close
View Me
$4,395
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,395
Total Monthly Price
$4,395
30 Touro Ave, Unit 1
30 Touro AveMedford, MA 02155
Luxury Apartments for Rent in Winchester, MA (227 Rentals) Page 3 of 5
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.
close
View Me
$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
30 Adams St, Unit 1
30 Adams StMedford, MA 02155
close
View Me
$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
43 Martin St, Unit 1
43 Martin StMedford, MA 02155
close
View Me
$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
close
View Me
$4,495
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$4,495
Total Monthly Price
$4,495
30 Touro Ave, Unit 30 Touro
30 Touro AveMedford, MA 02155
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
38 Sterling St, Unit 2
38 Sterling StSomerville, MA 02144
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
38 Sterling St, Unit 2
38 Sterling StSomerville, MA 02144
close
View Me
$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
82 Quincy St, Unit 2
82 Quincy StMedford, MA 02155
close
View Me
$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
82 Quincy St, Unit #2
82 Quincy StMedford, MA 02155
close
View Me
$4,650
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
299 Alewife Brook Pky, Unit 2
299 Alewife Brook PkySomerville, MA 02144
close
View Me
$4,650
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
299 Alewife Brook Pky, Unit 2
299 Alewife Brook PkySomerville, MA 02144
close
View Me
$4,750
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,750
Total Monthly Price
$4,750
2 Osgood St, Unit 1
2 Osgood StSomerville, MA 02143
close
View Me
$4,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$4,750
Total Monthly Price
$4,750
190 North St, Unit 2
190 North StSomerville, MA 02144
close
View Me
$4,995 - $5,095
Plus Fees1 Month Lease Term
2 Bedroom Apartments Available NowTownhomes at 285
285 Locust StWoburn, MA 01801
close
View Me
$4,999
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$4,999
Total Monthly Price
$4,999
239 Powder House Blvd, Unit #1
239 Powder House BlvdSomerville, MA 02144
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
282 Boston Ave, Unit 1
282 Boston AveMedford, MA 02155
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
260 Boston Ave, Unit 2
260 Boston AveMedford, MA 02155
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
65 Conwell Ave, Unit 1
65 Conwell AveSomerville, MA 02144
close
View Me
$5,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,500
Total Monthly Price
$5,500
65 Conwell Ave, Unit 1L
65 Conwell AveSomerville, MA 02144
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
123 Winthrop St, Unit 1
123 Winthrop StMedford, MA 02155
close
View Me
$5,945
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,945
Total Monthly Price
$5,945
3 Hamilton Rd, Unit #2
3 Hamilton RdSomerville, MA 02144
close
View Me
$5,950
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$5,950
Total Monthly Price
$5,950
7 Marrigan St, Unit 1
7 Marrigan StArlington, MA 02474
close
View Me
$6,250
Total Monthly Price14 Month Lease Term
5 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$6,250
Total Monthly Price
$6,250
51 Russell Rd, Unit NA
51 Russell RdSomerville, MA 02144
close
View Me
$6,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,250
Total Monthly Price
$6,250
14 Fairmount St, Unit 14.5
14 Fairmount StMedford, MA 02155
close
View Me
$6,300
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 31Total Monthly Price
Base Rent
$6,300
Total Monthly Price
$6,300
3 Hamilton Rd, Unit 2
3 Hamilton RdSomerville, MA 02144
close
View Me
$6,350
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,350
Total Monthly Price
$6,350
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
close
View Me
$6,375
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,375
Total Monthly Price
$6,375
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
136 Burget Ave, Unit 1
136 Burget AveMedford, MA 02155
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
136 Burget Ave
136 Burget AveMedford, MA 02155
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
57 Quincy St
57 Quincy StMedford, MA 02155
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
136 Burget Ave
136 Burget AveMedford, MA 02155
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
136 Burget Ave
136 Burget AveMedford, MA 02155
close
View Me
$7,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
5 Hamilton Rd, Unit 2
5 Hamilton RdSomerville, MA 02144
close
View Me
$7,595
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$7,595
Total Monthly Price
$7,595
11 Garrison Rd, Unit 11
11 Garrison RdArlington, MA 02474
close
View Me
$7,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
17 Tesla Ave, Unit 2
17 Tesla AveMedford, MA 02155
close
View Me
$7,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
17 Tesla Ave
17 Tesla AveMedford, MA 02155
close
View Me
$8,100
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,100
Total Monthly Price
$8,100
17 Tesla Ave, Unit #2
17 Tesla AveMedford, MA 02155
close
View Me
$2,5002 Bedroom Apartments Available Jul 1
7 Totman Dr, Unit 1
7 Totman DrWoburn, MA 01801
close
View Me
$2,5001 Bedroom Apartments Available Now
385 Massachusetts Ave, Unit 78
385 Massachusetts AveArlington, MA 02474
99 Garfield Ave
WoburnMA01801
7 Stonehill Dr
StonehamMA02180
close
View Me
$2,505 - $4,139
Plus Fees
1 to 2 Bedroom Apartments Available NowWashington Crossing Apartments
55 Cedar StWoburn, MA 01801
37 Hilton St
ArlingtonMA02474
926 Massachusetts Ave
ArlingtonMA02476
67 Greenleaf Ave
MedfordMA02155
close
View Me
$2,7952 Bedroom Apartments Available Now
286 Main St, Unit 206
286 Main StWoburn, MA 01801
close
View Me
$2,8002 Bedroom Apartments Available Aug 1
153 North St, Unit #1
153 North StMedford, MA 02155
550 Main St
WoburnMA01801
2 Coral St
ArlingtonMA02474
close
View Me
$2,8952 Bedroom Apartments Available Jul 1
286 Main St, Unit 104
286 Main StWoburn, MA 01801
Winchester, MA Local Guide
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Luxury Studio Apartments | $2,248 | $1,650 | $2,832 |
| Winchester Luxury 1 Bedroom Apartments | $2,696 | $1,110 | $4,215 |
| Winchester Luxury 2 Bedroom Apartments | $3,356 | $1,995 | $5,440 |
| Winchester Luxury 3 Bedroom Apartments | $3,790 | $950 | $6,297 |
| Winchester Luxury 4 Bedroom Apartments | $4,172 | $2,900 | $5,300 |
| Winchester 5 Bedroom Apartments | $6,088 | $4,200 | $10,000+ |
| Winchester 6 Bedroom Apartments | $6,358 | $950 | $8,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Let everyone know!
Do you know the Winchester area?
If you’re an expert on all things Winchester, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 103 Studio Apartments in Winchester with rent ranges from $1,650 to $2,832 with an average price of $2,248.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $1,110 to $4,215 with an average monthly rent of $2,696.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,995 to $5,440. Today's average rental price for Two Bedrooms here is $3,356.
How expensive are Winchester Three Bedroom Apartments?
There are currently 76 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $950 to $6,297 - averaging $3,790 for the location.
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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.