
3 Bedroom Luxury Apartments for Rent in Winchester, MA (84 Rentals) Page 2 of 2


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96 Conwell Ave, Unit 2, Unit 2

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48 Raymond Ave, Unit 3, Unit 3

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14 Belknap St, Unit 2, Unit 2

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180 Jerome St, Unit 1, Unit 1

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67 Orchard St, Unit 1, Unit 1

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65 Sterling St, Unit 1, Unit 1

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88 North St, Unit 1, Unit 1

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59 Quincy St, Unit 1, Unit 1

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65 Conwell Ave
Navigating the Rental Market: Tips for First-Time Renters
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67 Sterling St

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21 College Ave, Unit 1, Unit 1

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48 Chester Ave, Unit 1, Unit 1

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49 Conwell Ave, Unit 2, Unit 2

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35 Upland Rd, Unit 2, Unit 2

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178 Boston Ave, Unit 2, Unit 2

92 Sylvia St, Unit 2

925-927-927 Massachusetts Ave, Unit 5

1 College Ave

124 Forest St, Unit 3
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

124 Forest St, Unit 2

38 George St, Unit 1

288 Boston Ave

96 Conwell Ave, Unit 2

79 Franklin St

97 Bow St

25 Martin St

72-74-74 Harlow St

44 Greenleaf Ave

65-67 Sterling St

12 Bailey St

48 Chester Ave

69 Conwell Ave

475 Massachusetts Ave
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments | $2,273 | $1,650 | $2,870 |
| Winchester 1 Bedroom Apartments | $2,746 | $1,895 | $4,025 |
| Winchester 2 Bedroom Apartments | $3,334 | $2,200 | $5,440 |
| Winchester 3 Bedroom Apartments | $3,665 | $2,600 | $5,690 |
| Winchester 4 Bedroom Apartments | $4,381 | $1,150 | $5,500 |
| Winchester 5 Bedroom Apartments | $6,006 | $1,110 | $10,000+ |
| Winchester 6 Bedroom Apartments | $6,798 | $5,300 | $8,100 |
Explore Winchester
Frequently Asked Questions about 3 Bedroom Winchester Apartments
What is the Cheapest apartment in Winchester with 3 Bedroom?
Currently the most affordable 3 Bedroom in Winchester is at Mill Street Heights listed at $3,187.
How much is the average rent for a 3 Bedroom Winchester Apartment?
The average rent for a 3 Bedroom Apartment in Winchester is $3,665.
What is the largest available 3 Bedroom Winchester Apartment for rent?
Today's apartment with the most square footage in Winchester is a 1,575 square feet unit starting from $5,149 at The Devon at Weiss Farm.
What is the average size for Winchester 3 Bedroom Apartments for rent?
The average size for a 3 Bedroom rental in Winchester is currently 4,203 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

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.

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!

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

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

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.

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.

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.