luxury house with pool for sale Belchertown, United States

An Estate of Architectural Distinction with Unrivaled Sunset Views. Designed by award-winning architect, 6 Setting Sun Trail is a masterwork of custom architecture perched gracefully on 4.13 private acres. Positioned within an exclusive gated community, this extraordinary estate offers sweeping, 180-degree sunset vistas stretching from Hartford to Springfield. Spanning 7,283 square feet, the residence seamlessly marries timeless craftsmanship with modern luxury and state-of-the-art home systems. A dramatic two-story foyer introduces an interior defined by soaring 10-foot ceilings, bespoke coffered detailing, and exquisite custom millwork. Crown molding, stained glass accents, and rich oak flooring with custom accent inlays reflect an uncompromising dedication to detail. Four monumental fireplaces-two wood-burning and two gas-anchor the principal living spaces with warmth and grandeur. Designed for both intimate daily living and magnificent entertaining, the gourmet chef's kitchen serves as the heart of the home. It features a premier luxury appliance suite, custom cabinetry, a grand center island, a light-filled dining alcove capturing panoramic views, and a refined butler's pantry providing a seamless transition to the formal dining room.

Homes like this rarely become available. Custom designed and built by the original owner, this impressive brick and stone Colonial is beautifully sited on a pristine acre-plus lot with seasonal reservoir views. The outdoor living space is exceptional, featuring an inground pool, patio, and tranquil water feature-perfect for entertaining or relaxing. A dramatic two-story foyer with bridal staircase and cathedral ceiling creates a memorable first impression. The home offers generously sized rooms, exceptional millwork, hardwood floors, and abundant built-in storage throughout. Five bedrooms provide flexibility, including a luxurious primary retreat with private balcony overlooking the backyard, fireplace sitting area, and spa-like bath. The layout may also offer potential for multigenerational living with an inlaw or future ADU (buyer to verify). A truly special property combining quality, location and convenience. Close to The Bancroft School, major routes and town recreation center

A Legacy Preserved: Introducing "The George Gabriel House," An Iconic Richmond Heights Estate Step into a piece of Worcester's history with "The George Gabriel House," a residence that stands as one of the earliest and finest in the coveted Richmond Heights neighborhood. This magnificent historic home, boasting 7 bedrooms, 5 bathrooms, and approximately 5,000 square feet of living space, offers an unparalleled opportunity to own a true landmark. From the moment you enter, you'll be captivated by the home's rich heritage and exquisite original details. Imagine entertaining amidst high ceilings, preserved moldings, bathed in the soft glow filtering through leaded glass windows. The heart of the home is a European-inspired chef's kitchen, seamlessly blending modern luxury with timeless charm. Granite countertops, professional-grade stainless steel appliances, and a sun-drenched breakfast nook create an inviting space for culinary creations and casual gatherings. Multiple living areas provide a sophisticated flow for both formal occasions and relaxed family living. Host elegant soirees in the formal living rooms and grand dining room, find inspiration in the distinguished study, or unwind in the expansive great room, anchored by a warm and inviting fireplace and offering seamless access to the outdoor oasis. Step outside to discover a private retreat designed for enjoyment. A sparkling gunite pool beckons on warm days, complemented by an attached Jacuzzi tub for ultimate relaxation. The patio provides ample space for al fresco dining and entertaining, surrounded by the beauty of mature perennial flower beds and shrubs. The thoughtfully finished basement extends the living space with a vibrant game room, a fun "speakeasy-style" bar perfect for entertaining, and stone fireplace. A convenient walkout provides direct access to the lush backyard. Throughout the home, gleaming maple hardwood floors add warmth and character. Practicality meets prestige with a two-car garage featuring an attached utility shed. "The George Gabriel House" is more than just a residence; it's a testament to a bygone era, thoughtfully updated for modern living. This is a rare opportunity to own a significant piece of Worcester's architectural history in one of its most desirable locations.

