2 Bedroom Apartments for Rent in Winchester, MA (173 Rentals) Page 2 of 4

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8 Madison St, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
2 Bedroom Apartment Available Nov 1

8 Madison St, Unit 1

8 Madison StMedford, MA 02155
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340 High St, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

340 High St, Unit 1

340 High StMedford, MA 02155
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29 Capen St, 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 Now

29 Capen St, Unit #2

29 Capen StMedford, MA 02155
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69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Cost Per Sq.Ft.
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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
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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
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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
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1 Victoria St, Unit #1A
$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

1 Victoria St, Unit #1A

1 Victoria StSomerville, MA 02144
Cost Per Sq.Ft.
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, 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.

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69 Raymond Ave, Unit 1R
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Now

69 Raymond Ave, Unit 1R

69 Raymond AveSomerville, MA 02144
Affordability
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186 Powder House Blvd, Unit 2
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

186 Powder House Blvd, Unit 2

186 Powder House BlvdSomerville, MA 02144
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136 Sharon St
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200
Total Monthly Price
$3,200
2 Bedroom Apartment Available Now

136 Sharon St

136 Sharon StMedford, MA 02155
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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

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property at 228 Main St

228 Main St

StonehamMA02180
property at 269 Cambridge Rd

269 Cambridge Rd

WoburnMA01801
property at 1 Old Colony Ln

1 Old Colony Ln

ArlingtonMA02476
property at 3 Stonehill Dr

3 Stonehill Dr

StonehamMA02180
property at 27 Holton St

27 Holton St

MedfordMA02155
property at 79 Franklin St

79 Franklin St

StonehamMA02180
property at 110 W Quincy St

110 W Quincy St

SomervilleMA02144
property at 6 College Ave

6 College Ave

MedfordMA02155
property at 21-23-23 Bow St

21-23-23 Bow St

ArlingtonMA02474
property at 18 Reed St

18 Reed St

ArlingtonMA02474
property at 63 Bow St

63 Bow St

ArlingtonMA02474
property at 42 Irving St

42 Irving St

MedfordMA02155
property at 25 Laurel St

25 Laurel St

ArlingtonMA02476
property at 19 Lincoln St

19 Lincoln St

MedfordMA02155
property at 23 Wellington St

23 Wellington St

ArlingtonMA02476
property at 64 Freeman St

64 Freeman St

ArlingtonMA02474
property at 44 Greenleaf Ave

44 Greenleaf Ave

MedfordMA02155
Showing Results 51-100, Page 2 of 4

Getting Around Winchester, MA

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

67 / 100

Bikeable

Some bike infrastructure

Transit Score®

1 / 100

Minimal Transit

It may be possible to get on a bus

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

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 $2,195.

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

The average rent for a 2 Bedroom Apartment in Winchester is $3,230.

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

Today's apartment with the most square footage in Winchester is a square feet unit at .

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

The average size for a 2 Bedroom rental in Winchester is currently 1,888 sq ft.

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.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.