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Rent Specials
$2,437 - $21,162
Plus Fees
Studio to 3 Bedroom Apartments Available NowSanctuary Winchester West
416 Cambridge StWinchester, MA 01890
Luxury Apartments for Rent in Winchester, MA (321 Rentals)
The most luxurious Apartments in Winchester with high-end amenities, features, and finishes.
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Rent Specials
$2,575 - $7,697
Plus Fees
1 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
846 Main St
WinchesterMA01890
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$1,200 - $2,950
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now840-846 Massachusetts Ave
840 Massachusetts AveArlington, MA 02476
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$1,745 - $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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$1,850 - $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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Rent Specials
$2,175 - $3,200
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available Nov 7Stonehill Towers
5 Stonehill DrStoneham, MA 02180
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$2,195 - $3,295
Plus Fees
1 to 2 Bedroom Apartments Available NowTudor Glen Village
111 Locust StWoburn, MA 01801
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Rent Specials
$2,247 - $5,593
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,247 - $5,593
Total Monthly Price
$2,247 - $5,593
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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Rent Specials
$2,250 - $2,500
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available Nov 15GlenBrook Estates
200 Bedford RdWoburn, MA 01801
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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$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
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$2,380 - $2,800
Plus Fees1 Month Lease Term
Studio to 1 Bedroom Apartments Available Now44 Montvale Avenue
44 Montvale AveWoburn, MA 01801
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Rent Specials
$2,431 - $5,329
Plus Fees
Studio to 3 Bedroom Apartments Available NowHanover Stoneham
95 Maple StStoneham, MA 02180
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Rent Specials
$2,465 - $4,685
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,685
Total Monthly Price
$2,465 - $4,685
The Mave
225 Fallon RdStoneham, MA 02180
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$2,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Nov 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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$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Nov 15Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
17 Columbus Rd
17 Columbus RdWoburn, MA 01801
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 1, 2026Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
37 Pearl St, Unit 1st floor apt near Tufts
37 Pearl StMedford, MA 02155
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
110 W Quincy St, Unit #1
110 W Quincy StSomerville, MA 02144
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$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
110 W Quincy St, Unit 1
110 W Quincy StSomerville, MA 02144
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$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
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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$2,500
Total Monthly Price9 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
110 W Quincy St, Unit 1
110 W Quincy StSomerville, MA 02144
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$2,505 - $3,446
Plus Fees
1 to 2 Bedroom Apartments Available NowWashington Crossing Apartments
55 Cedar StWoburn, MA 01801
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$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
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$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
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$2,600
Total Monthly Price10 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
69 Raymond Ave, Unit 1
69 Raymond AveSomerville, MA 02144
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$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
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$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
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$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
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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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$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
379 Main St, Unit Main Street Woburn MA
379 Main StWoburn, MA 01801
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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$2,621 - $4,476
Plus Fees
Studio to 2 Bedroom Apartments Available NowBrigham Square Apartments
30 Mill StArlington, MA 02476
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$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
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$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
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$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
8 Madison St, Unit 1
8 Madison StMedford, MA 02155
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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
26 Marshall St, Unit 1
26 Marshall StMedford, MA 02155
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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
186 Powder House Blvd, Unit 2
186 Powder House BlvdSomerville, MA 02144
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total 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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$2,800
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
9 Irving St, Unit 2
9 Irving StMedford, MA 02155
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 10Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
13 Higgins St, Unit 1
13 Higgins StArlington, MA 02476
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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
53 Oakland St
53 Oakland StMedford, MA 02155
The Art of the Rental Viewing: What to look for during a property tour
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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
33 Irvington Rd
33 Irvington RdSomerville, MA 02144
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$2,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,800
Total Monthly Price
$2,800
245 Main St, Unit 2
245 Main StWoburn, MA 01801
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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
44 Greenleaf Ave, Unit 1
44 Greenleaf AveMedford, MA 02155
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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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$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
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$2,850
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,850
Total Monthly Price
$2,850
2218 Mystic Valley Pky, Unit #1
2218 Mystic Valley PkyMedford, MA 02155
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$2,875
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,875
Total Monthly Price
$2,875
27 Holton St, Unit 1
27 Holton StMedford, MA 02155
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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
82 North St, Unit 2
82 North StMedford, MA 02155
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$2,900
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total 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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$2,900
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
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $2,166 | $1,200 | $2,829 |
| Winchester Luxury 1 Bedroom Apartments | $2,669 | $1,395 | $4,195 |
| Winchester Luxury 2 Bedroom Apartments | $3,230 | $2,195 | $5,999 |
| Winchester Luxury 3 Bedroom Apartments | $3,682 | $2,500 | $6,900 |
| Winchester Luxury 4 Bedroom Apartments | $4,567 | $3,000 | $8,000 |
| Winchester 5 Bedroom Apartments | $6,161 | $4,000 | $9,300 |
| Winchester 6 Bedroom Apartments | $7,089 | $5,945 | $8,450 |
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
Winchester, MA Local Guide
- Winchester Neighborhoods
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Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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How much rent can you afford?
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See the most popular apartments and homes in Winchester, MA
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 104 Studio Apartments in Winchester with rent ranges from $1,200 to $2,829 with an average price of $2,166.
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 $2,669.
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 $5,999. Today's average rental price for Two Bedrooms here is $3,230.
How expensive are Winchester Three Bedroom Apartments?
There are currently 153 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,900 - averaging $3,682 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.