55 Sleepy Hill Road Southbury, CT $ 749,000
55 Sleepy Hill Road
$ 749,000
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55 Sleepy Hill Road

Southbury, CT, 06488
$ 749,000
Bedrooms5 Baths3.1 Sq 3,415

Monthly Estimate*

$ 4,612

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Single Family Home for sale in Southbury, CT

for $749,000 with 5 bedrooms and 3 full baths, 1 half bath. This 3,415 square foot home was built in 1984 on a lot size of 4.37.

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.

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Single Family Active

Price

$ 749,000

Bedrooms

5

Full Bath

3

Half Bath

1

Property Type

Single Family

Taxes

$ 11,143

Style

Lot Size

4.37

Year Built

1984

Town/City

Southbury

MLS | Web ID

24184424

Features
General
Zoning R-60
Neighborhood N/A
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 4.37
Directions Bullet Hill and take a right on Sleepy Hill. House is up on the left. Long private driveway.
High School Per Board of Ed
City Southbury
Elementary School Per Board of Ed
Sq Ft Total 3415
DOM 0
Year Built 1984
Style Colonial
Year Built Source Public Records
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Full Partially Finished
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Exterior
Water Source Private Well
Lot Description Lightly Wooded Cleared Professionally Landscaped Rolling Open Lot
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* Excluded Features
List By
Phoebe Finch

Listing Agent

William Pitt Sotheby's Int'l

Broker

pschreiner@wpsir.com

Email

Affordability Calculator

$5,540
Per Month
83%
17%
0%
Monthly Principal & Interest
$4,612
Monthly Property Taxes
$929
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
6/17/2026$749,000 Listed Price

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55 Sleepy Hill Road, Southbury, CT, 06488 is a Single Family Home for sale at $749,000 with 3,415 sqft and a lot size of 4.37. 55 Sleepy Hill Road has 5 bedrooms, 3.1 baths, and was built in 1984. The property's zip code is 06488 which is in Southbury, CT