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$3,9504 Bedroom Apartments Available Sep 1
30 Adams St
30 Adams StMedford, MA 02155
Luxury Homes for Rent in Winchester, MA (213 Rentals) Page 3 of 5
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.
2012 Symmes Cir, Unit 1
2012 Symmes Cir
ArlingtonMA02474
11 Winthrop Ct
MedfordMA02155
11 Winthrop Ct
MedfordMA02155
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$4,1503 Bedroom Apartments Available May 1
925-927-927 Massachusetts Ave
925-927-927 Massachusetts AveArlington, MA 02476
188 Gaston St
MedfordMA02155
99 Garfield Ave
WoburnMA01801
45 Lyman Ave
MedfordMA02155
45 Lyman Ave
MedfordMA02155
3 Hamilton Rd
SomervilleMA02144
1 Victoria St, Unit 2
1 Victoria St
SomervilleMA02144
10 Pinkham Rd, Unit 2##
10 Pinkham Rd
MedfordMA02155
13 Garfield Ave
WoburnMA01801
11 Garfield Ave
WoburnMA01801
50 Curtis Ave
SomervilleMA02144
288 Boston Ave
MedfordMA02155
123 Winthrop St
MedfordMA02155
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$4,5003 Bedroom Apartments Available Jul 15
1 College Ave
1 College AveMedford, MA 02155
123 Winthrop St
MedfordMA02155
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$4,5004 Bedroom Apartments Available Jun 1
288 Boston Ave
288 Boston AveMedford, MA 02155
1025 Massachusetts Ave
ArlingtonMA02476
227 Boston Ave, Unit 2
227 Boston Ave
MedfordMA02155
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$4,5455 Bedroom Apartments Available Sep 1
227 Boston Ave
227 Boston AveMedford, MA 02155
22 James St
WoburnMA01801
18 Charles St
LexingtonMA02421
62 Woods Ave
SomervilleMA02144
14 Barton St, Unit 2
14 Barton St
SomervilleMA02144
2 Osgood St, Unit 1
2 Osgood St
SomervilleMA02143
54 Mystic St
MedfordMA02155
207 Boston Ave, Unit 1
207 Boston Ave
MedfordMA02155
46 Lombard Terrace
ArlingtonMA02476
14 Dow St, Unit 2
14 Dow St
SomervilleMA02144
65 Conwell Ave, Unit Unit 1
65 Conwell Ave
SomervilleMA02144
14 Fairmount St
MedfordMA02155
62 Woods Ave, Unit ##
62 Woods Ave
SomervilleMA02144
77 North St
SomervilleMA02144
40 Brattle St
ArlingtonMA02476
46 Sunset Rd, Unit 1
46 Sunset Rd
SomervilleMA02144
355 Boston Ave, Unit 1
355 Boston Ave
MedfordMA02155
301 Alewife Brook Pky
SomervilleMA02144
301 Alewife Brook Pky, Unit 301
301 Alewife Brook Pky
SomervilleMA02144
10 Greenleaf Ave, Unit 1
10 Greenleaf Ave
MedfordMA02155
33 Raymond Ave
SomervilleMA02144
301 Alewife Brook Pky
SomervilleMA02144
476 Fulton St
MedfordMA02155
478 Fulton St
MedfordMA02155
33 Raymond Ave, Unit 3
33 Raymond Ave
SomervilleMA02144
31-33 Raymond Ave. Unit 33-2
31-33 Raymond Ave
SomervilleMA02144
31 Raymond Ave, Unit 3
31 Raymond Ave
SomervilleMA02144
476 Fulton St, Unit Unit 478
476 Fulton St
MedfordMA02155
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 | $2,981 | $2,150 | $5,350 |
| Winchester 3 Bedroom Homes for Rent | $4,078 | $2,300 | $10,000+ |
| Winchester 4 Bedroom Homes for Rent | $5,026 | $3,425 | $7,000 |
| Winchester 5 Bedroom Homes for Rent | $6,526 | $4,325 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $8,179 | $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
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 465 Apartments for Rent in Winchester, MA with pricing that ranges from $1,110 to $19,835. There are also 254 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 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 $1,500 to $28,000 with an average monthly rent of $4,386.
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 $2,300 to $5,761, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,300 to $14,500. Four Bedroom Single-Family rentals are also available starting from $3,425 and Four Bedroom Apartments start at $3,300.
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
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.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
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.