Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.
Listed by Jaime Sneddon
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William Pitt Sotheby's Int'l
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(203) 219-3769
Listed by Kendall Sneddon
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William Pitt Sotheby's Int'l
Last updated June 07, 2026
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Source: SmartMLS #24169441
Listing Facts
TypeSingle-family
NeighborhoodNew Canaan
Bedrooms5
Bathrooms4
Days on Prevu40
Taxes$17,381/year
Size5,532 sqft
Price per sqft$505
Location
Mortgage Calculator
Listing History
05/07/2026
Listed by William Pitt Sotheby's Int'l
$2,795,000
Property Details for 171 Proprietors Crossing
Exterior
Construction
New Construction: No/Resale
Roof: Asphalt Shingle
Year Built: 1981
Year Built Details: Public Records
Architectural Style: Colonial
Construction Materials: Frame
Exterior Features: Deck, Gutters, Lighting, French Doors, Patio
Basement: Full, Fully Finished, Garage Access, Walk-out, Liveable Space
Bathrooms Full: 3
Bathrooms Half: 1
Bathrooms Total Integer: 4
Bedrooms Total: 5
Rooms Total: 14
Other
General
Exclusions: Contact LB
Parking
Parking
Attached Garage: Under House Garage
Garage Spaces: 2
Schools
Elementary School
Elementary School: West
High School
High School: New Canaan
Middle or Junior School
Middle Or Junior School: Saxe Middle
Utilities
Equipment
Cooling: Central Air
Heating: Hot Water
Laundry Features: Main Level
Sewer: Septic
Water Source: Private Well
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 5 bedrooms and 4 bathrooms in this single-family home at 171 Proprietors Crossing.
What schools are nearby to 171 Proprietors Crossing?
Nearby schools include the West Elementary School, Saxe Middle, and New Canaan High School.
Does this single-family home have parking?
Yes, there are 2 parking spaces available for 171 Proprietors Crossing.
What are the annual taxes for 171 Proprietors Crossing?
Annual taxes for this single-family home are estimated at $17,381.
How does 171 Proprietors Crossing compare to other single-family homes in New Canaan?
This single-family home is listed 43% below the average price for single-family homes in New Canaan and has been on the market for 102 less days than the typical home in this area.
What is the square footage on this single-family home?
According to the MLS, this listing is 5,532 sqft.
171 Proprietors Crossing is a 5-bedroom, 4-bath single-family home for sale in New Canaan CT 06840. Available on Prevu for 40 days at $2,795,000. This residence features 5,532 square feet of living space, located in New Canaan. The median listing price for single-family homes in this area is $2,745,000. Nearby schools include West Elementary School, Saxe Middle, and New Canaan High School. View other single-family home listings in Fairfield County.
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