Homes in ZIP Code 06098

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  /17

  $249,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,422 Sq Ft

  94 Holabird Ave, Winsted, CT 06098

  Welcome to this charming New England Colonial that blends classic character with comfortable living. Step inside to an inviting, oversized living room featuring beautiful new vinyl flooring-perfect for relaxing, entertaining guests, or gathering with family. The main living level offers two convenient bedrooms and a laundry area, making everyday living easy and practical. Upstairs, you'll find

  

  Rob Rosa

  Berkshire Hathaway NE Prop.

  (860) 492-6499

  94 Holabird Ave, Winsted, CT 06098
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  /8

  $1,325 per month

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

  112 Rockwell St Unit 1, Winsted, CT 06098

  Bright and sunny, first floor, 2 bedroom apartment. Washer/dryer can be added for $75 per month. Large, private porch. Pets considered. Off street parking. Minimum credit score required. Credit and background check done by listing office. required. Two months security, if applicable.

  

  Amanda Balaski

  Northwest CT Realty

  (860) 609-3853

  112 Rockwell St Unit 1, Winsted, CT 06098
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  $410,000 Sold Apr 13, 2026

  35 Glendale Ave, Winsted, CT 06098

  • 3 Beds
  • 2 Baths
  • 2,196 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $187/SF
  • 35 Days On Market

  Current Estimated Value $333,580

  Last Listing Agent David Sartirana Northwest CT Realty

  35 Glendale Ave, Winsted, CT 06098
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  Est $212,764 Not Listed For Sale

  111 Riverton Rd Unit 9, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,204 Sq Ft
  • Built 1987

  111 Riverton Rd Unit 9, Winsted, CT 06098

  Last Sold Summary

  • 3% Above List Price
  • $171/SF
  • 22 Days On Market

  Last Sold Price $206,000

  Last Listing Agent Kathleen Miller CT Home Pro, LLC
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  /35

  $339,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 975 Sq Ft

  621 Wynne Rd, Winsted, CT 06098

  Tucked away on a private road in the sought-after Highland Lake district, this impeccably maintained Ranch offers the perfect blend of privacy, simplicity, and natural beauty. Built in 1995 and set on a .59-acre lot, the home is surrounded by over 500 acres of preserved land, creating a peaceful, nature-filled setting that is increasingly hard to find. Inside, the home features 975 square feet of

  

  David Sartirana

  Northwest CT Realty

  (860) 385-6622

  621 Wynne Rd, Winsted, CT 06098
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  /12

  $2,500 per month

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

  188 E Lake St, Winsted, CT 06098

  Welcome to our beautiful lakeside apartment, perfect for professionals seeking a home away from home for long or short term rentals. Situated on the picturesque shores of Highland Lake, this fully renovated and furnished apartment offers stunning views and serenity that will make you never want to leave. The modern design and elegant decor create a welcoming and comfortable environment for our

  

  Annie Q Simard

  LPT Realty

  (860) 356-3877

  188 E Lake St, Winsted, CT 06098
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  $362,000 Sold Nov 18, 2025

  147 Smith Hill Rd, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft
  • Built 1949

  Last Sold Summary

  • 6% Below List Price
  • $190/SF
  • 84 Days On Market

  Current Estimated Value $377,528

  Last Listing Agent SHARON GILSON Northwest CT Realty

  147 Smith Hill Rd, Winsted, CT 06098
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  Est $407,597 Not Listed For Sale

  102 Sunny Ridge Dr, Winsted, CT 06098

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1990

  102 Sunny Ridge Dr, Winsted, CT 06098

  Last Sold Summary

  • 3% Above List Price
  • $220/SF
  • 25 Days On Market

  Last Sold Price $395,000

  Last Listing Agent David Sartirana Northwest CT Realty
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  /15

  $499,000 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,556 Sq Ft

  5 Stadler Heights, Winsted, CT 06098

  Spacious and full of potential, this 10-room home offers 4 bedrooms and 2.5 baths with plenty of room for everyone. Priced below current market value, this property presents a fantastic opportunity for buyers willing to make some cosmetic updates and build instant equity. Set in a quiet country location within a private development known for its large lots and peaceful surroundings, the home

  

  David Sartirana

  Northwest CT Realty

  (860) 467-0358

  5 Stadler Heights, Winsted, CT 06098
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  /2

  $1,495 per month

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • House for Rent

  174 Main St Unit 1, Winsted, CT 06098

  First floor, three bedroom apartment. Washer/dryer can be added for an additional $75 per month. Pets considered. Credit and background check done by the listing office.

