136

Recently Sold Winsted, CT Homes

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  • 39 Colony Dr, Winsted, CT 06098

    $279,900 Sold Sep 12, 2025

    • 1,183 Sq Ft
    • $237/SF
    • 65 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1969

    39 Colony Dr, Winsted, CT 06098

    Well-maintained 3-bedroom, 1-bath Cape located in a quiet neighborhood in Winchester. Features include dining area with hardwood floors, natural gas heat, and a top notch alarm system. Roof is less than 10 years old. Functional layout with flexible living space and a manageable yard for outdoor enjoyment. Sale is contingent upon successful purchase of seller's new property.

    Alison Behlman Tier 1 Real Estate

    39 Colony Dr, Winsted, CT 06098
  • 267 Rockwell St, Winsted, CT 06098

    $302,500 Sold Sep 12, 2025

    • 2,861 Sq Ft
    • $106/SF
    • 70 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1850

    267 Rockwell St, Winsted, CT 06098

    Great opportunity to own a spacious, fully rented 3-family property on a level .86 acre lot, just a short walk to Highland Lake. This home includes a 2-3 bedroom multi level apartment as well as two 1 bedroom apartments, ideal for tenants or extended family. The property features a large parking area and 3 garage spaces, perfect for storage or added rental value. Enjoy the open yard, and a

    Austin Brochu Sullivan Real Estate Inc

    267 Rockwell St, Winsted, CT 06098
  • 41 Lovely St, Winsted, CT 06098

    $383,000 Sold Sep 10, 2025

    • 2,531 Sq Ft
    • $151/SF
    • 39 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1910

    41 Lovely St, Winsted, CT 06098

    Highest and Best by Wednesday at 1 pm. Lovely 2 family home on a side street ,not far from Highland lake, parks, town hall, restaurants and shopping . The home is in move in condition and features updated ,fully applianced kitchens & updated baths, wood floors and Vinyl windows.The 1st floor features 6 rooms , 3 bedrooms and 1 bath with access to the basement. The second floor features 5 rooms ,

    Mary Mary LeBlanc Realty

    41 Lovely St, Winsted, CT 06098
  • 42 Maloney Ct, Winsted, CT 06098

    $240,000 Sold Sep 09, 2025

    • 1,008 Sq Ft
    • $238/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1956

    42 Maloney Ct, Winsted, CT 06098

    Cute affordable turn key Ranch. Situated on a corner lot in a quiet convenient neighborhood. 3 bedroom's 1 bath. Basement has potential to be nicely finished space. Broker/owner.

    James Walsh James Walsh

    42 Maloney Ct, Winsted, CT 06098
  • 174 Wallens St Unit D3, Winsted, CT 06098

    $260,000 Sold Sep 05, 2025

    • 1,352 Sq Ft
    • $192/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 2005

    174 Wallens St Unit D3, Winsted, CT 06098

    SELDOM AVAILABLE 2 BR MOVE IN CONDITION RANCH AT THE CLOCMAKERS HILL ADULT COMMUNITY FOR 55 AND OVER.SPECIAL END UNIT WITH LOTS OF SUNNY WINDOWS-COVERED FRONT PORCH AND ATTACHED GARAGE-CAIR GAS-HIGH CEILINGS-HICKORY KITCHEN CABINETS WITH CORIAN COUNTERS-REMODELED BATHS -GAS FIREPLACED LIVING ROOM OPEN TO FORMAL DINING ROOM WITH LOTS OF SUNNY WINDOWS-MASTER BEDROOM WITH WALKIN CLOSET AND FULL

    Mary New Berkshire Hathaway NE Prop.

