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Kent, CT Houses for Sale

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  • /40

    $1,650,000

    $145K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,790 Sq Ft

    168 Cobble Rd, Kent, CT 06757

    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

    Steve Pener William Pitt Sotheby's Int'l

    168 Cobble Rd, Kent, CT 06757
  • /40

    $1,139,000

    • 4 Beds
    • 4 Baths
    • 4,442 Sq Ft

    11 Stone Fences Ln, Kent, CT 06785

    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

    Alan O'Doherty William Pitt Sotheby's Int'l

    11 Stone Fences Ln, Kent, CT 06785
  • /40

    $6,500,000

    $2M PRICE DROP
    • 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
  • /40

    $1,250,000

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

    178 Carter Rd, Kent, CT 06757

    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 Reiss Elyse Harney Real Estate

    178 Carter Rd, Kent, CT 06757
  • /32

    $475,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,680 Sq Ft

    39 Johnson Rd, Kent, CT 06757

    Charming Country Cottage in the Heart of Kent Tucked away on a peaceful private road just a short walk from the vibrant village of Kent. This charming country cottage offers the perfect blend of privacy, convenience, and classic New England character. Surrounded by picturesque meadows and mountain views and located near the scenic Housatonic River, this home provides a tranquil setting while

    Rebecca Ward William Pitt Sotheby's Int'l

    39 Johnson Rd, Kent, CT 06757
  • /40

    $915,000

    • 4 Beds
    • 3 Baths
    • 2,380 Sq Ft

    221 Segar Mountain Rd, Kent, CT 06757

    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

    Deborah Bain Bain Real Estate

    221 Segar Mountain Rd, Kent, CT 06757
  • /40

    $7,500,000

    $500K PRICE DROP
    • 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
  • /27

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,658 Sq Ft

    60 Muller Rd, Kent, CT 06757

    Architect designed renovation, this wonderful house, situated back from the road on 10 private acres, is special. Wrap- around deck, floor -to -ceiling windows, and an active, babbling brook below the house that you can hear when the weather permits. Large primary suite with private balcony overlooking the brook, an ensuite bath , and private office. Modern, wood- burning stove in the bedroom

    Deborah Bain Bain Real Estate

    60 Muller Rd, Kent, CT 06757
  • /34

    $699,000

    $176K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    103 Geer Mountain Rd, South Kent, CT 06785

    Set well back from the road across Bull Mountain Brook is this incredibly private brookside home on South Kent's lauded Geer Mountain Rd. Perched over the brook the house offers 1750 sq. ft. of wood floors, three fireplaces, open floorplan and plenty of windows for views and sunlight. There are three bedrooms with the primary on the main level for ease and comfort. The screened porch offers a

    Chris Garrity Bain Real Estate

    103 Geer Mountain Rd, South Kent, CT 06785
  • /28

    $1,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,541 Sq Ft

    9 Old Paddock Ln, South Kent, CT 06785

    Set on 14+ private acres abutting Connecticut State land, this chic three-bedroom farmhouse offers the kind of quiet that's increasingly hard to find - and interiors that make you want to stay. The main floor is built around an open, light-filled plan that flows naturally from a chef's kitchen, featuring shaker-style cabinetry, butcher block counters, a farmhouse sink, and a professional range,

    Steve Pener William Pitt Sotheby's Int'l

    9 Old Paddock Ln, South Kent, CT 06785
  • /39

    $550,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,305 Sq Ft

    25 Bald Hill Rd, South Kent, CT 06785

    Kent Retreat - Amazing Value with $50K Price Reduction Owner's Good Faith Gesture: $50,000 Price Drop The owner demonstrates good faith by acknowledging roof and siding repairs needed and has dropped the price $50,000 to reflect these costs and market shifts. This represents amazing value for a discerning buyer. Important note: No active history of roof leaks. Cost estimates in hand with a

    Bonnie Bevans BRealEstate.net

    25 Bald Hill Rd, South Kent, CT 06785
  • /20

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    Unlisted Address

    Great opportunity to remodel a home in Kent. situated on a private road just North of Town. Built in 1991 this 3BR, 2 bath Ranch home is being sold "AS IS". Seller will make no repairs. Full basement with walk-out. Reports available: Radon, Septic and Home Inspection.

