39 Winslow Road
Cheshire, CT 06410
3
Bed
2
Bath
1,758Sqft
0.58Acre(Lot)
Welcome to 39 Winslow Rd in Cheshire-a beautifully updated Cape set in one of the town's most desirable locations. This 3-bedroom, 2 full bath home blends charm, functionality, and modern updates in all the right ways. Step inside to a spacious foyer that doubles as a cozy sitting area, complete with a built-in coffee bar-perfect for starting or ending your day. The fully renovated kitchen features stainless steel appliances, ample cabinetry, and generous counter space, flowing seamlessly into a formal dining room with refinished hardwood floors. Across the way, the sun-filled living room showcases a stunning bay window that floods the space with natural light. The main level also offers a versatile bedroom and a beautifully remodeled full bath-ideal for guests or a private home office. Up
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 3Bathroom Information
Total Baths: 2 Full Baths: 2Room Information
Rooms Total: 9 Has Basement: Yes Basement: Full, Partially Finished -
Roofing Information
Fiberglass -
Interior Features
Entrance Foyer Roof: Fiberglass Appliances: Dishwasher, Range, Oven, Refrigerator Laundry Features: Laundry Room -
Heating & Cooling
Has Heating: Yes Heating: Oil, Hot Water Has Cooling: Yes Cooling: Window Unit(s)
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Building Information
Year Built: 1956 Building Area Total: 1758 Construction Materials: Vinyl Siding, Wood Siding, Frame Patio And Porch Features: Deck Private Pool: No -
Exterior Features
Exterior Features: Balcony
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Lot Information
Lot Size Acres: 0.58
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Listing Price Information
Listing Price: $449900
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Tax Information
Parcel Number: 1079181 Annual Tax: $6322
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Parking Information
AttachedGarage Information
Has Garage: Yes Has Attached Garage: Yes Garage Space: 2
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School Information
Elementary School: DoolittleJunior High School: DoddSenior High School: Cheshire -
Location Information
Direction: GPS Friendly WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 735 Cook Hill Road, Cheshire, CT, 06410 | $699,000 | 4 | 3 | 2,748 | 2,748 SqFt |
| 701 Andrea Court, Cheshire, CT, 06410 | $995,000 | 5 | 5 | 3,786 | 3,786 SqFt |
| 699 Andrea Court, Cheshire, CT, 06410 | $949,900 | 4 | 4 | 3,754 | 3,754 SqFt |
| 1274 Cheshire Street, Cheshire, CT, 06410 | $699,900 | 4 | 3 | 2,368 | 2,368 SqFt |
| 936 S Meriden Road, Cheshire, CT, 06410 | $459,900 | 4 | 3 | 1,368 | 1,368 SqFt |
| 620 Riverside Drive, Cheshire, CT, 06410 | $599,900 | 4 | 3 | 2,520 | 2,520 SqFt |
| 85 Scenic Court, Cheshire, CT, 06410 | $949,000 | 5 | 4 | 4,204 | 4,204 SqFt |
| 50 River View Court, Cheshire, CT, 06410 | $898,000 | 3 | 3 | 3,652 | 3,652 SqFt |
| 463 Payne Drive, Cheshire, CT, 06410 | $689,900 | 5 | 4 | 2,770 | 2,770 SqFt |
| 303 Beacon Hill Drive, Cheshire, CT, 06410 | $744,900 | 4 | 4 | 2,596 | 2,596 SqFt |
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ByOwner last updated this listing 06/14/2026 @ 08:28
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