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Rent Specials
$2,789 - $10,429
Plus Fees
1 to 3 Bedroom Apartments Available NowSanctuary Winchester North
25-35 River StWinchester, MA 01890
Apartments for Rent with Specials in the Winchester Highlands Neighborhood of Winchester, MA (8 Rentals)
Apartments in the Winchester Highlands area of Winchester with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.
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Rent Specials
$2,318 - $5,458
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,318 - $5,458
Total Monthly Price
$2,318 - $5,458
The Devon at Weiss Farm
168 Franklin StStoneham, MA 02180
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Rent Specials
$2,431 - $5,129
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,431 - $5,129
Total Monthly Price
$2,431 - $5,129
Hanover Stoneham
95 Maple StStoneham, MA 02180
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Rent Specials
$2,465 - $4,920
Total Monthly Price1 Month Lease Term
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,465 - $4,920
Total Monthly Price
$2,465 - $4,920
The Mave
225 Fallon RdStoneham, MA 02180
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.
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Rent Specials
$2,275 - $3,500
Plus Fees12 Month Lease Term
1 to 3 Bedroom Apartments Available NowMill Street Heights
59 Mill StWoburn, MA 01801
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Rent Specials
$2,895
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available Now48 Pleasant Street
48 Pleasant StStoneham, MA 02180
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Rent Specials
$1,950 - $2,150
Plus Fees12 Month Lease Term
1 Bedroom Apartments Available NowMill Street Gardens
57 Mill StWoburn, MA 01801
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Rent Specials
$2,895
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowLofts at 307 Main LLC
307 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.
Showing Results 1-8, Page 1 of 1
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 | $2,376 | $1,780 | $2,720 |
| Winchester Highlands 1 Bedroom Apartments | $2,753 | $1,850 | $4,195 |
| Winchester Highlands 2 Bedroom Apartments | $3,511 | $2,250 | $4,920 |
| Winchester Highlands 3 Bedroom Apartments | $4,323 | $2,700 | $6,900 |
| Winchester Highlands 4 Bedroom Apartments | $4,500 | $4,150 | $5,200 |
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 8 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.
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Top Winchester Apartments in the Winchester Highlands Area with Move-In Specials Ending Soon
Specials updated: 01-23-2026Take advantage of these move-in and rent specials that are ending soon for top Winchester Highlands, MA apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Sanctuary Winchester North
Receive ONE MONTH FREE when you move in by 1/15/2026. Restrictions apply, contact us for details.Expires 01-24-2026
The Mave
One Month Free!Expires 01-24-2026
Mill Street Heights
HALF MONTH FREE RENT on ALL 2 BED UNITS w/ Lease Start by Feb. 1st *Must meet qualifying lease terms & conditions* Specials subject to changeExpires 01-24-2026
The Devon at Weiss Farm
Now offering TWO MONTHS FREE! Discover why The Devon at Weiss Farm, proud recipient of the PRISM Award for Best Clubhouse, is the perfect place to call home. Contact us today!Expires 01-24-2026
Mill Street Gardens
1 MONTH FREE RENT on ALL VACANT UNITS w/ Lease Start by Feb. 1st *Must meet qualifying lease terms & conditions* Specials subject to changeExpires 01-24-2026
Hanover Stoneham
Actual monthly rental payments may vary and will be as described in the lease contract. Ask Leasing Agent for details. See full fee schedule here:Expires 01-24-2026
Lofts at 307 Main LLC
*Winter Promotion — for a limited time, new residents will receive $1,000 off their first month’s rent!* *Offer Details: Promotion: $1,000 off your first month’s rent Eligibility: New leases signed during the Winter Promotion period Promotion Period: Now through February 28, 2026 Move-In Date: Must move in by February 28, 2026Expires 02-28-2026
48 Pleasant Street
*Winter Promotion — for a limited time, new residents will receive $1,000 off their first month’s rent!* *Offer Details: Promotion: $1,000 off your first month’s rent Eligibility: New leases signed during the Winter Promotion period Promotion Period: Now through February 28, 2026 Move-In Date: Must move in by February 28, 2026Expires 02-28-2026
Newly Listed Move-In Specials offers for Apartments in Winchester Highlands, MA
Specials updated: 01-23-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Winchester Highlands, MA. Be sure to take advantage of some of the area’s top offers.
Lofts at 307 Main LLC
*Winter Promotion — for a limited time, new residents will receive $1,000 off their first month’s rent!* *Offer Details: Promotion: $1,000 off your first month’s rent Eligibility: New leases signed during the Winter Promotion period Promotion Period: Now through February 28, 2026 Move-In Date: Must move in by February 28, 2026Expires 02-28-2026
48 Pleasant Street
*Winter Promotion — for a limited time, new residents will receive $1,000 off their first month’s rent!* *Offer Details: Promotion: $1,000 off your first month’s rent Eligibility: New leases signed during the Winter Promotion period Promotion Period: Now through February 28, 2026 Move-In Date: Must move in by February 28, 2026Expires 02-28-2026
Mill Street Heights
HALF MONTH FREE RENT on ALL 2 BED UNITS w/ Lease Start by Feb. 1st *Must meet qualifying lease terms & conditions* Specials subject to changeExpires 01-24-2026
The Devon at Weiss Farm
Now offering TWO MONTHS FREE! Discover why The Devon at Weiss Farm, proud recipient of the PRISM Award for Best Clubhouse, is the perfect place to call home. Contact us today!Expires 01-24-2026
Mill Street Gardens
1 MONTH FREE RENT on ALL VACANT UNITS w/ Lease Start by Feb. 1st *Must meet qualifying lease terms & conditions* Specials subject to changeExpires 01-24-2026
Hanover Stoneham
Actual monthly rental payments may vary and will be as described in the lease contract. Ask Leasing Agent for details. See full fee schedule here:Expires 01-24-2026
Sanctuary Winchester North
Receive ONE MONTH FREE when you move in by 1/15/2026. Restrictions apply, contact us for details.Expires 01-24-2026
The Mave
One Month Free!Expires 01-24-2026
Frequently Asked Questions about Rent Specials Winchester Highlands Apartments
What is the Cheapest Rent Specials apartment in Winchester Highlands?
Currently the most affordable Rent Specials Apartment in Winchester Highlands is at Mill Street Gardens listed at $1,950.
How much is the average rent for a Rent Specials Winchester Highlands Apartment?
The average rent for a Rent Specials Apartment in Winchester Highlands is $3,637.
What is the largest Rent Specials Winchester Highlands Apartment for rent?
Today's Rent Specials apartment with the most square footage in Winchester Highlands is a 1,619 square feet unit starting from $2,789 at Sanctuary Winchester North.
What is the average size for Winchester Highlands Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Winchester Highlands is currently at 841 sq ft.
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