5,109

Winchester, CT Homes

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  • 110 South Rd, Winsted, CT 06098

    $679,000 Sold Apr 30, 2025

    • 3,870 Sq Ft
    • $175/SF
    • 5 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    110 South Rd, Winsted, CT 06098

    Discover your private sanctuary in the heart of historic Winchester Center, where tranquility meets nature! This contemporary Cape-style home boasts spacious, light-filled rooms that have been thoughtfully updated throughout. Elegant details such as crown molding, beams, skylights & oversized windows invite the beauty of the outdoors in-all showcasing your private pond! The main floor is designed

    Matthew Egan Regency Real Estate, LLC

    110 South Rd, Winsted, CT 06098
  • 14 Riveredge Dr Unit 14, Winsted, CT 06098

    $160,000 Sold Apr 29, 2025

    • 992 Sq Ft
    • $161/SF
    • 0 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    14 Riveredge Dr Unit 14, Winsted, CT 06098

    Come see this wonderful sought after condo in a great neighborhood that has been freshly painted and all new appliances in the kitchen as well as a newer water heater that is just a few years old. Close proximity to town and route 8 and just down the street from the Northwestern Connecticut Community College. This unit has a garage that is directly across from the condo and has an additional

    Maria Smith KW Legacy Partners

    14 Riveredge Dr Unit 14, Winsted, CT 06098
  • 109 Marshall St, Winsted, CT 06098

    $90,000 Sold Apr 25, 2025

    • 936 Sq Ft
    • $96/SF
    • 18 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1935

    109 Marshall St, Winsted, CT 06098

    Charming bungalow with great potential! This 936 sq. ft. home features 6 rooms, including 3 bedrooms and 1 full bath, situated on a spacious 0.80-acre lot. A detached one-car garage provides additional storage or parking. While this home is in poor condition and will require significant renovation, it presents an excellent opportunity for investors or buyers looking to restore and customize. Will

    David Sartirana Northwest CT Realty

    109 Marshall St, Winsted, CT 06098
  • 52 Lakeview Rd, Winsted, CT 06098

    $410,000 Sold Apr 24, 2025

    • 2,313 Sq Ft
    • $177/SF
    • 28 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1971

    52 Lakeview Rd, Winsted, CT 06098

    Welcome to 52 Lakeview Rd, a meticulously maintained Colonial home that has been lovingly cared for by the same family for over 50 years. This 2,300 sq. ft. residence is set on a spacious .47-acre lot in a peaceful, rural neighborhood, offering both privacy and convenience. The main level features a well-designed layout, including a formal living room and dining room, perfect for entertaining.

    David Sartirana Northwest CT Realty

    52 Lakeview Rd, Winsted, CT 06098
  • 830 Main St, Winsted, CT 06098

    $220,000 Sold Apr 24, 2025

    • 3,115 Sq Ft
    • $71/SF
    • 14 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1900

    830 Main St, Winsted, CT 06098

    Large side by side duplex with 1 and half baths on each side and a finished attic on each side. Lots of potential here but freeze damage as well. As is sale or repairs possible.

    Michelle Grant Coldwell Banker Premier Real Estate

    830 Main St, Winsted, CT 06098
  • 151 Elm St, Winsted, CT 06098

    $275,000 Sold Apr 23, 2025

    • 2,191 Sq Ft
    • $126/SF
    • 41 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1880

    151 Elm St, Winsted, CT 06098

    Step into the warmth and character of this beautiful 5-bedroom single-family home, ideally located in the heart of Winsted. With a wrap-around front porch and a screened rear porch, this home offers the perfect blend of classic charm and modern convenience. Inside, you'll find hardwood floors throughout most of the house, a full bay window in the living room that fills the space with natural

    Jeffrey Liskin Northwest CT Realty

    151 Elm St, Winsted, CT 06098
  • 98 Pinney St, Colebrook, CT 06021

    $400,000 Sold Apr 21, 2025

    • 1,294 Sq Ft
    • $309/SF
    • 39 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    98 Pinney St, Colebrook, CT 06021

    Charming property nestled on 6+ acres in Colebrook. The house is set back on the property, drive by a lovely pond and garden areas as you drive up to a detached oversized 2-bay garage. A covered porch welcomes you to the front entry. A lovely respite in the warmer months. Enter into a vaulted living room with wood burning stove for those chilly nights. This space is well laid out and includes the

    Tracy Macgowan Elyse Harney Real Estate

    98 Pinney St, Colebrook, CT 06021
  • 315 E Wakefield Blvd, Winsted, CT 06098

    $289,900 Sold Apr 21, 2025

    • 988 Sq Ft
    • $293/SF
    • 61 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1980

    315 E Wakefield Blvd, Winsted, CT 06098

    Charming ranch style home with year round water views! This beautifully updated 3-bedroom, 1-bath ranch home in the sought-after Highland Lake community in Winsted is a true gem. The home has been meticulously cared for, blending modern updates with classic charm. Inside, you'll find a cozy, well-maintained living space that feels inviting and comfortable. The property boasts a spacious, full

