luxury property for sale Millerton, United States

1880's perfection, a true rare find in the heart of Sharon, CT. Magnificent seven bedroom, 5.5 bath estate, beautifully preserved and situated on a sprawling 4-acre lot with a pool. Large eat-in kitchen with massive center island. Screen porch overlooking the pool with beautiful hilltop views. 79 Hilltop masterfully combines historic charm with modern luxury, offering you the best of both worlds. Country living with complete privacy just steps from town.

Set back from the road with a sweeping front lawn, this stately Sharon home provides country elegance and privacy in an ideal location. Steps from the historic Sharon Green and within the prestigious Great Elm community, this distinguished residence totaling over 6,000 sq. ft. offers a rare blend of sophisticated design and the serene, pastoral charm for which Litchfield County is known. The heart of the home is a breathtaking open-concept kitchen and dining area, characterized by wood beams and soaring cathedral ceiling. A stone fireplace anchors the room, creating an atmosphere of rustic warmth. French doors off the kitchen lead to the expansive blue stone terrace, shaded in part by a classic pergola-perfect for al fresco dining. For more refined entertaining there is a grand living room featuring a wood burning fireplace, French doors, wood beams and a wall of bookcases, designed for either intimate evenings or a perfect spot for larger gatherings. The sunny main level primary bedroom features a spacious ensuite bath with walk in shower and jacuzzi tub. Upstairs are 3 lovely bedrooms and 3 full baths. The Silo addition is accessed through an indoor garden to a winding staircase at the back of the home. With its circular footprint and dramatic lines, it serves as the ultimate media room, library, or private study. The finished lower level offers a gym, expansive wine cellar, pantry area with a Subzero, and cedar closet. On 3.74 level acres, the property is defined by its meticulous landscaping and western exposure. The heated 2 car garage, brick mud room, and level pea stone driveway lined with fruit trees complete this impressive property. On 50 park-like acres, Great Elm Association residents enjoy the heated gunite Junior Olympic-sized pool, pool house, tennis and paddle/pickle ball courts. Near many private schools including Hotchkiss, Indian Mountain, Millbrook and Salisbury School. Only 2 hours to Manhattan. A true gem!

Meet Madeline. This historic 1840 New England farmhouse is an understated, in town masterpiece that immediately establishes a profound sense of place. Greeted by classic pillars and an inviting French blue front door, you are perfectly introduced to the timeless elegance that lies within. Step inside the center hall foyer and you are greeted by a classic center hall staircase. To your right, a sprawling living room is anchored by a warm wood-burning fireplace and features a gracious window seat that practically begs for a blanket and a good book. Just beyond, the dining room is generously scaled to host large gatherings with ease. The heart of the home is a thoughtfully designed kitchen that radiates warmth and function. Boasting expansive prep space, an eat in bar, a classic farmhouse sink, and wide-plank floors beneath hand-hewn beams, it offers a beautiful nod to the property's history. It flows effortlessly into the adjoining family room, creating a natural, inviting hub for friends and loved ones. Step outside to the bluestone patio, where indoor-outdoor entertaining becomes seamless. Spending summer evenings hosting barbecues or quietly reading in the private, lush backyard might just tempt you to stay in rather than walking to local culinary hotspots like The White Hart or Fern. When you finish exploring the gardens, re-enter through the dedicated potting room and connecting mudroom, the perfect landing zone for messy boots and fresh-cut flowers. Rounding out the main level is a graciously sized en-suite bedroom, a convenient half bathroom, and a cozy library featuring a second fireplace. Throughout this floor, exquisite architectural details will make your heart skip a beat: custom built-in bookshelves, graceful curved archways, and ornate hardware. Ascend the gracious staircase to the second story, where natural light floods into three perfectly proportioned bedrooms and a shared full bathroom. Climb the stairs once more to the third floor, and you will discover pure architectural delight: an additional full bathroom featuring a stunning clawfoot tub, perched so high it feels like a treehouse canopy. This level also offers a flexible bonus space, providing the perfect footprint for a home gym, creative studio, or private office. Outside, the level lot provides a beautiful canvas to expand the existing gardens. The location is truly unparalleled. Stroll to The White Hart for your morning coffee, or hop onto the adjacent bike path for a quiet, scenic nature walk straight into Lakeville. With immediate access to world-class hiking, skiing, and highly rated restaurants, you never have to compromise on amenities. If you are searching for an effortless, enchanting country retreat, Madeline is the one.

