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Land with Home for Sale in Southbury, Connecticut

55 Sleepy Hill Rd, Southbury, CT 06488

$749,000
4.37 acres
Active sale
ago
Est $4,755/mo

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.

3,415
Sq feet
5
Beds
3
Full baths
1
1/2 bath
1984
Built

Location

Street address
55 Sleepy Hill Rd
Zip code
06488
Elevation
581 feet
Coordinates
41.4574, -73.2148

Directions

Bullet Hill and take a right on Sleepy Hill. House is up on the left. Long, private driveway.

Property details

Acreage
4.37 acres
Zoning
R-60
MLS #
CTMLS 24184424
Posted

Property taxes

2026
$11,143

Details and features

Listing

Type
Residential
Franchise
Sotheby's International Realty

Lot

Features
Cleared, Lightly Wooded, Open Lot, Professionally Landscaped, Rolling

Structure

Style
Colonial
Basement
Full, Partially Finished
Water
Private
Cooling
Central Air

Interior

Room Count
10
Rooms
Basement, Bathroom x 4, Bedroom x 5
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Freezer, Microwave, Oven/Range, Refrigerator, Washer

Listing history

DateEventPriceChangeSource
June 20, 2026New listing$749,000CTMLS
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This 4.37-acre property is located at 55 Sleepy Hill Rd in Southbury, CT 06488. The property is available for sale, priced at $749,000. It has a 3,415 square foot 5-bedroom, 3.5-bath house built in 1984.

Listed by William Pitt Sotheby's Int'l, (203) 245-6700

Checked 2 hours agoUpdated Source

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