171 Swanton St
WinchesterMA01890
Homes for Rent in Winchester, MA (257 Rentals)
200 Swanton St
WinchesterMA01890
35 Vine St
WinchesterMA01890
31 Irving St
WinchesterMA01890
60 Lake St
WinchesterMA01890
7 Conant Rd
WinchesterMA01890
63-65 Harvard St
WinchesterMA01890
16 Richardson St
WinchesterMA01890
63 Holland St
WinchesterMA01890
33 Nelson St
WinchesterMA01890
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
67 Church St
WinchesterMA01890
41 Cross St
WinchesterMA01890
488 Washington St
WinchesterMA01890
31 Fells Rd
WinchesterMA01890
17 Churchill Rd
WinchesterMA01890
18 Grant Rd
WinchesterMA01890
282 High St
WinchesterMA01890
34 Glen Rd
WinchesterMA01890
59 Wedgemere Ave
WinchesterMA01890
186 Ridge St
WinchesterMA01890
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
200 Swanton St, Unit T37
200 Swanton St
WinchesterMA01890
20 Amberwood Dr
WinchesterMA01890
61 Wollaston Ave, Unit 61 Wollaston Ave - 2
61 Wollaston Ave
ArlingtonMA02476
74 Sharon St
MedfordMA02155
33 Montvale Ave, Unit #3
33 Montvale Ave
WoburnMA01801
74 Beach St, Unit 6-12
74 Beach St
WoburnMA01801
3 Day Cir
WoburnMA01801
34 Hamilton Rd, Unit 206
34 Hamilton Rd
ArlingtonMA02474
22 Hamilton Rd
ArlingtonMA02474
1 Watermill Pl, Unit 112
1 Watermill Pl
ArlingtonMA02476
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.
72 Harlow St, Unit 72
72 Harlow St
ArlingtonMA02474
62 Newport St, Unit 2
62 Newport St
ArlingtonMA02476
4 Park St, Unit 1
4 Park St
ArlingtonMA02474
19 Adams St
ArlingtonMA02474
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
24 Oxford St, Unit 1
24 Oxford St
ArlingtonMA02474
39 Newland Rd
ArlingtonMA02474
14 Kings Ct
ArlingtonMA02474
15 Campbell Rd
ArlingtonMA02476
6 Boston Ave
MedfordMA02155
Explore Like a Local: The Insider's Guide to Boston
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289 Elm St, Unit 14
289 Elm St
MedfordMA02155
50 Water St, Unit 76
50 Water St
MedfordMA02155
46 Clewley Rd, Unit 3
46 Clewley Rd
MedfordMA02155
40 Sturges St, Unit 1
40 Sturges St
MedfordMA02155
29 Harvard Ave, Unit 33
29 Harvard Ave
MedfordMA02155
245 Boston Ave, Unit 3
245 Boston Ave
MedfordMA02155
260 Boston Ave, Unit 1
260 Boston Ave
MedfordMA02155
258 Boston Ave
MedfordMA02155
95 Capen St, Unit Apt 1
95 Capen St
MedfordMA02155
207 Boston Ave
MedfordMA02155
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.
Winchester, MA Local Guide
How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $3,069 | $2,100 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,121 | $2,500 | $7,500 |
| Winchester 4 Bedroom Homes for Rent | $5,182 | $1,300 | $10,000+ |
| Winchester 5 Bedroom Homes for Rent | $7,531 | $4,525 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $10,755 | $5,995 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,150 | $5,300 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Winchester, MA Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
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.
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If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
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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
What type of rentals are currently available in Winchester?
There are currently 392 Apartments for Rent in Winchester, MA with pricing that ranges from $950 to $11,166. There are also 257 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,210 to $28,000.
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 $1,210 to $28,000 with an average monthly rent of $5,384.
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 $950 to $6,317, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,500. Four Bedroom Single-Family rentals are also available starting from $1,300 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
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
Written by: Amelia Ramstead
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
Written by: Amelia Ramstead
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
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.