Kent Real Estate

Kent Real Estate

Welcome to Kent, a picturesque town nestled in Litchfield County, Connecticut. Known for its charming small-town atmosphere and stunning natural beauty, Kent offers a tranquil and idyllic setting for those seeking a peaceful retreat.

With its proximity to the scenic Housatonic River and the rolling hills of the Berkshire Mountains, Kent is a paradise for outdoor enthusiasts. Residents and visitors alike can enjoy hiking along the Appalachian Trail, kayaking on the river, or simply taking in the breathtaking views of the countryside.

In addition to its natural wonders, Kent boasts a vibrant cultural scene. Art galleries, boutique shops, and cozy cafes line the streets of the historic downtown area, providing plenty of opportunities for leisurely strolls and shopping excursions.

For those looking to make Kent their home, the real estate market offers a range of options, from historic colonial homes to modern country estates. Whether you're seeking a weekend getaway or a permanent residence, Kent has something to offer everyone.

Come experience the beauty and charm of Kent, Connecticut – where small-town living meets natural splendor.

Newest Listings in Kent

$1,435,000
4 Beds ⋅ 3 Baths ⋅ 24196681 MLS
Experience the ease of single-level living in this Hobie award-winning custom home in St. John's Peak - where luxury homes are beautifully set in the hills of Kent, CT. This modern farmhouse built in 2022 offers the perfect balance of sophisticated design and low-maintenance functionality on over five private acres. An open floor plan with 9' ceilings and oversized windows is bathed in natural light and anchored by 8" white oak hardwood floors throughout that allow for a seamless flow between the dramatic living area with its floor-to-ceiling fireplace-and a stunning custom kitchen with Thermador appliances overlooking an expansive dining space. The primary suite serves as a private retreat on one wing of the home, while a dedicated guest wing with two additional bedrooms and a full bath provides flexibility for hosting visitors. With a 4-bedroom septic, a flex room on the main level can be utilized as an additional guest bedroom, private office, den, gym, or studio. An additional 2,714 sq ft of unfinished space on the lower level provides room to expand or store more than you can imagine.

39 Gorham 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
$7,400,000
6 Beds ⋅ 8 Baths ⋅ 24205691 MLS
Set on a plateau with panoramic, protected views, West Wind Hill is a masterfully crafted estate spanning 391 acres that straddles the Connecticut and New York border. Reached by a private, gated drive that winds past old stonewalls, open meadow, and a serene pond, the property offers a level of privacy rarely found within two hours of New York City. The stone-and-shingle residence was built with singular attention to craft: the architect camped on site before construction began to orient the home for the finest light and views in every season, and the estate's stonework, including a 20-foot great room fireplace, was quarried directly from the hilltop on which the house sits. Reclaimed chestnut floors, hand-detailed millwork, and banks of French doors and windows run throughout the roughly 8,919-square-foot residence, which includes six bedrooms, a paneled library, a chef's kitchen with its own massive stone hearth, a billiard room, a media room, and a wine cellar with tasting room. The primary suite occupies a private wing of the main level. A stone-and-gunite pool and pool house with full kitchen, plus two stone barns, complete the grounds, which also include hiking trails, open meadows, and a pond.

33 Nodine Pasture 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
$489,000
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
$2,795,000
3 Beds ⋅ 4 Baths ⋅ 24204321 MLS
Tucked on a hilltop in sought-after South Kent, this handsome Colonial offers the kind of privacy and view that rarely comes to market - 14+ acres of quiet woodland framing breathtaking sunset vistas over the Litchfield Hills. Inside, chic interiors balance classic New England character with a modern sensibility. The heart of the home is a true chef's kitchen with soapstone counters, an oversized island with seating, and a butler's pantry for effortless entertaining. It flows naturally into a glass-walled dining room, which in turn opens onto a bluestone patio and outdoor grill station, where the long mountain views take center stage. Both a cozy den and a living room anchored by a fireplace spill out to a screened porch, blurring the line between indoors and out. Upstairs, a serene primary suite is joined by two additional ensuite bedrooms, while the finished lower level adds a fourth ensuite bedroom, laundry room creating flexible space for family and friends, plus a two car garage. Rounding out the property is a handsome detached barn with four stalls, ready to become a party barn, studio, or return to its equestrian roots. A rare offering of privacy, view, and turnkey living in one of Litchfield County's most desirable areas.

