luxury houses with pool for sale Wilmington, United States

Set on more than 18 picturesque acres along desirable River Road in Manchester Village, this extraordinary, converted farm offers a rare blend of historic character, modern comfort, & endless possibilities. Thoughtfully transformed into a multi-use residential compound, the property features four distinct living, working, & entertaining spaces, each with its own personality and purpose. Throughout the property, authentic antique details have been carefully preserved & integrated into the design. Original barn doors, handcrafted woodwork, exposed beams, & custom trim accents create a warm & inviting atmosphere while seamlessly blending with modern updates & amenities. The former horse barn stalls have been creatively reimagined into a charming office, library, & ? bath, providing an inspiring space for work, study, or quiet retreat. A covered walkway leads to an impressive barn, ideal for large gatherings, celebrations, creative pursuits, or even a prized car collection.. A third living area serves as an exceptional landing place for family, guests, or multigenerational living. Barn-inspired architectural elements continue throughout, complemented by multiple bedrooms, and bathrooms, Completing the compound is a separate one-bedroom cottage, offering privacy & flexibility for guests, caretakers, or your personal slice of serenity. Outside, the grounds are equally captivating. Mature plantings & meticulously maintained landscaping showcase several perennial gardens that bloom throughout the seasons. A heated in-ground pool provides the perfect place to relax. Across the street, additional acreage framed by classic Vermont stone walls and a large stream-fed pond adds another dimension to the estate, with space for future residences, guest accommodations, or a private family compound. A truly exceptional offering in the heart of Historic Manchester Village.

At the beginning of a dirt road just outside the historic village of Grafton VT you will find an exceptional country estate that combines timeless New England charm with modern comfort, privacy, and equestrian amenities. Thoughtfully designed to replicate a classic colonial home and extensively updated by its current owners, this meticulously maintained property offers an extraordinary lifestyle in one of Vermont's most picturesque communities. As you arrive you are welcomed by beautifully landscaped grounds, mature perennial gardens, and a private wooded setting that creates a true sense of seclusion. Despite its peaceful surroundings, the property is just minutes from Grafton Village and within 45 minutes of several premier Southern Vermont ski resorts, making it an ideal year-round residence, vacation home, or family retreat. Offering four bedrooms, four bathrooms, and numerous living and gathering spaces, the home is perfectly suited for hosting family and friends. The well-appointed chef's kitchen features an island with seating, abundant workspace, and easy access to the home's entertaining areas. A spacious family room with a stunning stone fireplace, private bath, and loft above serves as a centerpiece of the home, while three additional working fireplaces add warmth and character throughout. A second-floor den and game room provide flexible living space for relaxation, recreation, or remote work. Outdoor amenities are equally impressive. Enjoy summer days by the inground swimming pool, tend to the gardens, or explore the surrounding landscape. For horse enthusiasts, the property includes a four-stall barn and fenced pastures. Additional features include a two-car garage, clean and spacious basement, garden shed, and abundant storage throughout. Whether you're searching for a Vermont equestrian property, luxury country home, or four-season retreat near skiing and outdoor recreation, this remarkable Grafton estate offers you the very best.

Nestled along the Saxtons River, moments from historic Grafton, this beautifully restored Colonial farmhouse offers a rare blend of Vermont history, modern luxury, and exceptional curb appeal.Originally built circa 1820, the home has been meticulously reimagined and rebuilt with extraordinary attention to quality and architectural integrity. The renovation includes new plumbing, electrical, insulation, Marvin windows, restored foundation work, new siding, plaster walls and ceilings, and whole-house central air conditioning a rare luxury in a 200-year-old Vermont home. A newly built covered front porch and graceful wraparound driveway create a quintessential Vermont arrival.Inside, original details are complemented by refined finishes, including new wide-plank floors on the first level matching refinished original floors upstairs. The chefs kitchen features custom cabinetry, quartz countertops, double dishwashers, and a 48-inch AGA dual-fuel range. A second fully equipped kitchen serves the attached guest cottage, offering flexibility for guests, extended family, entertaining, or potential income use.The five-bedroom residence offers multiple gathering spaces and an easy, gracious flow. Outdoors, the property captures the best of Vermont living, with more than five picturesque acres, river frontage, a crystal-clear swimming pond, landscaped grounds, and a charming pool house. Along the river, a stone-wall patio offers a peaceful place to gather, with steps to the waters edge.A classic former dairy barn adds character and possibilities for storage, hobbies, recreation, events, or creative use.Private yet convenient, the property is within walking distance of one of Vermonts most beloved villages, known for its historic architecture, village green, inn, galleries, recreation, and sense of community. A rare legacy property where historic charm, modern comfort, river frontage, pond, acreage, barn, village proximity, and storybook curb appeal come together.

