Homes in ZIP Code 06098

• 

  

  

  /34

  $399,000

  • 3 Beds
  • 3 Baths
  • 1,304 Sq Ft

  52 Bricklemaier Rd, Colebrook, CT 06021

  Beautifully landscaped with flowering trees and established perennials, this three-bedroom home offers a peaceful country setting with minimal traffic. Set on 1.68 acres with an additional one-acre adjacent lot included in the sale, the property provides flexibility and room to grow. The home features hardwood floors throughout and two fireplaces, one of which is in the lower level. An additional

  

  Wendy Eichman

  Raynard & Peirce Realty,LLC

  (860) 821-7920

  52 Bricklemaier Rd, Colebrook, CT 06021
• 

  

  

  /34

  $1,500 - $1,800 per month

  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
• 

  $270,000 Sold Sep 25, 2025

  • 1,058 Sq Ft
  • $255/SF
  • 25 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1900

  22 Stanton Ave, Winsted, CT 06098

  Welcome to this well-maintained 3-bedroom, 1-bathroom home located on a quiet street in the heart of Winsted. Offering 1,058 square feet of comfortable living space, this home features beautiful hardwood floors throughout and a practical layout ideal for everyday living. The kitchen includes a gas range, and the home is equipped with efficient natural gas heating and hot water, helping to keep

  Jeffrey Liskin Northwest CT Realty

  22 Stanton Ave, Winsted, CT 06098
• 

  Est $482,720 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  125 Old Rd N, Winchester, CT 06098

  125 Old Rd N, Winchester, CT 06098
• 

  

  

  /31

  $350,000

  • 6 Beds
  • 2.5 Baths
  • 2,376 Sq Ft

  157 Elm St, Winsted, CT 06098

  Victorian Charm Meets Modern Potential - 6-Bedroom Home Across from Pearson School Step into timeless elegance with this spacious 6-bedroom, 2.1-bath Victorian-style home located directly across from Pearson School in Winsted. Featuring hardwood floors throughout and a beautifully updated kitchen, this property blends classic character with modern convenience. From its distinctive architectural

  

  Doreen Gagnon

  Coldwell Banker Realty

  (860) 590-4676

  157 Elm St, Winsted, CT 06098
• 

  

  /9

  $1,395 per month

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

  98 Spencer St Unit 3N, Winsted, CT 06098

  First floor, two bedroom apartment with off street parking. Pets considered. First month and two months security required, if applicable. Washer/ dryer can be added for an additional $75 per month. Credit and background check done by listing office.

  Amanda Balaski Northwest CT Realty

  98 Spencer St Unit 3N, Winsted, CT 06098
• 

  $180,000 Sold Sep 23, 2025

  • 976 Sq Ft
  • $184/SF
  • 68 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1973

  1 Hamill Dr, Winsted, CT 06098

  INVESTORS, CASH BUYERS Great opportunity! 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

  Nancy Bard Bard Real Estate, LLC

  1 Hamill Dr, Winsted, CT 06098
• 

  Est $379,921 Not Listed For Sale

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

  126 Newfield Rd, Winchester, CT 06098

  126 Newfield Rd, Winchester, CT 06098
• 

  

  /8

  $299,900 Pending

  • 6 Beds
  • 2 Baths
  • 2,699 Sq Ft

  77 Hubbard St, Winsted, CT 06098

  Discover this versatile two-family residence offering a blend of modern updates and timeless charm. Each unit boasts three bedrooms and a full bath, providing ample space and comfort for tenants or multi-generational living. The first-floor unit has been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 452-3957

  77 Hubbard St, Winsted, CT 06098
• 

  

  /23

  $1,150 - $1,450 per month

  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
• 

  $380,000 Sold Sep 17, 2025

  • 1,196 Sq Ft
  • $318/SF
  • 38 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  226 E Wakefield Blvd, Winsted, CT 06098

  Welcome to your dream retreat on beautiful Highland Lake-a fully renovated gem offering the perfect blend of charm, comfort & modern updates. This lovingly maintained 3-bedroom, 1.5-bath home has been thoughtfully refreshed from top to bottom, making it truly move-in ready. Step inside to discover fresh paint throughout, newly installed floors, and beautifully updated bathrooms. The spacious

  Pascale Nejaime William Pitt Sotheby's Int'l

  226 E Wakefield Blvd, Winsted, CT 06098
• 

  Est $395,090 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,203 Sq Ft

  191 Danbury Quarter Rd, Winchester Center, CT 06098

  191 Danbury Quarter Rd, Winchester Center, CT 06098
• 

  

