Apartments for Rent in the Winchester Highlands Neighborhood of Winchester, MA (177 Rentals) Page 4 of 4

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1 to 2 Bedroom Apartments

33 Center St

33 Center StWoburn, MA 01801

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Studio Apartments

59 Winn St

59 Winn StWoburn, MA 01801

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Studio Apartments

85 Pleasant St

85 Pleasant StWoburn, MA 01801

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Studio Apartments

26 Franklin St

26 Franklin StWoburn, MA 01801

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Studio Apartments

79-81 Winn St

79-81 Winn StWoburn, MA 01801

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1 Bedroom Apartments

627 Main St

627 Main StWoburn, MA 01801

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Studio Apartments

628 Main St

628 Main StWoburn, MA 01801

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Studio Apartments

632 Main St

632 Main StWoburn, MA 01801

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Studio Apartments

Bradford Condominiums

80 N Warren StWoburn, MA 01801

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Studio Apartments

Place Lane

10-489 Place LnWoburn, MA 01801

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1 Bedroom Apartments

667 Main St

667 Main StWoburn, MA 01801

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1 Bedroom Apartments

Elmwood Apartments

2 Elmwood AveWinchester, MA 01890

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1 to 4 Bedroom Apartments

Mountain View Terrace

27 Mountain View DrStoneham, MA 02180

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Studio Apartments

29-55 Palmer St

29-55 Palmer StWinchester, MA 01890

Senior Living

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1 to 2 Bedroom Apartments

411 Main St

411 Main StStoneham, MA 02180

Utilities Included

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1 to 3 Bedroom Apartments

Lakeside University Apartments

48 Lake AveWoburn, MA 01801

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2 Bedroom Apartments

47 Prospect St

47 Prospect StWoburn, MA 01801

Utilities Included

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2 Bedroom Apartments

48 Pleasant Street

48 Pleasant StStoneham, MA 02180

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1 to 2 Bedroom Apartments

30 Pomeworth Street

30 Pomeworth StStoneham, MA 02180

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1 Bedroom Apartments

Woburn Housing

59 Campbell StWoburn, MA 01801

Senior Living

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2 Bedroom Apartments

Lofts at 307 Main LLC

307 Main StWoburn, MA 01801

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2 Bedroom Apartments

12 Montvale Ave

12 Montvale AveWoburn, MA 01801

Utilities Included

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Studio Apartments

38-50 Washington St

38-50 Washington StStoneham, MA 02180

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Studio to 2 Bedroom Apartments

Stoneham House

180-222 Central StStoneham, MA 02180

Utilities Included

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1 Bedroom Apartments

71-73 Winn St

71-73 Winn StWoburn, MA 01801

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1 to 2 Bedroom Apartments

Colonial Court

132-136 Main StStoneham, MA 02180

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Studio Apartments

Kilby Manor Apartments

39 Kilby StWoburn, MA 01801

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Showing Results 151-177, Page 4 of 4

Winchester Highlands, Winchester, MA Local Guide

Apartments for rent in Winchester Highlands, MA

How much does it cost to rent an apartment in Winchester Highlands?

Bedroom	Average Price	Cheapest Price	Highest Price
Winchester Highlands Studio Apartments	$2,420	$1,850	$2,964
Winchester Highlands 1 Bedroom Apartments	$2,977	$1,695	$4,070
Winchester Highlands 2 Bedroom Apartments	$3,558	$2,100	$5,441
Winchester Highlands 3 Bedroom Apartments	$4,830	$3,200	$6,471
Winchester Highlands 4 Bedroom Apartments	$3,866	$3,700	$4,200

How much does it cost to rent a home in Winchester Highlands?

Bedroom	Average Price	Cheapest Price	Highest Price
2 Bedroom Homes	$2,984	$2,300	$4,200
3 Bedroom Homes	$4,441	$2,900	$6,500
4 Bedroom Homes	$5,040	$4,000	$6,000
5 Bedroom Homes	$8,415	$4,950	$10,000+
6 Bedroom Homes	$7,500	$7,500	$7,500

Browse Apartments in this Neighborhood

There are currently 177 rentals with your search options within a 2 mile radius of the Winchester Highlands Neighborhood of Winchester, MA.

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Frequently Asked Questions about Winchester Highlands

What is the current pricing and availability for apartments for rent in the Winchester Highlands area of Winchester, MA?

As of today, August 30, 2026, there are currently 177 available Winchester Highlands apartments priced from $1,695 to $19,900, with an average monthly rent of $3,314.

How much are Studio apartments in Winchester Highlands?

There are currently 41 Studio Apartments in Winchester Highlands with rent ranges from $1,850 to $2,964 with an average price of $2,420.

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 $1,695 to $4,070 with an average monthly rent of $2,977.

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 $2,100 to $5,441. Today's average rental price for Two Bedrooms here is $3,558.

How expensive are Winchester Highlands Three Bedroom Apartments?

There are currently 16 Three Bedroom Apartments listings available in Winchester Highlands on ApartmentHomeLiving.com. The pricing ranges from $3,200 to $6,471 - averaging $4,830 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.