luxury houses with pool for sale Rutland, United States

Honey Hill Farm is a rare and distinguished Vermont estate encompassing 264.4 extraordinary acres of pastoral beauty, panoramic mountain views, and an unrivaled network of private trails, with an additional contiguous 42.6-acre parcel available for purchase. More than a luxury property, Honey Hill offers the experience of a private park, with nearly 10 miles of trails winding through forests, open meadows, cascading brooks, waterfalls, and around a spring-fed pond. Whether for hiking, cross-country skiing, horseback riding, mountain biking, or quiet exploration, the land offers a seldom-found level of privacy and recreation. The main residence has been masterfully reimagined through a full-scale renovation, blending timeless craftsmanship with modern luxury. At its heart lies an expansive gourmet kitchen with custom marble finishes and bespoke detailing. A four-season room with floor-to-ceiling glass doors dissolves the boundary between indoors and the breathtaking landscape beyond. Formal living spaces flow seamlessly into a richly appointed bar and billiards room and onward to a spectacular library, where exquisite millwork and tailored lighting create an atmosphere of quiet grandeur. Each bedroom suite is generously scaled and paired with indulgent ensuite baths. An extraordinary spa offers infrared and salt therapies and opens directly to a heated pool surrounded by nature. Modern systems ensure comfort and security, including radiant heat, central air, water purification, and a whole-house generator. The iconic red barn has been fully restored, with upper-level entertaining and fitness space and a beautifully appointed guest apartment below. Offered as a fully curated turnkey estate, Honey Hill includes exquisite custom furnishings thoughtfully selected to complement the home and setting, allowing for immediate enjoyment. Privately sited behind gates and shown by appointment only, Honey Hill Farm is a world unto itself and legacy in the making.

Just 2 miles from Woodstock Village, this gracious brick Cape on 6 open acres offers the perfect blend of privacy, comfort, and classic Vermont charm. Thoughtfully expanded and beautifully maintained, the home features a chef’s kitchen that opens seamlessly to a spacious gathering room designed for entertaining and everyday living. Multiple fireplaces—including a wood-burning and gas-ready—add warmth and character throughout the home. The flexible floor plan includes 3–4bedrooms, highlighted by an upstairs bedroom with its own fireplace, plus a private guest suite or office above the garage—ideal for visitors, remote work, or creative space. Outdoor living is equally exceptional. Enjoy a covered porch, sunny patio, dedicated garden space, apiary, and an in-ground pool with heat hookup for extended seasonal enjoyment. More than 5 acres of invisible fencing allow pets to roam freely across the open landscape. Perfectly positioned for year-round recreation, the property sits adjacent to the site of America’s first ski tow and offers easy access to Saskadena Six, Killington, and outstanding winter activities throughout the region. A standout feature is the heated and plumbed two-story barn/workshop with its own vehicle bay—offering endless possibilities as a media or game room, studio, workshop, fitness space, or future guest quarters. With easy access to I-89 and the Upper Valley, this rare offering combines acreage, versatility, and close proximity to one of New England’s most iconic villages.

Expansive long-range southerly views to Mount Ascutney create a breathtaking backdrop from the living room, dining room, and the custom full-length deck complete with a screened gazebo. Framed by mature trees that provide both shade and privacy, the setting offers a perfect balance of seclusion and spectacular scenery.Ideally located on sought-after Fairbanks Turn, this beautifully crafted three-bedroom, two and one-half-bath Post-and-Beam home enjoys exceptional privacy while remaining just minutes from the Club and the Village of Woodstock. Thoughtfully designed for comfortable year-round living, the home features a first-floor primary suite, allowing for convenient single-level living.The warm and inviting interior showcases exposed beams, soaring spaces, and hardwood and bamboo flooring throughout the kitchen, living room, and dining area. The primary suite, loft, and upper-level bedrooms are comfortably carpeted, creating welcoming retreats for family and guests.A drive-under two-car garage and additional parking at the front entrance provide easy access in all seasons. The lower level offers excellent utility and flexibility, featuring cedar closets, a workshop, a ski-tuning area, and a bonus room ideal for hobbies, fitness, or additional living space.Surrounded by natural beauty and designed with timeless craftsmanship, this exceptional Post-and-Beam home is a wonderful opportunity to enjoy mountain views, privacy, and all that Quechee and the Upper Valley have to offer.

