luxury house with terrace for sale Hillsdale, United States

Tucked away at the end of a quiet country road, this 3-bed, 2-bath home offers a true Hudson Valley escape--where privacy, light, and landscape come together effortlessly. Set on just under 4 acres, the property feels expansive in a way that surprises you, with land that stretches beyond expectation and a sense of space that's both peaceful and grounding. Inside, a cathedral ceiling and open floor plan create an airy, light-filled interior where sunlight pours in from every angle. The living spaces flow seamlessly to a generous deck, ideal for long afternoons spent beneath a canopy of mature trees. Upstairs, the en-suite bedroom features its own private balcony--an intimate perch for morning coffee or stargazing at night. Modern convenience meets country living with the addition of a Tesla EV charger, while nearby lake access offers easy enjoyment of warm-weather days on the water. Though the setting is serene, it's far from isolated. Located just minutes from Copake Country Club and Copake Lake, and within easy reach of the ever-evolving dining and cultural scenes of Hudson, Hillsdale, and Claverack, the home strikes a rare balance between retreat and accessibility. Catamount Mountain Resort is just 15 minutes away, while both Hudson and Great Barrington are within a short drive--placing you at the crossroads of some of the region's most sought-after destinations. Just 2 hours from NYC and 2.5 from Boston, this is a place to truly get away--without ever feeling too far removed.

Wildflower Hill is a rare and distinctive country retreat set behind a gated entrance on nearly six private acres in the gently rolling countryside of Southern Columbia County. Tucked behind mature trees and open lawns in the heart of Ancram, this four-bedroom, two-and-a-half-bath residence offers over 3,900 square feet of well-proportioned living space, where reclaimed wood beams, abundant natural light, a striking stone fireplace, and artful architectural details create a home of warmth, character, and timeless style. Designed for relaxed daily living, weekend entertaining, and four-season enjoyment, the interiors unfold through generous living and dining spaces with an easy connection to the outdoors. A large deck overlooks the grounds and extends the home beautifully for summer dinners, visiting guests, and quiet mornings in the country. Recent improvements include a brand-new boiler and brand-new septic system, offering immediate comfort, efficiency, and long-term peace of mind. Outside, the setting is both serene and full of charm. A koi pond, fruit trees, rolling lawns, fenced garden, and light-filled potting shed create a property that feels established, private, and deeply connected to the land. The acreage is beautiful and usable, with room to garden, entertain, explore, or simply enjoy the quiet rhythm of the seasons. Wildflower Hill balances privacy with exceptional access to the region's most beloved destinations. A short walk leads to the Ancram Little Store for coffee, breakfast, lunch, local cheeses, dairy, teas, and seasonal provisions. Farmers Wife is approximately six minutes away, Hillrock Estate Distillery is approximately nine minutes away, and Stissing House is about thirteen minutes away for celebrated farm-to-table dining. Millerton is roughly fifteen minutes away for restaurants, shopping, The Moviehouse, and Oblong Books, while Mashomack Polo Club, Catamount Mountain Resort, Hudson, Hillsdale, and the Berkshires are all within easy reach. New York City is approximately two hours away. Equally suited as a full-time residence, refined weekend retreat, or year-round lifestyle investment, Wildflower Hill captures the enduring appeal of Hudson Valley living with privacy, character, and a setting worth discovering.

Renovated modern country retreat near Prospect Lake and Catamount Mountain Ski Resort. This stylish home blends contemporary comfort with natural surroundings. The open living and dining room features a wood-burning fireplace, while the eat-in kitchen boasts high-end appliances, stone countertops and laundry. Two bedrooms and two full baths provide comfortable accommodations. The primary suite offers a brand-new full bath and walk-in closet. Glass doors open to a spacious deck overlooking the private backyard and gentle stream--ideal for morning coffee or evening relaxation. Additional highlights include a detached garage, garden shed, efficient heating and central A/C. New roofs on both the house and shed ensure peace of mind. Available fully furnished and equipped for turnkey enjoyment.

