
Cheap Apartments for Rent in the Winchester Town Center Neighborhood of Winchester, MA from $1,800 (30 Rentals)
Search the lowest-cost Apartments available for rent right now in the Winchester Town Center area of Winchester.


Sanctuary Winchester West

343 Washington St

Sanctuary Winchester North
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

200 Swanton St

200 Swanton St

200 Swanton St

6 Skillings Rd

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147 Pleasant St, Unit 4

Brattle Drive Apartments

Old Colony Apartments
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.

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7 Court St, Unit 1

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8 Eastern Ave, Unit Thirdfloor

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11 Brattle St, Unit apt 3

Tudor Glen Village

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74 Beach St, Unit #3-3

GlenBrook Estates

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25 Arlington Rd, Unit Apt 1-1
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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The Artemis at Arlington Heights

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10 Pine St, Unit 2

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220 Hancock St, Unit 1

44 Montvale Avenue

Hanover Stoneham

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The Mave

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17 Columbus Rd
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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8 Cross St, Unit 1

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379 Main St, Unit Main Street Woburn MA
Winchester Town Center, Winchester, MA Local Guide

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 | $2,357 | $1,800 | $2,829 |
| Winchester Town Center 1 Bedroom Apartments | $2,819 | $1,895 | $4,195 |
| Winchester Town Center 2 Bedroom Apartments | $3,567 | $2,250 | $4,720 |
| Winchester Town Center 3 Bedroom Apartments | $4,205 | $2,500 | $6,900 |
| Winchester Town Center 4 Bedroom Apartments | $6,200 | $4,400 | $8,000 |
Browse Apartments in this Neighborhood
There are currently 30 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
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Cheapest Available Winchester Town Center Apartments for Rent
 The cheapest available apartment rental in the Winchester Town Center area of Boston, MA is a Studio unit found at Old Colony Apartments priced from $1,850. Tudor Glen Village has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,195. Here are the most affordable Winchester Town Center apartments for rent in Boston, MA:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Old Colony Apartments | Studio | Studio,1BA | $1,850 |
| Tudor Glen Village | The Cherry | 1BR,1BA | $2,195 |
| Sanctuary Winchester West | A10 | 1BR,1BA | $2,358 |
Best Value Apartments for Rent in Winchester Town Center, MA
As of November 03, 2025 the best value apartment in the Winchester Town Center 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 Town Center apartment is the 8 Cross St Model at 8 Cross St starting at $2,800 with a $0.28 price per square foot in the Walnut Hill neighborhood. Here is today’s list of the best values for Winchester Town Center 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 |
| 8 Cross St | 8 Cross St | 3BR,2BA | $0.28 |
| 19 Shirley Rd, Unit 19 | 19 Shirley Rd | 4BR,5BA | $1.78 |
| 128 Monument St | 128 Monument St | 6BR,5BA | $2.23 |
| 11 Garfield Ave, Unit 1 | 11 Garfield Ave | 4BR,3BA | $2.20 |
| 224 Arlington St | 224 Arlington St | 3BR,2.5BA | $1.88 |
| 8 Madison St, Unit 1 | 8 Madison St | 2BR,1BA | $2.00 |
| 286 Main St, Unit 3 | 286 Main St | 2BR,2BA | $2.36 |
| 9 Irving St, Unit 2 | 9 Irving St | 3BR,1BA | $2.33 |
| 220 Hancock St, Unit 1 | 220 Hancock St | 2BR,1BA | $2.14 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read ArticleDon'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.
Read ArticleThe 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.
Read ArticleQuick Rent Budget Calculator
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.
Pet Friendly LifestyleWinchester Town Center, Winchester, MA
Ranked #3
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet 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 Cheap Winchester Town Center Apartments
What is the Cheapest Studio apartment in Winchester Town Center?
Currently the most affordable Cheap Studio Apartment in Winchester Town Center is at Old Colony Apartments listed at $1,850.
How much is rent for a Cheap One Bedroom Winchester Town Center Apartment?
The lowest price for a Cheap One Bedroom Winchester Town Center Apartment is $2,195 at Tudor Glen Village.
What is the lowest price for a Cheap Two Bedroom Winchester Town Center Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Winchester Town Center is starting from $2,600 at Old Colony 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.

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.