Superbly located on Baker Turn, this inviting three-bedroom, two-bath home offers exceptional indoor and outdoor living with easy golf-cart access to the Quechee Club. An abundance of glass throughout the home fills every room with natural light and creates a wonderful connection to the surrounding landscape. The expansive wraparound deck extends from the dining room, connecting the home to the oversized garage and an elevated screened porch. With skylights and ample room for both a large dining area and comfortable lounge seating, the porch is ideal for entertaining or relaxing throughout the warmer months. The bonus room above the garage offers excellent flexibility and could easily serve as an additional bedroom, bunk room, or recreation space. The oversized garage comfortably accommodates an SUV, sedan, and golf cart, while a cedar closet provides convenient additional storage. Numerous updates and improvements enhance the property, including completely renovated bathrooms, heat pumps installed throughout, a refinished deck, resurfaced driveway, new well pump, and new LeafGuard gutters. With its versatile spaces, extensive outdoor living areas, abundant natural light, and desirable Baker Turn location, this is a wonderful opportunity to enjoy all that Quechee has to offer.

Surrounded by nature and filled with natural light, this inviting three-bedroom, two-and-one-half-bath home features an expansive wall of glass that frames the landscape and creates a seamless connection between the living spaces and the outdoors. Privately screened and superbly located close to the ski hill and just minutes from the Club, the property enjoys desirable southwesterly exposure and generous outdoor living spaces ideal for relaxing, entertaining, and enjoying Vermont's changing seasons.Inside, cathedral ceilings enhance the sense of openness, while hardwood floors, a gracious tiled entry surrounded by glass, and many thoughtful details add warmth and character throughout. The lovely kitchen features granite countertops, a breakfast bar, and direct access to the backyard.One of the secondary bedrooms includes a charming loft space, creating a fun hideaway, a cozy reading nook, or an imaginative play area. The oversized garage offers exceptional storage for outdoor gear, firewood, recreational equipment, and all the necessities of Vermont living.Offered fully furnished and equipped, this home provides an effortless transition to life in Quechee and serves as an ideal home base for enjoying all that Quechee and the Upper Valley have to offer. Whether you're seeking a full-time residence or a weekend escape, this welcoming property is ready to be enjoyed from day one.

High Shelter Farm offers the ultimate Vermont lifestyle on 271 extraordinary acres of fields, forests, and breathtaking views. Once a working farm, this remarkable property features over six miles of professionally designed trails by John Morton of Morton Trails, providing year-round recreation for cross-country skiing, snowmobiling, ATV adventures, hiking, and exploration. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise.The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value.A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage.Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont livingwhere recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting. Available w/ less acreage see MLS 5096180 OPEN HOUSE. SATURDAY JUNE 27TH 1PM-4-PM AND SUNDAY JUNE 28TH, 11AM TO 2PM.

High Shelter Farm offers the ultimate Vermont lifestyle on 64.64 extraordinary acres of fields, forests, and breathtaking views.. Direct access to Vermont's VAST trail network makes this a true outdoor enthusiast's paradise.The meticulously maintained 4,500+ sq. ft. home is perfectly positioned to capture spectacular views of Mount Ascutney and the White Mountains of New Hampshire. Floor-to-ceiling windows fill the living room with natural light and showcase the surrounding landscape. Recent updates include, newly painted interior, beautifully renovated bathrooms and refinished hardwood floors. The home offers four bedrooms, a spacious eat-in kitchen, formal dining room, and inviting gathering spaces throughout. An owned, fully paid-for net-metered solar system transfers with the property, helping power the home while enhancing energy efficiency and long-term value.A permitted one-bedroom accessory apartment with private entrance and patio provides flexibility for guests, extended family, or rental income. Outside, an inground gunite pool and gazebo create the perfect setting for summer entertaining. The recently built barn, now an exceptional event space, has hosted family weddings and gatherings while honoring the property's agricultural heritage.Ideally located near Hanover, Dartmouth, Woodstock, Crown Point Country Club, area ski resorts, Hartness State Airport, and the Upper Valley, High Shelter Farm is a rare opportunity to own a property that truly embodies the best of Vermont livingwhere recreation, sustainability, privacy, and natural beauty come together in one extraordinary setting.Available with more acreage see MLS 5096178.OPEN HOUSE. SATURDAY JUNE 27TH, 1-4PM AND SUNDAY JIUNE 28TH 11-2PM. ALL ARE WELCOME!