Luxury Unveiled at Dorado Beach East Experience the pinnacle of exclusivity, privacy, and resort-style living in Puerto Rico's most desired community. This breathtaking 8,000 sq. ft. estate seamlessly blends grand architectural design with tropical serenity. Property Highlights: Space & Elegance - The entire house features high ceilings, and a double-height living space that reaches approximately 24 feet in height. 6 spacious bedrooms, each featuring a private ensuite bathroom and walk-in closets and beautiful views of the lake and the pool. Ultimate Primary Suite that features a massive walk-in closet and stunning lake view and an amazing bathroom with outdoor showers. Maximum Privacy - Prime location with no front neighbors, high surrounding walls with beautiful tropical gardens giving that additional layer of comfort and privacy. Premium Entertainment: Private movie theater, impressive leveled pool, and an outdoor terrace built for entertaining with a big summer kitchen with island. Bonus Flex Space - A separate, detached structure currently configured as a private home gym but can easily be transform into a guest house or whatever you want. The Location - Located within the secure gates of Dorado Beach East, you are just steps away from world-class golf courses, pristine beaches, pools, parks and all the legendary amenities of the Dorado Beach Resort. Resilient Backup Comforts - The residence has a 60 kWh electric generator with a diesel reserve tank of approximately 200 gallons and two water cisterns of 400 gallons each. This ensures the house's complete autonomy in case of emergency. An unparalleled opportunity for the discerning buyer who demands luxury, privacy, space and distinction.

Some properties are simply houses. Gun Mill Farm is a story still being written. Since 1772, this hilltop Colonial has stood behind its stone walls and picket fence, looking out over views that roll to the horizon, set on two parcels totaling 9.33 acres in Bloomfield. For anyone who has dreamed of horses outside the kitchen window, this is the place. A newly cleared paddock waits in the back acreage, and mown trails wind through rolling meadow and woods for morning rides and evening walks. A horse weathervane already crowns the carriage barn. Six garage bays and an arched carriage-way leave room to build the farm you've imagined. Inside, 250 years of character live in wide-plank floors, hand-hewn beams and five fireplaces. There are 5,500+ sq ft, five bedrooms and 4.5 baths, plus a beamed kitchen with a brick hearth, a primary suite with countryside views and a separate in-law apartment for family or guests. Then there is the library: a barrel-vaulted ceiling, rich wood paneling, floor-to-ceiling shelves and a fireplace made for long winter evenings with a good book. Arched windows and a bay window seat pull in the garden light, and French doors open to the terrace. It's a room people never forget. Terraced gardens step down past boxwood to a lily pool, an in-ground pool and broad lawns made for summer gatherings. Owned solar keeps it efficient. Minutes from West Hartford and Bradley Airport, yet a world of its own, waiting for someone who sees what it can become.

Welcome home to a multi-level distinguished residence.Thoughtfully cared for and beautifully appointed, this property graces Leominster’s highly desirable West Side. Sprawling across an expansive and versatile floor plan, this lovingly maintained home seamlessly blends sophisticated living with effortless indoor-outdoor entertaining. A stunning chef’s kitchen serves as the heart of the home, equipped with a Five Star commercial grade stove and open to a formal dining room. A sunken formal living room will serve as a gathering space for dining and entertaining. A magnificent first-floor primary suite with an elegant spa-like private bath which has its own personal laundry. Exceptional accommodations for family, guests, and multi-generational living. Beyond the interiors, the property becomes a private oasis, featuring an in-ground pool, tranquil koi pond, inviting cabana, and dedicated changing outbuilding—creating an idyllic setting for summer entertaining and leisurely afternoons. A rare offering that brings together comfort, sophistication, versatility, and a resort-inspired lifestyle, all in a coveted West Side location with easy access to major commuter routes, town and local shopping.

Berkshire ridge views and ten private acres set the scene for this distinctive log contemporary on George Carter Road in Becket. Set on a quiet country road just beyond Jacob's Pillow Dance Festival and within easy reach of Lee and Lenox, the home offers generous gathering spaces, a private guest suite, and a wonderful setting for a four-season Berkshire getaway. At the heart of the home is a dramatic great room with soaring cathedral ceilings, massive exposed log beams and trusses, and a floor-to-ceiling brick fireplace. A wall of windows rises to the roofline, filling the space with natural light and framing the Berkshire ridges beyond. Generous living and dining areas offer plenty of room to gather, while glass doors open directly to a wraparound deck overlooking the grounds and pool The kitchen features wood cabinetry, a butcher-block island with gas cooktop, double wall ovens, and brick floors. A walk-in pantry with laundry provides additional utility. The main level also includes a first-floor bedroom with exposed log walls and a full bath, a powder room, and a large heated bonus room currently used for recreation. Upstairs, an open loft overlooking the great room offers space for a family room or office, along with the primary bedroom and a full bath with a separate soaking-tub room. Above the oversized attached two-car garage, a spacious guest suite features vaulted ceilings, exposed beams, skylights, and large windows, creating a bright, open space with its own private bathroom. Set apart from the main bedrooms, it's an ideal space for visiting friends or extended family. The walkout lower level includes a fourth bedroom, a recreation room (or potential fifth bedroom), a full bath, sauna, and flexible space for exercise or other uses. A workshop area provides additional utility. Outside, the deck takes in the distant views, while the lawn rolls gently downhill to the swimming pool, surrounded by woods on either side. A private retreat with room to spread out, spaces to gather, and views to enjoy through all four beautiful Berkshire seasons.

