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Upton, MA Homes for Rent

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  • /35

    Starting at $2,200

    Total Monthly Price

    • 1 Bed

    149 Main St, Upton, MA 01568

    Welcome home to 149 Main, a new luxury apartment community in the quintessential New England Town of Upton, Massachusetts. Offering smart, modern home features from designer cabinetry and color schemes to sought-after community features just outside your door. Discover the lifestyle at 149 Main.

    149 Main Street Apartments

    149 Main St, Upton, MA 01568
  • /6

    Starting at $1,800 Plus Fees

    • 1 - 2 Beds

    299 Upton St, Grafton, MA 01519

    No fees! Plenty of off-street parking. Required for tenant to have 3X monthly income of monthly rate.

    Grafton Colonial Apartments

    299 Upton St, Grafton, MA 01519
  • /20

    $3,900 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    56 Shore Dr, Upton, MA 01568

    This waterfront home has a beautiful view of Taft Pond, perfect year round vacation setting for swimming, boating, ice fishing, ice skating and more. Inside this unique post and beam home you'll walk through the living room to an outdoor patio with amazing views of the pond, venture upstairs to a master bedroom with multiple closets, attic access, and a Juliet balcony with breathtaking views of

    Rami Mitias Compass

    56 Shore Dr, 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
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    $3,200 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Apartment for Rent

    52 Tulip Cir Unit 52, South Grafton, MA 01560

    Welcome Home to this Beautiful Modern Rental with "3 Bedrooms*3 Bathrooms*2 Car-Garage" This Townhouse is in Grafton's Desirable Hill Top Farm Subdivision. This Jamison Model unit is move-in ready, meticulously maintained and ready for you to settle in quickly. Awesome open floor plan w/hardwood floors. Kitchen w/center island, loads of cabinetry, pantry, storage in this CENTER ISLAND

    Joyce Kelley ERA Key Realty Services - Westborough

    52 Tulip Cir Unit 52, South Grafton, MA 01560

Why Live in Upton

Upton, Massachusetts, is a small town southeast of Worcester that appeals to families and commuters with its suburban living and convenient access to Boston’s outer beltway. Residential areas offer spacious lots shaded by mature trees and homes ranging from modest ranch-style houses to preserved Victorians and classic colonials. The local housing market is currently in high demand, with homes listing between $325,000 and $1 million. The Mendon-Upton Regional School District includes highly rated schools like Memorial Elementary and Nipmuc Regional High, which offer offer Spanish Immersion programs and the Massachusetts Seal of Biliteracy. Pratt Pond and Dean Pond in Upton State Forest are hubs for fishing, hiking and winter sports. The Upton Community Center has playgrounds and fitness classes, while the town center features local dining and shopping options, including Rose Garden Restaurant & Pub and The Little Coffee Bean. Residents rely on nearby Interstates 495 and 90 for commuting, with Boston about 40 miles away and Worcester 14 miles away.

Frequently Asked Questions

How much does it cost to rent a home in Upton, MA?
The median rent for a home in Upton, MA is $4,200 per month, though prices vary by neighborhood, size, and property type. As of July 2026, townhouses tend to be the most affordable option while condos 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 $168,000 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 $4,200 per month in Upton, MA, renters typically need to show $12,600 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 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 Upton, MA are best for renting a home?
The best neighborhood for renting in Upton, MA depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Grafton Hill and Broadmeadow Brook, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
5
Median Rent
$4,200
Median Single Family Home Rent
$4,050
Median Townhouse Rent
$1,400
Median Condo Rent
$2,050
How to Rent a Home