Welcome to 13 Old Saratoga Knolls Lane- A true sanctuary waiting for you! The thought and care to design and materials is clear and evident with your first look at this amazing artistic creation. Locally Crafted Millwork w attention to detail! Enjoy the quiet and serene 46+ acres of wooded privacy, complete with walking trails, pool, tennis court and pond. The property consists of 4 buildings- Main House, Guest/pool house, Studio, and Getaway Cabin. The buildings were constructed from timber harvested from the land, dried and milled. Pine, Cherry, Black Locust and Maple wood, are used throughout all of the structures! You are greeted at the Craftsman style Main house by a hand built custom Cherry door, Stone entry and stunning curved copper roof. The interior offers an expansive open floorplan featuring vaulted ceilings, floor to ceiling stone fireplace with custom mantle, 1st floor primary suite, custom made wainscotting, a dining area for 10+ guests, 1st floor office, kitchen with Marble countertops, AGA stove, built-in cabinets/plate racks, antique soap stone sink and even a pizza oven! There are 3 additional bedrooms on the 2nd level plus a loft/tv area and a walk up 3rd floor exterior deck w views. The Pool/Guest House is a perfect entertaining space that includes a galley kitchen, outdoor shower, teacup soaking tub, custom architecture & construction with steel and woodwork that will ''WOW'' any guests. The Studio is aprx 1800sq ft w custom forged hinges & doors. The space is incredibly flexible-Artist space- Car Collection storage- Workshop-Boat storage- basketball court/Gym or use your imagination for an indoor restoration project. There are large framed openings to accommodate overhead doors. Follow one of the walking paths through the Sculpture Garden and you will find yourself at the Get Away Cabin. The cabin has Radiant floor heat and vaulted wood ceilings. A quiet place to enjoy a fire in the old brick fireplace, relax, read and get away from it all!

Historic, Modern Home in the Heart of Saratoga Springs. Experience the timeless charm of this exceptional 4,800-square-foot historic residence, ideally located just moments from vibrant downtown Saratoga Springs. Enjoy the convenience of strolling to award-winning restaurants, boutique shopping, picturesque parks, and the world-renowned Saratoga Racecourse, one of America's most celebrated thoroughbred racing venues. The city's walkable downtown and historic character are among its defining attractions. This beautifully maintained home seamlessly blends historic architecture with modern comfort, offering six spacious bedrooms and four-and-a-half baths. Rich hardwood floors flow throughout the home, while generously proportioned living spaces provide the perfect setting for both entertaining and everyday living. Step outside to your own private retreat, where a beautifully landscaped backyard features an inviting swimming pool, charming pool house, and exceptional privacy--an ideal setting for summer gatherings, peaceful afternoons, or relaxing after a day at the races. Whether you're seeking a distinguished year-round residence or an extraordinary Saratoga getaway, this rare offering captures the very best of luxury, history, and location in one of Upstate New York's most sought-after neighborhoods.

