George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Stamford, CT / SOLD
147 Highline TrailStamford, CT 06902
The buyer could have saved $18,000 in 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 40% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.
Sale Price$1,800,000ClosedAugust 10, 2026
Open house
Our Take
147 Highline Trail is a 1921 Stamford estate on a private two-acre cul-de-sac where Westover meets Greenwich. The home has five bedrooms and four-and-a-half baths, with sweeping architectural lines and extensive glass oriented toward the Mianus River. A detached pool house adds a kitchen, lofted bedroom, and full bath. The property also includes a vintage greenhouse and detached two-car garage, along with a stated history of artistic residents.
At a glance
Closed · MLS #24186866- Bedrooms
- 5
- BathroomsBaths
- 4 full / 1 half
- Square feet
- 4,505
- Year built
- 1921
- Acres
- 2
- Property taxes
- $21,195
July 2025-June 2026
What stands out
- Private two-acre cul-de-sac setting
- Mid-Century Modern architectural design
- Five bedrooms and four-and-a-half baths
- Expansive glass overlooking the Mianus River
- Detached pool house with kitchen, lofted bedroom, and full bath
- Vintage greenhouse
- Detached two-car garage
- History of artistic residents
Read the full listing description
Rare. Exceptional. Timeless. Hidden away on a private two-acre cul-de-sac where Westover meets Greenwich, this Mid-Century Modern estate is a masterclass in light, height, and form. Designed for an inspired lifestyle, the main residence boasts five spacious bedrooms and four-and-a-half baths, defined by sweeping architectural lines and massive expanses of glass that look out over the Mianus River. A true compound for creatives and entertainers alike, the property features a spectacular detached pool house complete with a kitchen, lofted bedroom, and full bath-perfect for multigenerational living or an ultra-private guest suite. A vintage greenhouse, detached two-car garage, and a storied history of artistic residents complete this unparalleled sanctuary. Live where nature and iconic design completely converge.
Schools
- Elementary
- Stillmeadow
- Middle
- Cloonan
- High
- Westhill
Schools as reported by SmartMLS. Confirm attendance assignments with the district.
Price history
| Date | Event | Price |
|---|---|---|
| Closed price | $1,800,000 | |
| Original list price | $1,595,000 |
Intermediate price changes and previous listings may not be included.
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*Estimate: $1,800,000 closed price × assumed 2.5% buyer-agent commission × 40% rebate = $18,000. 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. This is a hypothetical estimate, not a rebate paid on this sale.
Listed by William Pitt Sotheby's Int'l · (203) 968-1500
Maureen Kitson
SmartMLS · Listing #24186866 · Closed
Listing data checked: Sep 26, 2026, 11:51 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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