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Rent Specials
$2,789 - $10,429
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 (33 Rentals)
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$1,850
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
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$1,850
Total Monthly Price
$1,850
200 Swanton St, Unit T36
200 Swanton StWinchester, MA 01890
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1 Bedroom Apartments
200 Swanton St
200 Swanton StWinchester, MA 01890
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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
7 Conant Rd
7 Conant RdWinchester, MA 01890
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Rent Specials
$2,395 - $3,539
Plus Fees
1 to 2 Bedroom Apartments Available NowWashington Crossing Apartments
55 Cedar StWoburn, MA 01801
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Rent Specials
$2,318 - $5,458
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,318 - $5,458
Total Monthly Price
$2,318 - $5,458
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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$2,465 - $4,920
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,920
Total Monthly Price
$2,465 - $4,920
The Mave
225 Fallon RdStoneham, 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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$2,300 - $2,850
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowGlenBrook Estates
200 Bedford RdWoburn, MA 01801
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$2,195 - $3,295
Plus Fees
1 to 2 Bedroom Apartments Available NowTudor Glen Village
111 Locust StWoburn, MA 01801
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$3,267 - $9,649
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
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$3,267 - $9,649
Total Monthly Price
$3,267 - $9,649
Arlington 360
4105 Symmes CirArlington, MA 02474
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,900
Total Monthly Price
$2,900
67 Fairfax St
67 Fairfax StSomerville, MA 02144
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$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
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$2,250
Total Monthly Price
$2,250
25 Arlington Rd, Unit Apt 1-1
25 Arlington RdWoburn, MA 01801
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Feb 1Total Monthly Price
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$2,900
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$2,900
67 Fairfax St, Unit 67
67 Fairfax StSomerville, MA 02144
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Feb 1Total Monthly Price
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$2,900
Total Monthly Price
$2,900
67 Fairfax St
67 Fairfax StSomerville, MA 02144
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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
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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$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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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
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$3,200
Total Monthly Price
$3,200
73 Gordon St, Unit 1
73 Gordon StSomerville, MA 02144
200 Bedford Rd
WoburnMA01801
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Studio to 2 Bedroom Apartments
The Summit House
215 Massachusetts AveArlington, MA 02474
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1 to 3 Bedroom Apartments
Montvale Condominiums
100-200 Ledgewood DrStoneham, MA 02180
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1 to 2 Bedroom Apartments
Old Medford Condominiums
54 Forest StMedford, MA 02155
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1 Bedroom Apartments
Brookside Condominiums
17 Arizona TERArlington, MA 02474
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Studio Apartments
Place Lane
10-489 Place LnWoburn, MA 01801
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.
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1 Bedroom Apartments
Colonial Village
10 Colonial Village DRArlington, MA 02474
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2 Bedroom Apartments
74 Beach St
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
The Kentwood
990 Massachusetts AveArlington, MA 02476
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Studio Apartments
Park Place
1 Albert DrWoburn, MA 01801
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1 Bedroom Apartments
The Regal
235 Winthrop StMedford, MA 02155
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Studio Apartments
289 Elm St
289 Elm StMedford, MA 02155
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2 Bedroom Apartments
Craddock Cove Condominium
2500 Mystic Valley PkyMedford, MA 02155
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.
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Studio Apartments
The Regency
190 High StMedford, MA 02155
Showing Results 1-33, Page 1 of 1
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 |
|---|---|---|---|
| Winchester Studio Apartments with Swimming Pool | $2,112 | $1,665 | $2,720 |
| Winchester 1 Bedroom Apartments with Swimming Pool | $2,601 | $1,850 | $4,195 |
| Winchester 2 Bedroom Apartments with Swimming Pool | $3,267 | $2,195 | $5,066 |
| Winchester 3 Bedroom Apartments with Swimming Pool | $3,677 | $2,500 | $6,900 |
| Winchester 4 Bedroom Apartments with Swimming Pool | $4,405 | $950 | $5,600 |
| Winchester 5 Bedroom Apartments | $5,982 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,285 | $5,945 | $8,437 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
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Winchester, MA Local Guide
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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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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 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 ArticleCash 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 ArticleTop 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
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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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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 200 Swanton St, Unit T36 listed at $1,850.
How much is the average rent for Winchester Apartments with Swimming Pool?
The average rent for a Apartment in Winchester with Swimming Pool is $3,321.
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 $3,267 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 816 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
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
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Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.