Refine Search
Map
Sort by
$999,000
5 Baths ⋅ ACTIVE Status ⋅ 24134408 MLS
Rare opportunity to own a well-established, 38-year restaurant with a loyal, built-in clientele and strong community presence. This fully turnkey operation offers exceptional versatility and income potential, featuring a spacious dining area with seating for up to 156 guests, plus an upstairs 20-seat bar-ideal for expanding service or hosting private events. The property includes five apartments, with three currently functioning units and two additional units ready for completion-perfect for added value and increased revenue. A dedicated 12-15 car parking lot, along with ample street parking, ensures convenience for patrons and tenants alike. Guests can also enjoy outdoor dining with seating for approximately 24, enhancing the overall dining experience. The basement area is fully equipped for dough preparation and offers abundant storage, supporting full-scale catering capabilities and high-volume operations. Endless possibilities await with this unique investment-ideal for restaurateurs or investors seeking a thriving business with multiple income streams.

380 Main St, Winchester
$149,900
ACTIVE Status ⋅ 24186155 MLS
Rare opportunity to own 10.20 acres in the scenic Litchfield Hills of Norfolk. This beautiful wooded parcel offers road frontage on both Old Goshen Road and Litchfield Road (Route 272), providing excellent accessibility while maintaining privacy. The property features mostly level to gently rolling terrain with mature trees and numerous possibilities for a custom home, private retreat, recreational use, or potential future subdivision (buyer to perform due diligence). Conveniently located just minutes from Norfolk Center, hiking trails, state parks, and local amenities, this property combines peaceful country living with easy access to surrounding towns. A unique opportunity to create your vision in one of Connecticut's most picturesque settings.

Old Goshen Road, Norfolk
$679,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185585 MLS
MIDCENTURY OASIS MEETS CONSERVATION SANCTUARY: A mid-summers "White" Dream! For those who appreciate quiet luxury and a deep connection to a peaceful retreat, this mid-century ranch is all about you! ENERGY EFFICIENT, SOLAR POWERED, all electric with battery backup. No-Oil, Gas or Propane, this charming 6 room ranch has 3 bedrooms and 2 full baths. Step inside to a cozy living room with fireplace, a dining room and kitchen with access to a backyard oasis, where you can soak in the hot tub or enjoy sunset cocktails on the terrace. Completing the main level is the primary suite with a cathedral ceiling and remodeled bath. There are two more bedrooms, one with an attached bath. The lower level has laundry, a play area and a walk-out to the well- manicured gardens. A rare opportunity to enjoy all the attributes of easy one level living and stellar views of every season right outside your door. The western border adjoins the White Memorial Foundation. An Energy efficient home has a leased solar panel system with battery back-up. Stay cool and comfortable in the summer with CAIR & single-zone mini-splits. Whether you're an entertainer, gardener, writer who covets quiet, or someone looking for a year-round in-town residence, this home is for you. Dining, dancing under the stars, dallying in the shops or driving over the country roads in the northwest corner, this delightful property is for you! 2 hrs. to NYC, close to Rt.8, easy drive to Bradle

212 Old South Rd, Litchfield
$599,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185706 MLS
Better Than New Construction! Full 2025 renovation w/ luxury finishes & efficiency. 4 bed-3 full marble baths w/ New 5Br septic. 3 miles from Candlewood Lake. Home boasts 2 en-suite bedrms & potential for multi-gen living. Main level features solid bamboo floors throughout, stunning NEW Kitchen w/ new cabinets, quartz tops, glass backsplash, S/S LG Signature appliances: dual fuel, double ovens, gas cooktop, French door fridge, breakfast bar w/ ample counter space. Off Dining area, new deck overlooking LRG backyard. The sun lit living-rm features new fireplace w/ black granite surround (gas line in place.) Primary suite has Italian Carrera marble shower, backlit vanity, barn doors & closet system. 2 additional bedrms share a marble bath w/ dual backlit vanity & designer finishes. Finished lower level offers incredible versatility w/ spacious en-suite bedrm, Marble bathrm w/ dual backlit vanity, water closet, frameless glass shower, large w/-in closet built in system. A LRG area that can be used as an office/library, 5th bedroom, den, media room w/ wood stove (gas line in place), wet bar, fridge & LG washer/dryer tower. 2 exterior entrances, 1 w/ slider to new patio, space 4 entertaining or an in-law setup. The new systems exceeds standards like 95% efficient central HVAC & tankless hot water heater. New well pump & tank, electrical, plumbing & spray foam insulation. Outside has expansive yard just shy 1 acre, for entertaining/ outdoor activities! Move in ready, dont miss out!