    Heather Crabtree Coldwell Banker Realty

    315 E Wakefield Blvd, Winsted, CT 06098
  • 18 Upland Rd, Winsted, CT 06098

    $290,000 Sold Apr 21, 2025

    • 2,338 Sq Ft
    • $124/SF
    • 6 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1886

    18 Upland Rd, Winsted, CT 06098

    A Great Investment opportunity in this classic charming multi two unit home. The location is convenient to many amenities including Dining, Community College, Highland Lake recreation and much more. Each unit has Washer & Dryer hookups. Up grades include New High Gas Efficiency Furnaces and Hot Water Heaters in 2020. New Thermal Windows & Blown In Insulation 2021 & 2022. Two Car Garage, Large

    Linda Ganem Borla & Associates Real Estate

    18 Upland Rd, Winsted, CT 06098
  • 58 Cherry St, Winsted, CT 06098

    $275,000 Sold Apr 17, 2025

    • 1,287 Sq Ft
    • $214/SF
    • 22 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1948

    58 Cherry St, Winsted, CT 06098

    Charming Cape Cod retreat just a short stroll from the beautiful beaches of Highland Lake! This well-maintained 3-bedroom, 2-bath home has been a cherished getaway for years, offering the perfect blend of comfort and convenience. The main level features a sun-filled living room, a dining room ideal for gatherings, and a kitchen with a center island for easy meal prep. A cozy bedroom and a full

    David Sartirana Northwest CT Realty

    58 Cherry St, Winsted, CT 06098
  • 493 N Main St, Winsted, CT 06098

    $275,000 Sold Apr 16, 2025

    • 1,277 Sq Ft
    • $215/SF
    • 114 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1940

    493 N Main St, Winsted, CT 06098

    Highest and best by 3/10 at 6 PM. Back on the market! Enjoy living in your own home nestled in the scenic Litchfield Hills in this newly renovated three-bedroom house with many updates: Refrigerator, range, microwave, dishwasher, and first floor washer/dryer less than a year old. Hot water heater 2023. Updated electrical 2024. Furnace serviced and updated with new burner 2024. 3 new exterior

    Jessica Sperry Maverick Realty

    493 N Main St, Winsted, CT 06098
  • 47 Orchard St, Winsted, CT 06098

    $395,000 Sold Apr 08, 2025

    • 1,818 Sq Ft
    • $217/SF
    • 106 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1875

    47 Orchard St, Winsted, CT 06098

    Renovated to 4 Bedroom and 3 Full-bath home with 2028 SQFT, this stunning Colonial on Private Road a short walk to Highland Lake. This newly remodeled 1875 home seamlessly blends historic charm with modern amenities. Inside discover a spacious floor plan offering an abundance of natural light perfect for both entertaining and everyday living. The custom kitchen is a chef's dream featuring sleek

    Bryan Palladino Showcase Realty, Inc.

    47 Orchard St, Winsted, CT 06098
  • 178 Boyd St, Winsted, CT 06098

    $305,000 Sold Apr 07, 2025

    • 1,826 Sq Ft
    • $167/SF
    • 62 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    178 Boyd St, Winsted, CT 06098

    Rare Side-by-Side Duplex with Highland Lake Views Don't miss this unique side-by-side duplex offering stunning views of Highland Lake! This versatile property features an open-concept layout on the first floor in both units, creating a spacious and inviting atmosphere. One unit boasts a vaulted ceiling in the updated kitchen, while the other offers a finished attic that adds two additional

    David Sartirana Northwest CT Realty

    178 Boyd St, Winsted, CT 06098
  • 111 Riverton Rd Unit 9, Winsted, CT 06098

    $206,000 Sold Apr 01, 2025

    • 1,204 Sq Ft
    • $171/SF
    • 22 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    111 Riverton Rd Unit 9, Winsted, CT 06098

    This 3-story condominium boasts two large bedrooms, and 1.5 bathrooms, as well as a 2-car garage with a private indoor entrance. The primary bedroom provides lofty ceilings, a walk-in closet, and its own entry way into the full bath. On the main level, the pellet stove is powerful enough to heat the entire living space whilst having its own thermostat to ensure a comfortable temperature

    Kathleen Miller CT Home Pro, LLC

    111 Riverton Rd Unit 9, Winsted, CT 06098
  • 325 E Wakefield Blvd, Winsted, CT 06098

    $270,000 Sold Mar 31, 2025

    • 1,192 Sq Ft
    • $227/SF
    • 39 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1930

    325 E Wakefield Blvd, Winsted, CT 06098

    Enjoy water views from this charming Colonial located just across the street from Highland Lake. This cozy retreat blends historic charm with modern updates, offering a perfect escape for year-round living or a weekend getaway. Inside, refinished wide-plank hardwood floors add warmth and character, while the freshly painted interior enhances the bright and inviting atmosphere. The living room

    Brigitte Richter William Pitt Sotheby's Int'l

    325 E 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

Showing Results 241 - 280, Page 7 of 18

Connecticut Litchfield County Winchester

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