luxury houses for sale Millerton, United States

Experience this stunning sanctuary where rustic charm meets modern luxury on over 19 meticulously manicured acres of pure magic! This elevated 3-bedroom, 3-bath masterpiece captures your heart the moment you arrive, drawing you toward an expansive wood deck and a stunning screened-in gazebo with a built-in fire-pit - the ultimate entertainment perch for soaking in breathtaking, panoramic valley views. Inside, the home glows with natural light, featuring soaring vaulted ceilings, a gourmet chef's kitchen with high-end appliances, and a primary suite that serves as a true retreat with its own stone fireplace and oversized closet. A newly reconfigured second bedroom with an adjacent study provides the perfect versatile workspace. The lower level adds even more flair with a sleek kitchenette, media room, a full bath and a new third bedroom. The equestrian facilities includes a 4-stall barn, arena, hay barn, and fabulous riding trails, catering to every horse lover's dream. 3-car heated garage and a powerful 45KW generator. This impeccably maintained estate isn't just a home, it is a move-in-ready lifestyle that is utterly magical. Minutes to the villages of Millerton and Pine Plains. 2 hours to NYC.

Tucked away on 1.07 private acres in one of the most desirable areas of Lakeville, this beautifully top to bottom remodeled 2 bedroom home offers the perfect blend of privacy, comfort, and convenience. Thoughtfully updated within the past three years throughout the entire property with unique, artistic touches offering both charm & functionality. The home features hardwood floors, a cozy LR fireplace, an inviting eat-in kitchen with all new appliances, a pantry annex, laundry in lower level 1/2 bath. Designed for easy, carefree living with many improvements - NEW: septic, well pump, pressure tank, water heater, electric panel, asphalt roof & accented metal roof's, Anderson window & doors, mini splits for A/C, driveway regraded, french drain, gutters & too many upgrades to include. Must see to appreciate. Enjoy quiet mornings on the front porch and relaxing evenings on the back porch overlooking the private setting. A spacious garage with oversized door to accommodate an RV or boat which also includes an electric car charger, & workbench area/cabinets. Buried electric lines and a generator provide added peace of mind. Two additional outbuildings for storage. Ideally located to the Town Lake, gourmet restaurants, nearby Appalachian Trail, prestigious private schools, Metro North train, and easy access to The Berkshires, this special property offers country living with exceptional accessibility. A rare opportunity in one of the area's most sought-after location.

For the first time in history, Mill Farm — Spanning more than 2,000 contiguous acres in Ancramdale, New York, — is being offered to the market. Almost all of the farm is surrounded by thousands of acres of adjacent protected conservation land, making it the only 2,000-acre working farm in the region, ensuring a level of privacy and ecological integrity that cannot be duplicated. Steeped in history, The Mill House dates back to the Revolutionary War era and the Livingston family, and is the conversion of the famed Grist Mill “Defiance,” a rare surviving landmark of early American industry that established the region’s first foundation of commerce. At its core is the Mill House, an approximately 5,600-square-foot architectural treasure set directly on the Punch Brook Stream, where the water flows through the home itself to power its historic hydro turbine mill system. There is a waterfall set close to the Mill House that is an ever present living feature of the environs, as it is closely visible from nearly every room. Adjacent, the former Mill Keeper’s House has been reimagined as a private movie theatre, blending centuries-old character with modern indulgence. Crest Lane, an approximately 3,500-square-foot masterpiece, stands as a second architectural jewel, featuring a windowed living room with sweeping views across the valley. Beyond these primary residences, the property includes 8 single-family homes, including four newly renovated cottages, each on its own deeded parcel, offering unmatched flexibility for family, guests, or future investment. The two main residences, the Mill House and Crest Lane, are connected by a three-mile internal gravel road system. The land itself is a defining asset. This is arguably the largest working farm within two hours of New York City, with organic-certified hay production, fertile valley floors, and rising elevations to both the east and west that frame extraordinary views. Rare 18th-century barns, including a remarkable Dutch Barn, stand as enduring testaments to America’s agrarian history. An active windmill system still feeds water to various points across the farm, while aquifers and tributaries ensure abundant water availability. Recreational and ecological value are equally profound. The farm contains more than 18 miles of perfected, drivable trails that interconnect every corner of the property, creating a network for horse riding, exploration, and access to resources. Three miles of the untouched Punch Brook, a designated New York State trout stream, run through the property—a pristine waterway under private stewardship. The farm is also home to documented bobcat habitats and study areas in partnership with Panthera.org. Its eastern boundary adjoins a vast conservation bird sanctuary, ensuring uninterrupted natural surroundings and extending the feeling of total seclusion for thousands of acres in every direction. Mill Farm uniquely combines agricultural productivity, historical resonance, and ecological significance. With its unmatched scale, legacy, and proximity to New York City, it represents an opportunity that exists nowhere else in the Northeast — a living landmark, never before available on the open market.

