2

Newest Homes for Rent in Middlebury, CT

Section Image
  • /7

    $1,050 Per Month

    • 1 Bed
    • 1 Bath
    • 450 Sq Ft
    • House for Rent

    Unlisted Address

    COZY ONE BEDROOM FOR LEASE. SPACIOUS LIVING ROOM. KITCHENETTE WITH AMPLE CABINET SPACE. FULL BATHROOM W/ STAND-UP SHOWER. PRIVATE IN-GROUND POOL WITH DECK. SET IN CLOSE PROXIMITY TO SCHOOLS, SHOPPING & HIGHWAY(S).

    Jeffrey Corcoran Corcoran Properties, LLC

    Unlisted Address
  • /33

    $17,000 Per Month

    • 5 Beds
    • 7 Baths
    • 6,600 Sq Ft
    • House for Rent

    372 Tucker Hill Rd, Middlebury, CT 06762

    5 bedrooms 4,3 baths cape house set on 3.5 acres.

    Naima Mazouzi Eagle Eye Realty PLLC

    372 Tucker Hill Rd, Middlebury, CT 06762

Frequently Asked Questions

How much does it cost to rent a home in Middlebury, CT?
The median rent for a home in Middlebury, CT is $9,025 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option while condos and townhouses are currently more expensive.
How much do you need to make to afford rent in Middlebury, CT?
To comfortably afford the median rent in Middlebury, CT, a household needs to earn roughly $361,000 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 $9,025 per month in Middlebury, CT, renters typically need to show $27,075 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 Middlebury, CT?
In Middlebury, CT, the price-to-rent ratio is 5.1, 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 Middlebury, CT are best for renting a home?
The best neighborhood for renting in Middlebury, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include West End District, Bunker Hill, South End District, Village of Waterbury and North End District, each with its own character and price range.

Rental Home Trends in Middlebury, CT

Rental Home Trends

Number of Homes for Rent
2
Median Rent
$9,025
Median Single Family Home Rent
$2,200
Median Townhouse Rent
$3,950
Median Condo Rent
$2,875
How to Rent a Home