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Winchendon, MA Homes for Sale | Realty.com
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29 listings
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Homes for Sale in Winchendon, MA

Homes for Sale in Winchendon, MA

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23 of 29 Listings
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Homes for Sale in Winchendon, MA

23 of 29 Listings

  1. 90 Royalston Rd N — photo41

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
Active

$584,900

3 bd · 3 ba · 1,828 sqft

90 Royalston Rd N, Winchendon, MA

Tessa Parziale Rigattieri · Tessa Parziale Real Estate

  • 145 Metcalf St — photoOpen house Sun, Nov 15 · 12:00 PM20Active

    $345,000

    2 bd · 2 ba · 1,376 sqft

    145 Metcalf St, Winchendon, MA

    Zaylie Matesowicz · LAER Realty Partners

  • 229 Monomonac Rd W — photo42Active

    $550,000

    3 bd · 2 ba · 1,919 sqft

    229 Monomonac Rd W, Winchendon, MA

    Gerard Breau · Prospective Realty INC

  • 103 High St — photo15Active

    $484,900

    3 bd · 3 ba · 1,500 sqft

    103 High St, Winchendon, MA

    Paul Collette · Keller Williams Realty North Central

  • 23 Webster Street — photoPrice Reduced40Active

    $299,999

    2 bd · 2 ba · 996 sqft

    23 Webster Street, Winchendon, MA

    Nichole Talbot · RE/MAX Town Square

  • 15 Cross Road — photoOpen house Sun, Nov 15 · 12:30 PM42Active

    $459,000

    3 bd · 2 ba · 2,294 sqft

    15 Cross Road, Winchendon, MA

    Cory Gracie · LAER Realty Partners

  • 55 Island Road — photoPrice ReducedOpen house Sun, Nov 22 · 1:00 PM42Active

    $1,199,000

    3 bd · 3 ba · 2,496 sqft

    55 Island Road, Winchendon, MA

    Smith & Oak Greater Boston Group · Smith and Oak Real Estate Co.

  • 59 Beech St. — photo27Active

    $350,000

    3 bd · 3 ba · 1,176 sqft

    59 Beech St., Winchendon, MA

    Teresa J. Lupien · Morin Real Estate

  • 706 Brown St — photo25Active

    $415,000

    4 bd · 1 ba · 1,343 sqft

    706 Brown St, Winchendon, MA

    Joseph Bonneau · eXp Realty LLC

  • 179 Glenallen St — photo37Active

    $329,900

    3 bd · 2 ba · 1,596 sqft

    179 Glenallen St, Winchendon, MA

    Alycia Murphy · Keller Williams Realty North Central

  • 66 Lakeview Dr — photoPrice Reduced40Active

    $849,000

    3 bd · 3 ba · 2,096 sqft

    66 Lakeview Dr, Winchendon, MA

    James Weidner · eXp Realty LLC

  • 202 Ash St — photoPrice Reduced42Active

    $739,900

    4 bd · 3 ba · 2,940 sqft

    202 Ash St, Winchendon, MA

    Touchstone Partners Team · Keller Williams Realty-Merrimack

  • 25 Fairbank Street — photoOpen house Sat, Nov 14 · 12:30 PM42Active

    $599,900

    4 bd · 4 ba · 3,400 sqft

    25 Fairbank Street, Winchendon, MA

    Jennifer Shenk · Keller Williams Realty North Central

  • 123 Franklin St — photo8Active

    $290,000

    2 bd · 1 ba · 1,100 sqft

    123 Franklin St, Winchendon, MA

    Derek Greene · The Greene Realty Group

  • Lot 2 River St — photo5Active

    $489,900

    3 bd · 3 ba · 1,400 sqft

    Lot 2 River St, Winchendon, MA

    Paul Collette · Keller Williams Realty North Central

  • 24-A Old County Rd — photo29Active

    $749,000

    4 bd · 3 ba · 2,752 sqft

    24-A Old County Rd, Winchendon, MA

    Paul Michaud · Freedom Real Estate

  • 4 Hale St — photo22Active

    $315,000

    2 bd · 1 ba · 1,302 sqft

    4 Hale St, Winchendon, MA

    Diana Boutell · Lamacchia Realty, Inc.

  • 45 Joslin Road — photoPrice Reduced20Active

    $369,900

    3 bd · 2 ba · 2,692 sqft

    45 Joslin Road, Winchendon, MA

    Nancy Macomber · Sparks Real Estate

  • 300 High St — photo42Active

    $1,200,000

    5 bd · 4 ba · 5,456 sqft

    300 High St, Winchendon, MA

    Luxury Division Group · Morin Real Estate

  • 24 Old County Rd — photo32Active

    $600,000

    3 bd · 3 ba · 2,016 sqft

    24 Old County Rd, Winchendon, MA

    Paul Michaud · Freedom Real Estate

  • 12 Baldwinville State Rd — photoPrice Reduced29Active

    $380,000

    3 bd · 2 ba · 1,264 sqft

    12 Baldwinville State Rd, Winchendon, MA

    Joe Battersby · EXIT Assurance Realty

  • Lot 1 River St — photo5Active

    $464,900

    3 bd · 3 ba · 1,400 sqft

    Lot 1 River St, Winchendon, MA

    Paul Collette · Keller Williams Realty North Central

  • 374 Front Street — photoPrice ReducedOpen house Sat, Nov 14 · 2:00 PM42Active

    $375,000

    4 bd · 2 ba · 1,686 sqft

    374 Front Street, Winchendon, MA

    Ali Ludwig · Keller Williams Realty-Merrimack

  • 12
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    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: 2026-11-13 08:05:00 UTC
    PrimeMLS
    Copyright 2026 PrimeMLS. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this web site comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

    Nearby areas

    ZIP codes

    • 01453 (76)
    • 01420 (68)
    • 01462 (66)
    • 01331 (39)
    • 01543 (39)
    • 01440 (37)
    • 01473 (30)
    • 01475 (29)

    Cities

    • Leominster (76)
    • Fitchburg (68)
    • Lunenburg (66)
    • Rutland (39)
    • Gardner (37)
    • Athol (30)
    • Westminster (30)
    • Holden (26)

    Winchendon, MA community profile

    Area
    43 sq. mi.

    Source: HJN community data

    Winchendon housing market

    October 2026 · This period is still settling

    Homes on the market · MLS, as of Oct 25, 2026

    Median list price
    $425,000
    Homes for sale
    25

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    1,624 sq. ft.