Enjoy four-season living at your fingertips with Residences at Owls Nest Resort. Nestled in the heart of the White Mountains, Owls Nest is located minutes off I-93, less than two hours from Boston, and minutes from Waterville Valley and Loon Mountain. Youll fall in love with the incredible lake and mountain views right from your front door in this 3 Bed / 2.5 Bath home with, two-car garage and full basement. Featuring designer finishes, the floor plan was carefully designed to maximize space and make for the perfect place to entertain during all four seasons with the open concept floor plan. The Horizon features a first floor primary suite with two bedrooms on the second floor along with a bright office with a gorgeous balcony and views. The association handles the heavy lifting of landscaping and snow removal, providing you more time to enjoy. Owls Nest Resort is 600 acres with a mile of frontage on the Pemigewasset River and known for its highly regarded amenities, such as the Nicklaus Golf Course, rated #6 worldwide by Golf Channel, having the largest resort racquet complex in New England, ranked #2 in the world by Tennis Resorts Online, and was recently voted the White Mountains #1 Restaurant by the NH Lodging and Hospitality Association. Other amenities at Owls Nest include access to the driving range, golf simulators, heated in-ground pool and hot tub, Lake Harold, a fitness center with state-of-the-art equipment, several restaurants, and so much more. Make luxury resort living your reality today! This home is currently under construction with an expected 4-6month completion time. There is time for you to make all of your custom finish selections.

Experience resort-style living at Owls Nest Resort, where the natural beauty of New Hampshires White Mountains meets the ease of low-maintenance living. Located in the sought-after South Lake community, this turnkey, fully furnished townhome is ideal as a primary residence or four-season retreat. Property has an excellent seasonal rental history. Just minutes from I-93 and under two hours from Boston, youll enjoy effortless access to Waterville Valley, Loon Mountain, scenic lakes, and endless outdoor recreation. Inside, the open-concept design features high-end finishes, a modern kitchen, and a warm, inviting living area perfect for entertaining or unwinding after a day outdoors. The primary suite offers an en-suite bath and spacious walk-in closet, while two additional bedrooms and a second-floor study provide flexible space for guests, work, or relaxation. Step outside and embrace a lifestyle defined by convenience and recreation. Resort amenities are just a short walk or golf cart ride away, including an 18-hole Nicklaus Design golf course, New Englands largest racquet complex with tennis, paddle, and pickleball, a state-of-the-art fitness center, multiple pools and hot tubs, and Lake Harold. Residents also enjoy over a mile of frontage on the Pemigewasset River, on-site dining, a deli and market, and year-round events. Whether your days are spent on the trails, the water, or the course, Owls Nest offers a seamless blend of adventure, comfort, and community, an unmatched lifestyle in the White Mountains and Lakes Region.

Beyond a lantern-lined drive on West Cobble in coveted Loudonville, New York, an elegant stone manor is revealed in a setting that feels private, polished, and quietly captivating. Set on over three manicured acres, the property is framed by mature landscaping, a gunite pool slated for refinishing, and a serene pond with a fountain, where turtles and ducks add to the feeling of calm, natural beauty. It is the rare kind of setting that feels removed from the world, yet remains close to the best of the Capital Region. Meticulously maintained and thoughtfully upgraded, the residence spans approximately 6,200 square feet and offers a refined yet comfortable layout designed for everyday living, entertaining, and retreat. Statement chandeliers, custom lighting, designer wall coverings, whole-house sound, and beautifully curated interiors create a warm, sophisticated atmosphere throughout. The gourmet kitchen is a true centerpiece, featuring custom cabinetry, a generous center island, built-in breakfast nook, wet bar, and top-tier appliances, including a striking black and gold La Cornue range. Just beyond, a sunken living room with gas fireplace and French doors connects to the billiards room and outdoor patio, creating a seamless flow between interior and exterior living. Beyond the billiards room is an office with its own bathroom, built-in cabinetry, natural light, and a separate exterior entrance accessible via the wraparound driveway. Perfect as a private workspace, guest suite, or first-floor bedroom option. Formal living and dining areas, a sunroom overlooking the grounds, and a bonus room that could serve beautifully as a library provide additional space to live, host, and unwind. Outside, the estate invites you to slow down and take in the surroundings. The outdoor kitchen, patio, pool setting, mature grounds, and peaceful pond with its fountain create a private, resort-like backdrop for summer evenings, weekend entertaining, and quiet mornings surrounded by nature. Upstairs, the expansive primary suite offers a retreat of its own with a wood-burning fireplace, sitting area, walk-in closet, and spa-like bath. Four additional bedrooms, two full baths, a second laundry room, and dual staircases provide comfort and privacy for family and guests. The partially finished basement offers additional flexibility with ample storage, laundry, and space for fitness, recreation, or hobbies. An attached heated three-car garage adds everyday convenience and completes the property with practical ease. Ideally positioned in one of the Capital Region's most sought-after residential enclaves, the property is just minutes from Albany, approximately 30 minutes to Saratoga Springs, within easy reach of the Adirondacks, and conveniently accessible to New York City, Boston, and major Northeast destinations. Elegant, secluded, and full of possibility, this Loudonville estate is the kind of property that must be experienced in person.

