luxury real estate for sale Millbrook, United States

Nearly 50 acres of enchanted woodland in the heart of Clove Valley, just minutes from the Village of Millbrook and within the Millbrook Central School District. Meandering trails wind through mature forest, past centuries-old stone walls and a picturesque pond, opening to sweeping countryside and distant Catskill views. A place of extraordinary beauty and complete privacy, where every season brings something new to discover. Whether envisioned as an exceptional country estate, gentleman's farm, equestrian retreat, or private recreational escape, this remarkable property offers a rare opportunity to create a legacy in one of Dutchess County's most beautiful and protected landscapes. Much of the groundwork has already been completed, with perc tests performed, current Dutchess County Board of Health approval for a four-bedroom residence, and engineered site plans. Architectural plans and renderings envision a thoughtfully designed estate compound complete with a four-bedroom home, pool, and detached accessory structure, allowing the next owner to build upon an exceptional vision or create their own. Protected by deed restrictions permitting a single principal residence together with customary accessory structures, the property offers enduring privacy and preserved character that will remain for generations to come.

Perched atop 40.9 private acres, this exceptional custom-built estate offers unrivaled privacy and sweeping panoramic views of the Catskill Mountains. Blending timeless craftsmanship with modern luxury, this hilltop retreat embodies refined living in a breathtaking natural setting. Inside, antique teak flooring flows throughout the home, adding warmth and character to every space. The open floor plan features a gracious living room that opens to a library with a fireplace and a full bath, creating an inviting centerpiece for both relaxation and entertaining. At the heart of the home, the eat-in kitchen is both functional and striking, featuring a scullery and a distinctive modern Rumson fireplace. The kitchen opens effortlessly onto a stone terrace and pergola, offering a breathtaking setting for alfresco dining while overlooking beautifully landscaped gardens that evolve with the changing seasons. Adjacent, the formal dining room provides a refined space for hosting memorable gatherings. The lower level includes three bedrooms and four full baths, along with a music salon featuring expansive glass doors that open to a stone terrace with breathtaking panoramic views. Additional amenities include a wet bar, laundry room, and wine cellar, offering both convenience and luxury. A detached two-car garage complements the home's timeless architecture while adding everyday practicality. Experience the epitome of serenity, artistry, and mountain living in this extraordinary hilltop estate—where every sunset paints a masterpiece across the western sky.

Early house with charming changes. All updated. Overlooking stream and pond. On 13+ acres. Meadows and woodland walks. Charming old apple orchard. 3 bedrooms, primary bedroom on ground floor. 2 baths. Fireplace in living room. Swimming pool.

Experience sophisticated country living at this completely reimagined, modernized Cape Cod in Salt Point, NY. Nestled on a quiet, scenic road within a landscape of manicured equestrian estates and bucolic farms, this 5-acre sanctuary offers absolute privacy with no immediate neighbors—only the peaceful sound of birds chirping in the meadow. Every detail has been meticulously curated, ensuring that all the heavy lifting has been expertly completed for the next owner to simply unpack and enjoy. The home features brand-new Hardie Board siding and all-new mechanical systems, including an upgraded water system and enhanced electrical with a whole-house generator for peace of mind. Outside, your private oasis awaits: a heated saltwater pool, a relaxing hot tub, a newly built detached two-car garage, and a versatile storage shed perfect for a clubhouse. A pristine Airstream is also available for purchase, offering a unique opportunity for guest accommodation or creative space. While offering total seclusion, this retreat is incredibly well-connected. You are just 90 minutes from New York City and a short 15-minute drive to the vibrant dining and culture of Rhinebeck. With easy access to Amtrak in Rhinecliff and Poughkeepsie, and Metro-North in Wassaic, you can enjoy the best of both worlds: the tranquility of the Hudson Valley and the convenience of city accessibility.

