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Woodbury, CT Condos for Rent

Section Image
  • /10

    $1,750 Plus Fees

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    259 Main St S Unit 2, Woodbury, CT 06798

    Property Id: 2072920Light and bright 2 Story 1 Bedroom Condo available for immediate occupancy. This unit comes with a spacious and open first floor lay out, kitchen with extra cabinet space and more. The second floor has a full bathroom and spacious Bedroom with ample closet space. This condo is located on Woodbury most desirable areas and will not last long so dont wait schedule a tour

    (475) 476-1443

    259 Main St S Unit 2, Woodbury, CT 06798
  • /43

    $1,600

    Total Monthly Price

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

    31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798

    Impeccable large 2nd floor end unit, bright, cheerful and safe location with beautiful views. Freshly painted and professionally cleaned with new carpeting throughout. Rent includes heat, hot water and appliances. Tenant pays electric, cable/internet, renters insurance. Trash and recycling services and all grounds maintenance also included. New mini blinds throughout. Neighborhood is quiet and

    31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798

Frequently Asked Questions

How much does it cost to rent a condo in Woodbury, CT?
The median rent for a condo in Woodbury, CT is $1,750 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Woodbury, CT?
To comfortably afford the median rent in Woodbury, CT, a household needs to earn roughly $78,000 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 $1,950 per month in Woodbury, CT, renters typically need to show $5,850 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 Woodbury, CT?
In Woodbury, CT, the price-to-rent ratio is 21.1, 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 Woodbury, CT are best for renting a condo?
The best neighborhood for renting in Woodbury, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a condo include West End District, Village of Waterbury and North End District, each with its own character and price range.

Rental Home Trends in Woodbury, CT

Rental Home Trends

Number of Condos for Rent
2
Median Condo Rent
$1,750
Median 1 Bedroom Condo Rent
$1,600
Median 2 Bedroom Condo Rent
$2,200
How to Rent a Home