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Realty.com
Buy

Start here

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

Afford it

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  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

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  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
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    Sell

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    • Compare selling options
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    • Buy before you sell

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    5 Bedroom Homes in Weston, MA
    10 listings

    5 Bedroom Homes in Weston, MA

    5 Bedroom Homes in Weston, MA

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    10 Listings
    Map

    5 Bedroom Homes in Weston, MA

    10 Listings

    1. 1 Cabin Rd — photo2Active

    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    $5,850,000

    5 bd · 6 ba · 4,252 sqft

    1 Cabin Rd, Weston, MA

    Maggie Gold Seelig · MGS Group Real Estate LTD

  • 25 Holly Cir — photo33Active

    $6,680,000

    5 bd · 9 ba · 7,766 sqft

    25 Holly Cir, Weston, MA

    Team Coyle · Compass

  • 32 Perry Lane — photoPrice Reduced41Active

    $3,495,000

    5 bd · 8 ba · 7,250 sqft

    32 Perry Lane, Weston, MA

    Jodie Zinna · Coldwell Banker Realty - Wellesley

  • 15 Brown Street — photoPrice Reduced36Active

    $6,490,000

    5 bd · 9 ba · 10,819 sqft

    15 Brown Street, Weston, MA

    Mizner + Montero · Gibson Sotheby's International Realty

  • 10 Hitching Post Lane — photo42Active

    $5,995,000

    5 bd · 7 ba · 8,860 sqft

    10 Hitching Post Lane, Weston, MA

    Denise Mosher · Coldwell Banker Realty - Weston

  • 82 Deer Path Ln — photo41Active

    $6,495,000

    5 bd · 8 ba · 8,329 sqft

    82 Deer Path Ln, Weston, MA

    Jonathan Caldwell · ACRE Property Advisors LLC

  • 451 Wellesley St — photo28Active

    $4,800,000

    5 bd · 7 ba · 12,144 sqft

    451 Wellesley St, Weston, MA

    Yang Liu · Weston Realty LLC

  • 11 Hillcrest Road — photoPrice ReducedOpen house Sat, Oct 10 · 1:30 PM42Active

    $3,150,000

    5 bd · 4 ba · 5,285 sqft

    11 Hillcrest Road, Weston, MA

    Denise Mosher · Coldwell Banker Realty - Weston

  • 568 Wellesley St — photoPrice Reduced38Active

    $4,388,000

    5 bd · 7 ba · 8,844 sqft

    568 Wellesley St, Weston, MA

    Rose Hall · Blue Ocean Realty, LLC

  • 70 Possum Rd — photoPrice Reduced42Active

    $9,990,000

    5 bd · 10 ba · 11,352 sqft

    70 Possum Rd, Weston, MA

    Rose Hall · Blue Ocean Realty, LLC

  • Realty.com

    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

    Equal Housing OpportunityEqual Housing Lender

    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.

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    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: 2026-10-08 18:24:00 UTC

    Weston, MA community profile

    Area
    17.4 sq. mi.

    Source: HJN community data

    Weston housing market

    September 2026 · This period is still settling

    Selling at 95.9% of asking price

    Buyers here are paying below asking. MLS · 12 sales · as of Sep 30, 2026

    Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

    Median list price
    $4,338,000
    Homes for sale
    38
    Median days on market
    55 days

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    3,336 sq. ft.