luxury houses for sale Northwest Hills Planning Region, United States (page 2)

Welcome to 155 Eagle Ridge a 3-bedroom, 2.5-bath move-in ready home where comfort meets exceptional space. Start your mornings on the charming covered front porch before stepping inside to an open-concept main floor featuring easy-care luxury vinyl flooring and a cozy fireplace in the family room. The spacious kitchen and dining area seamlessly connect to the back deck via glass sliders, making outdoor entertaining a breeze. Upstairs, enjoy a serene primary en-suite with soaking tub and two additional freshly painted bedrooms that share a full bath. Above the attached 2-car garage, discover a freshly painted, light-filled rec room with vaulted ceilings-ideal for a media room, home gym, or private office. Outside, the sprawling deck overlooks a quiet, expansive backyard perfect for summer gatherings. This home is located in a quiet, sought-after neighborhood with quick access to Route 202 and Route 183. Close to Burr Pond State Park and local golf. Don't miss out on this great opportunity schedule your appointment today!

A rare convergence of history, luxury, and opportunity awaits at this spectacular 1801 Colonial estate. Impeccably reimagined from foundation to roofline, this timeless residence on 31 forested acres offers the period elegance and contemporary comfort-plus a significant income-producing opportunity. Enter the gracious foyer to the formal living room and formal dining room, each warmed by its own fireplace, with access to a sun-drenched screened porch perfect for three-season enjoyment. An expansive new chef's kitchen with granite counters, walk-in pantry, and adjacent breakfast room creates an inviting hub for daily life. A convenient back staircase, laundry room, and powder room complete this exceptional first floor. Ascend the wide staircase to discover five generous bedrooms with lofty ceilings and all-new baths, plus flexible space ideal for an au pair suite or home office. Most systems have been meticulously updated-new wiring, insulation, and freshly painted interior ensure modern performance wrapped in historic beauty. Step outside to your private resort: an inviting in-ground gunite pool, meandering stream, and serene pond dot the expansive grounds. The detached two-car garage includes a large recreation space, workshop, and potting room. The income opportunity: A separate detached three-family residence has two updated units plus a studio. Near Route 8, Bradley International airport and shopping, winter skiing nearby and trout fishing on the Farmington River.

Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is move-in ready.

Introducing: Blair. Sweet like sunshine, Blair sits perched on a hillside in highly desirable Lakeville. You don't even have to make it inside the front door to know this home has been deeply cared for. Greeting you in the drive is a hedge of bouncy, white-flowering viburnum. Walk down the bluestone path and the thoughtful gardening welcomes you: hydrangeas, boxwoods, peonies. The home seems to have just enough of everything. A Goldilocks of sorts, not too big, not too small, with all living space on one level. The living room features a wood burning fireplace flanked by built-in bookshelves. The blended space is large enough to accommodate a dining table for eight. The kitchen brings an air of ease and elevation, tasteful cabinets with ample storage, a propane range, and a separate bar area with a built-in wine fridge make for effortless meal prep and entertaining. The kitchen connects to a bluestone patio framed by a custom stone wall. Back inside, just off the kitchen, you'll find a half bath, laundry, mudroom, and attached garage. Blair offers a comfortable space to enjoy, just moments from the centers of Lakeville, Salisbury, and Millerton. Each with ample restaurant and shopping choices. Close to the area's beloved lakes, downhill and cross country skiing, hiking the Appalachian Trail, and private schools: Indian Mountain, Millbrook, Salisbury School, and Berkshire. Closing must be after October 15th, 2026

