Pet Friendly 1 Bedroom Apartments for Rent in Winchester, MA (42 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done
close
View Me
The Devon at Weiss Farm
Rent Specials
$2,794 - $2,930
Total Monthly Price

Total Monthly Price

Base Rent
$2,318 - $5,333

Total Monthly Price
$2,318 - $5,333
1 Bedroom Apartments Available Now

The Devon at Weiss Farm

168 Franklin StStoneham, MA 02180
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
The Artemis at Arlington Heights
Rent Specials
$2,740 - $3,240
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,252 - $4,950

Total Monthly Price
$2,252 - $4,950
1 Bedroom Apartments Available Jan 9, 2026

The Artemis at Arlington Heights

1163 Massachusetts AveArlington, MA 02476
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour
close
View Me
The Mave
Rent Specials
$2,465 - $4,195
Total Monthly Price1 Month Lease Term

Total Monthly Price

Base Rent
$2,465 - $4,880

Total Monthly Price
$2,465 - $4,880
1 Bedroom Apartments Available Now

The Mave

225 Fallon RdStoneham, MA 02180
Family Friendly
  • Verified
  • Customer Reviewed
  • 3D Tour

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.

close
View Me
Arlington 360
$3,585
Total Monthly Price

Total Monthly Price

Base Rent
$3,585 - $6,520

Total Monthly Price
$3,585 - $6,520
1 Bedroom Apartments Available Now

Arlington 360

4105 Symmes CirArlington, MA 02474
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
close
View Me
32A Highland St
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
1 Bedroom Apartment Available Jan 15, 2026

32A Highland St

32A Highland StWoburn, MA 01801
Affordability
  • Smoke Free

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.

property at 276 Massachusetts Ave

$2,050

Total Monthly Price

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050

1 Bedroom Rentals

Available Now

276 Massachusetts Ave

ArlingtonMA02474
property at 27 Salem St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

27 Salem St

WoburnMA01801
property at 59 Mill St

$2,275 - $3,375

Total Monthly Price

Total Monthly Price

Base Rent
$2,275

Total Monthly Price
$2,275

1 Bedroom Rentals

Available Now

59 Mill St

WoburnMA01801
property at 4 Old Colony Ln

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

1 Bedroom, 1 Bath Home for Rent

Available Now

4 Old Colony Ln

ArlingtonMA02476
close
View Me
The Walcourt
1 Bedroom Apartments

The Walcourt

230 Massachusetts AVEArlington, MA 02474
close
View Me
Colonial Village
1 Bedroom Apartments

Colonial Village

10 Colonial Village 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.

close
View Me
Hillside Gardens
1 Bedroom Apartments

Hillside Gardens

101-116 Hill StStoneham, MA 02180
close
View Me
Brookside Apartments
1 Bedroom Apartments

Brookside Apartments

5-7-10-12 Totman DrWoburn, MA 01801
  • Utilities Included
close
View Me
Mass Ave, 898
1 Bedroom Apartments

Mass Ave, 898

898 Massachusetts AveArlington, MA 02476
  • Utilities Included

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.

close
View Me
Millbrook Square
1 Bedroom Apartments

Millbrook Square

17 Mill StArlington, MA 02476
Senior Living
close
View Me
269-271 Broadway
1 Bedroom Apartments

269-271 Broadway

269-271 BroadwayArlington, MA 02474
  • Utilities Included
close
View Me
Shaker Glen Village
1 Bedroom Apartments

Shaker Glen Village

241 Lexington StWoburn, MA 01801
  • Utilities Included
close
View Me
Penthouse
1 Bedroom Apartments

Penthouse

80 BroadwayArlington, MA 02474
Corporate Housing
  • Utilities Included
close
View Me
Stoneham House
1 Bedroom Apartments

Stoneham House

180-222 Central StStoneham, MA 02180
  • Utilities Included

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.

close
View Me
Colonial Court
1 Bedroom Apartments

Colonial Court

132-136 Main StStoneham, MA 02180
  • Utilities Included

Winchester, MA Local Guide

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.

Read Article
Decorative image

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.

Read Article
Decorative image

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.

Read Article
Decorative image

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.

Read Article
Decorative image

Top 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

Read Article
Decorative image

Quick 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.

decorative image of people with a giant lease agreement

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, MA Rentals by Map

View Map
Winchester, MA Apartments Map
View Map
Winchester, MA Rental Homes Map

Frequently Asked Questions about 1 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 1 Bedroom?

Currently the most affordable 1 Bedroom in Winchester is at Brookside Apartments listed at $1,850.

How much is the average rent for a 1 Bedroom Winchester Apartment?

The average rent for a 1 Bedroom Apartment in Winchester is $2,632.

What is the largest available 1 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 930 square feet unit starting from $2,200 at GlenBrook Estates.

What is the average size for Winchester 1 Bedroom Apartments for rent?

The average size for a 1 Bedroom rental in Winchester is currently 376 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

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for A Local Experts Guide to the Top Boston Neighborhoods for College Renters article

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!

decorative image for Explore Like a Local: The Insider's Guide to Boston article

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.

decorative image for Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street article

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

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!