Homes for sale under $900k in Winsted, CT

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ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
One-of-a-Kind opportunity with 4 apartments plus a turnkey, award-winning restaurant in the heart of Litchfield County, perfectly situated in a high-traffic location. The well-established business offers 2,177 sq. ft. of warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats-ideal for both casual dining and special occasions. Has a cafe license (liquor) but no bar. With a 10-year track record of success and a loyal customer base, this restaurant has earned recognition in top publications including the New York Times, Wall Street Journal, Hartford Courant, CT Magazine, and numerous local publications - Sale includes the business and comes fully equipped with all infrastructure i

$750,000

4 beds1 bath5,389 sq ft

436 Main St, Winsted, CT 06098

4,356 sq ft lot • Built 1910 • Listed 68 days

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Development Opportunity! 41.23 Acres with Historic Home & Barn - Subdivision Possible Rare chance to own a prime 41.23-acre parcel in New England with an 1800 Antique Colonial Farmhouse and classic English/New England hybrid barn. The land may be subdividable and is located near the highly desirable Riverwalk Condominiums, making it ideal for new condo development (subject to approvals). The home and barns are in need of complete renovations to be brought back to its original beauty. Endless possibilities: equestrian facility, hunting lodge, glamping, corporate retreat, B & B, resort, spa, farming, or wedding venue. Home requires full renovation. Property offers a mix of open fie

$649,900

5 beds1.5 baths2,304 sq ft

115 Old Robertsville Rd, Winsted, CT 06098

Hunting lodge • Wedding venue • 41.23 acres

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
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 dwellings, and home farming. Additionally, with a special permit, the property may accommodate a variety of uses, including affordable housing, bed and breakfasts, boarding houses, congregate residences, convalescent/nursing homes, country inns, home occupations, mixed-use buildings, multi-family dwellings,

$499,999

5 beds2.5 baths5,016 sq ft

55 Walnut St, Winsted, CT 06098

Victorian property • Three-story barn • 0.56 acre lot

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Welcome to 187 Torringford Rd! Set on a beautiful 4-acre lot, this spacious 4-bedroom home offers the perfect blend of natural light, character, and country living. Step inside through the mudroom, also serving as a convenient laundry area, and head up to a charming loft that overlooks the bright, window filled kitchen. The kitchen features an abundance of natural light and provides a warm, inviting space for cooking and gathering. Adjacent to the kitchen is a cozy breakfast nook with a bay window, opening seamlessly into the living room for easy everyday living. Across the hall, you'll find a generous family room and a separate dining room, offering plenty of room for entertaining and host

$419,000

4 beds1.5 baths2,365 sq ft

187 Torringford St, Winsted, CT 06098

Wood beams • Upper loft • Living room

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Prime Mixed-Use Opportunity in Downtown Winsted! High-visibility two-story building located on bustling Main Street, most recently home to "JT's Cafe, " and previously known as "The Winning Ticket Cafe. " The first-floor commercial space includes features such as an existing kitchen area with oven range vents, fridge, bathroom, and open seating area. Great potential for a new restaurant, cafe, retail, or service business! The second floor offers a spacious 3-bedroom apartment with many recent updates, a new roof, windows, a deck, a kitchen, and an on-demand hot water system. The unit was renovated down to the studs. Separate gas and electric meters make it ideal for owne

$395,000

3 beds1.5 baths1,909 sq ft

720 Main St, Winsted, CT 06098

Two-story building • Recent updates • Open seating area

Property at 157 Elm St, Winsted, CT 06098, 6 beds, 2.5 baths

$339,000

6 beds2.5 baths2,376 sq ft

157 Elm St, Winsted, CT 06098

Property at 43 Wallens St, Winsted, CT 06098, 4 beds, 2 baths

$275,000

4 beds2 baths1,971 sq ft

43 Wallens St, Winsted, CT 06098

Property at 118 Meadow St, Winsted, CT 06098, 3 beds, 2 baths

$269,999

3 beds2 baths1,652 sq ft

118 Meadow St, Winsted, CT 06098

Property at 312 Colebrook River Rd, Colebrook, CT 06021, 3 beds, 1 bath

$259,000

3 beds1 bath1,488 sq ft

312 Colebrook River Rd, Colebrook, CT 06021

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NEW CONSTRUCTION

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
New construction ! Permits approved to use existing foundation with complete new home. Construction to start end of November, Home design is currently for a 3 bedroom home with an up stair office or possible 4th bedroom. Pick out many of the finishes on the home and possible design changes are now possible. -- Check with town about the program for some people to attend other schools in the area

