1,985

Litchfield, CT Homes

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  • 00 Old Homestead Ln, Kent, CT 06757
    00 Old Homestead Ln, Kent, CT 06757
    00 Old Homestead Ln, Kent, CT 06757
    /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
  • 22 Oakridge 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
  • 128 S Kent Rd, South Kent, CT 06785
    128 S Kent Rd, South Kent, CT 06785
    128 S Kent Rd, South Kent, CT 06785
    /19

    $475,000

    • 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
  • Unlisted Address

    $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
  • 0 Stonewall Unit 39, Kent, CT 06757
    0 Stonewall Unit 39, Kent, CT 06757
    0 Stonewall Unit 39, Kent, CT 06757
    /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
  • 45 Stone Fences Ln, Kent, CT 06785

    $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
  • 0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
    /18

    $895,000

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

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785

    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 equestrian paradise.

    Patricia Guarantano William Pitt Sotheby's Int'l

    0 Spooner Hill Rd Unit 24077524, Kent, CT 06785
  • 9 Bulls Bridge Rd, South 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
  • 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

    • 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
  • 473 Kent Hollow Rd, Kent, CT 06757

    $397,000 Sold Apr 22, 2025

    • 1,793 Sq Ft
    • $221/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    473 Kent Hollow Rd, Kent, CT 06757

    This property has a lot of potential for someone with a vision and the right touch! The Cape Cod-style log home, tucked on a knoll in Kent Hollow, offers a charming setting, though it will require some major updates. Here are a few highlights! 3 Bedrooms, 2 baths, a cozy layout, perfect for someone looking to restore and personalize the space. Needs Updating! There seems to be lots of opportunity

    Toni Soule Bain Real Estate

    473 Kent Hollow Rd, Kent, CT 06757
  • 11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    11 Old Paddock Ln, Kent, CT 06757
    /6

    $399,000

    • Land
    • 7 Acres
    • $55,882 per Acre

    11 Old Paddock Ln, Kent, CT 06757

    Private 7.14 acres of beautiful scenic land, located on quiet country rd in the South Kent area, this magnificent lot sits on a level site set among a mature forest and stonewalls. Located minutes from Kent Center, New Preston, and Lake Waramoug.

    Jency Rojas William Raveis Real Estate

    11 Old Paddock Ln, Kent, CT 06757
  • 42 Yuzi-Mini Ln, Kent, CT 06757

    $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
    • Unlisted Address

      Est $645,222 Not Listed For Sale

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

      Unlisted Address

      Unlisted Address
  • 33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    33 Nodine Pasture Rd, Kent, CT 06757
    /40

    $8,000,000

    • 6 Beds
    • 9 Baths
    • 8,933 Sq Ft

    33 Nodine Pasture Rd, Kent, CT 06757

    West Wind Hill, a bespoke country estate on 389 acres sits on the crest of a plateau overlooking panoramic protected views. Classic stone and shingle manor house with formal courtyard sited perfectly to experience spectacular sunsets and fairytale mists combined with the upmost in privacy. Access is via a private gated road that winds through trees, past old stone walls with glimpses of open

    Jill Sloane Brown Harris Stevens

    33 Nodine Pasture Rd, Kent, CT 06757
  • 16 Elizabeth St Unit 19, Kent, CT 06757

    $285,500 Sold Feb 26, 2025

    • 1,232 Sq Ft
    • $232/SF
    • 37 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1980

    16 Elizabeth St Unit 19, Kent, CT 06757

    Alluring 2 Bedroom, 1.5 Bath remodeled Townhouse, offering a 1 Car Detached Garage, oozes with charm. The home is located within short walking distance to restaurants and shops in the storybook town of Kent, CT. The sun-filled Living Room contains 2 large windows and laminate flooring. The cozy Dining Room contains laminate flooring, a ceiling fan, and a slider to an enclosed patio, complete with

    Lisa Bowman Coldwell Banker Realty

    16 Elizabeth St Unit 19, Kent, CT 06757
  • 0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
    /12

    $425,000

    • Land
    • 15 Acres
    • $28,581 per Acre

    0 W Woods Rd Unit 1 24061899, Kent, CT 06757

    This nearly 15 acres of quiet woods, nestled between National Audubon lands to the north and NW Land Conservancy to the south, assures ultimate privacy while only minutes from the center of Sharon, CT. Located on a quiet gravel town road, a gently sloping driveway winds its way to a lovely, flat clearing with stonewalls, large native trees offering a natural building site. Sloping easily to the

    Chris Garrity Bain Real Estate

    0 W Woods Rd Unit 1 24061899, Kent, CT 06757
  • 9 Segar Mountain Rd, Kent, CT 06757

    $325,000 Sold Jan 30, 2025

    • 893 Sq Ft
    • $364/SF
    • 17 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    9 Segar Mountain Rd, Kent, CT 06757

    Welcome to 9 Segar Mountain Rd, a beautifully maintained and freshly painted 2-bedroom home nestled in the scenic charm of Kent. Designed for comfort and style, this home features central air, energy-efficient spray foam insulation, and large windows that fill the space with warmth and natural light. Set on a private lot backing to a large, open wooded area, the property offers a serene escape

    Emma Fehr William Raveis Real Estate

    9 Segar Mountain Rd, Kent, CT 06757
  • 73 Upper Kent Hollow Rd, Kent, CT 06757
    73 Upper Kent Hollow Rd, Kent, CT 06757
    73 Upper Kent Hollow Rd, Kent, CT 06757
    /31

    $1,895,000

    • Land
    • 18 Acres
    • $105,630 per Acre

    73 Upper Kent Hollow Rd, Kent, CT 06757

    The most exquisite building lot in Litchfield County! Stunning 300 degree views of seemingly endless rolling mountains in every direction. Enjoy both Sunrise and Sunsets on this completely private 18+/- acres. The rough driveway is installed and it's easy to traverse. The site is full cleared, blasted, scraped and flattened with retaining walls installed to make it ready to start building.

