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$7,000
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$7,000
Total Monthly Price
$7,000
59 Sunset Rd, Unit 2
59 Sunset RdSomerville, MA 02144
Luxury Apartments for Rent in Winchester, MA (293 Rentals) Page 5 of 6
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.
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$7,350
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,350
Total Monthly Price
$7,350
120 Jerome St, Unit 120 Jerome Street
120 Jerome StMedford, MA 02155
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$7,350
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 1, 2026Total Monthly Price
Base Rent
$7,350
Total Monthly Price
$7,350
120 Jerome St
120 Jerome StMedford, MA 02155
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$7,700
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,700
Total Monthly Price
$7,700
174 Fulton St
174 Fulton StMedford, MA 02155
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$7,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
17 Tesla Ave
17 Tesla AveMedford, MA 02155
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$7,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$7,800
Total Monthly Price
$7,800
17 Tesla Ave, Unit 2
17 Tesla AveMedford, MA 02155
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$8,100
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$8,100
Total Monthly Price
$8,100
17 Tesla Ave, Unit #2
17 Tesla AveMedford, MA 02155
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$8,437
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$8,437
Total Monthly Price
$8,437
80 Curtis St, Unit 1
80 Curtis StSomerville, MA 02144
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Rent Specials
$2,395 - $3,403
Plus Fees
1 to 2 Bedroom Apartments Available NowWashington Crossing Apartments
55 Cedar StWoburn, MA 01801
28 Cornell St
ArlingtonMA02474
82 Conwell Ave
SomervilleMA02144
269 Cambridge Rd
WoburnMA01801
1 Old Colony Ln
ArlingtonMA02476
42 Irving St
MedfordMA02155
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$2,650
Plus Fees
1 Bedroom Apartments Available Feb 2, 2026385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
66 Auburn St
MedfordMA02155
7 High St
SomervilleMA02144
79 Franklin St
StonehamMA02180
192 Brookside Pkwy
MedfordMA02155
63 Bow St
ArlingtonMA02474
400 Massachusetts Ave
ArlingtonMA02474
6 Gould St
StonehamMA02180
25 Laurel St
ArlingtonMA02476
29 Garfield Ave
WoburnMA01801
5 Curve St
LexingtonMA02420
50 Temple St
SomervilleMA02145
88 Quincy St
MedfordMA02155
932 Massachusetts Ave
ArlingtonMA02476
27 Holton St
MedfordMA02155
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723 Fellsway
MedfordMA02155
60 Auburn St
MedfordMA02155
129 Madison Ave
ArlingtonMA02474
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1 Stonehill Dr
StonehamMA02180
36 Stevens St
StonehamMA02180
52 Winter St
MedfordMA02155
34 Grafton St
ArlingtonMA02474
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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
186 Powder House Blvd
SomervilleMA02144
224 Park St
StonehamMA02180
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69 Raymond Ave
SomervilleMA02144
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$3,100
Plus Fees
2 Bedroom Apartments Available Now385 Massachusetts Ave
385 Massachusetts AveArlington, MA 02474
23 Wellington St
ArlingtonMA02476
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$3,200
Plus Fees12 Month Lease Term
3 Bedroom Apartments Available Now110 Sharon St
110 Sharon StMedford, MA 02155
22 Dearborn St
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 Luxury Studio Apartments | $2,150 | $1,650 | $2,871 |
| Winchester Luxury 1 Bedroom Apartments | $2,599 | $1,295 | $4,195 |
| Winchester Luxury 2 Bedroom Apartments | $3,202 | $2,100 | $4,880 |
| Winchester Luxury 3 Bedroom Apartments | $3,638 | $2,500 | $6,900 |
| Winchester Luxury 4 Bedroom Apartments | $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.
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Written by: Christine Leonard, Esq.
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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.