The open house is cancelled Splish Splash Pool Perfect with a Hot Tub 76 Christian Farm is a Year-Round Retreat! Welcome to this stately custom-built home with an impressive stone fa?ade, ideally situated in a sought-after cul-de-sac neighborhood. Designed for both everyday comfort and effortless entertaining, this exceptional property offers the lifestyle youve been dreaming of. The beautifully appointed eat-in kitchen features granite countertops, a center island, stainless steel appliances, gas cooktop, wine fridge, wall oven, and convection microwave oven perfect for hosting family and friends. The vaulted great room is filled with natural light and anchored by a cozy gas fireplace for relaxing winter evenings. Just beyond, the sunroom overlooks the private backyard oasis and opens directly to the patio, hot tub and pool areas. Entertain in style in the formal dining room showcasing elegant coffered ceilings and classic wainscoting details. The primary suite offers a tray ceiling, hardwood floors, spacious walk-in closet, and a luxurious bath complete with double vanity and soaking tub. A dedicated laundry area adds convenience. Two additional bedrooms share a full bath, while the flexible second-floor layout offers potential for a fourth bedroom. Step outside to your private resort-style setting featuring: Hardscaped patio ideal for grilling and outdoor dining, hot tub, expansive level backyard, stunning 20,000-gallon in-ground pool and established landscaping, and adj. conservation land for added privacy. Additional highlights include a large unfinished basement ready for a gym/play room, a 3-car garage, and abundant parking. Quick closing possible! Visit today

Experience the perfect balance of grand-scale architecture and tranquil nature in this stunning 6,000+ sq. ft. modern Colonial. Nestled on 3.42 manageable acres within a private enclave near Onota Lake, this 5-bedroom, 5.5-bath estate offers sweeping meadow views just minutes from the world-class arts of Tanglewood and The Clark. The entry is marked by dramatic dry-laid stonework, leading into an interior defined by soaring heights. The heart of the home is a two-story living room featuring vaulted ceilings and a floor-to-ceiling stone fireplace. The expansive living space of the great room flows effortlessly into a gourmet chef's kitchen equipped for high-end entertaining with dual refrigerators, double wall ovens, and a center island cooktop with a built-in griddle. High-top island seating allows for social cooking and a sizable breakfast area flanked by a wall-to-wall credenza—ideal for buffet-style hosting. The home's floor plan thoughtfully blends communal areas with distinct privacy across three levels. The main level is designed for complete convenience and the primary suite is a true sanctuary. It features a private egress to the pool and a hidden back staircase leading to a secluded loft—perfect for a library or reading nook overlooking the suite. The upper level offers a sweeping gallery balcony overlooking the great room, leading to four spacious bedrooms. This includes two private ensuites and two additional bedrooms serviced by a full bath and a dedicated laundry room. The lower level is an entertainment hub featuring a home theater, gaming space, gym, full bath, and a secondary egress for easy garage access. The fully-fenced backyard makes for a resort-style oasis. Host movie nights on the expansive deck, or relax by the heated inground pool and custom-finished patio. The designer firepit is anchored by a unique stone compass inlay, and a poolside full bathroom ensures guests never need to track water through the main house. For the automotive hobbyist or enthusiast, a high-end, three-bay attached garage is professionally finished with epoxy floors, industrial-style metal cabinets, and an EV charger. You will also find a massive, 50x40 detached shop with four bays and oversized doors. Whether for housing a car collection, an RV, or a professional art studio, the possibilities of this space are endless. Embrace the Berkshire landscape in a home where every detail has been considered. Whether you are heading out for fine dining or staying in to enjoy your private oasis, Blythewood Estates offers a lifestyle of unparalleled peace and sophistication.

