Kent, CT Homes

• 

  

  

  /40

  $1,139,000

  Open Sun 12:30PM - 2:30PM

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

  11 Stone Fences Ln, Kent, CT 06785

  Light-filled and beautifully detailed Colonial offering over 3,100 sq ft of above-grade living space plus an expansive finished walk-out lower level that serves as a true extension of the home. The main level features crown molding, hardwood floors, and a dramatic living room with cathedral ceilings, a wall of windows, and a fireplace that anchors the space with warmth and natural light. A

  Karen Gilmore Redfin Corporation

  11 Stone Fences Ln, Kent, CT 06785
• Explore Kent

• 

  

  

  /40

  $6,500 Per Month

  • 5 Beds
  • 2.5 Baths
  • 3,586 Sq Ft
  • House for Rent

  110 Geer Mountain Rd, South Kent, CT 06785

  FURNISHED RENTAL AVAILABLE for academic term or annual @ $6,500k/month. Modern Country home filled with stylish designer furniture and art. Fabulous AAA South Kent location with expansive lawn and western exposures. 4-5 bedrooms, fabulous outdoor entertainment areas, pond and brook. Close to Lake Waramaug, Appalachian Trail, Mohawk Mtn skiing, Kent and New Preston. Not far from NYC metro north

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (860) 845-6883

  110 Geer Mountain Rd, South Kent, CT 06785
• 

  $300,000

  Sold Sep 05, 2025

  7 Pheasant Run Rd Unit 1, Kent, CT 06757

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1981

  Last Sold Summary

  • $192/SF
  • 56 Days On Market

  Current Estimated Value $320,909

  Last Listing Agent Doug Hagen LPT Realty

  7 Pheasant Run Rd Unit 1, Kent, CT 06757
• 

  Est $433,781

  Not Listed For Sale

  9 Bulls Bridge Rd, South Kent, CT 06785

  • 4 Beds
  • 2.5 Baths
  • 2,192 Sq Ft
  • Built 1824

  9 Bulls Bridge Rd, South Kent, CT 06785

  Last Sold Summary

  • 7% Above List Price
  • $186/SF
  • 12 Days On Market

  • Last Sold Price $407,000
  • May 09, 2025

  Last Listing Agent Dave Fairty E.J. Murphy Realty
• 

  

  

  /40

  $1,745,000

  $50K 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
• 

  

  /23

  $3,540 Per Month

  • 1 Bed
  • 1.5 Baths
  • 1,100 Sq Ft
  • House for Rent

  107B Kent Cornwall Rd, Kent, CT 06757

  Modern furnished rental located minutes from Kent's restaurants and shopping, Kent School, Appalachian trail, hiking, and Kent Falls. Two story foyer leads to an open living room with gas fireplace. Kitchen and combined dining area with attached screened-in porch overlooking private grounds. Bedroom with walk-in closet and fabulous bathroom with soaking tub. Hardwood floors throughout. Central

  Rebecca Ward William Pitt Sotheby's Int'l

  107B Kent Cornwall Rd, Kent, CT 06757
• 

  $440,000

  Sold Jul 11, 2025

  53B Elizabeth St, Kent, CT 06757

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft
  • Built 1962

  Last Sold Summary

  • $399/SF
  • 70 Days On Market

  Current Estimated Value $446,076

  Last Listing Agent Leigh Ann Lengyel Clarke RE/MAX Heritage

  53B Elizabeth St, Kent, CT 06757
• 

  Est $1,240,020

  Not Listed For Sale

  123 Kent Hollow Rd, Kent, CT 06757

  • 4 Beds
  • 4 Baths
  • 2,492 Sq Ft
  • Built 2017

  123 Kent Hollow Rd, Kent, CT 06757

  Last Sold Summary

  • 8% Below List Price
  • $542/SF
  • 112 Days On Market

  • Last Sold Price $1,350,000
  • Nov 03, 2023

  Last Listing Agent Steve Pener William Pitt
• 

  

  /28

  $1,200,000

  Under Contract

  • 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
• 

  

  /40

  $20,000 Per Month

  • 4 Beds
  • 2 Baths
  • 2,165 Sq Ft
  • House for Rent

  594 Skiff Mountain Rd, Kent, CT 06757

  Spend your summer atop Skiff Mountain with a jaw-dropping views, hidden privacy a poolside paradise! Situated at over 1300 feet of elevation and beside expansive hay fields, this is the spot only the envied get to enjoy. Generations have enjoyed these breathtaking views from sunrise to sunset. Relax and take in the pastoral setting over a 10 acre hayfield that expands to miles of viewshed across

  Chris Garrity Bain Real Estate

  594 Skiff Mountain Rd, Kent, CT 06757
• 

  $575,000

  Sold Aug 13, 2025

  2 Tamshell Dr, Kent, CT 06757

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft
  • Built 1979

  Last Sold Summary

  • $256/SF
  • 69 Days On Market

  Current Estimated Value $585,040

  Last Listing Agent Vince McGough McGough Realty Corp.

