284 Dalton Division Rd
PittsfieldMA01201
Cheap Homes for Rent in Windsor, MA from $1,300 (6 Rentals)
Search the lowest-cost Homes available for rent right now in Windsor.
108 E Housatonic St
PittsfieldMA01201
33 Maplewood Ave
PittsfieldMA01201
615 Riverside Dr
NorthamptonMA01062
292 Silver St
GreenfieldMA01301
40 Conway St
DeerfieldMA01373
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Windsor, MA Local Guide
Notchview, Windsor by Massachusetts Office of Travel & Tourism is licensed under CC BY 2.0
How much does it cost to rent a home in Windsor?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Windsor 2 Bedroom Homes for Rent | $2,348 | $1,950 | $2,895 |
| Windsor 3 Bedroom Homes for Rent | $2,976 | $2,400 | $4,850 |
| Windsor 4 Bedroom Homes for Rent | $3,343 | $2,100 | $5,200 |
| Windsor 5 Bedroom Homes for Rent | $4,745 | $3,500 | $4,995 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Windsor
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Windsor, MA Local Guide
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Cheapest Available Windsor Apartments for Rent and Nearby
The cheapest available apartment rental in Windsor, MA is a Studio unit found at Valley View Apartments priced from $1,095. Dwight Street Apartments in the Downtown Holyoke neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,200. Here is today’s list of the most affordable Windsor apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Valley View Apartments | Studio | Studio,1BA | $1,095 |
| Dwight Street Apartments | 1 Bed 1 Bath | 1BR,1BA | $1,200 |
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio,1BA | $1,290 |
Best Value Apartments for Rent in Windsor, MA and Nearby
As of October 27, 2025 the best value apartment in the Windsor area is the $2.18 price per square foot 3 Bed 2 Bath Model at University Crossing in the in the Amherst Center neighborhood starting from $2,600. The second greatest value Windsor apartment is the #6 Model at 15 Bridge St starting at $1,500 with a $1.67 price per square foot . Here is today’s list of the best values for Windsor apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| University Crossing | 3 Bed 2 Bath | 3BR,2BA | $2.18 |
| 15 Bridge St | #6 | 2BR,1BA | $1.67 |
| Longhill Gardens | 2 Bedroom | 2BR,1BA | $1.97 |
| Hilltop Garden Apartments | Two Bedroom | 2BR,1BA | $1.82 |
| Fieldstone - Artisan Graduate Housing | Two Bedroom B | 2BR,2BA | $2.23 |
| Lantern Court Apartments | Two Bedroom | 2BR,1BA | $2.20 |
| Residences on Appleton Senior 55+ | 1 Bedroom - Income Restricted | 1BR,1BA | $2.25 |
| Forge | 1 Bedroom | 1BR,1BA | $1.97 |
| Dwight Street Apartments | 1 Bed 1 Bath | 1BR,1BA | $1.88 |
| Lenox Schoolhouse Apartments | Large Studio 55 and Older | Studio ,1BA | $2.13 |
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Frequently Asked Questions about Windsor
What type of rentals are currently available in Windsor?
There are currently 51 Apartments for Rent in Windsor, MA with pricing that ranges from $799 to $4,850. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windsor ranging from $1,300 to $5,200.
What is the current price range for Rental Homes in Windsor?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Windsor ranges from $1,300 to $5,200 with an average monthly rent of $3,023.
How much are larger Three and Four Bedroom Rentals in Windsor?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Windsor range from $825 to $3,940, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,400 to $4,850. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $800.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.