31 Coolidge Rd
WinchesterMA01890
Homes for Rent in Winchester, MA with Hardwood Floors (68 Rentals)
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476 Fulton St, Unit Unit 478
476 Fulton St
MedfordMA02155
310 Massachusetts Ave, Unit 11
310 Massachusetts Ave
ArlingtonMA02474
35 Prospect St, Unit 35 Prospect St # 102
35 Prospect St
WoburnMA01801
11 Brattle Dr, Unit 2
11 Brattle Dr
ArlingtonMA02474
4 Albert Dr, Unit 11
4 Albert Dr
WoburnMA01801
47 Mystic St, Unit 5A
47 Mystic St
ArlingtonMA02474
10 Carson Rd
WoburnMA01801
422 High St, Unit 9
422 High St
MedfordMA02155
10 Great Benefits of Having Hardwood Floors
Looking for an apartment with non-carpeted floors like hardwood, laminate, or tile? They’re so much easier to care for, plus, they just look chic and modern. Here’s why non-carpeted floors should be at the top of your wishlist.
112 College Ave, Unit U1
112 College Ave
MedfordMA02155
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
165 Sharon St
MedfordMA02155
165 Gaston St
MedfordMA02155
841 Fellsway W
MedfordMA02155
30 High St, Unit 43
30 High St
MedfordMA02155
10 Pinkham Rd, Unit 2
10 Pinkham Rd
MedfordMA02155
49 Ripley Rd
MedfordMA02155
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
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.
217 Arlington St
MedfordMA02155
479 Fulton St
MedfordMA02155
136 Burget Ave
MedfordMA02155
230 Fulton St
MedfordMA02155
140 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
120 Jerome St
MedfordMA02155
5 Curve St
LexingtonMA02420
94 North St, Unit 1
94 North St
SomervilleMA02144
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.
32 Irvington Rd
SomervilleMA02144
62 Woods Ave
SomervilleMA02144
3 Hamilton Rd
SomervilleMA02144
77 North St
SomervilleMA02144
46 Sunset Rd, Unit 1
46 Sunset Rd
SomervilleMA02144
70 Curtis St
SomervilleMA02144
76 Curtis St
SomervilleMA02144
16 Chetwynd Rd
SomervilleMA02144
80 Curtis St
SomervilleMA02144
80 Curtis St
SomervilleMA02144
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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$3,000
Plus Fees
2 Bedroom Apartments Available Now26-28-28 Howard St
26-28-28 Howard StArlington, MA 02476
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$3,300
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now49 Conwell Ave
49 Conwell AveSomerville, MA 02144
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$3,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now110 Sharon St
110 Sharon StMedford, MA 02155
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$4,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Jun 1, 2026301-303 Boston Ave Unit #3
301-303 Boston AveMedford, MA 02155
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$3,700
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Jun 1, 202649 Conwell Ave
49 Conwell AveSomerville, MA 02144
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$3,750
Plus Fees
3 Bedroom Apartments Available Jun 1, 2026258 Boston Ave
258 Boston AveMedford, MA 02155
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.
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,908 | $2,175 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,678 | $2,800 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $5,061 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,508 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,897 | $5,000 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,700 | $7,700 | $7,700 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Homes for Rent in Winchester
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Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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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 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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Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 488 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 310 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 to $40,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $1,500 to $40,000 with an average monthly rent of $4,852.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,500 to $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $1,000.
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.