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$2,400,000
4 Beds 6 Baths 24177199 MLS
Set in the heart of historic Kent village, this exceptional circa-1800 New England Greek Revival Farmhouse marries small-town walkability with eleven-plus acres of true country privacy. This property underwent a meticulous, top-to-bottom restoration from 2016 through 2018, preserving the home's original character while quietly engineering it for modern life - new wall insulation throughout, expanded electrical service with overhead fans and period-correct lighting, refinished antique floors in every room, and five zones of climate control with hydro-air heat. The main level opens to a warm, paneled living room with a fireplace-anchored dining nook - both detailed with custom paneling added during the renovation. A formal dining room and a library with built-in shelves and a limestone fireplace flank the central hall. The adjoining game room - opened up when interior walls and doorways were reconfigured - leads through French doors onto an expansive covered front porch, completely rebuilt with a new copper roof, classical columns, and a stone floor base. A chef's kitchen sits at the heart of the home: a 60-inch Wolf propane range, warming drawers, Viking ice maker, a Shaw farmhouse main sink and prep sink, ROHL faucets, and Rejuvenation hardware are set against Cambria quartz countertops, a ship-lap backsplash, and a custom island with built-in microwave and cabinetry. Step from the kitchen onto the covered stone porch and into the courtyard - designed for al fresco dining

100 N Main St, Kent

$2,075,000
4 Beds 5 Baths 24126900 MLS
This extraordinary residence is a masterful blend of timeless architectural inspiration and modern luxury, offering a rare opportunity to own a home that is both a work of art and a private retreat. Designed in homage to the style of Frank Lloyd Wright, it features hipped roofs with wide eaves, long horizontal lines, and a seamless integration with the natural landscape. The house is set well back from the road and approached by a meandering driveway that crosses Jack Brook, enhancing both privacy and the sense of arrival. Situated on more than 22 wooded acres, the home provides unmatched seclusion, with nearly every room opening to outdoor living spaces, including covered porches, open terraces, and a serene Zen-inspired courtyard. A dramatic two-sided stone fireplace anchors the main living area, complemented by soaring ceilings and French doors throughout. The chef's kitchen is equipped with a Wolf stove, Sub-Zero refrigerator, center island, and breakfast bar, and opens to a covered porch with seasonal views. The first-floor primary suite, entered through a den with custom built-ins, offers a fireplace, two walk-in closets, a spa-like bath with infinity tub and shower, as well as a sunroom and covered porch overlooking the gardens. Additional spaces include a bedroom/office on the main level and two bedrooms with a sitting area upstairs.

221 Fuller Mountain Rd, Kent

$1,850,000
4 Beds 4 Baths 24185944 MLS
Escape the pace of everyday life and embrace the beauty of country living in this spacious contemporary home, perfectly situated abutting conserved land with exceptional recreational amenities. Offering 4 bedrooms and 3.5 baths, the home features an open-concept floor plan designed for both comfortable living and effortless entertaining. The sunken living room is anchored by an elegant gas fireplace and enhanced by soaring ceilings and hardwood floors, while a bright sitting room with walls of windows overlooks the spectacular grounds and fills the home with natural light. The second floor hosts a generous primary suite with a bath featuring double sinks, an oversized whirlpool tub, and separate shower. Two additional bedrooms share a hall bath. The walk-out lower level offers a fourth bedroom and full bath, a spacious media/game room, abundant storage, and potential for a bunk room or additional recreational space. Step outside to a stone terrace with a relaxing Jacuzzi, creating the perfect setting for unwinding after a day on the lake or skiing at nearby Mohawk Mountain. Outside, the expansive level lawn provides plenty of room for play, while the beautiful heated Gunite pool serves as the centerpiece for summer entertaining. There is also a shaded half size basketball court. The land has additional building lot in the total acreage.

56 Richards Rd, Kent

$1,495,000
4 Beds 4 Baths 24167076 MLS
Stunning Contemporary Home in South Kent, just a year old checks all the boxes and offers quiet luxury living on 5 acres with southern exposure and a spring fed pond. The interior light and lofty features vaulted ceilings, wood floors throughout, a fireplace that is gas fired but also easily can be changed to wood burning, 4 bedrooms 3.5 baths with the primary suite on the first floor, a serious cook's kitchen with an attached separate laundry and pantry room. All kitchen appliances are GE Monogram and WiFi enable. Custom made cabinets are found in the kitchen, laundry and bar area as well as in the primary bath. There is also a den perfect for reading, extra guests, or watching movies. Entertaining is a joy thanks to the open floor plan and a lovely screened porch off the dining room and with deck access from the living room the entire length of the house that faces the pond. Beautiful stone walls, a traditional big red barn for 3 cars and tons of storage completes the property. The house has a number of state of the art monitoring systems and the basement with high ceilings is ready to finish should one wish more space. There is room for a pool. This quiet location is close to the Villages of Kent, Warren and Washington and is a quick drive to Lake Waramaug as well as public and private schools. Come turn the keys and escape "busy" and relax in this beautiful home with no worries for a very long time!

