18

Winsted, CT Homes for Sale under $400,000

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  • /16

    $389,900

    $10K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,944 Sq Ft

    122 Standard Ave, Winsted, CT 06098

    Welcome home to this well-maintained 4-bedroom Colonial tucked away on a quiet dead-end street. The newly renovated eat-in kitchen features updated cabinetry, countertops, and finishes, creating a great space for everyday living and gathering. The spacious living room and dining area offer plenty of room to make the home your own, while four bedrooms provide flexibility for family, guests, or a

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    122 Standard Ave, Winsted, CT 06098
  • /10

    $350,000

    • 4 Beds
    • 2 Baths
    • 2,914 Sq Ft

    100 Norfolk Rd, Winsted, CT 06098

    3.7-acre property offering a 4-bedroom, 2-bath Cape with plenty of room and flexibility. Formerly operated as a small farm, the property provides space for gardening, animals, recreation, or other uses. The first floor features an open floor plan with impressive 10-foot ceilings and a layout that can adapt to a variety of needs. Four bedrooms provide room for family, guests, or a home office. A

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    100 Norfolk Rd, Winsted, CT 06098
  • /3

    $359,900

    • 4 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. Both units have been beautifully renovated, featuring a brand-new kitchen with stylish finishes, updated bath, gleaming hardwood floors, and plush new carpet in the bedrooms.

    Agent Photo

    Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

    77 Hubbard St, Winsted, CT 06098
  • /28

    $324,900

    $45K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,722 Sq Ft

    70 Walnut St, Winsted, CT 06098

    Step back in time and experience the timeless elegance of this spacious 2,722 sq. ft. Victorian offering 10 rooms, 5 bedrooms, and 1.5 baths. Rich in original character and architectural detail, this classic home showcases beautiful hardwood floors, impressive natural woodwork, pocket doors, built-ins, decorative moldings, and stunning stained-glass accents that capture the craftsmanship of a

    Agent Photo

    David Sartirana

    Northwest CT Realty

    70 Walnut St, Winsted, CT 06098
  • /7

    $325,000

    • 4 Beds
    • 2.5 Baths
    • 2,257 Sq Ft

    48 Center St, Winsted, CT 06098

    Investment Opportunity! Well-maintained two-family house offering the ideal combination of functionality and income potential. Each unit features 5 rooms, including 2 bedrooms and 1 full bath. Enjoy the benefits of a convenient downtown location, close to schools, shopping, dining, and everyday conveniences. Both units are currently rented, making this property a strong choice for investors

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    48 Center St, Winsted, CT 06098
  • /7

    $299,900

    • 5 Beds
    • 2 Baths
    • 2,016 Sq Ft

    18 Pratt St, Winsted, CT 06098

    Well-maintained two-family home offering excellent owner-occupant or investment potential. First-floor unit features 3 bedrooms, kitchen, and living room and is currently rented. Second-floor unit is vacant and offers 2 bedrooms, living room, and kitchen. Separate utilities and laundry for each unit. Full basement provides additional storage. Entire home has undergone lead remediation. Great

    Agent Photo

    Amanda Balaski

    Northwest CT Realty

    18 Pratt St, Winsted, CT 06098
  • /39

    $309,900

    • 2 Beds
    • 2 Baths
    • 1,346 Sq Ft

    94 Colony Dr, Winsted, CT 06098

    Welcome home to this beautifully maintained 2bedroom Cape offering the perfect blend of comfort, character, and modern updates. Set in a soughtafter neighborhood, this property delivers movein readiness with valuable improvements already completed. (New roof and electric panel). Step inside to find a bright, inviting living space featuring wood floors, updated kitchen, a cozy fireplace, and

    Debra Stewart Integrity Real Estate

    94 Colony Dr, Winsted, CT 06098
  • /30

    $260,000

    Open Sat 10AM - 12PM
    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft

    118 Meadow St, Winsted, CT 06098

    This charming historic home, built in 1860, blends timeless character with thoughtful updates. Featuring 3-4 bedrooms, this property offers flexible living space to meet your needs. The beautifully remodeled upstairs bathroom is a standout feature, offering modern comfort within this classic home. Enjoy your LARGE eat-in kitchen with laundry hook ups and plenty of natural lighting and ample

    Ashley Henry The Washington Agency

    118 Meadow St, Winsted, CT 06098
  • /29

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    416 Horne Ave, Winsted, CT 06098

    Welcome to 416 Horne Ave, a charming 3-bedroom, 1-bath home offering approximately 1,056 square feet of comfortable living space in Winsted. Built in 1979 and situated on approximately 0.29 acres, this property offers a practical layout with room to make it your own. The home provides a welcoming setting for everyday living, with three bedrooms offering flexibility for family, guests, a home

