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$1,595,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,505 Sq. Ft.
  • 2 Car Garage
  • Updated 11 hours ago

Next open house:

Open House: 11:00 AM - 1:00 PM

Friday 6/26 11:00 AM - 1:00 PM

147 Highline Trail,Stamford, CT 06902

147 Highline TrailStamfordCT06902

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Join us at 147 Highline Trail on:

  • Open House: 12:00 PM - 2:30 PM

    Saturday 6/27 12:00 PM - 2:30 PM

    147 Highline Trail,Stamford, CT 06902
    147 Highline TrailStamfordCT06902
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See This Home
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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.

Full Property Details for 147 Highline Trail

General

  • Price: $1,595,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24186866
  • Updated: Today (6/25/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 10
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Cooktop, Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Lower
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main

Additional Information

  • Pool: Yes
  • Pool Description: Pool House, Spa, In Ground Pool

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Westover
  • Driving Directions: Westover Road to Highline

School Information

  • Elementary School: Stillmeadow
  • Middle School: Cloonan
  • High School: Westhill

Community

  • Community Name: Westover

Heating & Cooling

  • Cooling Type: Central Air, Wall Unit
  • Heating Type: Steam, Oil
  • Heating Fuel: Oil
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Stone, Wood
  • Basement Desc.: Partial, Unfinished
  • Roof: Asphalt Shingle
  • Square Feet: 4,505
  • Above Ground: 4,505 Sq. Ft.
  • Year Built: 1921

Lot Features

  • Lot Size (Acres): 2
  • Zoning: RA1
  • Lot Description: Treed, Professionally Landscaped, Rolling, Water View

Water Features

  • Water Front Desc.: View

Financial Considerations

  • Assessment Amount: $910,820
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 340230

Listed by William Pitt Sotheby's Int'l, Maureen Kitson

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Listing agent

— 147 Highline Trail —

  • Maureen Kitson

    William Pitt Sotheby's Int'l

Agent Contact: (914) 552-1063 Office Contact: (203) 968-1500

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 147 Highline Trail

School District:Stamford School District
NameGradesDistance
Stillmeadow School
800 Stillwater Road, Stamford, CT 06902
K-51.8 mi
Cloonan School
11 West North Street, Stamford, CT 06902
6-82.7 mi
Westhill High School, Stamford, CT
125 Roxbury Road, Stamford, CT 06902
9-121.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 147 Highline Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
6/25/2026
Listed
$1,595,000
4.59%
MLS
11/06/2007
Sold
$1,525,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 147 Highline Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$21,195
2%
$910,820
—
2023
$20,730
-7%
$910,820
—
2023
$22,279
16%
$910,820
25%
2022
$19,153
7%
$727,420
5%
2021
$17,976
3%
$692,200
—
2020
$17,533
—
$692,200
—
2019
$17,533
4%
$692,200
—
2018
$16,924
-1%
$692,200
4%
2017
$17,087
3%
$667,740
—
2016
$16,573
3%
$667,740
—
2015
$16,119
4%
$667,740
—
2014
$15,565
3%
$667,740
—
2011
$15,138
—
$667,740
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by William Pitt Sotheby's Int'l, Maureen Kitson

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147 Highline Trail, Stamford, CT 06902 (MLS# 24186866) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 147 Highline Trail is currently listed for $1,595,000 and was received on June 25, 2026. Want to learn more about 147 Highline Trail? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.

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