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Kent, CT Houses for Sale

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  • /40

    $2,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,392 Sq Ft

    14 Straight Rd, Kent, CT 06757

    AAA location in Kent Hollow just west of Lake Waramaug. Extremely private 15+ acres at end of Straight Road with 3 bedroom, 2.5 bath main residence and 2 bedroom, 2 bath guesthouse. Primary house sits high on the property down a long driveway with views of Kent Hollow ridgelines. The 1950's modern style guesthouse is discretely located half way along the driveway. Features of the house include a

    Pels Matthews W. Raveis Lifestyles Realty

    14 Straight Rd, Kent, CT 06757
  • /40

    $1,850,000

    • 4 Beds
    • 4.5 Baths
    • 3,790 Sq Ft

    168 Cobble Rd, Kent, CT 06757

    Welcome to 168 Cobble Rd! Better than new 4 bedroom custom colonial on 14.45 private acres with breathtaking mountain views. Enjoy your morning coffee and dramatic sunsets on your full length deck or private balcony. Open layout features chef's kitchen, soaring ceilings, beams, skylights, and lots of windows. The kitchen is fully equipped with Wolf gas range and Bosch refrigerator and dishwasher.

    Joe Chemero Coldwell Banker Realty

    168 Cobble Rd, Kent, CT 06757
  • /37

    $1,285,000

    • 1 Bed
    • 2 Baths
    • 1,056 Sq Ft

    178 Carter Rd, Kent, CT 06757

    Incredible opportunity in Kent featuring breathtaking westerly views and over 50 acres of land. The property offers a charming cottage with an open-concept living and kitchen area that leads out to an elevated deck, perfect for taking in the stunning mountain scenery. You can either expand the existing cottage or use it as a guest house while building your dream country home. Additionally,

    Steve Pener William Pitt Sotheby's Int'l

    178 Carter Rd, Kent, CT 06757
  • /21

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,933 Sq Ft

    39 Treasure Hill Rd, South Kent, CT 06785

    Dream retreat in South Kent on nearly 25 high acres with potential to create views of rolling hills to the west. Private and quiet on one of Kent's most prestigious and scenic roads, This quaint cottage style contemporary is nestled well off the road yet is only minutes to the vibrant New England Village of Kent and around the corner to Lake Waramaug for golf, tennis, swimming, hiking trails,

    Karen Casey William Pitt Sotheby's Int'l

    39 Treasure Hill Rd, South Kent, CT 06785
  • /37

    $2,300,000

    • 4 Beds
    • 5 Baths
    • 5,512 Sq Ft

    221 Fuller Mountain Rd, Kent, CT 06757

    As you approach this radiant modern homestead, a gracefully winding driveway crosses the picturesque Jack brook on a newly restored wood trestle bridge, framed by specimen trees and meticulously crafted stonework, creating a breathtaking entrance. The home's expansive design seamlessly blends indoor and outdoor living, offering a harmonious flow throughout. At its heart, a striking stone

    Holly Leibrock Elyse Harney Real Estate

    221 Fuller Mountain Rd, Kent, CT 06757
  • /26

    $1,750,000

    • 3 Beds
    • 3 Baths
    • 2,272 Sq Ft

    278A Kent Cornwall Rd, Kent, CT 06757

    Utterly Magical Kent Compound with Pool. c1850 2-3 Bedroom, 3 Bath Main House with High Ceilings, 3 Fireplaces & Wonderful Period Details. Separate Grand Antique Party Barn/Guest House with 1 Bedroom & 2 Full Baths; High Ceilings; Beams & Views. Central Gunite Pool with Cabana & 2-Car Garage. Less than 5 Min to the Center of Kent CT & 20 Min to Metro North Train.