    William Downes Gooseboro Realty

    Unlisted Address
  • /39

    $1,095,000

    • 5 Beds
    • 3.5 Baths
    • 2,502 Sq Ft

    321 Kent Cornwall Rd, Kent, CT 06757

    Built in 1830 and set on 3.5 private acres abutting hundreds of acres of Connecticut State land, this five-bedroom Colonial is a rare find, a property where history, privacy, and natural beauty converge. Jaw-dropping sunset views set the tone from the moment you arrive. Inside, a recently updated kitchen anchors the main level, opening to a well-proportioned dining room made for long dinners with

    Steve Pener William Pitt Sotheby's Int'l

    321 Kent Cornwall Rd, Kent, CT 06757
  • /33

    $378,000

    • 3 Beds
    • 2 Baths
    • 1,944 Sq Ft

    433 Kent Cornwall Rd Unit 22, Kent, CT 06757

    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

    Chris Garrity Bain Real Estate

    433 Kent Cornwall Rd Unit 22, Kent, CT 06757
  • /40

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 4,869 Sq Ft

    67 N Main St, Kent, CT 06757

    Steeped in history and radiating timeless elegance, this 1870 Victorian masterpiece stands as one of Kent's most grand and storied residences. Boasting a striking architectural facade, this magnificent home welcomes you into its grand entrance, featuring soaring ceilings and beautiful woodwork that flows throughout the entire property. Throughout its rich past, this versatile estate has been

    Phil Fox William Pitt Sotheby's Int'l

    67 N Main St, Kent, CT 06757
  • /36

    $975,000

    Open Sun 11AM - 1PM $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,472 Sq Ft

    15 Studio Hill Cir, Kent, CT 06757

    An exquisite three-bedroom Cape-style residence, this property is poised upon four pristine acres on Studio Hill. Constructed in 1990 and meticulously enhanced by an expansive great room addition in 1993, this move-in ready home offers a sophisticated blend of classic design and modern amenity. The sun-drenched, open concept floor plan commences with a welcoming living room, anchored by a

    Kim D'Andrea William Pitt Sotheby's Int'l

    15 Studio Hill Cir, Kent, CT 06757
  • /30

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,777 Sq Ft

    33 Stone Fences Ln, South Kent, CT 06785

    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,

    Alan O'Doherty William Pitt Sotheby's Int'l

    33 Stone Fences Ln, South Kent, CT 06785
  • /32

    $2,195,000

    $155K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,465 Sq Ft

    14 Straight Rd, Kent, CT 06757

    Two Houses, Long Views, and 15.66 Private Acres-- A rare Litchfield County offering in the exclusive Kent Estate area of South Kent: two distinct homes on 15.66 secluded acres with views over Kent Hollow, a brook running through the property, and privacy that's nearly impossible to find today. The main house is a 3,400 sq ft contemporary built for light and landscape - walls of glass frame long

    Jeff Phillips William Pitt Sotheby's Int'l

    14 Straight Rd, Kent, CT 06757
  • /40

    $1,495,000

    • 4 Beds
    • 3.5 Baths
    • 2,832 Sq Ft

    14 Flanders Ln, Kent, CT 06757

    First time ever on the market: this custom Contemporary abuts hundreds of acres of conserved land owned by the State of Connecticut, offering sweeping pastoral views and exceptional privacy less than five minutes from Kent Village Center. Inside the ~2,800 sq ft main house, an open floor plan blends with sophisticated country character. The main level kitchen is light-filled with breakfast bar

    Steve Pener William Pitt Sotheby's Int'l

    14 Flanders Ln, 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.

Single Family Home Price Trends

Median Home Price
$985,000
Median 3-Bedroom Home Price
$583,500
Median 4-Bedroom Home Price
$1,495,000
Median 5-Bedroom Home Price
$1,095,000
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