Litchfield, CT Homes

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  /33

  $350,000 Pending

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft

  73 Kent Cornwall Rd, Kent, CT 06757

  Just outside the charming Village of Kent, this adorable Cape Cod home is ready for a new owner's vision! Since 2019, the property has seen numerous upgrades, including a new roof, a completely renovated kitchen, a revamped bathroom, and a newly installed well. As you pull into the driveway, you'll notice a wood post fence (built in 2023) featuring five gates, with two wide enough for trucks or

  

  Shannon Tully

  McGrath Realty Inc.

  (860) 238-3605

  73 Kent Cornwall Rd, Kent, CT 06757
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  /24

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,253 Sq Ft
  • House for Rent

  13 Kent Cornwall Rd Unit A, Kent, CT 06757

  Discover comfort and convenience in this bright and inviting 3-bedroom, 2-full bath unit located in the heart of Kent. This well-maintained unit features an eat-in kitchen, in-unit laundry, and a front deck perfect for relaxing outdoors, just moments from the shops, restaurants, and charm of Kent Village.

  Samantha Behm William Pitt Sotheby's Int'l

  13 Kent Cornwall Rd Unit A, Kent, CT 06757
• 

  $380,000 Sold Jul 24, 2025

  • 1,944 Sq Ft
  • $195/SF
  • 73 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  433 Kent Cornwall Rd Unit 14, Kent, CT 06757

  Discover comfort and convenience in this beautifully maintained three-bedroom Brookwoods unit. The main floor welcomes you with a bright and inviting living room featuring built-in shelving and a cozy fireplace, a dedicated dining area, and a well-equipped kitchen. Step into the sunroom, which opens directly to a private back patio-perfect for relaxing or entertaining guests. Also on the main

  Steve Pener William Pitt Sotheby's Int'l

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

  Est $1,370,624 Not Listed For Sale

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

  123 Kent Hollow Rd, Kent, CT 06757

  123 Kent Hollow Rd, Kent, CT 06757
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  /40

  $1,995,000

  • 4 Beds
  • 4.5 Baths
  • 3,790 Sq Ft

  168 Cobble Rd, Kent, CT 06757

  Welcome to 168 Cobble Rd! Better than new 4 bedroom custom colonial on 14.45 private acres with breathtaking mountain views. Enjoy your morning coffee and dramatic sunsets on your full length deck or private balcony. Open layout features chef's kitchen, soaring ceilings, beams, skylights, and lots of windows. The kitchen is fully equipped with Wolf gas range and Bosch refrigerator and dishwasher.

  Joe Chemero Coldwell Banker Realty

  168 Cobble Rd, Kent, CT 06757
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  /26

  $6,000 per month

  • 3 Beds
  • 4 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, 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 spacious living

  Vanessa Henderson William Pitt Sotheby's Int'l

  40 Camps Flat Rd, South Kent, CT 06785
• 

  $87,000 Sold Jul 11, 2025

  • Land
  • 1.50 Acres
  • $58,000 per Acre

  • 53 Days On Market

  0 Kenmont Rd Unit 24097245, Kent, CT 06757

  Discover a wonderful opportunity to build your dream country retreat in the heart of the Litchfield Hills. This 1.5-acre parcel is tucked away on a quiet town road, providing peace and solitude. The wooded lot gently slopes away from the road and features mature hardwoods and classic stone walls. Enjoy a prime location just minutes from the charming villages of New Preston and Kent, as well as

  Steve Pener William Pitt Sotheby's Int'l

  0 Kenmont Rd Unit 24097245, Kent, CT 06757
• 

  Est $1,075,981 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 5,100 Sq Ft

  11 Stone Fences Ln, Kent, CT 06785

  11 Stone Fences Ln, Kent, CT 06785
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  /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
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  /17

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 980 Sq Ft
  • Townhouse for Rent

  107A Macedonia Rd Unit B, Kent, CT 06757

  Great country apartment minutes from town it dosnt get any better than this You Wont Belive Your Eyes Compleatley Re-Done Duplex Top Of The Line Hardwoods,Granite,Stainless App, Washer/Dryer Plenty Of Parking Left Side Of Building Credit And Ref, A Must!