33 Gorham Rd, Kent

$1,360,000
3 Beds 3 Baths 24165586 MLS
This exquisitely renovated historic saltbox 1741 home in Kent, CT offering 3 bedrooms and 2.5 baths seamlessly blends vintage charm with modern comfort. Original fireplaces, rich wood paneling, and custom built-ins reflect its heritage, while the home is beautifully sited on a gentle rise with a classic fieldstone foundation, surrounded by lush, flower-filled gardens. Designed for both everyday living and entertaining, the light-filled interior features an open kitchen and great room with soaring vaulted ceilings, a convenient first-floor bedroom, and a formal dining room anchored by a dramatic fieldstone fireplace with rare recessed Dutch ovens; an authentic nod to the home's heritage. Modern upgrades including central air and a whole-house generator ensure year-round ease, while multiple living spaces provide flexibility for gathering or a quiet retreat. Outdoor living is equally exceptional. A bluestone patio and expansive terrace create the perfect setting for entertaining, overlooking the private heated gunite pool. Completing the property is a reconstructed guest cottage featuring 1 bedroom, office, and 1 full bath, ideal for guests or extended stays, along with a detached two-car garage. Just minutes from the heart of Kent's vibrant village, this exceptional home offers timeless character with elevated country living.

3 Studio Hill Rd, Kent

$1,195,000
4 Beds 4 Baths 24165240 MLS
Presenting an exquisitely remodeled 4 bedroom home, where classic elegance meets cutting-edge smart home technology. Enter a space defined by comprehensive upgrades and an integrated open floor plan, ideal for both entertaining and effortless daily life. The custom-designed gourmet kitchen is a culinary masterpiece, featuring top-tier stainless steel appliances, LP cooktop, granite countertops and bespoke cabinetry. This highly functional space flows seamlessly into the breakfast nook, dining room and family room, featuring a wood burning fireplace. A dedicated music room/library/den, laundry room & half bath complete the main level. French doors connect the interior to the expansive wrap-around porch, overlooking a professionally manicured landscape with lighting and a custom, heated, gunite pool. Protected 'open space' views at the rear! The private upper level offers a thoughtfully separated sanctuary. One wing is dedicated to the luxurious Primary Suite, complete with a vaulted ceiling, generous custom-built, walk-in closet and spa-like en suite bath with double vanities. The opposite wing houses three substantial guest bedrooms sharing a beautifully appointed, oversized full bath with jacuzzi tub and large stall shower. The home's lower level elevates outdoor living to a resort experience. This space functions as a dedicated, fully equipped poolhouse, boasting spacious dining & lounging areas, a secondary kitchen, full bath and a newly constructed garden room

25 Stone Fences Ln, Kent

$1,060,000
3 Beds 3 Baths 24150446 MLS
Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this three-bedroom cottage is rich in charm and character. A gracious foyer welcomes you into a sitting room with fireplace and built-ins, and an adjacent formal dining room framed by handsome casement windows. The spacious kitchen offers a center island and sunny breakfast area, opening seamlessly to an outdoor bluestone patio. A vaulted living room, anchored by a second fireplace, steps out to the screened porch and enjoys commanding mountain views. Two main-level bedrooms share a full bath, while the upstairs primary suite features a vaulted ceiling and private bath with soaking tub and separate shower. A detached one-car garage completes the offering. Ideally located minutes to the Village of Kent with easy access to Metro-North, this is a wonderful Litchfield Hills retreat-under two hours from NYC.

46 Spooner Hill Rd, Kent

$985,000
2 Beds 3 Baths 24168398 MLS
Custom-designed Modern Eyebrow Colonial, sited on 1.15 private acres of lush Litchfield County woodland off a quiet country road, close to Macedonia State Park, the Appalachian Trail, and everything that makes the Litchfield Hills worth coming home to. Step from the welcoming front porch into a sun-filled, open-concept main level designed for seamless entertaining and easy living. The great room brings together a kitchen anchored by a center island, a generous sitting area, and a dining area with dry bar and built-in wine fridge, all opening through French doors to an upgraded private patio surrounded by a dense canopy of trees. A den with wood-burning fireplace offers the perfect flex space for guests or quiet evenings in, with a discreet powder room just off the hall. Upstairs, the primary suite impresses with a vaulted ceiling, walk-in closet, and a spa-like bath. A second bedroom with its own private en-suite and convenient hall-closet laundry complete the upper level. Every bathroom features radiant heated floors, ensuring a warm start to your morning in any season. The finished lower level adds versatile square footage, ideal as a home office, gym, or media room. A two-car attached garage, custom 16-foot shed, propane heat, central air, and whole-house generator make this home truly move-in ready, year-round. Minutes to Kent's galleries, boutique shops, and award-winning restaurants, with pristine hiking trails and local lakes nearby. Less than two hours from NYC.