Fallkill, a late 18th-century, thoughtfully renovated farmhouse, sits on six magical acres with stone walls, an artist studio, an antique barn, and a beautiful cedar sauna tucked in the woods, all overlooking idyllic rolling meadows, a meandering creek, and forest. The setting is quintessential Hudson Valley countryside, with the house sitting on one of the prettiest roads in Dutchess County, and the home has been artfully updated, with abundant historic charm intact. The Home: The home perfectly balances moodier, historic interiors with bright, modern spaces. The main level has a new addition with enormous windows, which is home to an open-plan kitchen outfitted with top-quality appliances and a sun-drenched dining area. Moving into the original circa 1700s part of the house, the living room centers around the beautiful fireplace and is framed by wood beams and the most exquisite original wood floors. A full bathroom completes the first floor, with the three bedrooms and another full bath on the second floor. The finished basement is expansive, with a laundry/utility room, office, and extensive storage space. Every tile, piece of hardware, lighting, and finishings throughout the home have been hand-picked for their quality, longevity, and unique style. The Grounds: The exterior feels very private, with a split-rail fence running along the property line and exceptionally charming landscaping. A stone patio with a gas outdoor fireplace and an outdoor shower blend in perfectly with the exterior. A stone path through a meadow leads to the artist studio, bathed in light and tucked away from the main house. Amidst the woods is a 10-person Cedar & Stone sauna with a changing room and deck. The picture windows in both the sauna and the artist studio look out onto exceptionally verdant landscapes. A historic barn could easily become a future workshop, and restored stone walls are peppered throughout the property. The Surroundings: Fallkill sits amidst a peaceful neighborhood, where weekends can be enjoyed visiting Mills Mansion and its grounds, dropping by the farmer's market in Rhinebeck or the MPO farmstand, grabbing lunch at Golden Russet, and taking long walks and bike rides near the property. The home is less than 15 minutes from Rhinebeck, under 20 minutes from Rhinecliff Amtrak Station, and an hour and a half from New York City.

Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie's most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams Fairacre Farms, and Starbucks. Step inside to soaring high ceilings with stunning exposed wood beams and a dramatic two-story stone fireplace that anchors the sun-filled open-concept living space. The chef's kitchen is a true showpiece, featuring a full Thor Kitchen appliance suite, a spacious island, walk-in pantry, and a dedicated chef's pantry with prep sink. The butler's pantry includes an additional Thor wall oven, and the wine refrigerator is also Thor—creating a seamless, high-end culinary experience perfect for entertaining or everyday gourmet cooking. A dry bar adds even more convenience and style. The first-floor suite provides comfort and flexibility, while the luxurious owner's retreat upstairs boasts a spa-like bath and walk-in closet. The massive basement with 14-foot ceilings is a blank canvas—ready to become your dream gym, home theater, studio, or provide endless storage. Enjoy outdoor living on expansive decks, a screened porch, and a patio, all surrounded by lush greenery. Additional highlights include a state-of-the-art surveillance security system, a 3-car garage, central air, propane heating, and abundant storage throughout. Some furniture included in the sale. Schedule your private showing today and experience the lifestyle you've been dreaming of at 6 Conifer Court.

Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. The primary suite occupies a private wing of the main level. A stone-and-gunite pool and pool house with full kitchen, plus two stone barns, complete the grounds, which also include hiking trails, open meadows, and a pond. The offering includes five additional unencumbered parcels in Connecticut and further unrestricted acreage across the state line in New York, a significant and rare landholding that opens the door to a multi-generational compound, a conservation legacy, or possible future development. Few properties in the region combine this scale of craftsmanship, privacy, and flexibility in a single offering.

Tucked gracefully in a private, tree-lined setting, this timeless New England-inspired residence offers the rare combination of classic architecture, exceptional craftsmanship, and effortless everyday living. Sunlight pours in through expansive windows, framing views of mature trees and a rolling lawn in every season. Every detail reflects quality—from the substantial millwork and rich materials to the thoughtful balance of formal and casual spaces. The expansive living room is both inviting and refined. At the heart of the home, the spacious kitchen is designed for both everyday living and effortless entertaining. A generous center island provides abundant workspace, complemented by ample cabinetry and a well-appointed layout. Three generously proportioned bedrooms provide peaceful retreats, each filled with natural light and tranquil views of the surrounding landscape. Outdoors, the property transforms into a private retreat. A freeform pool anchors the backyard, surrounded by natural stone terraces and layered gardens that blend seamlessly into the landscape. Whether gathering around the fire pit or spending quiet afternoons poolside, the setting feels peaceful and secluded. Beautifully maintained and thoughtfully designed, this is a home that lives as well as it looks: elegant without feeling formal, spacious without excess, and timeless in every sense.

