249 Greens Farms Road, Greens FarmsWestport, CT 06880MLS Number 24132302

  • Price: $3,750,000
  • Est. Mortgage of $/month
  • 25 Days on Market
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Federal 30-year interest rate: 6.22% last updated on Nov 6, 2025
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249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880249 Greens Farms Road Westport CT 06880
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  • 7Bedrooms
  • 2.02Acreage
  • 9Bathrooms
  • 1907Year Built

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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
Listed by Kim Harizman of Compass Connecticut,LLC ((917) 270-5168)

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More Info

Basic Information

  • MLS Number24132302
  • StatusACT
  • List Price$3,750,000
  • Square Feet10,104
  • Property TypeSingle Family For Sale
  • ColistofficenameCompass Connecticut, LLC
  • Co-List TeamKMS Team at Compass
  • List TeamKMS Team at Compass

Property

  • Acreage2.02
  • Lot DescriptionFence - Partial, Additional Land Avail., Dry, Cleared, Professionally Landscaped
  • Parking Spaces
  • SwimmingpoolYes
  • Pool descriptionGunite, Heated, Spa, In Ground Pool

Utilities

  • Waters ourcePublic Water Connected
  • Cooling SystemCentral Air
  • Hot water descriptionDomestic
  • Heating FuelOil
  • Fuel tank locationIn Basement
  • Heat SystemHot Air
  • Sewage systemSeptic

Tax Information

  • Assessed value$1,882,200
  • Milrate total19
  • Tax YearJuly 2025-June 2026
  • Taxes$35,498

Location

  • StateCT
  • Zip06880
  • CountyFairfield
  • NeighborhoodGreens Farms
  • Middle Junior High SchoolBedford

Interior

  • Rooms18
  • RoofAsphalt Shingle

Exterior

  • ColorNatural and stone
  • Exterior features
    • Balcony
    • French Doors
    • Gutters
    • Lighting
    • Patio
    • Porch
    • Porch-Wrap Around
    • Underground Utilities
    • Wrap Around Deck
  • Exterior sidingShingle, Stone

Amenities

  • Amenities
    • Golf Course
    • Health Club
    • Library
    • Medical Facilities
    • Park
    • Playground/Tot Lot
    • Public Pool
    • Tennis Courts
  • Other Amenities
    • Basement
    • Beachfront
    • Fireplace
    • Garden
    • Golf
    • Pool
    • Tennis
    • Waterfront

Other

  • Appliances Included
    • Dishwasher
    • Dryer
    • Freezer
    • Gas Cooktop
    • Icemaker
    • Microwave
    • Range Hood
    • Refrigerator
    • Wall Oven
    • Washer
    • Wine Chiller
  • Original listprice$3,750,000
  • Date Listed10/15/2025

School Information

  • Elementary SchoolGreens Farms
  • High SchoolStaples

Rooms

  • Laundry room locationsecond floor. Double washer and dryer
  • Laundry room infoUpper Level

Building

  • Full Bath6
  • Half Baths3
  • BasementFull, Partially Finished
  • Attic descriptionFinished, Walk-up
  • AtticYes
  • Garage Spaces2
  • Bedrooms7
  • Bathroom9
  • Year Built1907
  • Property StyleVictorian
  • Energy FeaturesExtra Insulation, Generator, Programmable Thermostat
  • Fireplaces4
  • FoundationConcrete
  • Garage Parking InfoAttached Garage, Under House Garage
  • New construction typeNo/Resale
  • Inlaw apartmentyPossible

Water Body

  • Waterfront DescriptionBeach Rights, Water Community, View
Sotheby's International Realty | William Pitt
Sotheby's International Realty | William Pitt
Office: 203-796-7700
112 Federal Road
Danbury, CT 06811

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