Situated in a pedigree location just off the Town Common and Historic District, this remarkable colonial home with Craftsman influence and a stunning addition/remodel is unique in its beauty and design. The sale comes with an adjacent 1ac house lot w/sewer and water. FHW heat in main; FHA hybrid (electric heat pump, backed up by oil). Separate cen air handler in attic of main house; fha furnace for addition. Extensive renovation including roof, heating systems, interior paint, multi-coat paint on kitchen cabinets. Hardwood flooring throughout most of the home. Family room w/soaring 2-story ceiling and stone fireplace. 1st floor en suite primary BR w/large bath that has separate vanities, steam shower, large jetted tub (heater not working). Formal dining w/fireplace. First floor liv rm/office w/cathedral ceiling and half bath. Appx 1,000 SF finished in LL and includes laundry and ironing room. Dumb waiter goes to all 3 floors. Gentleman's barn. Inground pool.

Set on 65? acres, this four-bedroom, three-bath home offers the privacy, views, and outdoor lifestyle that so many buyers seek in Southern Vermont. Perched to capture sweeping mountain views and spectacular sunsets, the home welcomes you with a covered front porch where you can relax and take in the ever-changing landscape.Inside, the spacious floor plan is designed for comfortable year-round living, while the outdoor spaces truly set this property apart. A rear deck connects directly to the swimming pool, creating an ideal setting for summer entertaining, family gatherings, or simply enjoying Vermont's warmer months. After a day exploring the property, unwind in the hot tub while taking in the peaceful surroundings.The expansive acreage provides endless opportunities for recreation and exploration. Established trails wind throughout the property, perfect for hiking, ATV riding, snowshoeing, or simply enjoying your own private woodland retreat. An oversized two-car garage provides ample space for vehicles, recreational equipment, and tools, while the charming little barn offers additional storage for ATVs, lawn equipment, and all the toys needed to enjoy Vermont's four seasons.Conveniently located just minutes from the Massachusetts border, this property offers easy access from Greenfield, Northampton, and the greater Boston area. You'll also enjoy being a short drive from Mount Snow for skiing and year-round recreation, as well as the shops, restaurants, and charm of historic downtown Wilmington.Whether you're looking for a primary residence, vacation getaway, or a private Vermont retreat with room to roam, 598 Hubbard Hill Road offers the perfect blend of comfort, recreation, and natural beauty.

Welcome to this beautifully updated Colonial in the sought-after Clover Hill Estates neighborhood of Whitinsville. Offering an impressive list of recent improvements, this home is truly move-in ready! Thoughtfully renovated in 2021, the modern kitchen features granite countertops, stainless steel appliances, a breakfast peninsula, a dedicated coffee bar, and a full glass patio door opening to the new composite deck. The impressive family room showcases soaring vaulted ceilings, a striking arched window, and a wood-burning fireplace, creating a warm and inviting gathering space. A sun-filled dining room with hardwood floors and French doors, a comfortable living room, and an updated half bath with laundry complete the main level. Upstairs, discover three generously sized bedrooms, including a spacious primary suite with a walk-in closet, complemented by two tastefully renovated bathrooms (2023). Outdoors, a private backyard retreat awaits, featuring an in-ground pool, storage shed, expansive new composite deck (2025), and spacious patio, an ideal setting for entertaining and relaxing. Notable improvements include a new roof and furnace (2026), siding/exterior paint (2020), and windows (2019). With extensive recent upgrades, inviting living spaces, and a private backyard retreat, this exceptional property offers a lifestyle to be enjoyed for years to come.

