2 Bedroom Luxury Apartments for Rent in Winchester, MA (101 Rentals) Page 2 of 3

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
136 Burget Ave
$3,600

Total Monthly Price

Base Rent$3,600 - $7,000

Total Monthly Price$3,600 - $7,000
12 Month Lease Term
2 Bedroom Apartment Available Jun 1, 2027

136 Burget Ave

136 Burget AveMedford, MA 02155
Cost Per Sq.Ft.

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

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

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

property at 100 Ledgewood Dr
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 2 Bath Home for Rent
Available Now

100 Ledgewood Dr

StonehamMA02180
property at 390 Massachusetts Ave
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Affordability

390 Massachusetts Ave

LexingtonMA02420
property at 1 Lincoln St
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 1 Bath Home for Rent
Available Now

1 Lincoln St

StonehamMA02180
property at 128 Pleasant St
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
2 Bedroom, 1 Bath Home for Rent
Available Oct 1

128 Pleasant St

ArlingtonMA02476
property at 65 Winn St
$2,795

Total Monthly Price

Base Rent$2,795

Total Monthly Price$2,795
2 Bedroom, 2 Bath Home for Rent
Available Oct 7
Cost Per Sq.Ft.

65 Winn St

WoburnMA01801
property at 36-38-38 Dartmouth St
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Home for Rent
Available Now

36-38-38 Dartmouth St

ArlingtonMA02474
property at 18 Wheelwright Rd
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

18 Wheelwright Rd

MedfordMA02155
property at 85 Boston Ave
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
2 Bedroom, 1 Bath Home for Rent
Available Sep 15
Cost Per Sq.Ft.

85 Boston Ave

MedfordMA02155
property at 245 Broadway
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
2 Bedroom, 1 Bath Home for Rent
Available Now

245 Broadway

ArlingtonMA02474
property at 2500 Mystic Valley Pkwy
$3,000

Total Monthly Price

Base Rent$3,000

Total Monthly Price$3,000
2 Bedroom, 2 Bath Home for Rent
Available Now
Affordability

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

property at 32 Century St
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

32 Century St

MedfordMA02155
property at 118-120 Paul Revere Rd
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1 Bath Home for Rent
Available Now
Cost Per Sq.Ft.

118-120 Paul Revere Rd

ArlingtonMA02476
property at 79 Curtis St
$2,900

Total Monthly Price

Base Rent$2,900

Total Monthly Price$2,900
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

79 Curtis St

SomervilleMA02144
property at 930 Massachusetts Ave
$2,575

Total Monthly Price

Base Rent$2,575

Total Monthly Price$2,575
2 Bedroom, 1 Bath Home for Rent
Available Oct 1

930 Massachusetts Ave

ArlingtonMA02476
property at 32 Gourley Rd
$2,750

Total Monthly Price

Base Rent$2,750

Total Monthly Price$2,750
2 Bedroom, 1 Bath Home for Rent
Available Oct 1
Affordability

32 Gourley Rd

MedfordMA02155
property at 19-21-21 Orient Ave
$2,899

Total Monthly Price

Base Rent$2,899

Total Monthly Price$2,899
2 Bedroom, 1 Bath Home for Rent
Available Dec 1

19-21-21 Orient Ave

ArlingtonMA02474
property at 6 Prentiss Rd
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 1 Bath Home for Rent
Available Now

6 Prentiss Rd

ArlingtonMA02476
property at 17 Ashland St
$2,650

Total Monthly Price

Base Rent$2,650

Total Monthly Price$2,650
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

17 Ashland St

MedfordMA02155
property at 44 Ashland St
$3,350

Total Monthly Price

Base Rent$3,350

Total Monthly Price$3,350
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

44 Ashland St

MedfordMA02155
  • Smoke Free
property at 67 Greenleaf Ave
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

67 Greenleaf Ave

MedfordMA02155

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

property at 9 Hardan Rd
$3,500

Total Monthly Price

Base Rent$3,500

Total Monthly Price$3,500
2 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

9 Hardan Rd

SomervilleMA02144
close
View Me
292 Boston Ave
2 Bedroom Apartments

292 Boston Ave

292 Boston AveMedford, MA 02155
close
View Me
Stoneham House
2 Bedroom Apartments

Stoneham House

180-222 Central StStoneham, MA 02180
  • Utilities Included
close
View Me
49 Summer St
2 Bedroom Apartments

49 Summer St

49 Summer StArlington, MA 02474
  • Utilities Included
close
View Me
174 Summer St
2 Bedroom Apartments

174 Summer St

174 Summer StArlington, MA 02474
close
View Me
Brookside Apartments
2 Bedroom Apartments

Brookside Apartments

5-7-10-12 Totman DrWoburn, MA 01801
  • Utilities Included
close
View Me
Shaker Glen Village
2 Bedroom Apartments

Shaker Glen Village

241 Lexington StWoburn, MA 01801
  • Utilities Included
close
View Me
12 Montvale Ave
2 Bedroom Apartments

12 Montvale Ave

12 Montvale AveWoburn, MA 01801
  • Utilities Included

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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 Mill Street Gardens 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 $3,301.

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 $3,195 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 1,530 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 Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move article

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for What It Really Costs to Live in Boston: A Local Renter's Guide article

What It Really Costs to Live in Boston: A Local Renter's Guide

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

decorative image for Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities article

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

decorative image for Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert   article

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

decorative image for Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My! article

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags   article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.