27 Town Farm Rd, New Milford
$305,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186089 MLS
Well-maintained Cape in a desirable rural setting, yet just minutes from shopping, dining, schools, and other everyday conveniences. This 7-room home offers 3 bedrooms and 1.5 baths with a flexible floor plan designed for comfortable living. The main level features a formal living room, dining room, kitchen, family room, primary bedroom, and a full bath w/laundry, providing the convenience of one-level living. Upstairs you'll find two additional bedrooms and a half bath. Lovingly cared for over the years, the home features central air conditioning, a standby generator, and a security system with fire and smoke monitoring for added comfort and peace of mind. Enjoy your morning coffee or evening relaxation on the covered deck overlooking the yard. Additional amenities include a one-car garage under the home and a location that offers the perfect balance of privacy and accessibility. A wonderful opportunity to own a move-in ready home in a convenient country setting.

103 Cordano Rd, Winchester
$580,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185698 MLS
Welcome to this exceptional one-owner Colonial, where timeless elegance meets meticulous care. Offering 3 spacious bedrooms, 2.5 baths, and a walk-up attic with endless possibilities for future living space, this home has been lovingly maintained and thoughtfully cared for throughout the years. An inviting front porch sets the tone, providing the perfect spot to enjoy your morning coffee, unwind with a good book, or relax on warm summer evenings. Step inside to discover beautiful hardwood floors, sun-filled rooms, and a warm, welcoming layout designed for both comfortable everyday living and effortless entertaining. Outside, the landscaped grounds create a private oasis, highlighted by a serene koi pond, vibrant plantings, and a convenient irrigation system that keeps the property looking its best season after season. From its impeccable condition and classic charm to its outdoor beauty and expansion potential, this is a rare opportunity to own a truly special home that reflects pride of ownership at every turn. Move right in and enjoy all the comfort, character, and tranquility this exceptional property has to offer.

325 Georgetown Dr, Watertown
$2,195,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185847 MLS
Experience the best of country living in this beautifully renovated home in Lakeville, Connecticut. Set on more than four private acres, this inviting residence offers eight spacious rooms, including four bedrooms and four full bathrooms, with the convenience of a first-floor bedroom suite. Designed for comfortable living and entertaining, the eat-in kitchen flows effortlessly into the formal dining room and onward to the welcoming living room, where a wood-burning fireplace and French doors open to the outdoor patio. A generous covered porch provides the perfect setting for relaxing summer afternoons while overlooking the thoughtfully landscaped grounds. The backyard is a true highlight, featuring a heated saltwater pool surrounded by mature plantings, creating a private retreat for swimming, entertaining, or simply enjoying the peaceful surroundings. An attached two-car garage and oversized mudroom add everyday convenience and practicality. Although tucked away in a serene setting, this exceptional property is just minutes from the charming villages of Lakeville and Salisbury, offering easy access to local shops, dining, recreation, and cultural attractions. Enjoy the perfect balance of privacy, comfort, and Litchfield County charm.

243 Wells Hill Rd, Salisbury
$319,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185550 MLS
Nestled on a quiet cul-de-sac in the Torringford area of Torrington and set on nearly half an acre, this beautifully updated Cape offers the perfect balance of privacy and convenience, just minutes from downtown and everyday amenities. An attached garage is connected to the home by a charming breezeway, while the welcoming front porch provides the perfect spot to relax and enjoy the peaceful neighborhood setting. The inviting interior features an open and functional layout. The spacious primary suite includes a full bath with radiant heated floors, multiple oversized closets, and additional hallway storage. The kitchen is equipped with stainless steel appliances, combining style and practicality. The finished walk-out lower level offers flexible living space, ideal for a home office with a built-in workspace or a media room. A pellet stove adds warmth and ambiance, while direct access leads to a patio and the cleared, private backyard. A large west-facing deck, also equipped with an awning, creates an additional outdoor living area and offers multiple levels of enjoyment throughout the backyard. Leased solar panels help keep energy costs exceptionally low, adding efficiency and value to this move-in-ready home. With its peaceful setting, thoughtful updates, attached garage, and versatile indoor and outdoor spaces, this property offers comfort and convenience in one.

131 Garden St, Torrington
$925,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24185728 MLS
Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.

82 Westwoods, Sharon
$462,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185858 MLS
Built in 1977, this raised ranch home offers approximately 1366 finished square feet, three bedrooms, two full and one half bath, fireplace, full finished basement, rear deck and built-in two car garage. This home sits on an approximate 89734 sqft lot. Seller WILL NOT ACTIVATE UTILITIES. View home, inspect and confirm all listing information prior to making offer. Seller will NOT allow water service to be turned on for any reason. Property sold "AS-IS" without contingencies. Please check with City/County/Zoning/Tax and other records to determine details to their satisfaction.

