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Windsor, VT Homes for Rent

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  • /15

    Starting at $1,895 Per Month

    • 3 Beds

    8 Union St, Windsor, VT 05089

    8 Union St.

    8 Union St, Windsor, VT 05089
  • /17

    $2,550 - $2,650

    Total Monthly Price

    • 2 - 3 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Condo for Rent

    2460 US Route 5 N, Windsor, VT 05089

    Duplex set back from road on Route 5, Windsor, VT. Town of Windsor, stores, restaurants, post office, rec center, bank within walking distance/short drive. Easy commute to Interstate 91.

    2460 US Route 5 N, Windsor, VT 05089
  • /17

    $2,550 - $2,650

    Total Monthly Price

    • 2 - 3 Beds
    • 1 Bath
    • 1,275 Sq Ft
    • Condo for Rent

    2460 US Route 5 N, Windsor, VT 05089

    Duplex set back from road on Route 5, Windsor, VT. Town of Windsor, stores, restaurants, post office, rec center, bank within walking distance/short drive. Easy commute to Interstate 91.

    2460 US Route 5 N, Windsor, VT 05089
  • /4

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9 State St Unit 2B, Windsor, VT 05089

    9 State St Unit 2B, Windsor, VT 05089
  • /8

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    9 State St Unit 3C, Windsor, VT 05089

    9 State St Unit 3C, Windsor, VT 05089
  • /2

    $1,950 Per Month

    • 3 Beds
    • 1 Bath
    • Charming Home Near Downtown Windsor- New Renovation!

    35 River St, Windsor, VT 05089

    Welcome to 35 River Street, a charming home located in the heart of Windsor. This spacious property offers a flexible layout with multiple living areas, abundant natural light, and classic character throughout.This home is being refreshed including new paint and kitchen cabinetry, a new porch and more! It features hardwood flooring, generous room sizes. Enjoy the comfort of a

    35 River St, Windsor, VT 05089
  • /18

    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 913 Sq Ft
    • Brand-New 2-Bedroom, 1-Bath Single-Family Home

    29 National St, Windsor, VT 05089

    Be the first to live in this beautiful brand-new 2-bedroom, 1-bath single-family home offering approximately 1,000 square feet of thoughtfully designed living space.This home features a bright, open layout with modern finishes throughout. The stylish kitchen includes contemporary cabinetry, stainless steel appliances, and ample storage, creating a functional and inviting space for

    29 National St, Windsor, VT 05089
  • /18

    $2,900 Per Month

    • 3 Beds
    • 1 Bath
    • Beautiful Furnished Home with Cozy Rustic Finishes

    69 Belknap Ln, Windsor, VT 05089

    Welcome to this warm and inviting fully furnished 3-bedroom, 1-bath home that blends rustic charm with modern comfort. The spacious open-concept kitchen and dining area features beautiful wood accents, generous cabinet storage, and a functional layout ideal for both everyday living and entertaining. The living room offers a bright and comfortable space filled with natural light—perfect for

    69 Belknap Ln, Windsor, VT 05089

Why Live in Windsor

Windsor, Vermont, nestled by Mount Ascutney and the Connecticut River, is a historic township with a population of around 3,500. Known as the “birthplace of Vermont,” it boasts a rich history, including the signing of the Vermont Republic Constitution in 1777. The area offers a mix of outdoor recreation, shops, and restaurants in its small downtown. Outdoor enthusiasts can explore Paradise Park with its trails around Lake Runnemede, or enjoy activities at Mount Ascutney, which features a J-Bar lift, rope tow, and tubing run. Great River Outfitters provides canoe and kayak tours on the Connecticut River, and the Path of Life Sculpture Garden adds a unique touch. Windsor’s downtown area includes Artisans Park, home to Harpoon Brewery, Silo Distillery, and other local businesses. Windsor Station Restaurant and Barroom offers dining in a historic train depot setting. The Autumn Moon Festival and a year-round farmers market add to the community's vibrant atmosphere. Housing options range from historic homes dating back to the late 1700s to mid-20th-century Cape Cods and ranch-style homes, with expansive country lots available outside the town center. Windsor is safer than the national average, making it a practical choice for families and individuals alike. The town is well-connected with Interstate 91, U.S. Route 5, and daily Amtrak service. Nearby Claremont, New Hampshire, is about 10 miles away, and Burlington International Airport is approximately 100 miles from Windsor.

Frequently Asked Questions

How much does it cost to rent a home in Windsor, VT?
The median rent for a home in Windsor, VT is $1,900 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 are currently more expensive.
How much do you need to make to afford rent in Windsor, VT?
To comfortably afford the median rent in Windsor, VT, a household needs to earn roughly $76,000 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 $1,900 per month in Windsor, VT, renters typically need to show $5,700 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 Windsor, VT?
In Windsor, VT, the price-to-rent ratio is 13.1, 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 Windsor, VT are best for renting a home?
The best neighborhood for renting in Windsor, VT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include West Side and South End, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$1,900
Median Single Family Home Rent
$1,950
Median Condo Rent
$1,325
How to Rent a Home