5,534

Litchfield, CT Homes in ZIP Code 06098

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  • 278 Colebrook River Rd, Colebrook, CT 06021
    278 Colebrook River Rd, Colebrook, CT 06021
    278 Colebrook River Rd, Colebrook, CT 06021
    /23

    $349,000 Pending

    • 2 Beds
    • 1 Bath
    • 952 Sq Ft

    278 Colebrook River Rd, Colebrook, CT 06021

    A nature lovers dream! Nestled on nearly 6 acres, this charming cottage offers comfortable single-level living. The bright living room, complete with a cozy fireplace and hardwood floors. The adjacent dining room features two large windows that fill the space with natural light. The kitchen is both practical and stylish, with tile flooring and a tile backsplash. Two bedrooms with hardwood floors

    Matthew Streaman RE/MAX Right Choice

    278 Colebrook River Rd, Colebrook, CT 06021
  • 255 Smith Hill Rd, Colebrook, CT 06021
    255 Smith Hill Rd, Colebrook, CT 06021
    255 Smith Hill Rd, Colebrook, CT 06021
    /34

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 3,014 Sq Ft
    • House for Rent

    255 Smith Hill Rd, Colebrook, CT 06021

    Escape to the heart of the Litchfield Hills at this inspiring private retreat set on over 31 picturesque acres! Available as a short-term summer rental from June 15 until September 15, this exceptional property borders the Berkshires and sits adjacent to a pristine state forest and river-perfect for fly fishing and outdoor exploration. Surrounded by orchards and rolling countryside, the

    Svetlana Chkolnik William Pitt Sotheby's Int'l

    255 Smith Hill Rd, Colebrook, CT 06021
  • 100 Norfolk Rd, Winsted, CT 06098

    $160,000 Sold Jul 18, 2025

    • 2,914 Sq Ft
    • $55/SF
    • 8 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1947

    100 Norfolk Rd, Winsted, CT 06098

    Endless Potential on 3.7 acres! 4 bedroom and 2 bath cape is a single-family home that was formerly used as a small homestead farm. This home features an open floor plan with soaring 10-foot ceilings on the first floor. The layout is flexible and offers plenty of room to grow. The home is in need of a full rehab and is perfect for investors, DIY enthusiasts, or anyone ready to bring their vision

    Katie Breitkreutz Dave Jones Realty, LLC

    100 Norfolk Rd, Winsted, CT 06098
  • 110 Rugg Brook Rd, Winsted, CT 06098
    110 Rugg Brook Rd, Winsted, CT 06098
    110 Rugg Brook Rd, Winsted, CT 06098
    /28

    $400,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,209 Sq Ft

    110 Rugg Brook Rd, Winsted, CT 06098

    Wow! Check out this beautiful, modern, colonial built in 1998 with over 2,000 square feet on 3+ level acres with an inground pool and an attached garage. Enjoy the comfortable feel and the beautiful hardwood floors, vaulted ceiling in the primary bedroom suite. With views of Winchester Club Pond this is the perfect location for peace and quiet.

    Michelle Grant Coldwell Banker Premier Real Estate

    110 Rugg Brook Rd, Winsted, CT 06098
  • 188 E Lake St, Winsted, CT 06098
    188 E Lake St, Winsted, CT 06098
    188 E Lake St, Winsted, CT 06098
    /11

    $2,200 per month

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Townhouse for Rent

    188 E Lake St, Winsted, CT 06098

    Welcome to our beautiful lakeside apartment! 2 bedroom/1 Bath. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity. The apartment features a spacious living area, a fully equipped kitchen, huge primary bedroom with lake views, dedicated office space and in unit laundry. Whether you are looking for a peaceful

    Annie Simard LPT Realty

    188 E Lake St, Winsted, CT 06098
  • 39 Orchard St, Winsted, CT 06098

    $208,900 Sold Jul 18, 2025

    • 1,200 Sq Ft
    • $174/SF
    • 131 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1875

