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$2,568 - $6,604
Total Monthly Price
Base Rent$2,568 - $6,604
Total Monthly PriceVaries
Sanctuary Winchester West
416 Cambridge StWinchester, MA 01890
Apartments for Rent in Winchester, MA (536 Rentals)
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$2,777 - $8,445
Total Monthly Price
Base Rent$2,777 - $8,445
Total Monthly PriceVaries
Sanctuary Winchester North
25-35 River StWinchester, MA 01890
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$4,000
Total Monthly Price
Base Rent$4,000
Total Monthly Price$4,000
7 Park Ave, Unit 7 Park Ave
7 Park AveWinchester, MA 01890
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$2,2931 Bedroom Apartments Available Now
3 Wainwright Rd, Unit 212
3 Wainwright RdWinchester, MA 01890
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$2,7692 Bedroom Apartments Available Now
3 Wainwright Rd, Unit 525
3 Wainwright RdWinchester, MA 01890
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$2,2931 Bedroom Apartments Available Now
3 Wainwright Rd, Unit 203
3 Wainwright RdWinchester, MA 01890
79 Church St
WinchesterMA01890
7 Park Ave
WinchesterMA01890
303 Washington St
WinchesterMA01890
10-12-12 Webster St
WinchesterMA01890
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$2,485 - $3,624
Total Monthly Price
Base Rent$2,485 - $3,624
Total Monthly Price$2,485 - $3,624
Washington Crossing Apartments
55 Cedar StWoburn, MA 01801
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Rent Specials
$2,438 - $6,364
Total Monthly Price
Base Rent$2,438 - $6,364
Total Monthly PriceVaries
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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Rent Specials
$2,475 - $4,485
Total Monthly Price
Base Rent$2,475 - $4,485
Total Monthly PriceVaries
The Artemis at Arlington Heights
1163 Massachusetts AveArlington, MA 02476
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Rent Specials
$2,563 - $7,241
Total Monthly Price
Base Rent$2,563 - $7,241
Total Monthly Price$2,563 - $7,241
Hanover Stoneham
95 Maple StStoneham, MA 02180
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$2,696 - $4,695
Total Monthly Price
Base Rent$2,696 - $4,695
Total Monthly PriceVaries
Brigham Square Apartments
30 Mill StArlington, MA 02476
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Rent Specials
$2,720 - $4,930
Total Monthly Price
Base Rent$2,720 - $4,930
Total Monthly PriceVaries
The Mave
225 Fallon RdStoneham, MA 02180
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Rent Specials
$2,695 - $2,900
Total Monthly Price
Base Rent$2,695 - $2,900
Total Monthly Price$2,695 - $2,900
Glenbrook Estates
200 Bedford RdWoburn, MA 01801
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$4,995 - $5,295
Total Monthly Price
Base Rent$4,995 - $5,295
Total Monthly Price$4,995 - $5,295
Townhomes at 285
285 Locust StWoburn, MA 01801
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$2,195 - $3,295
Total Monthly Price
Base Rent$2,195 - $3,295
Total Monthly Price$2,195 - $3,295
Tudor Glen Village
111 Locust StWoburn, MA 01801
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Rent Specials
$2,050 - $2,500
Total Monthly Price
Base Rent$2,050 - $2,500
Total Monthly Price$2,050 - $2,500
Mill Street Heights
59 Mill StWoburn, MA 01801
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$2,700 - $4,100
Total Monthly Price
Base Rent$2,700 - $4,100
Total Monthly PriceVaries
The Legacy at Arlington Center
438 Massachusetts AveArlington, MA 02474
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Rent Specials
$2,500 - $3,350
Total Monthly Price
Base Rent$2,500 - $3,350
Total Monthly PriceVaries
Stonehill Towers
5 Stonehill DrStoneham, MA 02180
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$2,700 - $2,800
Total Monthly Price
Base Rent$2,700 - $2,800
Total Monthly Price$2,700 - $2,800
44 Montvale Avenue
44 Montvale AveWoburn, MA 01801
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$2,000 - $2,900
Total Monthly Price
Base Rent$2,000 - $2,900
Total Monthly Price$2,000 - $2,900
HCA - 840-846 Mass Ave
840 Massachusetts AveArlington, MA 02476
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$3,100
Total Monthly Price
Base Rent$3,100
Total Monthly Price$3,100
69 Raymond Ave
69 Raymond AveSomerville, MA 02144
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Rent Specials
$1,950 - $2,600
Total Monthly Price
Base Rent$1,950 - $2,600
Total Monthly Price$1,950 - $2,600
Mill Street Gardens
57 Mill StWoburn, MA 01801
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$2,100 - $2,500
Total Monthly Price
Base Rent$2,100 - $2,500
Total Monthly Price$2,100 - $2,500
Old Colony Apartments
1-17 Old Colony LnArlington, MA 02476
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$3,295
Total Monthly Price
Base Rent$3,295
Total Monthly Price$3,295
Pomeworth Corner
22 Pomeworth StStoneham, MA 02180
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$2,812 - $8,502
Total Monthly Price
Base Rent$2,812 - $8,502
Total Monthly PriceVaries
Arlington 360
4105 Symmes CirArlington, MA 02474
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Rent Specials
$1,650 - $2,550
Total Monthly Price
Base Rent$1,650 - $2,550
Total Monthly Price$1,650 - $2,550
Brattle Drive Apartments
0-12 Brattle DrArlington, MA 02474
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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$1,895 - $2,585
Total Monthly Price
Base Rent$1,895 - $2,585
Total Monthly Price$1,895 - $2,585
Leisure Lane Apartments
100 Leisure LnStoneham, MA 02180
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$2,300 - $2,350
Total Monthly Price
Base Rent$2,300 - $2,350
Total Monthly Price$2,300 - $2,350
7-1 Kilby St
7 Kilby StWoburn, MA 01801