$695,000

3 beds2 baths2,248 sq ft

494 Riverton Rd, Hartland, CT 06027

1.98 acre lot • 2 garage spots • Built 2025

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
MOTIVATED SELLERS! Tucked away on over 3 acres of wooded serenity, this stunning 4-bedroom, 4-bath contemporary home offers the perfect blend of modern comfort, privacy, and natural beauty. Built in 1988 and set on a quiet country road, this 3,229 sq ft residence is ideal for those seeking space to breathe, entertain, and unwind - all just minutes from the charm of historic Riverton village. From the moment you enter, you'll be greeted by sun-drenched interiors, soaring ceilings, and an effortless open layout that invites gatherings and connection. Large windows and skylights bring the outdoors in, framing forested views while filling the home with natural light. Enjoy cozy evenings by the

$675,000

4 beds4 baths3,229 sq ft

266 Old Forge Rd, Riverton, CT 06065

3.11 acre lot • 2 garage spots • Built 1988

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Beautifully maintained Colonial-style home built in 2002, located in the desirable Hillandale neighborhood. This bright, open-concept layout features hardwood floors, soaring ceilings, and a spacious living room with a gas fireplace and large windows. The updated kitchen offers white cabinetry, granite counters, stainless steel appliances, and a center island. Enjoy meals in the elegant dining area or step outside to the two-tiered deck and private backyard—perfect for entertaining. The primary suite includes vaulted ceilings, a walk-in closet, and an ensuite bath with a double vanity. The finished lower level offers walk-out access, heated floors, a large family room with a built-in

$665,000

4 beds3.5 baths3,698 sq ft

172 Hillandale Blvd, Torrington, CT 06790

Colonial style home • Gas fireplace • Updated kitchen

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ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Welcome to Barkhamsted, Connecticut - a nature lover's paradise known for its world-class fly fishing and boundless outdoor recreation. This stately and private contemporary colonial sits on 2.39 lightly wooded acres, offering over 3,200 square feet of beautifully maintained living space. With three generously sized bedrooms and three full bathrooms, this home perfectly blends comfort, style, and function. Inside, you'll find an open floor plan featuring oak hardwood floors, a formal living room with built-ins, a first-floor office, and a bright, cathedral-ceiling family room that invites natural light throughout the day. The eat-in kitchen includes a large center island and breakfast area

$629,000

3 beds3 baths3,249 sq ft

40 Warner Rd, Barkhamsted, CT 06063

Lightly wooded acres • Open floor plan • First floor office

NEW 4 HRS AGO

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
To Be Built!! This property is located in close proximity to Ski Sundown and the Farmington River in the quaint town of New Hartford. Thoughtfully designed, this home will offer an open concept layout that affords a seamless flow between the kitchen and living areas. A first floor primary bedroom with en suit and walk in closet, along with two additional upstairs bedrooms each with their own full baths and walk in closets. Buyers will have the opportunity to customize select finishes during the pre construction phase. Renderings are for illustration purposes only. Taxes TBD. Buyers to perform their due diligence. Enjoy country living with modern flair along with a new paved driveway. Don't

$615,000

3 beds3.5 baths2,592 sq ft

13 Meadow St, New Hartford, CT 06057

New paved driveway • Walk in closet • Open concept layout

ABOUT THIS HOME
Homes for sale under $900k in Winsted, CT
Welcome to your dream country escape! Nestled on 2 peaceful, tree-lined acres, this beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of classic charm and modern comfort. Step inside to find a warm and inviting interior featuring hardwood floors, a cozy woodstove, a fireplace, and plenty of natural light. The spacious kitchen opens to a dining area perfect for family gatherings, while the living room offers a serene view of the private backyard. Upstairs, the primary suite is complete with its own ensuite bath and walk-in closet. You'll find two more generously sized bedrooms and a full bath on the 2nd level - ideal for guests, kids, or a home office setup. Outside, e

