1,547

Homes in ZIP Code 06757

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

    $3,750,000

    $245K PRICE DROP
    • 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
  • 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 $270,918

    Last Listing Agent Deborah Bain Bain Real Estate

    3 Chase Hill Rd, Kent, CT 06757
    • 27 Maple St, Kent, CT 06757

      Est $418,637

      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 Days On Market

  • 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
  • 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 $689,083

    Last Listing Agent Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
    • 267 Kent Rd, Kent, CT 06757

      Est $459,728

      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

      • 1 Day On Market

  • 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 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 $325,011

    Last Listing Agent David Bain Bain Real Estate

    80 N Main St Unit 4A1, Kent, CT 06757
  • 9 Old Paddock Ln, South Kent, CT 06785
    9 Old Paddock Ln, South Kent, CT 06785
    9 Old Paddock Ln, 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
  • 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 $412,270

    Last Listing Agent Toni Soule Daniel Soule Broker

    80 N Main St Unit 1A1, Kent, CT 06757
  • 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
  • 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 $918,366

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

    392 Kent Hollow Rd, Kent, CT 06757
  • 433 Kent Cornwall Rd Unit 22, Kent, CT 06757
    433 Kent Cornwall Rd Unit 22, Kent, CT 06757
    433 Kent Cornwall Rd Unit 22, Kent, CT 06757
    /34

    $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
  • 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 $622,525

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

    16 Botsford Rd, Kent, CT 06757
    • 25 Maple St, Kent, CT 06757

      Est $375,904

      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

      • 82 Days On Market

  • 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
  • 49 Botsford Rd, Kent, CT 06757

    $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
    • 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

      • 95 Days On Market

  • 89 N Main St, Kent, CT 06757
    89 N Main St, Kent, CT 06757
    89 N Main St, Kent, CT 06757
    /35

    $670,000

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft

    89 N Main St, Kent, CT 06757

    Right in the heart of Kent's village center, this storybook Colonial puts everything within easy reach - the shops, restaurants, and energy of one of Connecticut's most beloved small towns. Inside, the main level flows naturally from a light-filled living room with a brick fireplace, to an eating area and cottage kitchen. A generous additional room, currently styled as a formal dining room,

    Steve Pener William Pitt Sotheby's Int'l

    89 N Main St, Kent, CT 06757
  • 27 Macedonia Brook Rd, Kent, CT 06757

    $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 $6,634,476

    Last Listing Agent Stacey Matthews W. Raveis Lifestyles Realty

    27 Macedonia Brook Rd, Kent, CT 06757
  • 0 Mount Mauwee Rd, Kent, CT 06757
    0 Mount Mauwee Rd, Kent, CT 06757
    0 Mount Mauwee Rd, Kent, CT 06757
    /4

    $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
  • 433 Kent Cornwall Rd Unit 14, Kent, CT 06757

    $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 $395,991

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

    433 Kent Cornwall Rd Unit 14, Kent, CT 06757
  • 00 Kent Cornwall Rd, Kent, CT 06757
    00 Kent Cornwall Rd, Kent, CT 06757
    00 Kent Cornwall Rd, Kent, CT 06757
    /9

    $175,000

    • Land
    • 2.3 Acres
    • $76,087 per Acre

    00 Kent Cornwall Rd, Kent, CT 06757

    Just one mile north of Kent's charming village center, this 2.3-acre parcel offers a rare opportunity to build the home you've always envisioned. Gently wooded and mostly level, the land provides a natural, private setting - with a scenic stream meandering through the back of the property. Nestled in the heart of the Litchfield Hills, you'll have world-class hiking, biking, fishing, and skiing

    Steve Pener William Pitt Sotheby's Int'l

    00 Kent Cornwall Rd, Kent, CT 06757
  • 175 Kent Rd, Kent, CT 06757

    $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 $1,326,491

    Last Listing Agent John Engel Douglas Elliman of Connecticut

    175 Kent Rd, Kent, CT 06757
  • 25 Bald Hill Rd, South Kent, CT 06785
    25 Bald Hill Rd, South Kent, CT 06785
    25 Bald Hill Rd, South Kent, CT 06785
    /38

    $600,000

    • 4 Beds
    • 3 Baths
    • 2,305 Sq Ft

    25 Bald Hill Rd, South Kent, CT 06785

    Escape to tranquility on this remarkable 1.5-acre property nestled on a quiet dead-end road near charming Kent Village. This exceptional 4-bedroom, 3-bath contemporary home seamlessly blends rustic warmth with modern comfort, offering the privacy & natural beauty you've been seeking. Walk through cathedral ceilings & honey-colored wide wood floors into an inviting open-concept kitchen & dining

