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$1,850
Plus Fees
Studio Apartments Available Now2 Elmwood Ave
2 Elmwood AveWinchester, MA 01890
Cheap Apartments for Rent in Winchester, MA from $900 (59 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
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$1,850
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
200 Swanton St, Unit T36
200 Swanton StWinchester, MA 01890
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$1,950
Plus Fees
1 Bedroom Apartments Available Now2 Elmwood Ave
2 Elmwood AveWinchester, MA 01890
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$1,950
Plus Fees
1 Bedroom Apartments Available Now2 Elmwood Ave
2 Elmwood AveWinchester, MA 01890
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$950
Total Monthly Price7 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$950
Total Monthly Price
$950
195 Forest St
195 Forest StArlington, MA 02474
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$1,665 - $2,525
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowLeisure Lane Apartments
100 Leisure LnStoneham, MA 02180
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$1,780
Plus Fees
Studio Apartments Available Now182 Central St
182 Central StStoneham, MA 02180
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$1,800
Plus Fees
Studio Apartments Available Now4 Brattle Dr
4 Brattle DrArlington, MA 02474
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Rent Specials
$1,800 - $2,550
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowBrattle Drive Apartments
0-12 Brattle DrArlington, MA 02474
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$1,800 - $2,600
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowOld Colony Apartments
1-17 Old Colony LnArlington, MA 02476
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1080 Massachusetts Ave
ArlingtonMA02476
29 Arlington Rd
WoburnMA01801
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$1,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,850
Total Monthly Price
$1,850
76 Winter St, Unit B
76 Winter StArlington, MA 02474
7 Old Colony Ln
ArlingtonMA02476
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$1,895
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,895
Total Monthly Price
$1,895
37 Arlington St, Unit 1
37 Arlington StWoburn, MA 01801
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$1,900
Plus Fees
Studio Apartments Available Now385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
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$1,950
Plus Fees
1 Bedroom Apartments Available Now10 Totman Dr
10 Totman DrWoburn, MA 01801
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$1,950
Plus Fees
1 Bedroom Apartments Available Now12 Brattle Dr
12 Brattle DrArlington, MA 02474
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$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available May 1Total Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
224 Main St, Unit 1B
224 Main StWoburn, MA 01801
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Rent Specials
$1,950 - $2,150
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
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27 Salem St
WoburnMA01801
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$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Feb 1Total Monthly Price
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$1,995
Total Monthly Price
$1,995
7 Court St, Unit 1
7 Court StWoburn, MA 01801
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$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Feb 1Total Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
7 Court St, Unit 1 - J
7 Court StWoburn, MA 01801
20 Stephenson Aman Street
SomervilleMA02144
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Mar 1Total Monthly Price
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$2,000
Total Monthly Price
$2,000
51 Hancock St
51 Hancock StStoneham, MA 02180
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$2,000 - $2,200
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,000 - $2,200
Total Monthly Price
$2,000 - $2,200
Arlington Gardens Apartments
130 Everett StArlington, MA 02474
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$2,050
Plus Fees
1 Bedroom Apartments Available Now52 Mill St
52 Mill StWoburn, MA 01801
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$2,050
Plus Fees
1 Bedroom Apartments Available Now276 Massachusetts Ave
276 Massachusetts AveArlington, MA 02474
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$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$2,050
Total Monthly Price
$2,050
279 Massachusetts Ave, Unit 1
279 Massachusetts AveArlington, MA 02474
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$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
286 Massachusetts Ave, Unit #110
286 Massachusetts AveArlington, MA 02474
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3 Forest St
MedfordMA02155
284 Montvale Ave
WoburnMA01801
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$2,100
Plus Fees
1 Bedroom Apartments Available Now11 Brattle St
11 Brattle StArlington, MA 02476
4 Old Colony Ln
ArlingtonMA02476
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$2,100
Plus Fees
1 Bedroom Apartments Available Now11 Brattle St
11 Brattle StArlington, MA 02476
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Rent Specials
$2,100 - $2,250
Plus Fees
Studio Apartments Available Now119 Pleasant St
119 Pleasant StArlington, MA 02476
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$2,195 - $3,295
Plus Fees
1 to 2 Bedroom Apartments Available NowTudor Glen Village
111 Locust StWoburn, MA 01801
