$764,690Average Value$422Average Price per Sq Ft16Homes For Sale
Woods, mountains and rolling hills in Kent
Kent is a rural community in the woods, mountains and rolling hills of Litchfield County. The community on the far west side of Connecticut often serves as a second home for city dwellers. “I’d say our market is 95% weekenders from the New York metro area,” says Karen Casey, a broker with William Pitt Sotheby’s Realty who has lived in the area since 1975. “We have thousands of acres that are either registered as land trust open space or state parks, so it’s really nice being in a community with so much beautiful scenery.” Kent’s identity is molded in part by three boarding schools in the area, and much of the local activity revolves around the village center, home to several local businesses and community events.
With its cozy cafés, local boutiques, and outdoor beauty, Kent makes everyday life feel like a gentle escape.
Iron Mountain Reservation brings sweeping views and quiet wooded trails to the heart of Kent.
1/2
Historic and modern houses in low supply and high demand
Kent offers a range of houses built between the 1700s and 2000s. Availability is scarce, however. “We have more buyers than sellers, so when something comes on the market for $500,000 to $1 million, they tend to go quickly,” Casey says. Small homes on one or two acres can sell for $500,000 to $650,000, while larger houses on five or more acres range from $700,000 to over $1 million.
Alongside its modern retreats, Kent is dotted with charming colonial homes that highlight the town’s historic New England roots.
Kent’s housing mix includes a handful of sleek, contemporary builds that bring modern design to its classic New England landscape.
1/2
Fly-fishing, hiking the Appalachian Trail and exploring Kent Falls
With the Housatonic River running right through town, Kent is flush with state parks and mountainous nature reserves. “Cornwall, which is just north of here, is known for world-class fly fishing on the Housatonic River,” says Casey. “There are people who move here just for that.” Kent Falls State Park is a popular destination for locals and tourists looking to hike up or relax under the 250-foot cascading waterfall. Macedonia Brook State Park and Pond Mountain Natural Area are other common hiking spots with nature trails. Kent also has an entry point to the Appalachian Trail, which runs more than 2,100 miles from Maine to Georgia. Nearby Lake Waramaug has two state parks and opportunities for fishing, boating and country club golfing.
Lake Waramaug State Park gives Kent a serene winter escape where visitors can enjoy peaceful ice fishing on the frozen shoreline.
The Appalachian Trail runs straight through Kent, offering forested climbs, river views, and one of its most scenic stretches in Connecticut.
1/2
Local shops, restaurants and art galleries in the village center
Local businesses line Main Street in the village center, where century-old Colonial and Victorian-style homes have been converted into local boutiques, restaurants and art galleries. When dining out, locals can grab some pub grub on the patio at Kingsley Tavern, enjoy a blend of Mexican and American food at Villager Restaurant or head to Fife ‘n Drum for fine dining in a rustic atmosphere with rotating live piano music. 45 On Main serves coffee and homemade chocolate. For groceries, Davis IGA sells organic produce, which Casey says is in high demand for the community. “During the summer, you can travel the back roads and find lots of farm stands,” she says.
Fife ’n Drum is a beloved Kent landmark known for its fine dining, warm atmosphere, and nightly live piano music.
45 on Main brings Kent’s small‑town charm to life with handcrafted chocolates, great coffee, and a welcoming community vibe.
1/2
Highly rated public schools and three college prep boarding schools
Kindergarten through eighth-grade students attend Kent Center School, which receives an A grade from Niche and is ranked the best public middle school and fifth-best public elementary school in Litchfield County. Housatonic Valley Regional High School, rated B-plus, is a top high school for the arts. Kent’s three boarding schools include Kent School, South Kent School and Marvelwood School. Kent (all boys) and South Kent (coed) both receive an A-plus. Marvelwood receives an A and offers a co-ed education with about 80% boarding students and 20% locals. “It’s a very sophisticated community, and that’s the culture that comes from the preparatory schools," says Casey. "They play a nice role here and want to be part of the community, not an elitist that stays across the bridge. They invite the town to different events, whether it be music, lectures or sports.”
Kent Center School is a public PK–8 school in Kent, Connecticut, serving about 191 students on its Judd Avenue campus.
South Kent School is an all‑boys boarding school set on a sprawling 650‑acre hillside campus in Kent.
1/2
Kent Sidewalk Sale Days and holiday celebrations in the village center
Kent Sidewalk Sale Days is one of the biggest events, held the first day of August in the village center. “It’s like a festival of shoppers,” says Casey. “Everything is basically half off, and all the merchandise is put outside. It’s been a huge draw for over 30 years.” In October, people race in the scenic 5-mile Kent Pumpkin Run, some wearing costumes. Come December, the town embraces the holiday season. “The village center is gorgeous during Christmastime," says Casey. "All the businesses are lit up, mostly in white lights, and they decorate their shop windows and doors. You feel like you’re in a fairytale.”
Two hours to New York by car or train
Main Street is part of U.S. Route 7, which runs north and south through Connecticut and serves as the starting point to most destinations, including New York City, about two hours away. Commuters can also take Metro-North for a two-hour train ride into Manhattan. Other nearby cities include New Haven and Hartford, about 90 minutes away.
Written By
Nicolas Stuart
Photography Contributed By
Samantha Houtchens
Video By
Samantha Houtchens
Interested in learning more about homes in this area?
Reach out to
Shannon Tully,
an experienced agent in this area.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
On average, homes in Kent, CT sell after 114 days on the market compared to the national average of 58 days. The median sale price for homes in Kent, CT over the last 12 months is $515,000, up 17% from the median home sale price over the previous 12 months.