This incredible modern Mediterranean Villa offers incredible view of the State capital from almost every room. This Home is a showstopper!!So much detail, Custom floor to ceiling windows. This home is one of a kind in State of CT, One of the most desirable area of town. 4 bedrooms and 4 and a half bathrooms. Included is a 4-car garage with double-wide black garage doors that has glass windows and very bright LED lights throughout. Up to a 6-car garage located under the home. Located on over 7 acres of land and has a private driveway. The home offers a stunning front entry with beautiful, suspended lighting, front steps are blue stone, front stairs, and a patio in Italian Slate pressed concrete. The elegant exterior of the home features white stucco with black trim. Stunning courtyard with gardens, heated inground pool surrounded by AstroTurf, pool house that is attached to the home, and an outdoor kitchen with 3 refrigerators, bar station as well as extra burners in addition to the full grill by Paradise Grill. Built-in lights and speakers. And the second island gives bar seating for 5 comfortably. The living room/dining room is open concept with double back French doors to both sides of the house for maximum light, with exposed black beams. A 70-inch 3-sided fireplace by Davinci with a wine room off of it and an 85-inch LED TV above for maximum entertainment.

Discover the perfect blend of historic charm and modern luxury in this beautifully updated Antique Colonial in the heart of Downtown Westborough! Rich in architectural character, this exceptional home combines timeless craftsmanship with thoughtful modern enhancements. A circular driveway, mature landscaping, and striking exterior create an impressive first impression. Inside, a gracious foyer welcomes you with gleaming hardwood floors, exquisite millwork, and a sweeping curved staircase. The elegant living room showcases coffered ceilings, custom built-ins, and a stunning stone fireplace, while the formal dining room features decorative moldings and abundant natural light. A sun-filled office offers an inviting workspace. The beautifully updated kitchen boasts custom cabinetry, granite countertops, stainless steel appliances, a professional-style gas range, and a generous center island. An adjoining gathering room with a second stone fireplace provides additional space to relax and entertain. Upstairs, spacious bedrooms feature hardwood and original wide-plank flooring, classic architectural details, and abundant natural light. Beautifully renovated bathrooms offer stone countertops, custom vanities, and luxurious glass-enclosed showers with elegant tilework. A charming clawfoot soaking tub adds a touch of vintage sophistication. Outside, an extraordinary backyard retreat awaits! Expansive stone patios surround a sparkling in-ground pool, complemented by an outdoor kitchen with built-in grill, granite countertops, and beverage refrigerator. Gather around the impressive stone fireplace, unwind in the hot tub, or enjoy outdoor dining beneath the trees. A half-court basketball space, beautifully landscaped grounds, and generous lawn provide additional recreational space. A covered porch, outdoor television, and detached barn complete this exceptional property. Ideally situated near Downtown Westborough's shops, restaurants, and amenities, with convenient access to major commuter routes. A rare opportunity to enjoy classic New England elegance and resort-style outdoor living in one remarkable home!

Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table. A wood-burning fireplace in the kitchen ensures no one strays far. Off the kitchen, a spacious half bath and back pantry area. Complete with wine fridge and additional sink round out the space. It may take some convincing, but once you get your guests to relocate to the dining room, they're in for a whole new experience. Old-world touches like the painted checkerboard wood floors are the epitome of New England country charm. After a candlelit dinner, move to the living room and take your pick of after dinner activities. A large wood-burning fireplace centers the space. Spend your evening challenging friends to a game of chess, or simply retire in front of the fire and nod off to the buzz of conversation around you. The library provides an excellent spot for the morning paper and some coffee, with yet another fireplace. This is the type of room people will excitedly claim as "theirs." Don't worry - if you were too slow to the draw, there's yet another space that works beautifully as an office or sitting area. Upstairs unravels like a good book. Meandering, yet thoughtful. Four bedrooms, each with their own distinct personality, are serviced by three bathrooms. A primary suite with soaring ceilings completes the floor, featuring an attached bath with a clawfoot soaking tub. Outside beckons. Set on 8 acres, the property unfolds beyond the house. Starting with the large red barn, which includes space for entertaining, horse stables, an unfinished second floor, a potting area, and ample storage. The barn opens onto a lawn that leads you to the sport court: pool and tennis. The pool does a beautiful job of giving you the sense of total and complete privacy while being only a moment from the house, surrounded by mature plantings and century-old trees. Should you feel the call for additional land, across the street is 26 acres of unspoilt land with breathtaking views with gentle rolling hills in the distance is available separately. Colebrook offers an elevated country experience - unspoiled and gracious, while only a short drive to local treasures like Tanglewood or nearby skiing. Modern amenities like Whole Foods and shopping are a quick hop to Canton, while the quiet country magic of the Litchfield Hills remains at your fingertips.