  Larry Corrow Coldwell Banker Realty

  107A Macedonia Rd Unit B, Kent, CT 06757
• 

  $440,000 Sold Jul 11, 2025

  • 1,104 Sq Ft
  • $399/SF
  • 70 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1962

  53B Elizabeth St, Kent, CT 06757

  **Discover Your Dream Home at 53B Elizabeth!** Step into comfort with this beautifully updated ranch featuring gorgeous hardwood floors, spacious bedrooms, and a remodeled bathroom. Enjoy the convenience of a new 2-car garage, expansive front porch, and upgraded systems throughout! Located just a short stroll from Kent Center School and Kent's Village District, you'll have dining, shopping, and

  Leigh Ann Lengyel Clarke RE/MAX Heritage

  53B Elizabeth St, Kent, CT 06757
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  Not Listed For Sale

  5 Weantinoge Ln, Kent, CT 06757

  5 Weantinoge Ln, Kent, CT 06757
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  /33

  $2,495,000

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

  19 Old Paddock Ln, South Kent, CT 06785

  Welcome to Slot Canyon featuring unparalleled luxury in this new construction, modern contemporary home, perfectly situated in the prestigious neighborhood of St. John's Peak. One of Kent's most sought-after neighborhoods, with proximity to top-tier schools, gourmet restaurants, and unique shopping experiences. At 19 Old Paddock Lane, state-of-the-art design meets eco-conscious living, creating

  Phil Fox William Pitt Sotheby's Int'l

  19 Old Paddock Ln, South Kent, CT 06785
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  /23

  $10,000 per month

  • 5 Beds
  • 6 Baths
  • 5,029 Sq Ft
  • House for Rent

  36 Yuza Mini Ln, South Kent, CT 06785

  Your perfect getaway awaits! Discover the best of the Litchfield Hills, where vibrant fall foliage paints the landscape and a picturesque winter wonderland emerges-culminating in the magic of the holiday season. This modern masterpiece, set amid rolling hills, offers breathtaking sunset vistas that extend all the way to the Catskill Mountains. Step inside to a dramatic floating steel and glass

  Steve Pener William Pitt Sotheby's Int'l

  36 Yuza Mini Ln, South Kent, CT 06785
• 

  $493,000 Sold Jul 11, 2025

  • 1,524 Sq Ft
  • $323/SF
  • 95 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 2012

  148 Kenmont Rd, Kent, CT 06785

  Constructed in 2012, this charming four-bedroom Cape is nestled on a private 1.8 acres. The main floor boasts an open-concept kitchen and living area, accompanied by two bedrooms with a shared bathroom. Upstairs, you'll find two more bright and airy bedrooms that share a second full bathroom. The property also includes a roomy two-car garage and a backup generator. This is a fantastic opportunity

  Steve Pener William Pitt Sotheby's Int'l

  148 Kenmont Rd, Kent, CT 06785
• 

  Est $241,500 Not Listed For Sale

  23 Stonewall, Kent, CT 06785

  23 Stonewall, Kent, CT 06785
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  /18

  $1,395,000

  • 2 Beds
  • 2 Baths
  • 1,933 Sq Ft

  39 Treasure Hill Rd, South Kent, CT 06785

  Dream retreat in South Kent on nearly 25 high acres with potential to create views of rolling hills to the west. Private and quiet on one of Kent's most prestigious and scenic roads, This quaint cottage style contemporary is nestled well off the road yet is only minutes to the vibrant New England Village of Kent and around the corner to Lake Waramaug for golf, tennis, swimming, hiking trails,

  Karen Casey William Pitt Sotheby's Int'l

  39 Treasure Hill Rd, South Kent, CT 06785
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  /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
• 

  $6,700,000 Sold Jul 10, 2025

  • 7,632 Sq Ft
  • $878/SF
  • 736 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1827

  27 Macedonia Brook Rd, Kent, CT 06757

  A truly rare opportunity to own “Dragonfly Farm”, one of the most unique estates in New England which has been featured in House & Garden and many architectural books. The estate compound began in the 1700s with the construction of the mill and the millkeeper's house (which now serves as the guest house). The Federal style stone house was added to the property in the early 19th century. In the

  Stacey Matthews W. Raveis Lifestyles Realty

  27 Macedonia Brook Rd, Kent, CT 06757
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  Est $478,380 Not Listed For Sale

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

  80 Kent Hollow Rd, South Kent, CT 06785

  80 Kent Hollow Rd, South Kent, CT 06785
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  /26

  $1,149,000

  • 3 Beds
  • 2.5 Baths
  • 1,992 Sq Ft

  12 Spectacle Ridge Rd, South Kent, CT 06785

  "Best In Class" Lake Property just 10 minutes from the vibrant center of Kent, CT. Rare opportunity to purchase a property with access to South Spectacle Lake which is a pristine Crystal Clear 85-acre, spring-fed lake perfect for fishing, swimming and boating. This property is located within an enclave of approximately 20 homes that have use of a community private beach, recreation area,