This one-of-a-kind custom designed home is a peaceful sanctuary, situated on top of a hill on 18 secluded acres (that is subdividable) and bordered by conservation land. To access the home, you drive over a bridge and up a paved and gravel driveway. The home is fine for entertaining, featuring a cook's kitchen with stainless steel appliances, a breakfast bar and granite leather suede countertops. The expansive dining area includes a gas fireplace, and the living room boasts a soaring ceiling and a wood burning fireplace. A large deck provides amazing views, and you can enjoy swimming all year round with the indoor 18x36 inground saltwater pool, complete with a dehumidifying system and alarm. The main level is completed by a laundry room, mud room and attached two-car garage. For a retreat, the primary bedroom suite offers a sitting room with custom crafted Mahoghany doors and ceiling fan, with a luxurious primary bath featuring a soaking tub, tile shower and dual sinks. The lower level includes a wine cellar, a full bath, a tandem two-car garage and a walkout patio. An elevator which serves all three levels of the home. Mechanical features of the property include energy efficient geothermal heat and air conditioning, a generator and underground utilities. The grounds are thoughtfully cultivated featuring fruit trees, blueberry and raspberry bushes, fenced in gardens, a stone walkway and the paved driveway. A beautiful place to reside in the Litchfield Hills.

Brand-new architecture that actually gets it right. 10+ private acres on a river in Litchfield, where cutting-edge design meets the kind of nature you thought didn't exist anymore. Single-level living done right: wide hallways, High ceilings, clean lines, polished concrete floors with radiant heat underfoot. Open concept living currently presented as a spacious dining area and two distinct living spaces leading to deck access perfect for outdoor entertaining. Well appointed Kitchen with breakfast bar seating and all the high-end touches you'd expect (and a few you wouldn't). Two primary suites one with a separate entrance, pre-plumbed for an additional kitchen, with laundry - perfect for parents / family. The other Primary suite features a top-tier infrared sauna. Two more bedrooms round things out. Tons of storage. Large family bathroom with claw foot tub. Step outside and it's your own private playground with direct water access and views of the river. Trails run into state land right from your backyard! Mohawk Mountain for winter ski weekends, access to Bantam Lake for summer days and the kind of privacy that makes you forget the world exists-yet you're minutes from refined dining and culture, quintessential New England villages, Litchfield's farm-to-table scene and Bantam's local charm. Furniture could be included if you want a totally turn key option!

Presenting a rare and wonderful opportunity to own two utterly charming antique cottages-each featuring 2 bedrooms and 1 bath, and situated on its own separately deeded parcel. This unique setup offers tremendous flexibility to offset your living costs: live in one while renting the other, maximize your income by renting both, or keep one and sell the other. Significant capital improvements have been made over the last few years, including a new shared drilled well, extensive tree clearing, a new septic system for one cottage and structural work where needed. There are new kitchens and updated bathrooms. Both homes are filled with historic character, boasting cozy wood-burning fireplaces and airy cathedral ceilings. Located in the heart of the Lime Rock section of Salisbury, the Airbnb, VRBO, and long-term rental potential here is exceptional. You are close to the historic Lime Rock Park racetrack, three prestigious area private schools, and endless year-round cultural and outdoor activities.

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

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

Introducing: Sage Hill The approach to this property is a slow one. Down a curved country road lined with evergreens that shade your path and allow dappled sunlight to light the way. A stone wall curves along the landscape, welcoming you to a drive anchored by a classic red barn. This 1890 farmhouse sits elegantly on a rolling lot, its large front porch making it easy to imagine long evenings watching the sun set with friends nearby. The foyer welcomes you with practicality and warmth. A bench for sitting while removing your boots, hooks for your coat. To the right is a sitting room with a wood-burning fireplace and large surrounding windows, making it a favorite room for humans and plants alike. To the left is the living room, with ample space for entertaining. Bookshelves line the far wall and a fireplace flanks them, making this a natural gathering spot after dinner parties. The dining room is a showstopper: soaring ceilings and detailed molding create a gracious space for holiday gatherings. The kitchen features a large walk-in pantry, a propane stove, a gorgeous decorative antique cookstove, and enough space for a dining table. The room opens beautifully to the pool area, with bluestone surrounding the space and a newly built gunite pool offering respite just steps away. The first floor also offers a full en-suite bedroom that could serve as the primary suite, guest quarters, or an in-law suite. In addition to the bedroom and bath, it includes a large living room with access to the outdoors. Upstairs, three additional bedrooms and two full baths plus a flexible extra room, ready to be transformed into an artist's studio, or a playroom.. The primary bedroom features two large walk-in closets and an en-suite bath. The property spans over nine acres. In true New England fashion, it includes meandering stone walls, and a red barn. Giving you every reason to explore. A fenced area surrounding the pool keeps all creatures, large and small, safely corralled. Located in the darling village of Cornwall. Home to Mohawk Ski Mountain, adored shops and restaurants, excellent fly fishing on the Housatonic, and the famous covered red bridge. Sage Hill is an elegant and graceful antique home, cared for deeply by her stewards of yesteryear. She now seeks her next steward in this lovely Litchfield County setting.

