4,834

Litchfield, CT Homes

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  • 435 W Wakefield Blvd, Winsted, CT 06098
    435 W Wakefield Blvd, Winsted, CT 06098
    435 W Wakefield Blvd, Winsted, CT 06098
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    $1,299,999 Under Contract

    • 8 Beds
    • 4.5 Baths
    • 5,231 Sq Ft

    435 W Wakefield Blvd, Winsted, CT 06098

    Welcome to this spectacular Highland Lake estate, offering a unique blend of luxury & tranquility. Situated on 1.51 acres of combined land, the property includes a large barn/garage capable of housing multiple cars, boats, & equipment. The main home boasts generously sized rooms w/ high ceilings, offering an open, airy feel throughout. The kitchen has been updated w/ hardwood cabinets, featuring

    Heidi Picard-Ramsay Berkshire Hathaway NE Prop.

    435 W Wakefield Blvd, Winsted, CT 06098
  • 102 Sunny Ridge Dr, Winsted, CT 06098

    $395,000 Sold Mar 28, 2025

    • 1,792 Sq Ft
    • $220/SF
    • 25 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1990

    102 Sunny Ridge Dr, Winsted, CT 06098

    Charming One-Owner Split Level in a Private Rural Setting. Discover the perfect blend of privacy, space, and convenience in this beautifully maintained 1,800 sq. ft. split-level home, nestled on a serene 1-acre lot at the end of a cul-de-sac abutting the Barkhamsted town line. This home offers seven well-appointed rooms, including a spacious living room with a propane stove set in the fireplace,

    David Sartirana Northwest CT Realty

    102 Sunny Ridge Dr, Winsted, CT 06098
  • 0 Platt Hill Rd Unit 24079213, Winsted, CT 06098

    $85,000 Sold Mar 27, 2025

    • Land
    • 3.06 Acres
    • $27,742 per Acre
    • 5 Days On Market

    0 Platt Hill Rd Unit 24079213, Winsted, CT 06098

    Build on this 3+ acre lot that adjoins Winchester Land Trust. Old soil tests, would need to be re-tested.

    Nadia Corvo Northwest CT Realty

    0 Platt Hill Rd Unit 24079213, Winsted, CT 06098
  • 13 Riveredge Dr Unit 13, Winsted, CT 06098

    $135,000 Sold Mar 27, 2025

    • 643 Sq Ft
    • $210/SF
    • 72 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1986

    13 Riveredge Dr Unit 13, Winsted, CT 06098

    This is your chance to experience turnkey condo-style living with modern upgrades and unbeatable comfort. The remodeled kitchen boasts newer appliances, sleek granite countertops, and stylish flooring, perfect for everyday living and entertaining. Enjoy peace of mind with a five-year-old water heater with a 10-year warranty. Imagine waking up to the serene, calming sounds of the river through

    James Bradshaw Berkshire Hathaway NE Prop.

    13 Riveredge Dr Unit 13, Winsted, CT 06098
  • 86 Maple St, Winsted, CT 06098

    $268,000 Sold Mar 18, 2025

    • 1,428 Sq Ft
    • $188/SF
    • 128 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1880

    86 Maple St, Winsted, CT 06098

    Completely renovated. Brand new appliances. Roof and furnace approx. 10 years old. Nice open yard. New gravel driveway. Walk up attic with plenty of storage. New floors and windows. Large eat-in kitchen with marble counters and stainless steel appliances. Main floor laundry. Two full baths; one upstairs and one on main level. One main level bedroom. 86 Maple St is waiting for you to make it your

    Chris LaCava Coldwell Banker Realty

    86 Maple St, Winsted, CT 06098
  • 350 Walnut St, Winsted, CT 06098

    $105,000 Sold Mar 14, 2025

    • 720 Sq Ft
    • $146/SF
    • 33 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    350 Walnut St, Winsted, CT 06098

    Attention investors! This 2-bedroom, 1-bathroom single ranch style home is a prime opportunity for a complete rehab. The property was involved in a fire and requires a full rehab with a 1-car garage and is being sold as-is. Subject to probate approval.

    Vincent Miller Hudson Home Services LLC

    350 Walnut St, Winsted, CT 06098
  • 111 Riverton Rd Unit 17, Winsted, CT 06098

    $199,900 Sold Mar 12, 2025

    • 1,204 Sq Ft
    • $166/SF
    • 87 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    111 Riverton Rd Unit 17, Winsted, CT 06098

    Two bedroom, 1 & 1/2 bath end unit Townhouse with wood floors throughout, living room with fireplace and sliders to deck, primary bedroom with walk in closet, deck has just been painted, Spacious 2 car garage. Unit has lower-level laundry room with entry into garage. Great space and ready for New Owner.