This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours, and has received a Garden Club of America award for its ethos and thoughtful use of building materials. The house was constructed using sustainable and recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage with potting room and a studio/guest space/office above. This space overlooks the courtyard and a walled garden. The Gunite pool is surrounded by an espaliered apple tree fence and a generous Goshen stone terrace with space to dine and lounge. The large screened pool house includes a half bath, outdoor shower, kitchenette, and massive two chimney fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard and patio, a separate studio apartment and four garage bays. A hay/storage barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks and masses of daffodils in the spring. A courtyard filled with specimen crabapple trees, stone walls and a meandering walkway creates the welcome entry to this one level home. The exterior walls are planted with climbing hydrangea that blur the lines between structure and nature—a common motif throughout the property. The setting is both well designed and peaceful. The grand entry foyer sets the tone for the house. It connects to an enfilade of rooms filled with southern sun that run the length of the house. The south facing rooms have large windows and french doors that welcome both the light and warmth from the sun on a winter's day and open onto exterior terraces in the fair months. All the rooms have extensive garden and pastoral views. On the east side of the entry is the living room with high, coffered ceilings and a fireplace made with grand tour columns. Adjacent to the living room is the primary suite with doors to a private terrace, shower, and lawn. The velvet covered walls create perfect silence, a jewel box of a room. Dual bathrooms and closet areas with a steam shower and a large soaking tub with views complete the suite. West of the entry hall is the large eat-in kitchen with high ceilings, and coveted AGA range. The kitchen's french doors open onto a blue stone patio with the large lily pond, a view of the fields, and cherry trees which shade an outdoor dining space. The kitchen/service area includes a butler's pantry with extensive storage, and a mudroom that leads to the back door and basement. (The basement consists of laundry room, 2 storage areas, cedar closet, wine room, and a huge finished room with box beds, TV and its own internet. The utility room is spacious and contains the furnace, boiler, the controls for the radiant heat and other mechanicals.) Returning upstairs, the far west end of the house, with perfect evening light, has a cozy sitting room. Adjacent to this is the smaller of the two office/library spaces, another library is located between the guest room and the larger office/sitting room. Both library areas have custom floor to ceiling bookshelves. The larger office has french doors that open to a private and romantic courtyard garden with espaliered peach trees and colorful blooms to attract pollinators. Western windows have views of a fenced field and plantings. This room could easily be reconfigured as a family room or another private sitting area. Steps away from the southern facing terrace, perched majestically on a small rise, is the Parthenon-like pool house, a focal point of the outdoor areas. The adjacent heated pool uses copper ionization instead of chlorine. All the pool services are located in a bunker that allows the outdoor areas to stay completely quiet. Meadow Wood was designed for maximum flexibility. There is space for family, visitors, staff, animals, parties large and small, gardening and potting, and farm equipment. Its magic extends into the impeccable gardens and the woods and fields around it. Step into a world of enchantment and be transported to a realm of natural beauty and tranquility. The intimate spaces and thoughtfully curated common areas throughout the property create an environment that is as classic and timeless as it is fun and whimsical. It is truly a home that seamlessly integrates its beautiful interior with the curated natural beauty that surrounds it.

Enjoy the best of country life gazing across the rolling hills toward the Taconic Mountains through oversized windows that frame the landscape like artwork. This light-filled home offers an open living layout designed for both relaxation and entertaining.Inside, you'll find warm character and thoughtful details, including reclaimed vintage oak floors that add richness and authenticity throughout. The spacious living areas flow seamlessly, bringing in natural light and surrounding views at every turn.Step outside to your own private setting featuring a large deck - perfect for morning coffee or evening gatherings - and a peaceful private pond that enhances the property's serene, country feel. Ideally located just minutes from the Taconic State Parkway and the charming village of Millerton, you'll enjoy convenient access while still feeling worlds away. Millerton is known for its quaint shops, inviting cafés, and small-town charm, as well as access to the scenic Harlem Valley Rail Trail - perfect for walking, biking, and enjoying the surrounding countryside.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

