Kent, CT Homes

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  $2,395,000

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

  14 Straight Rd, Kent, CT 06757

  Private Estate with Panoramic Views in Coveted Kent Hollow. Tucked at the end of a quiet country lane, this rare 15+ acre estate offers stunning views, complete privacy, and timeless New England charm. Perfectly perched to overlook the beauty of Kent Hollow, the property blends refined living with the tranquility of nature. The 4-bedroom, 4 bath (2 Full, 2 Half) main residence is designed for

  Pels Matthews W. Raveis Lifestyles Realty

  14 Straight Rd, Kent, CT 06757
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  $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 $379,219

  Last Listing Agent Shannon Tully McGrath Realty Inc.

  73 Kent Cornwall Rd, Kent, CT 06757
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  Est $1,277,986 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,236 Sq Ft

  2 Cobble Heights Rd, Kent, CT 06757

  2 Cobble Heights Rd, Kent, CT 06757
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  $535,000

  • Land
  • 6.78 Acres
  • $78,909 per Acre

  0 Mount Mauwee Rd, Kent, CT 06757

  Beautiful mountain top lot overlooking the Berkshires! This almost 7 acre lot in a private setting on the mountain top cul-de-sac is ready for your dream home. No wetlands and endless views. We have several architectural plans as well as other ideas for a build. We can also price out a full build of your choice.

  Justin Bradley Coldwell Banker Realty

  0 Mount Mauwee Rd, Kent, CT 06757
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  $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

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

  80 N Main St Unit 6, Kent, CT 06757
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  Est $327,302 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  16 Elizabeth St Unit 12, Kent, CT 06757

  16 Elizabeth St Unit 12, Kent, CT 06757
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  $399,999

  • Land
  • 20.15 Acres
  • $19,851 per Acre

  0 Stonewall Unit 39, Kent, CT 06757

  Desirable acreage within the scenic St Johns Peak in Kent! Under ground utilities, private road located at the end of culdesac

  Diane Carroll The Washington Agency

  0 Stonewall Unit 39, Kent, CT 06757
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  $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
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  Est $916,824 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 3,066 Sq Ft

  11 Woodin Rd, Kent, CT 06757

  11 Woodin Rd, Kent, CT 06757
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  $650,000 Pending

  • Land
  • 62.21 Acres
  • $10,448 per Acre

  00 Camps Flat Rd, Kent, CT 06785

  Beautiful land! Rare opportunity to own over 62 acres in Kent in the heart of the Litchfield Hills. Property features old stone walls and woodlands with level and gently rolling terrain. Endless possibilities for this prime location could include a fantastic estate, gentleman's farm, equestrian stables. Wonderful get away! Access land entrance from Camps Flat Road and South Kent Road. Surround

  Cathy McCahill William Pitt Sotheby's Int'l

  00 Camps Flat Rd, Kent, CT 06785
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  $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

  Last Listing Agent Deborah Bain Bain Real Estate

  3 Chase Hill Rd, Kent, CT 06757
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  Est $659,105 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,892 Sq Ft

  105 Kent Hollow Rd, Kent, CT 06757

  105 Kent Hollow Rd, Kent, CT 06757
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  $1,295,000

  • 3 Beds
  • 2.5 Baths
  • 2,584 Sq Ft

  46 Spooner Hill Rd, South Kent, CT 06785

  Overlooking neighboring pastureland and set on 5+ private acres with a small pond, this three-bedroom cottage is rich in charm and character. A gracious foyer welcomes you into a sitting room with fireplace and built-ins, and an adjacent formal dining room framed by handsome casement windows. The spacious kitchen offers a center island and sunny breakfast area, opening seamlessly to an outdoor

  Steve Pener William Pitt Sotheby's Int'l

  46 Spooner Hill Rd, South Kent, CT 06785
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  $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 $703,188

  Last Listing Agent Brian Hastings Serhant Connecticut, LLC

  6 Lee Cir, Kent, CT 06757
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  Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,251 Sq Ft

  34 Macedonia Brook Rd, Kent, CT 06757

  34 Macedonia Brook Rd, Kent, CT 06757
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  $625,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,076 Sq Ft

  16 Stone Fences Ln, South Kent, CT 06785

  Move-in ready Cape on a private 2.7-acre setting, offering comfort, flexibility, and an easy everyday layout. The recently updated eat-in kitchen features warm wood cabinetry, stainless appliances, and a generous island, and it opens seamlessly to an inviting living area with sliders to a spacious deck overlooking the backyard and woods beyond. Enjoy the ease of main-level living with a

  Steve Pener William Pitt Sotheby's Int'l

  16 Stone Fences Ln, South Kent, CT 06785
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  $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

  Last Listing Agent David Bain Bain Real Estate

  80 N Main St Unit 4A1, Kent, CT 06757
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  Est $415,491 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  27 Maple St, Kent, CT 06757

  27 Maple St, Kent, CT 06757
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  $795,000

  • Land
  • 40.16 Acres
  • $19,796 per Acre

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

  A rare opportunity to own 40 acres on one of Kent's most sought-after country roads. This lightly wooded landscape offers privacy, quiet, and a natural beauty that invites both inspiration and possibility. Whether you envision a custom estate, modern retreat, equestrian property, or a gathering place to restore and reconnect, this land provides the canvas. Gentle contours, woodland atmosphere,

