Introducing The Winslow Manor, one of Westport's most

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Home For Sale

22 Evergreen Ave

Westport, Connecticut 06880

Fairfield County

Community: 

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$4,850,000 5 br, 5.0 bath 5103 sq. ft. 2.520 acres

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.

Interior:
  • Bedrooms: 5
  • Baths: 5.0
  • Sq Ft: 5103
  • Year Built: 1949
  • Utilities: 
  • Fireplaces: Has Fireplace
  • Stories: 
  • Heat/AC: 
  • Garage: 
Exterior:
  • Lot Size: 2.520 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: 
  • Roof: 
  • Property Taxes: $27,234
  • MLS #: 24172211
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Contact Information:
Beach Home For Sale in Westport, Connecticut
Listing Agent: Valerie Alvarez, SERHANT CONNECTICUT LLC, 203-224-0361, 203-489-7800 Listing Site, Listing Status: Active
Copyright © 2026 SmartMLS, Inc.. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7793735
Viewed 10 times.
Updated: May 31, 2026

This property is a Home located at 22 Evergreen Ave, Westport, Connecticut 06880, and is currently For Sale at $4,850,000. This Home has 5 bedrooms, 5.0 baths, 5103 sq ft.