Introducing Turkey Hill You only have to stand at the edge of the property, framed by stone walls and century-old trees, to know this is a special place. Beyond the stone pillars, down a crushed-stone driveway, you're led into a true country farm estate. The main house, substantial barn, multi-car garage, pool, and tennis court give you a multitude of reasons not to stray far from this retreat on the weekend. Let's dive in, shall we? The main house is all you could ever want in a circa 1767 farmhouse. The attention to detail and preservation here is unmatched. Wide-board floors stretch throughout, large stone fireplaces anchor the rooms, and a Dutch door is just one of the many special details woven into this home. It's clear from its inception that this house was meant to be a place to gather. From the moment you enter through the mudroom - it's the country, after all - the home balances both ease and grace beautifully. Spacious and well-lit, you've never felt so fabulous removing muddy shoes. Step into the family room, whose sole purpose is to capture guests and have them stay awhile. The kitchen flanks the space with ample counter room. The Taj Mahal quartzite counters will make you pause and notice their beauty and uniqueness. This is a kitchen where serious meals can be prepared, with guests within earshot in the cozy living room or gathered at the casual dinner table. A wood-burning fireplace in the kitchen ensures no one strays far. Off the kitchen, a spacious half bath and back pantry area. Complete with wine fridge and additional sink round out the space. It may take some convincing, but once you get your guests to relocate to the dining room, they're in for a whole new experience. Old-world touches like the painted checkerboard wood floors are the epitome of New England country charm. After a candlelit dinner, move to the living room and take your pick of after dinner activities. A large wood-burning fireplace centers the space. Spend your evening challenging friends to a game of chess, or simply retire in front of the fire and nod off to the buzz of conversation around you. The library provides an excellent spot for the morning paper and some coffee, with yet another fireplace. This is the type of room people will excitedly claim as "theirs." Don't worry - if you were too slow to the draw, there's yet another space that works beautifully as an office or sitting area. Upstairs unravels like a good book. Meandering, yet thoughtful. Four bedrooms, each with their own distinct personality, are serviced by three bathrooms. A primary suite with soaring ceilings completes the floor, featuring an attached bath with a clawfoot soaking tub. Outside beckons. Set on 8 acres, the property unfolds beyond the house. Starting with the large red barn, which includes space for entertaining, horse stables, an unfinished second floor, a potting area, and ample storage. The barn opens onto a lawn that leads you to the sport court: pool and tennis. The pool does a beautiful job of giving you the sense of total and complete privacy while being only a moment from the house, surrounded by mature plantings and century-old trees. Should you feel the call for additional land, across the street is 26 acres of unspoilt land with breathtaking views with gentle rolling hills in the distance is available separately. Colebrook offers an elevated country experience - unspoiled and gracious, while only a short drive to local treasures like Tanglewood or nearby skiing. Modern amenities like Whole Foods and shopping are a quick hop to Canton, while the quiet country magic of the Litchfield Hills remains at your fingertips.

