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Cottages for sale in Winchendon

40,799 available properties
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House
House for sale in Winchendon, Massachusetts
USD 220,000
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,564 sq.ft

2 weeks + 6 days ago

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House
House for sale in Winchendon, Massachusetts
USD 569,900
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,834 sq.ft

GardenParkingEquipped kitchenCellar

Jun 15, 2026

40 pictures Arrow icon pointing to the right
House
House for sale in Winchendon, Massachusetts
USD 800,000
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,733 sq.ft

Jun 03, 2026

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House
House for sale in Winchendon, Massachusetts
USD 499,000
Winchendon, Massachusetts

6 Bedrooms

4 Bathrooms

3,054 sq.ft

GardenDeckParking

Jun 02, 2026

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Land
Land for sale in Winchendon, Massachusetts
USD 400,000
Winchendon, Massachusetts

May 31, 2026

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House
House for sale in Winchendon, Massachusetts
USD 800,000
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,733 sq.ft

May 14, 2026

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House
House for sale in Winchendon, Massachusetts
USD 484,900
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,724 sq.ft

GardenOffice roomGymDeckFireplaceParking

May 14, 2026

31 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 281,900
Winchendon, Massachusetts

2 Bedrooms

1 Bathroom

919 sq.ft

Garden

Apr 10, 2026

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House
House for sale in Winchendon, Massachusetts
USD 349,000
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,456 sq.ft

GardenEquipped kitchenParkingAir conditioning

3 weeks + 2 days ago

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Land
Land for sale in Winchendon, Massachusetts
USD 70,000
Winchendon, Massachusetts

Jun 11, 2026

25 pictures Arrow icon pointing to the right
House
House for sale in Winchendon, Massachusetts
USD 200,000
Winchendon, Massachusetts

4 Bedrooms

1 Bathroom

1,393 sq.ft

GardenDeckEquipped kitchen

Jun 23, 2026

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House
House for sale in Winchendon, Massachusetts
USD 675,000
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,624 sq.ft

Jun 24, 2026

27 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 490,000
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,856 sq.ft

Apr 10, 2026

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House
House for sale in Winchendon, Massachusetts
USD 140,000
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,655 sq.ft

May 25, 2026

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House
House for sale in Winchendon, Massachusetts
USD 155,000
Winchendon, Massachusetts

2 Bedrooms

2 Bathrooms

1,008 sq.ft

GardenFireplaceEquipped kitchenParking

May 15, 2026

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House
House for sale in Winchendon, Massachusetts
USD 350,000
Winchendon, Massachusetts

2 Bedrooms

1 Bathroom

1,246 sq.ft

GardenEquipped kitchenParking

Jun 19, 2026

26 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 255,000
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,728 sq.ft

GardenOffice roomDeckEquipped kitchenCellar

Jun 01, 2026

29 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 298,000
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,032 sq.ft

GardenEquipped kitchenParking

Apr 10, 2026

10 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 249,900
Winchendon, Massachusetts

4 Bedrooms

2 Bathrooms

1,708 sq.ft

Garden

Apr 10, 2026

26 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 384,900
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,078 sq.ft

GardenDeckFireplaceEquipped kitchen

Apr 10, 2026

5 pictures Arrow icon pointing to the right
Land
Land for sale in Winchendon, Massachusetts
USD 120,000
Winchendon, Massachusetts

Jun 08, 2026

15 pictures Arrow icon pointing to the right
House
House for sale in Winchendon, Massachusetts
USD 339,900
Winchendon, Massachusetts

4 Bedrooms

1 Bathroom

1,203 sq.ft

ParkingCellar

Jun 04, 2026

6 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 70,000
Winchendon, Massachusetts

48,352 sq.ft

May 22, 2026

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House
House for sale in Winchendon, Massachusetts
USD 369,900
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,375 sq.ft

GardenDeckEquipped kitchen

May 14, 2026

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Farm
Farm for sale in Winchendon, Massachusetts
USD 550,000
Winchendon, Massachusetts

2 Bedrooms

2 Bathrooms

1,232 sq.ft

Office roomEquipped kitchenParkingAir conditioningCellar

May 14, 2026

29 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 249,900
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

1,647 sq.ft

GardenFireplaceEquipped kitchen

Apr 22, 2026

40 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 550,000
Winchendon, Massachusetts

2 Bedrooms

2 Bathrooms

1,232 sq.ft

Office roomEquipped kitchenParkingAir conditioningCellar

Apr 20, 2026

31 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 509,900
Winchendon, Massachusetts

3 Bedrooms

2 Bathrooms

2,480 sq.ft

GardenOffice roomDeckFireplaceEquipped kitchenParkingSwimming pool

Apr 17, 2026

25 pictures Arrow icon pointing to the right
Property for sale in Winchendon, Massachusetts
USD 159,900
Winchendon, Massachusetts

3 Bedrooms

1 Bathroom

1,655 sq.ft

Apr 16, 2026

5 pictures Arrow icon pointing to the right
House
House for sale in Winchendon, Massachusetts
USD 800,000
Winchendon, Massachusetts

3 Bedrooms

7 Bathrooms

Office roomDeckFireplaceEquipped kitchenParking

Mar 30, 2026

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