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.

Oh, My Darling: Clementine. This 1752 Georgian Colonial is the missing piece in your New England dream. Lovingly and thoughtfully renovated by its current steward, no detail has been overlooked yet the home's original character remains beautifully intact: hand forged hardware, hand hewn beams, and wide plank floors. Enter through the gracious mudroom, which opens into the living room, where exposed beams immediately draw the eye. Lime plastered walls and floors refreshed with a soft white finish create a space that feels both historic and quietly modern, the perfect room for welcoming guests. The dining room offers generous proportions, easily accommodating a large table for gatherings with family and friends. Just beyond, a cozy first floor office provides a convenient and secluded workspace. The kitchen is bathed in natural light from abundant windows. Tasteful updates, including new appliances and quartz countertops, lend a clean, modern serenity while remaining true to the home's character. A full bath is tucked just off the kitchen for added ease. At the front of the house, an additional living room features built-in bookcases, hand hewn beams, and ample space to settle in with a good book. Upstairs, four bedrooms are thoughtfully arranged across two staircases. One wing holds the primary bedroom, gracious in scale and filled with natural light, a true country retreat along with another bedroom and a full bath. The opposite wing, accessed by the staircase off the kitchen, offers two additional bedrooms and a classically updated full bathroom. Throughout, paint colors, hardware and fixtures have been painstakingly and thoughtfully selected. Outside, the lawn is expansive and flat, ideal for summer croquet or leisurely afternoons. In warmer months, hydrangeas and boxwoods thoughtfully frame the house, while a small porch offers a quiet place to unwind. A two car garage sits discreetly back from the home, with its own driveway entrance from Honey Hill. Set in North Canaan, this lovely home is just one mile from the town center home to a beloved yoga studio, coffee shop, theater, and restaurants and two miles from Salisbury. Spend winter days skiing in Great Barrington or Cornwall, summer evenings at Tanglewood, and quiet mornings fly fishing on the Housatonic. You've found the sweet spot of New England.

Originally built as the gatehouse to the Standish estate, this charming vernacular cottage dates to 1895 and is defined by its gabled roofline and storybook proportions. Set on a two acre parcel tucked among neighboring estates, the property is enveloped by old-growth trees, established gardens, and open meadow. Just minutes from the village of Millbrook, the home feels wonderfully private — nestled into the landscape and clad in a striking combination of stacked cobblestone and cedar shake. The main living spaces are warm and inviting, centered around a sweet country kitchen with a farmhouse sink and quartz countertops. A dramatic stacked stone fireplace anchors the dining room. At the north end of the house is a Great Room with vaulted ceilings and French doors that open onto a private patio. You’ll find a full bath on the first floor, and a spacious mudroom at the entry with laundry. Upstairs, two charming bedrooms are tucked beneath the dormered roofline, each filled with wonderfully scaled windows and soft natural light, alongside a full bath. Just 90 minutes north of NYC, Standish Gatehouse is an enchanting country property with fern-filled shade gardens beneath a canopy of mature trees, clusters of lilac, blooming perennials, and timeless charm in the heart of the 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.

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.

Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout, expanded electrical service with overhead fans and period-correct lighting, refinished antique floors in every room, and five zones of climate control with hydro-air heat. The main level opens to a warm, paneled living room with a fireplace-anchored dining nook - both detailed with custom paneling added during the renovation. A formal dining room and a library with built-in shelves and a limestone fireplace flank the central hall. The adjoining game room - opened up when interior walls and doorways were reconfigured - leads through French doors onto an expansive covered front porch, completely rebuilt with a new copper roof, classical columns, and a stone floor base. A chef's kitchen sits at the heart of the home: a 60-inch Wolf propane range, warming drawers, Viking ice maker, a Shaw farmhouse main sink and prep sink, ROHL faucets, and Rejuvenation hardware are set against Cambria quartz countertops, a ship-lap backsplash, and a custom island with built-in microwave and cabinetry. Step from the kitchen onto the covered stone porch and into the courtyard - designed for al fresco dining and shaded by mature plantings. A first-floor bedroom with restored en-suite bath and its own private entrance offers an ideal guest suite or in-law setup. The renovated mudroom features a built-in bench, additional Shaw sink, and matching ROHL fixtures. A restored downstairs half bath, refinished front stair rail, and freshly painted interior round out the main level. Upstairs, the generously proportioned primary bedroom enjoys a dressing room and full bath. A second en-suite bedroom features a fireplace, and an oversized bedroom. Additional upper-level rooms include a study and a sunlit loft with nine-plus-foot ceilings, perfect for a writer's retreat or quiet sitting area. The upstairs full baths were renovated to match the kitchen's restrained, period-correct palette. Outside, the transformation continues. The driveway was rerouted to better frame the home's southern elevation, the front facade was rebalanced with windows repositioned for symmetry, and the entire exterior was repainted. The grounds - eleven-plus acres include cleared lawn, restored woodland, scenic hillside, and a brook at the back boundary - were reopened during the renovation: pathways cleared to the top of the property, dead trees and invasive vines removed, original stone walls re-exposed. New plantings of maples, boxwood, ferns, hydrangeas, and azaleas layer color across the seasons, and a dense evergreen privacy hedge encloses the pool yard and back lot lines. At the center of the gardens, sits an artfully designed 18-by-50-foot Gunite saltwater pool - Pebble Tec finish in Ocean Blue, with a 9-by-18-foot sun shelf, granite coping and decking, six-by-six Rodio ceramic tile, a 31/2-foot shallow end stepping down to eight feet, a step-out bench in the deep end, and an umbrella holder set into the sun shelf. Equipment is housed discreetly in the historic 1862 antique barn, whose roof and foundation were reinforced as part of the prior renovation. Inside and out this property is gleaming with period details intact and brought up to today's standards Beyond the gates, the village of Kent - named one of America's best small towns by Smithsonian Magazine - is a short walk away, with galleries, restaurants, the Kent School, library, and park all within easy reach. Metro-North is ten miles south at Wassaic, and New York City is just eighty miles down the road.

Right in the heart of Kent's village center, this storybook Colonial puts everything within easy reach - the shops, restaurants, and energy of one of Connecticut's most beloved small towns. Inside, the main level flows naturally from a light-filled living room with a brick fireplace, to an eating area and cottage kitchen. A generous additional room, currently styled as a formal dining room, offers the flexibility to become a home office or creative studio. The main-floor primary bedroom and updated full bath, complete with washer and dryer, allow for easy everyday living. Two additional bedrooms and an updated full bath upstairs offer plenty of space to spread out. The home beautifully preserves its historical character while featuring modern upgrades, including energy-efficient windows, new appliances, refinished floors, and refreshed baths. Out back, a private patio overlooks a beautifully landscaped and fully fenced yard with a curated collection of mature perennials and flowering trees designed to blossom throughout the seasons, making the space feel like a true retreat. A covered carport provides added convenience. This thoughtfully upgraded, move-in ready home is easy to love from day one.

Brenda McLean [email protected] 860-435-6700 WILLIAM PITT SOTHEBY'S - SALISBURY

Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy reading nook with fireplace, a screened porch, and a dining area that opens to an expansive deck overlooking the breathtaking vistas. The spacious living room, anchored by a striking fieldstone fireplace, also connects to the deck and includes a charming home office. Upstairs, the primary suite offers a private balcony, spa-like bath with soaking tub, and walk-in closet. An additional ensuite bedroom, two more bedrooms with a shared full bath, and convenient laundry complete the upper level. The walkout lower level provides versatile living space, currently used as a media room and gym, and includes a full bath. Located just minutes from the shops and restaurants of Kent's vibrant village center-and only two hours from New York City-this property is the ultimate country retreat.

