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Rent Specials
$3,187 - $9,041
Plus Fees
1 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
Apartments for Rent in Winchester, MA with Swimming Pool (26 Rentals)
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2 to 3 Bedroom Apartments
The Village
171 Swanton StWinchester, MA 01890
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1 to 2 Bedroom Apartments
The Willows at Winchester
7 Conant RdWinchester, MA 01890
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1 Bedroom Apartments
Parkview Condominiums
200 Swanton StWinchester, MA 01890
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$2,533 - $4,110
Plus Fees
1 to 2 Bedroom Apartments Available NowWashington Crossing Apartments
55 Cedar StWoburn, MA 01801
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Rent Specials
$2,410 - $4,354
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,410 - $4,354
Total Monthly Price
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The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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.
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Rent Specials
$2,350 - $2,700
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,350 - $2,700
Total Monthly Price
$2,350 - $2,700
Glenbrook Estates
200 Bedford RdWoburn, MA 01801
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$2,680 - $5,440
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
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$2,680 - $5,440
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The Mave
225 Fallon RdStoneham, 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
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$3,960 - $9,138
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
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$3,960 - $9,138
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Arlington 360
4105 Symmes CirArlington, MA 02474
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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
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$2,600
Total Monthly Price
$2,600
25 Arlington Rd, Unit Apt #3 6
25 Arlington RdWoburn, MA 01801
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$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$3,900
Total Monthly Price
$3,900
165 Radcliffe Rd, Unit #169
165 Radcliffe RdBelmont, MA 02478
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.
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Studio to 2 Bedroom Apartments
The Summit House
215 Massachusetts AveArlington, MA 02474
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1 to 2 Bedroom Apartments
Old Medford Condominiums
54 Forest StMedford, MA 02155
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1 to 3 Bedroom Apartments
Montvale Condominiums
100-200 Ledgewood DrStoneham, MA 02180
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2 Bedroom Apartments
Continental Court Condominiums
74 Beach StWoburn, MA 01801
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1 to 3 Bedroom Apartments
Crescent Park Condominiums
269 Cambridge RdWoburn, MA 01801
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Studio Apartments
Place Lane
10-489 Place LnWoburn, MA 01801
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.
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Studio Apartments
Park Place
1 Albert DrWoburn, MA 01801
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Studio Apartments
The Kentwood
990 Massachusetts AveArlington, MA 02476
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1 Bedroom Apartments
Brookside Condominiums
17 Arizona TERArlington, MA 02474
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1 Bedroom Apartments
Colonial Village
10 Colonial Village DRArlington, MA 02474
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2 Bedroom Apartments
Craddock Cove Condominium
2500 Mystic Valley PkyMedford, MA 02155
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Studio Apartments
Monterosa East
289 Elm StMedford, MA 02155
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.
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Studio Apartments
The Regency
190 High StMedford, MA 02155
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1 Bedroom Apartments
The Regal
235 Winthrop StMedford, MA 02155
Showing Results 1-26, Page 1 of 1
Winchester, MA Local Guide
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments with Swimming Pool | $2,266 | $1,700 | $2,827 |
| Winchester 1 Bedroom Apartments with Swimming Pool | $2,697 | $1,110 | $4,215 |
| Winchester 2 Bedroom Apartments with Swimming Pool | $3,401 | $1,995 | $5,440 |
| Winchester 3 Bedroom Apartments with Swimming Pool | $3,821 | $950 | $6,297 |
| Winchester 4 Bedroom Apartments with Swimming Pool | $4,182 | $2,975 | $5,300 |
| Winchester 5 Bedroom Apartments | $6,023 | $4,500 | $10,000+ |
| Winchester 6 Bedroom Apartments | $6,295 | $950 | $8,400 |
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
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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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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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winchester?
Currently the most affordable Apartment in Winchester with Swimming Pool is at Tudor Glen Village listed at $2,295.
How much is the average rent for Winchester Apartments with Swimming Pool?
The average rent for a Apartment in Winchester with Swimming Pool is $3,983.
What is the largest Winchester Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winchester is a 1,660 square feet unit starting from $3,960 at Arlington 360.
What is the average size for Winchester Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winchester is currently at 781 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
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.