227 Boston Ave, Unit 1
227 Boston Ave
MedfordMA02155
Condos for Rent in Winchester, MA (182 Rentals) Page 2 of 4
5 Harris Rd, Unit 1
5 Harris Rd
MedfordMA02155
293 Boston Ave, Unit 2
293 Boston Ave
MedfordMA02155
59 Quincy St, Unit 59
59 Quincy St
MedfordMA02155
148 George St, Unit 2
148 George St
MedfordMA02155
30 High St, Unit 43
30 High St
MedfordMA02155
10 Pinkham Rd, Unit 2
10 Pinkham Rd
MedfordMA02155
5 Harris Rd
MedfordMA02155
207 Boston Ave, Unit A
207 Boston Ave
MedfordMA02155
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
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.
112 College Ave, Unit U2
112 College Ave
MedfordMA02155
14 Fairmount St
MedfordMA02155
355 Boston Ave, Unit 1
355 Boston Ave
MedfordMA02155
10 Greenleaf Ave, Unit 1
10 Greenleaf Ave
MedfordMA02155
479 Fulton St
MedfordMA02155
480 Fulton St, Unit 478
480 Fulton St
MedfordMA02155
217 Arlington St, Unit 1
217 Arlington St
MedfordMA02155
240 Boston Ave
MedfordMA02155
476 Fulton St, Unit 476
476 Fulton St
MedfordMA02155
17 Tesla Ave, Unit 1
17 Tesla Ave
MedfordMA02155
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
16 Fairmount St, Unit U2
16 Fairmount St
MedfordMA02155
57 Quincy St, Unit 57
57 Quincy St
MedfordMA02155
57 Quincy St, Unit 1
57 Quincy St
MedfordMA02155
128 Monument St, Unit 126
128 Monument St
MedfordMA02155
230 Fulton St
MedfordMA02155
140 Jerome St
MedfordMA02155
232 Fulton St, Unit T
232 Fulton St
MedfordMA02155
120 Jerome St, Unit 120
120 Jerome St
MedfordMA02155
232 Fulton St, Unit 232
232 Fulton St
MedfordMA02155
17 Tesla Ave, Unit 2
17 Tesla Ave
MedfordMA02155
67 Fairfax St, Unit 1
67 Fairfax St
SomervilleMA02144
53 Fairfax St, Unit 1
53 Fairfax St
SomervilleMA02144
139 Hillsdale Rd, Unit 2
139 Hillsdale Rd
SomervilleMA02144
94 North St, Unit 1
94 North St
SomervilleMA02144
56 Gordon St, Unit 1
56 Gordon St
SomervilleMA02144
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
14 Belknap St, Unit 3
14 Belknap St
SomervilleMA02144
14 Belknap St, Unit 3
14 Belknap St
SomervilleMA02144
269 Alewife Brook Pky, Unit 1
269 Alewife Brook Pky
SomervilleMA02144
1 Victoria St, Unit 1A
1 Victoria St
SomervilleMA02144
39 Belknap St, Unit 2
39 Belknap St
SomervilleMA02144
49 Conwell Ave, Unit 2
49 Conwell Ave
SomervilleMA02144
94 North St, Unit 94
94 North St
SomervilleMA02144
2 High St, Unit 1
2 High St
SomervilleMA02144
56 Gordon St, Unit 2
56 Gordon St
SomervilleMA02144
32 Irvington Rd
SomervilleMA02144
62 Woods Ave
SomervilleMA02144
1 Victoria St, Unit 2
1 Victoria St
SomervilleMA02144
1 Victoria St, Unit 2
1 Victoria St
SomervilleMA02144
190 North St, Unit 2
190 North St
SomervilleMA02144
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 | $2,898 | $2,175 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,671 | $2,800 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $5,068 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,423 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,124 | $6,200 | $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.
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 493 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 315 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 $4,868.
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.
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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
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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.