Charming, move-in ready side hall Colonial, a true ''dollhouse!'' Welcome home to this absolutely stunning, meticulously maintained side hall Colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and inviting living space featuring a cozy wood-burning fireplace, perfect for chilly evenings. Classic hardwood floors run throughout the home, currently protected by brand new, plush carpeting that offers a fresh feel while preserving the beautiful wood underneath. The beautifully updated kitchen and dining area flow seamlessly together, creating an entertainer's dream space that is sure to please your guests. Through the sliding glass doors off the dining area, you will discover your own private outdoor oasis. The brand new deck overlooks a quiet, beautifully landscaped backyard that offers a peaceful escape from the daily grind. It is the ultimate setup for summer BBQs, morning coffee, and refreshing afternoon dips in the sparkling above-ground pool. The screened porch is another magnificent amenity to cozy up and read in the afternoon or sip cocktails in the evening. Beyond its picture-perfect aesthetic, this home offers incredible peace of mind with major mechanical upgrades designed to last for years to come. The property boasts a durable new metal roof, a high-efficiency wall-hung furnace, and a brand new hot water heater, saving you from any hidden, immediate expenses. From its exceptional curb appeal to its pristine, thoughtful interior, this home is simply a dollhouse that you have to see to believe. Properties this well-maintained do not stay on the market long, so schedule your private tour today before this gem is gone!

Gracefully set on an elevated estate surrounded by timeless stone walls & lush landscaping, this extraordinary custom residence is the perfect blend of exceptional craftsmanship, timeless architecture, and sophisticated design. Originally built as the personal residence of one of the area's most renowned custom builders and beautifully updated throughout, every space reflects today's elevated luxury lifestyle. Classic double doors open to a dramatic two story foyer where rich hardwood floors, soaring ceilings, exquisite custom millwork, and elegant architectural details create an unforgettable first impression. Designed for both grand entertaining and everyday living, the main level offers a formal dining room with butler's pantry, a distinguished private office, and a spectacular two story library featuring floor to ceiling built ins, a rolling ladder, and gas fireplace. At the heart of the home is a designer kitchen with premium appliances, including 2 dishwashers, custom cabinetry, and a sun filled turret breakfast room surrounded by glass overlooking the resort style backyard. The adjoining great room features a coffered ceiling, custom built ins, a stunning stone gas fireplace, and window seat. Privately situated in its own wing, the first floor primary suite is a luxurious retreat with a beautifully renovated spa inspired bath and custom walk in closets. The second level offers three spacious ensuite bedrooms, a generous bonus room, and exceptional storage. The walkout lower level is designed for recreation and relaxation with a media room, fitness room, and spa inspired bath. Outside, the private backyard is an exceptional retreat featuring a PebbleTec pool, hot tub, expansive patios and extensive flat yard with lush landscaping designed for effortless outdoor entertaining. Completing this remarkable property is an impressive 6 car garage. Serviced by public water. A rare offering where timeless craftsmanship, upscale design, & modern luxury come together.

A masterpiece of craftsmanship, design and multigenerational living, this extraordinary Bedford estate offers an unparalleled blend of timeless elegance, exceptional quality, and resort-style living. From the moment you arrive, the grand granite entry and impressive mahogany double doors set the tone for a residence where every detail has been thoughtfully curated. The dramatic foyer welcomes guests with a sweeping curved staircase and exquisite custom mahogany millwork, Birdseye maple flooring, Italian marble finishes, and designer architectural details are showcased throughout. The chef's kitchen is a work of art, featuring custom walnut cabinetry, premium appliances, expansive granite surfaces, coffee station, and multiple entertaining areas. The home's luxurious primary suite serves as a private retreat with cathedral ceilings, fireplace, spa inspired marble bath, custom dressing room, private beverage station, and outdoor access. Multiple guest suites, private balconies, dedicated office and recreation spaces, and a finished lower level provide exceptional flexibility for today's lifestyle. Private guest quarters above the attached garage, offering two bedrooms, a full bath, kitchenette, living area, and separate gathering spaces. Ideal for guests, an au pair, or multigenerational living, this thoughtfully designed wing provides comfort and privacy while remaining connected to the main residence. Designed for indoor outdoor living, the estate features a spectacular pool and spa setting, extensive brick and granite terraces, outdoor entertaining areas, covered gathering spaces, and beautifully landscaped grounds that create a true private resort experience. Additional highlights include a detached three car garage with a finished upper level with comfortable work or living space, Murphy bed and full bath. A rare offering where luxury, comfort, and craftsmanship converge, creating one of Bedford's most distinguished residences.