A private acre just above historic Collinsville, a short walk to village shops, restaurants and the Farmington River. Built in 1860, this classic Colonial welcomes you with a covered front porch and antique stained glass front door, and pairs period character with thoughtful updates. Spacious rooms in the main living areas provide an open, comfortable feel. The remodeled kitchen features custom cabinetry, a generous pantry and a striking white Viking range. A propane stove warms the dining room, and French doors open to the deck. The main-level primary suite has its own heat zone and a spa inspired bath with a clawfoot tub, glass-enclosed tiled shower and separate water closet. Another main level bedroom is currently used as a home office. Two large bedrooms, one of which is perfectly set up for sharing, and a full bath with laundry are found on the second level. Outside, the grounds are exceptional. Seating and dining areas, a stone wood-fired pizza oven and grill, a hot tub and an outdoor shower make for easy entertaining and relaxing. Terraced gardens, stone walls and bountiful hydrangeas lead to a pergola and fire pit. Detached, climate-controlled studio with vaulted ceiling, skylight and stained-glass accents is an inspiring 230 sqft office or creative space. A rustic barn-style shed offers storage and a second driveway leads to extra parking. Paddle, fish or bike the Rail Trail, then stroll to the village for dinner. An acre of privacy with village life at your door.

An incredible opportunity to be the next steward of Ledgehurst, a historic c.1780 estate once owned by founding family of Monterey, and perched above the charming village. Spanning over 4,000 sq. ft., the residence features bright living spaces, a primary suite plus 3 guest bedrooms, and a rare indoor pool complex w/ a sauna. Massive outbuildings offer endless potential for ADU's, workshops, creative studios, or car collections. Enjoy a short stroll to Lake Garfield's sandy beach, and under 15 minutes drive from downtown Great Barrington. The property is being sold in as-is condition. Buyers are encouraged to perform their due diligence and verify all information on condition and intended uses. This will be a project, but with the right vision, the property can be spectacular once again!

Set back from the road on an estate lot on the desirable East Side of Westborough, this well-maintained Colonial offers 10 rooms, five bedrooms, and 5.25 cleared acres with equestrian potential. A heated 20-by-40-foot in-ground pool, two-car attached garage, and separate three-car detached garage make this property especially appealing for car enthusiasts, hobbyists, or those seeking extra space. Inside, hardwood floors extend throughout much of the home. The cherry cabinet kitchen features a center island, granite countertops, stainless steel appliances, and a separate dining area overlooking the expansive sun deck. Open to the kitchen, the cathedral-ceiling family room with a fireplace creates an inviting space for everyday living and entertaining. A formal dining room, private living room, home office, and half bathroom complete the first floor. Upstairs, the spacious primary suite includes vaulted ceilings and an updated bathroom with a double vanity with quartz countertops, a ceramic-tile shower, soaking tub, and tiled floors. Four additional bedrooms and a convenient second-floor laundry room complete this level. A walk-up attic provides excellent storage and future flexibility.

Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence captures sweeping, unobstructed vistas of Windham Mountain's ski slopes from every single room. This is not just a home—it's a once-in-a-lifetime experience, designed by a renowned custom home builder with an obsession for detail, modern elegance, and exceptional quality. Highlights include an indoor heated pool and spa-like sanctuary for year-round relaxation, two primary ensuites on each level with spa bathrooms and private deck access, 4-5 bedrooms plus home theater and game room for ultimate entertaining, a chef's kitchen with open floor plan flowing to a massive wraparound deck, stone patio with fire pit for starlit gatherings, and an unmatched location just 5 minutes to Windham Mountain Club and only 2.5 hours from NYC. Already optimized as a luxury short-term rental, this four-season escape is fully permitted, proven, and profitable with the option to purchase fully furnished for a true turn-key investment. This is more than a home—it's your legacy in the Catskills. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

75-Acre Elite Equestrian & Wellness Sanctuary. Ultimate private retreat with a 4,040 SF luxury Cape, world-class horse facilities, and resort backyard. Trail access to West Hill Dam. RESIDENCE: Chef's kitchen (Jade 6-burner, Sub-Zero, granite waterfall island). 1st-floor primary suite with vaulted ceilings & spa bath. three upper bedrooms, office, large bonus room + finished walkout lower level. two-car garage with EV charger and generator backup. EQUESTRIAN: Professional nine-stall barn, heated tack room, wash stall & blanket laundry. 12,384 SF indoor arena (172'x72') + 130'x80' outdoor arena. 60' round pen & 15 turnout paddocks. Roof solar array on barn supplies powers to the property. WELLNESS & RESORT: Detached climate-controlled gym & solar yoga "She Shed." Heated, saltwater, gunite pool, hot tub, six-person barrel sauna. Outdoor kitchen with pizza oven. Meditation labyrinth, organic fruit orchards, and berry patches.