24 Dolldorf Rd, Kent

$950,000
3 Beds 2 Baths 24174401 MLS
Set well back from the road on more than 29 private acres, this single-level three-bedroom home offers something increasingly rare in Litchfield Hills: commanding western views, serious acreage, and the freedom to make it entirely your own. Originally built in 1962 with genuine mid-century sensibility, the home is low-slung and organized around an open living concept with a fireplace, dining room, and a kitchen with seating that flows naturally to a bluestone patio overlooking a small pond. The primary suite enjoys the western exposure and a bath currently being updated; two additional bedrooms share a second bath. An attached three-car garage adds practical appeal, and a detached garage awaits reimagining. Whether you choose to renovate and refine what's here or start fresh on one of the finest building sites in the region, the bones of a remarkable estate are already in place. Level and useable land like this, with views of St Johns Ledges, doesn't present itself often.

262 Kent Cornwall Rd, Kent

$846,500
3 Beds 3 Baths 24171298 MLS
Perched on seven private acres above Beaman Pond, this three-bedroom Colonial sits across from the East Kent Hamlet Nature Preserve. Relax on the deep front porch and take in a scenic view that is forever protected. Inside, wide-board wood floors and handsome exposed beams set the tone throughout. The main floor balances openness and intimacy: a vaulted living room with fireplace, a central kitchen with dining area, a quiet den, and a formal dining room that spills onto a screened porch. Three bedrooms and a full bath occupy the upper floor. The home's finished lower level and generous room over the two-car garage offer flexible space for a home office, artist studio, or gym. The perfect country retreat with the villages of Kent and New Preston, Lake Waramaug State Park, and Mohawk Ski Mountain all within easy reach.

34 Kent Hollow Rd, Kent

$675,000
3 Beds 2 Baths 24179594 MLS
Right in the heart of Kent's village center, this storybook Colonial puts everything within easy reach - the shops, restaurants, and energy of one of Connecticut's most beloved small towns. Inside, the main level flows naturally from a light-filled living room with a brick fireplace, to an eating area and cottage kitchen. A generous additional room, currently styled as a formal dining room, offers the flexibility to become a home office or creative studio. The main-floor primary bedroom and updated full bath, complete with washer and dryer, allow for easy everyday living. Two additional bedrooms and an updated full bath upstairs offer plenty of space to spread out. The home beautifully preserves its historical character while featuring modern upgrades, including energy-efficient windows, new appliances, refinished floors, and refreshed baths. Out back, a private patio overlooks a beautifully landscaped and fully fenced yard with a curated collection of mature perennials and flowering trees designed to blossom throughout the seasons, making the space feel like a true retreat. A covered carport provides added convenience. This thoughtfully upgraded, move-in ready home is easy to love from day one.

89-A N Main St, Kent

$650,000
170589587 MLS
Beautiful land! Rare opportunity to own over 62 acres in Kent in the heart of the Litchfield Hills. Property features old stone walls and woodlands with level and gently rolling terrain. Endless possibilities for this prime location could include a fantastic estate, gentleman's farm, equestrian stables. Wonderful get away! Access land entrance from Camps Flat Road and South Kent Road. Surround yourself with tranquil natural beauty and unparalleled privacy in a great location. Don't miss this opportunity of a lifetime. Kent is vibrant and bustling with activity, offering art galleries, eateries and fine dining, a bookstore, boutique shops, 3 private schools and is just a stone's throw away from fabulous Kent Falls, Mohawk Mountain Ski area, Bulls Bridge Golf Club, historic covered bridge, the Appalachian trail and hills made for biking. Kent is less than 90 minutes to NYC and close to Metro North. Situated in the heart of the country, in a quiet and serene residential setting. Get ready to explore the adventure ~ escape to the Hills!

