close
View Me
$4,150
Total Monthly Price17 Month Lease Term
4 Bedroom Apartment Available Feb 1Total Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
10 Webster St, Unit 1
10 Webster StWinchester, MA 01890
4 Bedroom Apartments for Rent in Winchester, MA (51 Rentals)
close
View Me
$4,500
Plus Fees
4 Bedroom Apartments Available NowBrightly Renovated 4-Bed / 2-Bath • 1,800 sq
86 Orchard StMedford, MA 02155
close
View Me
$3,695
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,695
Total Monthly Price
$3,695
52 Pleasant St, Unit b
52 Pleasant StLexington, MA 02421
close
View Me
$1,000
Total Monthly Price8 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,000
Total Monthly Price
$1,000
195 Forest St
195 Forest StArlington, MA 02474
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
288 Boston Ave, Unit #3
288 Boston AveMedford, MA 02155
close
View Me
$4,545
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,545
Total Monthly Price
$4,545
227 Boston Ave, Unit #2
227 Boston AveMedford, MA 02155
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
30 Adams St, Unit #2
30 Adams StMedford, MA 02155
close
View Me
$4,545
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,545
Total Monthly Price
$4,545
227 Boston Ave, Unit 2
227 Boston AveMedford, MA 02155
close
View Me
$4,545
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,545
Total Monthly Price
$4,545
227 Boston Ave, Unit 2
227 Boston AveMedford, MA 02155
close
View Me
$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
477 Fulton St, Unit F
477 Fulton StMedford, MA 02155
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
close
View Me
$6,375
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$6,375
Total Monthly Price
$6,375
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
close
View Me
$4,545
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$4,545
Total Monthly Price
$4,545
227 Boston Ave, Unit 2
227 Boston AveMedford, MA 02155
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
300 Boston Ave, Unit 2
300 Boston AveMedford, MA 02155
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
300 Boston Ave, Unit 2
300 Boston AveMedford, MA 02155
close
View Me
$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
62 Woods Ave, Unit 2A
62 Woods AveSomerville, MA 02144
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
300 Boston Ave, Unit 2
300 Boston AveMedford, MA 02155
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Feb 1Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
112 College Ave, Unit 2T
112 College AveMedford, MA 02155
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Feb 1Total Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
10 Pinkham Rd, Unit 2T
10 Pinkham RdMedford, MA 02155
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & 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.
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
67 Greenleaf Ave, Unit 1
67 Greenleaf AveMedford, 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
$4,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,600
Total Monthly Price
$4,600
50 Curtis Ave, Unit 1
50 Curtis AveSomerville, MA 02144
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
56 Gordon St, Unit 2
56 Gordon StSomerville, MA 02144
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
1 Victoria St, Unit 2
1 Victoria StSomerville, MA 02144
close
View Me
$4,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,000
Total Monthly Price
$4,000
10 Pinkham Rd, Unit 2
10 Pinkham RdMedford, MA 02155
close
View Me
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
12 Barton St, Unit 1
12 Barton StSomerville, MA 02144
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
31 Raymond Ave, Unit 1
31 Raymond AveSomerville, 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
14 Barton St, Unit 2
14 Barton StSomerville, 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
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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
$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 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
$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
12 Pinkham Rd, Unit 1
12 Pinkham RdMedford, MA 02155
close
View Me
$4,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,900
Total Monthly Price
$4,900
1 Victoria St, Unit 2
1 Victoria StSomerville, MA 02144
close
View Me
$5,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$5,000
Total Monthly Price
$5,000
104 W Adams St, Unit 2
104 W Adams StSomerville, MA 02144
close
View Me
$3,900
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
56 Gordon St, Unit 1
56 Gordon StSomerville, MA 02144
close
View Me
$1,150
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,150
Total Monthly Price
$1,150
2218 Mystic Valley Pky, Unit #2
2218 Mystic Valley PkyMedford, MA 02155
close
View Me
$4,600
Plus Fees
4 Bedroom Apartments Available Jun 1288 Boston Ave
288 Boston AveMedford, MA 02155
close
View Me
$5,000
Plus Fees
4 Bedroom Apartments Available Sep 180 North St
80 North StMedford, MA 02155
close
View Me
$4,400
Plus Fees
4 Bedroom Apartments Available Jun 156 Gordon St
56 Gordon StSomerville, MA 02144
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
close
View Me
$5,600
Plus Fees
4 Bedroom Apartments Available Jun 150 Upland Rd
50 Upland RdSomerville, MA 02144
close
View Me
$3,700
Plus Fees
4 Bedroom Apartments Available Jun 1248 Powder House Blvd
248 Powder House BlvdSomerville, MA 02144
227 Boston Ave
MedfordMA02155
76 Curtis St
SomervilleMA02144
44 Chetwynd Rd
SomervilleMA02144
37-39 Belknap St
SomervilleMA02144
28 Sunset Rd
SomervilleMA02144
close
View Me
4 Bedroom Apartments
3 Burlington St
3 Burlington StWoburn, MA 01801
close
View Me
4 Bedroom Apartments
43 Salem St
43 Salem StWoburn, MA 01801
close
View Me
4 Bedroom Apartments
61 Warren Ave R
61 Warren Ave RWoburn, MA 01801
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Winchester, MA Local Guide
Downtown Winchester, Massachusetts by Moonshine4711 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments | $2,132 | $1,665 | $2,720 |
| Winchester 1 Bedroom Apartments | $2,629 | $1,295 | $4,195 |
| Winchester 2 Bedroom Apartments | $3,212 | $2,195 | $4,835 |
| Winchester 3 Bedroom Apartments | $3,675 | $2,500 | $6,900 |
Winchester 4 Bedroom Apartments | $4,405 | $1,000 | $6,375 |
| Winchester 5 Bedroom Apartments | $6,245 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,304 | $5,945 | $8,437 |
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
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Winchester 4 Bedroom Apartments
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Brightly Renovated 4-Bed / 2-Bath • 1,800 sq | 86 Orchard | 1,800 Sq Ft | $4,500 |
Cheapest Available Winchester 4 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Brightly Renovated 4-Bed / 2-Bath • 1,800 sq | 86 Orchard | $4,500 |
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 Article
Don'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 ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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.
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
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
How much are Studio apartments in Winchester?
There are currently 102 Studio Apartments in Winchester with rent ranges from $1,665 to $2,720 with an average price of $2,132.
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 $1,295 to $4,195 with an average monthly rent of $2,629.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,195 to $4,835. Today's average rental price for Two Bedrooms here is $3,212.
How expensive are Winchester Three Bedroom Apartments?
There are currently 113 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,900 - averaging $3,675 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
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.
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.
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!