Nestled along scenic Main Street in Townsend, this beautifully updated New England home seamlessly blends timeless character with modern comfort. Rich in charm and architectural detail, the property features expansive gathering spaces, multiple fireplaces, exposed beams, and a dramatic vaulted great room filled with natural light. The renovated kitchen offers a clean, modern aesthetic complete with a large center island ideal for entertaining and everyday living. A flexible floor plan provides endless possibilities for multigenerational living, working from home, or creating dedicated recreation and lounge spaces. Adding even more potential, the unfinished bonus space above the oversized two-car garage is ready to be transformed into a studio, game room, guest suite, or additional living area tailored to your needs.

High on a hilltop in the Southern Berkshires stands East Hill Farm. 227 cultivated acres encompassing pristine forest, a spring-fed pond, a striking barn, verdant pastures, formal and vegetable gardens, a pool, and a tennis court. The centerpiece: a 1798 Georgian home, 5,000 SF with 5 bedrooms. Ready for private living, entertaining, horses, farming, a bespoke destination, or simply: tranquility. Includes a reimagined 6,000+ SF guest house, once an Arabian horse barn. 2½ hours to both NYC & Boston, yet a world apart. East Hill Farm offers what money rarely can buy: authenticity at scale. A 227 year-old house expanded, refined for 21st century life. Land, privacy, history, and a place of peace, which has endured through every chapter of American history. The next chapter begins with you. Reach out! Where The World Falls Away--227 acres. 227 years. One extraordinary hilltop farm. Drive up East Hill Road through Southfield village, past the store, climbing toward the top of Woodruff Mountain. The dirt road is well-maintained and lightly traveled. Sugar maples line your approach--massive, ancient trees that have watched over this land since before the house was built. Behind them, set back from the road, stands the kind of barn that makes photographers stop their cars. Three and a half stories of hand-hewn timber, painted proper New England red, moved here piece by piece from Amherst, Massachusetts, because the sellers understood that a farm needs a real barn. Not a replica. The real thing. The House Stops Your Heart--Federal period, 1798, when John Adams was president. This wasn't just another farmhouse. When Thomas Shepard commissioned John Collar to build this, he was making a statement. 8 rooms. 5 fireplaces. Ceilings higher than any farmer needed. Those distinctive 12-over-12 windows with hand-blown glass that turns the morning light liquid. A facade with sidelight windows and dentil cornice that announced to every traveler: here lives a person of substance. Walk through that front door and the wide center hall opens before you. Original wide-plank floors--King's boards, they called them, because timber this wide was supposed to be reserved for the Royal Navy's masts. Twin parlors flank the entrance, flooded with southern light. To your left, the original keeping room, now the dining room, where that massive cooking fireplace with its beehive oven still works perfectly after 227 years. The draft in these fireplaces is extraordinary. The woodwork throughout is original or crafted by hand precisely to match. Chair rails, wainscoting, built-in china cabinets with their original hardware. Those small cupboards tucked around the chimneys--John Collar's signature touch. Five Families in 227 Years--Jesse Hartwell married Thomas Shepard's niece and turned the house into a meeting place for progressive thinkers, and through the 19th century, the Hartwell family made this their home. Then came the Arabian horse breeders in the 1930s who added the newer rear ell and built what's now the guest house. The current sellers bought the house and five acres in 1969, then spent the next five decades not just restoring but thoughtfully expanding it. You'll be only the fifth resident to call East Hill Farm home--and despite its National Register status, free to shape its future as you see fit. That newer section? Radiant heat underfoot, a proper mudroom with laundry, a family room or perfect home office with its own kitchen, and an elevator up to a sun-filled library with built-in shelves and an ensuite bedroom and bath. A luminous sunroom framing year-round sunsets, with sweeping views across the formal gardens, horse pastures, and the shimmering pond below. Upstairs in the original part of the house, an additional four bedrooms, each with its own character. The canopy bedroom with its blue and white toile--that's not staging, that's how the family lives. Wide hallways, deep closets, and in that large upstairs hall above the front door, a perfect spot to sit and read while gazing out the neoclassical window over your barn, fields and forest, mountains in the distance. 5 full and 1 half baths in all--some original 1930s with their good bones, others from the 1980s restoration. The kitchen? Also 1980s, completely functional with good counter space, and a working wood-fired stove alongside modern appliances. Morning light streams in from the east, and sunset views are to the west, opening onto fieldstone patios on either side. Everything works: oil heat from a Viessman German boiler, cedar shake roof (much replaced in 2021), private well water so good they've bottled it up for guests, backup generator, fiber internet. The bones are so good and the mechanicals so solid that you can move in tomorrow or update to your taste--the house won't fight you either way. 227 Acres: A Complete World--East Hill Farm is more than the sum of its parts. From the original five-acre homestead, the current owners lovingly reunited land to create the breathtaking 227-acre estate it is today. 