Litchfield, CT Homes in ZIP Code 06785

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  /18

  $475,000

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

  441 Segar Mountain Rd, South Kent, CT 06785

  This spacious ranch style house has a new roof, new vinyl siding, some new windows and new deck plus covered front porch. Remodeled eat in kitchen has white shaker style cabinets with granite counter tops, hardwood flooring and stainless steel appliances. Living room has bay window, hardwood floors and fireplace. Two good size bedrooms plus two fully remodeled bathrooms. Formal dining room. There

  Barry Mackiewicz A-Gold Action Realty

  441 Segar Mountain Rd, South Kent, CT 06785
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  /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
• 

  $2,175,000 Sold Aug 28, 2025

  • 3,421 Sq Ft
  • $636/SF
  • 76 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2025

  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
• 

  Est $1,117,571 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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  /2

  $150,000

  • Land
  • 2.71 Acres
  • $55,351 per Acre

  0 S Kent Rd Unit 24121645, Kent, CT 06757

  Build your dream home on this 2.71 acre lot in South Kent. Enjoy the beautiful town of Kent with wonderful restaurants, shops, art galleries, hiking trails and Kent Falls State Park. Enjoy fly fishing and boating on the Housatonic River. Metro North train nearby to get to NYC. Kent has consistently received national recognition, being named one of America's most beautiful main streets by Reader's

  Janet Nelson William Pitt Sotheby's Int'l

  0 S Kent Rd Unit 24121645, Kent, CT 06757
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  /26

  $6,000 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
• 

  $750,000 Sold Jul 18, 2025

  • 2,300 Sq Ft
  • $326/SF
  • 31 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  162 Mud Pond Rd, New Milford, CT 06785

  Custom Cedar Country Home! Nestled amidst the enchanting backdrop of a seasonal brook & awe-inspiring pond VIEWS where you will capture perfect SUNSETS. The heart of this home is the open-plan living/dining area, crowned with vaulted ceilings that enhance the sense of space and grandeur. A wood-burning stone fireplace adds a touch of warmth, perfect for cozy evenings spent with loved ones. The

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

  162 Mud Pond Rd, New Milford, CT 06785
• 

  Est $245,500 Not Listed For Sale

  23 Stonewall, Kent, CT 06785

  23 Stonewall, Kent, CT 06785
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  /25

  $630,000

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

  132 S Kent Rd, South Kent, CT 06785

  Don't miss this exceptional opportunity in desirable South Kent. This four-bedroom Colonial offers beautiful views and a spacious, light-filled layout. The main level features an inviting kitchen with an island, seamlessly connected to the living and dining room anchored by a cozy fireplace. Two sets of French doors lead to a sunroom addition, perfect for relaxing or entertaining. The main level

  Steve Pener William Pitt Sotheby's Int'l

  132 S Kent Rd, 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 winter getaway awaits in the heart of the Litchfield Hills! 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 staircase and a stunning living room with a soaring two-story wall of glass that frames the views. The sleek, contemporary kitchen with

  Steve Pener William Pitt Sotheby's Int'l

  36 Yuza Mini Ln, 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 $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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  /31

  $595,000

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

  310 S Kent Rd, South Kent, CT 06785

  This captivating antique property, located in South Kent, is a treasure trove of history, set against the backdrop of Kent's rolling hills. The residence, rich in character, features original details that tell a story of craftsmanship and care. Some of the details that offer a unique nod to the past, include hand-hewn beams, repurposed from a local barn and heart pine hardwood floors that have

  Phil Fox William Pitt Sotheby's Int'l

  310 S Kent Rd, South Kent, CT 06785
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  /35

  $3,100 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
• 

  $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 $2,299,207 Not Listed For Sale

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

  Unlisted Address

  Unlisted Address
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  /21

  $1,295,000

  • 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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  /33

  $12,500 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
• 

  $1,550,000 Sold May 23, 2025

  • 2,682 Sq Ft
  • $578/SF
  • 29 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2013

