laundry and NEW EVERYTHING!!! From this property, walk to one of 5 sandy beaches on 2 crystal clear ponds for swimming, fishing, kayaking and sailing, tennis, basketball, baseball field, croquet, hiking trails, campgrounds, and clubhouse. Visit www.wildwoodpropertyowners.com for more info.

Welcome to quaint Chester, MA. Approximately thirty minutes from Northampton and minutes to the Berkshires. This farm house located within walking distance from town sits on 1.2 acres of land perfect for relaxing, enjoying nature, and gardening. The main level of living has had many improvements including: full renovation, newer windows, updated kitchen and bath, heating system converted to propane, new water heater, mini split, and appliances. Inside you will find a kitchen, full bath with laundry, living room, office, and bedroom. Bring your ideas and handy skills for the upstairs which is a work in progress. Opportunity knocks. Currently used as a single family, but is a legal two family. Picturesque setting with a country vibe yet not too far from area amenities such hiking at the Keystone Arch Bridges Trail (1 mile) and a short drive to music/theater in the Berkshires. Schedule your showing today!

Western views of Bear Mountain flood with sunlight and colorful sunsets. This thoughtful newly built home beautifully complements its unmatched setting. Covered porches, decks, and a screened porch frame this impeccably designed home, offering 4 en-suite bedrooms, each of which soaks in the dramatic views of its surroundings, creating a seamless commingling of indoor and outdoor spaces. The main level opens to instant views of the mountain range and has a clean and modern feel. The floating staircase with a vertical board wall is an instant feature that sets the tone for quality custom features throughout. A living room with a wood-burning fireplace sits prominently overlooking the western views. The dining room and gourmet kitchen with a large island and top-of-the-line stainless appliances lead to the back deck and screened porch, just steps away from the sparkling heated, gunite pool. A mudroom with its own entry from the side of the house nearest the pool is also thoughtfully designed. A sprawling first-floor primary suite includes a spa-like bath with a separate shower and soaking tub, plus a walk-in closet. Three additional en-suite bedrooms reside upstairs, plus a second living room with a fireplace, overlooking the western views. The unfinished lower level offers great potential for a bonus room, with 9-ft ceilings and large windows. The two-bay detached garage also features unfinished space above with great possibility.

Every home has a story. This one begins with a stunning parcel on a beautiful lake, a design team with clear vision & exquisite taste, and flawless craftsmanship & execution. Nestled on Salisbury's East Twin Lake, this home is a modern homage to the storied great camps of the Adirondacks, boasting 2 acres with over 150 feet of pristine sandy beach. Bright mornings & majestic sunset views over the lake to Bear Mountain & the Berkshire's Taconic Range - just another chapter. The home is a masterpiece of composition, with artist-inspired custom details and elite construction. The Great Room, spanning 50 x 29 feet with walnut floors, oak paneling, and a 12-foot coffered ceiling, is the heart of the home, featuring a fireplace, dining area, and chef's kitchen - all with lake vistas. The second floor offers a sumptuous Primary suite with an office, 2 additional ensuite bedrooms and a laundry room. The 3rd floor provides a flexible space with amenities for entertainment or additional guests. Outdoors includes a gazebo with a fireplace & an infinity edge spa, perfect for soaking-in the sunset views. This home's enduring beauty is evident in its slate roof and stone exterior, while modern comforts are assured by top-tier infrastructure. Its proximity to elite schools, cultural hotspots, & natural wonders, along with easy access to the Metro North Train Station, makes it a sanctuary just 2 hours from NYC. The story here is not yet ended; it awaits a new owner to finish the novel...

Calling all investors and ski enthusiasts! Don't miss out on this charming 3-bedroom, 1-bath home waiting for you to come in and make it your own. On 8 acres and located just 2 minutes from Catamount Mountain Resort, this property offers easy access to skiing & snowboarding adventures in a private setting with mountain views. This property has great potential as a short-term rental investment or transform it into your dream ski retreat! Possibility to subdivide. Sold as-is.

Fabulous upgrades and improvements all throughout this unique colonial home. Gorgeous newer kitchen & bath. Newer roof, windows, electrical and more. First floor laundry, 2 Car attached garage and large back yard! Charm, character, quaint country built-ins and finishings will surprise you at every turn. Open kitchen and living room with sliders to a covered front porch. The main bedroom on the first floor is good size and there is also a home office on the first floor. The second floor has 2 bedrooms. You can put your own finishing touches into a couple of rooms that still need to be completed to make this truly special home your very own. There is a large room on the first floor that could be a great family or dining room that is not finished. One bedroom on the 2nd floor is not finished. Conveniently located to the town center, all area amenities, magnificent recreational areas and only a short commute to the Berkshires, Westfield or Northampton. Call today!

If you have dreamed of country living in a home full of upscale amenities, look no further! Just 20 minutes from downtown Westfield, you'll find this super sized home on a barely travelled country road surrounded by nature! This home sits on gentle knoll overlooking a pond that draws an abundance of wildlife for your enjoyment. Step inside and you'll be impressed by the extra tall ceilings, the recessed lighting, the generous first floor family room or formal dining room and the expansive kitchen, living and dining space! A bonus room w/closet, mudroom/laundry area and a full bath round out the offerings on the first floor! Climb the iron rail ensconced stair case to find four bedrooms including a primary bedroom with a private bath boasting a dual sink vanity, a jacuzzi tub and a separate shower and a huge walk in closet! Add value by building out the garage attic space and/or finishing the huge dry basement!