Homes and Real Estate for Sale in Winchendon MA

Photo of 55 Island Rd Winchendon MA 01475

Open House

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55 Island Rd Winchendon MA 01475

$1,270,000

Beds: 3

Baths: 2.5

Sq Ft: 2,496

Days on Market: 4

Open: 10/18/26 1 PM - 3 PM

Updated 2 Minutes Ago

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Photo of 300 High St Winchendon MA 01475

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300 High St Winchendon MA 01475

$1,200,000

Beds: 5

Baths: 3.5

Sq Ft: 5,456

Days on Market: 10

Updated 2 Minutes Ago

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Photo of 36 Monomonac Rd W Winchendon MA 01475

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36 Monomonac Rd W Winchendon MA 01475

$1,050,000

Beds: 3

Baths: 2.5

Sq Ft: 2,096

Days on Market: 21

Updated 2 Minutes Ago

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Photo of 24-A Old Country Rd Winchendon MA 01475

New Listing

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24-A Old Country Rd Winchendon MA 01475

$749,000

Beds: 4

Baths: 3

Sq Ft: 2,752

Days on Market: 2

Updated 2 Minutes Ago

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Photo of 35 Northern Heights Dr Winchendon MA 01475

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35 Northern Heights Dr Winchendon MA 01475

$674,900

Beds: 3

Baths: 2

Sq Ft: 1,798

Days on Market: 11

Updated 2 Minutes Ago

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Photo of 660 Spring St Winchendon MA 01475

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660 Spring St Winchendon MA 01475

$645,000

Beds:

Baths:

Sq Ft:

Days on Market: 182

Updated 2 Minutes Ago

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Photo of 24 Old County Rd Winchendon MA 01475

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24 Old County Rd Winchendon MA 01475

$600,000

Beds: 3

Baths: 2.5

Sq Ft: 2,016

Days on Market: 14

Updated 2 Minutes Ago

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Photo of 90 Royalston Rd N Winchendon MA 01475

Price Reduced

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90 Royalston Rd N Winchendon MA 01475

$589,900

-$10,000

Beds: 3

Baths: 2.5

Sq Ft: 1,828

Days on Market: 88

Updated 2 Minutes Ago

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Photo of 6 Loon Road Winchendon MA 01475

Under Contract

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6 Loon Road Winchendon MA 01475

$539,000

Beds: 3

Baths: 2.5

Sq Ft: 1,924

Days on Market: 131

Updated 2 Minutes Ago

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Photo of 71 Hapgood Street Winchendon MA 01475

Open: Saturday 10 am - 11:30 am

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71 Hapgood Street Winchendon MA 01475

$519,900

Beds: 3

Baths: 2.5

Sq Ft: 2,025

Days on Market: 3

Open: 10/3/26 10 AM - 11:30 AM, 10/4/26 10 AM - 11:30 AM

Updated 2 Minutes Ago

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Photo of Lot 187 Gardner Rd Winchendon MA 01475

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Lot 187 Gardner Rd Winchendon MA 01475

$499,000

Beds:

Baths:

Sq Ft:

Days on Market: 46

Updated 2 Minutes Ago

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Photo of Lot 2 River St Winchendon MA 01475

New Listing

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Lot 2 River St Winchendon MA 01475

$489,900

Beds: 3

Baths: 2.5

Sq Ft: 1,400

Days on Market: 1

Updated 2 Minutes Ago

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Photo of 736 Central St. Winchendon MA 01475

Under Contract

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736 Central St. Winchendon MA 01475

$489,500

Beds: 2

Baths: 2

Sq Ft: 1,481

Days on Market: 31

Updated 2 Minutes Ago

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Photo of 324 Front St Winchendon MA 01475

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324 Front St Winchendon MA 01475

$475,000

Beds: 5

Baths: 4

Sq Ft: 3,418

Days on Market: 16

Updated 2 Minutes Ago

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Photo of 20 Mechanic St Winchendon MA 01475

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20 Mechanic St Winchendon MA 01475

$475,000

Beds: 6

Baths: 2.5

Sq Ft: 2,824

Days on Market: 9

Updated 2 Minutes Ago

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Photo of Lot 1 River St Winchendon MA 01475

