153 Old Sherman Hill Road
Woodbury, CT 06798
3
Bed
2
Bath
1,658Sqft
3.51Acres(Lot)
Exceptional value and opportunity on 3.5 gorgeous acres! Bring this home back to its original charm. Features hardwood floors throughout and a cozy front porch. The upper level includes 3 bedrooms, a full bath, and access to a walk-up attic from the primary bedroom. The main level offers a half bath and a functional, open layout. Additional property highlights include a separate 962 sq. ft., 2-bedroom guest house-offering incredible potential for an in-law suite or rental income once renovated (appears to be separately metered). The property also features two massive, 2-story barns that appear to have electricity. Tremendous upside potential for an end-user, investor, or multi-generational living. Subject to probate approval. Property sold as-is; no disclosures.
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: 1 Half Baths: 1Room Information
Rooms Total: 7 Has Basement: Yes Basement: Full, Unfinished -
Roofing Information
Asphalt -
Interior Features
Roof: Asphalt Appliances: Dishwasher, Range, Oven, Refrigerator -
Heating & Cooling
Has Heating: Yes Heating: Oil, Forced Air Cooling: None
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Building Information
Year Built: 1903 Building Area Total: 1658 Construction Materials: Frame, Clapboard Patio And Porch Features: Porch Private Pool: No
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Lot Information
Lot Size Acres: 3.51 Lot Description: Level
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Listing Price Information
Listing Price: $699900 Original Price: $750000
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Tax Information
Parcel Number: 932823 Annual Tax: $7896
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Garage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: Per Board of EdJunior High School:Senior High School: Per Board of Ed -
Location Information
Direction: Corner of Sage and Old Sherman Hill. WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 1917 Main Street, Woodbury, CT, 06798 | $865,000 | 4 | 2 | 3,523 | 3,523 SqFt |
| 62 Heritage Drive, Woodbury, CT, 06798 | $769,900 | 4 | 3 | 3,223 | 3,223 SqFt |
| 138 Minortown Road, Woodbury, CT, 06798 | $1,600,000 | 4 | 3 | 3,122 | 3,122 SqFt |
| 38 Grey Fox Trail, Woodbury, CT, 06798 | $579,000 | 4 | 3 | 2,154 | 2,154 SqFt |
| 92 Minortown Road, Woodbury, CT, 06798 | $849,000 | 3 | 2 | 2,448 | 2,448 SqFt |
| 206 Minortown Road, Woodbury, CT, 06798 | $575,000 | 3 | 3 | 1,692 | 1,692 SqFt |
| 49 Scuppo Road, Woodbury, CT, 06798 | $540,000 | 3 | 2 | 1,939 | 1,939 SqFt |
| 24 Scuppo Road, Woodbury, CT, 06798 | $825,000 | 6 | 4 | 5,815 | 5,815 SqFt |
| 8 Curtiss Meadows, Woodbury, CT, 06798 | $874,900 | 4 | 5 | 3,865 | 3,865 SqFt |
| 253 Bacon Pond Road, Woodbury, CT, 06798 | $895,000 | 4 | 3 | 2,283 | 2,283 SqFt |
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ByOwner last updated this listing 08/20/2026 @ 00:55
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