luxury properties for sale Millbrook, United States

Western-facing sunset views over the Catskill Mountains—the coveted vistas everyone is looking for. Set on 12 beautiful, private acres complete with a tranquil pond, this gorgeous post-and-beam home is expertly designed to take full advantage of its spectacular surroundings. Tucked away on serene Charlie Hill Road, the property immediately welcomes you with sweeping sights of the rolling meadow and water. The moment you step inside, you are struck by the dramatic, two-story living room, where a magnificent wall of windows and French doors perfectly frame the mountain vistas. A massive floor-to-ceiling chimney with a double-sided fireplace beautifully divides the living space from the kitchen and dining area, creating an atmosphere that is both open and incredibly cozy. For single-level convenience, the spacious first-floor primary suite offers its own set of French doors, opening directly to the porch and those same incredible views. The home offers plenty of space for guests and relaxation across its three levels. The lower walk-out level features two large bedroom suites and a comfortable family room complete with a second fireplace and a wet bar, making it an ideal space for entertaining. Upstairs, you will find an additional bedroom with a half-bath, a dedicated home office, and access to the home's unique crow's nest. Featuring a cozy window seat and panoramic sights, it is the ultimate private retreat to escape with a good book and watch the sun go down. While the property feels like a completely private sanctuary, it is incredibly accessible to the best of the region. Located less than ten minutes away is the center of Millerton, New York, celebrated for its vibrant atmosphere, antique shops, local eateries, and The Moviehouse. Outdoor enthusiasts will love the immediate access to the Harlem Valley Rail Trail, offering 26 miles of paved trails from Wassaic to Hillsdale for walking, running, biking, and winter cross-country skiing. With the Metro-North train less than 20 minutes away for a seamless commute to Manhattan, and close proximity to Hudson, Northwest Connecticut, and the Southern Berkshires, this location is truly unmatched.

Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while remaining close to everything Kent has to offer. A spacious deck welcomes you into a bright, open-concept main level featuring generous living and dining areas, ideal for entertaining or relaxing. Upstairs you'll find a large primary bedroom and two additional bedrooms, all served by a full bathroom. Whether you're searching for a full-time residence, a weekend getaway, or an investment property, this home offers endless possibilities to make it your own. Major improvements provide peace of mind, including a year old roof, new windows, well, and septic system. Enjoy the convenience of walking to Kent's charming shops, restaurants, Kent Center School, and the renowned Kent School. Metro-North train service to New York City is just minutes away making this an ideal country retreat with easy access to the city. Don't miss this opportunity to own a home in one of Litchfield County's most sought-after communities.

Milan Hall Farm circa 1750 Truly exceptional. Completely private. Set across 87 acres of open field and quiet forest, Milan Hall Farm unfolds as a rare Hudson Valley offering—where land, history, and thoughtful stewardship meet. A winding stream and natural waterfall trace the landscape, alongside a private 1.3 mile walking trail through the woods, all bordered by enduring stone walls that speak to the property’s agricultural past. Protected under conservation easement with the Winnakee Land Trust and New York State forestry program, the land offers both privacy and permanence. The farmhouse, dating to the mid-18th century, has been carefully expanded to accommodate modern living while honoring its origins. Three bedrooms, each with en- suite baths, are complemented by a light-filled conservatory, a quiet library, and multiple gathering spaces anchored by wood-burning stoves. A broad porch overlooks the gardens, while bluestone patios extend living outdoors. The grounds are meticulous—layered gardens, mature plantings, and curated outdoor moments throughout. A separate guest cottage with its own wood-burning stove provides space for extended stays or private retreat. The 1853 post-and-beam barn, equipped with electric and water, offers flexibility as a studio, workshop, or future living space. Additional outbuildings, including a two-car garage, support both function and form. Modern systems—solar power, central air, and a whole-house generator—bring ease and efficiency. Minutes to Rhinebeck Village, Amtrak, and some of the region’s most sought-after dining and shops, yet entirely removed from it all.