  

  Amanda Balaski

  Northwest CT Realty

  (860) 295-4305

  174 Main St Unit 1, Winsted, CT 06098
• 

  $920,000 Sold Nov 17, 2025

  43 E Lake St, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 2,131 Sq Ft
  • Built 2002

  Last Sold Summary

  • 3% Below List Price
  • $432/SF
  • 56 Days On Market

  Current Estimated Value $937,047

  Last Listing Agent Keith Meyer Northwest CT Realty

  43 E Lake St, Winsted, CT 06098
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  Est $405,217 Not Listed For Sale

  47 Orchard St, Winsted, CT 06098

  • 4 Beds
  • 2 Baths
  • 1,818 Sq Ft
  • Built 1875

  47 Orchard St, Winsted, CT 06098

  Last Sold Summary

  • 3% Above List Price
  • $217/SF
  • 106 Days On Market

  Last Sold Price $395,000

  Last Listing Agent Bryan Palladino Showcase Realty, Inc.
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  /2

  $24,900

  • Land
  • 0.44 Acre
  • $56,591 per Acre

  124 Rockwell St, Winsted, CT 06098

  124 Rockwell St. - Versatile .44-Acre Lot Near Downtown This .44-acre lot offers a prime location close to downtown with city water and sewer available in the street. The previous home sat at street level, while the majority of the lot slopes below, creating a unique landscape with plenty of potential. With a little imagination and the right site contractor, this property presents endless

  

  David Sartirana

  Northwest CT Realty

  (860) 891-6121

  124 Rockwell St, Winsted, CT 06098
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  /21

  $1,550 per month

  • 3 Beds
  • 1.5 Baths
  • 1,178 Sq Ft
  • House for Rent

  102 Elm St, Winsted, CT 06098

  3 bedroom apartment close to down town. This unit has the living space on the first floor and the bedrooms and full bath on the second floor. There are hardwood floors through most of the unit. A walk-up attic and basement can be used for storage.

  

  Jeffrey Liskin

  Northwest CT Realty

  (860) 390-5901

  102 Elm St, Winsted, CT 06098
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  $460,000 Sold Jun 20, 2025

  288 Torringford St, Winsted, CT 06098

  • 4 Beds
  • 3 Baths
  • 3,021 Sq Ft
  • Built 1875

  Last Sold Summary

  • 14% Below List Price
  • $152/SF
  • 128 Days On Market

  Current Estimated Value $474,236

  Last Listing Agent Mark Porriello RE/MAX Right Choice

  288 Torringford St, Winsted, CT 06098
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  Est $311,806 Not Listed For Sale

  178 Boyd St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 1,826 Sq Ft
  • Built 1900

  178 Boyd St, Winsted, CT 06098

  Last Sold Summary

  • 2% Above List Price
  • $167/SF
  • 62 Days On Market

  Last Sold Price $305,000

  Last Listing Agent David Sartirana Northwest CT Realty
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  /2

  $49,000

  • Land
  • 0.37 Acre
  • $132,432 per Acre

  99 Hubbard St, Winsted, CT 06098

  99 Hubbard St. - Private Lot Near Downtown & Highland Lake. Tucked away at the end of a quiet dead-end street, this .37-acre lot offers both privacy and convenience. While enjoying a peaceful setting, you're still just minutes from downtown with easy access to shopping, dining, and entertainment. Plus, Highland Lake is just a short distance away, providing endless opportunities for boating,

  

  David Sartirana

  Northwest CT Realty

  (860) 946-4468

  99 Hubbard St, Winsted, CT 06098
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  /34

  $1,500 - $1,800 plus fees

  Mill at Still River

  1 - 2 Beds

  101 Whiting St, Winsted, CT 06098

  By far the best place to live in Winsted, Connecticut. Turn of the century construction, every unit overlooks the beautiful Still River, our 700-1000 square-foot one and two bedroom interiors are bright and charming and feature exposed wood beams, 10-foot ceilings, oversized industrial windows, and exposed brick walls. We deliver nature at your door. Our community amenities include same-floor

  101 Whiting St, Winsted, CT 06098
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  $305,000 Sold Dec 22, 2025

  49 Walnut St, Winsted, CT 06098

  • 5 Beds
  • 2 Baths
  • 2,344 Sq Ft
  • Built 1824

  Last Sold Summary

  • 2% Above List Price
  • $130/SF
  • 6 Days On Market

  Current Estimated Value $311,269

  Last Listing Agent David Sartirana Northwest CT Realty

  49 Walnut St, Winsted, CT 06098
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  Est $283,133 Not Listed For Sale

  325 E Wakefield Blvd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,192 Sq Ft
  • Built 1930

  325 E Wakefield Blvd, Winsted, CT 06098

  Last Sold Summary

  • 5% Above List Price
  • $227/SF
  • 39 Days On Market

  Last Sold Price $270,000

  Last Listing Agent Brigitte Richter William Pitt
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  /9

  $739,900 Pending

  • Land
  • 93.38 Acres
  • $7,924 per Acre

  0 Old Robertsville Rd, Winchester, CT 06098

  Nestled along a peaceful country road near the Colebrook and Barkhamsted town lines, this breathtaking 93.38-acre parcel embodies the timeless charm of rural New England. Once part of a cherished family farm, the land offers a harmonious blend of rolling meadows, majestic forests, and the gentle, winding presence of the Still River, which meanders through a substantial portion of the property.

