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Winchester, CT Condos for Rent

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  • 279 N Main St Unit 8, Winchester, CT 06098
    279 N Main St Unit 8, Winchester, CT 06098
    279 N Main St Unit 8, Winchester, CT 06098
    /11

    $800 Plus Fees

    • 1 Bed
    • 1 Bath
    • 625 Sq Ft
    • Condo for Rent

    279 N Main St Unit 8, Winchester, CT 06098

    Property Id: 2762738 -Cozy, modern 1-bedroom/1-bathroom apartment -Unique, open & ergonomic floor-plan that maximizes usable space & aesthetically pleases -2 entryways, including 1 direct exterior entrance for added accessibility & flexibility -Bright and efficient layout with a comfortable living area -Fully electric unit for simple, streamlined utilities set-up

    279 N Main St Unit 8, Winchester, CT 06098
  • 506 Main St, New Hartford, CT 06057
    506 Main St, New Hartford, CT 06057
    506 Main St, New Hartford, CT 06057
    /6

    $2,800 Plus Fees

    • 3 Beds
    • 1.5 Baths
    • 1,510 Sq Ft
    • Condo for Rent

    506 Main St, New Hartford, CT 06057

    Open house today 8/2 4-6 pm Historic charm meets modern convenience in this updated 3-bedroom, 1.5 bath duplex located in the heart of New Hartford, CT. Built circa 1900, this spacious 1,510 sq. ft. home offers preserved character with thoughtful updates throughout.Available for immediate occupancy, the home features a spacious kitchen with new roof, dishwasher, refrigerator, gas

    506 Main St, New Hartford, CT 06057
  • I 9 Nanni Dr Unit L-09, Winchester, CT 06098
    I 9 Nanni Dr Unit L-09, Winchester, CT 06098
    I 9 Nanni Dr Unit L-09, Winchester, CT 06098
    /6

    $1,495

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 1,045 Sq Ft
    • 2 Bedroom Townhouse Apartment

    I 9 Nanni Dr Unit L-09, Winchester, CT 06098

    Nestled in the Hills of Litchfield County, our Large Town Homes Offer:• Updated eat in kitchen with dishwasher and modern flooring. • Spacious bedrooms with new six panel doors and sliders.• Remodeled Bathroom.• Private Entrances with Slider to backyard • Over 1000 square feet of living space with heat and hot water included.Please come see why at Litchfield

    I 9 Nanni Dr Unit L-09, Winchester, CT 06098
Connecticut Litchfield County

Condos for Rent in Winchester, CT

Frequently Asked Questions

How much does it cost to rent a condo in Winchester, CT?
The median rent for a condo in Winchester, CT is $950 per month, though prices vary by neighborhood, size, and property type. As of August 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Winchester, CT?
To comfortably afford the median rent in Winchester, CT, a household needs to earn roughly $32,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $800 per month in Winchester, CT, renters typically need to show $2,400 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Winchester, CT?
In Winchester, CT, the price-to-rent ratio is 35.9, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Winchester, CT are best for renting a condo?
The best neighborhood for renting in Winchester, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include Federal Hill, Forestville and West End/Bristol, each with its own character and price range.

Condo Rental Trends in Winchester, CT

There are currently 3 condos available for rent in Winchester, CT. The median rent is $950 per month, with 1-bedroom condos renting at $900 and 2-bedroom condos at $1,198.

Rental Home Trends

Number of Condos for Rent
3
Median Condo Rent
$950
Median 1 Bedroom Condo Rent
$900
Median 2 Bedroom Condo Rent
$1,198
How to Rent a Home

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