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Rent Specials
$1,950 - $2,450
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
Apartments for Rent in Winchester, MA Under $4,000 (260 Rentals) Page 4 of 6
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$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
157 Franklin St, Unit #B2
157 Franklin StStoneham, MA 02180
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$1,895
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,895
Total Monthly Price
$1,895
37 Arlington St, Unit 1R
37 Arlington StWoburn, MA 01801
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$1,800 - $2,600
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowOld Colony Apartments
1-17 Old Colony LnArlington, MA 02476
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$1,750 - $2,525
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowLeisure Lane Apartments
100 Leisure LnStoneham, MA 02180
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$1,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,750
Total Monthly Price
$1,750
52 West St, Unit #19
52 West StMedford, MA 02155
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Rent Specials
$1,650 - $2,550
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowBrattle Drive Apartments
0-12 Brattle DrArlington, MA 02474
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$1,295
Total Monthly Price5 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,295
Total Monthly Price
$1,295
34 Capen St, Unit 2
34 Capen StMedford, MA 02155
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$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
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$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
1540 Mystic Valley Pkwy
MedfordMA02155
28 Howard St
ArlingtonMA02476
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$3,800
Plus Fees
4 Bedroom Apartments Available Now26-28-28 Howard St
26-28-28 Howard StArlington, MA 02476
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$3,750
Plus Fees
3 Bedroom Apartments Available Jun 1, 2026258 Boston Ave
258 Boston AveMedford, MA 02155
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$3,700
Plus Fees
3 Bedroom Apartments Available Jun 1, 202649 Conwell Ave
49 Conwell AveSomerville, MA 02144
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$3,700
Plus Fees
4 Bedroom Apartments Available Jun 1, 2026248 Powder House Blvd
248 Powder House BlvdSomerville, MA 02144
12 Park Pl
ArlingtonMA02474
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$3,600
Plus Fees
3 Bedroom Apartments Available Jun 1, 202643 Orchard St
43 Orchard StMedford, MA 02155
28 Pitcher Ave
MedfordMA02155
65 Conwell Ave
SomervilleMA02144
148 George St
MedfordMA02155
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35 Dearborn St
MedfordMA02155
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$3,400
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now7 Patrick St
7 Patrick StArlington, MA 02474
25 Clark St
ArlingtonMA02476
42 School St
ArlingtonMA02476
489 Main St
StonehamMA02180
79 Conwell Ave
SomervilleMA02144
7 Davis St
WoburnMA01801
267 Boston Ave
MedfordMA02155
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22 Dearborn St
MedfordMA02155
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$3,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now110 Sharon St
110 Sharon StMedford, MA 02155
23 Wellington St
ArlingtonMA02476
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$3,100
Plus Fees
2 Bedroom Apartments Available Now385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
69 Raymond Ave
SomervilleMA02144
36 Stevens St
StonehamMA02180
34 Grafton St
ArlingtonMA02474
52 Winter St
MedfordMA02155
186 Powder House Blvd
SomervilleMA02144
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$3,000
Plus Fees
2 Bedroom Apartments Available Now26-28-28 Howard St
26-28-28 Howard StArlington, MA 02476
26 Howard St
ArlingtonMA02476
50 Marion Rd
ArlingtonMA02474
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$3,000
Plus Fees
2 Bedroom Apartments Available Now186 Powder House Blvd
186 Powder House BlvdSomerville, MA 02144
224 Park St
StonehamMA02180
1 Stonehill Dr
StonehamMA02180
129 Madison Ave
ArlingtonMA02474
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723 Fellsway
MedfordMA02155
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.
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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 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.
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Written by: Amelia Ramstead
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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
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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.