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Lot 1 River St Winchendon MA 01475

$464,900

Beds: 3

Baths: 2.5

Sq Ft: 1,400

Days on Market: 22

Updated 2 Minutes Ago

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Photo of 155 River St Winchendon MA 01475

Price Reduced

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155 River St Winchendon MA 01475

$434,000

-$10,000

Beds: 5

Baths: 3

Sq Ft: 2,075

Days on Market: 120

Updated 2 Minutes Ago

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Photo of 125 Baldwinville State Rd Winchendon MA 01475

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125 Baldwinville State Rd Winchendon MA 01475

$425,000

Beds: 2

Baths: 1.5

Sq Ft: 2,055

Days on Market: 23

Updated 2 Minutes Ago

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Photo of 33 W Shore Drive Winchendon MA 01475

Price Reduced

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33 W Shore Drive Winchendon MA 01475

$419,000

-$10,000

Beds: 3

Baths: 2.5

Sq Ft: 2,080

Days on Market: 70

Updated 2 Minutes Ago

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Photo of 16 Winter Pl Winchendon MA 01475

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16 Winter Pl Winchendon MA 01475

$409,900

Beds: 3

Baths: 2

Sq Ft: 1,320

Days on Market: 37

Updated 2 Minutes Ago

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Photo of 33-35 Beech St. Winchendon MA 01475

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33-35 Beech St. Winchendon MA 01475

$385,000

Beds: 4

Baths: 2

Sq Ft: 2,644

Days on Market: 30

Updated 2 Minutes Ago

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Photo of 374 Front Street Winchendon MA 01475

Open: Sunday 10:30 am - 12:30 pm

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374 Front Street Winchendon MA 01475

$385,000

-$14,900

Beds: 4

Baths: 1.5

Sq Ft: 1,686

Days on Market: 29

Open: 10/4/26 10:30 AM - 12:30 PM

Updated 2 Minutes Ago

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Photo of 12 Baldwinville State Rd Winchendon MA 01475

Open: Saturday 11 am - 1 pm

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29 photos

12 Baldwinville State Rd Winchendon MA 01475

$385,000

Beds: 3

Baths: 1.5

Sq Ft: 1,264

Days on Market: 14

Open: 10/3/26 11 AM - 1 PM

Updated 2 Minutes Ago

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Photo of 45 Joslin Road Winchendon MA 01475

New Listing

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45 Joslin Road Winchendon MA 01475

$379,900

Beds: 3

Baths: 2

Sq Ft: 2,692

Days on Market: 4

Updated 2 Minutes Ago

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Photo of 61 - 63 Glenallen St Winchendon MA 01475

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61 - 63 Glenallen St Winchendon MA 01475

$375,000

Beds:

Baths:

Sq Ft: 3,555

Days on Market: 247

Updated 2 Minutes Ago

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61 - 63 Glenallen St Winchendon MA 01475

$375,000

Beds:

Baths:

Sq Ft: 3,555

Days on Market: 206

Updated 2 Minutes Ago

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Photo of 263 Front St. Winchendon MA 01475

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263 Front St. Winchendon MA 01475

$375,000

Beds: 6

Baths: 2

Sq Ft: 2,289

Days on Market: 60

Updated 2 Minutes Ago

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Photo of 265 Lincoln Avenue Winchendon MA 01475

Price Reduced

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265 Lincoln Avenue Winchendon MA 01475

$329,000

-$50,000

Beds:

Baths:

Sq Ft:

Days on Market: 346

Updated 2 Minutes Ago

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Photo of 411-413 River St Winchendon MA 01475

New Listing

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411-413 River St Winchendon MA 01475

$325,000

Beds: 3

Baths: 2

Sq Ft: 1,602

Days on Market: 2

Updated 2 Minutes Ago

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Open: Saturday 10 am - 12 pm

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22 photos

4 Hale St Winchendon MA 01475

$315,000

Beds: 2

Baths: 1

Sq Ft: 1,302

Days on Market: 2

Open: 10/3/26 10 AM - 12 PM

Updated 2 Minutes Ago

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