249 Greens Farms Rd

Westport, CT 06880

$3,750,000
Price
7
Beds
10,104 Sq. Ft.
$371 / Sq. Ft.
10,104
Sq. Ft.
$371
per Sq. Ft.
Listed By Compass
Listed By Compass
front view of a house with a garden
a view of a balcony with potted plants
a view of livingroom with furniture wooden floor and windows
a living room with furniture and a fireplace
a dining space with furniture window wooden floor and garden view
a living room with large windows
a view of living room with furniture and windows
a living room with furniture a chandelier and a fireplace
a kitchen with white cabinets and white appliances
a kitchen with stainless steel appliances kitchen island granite countertop a stove and cabinets
a kitchen with a sink stove and refrigerator
a kitchen with a stove oven and sink
a living room with furniture and a large window
a living room with furniture and a chandelier
a view of a patio with couches and a table and chairs with garden view
a outdoor living space with furniture and garden view
a dining room with furniture window and wooden floor
a living room with furniture a large window and a fireplace
a living room with furniture a dining table and a large window
a view of entryway with wooden floor and stairs
a view of a deck with a table and chairs with wooden floor
a bedroom with a bed and a fireplace
a living room with furniture and a large window
a bathroom with a sink a mirror and a window
a view of a living room and a window
a view of room with window and cabinet
a bedroom with a large bed and a large window
a spacious bedroom with a bed and a flat screen tv
a bedroom with two beds and a large window
a bathroom with a granite countertop sink and a bathtub
a work room with furniture and windows
a bathroom with a bathtub and a sink
a living room with furniture kitchen view and a chandelier
a living room with furniture and kitchen view
a bathroom with a glass shower door and a sink
a bedroom with furniture and a view of living room
a front view of a house with garden and sitting area
a view of backyard with swimming pool and seating space
a green field with trees in the background
a front view of a house with a yard

Description

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...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

Listing Agents

  1. Kim Harizman

    Kim Harizman

    Listing Agent

    Compass

    kim.harizman@compass.com

    P: (917)-270-5168

    CallTextEmail
  2. Karen Scott

    Karen Scott

    Alternative Listing Agent

    Compass

    karen.scott@compass.com

    P: (203)-613-9200

    CallTextEmail

Property Details for 249 Greens Farms Road

Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
Greens Farms
Style
Victorian
Garage Parking Info
Attached Garage, Under House Garage
Swimming Pool
Yes
LISTING UPDATED: 12/08/2025 01:40 AM

Property Details for 249 Greens Farms Road

StatusActive
MLS #24132302
Days on Market71
Taxes$35,498 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1907
Lot Size2.02 AC / 87,991 SF
CountyFairfield County
Buyer's Agent Compensation2%

Location

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Building Information for 249 Greens Farms Road

Stories-Year Built1907Building Size-Lot Size2.02 AC / 87,991 SF

Payment Calculator

$21,488 per month

30 year fixed, 6.28% Interest

Principal and Interest

$18,530

Property Taxes

$2,958

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 249 Greens Farms Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Greens Farms Road to #249 (stone pillars)
  • Elementary School: Greens Farms
  • High School: Staples
  • Latitude: 41.122032
  • Longitude: -73.321185
  • Middle Jr High School: Bedford
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Pool, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $35,498
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Balcony, Underground Utilities, Porch, Wrap Around Deck, Gutters, Lighting, French Doors, Patio
  • Pool Description: Gunite, Heated, Spa, In Ground Pool
  • Waterfront Description: Beach Rights, Water Community, View
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Laundry Room Info: Upper Level
  • Laundry Room Location: second floor. Double washer and dryer
  • Rooms Total: 18
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Features: 9 ft+ Ceilings,Balcony/Deck,Bedroom Suite,Full Bath,Hardwood Floor,On 3rd Floor
  • Room Level: Other
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Features: Bay/Bow Window,Hardwood Floor,On 3rd Floor
  • Room Level: Other
  • Room Type: Office
Room 5
  • Listing Key: 40A845C3DF307A04E0631A01100A5F2C
  • Room Entry Order: 13
  • Room Features: Remodeled,Built-Ins,Dry Bar,Tile Floor
  • Room Level: Lower
  • Room Type: Family Room
Room 6
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 7
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 8
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Great Room
Room 9
  • Listing Key: 40A845C3DF307A04E0631A01100A5F2C
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 10
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 7
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 8
  • Room Features: Balcony/Deck,Full Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Room 13
  • Room Entry Order: 9
  • Room Features: Jack & Jill Bath,Hardwood Floor
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Natural and stone
  • Construction Description: Frame, Stone, Concrete
  • Exterior Siding: Shingle, Stone
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1907
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Upper Level
  • In Law Apartment: Possible
  • Sq Ft Est Heated Below Grade: 2500
  • Living Area SQFT Per Public Records: 7604
Lot Information
  • Lot Description: Fence - Partial, Additional Land Avail., Dry, Cleared, Professionally Landscaped
  • Parcel Number: 415566
  • Sq Ft Est Heated Above Grade: 7604.0
  • Sq Ft Total: 10104.0
  • Zoning: AAA
Utilities
  • Energy Features: Extra Insulation, Generator, Programmable Thermostat
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 249 Greens Farms Road

DateEvent & SourcePriceAppreciation
Dec 26, 2006

Closed (Public Record)

Public Record #212034063

$3,650,000

+43.8% / yr

Sep 17, 2004

Closed (Public Record)

Public Record #153620589

$1,600,000

+27.8% / yr

Mar 2, 2000

Closed (Public Record)

Public Record #91299647

$525,000

+306.0% / yr

Oct 29, 1999

Closed (Public Record)

Public Record #91299318

$325,000—
DateEvent & SourcePrice
12/26/2006

Closed (Public Record)

Public Record #212034063

$3,650,000

+43.8% / yr

09/17/2004

Closed (Public Record)

Public Record #153620589

$1,600,000

+27.8% / yr

03/02/2000

Closed (Public Record)

Public Record #91299647

$525,000

+306.0% / yr

10/29/1999

Closed (Public Record)

Public Record #91299318

$325,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 249 Greens Farms Road

Taxable ValueLand$354,400Additions$1,527,800Total$1,882,200
Tax Record2024$35,498 ($2,958 / month)
Home Facts
Beds7Baths7.5Total Finished SqFt7,604 SqFtAbove Grade Finished SqFt7,604 SqFtStories2Lot Size87,991 SqFtStyleSingle Family ResidenceYear Built1907ZoningAAACountyFAIRFIELDAPNWPRT M:G06 L:022-000Fireplace TypeHas Fireplace

Schools near 249 Greens Farms Road

This home is within Westport School District.
Rating
School
Type
Grades
Distance
Green's Farms School
Public - K to 5
Bedford Middle School
Public - 6 to 8
Staples High School
Public - 9 to 12
Green's Farms Segregated
Public - 1 to 5
Rating
School
Distance
Green's Farms School
PublicK to 5

Bedford Middle School
Public6 to 8

Staples High School
Public9 to 12

Green's Farms Segregated
Public1 to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 249 Greens Farms Road, Westport, CT 06880

249 Greens Farms Road is a single family home for sale in Westport, CT 06880. This property was listed for sale on October 15, 2025 by Compass, it's currently listed at $3,750,000. It has been on the market for a total of 71 days and was last sold on December 26, 2006. This listing's school district is Westport School District. Nearby schools include Green's Farms School, Bedford Middle School and Staples High School. 249 Greens Farms Road is a 7-bed, 9-bath, 10,104 sqft single family home built in 1907.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.