Homes in ZIP Code 06098

/31
$339,000 Pending
- 6 Beds
- 2.5 Baths
- 2,376 Sq Ft
157 Elm St, Winsted, CT 06098

Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and

Doreen Gagnon

Coldwell Banker Realty

(860) 590-8606

157 Elm St, Winsted, CT 06098
/2
$165 total monthly price
- 200 Sq Ft
- House for Rent
113 Elm St Unit Right, Winsted, CT 06098

One of two available storage units. Each unit is 200 square feet and can be used as extra storage or as a garage.

Jeffrey Liskin

Northwest CT Realty

(860) 809-5763

113 Elm St Unit Right, Winsted, CT 06098
$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 $365,603

Last Listing Agent SHARON GILSON Northwest CT Realty

147 Smith Hill Rd, Winsted, CT 06098

Est $149,816 Not Listed For Sale

234 E Wakefield Blvd, Winsted, CT 06098
- 2 Beds
- 1 Bath
- 816 Sq Ft
- Built 1939
234 E Wakefield Blvd, Winsted, CT 06098

Last Sold Summary
- 11% Above List Price
- $165/SF
- 3 Days On Market
Last Sold Price $135,000

Last Listing Agent Jeffrey Liskin Northwest CT Realty

/2
$29,000
- Land
- 0.44 Acre
- $65,909 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
/4
$1,695 total monthly price
- 3 Beds
- 1 Bath
- 1,080 Sq Ft
- Townhouse for Rent
131 Willow St, Winsted, CT 06098

Bright and sunny 3-bedroom duplex, ideally located close to town. This spacious home features a large eat-in kitchen, a separate dining room, and a cozy living room. Enjoy the convenience of gas heat, with washer/dryer hook-up available in the basement, or can be provided for an extra $75 per month. Minimum credit score of 700. Pets considered, and a background and credit check are required.

Amanda Balaski

Northwest CT Realty

(860) 772-0491

131 Willow St, 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 $917,164

Last Listing Agent Keith Meyer Northwest CT Realty

43 E Lake St, Winsted, CT 06098

Est $394,000 Not Listed For Sale

220 Gilbert Ave, Winsted, CT 06098
- 4 Beds
- 2 Baths
- 2,176 Sq Ft
- Built 1900
220 Gilbert Ave, Winsted, CT 06098

Last Sold Summary
- 5% Above List Price
- $172/SF
- 77 Days On Market
Last Sold Price $375,000

Last Listing Agent Linda Muraski Century 21 Classic Homes

/36
$499,000 Under Contract
- 3 Beds
- 2 Baths
- 2,167 Sq Ft
197 Spencer Hill Rd, Winsted, CT 06098

Discover the charm of this spacious contemporary Cape, set on a peaceful one-acre lot in a desirable rural neighborhood. Offering over 3,000 square feet of living space, this well-maintained home provides a flexible layout ideal for today's lifestyle. The main level features a formal living room, dining room, updated kitchen, den, sunroom with fireplace and hot tub, full bath, and convenient

David Sartirana

Northwest CT Realty

(860) 419-0914

197 Spencer Hill Rd, Winsted, CT 06098
/4
$165 total monthly price
- 200 Sq Ft
- House for Rent
113 Elm St Unit Left, Winsted, CT 06098

One of two available storage units. Each unit is 200 square feet and can be used as extra storage or as a garage.

Jeffrey Liskin

Northwest CT Realty

(860) 735-3947

113 Elm St Unit Left, Winsted, CT 06098
$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 $464,910

Last Listing Agent Mark Porriello RE/MAX Right Choice

288 Torringford St, Winsted, CT 06098

Est $375,047 Not Listed For Sale

113 Preston Rd, Winsted, CT 06098
- 2 Beds
- 2 Baths
- 1,566 Sq Ft
- Built 1993
113 Preston Rd, Winsted, CT 06098

Last Sold Summary
- 9% Above List Price
- $219/SF
- 53 Days On Market
Last Sold Price $343,000

Last Listing Agent Roberta LeJeune Marrin Santore Realty LLC

/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
/34

$1,500 - $1,800 per month 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
$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 $294,269

Last Listing Agent David Sartirana Northwest CT Realty

49 Walnut St, Winsted, CT 06098

Est $309,457 Not Listed For Sale

86 Strong Terrace, Winsted, CT 06098
- 5 Beds
- 1.5 Baths
- 1,646 Sq Ft
- Built 1880
86 Strong Terrace, Winsted, CT 06098

Last Sold Summary
- 7% Above List Price
- $175/SF
- 69 Days On Market
Last Sold Price $288,000

Last Listing Agent Lindsay J. Warner Tier 1 Real Estate

/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
/10
$1,500 total monthly price
- 2 Beds
- 1 Bath
- 1,199 Sq Ft
- House for Rent
22 Upson Ave, Winsted, CT 06098

Beautiful First-Floor Apartment with Classic Charm and Modern Updates! This spacious first-floor apartment features gleaming hardwood floors, fresh paint, and an updated kitchen. Enjoy the high ceilings and beautiful woodwork that add character and warmth throughout. Conveniently located close to downtown, offering easy access to shopping, dining, and commuting routes.