Resting on 8.6 private acres just minutes from the heart of Rhinebeck Village, this exceptional three-bedroom, two-bath residence has been thoughtfully rebuilt from the ground up, offering the rare combination of timeless Hudson Valley charm and the confidence of virtually new construction. The comprehensive renovation touched nearly every aspect of the home. A new asphalt shingle roof, new siding, energy-efficient windows, spray foam insulation, new rafters, new doors, upgraded 200-amp electrical service, all-new plumbing, a new well pump, new 1,000-gallon septic system with leach field, new hot water heater, Mitsubishi two-zone heating and cooling system, and dehumidifier ensure years of low-maintenance ownership. Inside, engineered white oak floors flow throughout the home. The beautifully designed kitchen features quartzite and granite countertops, all-new appliances, and custom finishes, while both bathrooms have been completely reimagined with radiant heated floors. The exterior has been equally transformed with new siding, rebuilt stonewalls, bluestone walkway & patio, professionally engineered retaining walls with drainage systems, and thoughtfully designed outdoor living spaces overlooking the surrounding woodlands, creating a seamless connection between the home and its natural setting. Minutes to Rhinebeck Village, Rhinecliff Amtrak, acclaimed restaurants, farmers markets, and boutique shopping, this is a rare turnkey opportunity where every major improvement has already been completed—simply move in and enjoy the very best of Hudson Valley!

Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with friends. The spacious living room, centered on a fireplace, is the kind of place you'll want to spend a winter evening. A main-level primary suite offers a private deck, a generous walk-in closet, and a spa-style bath, a true retreat within the home. Upstairs, four additional bedrooms share a full bath, with room for family, guests, or a dedicated workspace. The finished lower level adds a media room, home office, and laundry, keeping daily life organized and out of the way. Outside, the property comes alive. A side deck off the living room is perfect for morning coffee. The pool area, anchored by an impressive millstone table, is ready for summer entertaining. The perfect country retreat only two hours from NYC.

A welcoming front porch is the perfect 'rocking chair' spot...to take a breath of fresh air and gaze out over the serene, protected pasture stretching across the road. With freshly painted spaces, this classic farmhouse seamlessly blends New England charm with modern comfort, offering incredible value in the heart of Kent. Inside, newly refinished hardwood floors gleam under natural light, welcoming you into an expansive open-concept living space where kitchen, dining, and cozy moments flow naturally together around a magnificent fieldstone fireplace. The adjacent formal dining room and living room offer additional entertaining spaces. The story of relaxation continues upstairs in the impressive primary suite, defined by a vaulted ceiling which creates a bright, airy sanctuary. Here, you'll find a spacious walk-in closet and an en-suite bath designed for unwinding, complete with a soothing Jacuzzi tub and separate stall shower. Two guest bedrooms and a full bath complete this level. Down below, a finished lower level with glowing light and elegant French doors offers flexible space for a home office, media room or guest lounge that leads right out to the yard. Equipped with a high-ceilinged, attached two-car garage offering plenty of extra storage or workshop potential, the property's true magic extends far beyond its walls. With thirty acres of open space directly abutting the rear of the property, you'll enjoy total privacy and endless natural views all just minutes from Kent's vibrant village center, local dining, art galleries, skiing at Mohawk Mountain, scenic hiking trails, and the Housatonic River. Experience the best of Litchfield County living, less than 2 hours from Manhattan!

