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55 Sleepy Hill Road, Southbury, CT 06488

Single Family For Sale

$749,000
$219/sqft
55 Sleepy Hill Road, Southbury, CT
Coming Soon Open House 6/20 · 1pm–3pm
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5
Bedrooms
4
Bathrooms
3,415
Sq Ft
4.37
Acres
1984
Year Built

About This Home

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.

Listed by Phoebe Finch (617) 645-3907 with William Pitt Sotheby's Int'l (203) 245-6700

Listing Snapshot

Price $749,000 Days on Our Site 0 days
Property Tax $11,143/yr Style Colonial
Year Built 1984 Total Sq Ft 3,415
Lot Size 4.37 acres HOA Fees N/A
Bedrooms 5 Full Bathrooms 3
Total Rooms 10 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Freezer
  • Dishwasher
  • Washer
  • Dryer

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Under House Garage

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Central Air
Hot Water Domestic
Water Private Well
Sewer Septic

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $929/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 16, 2026 Listed $749,000

Frequently Asked Questions

How much does 55 Sleepy Hill Road in Southbury, CT cost?
This property is listed at $749,000, which works out to $219 per square foot.
How many bedrooms does 55 Sleepy Hill Road have?
This home has 5 bedrooms and 4 bathrooms.
What is the square footage of 55 Sleepy Hill Road?
The home is 3,415 square feet, situated on 4.37 acres.
When was 55 Sleepy Hill Road in Southbury built?
This property was built in 1984.
Is 55 Sleepy Hill Road, Southbury, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 55 Sleepy Hill Road, Southbury in?
This home is served by the Southbury public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 55 Sleepy Hill Road, Southbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Phoebe Finch · (617) 645-3907

William Pitt Sotheby's Int'l · (203) 245-6700

MLS# 24184424 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 17, 2026 2:11 AM UTC