    39 Orchard St, Winsted, CT 06098

    Back on the market, buyer's financing fell through. Welcome to this beautifully updated 3-bedroom, 1.5-bath colonial in the heart of Winsted! This home seamlessly blends classic charm with modern conveniences, featuring a spacious layout, abundant natural light, and stylish updates throughout. The inviting living room offers a cozy atmosphere perfect for gatherings. The updated kitchen boasts

    Michael J Flaherty Jr Sullivan Real Estate Inc

    39 Orchard St, Winsted, CT 06098
  • 45 Riveredge Dr Unit 45, Winsted, CT 06098
    45 Riveredge Dr Unit 45, Winsted, CT 06098
    45 Riveredge Dr Unit 45, Winsted, CT 06098
    /15

    $175,000

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft

    45 Riveredge Dr Unit 45, Winsted, CT 06098

    If you know the complex, you know it is a nicely secluded, pleasant place to live. The unit offers a nice private rear patio area. It is a lovely location by the Still River, yet close to town and offers easy access the region via highway and train from NYC to Waterbury. l Two-hour drive to NYC or Boston if traffic is kind. 45 minutes to Tanglewood, 40 to Hartford. The interior does not need

    John Herman The Buyer's Representative LLC

    45 Riveredge Dr Unit 45, Winsted, CT 06098
  • 154 Wallens St Unit 1, Winsted, CT 06098
    154 Wallens St Unit 1, Winsted, CT 06098
    /2

    $1,395 per month

    • 2 Beds
    • 1 Bath
    • 924 Sq Ft
    • House for Rent

    154 Wallens St Unit 1, Winsted, CT 06098

    Bright and sunny 2-bedroom, 1st floor apartment, located close to town. This spacious unit features a large living room and kitchen, and separate dining area. Washer/dryer can be provided for an extra $75 per month. Pets considered, and a background and credit check are required.

    Amanda Balaski Northwest CT Realty

    154 Wallens St Unit 1, Winsted, CT 06098
  • 284 Gilbert Ave, Winsted, CT 06098

    $325,000 Sold Jul 17, 2025

    • 1,849 Sq Ft
    • $176/SF
    • 40 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1956

    284 Gilbert Ave, Winsted, CT 06098

    Welcome to 284 Gilbert Avenue-a charming 4-bedroom Cape that combines efficient updates with inviting living spaces. Approximately 1,849 sq ft of sun-splashed interiors begin with a spacious eat-in kitchen featuring generous cabinetry, a dining area, and sliders that open to an elevated deck-perfect for grilling while enjoying the privacy of the beautifully manicured backyard. The main level also

    David Sartirana Northwest CT Realty

    284 Gilbert Ave, Winsted, CT 06098
  • 441 Platt Hill Rd, Winsted, CT 06098
    441 Platt Hill Rd, Winsted, CT 06098
    441 Platt Hill Rd, Winsted, CT 06098
    /34

    $625,000

    • 5 Beds
    • 3 Baths
    • 3,404 Sq Ft

    441 Platt Hill Rd, Winsted, CT 06098

    Welcome to 441 Platt Hill Road - a home that offers warmth, charm, and plenty of space to make memories. This inviting residence features an open and airy layout filled with natural light thanks to large windows and multiple skylights. Solid hardwood floors and tile run throughout the main level, creating a timeless foundation for your personal touch. The spacious eat-in kitchen, while vintage in

    David Sartirana Northwest CT Realty

    441 Platt Hill Rd, Winsted, CT 06098
  • 88 Strong Terrace, Winsted, CT 06098

    $282,000 Sold Jul 16, 2025

    • 2,470 Sq Ft
    • $114/SF
    • 10 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1890

    88 Strong Terrace, Winsted, CT 06098

    This solid 5-bedroom colonial in Winsted has been in the same hands for over 40 years and been well taken care of the whole time. With almost 2,500 square feet there's plenty of space for whatever you need, whether it's family, guests, or just room to spread out. Inside, you'll find large living and dining areas, good-sized bedrooms, and lots of natural light. If you're looking for space,

