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391 Kent Cornwall Rd, Kent
$1,200,000
4 Beds ⋅ 4 Baths ⋅ 24207531 MLS
A Kent Landmark, Reimagined - This historic converted dairy barn offers 3,600 sq ft of flexible living space on over 14 private acres, with direct Housatonic River frontage and protected land trust borders. Hand-hewn beams, cathedral ceilings, and skylights carry the property's history throughout; while a converted silo houses a home office, art studio and gym. The sunny modern kitchen, renovated for large gatherings and generous entertaining, features an oversized island with seating, a commercial range, premium appliances, double sinks and dishwashers, and a wine cellar. The spacious dining area and lounge open to a landscaped patio overlooking a heated in-ground pool and cabana. Grounds include perennial gardens, several outdoor seating areas, and private manicured trails leading to a stream with waterfalls and the river frontage. The home includes private guest quarters and a primary suite with an elegant en suite bath featuring a radiant heated floor, sitting room, office and two walk-in closets. It features 3 additional updated bathrooms, a formal living room, pellet stoves, generous parking and EV charging. In-home garage with a workbench and space for a games table, plus old-style out-buildings complete the property.

391 Kent Cornwall Rd, Kent

12 Woodin Rd, Kent
$795,000
3 Beds ⋅ 3 Baths ⋅ 24202166 MLS
This house is really stunning on so many levels. 8.54 totally private acres at the end of a private road in Kent. Soaring ceilings in every main-floor room, and a first-floor primary with a full bath. There is a see-through, large wood-burning fireplace connecting the living room and kitchen. Spacious sun room with 3 walls of windows just off the kitchen, and a skylight in the kitchen, living, and sun room. There is a formal dining room, and plenty of space for a table in the kitchen as well. A large deck runs the length of the back of the house, with access from the kitchen, living room, and primary bedroom. The basement is unfinished, but it has 14 foot ceilings throughout with a fireplace and plumbing in place for a full bathroom. This house has two garages, and plenty of storage. Tucked in one of the most beautiful towns in Litchfield County, it is a real find.

12 Woodin Rd, Kent

80 N Main St Unit 4A1, Kent
$465,000
2 Beds ⋅ 2 Baths ⋅ 24205416 MLS ⋅ Kent Hills Condo I BLDG.
A rare opportunity in the heart of Kent's Village Center, this completely renovated two-bedroom end unit offers the ease of single-floor living just steps from the shops and restaurants that make Kent special. The bright, updated kitchen opens directly to a private covered porch, ideal for morning coffee or evening dinners outdoors. Inside, the light-filled dining room flows into the living room, anchored by a classic brick fireplace, making a warm, versatile space for everyday living and entertaining alike. Both bedrooms are well-proportioned and each has its own private bath, offering genuine privacy for owners or guests. A two-car garage, a true rarity for a condo, completes the package with storage and convenience not often found in the village. An exceptional offering for anyone seeking low-maintenance living without sacrificing space, privacy, or location.

80 N Main St Unit 4A1, Kent

33 Stone Fences Ln, Kent
$545,000
3 Beds ⋅ 3 Baths ⋅ 24194978 MLS
A welcoming front porch is the perfect 'rocking chair' spot...to take a breath of fresh air and gaze out over the serene, protected pasture stretching across the road. With freshly painted spaces, this classic farmhouse seamlessly blends New England charm with modern comfort, offering incredible value in the heart of Kent. Inside, newly refinished hardwood floors gleam under natural light, welcoming you into an expansive open-concept living space where kitchen, dining, and cozy moments flow naturally together around a magnificent fieldstone fireplace. The adjacent formal dining room and living room offer additional entertaining spaces. The story of relaxation continues upstairs in the impressive primary suite, defined by a vaulted ceiling which creates a bright, airy sanctuary. Here, you'll find a spacious walk-in closet and an en-suite bath designed for unwinding, complete with a soothing Jacuzzi tub and separate stall shower. Two guest bedrooms and a full bath complete this level. Down below, a finished lower level with glowing light and elegant French doors offers flexible space for a home office, media room or guest lounge that leads right out to the yard. Equipped with a high-ceilinged, attached two-car garage offering plenty of extra storage or workshop potential, the property's true magic extends far beyond its walls. With thirty acres of open space directly abutting the rear of the property, you'll enjoy total privacy and endless natural views