    Joanne Donne The Washington Agency

    111 Riverton Rd Unit 17, Winsted, CT 06098
  • 14 Hamill Dr, Winsted, CT 06098

    $260,000 Sold Mar 10, 2025

    • 1,888 Sq Ft
    • $138/SF
    • 27 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1973

    14 Hamill Dr, Winsted, CT 06098

    Welcome to this single family home nestled at the end of a peaceful cul-de-sac. Featuring 3 spacious bedrooms and a full bathroom on the main lever, and a cozy lower-level family room complete with a half bath and ample storage. This home has both comfort and functionality.

    Eva Casoria eXp Realty

    14 Hamill Dr, Winsted, CT 06098
  • 11 Cherry St, Winsted, CT 06098

    $325,000 Sold Mar 07, 2025

    • 1,324 Sq Ft
    • $245/SF
    • 1 Day On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1962

    11 Cherry St, Winsted, CT 06098

    Welcome to 11 Cherry Street! This move-in ready ranch-style home features 3 bedrooms, 1.5 bathrooms, and is just around the corner from Highland Lake. Step into the kitchen directly from the heated 2-car garage. The kitchen features plenty of white cabinets, shiplap, and a brick backsplash, creating a stylish industrial modern vibe. It also overlooks the spacious dining room perfect for

    Haylee Munchgesang Coldwell Banker Realty

    11 Cherry St, Winsted, CT 06098
  • 296 Colebrook Rd, Winsted, CT 06098

    $400,000 Sold Mar 03, 2025

    • 4,253 Sq Ft
    • $94/SF
    • 132 Days On Market
    • 7 Beds
    • 3.5 Baths
    • Built 1958

    296 Colebrook Rd, Winsted, CT 06098

    . The Main house features a Huge Stone fire-placed family room , plus a fire-placed Living room,for cozier gatherings. The home also includes a walk-out basement,. There is finished space ideal for an in-law suite on the second floor, located above the oversized attached 2-car garage. Outdoor living is enhanced by a rear deck that overlooks a tranquil pond, dam, and wooded area, making it a

    David D'Amore Northwest CT Realty

    296 Colebrook Rd, Winsted, CT 06098
  • 234 E Wakefield Blvd, Winsted, CT 06098

    $135,000 Sold Feb 28, 2025

    • 816 Sq Ft
    • $165/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1939

    234 E Wakefield Blvd, Winsted, CT 06098

    Abundant opportunity awaits for you to live in the highly-desired Highland Lake area. With some vision and determination, you can transform this property into your home. The property features newer roofing, new siding, and new replacement windows. There is a level lot for your enjoyment and a two-car garage with loft storage above. This property could also be a great investment opportunity. Cash

    Jeffrey Liskin Northwest CT Realty

    234 E Wakefield Blvd, Winsted, CT 06098
  • 220 Gilbert Ave, Winsted, CT 06098

    $375,000 Sold Feb 19, 2025

    • 2,176 Sq Ft
    • $172/SF
    • 77 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1900

    220 Gilbert Ave, Winsted, CT 06098

    WOW - Welcome to 220 Gilbert Ave! Stop by for a visit and view the amazing transformation of this FABULOUS 2 family dwelling. Home has been completely remodeled inside and out. Relax and enjoy the level, private back yard or the sprawling, open front porch. The open floor plan boasts, spacious rooms, space for everyone and storage galore! The list of amenities is endless in this beautiful home!

    Linda Muraski Century 21 Classic Homes

    220 Gilbert Ave, Winsted, CT 06098
  • 113 Preston Rd, Winsted, CT 06098

    $343,000 Sold Feb 14, 2025

    • 1,566 Sq Ft
    • $219/SF
    • 53 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1993

    113 Preston Rd, Winsted, CT 06098

    This 1,566 sq. ft. cape log home sits on a mostly wooded 6.04 acre lot. The home consists of 2 bedroom, 2 bath, an open living/kitchen concept, primary suite, great closet space, laundry on the main level as well as a bonus room. Kitchen appliances included along with laundry set. Full basement with workshop area and a two car detached garage.