A classic, modern farmhouse on five acres with a pond, perennial gardens, and a beautiful, sprawling backyard all on a dead end road. Newly constructed in 2022, the immaculate 4,000+ square foot home is perfectly executed. The interiors feel luxurious with wideboard white oak floors throughout and a vaulted 17ft ceiling in the main, open living space. There is a gas fireplace anchoring the room and the open kitchen features an extra large Liebherr refrigerator, a double oven and coffee station. There is a spacious pantry with additional storage and a wine fridge. You’ll find a home office and formal dining room. The primary suite is on the main floor, large with sliding doors out to a private balcony and hot tub. The bath is ensuite with double vanities, radiant heated floors and a soaking tub and there are two walk-in closets. You'll find two additional bedrooms on the main level, both well sized and connected by a jack-and-jill bath. Upstairs is a large sitting area currently used as a play room, an additional bedroom and a full bath, as well as a flex space which the current owners use as sleeping quarters. The 2,500+ square foot basement has fabulous high ceilings making it super usable, it’s set up as a home gym. A large screened in porch overlooks the backyard and the woods beyond, and there are raised garden beds ready for when the weather turns. An irrigation system has been installed which keep the gardens very low maintenance. There is an attached two car garage and the home sits in a neighborhood setting amongst other homes of a cohesive aesthetic. 11 Crimson Hill is a wonderful turnkey option just minutes to Rhinebeck village and Amtrak. Located in the Rhinebeck School District it is perfect for year round or weekend living.

NO NEED TO WAIT FOR TOWN APPROVALS! Design development plans with project entitlements in place for a spectacular, modern, 5-bedroom, 5,400 sq. ft. two-level home-featuring an indoor pool, sauna, multiple attic areas and attached garage are paired with this expansive 33.73-acre parcel in Sharon's desirable West Woods section. Nestled amidst tranquil nature, this remarkable property offers an unmatched blend of privacy and accessibility, ideal for a serene retreat, equestrian estate, or exceptional investment. Boasting 443 feet of frontage on a bucolic country road, the building site is set back along the road. Behind the building site, an old wood road crosses a private pond, leading to your own hiking trail along the babbling Macedonia Brook to a higher open area which includes a proposed 4.52 acres of open meadow on the higher side of Macedonia Brook. I The property is bordered by protected land trust, ensuring a forever-preserved natural backdrop. Enjoy easy access to local amenities, located just 7 miles from Kent's vibrant town center, shops, and restaurants, and minutes from The Kent School, Macedonia State Park, Skiff Wildlife Preserve and the Appalachian Trail. Buyers may choose to streamline their build with the included, fully approved designs and entitlements or pursue their own custom vision subject to local approval.

Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

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.

Among Dalton Farm's carriage house residences, this end-unit townhouse stands apart for its generous proportions and distinctive floor plan. First-floor living meets an expansive loft and a fully finished walkout lower level — three distinct levels, each with its own purpose, adding up to a home that expands and contracts with how you're using it that day. The two-story living room fills the main level with light. Open to the adjoining dining room and kitchen, the spaces feel connected while holding onto their own comfortable scale. A spacious primary suite and second bedroom with an adjacent full bath complete the main level, along with a new washer and dryer set in the transitional hallway leading to the lower level. Overlooking the living room, the loft is at once a library, home office, and gathering space. It's where work gets done, books are enjoyed, board games are played, and festive meals have room to grow. A full bath and walk-in closet give the loft the flexibility to serve as overflow guest space. The walkout lower level is fully finished, adding approximately 1,350 square feet with two bedrooms, a full bath, a mirrored flex space for workouts or yoga, a media lounge enhanced with acoustic wall panels, and a separate area for the billiards table. With more than 3,300 square feet of finished living space, the home offers four bedrooms, four full baths, and exceptional flexibility across three finished levels. The covered front porch welcomes quiet mornings, while the rear deck extends the home's living spaces outdoors for dining, entertaining, or simply enjoying the view. Below, the walkout patio provides additional outdoor space just steps from the recreation room. The landscape has been thoughtfully designed to frame — rather than compete with — the protected wetland meadow beyond, its tall grasses shifting from green to gold through the season, backed by a wooded hillside that keeps the view feeling protected and open. The current owners have maintained the home with real discipline: a new roof, mechanical systems serviced on schedule, California Closets throughout, and a two-car garage outfitted with ceiling-mounted storage and not an inch of wasted space — the kind of thoroughness that pays off long after moving day. Dalton Farm is more than a well-respected HOA, it's a place with real history and an active, connected community. Set on the former estate of Franklin Roosevelt Jr., the neighborhood's clubhouse, the 200-year-old Roosevelt House, anchors a self-governing community known for its stability and engaged homeowners. Residents enjoy the swimming pool, tennis courts, walking trails, and equestrian center, along with a full calendar of community life—from book clubs to seasonal gatherings, all within easy reach of the Taconic State Parkway, Metro-North, and the Hudson Valley's villages, restaurants, and everyday conveniences.

Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been cherished both as a luxurious private residence and as a welcoming bed and breakfast. Today, it stands ready for its next chapter, offering multiple rooms across the premises and an incredible canvas for the next owner to bring their own vision and elevate it to its next level of brilliance. Location is everything. Situated right in the heart of the vibrant Kent Village center, this property offers unmatched walkability. Step outside your door and immerse yourself in the town's renowned culture-just a short stroll to world-class art galleries, gourmet restaurants, boutique shopping, local museums, and premier antiquing. Whether you envision a spectacular, expansive private compound, a boutique hospitality venture, or an elegant live-work space, the possibilities here are as vast as the home's rich history. Don't miss the rare opportunity to own a true piece of Kent heritage and define its next great era. Schedule your private showing today. Please note that slow moving Housatonic train service track is directly behind property. Field card reads reads 4 bedrooms 2.5 baths. Home has 7 bedrooms and 5.5 baths. Tenants in place 24 hours notice required

Close to Kent's village shops and restaurants, this well-appointed townhouse offers the ease of in-town living with the feel of a private retreat. The main level centers on a light-filled living room with fireplace that opens to a spacious deck - a natural gathering spot with long sunset views. The formal dining room connects to a separate back deck, quiet and shaded, ideal for morning coffee. The kitchen, laundry, and powder room complete the level. Upstairs, two generously sized bedrooms each have their own private bath. The lower level offers an oversized garage with room for a workshop or additional storage. All the pleasures of condo living in a wonderful town setting.

A premier opportunity awaits in the center of Kent's lively village, merely steps away from local dining and shopping. This pristine two-bedroom Kent Hills condominium features a bright kitchen that opens directly into a spacious living and dining area centered around a cozy fireplace. Each of these rooms leads out to a deck - perfect for unwinding or hosting guests. The primary bedroom provides ample room for a dedicated home office, sharing a nicely finished full bathroom with the second bedroom. An additional half-bath and in-unit laundry bring extra convenience and ease to daily living, ensuring this inviting home is as functional as it is charming.

A rare opportunity in the heart of Kent's Village Center, this completely renovated two-bedroom end unit offers the ease of single-floor living just steps from the shops and restaurants that make Kent special. The bright, updated kitchen opens directly to a private covered porch, ideal for morning coffee or evening dinners outdoors. Inside, the light-filled dining room flows into the living room, anchored by a classic brick fireplace, making a warm, versatile space for everyday living and entertaining alike. Both bedrooms are well-proportioned and each has its own private bath, offering genuine privacy for owners or guests. A two-car garage, a true rarity for a condo, completes the package with storage and convenience not often found in the village. An exceptional offering for anyone seeking low-maintenance living without sacrificing space, privacy, or location.

Located on a splendid unpaved country road with tidy stone walls and tall trees in the heart of Milan NY, this particular 96 acre land offering comes with knockout views of the Catskill escarpment and a primo homesite located high on the parcel. Easy and enjoyable to walk to the crest due to a handy trail cut into the wild. The landscape features a quarter acre pond, undulating, forested hills, rock outcroppings, tangles of wild roses and native wildflowers, scenic meadows and vistas to the West while enveloped in it’s rural character and charm just begging for a visit from your talented architect. Rowe Road is conveniently located in the least populated town in all of Duchess County and at the heart of Milan under 2 hours from the city via the nearby Taconic State Parkway.

1900 Farm House Homestead on 6.9 Picture-Perfect Acres Enjoy 6.9 sprawling, gently sloping, sunlit acres of cleared meadows, mature landscaping, and Indian Lake Creek framing the back boundary line of the property. This gentleman's farm is fully set up for equine enthusiasts and homesteading. The impressive multi-use barn features two horse stalls, a chicken coop w/eight coops, hayloft, ample space for tractor, storage, & equipment. Barn is outfitted w/electricity & water & there is a run-in on each cleared meadow, plus 2 sheds. Back entrance to a large mud room/pantry area with washer/dryer leads to an open LR/DR/kitchen area combining rustic charm with beams, vaulted ceiling, new appliances, ceiling fans & an abundance of natural sunlight complimented by sky lights. An additional Family Room/Office w/hard wood floors and a Full Bath on main level. Upstairs are 4 Bedrooms & a 2nd Full Bath. A heated storage room separates the house from a 2 car attached, heated garage that includes a brand new, never used generator. Numerous cultural & recreational activities for every season - Sharon Playhouse, Lime Rock Park Racetrack, Mudge Pond, Hiking Trails, Ski Slopes & prestigious Private Schools. Open, enchanting vistas & many more amenities to experience in the precious NW corner of CT. 15 minutes to Metro North. Bring your horses, goats, & chickens & start a homestead, or simply enjoy the peace & beauty of the wide-open acreage. This turn-of-the century gem is ready for you

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!