    Thomas Mele Social & Co Realty

    416 Horne Ave, Winsted, CT 06098
  • /6

    $386,000

    • Land
    • 1.91 Acres
    • $202,094 per Acre

    00 Main St, Winsted, CT 06098

    Exceptional 2+ Acre Development Opportunity - Route 44, Winsted, CT** Rare opportunity to acquire approximately 2+- acres with nearly 700 feet of frontage on Main Street (Route 44), one of Winsted's primary commercial corridors. Located within the Town Gateway Zone, this highly visible parcel offers outstanding flexibility for a variety of development opportunities, including commercial,

    Dan Merrigan Merrigan & Lefebvre Realty

    00 Main St, Winsted, CT 06098
  • /39

    $289,000

    • 2 Beds
    • 1 Bath
    • 596 Sq Ft

    347 W Wakefield Blvd, Winsted, CT 06098

    Welcome to this relaxing seasonal cottage, situated high above road level and offering breathtaking panoramic views of the 444-acre Highland Lake. Enter through the oversized screened porch, where you can unwind with family or friends while taking in the beautiful perennial plantings and natural surroundings. This charming cottage features two bedrooms, a loft, one full bath, an open-concept

    Debra Jablonski Berkshire Hathaway NE Prop.

    347 W Wakefield Blvd, Winsted, CT 06098
  • /23

    $319,900

    New Construction $20K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,034 Sq Ft

    14 Bank St, Winsted, CT 06098

    New Construction - Easy to Maintain - Open Floor Plan - Central Air - Vinyl Plank flooring throughout. White Shaker Kitchen with Island and granite countertops. All stainless steel kitchen appliances. Separate laundry room on main level. Glass paneled door to covered deck off the living room area. Two spacious bedrooms with large closets. Entry foyer with large walkin closet Large heated garage

    David White OwnerEntry.com

    14 Bank St, Winsted, CT 06098
  • /40

    $304,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    325 E Wakefield Blvd, Winsted, CT 06098

    Enjoy beautiful water views and access to Highland Lake from this inviting home offering comfortable living spaces and desirable features throughout. The main level features a galley kitchen with plentiful white cabinetry, laminate flooring, refrigerator, dishwasher, and electric range. A convenient powder room and stackable washer add functionality. The spacious living room/dining area features

    Anthony Gonsalves RE/MAX RISE

    325 E Wakefield Blvd, Winsted, CT 06098
  • /5

    $295,000

    • Land
    • 51 Acres
    • $5,784 per Acre

    393 Winchester Rd, Winsted, CT 06098

    WINCHESTER CREST 51 acres of forested gently rolling land sited upland in Winchester Center. There is a former homesite and multiple choices for additional homesites affording complete privacy. There is abundant wildlife, trails, intermittent streams, dense and sparse forest. Perfect for year round home site, weekend retreat or recreational land.

    Tom McGowan Elyse Harney Real Estate

    393 Winchester Rd, Winsted, CT 06098
  • /26

    $239,000

    • 7 Beds
    • 3 Baths
    • 2,400 Sq Ft

    Unlisted Address

    Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space.

    Frank J. Berg Broker/Owner Town & Country Real Estate

    Unlisted Address
  • /24

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,909 Sq Ft

    720 Main St, Winsted, CT 06098

    Where Opportunity Meets Lifestyle! Unlock the potential of this exceptional mixed-use property located in the heart of downtown Winsted. Positioned on a bustling Main Street with excellent exposure and constant pedestrian traffic, this property is an outstanding opportunity for entrepreneurs, investors, or anyone looking to combine business ownership with residential living. The street-level

    Arlene Gonzalez The Gonzalez Property Group

    720 Main St, Winsted, CT 06098
  • /17

    $365,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    132 E Lake St, Winsted, CT 06098

    Welcome to East Lake Street at Highland Lake, where privacy, comfort, and lake living come together. Set back from the road on a private lot in the desirable First Bay area, this well-maintained lake-style home offers a quiet setting with seasonal lake views and refreshing breezes throughout. Offering 1,820 square feet, the home is listed as a 3-bedroom with a first-floor finished 4th room for

    Bryan Palladino Showcase Realty, Inc.

    132 E Lake St, Winsted, CT 06098
  • /29

    $339,900

    Open Sun 1PM - 2:30PM
    • 2 Beds
    • 1.5 Baths
    • 1,470 Sq Ft

    320 Colebrook Rd, Winsted, CT 06098

    Private Country Living on 16 Acres! Enjoy the peace and privacy of this charming ranch nestled on expansive acreage, offering the feel of a true country compound. Features include 2 bedrooms, a family room with fireplace, kitchen, three-season enclosed porch, heated possible office, and large deck. Plenty of cleared land surrounds the homesite while mature trees provide exceptional privacy.

    Marvin Council Fathom Realty CT LLC

    320 Colebrook Rd, Winsted, CT 06098

Home Price Trends

Median Sale Price
$320,000
Median Single Family Sale Price
$345,000
Median Townhouse Sale Price
$160,000
Median 2 Bedroom Sale Price
$277,500
Median 1 Bedroom Sale Price
$244,250
Average Price Per Sq Ft
$288
Number of Homes for Sale
18
Last 12 months Home Sales
106
Months of Supply
2.60
Median List Price
$339,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
10%
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