    Austin Brochu Sullivan Real Estate Inc

    88 Strong Terrace, Winsted, CT 06098
  • 57 Main St, Winsted, CT 06098
    57 Main St, Winsted, CT 06098
    57 Main St, Winsted, CT 06098
    /27

    $375,000

    • 3 Beds
    • 3,660 Sq Ft

    57 Main St, Winsted, CT 06098

    Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS

    Stacy LaQuerre Regall Realty, LLC

    57 Main St, Winsted, CT 06098
  • 11 Gibbs St Unit 7, Winsted, CT 06098

    $120,000 Sold Jul 08, 2025

    • 570 Sq Ft
    • $211/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1984

    11 Gibbs St Unit 7, Winsted, CT 06098

    Welcome to easy, one-level living in this rarely available unit at Gilbert Commons! This well-maintained 1 bedroom, 1 full bathroom condo offers approximately 570 square feet of comfortable living space with plenty of natural light and privacy. Inside, you'll find a spacious living room, a well-appointed kitchen with generous cabinet storage, and your own dedicated laundry room. The modest

    David Sartirana Northwest CT Realty

    11 Gibbs St Unit 7, Winsted, CT 06098
  • 22 Curtice St, Winsted, CT 06098
    22 Curtice St, Winsted, CT 06098
    22 Curtice St, Winsted, CT 06098
    /20

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,334 Sq Ft

    22 Curtice St, Winsted, CT 06098

    Step into timeless elegance with this beautifully updated colonial-style home, where classic charm meets modern convenience. Gleaming hardwood floors flow seamlessly throughout the main living areas, creating a warm and inviting atmosphere. The fully renovated kitchen is a chef's dream, featuring premium finishes, sleek countertops, and top-of-the-line appliances. Upstairs, you'll find spacious

    Terence Dominick Complete Real Estate

    22 Curtice St, Winsted, CT 06098
  • 150 Mathew Rd, Winsted, CT 06098

    $314,000 Sold Jul 03, 2025

    • 1,480 Sq Ft
    • $212/SF
    • 64 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1979

    150 Mathew Rd, Winsted, CT 06098

    Highland Lake, 3 Bedroom, 2 Bath, well maintained home. Lake views, newer appliances, hardwood floors, move-in ready, lake rights. 6,500 watt whole house generator. 8x12 shed with power, 35 Amp out side outlet for camper, working chimney for wood stove on lower level, ASSUMABLE MORTGAGE!

    Josh Dionne Commercial Services Realty

    150 Mathew Rd, Winsted, CT 06098
  • 130 Stanton Ave, Winsted, CT 06098
    130 Stanton Ave, Winsted, CT 06098
    130 Stanton Ave, Winsted, CT 06098
    /10

    $235,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    130 Stanton Ave, Winsted, CT 06098

    Step right into effortless living with this charming 2bedroom ranch-style home, nestled right in town and wrapped in durable, lowmaintenance vinyl siding. As you approach, you'll appreciate the tidy curb appeal and generous driveway-perfect for guests or extra vehicles. Inside, an open concept living and dining area welcomes you with abundant natural light and easy flow, ideal for both everyday

    David D'Amore Northwest CT Realty

    130 Stanton Ave, Winsted, CT 06098
  • 39 Baker St, Winsted, CT 06098

    $225,000 Sold Jul 03, 2025

    • 1,612 Sq Ft
    • $140/SF
    • 166 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1900

    39 Baker St, Winsted, CT 06098

    Wonderful opportunity to own a 2 family with a newer 2 car garage. Home has gas heat. Wood floors thru out, in need of refinishing. Updated cabinets in kitchens; in need of flooring and appliances. Units each have their own heat and laundry hook ups. Wonderful front covered porches. Private back deck 12x12. Thermal paned windows thru out. Property in need of cosmetic updates, TLC. Subject to

    Christine Hunter Hunter Real Estate, LLC

    39 Baker St, Winsted, CT 06098
  • 1 Hamill Dr, Winsted, CT 06098
    1 Hamill Dr, Winsted, CT 06098
    1 Hamill Dr, Winsted, CT 06098
    /9