    174 Wallens St Unit D3, Winsted, CT 06098
  • 389 Colebrook River Rd, Winsted, CT 06098

    $319,900 Sold Aug 29, 2025

    • 1,034 Sq Ft
    • $309/SF
    • 57 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1950

    389 Colebrook River Rd, Winsted, CT 06098

    Charming Bungalow with a cozy cottage feel, beautifully updated and ready to enjoy! The main level features a warm and inviting country kitchen with breakfast bar, an open dining area with sliders leading to the rear deck, a spacious living room with access to a classic farmhouse-style front porch, and a convenient half bath. Upstairs offers two modest bedrooms, a full bath, and a small office or

    David Sartirana Northwest CT Realty

    389 Colebrook River Rd, Winsted, CT 06098
  • 30 Mountain Ave, Winsted, CT 06098

    $178,500 Sold Aug 29, 2025

    • 2,310 Sq Ft
    • $77/SF
    • 74 Days On Market
    • 5 Beds
    • 1.5 Baths
    • Built 1873

    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
  • 279 Pratt St, Winsted, CT 06098

    $290,000 Sold Aug 28, 2025

    • 1,978 Sq Ft
    • $147/SF
    • 49 Days On Market
    • 4 Beds
    • 1 Bath
    • Built 1880

    279 Pratt St, Winsted, CT 06098

    Perched atop Pratt Street in Winsted, this traditional farmhouse offers a peaceful retreat on a generous 1.75-acre lot. Tucked away from the hustle and bustle, the property provides a quiet sanctuary surrounded by nature, perfect for those yearning to live out their farming dreams. The home itself features a classic farmhouse charm with inviting living spaces. You'll find warm hardwood floors

    Michelle Grant Coldwell Banker Premier Real Estate

    279 Pratt St, Winsted, CT 06098
  • 409 N Main St, Winsted, CT 06098

    $388,000 Sold Aug 27, 2025

    • 2,403 Sq Ft
    • $161/SF
    • 70 Days On Market
    • 5 Beds
    • 2 Baths
    • Built 1868

    409 N Main St, Winsted, CT 06098

    This versatile 2-family home would make a perfect owner occupant first floor unit with 3 bedrooms; with a 2 bedroom second floor apartment. Private entrances with separate utilities. Let your rental income help pay your mortgage. Each unit comes with formal living and dining rooms. Pellet stove in the main dining room. Refinished wide pine flooring. Large main Kitchen with lots of cabinet space

    Christine Hunter Hunter Real Estate, LLC

    409 N Main St, Winsted, CT 06098
  • 415 N Main St, Winsted, CT 06098

    $172,500 Sold Aug 25, 2025

    • 1,446 Sq Ft
    • $119/SF
    • 43 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    415 N Main St, Winsted, CT 06098

    This charming 3-bedroom, 1-bath single-family home offers a great opportunity for homeowners or investors looking to build equity. Located close to downtown Winsted, this home features newer kitchen appliances, including a natural gas range, and a convenient main-level laundry area tucked inside a cozy pantry. A pellet stove in the dining room-currently not hooked up-adds potential for

    Jeffrey Liskin Northwest CT Realty

    415 N Main St, Winsted, CT 06098
  • 343 W Wakefield Blvd, Winsted, CT 06098

    $236,434 Sold Aug 25, 2025

    • 674 Sq Ft
    • $351/SF
    • 40 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1923

    343 W Wakefield Blvd, Winsted, CT 06098

    Your oasis awaits!!! Schedule your appointment today and come view this adorable Bungalow. There is so much potential to be made here. Bring your ideas and creativity as the seller is motivated, bring all offers!!!

    Patrick Precourt Dorrance Realty

    343 W Wakefield Blvd, Winsted, CT 06098
  • 29 Walnut St, Winsted, CT 06098

    $321,000 Sold Aug 25, 2025

    • 2,623 Sq Ft
    • $122/SF
    • 7 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 1900

    29 Walnut St, Winsted, CT 06098

    Introducing 29 Walnut: a grand Victorian home with a front porch view complimented by perennial rose gardens, a terrace fit for garden parties, and a large back yard. Upon entry, look upward to high ceilings, a spacious entryway and a grand, swirling staircase. Note precise finish work and period correct trim as you move into the open living, kitchen, and dining area with a chic half bath. Make

    Rosemary Scanlon Coldwell Banker Realty

    29 Walnut St, Winsted, CT 06098
  • 233 Grantville Rd, Winsted, CT 06098

    $250,000 Sold Aug 22, 2025

    • 1,168 Sq Ft
    • $214/SF
    • 2 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1920