24 Cedar Hill Rd, New Milford
$870,000
ACTIVE Status ⋅ 24183458 MLS
A landmark cultural anchor for over a century, The Colonial Theatre has stood proud in the heart of downtown North Canaan since 1923. Commissioned by a prominent local hotelier as a grand gesture for his wife, who had grown weary of quiet country living, this majestic three-level entertainment center was built to bring world-class vibrant energy to the Litchfield Hills. While its specific uses have evolved over the decades, its core purpose as a celebratory gathering place for the community remains beautifully unchanged. What truly sets this landmark commercial property apart is its remarkable versatility. In addition to housing approximately 400 guests across its two primary floors, the building features completely separate, high-visibility commercial retail units along the street-front facade, offering immediate income potential. Standing outside, you are immediately struck by the iconic, retro marquee; its brilliant neon lights perfectly set the stage for the magic that lies within. Meticulously maintained, the building underwent a comprehensive $1M+ restoration in the early 2000s that faithfully revived its original Art Deco details. Upon entering, a striking custom mural greets you, leading seamlessly to the vintage ticket booth and concession stand. Pass through the double doors into the massive main theatre, where you are met with soaring ceilings, flat tiered flooring, and structural seating for approximately 120 guests (with ample room to add seating).

25 27 Railroad St, North Canaan
$695,000
ACTIVE Status ⋅ 24178306 MLS
A landmark cultural anchor for over a century, The Colonial Theatre has stood proud in the heart of downtown North Canaan since 1923. Commissioned by a prominent local hotelier as a grand gesture for his wife, who had grown weary of quiet country living, this majestic three-level entertainment center was built to bring world-class vibrant energy to the Litchfield Hills. While its specific uses have evolved over the decades, its core purpose as a celebratory gathering place for the community remains beautifully unchanged. What truly sets this landmark commercial property apart is its remarkable versatility. In addition to housing approximately 400 guests across its two primary floors, the building features completely separate, high-visibility commercial retail units along the street-front facade, offering immediate income potential. Standing outside, you are immediately struck by the iconic, retro marquee; its brilliant neon lights perfectly set the stage for the magic that lies within. Meticulously maintained, the building underwent a comprehensive $1M+ restoration in the early 2000s that faithfully revived its original Art Deco details. Upon entering, a striking custom mural greets you, leading seamlessly to the vintage ticket booth and concession stand. Pass through the double doors into the massive main theatre, where you are met with soaring ceilings, flat tiered flooring, and structural seating for approximately 120 guests (with ample room to add seating).

27 Railroad St, North Canaan
$414,900
ACTIVE Status ⋅ 24185775 MLS
Established and profitable golf cart business offering sales, service, and rentals with a strong reputation and numerous long-standing relationships with private schools, event coordinators, wedding venues, and other repeat commercial clients. The sale includes 28 golf carts, two Ford F-250 trucks, three trailers, a utility lift, a large parts inventory, and much more, making this a true turnkey opportunity. The current owner has intentionally maintained the business at its present size and has chosen not to aggressively expand, leaving substantial room for growth for a new owner. With an established customer base and numerous opportunities to increase revenue, a motivated buyer can take the business to the next level. To ensure a seamless transition, the owner is willing to work closely with the buyer and provide guidance after the sale. This includes introducing key accounts, transferring long-standing relationships, and sharing operational knowledge to help maintain continuity and position the new owner for continued success. An exceptional opportunity to acquire a well-established business with a solid foundation and significant upside potential.

59 Watertown Rd, Watertown
$599,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184970 MLS
Blackberry River Oasis! With 1,100 feet of frontage on the Blackberry River and thousands of acres of protected state land as its backdrop, Stirling Farm offers a rare sense of privacy and tranquility. Cross a charming bridge with views of historic Beckley Furnace and its rushing spillway, then follow a private drive to a circa 1890 farmhouse nestled in a sunlit meadow. The home offers 3 bedrooms, 2 baths, and 1,500 square feet of living space. An updated kitchen with stainless steel appliances and a six-burner gas range complements original fir floors rich with patina, while a native stone fireplace anchors the spacious living room. Full of character and ready for its next chapter, the home presents an opportunity for thoughtful updates and personal touches to make it your own. The landscape is equally enchanting, with two magnificent mature Black Walnut trees, lovely apple trees, and a rare Rainier cherry tree offering its prized blush-colored fruit each June. Newly planted river birch, magnolias, and a graceful weeping willow add to the beauty of this ever-evolving setting. Private and serene, spend your days casting a line from the riverbank, listening to the gentle sound of the water, or simply unwinding as the Blackberry River sets the pace. With exceptional frontage and direct access, this is a place where nature, recreation, and quiet beauty come together.