  22 Oakridge Rd, South Kent, CT 06785

  Manifesting quality, character and charm, this impeccably built country home is sited on an utmost private and idyllic parcel of land in Kent CT's lakes area. Rare is it to find such a property that blends intent, comfort and peace. Constructed in 2013 by a master builder with craftsman touches top to bottom from moldings to antique flooring nails; quality and intention underpin the

  Chris Garrity Bain Real Estate

  22 Oakridge Rd, South Kent, CT 06785
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  Est $643,687 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,365 Sq Ft

  55 Highland Rd, South Kent, CT 06785

  55 Highland Rd, South Kent, CT 06785
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  /4

  $350,000

  • Land
  • 12 Acres
  • $28,736 per Acre

  00 Old Homestead Ln, Kent, CT 06757

  Build your dream home at 17 Old Homestead Ln, South Kent in St. John's Peak. Set in the bucolic foothills of the Litchfield Hills, St Johns Peak is one of Connecticut's most bucolic enclaves. Enjoy unmatched tranquility and natural wonder on this sprawling and park-like 12+ acre property. Enjoy the beloved downtown of Kent to absorb the culture and natural beauty of Litchfield Hills and

  Jaime Richichi William Pitt Sotheby's Int'l

  00 Old Homestead Ln, Kent, CT 06757
• 

  $1,300,000 Sold May 21, 2025

  • 2,714 Sq Ft
  • $479/SF
  • 9 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2022

  Unlisted Address

  Stunning Hobie Award-Winning Custom Home built by the Ground Breakers Building and Excavation team. Welcome to this barely-lived-in, custom-constructed Ranch style home. Proudly recognized for its quality craftsmanship in 2023 as Best Custom Home under 3000 SF in Litchfield County by the Home Builders Association of CT. This home is an entertainer's dream, offering modern amenities and luxurious

  Sharisse Steiner William Raveis Real Estate

  Unlisted Address
• 

  Est $358,955 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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  /9

  $399,999

  • Land
  • 20 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
• 

  $850,000 Sold May 20, 2025

  • 2,488 Sq Ft
  • $342/SF
  • 17 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1995

  45 Stone Fences Ln, Kent, CT 06785

  Private, Modern, Mint, home with 3 bedrooms and 2.5 bathrooms including a new roof, oil tanks, doors, whole house generator and Air-conditioning throughout. minutes from Downtown Kent. Nestled in the trees with 3.88 open acres and a Koi pond. A perfect design with Beautiful Hardwood floors throughout. The Galley kitchen with doors to the outside deck features a charming brick floor and breakfast

  Rebecca Ward William Pitt Sotheby's Int'l

  45 Stone Fences Ln, Kent, CT 06785
• 

  Est $575,571 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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  /18

  $895,000

  • Land
  • 40 Acres
  • $22,286 per Acre

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

  Beautiful land! Discover a rare opportunity to own over 40 acres of pristine land in the picturesque Litchfield Hills, just waiting for your vision. This expansive property features beautiful old stone walls, lush woodlands, and a combination of level and gently rolling terrain-perfect for a variety of uses. Imagine building your dream estate, starting a gentleman's farm, or creating an

  Patricia Guarantano William Pitt Sotheby's Int'l

  0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
• 

  $407,000 Sold May 09, 2025

  • 2,192 Sq Ft
  • $186/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1824

  9 Bulls Bridge Rd, South Kent, CT 06785

  This charming Colonial home, built in 1824, offers a perfect blend of historic character and natural beauty. Featuring wide-board wood flooring, classic paneling, and two fireplaces, the home exudes timeless elegance. The expansive walk-up attic provides ample storage or potential for expansion, while the picturesque 1 acre lot, with Womenshenuk Brook flowing through the backyard, creates a

  Dave Fairty Regency Real Estate, LLC

  9 Bulls Bridge Rd, South Kent, CT 06785
• 

  Est $592,951 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,608 Sq Ft

  617 Long Mountain Rd, New Milford, CT 06776

  617 Long Mountain Rd, New Milford, CT 06776
• 

  