    233 Grantville Rd, Winsted, CT 06098

    Welcome to 233 Grantville Rd-a delightful 1,168 sq ft cottage-style home nestled on a quiet, level country lot in Winchester. Inside, you'll find a cozy kitchen, a comfortable living room, a modest bedroom, a small office, and a spacious bonus room that can serve as a second bedroom, family room, or flexible living space to suit your needs.The property also features an attached two-story

    David Sartirana Northwest CT Realty

    233 Grantville Rd, Winsted, CT 06098
  • 50 Lakeview Rd, Winsted, CT 06098

    $425,000 Sold Aug 13, 2025

    • 2,086 Sq Ft
    • $204/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1970

    50 Lakeview Rd, Winsted, CT 06098

    Located just a short stroll from Holland Beach and only a 3-minute drive to the public boat launch, this charming Colonial offers the perfect blend of comfort, convenience, and year-round recreation. Nestled on a level corner lot in a well-established neighborhood, this home invites you to enjoy all the amenities of Connecticut's second-largest lake - from kayaking and boating to lakeside walks

    Paula Nelson William Raveis Real Estate

    50 Lakeview Rd, Winsted, CT 06098
  • 141 Maloney Ct, Winsted, CT 06098

    $320,000 Sold Aug 06, 2025

    • 1,752 Sq Ft
    • $183/SF
    • 24 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1963

    141 Maloney Ct, Winsted, CT 06098

    A charming ranch-style home, located in a desirable area, offers the convenience of single-level living. It features 4 bedrooms and 3 bathrooms, making it perfect for families or anyone in need of extra space. Upon entering the main floor, you'll find a spacious living room filled with natural light, which creates a warm and inviting atmosphere. The kitchen provides ample counter space and opens

    Marcy D'Angelo Coldwell Banker Realty

    141 Maloney Ct, Winsted, CT 06098
  • 144 Marshall St, Winsted, CT 06098

    $540,000 Sold Aug 06, 2025

    • 1,744 Sq Ft
    • $310/SF
    • 51 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    144 Marshall St, Winsted, CT 06098

    Welcome to your own private paradise! Nestled on an incredible 55 acres, this one-of-a-kind property offers peace, privacy, and the perfect blend of comfort and outdoor adventure. Featuring a ranch-style layout with 3 bedrooms and 2 full baths, this home is ideal for easy one-level living. Step inside to find hardwood floors throughout and three cozy fireplaces that bring warmth and character to

    Monica Palmerie RE/MAX RISE

    144 Marshall St, Winsted, CT 06098
  • 266 Perch Rock Trail, Winsted, CT 06098

    $800,000 Sold Aug 04, 2025

    • 1,488 Sq Ft
    • $538/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1928

    266 Perch Rock Trail, Winsted, CT 06098

    Wake up to sparkling water views and savor the serenity of lakefront living in this storybook Cape Cod-style retreat on Highland Lake's desirable east side. Tucked away on a peaceful private lane, this year-round haven offers 3 bedrooms & 2 full baths, perfectly blending classic charm with modern comfort. Step into the spacious kitchen, where sun-drenched mornings begin at the breakfast nook and

    Laurie Murray KW Legacy Partners

    266 Perch Rock Trail, Winsted, CT 06098
  • 17 Woodland Ave, Winsted, CT 06098

    $410,000 Sold Jul 31, 2025

    • 2,105 Sq Ft
    • $195/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1938

    17 Woodland Ave, Winsted, CT 06098

    Beautiful 3 bedroom updated colonial walking distance to Highland lake beach.Large eat in kitchen with granite counter tops,center island,bar area ,spacious sitting area with antique cooking stove that burns wood creates good heat.Living room with hardwood floors,fireplace and built ins.Nice patio off kitchen,yard is landscaped with fountains.2 car garage.This home is in great condition and wont

    Vincent DeVico Showcase Realty, Inc.

