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
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
Appliances
- Gas cooktop
- Wall oven
- Microwave
- Range hood
- Refrigerator
- Freezer
- Icemaker
- Dishwasher
- Washer
- Dryer
- Wine chiller
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
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.
- $1.70M med. price
- 18 homes for sale
- $2.10M med. price
- 94 homes for sale
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 |
(c) 2025 Based on information provided to and compiled by the Smart MLS, Inc.
249 Greens Farms Road
Home Photos