Cheap Homes for Rent in Winchester Town Center Neighborhood of Winchester, MA from $2,200 (7 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
By AmenitiesDone
By Community TypeDone
Done

Search the lowest-cost Homes available for rent right now in the Winchester Town Center area of Winchester.

property at 200 Swanton St

200 Swanton St

WinchesterMA01890
property at 200 Swanton St

200 Swanton St

WinchesterMA01890
property at 6 Skillings Rd

6 Skillings Rd

WinchesterMA01890

Winchester Town Center, Winchester, MA Local Guide

Cheapest Available Winchester Town Center Apartments for Rent

 

The cheapest available apartment rental in the Winchester Town Center area of Boston, MA is a Studio unit found at Old Colony Apartments priced from $1,850. Brattle Drive Apartments has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,950. Here are the most affordable Winchester Town Center apartments for rent in Boston, MA:

Apartment ListingModel NameBed/BathPriced From
Old Colony ApartmentsStudioStudio,1BA$1,850
Brattle Drive ApartmentsOne Bedroom1BR,1BA$1,950
Tudor Glen VillageThe Cherry1BR,1BA$2,195

Best Value Apartments for Rent in Winchester Town Center, MA

As of November 11, 2025 the best value apartment in the Winchester Town Center area is the $0.33 price per square foot 48 Moulton Rd Model at 48 Moulton Rd, Unit 2 in the in the Rock Meadow neighborhood starting from $3,300. The second greatest value Winchester Town Center apartment is the 8 Cross St Model at 8 Cross St starting at $2,800 with a $0.28 price per square foot in the Walnut Hill neighborhood. Here is today’s list of the best values for Winchester Town Center apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
48 Moulton Rd, Unit 248 Moulton Rd3BR,2BA$0.33
8 Cross St8 Cross St3BR,2BA$0.28
19 Shirley Rd, Unit 1919 Shirley Rd4BR,5BA$1.78
11 Garfield Ave, Unit 111 Garfield Ave4BR,3BA$2.20
224 Arlington St224 Arlington St3BR,2.5BA$1.88
235 Ashcroft Rd235 Ashcroft Rd2BR,1.5BA$2.41
21 Franklin St, Unit 1FRT21 Franklin St3BR,1.5BA$2.14
8 Madison St, Unit 18 Madison St2BR,1BA$2.00
286 Main St, Unit 3286 Main St2BR,2BA$2.36
220 Hancock St, Unit 1220 Hancock St2BR,1BA$2.14

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Winchester Town Center, Winchester, MA

Ranked #3

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

decorative image of woman handing cat to small boy

Frequently Asked Questions about Winchester Town Center

What type of rentals are currently available in Winchester Town Center?

There are currently 63 Apartments for Rent in Winchester Town Center, MA with pricing that ranges from $1,800 to $8,000. There are also 17 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester Town Center ranging from $2,200 to $8,000.

What is the current price range for Rental Homes in Winchester Town Center?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester Town Center ranges from $2,200 to $8,000 with an average monthly rent of $4,720.

How much are larger Three and Four Bedroom Rentals in Winchester Town Center?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester Town Center range from $2,500 to $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,000 to $4,200. Four Bedroom Single-Family rentals are also available starting from $6,950 and Four Bedroom Apartments start at $4,400.

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.