154 acres stretching across the north side of East Hill Road, and 73 tranquil acres to the south. To the north, a substantial portion of the property borders Sandisfield State Forest and thousands of acres of protected land. To the south, you have a section along Hotchkiss Road that is part of the New Marlborough Land Trust. Each acre is part of a dream fulfilled, a landscape that invites endless exploration and inspiration. Walk west from the kitchen patio between the formal gardens. Brick paths wind through perennial beds: heritage roses, peonies, iris. A long row of prolific blueberry bushes. In the vegetable garden, established asparagus and rhubarb come back stronger every year. Passing that perfect garden shed with its slate roof, as mist rises off the pond, becomes part of your morning coffee stroll. The pond--almost four acres, brook-fed, crystal clear. The family created it, and for decades it's been their private swimming hole, sailing spot, fishing paradise. Circle the pond and you'll find the big fishing rock on the west side, the perfect swimming spot on the east. Or head into the forest. Miles of trails, including a loop road that connects to Sandisfield State Forest. In spring, Lee Brook, the largest of several on the farm, roars with snowmelt. Up where the brook crosses the trail, it forms a waterfall after a hard rain. These are the headwaters of the Whiting River, and you own it. This isn't just acreage - it's a complete ecosystem. Meadows, forests, water, gardens, pastures, each flowing naturally into the next. Built for Whatever You Dream--That magnificent barn across the country road--3,550 SF on a full stone foundation, electricity, running water, lower level for equipment, main floor with stalls and work rooms, massive hay loft. Four pastures with water sources, run-in barns with power and water, and additional smaller outbuildings. The infrastructure is thoughtfully designed, whether your dreams include horses, alpacas, heritage sheep, a flourishing market garden, an orchard, festive celebrations, a tranquil retreat center, or simply savoring the seasons as they change across your land. The guest house tells its own story. Built as stables for those 1930s Arabians, it's now 6,668 SF divided into four independent residences, with cathedral ceilings and fireplaces. Some would use this for multi-generational living. Others might see a writers' or artists' retreat, a wedding venue, or wellness center. The bones are spectacular--soaring spaces and abundant light. Morning swims in the sparkling gunite pool with its serene fieldstone waterfall. Afternoons spent on the newly resurfaced tennis court. Evenings wandering down to the pond, soaking in the tranquility. Or embrace the rhythm of nature: January mornings breaking ice on water troughs, February afternoons tapping maples for syrup, and March evenings tending seedlings in the greenhouse, dreaming of summer tomatoes. The possibilities are manifold; life on East Hill Farm is generous and abundant. History You Can Touch--Walk these 227 acres and feel it: the weight of continuity. Five families in 227 years. Thomas Shepard, who helped found New Marlborough. The Hartwells, who held it for a century. Arabian horse breeders who landed their plane in the pasture. The current family, who pieced the scattered acres back together, whose daughters gathered eggs, boiled sap into syrup, grew the gardens that still bloom today. Some things do endure. That which matters can be preserved. In a disposable world, permanence is possible. The next chapter begins with you. The Berkshire Life, Perfected--Twenty minutes to Great Barrington's restaurants and shops. Less than ten to the Southfield Store. Tanglewood for summer concerts, Jacob's Pillow for dance, Butternut for winter skiing. Bradley Airport an hour away, Manhattan and Boston each two and a half hours. But honestly? Once you're here, leaving becomes the hard part. Mornings at East Hill Farm start with the mourning doves' lullaby that sounds like memory itself. The Sandhill Cranes return each spring to the lower pastures, their distinctive call announcing another season. Summer evenings, you'll sit on the west porch watching the sunset over your pond while fireflies rise from the meadows, and emerge from the woods. Winter nights, you'll build fires in those perfect fireplaces and be grateful they built that beehive oven so large. Everything here has been cared for with a deep knowledge of history and respect for nature and tradition. The heritage roses still bloom. The stone walls still stand true. The forest trails lead to hidden waterfalls and forgotten cellar holes. The gardens produce abundance. The pastures are ready to graze horses. Or you could simply walk your 227 acres knowing that in a world of constant change, you've found something real, something lasting, something irreplaceable. At $5.8 million, East Hill Farm offers what money rarely can buy: authenticity at scale. A genuine 18th-century house that works for 21st-century life. Land enough that you own your own hilltop. Buildings that tell the story of America. Privacy without isolation. History without the museum ropes. And beyond price, a place of profound peace that has endured through every chapter of American history, a hilltop sanctuary. Wake each morning in that otherworldly, untouchable tranquility that settles over the hilltop, where the rest of the world falls away, to watch the sun set where generations have watched it set, to be part of something larger than yourself, while making it entirely your own. 227 acres. 227 years. Some things are meant to be. Come see.

