close
View Me
$4,650
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,650
Total Monthly Price
$4,650
30 Adams St, Unit 1
30 Adams StMedford, MA 02155
Apartments for Rent in Winchester, MA (651 Rentals) Page 3 of 14
close
View Me
$3,150
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
108 W Quincy St, Unit 1
108 W Quincy StSomerville, MA 02144
close
View Me
$5,550
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,550
Total Monthly Price
$5,550
24 Chetwynd Rd, Unit 1
24 Chetwynd RdSomerville, MA 02144
close
View Me
$5,600
Total Monthly Price24 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
19 Sunset Rd, Unit 19-1
19 Sunset RdSomerville, MA 02144
close
View Me
$6,250
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,250
Total Monthly Price
$6,250
4 High St, Unit 1
4 High StSomerville, MA 02144
close
View Me
$7,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
59 Sunset Rd, Unit 2
59 Sunset RdSomerville, MA 02144
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
7 Court St, Unit 1-J
7 Court StWoburn, MA 01801
close
View Me
$4,150
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
106 W Adams St, Unit 1st floor
106 W Adams StSomerville, MA 02144
close
View Me
$4,150
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
117 Hillsdale Rd, Unit 1
117 Hillsdale RdSomerville, MA 02144
close
View Me
$5,450
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,450
Total Monthly Price
$5,450
24 Chetwynd Rd, Unit 1
24 Chetwynd RdSomerville, MA 02144
close
View Me
$5,600
Total Monthly Price24 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
19 Sunset Rd
19 Sunset RdSomerville, MA 02144
close
View Me
$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
7 Court St, Unit 1
7 Court StWoburn, MA 01801
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Mar 1, 2026Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
321 Alewife Brook Pky, Unit 1
321 Alewife Brook PkySomerville, MA 02144
close
View Me
$5,450
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,450
Total Monthly Price
$5,450
29 Chetwynd Rd, Unit 2
29 Chetwynd RdSomerville, MA 02144
close
View Me
$6,250
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,250
Total Monthly Price
$6,250
4 High St
4 High StSomerville, MA 02144
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
$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
14 Cotting St, Unit #3
14 Cotting StMedford, MA 02155
close
View Me
$2,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
78 Webster St, Unit #1
78 Webster StMedford, MA 02155
close
View Me
$6,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,500
Total Monthly Price
$6,500
25 Greenleaf Ave, Unit 2
25 Greenleaf AveMedford, MA 02155
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
53 Fairfax St, Unit 2
53 Fairfax StSomerville, MA 02144
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
110 W Quincy St, Unit #1
110 W Quincy StSomerville, MA 02144
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
12 Fairfax St, Unit 2
12 Fairfax StSomerville, MA 02144
close
View Me
$1,995
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,995
Total Monthly Price
$1,995
143 Pleasant St, Unit 1
143 Pleasant StWoburn, MA 01801
close
View Me
$2,599
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,599
Total Monthly Price
$2,599
34 Park Avenue Ext, Unit 34
34 Park Avenue ExtArlington, MA 02474
close
View Me
$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
2218 Mystic Valley Pky, Unit 2
2218 Mystic Valley PkyMedford, MA 02155
close
View Me
$4,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
190 North St, Unit 2
190 North StSomerville, MA 02144
close
View Me
$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
4 Center St, Unit 2
4 Center StWoburn, MA 01801
close
View Me
$3,400
Total Monthly Price11 Month Lease Term
3 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
7 Patrick St, Unit 2
7 Patrick StArlington, MA 02474
close
View Me
$4,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
86 Orchard St, Unit 1
86 Orchard StMedford, MA 02155
close
View Me
$5,800
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$5,800
Total Monthly Price
$5,800
132 George St, Unit 2
132 George StMedford, MA 02155
close
View Me
$3,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
165 Radcliffe Rd, Unit #169
165 Radcliffe RdBelmont, MA 02478
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2A
281 Alewife Brook PkySomerville, MA 02144
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
281 Alewife Brook Pky, Unit 2
281 Alewife Brook PkySomerville, MA 02144
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
190 North St, Unit 2
190 North StSomerville, MA 02144
close
View Me
$4,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
190 North St, Unit 2
190 North StSomerville, MA 02144
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
28 Madison St
28 Madison StMedford, MA 02155
close
View Me
$3,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
89 Hillsdale Rd, Unit 1
89 Hillsdale RdMedford, MA 02155
close
View Me
$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
62 Woods Ave, Unit 2
62 Woods AveSomerville, MA 02144
close
View Me
$4,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,300
Total Monthly Price
$4,300
190 North St, Unit 2
190 North StSomerville, MA 02144
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
56 Campbell St, Unit 56R
56 Campbell StWoburn, MA 01801
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 Belknap Street, Unit 1
12 Belknap StreetArlington, MA 02474
close
View Me
$3,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$3,900
Total Monthly Price
$3,900
89 Hillsdale Rd, Unit 1
89 Hillsdale RdMedford, MA 02155
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Oct 1Total Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
22 Scott St, Unit 1
22 Scott StWoburn, MA 01801
close
View Me
$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 10Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
13 Higgins St, Unit 1
13 Higgins StArlington, MA 02476
close
View Me
$3,500
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
44 Winter St, Unit 1
44 Winter StMedford, MA 02155
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
73 Gordon St, Unit 1
73 Gordon StSomerville, MA 02144
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 2T
62 Woods AveSomerville, MA 02144
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
$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
147 Pleasant St, Unit 4
147 Pleasant StWoburn, MA 01801
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
60 Hamilton St
60 Hamilton StMedford, MA 02155
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 | $2,253 | $1,550 | $2,829 |
| Winchester 1 Bedroom Apartments | $2,743 | $1,850 | $4,195 |
| Winchester 2 Bedroom Apartments | $3,222 | $1,995 | $5,050 |
| Winchester 3 Bedroom Apartments | $3,694 | $2,250 | $7,500 |
| Winchester 4 Bedroom Apartments | $4,761 | $3,200 | $5,890 |
| Winchester 5 Bedroom Apartments | $6,023 | $4,000 | $7,500 |
| Winchester 6 Bedroom Apartments | $7,285 | $5,945 | $8,670 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Winchester
Explore 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 $1,550 to $2,829 with an average price of $2,253.
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 $1,850 to $4,195 with an average monthly rent of $2,743.
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 $5,050. Today's average rental price for Two Bedrooms here is $3,222.
How expensive are Winchester Three Bedroom Apartments?
There are currently 156 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,250 to $7,500 - averaging $3,694 for the location.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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.
Kansas Citys Major Employers & the Best Places to Rent Near Them | A Local Expert Guide
Written by: Amber Kanuckel
Hey, there! I’m Amber, your ApartmentHomeLiving.com local expert for Kansas City, and I’m back with my recommendations for top employers in the area.
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.