Introducing: Between the Birches Tucked away on 1.20 secluded acres in highly sought after Lakeville, this 1972 Contemporary home is the ultimate treehouse inspired oasis. Enjoy two coveted Lakeville lakes through your own shared lakefront parcel on Long Pond, with kayak storage, picnic tables and a quiet place to enjoy the solitude, as well as access rights to Lake Wononskopomuc (Lakeville lake). This property offers an idyllic, private gateway to the water and the quintessential local lake lifestyle. Step inside, and you are immediately greeted by a bright, sun drenched atmosphere. The main living spaces feature warm, vaulted wood clad ceilings and sweeping walls of glass that seamlessly bring the outdoors in. A cozy fireplace anchors the living area, while the expansive, glass lined dining room flows effortlessly out to the deck. You can easily imagine quiet mornings on the deck drinking coffee nestled in the forest canopy. The home offers 3 comfortable bedrooms and 3 bathrooms. The living space is vastly expanded by a beautifully finished lower level, which provides an additional 1,072 square feet. This includes an ensuite bedroom, additional bed and bathroom and a flex space that can be used an office or gym. Outside, the property caters to every hobbyist or car enthusiast. In addition to the home's attached garage, a large two car detached garage with a large loft space was added in 2010, providing the perfect footprint for a potential workshop. Whether you are spending your summer afternoons enjoying the lakes or taking in the panoramic woodland views from your living room, this property provides unmatched tranquility. In winter this location provides easy access to cross country and downhill skiing. Moments from the center of Salisbury & Millerton, Hotchkiss, Indian Mountain School and Salisbury Boys School. Come enjoy the simple yet fulfilling life in Litchfield County. Embrace the natural setting while not having to compromise any amenities.

Step into effortless New England living with this beautifully maintained 4-bedroom, 2-full bath Cape, perfectly positioned on Sharon's iconic Main Street. Combining classic architectural charm with modern upgrades, this home offers the ideal blend of convenience and comfort. The recently renovated basement is a true standout, featuring a dedicated private office for your work-from-home needs and a spacious rec room perfect for movie nights or a home gym. Every inch feels fresh thanks to a newly painted exterior, and a newly updated second full bathroom featuring contemporary fixtures and finishes. Located close by to Sharon's vibrant town shopping center, charming local cafes, and top-rated restaurants and just minutes away from Veteran's field for sports and summer evening concerts. Located only 10 minutes to Wassaic Train Station for quick and easy travel. Don't miss your chance to own a piece of Main Street! This home is move-in ready and waiting for its next chapter.

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.

Introducing:Callie. Perched on a gentle hillside overlooking Factory Pond in the heart of Lakeville , this circa 1890 farmhouse offers an idyllic country lifestyle right at your doorstep. Located just a few doors down from the local hidden gem of Lakeville Lake, you enjoy effortless, walkable access to the town beach, paddleboarding, fishing, and unforgettable evening sunsets. Start your mornings on the classic wrap around porch. A quiet haven perfect for sipping coffee and watching the local herons visit the pond across the street. Inside, the first floor unfolds with generous areas for both dining and relaxing. The kitchen is designed for gathering, featuring granite counters, a classic farmhouse sink, and an inviting eat in counter that encourages guests to linger while you prep dinner. A dedicated back entrance opens into a large mudroom and a convenient half bathroom equipped with laundry, creating the perfect drop zone for easy clean up after long summer days on the water. Upstairs, the second level offers four beautifully proportioned bedrooms, including a private ensuite, alongside an additional full bathroom to comfortably service family and guests. Beyond its undeniable charm, this home is a proven income-producing property, highly sought after as both a premier summer retreat and a coveted school year rental. Its central location makes it the ultimate home base for those with a connection to the area's elite educational institutions, perfectly situated near Indian Mountain School, The Hotchkiss School, Berkshire School, and Millbrook School. The neighborhood amenities are truly unmatched: stroll to the nearby bike path, local parks, art galleries, and the bookshop, or easily grab a pizza from Mizza's for a lakeside dinner. With Millerton, NY, and Sharon, CT just a short drive away, convenience and country allure are in perfect harmony.

