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Kent, CT Houses for Sale

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  • /39

    $2,250,000

    • 4 Beds
    • 3.5 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 Wolfe gas range and Bosch refrigerator and

    Joe Chemero Coldwell Banker Realty

    168 Cobble Rd, Kent, CT 06757
  • /34

    $2,495,000

    • 4 Beds
    • 3.5 Baths
    • 3,421 Sq Ft

    19 Old Paddock Ln, South Kent, CT 06785

    Welcome to Slot Canyon featuring unparalleled luxury in this new construction, modern contemporary home, perfectly situated in the prestigious neighborhood of St. John's Peak. One of Kent's most sought-after neighborhoods, with proximity to top-tier schools, gourmet restaurants, and unique shopping experiences. At 19 Old Paddock Lane, state-of-the-art design meets eco-conscious living, creating

    Phil Fox William Pitt Sotheby's Int'l

    19 Old Paddock Ln, 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
  • /31

    $1,379,000

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft

    15 Stonewall, Kent, CT 06757

    Tucked on a private and level 12+ acre lot flanked by stone walls in the St. John's Peak neighborhood of Kent is this brand new, custom-built home at 15 Stonewall Lane. Constructed with thoughtful design and high-end craftsmanship that is the hallmark of this builder and development team, the exterior is reminiscent of a modern English country home with dormers, glass doors, and a full-width

    Meo VELDHUIZEN Fieldhouse Country Properties, LLC

    15 Stonewall, 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
  • /32

    $649,000

    • 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
  • /18

    $1,395,000

    • 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
  • /19

    $475,000

    • 2 Beds
    • 2 Baths
    • 2,480 Sq Ft

    128 S Kent Rd, South Kent, CT 06785

    Chic Contemporary Cottage in South Kent is in perfect turn key condition and loaded with Style! The cottage interior features an open floor plan with vaulted ceilings and gleaming wood floors. The Great Room section of the Cottage comprises of Living room with Fireplace, Dining room and a high end kitchen designed by a chef with stainless steel appliances and a center island with seating. Access

    Dave Fairty Regency Real Estate, LLC

    128 S Kent Rd, South Kent, CT 06785
  • /26

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 1,992 Sq Ft

    12 Spectacle Ridge Rd, South Kent, CT 06785

    "Best In Class" Lake Property just 10 minutes from the vibrant center of Kent, CT. Rare opportunity to purchase a property with access to South Spectacle Lake which is a pristine Crystal Clear 85-acre, spring-fed lake perfect for fishing, swimming and boating. This property is located within an enclave of approximately 20 homes that have use of a community private beach, recreation area,

    Peter Klemm Klemm Real Estate Inc

    12 Spectacle Ridge Rd, South Kent, CT 06785
  • /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    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

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • /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

Why Live in Kent

Kent is a rural community in Litchfield County, Connecticut, characterized by woods, mountains, and rolling hills. It serves as a popular weekend retreat for New York metro area residents, with thousands of acres designated as land trust open space or state parks. The village center is the hub of local activity, featuring historic Colonial and Victorian-style homes converted into boutiques, restaurants, and art galleries. Dining options include Kingsley Tavern, Villager Restaurant, and Fife ‘n Drum, while 45 On Main offers coffee and homemade chocolate. Davis IGA provides organic produce, and farm stands are common in summer. Kent is known for its outdoor attractions, including Kent Falls State Park, Macedonia Brook State Park, and Pond Mountain Natural Area. The Housatonic River offers world-class fly fishing, and the Appalachian Trail runs through the area. Nearby Lake Waramaug provides fishing, boating, and golfing opportunities. Kent Center School and Housatonic Valley Regional High School are highly rated public schools, while Kent School, South Kent School, and Marvelwood School are prestigious boarding schools. Community events include Kent Sidewalk Sale Days, the Kent Pumpkin Run, and festive holiday celebrations. Main Street connects to U.S. Route 7, offering a two-hour drive or train ride to New York City, with New Haven and Hartford about 90 minutes away. Kent is safer than the national average, making it a desirable location for residents and visitors alike.

Home Trends in Kent, CT

Housing Trends

Median Sale Price
$440,000
Median Single Family Sale Price
$680,000
Median 2 Bedroom Sale Price
$440,000
Average Price Per Sq Ft
$436
Number of Homes for Sale
10
Last 12 months Home Sales
28
Months of Supply
4.30
Median List Price
$524,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-25%
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