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Apartments and Houses for Rent in Winchester, MA | Realty.com

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Start here

Homes for sale by state
Home buying tips
Before you start looking
The buying timeline

Afford it

Today's mortgage rates
Mortgage calculator
How much can I afford?
Get pre-approved

Make the deal

Writing a winning offer
Inspections & appraisals
Closing costs, itemized
Find a buyer's agent

Sell

Selling Options

What's my home worth?
Compare selling options
Get an instant cash offer
Buy before you sell

Resources

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When should I sell?
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Pricing your home
What's worth fixing first
Find a seller's agent

Home Loans

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Residential
Commercial

28 listings

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Apartments and Houses for Rent in Winchester, MA

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24 of 28 Listings

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24 of 28 Listings

Apartments and Houses for Rent in Winchester, MA

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24 of 28 Listings

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Apartments and Houses for Rent in Winchester, MA

24 of 28 Listings

Active

$2,395/mo

2 bd · 1 ba · 900 sqft

624 Main Street #3, Winchester, MA

Kristine Welch · Greater Metropolitan R. E.

27Active

$4,200/mo

3 bd · 3 ba · 1,835 sqft

171 Swanton St #79, Winchester, MA

Noha Soliman · Leading Edge Real Estate

11Active

$2,750/mo

2 bd · 1 ba · 1,100 sqft

238 Washington St #1, Winchester, MA

Michelle Li · PWK Realty LLC

24Active

$3,600/mo

3 bd · 2 ba · 1,600 sqft

38-40 Florence Street #2, Winchester, MA

WINN Rental Team · WINN Real Estate & Consulting

Price Reduced11Active

$2,500/mo

2 bd · 1 ba · 800 sqft

200 Swanton St #635, Winchester, MA

Joan Powell · REMAX Andrew Realty Services

23Active

$4,500/mo

4 bd · 3 ba · 1,719 sqft

258 Cross Street #0, Winchester, MA

Justin Blankenship · Fiv Realty Co

16Active

$3,200/mo

3 bd · 2 ba · 0 sqft

5 Quigley Court #1, Winchester, MA

Anna Mean · AC Realty

18Active

$4,500/mo

3 bd · 4 ba · 1,520 sqft

5A Euclid Ave #5a, Winchester, MA

Domingo Medina · Coldwell Banker Realty - Lexington

Price Reduced29Active

$2,500/mo

2 bd · 1 ba · 793 sqft

22 Salem St. #1, Winchester, MA

The Moving Greater Boston Team · Berkshire Hathaway HomeServices Warren Residential

Price Reduced19Active

$3,500/mo

2 bd · 2 ba · 1,150 sqft

7 Conant #19, Winchester, MA

Ides Figueiredo · Coldwell Banker Realty - Brookline

18Active

$3,500/mo

3 bd · 2 ba · 968 sqft

34 Charles Road #34, Winchester, MA

WINN Rental Team · WINN Real Estate & Consulting

Price Reduced35Active

$3,900/mo

2 bd · 2 ba · 1,170 sqft

666 Main #310, Winchester, MA

Darryl E. Brian · RE/MAX Bentley's

16Active

$1,878/mo

0 bd · 1 ba · 397 sqft

200 Swanton St #708, Winchester, MA

Joan Powell · REMAX Andrew Realty Services

Price Reduced28Active

$3,250/mo

2 bd · 3 ba · 1,461 sqft

60 Lake Street #J, Winchester, MA

Shannon Jenkins · RE/MAX Realty Experts

Price Reduced12Active

$3,650/mo

3 bd · 3 ba · 1,367 sqft

52 Sheridan Circle #52, Winchester, MA

Robin Griffiths · J. Mulkerin Realty

31Active

$3,000/mo

2 bd · 1 ba · 810 sqft

200 Swanton Street #T35, Winchester, MA

Nuri Tirana · Tirana Real Estate Group

Price Reduced16Active

$2,900/mo

2 bd · 2 ba · 1,025 sqft

666 Main St #208, Winchester, MA

Pirani & Wile Group · Gibson Sotheby's International Realty

41Active

$11,500/mo

5 bd · 3 ba · 4,132 sqft

10 Bellevue Avenue, Winchester, MA

Kim Covino & Co. Team · Compass

18Active

$3,895/mo

2 bd · 1 ba · 1,320 sqft

77 Church Street #a, Winchester, MA

Catherine Albiani · Better Homes and Gardens Real Estate - The Shanahan Group

Price Reduced28Active

$3,100/mo

2 bd · 2 ba · 1,200 sqft

7 Ridge Street #0, Winchester, MA

Shannon Jenkins · RE/MAX Realty Experts

Price Reduced12Active

$3,350/mo

3 bd · 2 ba · 1,620 sqft

28 East St #28, Winchester, MA

Jennifer Zhao · HMW Real Estate, LLC

Price Reduced37Active

$4,850/mo

5 bd · 2 ba · 2,174 sqft

79 Bacon St #79, Winchester, MA

Gayle Winters & Co. Team · Compass

Price Reduced38Active

$6,000/mo

3 bd · 3 ba · 2,443 sqft

25 Berkshire Dr, Winchester, MA

McCaul & Mounsif Real Estate Group · McCaul & Mounsif Real Estate Group LLC

Price Reduced31Active

$3,300/mo

2 bd · 2 ba · 1,967 sqft

10-12 Webster St #1, Winchester, MA

Ryan Kelly · Real Broker MA, LLC

1 2

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-11-14 08:05:00 UTC

Winchester, MA community profile

Area: 6.5 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-11-14 08:05:00 UTC

Winchester, MA community profile

Area: 6.5 sq. mi.

Source: HJN community data