This exquisitely appointed Colonial estate has the WOW factor! At its heart lies an opulant living room, where soaring cathedral ceilings meet a wall of grand windows, inviting the outdoors in, while a bespoke fireplace serves as a luminous anchor of comfort. The expansive, double height windows provide dramatic light to the open plan living/ dining/ kitchen. Miele and Bosch appliances are featured in the Chef's kitchen with a breakfast nook and a formal dining room adjoining. Transition effortlessly to the private, elevated deck; a serene sanctuary designed for seamless indoor-outdoor entertaining amidst tranquil vistas. Exceptional versatility defines the residence, featuring a main level Bedroom-ideal as a guest suite or private study; complete with an adjacent full bath. Retreat to the primary suite, a masterwork of design boasting vaulted ceilings, a statement chandelier and a cozy fireplace. This private haven further indulges with a dedicated seating area, an intimate balcony for morning coffee, full bath with double vanities, soaking tub, large stall shower AND an enormous dressing room. The two additional bedrooms are generously appointed with the convenience of walk-in closets and a Jack-n-Jill full Bath. The sun-drenched walk-out lower level is reimagined as the ultimate wellness retreat, featuring picture windows that frame the landscape. This multifaceted space offers a dedicated gym, spacious sauna and full Bath with rainfall shower for a true spa experience. Adjoining space could be used as a TV room, office/workspace, music studio or craft room. Perfectly situated on 3+ acres of manicured, private grounds with specimen plantings and trees, this residence offers an unparalleled blend of privacy, sanctuary, sophistication and refined living. Located only a few mins from the vibrant town of Kent with its cafes, restaurants, shops and art galleries. The Appalachian Trail, Lake Waramaug, Housatonic River for fishing, Kent Waterfalls are all only minutes away. Easy access to NYC and Metro North Trains! Floorplans available.

Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range, through a generous dining area and into a living room anchored by a fieldstone fireplace. Step outside and relax or entertain on a back deck overlooking the lawn and surrounding forest. A powder room and laundry complete the level. Upstairs, a comfortable sitting area with a second fireplace connects two well-proportioned bedrooms sharing a full bath. The primary suite is a proper retreat: a handsome built-out office, a spa bath with soaking tub, and a walk-in closet done right. Outside, a classic red barn with metal roof adds character and utility. The Litchfield Hills at their best: two hours from Manhattan, with Kent's village life, Appalachian Trail, the Housatonic River, and Mohawk Ski Mountain all within easy reach.

Instantly inviting this pristine circa 1940 's classic Connecticut cottage also known as Little Fox Farm is brimming with character and jewel like qualities on nearly 3 acres a wonderful mixture of meadows, light woods, and mature trees as well as stunning perennial flower gardens developed over 30 years by its owner a designer. Set back on the property the house is in mint condition with beautiful Antique wide board wood floors and it really celebrates the natural light in every room and enjoys woodland and meadow views with peeks at gardens right outside the windows. The Living room is open to both the formal dining room with a gas fireplace and the recently updated the kitchen. Two stone patios one in the front of the house and another in the rear of the house create private places to relax or entertain or just soak up the lovely scenery at different times of day. The primary bedroom is a quiet private suite at the back of the house There is a small bedroom also used as an office. There is a mudroom with laundry. The property features a very detailed designed horse barn that stuns in it beauty yet is also completely functional for a very happy horse or used as an art studio, office, guest quarters. The stall is built with I.P.E wood and the wash stall features hand painted Moroccan tiles. Antique brass fixtures. The potential use of this building is endless! The 2 car detached garage is a quick walk from the house and is actually pretty with Belgian Block floor so

In the heart of Millerton, where charm, history, and community come together, this distinctive 1870 residence offers approximately 2,888 square feet of warm and gracious living space. Thoughtfully expanded in 2008, the home features four bedrooms, two full baths, and a conveniently located half bathroom on the first floor, blending original character with spaces designed for modern living. The addition introduces a beautifully scaled, light-filled living room with hardwood floors, multiple windows, and a wood-burning brick fireplace. Generous yet welcoming, it is a natural gathering place for quiet evenings at home, time with family and friends, and effortless entertaining. The primary bedroom is a retreat of its own, distinguished by high ceilings, beautiful proportions, and a second wood-burning brick fireplace. Three additional bedrooms provide space for family, guests, a home office, or creative pursuits, while the finished basement adds valuable extra living space for recreation, work, or relaxation. Outside, a covered front porch welcomes you home, while the rear deck, private backyard, and bluestone patio with a third brick fireplace create inviting spaces for morning coffee, outdoor dining, and relaxed evenings beneath the trees. Millerton’s cafés, restaurants, shops, The Moviehouse, village park, and the Harlem Valley Rail Trail are all within walking distance. Rich in character and thoughtfully expanded, this special home offers historic beauty, modern comfort, and the ease of life in a close-knit village community.