Where the road curves and the mountains rise, you’ll find Bluebird Ridge, a peaceful country haven nestled on 2.12 acres with sweeping views, timeless charm, and room to dream. This 5-bedroom, 3-bath Colonial welcomes you with soaring ceilings, beautiful light, and spaces designed for gathering. The heart of the home is the classic country kitchen, complete with a brick fireplace and wood stove insert, and a massive bay window overlooking the saltwater pool and private backyard. It’s a space where mornings begin with sunlight and end with stories around the hearth. The family room offers another cozy retreat with a second fireplace and insert, perfect for colder seasons and evening unwinds. Upstairs, the landing has been beautifully redone, leading to four bedrooms, including a vaulted-ceiling primary suite with a large closet and a bathroom that’s ready for your finishing touch—all plumbing complete and materials are already on site to finish.. One additional bedroom has also been updated, while the main floor offers a bedroom with its own en suite, ideal for guests or multigenerational living. Step outside to explore the lower field with mature fruit trees, cool off in the saltwater pool, or enjoy a quiet moment on the covered front porch. There’s also a laundry room with built-ins and an attached garage. Set in the heart of Washington County’s rolling hills, Bluebird Ridge is more than a house; it’s a place to root, restore, and write your next chapter.

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!

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!

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!

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.

Located in Stockbridge, this historic General Williams House (circa 1795) has been restored and updated. Featuring 6 bedrooms, 5.5 bathrooms, 6 beautiful wood burning fireplaces, large dining and living spaces and 2 kitchens. The ''Ice House'' features its own kitchen and bath, for family gatherings or as Artist Studio. A sparkling in-ground pool for your summer pleasure. All this and more exists close to Main Street Stockbridge, Norman Rockwell Museum, Tanglewood, and all the most important cultural amenities. Who could ask for anything more?

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.

Grand Monadnock's Majesty is the focal point of the expansive, regional westerly view from this mountainside, luxury Contemporary Cape. Set at approximately 1600 ft. elevation above broad meadows on over 26 acres, the site is accessed by a privacy ensuring, gravel driveway off a private gravel road, shared by four established, quality residences. Its back boundary abuts the land of Miller State Park on South Pack Monadnock. Its an incomparable site with very few in the area commanding such a broad view. There are many nearby hiking trails as well as the swimming beach and boat launch on Cunningham Pond. The front door opens to a peaked, cathedral ceilinged Great Room with massive granite hearth fireplace in the living area, access to a large deck and custom kitchen open to the dining area. The first floor also includes a TV den, primary suite, guest half bath, back hall with laundry to the attached garage. All spaces are oriented to the view. Upstairs are two generous family bedrooms with hall bath. The lower level has a 26' x 26' recreation room with media area, dining area, kitchenette, and accessing a 12' x 13' screened porch overlooking the gunite, inground pool. Ideal entertaining space! This level also has two storerooms, utility room, an art studio, guest bedroom, and shower bath with direct access to the pool patio. Outbuildings include a three bay garage and a garden shed by the raised bed gardens. A singular view property designed for today's living. Listing agent has personal interest in the property.

Road's End.. set at the end of a gravel drive on the most sought after section of clear 594 acre Lake Monomonac, is this distinguished contemporary waterfront home, available for the first time in over 20 years. The dramatic contemporary interior offers unobstructed views of the lake and mountains beyond from its private open lawn setting with beautifully developed waterfront including sandy beaches, docks and picnic areas. The expansive interior (4 bedrooms, 3 and 1/2 baths and fireplace hearth) includes such exciting features as first level owners bedroom suite with spa bath, efficient geo-thermal heating and cooling, a large gourmet kitchen, vaulted ceiling family room and attached three car garage. The lower level offers walk out access to the rear lawn and waterfront and includes an additional bedroom and full bath, party kitchen, open concept recreation room/office with dining area and woodstove hearth and screened porch. Additional utility area and 4th garage bay complete the picture. A rare find indeed...in a prized location on a full recreational lake set just minutes from the Massachusetts border. So close...and yet a world away!

