close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
186 Powder House Blvd, Unit 2
186 Powder House BlvdSomerville, MA 02144
Apartments for Rent in Winchester, MA Under $4,000 (260 Rentals) Page 3 of 6
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
60 Hamilton St, Unit 1
60 Hamilton StMedford, MA 02155
close
View Me
$2,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
94 North St, Unit 1
94 North StSomerville, MA 02144
close
View Me
$2,995
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
286 Main St, Unit 3
286 Main StWoburn, MA 01801
close
View Me
$2,995
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,995
Total Monthly Price
$2,995
94 North St, Unit 94
94 North StSomerville, MA 02144
close
View Me
$2,975
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,975
Total Monthly Price
$2,975
1 Victoria St, Unit 1A
1 Victoria StSomerville, MA 02144
close
View Me
$2,950
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,950
Total Monthly Price
$2,950
50 Hamilton St, Unit 2
50 Hamilton StMedford, MA 02155
close
View Me
$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
67 Fairfax St, Unit 1
67 Fairfax StSomerville, MA 02144
close
View Me
$2,895
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,895
Total Monthly Price
$2,895
94 North St, Unit 94
94 North StSomerville, MA 02144
close
View Me
$2,895
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now48 Pleasant Street
48 Pleasant StStoneham, MA 02180
close
View Me
$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
137 Sharon St, Unit 1
137 Sharon StMedford, MA 02155
close
View Me
$2,850 - $2,950
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now840-846 Massachusetts Ave
840 Massachusetts AveArlington, MA 02476
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
26 Marshall St, Unit 1
26 Marshall StMedford, MA 02155
close
View Me
$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
25 Laurel St, Unit 25 Laurel St.
25 Laurel StArlington, MA 02476
close
View Me
$2,800 - $4,100
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,800 - $4,100
Total Monthly Price
$2,800 - $4,100
The Legacy at Arlington Center
438 Massachusetts AveArlington, MA 02474
close
View Me
$2,775
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,775
Total Monthly Price
$2,775
13 Higgins St, Unit 1
13 Higgins StArlington, MA 02476
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
27 Holton St, Unit 1
27 Holton StMedford, MA 02155
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
27 Holton St, Unit 1
27 Holton StMedford, MA 02155
close
View Me
$2,721 - $5,091
Plus Fees
Studio to 2 Bedroom Apartments Available NowBrigham Square Apartments
30 Mill StArlington, MA 02476
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
8 Madison St, Unit 1
8 Madison StMedford, MA 02155
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
340 High St, Unit 1
340 High StMedford, MA 02155
close
View Me
$2,690
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,690
Total Monthly Price
$2,690
79 Capen St, Unit 1
79 Capen StMedford, MA 02155
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
69 Raymond Ave, Unit 1R
69 Raymond AveSomerville, MA 02144
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
159 Main St
159 Main StStoneham, MA 02180
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
69 Raymond Ave, Unit 1R
69 Raymond AveSomerville, MA 02144
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
28 Cornell St, Unit 1
28 Cornell StArlington, MA 02474
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
12 Quincy St, Unit 1
12 Quincy StArlington, MA 02476
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
1 Saint Clare Rd, Unit 4
1 Saint Clare RdMedford, MA 02155
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
8 Cross St, Unit 1
8 Cross StWoburn, MA 01801
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
17 Columbus Rd
17 Columbus RdWoburn, MA 01801
close
View Me
Rent Specials
$2,465 - $4,880
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,880
Total Monthly Price
$2,465 - $4,880
The Mave
225 Fallon RdStoneham, MA 02180
close
View Me
Rent Specials
$2,431 - $5,129
Plus Fees
Studio to 3 Bedroom Apartments Available NowHanover Stoneham
95 Maple StStoneham, MA 02180
close
View Me
$2,400 - $2,550
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now109 Oxford St
109 Oxford StArlington, MA 02474
close
View Me
$2,380 - $2,800
Plus Fees1 Month Lease Term
Studio to 1 Bedroom Apartments Available Now44 Montvale Avenue
44 Montvale AveWoburn, MA 01801
close
View Me
$2,350 - $3,000
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowStonehill Towers
5 Stonehill DrStoneham, MA 02180
close
View Me
$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
14 Cotting St, Unit 3
14 Cotting StMedford, MA 02155
close
View Me
$2,300
Total Monthly Price8 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
134 N Union St, Unit 1
134 N Union StArlington, MA 02474
close
View Me
$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
77 Gordon St, Unit #1
77 Gordon StSomerville, MA 02144
close
View Me
Rent Specials
$2,272 - $5,333
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,272 - $5,333
Total Monthly Price
$2,272 - $5,333
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
close
View Me
Rent Specials
$2,252 - $4,950
Total Monthly Price12 Month Lease Term
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,252 - $4,950
Total Monthly Price
$2,252 - $4,950
The Artemis at Arlington Heights
1163 Massachusetts AveArlington, MA 02476
close
View Me
$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
25 Arlington Rd, Unit Apt 1-1
25 Arlington RdWoburn, MA 01801
close
View Me
$2,250
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
74 Beach St, Unit Unit #3-3
74 Beach StWoburn, MA 01801
close
View Me
$2,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
20 Stephenson Aman St, Unit 2
20 Stephenson Aman StSomerville, MA 02144
close
View Me
$2,225 - $3,500
Plus Fees
1 to 3 Bedroom Apartments Available NowMill Street Heights
59 Mill StWoburn, MA 01801
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
4 Colonial Village Dr, Unit 4
4 Colonial Village DrArlington, MA 02474
close
View Me
Rent Specials
$2,200 - $2,850
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowGlenBrook Estates
200 Bedford RdWoburn, MA 01801
close
View Me
$2,195 - $3,295
Plus Fees
1 to 2 Bedroom Apartments Available NowTudor Glen Village
111 Locust StWoburn, MA 01801
close
View Me
Rent Specials
$2,100 - $2,250
Plus Fees
Studio Apartments Available Now119 Pleasant St
119 Pleasant StArlington, MA 02476
close
View Me
$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
279 Massachusetts Ave, Unit 1
279 Massachusetts AveArlington, MA 02474
close
View Me
$2,000 - $2,200
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,000 - $2,200
Total Monthly Price
$2,000 - $2,200
Arlington Gardens Apartments
130 Everett StArlington, MA 02474
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 Under $4000 | $2,150 | $1,650 | $2,871 |
| Winchester 1 Bedroom Apartments Under $4000 | $2,599 | $1,295 | $4,195 |
| Winchester 2 Bedroom Apartments Under $4000 | $3,202 | $2,100 | $4,880 |
| Winchester 3 Bedroom Apartments Under $4000 | $3,638 | $2,500 | $6,900 |
| Winchester 4 Bedroom Apartments Under $4000 | $4,312 | $1,000 | $6,375 |
| Winchester 5 Bedroom Apartments | $6,259 | $4,500 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,261 | $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
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
Getting Around Winchester, MA
Walk Score®
71 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
67 / 100
Bikeable
Some bike infrastructure
Transit Score®
1 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Winchester
How much are Studio apartments in Winchester?
There are currently 102 Studio Apartments in Winchester with rent ranges from $1,650 to $2,871 with an average price of $2,150.
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 $2,599.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $2,100 to $4,880. Today's average rental price for Two Bedrooms here is $3,202.
How expensive are Winchester Three Bedroom Apartments?
There are currently 123 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,900 - averaging $3,638 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.
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.