    17 Woodland Ave, Winsted, CT 06098
  • 102 Hollow Hill Rd, Winsted, CT 06098

    $639,000 Sold Jul 31, 2025

    • 2,692 Sq Ft
    • $237/SF
    • 49 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2004

    102 Hollow Hill Rd, Winsted, CT 06098

    Highest & Best Due by 6/17/2025 at 5PM. First time to the market this turnkey 2,692 sq ft Grand Ranch is nestled in on 2.78 bucolic acres surrounded by nature & mature trees. Lovingly maintained, this home provides the perfect set up for stress free living & entertaining boasting a large eat in kitchen with center island, dining area, SS appliances, dual wall ovens and propane cooktop, French

    Dawn Rousseau Showcase Realty, Inc.

    102 Hollow Hill Rd, Winsted, CT 06098
  • 126 Williams Ave, Winsted, CT 06098

    $292,000 Sold Jul 25, 2025

    • 2,225 Sq Ft
    • $131/SF
    • 42 Days On Market
    • 6 Beds
    • 2 Baths
    • Built 1890

    126 Williams Ave, Winsted, CT 06098

    Excellent investment opportunity! This fully occupied two-family home generates a steady $3,300 in monthly rental income. The property has been completely overhauled in the past few years with almost everything updated. It is located in a great neighborhood in walking distance to all the schools in town. Close to playgrounds and the library. The recently painted exterior of this classic home

    Michelle Grant Coldwell Banker Premier Real Estate

    126 Williams Ave, Winsted, CT 06098
  • 200 Perch Rock Trail, Winsted, CT 06098

    $1,200,000 Sold Jul 23, 2025

    • 2,407 Sq Ft
    • $499/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1948

    200 Perch Rock Trail, Winsted, CT 06098

    Exceptional Waterfront Living on Highland Lake - Your Dream Home Awaits! Seize this rare opportunity to own a stunning YEAR-ROUND WATERFRONT property on the highly sought-after EAST SIDE of Highland Lake! This turnkey gem is move-in ready and packed with modern features, offering the ultimate retreat for those seeking the serenity and excitement of lake life. Step into an open-concept kitchen and

    Annie Simard LPT Realty

    200 Perch Rock Trail, Winsted, CT 06098
  • 112 Shore Dr, Winsted, CT 06098

    $862,500 Sold Jul 23, 2025

    • 2,113 Sq Ft
    • $408/SF
    • 61 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1955

    112 Shore Dr, Winsted, CT 06098

    Live like you're on vacation every day! This beautifully updated lakefront home sits directly on the water in Highland Lake's first Bay, offering a level backyard & a private dock just steps from your door. With 50+ feet of direct waterfront and a fenced, low-maintenance yard, this charming year-round home is the perfect blend of comfort, style, & lakefront living. The interior boasts an open

    Nancy Reardon Berkshire Hathaway NE Prop.

    112 Shore Dr, Winsted, CT 06098
  • 203 Holabird Ave, Winchester Center, CT 06098

    $370,000 Sold Jul 21, 2025

    • 3,690 Sq Ft
    • $100/SF
    • 6 Days On Market
    • 5 Beds
    • 4 Baths
    • Built 1890

    203 Holabird Ave, Winchester Center, CT 06098

    Exceptional Mixed-Use Investment Opportunity Discover the perfect blend of charm, functionality, and income potential at 203 Holabird Avenue in the heart of Winsted, CT. This well-maintained riverfront property features a versatile mixed-use layout with two residential apartments and a dedicated commercial office space, making it ideal for investors or owner-occupants seeking additional income.

    RYAN HORVAY Smith & DeGroat Real Estate

    203 Holabird Ave, Winchester Center, CT 06098
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 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
  • 11 Gibbs St Unit 9, Winsted, CT 06098

    $113,000 Sold Jun 23, 2025

    • 570 Sq Ft
    • $198/SF
    • 10 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1985

    11 Gibbs St Unit 9, Winsted, CT 06098

    Welcome to easy, one-level living in this rarely available first-floor end 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.

