George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
New Canaan, CT / 147 DAYS ON MARKET
171 Proprietors CrossingNew Canaan, CT 06840
Buy with Cress and Save $31,188 on brokerage fees*
When you buy with Cress, we give you back a portion of the brokerage commission we receive.
See how the commission rebate works ↗*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.
Asking price$2,495,000ActiveReduced $300,000 (10.7%) from original price · Price history ↓
Open house
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.
Nearby sold homes
View sold homes in New Canaan →
Sold 10/03/24
$2,025,0005 beds · 3.5 ba · 4,143 sqft · Sold172 Proprietors Crossing, New Canaan, CT 06840William Raveis Real Estate
Sold 07/10/25
$4,600,0007 beds · 7 ba · 9,587 sqft · Sold168 Proprietors Crossing, New Canaan, CT 06840William Raveis Real Estate
Sold 06/26/25
$3,157,0005 beds · 4.5 ba · 5,484 sqft · Sold1702 Oenoke Ridge, New Canaan, CT 06840Coldwell Banker Realty
Sold 09/21/26
$6,550,0006 beds · 8 ba · 15,399 sqft · Sold119 Proprietors Crossing, New Canaan, CT 06840NestSeekers International
Sold 04/30/26
$2,500,0004 beds · 3 ba · 4,562 sqft · Sold1038 West Road, New Canaan, CT 06840William Raveis Real Estate
*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 or actual compensation.
Listed by William Pitt Sotheby's Int'l · (203) 966-2633
Jaime Sneddon · (203) 219-3769
SmartMLS · Listing #24169441 · Active
Listing data checked: Oct 1, 2026, 7:02 PM EDT.
Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.
For personal, noncommercial use to identify properties you may be interested in purchasing.
