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Cottages for sale in South Orleans

2,513 available properties
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30 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 7,995,000
Orleans, Massachusetts

10 Bedrooms

7,372 sq.ft

GardenEquipped kitchenSwimming pool

Jul 23, 2026

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House
House for sale in Orleans, Massachusetts
USD 7,995,000
Orleans, Massachusetts

5 Bedrooms

7,372 sq.ft

GardenEquipped kitchenSwimming pool

3 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 2,895,000
Orleans, Massachusetts

4 Bedrooms

5,001 sq.ft

Swimming pool

3 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 7,995,000
Orleans, Massachusetts

5 Bedrooms

7 Bathrooms

7,372 sq.ft

GardenEquipped kitchenSwimming pool

3 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 2,125,000
Orleans, Massachusetts

4 Bedrooms

4 Bathrooms

3,217 sq.ft

Parking

6 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 949,000
Orleans, Massachusetts

2 Bedrooms

2 Bathrooms

1,591 sq.ft

GardenParking

5 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 2,125,000
Orleans, Massachusetts

4 Bedrooms

3,217 sq.ft

Parking

6 days + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 2,995,000
Orleans, Massachusetts

4 Bedrooms

4 Bathrooms

3,710 sq.ft

Swimming pool

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 4,200,000
Orleans, Massachusetts

5 Bedrooms

5 Bathrooms

3,130 sq.ft

Office roomDeckFireplaceEquipped kitchenSwimming pool

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 999,999
Orleans, Massachusetts

4 Bedrooms

3 Bathrooms

1,939 sq.ft

GardenOffice roomBalconyFireplaceEquipped kitchenParking

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 3,999,999
Orleans, Massachusetts

5 Bedrooms

5 Bathrooms

3,080 sq.ft

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 2,995,000
Orleans, Massachusetts

4 Bedrooms

3,710 sq.ft

Swimming pool

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 3,999,999
Orleans, Massachusetts

5 Bedrooms

3,080 sq.ft

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 4,200,000
Orleans, Massachusetts

5 Bedrooms

3,130 sq.ft

Office roomDeckFireplaceEquipped kitchenSwimming pool

1 week + 9 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 999,999
Orleans, Massachusetts

4 Bedrooms

1,939 sq.ft

GardenOffice roomBalconyFireplaceEquipped kitchenParking

1 week + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 4,250,000
Orleans, Massachusetts

3 Bedrooms

4 Bathrooms

3,546 sq.ft

PatioDeckFireplaceEquipped kitchenSwimming pool

1 week + 4 days ago

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House
House for sale in Orleans, Massachusetts
USD 4,250,000
Orleans, Massachusetts

3 Bedrooms

3,546 sq.ft

PatioDeckFireplaceEquipped kitchenSwimming pool

1 week + 4 days ago

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House
House for sale in Orleans, Massachusetts
USD 949,000
Orleans, Massachusetts

2 Bedrooms

1,591 sq.ft

GardenParking

1 week + 5 days ago

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Condo
Condo for sale in Orleans, Massachusetts
USD 399,999
Orleans, Massachusetts

3 Bedrooms

588 sq.ft

PatioDeckFireplaceEquipped kitchenParking

2 weeks + 2 days ago

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Condo
Condo for sale in Orleans, Massachusetts
USD 399,999
Orleans, Massachusetts

3 Bedrooms

1 Bathroom

588 sq.ft

PatioDeckFireplaceEquipped kitchenParking

2 weeks + 2 days ago

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House
House for sale in Orleans, Massachusetts
USD 1,000,000
Orleans, Massachusetts

3 Bedrooms

2,087 sq.ft

GardenDeckEquipped kitchen

2 weeks + 9 hours ago

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House
House for sale in Orleans, Massachusetts
USD 1,000,000
Orleans, Massachusetts

3 Bedrooms

2 Bathrooms

2,087 sq.ft

GardenDeckEquipped kitchen

2 weeks + 9 hours ago

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Condo
Condo for sale in Orleans, Massachusetts
USD 495,900
Orleans, Massachusetts

2 Bedrooms

692 sq.ft

Equipped kitchenParking

1 week + 5 days ago

30 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 2,895,000
Orleans, Massachusetts

4 Bedrooms

5 Bathrooms

5,001 sq.ft

Swimming pool

3 days + 9 hours ago

30 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 7,995,000
Orleans, Massachusetts

5 Bedrooms

7 Bathrooms

7,372 sq.ft

GardenEquipped kitchenSwimming pool

3 days + 9 hours ago

30 pictures Arrow icon pointing to the right
Condo
Condo for sale in Orleans, Massachusetts
USD 495,900
Orleans, Massachusetts

2 Bedrooms

1 Bathroom

692 sq.ft

Equipped kitchenParking

3 days + 9 hours ago

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Updated
Condo
Condo for sale in Orleans, Massachusetts
USD 459,000
USD 495,900
7%
Orleans, Massachusetts

2 Bedrooms

1 Bathroom

692 sq.ft

Equipped kitchenParking

1 day + 9 hours ago

40 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 1,149,000
Orleans, Massachusetts

4 Bedrooms

2 Bathrooms

1,939 sq.ft

GardenOffice roomBalconyFireplaceEquipped kitchenParking

Jul 31, 2026

84 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 3,999,999
Orleans, Massachusetts

5 Bedrooms

4 Bathrooms

1,656 sq.ft

1 week + 4 days ago

39 pictures Arrow icon pointing to the right
House
House for sale in Orleans, Massachusetts
USD 4,200,000
Orleans, Massachusetts

5 Bedrooms

4 Bathrooms

3,130 sq.ft

Office roomDeckFireplaceEquipped kitchenSwimming pool

2 weeks + 1 day ago

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