  Patricia Guarantano William Pitt Sotheby's Int'l

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
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  $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
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  Est $474,600 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,669 Sq Ft

  267 Kent Rd, Kent, CT 06757

  267 Kent Rd, Kent, CT 06757
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  $2,195,000

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

  221 Fuller Mountain Rd, Kent, CT 06757

  This extraordinary residence is a masterful blend of timeless architectural inspiration and modern luxury, offering a rare opportunity to own a home that is both a work of art and a private retreat. Designed in homage to the style of Frank Lloyd Wright, it features hipped roofs with wide eaves, long horizontal lines, and a seamless integration with the natural landscape. The house is set well

  Steve Pener William Pitt Sotheby's Int'l

  221 Fuller Mountain Rd, Kent, CT 06757
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  $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

  Last Listing Agent Toni Soule Bain Real Estate

  80 N Main St Unit 1A1, Kent, CT 06757
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  Est $1,004,006 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,282 Sq Ft

  3 Cobble Heights Rd, Kent, CT 06757

  3 Cobble Heights Rd, Kent, CT 06757
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  $295,000

  • Land
  • 13.79 Acres
  • $21,392 per Acre

  1 W Woods Rd, Kent, CT 06757

  Desirable West Woods location for this 13.975 acres, bordering Sharon Land Trust property. Lightly wooded, with a gentle stream crossing near the northern boundary of the parcel. The high ground at the southern end of the lot provides an ideal building site with potential western views. Minutes to town and Wassaic train service to NYC.

  David Taylor Elyse Harney Real Estate

  1 W Woods Rd, Kent, CT 06757
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  $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 $926,407

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

  392 Kent Hollow Rd, Kent, CT 06757
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  Est $667,201 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,844 Sq Ft

  Unlisted Address

  Unlisted Address
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  $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 $620,861

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

  16 Botsford Rd, Kent, CT 06757
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  Est $448,752 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,378 Sq Ft

  12 Birch Hill Ln, Kent, CT 06757

  12 Birch Hill Ln, Kent, CT 06757
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  $350,000 Sold Aug 01, 2025

  49 Botsford Rd, Kent, CT 06757

  • Land
  • 27 Acres
  • $12,963 per Acre

  Last Sold Summary

  • 22% Below List Price
  • 3 Days On Market

  Last Listing Agent David Bain Bain Real Estate

  49 Botsford Rd, Kent, CT 06757
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  Est $361,255 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,344 Sq Ft

  25 Maple St, Kent, CT 06757

  25 Maple St, Kent, CT 06757
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  $6,700,000 Sold Jul 10, 2025

  27 Macedonia Brook Rd, Kent, CT 06757

  • 5 Beds
  • 4.5 Baths
  • 7,632 Sq Ft
  • Built 1827

  Last Sold Summary

  • 4% Below List Price
  • $878/SF
  • 736 Days On Market

  Current Estimated Value $6,286,387

  Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

  27 Macedonia Brook Rd, Kent, CT 06757
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  Est $381,637 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,444 Sq Ft

  465 Segar Mountain Rd, South Kent, CT 06785

  465 Segar Mountain Rd, South Kent, CT 06785
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  $380,000 Sold Jul 24, 2025

  433 Kent Cornwall Rd Unit 14, Kent, CT 06757

  • 3 Beds
  • 2 Baths
  • 1,944 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Below List Price
  • $195/SF
  • 73 Days On Market

  Current Estimated Value $392,928

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

  433 Kent Cornwall Rd Unit 14, Kent, CT 06757
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  Est $642,871 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  49 Highland Rd, South Kent, CT 06785

  49 Highland Rd, South Kent, CT 06785
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  $425,500 Sold Dec 26, 2025

  441 Segar Mountain Rd, South Kent, CT 06785

  • 2 Beds
  • 2 Baths
  • 1,290 Sq Ft
  • Built 1950

  Last Sold Summary

  • 10% Below List Price
  • $330/SF
  • 119 Days On Market

  Last Listing Agent Barry Mackiewicz A-Gold Action Realty

  441 Segar Mountain Rd, South Kent, CT 06785
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  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,602 Sq Ft

  3 Studio Hill Rd, Kent, CT 06757

  3 Studio Hill Rd, Kent, CT 06757
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  $1,300,000 Sold Jul 31, 2025

  175 Kent Rd, Kent, CT 06757

  • 5 Beds
  • 4.5 Baths
  • 3,544 Sq Ft
  • Built 2002

  Last Sold Summary

  • $367/SF
  • 156 Days On Market

  Current Estimated Value $1,331,023

  Last Listing Agent John Engel Douglas Elliman of Connecticut

  175 Kent Rd, Kent, CT 06757
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  Est $721,809 Not Listed For Sale

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

  21 Upper Kent Hollow Rd, Kent, CT 06757

  21 Upper Kent Hollow Rd, Kent, CT 06757
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  $285,500 Sold Feb 26, 2025

  16 Elizabeth St Unit 19, Kent, CT 06757

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1980

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 37 Days On Market

  Current Estimated Value $311,458

  Last Listing Agent Lisa Bowman Coldwell Banker Realty

  16 Elizabeth St Unit 19, Kent, CT 06757

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