    $222,500

    • 3 Beds
    • 1.5 Baths
    • 976 Sq Ft

    1 Hamill Dr, Winsted, CT 06098

    Good bones! Good location! Good opportunity! Every room in this home needs your touch! Great opportunity to build sweat equity if your handy and can do some of the work yourself! The yard also needs work. Present homeowner envisioned bringing in some fill to grade the yard back behind the home. Right now it drops off and so only a little around the house is usable. It could be nice! So if your

    Nancy Bard Bard Real Estate, LLC

    1 Hamill Dr, Winsted, CT 06098
  • 508 W Wakefield Blvd, Winsted, CT 06098

    $1,575,000 Sold Jun 30, 2025

    • 2,687 Sq Ft
    • $586/SF
    • 316 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1890

    508 W Wakefield Blvd, Winsted, CT 06098

    Welcome to Strong Island, a waterfront retreat on Highland Lake. The clean waters of Highland Lake in the town of Winchester in Litchfield County surround this 1.6 acres island. History abounds for this property as the original house dates back to 1890. There were significant alterations made in 1920 that added several rooms, a boat house, a barn and porch. Babe Ruth made several trips to Strong

    Pierre Moran William Pitt Sotheby's Int'l

    508 W Wakefield Blvd, Winsted, CT 06098
  • 99 Norfolk Rd, Winsted, CT 06098
    99 Norfolk Rd, Winsted, CT 06098
    99 Norfolk Rd, Winsted, CT 06098
    /14

    $224,900

    • 3 Beds
    • 1 Bath
    • 980 Sq Ft

    99 Norfolk Rd, Winsted, CT 06098

    99 Norfolk Rd, Winsted CT - Opportunity Knocks! This cute 3-bedroom Cape sits proudly on 1.3 acres and is ready for its next chapter! With vinyl siding, replacement windows, and a lovely setting perched high up from the road, the bones are here-now it just needs your vision. For those seeking an investment opportunity or ready to roll up their sleeves and bring this gem back to life, this could

    Lisa McCarthy Coldwell Banker Realty

    99 Norfolk Rd, Winsted, CT 06098
  • 355 W Lake St, Winsted, CT 06098

    $950,000 Sold Jun 27, 2025

    • 3,216 Sq Ft
    • $295/SF
    • 55 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2008

    355 W Lake St, Winsted, CT 06098

    Sweeping Views, Exceptional Craftsmanship, and Lake Life at Its Finest.Set on a rare half-acre double lot across from Highland Lake, this custom-built 5-6 bedroom home offers panoramic views over First Bay and deeded dock access just steps from your front door-perfectly positioned beside Holland Beach for the ultimate lake lifestyle. Thoughtfully designed and meticulously maintained, the home

    David Sartirana Northwest CT Realty

    355 W Lake St, Winsted, CT 06098
  • 111 South Rd, Winsted, CT 06098
    111 South Rd, Winsted, CT 06098
    111 South Rd, Winsted, CT 06098
    /39

    $779,900

    • 3 Beds
    • 3.5 Baths
    • 4,953 Sq Ft

    111 South Rd, Winsted, CT 06098

    Perched up higher than the rest with sweeping views up a private driveway in beautiful Winchester Center you'll find this custom built 4,953 sq ft Colonial nestled in on 3.97 serene & bucolic acres. For the car enthusiasts, you'll see a 3 bay garage that can fit up to at least 7 cars if lifts are installed including a bonus 2 car tandem garage within the 3 bays. Plenty of room for oversized

    Dawn Rousseau Showcase Realty, Inc.

