100 Conwell Ave, Unit 2, Unit 2
100 Conwell Ave
SomervilleMA02144
Luxury Homes for Rent in Winchester, MA (251 Rentals) Page 2 of 6
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
1 Victoria St
SomervilleMA02144
62 Woods Ave, Unit 2, Unit 2
62 Woods Ave
SomervilleMA02144
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$3,1002 Bedroom Apartments Available May 1
69 Raymond Ave, Unit #1R
69 Raymond AveSomerville, MA 02144
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$3,2003 Bedroom Apartments Available Now
92 Sylvia St, Unit 2
92 Sylvia StArlington, MA 02476
38 George St, Unit 2, Unit 2
38 George St
MedfordMA02155
1 Victoria St, Unit #1A, Unit #1A
1 Victoria St
SomervilleMA02144
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$3,2002 Bedroom Apartments Available Jun 1
38 George St, Unit #1
38 George StMedford, MA 02155
114 Spy Pond Pkwy, Unit B, Unit B
114 Spy Pond Pkwy
ArlingtonMA02474
260 Boston Ave, Unit 1, Unit 1
260 Boston 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
176 Powder House Blvd, Unit 3, Unit 3
176 Powder House Blvd
SomervilleMA02144
6 Bailey St
SomervilleMA02144
268 Boston Ave, Unit B, Unit B
268 Boston Ave
MedfordMA02155
219 Forest St, Unit 1, Unit 1
219 Forest St
MedfordMA02155
258 Boston Ave, Unit #3, Unit #3
258 Boston Ave
MedfordMA02155
112 College Ave, Unit U1, Unit U1
112 College Ave
MedfordMA02155
235 Ashcroft Rd
MedfordMA02155
258 Boston Ave, Unit 3, Unit 3
258 Boston Ave
MedfordMA02155
258 Boston Ave
MedfordMA02155
97 W Quincy St, Unit T, Unit T
97 W Quincy St
SomervilleMA02144
151 Walsh St
MedfordMA02155
1 Victoria St
SomervilleMA02144
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$3,4002 Bedroom Apartments Available Aug 1
235 Winthrop St, Unit #7708
235 Winthrop StMedford, MA 02155
235 Winthrop St, Unit 4408, Unit 4408
235 Winthrop St
MedfordMA02155
9 Gregg St
WoburnMA01801
227 Boston Ave
MedfordMA02155
207 Boston Ave
MedfordMA02155
7 Greenleaf Ave, Unit 1, Unit 1
7 Greenleaf Ave
MedfordMA02155
380 Place Ln
WoburnMA01801
90 North St
SomervilleMA02144
88 North St
SomervilleMA02144
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$3,4503 Bedroom Apartments Available Sep 1
96 Conwell Ave, Unit 2
96 Conwell AveSomerville, MA 02144
124 Forest St, Unit 1, Unit 1
124 Forest St
MedfordMA02155
48 Forest St, Unit 106, Unit 106
48 Forest St
MedfordMA02155
67 Everett St
ArlingtonMA02474
136 Sharon St, Unit 3, Unit 3
136 Sharon St
MedfordMA02155
32 Irvington Rd
SomervilleMA02144
106 Boston Ave
MedfordMA02155
280 Boston Ave
MedfordMA02155
49 Conwell Ave, Unit 2, Unit 2
49 Conwell Ave
SomervilleMA02144
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$3,6004 Bedroom Apartments Available Jun 1
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
5 Harris Rd
MedfordMA02155
14 Hamilton Rd
SomervilleMA02144
275 Boston Ave
MedfordMA02155
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$3,6294 Bedroom Apartments Available Sep 1
227 Boston Ave, Unit 1
227 Boston AveMedford, MA 02155
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$3,6503 Bedroom Apartments Available Jun 1
38 George St, Unit 1
38 George StMedford, MA 02155
77 Lyman Ave, Unit 2, Unit 2
77 Lyman Ave
MedfordMA02155
38 George St, Unit 1, Unit 1
38 George St
MedfordMA02155
14 Hamilton Rd, Unit 1a, Unit 1a
14 Hamilton Rd
SomervilleMA02144
14 Hamilton Rd
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 | $2,987 | $2,299 | $4,500 |
| Winchester 3 Bedroom Homes for Rent | $4,209 | $2,600 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $4,886 | $3,100 | $7,900 |
| Winchester 5 Bedroom Homes for Rent | $6,894 | $1,250 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,526 | $5,497 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $8,800 | $5,600 | $10,000+ |
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 474 Apartments for Rent in Winchester, MA with pricing that ranges from $1,110 to $12,929. There are also 313 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,250 to $28,000.
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 $1,250 to $28,000 with an average monthly rent of $5,062.
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 $2,600 to $6,034, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,600 to $16,000. Four Bedroom Single-Family rentals are also available starting from $3,100 and Four Bedroom Apartments start at $3,100.
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.
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Renting your next home can feel thrilling and overwhelming at the same time.