136 Lower Rd, North Canaan
$205,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185712 MLS ⋅ Lakeridge BLDG.
Adorable 2-bedroom Hideaway model full of light. Living area opened up with vaulted ceiling and two large skylights. Corner stone fireplace has been fitted with an electric fireplace. Bedroom and full bathroom on main level. The primary, with vaulted ceiling, has a walk in closet and full bath. The entrance has been enclosed with side window and storage closet. The deck has been super enlarged and is perfect for grilling and entertaining in the summer months. Quilted window shades have been installed on many of the windows. Short path and only two steps to enter home.

207 Ledge Dr, Torrington
$160,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24184804 MLS ⋅ Bel Air BLDG.
Upper level ranch style condo in excellent shape. Two generously proportioned bedrooms, kitchen with abundant cabinet space. Laundry on site, public transportation to complex, pet friendly! sold in "as-is" condition

5 Belair Dr Unit 5, New Milford
$579,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185645 MLS
Welcome to 237 Wallens Hill Road, where comfort, quality, and exceptional entertaining spaces come together in a beautiful rural setting. This 9-room Colonial with a farmhouse front porch is set on .80 acres and offers 4 bedrooms and 2.5 baths. The main level features a formal dining room, large family room, mudroom, and an impressive eat-in kitchen with quartz countertops, stainless steel appliances, built-in microwave, stainless hood system, and a large center island with seating for four. A standout feature is the dedicated entertaining room complete with a custom walnut bar, kegerator, and a 5-foot stainless steel hood system over a built-in grill and flat-top griddle. Upstairs, the primary suite offers his-and-her closets and a beautiful full bath, while two additional bedrooms share a full bath. The fourth bedroom could also be used as an office, is located in the lower level. Additional features include hardwood floors throughout most rooms, multi-zone heat, central air conditioning with separate zones for the main and upper levels, a hybrid hot water heater, and a generator transfer switch. Step outside to enjoy a 14-foot pavilion on a stamped concrete and paver patio with a built-in fire pit, and spacious open backyard. Conveniently located near the Farmington River and Peoples State Forest, with easy access to hiking, fishing, kayaking, and other outdoor recreation while remaining close to shopping, dining, and everyday conveniences.

237 Wallens Hill Rd, Winchester
$2,150,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179730 MLS
Discover a rare estate-quality property in the heart of Litchfield County, where timeless character, modern refinement, and more than 40 acres of exceptional natural beauty create an unparalleled retreat. A long private drive winds through rolling landscapes to a thoughtfully reimagined five-bedroom, three-bath residence that seamlessly blends sophisticated updates with the warmth and authenticity of its original design. Expansive windows fill the home with natural light and frame picturesque views. The remarkable grounds feature open meadows, mature pines and hemlocks, historic stone walls, fruit trees, curated gardens, and a tranquil pond, offering unmatched privacy and serenity. Equestrians will appreciate groomed riding trails and ample space for future rings, arenas, or barns. Outdoor enthusiasts will enjoy a 200-yd shooting range, hunting areas, and miles of trails for hiking, biking, ATV adventures, and recreation. Designed for entertaining, the pavilion and patio with a grand stone fireplace provides an unforgettable setting for gatherings and quiet evenings alike. Above the garage, a well appointed guest suite with a living area, kitchenette, and full bath offers flexibility for guests, or an au pair. Conveniently located just 15 minutes from the charming centers of Woodbury, Washington, and Litchfield, and approx two hours from New York City, 119 Judge Lane is a one-of-a-kind legacy estate awaiting its next generational steward.

119 Judge Ln, Bethlehem
$660,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24179254 MLS
Relax by your gunite lap pool in complete privacy, just minutes from the town center and only 15 minutes to neighboring towns like Woodbury, Washington, Litchfield, and Watertown. This legal two-family home features a spacious studio apartment with a large kitchen and private entrance. Designed by the original owner, a NY designer, the home is beautifully appointed with unique details throughout. A welcoming foyer opens to a large formal living room with a fireplace, flowing into the country kitchen and a cozy den with a wood-trimmed vaulted ceiling. Perfect for entertaining, with access from the den and French doors from the large dining room leading to the mahogany deck and heated gunite pool. The primary bedroom includes a spacious private sitting room/nursery, and all rooms are generously sized.

