Water Views
Address
22 Evergreen Avenue, Westport, CT
Price
$ 4,850,000
Property Attributes
  • MLS#24172211
  • TypeSingle Family
  • Listing Status Active
  • CountyFairfield
  • CityWestport
  • NeighborhoodIn-Town
  • Zip06880
  • Style
  • Year Built1949
  • Taxes$ 27234
  • Price$ 4,850,000
  • Bedrooms5
  • Full Bathrooms5
  • Half Bathrooms0
  • Sqr Footage5103
  • Lot Size2.52 Acres
Data Source:
Smart MLS
Property Description

Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town. Despite its secluded setting, The Winslow Manor enjoys an unrivaled location just steps from everything that defines the Westport lifestyle. The Metro-North train, Levitt Pavilion, Compo Beach, the Westport Farmers Market, Longshore Golf Club, Cranberry Park, Sherwood Island State Park, the Westport Observatory, and Playhouse Square are all moments away, offering effortless access to culture, recreation, dining, and coastal living. Whether hosting unforgettable gatherings or enjoying quiet mornings overlooking the landscape, The Winslow Manor is more than a home - it's a sanctuary, a retreat, and a rare opportunity to own one of Westport's most captivating properties.

Elementary School High School
Saugatuck Elementary School Staples High School
Price History
5/23/2026 Listed $4,850,000

General Features

Zoning A
Neighborhood In-Town
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.52
Directions Gps friendly. As you turn on Evergreen, it is the home all the way down the driveway. Approach the gate, wait for it to open, and continue down the driveway to the property.
High School Staples
City Westport
Elementary School Saugatuck
Sq Ft Total 5103
Year Built 1949
Style Colonial
Year Built Source Public Records
Pool Description Gunite,Heated,In Ground Pool

Interior Features

Cooling System Central Air,Zoned
Total Rooms 12
Basement Description Full,Storage,Fully Finished

Exterior Features

Water Source Public Water Connected
Lot Description Secluded,Interior Lot,Cleared,Professionally Landscaped,Water View,Open Lot

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 06880

Price
AVG $4.35M
$4.85M
Year Built
AVG 1981
1949

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