    Roberta LeJeune Marrin Santore Realty LLC

    113 Preston Rd, Winsted, CT 06098
  • 86 Strong Terrace, Winsted, CT 06098

    $288,000 Sold Feb 14, 2025

    • 1,646 Sq Ft
    • $175/SF
    • 69 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1880

    86 Strong Terrace, Winsted, CT 06098

    Lovely 4-5 bedroom Colonial in the quaint town of Winchester is updated throughout and move in ready! This home offers a unique blend of classic charm and modern amenities. Fantastic yard is great for entertaining with a patio, garden areas, fire pit, a detached Carriage house style barn and a fenced in area great for pets. Welcoming covered front porch entry way. Gorgeous newly built rear

    Lindsay J. Warner Tier 1 Real Estate

    86 Strong Terrace, Winsted, CT 06098
  • 35 Riveredge Dr Unit 35, Winsted, CT 06098

    $146,000 Sold Feb 10, 2025

    • 992 Sq Ft
    • $147/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    35 Riveredge Dr Unit 35, Winsted, CT 06098

    Come see this wonderful sought after condo on a cul-de-sac. Freshly painted and new carpet on stairs and upper level. This unit overlooks the river from the back patio. Great surrounding neighborhoods. Close proximity to town and route 8. Parking space is directly in front of the condo!

    Maria Smith KW Legacy Partners

    35 Riveredge Dr Unit 35, Winsted, CT 06098
  • 111 Riverton Rd Unit 7, Winsted, CT 06098

    $180,000 Sold Feb 10, 2025

    • 1,204 Sq Ft
    • $150/SF
    • 68 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    111 Riverton Rd Unit 7, Winsted, CT 06098

    Welcome to 111 Riverton Road, Unit 7. Discover the charm and convenience of this well-maintained Riverwalk townhouse, ideally situated in a peaceful section of the complex with no through traffic, expansive green spaces, and a serene wooded backdrop. This 2-bedroom, 1.5-bath home offers an inviting blend of comfort and style, featuring newer flooring on the main level. The bright, airy kitchen is

    David Sartirana Northwest CT Realty

    111 Riverton Rd Unit 7, Winsted, CT 06098
  • 63 Meadow St, Winsted, CT 06098

    $330,000 Sold Jan 31, 2025

    • 2,602 Sq Ft
    • $127/SF
    • 31 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1900

    63 Meadow St, Winsted, CT 06098

    Welcome to 63 Meadow, an updated, well maintained and income producing property, making it a match made in investing heaven for both the landlord and tenant. This property boasts three spacious units, shared outdoor space, a two-car attached garage, and 5 parking spaces. The prime location is minutes from route 8 ramps, local university, shopping and every convenience, not to mention a 3 minute

    Lauren Hill Mark Tavares Realty, LLC

    63 Meadow St, Winsted, CT 06098
  • 19 Cottage St, Winsted, CT 06098

    $375,000 Sold Jan 31, 2025

    • 2,674 Sq Ft
    • $140/SF
    • 100 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1890

    19 Cottage St, Winsted, CT 06098

    Welcome to 19 Cottage Street, a stunning turnkey Colonial in the heart of Winsted that beautifully blends modern functionality with classic charm. As you enter, a spacious foyer with new tile flooring leads into a bright living room featuring gleaming hardwood floors, create a warm, inviting atmosphere. A dedicated office space presents an ideal setting for productivity, while the heart of the

    Michael Bianca Showcase Realty, Inc.

    19 Cottage St, Winsted, CT 06098
  • 20 Riveredge Dr Unit 20, Winsted, CT 06098

    $155,000 Sold Jan 09, 2025

    • 992 Sq Ft
    • $156/SF
    • 1 Day On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    20 Riveredge Dr Unit 20, Winsted, CT 06098

    Come see this renovated condo! New Carpeting on stairs and in bedrooms; fresh coat of paint throughout and flooring on lower level still looks brand new. Slider in living room opens to a private little patio area. Great surrounding neighborhoods. Close proximity to town.

    Maria Smith KW Legacy Partners

    20 Riveredge Dr Unit 20, Winsted, CT 06098
  • 111 Riverton Rd Unit 50, Winsted, CT 06098

    $195,000 Sold Jan 08, 2025

    • 1,204 Sq Ft
    • $162/SF
    • 0 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    111 Riverton Rd Unit 50, Winsted, CT 06098

    Fantastic opportunity to own this wonderful unit at the sought after Riverwalk complex!! Rarely available townhouse with so much space and a 2 CAR ATTACHED GARAGE!!!! Meticulously maintained unit with 2 bedrooms and 1.5 baths... sliders from the fireplaced living room out to a private deck! New windows in 2019...new garage doors, A/C units, garbage disposal and hot water in 2022...newer Samsung

    Tammy Varney William Raveis Real Estate

    111 Riverton Rd Unit 50, Winsted, CT 06098

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