147 Highline Trail
Stamford, CT 06902
5
Bed
5
Bath
4,505Sqft
2Acres(Lot)
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
Property Details
Map
Map
What's Nearby
Nearby Areas
Features
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Bedroom Information
Total beds: 5Bathroom Information
Total Baths: 5 Full Baths: 4 Half Baths: 1Room Information
Rooms Total: 10 Has Basement: Yes Basement: Partial, Unfinished -
Roofing Information
Asphalt -
Interior Features
Roof: Asphalt Appliances: Dishwasher, Dryer, Freezer, Gas Cooktop, Range, Oven, Refrigerator, Washer -
Heating & Cooling
Has Heating: Yes Heating: Oil, Steam Has Cooling: Yes Cooling: Wall Unit(s), Central Air
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Building Information
Year Built: 1921 Building Area Total: 4505 Construction Materials: Stone, Wood Siding, Frame Pool Features: Outdoor Pool, In Ground Private Pool: No View: Water
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Lot Information
Lot Size Acres: 2 Lot Description: Rolling Slope, Wooded
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Listing Price Information
Listing Price: $1595000
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Tax Information
Parcel Number: 340230 Annual Tax: $21195
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Garage Information
Has Garage: Yes Garage Space: 2
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School Information
Elementary School: StillmeadowJunior High School: CloonanSenior High School: Westhill -
Location Information
Direction: Westover Road to Highline WaterSource: Well
How much is this property worth?
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Nearby Home Value
| Address | Estimate | Bed | Bath | Sq. Ft | Lot Size |
|---|---|---|---|---|---|
| 62-64 Wallacks Drive, Stamford, CT, 06902 | $3,200,000 | 4 | 5 | 4,599 | 4,599 SqFt |
| 94 Mathews Street, Stamford, CT, 06902 | $725,000 | 3 | 2 | 1,547 | 1,547 SqFt |
| 117 Waterbury Avenue, Stamford, CT, 06902 | $529,000 | 2 | 2 | 1,192 | 1,192 SqFt |
| 17 Charles Street, Stamford, CT, 06902 | $600,000 | 3 | 1 | 1,258 | 1,258 SqFt |
| 48 Bungalow Park, Stamford, CT, 06902 | $679,000 | 2 | 1 | 1,344 | 1,344 SqFt |
| 84 Hobson Street, Stamford, CT, 06902 | $1,950,000 | 5 | 3 | 3,757 | 3,757 SqFt |
| 61 Hobson Street, Stamford, CT, 06902 | $2,000,000 | 5 | 4 | 3,644 | 3,644 SqFt |
| 3 Westminster Road, Stamford, CT, 06902 | $1,495,000 | 3 | 3 | 1,804 | 1,804 SqFt |
| 22 Courtland Avenue #4, Stamford, CT, 06902 | $179,000 | 1 | 1 | 750 | 750 SqFt |
| 379 Ocean Drive, Stamford, CT, 06902 | $14,500,000 | 6 | 8 | 8,738 | 8,738 SqFt |
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.
ByOwner last updated this listing 07/29/2026 @ 13:02
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