Introducing: Charlotte. This lovely 1834 Antique Colonial is perfectly framed in the center of town by a classic New England stone wall. Pristine exterior details, including copper gutters, and a new architectural shingle roof, immediately hint at the exceptional level of care this home has received. Step beyond that wall, and the true magic begins. The impeccably landscaped grounds are a horticultural masterpiece, featuring mature specimen trees, striking Japanese Maples, and a masterfully espaliered evergreen, all set against a lush blanket of blooming purple vinca. It is easy to imagine summer weekends gathered around the generously sized, saltwater gunite pool. Ample patio space makes hosting effortless, inviting friends and family to relax in your own private backyard oasis. Inside, the home will delight any true antique lover. The living room is seemingly built for quiet, cozy evenings, anchored by a warm wood burning fireplace and custom built-in bookshelves. An adjacent sitting room offers a light, bright atmosphere to gather, while a dedicated home office with generous shelving provides the ultimate retreat to finally settle in and write that novel that's been on the back burner for a decade. The formal dining room features beautiful built-in cabinetry for seamless storage, flowing naturally into a kitchen that perfectly balances historic charm with modern function. Bright white cabinetry complemented by Carrara marble countertops creates a space that feels instantly warm and welcoming, while an eat-in bar encourages guests to pull up a stool, linger, and fill you in on the latest town happenings. A conveniently located main-floor half bath completes the level, perfectly positioned for both entertaining and freshening up after an afternoon by the pool. Choose either of the two classic staircases to access the second floor, where you will find three beautifully appointed bedrooms. The primary suite is a true sanctuary, featuring its own classic wood burning fireplace, built-in bookshelves, and a private ensuite bathroom. The two additional bedrooms share a full hall bath. The location is simply second to none. Stroll into town for dinner or a visit to the library, or hop on the bike path just beyond the property to head into Lakeville. Spend your day at the lake and end it with local ice cream. This home is the quintessential slice of small-town New England living you have been waiting for.

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.

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.

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.

This beautifully maintained 2-bedroom, 2.5-bath Lion's Head condominium offers comfort, style, and convenience. The inviting living room features custom shelving, a propane fireplace, and sliders opening to a private deck overlooking a peaceful wooded setting with southern exposure. The updated kitchen is equipped with stone countertops, a prep island, and high-end Bosch appliances, including a range and microwave/convection oven. A dining area with vaulted ceiling and skylight adds to the bright, airy feel. Upstairs, both bedrooms feature vaulted ceilings, including a spacious primary bedroom with ensuite bath and generous closet space. Laundry area is conveniently located on the upper level. Additional highlights include central air, engineered wood flooring, and attached one-car garage. Community amenities elevate the lifestyle with a pool and tennis court, and the central location allows for easy access to town. Recently paved roads and driveways throughout the complex reflect pride of ownership in this well-maintained and highly desirable association. Located near private schools, lakes, the Scoville Library, skiing, hiking, shops, restaurants, and Metro-North service at Wassaic.

A Versatile Country Compound Just Minutes from Salisbury Village. Located on a picturesque country road just four miles from the Salisbury village center, this multi-structure compound presents a rare opportunity to live, work, and generate passive income. With close proximity to area private schools and the Historic Lime Rock Park, the property offers exceptional potential for long-term leasing or a highly desirable Airbnb retreat. At the heart of the property is a charming, light-filled farmhouse featuring three bedrooms, two bathrooms, and warm wood floors throughout. Just next door, a versatile studio building with a half-bath-recently utilized as a photographer's studio it awaits your creative vision. For guests or renters, the detached two-car garage boasts a private, one-bedroom apartment above, complete with gleaming wood floors, a full kitchen, full bath, and a cozy living room anchored by a fieldstone fireplace. Completing the property is a classic barn, offering the perfect rustic backdrop for entertaining or ample storage. Meticulously maintained, the property boasts numerous recent upgrades, including new roofs on three of the four buildings, an upgraded 200-amp electrical panel for the main house, and dedicated electric service for the apartment. Endless opportunities await!

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.

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.

Shangra-Lodge, part of the allure where days spent approaches perfection. This newly constructed modern farmhouse in the Twin Lakes community enjoys shared access on Lake Washinee. The home's minimalist design melds simplicity with sophistication. Rooms are light filled and have seamless vantage points to take in the natural beauty of the out-of-doors. Fresh timbered beams, two story windows, solid white oak floors, solid hemlock & mahogany doors, Carrara countertops, just some of the finishings. Whether entertaining or the desire for quietude there are spaces to accommodate everyones needs..an Adirondack room off the kitchen, an intimate patio setting off the dining room, huge deck off the great room and a delightful entertainment room with walk out to a large patio. The great room has a 28ft ceiling, stone surround wood-burning fireplace and a ton of ambiance. Paneled walls and a gas fireplace in the library add a a level of comfort and warmth. The primary bedroom has a beautiful ensuite bath. Open the double doors to its charming balcony and absorb the feeling of en plein air. Private schools, train, hospital, shopping, all within minutes. Hiking and biking trails, kayak, play and fish in our many lakes, rivers and streams. Less than 2 hrs & 1.25 hrs to NYC and Bradley Int airports respectively. Taxes & assessment to be modified soon to reflect newly built home.