Set on 3.2 picturesque acres in Pawling NY this meticulously maintained 1960s Colonial has been lovingly built and owned by the same family for many years, and by that family on this land for generations before that. It's a rare offering: a true multi-generational retreat with room to grow. The four-bedroom, two-and-a-half-bath home offers timeless original character throughout, with hardwood floors beneath the carpeting, protected for decades. Features an attached two-car garage and a pull-down attic for extra storage. Sunlight pours through nearly every window, with valley and mountain views on two sides and a view of your private pond on the other. Watch the sunrise and the sunset settle over your own grounds. This property offers sweeping, ever-changing views in every direction all year round. It simply can't be beat. Downstairs, a fantastic finished lower level adding even more living space: a retro-style bar complete with running water, a vintage refrigerator, and a two-burner electric stove, plus a full bathroom, an office, an additional bonus room and a pantry! Beyond the main house, a versatile outbuilding adding exceptional value as it houses an additional one-car garage, storage room, plus a dedicated ~700-square-foot workshop space, currently used for handcrafted Amish furniture-making; it is an ideal spot for a hobbyist, craftsperson, or anyone in need of serious workshop or studio space. And there's more…this offering includes the opportunity to create a true family compound. Two additional buildable parcels are available from the same family. MLS 1037478 and MLS 1037481. Each zoned for a single-family home. Build for extended family, create a private enclave, or invest in future value, all connected to this storied piece of land. You will be surprised to learn that this home is just a few minute ride to the Pawling MetroNorth station to NYC, and the center of town, home to farmers markets, fine dining, coffee shops and boutiques.

From the moment you turn down the long, meandering driveway, you can sense you are approaching something truly special. Arriving at Water's Edge, on 13 private acres, the home with its classic barn, charming outbuilding, and circular drive initially presents a modest front, but an incredible surprise awaits. The true gravitas of this property reveals itself the moment you step outside. The home is perfectly oriented to draw your eye to the magnificent backyard, where the pristine waters of Lake Wononpakook serve as your direct backdrop. Here, a private dock stretches out into the water as kayakers gently float past. Transitioning inside from the water, a beautifully rounded, private stone patio leads into a quintessential screened porch, the exact spot where, let's be honest, you'll be spending most of your evenings. Inside the main residence, the exceptional level of care and detail that went into its construction is immediately apparent. Built just 30 years ago, which we affectionately refer to as a new build here in Litchfield County, the interior offers a highly flexible floor plan. The main level features light filled common spaces, including a dining room and a living room, both oriented to frame the lake views and anchored by a cozy wood-burning fireplace. The kitchen is a natural gathering hub, complete with ample counter space for meal prep and a generous breakfast bar for entertaining. Just beyond, a thoughtful back pantry area offers additional built-in cabinetry storage alongside a full laundry and mudroom space. The front foyer makes a dramatic first impression with soaring ceilings and expansive walls designed to showcase artwork of great scale. To one side sits a bright home office featuring built-in desks and large windows that flood the room with natural light. A grand staircase invites you to the upper level, where you'll find a truly showstopping family room or library. Defined by soaring ceilings, a propane fireplace, and custom built-in bookshelves, the space immediately tempts you to grab a book and stay awhile. The main floor also thoughtfully hosts a second lake facing office, a comfortable guest bedroom, and a full bath. Accessible via a separate staircase for ultimate privacy, the primary en-suite bedroom is both functional and charming. It features a wood-burning fireplace, built-in storage, and some of the most captivating elevated lake views in the entire house. The large en-suite bath is beautifully appointed with dual pedestal sinks and a soaking tub. Two additional unique bedrooms round out the second-floor accommodations, each boasting integrated built-in desks and storage. Outside, a level, manicured lawn wraps around the residence. The classic barn provides excellent storage while effortlessly checking the I have a house in the country, so I need a barn box. Directly adjacent, a private sport court stands ready for the basketball enthusiast in your life. Completing this exceptional compound is a secondary detached outbuilding. Fully equipped with both heating and air conditioning, it offers the ultimate flexible escape-ideal for a private fitness studio, a workspace, or simply a place to hide when the entire extended family decides to visit your spectacular new lake house.

