Homes for Rent in Winchester, MA (270 Rentals) Page 2 of 6

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property at 177 Central St
$2,600

Total Monthly Price

Base Rent$2,600
Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

177 Central St

StonehamMA02180
property at 177 Franklin St
$2,600

Total Monthly Price

Base Rent$2,600
Total Monthly Price$2,600
12 Month Lease Term
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1

177 Franklin St, Unit 3

177 Franklin St
StonehamMA02180
property at 64 Newcomb Rd
$15,000

Total Monthly Price

Base Rent$15,000
Total Monthly Price$15,000
1 Month Lease Term
5 Bedroom, 4 Bath Home for Rent
Available Oct 2
Furnished

64 Newcomb Rd

StonehamMA02180
  • Smoke Free
property at 79 Curtis St
$2,650

Total Monthly Price

Base Rent$2,650
Total Monthly Price$2,650
12 Month Lease Term
2 Bedroom, 1 Bath Townhome for Rent
Available Oct 1
Cost Per Sq.Ft.

79 Curtis St

SomervilleMA02144
property at 33 Sterling St
$3,500

Total Monthly Price

Base Rent$3,500
Total Monthly Price$3,500
12 Month Lease Term
2 Bedroom, 2 Bath Condo for Rent
Available Now

33 Sterling St, Unit 1

33 Sterling St
SomervilleMA02144
property at 56 Gordon St
$3,800

Total Monthly Price

Base Rent$3,800
Total Monthly Price$3,800
12 Month Lease Term
4 Bedroom, 1 Bath Condo for Rent
Available Now

56 Gordon St, Unit 1

56 Gordon St
SomervilleMA02144
property at 3 Hamilton Rd
$4,200

Total Monthly Price

Base Rent$4,200
Total Monthly Price$4,200
12 Month Lease Term
3 Bedroom, 2 Bath Townhome for Rent
Available Sep 1, 2027
Cost Per Sq.Ft.

3 Hamilton Rd

SomervilleMA02144
property at 62 Woods Ave
$4,500

Total Monthly Price

Base Rent$4,500
Total Monthly Price$4,500
12 Month Lease Term
3 Bedroom, 1 Bath Condo for Rent
Available Now

62 Woods Ave, Unit 2##

62 Woods Ave
SomervilleMA02144
property at 11 Raymond Ave
$5,500 - $5,600

Total Monthly Price

Base Rent$5,500 - $5,600
Total Monthly Price$5,500 - $5,600
12 Month Lease Term
4 Bedroom, 2 Bath Condo for Rent
Available Jun 1, 2027
Cost Per Sq.Ft.

11 Raymond Ave

SomervilleMA02144
property at 33 Raymond Ave
$5,500

Total Monthly Price

Base Rent$5,500
Total Monthly Price$5,500
12 Month Lease Term
4 Bedroom, 2 Bath Condo for Rent
Available Jun 1, 2027

33 Raymond Ave, Unit 2

33 Raymond Ave
SomervilleMA02144

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.

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property at 80 Curtis St
$8,100

Total Monthly Price

Base Rent$8,100
Total Monthly Price$8,100
12 Month Lease Term
6 Bedroom, 2 Bath Home for Rent
Available Jun 1, 2027
Cost Per Sq.Ft.

80 Curtis St

SomervilleMA02144

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.

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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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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

Read Article

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.

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Showing Results 51-100, Page 2 of 6

Frequently Asked Questions about Winchester

What type of rentals are currently available in Winchester?

There are currently 440 Apartments for Rent in Winchester, MA with pricing that ranges from $825 to $12,539. There are also 280 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $795 to $18,000.

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 $795 to $18,000 with an average monthly rent of $3,905.

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 $7,312, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,900 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,450 and Four Bedroom Apartments start at $2,900.

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

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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.

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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.

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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!

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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

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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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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.

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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.

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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.