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$1,800,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,505 Sq. Ft.
  • 2 Car Garage
  • Updated 12 days ago
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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

  • Sold For: $1,800,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24186866
  • Added to Site: 60 day(s) ago

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 and Sold by William Pitt Sotheby's Int'l, Maureen Kitson

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

Date
Details
Price
Change
Source
8/11/2026
Sold
$1,800,000
12.85%
MLS
6/25/2026
Listed
$1,595,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed and Sold 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 that was sold at $1,800,000 on August 11, 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.