147 Highline Trail Stamford, CT $ 1,595,000
147 Highline Trail
$ 1,595,000
Recently Listed
Open House 6/26 11am - 1pm
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147 Highline Trail

Stamford, CT, 06902
$ 1,595,000
Bedrooms5 Baths4.1 Sq 4,505

Monthly Estimate*

$ 10,071

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Single Family Home for sale in Stamford, CT

for $1,595,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,505 square foot home was built in 1921 on a lot size of 2.

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.

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Open House

6/26/2026 11:00 AM - 1:00 PM
6/27/2026 12:00 PM - 2:30 PM
6/28/2026 12:00 PM - 2:30 PM
147 Highline Trail Stamford, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 1,595,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 21,195

Style

Lot Size

2

Year Built

1921

Town/City

Stamford

MLS | Web ID

24186866

Features
General
Zoning RA1
Neighborhood Westover
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2
Directions Westover Road to Highline
High School Westhill
City Stamford
Elementary School Stillmeadow
Sq Ft Total 4505
DOM 0
Year Built 1921
Style Contemporary
Year Built Source Public Records
Pool Description Pool House Spa In Ground Pool
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Interior
Cooling System Central Air Wall Unit
Total Rooms 10
Basement Description Partial Unfinished
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Exterior
Water Source Private Well
Lot Description Treed Professionally Landscaped Rolling Water View
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* Excluded Features
List By
Maureen Kitson

Listing Agent

William Pitt Sotheby's Int'l

Broker

mkitson@wpsir.com

Email

Affordability Calculator

$11,837
Per Month
85%
15%
0%
Monthly Principal & Interest
$10,071
Monthly Property Taxes
$1,766
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1754267 Elementary School
4769969 Middle School
Westhill High School High School
Pricing History
DatePricePrice ChangeDescription
6/25/2026$1,595,000 Listed Price

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147 Highline Trail, Stamford, CT, 06902 is a Single Family Home for sale at $1,595,000 with 4,505 sqft and a lot size of 2. 147 Highline Trail has 5 bedrooms, 4.1 baths, and was built in 1921. The property's zip code is 06902 which is in Stamford, CT