    111 South Rd, Winsted, CT 06098
  • 19 Riveredge Dr Unit 19, Winsted, CT 06098

    $157,500 Sold Jun 26, 2025

    • 992 Sq Ft
    • $159/SF
    • 3 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1986

    19 Riveredge Dr Unit 19, Winsted, CT 06098

    Don't miss your chance to own this beautiful Riveredge condo as these condos go under contract within hours! In the kitchen you will find brand new Stainless Steel appliances as well as brand new cupboards and counters! Freshly painted throughout and new carpet on stairs and second floor. Also, a brand new water tank has been installed! Nothing for you to do but move your belongings in and enjoy

    Maria Smith KW Legacy Partners

    19 Riveredge Dr Unit 19, Winsted, CT 06098
  • 82 Riverton Rd, Colebrook, CT 06021
    82 Riverton Rd, Colebrook, CT 06021
    82 Riverton Rd, Colebrook, CT 06021
    /9

    $850,000

    • Land
    • 116 Acres
    • $7,296 per Acre

    82 Riverton Rd, Colebrook, CT 06021

    Escape to Your Own 116 acres of Paradise in Colebrook, CT! Discover 116 +/- acres of picturesque land nestled along Riverton Road in the heart of scenic Colebrook, Connecticut. This extraordinary property offers a rare opportunity to own a vast expanse of rural beauty, complete with two serene ponds, winding old logging roads, and a mix of standing hardwoods and softwoods that create a lush,

    Suzie Larson Turning Point Realty, LLC

    82 Riverton Rd, Colebrook, CT 06021
  • 115 Stanton Ave, Winsted, CT 06098

    $269,900 Sold Jun 25, 2025

    • 1,424 Sq Ft
    • $190/SF
    • 31 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    115 Stanton Ave, Winsted, CT 06098

    Step inside this charming Cape Cod style home as you walk in the front door your in a large living room with wood floors, big picture window and lots of sunshine and seasonal views. The kitchen is bright and sunny and has room for a large table. The master bedroom is also on the main level and features double closets and wood floors. The full bath is also on this level . There is a cozy sunroom

    Mary Mary LeBlanc Realty

    115 Stanton Ave, Winsted, CT 06098
  • 30 Mountain Ave, Winsted, CT 06098
    30 Mountain Ave, Winsted, CT 06098
    30 Mountain Ave, Winsted, CT 06098
    /24

    $199,900

    • 5 Beds
    • 1.5 Baths
    • 2,310 Sq Ft

    30 Mountain Ave, Winsted, CT 06098

    Buyer couldn't get funding. Bring all offers! Not afraid of some peeling paint or rotting wood? This is the house for you! 30 Mountain Ave with 5 beds, 1.5 baths is your opportunity to bring a vision to life. Located in a welcoming neighborhood, it offers a generous layout ready for customization and renovation. Whether you're a seasoned investor or a first-time buyer with a knack for design,

    Derek Greene Derek Greene

    30 Mountain Ave, Winsted, CT 06098
  • 10 Meeting House Rd, Winsted, CT 06063

    $255,000 Sold Jun 24, 2025

    • 1,524 Sq Ft
    • $167/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    10 Meeting House Rd, Winsted, CT 06063

    3 Bedroom Split Level Ranch on 1.4 acres awaiting your creativity. Hardwood floors, newer siding and roof (6 Yrs) and large open Living room. To be sold "as is". Bring your ideas to this affordable property. Barkhamsted is home to great recreation including Barkhamsted Reservoir, Peoples state forest and the designated wild and scenic Farmington River.

    Scott Holmes William Pitt Sotheby's Int'l

    10 Meeting House Rd, Winsted, CT 06063
  • 00 Chapel Rd, Winchester, CT 06098
    00 Chapel Rd, Winchester, CT 06098
    00 Chapel Rd, Winchester, CT 06098
    /4

    $250,000

    • Land
    • 16 Acres
    • $15,723 per Acre

    00 Chapel Rd, Winchester, CT 06098

    Look no further for A Very Private location to build your Dream Home?? On this Lot there is the Hilltop which can provide peace and solitude for your home or vacation retreat . Historical Winchester Center is deep with rich heritage and History of Winchester may be the place for you. The access to the Rear lot is though 151 Chapel Rd. property.

    Linda Ganem Borla & Associates Real Estate

    00 Chapel Rd, Winchester, CT 06098

Showing Results 41 - 80, Page 2 of 18

Connecticut Litchfield County Winsted 06098

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