  /40

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,700 Sq Ft

  609 Long Mountain Rd, New Milford, CT 06776

  Welcome Home to this private and scenic property in the beautiful town of Gaylordsville!! As you enter the mudroom, take your shoes off and get cozy because this house is filled with so much charm. Kitchen with concrete counters, tile floor and seated island, perfect for entertaining. Plenty of storage space in the well thought out pantry. As you enter the living area you will see hardwood floors

  Joe Chemero Coldwell Banker Realty

  609 Long Mountain Rd, New Milford, CT 06776
• 

  $440,000 Sold Apr 01, 2025

  • Land
  • 13 Acres
  • $34,483 per Acre

  • 263 Days On Market

  42 Yuzi-Mini Ln, Kent, CT 06757

  First time offered since original sale. 80 mile views to Catskills. Also abuts 138 acres of open space. Great SW and W exposure. Level building site. This is an exceptional lot! Maybe the best in all of the SJP lots! Will need a driveway and perks. Walking path open

  David Bain Bain Real Estate

  42 Yuzi-Mini Ln, Kent, CT 06757
• 

  Est $922,808 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,464 Sq Ft

  25 Brown Rd, South Kent, CT 06785

  25 Brown Rd, South Kent, CT 06785
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  /5

  $340,000

  • Land
  • 6 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
• 

  $998,000 Sold Jan 06, 2025

  • 1,704 Sq Ft
  • $586/SF
  • 65 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1800

  148 Camps Flat Rd, South Kent, CT 06785

  Located in the highly desirable South Kent, this enchanting Antique is nestled on a beautifully landscaped 5.5-acres, complete with a pool, a charming pool house, and a spacious detached finished barn. As you step inside, you'll be greeted by a delightful blend of history and modern updates. The recently renovated kitchen, the centerpiece of the home, boasts a spacious island and opens up to a

  Steve Pener William Pitt Sotheby's Int'l

  148 Camps Flat Rd, South Kent, CT 06785
• 

  Est $475,906 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,296 Sq Ft

  84 Kent Hollow Rd, South Kent, CT 06785

  84 Kent Hollow Rd, South Kent, CT 06785
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  /19

  $475,000 Pending

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

  128 S Kent Rd, South Kent, CT 06785

  Chic Contemporary Cottage in South Kent is in perfect turn key condition and loaded with Style! The cottage interior features an open floor plan with vaulted ceilings and gleaming wood floors. The Great Room section of the Cottage comprises of Living room with Fireplace, Dining room and a high end kitchen designed by a chef with stainless steel appliances and a center island with seating. Access

  Dave Fairty Regency Real Estate, LLC

  128 S Kent Rd, South Kent, CT 06785
• 

  $700,000 Sold Sep 24, 2024

  • 1,404 Sq Ft
  • $499/SF
  • 163 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1971

  13 Mud Pond Rd, South Kent, CT 06785

  Uninterrupted VIEWS and privacy, protected by land trusts / conservancy on 50+ acres in South Kent! Superbly located on a town maintained, scenic road surrounded by established country estates. Incredible opportunity to expand the existing 3 bed cottage or use it as a guest house and build your dream home on a higher elevation to capture further views and magnificent sunsets! The property abuts

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

  13 Mud Pond Rd, South Kent, CT 06785
• 

  Est $1,049,672 Not Listed For Sale

  • 2 Beds
  • 3 Baths
  • 2,262 Sq Ft

  21 Kane Mountain Rd, Kent, CT 06757

  21 Kane Mountain Rd, Kent, CT 06757
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  /21

  $650,000 Pending

  • Land
  • 62 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
• 

  Est $323,773 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 1,138 Sq Ft

  432B Segar Mountain Rd, South Kent, CT 06785

  432B Segar Mountain Rd, South Kent, CT 06785

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