
Homes for Rent in Winchester, MA (335 Rentals) Page 3 of 7


112 College Ave, Unit U2

14 Fairmount St

355 Boston Ave, Unit 1

355 Boston Ave, Unit 1

10 Greenleaf Ave, Unit 1

217 Arlington St

479 Fulton St

480 Fulton St, Unit 478

217 Arlington St, Unit 1

217 Arlington St, Unit 1

476 Fulton St, Unit 476

477 Fulton St, Unit T

16 Fairmount St, Unit U2

14 Fairmount St

14 Fairmount St, Unit 3

136 Burget Ave

57 Quincy St, Unit 1

57 Quincy St, Unit 57

232 Fulton St, Unit 2

230 Fulton St

140 Jerome St

128 Monument St, Unit 126

232 Fulton St, Unit 232

120 Jerome St, Unit 120

232 Fulton St, Unit T

120 Jerome St, Unit T

19 Shirley Rd

17 Tesla Ave, Unit 2

17 Tesla Ave, Unit 2

7 Lily Pond Ln

17 Circle Rd

24 Tyler Rd

162 E Emerson Rd

109 E Emerson Rd

53 Fairfax St, Unit 1

139 Hillsdale Rd, Unit 2

56 Gordon St, Unit 1

1 Victoria St, Unit 1A

269 Alewife Brook Pky, Unit 1

1 Victoria St, Unit 1A

14 Belknap St, Unit 1

39 Belknap St, Unit 2

32 Irvington Rd

49 Conwell Ave, Unit 2

94 North St, Unit 94

94 North St

94 North St

32 Irvington Rd

56 Gordon St, Unit 2
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,988 | $2,075 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,925 | $1,200 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,140 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,884 | $4,300 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,479 | $6,200 | $10,000+ |
Browse Top Homes for Rent in Winchester
Explore Winchester
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 534 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 335 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,100 to $40,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $1,100 to $40,000 with an average monthly rent of $4,678.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,500 to $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,200 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $3,000.
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.

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.

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.