Rutland Town Executive Ranch! Exceptional curb appeal defines this stylish executive ranch with distinctive hip roof architecture and a handsome layered marble entry. Privately situated at the end of a dead-end road on 1.5 level acres, the property abuts Rutland Town watershed land, creating a peaceful and private setting. The backyard is an oasis featuring a saltwater in-ground pool with a new liner, relaxing hot tub, and beautifully landscaped grounds perfect for entertaining or quiet evenings at home. Offering over 2,800 square feet of finished living space, including 1,768 square feet on the main level and a beautifully finished lower-level family/exercise room, this home combines quality craftsmanship with comfortable living. The welcoming interior offers gleaming hardwood floors, solid wood doors throughout, abundant natural light, and a marble-faced propane fireplace that anchors the spacious living room. The kitchen features attractive wood cabinetry, updated appliances, gleaming countertops, and an adjoining dining room ideal for entertaining. The spacious primary suite offers a private full bath and walk-in closet, while two additional oversized bedrooms and another full bath provide comfortable accommodations for family and guests. A convenient first-floor laundry room adds to the ease of one-level living. The bright sunroom overlooks the pool, hot tub, and private backyard, creating the perfect space to relax in every season. The finished lower level offers flexible space for a family room, an exercise room, a game room, office. Completing the home is a two-car attached garage with plenty of storage. Municipal water and sewer, low Rutland Town taxes, an outstanding elementary school, and school choice for high school further enhance this property's appeal. Enjoy the privacy of country living while being just minutes from Rutland City's shopping, restaurants, medical facilities, as well as Lake Bomoseen for boating, fishing, and waterfront dining!LIVE VT.

This substantial expanded Cape offers an exceptional blend of multi-generational living, extensive workspace, and expansive acreage. The main residence features five bedrooms and four and a half bathrooms, anchored by a beautiful Crown Point Cabinetry kitchen equipped with abundant cabinet and counter space, a woodstove, and direct access to a porch designed for summer dining. A large, elegant living room centers around a classic Rumford fireplace. Recent updates include a new oil-fired boiler with ten heating zones alongside a whole-house generator. A two-car garage provides convenient attached parking. Complementing the main house is a detached guest house featuring a character-rich post and beam upper frame with a sleeping loft and a full bathroom. For projects and storage, the property includes a 24x60 storage building and a premier 24x44 workshop outfitted with radiant floor heat, an 80-gallon compressor, and a 2,000-pound traveling hoist. Set on 107.5 acres, the grounds feature an in-ground saltwater swimming pool, an established pond, a seasonal brook, and an extensive network of trails and wood roads. Beautiful landscaping frames the home, complete with mature plantings of blueberries, rhubarb, and Christmas trees, creating a private and versatile rural retreat.

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.

DEEP ACRES - The embodiment of timeless elegance and refined country living in an unparalleled setting. Nestled in the rolling farmland of Columbia County, in New York's Hudson Valley, Deep Acres is a singular estate blending the grace of an English country manor with the tranquility of pastoral landscapes. Spanning 293-acres across six meticulously maintained parcels, the property blends rolling hayfields with formal gardens, offering unobstructed vistas to the Catskill Mountains, dramatic sunsets and a lifestyle rooted in beauty, craftmanship and serenity. A tree lined drive leads to the stately 4,900 SF Greek Revival manor home where classic architecture meets stately elegance. Adjacent sits a heated three-car garage complete with a 1.200 SF second floor office apartment and a spacious parking court. Entering the home, you will experience some of the finest craftmanship, curated lighting and architectural detailing. The entrance foyer, with a grand staircase to the second floor, is flanked by a Mahogany paneled library and a sunlit breakfast room. Further, is the formal salon and dining room which extend onto a deep southern-style covered sitting porch with views of the far-reaching meadows and Catskill range beyond. The chef's kitchen is designed for effortless entertaining while remaining intimate enough for everyday living. Just beyond the kitchen is a service entrance with access to a private one-bedroom apartment above. Upstairs, the primary en-suite is joined by two additional en-suite bedrooms and a richly paneled home office which connects to a third-floor studio with panoramic views. The finished lower level includes a gym, a fully appointed laundry, a second pantry, a cedar lined walk-in closet and the home's mechanical systems. Every floor is serviced by an in-home elevator. Formal gardens and secret gardens are a masterclass in landscape design and laid out to elicit curiosity and showcase the season's full vibrancy of color, while the surrounding hayfields offer a timeless rural counterpoint. Cool off in the pool or dine al fresco at the pool pavilion - an historic barn transformed into an inviting retreat complete with changing room, full bath, kitchenette and garden room. The second floor of this original timber framed structure offers space for one's future vision. Nearby, is the head house garden complex with gardener's office, workroom, garage and glass conservatory, imported from England - all supporting the estate's fenced in perennial/vegetable garden. Further down a gravel lane is a private two-story 2,900 SF guest house/caretaker's cottage renovated into a 3-bedroom, 2-1/2 bath home, perfect for family or on-site management. A few of the property highlights include a 35-zone irrigation system, landscape lighting showcasing the arboretum quality plantings, multiple back-up generators, high speed internet and connectivity and a property security system. Deep Acres is a rare and complete estate, timeless in its design and masterful in its execution. A Hudson Valley treasure, ready to be experienced.

