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Properties for sale in Chester

59,929 available properties
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6 pictures Arrow icon pointing to the right
Land
Land for sale in Chester, Connecticut
USD 145,000
Chester, Connecticut

Jun 07, 2026

30 pictures Arrow icon pointing to the right
Updated
House
House for sale in Chester, Connecticut
USD 3,604,515
Chester, Connecticut

4,926 sq.ft

TerraceParking

1 day + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 2,100,000
Chester, Connecticut

11 Bedrooms

8,500 sq.ft

3 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 274,900
Chester, Connecticut

1 Bedroom

1 Bathroom

1,034 sq.ft

GardenEquipped kitchen

3 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 274,900
Chester, Connecticut

1 Bedroom

1 Bathroom

1,034 sq.ft

GardenEquipped kitchen

3 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 2,100,000
Chester, Connecticut

11 Bedrooms

11 Bathrooms

8,500 sq.ft

3 days + 4 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 274,900
Chester, Connecticut

1 Bedroom

1,034 sq.ft

GardenEquipped kitchen

3 days + 4 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 2,100,000
Chester, Connecticut

11 Bedrooms

11 Bathrooms

8,500 sq.ft

3 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 439,900
Chester, Connecticut

3 Bedrooms

2 Bathrooms

1,198 sq.ft

GardenFireplaceEquipped kitchen

5 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 3,150,000
Chester, Connecticut

4 Bedrooms

5 Bathrooms

4,926 sq.ft

TerraceParking

5 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 439,900
Chester, Connecticut

3 Bedrooms

1,198 sq.ft

GardenFireplaceEquipped kitchen

5 days + 4 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 439,900
Chester, Connecticut

3 Bedrooms

2 Bathrooms

1,198 sq.ft

GardenFireplaceEquipped kitchen

5 days + 4 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 3,150,000
Chester, Connecticut

4 Bedrooms

4,926 sq.ft

TerraceParking

5 days + 4 hours ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 3,150,000
Chester, Connecticut

4 Bedrooms

5 Bathrooms

4,926 sq.ft

TerraceParking

5 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 525,000
Chester, Connecticut

3 Bedrooms

3 Bathrooms

2,971 sq.ft

GardenDeckParking

6 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 525,000
Chester, Connecticut

3 Bedrooms

3 Bathrooms

2,971 sq.ft

GardenDeckParking

6 days + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 525,000
Chester, Connecticut

3 Bedrooms

2,971 sq.ft

GardenDeckParking

6 days + 4 hours ago

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New
House
House for sale in Chester, Connecticut
USD 282,225
Chester, Connecticut

2 Bedrooms

2 Bathrooms

1,344 sq.ft

ParkingFireplaceCellar

1 day + 4 hours ago

29 pictures Arrow icon pointing to the right
New
House
House for sale in Chester, Connecticut
USD 299,900
Chester, Connecticut

3 Bedrooms

1 Bathroom

1,217 sq.ft

1 day + 4 hours ago

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House
House for sale in Chester, Connecticut
USD 695,000
Chester, Connecticut

5 Bedrooms

2 Bathrooms

3,862 sq.ft

Balcony

May 14, 2026

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House
House for sale in Chester, Connecticut
USD 525,000
Chester, Connecticut

3 Bedrooms

3 Bathrooms

2,971 sq.ft

GardenDeckParking

3 weeks + 2 days ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 299,900
Chester, Connecticut

1 Bedroom

1 Bathroom

1,034 sq.ft

Jun 26, 2026

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House
House for sale in Chester, Connecticut
USD 525,000
Chester, Connecticut

3 Bedrooms

2 Bathrooms

1,188 sq.ft

DeckEquipped kitchen

May 23, 2026

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House
House for sale in Chester, Connecticut
USD 850,000
Chester, Connecticut

4 Bedrooms

2 Bathrooms

8,382 sq.ft

May 14, 2026

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Land
Land for sale in Chester, Connecticut
USD 145,000
Chester, Connecticut

2 weeks + 3 days ago

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House
House for sale in Chester, Connecticut
USD 695,000
Chester, Connecticut

4 Bedrooms

2 Bathrooms

2,029 sq.ft

DeckFireplaceEquipped kitchen

May 14, 2026

32 pictures Arrow icon pointing to the right
Property for sale in Chester, Connecticut
USD 199,900
Chester, Connecticut

3 Bedrooms

1 Bathroom

748 sq.ft

DeckEquipped kitchenCellarParking

Apr 13, 2026

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Land
Land for sale in Chester, Connecticut
USD 75,000
USD 99,900
25%
Chester, Connecticut

2 weeks + 3 days ago

View photo Arrow icon pointing to the right
House
House for sale in Chester, Connecticut
USD 760,000
Chester, Connecticut

4 Bedrooms

3 Bathrooms

3,396 sq.ft

DeckEquipped kitchen

May 15, 2026

30 pictures Arrow icon pointing to the right
Property for sale in Chester, Connecticut
USD 425,000
Chester, Connecticut

2 Bedrooms

1 Bathroom

1,470 sq.ft

GardenOffice roomDeckEquipped kitchenCellar

Apr 10, 2026

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