  

  David Sartirana

  Northwest CT Realty

  (860) 650-5076

  0 Old Robertsville Rd, Winchester, CT 06098
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  /13

  $1,365 per month

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Apartment for Rent

  20-22 Allen St Unit 2nd flr rs, Winchester, CT 06098

  Efficient Pet Friendly 1 bedroom (second floor) rental available. Clean and bright. Private rear covered porch, gas range stainless refrigerator stackable washer and dryer provided for convenience. Trash and recycling included, only one off street parking space. Hardwood floors. Close to NWCC, shopping, restaurants, Highland Lake etc. Clean bright quiet and secure building. Gas and heat and hot

  Suzie Larson Turning Point Realty, LLC

  20-22 Allen St Unit 2nd flr rs, Winchester, CT 06098
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  $370,000 Sold Mar 25, 2026

  171 Wallens St, Winchester, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $290/SF
  • 23 Days On Market

  Current Estimated Value $343,810

  Last Listing Agent Meagan Albert Tier 1 Real Estate

  171 Wallens St, Winchester, CT 06098
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  Est $281,510 Not Listed For Sale

  493 N Main St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,277 Sq Ft
  • Built 1940

  493 N Main St, Winsted, CT 06098

  Last Sold Summary

  • 2% Above List Price
  • $215/SF
  • 114 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Jessica Sperry Maverick Realty
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  /37

  $469,000

  • 5 Beds
  • 4 Baths
  • 5,016 Sq Ft

  55 Walnut St, Winsted, CT 06098

  Timeless Victorian with Endless Possibilities.Step into a piece of history with this stunning Victorian property, a landmark in the community and home to The Maloney Funeral Home since the early 1900's. Nestled in the TCR Zone, this versatile building offers a wealth of potential. The TCR Zone allows for accessory residential uses, community centers, family day care homes, single-family

  

  David Sartirana

  Northwest CT Realty

  (860) 390-5071

  55 Walnut St, Winsted, CT 06098
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  /20

  $1,150 - $1,550 plus fees

  Gilbert Clock Apartments

  Studio - 2 Beds

  13 Wallens St, Winsted, CT 06098

  At Gilbert Clock Apartments , our designer-inspired amenities set us apart from the competition. We pride ourselves on providing top-quality apartments outfitted with the everyday amenities you expect as well as luxury amenities to delight your senses and enhance your modern life. Indulge your culinary instincts in your state-of-the-art kitchen, furnished with Beautiful and energy-efficient

  13 Wallens St, Winsted, CT 06098
• 

  $208,900 Sold Jul 18, 2025

  39 Orchard St, Winsted, CT 06098

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1875

  Last Sold Summary

  • 9% Below List Price
  • $174/SF
  • 131 Days On Market

  Current Estimated Value $288,669

  Last Listing Agent Michael J Flaherty Jr Sullivan Real Estate Inc

  39 Orchard St, Winsted, CT 06098
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  Est $384,181 Not Listed For Sale

  126 Newfield Rd, Winchester, CT 06098

  • 2 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1952

  126 Newfield Rd, Winchester, CT 06098

  Last Sold Summary

  • 7% Above List Price
  • $257/SF
  • 1 Day On Market

  Last Sold Price $360,000

  Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services
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  /33

  $275,000

  • 4 Beds
  • 1.5 Baths
  • 1,416 Sq Ft

  57 Bridge St, Winsted, CT 06098

  Step into the charm of this 1880 Colonial, featuring 4 bedrooms and 1.5 baths, just a short walk to the shops, dining, and conveniences of downtown. The main level offers a spacious eat-in kitchen, inviting living room, and a versatile bonus room that could serve as a home office or, with a little creativity, an additional bedroom, along with a half bath for added convenience. Upstairs includes

  

  David Sartirana

  Northwest CT Realty

  (860) 909-8624

  57 Bridge St, Winsted, CT 06098
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  /21

  $2,200 per month

  • 3 Beds
  • 1 Bath
  • 1,042 Sq Ft
  • House for Rent

  34 Rock St, Winsted, CT 06098

  Lovely Colonial home recently remodeled, with large sun filled open concept living room, and separate dining area off of the fully equipped kitchen. Spacious carpeted mud room with ample room for coats, boots, and backpacks. Wood floors throughout home. Three bedrooms on second floor with nice views. Energy efficient gas heat. Great deck in rear overlooking back yard for entertaining and