A mixed use building in the heart of historic Hudson. This c1860 Federal style brick building is a fabulous investment with four beautifully updated apartments. Gut renovated in 2021, the building is completely turn key and has retained much of its historic charm. You’ll find a studio garden apartment in the lower level, a 2BR apartment on street level which could also be used as commercial/retail space, a 2BR apartment on the second floor, and a stunning duplex takes up the top two stories. Off-street parking for three cars in the rear, a fenced in yard planted with lovely perennials and a deck. With minimal maintenance and a healthy cap rate, 358 Warren is an incredible location, a wonderful opportunity for live/work or a pure investment play. Walking distance to Amtrak and in the heart of all that Hudson has to offer.

This 70s Modern home has been revamped to a 21st century Contemporary. Perfectly situated between the spectacular east and west lakes in the Twin Lakes region of Salisbury, it's an easy walk to the lake to enjoy part ownership of the beach/lake access point, or relax in the back yard by the pool, relishing in the privacy and beauty of your surroundings. The upper level features an open floor plan with vaulted ceilings, lots of light, and wood beams. Walk out right onto the expansive deck, or enjoy the private balcony off the Master bedroom suite. The lower level has two additional bedrooms, an office, a full bath, a laundry area, and a central family room. Other features include a whole house generator, an owned solar electric system, mini-splits for climate control (heat & AC), and professionally maintained grounds. This is a clean, well kept home and property in the middle of a lake community in one of the most desirable areas in the Berkshires. Close to Salisbury, Hotchkiss, Berkshire, and Indian Mountain schools, and less than 30 minutes to the Wassaic train station.

Exquisite Shekomeko Estate with Panoramic Catskill Mountain views. Nestled on 50 private acres in the heart of the Hudson Valley, this country estate offers timeless sophistication, refined comfort, and breathtaking views of the Catskills. Designed by architect Jimmy Crisp and completed in 2004, the residence spans over 9,684 finished square feet of thoughtfully curated living space. A tree-lined driveway framed by mature red maples leads to the home’s elegant formal entry, setting the tone for what lies beyond. Inside, a chef’s kitchen anchors the main living area—perfect for both everyday living and exceptional entertaining. Upstairs offers a primary suite complete with fireplace, balcony, sitting room, double walk-in closets and a spacious primary bath. There are four additional bedrooms plus an office. The lower level includes a full gym, Pilates studio, play area, expansive wine cellar for the wine connoisseur, and a large laundry room. The home’s stone wing is a standout feature designed around a dismantled barn, showcasing a dramatic great room with vaulted, beamed ceilings, custom copper rails, a floor-to-ceiling stone fireplace, and accesses the pool. Outdoor living is equally luxurious. A beautifully landscaped 75’ x 25’ pool and spa overlook open fields and distant mountains, while a stone terrace with outdoor fireplace, dining loggia and fire pit offer ideal settings for starlit evenings. A vegetable garden adds charm and function, encouraging a farm-to-table lifestyle. Adding to the amenities is a two-car garage with a studio and bathroom above, a pole barn and a pond. Whether you're seeking a serene full-time residence or a weekend retreat, this exceptional property is a rare Hudson Valley offering that combines architectural pedigree, expansive land, and elevated country living.