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$2,200
Plus Fees
1 Bedroom Apartments Available Jun 15 Boston Ave
5 Boston AveMedford, MA 02155
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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
4 Colonial Village Dr, Unit 4
4 Colonial Village DrArlington, MA 02474
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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Feb 1Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
32A Highland St, Unit 32A Highland St
32A Highland StWoburn, MA 01801
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Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
371 Main St
WoburnMA01801
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,250
Total Monthly Price
$2,250
25 Arlington Rd, Unit Apt 1-1
25 Arlington RdWoburn, MA 01801
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,250
Total Monthly Price
$2,250
74 Beach St, Unit Unit #3-3
74 Beach StWoburn, MA 01801
200 Bedford Rd
WoburnMA01801
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Rent Specials
$2,252 - $4,950
Total Monthly Price12 Month Lease Term
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,252 - $4,950
Total Monthly Price
$2,252 - $4,950
The Artemis at Arlington Heights
1163 Massachusetts AveArlington, MA 02476
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Rent Specials
$2,275 - $3,500
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowMill Street Heights
59 Mill StWoburn, MA 01801
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$2,300
Total Monthly Price8 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
134 N Union St, Unit 1
134 N Union StArlington, MA 02474
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Rent Specials
$2,300 - $2,850
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowGlenBrook Estates
200 Bedford RdWoburn, MA 01801
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$2,300
Total Monthly Price12 Month Lease Term
Studio Apartment Available Feb 15Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
121 Winthrop St, Unit #1
121 Winthrop StMedford, MA 02155
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1 Bedroom Apartments
667 Main St
667 Main StWoburn, MA 01801
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Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Cheap Winchester Studio Apartments | $2,125 | $1,665 | $2,720 |
| Cheap Winchester 1 Bedroom Apartments | $2,600 | $1,850 | $4,195 |
| Cheap Winchester 2 Bedroom Apartments | $3,277 | $2,195 | $5,066 |
| Cheap Winchester 3 Bedroom Apartments | $3,664 | $2,699 | $6,900 |
| Cheap Winchester 4 Bedroom Apartments | $4,406 | $950 | $5,600 |
| Winchester 5 Bedroom Apartments | $6,045 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,285 | $5,945 | $8,437 |
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
- Winchester Neighborhoods
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Cheapest Available Winchester Apartments for Rent
The cheapest available apartment rental in Winchester, MA is a Studio unit found at Leisure Lane Apartments in the West Side neighborhood priced from $1,665. Brattle Drive Apartments in the Rock Meadow neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,800. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Leisure Lane Apartments | studio | Studio,1BA | $1,665 |
| Brattle Drive Apartments | Studio | Studio,1BA | $1,800 |
| Old Colony Apartments | Studio | Studio,1BA | $1,800 |
| Arlington Gardens Apartments | 1 Bedroom | 1BR,1BA | $2,000 |
| Mass Ave 333-Allen Street Apartments | 1 Bed 1 Bath 650sf | 1BR,1BA | $2,050 |
Best Value Apartments for Rent in Winchester, MA
As of January 24, 2026 the best value apartment in the Winchester area is the $0.25 price per square foot 8 Cross St Model at 8 Cross St, Unit 1 in the in the Walnut Hill neighborhood starting from $2,500. The second greatest value Winchester apartment is the 79 Capen St Model at 79 Capen St, Unit 1 starting at $2,690 with a $0.27 price per square foot in the North Medford neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 8 Cross St, Unit 1 | 8 Cross St | 3BR,1.5BA | $0.25 |
| 79 Capen St, Unit 1 | 79 Capen St | 2BR,1BA | $0.27 |
| 1 Victoria St, Unit 1A | 1 Victoria St | 2BR,1BA | $0.30 |
| 96 Conwell Ave, Unit 1 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 96 Conwell Ave, Unit 2 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 1 Victoria St, Unit #1A | 1 Victoria St | 2BR,1BA | $0.30 |
| 29 Capen St, Unit #2 | 29 Capen St | 2BR,1.5BA | $0.30 |
| 124 Forest St, Unit 2 | 124 Forest St | 3BR,1BA | $0.30 |
| 96 Conwell Ave, Unit 1 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 195 Forest St | 195 Forest St | 4BR,2.5BA | $0.33 |
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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
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Frequently Asked Questions about Cheap Winchester Apartments
What is the Cheapest Studio apartment in Winchester?
Currently the most affordable Cheap Studio Apartment in Winchester is at Leisure Lane Apartments listed at $1,665.
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $1,950 at Brattle Drive Apartments.
What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $2,195 at Leisure Lane Apartments.
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.
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Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
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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.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
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Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.