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Newest Homes for Rent in Middlebury, CT

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  • 10 Old Waterbury Rd Unit 1, Middlebury, CT 06762
    10 Old Waterbury Rd Unit 1, Middlebury, CT 06762
    10 Old Waterbury Rd Unit 1, Middlebury, CT 06762
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    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Apartment for Rent

    10 Old Waterbury Rd Unit 1, Middlebury, CT 06762

    Cozy one bedroom unit for lease. Spacious living room leads to kitchenette with ample counter space. Full bathroom w/ stand up shower. Private In-ground pool with deck. Located close to schools, shopping and highways.

    Jeffrey Corcoran Corcoran Properties, LLC

    10 Old Waterbury Rd Unit 1, Middlebury, CT 06762
  • 1404 West St, Middlebury, CT 06762
    1404 West St, Middlebury, CT 06762
    1404 West St, Middlebury, CT 06762
    /10

    $2,300 Per Month

    • 3 Beds
    • 1 Bath
    • 845 Sq Ft
    • House for Rent

    1404 West St, Middlebury, CT 06762

    Cape Cod style home located close to town center. New kitchen has granite countertops & separate pantry for extra storage. Spacious living room. Primary bedroom includes a walk-in closet. Private deck overlooks a level back yard. Walking distance to town greenway & restaurants. A must see!

    Jeffrey Corcoran Corcoran Properties, LLC

    1404 West St, Middlebury, CT 06762
  • 372 Tucker Hill Rd, Middlebury, CT 06762
    372 Tucker Hill Rd, Middlebury, CT 06762
    372 Tucker Hill Rd, Middlebury, CT 06762
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    $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
  • 111 North St, Middlebury, CT 06762
    111 North St, Middlebury, CT 06762
    111 North St, Middlebury, CT 06762
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    $3,400 Per Month

    • 4 Beds
    • 2 Baths
    • 2,245 Sq Ft
    • House for Rent

    111 North St, Middlebury, CT 06762

    A beautiful rental in Middlebury, CT history. Located near "The Green" on desired North Street, This Charming Greek Revival home has so many upgrades! Sitting on private acres, this home boasts 10 spacious rooms, 4 bedrooms,LR with fireplace, DR with Fireplace,Eat In Kitchen with an island, library/office with built ins and 2 sitting rooms. The two full baths have claw tubs and have been fully

    Agent Photo

    Bonnie Wilson

    Berkshire Hathaway NE Prop.

    111 North St, Middlebury, CT 06762
  • 443 Benson Rd, Middlebury, CT 06762
    443 Benson Rd, Middlebury, CT 06762
    443 Benson Rd, Middlebury, CT 06762
    /14

    $3,000 Per Month

    • 4 Beds
    • 2 Baths
    • 1,766 Sq Ft
    • House for Rent

    443 Benson Rd, Middlebury, CT 06762

    Come view this spacious, modern four bedroom 2 full bathroom single family home for rent! This home features a fresh looking kitchen with all white appliances and plenty of white cabinetry for all your storage needs! Enjoy the experience of living on a home set back from the street and enjoy the sights of nature looking out over the extensive yard from your very own deck! Book an appointment

    Levi Judqin Brass Moon Realty

    443 Benson Rd, Middlebury, CT 06762
Connecticut New Haven County Middlebury

Newest Homes for Rent in Middlebury, CT

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 $3,000 per month, though prices vary by neighborhood, size, and property type. As of July 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 $120,000 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 $3,000 per month in Middlebury, CT, renters typically need to show $9,000 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 15.4, 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 Trends in Middlebury, CT

There are currently 5 homes available for rent in Middlebury, CT. The median rent is $3,000 per month, with single-family homes renting at $2,200, townhouses at $3,950 and condos at $2,875.

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$3,000
Median Single Family Home Rent
$2,200
Median Townhouse Rent
$3,950
Median Condo Rent
$2,875
How to Rent a Home

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