  2 Tamshell Dr, Kent, CT 06757
• 

  Est $443,448

  Not Listed For Sale

  80 N Main St Unit 28, Kent, CT 06757

  • 2 Beds
  • 2.5 Baths
  • 1,624 Sq Ft
  • Built 1987

  80 N Main St Unit 28, Kent, CT 06757

  Last Sold Summary

  • 12% Above List Price
  • $243/SF
  • 64 Days On Market

  • Last Sold Price $395,000
  • Sep 30, 2024

  Last Listing Agent Karen Casey William Pitt
• 

  

  /33

  $1,495,000

  Pending

  • 4 Beds
  • 3.5 Baths
  • 3,010 Sq Ft

  33 Gorham Rd, Kent, CT 06785

  Stunning Contemporary Home in South Kent, just a year old checks all the boxes and offers quiet luxury living on 5 acres with southern exposure and a spring fed pond. The interior light and lofty features vaulted ceilings, wood floors throughout, a fireplace that is gas fired but also easily can be changed to wood burning, 4 bedrooms 3.5 baths with the primary suite on the first floor, a serious

  Karen Casey William Pitt Sotheby's Int'l

  33 Gorham Rd, Kent, CT 06785
• 

  

  /33

  $25,000 Per Month

  • 6 Beds
  • 4 Baths
  • 9,396 Sq Ft
  • House for Rent

  141 Geer Mountain Rd, South Kent, CT 06785

  TIME TO PLAN YOUR SUMMER VACATION! Enjoy country living in this stunning location with spectacular views and total privacy. Only 90 minutes from NYC. Swim in the heated gunfire pool. Explore the homes 142 acres. Plenty of room for family and friends who want to experience the beauty of Litchfield County. There is a 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and

  Sharon McGuire William Pitt Sotheby's Int'l

  141 Geer Mountain Rd, South Kent, CT 06785
• 

  $440,000

  Sold Nov 19, 2025

  80 N Main St Unit 10, Kent, CT 06757

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

  Last Sold Summary

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

  Current Estimated Value $434,805

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

  80 N Main St Unit 10, Kent, CT 06757
• 

  Not Listed For Sale

  5 Weantinoge Ln, Kent, CT 06757

  5 Weantinoge Ln, Kent, CT 06757

  Last Sold Summary

  • 57 Days On Market

  • Last Sold Price $130,000
  • Aug 23, 2023

  Last Listing Agent Donna Kennedy Compass Connecticut, LLC
• 

  

  /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
• 

  

  /20

  $3,800 Per Month

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft
  • House for Rent

  35 Jennings Rd, South Kent, CT 06785

  Lovely light and airy country contemporary set on an incredibly beautiful parcel of old farmland. Hidden from the road this home is in top condition and requires only the desire to relax. Stone walls and mature native trees dot the landscape enjoyed from the stone terrace. The home entails three bedrooms and two bathrooms. The large kitchen opens to a dining area and the family room is located on

  Chris Garrity Bain Real Estate

  35 Jennings Rd, South Kent, CT 06785
• 

  $577,000

  Sold Oct 21, 2025

  311 Kent Rd, Kent, CT 06757

  • 3 Beds
  • 1.5 Baths
  • 1,548 Sq Ft
  • Built 1947

  Last Sold Summary

  • 3% Below List Price
  • $373/SF
  • 31 Days On Market

  Current Estimated Value $594,219

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

  311 Kent Rd, Kent, CT 06757
• 

  Est $219,000

  Not Listed For Sale

  23 Stonewall, Kent, CT 06785

  23 Stonewall, Kent, CT 06785

  Last Sold Summary

  • 90% Above List Price
  • 2,039 Days On Market

  • Last Sold Price $115,000
  • May 26, 2023

  Last Listing Agent David Bain Bain Real Estate
• 

  

