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About This Home
This 5-bedroom, 4-bathroom single family at 55 Sleepy Hill Road in Southbury, CT is listed for $749,000 ($219 per sqft). Built in 1984, the home offers 3,415 sqft of living space on a 4.37 acres lot.
Thoughtfully maintained and beautifully appointed, this elegant 5 bed, 3.5 bath Colonial offers 3,415 sqft of comfortable living space on a professionally landscaped cul-de-sac lot. Designed with both everyday living and entertaining in mind, this home features a wonderful floor plan with gracious formal and informal spaces throughout.
The stunning Great Room showcases exposed beams, a wood-burning fireplace, and wet bar, while the sun-filled skylit Sunroom overlooks the expansive backyard and opens seamlessly to the kitchen. A classic Living Room and elegant Dining Room provide timeless appeal.
A 1st floor In-Law with private entrance, full bath, and Kitchen offers exceptional flexibility for guests or multi-generational living. Upstairs, the impressive Primary features vaulted ceilings, a fireplace, three closets, and an Adirondack-inspired spa bath.
Three add'l generously sized bedrooms, a full bath, and 2nd floor laundry complete the upper level. Additional highlights include a walk-up floored Attic, finished Playroom (not included in square footage), Workshop, and large open yard ideal for recreation and entertaining.
Significant improvements include a new roof and 1,500-gallon septic system (2025), Andersen windows (2016), updated water heater and pressure tank, and twin 330-gallon oil tanks. Conveniently located close to schools, commuting routes, and everyday amenities, this is a home that combines timeless style, thoughtful updates, and exceptional functionality.
Key Features
- Built in 1984
- 4.37 acre lot
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$4,006/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
55 Sleepy Hill Road
Southbury, CT 06488
Property Details
Cooling
Appliances
Questions & Answers
This 5-bedroom, 4-bathroom single family at 55 Sleepy Hill Road is listed at $749,000 ($219/sqft). The estimated monthly payment is $3,246 based on 20% down at 6.5% interest.
Key features include: Built in 1984, 4.37 acre lot, Fireplace.
This property is listed by Phoebe Finch and can be reached at 6176453907 or pschreiner@wpsir.com.





