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249 Greens Farms Road, Westport, CT 06880

Westport
Local realty services provided by:CENTURY 21 Alliance Realty Group
249 Greens Farms Road,Westport, CT 06880
$3,750,000
  • 7 Beds
  • 9 Baths
  • 10,104 sq. ft.
  • Single family
  • Pending
Listed by: kim harizman, karen scott(917) 270-5168
Office: compass connecticut, llc
MLS#:24132302
Source:CT

Price summary

  • Price:$3,750,000
  • Price per sq. ft.:$371.14

About this home

Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Victorian with todays modern luxury. Privately set among perennial gardens and antique copper beeches, this iconic 16-room residence offers a gracious floor plan with elegant formal spaces, a chefs eat-in kitchen, media room, wine cellar, and inviting family areas. Original architectural details shine alongside impeccable updates. The primary suite features a spa bath and custom closets; three additional bedrooms offer flexible space. Outside, relax by a sparkling pool or host gatherings on the lush, landscaped lawn. An adjacent lot for added privacy or future expansion is also available. A true Westport landmark, steps from town, schools, and rail, this is a rare opportunity to own an estate rich in character and comfort. Shown by appointment

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Home facts

  • Year built:1907
  • Listing ID #:24132302
  • Added:153 day(s) ago
  • Updated:March 18, 2026 at 12:41 PM

Rooms and interior

  • Bedrooms:7
  • Total bathrooms:9
  • Full bathrooms:6
  • Half bathrooms:3
  • Rooms Total:18
  • Kitchen Description:Dishwasher, Freezer, Gas Cooktop, Ice Maker, Microwave, Range Hood, Refrigerator, Wall Oven, Wine Chiller
  • Basement Description:Full Basement, Partially Finished
  • Living area:10,104 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Hot Air
  • Central air:Yes

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1907
  • Building area:10,104 sq. ft.
  • Lot area:2.02 Acres
  • Lot Features:Cleared, Dry, Fence - Partial, Professionally Landscaped
  • Architectural Style:Victorian
  • Construction Materials:Shingle, Stone
  • Exterior Features:Balcony, French Doors, Gutters, Lighting, Patio, Porch, Porch-Wrap Around, Underground Utilities, Wrap Around Deck

Schools

  • High school:Staples
  • Middle school:Bedford
  • Elementary school:Greens Farms

Utilities

  • Water:Public Water Connected

Finances and disclosures

  • Price:$3,750,000
  • Price per sq. ft.:$371.14
  • Tax amount:$35,498 (July 2025-June 2026)

Features and amenities

  • Appliances:Dishwasher, Dryer, Freezer, Gas Cooktop, Icemaker, Microwave, Range Hood, Refrigerator, Wall Oven, Washer, Wine Chiller
  • Pool features:In Ground Pool

Parking

  • Parking description:Attached Garage, Under House Garage
  • Garage:Yes
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