  /30

  $394,900 Under Contract

  • 2 Beds
  • 1 Bath
  • 512 Sq Ft

  548 E Wakefield Blvd, Winsted, CT 06098

  Start your lakeside legacy at this rare waterfront cottage on Highland Lake. With stunning westerly views and a private dock, this is the perfect New England retreat for daily sunsets over the water. This intimate 512-square-foot home offers two bedrooms, a sunroom, Modern Eat-in Kitchen and a versatile loft space. with a newer roof, plumbing, electrical, and blown-in insulation, providing a

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 777-1120

  548 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /10

  $1,000 per month

  • 1 Bed
  • 1 Bath
  • 364 Sq Ft
  • House for Rent

  164 Shore Dr, Winsted, CT 06098

  Discover lakeside living in this cozy 364 sq ft cottage available for lease on Shore Drive. This charming space includes a living room, kitchen, bedroom, and full bath-perfect for simple, comfortable living. Tenants will enjoy access to a limited portion of the waterfront, offering the chance to relax by the lake and take in the beautiful surroundings. An affordable opportunity to experience life

  David Sartirana Northwest CT Realty

  164 Shore Dr, Winsted, CT 06098
• 

  $275,000 Sold Sep 13, 2025

  • 1,744 Sq Ft
  • $158/SF
  • 46 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1981

  179 Gilbert Ave, Winsted, CT 06098

  Welcome to 179 Gilbert Avenue! This charming Ranch-style home offers a total of over 1,700 square feet of comfortable living space, with 1,144 sq ft on the main level featuring a cozy living room, an eat-in kitchen, full bathroom, and three bedrooms. The finished lower level adds approximately 600 sq ft and provides great flexibility with a spacious family room, a second full bath, and an

  David Sartirana Northwest CT Realty

  179 Gilbert Ave, Winsted, CT 06098
• 

  Est $305,297 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,267 Sq Ft

  151 Newfield Rd, Winchester, CT 06098

  151 Newfield Rd, Winchester, CT 06098
• 

  

  /38

  $1,270,000

  • 3 Beds
  • 3 Baths
  • 2,420 Sq Ft

  722 Lake Dr, Winsted, CT 06098

  Welcome to lake living at its finest! Built in 2014 and first time on the market. Impeccably maintained, this stunning three bedroom, 3 bath home on Highland Lake, Winchester offers the perfect blend of comfort, style, and breathtaking VIEWS! From the moment you enter you will be captivated by the open-concept design, high-end finishes and panoramic lake views from both inside and out. Enjoy

  Joanne Donne The Washington Agency

  722 Lake Dr, Winsted, CT 06098
• 

  

  /18

  $2,200 per month

  • 4 Beds
  • 1.5 Baths
  • Condo for Rent

  15 Upson Ave, Winchester, CT 06098

  Property Id: 2145815Beautiful 4 bedroom for rent in Winsted Connecticut. Includes living, dining, kitchen,washroom, 4 beds and 1 1/2 bathroomAccepts Section 8

  15 Upson Ave, Winchester, 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
• 

  Est $341,841 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,606 Sq Ft

  283 Colebrook Rd, Winsted, CT 06098

  283 Colebrook Rd, Winsted, CT 06098
• 

  

  /35

  $595,000

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  123 Sandy Brook Rd, Colebrook, CT 06021

  Introducing: The Secret Garden. Slow mornings begin here. Perched on a hillside adjacent to the gentle flow of Sandy Brook, this 1940 country cottage offers 36 acres of privacy, serenity, and timeless charm. The approach is unhurried. Perennial gardens unfurl along winding paths, trellises draped in climbing roses lead the way, and blueberry bushes promise sweet summer harvests. Step onto the

  Lenore Mallett William Pitt Sotheby's Int'l

  123 Sandy Brook Rd, Colebrook, CT 06021
• 

  

  /17

  $1,650 per month

  • 3 Beds
  • 1 Bath
  • 3,675 Sq Ft
  • Townhouse for Rent

  61 Holabird Ave, Winsted, CT 06098

  This bright and well-maintained 2-3 bedroom rental offers comfortable living in a convenient Winsted location across the street from Winsted Senior Center. Inside, the kitchen features updated cabinetry, modern countertops, and stainless steel appliances. Natural light flows through the windows, creating a warm and inviting atmosphere throughout the space. This apartment also includes the

  Inez StJames eXp Realty

  61 Holabird Ave, 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
• 

  Est $611,156 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,101 Sq Ft

  28 Rock Hall Rd, Colebrook, CT 06021

  28 Rock Hall Rd, Colebrook, CT 06021
• 

  