Experience the pinnacle of refined living in this reimagined masterpiece, meticulously renovated by a premier local design/build firm, Wingate Ltd. Spanning three levels and 2,748 square feet of bespoke living space, 549 Shunpike Road offers a rare blend of architectural drama and modern efficiency, situated on one of the most scenically stunning corridors in all of Berkshire County. The Setting: Scenic Sanctuary - Your journey home begins along a road celebrated for its breathtaking beauty. The drive leading to Shunpike Road is a quintessential Berkshire landscape, dotted with historic family dairy farms, rolling open pastures, and sweeping views of dramatic mountain vistas. This property offers a front-row seat to the changing seasons and the quiet majesty of the New England countryside. The Main Level: Artistry in Every Detail - Upon entry, you are greeted by a dramatic curved staircase--a sculptural centerpiece leading to one of the home's primary suites. The open-concept living room flows graciously, anchored by a sleek gas fireplace and bathed in natural light that dances across wide-plank white oak flooring. The new chef's kitchen is a culinary work of art, featuring: Exquisite herringbone tile backsplash, white stone countertops, a suite of high-end, energy-efficient appliances, and direct access to the expansive back deck--perfect for BBQs or quiet reflection overlooking the pastoral grounds. A large first-floor powder room and sitting room complete the space. Unrivaled Suite Luxury: Unwind With Ease - This residence is uniquely designed with multiple primary suites, offering unparalleled flexibility for multi-generational living or high-end hosting. The main primary retreat is a sanctuary of wellness and relaxation, featuring tiered tray ceilings and a skylight to capture the morning light. The en-suite bath is a spa-like experience with radiant heated floors, a deep soaking tub, a custom shower, and a modern elongated trough sink. The Lower Level: Entertainment Perfected - The fully finished walk-out lower level serves as a private guest wing or the ultimate recreation hub. This level features a spacious guest room/home office and full bath, sliding glass doors leading to the lush backyard and stone fire pit, and best of all, a dedicated billiard/game room and stylish wet bar! Modern Infrastructure and Efficiency: Beyond the aesthetics, the home has been engineered for total peace of mind. Every mechanical system has been replaced in the past few years including: Whole-home backup generator and forced-air heat and central A/C. High R-Value spray foam insulation for year-round thermal efficiency and comfort. All-new plumbing, electrical, windows, and mechanicals. Paved Y-shaped drive, 2-vehicle carport, and fresh paint inside and out. Whole home UV water filtration system. Too many upgrades to list! The Location: The Best of the Berkshires - While secluded in beauty, you are perfectly positioned to enjoy the region's world-class culture and amenities. You are located less than 40 minutes to the legendary Tanglewood Music Center, less than 15 minutes to Guido's Fresh Marketplace and the vibrant downtown of Great Barrington, 15 minutes to Canaan, CT and less than 45 minutes to the Wassaic Train Station (Metro-North) for seamless NYC access. For outdoor enthusiasts, you are less than 10 minutes from Bartholomew's Cobble - a 357 acre nature preserve with 5 miles of trails noted for it's diverse flora and panoramic views from Hurlburt's Hill. Trade the renovation dust for designer finishes. Truly turnkey and ready for its next chapter--all that's missing is you. Welcome to your dream Berkshire retreat!