    David Sartirana Northwest CT Realty

    11 Gibbs St Unit 9, Winsted, CT 06098
  • 288 Torringford St, Winsted, CT 06098

    $460,000 Sold Jun 20, 2025

    • 3,021 Sq Ft
    • $152/SF
    • 128 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1875

    288 Torringford St, Winsted, CT 06098

    Welcome to this charming four-bedroom antique home that is beautifully renovated to blend timeless character with modern comforts. As you step inside you'll be greeted by the warmth of refinished hardwood floors and an inviting living room featuring a cozy fireplace and built-in bookcases perfect for relaxing or entertaining. The heart of the home is the brand-new kitchen boasting sleek granite

    Mark Porriello RE/MAX Right Choice

    288 Torringford St, Winsted, CT 06098
  • 174 Boyd St, Winsted, CT 06098

    $280,000 Sold Jun 16, 2025

    • 1,424 Sq Ft
    • $197/SF
    • 110 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1900

    174 Boyd St, Winsted, CT 06098

    A charming house located 2 blocks from highland lake. This 3 bedroom, 1 large full bath is move-in ready. The dining room has a beautiful built in, the 3 large windows allowing for natural light to brighten the room. Off of the dining room is a nice family room. The kitchen is large and spacious and off the kitchen in the back is a lovely sunroom with a fireplace (natural gas) that has sliders

    Margaret Alexson Elyse Harney Real Estate

    174 Boyd St, Winsted, CT 06098
  • 704 W Wakefield Blvd, Winsted, CT 06098

    $495,000 Sold Jun 09, 2025

    • 754 Sq Ft
    • $656/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1911

    704 W Wakefield Blvd, Winsted, CT 06098

    Quintessential New England Lake Cottage! Three season sweet lakefront retreat with charm and character on Highland Lake - one of CT's largest lakes. Waterfront dock, deck offering long views over the lake and plenty of seating for family bbq's. Recently remodeled kitchen, charming livingroom with stone fireplace, hardwood floors, beams, newer windows / sliding doors, half bath and shower lower

    KAREN NEWTON William Pitt Sotheby's Int'l

    704 W Wakefield Blvd, Winsted, CT 06098
  • 421 Unity Place, Winsted, CT 06098

    $286,000 Sold Jun 09, 2025

    • 1,440 Sq Ft
    • $199/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1927

    421 Unity Place, Winsted, CT 06098

    UPDATED | SERENE | CHARMING | 2 LOTS | This Highland Lake retreat is ideal for the 1st time homeowner, getaway retreat or investment opportunity. Nestled in New England's natural beauty, you are sure to enjoy your lush surroundings & stunning views, truly a nature lovers delight. 3+ generous bedrooms, 2 full bathrooms, dining room, fireplaced living room, updated kitchen with stainless

    Michelle Lorenzetti Premier Re Group LLC

    421 Unity Place, Winsted, CT 06098

Showing Results 1 - 40, Page 1 of 4

Connecticut Litchfield County Winsted

Recently Sold Real Estate & Homes in Winsted, CT

Frequently Asked Questions

What is the average home price in Winsted, CT?
Homes for sale in Winsted, CT have an average home price of $391,473.
What is the average time to sell a house in Winsted, CT?
The houses for sale in Winsted, CT spend an average of 55 days on the market.
What is the number of active homes for sale in Winsted, CT?
There are 27 active homes for sale in Winsted, CT.
How many homes have sold over the last 12 months in Winsted, CT?
112 homes have sold in Winsted, CT over the last 12 months.

Home Trends in Winsted, CT

On average, homes in Winsted, CT sell after 55 days on the market compared to the national average of 52 days. The median sale price for homes in Winsted, CT over the last 12 months is $289,950, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$289,950
Median Single Family Sale Price
$321,000
Median Townhouse Sale Price
$157,500
Median 2 Bedroom Sale Price
$197,500
Median 1 Bedroom Sale Price
$135,000
Average Price Per Sq Ft
$224
Number of Homes for Sale
27
Last 12 months Home Sales
112
Months of Supply
2.90
Median List Price
$299,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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