  /40

  $1,195,000

  Open Sun 10:30AM - 1PM

  • 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
• 

  

  /5

  $20,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,384 Sq Ft
  • House for Rent

  40 Camps Flat Rd, South Kent, CT 06785

  Experience the ultimate country retreat with this charming, fully furnished 3-bedroom, 3-bathroom cottage set on 13+ private acres. Available for the Academic year or Winter rental, this inviting property features a heated saltwater gunite pool, a separate guest cottage, beautifully maintained grounds, and perennial gardens. The main residence boasts a sun-filled kitchen with an eat-in area, a

  Vanessa Henderson William Pitt Sotheby's Int'l

  40 Camps Flat Rd, South Kent, CT 06785
• 

  $555,000

  Sold Apr 27, 2026

  132 S Kent Rd, South Kent, CT 06785

  • 4 Beds
  • 2.5 Baths
  • 2,469 Sq Ft
  • Built 1979

  Last Sold Summary

  • 12% Below List Price
  • $225/SF
  • 260 Days On Market

  Current Estimated Value $571,673

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

  132 S Kent Rd, South Kent, CT 06785
• 

  Est $469,482

  Not Listed For Sale

  80 Kent Hollow Rd, South Kent, CT 06785

  • 3 Beds
  • 2 Baths
  • 1,095 Sq Ft
  • Built 1957

  80 Kent Hollow Rd, South Kent, CT 06785

  Last Sold Summary

  • 4% Above List Price
  • $411/SF
  • 60 Days On Market

  • Last Sold Price $450,000
  • May 24, 2024

  Last Listing Agent David Bain Bain Real Estate
• 

  

  /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
• 

  

  /34

  $25,000 Per Month

  • 3 Beds
  • 3 Baths
  • 4,769 Sq Ft
  • House for Rent

  11 Longview Rd, South Kent, CT 06785

  Discover the ultimate summer retreat in the heart of the Litchfield Hills. Escape this Summer to a stunning modern home offering breathtaking mountain views, a sparkling pool, and complete privacy. The main level boasts an open-concept living, dining, and kitchen area, highlighted by a dramatic two-story wall of glass that frames the spectacular scenery. The spacious primary suite features a cozy

  Steve Pener William Pitt Sotheby's Int'l

  11 Longview Rd, South Kent, CT 06785
• 

  $520,000

  Sold Jun 26, 2025

  13 Kent Cornwall Rd, Kent, CT 06757

  • 3 Beds
  • 3 Baths
  • 2,117 Sq Ft
  • Built 2001

  Last Sold Summary

  • 5% Below List Price
  • $246/SF
  • 68 Days On Market

  Current Estimated Value $544,614

  Last Listing Agent Alan O'Doherty William Pitt Sotheby's Int'l

  13 Kent Cornwall Rd, Kent, CT 06757
• 

  Est $2,064,789

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 4.5 Baths
  • 3,801 Sq Ft
  • Built 2003

  Unlisted Address

  Last Sold Summary

  • 31% Below List Price
  • $783/SF
  • 98 Days On Market

  • Last Sold Price $2,975,000
  • Oct 18, 2023

  Last Listing Agent Graham Klemm Klemm Real Estate Inc
• 

  

  /35

  $1,175,000

  $120K PRICE DROP

  • 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
• 

  

  /40

  $25,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,777 Sq Ft
  • House for Rent

  16 Anderson Acres, Kent, CT 06757

  Experience the ultimate August retreat at 16 Anderson Acres Road, a contemporary masterpiece perched in the heart of Kent. This architectural gem is designed to blur the lines between luxury and nature, offering unrivaled panoramic views that stretch for miles from nearly every room in the house. Whether you are sipping your morning coffee in the open-concept living space or unwinding by the

  Phil Fox William Pitt Sotheby's Int'l

  16 Anderson Acres, Kent, CT 06757
• 

  $540,000

  Sold Oct 21, 2025

  310 S Kent Rd, South Kent, CT 06785

  • 5 Beds
  • 3 Baths
  • 2,596 Sq Ft
  • Built 1900

  Last Sold Summary

  • 17% Below List Price
  • $208/SF
  • 153 Days On Market

  Current Estimated Value $496,938

  Last Listing Agent Phil Fox William Pitt Sotheby's Int'l

  310 S Kent Rd, South Kent, CT 06785
• 

  Est $1,202,076

  Not Listed For Sale

  51 Elizabeth St, Kent, CT 06757

  • 4 Beds
  • 3.5 Baths
  • 3,866 Sq Ft
  • Built 2010

  51 Elizabeth St, Kent, CT 06757

  Last Sold Summary

  • 1% Above List Price
  • $309/SF
  • 37 Days On Market

  • Last Sold Price $1,195,000
  • Aug 01, 2024

  Last Listing Agent Chris Garrity Bain Real Estate
• 

  

