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$3,850,000

  • Sold
  • Closed
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 4,420 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 365 Greens Farms Rd

General

  • Sold For: $3,850,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24124482
  • Added to Site: 158 day(s) ago

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Foyer, Mud Room
  • Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Gas Cooktop, Wall Oven, Refrigerator, Subzero, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Full Bath: Upper
  • Partial Bath: Tile Floor, Main

Bedrooms

  • Total Bedrooms: 6
  • Primary Suite: Full Bath, Walk-In Closet, Wide Board Floor, Upper
  • Bedroom 1: Bedroom - Wide Board Floor, Other
  • Bedroom 2: Bedroom - Skylight, Beams, Full Bath, Wide Board Floor, On 3rd Floor, Upper
  • Bedroom 3: Bedroom - Wide Board Floor, Upper
  • Bedroom 4: Bedroom - Wide Board Floor, Upper
  • Bedroom 5: Bedroom - Wide Board Floor, Upper

Other Rooms

  • Living Room: Living Room - 9 ft+ Ceilings, Fireplace, Wide Board Floor, Main
  • Family Room: Family Room - French Doors, Wide Board Floor, Main
  • Kitchen: Kitchen - 9 ft+ Ceilings, French Doors, Island, Pantry, Patio/Terrace, Wide Board Floor, Main
  • Dining Room: Dining Room - 9 ft+ Ceilings, Fireplace, Wide Board Floor, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Barn, Gutters, French Doors, Patio, Shed, Porch, Garden Area, Stone Wall, Underground Sprinkler
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Neighborhood: Greens Farms
  • Driving Directions: Greens farms Rd to #365.

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: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Wood
  • Basement Desc.: Full, Unfinished, Storage, Hatchway Access, Interior Access, Concrete Floor, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,420
  • Above Ground: 4,420 Sq. Ft.
  • Year Built: 1840

Lot Features

  • Lot Size (Acres): 2.12
  • Zoning: AAA
  • Lot Description: Lightly Wooded, Treed, Level Lot, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Financial Considerations

  • Assessment Amount: $1,317,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 415868

Listed by Compass Connecticut, LLC, KMS Team at Compass, Michael Mombello and Compass Connecticut, LLC, The Nolan Team at Compass, Lynne Nolan
Sold by Compass Connecticut, LLC, Veronica Monahan

Listing agents

— 365 Greens Farms Rd —

  • Michael Mombello

    Compass Connecticut, LLC

  • Lynne Nolan

    Compass Connecticut, LLC

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NMLS#: 1598647

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NMLS#: 1598647

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Schools serving 365 Greens Farms Rd

School District:Westport School District
NameGradesDistance
Green's Farms School
17 Morningside Drive South, Westport, CT 06880
K-51.2 mi
Bedford Middle School
88 North Avenue, Westport, CT 06880
6-82.2 mi
Staples High School
70 North Avenue, Westport, CT 06880
9-122 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 365 Greens Farms Rd

Date
Details
Price
Change
Source
11/10/2025
Sold
$3,850,000
1.32%
MLS
9/18/2025
Listed
$3,800,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Compass Connecticut, LLC, KMS Team at Compass, Michael Mombello and Compass Connecticut, LLC, The Nolan Team at Compass, Lynne Nolan
Sold by Compass Connecticut, LLC, Veronica Monahan

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365 Greens Farms Road, Westport, CT 06880 (MLS# 24124482) is a Single Family property that was sold at $3,850,000 on November 10, 2025. Want to learn more about 365 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.