Perfectly sited on a quiet walking road, this handsome Center-hall Colonial is now available for the first time in almost 2 decades. The nearly 7 acres offer an oasis around the residence with a stream that opens into the Swarte Kill (Black Creek) to kayak and experience abundant wetland wildlife. Right from the full-length rocking chair porch, you feel so at home. This four-bedroom residence has a quiet formality which begins at the entry foyer. High ceilings, big windows and gleaming wood floors all invite the light and create a sense of spaciousness. The beautiful staircase is flanked by a living room and den, each quite comfortable. The fully equipped sundrenched kitchen has a sweet breakfast bar, appliance counter and generous dining area. The formal dining room, just off the kitchen, is presently used as a yoga/meditation & music room, and is certainly available for fabulous meals prepared from the local farmers' market fare. Through the kitchen glass doors is a spacious deck overlooking the lawn, beautiful trees, and your own undisturbed natural scenery. Up the stairs, we have a most inviting landing below a vast Palladian window. This offers moonlight for all nocturnal doings and early sunlight to enjoy your first cuppa, It's a really wonderful place to begin or end your day. The vast primary bedroom is privately situated at one side of the house and includes a dressing room and romantic full bath with a spa tub. Three other bedrooms are more than ample, presently one serving as an office. They share another full bath. Below, we have an insulated, very dry basement for storage, workshop, whatever, and access into a quite large 2-car garage with electric doors. This home is within the highly regarded New Paltz school system and minutes to SUNY and all it offers for further education, culture, and sport. The vibrant village of New Paltz is replete with a thriving food and art scene. Preserved land sanctuaries abound throughout the area: nearby Black Creek Preserve, Shaupeneak Ridge, Empire Trail, Burroughs' Slabsides, and of course, Mohonk and Minnewaska. Plutarch Road, and the environs, are a little Hudson Valley 'secret' so lovely for walking and biking. You're close to Kingston, the NYS Thruway, and over the bridge to MetroNorth. This home has been carefully maintained and is truly an opportunity to experience a healthy country life yet be convenient to so much else.

Welcome to 120 Dashville Road, an extraordinary, newly constructed eco-luxury estate where world-class architectural theory meets the serene beauty of the Hudson Valley. Designed by renowned architect David Murray and deeply rooted in the design principles of theorist Christopher Alexander (A Pattern Language), this home is a masterclass in how a built environment can foster well-being, harmony, and peace. Stepping inside the 3,675-square-foot residence, you are immediately greeted by an abundance of natural light tracking the sun's natural trajectory. The home’s innovative straw bale construction is subtly revealed through grand, deeply recessed windows and built-in window seats—perfect for losing yourself in a book or watching the local wildlife. Every detail has been meticulously curated to soothe the senses and inspire creativity, featuring soft rounded corners, barrel ceilings, custom handmade tiles, sleeping niches, and secret-door bookcases. The main level offers an effortless flow designed around a gradient of intimacy, featuring a gourmet chef’s kitchen equipped with high-end appliances, an elegant dining space, and a cozy living area anchored by a wood stove. Retreat to the primary suite on the main floor, or ascend the sculptural spiral staircase to find two additional bedrooms, a family room/den, a private office, and a second-floor deck. The bathrooms serve as personal spas, complete with a traditional Japanese Ofuro soaking tub. Outside, the property opens up to a sprawling 34.5-acre private sanctuary encompassing a pristine pond, rolling meadows, and protected wetlands. A separate artist’s studio and a dedicated pottery/potting shed provide the ultimate escape to create without distraction. Though you are tucked away in a world of your own, you are just 15 minutes from the vibrant heart of downtown New Paltz, close to the historic charms of Kingston and Woodstock, and an easy 80-minute drive to NYC. This isn't just a home—it's a lifestyle, an oasis, and a living piece of art.