  Peter Klemm Klemm Real Estate Inc

  12 Spectacle Ridge Rd, South Kent, CT 06785
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  /34

  $25,000 per month

  • 3 Beds
  • 4 Baths
  • 3,082 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 August 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

  • 2,117 Sq Ft
  • $246/SF
  • 68 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2001

  13 Kent Cornwall Rd, Kent, CT 06757

  Embrace the Charm of Kent Living in This Versatile Home Nestled in the heart of the Litchfield Hills, this property offers the perfect blend of comfort and convenience, ideal for families, in-laws, or guests. Whether you're looking for a multi-family setup or a single-family home, this residence caters to all your needs. The main home is a haven of tranquility, featuring three well-appointed

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

  13 Kent Cornwall Rd, Kent, CT 06757
• 

  Est $2,299,207 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  /37

  $2,300,000

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

  221 Fuller Mountain Rd, Kent, CT 06757

  As you approach this radiant modern homestead, a gracefully winding driveway crosses the picturesque Jack brook on a newly restored wood trestle bridge, framed by specimen trees and meticulously crafted stonework, creating a breathtaking entrance. The home's expansive design seamlessly blends indoor and outdoor living, offering a harmonious flow throughout. At its heart, a striking stone

  Holly Leibrock Elyse Harney Real Estate

  221 Fuller Mountain Rd, Kent, CT 06757
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  /26

  $3,300 per month

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft
  • House for Rent

  108 S Kent Rd, Kent, CT 06785

  Charming Litchfield County Escape- Short term stays considered. Perfect weekend or seasonal retreat just over the NY border. This 2013 home offers granite & stainless kitchen, hardwood floors throughout, and a spacious cobblestone patio ideal for entertaining. Main-level primary suite with double sinks and walk in closet. Two cozy bedrooms and a full bath upstairs, plus a finished lower level

  Mary Ann Bennett Drakeley Real Estate, Inc.

  108 S Kent Rd, Kent, CT 06785
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  $903,000 Sold Jun 23, 2025

  • 1,896 Sq Ft
  • $476/SF
  • 217 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  392 Kent Hollow Rd, Kent, CT 06757

  *Motivated Seller* This newly built Modern Farmhouse is just around the corner from Lake Waramaug and offer loads of comfort and charm. This custom three-bedroom home is nestled on a tranquil lot overlooking a stunning pond and enjoys breathtaking vistas. Step inside to find a delightful main level drenched in sunlight, featuring a spacious open-concept kitchen, living, and dining area with

  Steve Pener William Pitt Sotheby's Int'l

  392 Kent Hollow Rd, Kent, CT 06757
• 

  Est $1,333,607 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  60 Cobble Rd, Kent, CT 06757

  60 Cobble Rd, Kent, CT 06757
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  /26

  $1,750,000

  • 3 Beds
  • 3 Baths
  • 2,272 Sq Ft

  278A Kent Cornwall Rd, Kent, CT 06757

  Utterly Magical Kent Compound with Pool. c1850 2-3 Bedroom, 3 Bath Main House with High Ceilings, 3 Fireplaces & Wonderful Period Details. Separate Grand Antique Party Barn/Guest House with 1 Bedroom & 2 Full Baths; High Ceilings; Beams & Views. Central Gunite Pool with Cabana & 2-Car Garage. Less than 5 Min to the Center of Kent CT & 20 Min to Metro North Train.

  Graham Klemm Klemm Real Estate Inc

  278A Kent Cornwall Rd, Kent, CT 06757
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  /36

  $10,000 per month

  • 4 Beds
  • 3.5 Baths
  • 2,750 Sq Ft
  • House for Rent

  56 Richards Rd, South Kent, CT 06785

  RENT FOR AUGUST-$25,000 AND GET ALL OF JULY FOR FREE or Enjoy your private Pool, Lake beach, Privacy, Tennis, Basketball, Fishing, Canoeing, Hikes and an Idyllic summer country retreat waiting here in Kent, CT. Set well off a back road hidden behind a heof trees is this large and well appointed 4 bedroom summer home. Spacious country kitchen with wine cooler cappuccino maker open to a large