Set atop 74 acres of extraordinary privacy in the historic hamlet of New Concord, this refined center hall colonial commands sweeping views of rolling meadows, wooded trails, hay fields, and distant Catskill horizons. Bathed in sunlight throughout the day, the property offers a rare sense of peace and expansiveness, where nature, light, and craftsmanship exist in harmony. Custom-built to evoke the grace and authenticity of a 200-year-old estate, the home blends timeless architectural detail with thoughtful modern luxury. The interior unfolds with a balance of openness and intimacy, offering spaces that feel both grand and warmly livable. At the heart of the home is an expansive chef's kitchen featuring honed Vermont Danby marble countertops, Kennebec cabinetry, a spacious pantry, and top-tier appliances, including a grand-scale luxury Thermador refrigerator and plumbed Wolf steam convection oven. The kitchen flows seamlessly into an oversized casual dining area and family room, ideal for relaxed daily living and entertaining. More formal rooms include a gracious dining room, refined reception or music room, and a light-filled sunroom with fireplace. Radiant in-floor heat warms the office, kitchen and mudroom, living room and entry, and dining and music rooms, while the sunroom is served by baseboard hot water and the upper level is divided into two zones for comfort and efficiency. Nordic matte white-washed reclaimed Southern pine floors, artisan-crafted twelve-over-twelve windows, and hand-forged wrought-iron hardware lend warmth and authenticity. Five wood-burning fireplaces, including two moss-lined stone fireplaces, add character and comfort, while limestone bath tiles and a spa-like primary bath elevate everyday living. The home is fully networked with Ethernet and Wi-Fi throughout and includes multiple office spaces, abundant storage, a private guest suite, and additional guest accommodations. The estate is exceptionally well equipped for both daily living and entertaining, with a professional six-burner Garland range with salamander, griddle, grill, and dual ovens, two Bosch dishwashers, Viking bar and wine refrigerators, and twin Sub-Zero refrigerators in the basement providing generous additional cold storage. A drop freezer, water softener, bar sink filtration, high-capacity range hood, Vermont Castings wood stove, and split system in the office enhance comfort and functionality. Outdoors, a newly constructed gunite pool by Scott Pools is surrounded by an expansive granite patio with upgraded coping that remains cool underfoot. The pool features dual heaters, swim shelf, swim-out step, discreet lap lane, and premium cover. In spring, the lawn will be refreshed and the pool area styled with elegant furnishings, oversized planters, and Tucci umbrellas. The land itself offers rolling fields, woodland trails, fruit trees, and a fenced apiary with mature beehives. With generous road frontage and multiple driveway access points, the property provides enhanced privacy and flexibility. Raised-bed vegetable and herb gardens near the kitchen reinforce a lifestyle rooted in beauty, sustainability, and abundance. Additional amenities include a twenty-four by twelve garden shed, Level Two EV charger, Goshen-stone patios and walkways, a CeDur roof, and buried 400-amp electrical service. Security and Nest systems with cameras are in place for peace of mind. Despite its serene setting, the property is conveniently located to Albany, Troy, Saratoga Springs, Hudson, Chatham, Rhinebeck, Lenox, and Stockbridge, offering access to dining, culture, boutiques, and year-round recreation. Whether hosting gatherings or savoring solitude amid open land and endless views, this exceptional estate offers a rare and deeply satisfying way of living.

Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, MA. Just minutes to Lenox, downtown Stockbridge, and the Berkshire Botanical Center. Listen to the babbling water from the Larrywaug Brook and visit the nearby town park. Sit on the deck or around the firepit to soak in the atmosphere of privacy and peace. This 3 bedroom, 1.5 bath house has been meticulously updated. These updates include: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. Garage is partitioned for a workshop but can easily be converted to a one-car garage again.

Down one of the Hudson Valley’s most picturesque winding roads, an awe-inspiring Hudson Valley paradise that has been hidden away for the past 30 years finally comes to the market. The deep love and meticulous care of the previous steward of this property is most tangibly felt throughout its expansive grounds. Once home to Camp Rip Van Winkle, then 25 acres of manicured gardens, timeless stone walls, and a network of spring-fed interconnected ponds, the estate transports you to another time and place. Very few properties can rival the sheer spectacular nature of this land; the atmosphere is defined by the soothing sound of Kaaterskill Creek’s rushing water, which surrounds you the moment you step out the door or crack a window in your bedroom. This sanctuary offers a rare blend of historical preservation and natural beauty, providing an unparalleled retreat in the heart of the valley. Spanning more than 3,000 square feet, the residence is filled with natural light and possesses a profound, inherent beauty. The home's oversized rooms offer a wealth of possibilities to reimagine the floor plan, whether by adding ensuite bathrooms or creating additional bedrooms. With existing kitchen setups on both the ground floor and in the walk-out basement, the layout is exceptionally versatile. Every window provides a scenic backdrop, from the rushing waters of Kaaterskill Creek in the front to the sprawling grounds in the rear. Having served as a cherished setting for family and friends for three decades, the estate is now ready for a restoration that will return it to its peak. While the property is being offered in as-is condition, it presents a rewarding opportunity for a new steward to bring their creative vision to life. This unique sanctuary is simply waiting for its next owner to begin a new chapter within its walls.

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.