4 Bedroom Homes for Rent in Winchester, MA (65 Rentals)

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property at 10 Farrow St

$6,460

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,460

Total Monthly Price
$6,460

4 Bedroom, 3.5 Bath Home for Rent

Available Now

10 Farrow St

WinchesterMA01890
property at 31 Coolidge Rd

$6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500

4 Bedroom, 4 Bath Home for Rent

Available Now

31 Coolidge Rd

WinchesterMA01890
property at 113 Cambridge St

$5,250

Total Monthly Price

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

4 Bedroom, 2 Bath Home for Rent

Available Now

113 Cambridge St

WinchesterMA01890
property at 29 Wainwright Rd

$7,150

Total Monthly Price

Total Monthly Price

Base Rent
$7,150

Total Monthly Price
$7,150

4 Bedroom, 3.5 Bath Home for Rent

Available Now

29 Wainwright Rd

WinchesterMA01890
property at 20 Lebanon St

$4,250

Plus Fees

4 Bedroom, 6 Bath Condo for Rent

Available Now

20 Lebanon St, Unit 22

20 Lebanon St
WinchesterMA01890
property at 476 Fulton St

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 4.5 Bath Condo for Rent

Available Jun 1, 2026

476 Fulton St, Unit Unit 478

476 Fulton St
MedfordMA02155
property at 165 Sharon St

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

165 Sharon St

MedfordMA02155
property at 227 Boston Ave

$3,425

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,425

Total Monthly Price
$3,425

4 Bedroom, 1 Bath Condo for Rent

Available Now

227 Boston Ave, Unit 1

227 Boston Ave
MedfordMA02155
property at 39 Belknap St

$3,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

39 Belknap St, Unit 2

39 Belknap St
SomervilleMA02144
property at 10 Carson Rd

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Home for Rent

Available Now

10 Carson Rd

WoburnMA01801

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property at 47 Webster St

$3,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

47 Webster St, Unit 47

47 Webster St
ArlingtonMA02474
property at 56 Gordon St

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

4 Bedroom, 1 Bath Condo for Rent

Available Now

56 Gordon St, Unit 2

56 Gordon St
SomervilleMA02144
property at 148 George St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1 Bath Condo for Rent

Available Now

148 George St, Unit 2

148 George St
MedfordMA02155
property at 62 Woods Ave

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 2 Bath Condo for Rent

Available Now

62 Woods Ave

SomervilleMA02144
property at 1 Victoria St

$4,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,295

Total Monthly Price
$4,295

4 Bedroom, 2 Bath Condo for Rent

Available Now

1 Victoria St, Unit 2

1 Victoria St
SomervilleMA02144
property at 1 Victoria St

$4,295

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,295

Total Monthly Price
$4,295

4 Bedroom, 2 Bath Condo for Rent

Available Now

1 Victoria St, Unit 2

1 Victoria St
SomervilleMA02144
property at 190 North St

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

190 North St, Unit 2

190 North St
SomervilleMA02144
property at 10 Pinkham Rd

$4,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300

4 Bedroom, 1 Bath Condo for Rent

Available Jun 1, 2026

10 Pinkham Rd, Unit 2

10 Pinkham Rd
MedfordMA02155
property at 50 Curtis Ave

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

50 Curtis Ave, Unit 1

50 Curtis Ave
SomervilleMA02144
property at 5 Harris Rd

$4,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,400

Total Monthly Price
$4,400

4 Bedroom, 2 Bath Condo for Rent

Available Now

5 Harris Rd

MedfordMA02155

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property at 14 Barton St

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

14 Barton St, Unit 2

14 Barton St
SomervilleMA02144
property at 17 Circle Rd

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 1.5 Bath Home for Rent

Available Now

17 Circle Rd

LexingtonMA02420
property at 62 Woods Ave

$4,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

4 Bedroom, 2 Bath Condo for Rent

Available Now

62 Woods Ave

SomervilleMA02144
property at 112 College Ave

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

112 College Ave, Unit U2

112 College Ave
MedfordMA02155
property at 35 Bowdoin St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

35 Bowdoin St, Unit 35

35 Bowdoin St
ArlingtonMA02474
property at 112 College Ave

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

4 Bedroom, 1 Bath Condo for Rent

Available Now

112 College Ave, Unit U2

112 College Ave
MedfordMA02155
property at 19 Sunset Rd

$4,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900

4 Bedroom, 1 Bath Condo for Rent

Available Now

19 Sunset Rd

SomervilleMA02144
property at 355 Boston Ave

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100

4 Bedroom, 1 Bath Condo for Rent

Available Jun 1, 2026

355 Boston Ave, Unit 1

355 Boston Ave
MedfordMA02155
property at 46 Sunset Rd

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100

4 Bedroom, 1 Bath Condo for Rent

Available Now

46 Sunset Rd, Unit 1

46 Sunset Rd
SomervilleMA02144
property at 301 Alewife Brook Pky

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

301 Alewife Brook Pky

SomervilleMA02144

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property at 301 Alewife Brook Pky

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Now

301 Alewife Brook Pky, Unit 301

301 Alewife Brook Pky
SomervilleMA02144
property at 64 Chetwynd Rd

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 1 Bath Condo for Rent

Available Now

64 Chetwynd Rd, Unit 1

64 Chetwynd Rd
SomervilleMA02144
property at 10 Greenleaf Ave

$5,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 1 Bath Condo for Rent

Available Now

10 Greenleaf Ave, Unit 1

10 Greenleaf Ave
MedfordMA02155
property at 217 Arlington St

$5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

4 Bedroom, 3.5 Bath Townhome for Rent

Available Now

217 Arlington St

MedfordMA02155
property at 480 Fulton St

$5,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300

Total Monthly Price
$5,300

4 Bedroom, 4.5 Bath Condo for Rent

Available Now

480 Fulton St, Unit 478

480 Fulton St
MedfordMA02155
property at 42 Sunset Rd

$5,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400

Total Monthly Price
$5,400

4 Bedroom, 1 Bath Condo for Rent

Available Jun 1, 2026

42 Sunset Rd, Unit #2

42 Sunset Rd
SomervilleMA02144
property at 31 Raymond Ave

$5,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600

4 Bedroom, 2 Bath Townhome for Rent

Available Jun 1, 2026

31 Raymond Ave, Unit 3

31 Raymond Ave
SomervilleMA02144
property at 217 Arlington St

$5,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,750

Total Monthly Price
$5,750

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

217 Arlington St, Unit 1

217 Arlington St
MedfordMA02155
property at 24 Tyler Rd

$5,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,995

Total Monthly Price
$5,995

4 Bedroom, 3 Bath Home for Rent

Available Now

24 Tyler Rd

LexingtonMA02420
property at 35 Raymond Ave

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 2 Bath Condo for Rent

Available Jun 1, 2026

35 Raymond Ave, Unit X

35 Raymond Ave
SomervilleMA02144

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property at 3 Day Cir

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 2 Bath Home for Rent

Available Now

3 Day Cir

WoburnMA01801
property at 19 Shirley Rd

$8,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000

4 Bedroom, 5 Bath Home for Rent

Available Now

19 Shirley Rd

MedfordMA02155
property at 15 Taylor St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

4 Bedroom, 2 Bath Condo for Rent

Available Now

15 Taylor St

MedfordMA02155

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Winchester, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 488 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 310 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 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 $1,500 to $40,000 with an average monthly rent of $4,852.

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 $2,800 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $1,000.

Expert Rental Resources

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.

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