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Rent Specials
$3,375 - $4,296
Plus Fees
2 Bedroom Apartments Available NowSanctuary Winchester West
416 Cambridge StWinchester, MA 01890
2 Bedroom Apartments for Rent in the Winchester Town Center Neighborhood of Winchester, MA (43 Rentals)
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Rent Specials
$3,702 - $3,949
Plus Fees
2 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
145 Washington St, Unit 415
145 Washington StWinchester, MA 01890
112 Church St
WinchesterMA01890
415 Washington St
WinchesterMA01890
36 Cross St
WinchesterMA01890
6 Skillings Rd
WinchesterMA01890
7 Conant Rd
WinchesterMA01890
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
2 Rangeley Rd
WinchesterMA01890
7 Lewis Rd, Unit 2
7 Lewis Rd
WinchesterMA01890
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Rent Specials
$3,450 - $4,250
Total Monthly Price12 Month Lease Term
2 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
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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.
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$2,714 - $4,928
Plus Fees
2 Bedroom Apartments Available NowHanover Stoneham
95 Maple StStoneham, MA 02180
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$3,765
Plus Fees
2 Bedroom Apartments Available NowBrigham Square Apartments
30 Mill StArlington, MA 02476
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Rent Specials
$3,175 - $4,880
Total Monthly Price1 Month Lease Term
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,880
Total Monthly Price
$2,465 - $4,880
The Mave
225 Fallon RdStoneham, MA 02180
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Rent Specials
$2,700 - $2,850
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Jan 15, 2026GlenBrook Estates
200 Bedford RdWoburn, MA 01801
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$2,815 - $2,920
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,610 - $3,545
Required Monthly Fees
$200
Total Monthly Price
$2,810 - $3,745
Heritage at Stone Ridge
2 Littles Brook CtBurlington, MA 01803
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$2,500 - $2,600
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowOld Colony Apartments
1-17 Old Colony LnArlington, MA 02476
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Rent Specials
$2,200 - $2,550
Plus Fees12 Month Lease Term
2 Bedroom Apartments Contact Us For AvailabilityBrattle Drive Apartments
0-12 Brattle DrArlington, MA 02474
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.
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$3,780 - $3,830
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,573 - $6,605
Total Monthly Price
$3,573 - $6,605
Arlington 360
4105 Symmes CirArlington, MA 02474
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$2,895
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now48 Pleasant Street
48 Pleasant StStoneham, MA 02180
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$2,995
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowLofts at 307 Main LLC
307 Main 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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$2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
286 Main St, Unit 3
286 Main 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
74 Beach St, Unit Unit #3-3
74 Beach StWoburn, MA 01801
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
25 Laurel St, Unit 25 Laurel St.
25 Laurel StArlington, MA 02476
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$2,500
Total Monthly Price8 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
64 Paris St
64 Paris StMedford, MA 02155
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
12 Quincy St, Unit 1
12 Quincy StArlington, MA 02476
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$2,775
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,775
Total Monthly Price
$2,775
13 Higgins St, Unit 1
13 Higgins StArlington, MA 02476
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$3,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
235 Ashcroft Rd
235 Ashcroft RdMedford, MA 02155
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$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
27 Holton St, Unit 1
27 Holton StMedford, MA 02155
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
8 Madison St, Unit 1
8 Madison StMedford, MA 02155
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
340 High St, Unit 1
340 High StMedford, MA 02155
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$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
26 Bradlee Rd, Unit 406
26 Bradlee RdMedford, MA 02155
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
22 Bradlee Rd
22 Bradlee RdMedford, MA 02155
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.
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$1,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,350
Total Monthly Price
$1,350
2218 Mystic Valley Pky, Unit #1
2218 Mystic Valley PkyMedford, MA 02155
7 Vining Ct
WoburnMA01801
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Showing Results 1-43, Page 1 of 1
Winchester Town Center, 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 Town Center?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Town Center Studio Apartments | $2,345 | $1,650 | $2,774 |
| Winchester Town Center 1 Bedroom Apartments | $2,795 | $1,750 | $4,195 |
Winchester Town Center 2 Bedroom Apartments | $3,494 | $1,350 | $4,928 |
| Winchester Town Center 3 Bedroom Apartments | $4,254 | $2,500 | $6,900 |
| Winchester Town Center 4 Bedroom Apartments | $4,150 | $4,150 | $4,150 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 43 rentals with your search options within a 2 mile radius of the Winchester Town Center Neighborhood of Winchester, MA.
See all Apartments in WinchesterExplore Winchester
Winchester Town Center, Winchester, MA Local Guide
- Nearby Winchester neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Winchester Town Center 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Winchester Town Center area of Boston, MA is found at Tudor Glen Village and is listed at 1,500 square feet priced from $3,295. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Tudor Glen Village | Alder (Townhouse w/basement) | 1,500 Sq Ft | $3,295 |
| Lofts at 307 Main LLC | 2BR/1.5BA | 1,400 Sq Ft | $2,995 |
| Sanctuary Winchester West | B3 Den | 1,389 Sq Ft | $4,280 |
| Sanctuary Winchester North | 2J Den | 1,355 Sq Ft | $3,949 |
| Hanover Stoneham | M | 1,322 Sq Ft | $4,523 |
| Arlington 360 | B13R | 1,236 Sq Ft | $3,830 |
Cheapest Available Winchester Town Center 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Old Colony Apartments | 2 bedroom | $2,500 |
| Hanover Stoneham | Ja | $2,714 |
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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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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How much rent can you afford?
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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If you’re an expert on all things Winchester Town Center, tell us what you love (and don't) by rating it and writing a review.
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Pet Friendly LifestyleWinchester Town Center, Winchester, MA
Ranked #3
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Getting Around the Winchester Town Center Neighborhood in Winchester, MA
Walk Score®
75 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
68 / 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 2 Bedroom Winchester Town Center Apartments
What is the Cheapest apartment in Winchester Town Center with 2 Bedroom?
Currently the most affordable 2 Bedroom in Winchester Town Center is at Old Colony Apartments listed at $2,500.
How much is the average rent for a 2 Bedroom Winchester Town Center Apartment?
The average rent for a 2 Bedroom Apartment in Winchester Town Center is $3,494.
What is the largest available 2 Bedroom Winchester Town Center Apartment for rent?
Today's apartment with the most square footage in Winchester Town Center is a 1,500 square feet unit starting from $3,295 at Tudor Glen Village.
What is the average size for Winchester Town Center 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Winchester Town Center is currently 1,693 sq ft.
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.
Articles, How-To's, and Tips
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.
Apartment Common Area Rules: What Renters Need to Know
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.