Set amid park-like grounds with a private wooded backdrop, this expansive Upton home stands out for its generous living space, thoughtful updates and remarkable flexibility. Updated kitchens and baths throughout bring a fresh, polished feel to the home, while impressive architectural details begin in the soaring two-story foyer and continue into the dramatic family room, where a vaulted ceiling, fireplace and an extraordinary collection of windows fill the space with natural light and views of the surrounding landscape. At the center of the main level, the updated kitchen features quartz counters, extensive cabinetry, stainless appliances, gas/propane cooking and an oversized island. Its open connection to the breakfast area and family room creates an inviting gathering space, while the generous dining room provides plenty of room for larger occasions. A private office or library with built-in bookshelves offers a quiet, distinctive space away from the main gathering areas. The home's generous proportions continue upstairs, where the exceptionally spacious primary suite features two walk-in closets and a beautifully updated, spa-like private bath. Three additional bedrooms, another updated full bath and conveniently located laundry complete the bedroom level. One of the property's greatest advantages is the finished lower level. With its own updated kitchen, bedroom, full bath, living/guest space and recreation room, it offers an outstanding setup for multigenerational living or extended family, while also providing tremendous flexibility for recreation, guests, a home gym or additional living space. Outdoors, a heated inground pool with newer liner, expansive deck with pergola, raised garden beds, brick walkways, fire pit, flowering shrubs and perennials create a wonderful setting for summer gatherings and time at home. Tucked within mature landscaping and a wooded setting, the backyard feels like its own retreat while remaining convenient to Upton's town center, schools, recreation and major commuting routes. An oversized garage provides exceptional vehicle and storage space, while fully owned solar and a newer 5-bedroom septic system are significant improvements for the next owner.

Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests. The property features its own private spring and grants lake community access to the spring-fed, pristine lake and pond for world-class private hunting, fishing, boating, and hiking, with caretaking maintenance available. Equipped with a full-house generator for absolute peace of mind and spanning a 46.38-acre residential parcel and a 54.61-acre protected forest parcel, this agent-owned sanctuary offers ultimate year-round luxury just 2.5 hours from both New York City and Boston. (2) Parcels. #594 46.38 acres, with House. #592 54.61 acres, designated 6-2 Forest.

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile five bedroom, three and a half bath property (2,586 sq. ft. total) offers two attached living spaces — a four bedroom + office, two and a half bath main residence (approx. 2,078 sq. ft.) and a one bedroom, one bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.

A rare opportunity to become the next steward of an exceptional home or investment property in one of Southborough's most convenient locations. Set on an oversized 1.4-acre lot along a quiet neighborhood street, this versatile five bedroom, three and a half bath property (2,586 sq. ft. total) offers two attached living spaces — a four bedroom + office, two and a half bath main residence (approx. 2,078 sq. ft.) and a one bedroom, one bath in-law suite/ADU (approx. 508 sq. ft.). The configuration is nicely suited for multi-generational living, an au pair suite, income property potential, or whatever flexible arrangement fits your plans. The main residence offers a traditional floor plan with an eat-in kitchen with stainless steel appliances, dedicated first floor laundry room/pantry, a large formal dining room, separate family and living rooms, a primary suite with attached ensuite bath, three additional generously sized bedrooms with hardwood floors sharing a full hall bath with double vanity, and a bonus room perfect as home office, gym, or flex space of your choosing. The in-law unit includes an eat-in kitchenette, living room, bedroom, and full bath with tub. Outside, a composite deck overlooks the in-ground pool (in good working order), and the expansive lot leaves plenty of room to garden, play, entertain, or simply spread out. With this much space, land, and flexibility in a convenient Southborough location, there is significant upside for the right buyer ready to bring their vision to life. Ideally located with proximity and access to top-ranked schools and easy access to the Commuter Rail, Rt. 9, 495, and the Mass Pike.