1,968

Kent, CT Homes

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  • 0 W Woods Rd Unit 2, Kent, CT 06757
    0 W Woods Rd Unit 2, Kent, CT 06757
    0 W Woods Rd Unit 2, Kent, CT 06757
    /6

    $185,000

    • Land
    • 6.3 Acres
    • $29,365 per Acre

    0 W Woods Rd Unit 2, Kent, CT 06757

    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

    Chris Garrity Bain Real Estate

    0 W Woods Rd Unit 2, Kent, CT 06757
  • 80 N Main St Unit 2A1, Kent, CT 06757

    $310,000

    Sold Mar 19, 2026

    80 N Main St Unit 2A1, Kent, CT 06757

    • 1 Bed
    • 1 Bath
    • 858 Sq Ft
    • Built 1971

    Last Sold Summary

    • 4% Above List Price
    • $361/SF
    • 36 Days On Market

    Current Estimated Value $301,705

    Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

    80 N Main St Unit 2A1, Kent, CT 06757
    • 11 Woodin Rd, Kent, CT 06757

      Est $814,934

      Not Listed For Sale

      11 Woodin Rd, Kent, CT 06757

      • 2 Beds
      • 2.5 Baths
      • 3,066 Sq Ft
      • Built 2001
      11 Woodin Rd, Kent, CT 06757

      Last Sold Summary

      • 3% Above List Price
      • $259/SF
      • 24 Days On Market
      • Last Sold Price $795,000
      • Jul 16, 2024

      Last Listing Agent Rebecca Ward William Pitt

  • 308 Skiff Mountain Rd, Kent, CT 06757
    308 Skiff Mountain Rd, Kent, CT 06757
    308 Skiff Mountain Rd, Kent, CT 06757
    /18

    $995,000

    $255K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 3,296 Sq Ft

    308 Skiff Mountain Rd, Kent, CT 06757

    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

    John Harney William Pitt Sotheby's Int'l

    308 Skiff Mountain Rd, Kent, CT 06757
  • 45 Stone Fences Ln, Kent, CT 06785

    $850,000

    Sold May 20, 2025

    45 Stone Fences Ln, Kent, CT 06785

    • 3 Beds
    • 2.5 Baths
    • 2,488 Sq Ft
    • Built 1995

    Last Sold Summary

    • 8% Above List Price
    • $342/SF
    • 17 Days On Market

    Current Estimated Value $865,624

    Last Listing Agent Rebecca Ward William Pitt Sotheby's Int'l

    45 Stone Fences Ln, Kent, CT 06785
    • 9 Segar Mountain Rd, Kent, CT 06757

      Est $357,302

      Not Listed For Sale

      9 Segar Mountain Rd, Kent, CT 06757

      • 2 Beds
      • 1 Bath
      • 893 Sq Ft
      • Built 1950
      9 Segar Mountain Rd, Kent, CT 06757

      Last Sold Summary

      • 10% Above List Price
      • $364/SF
      • 17 Days On Market
      • Last Sold Price $325,000
      • Jan 30, 2025

      Last Listing Agent Emma Fehr William Raveis Real Estate

  • 11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    /7

    $400,000

    • Land
    • 7.14 Acres
    • $56,022 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot offers a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • 73 Kent Cornwall Rd, Kent, CT 06757

    $381,000

    Sold Oct 17, 2025

    73 Kent Cornwall Rd, Kent, CT 06757

    • 2 Beds
    • 1 Bath
    • 718 Sq Ft
    • Built 1930

    Last Sold Summary

    • 9% Above List Price
    • $531/SF
    • 37 Days On Market

    Current Estimated Value $380,906

    Last Listing Agent Shannon Tully McGrath Realty Inc.