  /33

  $2,195,000

  $105K PRICE DROP Pending

  • 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
• 

  

  /11

  $2,300 Per Month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Townhouse for Rent

  44 Elizabeth St Unit D, Kent, CT 06757

  PRISTINE HALF DUPLEX, TWO BEDROOMS, ONE FULL BATH END UNIT WITH 750 SQ FT ON THE MAIN LEVEL AND 750 SQ FT IN THE LOWER LEVEL FOR STORAGE /UNFINISHED AREA, ALSO A LAUNDRY ROOM AND WASHER/DRYER HOOK-UP IS FOUND IN THE LOWER LEVEL.THE WATER AND LANDSCAPING ARE INCLUDED IN THE RENT. THE TENANT MUST HAVE EXCELLENT CREDIT (700+), AND PROOF OF INCOME. THE RENTAL IS VERY CLOSE TO KENT SCHOOL, KENT

  Bob Camillone Berkshire Hathaway NE Prop.

  44 Elizabeth St Unit D, Kent, CT 06757
• 

  $2,175,000

  Sold Aug 28, 2025

  19 Old Paddock Ln, South Kent, CT 06785

  • 4 Beds
  • 3.5 Baths
  • 3,421 Sq Ft
  • Built 2025

  Last Sold Summary

  • 13% Below List Price
  • $636/SF
  • 76 Days On Market

  Current Estimated Value $2,209,059

  Last Listing Agent Phil Fox William Pitt Sotheby's Int'l

  19 Old Paddock Ln, South Kent, CT 06785
• 

  Est $1,111,039

  Not Listed For Sale

  2 Cobble Heights Rd, Kent, CT 06757

  • 4 Beds
  • 4.5 Baths
  • 4,236 Sq Ft
  • Built 1991

  2 Cobble Heights Rd, Kent, CT 06757

  Last Sold Summary

  • 8% Above List Price
  • $242/SF
  • 120 Days On Market

  • Last Sold Price $1,025,000
  • Aug 29, 2024

  Last Listing Agent William Bolls Compass Connecticut, LLC
• 

  

  /40

  $2,350,000

  • 7 Beds
  • 7 Baths
  • 4,465 Sq Ft

  14 Straight Rd, Kent, CT 06757

  Two Houses, One Kent Hollow Compound - 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

  Jeff Phillips William Pitt Sotheby's Int'l

  14 Straight Rd, Kent, CT 06757
• 

  

  /40

  $6,000 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • House for Rent

  47 Johnson Rd, Kent, CT 06757

  Embrace the art of living well at Poetess Place, a haven designed for writers, birders, and nature lovers, tucked away on a private riverfront perch in the heart of picturesque Kent, CT. This lovingly remodeled 3-bedroom cottage, each room adorned with queen-sized comfort, invites you into a world of warmth and serenity. Wake up to the soothing melody of the Housatonic River and be captivated by

  Inna Agujen Coldwell Banker Realty

  47 Johnson Rd, Kent, CT 06757
• 

  $410,000

  Sold Sep 15, 2025

  128 S Kent Rd, South Kent, CT 06785

  • 2 Beds
  • 2 Baths
  • 2,480 Sq Ft
  • Built 1955

  Last Sold Summary

  • 18% Below List Price
  • $165/SF
  • 97 Days On Market

  Current Estimated Value $424,444

  Last Listing Agent Dave Fairty E.J. Murphy Realty

  128 S Kent Rd, South Kent, CT 06785
• 

  Est $329,484

  Not Listed For Sale

  16 Elizabeth St Unit 12, Kent, CT 06757

  • 2 Beds
  • 1.5 Baths
  • 1,232 Sq Ft
  • Built 1974

  16 Elizabeth St Unit 12, Kent, CT 06757

  Last Sold Summary

  • 16% Above List Price
  • $230/SF
  • 13 Days On Market

  • Last Sold Price $283,000
  • Feb 23, 2024

  Last Listing Agent Dottie MacRitchie William Pitt

Showing Results 1 - 40, Page 1 of 18