Perfectly positioned to capture breathtaking sunset views, this beautifully updated four-bedroom residence blends comfort, sophistication, and functionality. The home's chef-inspired kitchen features dual workstations, radiant heated floors and opens seamlessly to a cozy sitting area that extends outdoors to the pool and entertaining space. Here, you'll find a charming pool house, built-in grill, and bluestone patio-ideal for gatherings or quiet evenings under the stars. Inside, the great room impresses with walls of glass that flood the space with natural light and a fireplace that anchors the room with warmth and style. The main-floor primary suite offers a spa-like retreat with a soaking tub, steam shower, heated radiant floors, and dual walk-in closets. The main level also includes a formal dining room, a private office, and the convenience of a residential elevator providing easy access to all levels. Upstairs, there is an ensuite bedroom and two additional bedrooms that share a well-appointed bath. The finished lower level expands the living space with a full bath, laundry area, and flexible rooms perfect for a media room, gym, or recreation area. Set on a private 10+ acres featuring a picturesque pond and a detached barn ideal for a car enthusiast or hobbyist, this home offers the perfect balance of elegance, privacy, and modern living.

A classic mid-century modern gem in the heart of Rhinebeck Village—warm, architectural, and beautifully preserved. Tucked away on a quiet and private cul-de-sac, this three-bedroom, two-bath home offers the rare combination of peaceful village living and exceptional walkability to shops, dining, cafés, and culture. Inside, the home celebrates clean lines, abundant natural light, and a thoughtful connection between spaces. The living room is anchored by a striking stone fireplace, while expansive windows and hardwood floors create an inviting, effortless flow throughout. The dining area feels intimate yet open—equally suited to slow mornings and lively evenings. Three well-proportioned bedrooms offer flexibility for modern living, and a two-car garage—a true village luxury—adds everyday convenience without compromising style. The walk-out lower level includes a serene bonus space currently used as a creative workspace and yoga studio, offering exceptional versatility for a home office, studio, guest space, or wellness retreat. Quietly elegant, meticulously maintained, and ideally located in Rhinebeck Village, this is timeless Hudson Valley living at its best.

Perched on seven private acres above Beaman Pond, this three-bedroom Colonial sits across from the East Kent Hamlet Nature Preserve. Relax on the deep front porch and take in a scenic view that is forever protected. Inside, wide-board wood floors and handsome exposed beams set the tone throughout. The main floor balances openness and intimacy: a vaulted living room with fireplace, a central kitchen with dining area, a quiet den, and a formal dining room that spills onto a screened porch. Three bedrooms and a full bath occupy the upper floor. The home's finished lower level and generous room over the two-car garage offer flexible space for a home office, artist studio, or gym. The perfect country retreat with the villages of Kent and New Preston, Lake Waramaug State Park, and Mohawk Ski Mountain all within easy reach.

Presenting an exquisitely remodeled 4 bedroom home, where classic elegance meets cutting-edge smart home technology. Enter a space defined by comprehensive upgrades and an integrated open floor plan, ideal for both entertaining and effortless daily life. The custom-designed gourmet kitchen is a culinary masterpiece, featuring top-tier stainless steel appliances, LP cooktop, granite countertops and bespoke cabinetry. This highly functional space flows seamlessly into the breakfast nook, dining room and family room, featuring a wood burning fireplace. A dedicated music room/library/den, laundry room & half bath complete the main level. French doors connect the interior to the expansive wrap-around porch, overlooking a professionally manicured landscape with lighting and a custom, heated, gunite pool. Protected 'open space' views at the rear! The private upper level offers a thoughtfully separated sanctuary. One wing is dedicated to the luxurious Primary Suite, complete with a vaulted ceiling, generous custom-built, walk-in closet and spa-like en suite bath. The opposite wing houses three substantial guest bedrooms sharing a beautifully appointed, oversized full bath with jacuzzi tub and large stall shower. The home's lower level elevates outdoor living to a resort experience. This space functions as a dedicated, fully equipped poolhouse, boasting spacious dining & lounging areas, a secondary kitchen, full bath and a newly constructed garden room (currently presented as a gym) that provides a seamless transition to the pool terrace. Every element of this Poolside Retreat has been meticulously designed and brilliantly executed for the ultimate in convenience and luxury. Enhanced by smart home features, including three-zone climate control, remotely managed Insteon systems and a generator, ensuring year-round comfort and efficiency. This residence offers an unmatched level of quality and refined living, all while being perfectly situated moments from the quintessential shops and dining of Kent, the Appalachian Trail, Mohawk Ski Mountain, Lake Waramaug and under two hours from Manhattan!

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.