    73 Kent Cornwall Rd, Kent, CT 06757
    • 34 Macedonia Brook Rd, Kent, CT 06757

      Not Listed For Sale

      34 Macedonia Brook Rd, Kent, CT 06757

      • 4 Beds
      • 4.5 Baths
      • 6,251 Sq Ft
      • Built 2004
      34 Macedonia Brook Rd, Kent, CT 06757

      Last Sold Summary

      • $440/SF
      • 183 Days On Market
      • Last Sold Price $2,750,000
      • Feb 15, 2024

      Last Listing Agent Chris Garrity Bain Real Estate

  • 262 Kent Cornwall Rd, Kent, CT 06757
    262 Kent Cornwall Rd, Kent, CT 06757
    262 Kent Cornwall Rd, Kent, CT 06757
    /17

    $1,095,000

    • 3 Beds
    • 2 Baths
    • 2,244 Sq Ft

    262 Kent Cornwall Rd, Kent, CT 06757

    Set well back from the road on more than 29 private acres, this single-level three-bedroom home offers something increasingly rare in Litchfield Hills: commanding western views, serious acreage, and the freedom to make it entirely your own. Originally built in 1962 with genuine mid-century sensibility, the home is low-slung and organized around an open living concept with a fireplace, dining

    Steve Pener William Pitt Sotheby's Int'l

    262 Kent Cornwall Rd, Kent, CT 06757
  • 80 N Main St Unit 6, Kent, CT 06757

    $545,000

    Sold Nov 25, 2025

    80 N Main St Unit 6, Kent, CT 06757

    • 3 Beds
    • 2 Baths
    • 1,502 Sq Ft
    • Built 1980

    Last Sold Summary

    • 10% Above List Price
    • $363/SF
    • 40 Days On Market

    Current Estimated Value $542,911

    Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

    80 N Main St Unit 6, Kent, CT 06757
    • 16 Elizabeth St Unit 19, Kent, CT 06757

      Est $325,484

      Not Listed For Sale

      16 Elizabeth St Unit 19, Kent, CT 06757

      • 2 Beds
      • 1.5 Baths
      • 1,232 Sq Ft
      • Built 1980
      16 Elizabeth St Unit 19, Kent, CT 06757

      Last Sold Summary

      • 14% Above List Price
      • $232/SF
      • 37 Days On Market
      • Last Sold Price $285,500
      • Feb 26, 2025

      Last Listing Agent Lisa Bowman Coldwell Banker Realty

  • 23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook Rd, Kent, CT 06757
    /40

    $6,995,000

    $1M 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
  • 13 Cobble Heights Rd, Kent, CT 06757

    $1,375,000

    Sold Feb 06, 2026

    13 Cobble Heights Rd, Kent, CT 06757

    • 4 Beds
    • 3.5 Baths
    • 6,000 Sq Ft
    • Built 1988

    Last Sold Summary

    • 63% Below List Price
    • $229/SF
    • 568 Days On Market

    Current Estimated Value $1,412,101

    Last Listing Agent Janet Nelson William Pitt Sotheby's Int'l

    13 Cobble Heights Rd, Kent, CT 06757
    • 27 Maple St, Kent, CT 06757

      Est $408,295

      Not Listed For Sale

      27 Maple St, Kent, CT 06757

      • 3 Beds
      • 1.5 Baths
      • 1,280 Sq Ft
      • Built 1890
      27 Maple St, Kent, CT 06757

      Last Sold Summary

      • 6% Above List Price
      • $301/SF
      • 6 Days On Market
      • Last Sold Price $385,000
      • Dec 15, 2023

      Last Listing Agent Chris Garrity Bain Real Estate

  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /40

    $915,000

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

    Unlisted Address

    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

    Unlisted Address
  • Unlisted Address

    $1,300,000

    Sold May 21, 2025

    Unlisted Address

    • 3 Beds
    • 2.5 Baths
    • 2,714 Sq Ft
    • Built 2022

    Last Sold Summary

    • $479/SF
    • 9 Days On Market

    Last Listing Agent Sharisse Steiner William Raveis Real Estate

    Unlisted Address
    • 267 Kent Rd, Kent, CT 06757

      Est $466,270

      Not Listed For Sale

      267 Kent Rd, Kent, CT 06757

      • 3 Beds
      • 2 Baths
      • 1,669 Sq Ft
      • Built 1939
      267 Kent Rd, Kent, CT 06757