Housing Trends
Median List Price
$630,000
Median Sale Price
$515,000
Median Single Family Sale Price
$1,050,000
Median 2 Bedroom Sale Price
$408,000
Median Change From 1st List Price
3%
Last 12 months Home Sales
29
Median Home Sale Price YoY Change
17%
Average Price Per Sq Ft
$422
Area Facts
Number of Homes
874
Number of Homes for Sale
16
Median Year Built
1974
Months of Supply
6.60
Average Single Family Home Size Sq Ft
1,998
On par with the national average
1,933
Average Townhouse Size Sq Ft
1,647
Average 2 Bedroom Size Sq Ft
1,403
Average 1 Bedroom Size Sq Ft
875
Median Lot Size Sq Ft
43,560
Open Houses
Saturday, Jun 20
Open Sat 11AM - 2PM
$915,000
4 Beds
3 Baths
2,380 Sq Ft
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
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,
A charming brook tumbles through this easy and slightly elevated wooded parcel with considerable road frontage in the quiet Westwoods Neighborhood. Located across from a large beaver pond to which the property's brook flows and where wildlife abounds, the setting is perfect to build one's dream house and enjoy all of what nature has in store in the North West Corner of Connecticut. This parcel
Escape to this mountaintop retreat with sweeping, unobstructed views located off one of the most desirable scenic roads in the Litchfield Hills. Set in complete privacy, this four-bedroom home offers a perfect blend of comfort and sophistication with an open-concept layout designed for both relaxation and entertaining. The chef's kitchen, featuring a central island, flows seamlessly into a cozy
A remarkable 139-acre property located up on Skiff Mountain surrounded by 7,000 acres of protected lands. Most of the property is conserved under the Forest Legacy Program, with building envelopes to include the existing home, barns and detached garage. The value is simply the location and the home can either be renovated or torn down to prepare for building new. The home site overlooks a
8.22 acre parcel in private and exclusive St. John's Peak subdivision of Kent! Take the winding road through this peaceful and secluded area to find your future home site! With road frontage of 75 feet, the topography of this lot is mostly level, and it gently slopes down from the approved home site to the Mauwee Brook. 2004 Perc/Soil tests on file with the health district, was previously
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
Close to Kent's village shops and restaurants, this well-appointed townhouse offers the ease of in-town living with the feel of a private retreat. The main level centers on a light-filled living room with fireplace that opens to a spacious deck - a natural gathering spot with long sunset views. The formal dining room connects to a separate back deck, quiet and shaded, ideal for morning coffee.
"The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to
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
Liza ReissElyse Harney Real Estate
$915,000
4 Beds
3 Baths
2,380 Sq Ft
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
West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open
The home of former Editor and Chief of Travel + Leisure and House & Garden is now available to you. A rare architectural offering, this distinctive home blends contemporary design with timeless elegance. Expansive walls of glass flood the interiors with natural light, creating a seamless connection to the surrounding landscape & an immersive sense of living in nature. Enter through the dramatic
TIME TO PLAN YOUR SUMMER VACATION! OR RENT YEARLY! Available June and July. Call for Summer Pricing! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main
Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this Summer to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy
Spend your summer atop Skiff Mountain with a jaw-dropping views, hidden privacy a poolside paradise! Situated at over 1300 feet of elevation and beside expansive hay fields, this is the spot only the envied get to enjoy. Generations have enjoyed these breathtaking views from sunrise to sunset. Relax and take in the pastoral setting over a 10 acre hayfield that expands to miles of viewshed across
Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a
Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the
PRISTINE HALF DUPLEX, TWO BEDROOMS, ONE FULL BATH END UNIT WITH 750 SQ FT ON THE MAIN LEVEL AND 750 SQ FT IN THE LOWER LEVEL FOR STORAGE /UNFINISHED AREA, ALSO A LAUNDRY ROOM AND WASHER/DRYER HOOK-UP IS FOUND IN THE LOWER LEVEL.THE WATER AND LANDSCAPING ARE INCLUDED IN THE RENT. THE TENANT MUST HAVE EXCELLENT CREDIT (700+), AND PROOF OF INCOME. THE RENTAL IS VERY CLOSE TO KENT SCHOOL, KENT
Fantastic private Kent, CT home with oodles of space to enjoy. Lightly furnished rental that offers easy access to the village of Kent in a 3 acre wooded setting with a spacious lawn. The home has large rooms that provides considerable public space and ample bedrooms. There is plenty of rooms for offices and for living. Oak flooring throughout all in top condition. The country kitchen fits a full
Serene Countryside Retreat with Mountain Views. Escape to this picturesque 3-bedroom home nestled on 2.6 acres of gently sloping land, just 1.4 miles from the center of Kent. This tranquil oasis offers a perfect blend of natural beauty and modern comfort, making it an ideal retreat for those seeking peace and relaxation. The inviting living space boasts a wood-burning fireplace, perfect for cozy
Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by
Available 9/10/26 - 5/31/27 at $8,500 per month. Inquire about custom terms, more time, summer 2027 or annual terms. Inquire for details about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock with spacious lake side lawn. Canoe is available for use. 6 bedrooms (3 en-suite) with
Available Aug 10 - Sept 9, 2026 at $19,000 total. The only reason this great rental is available is that the current tenant has an emergency and has to back out. Please make offers. Inquire about custom terms/annual terms and about use of Luxury pontoon boat for cruising and waterskiing. Enjoy this chic and renovated home on glamorous Lake Waramaug. Walk across the street to the fabulous dock
Local Logic measures the walkability, access to public transit and bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