$586,900

3 beds2.5 baths2,088 sq ft

208 Old Forge Rd, Riverton, CT 06065

Private backyard • Front porch • Ensuite bath

Property at 70 Colebrook Rd, Norfolk, CT 06058, 4 beds, 2 baths

$565,000

4 beds2 baths2,014 sq ft

70 Colebrook Rd, Norfolk, CT 06058

Property at 93 Greenwoods Rd E, Norfolk, CT 06058, 6 beds, 1.5 baths

$524,900

6 beds1.5 baths2,952 sq ft

93 Greenwoods Rd E, Norfolk, CT 06058

Property at 10 Meeting House Rd, Barkhamsted, CT 06063, 3 beds, 2 baths

$479,000

3 beds2 baths1,556 sq ft

10 Meeting House Rd, Barkhamsted, CT 06063

Property at 21 Shepard Rd, Norfolk, CT 06058, 4 beds, 1.5 baths

$425,000

4 beds1.5 baths2,528 sq ft

21 Shepard Rd, Norfolk, CT 06058

Property at 94 Colin Dr, Torrington, CT 06790, 3 beds, 2.5 baths

$369,900

3 beds2.5 baths1,544 sq ft

94 Colin Dr, Torrington, CT 06790

Property at 109 Winterberry Way, Torrington, CT 06790, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,464 sq ft

109 Winterberry Way, Torrington, CT 06790

Property at 174 Ledge Dr #174, Torrington, CT 06790, 3 beds, 2 baths

$349,000

3 beds2 baths1,612 sq ft

174 Ledge Dr #174, Torrington, CT 06790

Property at 23 Little Brook Rd, New Hartford, CT 06057, 3 beds, 1 bath

$340,000

3 beds1 bath960 sq ft

23 Little Brook Rd, New Hartford, CT 06057

Property at 27 High St, New Hartford, CT 06057, 3 beds, 1 bath

$337,000

3 beds1 bath1,498 sq ft

27 High St, New Hartford, CT 06057

Property at 239 Ledge Dr, Torrington, CT 06790, 3 beds, 3 baths

$300,000

3 beds3 baths1,612 sq ft

239 Ledge Dr, Torrington, CT 06790

Property at 431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790, 3 beds, 2.5 baths

$289,000

3 beds2.5 baths1,978 sq ft

431 Trailsend Dr Unit + Garage G128, Torrington, CT 06790

Property at 389 Trailsend Dr, Torrington, CT 06790, 3 beds, 2.5 baths

$250,000

3 beds2.5 baths1,584 sq ft

389 Trailsend Dr, Torrington, CT 06790

Property at 321 Litchfield Rd, Norfolk, CT 06058, 3 beds, 1 bath

$249,900

3 beds1 bath1,344 sq ft

321 Litchfield Rd, Norfolk, CT 06058

Property at 225 Ledge Dr, Torrington, CT 06790, 3 beds, 2.5 baths

$225,000

3 beds2.5 baths1,584 sq ft

225 Ledge Dr, Torrington, CT 06790

Homes for sale under $900k in Winsted

There are currently 9 homes for sale under $900k in Winsted. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Winsted stay on the market for 56 days and receive 1 offers. This map is refreshed with the newest listings in Winsted every 15 minutes.

In the past month, 11 homes have been sold in Winsted. In addition to houses in Winsted, there were also 3 condos, 0 townhouses, and 7 multi-family units for sale in Winsted last month. Find your dream home in Winsted using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Winsted are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Winsted. Our Winsted real estate stats and trends will give you more information about home buying and selling trends in Winsted. If you're looking to sell your home in the Winsted area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Winsted with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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