00 Camps Flat Rd, Kent

$576,000
3 Beds 2 Baths 24176553 MLS
Hidden modern retreat set on over an acre of beautifully landscaped grounds with mature woods, sweeping lawn, and well-kept gardens. This updated 1950s ranch offers easy one-level living with 3 bedrooms, 2 renovated baths, oak floors, boxed beams, wood-paneled ceilings, and an exposed brick fireplace in the spacious living room. The redesigned kitchen and baths blend seamlessly with the home's original character, while sliding glass doors open to exceptional outdoor spaces for entertaining and relaxation. The resort-style gunite pool was fully renovated in 2022 with bluestone coping and a PebbleFina finish. Pool upgrades include a premium heater, sand filtration, UV purification, and propane tanks for a low-chlorine swimming experience. An Ipe hardwood deck and screened gazebo create a private outdoor oasis. Additional improvements include split-system HVAC, whole-house Generac generator, basement waterproofing, hybrid heat-pump water heater, solar panels installed in 2024, chimney upgrades, and oversized garage with excellent storage and workshop potential. Spring & Summer sanctuary while Fall & Winter bring partial Mtn. Views. Minutes to Kent village, hiking trails, State Parks & Private Schools. Investment, Full time or weekend Hooping Retreat.

7 Chimney Rock Rd, Kent

$555,000
4 Beds 3 Baths 24116722 MLS
Exceptional opportunity in desirable South Kent. This four-bedroom Colonial offers beautiful views and a spacious, light-filled layout. The main level features an inviting kitchen with an island, seamlessly connected to the living and dining room anchored by a cozy fireplace. Two sets of French doors lead to a sunroom addition, perfect for relaxing or entertaining. The main level also includes a primary bedroom suite with its own fireplace, walk-in closet, and private bath. Upstairs, three generously sized bedrooms share a full bath. The property offers easily accessible and spacious storage options throughout. The exterior of the property offers mature landscaping with custom stone walls, a 2 car garage with area for workshop and walk up attic. Located under two hours from NYC with easy access to Metro-North RR, this is the perfect country retreat.

132 S Kent Rd, Kent

$416,000
2 Beds 1 Baths 24168595 MLS
Picture-perfect and full of character, this adorable 2-bedroom, 1-bath Cape is ideally located in the heart of downtown Kent! Set on a level .36-acre corner lot, this 1940 home is brimming with timeless charm and curb appeal. Step outside to a generously sized back deck, perfect for morning coffee, weekend entertaining, or quiet evenings overlooking the level yard. Inside, the home features a cozy, inviting layout full of warmth and personality, while the full unfinished basement provides ample storage. Recent improvements include a 1-year-old roof for peace of mind. Additional highlights include oil heat, public sewer and water, and a prime location close to shops, dining, and everything Kent has to offer. A wonderful opportunity to own a charming home in a sought-after setting! **HIGHEST/BEST OFFERS DEADLINE SUNDAY APRIL 26th AT 6PM**

29 Elizabeth St, Kent

$370,000
3 Beds 2 Baths 24179414 MLS Brookwoods Ii BLDG.
Brookwoods, a neighborhood of 30 early colonial style inspired homes detailed with modern amenities, offers village living in a country setting! Settled in 1986, this well run planned unit development still retains its cutting edge design. This home has an open layout feel, large windows, vaulted ceilings, sunroom, skylights and a private backyard deck. The convenient main floor bedroom has a full bathroom and two large bedrooms are on the second floor share a common bath. Cathedral ceilings grace the large kitchen which has considerable storage and prep space. Steps away is the sunporch perfect for a den, workout room or dining. Though there's a separate dining room can be used daily or for formal events. The living room private and anchored by a lovely brick fireplace! There is a full unfinished basement that has laundry facilities and offers expanded use. Plus an attached garage. Oak flooring throughout the home provides a warm and solid feeling. Living here is so comfortable, both indoors and out. Leisurely neighborhood strolls through the acres of park-like ground are a must. Or sit on the private back deck under the canopy of Oaks and Maples. The best of both worlds!

433 Kent Cornwall Rd Unit 22, Kent

$315,000
3 Beds 1 Baths 24159163 MLS
Cozy three-bedroom ranch on quiet private road. Direct frontage on the scenic Housatonic River. Sip your morning coffee on the private covered rear patio. View the fall foliage and listen to the relaxing sounds of the river. Would be a perfect setting for those who work from home. Private fenced in back yard perfect for pets to play. Just a short drive from the wonderful Kent Town Center with its awesome restaurants and shops. Short scenic drive to Kent Falls State Park and the Appalachian trail. So much to do for people with active lifestyles and is perfect for outdoor enthusiasts. Also perfect for artist, writers and those who are looking for a quiet peaceful retreat. Enjoy all that Kent has to offer with the low property taxes. Hard to find a move in ready three-bedroom home in Kent at this price point. Perfect starter home or weekend retreat. New water heater installed last year. Ample parking on a newly paved driveway.

16 Birch Hill Ln, Kent

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