  /37

  $499,000

  • 3 Beds
  • 1.5 Baths
  • 1,892 Sq Ft

  819 E Wakefield Blvd, Winsted, CT 06098

  Perched directly across the street from Highland Lake's 3rd Bay, this charming 1,900 sq. ft. Cape offers sweeping lake views and the enjoyment of a permanent right-of-way to access the water. The home features 7 rooms, including 3 bedrooms and 1.5 baths, and has been thoughtfully maintained with important updates: new propane heating and hot water systems (2022), a new roof on both the house and

  David Sartirana Northwest CT Realty

  819 E Wakefield Blvd, Winsted, CT 06098
• 

  

  /20

  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,654 Sq Ft
  • House for Rent

  220 Walnut St, Winsted, CT 06098

  Location, location, location! Just a short drive to the shores of the ever-popular Highland Lake, you must put 220 Walnut St. at the top of your list. Lovingly updated (while keeping all of its antique charms) and customized by a local artist. This offering, ready for immediate occupancy, is a true must-see in person. The heating system has been replaced, new appliances, newer roof, fresh paint,

  Justin Mokerzecki Glanville Real Estate

  220 Walnut 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
• 

  Est $48,204 Not Listed For Sale

  90 Reaching Hill Rd, Winsted, CT 06098

  90 Reaching Hill Rd, Winsted, CT 06098
• 

  

  /21

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft

  11 Old Creamery Rd, Colebrook, CT 06021

  Gutted to the studs and completely rebuilt, this home is fully insulated, energy-efficient, and enhanced with solar panels for low utility costs. The open floor plan and cozy fireplace create the perfect space for gatherings, while multiple decks, an above-ground pool, and serene natural surroundings provide a tranquil retreat-ideal for year-round living or a weekend getaway. Fully Renovated |

  Dani Dorman Real Broker CT, LLC

  11 Old Creamery Rd, Colebrook, CT 06021
• 

  

  /7

  $1,250 per month

  • 2 Beds
  • 1 Bath
  • 2,388 Sq Ft
  • Apartment for Rent

  217 N Main St Unit 2, Winsted, CT 06098

  Very nice, recently renovated first floor apartment for rent in a four unit building set back up private driveway. New flooring in living rooms and bedroom(s). Additional room can be used as a second bedroom or home office space. New paint throughout and new appliances as well as new countertops and cabinets in the kitchen. Full bathroom off of kitchen. Apartment has a covered front porch which

  Michaela Rousseau Showcase Realty, Inc.

  217 N Main St Unit 2, Winsted, CT 06098
• 

  $1,215,000 Sold Sep 10, 2025

  • 5,231 Sq Ft
  • $232/SF
  • 347 Days On Market

  • 8 Beds
  • 4.5 Baths
  • Built 1930

  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
• 

  Est $767,176 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,860 Sq Ft

  404 Colebrook Rd, Colebrook, CT 06021

  404 Colebrook Rd, Colebrook, CT 06021
• 

  

  /27

  $399,900

  • 2 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  212 Spencer Hill Rd, Winsted, CT 06098

  Welcome to your peaceful retreat in the heart of Winchester - a quiet, scenic town surrounded by natural beauty. Tucked away on a private lot, this thoughtfully maintained home offers a perfect blend of rustic charm and modern comfort, with every detail designed to enhance your connection to the outdoors. Step inside to discover gleaming original hardwood floors that stretch across the sun-filled

  Tammy Powling Coldwell Banker Realty

  212 Spencer Hill Rd, Winsted, CT 06098
• 

  

  /7

  $2,100 per month

  • 2 Beds
  • 1 Bath
  • 1,128 Sq Ft
  • House for Rent

  473 Winchester Rd, Winsted, CT 06098

  Sweet home in a Country Setting, this two bedroom ranch style home offers Hard Wood Floors, large eat-in kitchen and a convenient heated mud room that might be used as a office. Bonus is the open large yard for you to enjoy.

  Linda Ganem Borla & Associates Real Estate

  473 Winchester Rd, 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
• 

  Est $110,229 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 6, Winsted, CT 06098

  11 Gibbs St Unit 6, 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
• 

  

  /16

  $1,750 per month

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

  12 Charles St, Winsted, CT 06098

  Adorable two-bedroom cottage near Highland Lake available first week of October. Tile in kitchen, new lighting and gleaming hardwood living room floors. Washer/ Dryer in basement w/ plenty of storage. Spacious Enclosed mudroom/porch. Off street parking for 2 cars. Close to shops and restaurants. Requirements: Background/credit check, no eviction, one year lease and one month security.

  Jessica Chavez Turning Point Realty, LLC

  12 Charles St, 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
• 

  Est $109,725 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  11 Gibbs St Unit 4, Winsted, CT 06098

  11 Gibbs St Unit 4, Winsted, CT 06098

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