49 Guilds Hollow Rd, Bethlehem
$1,795,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24185479 MLS ⋅ Woodlake BLDG.
Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

112 W Lake Rd Unit 112, Woodbury
$389,500
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24185134 MLS
Ideal country location on west side of Torrington, this 1344 SF charming ranch is in a quiet well-maintained neighborhood on a half acre lot. It features newer roof, vinyl siding, completely renovated home, new water pump, new oil tank, new windows , appliances and kitchen cabinets with granite counter tops. Also, new bathroom, new floors and new lighting. 3 Bedrooms, living room with a fireplace, and dining room. Full basement, attached garage and covered patio. Great opportunity for a really great home. Don't miss it! .

112 Greenfield Dr, Torrington
$874,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown
$450,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24185487 MLS
Mixed use building on a busy high traffic road in the center of Thomaston. Two residential units fully occupied and a large first floor commercial space completely available. Current income $3,000 a month with the commercial space empty. Many mechanical updates recently completed.

81 E Main St, Thomaston
$399,900
ACTIVE Status ⋅ 24185430 MLS
Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

11 Old Paddock Ln, Kent
$1,250,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185171 MLS
Come see this Private Retreat in beautiful, bucolic Goshen Ct. This home was built with the highest quality materials and is very well appointed throughout. The grounds are beautifully maintained with an inground swimming pool, pool house with a changing room, Tv, stereo and a kitchenette. The Pool area also boasts a fabulous outdoor built in BBQ Viking grill. There is a separate shed with electricity and security and a gorgeous solid mahogany deck. The house itself has central air, a custom gourmet kitchen, 9 foot ceilings on all floors and a solid mahogany front door. The lower level has another full gourmet kitchen and gorgeous Tv room. The 3 car garage is heated with central vac, a large work bench and a wash sink. This house has a totally finished off lower level with in law possibilities. Come explore this beautiful estate and see how much it as to offer.

36 Deer Run Ln, Goshen
$1,495,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24184750 MLS
First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar seating, opening to a sitting area that flows into a sunroom and out to a bluestone patio framing the view. A formal dining room with vaulted ceiling opens to the living room, anchored by a fireplace. A main level bedroom with private bath completes this floor. Upstairs, the primary suite features a vaulted ceiling opening onto a sleeping porch, with a private bath of its own. Two more bedrooms share a full bath on this level. The home was also expanded to include an ~800 sq ft separate guest apartment, currently used as an expansive home office. This area would make a wonderful guest space, with the two existing offices easily converted into two additional bedrooms. The space already includes a living room, dining area, kitchenette, and full bath. The lower level of the main house has been finished to include a media room and laundry, and the original two-car garage is now finished storage space, easily converted back if needed. A rare find in a sought-after location, just two hours from NYC.

14 Flanders Ln, Kent
$1,790,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24184948 MLS
It's rare to find a vintage estate tucked away from a main road, but this one sits at the end of a private lane, opening to 6.3 enchanting acres framed by stone walls, manicured gardens, and a charming vintage home. The property includes a large custom two-story pole barn, inground pool, detached three-bay garage, and an adorable potting shed. The great room flows into a kitchen with handmade cabinetry, butler's pantry, soapstone counters, and a Vulcan stove, all centered around a brick fireplace flanked by double French doors leading to a shady brick patio. Off the kitchen, a spacious screened porch surrounded with stone walls, offers a peaceful spot to enjoy the seasons. The formal living room, currently an office, boasts a light-filled five-window bay, while two front entry rooms serve as a den and library. The primary suite, in its own wing above the great room, features a private living room, full bath, sleeping area, and views of Perkins Ponds. Three additional bedrooms, accessed via a second staircase, are bright, charming, and surprisingly well-appointed with closets. The impressive barn offers tandem bays for vehicles, a heated workshop, and two upper rooms perfect for future studio spaces. Relax by the pool, take in the flowers, and enjoy the chorus of birds.

40 Ruffin Rd, Woodbury
$1,250,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
$220,000
ACTIVE Status ⋅ 24184881 MLS
16 very private acres away from it all! 16 acres can be combined with adjoining land to make 30 acre parcel. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. subject to probate approval property sold as is

42 Great Brook Rd, New Milford
$180,000
ACTIVE Status ⋅ 24184883 MLS
Rare opportunity to own 8+ acres, set deep in the woods. Buyers are responsible for conducting their own due diligence regarding zoning, permitted uses and development possibilities. Additional land is available. subject to probate approval property sold as is

00 Great Brook Rd, New Milford

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.