If you can imagine living in a stunning mountain view shed among poetic gardens, Three Willows, an adorable Cape Cottage built in 1954 in the historic hamlet of Copake, NY, must be right for you. This wonderfully situated 2 bedroom 2.5 bathroom residence is located in the quaint hamlet center within walking distance to both the Copake General Store and the local yoga studio. The grounds of this lovely home are a garden paradise with waves of beautifully curated and native New York blooms for every week in season accompanied by a soul soothing, protected view of the Taconic mountain range at Bash Bish Falls and it's own deep, spring fed pond for a cold plunge beneath a giant, gentle willow amongst the birch and the bees. The kitchen boasts clean, white Viking appliances with a center island for the chef’s convenience with custom cabinetry and granite countertops with a dining area overlooking the back gardens and mountain views. The house is all electric and efficient with systems in place built to walk away and head to the city with ease. The two bedrooms are both en suite and very separate from one another, allowing for guests’ privacy. A home for all seasons with a park like setting for both gardening galore and cross country skiing across a wide expanse of snow covered hills for the winter buffs. The hamlet of Copake is a mini fertile valley contained within the wider Hudson Valley because it lies at the foot of the Mt. Washington State Forest with its magnificent Bash Bish waterfall flowing into the famed Roeliff Jansen Kill through the community and it’s contiguity of both Berkshires and Taconic ranges. Much like a little gem lettuce patch, this Copake hamlet boasts some of the very best alluvial soil and, therefore, produce in the region. Copake is definitely becoming an established flower farming community and this offering holds its own as a notable garden in the area.

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.

West Cornwall, CT, is the quintessential New England village. Anchored by the historic Covered Bridge crossing the Housatonic River, the charming hamlet is defined by its beautifully preserved 19th-century architecture.Tucked away on a quiet dead-end road running parallel to the water, you will find this diamond in the rough set on 2.29 scenic acres. The three bedroom home has been treasured by the same family for 50 years, the yard offers lovely views of the river just across the street and hillside beyond. An inviting enclosed porch welcomes you-a perfect spot to drop your shoes or enjoy a relaxed summer meal. Inside, the main level features a living room, kitchen, and dining area warmed by a cozy wood stove. A convenient rear utility space houses the laundry, offers a loo, and provides access to the full basement. Upstairs, you will find a generous full bathroom and three comfortable bedrooms. A walk-up staircase leads to a spacious full attic, which the family previously utilized as an additional bedroom. Outside, a three-level antique barn serves as a two-car garage and offers endless potential for a workshop or studio. Just up the stone steps sits a former chicken coop, waiting for a new flock.Built in 1849, the home is fully functioning and currently occupied, presenting a wonderful canvas for someone ready to bring their own vision and TLC. Cornwall offers an idyllic lifestyle with Mohawk Mountain Ski Area, endless hiking trails, and premier fly fishing and kayaking on the Housatonic. Located just an easy stroll from The Pink House-a chic and delicious local eatery-this is a rare opportunity to customize your dream home and embrace classic New England village living.

Custom-designed Modern Eyebrow Colonial, sited on 1.15 private acres of lush Litchfield County woodland off a quiet country road, close to Macedonia State Park, the Appalachian Trail, and everything that makes the Litchfield Hills worth coming home to. Step from the welcoming front porch into a sun-filled, open-concept main level designed for seamless entertaining and easy living. The great room brings together a kitchen anchored by a center island, a generous sitting area, and a dining area with dry bar and built-in wine fridge, all opening through French doors to an upgraded private patio surrounded by a dense canopy of trees. A den with wood-burning fireplace offers the perfect flex space for guests or quiet evenings in, with a discreet powder room just off the hall. Upstairs, the primary suite impresses with a vaulted ceiling, walk-in closet, and a spa-like bath. A second bedroom with its own private en-suite and convenient hall-closet laundry complete the upper level. Every bathroom features radiant heated floors, ensuring a warm start to your morning in any season. The finished lower level adds versatile square footage, ideal as a home office, gym, or media room. A two-car attached garage, custom 16-foot shed, propane heat, central air, and whole-house generator make this home truly move-in ready, year-round. Minutes to Kent's galleries, boutique shops, and award-winning restaurants, with pristine hiking trails and local lakes nearby. Less than two hours from NYC.

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.