2 Bedroom Apartments for Rent in Winchester, MA (183 Rentals) Page 2 of 4

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.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
77 Fairfax St
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $3,300

Total Monthly Price
$2,200 - $3,300
2 Bedroom Apartment Available Jun 1

77 Fairfax St

77 Fairfax StSomerville, MA 02144
Cost Per Sq.Ft.
close
View Me
59 Conwell Ave, Unit 1, Unit 1
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
2 Bedroom Apartment Available Jun 1

59 Conwell Ave, Unit 1, Unit 1

59 Conwell AveSomerville, MA 02144
Affordability
close
View Me
97 W Quincy St
$3,395
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,395

Total Monthly Price
$3,395
2 Bedroom Apartment Available Sep 1

97 W Quincy St

97 W Quincy StSomerville, MA 02144
Cost Per Sq.Ft.

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

close
View Me
137 Sharon St, Unit 1, Unit 1
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

137 Sharon St, Unit 1, Unit 1

137 Sharon StMedford, MA 02155
Cost Per Sq.Ft.
close
View Me
340 High St, Unit 1, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
2 Bedroom Apartment Available Jun 1

340 High St, Unit 1, Unit 1

340 High StMedford, MA 02155
Affordability
close
View Me
60 Hamilton St, Unit 1, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Jun 1

60 Hamilton St, Unit 1, Unit 1

60 Hamilton StMedford, MA 02155
Affordability
close
View Me
29 Capen St
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

29 Capen St

29 Capen StMedford, MA 02155
Affordability

Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

close
View Me
22 Bradlee Rd
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

22 Bradlee Rd

22 Bradlee RdMedford, MA 02155
Affordability
close
View Me
1 Victoria St
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100 - $4,500

Total Monthly Price
$3,100 - $4,500
2 Bedroom Apartment Available Now

1 Victoria St

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
close
View Me
39 Sterling St
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Sep 1

39 Sterling St

39 Sterling StSomerville, MA 02144
Cost Per Sq.Ft.
  • Smoke Free
close
View Me
69 Raymond Ave, Unit 1R, Unit 1R
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Jun 1

69 Raymond Ave, Unit 1R, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
  • Smoke Free
close
View Me
30 Holton St, Unit 1, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
2 Bedroom Apartment Available Jun 1

30 Holton St, Unit 1, Unit 1

30 Holton StMedford, MA 02155
Affordability
close
View Me
25 Conwell Ave, Unit 2, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Jun 1

25 Conwell Ave, Unit 2, Unit 2

25 Conwell AveSomerville, MA 02144
Affordability
  • Smoke Free
close
View Me
30 Barton St, Unit 1, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
2 Bedroom Apartment Available Now

30 Barton St, Unit 1, Unit 1

30 Barton StSomerville, MA 02144
  • Smoke Free
property at 159 Main St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 2 Bath Home for Rent

Available Now

159 Main St

StonehamMA02180
property at 47 Lincoln St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Home for Rent

Available Now

47 Lincoln St

StonehamMA02180
property at 39 Cottage St

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

2 Bedroom, 1 Bath Home for Rent

Available Now

39 Cottage St

StonehamMA02180
property at 74 Rawson Rd

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Now

74 Rawson Rd

ArlingtonMA02474
property at 224 Park St

$2,900 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom Rentals

Available Now

224 Park St

StonehamMA02180
property at 39 Montvale Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Home for Rent

Available Now

39 Montvale Ave

WoburnMA01801
property at 27 Conwell Ave

$3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom Rentals

Available Now

27 Conwell Ave

SomervilleMA02144

Frequently Asked Questions about 2 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 2 Bedroom?

Currently the most affordable 2 Bedroom in Winchester is at Leisure Lane Apartments listed at $2,250.

How much is the average rent for a 2 Bedroom Winchester Apartment?

The average rent for a 2 Bedroom Apartment in Winchester is $3,338.

What is the largest available 2 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 1,500 square feet unit starting from $3,295 at Tudor Glen Village.

What is the average size for Winchester 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Winchester is currently 2,230 sq ft.

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.

Helpful Local Expert Guides

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 A Local Experts Guide to the Top Boston Neighborhoods for College Renters article

A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

decorative image for Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts  article

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

decorative image for Maximizing Your Refund: Essential Tax Tips for Renters article

Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

decorative image for 18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property article

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.