81-B Geer Mountain Rd, Kent
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 24201595 MLS
Welcome to Hawksview, an extraordinary private sanctuary nestled amongst the trees with a warm and woodsy feel. Located on a private country road in the prestigious estate section of Kent, this stunning retreat offers low taxes with 26.7 acres of land in forestry (Forestry 490). Prepare to be captivated by amazing views from almost every angle of this home, which features soaring ceilings throughout. The interior boasts a chef's kitchen with granite countertops and gorgeous skylights with an adjacent dining area that feels like a greenhouse. The cozy, yet versatile layout, includes a primary suite with vaulted ceilings, a dressing room, deck access, and an ensuite bathroom with a steam shower and Jacuzzi tub. The living room beckons for gatherings around the wood burning stove and generous windows lend all season distant views of The Appalachian Trail, Macedonia State Park, and St. John's Rock Ledges. Outside, the wraparound deck invites you to entertain and follow the sun. With a lower level workshop and 2 car garage, one can enjoy fun projects right at home. An outdoor enthusiast's paradise, the property features private trails that lead directly to Cobble Brook Vista conservancy trails. Enjoy the ultimate private mountain retreat just 4 minutes to the center of Kent and 6 minutes to Kent Falls. This exceptional location is also just 20 minutes to Mohawk Ski Area (and a short drive to other nearby ski areas) and 20 minutes to Wassaic Station for easy train service to NYC

91 Muller Rd, Kent
$825,000
24200280 MLS
This beautiful lot, on the most pristine lake in all of CT is now for sale. With 506 feet of direct waterfront, this 5.50 acres is in a neighborhood that rarely becomes available. The leeching fields for a 6- bedroom house are in, although the tank is still to be installed. Surveys, engineering studies, approvals, and an initial rough house plan are available, but need updated approval. A lot of the work has been done, and now simply needs a new owner's vision and execution. This really is special.

Spectacle Ridge Road, Kent
$2,350,000
24202149 MLS
138 +/- acres of open pasture, mature forest, and rare privacy in South Kent. The land offers multiple potential building sites for a country getaway, along a scenic road with sweeping, seemingly infinite views. A shared driveway crosses the lower portion of the property, providing access to Hatch Pond, great for fishing or kayaking. The upper section features an open 8-acre pasture, with an additional 2-acre pasture nearby. Minutes to Bulls Bridge Golf Club and just a short hop to Metro-North to NYC, this is a rare offering of scale and setting in the Litchfield Hills.

Spooner Hill Rd, Kent
$5,250,000
24201971 MLS
The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully composed landscapes ensure every season reveals a new perspective. Two parcels define the property's flexibility. The principal Sharon homesite occupies a commanding elevation and includes architectural design plans by architect, Scot Samuelson, AIA, NCARB for a 5,000+ sq ft residence. The 2nd parcel is in Kent & Sharon, reached by its own private drive. It rests quietly on the edge of a woodland above the brook and in the meadow below the principal Sharon site. Throughout the estate, thoughtful infrastructure has been integrated into the landscape, while historic woodland roads, stone walls, specimen trees, perennial gardens, fountains, scenic overlooks, and a distinctive 40 tree orchard create a landscape of exceptional beauty and permanence. Convenient access to NYC by car or train.

Kent
$455,000
2 Beds ⋅ 2 Baths ⋅ 24197021 MLS ⋅ Kent Hills Condo I BLDG.
A premier opportunity awaits in the center of Kent's lively village, merely steps away from local dining and shopping. This pristine two-bedroom Kent Hills condominium features a bright kitchen that opens directly into a spacious living and dining area centered around a cozy fireplace. Each of these rooms leads out to a deck - perfect for unwinding or hosting guests. The primary bedroom provides ample room for a dedicated home office, sharing a nicely finished full bathroom with the second bedroom. An additional half-bath and in-unit laundry bring extra convenience and ease to daily living, ensuring this inviting home is as functional as it is charming.

80 N Main St Unit 5B5, 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
Start Your Search

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.