George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
New Canaan, CT / 134 DAYS ON MARKET
171 Proprietors CrossingNew Canaan, CT 06840
Asking price$2,495,000ActiveReduced $300,000 (10.7%) from original price · Price history ↓
Open house
- Saturday, September 19, 20261:00 pm – 3:00 pm ET
- Sunday, September 20, 20261:00 pm – 3:00 pm ET
Our Take
171 Proprietors Crossing is a 1981 Connecticut Colonial with five bedrooms, three full baths, and one half bath on 4.41 acres. The main level includes a formal dining room, living room, private office, kitchen, deck, and family room with a fireplace. Upstairs, the primary suite has a sitting room and new bath, while a private-entry in-law suite includes a fifth bedroom and sitting area. A finished walk-out lower level adds a media/playroom, family room, and potential wine cellar.
At a glance
Active · MLS #24169441- Bedrooms
- 5
- BathroomsBaths
- 3 full / 1 half
- Square feet
- 5,532
- Year built
- 1981
- Acres
- 4.41
- Property taxes
- $17,669
July 2026-June 2027
What stands out
- Five-bedroom Colonial on a private cul-de-sac
- Chef’s kitchen with custom cabinetry and quartz counters
- Floor-to-ceiling sliders opening to an expansive deck
- Private office overlooking park-like grounds
- Primary suite with sitting room and new spa-inspired bath
- Private-entry in-law suite with a fifth bedroom
- Walk-out lower level with media/playroom
- Potential custom wine cellar
Read the full listing description
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.
Schools
- Elementary
- West
- Middle
- Saxe Middle
- High
- New Canaan
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
A closer look at the location
Open Google Maps ↗171 Proprietors Crossing, New Canaan, CT 06840
Price history
| Date | Event | Price |
|---|---|---|
| Latest asking price | $2,495,000 | |
| Originally listed | $2,795,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
*Estimate: $2,495,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $31,188. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.
Listed by William Pitt Sotheby's Int'l · (203) 966-2633
Jaime Sneddon
SmartMLS · Listing #24169441 · Active
Listing data checked: Sep 18, 2026, 7:04 AM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
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