close
View Me
Rent Specials
$3,098 - $11,890
Plus Fees
1 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
Luxury Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (69 Rentals)
The most luxurious Apartments in the Winchester Highlands area of Winchester with high-end amenities, features, and finishes.
close
View Me
$4,150
Total Monthly Price17 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$4,150
Total Monthly Price
$4,150
10 Webster St, Unit 1, Unit 1
10 Webster StWinchester, MA 01890
200 Swanton St, Unit #303, Unit #303
200 Swanton St
WinchesterMA01890
2 George Rd
WinchesterMA01890
5 Sheridan Cir, Unit 5, Unit 5
5 Sheridan Cir
WinchesterMA01890
9 Mt Vernon St
WinchesterMA01890
26 Lebanon St
WinchesterMA01890
10-12-12 Webster St
WinchesterMA01890
31 Irving St
WinchesterMA01890
8 Richardson St
WinchesterMA01890
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
18 Grant Rd
WinchesterMA01890
31 Fells Rd
WinchesterMA01890
34 Glen Rd
WinchesterMA01890
200 Swanton St, Unit 635, Unit 635
200 Swanton St
WinchesterMA01890
200 Swanton St, Unit 237, Unit 237
200 Swanton St
WinchesterMA01890
close
View Me
Rent Specials
$2,467 - $5,022
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,467 - $5,022
Total Monthly Price
Varies
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
close
View Me
Rent Specials
$2,141 - $5,251
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,141 - $5,251
Total Monthly Price
Varies
Hanover Stoneham
95 Maple StStoneham, MA 02180
close
View Me
$2,715 - $5,440
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,715 - $5,440
Total Monthly Price
Varies
The Mave
225 Fallon RdStoneham, MA 02180
close
View Me
$2,380 - $2,800
Plus Fees1 Month Lease Term
Studio to 1 Bedroom Apartments Available Now44 Montvale Avenue
44 Montvale AveWoburn, MA 01801
close
View Me
$2,050 - $3,075
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Contact Us For AvailabilityMill Street Heights
59 Mill StWoburn, MA 01801
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.
close
View Me
Rent Specials
$1,950 - $2,700
Plus Fees12 Month Lease Term
1 to 2 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
close
View Me
$3,011 - $4,879
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,011 - $4,879
Total Monthly Price
Varies
Alta Clara
21 Executive DrStoneham, MA 02180
close
View Me
$3,000
Plus Fees
2 Bedroom Apartments Available Now79 Montvale Ave
79 Montvale AveWoburn, MA 01801
close
View Me
$2,650
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$2,650
Total Monthly Price
$2,650
538 Main St, Unit 2, Unit 2
538 Main StStoneham, MA 02180
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Jun 15Total Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
21 Davis St, Unit 2, Unit 2
21 Davis 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
159 Main St
159 Main StStoneham, MA 02180
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
8 Eastern Ave, Unit 1st floor, Unit 1st floor
8 Eastern AveWoburn, MA 01801
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
68 Pleasant St, Unit #1, Unit #1
68 Pleasant StStoneham, MA 02180
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jul 1Total Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
14 Salem St, Unit 3, Unit 3
14 Salem StWoburn, MA 01801
close
View Me
$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, Unit 3
286 Main StWoburn, MA 01801
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.
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
16 Kilby St, Unit 3, Unit 3
16 Kilby StWoburn, MA 01801
close
View Me
$3,695
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,695
Total Monthly Price
$3,695
107 Belle Ave
107 Belle AveMedford, MA 02155
289 Elm St, Unit 14, Unit 14
289 Elm St
MedfordMA02155
289 Elm St, Unit 1, Unit 1
289 Elm St
MedfordMA02155
39 Cottage St, Unit 1, Unit 1
39 Cottage St
StonehamMA02180
40 Sturges St, Unit 1, Unit 1
40 Sturges St
MedfordMA02155
151 Walsh St
MedfordMA02155
11 Garfield Ave
WoburnMA01801
476 Fulton St
MedfordMA02155
476 Fulton St
MedfordMA02155
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
476 Fulton St
MedfordMA02155
480 Fulton St, Unit 478, Unit 478
480 Fulton St
MedfordMA02155
36 Gould St
StonehamMA02180
476 Fulton St, Unit 476, Unit 476
476 Fulton St
MedfordMA02155
64 Newcomb Rd
StonehamMA02180
close
View Me
$12,464
Total Monthly Price
5 Bedroom Apartments Available Aug 10Total Monthly Price
Base Rent
$11,858
Required Monthly Fees
$606
Total Monthly Price
$12,464
3 Chapel Way, Unit SI ID1387521P
3 Chapel WayStoneham, MA 02180
16 Kilby St
WoburnMA01801
550 Main St
WoburnMA01801
198 Franklin St
StonehamMA02180
137 Franklin St
StonehamMA02180
Winchester Highlands, 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 Highlands?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Highlands Studio Apartments | $2,329 | $1,500 | $2,700 |
| Winchester Highlands 1 Bedroom Apartments | $2,920 | $1,700 | $4,365 |
| Winchester Highlands 2 Bedroom Apartments | $3,519 | $2,250 | $5,440 |
| Winchester Highlands 3 Bedroom Apartments | $4,484 | $3,500 | $5,573 |
| Winchester Highlands 4 Bedroom Apartments | $3,650 | $3,100 | $4,150 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 69 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
See all Apartments in WinchesterExplore Winchester
Let everyone know!
Do you know the Winchester Highlands area?
If you’re an expert on all things Winchester Highlands, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Frequently Asked Questions about Winchester Highlands
How much are Studio apartments in Winchester Highlands?
There are currently 39 Studio Apartments in Winchester Highlands with rent ranges from $1,500 to $2,700 with an average price of $2,329.
What is the current price range for One Bedroom Winchester Highlands Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester Highlands ranges from $1,700 to $4,365 with an average monthly rent of $2,920.
What does renting a Two Bedroom Apartment in Winchester Highlands cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester Highlands range from $2,250 to $5,440. Today's average rental price for Two Bedrooms here is $3,519.
How expensive are Winchester Highlands Three Bedroom Apartments?
There are currently 15 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $3,500 to $5,573 - averaging $4,484 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.
A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!
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
Written by: Amelia Ramstead
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
A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.