Meet Daphne - an 1865 farmhouse brimming with old-world charm on the exterior, yet step inside and it's clear that great care was taken to weave in modern touches throughout. The mudroom offers a lovely, tidy landing spot - complete with a door to close off when you'd rather hide the mess - perfect for dropping outdoor gear, with custom moulding details that make it beautiful enough to welcome guests, too. The first floor provides plenty of gathering space: a dining room with custom mouldings, and a library with built-in bookshelves - an excellent spot to connect with company when they pop through town. But the great room is where the wow factor lives. A thoughtful combination of living room and kitchen, this is the true heart of the home. Soaring ceilings, a wood-burning fireplace, and ample windows flood the space with natural light. The oversized kitchen island offers eat-in counter seating and generous storage. Also on the first floor: an en-suite primary bedroom with vaulted ceilings, whitewashed walls, and a large custom-built walk-in closet. Upstairs, three additional bedrooms and a spacious full bath - featuring both a soaking tub and a glass-enclosed shower - offer plenty of room for guests. Outside, the backyard is a sweet retreat: a bluestone patio, stone walls, and a fully fenced area for furry friends. A garden bed invites you to try your hand at growing your own vegetables, and just up the hill, the perfect firepit spot awaits for star-filled summer evenin The location will leave you feeling spoiled. You're just two minutes from the heart of Lakeville and Salisbury. The beloved rail trail has an access point right across the street - a local favorite for walking, running, and biking. Only minutes from Lakeville Lake and Twin Lakes for swimming, boating, and community gatherings. In winter, head to the hills - Catamount, Butternut, and Mohawk are just 20 minutes away. And enjoy easy access to nearby private schools: Salisbury, Millbrook, IMS, and Hotchkiss.

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.

Perched above the tranquil waters of Jacks Brook in southern Roxbury, this Modern Mountain Tudor offers refined open-concept living with exceptional accessibility to New York City, just five minutes from Roxbury Center. Set on a private, level site, the property enjoys protected brookside land that preserves the natural landscape and uninterrupted views that define the home's character. A grand circular driveway introduces the residence, where sweeping lawns and striking architecture create a powerful sense of arrival, privacy, and seclusion. Inside, light-filled interiors showcase soaring ceilings and oversized windows that capture serene vistas from nearly every room, blending contemporary sophistication with warmth and comfort. The remodeled kitchen serves as the heart of the home, seamlessly combining modern design with functional luxury as it flows into the main living areas. With five generously proportioned bedrooms and six bathrooms, the thoughtfully scaled floor plan accommodates both grand entertaining and intimate everyday living. The lower level features a versatile in-law suite complete with a full kitchen, private bedroom, bathroom, living room, separate entrance, and direct access to the grounds, along with an additional great room or family room that opens to the expansive lawn, offering a seamless indoor-outdoor connection ideal for guests or multigenerational living.

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

Exceptional equestrian opportunity! This unique property includes a 15.51-acre farm and a beautifully crafted post-and-beam barn is designed with both function and quality in mind. Built in 2017, this equestrian facility offers 20 spacious 12x12 stalls, including 14 with Dutch doors, the barn offers excellent ventilation and horse comfort. Amenities include a heated 12x24 tack room, two half baths, office, feed room, drop-down hay room, large loft with abundant hay storage, wash stall, and two additional tack stalls. Electrical outlets are conveniently located outside each stall for ease of use. The property is thoughtfully laid out with split rail fencing, an expansive open field, and multiple options for turnout or arena configurations. The upper field is large enough to accommodate two rings and a warm-up area. Attached 200 x 100 indoor arena, ideal for year-round riding. Directly abutting the State Forest. A rare chance to own a turnkey equestrian facility with additional building potential in a sought-after Litchfield County location.