This architectural gem has been carefully restored and enhanced to exceptional standards, preserving its storied heritage while seamlessly integrating contemporary conveniences. The exceptional property features an elegant Main House, inviting Guest Cottage, Potting Shed/Studio and Barn. Framed by breathtaking panoramic vistas, the estate showcases classic stone walls, a serene spring-fed pond and a heated saltwater pool. The impeccably maintained lawns and expertly designed grounds establish a pristine country retreat. Premium upgrades include superior rock wool insulation throughout. Perfectly positioned just minutes from Tanglewood's celebrated performances, fine dining and thriving cultural attractions in the Berkshires.

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

Set on just under an acre along one of Lee's most desirable roads, this beautifully maintained home combines timeless design, quality craftsmanship, and exceptional outdoor living. Overlooking peaceful meadows with stunning sunset views, the setting offers the perfect balance of privacy and natural beauty. Designed for both entertaining and everyday living, the backyard is truly the centerpiece of the property. A tiered bluestone patio creates multiple spaces to gather and relax, featuring a built-in outdoor kitchen, gas fire pit, and a heated saltwater plunge pool by Soake Pools. Mature landscaping, professionally designed landscape lighting, and a charming storage building complete the outdoor space, creating a backyard that feels like your own private retreat. Inside, the home is warm, inviting, and thoughtfully designed. The eat-in kitchen is the heart of the home with a large center island, custom cabinetry, premium JennAir appliances, and direct access to the patio for seamless indoor-outdoor living. Just off the kitchen, the family room offers a comfortable place to unwind, while the formal living and dining rooms provide the perfect setting for holidays and entertaining. A powder room and first-floor laundry add convenience to the main level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully appointed en-suite bathroom featuring a soaking tub and walk-in shower. Two additional bedrooms share a full bath, while the oversized bonus room provides incredible flexibility. Filled with natural light from a dramatic picture window overlooking the backyard and rolling meadows with distant mountain views, it's the perfect space for a media room, playroom, home office, or fourth bedroom/guest suite. A second staircase offers easy access and enhances the home's thoughtful layout. Additional features include a new roof in 2022, an attached two-car garage and a full basement with radiant heat, providing ample storage and endless potential for future finishing. From the quality craftsmanship and thoughtfully designed floor plan to the incredible outdoor spaces and picturesque setting, this is a home that has been exceptionally cared for and is ready to be enjoyed for years to come.

A truly exceptional EQUESTRIAN ESTATE set on 10+ picturesque acres in one of Southern New Hampshires most coveted locationsjust minutes to the Mass border. This extraordinarily rare property offers the perfect blend of luxury living and premier horse facilities.Designed with the serious equestrian in mind, the property features 2 separate 12-STALL HORSE BARNS, one with an attached 180 x 70 INDOOR RIDING ARENA, complete with private viewing area and office space. The barn is thoughtfully appointed with tack and feed rooms, wash stalls, generous haylofts, and abundant storage. Acres of FENCED PADDOCKS provide ample turnout, complemented by a separate OUTDOOR RIDING RING. Additional adjoining land is available to expand the estate if desired.A separate 2-bedroom GUEST HOUSE includes a bath, kitchen, garage, and additional tack room or workshop spaceideal for trainers, extended family, or caretakers.The stunning 5+ BEDROOM main residence offers flexibility with two primary suite optionsone on each floorperfect for multigenerational living. Gorgeous hardwood flooring, multiple fireplaces, and an abundance of windows create warmth and natural light throughout. The expansive wraparound porch invites you to relax and take in serene views, while the sunroom provides a bright year-round retreat. Upstairs offers private, separated guest space for added comfort.Resort-style amenities elevate this remarkable property even further, including a HEATED GUNITE POOL, POOL HOUSE with bath and kitchenette, custom OUTDOOR KITCHEN, and a private TENNIS COURT.A rare opportunity to own a premier equestrian estate in Southern NHwhere luxury, privacy, and world-class horse facilities come together in an unparalleled setting.

