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Apartments for Rent in Winchester, CT

Apartments for Rent in Winchester, CT. 12 Rentals Available
12 Rentals Available

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  • A kitchen with wooden cabinets and a white countertop.
    New listing
    1 bd $875
    Base rent
    Verified Listing

    279 N Main St, Winchester, CT 06098
  • A kitchen with wooden cabinets and a white stove top oven.
    3 bd $1,700
    Base rent
    17 Union Street, Winsted, CT 06098
    Dog friendly
  • More Rentals Near Winchester, CT

  • a living room with a white couch and a table
    Only 3 units left
    1 bd $1,950+
    2 bd $2,195
    Base rent
    3.0 (2)
    33 Woodruff Lane, Litchfield, CT 06759
    Apply online • Pet friendly
  • a kitchen with a sliding glass door and a stove
    Ask for pricing
    Verified Listing

    5.0 (5)
    4 Terrace Drive, Torrington, CT 06790
    Pet friendly
  • a living room filled with furniture and a bed
    Ask for Pricing
    Income restricted
    Verified Listing

    356 Torringford West Street, Torrington, CT 06790
    Pet friendly
  • a living room with a couch and a tv
    Ask for pricing
    3.5 (5)
    23-24 Holly House Court, Litchfield, CT 06759
    Pet friendly
  • 60 Mill Street 1-3 Beds Apartment for Rent
    Verified Listing

    4.5 (1)
    60 Mill Street, Unionville, CT 06085
    Pet friendly
  • a small living room with a chair and a table
    Ask for pricing
    4.0 (56)
    200 Hopmeadow Street, Simsbury, CT 06089
    Pet friendly
  • a kitchen with stainless steel appliances and white cabinets
    Ask for pricing
    4.0 (23)
    1175 Farmington Ave, Bristol, CT 06010
    Pet friendly
  • A kitchen with wooden cabinets and a stainless steel refrigerator.
    New listing
    3 bd $1,550
    Base rent
    Verified Listing

    58 Pulaski St, Torrington, CT 06790
  • A living room with a red couch and a coffee table.
    New listing
    2 bd $1,550
    Base rent
    24 Dewey St, Torrington, CT 06790
2-9-town



Frequently asked questions

When were prices and availability in Winchester, CT last updated?

Prices and availability in Winchester, CT were last updated on 27 May 2026.

What are the best apartments in Winchester, CT?

The best apartments in Winchester, CT are: 279 N Main St, Unit 5 and 17 Union Street, Unit Second Floor.

What is the average rent in Winchester, CT?

The average rent in Winchester, CT is $1,359.

What type of rental buildings are in Winchester, CT?

In Winchester, 34% of the residents are renting compared to 66% owning a home, according to data from the U.S. Census Bureau. Large-scale apartment buildings with more than 50 units represent 8% of Winchester's rentals, 88% are small-scale complexes with under 50 units, and 4% are single-family rentals.

What do typical apartment communities look like in Winchester, CT?

The age and size of multifamily buildings are among the most visible characteristics of the rental market in a city. In this case, the apartment buildings in Winchester are about 52 years old, on average. Of these, none have been built since 2000, representing the newer options on the market and typically offering more amenities. Rental buildings in the city have an average height of 3 stories. About all of the rental communities here are low-rise, garden-style communities, none are mid-rises, and none are high-rise buildings. These are true especially for large-scale multifamily buildings with over 50 apartments.

What apartment floorplans are common in Winchester, CT?

Rental apartments in Winchester come in a range of sizes and floorplans. Studio apartments represent 0% of units for rent, ideal for singles, renters on a budget and people who value central locations more than space. Rentals with 1-bedroom floorplans make up 12% of the total apartments in the city, while 2-bedroom floorplans represent around 76% of all rentals in Winchester. The rest are larger floorplans with 3 bedrooms or more, typically preferred by families, larger households or roommates sharing space.