    Stacey Matthews W. Raveis Lifestyles Realty

    73 Upper Kent Hollow Rd, Kent, CT 06757
  • 196 Kent Cornwall Rd, Kent, CT 06757

    $440,000 Sold Jan 29, 2025

    • 2,933 Sq Ft
    • $150/SF
    • 62 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1800

    196 Kent Cornwall Rd, Kent, CT 06757

    Welcome to a piece of history and tranquility! This captivating c.1800 Saltbox home, nestled on just under 3 acres along the picturesque Route 7 in Kent, CT, was the location of the original House Of Books, a Kent landmark. The home has 4 spacious bedrooms and 4 baths, providing ample space for both family and guests. There is an incredible locally-sourced oak paneled library on the main level.

    Dave Fairty Regency Real Estate, LLC

    196 Kent Cornwall Rd, Kent, CT 06757
  • 23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook Rd, Kent, CT 06757
    23 Mauwee Brook Rd, Kent, CT 06757
    /40

    $8,000,000

    • 4 Beds
    • 5.5 Baths
    • 5,400 Sq Ft

    23 Mauwee Brook Rd, Kent, CT 06757

    "The Falls." Prominent Modernist Architect, Charles Gwathmey of Guggenheim Museum renovation fame, designed this masterpiece in one of the most beautiful locations, offering dramatic views, cascading waterfall, nestled on 40+ acres of beautifully landscaped grounds with serene stream and extensive stonework. The property boasts a breathtaking western view of the Litchfield Hills. Just minutes to

    Kathryn Clair William Pitt Sotheby's Int'l

    23 Mauwee Brook Rd, Kent, CT 06757
  • 148 Camps Flat Rd, South Kent, CT 06785

    $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
  • 5 Weantinogue Ln, Kent, CT 06785
    5 Weantinogue Ln, Kent, CT 06785
    5 Weantinogue Ln, Kent, CT 06785
    /30

    $189,000

    • Land
    • 6 Acres
    • $30,984 per Acre

    5 Weantinogue Ln, Kent, CT 06785

    Imagine your dream home on this bucolic and gently-sloped, mostly level 6.1 acre lot in the upscale private community of St. John's Peak, with home plans and percolation tests included! If you're looking to escape the fast-paced city of Manhattan within 2 hours, you can find yourself worlds away in this peaceful, picturesque, private, and secluded lot in the in the beautiful town of Kent. This

    Phil Fox William Pitt Sotheby's Int'l

    5 Weantinogue Ln, Kent, CT 06785
  • 389 Kent Cornwall Rd, Kent, CT 06757

    $475,000 Sold Dec 31, 2024

    • 2,640 Sq Ft
    • $180/SF
    • 44 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1900

    389 Kent Cornwall Rd, Kent, CT 06757

    This description beautifully captures the essence of a historic yet modernized retreat. The juxtaposition of the 1860's barn's vintage charm with updated features makes it sound like a true sanctuary. The restored post-and-beam structure, combined with natural light from expansive windows, creates a welcoming and spacious atmosphere. The study, complete with custom bookcases, wood stove, and a

    Toni Soule Bain Real Estate

    389 Kent Cornwall Rd, Kent, CT 06757
  • 1 W Woods Rd, Kent, CT 06757
    1 W Woods Rd, Kent, CT 06757
    /2

    $395,000

    • Land
    • 14 Acres
    • $28,644 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
  • 181 Segar Mountain Rd, Kent, CT 06757

    $460,000 Sold Dec 30, 2024

    • 1,800 Sq Ft
    • $256/SF
    • 80 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    181 Segar Mountain Rd, Kent, CT 06757

    Discover this incredibly private Colonial home, set on over 5+ acres and nestled well off the road at the end of a winding driveway. Surrounded by mature gardens and offering picturesque seasonal views, the main floor features a generously sized galley kitchen that opens to a delightful front deck, a formal dining room, a bright living room, a convenient main-level bedroom, and a full bath.

    Steve Pener William Pitt Sotheby's Int'l

    181 Segar Mountain Rd, Kent, CT 06757
  • 6 Lee Cir, Kent, CT 06757
    6 Lee Cir, Kent, CT 06757
    6 Lee Cir, Kent, CT 06757
    /30

    $699,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,014 Sq Ft

    6 Lee Cir, Kent, CT 06757

    Welcome to 6 Lee Circle, a fully renovated Colonial in the desirable Saddle Ridge subdivision, just minutes from downtown Kent. This 3-bedroom, 2.5-bath home offers 2,014 sq ft of thoughtfully updated living space on a quiet cul-de-sac with incredible western views. The main level features a sun-filled living room with a wood-burning fireplace and picture windows overlooking the hillside. A

    Brian Hastings Serhant Connecticut, LLC

    6 Lee Cir, Kent, CT 06757
  • 368 Kent Cornwall Rd, Kent, CT 06757

    $420,000 Sold Dec 23, 2024

    • 1,584 Sq Ft
    • $265/SF
    • 69 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    368 Kent Cornwall Rd, Kent, CT 06757

    Beautifully maintained Cape nestled on 2.4 private acres in the heart of the picturesque Litchfield Hills. Step inside to discover a welcoming open living and dining area, highlighted by a soaring vaulted ceiling and expansive windows that flood the space with natural light. A sliding door invites you to a delightful outdoor deck, perfect for enjoying views of the lush backyard. This inviting

    Steve Pener William Pitt Sotheby's Int'l

    368 Kent Cornwall Rd, Kent, CT 06757

Showing Results 41 - 80, Page 2 of 18

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