8 Albamont Rd
WinchesterMA01890
3 Bedroom Homes for Rent in Winchester, MA (72 Rentals)
18 Moulton Rd, Unit 2
18 Moulton Rd
ArlingtonMA02476
2 Clark St
WoburnMA01801
50 Gould St, Unit 1
50 Gould St
StonehamMA02180
17 Usher Rd, Unit 3
17 Usher Rd
MedfordMA02155
56 Gordon St, Unit 1
56 Gordon St
SomervilleMA02144
12 Pinkham Rd, Unit 1
12 Pinkham Rd
MedfordMA02155
21 Franklin St, Unit 1
21 Franklin St
WoburnMA01801
37 Westminster Ave, Unit 2
37 Westminster Ave
ArlingtonMA02474
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
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112 College Ave, Unit U1
112 College Ave
MedfordMA02155
258 Boston Ave, Unit #3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave, Unit 3
258 Boston Ave
MedfordMA02155
14 Belknap St, Unit 1
14 Belknap St
SomervilleMA02144
116 Medford St, Unit 1
116 Medford St
ArlingtonMA02474
91 Williams St, Unit 91
91 Williams St
ArlingtonMA02476
46 Winter St, Unit 2
46 Winter St
MedfordMA02155
32 Irvington Rd
SomervilleMA02144
5 Harris Rd, Unit 1
5 Harris Rd
MedfordMA02155
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49 Conwell Ave, Unit 2
49 Conwell Ave
SomervilleMA02144
94 North St, Unit 94
94 North St
SomervilleMA02144
94 North St
SomervilleMA02144
293 Boston Ave, Unit 2
293 Boston Ave
MedfordMA02155
94 North St
SomervilleMA02144
32 Irvington Rd
SomervilleMA02144
59 Quincy St, Unit 59
59 Quincy St
MedfordMA02155
40 Brattle St
ArlingtonMA02476
12 Upland Rd
SomervilleMA02144
3 Hamilton Rd
SomervilleMA02144
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111 Sharon St, Unit Unit 1
111 Sharon St
MedfordMA02155
6 Daniels St
LexingtonMA02421
77 North St
SomervilleMA02144
40 Brattle St
ArlingtonMA02476
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$3,750
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3 Bedroom Apartments Available Jun 1, 2026258 Boston Ave
258 Boston AveMedford, MA 02155
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$3,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now12 Quincy St
12 Quincy StMedford, MA 02155
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489 Main St
StonehamMA02180
8 Cross St
WoburnMA01801
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46-48-48 Moulton Rd
ArlingtonMA02476
11 Parkway Rd
MedfordMA02155
98 Edward St ##Front Front
MedfordMA02155
56 Gordon St
SomervilleMA02144
34 Union St
WoburnMA01801
21A Mystic River Rd
MedfordMA02155
59 Quincy St
MedfordMA02155
94 North St
SomervilleMA02144
625 Summer St
ArlingtonMA02474
483 Broadway
MedfordMA02155
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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 | $2,985 | $2,050 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,954 | $2,600 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,225 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,782 | $4,200 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,471 | $6,200 | $10,000+ |
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
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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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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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 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 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
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.
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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
What type of rentals are currently available in Winchester?
There are currently 511 Apartments for Rent in Winchester, MA with pricing that ranges from $1,200 to $9,300. There are also 317 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,100 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 $1,100 to $40,000 with an average monthly rent of $4,632.
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 $2,600 to $20,000. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $3,000.
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.