    Graham Klemm Klemm Real Estate Inc

    278A Kent Cornwall Rd, Kent, CT 06757
  • /37

    $1,500,000

    • 4 Beds
    • 3.5 Baths
    • 6,000 Sq Ft

    13 Cobble Heights Rd, Kent, CT 06757

    Nestled on 8 private acres with a pond, on a private road, this house is in the picturesque town of Kent, CT. The home has 10 rooms including 4 bedrooms, 3 full bathrooms and 2 half baths. A large guest wing with a separate entrance includes a sitting/living room, 1 bedroom and a full bathroom. There are 3 beautiful stone fireplaces that provide warmth and ambiance to the living room, kitchen and

    Janet Nelson William Pitt Sotheby's Int'l

    13 Cobble Heights Rd, Kent, CT 06757
  • /18

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    441 Segar Mountain Rd, South Kent, CT 06785

    This spacious ranch style house has a new roof, new vinyl siding, some new windows and new deck plus covered front porch. Remodeled eat in kitchen has white shaker style cabinets with granite counter tops, hardwood flooring and stainless steel appliances. Living room has bay window, hardwood floors and fireplace. Two good size bedrooms plus two fully remodeled bathrooms. Formal dining room. There

    Barry Mackiewicz A-Gold Action Realty

    441 Segar Mountain Rd, South Kent, CT 06785
  • /25

    $630,000

    • 4 Beds
    • 2.5 Baths
    • 2,469 Sq Ft

    132 S Kent Rd, South Kent, CT 06785

    Don't miss this 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

    Steve Pener William Pitt Sotheby's Int'l

    132 S Kent Rd, South Kent, CT 06785
  • /31

    $595,000

    • 5 Beds
    • 3 Baths
    • 2,596 Sq Ft

    310 S Kent Rd, South Kent, CT 06785

    This captivating antique property, located in South Kent, is a treasure trove of history, set against the backdrop of Kent's rolling hills. The residence, rich in character, features original details that tell a story of craftsmanship and care. Some of the details that offer a unique nod to the past, include hand-hewn beams, repurposed from a local barn and heart pine hardwood floors that have

    Phil Fox William Pitt Sotheby's Int'l

    310 S Kent Rd, South Kent, CT 06785
  • /40

    $8,000,000

    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "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

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • /35

    $1,275,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 2,736 Sq Ft

    30 Studio Hill Cir, Kent, CT 06757

    This home offers the best of the Litchfield Hills lifestyle - spacious acreage, historic New England charm, and proximity to both New York City and Boston. Beautiful contemporary on 3.3 private acres surrounded on three sides by protected Open Space, providing exceptional privacy and views of pastures and hills, but a quick drive to downtown Kent. The great room (living room/ dining room) has an

    Deborah Bain Bain Real Estate

    30 Studio Hill Cir, Kent, CT 06757

Why Live in Kent

Kent, CT, is a rural community in Litchfield County known for its scenic woods, mountains, and rolling hills. This area is popular among weekenders from the New York metro area, drawn by its thousands of acres of land trust open spaces and state parks. The local real estate market features historic and modern homes, with properties ranging from the 1700s to the 2000s. However, availability is limited, and homes tend to sell quickly. Kent's natural attractions include the Housatonic River, Kent Falls State Park, Macedonia Brook State Park, and an entry point to the Appalachian Trail. The village center, lined with century-old Colonial and Victorian-style homes, hosts local shops, restaurants, and art galleries. Dining options include Kingsley Tavern, Villager Restaurant, and Fife ‘n Drum, while Davis IGA offers organic produce. Kent Center School and Housatonic Valley Regional High School are highly rated, along with boarding schools Kent School, South Kent School, and Marvelwood School. Community events such as Kent Sidewalk Sale Days, the Kent Pumpkin Run, and holiday celebrations add to the town's charm. Kent is approximately two hours from New York City by car or train, with New Haven and Hartford about 90 minutes away.

Home Trends in Kent, CT

Housing Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$520,000
Median 2 Bedroom Sale Price
$439,500
Average Price Per Sq Ft
$395
Number of Homes for Sale
8
Last 12 months Home Sales
28
Months of Supply
3.40
Median List Price
$497,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-45%
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