33 Stone Fences Ln, Kent

60 Muller Rd, Kent
$675,000
3 Beds ⋅ 3 Baths ⋅ 24076721 MLS
Architect designed renovation, this wonderful house, situated back from the road on 10 private acres, is special. Wrap- around deck, floor -to -ceiling windows, and an active, babbling brook below the house that you can hear when the weather permits. Large primary suite with private balcony overlooking the brook, an ensuite bath , and private office. Modern, wood- burning stove in the bedroom corner, and wood -burning fireplace in the living room. Granite counters and stainless steel appliances make this compact kitchen classy and a delight to work in, also adorned with beautiful windows looking out on the brook. Two cozy, light-filled bedrooms on the bottom floor, both with sliders onto a private crushed stone patio by the brook. The property also boasts a wonderful wood and garden shed, and a new generator. This is honestly a lovely, private getaway.

60 Muller Rd, Kent

39 Johnson Rd, Kent
$475,000
3 Beds ⋅ 1 Baths ⋅ 24189536 MLS
Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while remaining close to everything Kent has to offer. A spacious deck welcomes you into a bright, open-concept main level featuring generous living and dining areas, ideal for entertaining or relaxing. Upstairs you'll find a large primary bedroom and two additional bedrooms, all served by a full bathroom. Whether you're searching for a full-time residence, a weekend getaway, or an investment property, this home offers endless possibilities to make it your own. Major improvements provide peace of mind, including a year old roof, new windows, well, and septic system. Enjoy the convenience of walking to Kent's charming shops, restaurants, Kent Center School, and the renowned Kent School. Metro-North train service to New York City is just minutes away making this an ideal country retreat with easy access to the city. Don't miss this opportunity to own a home in one of Litchfield County's most sought-after communities.

39 Johnson Rd, Kent

67 N Main St, Kent
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 24179647 MLS
Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been cherished both as a luxurious private residence and as a welcoming bed and breakfast. Today, it stands ready for its next chapter, offering multiple rooms across the premises and an incredible canvas for the next owner to bring their own vision and elevate it to its next level of brilliance. Location is everything. Situated right in the heart of the vibrant Kent Village center, this property offers unmatched walkability. Step outside your door and immerse yourself in the town's renowned culture-just a short stroll to world-class art galleries, gourmet restaurants, boutique shopping, local museums, and premier antiquing. Whether you envision a spectacular, expansive private compound, a boutique hospitality venture, or an elegant live-work space, the possibilities here are as vast as the home's rich history. Don't miss the rare opportunity to own a true piece of Kent heritage and define its next great era. Schedule your private showing today.

67 N Main St, Kent

178 Carter Rd, Kent
$1,250,000
1 Beds ⋅ 2 Baths ⋅ 24183167 MLS
Western-facing views from this homestead spanning over 50 acres in Kent. Immerse yourself in nature, where you can hike, mountain bike, cross-country ski, fish, or hunt on your own land! A delightful 1-Bedroom residence boasts an open-concept living and kitchen area that seamlessly transitions to an elevated deck, ideal for enjoying sunset mountain views. Enjoy the home just the way it is, expand it, or retain it as a guest house while constructing your dream home. A detached barn that includes a wood shop and three garage bays offers remarkable versatility. The Barn/Garage shares the same distant views as the main house and features a spacious layout that invites finishing touches. Envision this area overlooking the stunning sunset! Perhaps part of it could serve as a Home Office, a Gym, or your Recreation Barn. All these functions could be combined to still accommodate some Vehicle Storage bays! The potential is huge! This 50-acre property features diverse landscapes, including the slopes of a mountain that descend into a charming valley with a scenic brook. A former logging trail winds through open fields and established woodlands, ultimately reaching a brook that signifies the beginning of the famous Kent Falls. Located under two hours from NYC and just minutes from the villages of Kent, Cornwall, New Preston, and Lake Waramaug.