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.

Completely remodeled and very spacious Colonial! A charming enclosed front porch welcomes you into a bright living room and formal dining area, perfect for everyday living and entertaining. The updated kitchen features stone countertops, modern lighting, and stylish vinyl flooring throughout the first floor and second floor. Convenient access to the basement from both the kitchen and Dining area, offering laundry, a newer water heater, and a clean sealed concrete floor. Upstairs includes three bedrooms with updated floors and a full bath with tub. A rear enclosed porch leads to a private fenced backyard with a deck overlooking an above ground pool with cabana and green space. Detached garage and driveway for up to 4 cars complete this move-in ready home is an ideal starter home with space, updates, and room to grow.

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.

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot with almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen and bathrooms, as well as the furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for its next owners to create their own Berkshire journey and memories. Replaced/Updated Within the Last 3 Years: furnace, central AC, kitchen, bathrooms, all exterior doors, basement improvements Community Details: -8 homes in the community -$1,500 transfer fee due at closing from buyers to the Association -HOA dues will decrease to $900 per quarter ($300 per month) after two loans are paid off in July and October 2027 Rental Policy: -First rental term has a 28-day minimum -Second rental term has a 7-day minimum -Maximum rental term is 1 year -Lease extensions must be approved by the Association

Experience the luxury of gracious proportions, impeccable details, and stunning design in this exquisite classical villa that would be as at home in Italy as it is in the Berkshire landscape. Protected views of mountains, rolling hills, and meadows surround the 6.9-acre estate. The atmosphere of sophisticated luxury begins with the approach through an allee of willow trees and in the front courtyard, edged with stately Bradford pear trees and arbor vitae and anchored by the 2716sf, single-level residence and a matched pair of outbuildings--a two-car garage and a garden house. The front entry of architect-designed residence leads to a luminous interior with tall ceilings, reflective white walls, generous windows and 19 screened French doors that welcome sunlight and breezes and provide for ideal interior-exterior living. To the left of the entry are a living room with a wood-burning Rumford fireplace and hallway to the primary suite with an airy, comfortable bedroom, refined, restorative bath, and walk-in closet/dressing room. To the right, a spacious dining room, well-appointed kitchen, screened porch, and hallway to two bedrooms and full bath. The U-shaped floor plan embraces a secluded formal garden, reflecting pool with fountain, patio with pergola, and 40' lap pool. Completed in 1998, every element of the residence attests to architectural intelligence, superior craftsmanship, and love for the bucolic landscape. The high level of quality is evident in the visually commanding millwork, true stucco exterior, lath-and plaster walls in the principal rooms, east and south pergolas, west-facing screened porch, and sensitive choreography of space. With roots in the classical architecture of ancient Rome, this is a thoroughly modern dwelling replete with whole-house fan, air conditioning, generator, security system, 630-foot drilled well, and chef-ready appliances. The result is a home that feels both sculptural and deeply connected to its setting. With protected views, total privacy, and proximity to South County amenities (7 minutes to Guido's), this is a rare Berkshire offering -- serene, architecturally stunning, and eminently livable.