Exceptional equestrian opportunity offering two parcels totaling 18.46 acres at 3 & 5 Break Maiden Lane in Harwinton. This unique property includes a 15.51-acre farm parcel plus a separate 2.95-acre approved building lot, providing flexibility for future expansion, a residence, or investment potential. Built in 2017, the beautifully crafted post-and-beam barn is designed with both function and quality in mind. Featuring 20 spacious 12x12 stalls, including 14 with Dutch doors, the barn offers excellent ventilation and horse comfort. Amenities include a heated 12x24 tack room, two half baths, office, feed room, drop-down hay room, large loft with abundant hay storage, wash stall, and two additional tack stalls. Electrical outlets are conveniently located outside each stall for ease of use. The property is thoughtfully laid out with split rail fencing, an expansive open field, and multiple options for turnout or arena configurations. The upper field is large enough to accommodate two rings and a warm-up area. Attached 200 x 100 indoor arena, ideal for year-round riding. Directly abutting the State Forest. A rare chance to own a turnkey equestrian facility with additional building potential in a sought-after Litchfield County location.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Drive-bys are welcomed, but please do not pull in without a confirmed appointment.

Exceptional equestrian estate featuring a fully equipped horse facility and charming Cape-style home. Ideal for equestrians, trainers, or boarding professionals, the property offers 16 rubber-matted stalls, a large well-lit indoor arena, and a second-floor viewing lounge with kitchen amenities-perfect for lessons, clinics, and entertaining. The barn includes a wash stall, feed room, hay storage, boarder tack lockers, laundry area, and full bath. Safety is enhanced by a commercial sprinkler system. Owned pole-mounted solar panels are installed but are not currently operational. Outside, expansive grass paddocks and a large sand/stone dust outdoor arena provide ample space for training and turnout. Bordering Land Trust property with a river and miles of trails, you can horseback ride or hike directly from your back door. "The Shepaug is one of those rivers that looks like it was painted by someone who had too much talent and not enough canvas." written by Charles Hayes. The Cape-style home features 3 bedrooms and 2 full baths, blending classic New England character with modern comfort. A 2-car attached garage is complemented by a detached 4-car garage, plus an additional detached 3-car garage with a second-floor apartment-ideal for guests, staff, rental income, or a home office.

Set in a private, elevated setting along the banks of the Housatonic River, this property offers a rare waterfront retreat with a main house, guest house, and pool shed surrounding an in-ground gunite pool. The main residence includes an attached two-car garage, fireplace, and a dedicated woodworking/crafts shop in the basement with its own private entrance, along with a beautiful stone terrace overlooking the Housatonic River. The guest house features its own attached one-car garage, fireplace, and a charming porch with river views, providing both comfort and convenience for family and guests alike. All structures are thoughtfully positioned above the riverfront to capture the beauty and tranquility of the natural surroundings. Enjoy direct access to the river for fly fishing, kayaking, or tubing right from your own property. Located in close proximity to the Appalachian Trail, this exceptional compound is ideal for outdoor enthusiasts seeking privacy, recreation, and scenic riverfront living in the heart of Litchfield County. Perfectly situated for four-season enjoyment, the property is just 5 minutes to Mohawk Mountain for downhill skiing and snow tubing, and less than 10 minutes to Kent Falls State Park. The quintessential village of Cornwall Bridge is less than 5 minutes away, offering charming local shops, dining, and small-town New England character.