178 Carter Rd, Kent

11 Stone Fences Ln, Kent
$1,139,000
4 Beds ⋅ 4 Baths ⋅ 24182669 MLS
This exquisitely appointed Colonial estate has the WOW factor! At its heart lies an opulant living room, where soaring cathedral ceilings meet a wall of grand windows, inviting the outdoors in, while a bespoke fireplace serves as a luminous anchor of comfort. The expansive, double height windows provide dramatic light to the open plan living/ dining/ kitchen. Miele and Bosch appliances are featured in the Chef's kitchen with a breakfast nook and a formal dining room adjoining. Transition effortlessly to the private, elevated deck; a serene sanctuary designed for seamless indoor-outdoor entertaining amidst tranquil vistas. Exceptional versatility defines the residence, featuring a main level Bedroom-ideal as a guest suite or private study; complete with an adjacent full bath. Retreat to the primary suite, a masterwork of design boasting vaulted ceilings, a statement chandelier and a cozy fireplace. This private haven further indulges with a dedicated seating area, an intimate balcony for morning coffee, full bath with double vanities, soaking tub, large stall shower AND an enormous dressing room. The two additional bedrooms are generously appointed with the convenience of walk-in closets and a Jack-n-Jill full Bath. The sun-drenched walk-out lower level is reimagined as the ultimate wellness retreat, featuring picture windows that frame the landscape. This multifaceted space offers a dedicated gym, spacious sauna and full Bath with rainfall shower for a true spa experience.

11 Stone Fences Ln, Kent

321 Kent Cornwall Rd, Kent
$1,095,000
5 Beds ⋅ 4 Baths ⋅ 24179592 MLS
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.

321 Kent Cornwall Rd, Kent

9 Old Paddock Ln, Kent
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 24170157 MLS
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.

9 Old Paddock Ln, Kent

221 Segar Mountain Rd, Kent
$915,000
4 Beds ⋅ 3 Baths ⋅ 24160643 MLS
Beautifully renovated antique colonial on 4.5 private acres with a tumbling brook. Hardwood floors and original beams throughout, two wood- burning fireplaces, custom lighting, original wide-plank floors in some rooms, and a gorgeous, country kitchen with built-in appliances, including a warming drawer. The formal dining room anchors the heart of the home, with a small private study for multiple uses on one side, and a large living room on the other side. Every room shows loving attention to detail and comfort. Added onto throughout the years, the house flows comfortably. The original cottage, connected by a light-filled inner hallway with hardwood floors, offers a lovely family room or second living room, with a wood fireplace, a full bath that includes an imported English claw-foot soaking tub, and a cozy upstairs bedroom for guests. There are two large barns: one is a combination garage, tool shed, and wood shed. The other, built using the chestnut beams from the original barn on the property, is capacious, with a cement floor and truly endless possibilities. Gorgeous antique stone walls and perennial gardens abound, and the property is private and protected in the back by its natural landscape. Split air conditioning and a generator assist with comfort without sacrificing authenticity. Close to town and 20 minutes to the Ten Mile River Train Station. This home has been beautifully maintained, and will be standing long after any of our new houses are long gone. Turn Key!

221 Segar Mountain Rd, Kent

15 Studio Hill Cir, Kent
$950,000
3 Beds ⋅ 3 Baths ⋅ 24163631 MLS
An exquisite three-bedroom Cape-style residence, this property is poised upon four pristine acres on Studio Hill. Constructed in 1990 and meticulously enhanced by an expansive great room addition in 1993, this move-in ready home offers a sophisticated blend of classic design and modern amenity. The sun-drenched, open concept floor plan commences with a welcoming living room, anchored by a handsome wood-burning fireplace. The kitchen features elegant granite countertops with stainless steel appliances, with sliding glass doors providing seamless ingress to the deck for al fresco dining. The adjacent dining area flows effortlessly into the main living space, providing an ideal layout for both intimate dinners and larger holiday gatherings. The architectural centerpiece of the home is the impressive post and beam great room. The main level is further distinguished by a primary bedroom suite complete with a private walk-in closet, which facilitates convenient single-level living. The first floor also hosts the laundry facility and provides access to the attached two-car garage. The upper level is thoughtfully configured with two guest bedrooms and a full bath. Refinished hardwood flooring graces the entire residence. The property's beautifully manicured grounds are framed by natural woodlands, creating a picturesque sanctuary and an exceptional setting for observing local wildlife and birdwatching.

15 Studio Hill Cir, Kent

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