  Chris Garrity Bain Real Estate

  56 Richards Rd, South Kent, CT 06785
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  $440,000 Sold Jun 18, 2025

  • 1,201 Sq Ft
  • $366/SF
  • 94 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1980

  80 N Main St Unit 2, Kent, CT 06757

  Discover a fantastic opportunity to own a rare ground floor two-bedroom condo in the vibrant heart of Kent's village center. This beautifully renovated, move-in ready unit boasts a modern kitchen and a spacious living and dining area that opens onto an oversized screened-in porch. The two bright bedrooms share a completely updated bathroom featuring premium Kohler fixtures. Recent upgrades

  Steve Pener William Pitt Sotheby's Int'l

  80 N Main St Unit 2, Kent, CT 06757
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  Est $301,666 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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  /37

  $1,500,000

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

  13 Cobble Heights Rd, Kent, CT 06757

  Nestled on 8 private acres with a pond, on a private road, this house is in the picturesque town of Kent, CT. The home has 10 rooms including 4 bedrooms, 3 full bathrooms and 2 half baths. A large guest wing with a separate entrance includes a sitting/living room, 1 bedroom and a full bathroom. There are 3 beautiful stone fireplaces that provide warmth and ambiance to the living room, kitchen and

  Janet Nelson William Pitt Sotheby's Int'l

  13 Cobble Heights Rd, Kent, CT 06757
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  $15,000 per month

  • 6 Beds
  • 4 Baths
  • 4,698 Sq Ft
  • House for Rent

  141 Geer Mountain Rd, South Kent, CT 06785

  Enjoy country living in this stunning location with spectacular views and total privacy. Explore 142 acres. 6 Bedroom main house with a 2 bedroom plus loft guest house. Total 8 Bedrooms and 4 Full baths. Can sleep 19 with every bed filled. Explore 142 acres of open fields and forest. The house has a chic modern interior that is tastefully decorated. Enjoy the in ground gunite pool and take in the

  Sharon McGuire William Pitt Sotheby's Int'l

  141 Geer Mountain Rd, South Kent, CT 06785
• 

  $565,000 Sold Jun 13, 2025

  • 2,631 Sq Ft
  • $215/SF
  • 43 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1987

  76 South Rd, Kent, CT 06757

  Rustic South Kent - Three-bedroom Cape on a private 1.7 acres in a sought-after location. The main level of the home showcases warm, exposed rough-sawn beams and an open floor plan, with the country kitchen seamlessly flowing into the living room, anchored by a fireplace. From here, you're drawn to a light-filled three-season porch that overlooks the private backyard. This level also includes a

  Steve Pener William Pitt Sotheby's Int'l

  76 South Rd, Kent, CT 06757
• 

  Est $415,300 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,288 Sq Ft

  Unlisted Address

  Unlisted Address
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  /34

  $1,300,000 Pending

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

  175 Kent Rd, Kent, CT 06757

  Secluded Country Estate with Modern Amenities Nestled on over 11 acres in the charming town of Kent, CT, this beautifully renovated country home, built in 2002, offers the perfect blend of rustic charm and contemporary elegance. The spacious interior boasts a newly renovated country kitchen, ideal for entertaining, and extensive renovations throughout, including new floors, fresh paint inside

  John Engel Douglas Elliman of Connecticut

  175 Kent Rd, Kent, CT 06757
• 

  $462,000 Sold May 28, 2025

  • 1,534 Sq Ft
  • $301/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1975

  80 N Main St Unit 4B4, Kent, CT 06757

  This is a one-of-a-kind condo with three bedrooms (one of only four condos at 80 Main with three bedrooms), two bathrooms, and many special features. More than a condo, it's a Home, starting with the inviting foyer entrance. It leads to a spacious living room with a fireplace, graced by custom shelving, and the dining room, with hardwood floors and a lovely view. The eat-in kitchen, also

  Sharon Hartwick William Pitt Sotheby's Int'l

  80 N Main St Unit 4B4, Kent, CT 06757
• 

  Est $823,734 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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  /31

  $1,379,000 Under Contract

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

  15 Stonewall, Kent, CT 06757

  Tucked on a private and level 12+ acre lot flanked by stone walls in the St. John's Peak neighborhood of Kent is this brand new, custom-built home at 15 Stonewall Lane. Constructed with thoughtful design and high-end craftsmanship that is the hallmark of this builder and development team, the exterior is reminiscent of a modern English country home with dormers, glass doors, and a full-width

  Meo VELDHUIZEN Fieldhouse Country Properties, LLC

  15 Stonewall, Kent, CT 06757

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