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Upton, MA Houses for Rent

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  • /31

    $3,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,548 Sq Ft
    • House for Rent

    24 Main St, Upton, MA 01568

    Wait until you see all the character this home exudes. Freshly painted throughout! Bright and sunny layout, hardwood flooring, gorgeous woodwork, nooks and crannies, tin ceilings, built ins, sun filled corner glassed in porch & white picket fence. This is truly a special home. Large dining area with pellet stove is perfect for entertaining. A spectacular third floor addition encompasses a large

    Jeanne Leombruno Century 21 Custom Home Realty

    24 Main St, Upton, MA 01568
  • /19

    $4,500

    Total Monthly Price

    • 4 Beds
    • 2.5 Baths
    • 3,350 Sq Ft
    • House for Rent

    164 South St, Upton, MA 01568

    This impressive, spacious 4-bedroom, 2.5-bathroom home is nestled in a beautifully wooded area with a highly private yard. Inside, you’ll find soaring ceilings, elegant dual staircases, a 3-car garage, and fresh paint paired with brand-new carpet. There are hardwoods, and tile throughout. The expansive kitchen flows seamlessly into the family room, complemented by a formal dining room and a

    164 South St, Upton, MA 01568

Frequently Asked Questions

How much does it cost to rent a single-family home in Upton, MA?
The median rent for a single-family home in Upton, MA is $4,200 per month, though prices vary by neighborhood, size, and property type. As of August 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 Upton, MA?
To comfortably afford the median rent in Upton, MA, a household needs to earn roughly $142,000 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 $3,550 per month in Upton, MA, renters typically need to show $10,650 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 Upton, MA?
In Upton, MA, the price-to-rent ratio is 18.0, 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.

Rental Home Trends

Number of Houses for Rent
2
Median Single Family Home Rent
$4,200
Median 3 Bedroom Single Family Home Rent
$3,450
Median 4 Bedroom Single Family Home Rent
$4,500
How to Rent a Home