249 Greens Farms Road Westport, CT $ 3,750,000
249 Greens Farms Road
$ 3,750,000
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249 Greens Farms Road

Westport, CT, 06880
$ 3,750,000
Bedrooms7 Baths6.3 Sq 10,104

Monthly Estimate*

$ 23,395

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Single Family Home for sale in Westport, CT

for $3,750,000 with 7 bedrooms and 6 full baths, 3 half baths. This 10,104 square foot home was built in 1907 on a lot size of 2.02.

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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Single Family Active

Price

$ 3,750,000

Bedrooms

7

Full Bath

6

Half Bath

3

Property Type

Single Family

Taxes

$ 35,498

Style

Lot Size

2.02

Year Built

1907

Town/City

Westport

MLS | Web ID

24132302

Features
General
Zoning AAA
Neighborhood Greens Farms
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.02
Directions Greens Farms Road to #249 (stone pillars)
High School Staples
City Westport
Elementary School Greens Farms
Sq Ft Total 10104
DOM 53
Year Built 1907
Style Victorian
Year Built Source Public Records
Pool Description Gunite Heated Spa In Ground Pool
Energy Features Extra Insulation Generator Programmable Thermostat
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Interior
Cooling System Central Air
Total Rooms 18
Basement Description Full Partially Finished
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Exterior
Water Source Public Water Connected
Lot Description Fence - Partial Additional Land Avail. Dry Cleared Professionally Landscaped
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* Excluded Features
List By
Kim Harizman

Listing Agent

Compass Connecticut, Llc

Broker

kim.harizman@compass.com

Email

Affordability Calculator

$26,353
Per Month
89%
11%
0%
Monthly Principal & Interest
$23,395
Monthly Property Taxes
$2,958
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
2060353 Elementary School
1967866 Middle School
Staples High School High School
Pricing History
DatePricePrice ChangeDescription
10/15/2025$3,750,000 Listed Price

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249 Greens Farms Road, Westport, CT, 06880 is a Single Family Home for sale at $3,750,000 with 10,104 sqft and a lot size of 2.02. 249 Greens Farms Road has 7 bedrooms, 6.3 baths, and was built in 1907. The property's zip code is 06880 which is in Westport, CT