  Terry Cubeddu Ameristar Royal Realty LLC

  34 Rock St, Winsted, CT 06098
• 

  $225,000 Sold Dec 10, 2025

  32 Charles St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,044 Sq Ft
  • Built 1953

  Last Sold Summary

  • 2% Below List Price
  • $216/SF
  • 41 Days On Market

  Current Estimated Value $235,750

  Last Listing Agent David Sartirana Northwest CT Realty

  32 Charles St, Winsted, CT 06098
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  Est $301,422 Not Listed For Sale

  151 Newfield Rd, Winchester, CT 06098

  • 2 Beds
  • 1 Bath
  • 1,267 Sq Ft
  • Built 1930

  151 Newfield Rd, Winchester, CT 06098

  Last Sold Summary

  • 34% Above List Price
  • $178/SF
  • 25 Days On Market

  Last Sold Price $225,000

  Last Listing Agent Maya Brown Oxford Realty
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  /14

  $398,000

  • 5 Beds
  • 3 Baths
  • 2,496 Sq Ft

  26 Elm St, Winchester, CT 06098

  Welcome to 26 Elm Street, a newly renovated and legally converted three-family property in the heart of Winsted. This is a rare opportunity for investors or owner-occupants seeking a move-in-ready, income-producing asset with strong upside potential. Two of the units have been completely renovated, featuring updated interiors that appeal to today's tenants, while the exterior has also been

  

  Annie Q Simard

  LPT Realty

  (860) 407-3930

  26 Elm St, Winchester, CT 06098
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  /2

  $1,050 plus fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  12 Beach St Unit 1, Winchester, CT 06098

  Property Id: 2249382One bedroom one bath 2nd floor apartment with balcony on rear. On site parking, coin operated laundry.

  12 Beach St Unit 1, Winchester, CT 06098
• 

  $280,000 Sold Jun 16, 2025

  174 Boyd St, Winsted, CT 06098

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft
  • Built 1900

  Last Sold Summary

  • 8% Below List Price
  • $197/SF
  • 110 Days On Market

  Current Estimated Value $286,395

  Last Listing Agent Margaret Alexson Elyse Harney Real Estate

  174 Boyd St, Winsted, CT 06098
• 

  Est $142,677 Not Listed For Sale

  287 Colebrook Rd, Winsted, CT 06098

  287 Colebrook Rd, Winsted, CT 06098

  Last Sold Summary

  • 185% Above List Price
  • $1/SF
  • 180 Days On Market

  Last Sold Price $50,000

  Last Listing Agent Adam Towers Berkshire Hathaway Home Services
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  /2

  $23,900 Pending

  • Land
  • 0.15 Acre
  • $159,333 per Acre

  48 Bridge St, Winsted, CT 06098

  Nestled just steps from downtown, this .15-acre lot offers a fantastic opportunity in a highly convenient location. The property is fairly level and provides easy access to shopping, restaurants, The Gilson Theater, and Little Red Barn Brewery. With city water and sewer available, this lot is ready for your vision. Whether you're looking to build or invest, this prime spot puts you right in the

  

  David Sartirana

  Northwest CT Realty

  (860) 453-5624

  48 Bridge St, Winsted, CT 06098
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  /7

  $1,350 per month

  • 2 Beds
  • 1 Bath
  • 1,250 Sq Ft
  • House for Rent

  5 Brookside Ave, Winsted, CT 06098

  Large 2br apartment, gas heating, washer and dryer included and in unit. Certain pets allowed with extra pet deposit. Near Gilbert Highschool. 2 months security deposit required and background check. Priced to rent quickly.

  Mark Digalbro Mark DiGalbo Realty LLC

  5 Brookside Ave, Winsted, CT 06098
• 

  $300,000 Sold Nov 07, 2025

  331 Colebrook Rd, Winsted, CT 06098

  • 2 Beds
  • 1.5 Baths
  • 1,323 Sq Ft
  • Built 1940

  Last Sold Summary

  • 7% Above List Price
  • $227/SF
  • 25 Days On Market

  Current Estimated Value $299,239

  Last Listing Agent Alison Malkin Essentia Realty

  331 Colebrook Rd, Winsted, CT 06098
• 

  Est $46,445 Not Listed For Sale

  90 Reaching Hill Rd, Winsted, CT 06098

  90 Reaching Hill Rd, Winsted, CT 06098

  Last Sold Summary

  • 22% Above List Price
  • 184 Days On Market

  Last Sold Price $38,000

  Last Listing Agent Christopher Gueniat Northwest CT Realty

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