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$2,650
Total Monthly Price
Base Rent$2,650
Total Monthly Price$2,650
483 Summer Street
483 Summer StArlington, MA 02474
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$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
14 Belknap St
14 Belknap StSomerville, MA 02144
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$1,950 - $2,375
Total Monthly Price
Base Rent$1,950 - $2,375
Total Monthly Price$1,950 - $2,375
2-15 Winn Park
2-15 Winn ParkWoburn, MA 01801
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$2,200 - $2,400
Total Monthly Price
Base Rent$2,200 - $2,400
Total Monthly PriceVaries
Arlington Gardens
130 Everett StArlington, MA 02474
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$3,200 - $3,400
Total Monthly Price
Base Rent$3,200 - $3,400
Total Monthly Price$3,200 - $3,400
79 Montvale Ave
79 Montvale AveWoburn, MA 01801
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$4,400
Total Monthly Price
Base Rent$4,400
Total Monthly Price$4,400
249 Boston Ave, Unit 3rd Floor (top floor)
249 Boston AveMedford, MA 02155
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$2,100
Total Monthly Price
Base Rent$2,100
Total Monthly Price$2,100
16 Sturgis St, Unit 1
16 Sturgis StWoburn, MA 01801
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$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
159 Palmer St, Unit 159
159 Palmer StArlington, MA 02474
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.
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$7,200
Total Monthly Price
Base Rent$7,200
Total Monthly Price$7,200
109 North St, Unit 1
109 North StMedford, MA 02155
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$7,800
Total Monthly Price
Base Rent$7,800
Total Monthly Price$7,800
107 North St, Unit 2
107 North StMedford, MA 02155
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$2,395
Total Monthly Price
Base Rent$2,395
Total Monthly Price$2,395
32 Pond St, Unit 2
32 Pond StStoneham, MA 02180
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$3,000 - $3,300
Total Monthly Price
Base Rent$3,000 - $3,300
Total Monthly Price$3,000 - $3,300
303 Alewife Brook Pky
303 Alewife Brook PkySomerville, MA 02144
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$3,000 - $3,300
Total Monthly Price
Base Rent$3,000 - $3,300
Total Monthly Price$3,000 - $3,300
303 Alewife Brook Pky
303 Alewife Brook PkySomerville, MA 02144
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$4,500
Total Monthly Price
Base Rent$4,500
Total Monthly Price$4,500
314 Massachusetts Ave, Unit 314 Mass Ave. 2, Arlington, Ma
314 Massachusetts AveArlington, MA 02474
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$6,500
Total Monthly Price
Base Rent$6,500
Total Monthly Price$6,500
24 Burget Ave, Unit 1
24 Burget AveMedford, MA 02155
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$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
41 Raymond Ave, Unit 2
41 Raymond AveSomerville, MA 02144
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$5,575
Total Monthly Price
Base Rent$5,575
Total Monthly Price$5,575
152 Curtis St, Unit 3
152 Curtis StSomerville, MA 02144
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$2,100
Total Monthly Price
Base Rent$2,100
Total Monthly Price$2,100
48 Garfield Ave, Unit Woburn Apartment
48 Garfield AveWoburn, MA 01801
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.
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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 | $2,381 | $1,750 | $3,259 |
| Winchester 1 Bedroom Apartments | $2,615 | $825 | $4,315 |
| Winchester 2 Bedroom Apartments | $3,266 | $2,100 | $5,401 |
| Winchester 3 Bedroom Apartments | $3,852 | $2,500 | $7,241 |
| Winchester 4 Bedroom Apartments | $4,797 | $2,900 | $6,750 |
| Winchester 5 Bedroom Apartments | $6,749 | $4,000 | $10,000+ |
| Winchester 6 Bedroom Apartments | $7,776 | $6,300 | $9,600 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
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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.
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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.
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Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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
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Real 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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See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in Winchester, MA?
As of today, September 26, 2026, there are currently 536 available Winchester apartments priced from $825 to $12,539, with an average monthly rent of $3,532.
What Winchester neighborhoods have the most available apartments?
There are 3 neighborhoods in the Winchester area with available listings as of today. The three neighborhoods with the most options are Kendall Square with 5,402 listings, West End Boston with 4,838 listings, and North Station with 4,366 listings.
How much are Studio apartments in Winchester?
There are currently 97 Studio Apartments in Winchester with rent ranges from $1,750 to $3,259 with an average price of $2,381.
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 $825 to $4,315 with an average monthly rent of $2,615.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,100 to $5,401. Today's average rental price for Two Bedrooms here is $3,266.
How expensive are Winchester Three Bedroom Apartments?
There are currently 93 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $7,241 - averaging $3,852 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.
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