A Classic Modern Farmhouse with Incredible Views - This home has been thoughtfully updated to provide a seamless blend of style and comfort. The property features a resplendent in-ground pool, a spacious swim pond, and a three-car garage with an inviting guest suite above.The main residence welcomes you with a charming wrap-around porch and an enchanting screened porch, both perfect for enjoying the dynamic and ever-changing views. The interior is bright and lively, with each space thoughtfully designed to capture the natural beauty of the surroundings.The gourmet kitchen, a convivial hub with a grand stone fireplace, offers direct access to the screened porch and serves as the perfect backdrop for culinary exploration and social gatherings. The first floor also includes a welcoming foyer, a serene bedroom suite, and an elegant formal living room.Upstairs, the master suite is a haven of sophistication, complete with a stone fireplace and ample space for relaxation. Two additional guest bedrooms share a Jack and Jill bathroom, providing comfort and privacy for friends.The finished lower level is dedicated to leisure and repose, crafted with the ultimate goal of relaxation in mind. Here, in this tranquil setting, you'll find the peace and privacy you desire, all within a home that exudes charm and character.

Perched high on one of Egremont's most desirable country roads, this exceptional estate offers breathtaking panoramic views stretching more than 30 miles across rolling meadows, mountain ranges, and Prospect Lake. Facing south and surrounded by approximately 15 private acres, the property combines natural beauty, privacy, and convenience just minutes from downtown Great Barrington and major Berkshire attractions. This contemporary residence was thoughtfully designed to capture the spectacular scenery from nearly every room. Soaring ceilings and sun-filled living spaces create a warm and inviting atmosphere throughout the home. The residence features 5 bedrooms, 5 and a half bathrooms, and a dramatic great room flooded with natural light. You will also find three fireplaces, a charming three-season screened porch, and: -fully finished walk-out lower-level with great views -heated gunite swimming pool with multiple entertaining areas -outdoor shower -attached two-car garage -high-speed internet -wine cellar with capacity for 1000 bottles Whether relaxing beside the pool, entertaining guests by the fire, or enjoying the ever-changing views from the porch, this property lives like a classic New England country estate while offering all the modern conveniences expected today. A rare opportunity to own a private Berkshire retreat with extraordinary views, timeless appeal, and unmatched access to the region's cultural and recreational attractions.

Tucked away at the end of a private cul-de-sac on 1.22 acres, this 4-bedroom, 4-bathroom contemporary home delivers sophisticated Berkshire living just minutes from downtown Great Barrington. Offering the perfect footprint for full-time remote professionals, weekend escapees, or downsizers, this property pairs a spacious layout with the effortless lifestyle of a premier community association. The heart of the home is a dramatic, light-filled great room anchored by soaring cathedral ceilings and a brick fireplace paired with charming built-ins. The main level is designed for entertainment and ease, featuring a lavish first-floor primary suite with walk-in closets and a spacious ensuite bath. Upstairs, three additional guest bedrooms are complemented by a private, separate bonus studio above the den--offering an ideal, quiet space for an executive home office or fitness room. Outdoor living is built for relaxation, featuring an expansive wrap-around deck with scenic views, a stone patio, and a spectacular 3-season screened porch overlooking mature perennial gardens. Modern mechanicals include central air and a full backup generator system for ultimate peace of mind. As a resident of this coveted neighborhood, you'll enjoy exclusive access to the heated community pool. Simply lock up, leave, and enjoy nearby Tanglewood, local ski mountains, and Main Street dining.