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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
Cheap Apartments for Rent in Winchester, MA from $900 (63 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 Jun 1Total Monthly Price
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$1,850
Total Monthly Price
$1,850
219 Washington St, Unit 3
219 Washington StWinchester, MA 01890
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1 Bedroom Apartments
Elmwood Apartments
2 Elmwood AveWinchester, MA 01890
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$900
Total Monthly Price7 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
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$900
Total Monthly Price
$900
195 Forest St
195 Forest StArlington, MA 02474
1334 Massachusetts Ave
ArlingtonMA02476
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$1,750
Total Monthly Price12 Month Lease Term
Studio Apartment Available Apr 1Total Monthly Price
Base Rent
$1,750
Total Monthly Price
$1,750
48 Nashua St, Unit 1
48 Nashua StWoburn, MA 01801
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$1,750 - $2,600Studio to 2 Bedroom Apartments Available Now
Old Colony Apartments
1-17 Old Colony LnArlington, MA 02476
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$1,780Studio Apartments Available Now
182 Central St
182 Central StStoneham, MA 02180
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$1,795 - $2,525Studio to 2 Bedroom Apartments Available Now
Leisure Lane Apartments
100 Leisure LnStoneham, MA 02180
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$1,800 - $2,200Studio to 2 Bedroom Apartments Available Now
Brattle Drive Apartments
0-12 Brattle DrArlington, MA 02474
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7 Old Colony Ln
ArlingtonMA02476
1080 Massachusetts Ave
ArlingtonMA02476
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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
29 Arlington Rd
WoburnMA01801
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$1,9001 Bedroom Apartments Available Now
71-73 Winn St
71-73 Winn StWoburn, MA 01801
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$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available May 1Total Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
224 Main St, Unit 1B
224 Main StWoburn, MA 01801
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$1,900Studio Apartments Available Now
385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
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$1,900Studio Apartments Available Now
385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
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$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Mar 1Total Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
375 Main St, Unit 33
375 Main StStoneham, MA 02180
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$1,9501 Bedroom Apartments Available Feb 8
35 Prospect St
35 Prospect StWoburn, MA 01801
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$1,950Studio Apartments Available Now
2-15 Winn Park
2-15 Winn ParkWoburn, MA 01801
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$1,9501 Bedroom Apartments Available Now
12 Brattle Dr
12 Brattle DrArlington, MA 02474
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Rent Specials
$1,950 - $2,4501 to 2 Bedroom Apartments Available Now
Mill Street Gardens
57 Mill StWoburn, MA 01801
27 Salem St
WoburnMA01801
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$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$1,995
Total Monthly Price
$1,995
7 Court St, Unit 1 - J
7 Court StWoburn, MA 01801
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$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
7 Court St, Unit 1
7 Court StWoburn, MA 01801
20 Stephenson Aman Street
SomervilleMA02144
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$2,000 - $2,200
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$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
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
279 Massachusetts Ave, Unit 1
279 Massachusetts AveArlington, MA 02474
276 Massachusetts Ave
ArlingtonMA02474
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$2,0501 Bedroom Apartments Available Mar 15
276 Massachusetts Ave
276 Massachusetts AveArlington, MA 02474
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$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Mar 15Total Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
286 Massachusetts Ave, Unit #207
286 Massachusetts AveArlington, MA 02474
3 Forest St
MedfordMA02155
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$2,095 - $3,2951 to 2 Bedroom Apartments Available Now
Tudor Glen Village
111 Locust StWoburn, MA 01801
284 Montvale Ave
WoburnMA01801
26 Park St
StonehamMA02180
371 Main St
WoburnMA01801
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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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$2,2001 Bedroom Apartments Available Jun 1
5 Boston Ave
5 Boston AveMedford, MA 02155
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Rent Specials
$2,223 - $5,508
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,223 - $5,508
Total Monthly Price
$2,223 - $5,508
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
Explore Like a Local: The Insider's Guide to Boston
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.
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
74 Beach St, Unit #3-3
74 Beach StWoburn, MA 01801
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$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 - $2,8501 to 2 Bedroom Apartments Available Now
GlenBrook Estates
200 Bedford RdWoburn, MA 01801
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$2,2501 Bedroom Apartments Available Mar 2
385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
200 Bedford Rd
WoburnMA01801
50 Cambridge Rd
WoburnMA01801
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$2,275 - $3,5001 to 3 Bedroom Apartments Available Now
Mill Street Heights
59 Mill StWoburn, 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
1 Wyman St
ArlingtonMA02474
9 Ryder St
ArlingtonMA02476
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
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 | $2,153 | $1,400 | $2,900 |
| Cheap Winchester 1 Bedroom Apartments | $2,638 | $1,850 | $4,195 |
| Cheap Winchester 2 Bedroom Apartments | $3,262 | $1,925 | $5,340 |
| Cheap Winchester 3 Bedroom Apartments | $3,656 | $2,500 | $5,595 |
| Cheap Winchester 4 Bedroom Apartments | $4,348 | $900 | $5,600 |
| Winchester 5 Bedroom Apartments | $6,138 | $4,500 | $10,000+ |
| Winchester 6 Bedroom Apartments | $7,167 | $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
- Nearby Cities
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Cheapest Available Winchester Apartments for Rent
The cheapest available apartment rental in Winchester, MA is a 1 Bed unit found at Elmwood Apartments in the Nobility Hill neighborhood priced from $1,750. Old Colony Apartments in the Rock Meadow neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,750. Here is today’s list of the most affordable Winchester apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Elmwood Apartments | Studio 250 sf | 1BR,1BA | $1,750 |
| Old Colony Apartments | Studio | Studio,1BA | $1,750 |
| Leisure Lane Apartments | studio | Studio,1BA | $1,795 |
| Brattle Drive Apartments | Studio | Studio,1BA | $1,800 |
| 71-73 Winn St | One Bedroom | 1BR,1BA | $1,900 |
| 2-15 Winn Park | Studio | Studio,1BA | $1,950 |
| Mill Street Gardens | 1 Bedroom, 1 Bath | 1BR,1BA | $1,950 |
Best Value Apartments for Rent in Winchester, MA
As of February 06, 2026 the best value apartment in the Winchester area is the $0.30 price per square foot 1 Victoria St Model at 1 Victoria St, Unit 1A in the in the Strawberry Hill neighborhood starting from $2,975. The second greatest value Winchester apartment is the 96 Conwell Ave Model at 96 Conwell Ave, Unit 1 starting at $3,000 with a $0.30 price per square foot in the Strawberry Hill 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. |
|---|---|---|---|
| 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 1 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 96 Conwell Ave, Unit 2 | 96 Conwell Ave | 3BR,1BA | $0.33 |
| 96 Conwell Ave, Unit 2 | 96 Conwell Ave | 2BR,1BA | $0.30 |
| 1 Victoria St, Unit #1A | 1 Victoria St | 2BR,1BA | $0.30 |
| 79 Capen St, Unit 1 | 79 Capen St | 2BR,1BA | $0.27 |
| 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 |
| 195 Forest St | 195 Forest St | 4BR,2.5BA | $0.31 |
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
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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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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 Old Colony Apartments listed at $1,750.
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $1,750 at Elmwood 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 $2,200 at Arlington Gardens 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
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Articles, How-To's, and Tips
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
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.