249 Greens Farms Rd Westport, CT, 06880

single family home
$ 3,750,000 For Sale Active Oct 15, 2025
  • 7 beds
  • 9 baths
  • 10,104 sq ft
  • 2.02 acres
  • 1907 year built
  • in ground pool
  • 2 cars garage

About the 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

Rooms & Interior

7 bedrooms beds
6 full + 3 half baths
10,104 square feet sq ft

Room Details

  • Living Room (Main Level)
  • Bedroom (Other Level) 9 ft+ Ceilings, Balcony/Deck, Bedroom Suite, Full Bath, Hardwood Floor, On 3rd Floor
  • Family Room (Lower Level) Remodeled, Built-Ins, Dry Bar, Tile Floor
  • Dining Room (Main Level)
  • Primary Bedroom (Upper Level)
  • Bedroom (Upper Level)
  • Bedroom (Upper Level) Balcony/Deck, Full Bath, Hardwood Floor
  • Bedroom (Upper Level) Jack & Jill Bath, Hardwood Floor
  • Eat In Kitchen (Main Level)
  • Bedroom (Upper Level) Jack & Jill Bath, Hardwood Floor
  • Office (Other Level) Bay/Bow Window, Hardwood Floor, On 3rd Floor
  • Great Room (Main Level)
  • Bedroom (Upper Level) Full Bath, Hardwood Floor

Home Features

Heating

  • Fireplaces: 4
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air

Appliances

  • Gas cooktop
  • Wall oven
  • Microwave
  • Range hood
  • Refrigerator
  • Freezer
  • Icemaker
  • Dishwasher
  • Washer
  • Dryer
  • Wine chiller

Attic

  • Finished
  • Walk-up

Basement

  • Full
  • Partially finished

Laundry

  • Location: second floor. double washer and dryer
  • Upper level

Energy Features

  • Extra insulation
  • Generator
  • Programmable thermostat

Exterior Features

  • Porch-wrap around
  • Balcony
  • Underground utilities
  • Porch
  • Wrap around deck
  • Gutters
  • Lighting
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 2
  • Attached garage
  • Under house garage

Swimming Pool

  • Gunite
  • Heated
  • Spa
  • In ground pool

Waterfront

  • Beach rights
  • Water community
  • View
Waterfront Homes in Westport

Lot Details

  • Lot surface: 2.02 acres
  • Fence - partial
  • Additional land avail.
  • Dry
  • Cleared
  • Professionally landscaped

Utilities

  • Water: public water connected
  • Sewage: septic

Near-by Amenities

  • Golf course
  • Health club
  • Library
  • Medical facilities
  • Park
  • Playground/tot lot
  • Public pool
  • Tennis courts

Construction Details

Style
victorian

Construction year
1907

Exterior Siding
shingle, stone

Foundation
concrete

Roof
asphalt shingle


Area & Town

This home is located in Greens Farms neighborhood, in the town of Westport.

Finance & Listing Info

Status Active
Listing date October 15, 2025
List price $ 3,750,000
Current price $ 3,750,000
Tax amount $ 35,498
Tax year july 2025-june 2026
MLS ID #24132302
List Agent Kim Harizman
Co-List Agent Karen Scott
List Office Compass Connecticut, LLC
Co-List Office compass connecticut, llc

249 Greens Farms Road Home Photos

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