      Last Sold Summary

      • 10% Above List Price
      • $255/SF
      • 1 Day On Market
      • Last Sold Price $425,000
      • Jan 10, 2024

      Last Listing Agent Bonnie Bevans BRealEstate.net

  • 33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    /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
  • 3 Chase Hill Rd, Kent, CT 06757

    $265,000

    Sold Nov 14, 2025

    3 Chase Hill Rd, Kent, CT 06757

    • 2 Beds
    • 1 Bath
    • 780 Sq Ft
    • Built 1950

    Last Sold Summary

    • 10% Below List Price
    • $340/SF
    • 105 Days On Market

    Current Estimated Value $272,879

    Last Listing Agent Deborah Bain Bain Real Estate

    3 Chase Hill Rd, Kent, CT 06757
    • 3 Cobble Heights Rd, Kent, CT 06757

      Est $871,962

      Not Listed For Sale

      3 Cobble Heights Rd, Kent, CT 06757

      • 4 Beds
      • 3 Baths
      • 2,282 Sq Ft
      • Built 1984
      3 Cobble Heights Rd, Kent, CT 06757

      Last Sold Summary

      • 3% Above List Price
      • $372/SF
      • 15 Days On Market
      • Last Sold Price $850,000
      • Sep 12, 2023

      Last Listing Agent Ann Stettner Neil Charles Real Estate

  • 270 Kent Hollow Rd, Kent, CT 06757
    270 Kent Hollow Rd, Kent, CT 06757
    270 Kent Hollow Rd, Kent, CT 06757
    /38

    $3,995,000

    • 4 Beds
    • 5.5 Baths
    • 4,751 Sq Ft

    270 Kent Hollow Rd, Kent, CT 06757

    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

    Stacey Matthews W. Raveis Lifestyles Realty

    270 Kent Hollow Rd, Kent, CT 06757
  • 6 Lee Cir, Kent, CT 06757

    $690,000

    Sold Jul 30, 2025

    6 Lee Cir, Kent, CT 06757

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft
    • Built 1996

    Last Sold Summary

    • 8% Below List Price
    • $343/SF
    • 56 Days On Market

    Current Estimated Value $698,938

    Last Listing Agent Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
    • 12 Birch Hill Ln, Kent, CT 06757

      Est $405,743

      Not Listed For Sale

      12 Birch Hill Ln, Kent, CT 06757

      • 2 Beds
      • 1 Bath
      • 1,378 Sq Ft
      • Built 1930
      12 Birch Hill Ln, Kent, CT 06757

      Last Sold Summary

      • 4% Below List Price
      • $308/SF
      • 15 Days On Market
      • Last Sold Price $424,500
      • Sep 27, 2024

      Last Listing Agent Dawn Hough Coldwell Banker Realty

  • 103 Geer Mountain Rd, South Kent, CT 06785
    103 Geer Mountain Rd, South Kent, CT 06785
    103 Geer Mountain Rd, South Kent, CT 06785
    /37

    $805,000

    $70K 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
  • 80 N Main St Unit 4A1, Kent, CT 06757

    $280,000

    Sold Nov 16, 2025

    80 N Main St Unit 4A1, Kent, CT 06757

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • Built 1975

    Last Sold Summary

    • 38% Below List Price
    • $229/SF
    • 100 Days On Market

    Current Estimated Value $323,743

    Last Listing Agent David Bain Bain Real Estate

    80 N Main St Unit 4A1, Kent, CT 06757
    • 25 Maple St, Kent, CT 06757

      Est $371,137

      Not Listed For Sale

      25 Maple St, Kent, CT 06757

      • 4 Beds
      • 2 Baths
      • 1,344 Sq Ft
      • Built 1900
      25 Maple St, Kent, CT 06757

      Last Sold Summary

      • 5% Above List Price
      • $264/SF
      • 82 Days On Market
      • Last Sold Price $355,000
      • Mar 19, 2024

