
4 Bedroom Apartments for Rent in Winchester, MA (49 Rentals)


10-12-12 Webster St

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16 Kilby St, Unit 3

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38 Sterling St, Unit 2

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239 Powder House Blvd, Unit #1

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14 Allen St, Unit 2

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43 Martin St, Unit 1

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15 Taylor St, Unit 1

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30 Touro Ave, Unit 30 Touro
Renting with Roommates: Realistic Expectations for Shared Lease
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30 Touro Ave, Unit 1

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14 Barton St, Unit 2nd fl

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282 Boston Ave, Unit 1

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49 Sunset Rd, Unit 49

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56 Gordon St, Unit 2

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82 Quincy St, Unit #2

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56 Gordon St

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82 Quincy St, Unit 2

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163 Main St, Unit 1
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10 Pinkham Rd, Unit 2

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56 Gordon St, Unit 2

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288 Boston Ave, Unit 3

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1 Victoria St

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30 Adams St, Unit 1

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299 Alewife Brook Pky, Unit 2

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299 Alewife Brook Pky, Unit 2

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15 Taylor St

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56 Gordon St, Unit 1
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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38 Sterling St, Unit 2

19 Adams St

14 Allen St, Unit 2-3

15 Taylor St, Unit 1

15 Taylor St, Unit #1

30 Adams St, Unit 2

288 Boston Ave, Unit 3

27 Fairfax St, Unit 2

27 Fairfax St, Unit 1
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15 Warren St

81 Newport St

26-28 Alton St

58 Monument St

61 Wollaston Ave

44 Orchard St

28 Sunset Rd

Brightly Renovated 4-Bed / 2-Bath • 1,800 sq

3 Burlington St
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18 Belknap St

43 Salem St

61 Warren Ave R

Mountain View Terrace
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 | $2,262 | $1,650 | $2,825 |
| Winchester 1 Bedroom Apartments | $2,693 | $1,110 | $4,215 |
| Winchester 2 Bedroom Apartments | $3,388 | $1,995 | $5,440 |
| Winchester 3 Bedroom Apartments | $3,809 | $950 | $6,297 |
Winchester 4 Bedroom Apartments | $4,189 | $2,900 | $5,300 |
| Winchester 5 Bedroom Apartments | $6,101 | $4,200 | $10,000+ |
| Winchester 6 Bedroom Apartments | $6,295 | $950 | $8,400 |
Browse Top Apartments in Winchester
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Winchester, MA Local Guide
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Boston Neighborhood Guide: Living Near UMass, MGH, and 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.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 105 Studio Apartments in Winchester with rent ranges from $1,650 to $2,825 with an average price of $2,262.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,110 to $4,215 with an average monthly rent of $2,693.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,995 to $5,440. Today's average rental price for Two Bedrooms here is $3,388.
How expensive are Winchester Three Bedroom Apartments?
There are currently 76 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $950 to $6,297 - averaging $3,809 for the location.
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
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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
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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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.