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$1,550
Total Monthly Price12 Month Lease Term
Studio Apartment Available Dec 1Total Monthly Price
Base Rent
$1,550
Total Monthly Price
$1,550
219 Washington St, Unit 3
219 Washington StWinchester, MA 01890
Cheap Apartments for Rent in Winchester, MA from $1,400 (68 Rentals)
Search the lowest-cost Apartments available for rent right now in Winchester.
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Rent Specials
$2,327 - $9,292
Plus Fees
Studio to 3 Bedroom Apartments Available NowSanctuary Winchester West
416 Cambridge StWinchester, MA 01890
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$1,650 - $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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$1,750 - $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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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
147 Pleasant St, Unit 4
147 Pleasant StWoburn, MA 01801
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
48 Nashua St, Unit 1
48 Nashua StWoburn, MA 01801
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$1,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 15Total Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
224 Main St, Unit 1B
224 Main StWoburn, MA 01801
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$1,850 - $3,200
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available Sep 15Stonehill Towers
5 Stonehill DrStoneham, MA 02180
7 Stonehill Dr
StonehamMA02180
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$1,950 - $2,450
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
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$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
8 Eastern Ave, Unit Thirdfloor
8 Eastern AveWoburn, MA 01801
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$2,000 - $2,200
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowArlington Gardens Apartments
130 Everett StArlington, MA 02474
80 Bow St
LexingtonMA02420
24 Water St
WoburnMA01801
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Oct 1Total Monthly Price
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$2,000
Total Monthly Price
$2,000
26 Grove St, Unit 6
26 Grove StArlington, MA 02476
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
80 Bow St, Unit 2
80 Bow StLexington, MA 02420
3 Forest St
MedfordMA02155
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$2,100
Plus Fees
1 Bedroom Apartments Available Oct 2333 Massachusetts Ave
333 Massachusetts AveArlington, MA 02476
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$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
8 King Ave, Unit 2
8 King AveMedford, MA 02155
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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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$2,150
Plus Fees
1 Bedroom Apartments Available Nov 1276 Massachusetts Ave
276 Massachusetts AveArlington, MA 02474
276 Massachusetts Ave
ArlingtonMA02474
4 Menotomy Rd
ArlingtonMA02476
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$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
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$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
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
143 Pleasant St, Unit 1-J
143 Pleasant StWoburn, MA 01801
6 Old Colony Ln
ArlingtonMA02476
4 Colonial Village Dr
ArlingtonMA02474
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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
7 Boline Pl, Unit 1
7 Boline PlWoburn, MA 01801
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$2,250
Plus Fees
1 Bedroom Apartments Available Now333 Massachusetts Ave
333 Massachusetts AveArlington, MA 02476
22 Franklin St
WoburnMA01801
7R Center St
WoburnMA01801
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 15Total 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 Sep 20Total 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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$2,252 - $4,925
Total Monthly Price12 Month Lease Term
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,252 - $4,925
Total Monthly Price
$2,252 - $4,925
The Artemis at Arlington Heights
1163 Massachusetts AveArlington, MA 02476
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Rent Specials
$2,290 - $6,378
Plus Fees
Studio to 3 Bedroom Apartments Available NowThe Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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$2,295 - $3,295
Plus Fees
1 to 2 Bedroom Apartments Available NowTudor Glen Village
111 Locust StWoburn, MA 01801
14 Cotting St
MedfordMA02155
50 Cambridge Rd
WoburnMA01801
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
27 North St, Unit 3B
27 North StStoneham, MA 02180
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
26 Adams St, Unit 3
26 Adams StMedford, MA 02155
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
56 Campbell St, Unit 56R
56 Campbell StWoburn, MA 01801
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
132 Madison Ave, Unit 132
132 Madison AveArlington, MA 02474
0 Brattle Dr
ArlingtonMA02474
496 Main St
StonehamMA02180
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
14 Cotting St, Unit 3
14 Cotting StMedford, MA 02155
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$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 15Total Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
181 Central St, Unit #7
181 Central StStoneham, MA 02180
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 | $2,334 | $1,550 | $2,950 |
| Cheap Winchester 1 Bedroom Apartments | $2,855 | $1,850 | $4,450 |
| Cheap Winchester 2 Bedroom Apartments | $3,250 | $2,195 | $5,335 |
| Cheap Winchester 3 Bedroom Apartments | $3,682 | $2,250 | $7,500 |
| Cheap Winchester 4 Bedroom Apartments | $4,637 | $3,450 | $6,067 |
| Winchester 5 Bedroom Apartments | $5,916 | $4,000 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,185 | $5,945 | $9,100 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 $1,750. Mill Street Gardens in the Nobility Hill neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,950. 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 | $1,750 |
| Mill Street Gardens | 1 Bedroom, 1 Bath | 1BR,1BA | $1,950 |
| Arlington Gardens Apartments | 1 Bedroom | 1BR,1BA | $2,000 |
| Brattle Drive Apartments | One Bedroom | 1BR,1BA | $2,100 |
| 119 Pleasant St | Studios | Studio,1BA | $2,100 |
Best Value Apartments for Rent in Winchester, MA
As of September 08, 2025 the best value apartment in the Winchester area is the $0.20 price per square foot 80 Bow St Model at 80 Bow St, Unit 2 in the in the Rock Meadow neighborhood starting from $2,000. The second greatest value Winchester apartment is the 26 Adams St Model at 26 Adams St, Unit 3 starting at $2,300 with a $0.23 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. |
|---|---|---|---|
| 80 Bow St, Unit 2 | 80 Bow St | 1BR,2BA | $0.20 |
| 26 Adams St, Unit 3 | 26 Adams St | 2BR,1BA | $0.23 |
| 223 Central St, Unit #12 | 223 Central St | 2BR,1BA | $0.25 |
| 203 Central St, Unit #10 | 203 Central St | 2BR,1BA | $0.25 |
| 26 High St, Unit 22-11 | 26 High St | 2BR,1BA | $0.25 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.26 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.26 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.26 |
| 79 Capen St, Unit 1 | 79 Capen St | 2BR,1BA | $0.27 |
| 69 Raymond Ave, Unit 1R | 69 Raymond Ave | 2BR,1BA | $0.29 |
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Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,750.
How much is rent for a Cheap One Bedroom Winchester Apartment?
The lowest price for a Cheap One Bedroom Winchester Apartment is $1,850 at Leisure Lane 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
Helpful Apartment Articles, How-To's and Tips
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.
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.