365 Greens Farms Road, Westport, Connecticut

$3,800,000

Previous Next

6

Beds

5

Baths

4,420

Square feet

2.12

Acres

About 365 Greens Farms Road

Generously sited on 2.15 stunning acres in Greens Farms, the Joseph H. Wakeman House is a perfect example of New England ingenuity and warmth. Built in 1840, this distinguished Federal-style residence was thoughtfully reimagined in the 1930s by an owner intent on showcasing its craftsmanship and enduring quality. The current residents were similarly captivated by its character and history. Located in the heart of one of Westport's most coveted and convenient neighborhoods, the park-like grounds, with sweeping lawns and meandering stone walls, are enchanting in every season. Inside, the home is warm and inviting-walls painted in pristine white provide a clean backdrop that highlights architectural details and period millwork. Wideboard flooring and 9-foot ceilings extend throughout, underscoring the timeless proportions and charm. Welcomed through double front doors, guests are immediately drawn to the gracious front hall or library, lined with bookshelves and anchored by the home's original staircase - a space so inviting, it is hard to leave. The elegant LR, with its rare double fireplaces, easily accommodates a grand piano, while the intimate formal DR-also with a fireplace, encourages evenings when friends linger. A butler's pantry connects seamlessly to the gourmet kitchen, which opens to the terrace and is bathed in natural light.The spacious FR features wide French doors to the yard, while a charming mudroom offers a practical yet welcoming entry.

Features of 365 Greens Farms Road

MLS® # 24124482
Price $3,800,000
Bedrooms 6
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,420
Acres 2.12
Type Single Family For Sale
Style Colonial, Antique
Status Under Contract

Community Information

Address 365 Greens Farms Road
Area Greens Farms
City Westport
County Fairfield
State Connecticut
Zip Code 06880

Amenities

Parking Detached Garage
# of Garages 2
Is Waterfront No
Waterfront Beach Rights
Has Pool No

Interior

Interior Features Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
Appliances Gas Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Disposal, Washer, Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 5
Has Basement Yes
Basement Full, Unfinished, Storage, Hatchway Access, Interior Access, Concrete Floor, Full With Hatchway

Exterior

Exterior Clapboard, Wood
Exterior Features Barn, Gutters, French Doors, Patio, Shed, Porch, Garden Area, Stone Wall, Underground Sprinkler
Lot Description Lightly Wooded, Treed, Level Lot, Professionally Landscaped
Roof Asphalt Shingle
Foundation Masonry, Stone

School Information

Elementary Greens Farms
Middle Bedford
High Staples

Additional Information

Date Listed September 12th, 2025
Days on Market 13
Zoning AAA
RE / Bank Owned No

Listing Details

OfficeCompass Connecticut, LLC

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement.
Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2025 SmartMLS, Inc.

Listing information last updated on October 18th, 2025 at 6:20pm EDT.