      Last Listing Agent Matthew Miale KW Legacy Partners

  • 00 Upper Kent Hollow Rd, Kent, CT 06757
    00 Upper Kent Hollow Rd, Kent, CT 06757
    00 Upper Kent Hollow Rd, Kent, CT 06757
    /5

    $340,000

    $10K PRICE DROP
    • Land
    • 5.5 Acres
    • $61,818 per Acre

    00 Upper Kent Hollow Rd, Kent, CT 06757

    Approximately 5.5 acres in south Kent. This is a top location abutting major estates and just minutes to the state beach at Lake Waramaug and the Lake Waramaug County Club (beach, tennis, golf, clubhouse dining). This property is equi-distant between the charming villages of Kent, New Preston and Washington. Bring your architect and build your dream. 1 hour 45 minutes to NYC. Offer is subject to

    Stacey Matthews W. Raveis Lifestyles Realty

    00 Upper Kent Hollow Rd, Kent, CT 06757
  • 148 Kenmont Rd, Kent, CT 06785

    $493,000

    Sold Jul 11, 2025

    148 Kenmont Rd, Kent, CT 06785

    • 4 Beds
    • 2 Baths
    • 1,524 Sq Ft
    • Built 2012

    Last Sold Summary

    • 21% Below List Price
    • $323/SF
    • 95 Days On Market

    Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

    148 Kenmont Rd, Kent, CT 06785
    • 465 Segar Mountain Rd, South Kent, CT 06785

      Est $357,324

      Not Listed For Sale

      465 Segar Mountain Rd, South Kent, CT 06785

      • 2 Beds
      • 1 Bath
      • 1,444 Sq Ft
      • Built 1954
      465 Segar Mountain Rd, South Kent, CT 06785

      Last Sold Summary

      • 13% Above List Price
      • $218/SF
      • 46 Days On Market
      • Last Sold Price $315,000
      • Jun 12, 2024

      Last Listing Agent Lisa Briscoe William Raveis Real Estate

  • 24 Dolldorf Rd, Kent, CT 06757
    24 Dolldorf Rd, Kent, CT 06757
    24 Dolldorf Rd, Kent, CT 06757
    /34

    $985,000

    Under Contract
    • 2 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    24 Dolldorf Rd, Kent, CT 06757

    Custom-designed Modern Eyebrow Colonial, sited on 1.15 private acres of lush Litchfield County woodland off a quiet country road, close to Macedonia State Park, the Appalachian Trail, and everything that makes the Litchfield Hills worth coming home to. Step from the welcoming front porch into a sun-filled, open-concept main level designed for seamless entertaining and easy living. The great room

    Steve Pener William Pitt Sotheby's Int'l

    24 Dolldorf Rd, Kent, CT 06757
  • 80 N Main St Unit 1A1, Kent, CT 06757

    $400,000

    Sold Nov 17, 2025

    80 N Main St Unit 1A1, Kent, CT 06757

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft
    • Built 1971

    Last Sold Summary

    • 6% Below List Price
    • $327/SF
    • 52 Days On Market

    Current Estimated Value $413,277

    Last Listing Agent Toni Soule Daniel Soule Broker

    80 N Main St Unit 1A1, Kent, CT 06757
    • 49 Highland Rd, South Kent, CT 06785

      Est $622,525

      Not Listed For Sale

      49 Highland Rd, South Kent, CT 06785

      • 3 Beds
      • 2.5 Baths
      • 1,894 Sq Ft
      • Built 1993
      49 Highland Rd, South Kent, CT 06785

      Last Sold Summary

      • 39% Above List Price
      • $237/SF
      • 5 Days On Market
      • Last Sold Price $449,000
      • May 11, 2023

      Last Listing Agent Phil Fox William Pitt

  • 34 Kent Hollow Rd, South Kent, CT 06785
    34 Kent Hollow Rd, South Kent, CT 06785
    34 Kent Hollow Rd, South Kent, CT 06785
    /32