Rare direct waterfront opportunity on Lake Waramaug with breathtaking western sunset views and over 2 beautifully maintained acres on a private double lot. This exceptional 5-bedroom, 3 full and 2 half bath retreat blends timeless lakehouse charm with thoughtfully designed indoor and outdoor living spaces. The property is fully fenced with a private electric gated entrance for added exclusivity and security, while the home's mechanicals and structure have been impeccably maintained. The eat-in chef's kitchen overlooks the lake and features dual center islands, a butler's pantry, Sub-Zero refrigeration, DCS propane cooking with griddle, farmhouse sink, and generous custom storage. Dramatic vaulted living spaces include a fieldstone fireplace in the living room, built-in bookshelves and gas fireplace in the family room, and a vaulted dining room with French doors opening to the wraparound stone terrace. The spacious primary suite offers lake views, balcony access, cedar walk-in closets, and a luxurious bath with whirlpool tub, radiant heated floors, and polished brass fixtures. Four additional guest bedrooms provide comfortable accommodations for family and visitors. Additional amenities include central air, ceiling fans throughout, Solatube skylights, whole-house generator, irrigation system, water softening system, and attached 2-car garage. Outside, the property is designed for effortless entertaining and lakeside enjoyment with a pergola featuring a summer kitchen and Viking grill, screened gazebo, outdoor cabana/changing room with shower, mature perennial gardens, Belgian-block driveway, and gated entrance. A level lawn leads to the stunning waterfront with a large bluestone deck at the water's edge and a new floating IPE wood dock ready for boating and summer fun. Private, peaceful, and truly one of Lake Waramaug's most special offerings.

Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home. An entertainer's paradise, the estate boasts seven fireplaces, an elegant library, home theater, a game room, gym and a spectacular 1,500-bottle wine cellar with a dedicated tasting room. Culinary enthusiasts will appreciate the top-of-the-line main kitchen, which serves as the heart of the home, alongside a full butler's kitchen designed for seamless event hosting. Built to the highest standards of construction and energy efficiency, the home features sound-dampened walls, a comprehensive security system, an integrated generator, and central vacuum. Future-proof technology is woven throughout the property, utilizing a cutting-edge geothermal heating and cooling system and Cat 6 audio wiring for premium sound, data, and internet connectivity. The estate is approached via a long, meandering driveway that overlooks a nearby pond, leading to a three-car garage connected via a stately porte-cochere to a second garage. Stone Bridge is more than a residence; it is an extraordinary country lifestyle.

Cottage & Guest House Located in pastoral Southern Roxbury, just 90 minutes from New York City. Set on 2 acres, the property features a historic c.1817 three-bedroom antique cape-featured in Elle Decor-a charming two-bedroom guest house. The main residence exudes rustic character, with original hand-hewn beams, wide-plank oak floors, a wood-burning fireplace, and classic plaster walls and it has a brand new steel standing seam roof. At its heart is a spacious eat-in kitchen, flanked by a formal dining room and library on one side, and a sunlit living room wrapped in windows on the other. The 658 square-foot guest house overlooks the spring-fed pond and includes a generous living room, two bedrooms, and a full bath-serviced by its own septic. The grounds are serene and beautifully landscaped, with a cantilevered "waterfront" sun deck, mature trees, lush gardens, and gently rolling lawn. This charming home blends history, potential, and natural beauty in one of Litchfield County's most coveted locations., Additional acreage available- separate 6.71-acre buildable lot with potential for a spacious custom home at the end of a long, private driveway. Total square footage is combined main house and guest house.

Discover Timeless Elegance and Potential at 400 Gay Street, Sharon CT Situated on the edge of over 20 acres of picturesque land, this 1940 hand-built brick house awaits a visionary's touch to update the interior. There are several possible building sites that would accommodate a large Main house. This estate presents a rare chance to own a piece of Sharon's history and to craft a sanctuary tailored to your lifestyle. Property Highlights: * Historic Brick House: Built with care by the original owner, this home offers a solid foundation for restoration and customization. * Expansive Acreage: Over 20 acres of diverse landscapes, featuring open meadows and partially wooded areas with nature trails, perfect for outdoor enthusiasts. * Breathtaking Views: Enjoy serene long views of Mudge Pond, complemented by the enchanting spectacle of sunsets. * Privacy Meets Convenience: Positioned adjacent to protected lands, ensuring tranquility, yet conveniently close to the charming village of Sharon and the esteemed Hotchkiss School. * Additional Structures: Several outbuildings present on the property offer a multitude of uses, from workshops to storage or a number of garage bays. Whether you're drawn to the allure of a restoration project or the appeal of the land's natural beauty, 400 Gay Street is a canvas for your imagination.