Date
Details
Price
Change
Source
10/15/2025
Listed
$3,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/40
$3,750,000
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Property 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 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
Full Property Details
Full Property Details for 249 Greens Farms Rd
General
- Price: $3,750,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24132302
- Updated: 11/26/2025
- Added to Site: 95 day(s) ago
Interior
- Number of Rooms: 18
- Fireplace: Yes
- Number of Fireplaces: 4
- Appliances: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 6
- Half Bathrooms: 3
Bedrooms
- Total Bedrooms: 7
- Primary Bedroom: Primary Bedroom, Upper
- Bedroom 1: Bedroom - 9 ft+ Ceilings, Balcony/Deck, Bedroom Suite, Full Bath, Hardwood Floor, On 3rd Floor, Other
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom - Balcony/Deck, Full Bath, Hardwood Floor, Upper
- Bedroom 4: Bedroom - Jack & Jill Bath, Hardwood Floor, Upper
- Bedroom 5: Bedroom - Jack & Jill Bath, Hardwood Floor, Upper
- Bedroom 6: Bedroom - Full Bath, Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room, Main
- Great Room: Great Room, Main
- Family Room: Family Room - Remodeled, Built-Ins, Dry Bar, Tile Floor, Lower
- Eat In Kitchen: Eat-In Kitchen, Main
- Dining Room: Dining Room, Main
- Office: Office - Bay/Bow Window, Hardwood Floor, On 3rd Floor, Other
- Laundry: Upper Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, Heated, Spa, In Ground Pool
Exterior
- Exterior Features: Porch-Wrap Around, Balcony, Underground Utilities, Porch, Wrap Around Deck, Gutters, Lighting, French Doors, Patio
- Color: Natural and stone
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage, Under House Garage
Location
- County: Fairfield
- Neighborhood: Greens Farms
- Driving Directions: Greens Farms Road to #249 (stone pillars)
School Information
- Elementary School: Greens Farms
- Middle School: Bedford
- High School: Staples
Community
- Community Name: Greens Farms
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Victorian
- Construction Status: No/Resale
- Exterior Const.: Shingle, Stone
- Basement Desc.: Full, Partially Finished
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 10,104
- Above Ground: 7,604 Sq. Ft.
- Below Ground: 2,500 Sq. Ft.
- Year Built: 1907
Lot Features
- Lot Size (Acres): 2.02
- Zoning: AAA
- Lot Description: Fence - Partial, Additional Land Avail., Dry, Cleared, Professionally Landscaped
Water Features
- Water Front Desc.: Beach Rights, Water Community, View
Green Features
- Energy Features: Extra Insulation, Generator, Programmable Thermostat
Financial Considerations
- Assessment Amount: $1,882,200
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 415566
Listed by Compass Connecticut, LLC, KMS Team at Compass, Kim Harizman and Compass Connecticut, LLC, KMS Team at Compass, Karen Scott
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 249 Greens Farms Rd —
Kim Harizman
Compass Connecticut, LLC
Karen Scott
Compass Connecticut, LLC
Agent Contact: (917) 270-5168 Office Contact: (203) 293-9715
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 249 Greens Farms Rd
School District:Westport School District
| Name | Grades | Distance |
|---|---|---|
Green's Farms School 17 Morningside Drive South, Westport, CT 06880 | K-5 | 1.1 mi |
Bedford Middle School 88 North Avenue, Westport, CT 06880 | 6-8 | 2.6 mi |
Staples High School 70 North Avenue, Westport, CT 06880 | 9-12 | 2.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 249 Greens Farms Rd
Tax History
Tax History for 249 Greens Farms Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$35,498
1%
$1,882,200
—
2023
$35,047
1%
$1,882,200
—
2023
$34,538
2%
$1,882,200
—
2022
$34,011
—
$1,882,200
—
2021
$34,011
10%
$1,882,200
2%
2020
$30,910
-1%
$1,849,800
—
2019
$31,188
—
$1,849,800
—
2018
$31,188
—
$1,849,800
—
2017
$31,188
—
$1,849,800
—
2016
$31,188
-12%
$1,849,800
-6%
2015
$35,489
1%
$1,961,800
—
2014
$35,195
-1%
$1,961,800
—
2011
$35,450
—
$1,961,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 249 Greens Farms Rd
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Listed by Higgins Group Bedford Square
Sold by Lisa Babington
Sold by Lisa Babington
249 Greens Farms Road, Westport, CT 06880 (MLS# 24132302) is a Single Family property with 7 bedrooms, 6 full bathrooms and 3 partial bathrooms. 249 Greens Farms Road is currently listed for $3,750,000 and was received on October 15, 2025. Want to learn more about 249 Greens Farms Road? Do you have questions about finding other Single Family real estate for sale in Westport? You can browse all Westport real estate or contact a Coldwell Banker agent to request more information.