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,434 Sq Ft

    34 Kent Hollow Rd, South Kent, CT 06785

    Perched on seven private acres above Beaman Pond, this three-bedroom Colonial sits across from the East Kent Hamlet Nature Preserve. Relax on the deep front porch and take in a scenic view that is forever protected. Inside, wide-board wood floors and handsome exposed beams set the tone throughout. The main floor balances openness and intimacy: a vaulted living room with fireplace, a central

    Steve Pener William Pitt Sotheby's Int'l

    34 Kent Hollow Rd, South Kent, CT 06785
  • 392 Kent Hollow Rd, Kent, CT 06757

    $903,000

    Sold Jun 23, 2025

    392 Kent Hollow Rd, Kent, CT 06757

    • 3 Beds
    • 2.5 Baths
    • 1,896 Sq Ft
    • Built 2021

    Last Sold Summary

    • 30% Below List Price
    • $476/SF
    • 217 Days On Market

    Current Estimated Value $932,323

    Last Listing Agent Steve Pener William Pitt Sotheby's Int'l

    392 Kent Hollow Rd, Kent, CT 06757
    • 211 Kent Rd, Kent, CT 06757

      Not Listed For Sale

      211 Kent Rd, Kent, CT 06757

      • 4 Beds
      • 3.5 Baths
      • 2,951 Sq Ft
      • Built 1850
      211 Kent Rd, Kent, CT 06757

      Last Sold Summary

      • $407/SF
      • 95 Days On Market
      • Last Sold Price $1,200,000
      • Mar 11, 2024

      Last Listing Agent Pels Matthews W. Raveis Lifestyles Realty

  • 0 Gorham Rd Unit 24138133, Kent, CT 06757
    0 Gorham Rd Unit 24138133, Kent, CT 06757
    0 Gorham Rd Unit 24138133, Kent, CT 06757
    /4

    $365,000

    • Land
    • 6.61 Acres
    • $55,219 per Acre

    0 Gorham Rd Unit 24138133, Kent, CT 06757

    Gorham Mountain property ready for your dream home! Over 6 acres in a Private setting with mature trees and an amazing location. We have different plans available and can price out a build of your choice.

    Justin Bradley Coldwell Banker Realty

    0 Gorham Rd Unit 24138133, Kent, CT 06757
  • 16 Botsford Rd, Kent, CT 06757

    $590,000

    Sold Aug 01, 2025

    16 Botsford Rd, Kent, CT 06757

    • 3 Beds
    • 2 Baths
    • 1,896 Sq Ft
    • Built 1992

    Last Sold Summary

    • 6% Below List Price
    • $311/SF
    • 34 Days On Market

    Current Estimated Value $634,865

    Last Listing Agent Sharon Hartwick William Pitt Sotheby's Int'l

    16 Botsford Rd, Kent, CT 06757
    • 122 Kent Hollow Rd, Kent, CT 06757

      Est $692,862

      Not Listed For Sale

      122 Kent Hollow Rd, Kent, CT 06757

      • 3 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1977
      122 Kent Hollow Rd, Kent, CT 06757

      Last Sold Summary

      • 17% Above List Price
      • $311/SF
      • 19 Days On Market
      • Last Sold Price $590,000
      • Jul 31, 2023

      Last Listing Agent Toni Soule Daniel Soule Broker

  • 6A Birch Hill Ln, Kent, CT 06757
    6A Birch Hill Ln, Kent, CT 06757
    6A Birch Hill Ln, Kent, CT 06757
    /24

    $275,000

    $75K PRICE DROP Pending
    • 4 Beds
    • 1.5 Baths
    • 1,792 Sq Ft

    6A Birch Hill Ln, Kent, CT 06757

    Welcome to 6A Birch Hill Lane in Kent, a rare opportunity to own a home with direct frontage on the scenic Housatonic River. If you have been dreaming about peaceful views, the sound of the water, and a setting that truly feels like an escape, this is it. This 4 bedroom, 1.5 bathroom home offers 1,792 square feet of living space with a layout that is both practical and full of potential. The main

    Mark Mermelstein eXp Realty

    6A Birch Hill Ln, Kent, CT 06757

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Connecticut Litchfield County Kent

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