Condos for Rent in Winchester, MA (93 Rentals) Page 2 of 2

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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.

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 380 Place Ln

$3,175

Total Monthly Price

Total Monthly Price

Base Rent
$3,175

Total Monthly Price
$3,175

2 Bedroom, 2 Bath Condo for Rent

Available Now

380 Place Ln

WoburnMA01801
property at 282 Place Ln

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

282 Place Ln

WoburnMA01801
property at 165 Cambridge Rd

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Oct 1

165 Cambridge Rd

WoburnMA01801
property at 9 Ryder St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

9 Ryder St

ArlingtonMA02476
property at 14 Arizona Terrace

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

14 Arizona Terrace

ArlingtonMA02474
property at 993 Massachusetts Ave

$2,375 - $2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,375

Total Monthly Price
$2,375

1 Bedroom Rentals

Available Now

993 Massachusetts Ave

ArlingtonMA02476
property at 995 Massachusetts Ave

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

995 Massachusetts Ave

ArlingtonMA02476
property at 34 Hamilton Rd

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

2 Bedroom, 1 Bath Condo for Rent

Available Now

34 Hamilton Rd

ArlingtonMA02474

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 1 Watermill Pl

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1 Watermill Pl

ArlingtonMA02476
property at 39-41 Forest St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

39-41 Forest St

ArlingtonMA02476
property at 28 Scituate St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

28 Scituate St

ArlingtonMA02476
property at 50 Water St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

50 Water St

MedfordMA02155
property at 100 High St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

2 Bedroom, 2 Bath Condo for Rent

Available Now

100 High St

MedfordMA02155
property at 12 Stevens St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

3 Bedroom, 1 Bath Condo for Rent

Available Aug 1

12 Stevens St

MedfordMA02155
property at 7 Hillside Ave

$4,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

2 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

7 Hillside Ave

MedfordMA02155

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.

property at 8 Greenleaf Ave

$4,600

Total Monthly Price

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600

3 Bedroom, 3.5 Bath Condo for Rent

Available Sep 1

8 Greenleaf Ave

MedfordMA02155
property at 132 Emerson Gardens Rd

$3,150

Total Monthly Price

Total Monthly Price

Base Rent
$3,150

Total Monthly Price
$3,150

2 Bedroom, 1 Bath Condo for Rent

Available Aug 1

132 Emerson Gardens Rd

LexingtonMA02420
property at 56 Emerson Gardens Rd

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 1 Bath Condo for Rent

Available Aug 16

56 Emerson Gardens Rd

LexingtonMA02420
property at 661 Lowell St

$3,700 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom Rentals

Available Now

661 Lowell St

LexingtonMA02420
property at 14 Hamilton 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

14 Hamilton Rd

SomervilleMA02144
property at 34 Linden St

$5,200

Total Monthly Price

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200

4 Bedroom, 2 Bath Condo for Rent

Available Sep 1

34 Linden St

BrooklineMA02445
property at 52 Mt Vernon St

$3,195

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,195

Total Monthly Price
$3,195

2 Bedroom, 1 Bath Condo for Rent

Available Now

52 Mt Vernon St, Unit 52

52 Mt Vernon St
ArlingtonMA02476
property at 84 Franklin St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

84 Franklin St, Unit 2

84 Franklin St
StonehamMA02180

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.

property at 21 Harold St

$3,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

2 Bedroom, 1 Bath Condo for Rent

Available Now

21 Harold St, Unit 2

21 Harold St
MedfordMA02155
property at 184 Winthrop St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

2 Bedroom, 1 Bath Condo for Rent

Available Now

184 Winthrop St, Unit 2

184 Winthrop St
MedfordMA02155
property at 14 Belknap St

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 1 Bath Condo for Rent

Available Now

14 Belknap St, Unit 2

14 Belknap St
SomervilleMA02144

Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 399 Apartments for Rent in Winchester, MA with pricing that ranges from $1,650 to $20,951. There are also 263 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,800 to $8,700.

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 $1,800 to $8,700 with an average monthly rent of $4,114.

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 $2,600 to $5,994, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,200 to $4,600. Four Bedroom Single-Family rentals are also available starting from $3,600 and Four Bedroom Apartments start at $3,300.

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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