Kelly Sullivan Sullivan Real Estate Inc

22 Upson Ave, 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 $283,131

Last Listing Agent Michael J Flaherty Jr Sullivan Real Estate Inc

39 Orchard St, Winsted, CT 06098

Est $375,404 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
- 4% Above List Price
- $257/SF
- 1 Day On Market
Last Sold Price $360,000

Last Listing Agent Heidi Picard-Ramsay Berkshire Hathaway Home Services

/37
$499,999
- 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
/20

$1,150 - $1,550 per month 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
$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 $225,768

Last Listing Agent David Sartirana Northwest CT Realty

32 Charles St, Winsted, CT 06098

Est $394,021 Not Listed For Sale

191 Danbury Quarter Rd, Winchester Center, CT 06098
- 3 Beds
- 1.5 Baths
- 1,203 Sq Ft
- Built 1900
191 Danbury Quarter Rd, Winchester Center, CT 06098

Last Sold Summary
- 20% Above List Price
- $272/SF
- 7 Days On Market
Last Sold Price $327,000

Last Listing Agent Suzie Larson Turning Point Realty, LLC

/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
/37
$4,000 total monthly price
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- House for Rent
880 W Wakefield Blvd, Winsted, CT 06098

Discover lakeside living at its finest with this fully renovated, fully furnished 3 bedroom, sleeps 10, 2 full-baths, family estate set on a half acre of professionally landscaped grounds overlooking picturesque Highland Lake. Located just 0.6 miles from Main Street Winsted and Red Barn Brewing, this property combines serene lakefront living with convenient access to local amenities. Enjoy use of

Matt Crossen Coldwell Banker Realty

880 W Wakefield Blvd, Winsted, 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 $280,452

Last Listing Agent Margaret Alexson Elyse Harney Real Estate

174 Boyd St, Winsted, CT 06098

Est $305,273 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
- 36% Above List Price
- $178/SF
- 25 Days On Market
Last Sold Price $225,000

Last Listing Agent Maya Brown Coldwell Banker Realty

/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
/2
$1,150 per month 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
$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 $295,066

Last Listing Agent Alison Malkin Essentia Realty

331 Colebrook Rd, Winsted, CT 06098

Est $53,653 Not Listed For Sale

287 Colebrook Rd, Winsted, CT 06098
287 Colebrook Rd, Winsted, CT 06098

Last Sold Summary
- 7% Above List Price
- $1/SF
- 180 Days On Market
Last Sold Price $50,000

Last Listing Agent Adam Towers Berkshire Hathaway Home Services

/25
$279,900 Under Contract
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
44 Lewis St, Winsted, CT 06098

Enjoy years of maintenance-free living in this beautifully maintained 3-bedroom, 2-bath home, ideally situated on a quiet side street just minutes from the beach at Highland Lake and the shops, restaurants, and conveniences of downtown Winsted. Completely remodeled in 2017, this home offers a long list of updates at that time including a new roof, updated baths, remodeled kitchen, all new

David Sartirana

Northwest CT Realty

(860) 318-9799

44 Lewis St, Winsted, CT 06098
/2
$1,100 per month plus fees
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Condo for Rent
12 Beach St Unit 7, Winsted, CT 06098

Property Id: 1615805Total 8 - 1 BED ROOM UNITS in the building CLOSE to Route 8 & WINSTED Mainstreet, on-site parking, coin operated laundry, REAR BALCONY.

12 Beach St Unit 7, Winsted, CT 06098
$160,000 Sold May 07, 2025

37 Riveredge Dr Unit 37, Winsted, CT 06098
- 2 Beds
- 1.5 Baths
- 992 Sq Ft
- Built 1986
Last Sold Summary
- $161/SF
- 37 Days On Market
Current Estimated Value $162,436

Last Listing Agent Erin Ruwet Century 21 AllPoints Realty

37 Riveredge Dr Unit 37, Winsted, CT 06098

Est $46,537 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

/24
$359,900
- 2 Beds
- 2 Baths
- 1,274 Sq Ft
171 Wallens St, Winchester, CT 06098

This charming ranch-style home offers comfortable single-level living with thoughtful features throughout. Boasting 3 bedrooms and 2 full bathrooms, this home blends functionality with character. Beautiful hardwood floors flow through much of the living space, while vaulted ceilings create an open and airy feel. One of the bedrooms features a unique loft area, perfect for additional sleeping

Meagan Albert Tier 1 Real Estate

171 Wallens St, Winchester, CT 06098
$495,000 Sold Jun 09, 2025

704 W Wakefield Blvd, Winsted, CT 06098
- 2 Beds
- 2 Baths
- 754 Sq Ft
- Built 1911
Last Sold Summary
- 6% Above List Price
- $656/SF
- 4 Days On Market
Current Estimated Value $484,831

Last Listing Agent KAREN NEWTON William Pitt Sotheby's Int'l

704 W Wakefield Blvd, Winsted, CT 06098

Est $412,474 Not Listed For Sale

24 Simons Pond Rd, Colebrook, CT 06021
- 2 Beds
- 2.5 Baths
- 1,934 Sq Ft
- Built 1980
24 Simons Pond Rd, Colebrook, CT 06021

Last Sold Summary
- 11% Above List Price
- $191/SF
- 25 Days On Market
Last Sold Price $370,000

Last Listing Agent Mimi Harson William Pitt

/22
$499,000
- 3 Beds
- 2 Baths
- 2,354 Sq Ft
11 Old Creamery Rd, Colebrook, CT 06021

FULLY RENOVATED! In addition 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. Located perfectly on a beautiful

Rodrigo Aguiar Real Broker CT, LLC

11 Old Creamery Rd, Colebrook, CT 06021

Showing Results 1 - 40, Page 1 of 18

Connecticut Litchfield County Winsted 06098

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