Under contract

$1,595,000

147 Highline Trail, Stamford, CT 06902

5beds

4,505sqft

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Single Family Residence

Built in 1921

2 Acres Lot

$-- Zestimate^®

$354/sqft

$-- HOA

What's special

Vintage greenhouseDetached two-car garageMassive expanses of glassFour-and-a-half bathsSweeping architectural linesFive spacious bedroomsPrivate two-acre cul-de-sac

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.

18 days

4,569

342

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 5
Bathrooms: 5
Full bathrooms: 4
1/2 bathrooms: 1

Primary bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Upper

Bedroom

Level: Lower

Bedroom

Level: Lower

Dining room

Level: Main

Living room

Level: Main

Heating

Steam, Oil

Cooling

Central Air, Wall Unit(s)

Appliances

Included: Gas Cooktop, Oven/Range, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Water Heater

Features

Basement: Partial,Unfinished
Attic: None
Number of fireplaces: 2

Interior area

Total structure area: 4,505
Total interior livable area: 4,505 sqft
Finished area above ground: 4,505

Property

Parking

Total spaces: 2
Parking features: Detached
Garage spaces: 2

Features

Has private pool: Yes
Pool features: Pool/Spa Combo, In Ground
Has view: Yes
View description: Water
Has water view: Yes
Water view: Water

Lot

Size: 2 Acres
Features: Wooded, Landscaped, Rolling Slope

Details

Additional structures: Pool House
Parcel number: 340230
Zoning: RA1

Construction

Type & style

Home type: SingleFamily
Architectural style: Contemporary
Property subtype: Single Family Residence

Materials

Stone, Wood Siding
Foundation: Concrete Perimeter
Roof: Asphalt

Condition

New construction: No
Year built: 1921

Utilities & green energy

Sewer: Septic Tank
Water: Well

Community & HOA

Community

Subdivision: Westover

HOA

Has HOA: No

Location

Region: Stamford

Financial & listing details

Price per square foot: $354/sqft
Tax assessed value: $910,820
Annual tax amount: $21,195
Date on market: 6/25/2026

Estimated market value

Not available

Estimated sales range

Not available

$7,858/mo

Price history

Date	Event	Price
7/12/2026	Pending sale	$1,595,000$354/sqft
Source: Smart MLS #24186866 Report a problem
6/25/2026	Listed for sale	$1,595,000+1072.4%$354/sqft
Source: Smart MLS #24186866 Report a problem
1/24/2013	Sold	$136,050$30/sqft
Source: Smart MLS #98447463 Report a problem
10/31/2011	Sold	$136,050-91.1%$30/sqft
Source: Public Record Report a problem
11/5/2007	Sold	$1,525,000$339/sqft
Source: Smart MLS #98337375 Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$21,277 +2.6%	$910,820
2024	$20,730 -7%	$910,820
2023	$22,279 +16.3%	$910,820 +25.2%
2022	$19,153 +6.5%	$727,420 +5.1%
2021	$17,976 +2.5%	$692,200
2020	$17,533	$692,200
2019	$17,533 +3.6%	$692,200
2018	$16,924 -1%	$692,200 +3.7%
2017	$17,087 +3.1%	$667,740
2016	$16,573	$667,740

Find assessor info on the county website

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All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.

HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.

Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.

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