$3,750,000

249 Greens Farms Road, Westport, CT 06880

  • 7 beds |
  • 9 baths |
  • 10,104 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1907
  • Property Lot Size Icon2.02acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $371/sqft
  • Property List Date Icon Listed 12 days ago

Property Description

Storied and superbly restored, 'The Lookout' at 249 Greens Farms Rd blends the grandeur of a 1907 Colonial Revival 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

Listing Status:
Active
Date Added:
October 15, 2025 at 07:49PM
Listing Office:
Compass Connecticut, LLC : (203) 293-9715
Listing Agent:
Kim Harizman : (917) 270-5168
MLS ID:
24132302
  • Appliances: Gas CooktopWall OvenMicrowaveRange HoodRefrigeratorFreezerIcemakerDishwasherWasherDryerWine Chiller
  • Laundry: Upper Level
  • Basement: FullPartially Finished
  • A/C: Central Air
  • Heating: Hot AirOil
  • Fireplace: Fireplaces: 4
  • General: Porch-Wrap AroundBalconyUnderground UtilitiesPorchWrap Around DeckGuttersLightingFrench DoorsPatio
  • Style: Victorian
  • Pool: GuniteHeatedSpaIn Ground Pool
  • Roofing: Asphalt Shingle
  • County: Fairfield
  • Zoning: AAA415566
  • Water: Public Water Connected
  • Sewer: Septic

This listing courtesy of Kim Harizman, Compass Connecticut, LLC

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

G

Green's Farms Elementary School

17 Morningside Dr S, Westport, CT, 06880

Grades KG-5

1.07 miles away

B

Bedford Middle School

88 North Ave, Westport, CT, 06880

Grades 6-8

2.55 miles away

S

Staples High School

70 North Ave, Westport, CT, 06880

Grades 9-12

2.34 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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