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$4,750
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,750
Total Monthly Price
$4,750
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
Apartments for Rent in Winchester, MA (559 Rentals) Page 2 of 12
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$4,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,800
Total Monthly Price
$4,800
288 Boston Ave, Unit 3
288 Boston AveMedford, MA 02155
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$2,300
Total Monthly Price12 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
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$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
17 Columbus Rd
17 Columbus RdWoburn, MA 01801
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
14 Massachusetts Ave, Unit 2 Bedroom 1 bath Apt
14 Massachusetts AveLexington, MA 02420
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$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
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$2,700
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
124 Forest St, Unit 3
124 Forest StMedford, MA 02155
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$2,300
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
10 Pine St, Unit 2
10 Pine StArlington, MA 02474
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
11 Garfield Ave, Unit 1
11 Garfield AveWoburn, MA 01801
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$2,800
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
1 Saint Clare Rd, Unit 4
1 Saint Clare RdMedford, MA 02155
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$2,483
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,483
Total Monthly Price
$2,483
139 Alewife Brook Pky, Unit 1
139 Alewife Brook PkySomerville, MA 02144
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$2,978
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,978
Total Monthly Price
$2,978
139B Alewife Brook Pky, Unit 2
139B Alewife Brook PkySomerville, MA 02144
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$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
14 Dow St, Unit 2F
14 Dow StSomerville, MA 02144
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$6,750
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,750
Total Monthly Price
$6,750
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
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$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
10 Arizona Ter, Unit 4
10 Arizona TerArlington, MA 02474
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$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
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$4,050
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
119 Burget Ave, Unit 2
119 Burget AveMedford, MA 02155
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available May 31, 2026Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
100 W Adams St, Unit 2
100 W Adams StSomerville, MA 02144
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$2,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
8 Cross St, Unit 1
8 Cross StWoburn, MA 01801
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$2,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
18 Moulton Rd, Unit 2
18 Moulton RdArlington, MA 02476
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$4,050
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
117 Burget Ave
117 Burget AveMedford, MA 02155
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$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
8 Eastern Ave, Unit Thirdfloor
8 Eastern AveWoburn, MA 01801
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$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
39 Wildwood Ave, Unit 39 Wildwood
39 Wildwood AveArlington, MA 02476
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$4,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Nov 15Total Monthly Price
Base Rent
$4,500
Total Monthly Price
$4,500
14 Quincy St
14 Quincy StMedford, MA 02155
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$2,900
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
49 Conwell Ave, Unit #2
49 Conwell AveSomerville, MA 02144
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$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
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
48 Summer St, Unit 1
48 Summer StMedford, MA 02155
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$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
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$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
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$2,900
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,900
Total Monthly Price
$2,900
25 Laurel St, Unit 25 Laurel St.
25 Laurel StArlington, MA 02476
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$6,375
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$6,375
Total Monthly Price
$6,375
14 Dow St, Unit 2
14 Dow StSomerville, MA 02144
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$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
21 Franklin St, Unit 1FRT
21 Franklin StWoburn, MA 01801
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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
8 Cross St
8 Cross StWoburn, MA 01801
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$3,695
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,695
Total Monthly Price
$3,695
94 North St, Unit 1
94 North StSomerville, MA 02144
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$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
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$3,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
50 Marion Rd, Unit 1
50 Marion RdArlington, MA 02474
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$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
10 Fairmount St, Unit 1
10 Fairmount StMedford, MA 02155
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$3,795
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,795
Total Monthly Price
$3,795
94 North St, Unit 1
94 North StSomerville, MA 02144
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$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
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$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
234 Fulton St, Unit 1
234 Fulton StMedford, MA 02155
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$4,400
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,400
Total Monthly Price
$4,400
100 W Adams St, Unit 100
100 W Adams StSomerville, MA 02144
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$8,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,000
Total Monthly Price
$8,000
19 Shirley Rd, Unit 19
19 Shirley RdMedford, MA 02155
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$3,695
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$3,695
Total Monthly Price
$3,695
94 North St, Unit 1
94 North StSomerville, MA 02144
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$3,795
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,795
Total Monthly Price
$3,795
94 North St, Unit 1
94 North StSomerville, MA 02144
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$4,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,200
Total Monthly Price
$4,200
102 W Adams St, Unit 2
102 W Adams StSomerville, MA 02144
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$3,300
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
167 Sharon St
167 Sharon StMedford, MA 02155
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$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
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
72 Marshall St, Unit 3
72 Marshall StMedford, MA 02155
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$4,050
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$4,050
Total Monthly Price
$4,050
119 Burget Ave, Unit 2
119 Burget AveMedford, MA 02155
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$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
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 | $2,138 | $1,200 | $2,829 |
| Winchester 1 Bedroom Apartments | $2,635 | $1,395 | $4,195 |
| Winchester 2 Bedroom Apartments | $3,241 | $2,195 | $5,500 |
| Winchester 3 Bedroom Apartments | $3,654 | $2,500 | $6,900 |
| Winchester 4 Bedroom Apartments | $4,468 | $3,000 | $8,000 |
| Winchester 5 Bedroom Apartments | $6,144 | $4,000 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,147 | $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
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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 105 Studio Apartments in Winchester with rent ranges from $1,200 to $2,829 with an average price of $2,138.
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 $1,395 to $4,195 with an average monthly rent of $2,635.
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 $5,500. Today's average rental price for Two Bedrooms here is $3,241.
How expensive are Winchester Three Bedroom Apartments?
There are currently 144 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,900 - averaging $3,654 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.
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.