This 4-Acre retreat is nestled along scenic Kent Road in the heart of charming Warren, Connecticut. This exceptional property offers a rare blend of serene privacy, natural beauty, and limitless potential. The land sweeps gently into surrounding mature woodlands, creating a breathtaking backdrop of classic New England nature. Since its acquisition in 2021, the current homeowners have meticulously updated and enhanced every aspect of the home, bringing modern comfort and thoughtful improvements -for seamless, worry-free living. Inside, the home exudes warmth and sophistication: A spacious gourmet eat-in kitchen designed for both everyday meals and entertaining, featuring high-end appliances, ample cabinetry, and a welcoming coffee bar. Adjoining the kitchen is a sun room, which creates an airy indoor-outdoor flow. A large living room with generous proportions, ideal for family relaxation or hosting. Five well-appointed bedrooms, providing ample space for family, guests, or multi-generational living. Two distinct office spaces, offering flexibility for remote work, creative pursuits, or a dedicated study/library. The acreage offers endless opportunities for landscaping creativity: envision a custom home site with sweeping views, expanded gardens, a pool oasis, and a guest cottage-all while maintaining the peaceful, wooded seclusion that defines the area. Classic stone walls divide the grounds into inviting outdoor sitting and entertaining areas, with endless potential for custom landscaping, gardens, or expansions. Just 12 miles from the slopes of Mohawk Mountain Ski Resort, this location delivers easy access to winter skiing, hiking, and year-round outdoor adventures, making it an ideal spot for seasonal getaways or a full-time haven. Warren's proximity to Lake Waramaug and access to Warren town beach, fine dining, antiques, and cultural attractions adds even more appeal. Versatile and turnkey, this property suits a variety of needs: a private primary residence with room to grow, a luxurious seasonal retreat, or a substantial rental investment in one of Litchfield County's most sought-after towns. Priced at $1,025,000, this is a rare combination of updated luxury, natural beauty, and future potential.

Situated along a picturesque country lane, this private 4 BDR home is a light-filled sanctuary offering the perfect blend of gracious and serene country living. A welcoming front porch invites you into a spacious foyer, flanked by a quiet home study on one side and a large, sun-drenched living room anchored by a cozy fireplace on the other. A bright kitchen effortlessly connects a formal dining room to an expansive family room with vaulted ceilings and a second fireplace, creating a seamless flow for entertaining. Outstanding indoor amenities include a private sauna near the kitchen and a dedicated staircase leading to a versatile upper-level study or exercise room. Another set of stairs from the main entrance leads to the second floor featuring 3 generous bedrooms and a luxurious primary ensuite retreat, complete with its own private dressing/reading room and a balcony overlooking the grounds and distant views towards the Catskills. Outside, a lovely wood deck on the main level leads to a swimming pool and a classic barn, making this secluded estate an extraordinary haven inside and out. Close to Cream Hill Lake, Mohawk Ski Area, hiking and biking trails, area private schools, farm to table restaurants, fly fishing on the Housatonic and other unique treasures in the Litchfield Hills. 2 hours to NYC.

Nestled in the serene cul-de-sac of prestigious Hubbell Mountain Farm North, 3 Partridge Trail in Sherman, CT, offers a luxurious and carefree lifestyle in a custom Colonial home. Set on 9.24 acres of level land adorned with colorful trees and charming stone walls, this property provides a tranquil retreat with picturesque country views. The open floor plan of this 4-bedroom, 2.5-bathroom residence exudes modern elegance and vintage charm, featuring gleaming hardwood floors, French doors, and antique finishes. A spacious living room, private home office, and powder room complete the main level, while a spindle staircase leads to the primary sanctuary upstairs, offering a walk-in closet and a luxurious marble bath with Edwardian-style console sinks, The heart of the home is the gourmet kitchen, complete with a center cherry top island, sun-drenched window seat, and stainless steel high- end appliances. It flows seamlessly into the elegant dining and family room area, highlighted by a custom, dual-sided smooth stone wood burning fireplace. and a soaking tub. Additional guest bedrooms with generous closet space and a shared full bath provide comfort and style, with a convenient laundry room rounding out the upper level. The full walk-out lower level offers potential for additional living space and storage, complemented by a 3-car garage and a Generac generator for added convenience.