    Bonnie Bevans BRealEstate.net

    25 Bald Hill Rd, South Kent, CT 06785
  • 80 N Main St Unit 2, Kent, CT 06757

    $440,000

    Sold Jun 18, 2025

    80 N Main St Unit 2, Kent, CT 06757

    • 2 Beds
    • 1.5 Baths
    • 1,201 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $366/SF
    • 94 Days On Market

    Current Estimated Value $442,966

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

    80 N Main St Unit 2, Kent, CT 06757
    • 35 Muller Rd, Kent, CT 06757

      Est $603,221

      Not Listed For Sale

      35 Muller Rd, Kent, CT 06757

      • 3 Beds
      • 2 Baths
      • 1,656 Sq Ft
      • Built 1996
      35 Muller Rd, Kent, CT 06757

      Last Sold Summary

      • 57 Days On Market

  • 3 Studio Hill Rd, Kent, CT 06757
    3 Studio Hill Rd, Kent, CT 06757
    3 Studio Hill Rd, Kent, CT 06757
    /33

    $1,285,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 2,902 Sq Ft

    3 Studio Hill Rd, Kent, CT 06757

    This exquisitely renovated historic saltbox 1741 home in Kent, CT offering 3 bedrooms and 2.5 baths seamlessly blends vintage charm with modern comfort. Original fireplaces, rich wood paneling, and custom built-ins reflect its heritage, while the home is beautifully sited on a gentle rise with a classic fieldstone foundation, surrounded by lush, flower-filled gardens. Designed for both everyday

    Elyse Morris Elyse Harney Real Estate

    3 Studio Hill Rd, Kent, CT 06757
  • 15 Stonewall, Kent, CT 06757

    $1,350,000

    Sold Sep 15, 2025

    15 Stonewall, Kent, CT 06757

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $450/SF
    • 83 Days On Market

    Last Listing Agent Meo VELDHUIZEN Fieldhouse Country Properties, LLC

    15 Stonewall, Kent, CT 06757
  • 25 Stone Fences Ln, South Kent, CT 06785
    25 Stone Fences Ln, South Kent, CT 06785
    25 Stone Fences Ln, South Kent, CT 06785
    /40

    $1,195,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,986 Sq Ft

    25 Stone Fences Ln, South Kent, CT 06785

    Presenting an exquisitely remodeled 4 bedroom home, where classic elegance meets cutting-edge smart home technology. Enter a space defined by comprehensive upgrades and an integrated open floor plan, ideal for both entertaining and effortless daily life. The custom-designed gourmet kitchen is a culinary masterpiece, featuring top-tier stainless steel appliances, LP cooktop, granite countertops

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

    25 Stone Fences Ln, South Kent, CT 06785
  • 16 Birch Hill Ln, Kent, CT 06757

    $315,000

    Sold May 07, 2026

    16 Birch Hill Ln, Kent, CT 06757

    • 3 Beds
    • 1 Bath
    • 1,057 Sq Ft
    • Built 1930

    Last Sold Summary

    • 3% Below List Price
    • $298/SF
    • 28 Days On Market

    Current Estimated Value $324,428

    Last Listing Agent Steve Triebe Scalzo Real Estate

    16 Birch Hill Ln, Kent, CT 06757
    • 41 Johnson Rd, Kent, CT 06757

      Est $365,803

      Not Listed For Sale

      41 Johnson Rd, Kent, CT 06757

      • 2 Beds
      • 2.5 Baths
      • 1,734 Sq Ft
      • Built 1920
      41 Johnson Rd, Kent, CT 06757

      Last Sold Summary

      • 123 Days On Market

  • 7 Chimney Rock Rd, Kent, CT 06757
    7 Chimney Rock Rd, Kent, CT 06757
    7 Chimney Rock Rd, Kent, CT 06757
    /36

    $575,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,742 Sq Ft

    7 Chimney Rock Rd, Kent, CT 06757

    Hidden modern retreat set on over an acre of beautifully landscaped grounds with mature woods, sweeping lawn, and well-kept gardens. This updated 1950s ranch offers easy one-level living with 3 bedrooms, 2 renovated baths, oak floors, boxed beams, wood-paneled ceilings, and an exposed brick fireplace in the spacious living room. The redesigned kitchen and baths blend seamlessly with the home's

    Toni Soule Daniel Soule Broker

    7 Chimney Rock Rd, Kent, CT 06757

Showing Results 41 - 80, Page 2 of 18

Connecticut Litchfield County Kent 06757

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group