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$3,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$3,900
Total Monthly Price
$3,900
10 Webster St, Unit 1
10 Webster StWinchester, MA 01890
4 Bedroom Luxury Apartments for Rent in Winchester, MA (34 Rentals)
10-12-12 Webster St
WinchesterMA01890
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
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$4,200
Total Monthly Price
$4,200
28 Boston Ave, Unit Modern two floor apartment with old charm
28 Boston AveMedford, MA 02155
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$4,250
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
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$4,250
Total Monthly Price
$4,250
287 Alewife Brook Pky, Unit 2
287 Alewife Brook PkySomerville, MA 02144
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$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$4,500
Total Monthly Price
$4,500
369 Boston Ave, Unit 2
369 Boston AveMedford, MA 02155
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$4,495
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
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$4,495
Total Monthly Price
$4,495
30 Touro Ave, Unit 30 Touro
30 Touro AveMedford, MA 02155
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$3,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$3,500
Total Monthly Price
$3,500
15 Taylor St, Unit 1
15 Taylor StMedford, MA 02155
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$3,795
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$3,795
Total Monthly Price
$3,795
30 Touro Ave, Unit 1
30 Touro AveMedford, MA 02155
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 1Total Monthly Price
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$4,800
Total Monthly Price
$4,800
282 Boston Ave, Unit 1
282 Boston AveMedford, MA 02155
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$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,600
Total Monthly Price
$4,600
82 Quincy St, Unit 2
82 Quincy StMedford, MA 02155
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$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$4,000
Total Monthly Price
$4,000
10 Pinkham Rd, Unit 2
10 Pinkham RdMedford, MA 02155
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$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$3,100 - $4,500
Total Monthly Price
$3,100 - $4,500
1 Victoria St
1 Victoria StSomerville, MA 02144
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$4,400
Total Monthly Price
$4,400
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$4,200
Total Monthly Price
$4,200
30 Adams St, Unit 1
30 Adams StMedford, MA 02155
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$3,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jul 31Total Monthly Price
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$3,300
Total Monthly Price
$3,300
12 Raymond Ave, Unit #1
12 Raymond AveSomerville, MA 02144
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$5,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jul 31Total Monthly Price
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$5,500
Total Monthly Price
$5,500
76 Curtis St, Unit #1
76 Curtis StSomerville, MA 02144
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$4,075
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
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$4,075
Total Monthly Price
$4,075
56 Gordon St, Unit 1
56 Gordon StSomerville, MA 02144
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$3,9954 Bedroom Apartments Available Sep 1
138 W Adams St
138 W Adams StSomerville, MA 02144
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$3,4004 Bedroom Apartments Available Sep 1
14 Allen St, Unit 2-3
14 Allen StArlington, MA 02474
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$4,0004 Bedroom Apartments Available Now
79 Harvard Ave, Unit 2
79 Harvard AveMedford, MA 02155
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$6,0004 Bedroom Apartments Available Aug 1
27 Emery St, Unit 1
27 Emery StMedford, MA 02155
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$4,5004 Bedroom Apartments Available Jun 1, 2027
100 W Adams St, Unit 2
100 W Adams StSomerville, MA 02144
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$5,6004 Bedroom Apartments Available Jun 1, 2027
18 Curtis Ave, Unit 1
18 Curtis AveSomerville, MA 02144
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$6,0004 Bedroom Apartments Available Jun 4, 2027
21 Sunset Rd, Unit 2
21 Sunset RdSomerville, MA 02144
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.
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$5,7004 Bedroom Apartments Available Jun 1, 2027
15 Curtis Ave, Unit 1
15 Curtis AveSomerville, MA 02144
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$4,5004 Bedroom Apartments Available Sep 1
27 Fairfax St, Unit 2
27 Fairfax StSomerville, MA 02144
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$4,3504 Bedroom Apartments Available Sep 1
27 Fairfax St, Unit 1
27 Fairfax StSomerville, MA 02144
31 Grafton St
ArlingtonMA02474
49 Prospect St
WoburnMA01801
7 Gorham Rd
MedfordMA02155
54 Clark St
MedfordMA02155
44 Orchard St
MedfordMA02155
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.
28 Sunset Rd
SomervilleMA02144
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4 Bedroom Apartments
Brightly Renovated 4-Bed / 2-Bath • 1,800 sq
86 Orchard StMedford, MA 02155
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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 | $2,462 | $1,650 | $3,350 |
| Winchester 1 Bedroom Apartments | $2,686 | $1,695 | $4,170 |
| Winchester 2 Bedroom Apartments | $3,342 | $2,200 | $5,440 |
| Winchester 3 Bedroom Apartments | $3,653 | $2,600 | $6,063 |
| Winchester 4 Bedroom Apartments | $4,375 | $3,300 | $6,000 |
| Winchester 5 Bedroom Apartments | $6,188 | $4,450 | $8,287 |
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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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.
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Top 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.
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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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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 106 Studio Apartments in Winchester with rent ranges from $1,650 to $3,350 with an average price of $2,462.
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 $1,695 to $4,170 with an average monthly rent of $2,686.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,200 to $5,440. Today's average rental price for Two Bedrooms here is $3,342.
How expensive are Winchester Three Bedroom Apartments?
There are currently 81 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,600 to $6,063 - averaging $3,653 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
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.
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.
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!
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
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.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
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.