22 Evergreen Ave Westport, CT, 06880

single family home
$ 4,850,000 For Sale Coming Soon May 23, 2026
  • 5 beds
  • 5 baths
  • 5,103 sq ft
  • 2.52 acres
  • 1949 year built
  • in ground pool
  • 3 cars garage

About the Home

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.

Rooms & Interior

5 bedrooms beds
5 full baths
5,103 square feet sq ft

Room Details

  • Office (Main Level) 9 ft+ Ceilings, Beams, Book Shelves, Built-Ins, Hardwood Floor
  • Full Bath (Main Level)
  • Primary Br Suite (Upper Level) 9 ft+ Ceilings, Balcony/Deck, French Doors, Steam/Sauna, Walk-In Closet, Hardwood Floor
  • Bedroom (Upper Level) Book Shelves, Built-Ins, Hardwood Floor
  • Bedroom (Other Level) Built-Ins, On 3rd Floor
  • Formal Dining Room (Main Level) 9 ft+ Ceilings, French Doors, Patio/Terrace, Hardwood Floor
  • Den (Main Level) Book Shelves, Built-Ins, Hardwood Floor
  • Bedroom (Upper Level) Book Shelves, Built-Ins, Full Bath, Hardwood Floor
  • Rec/Play Room (Lower Level)
  • Library (Main Level) Balcony/Deck, Beams, Book Shelves, Built-Ins, French Doors, Hardwood Floor
  • Den (Main Level) Book Shelves, Built-Ins, Hardwood Floor
  • Bedroom (Upper Level) Book Shelves, Built-Ins, Full Bath, Hardwood Floor
  • Rec/Play Room (Lower Level)
  • Library (Main Level) Balcony/Deck, Beams, Book Shelves, Built-Ins, French Doors, Hardwood Floor
  • Great Room (Main Level) Bay/Bow Window, 9 ft+ Ceilings, Beams, Built-Ins, Fireplace, Hardwood Floor
  • Kitchen (Main Level) 9 ft+ Ceilings, Beams, Built-Ins, Island, Pantry, Hardwood Floor
  • Bedroom (Main Level) Hardwood Floor
  • Full Bath (Upper Level)
  • Full Bath (Upper Level)

Home Features

Heating

  • Fireplaces: 1
  • Heating: hot air
  • Heat fuel type: oil
  • Fuel tank: in basement

Cooling

  • Central air
  • Zoned

Appliances

  • Gas range
  • Range hood
  • Refrigerator
  • Dishwasher

Attic

  • Storage space
  • Finished
  • Walk-up

Basement

  • Full
  • Storage
  • Fully finished

Exterior Features

  • Balcony
  • Awnings
  • Stone wall
  • French doors
  • Patio

Property Details

Parking

  • Garage spaces: 3
  • Under house garage
  • Other
  • Driveway

Swimming Pool

  • Gunite
  • Heated
  • In ground pool

Waterfront

  • Beach rights
  • Water community
Waterfront Homes in Westport

Lot Details

  • Lot surface: 2.52 acres
  • Secluded
  • Interior lot
  • Cleared
  • Professionally landscaped
  • Water view
  • Open lot

Driveway

  • Private
  • Crushed stone

Utilities

  • Water: public water connected
  • Sewage: pub. sewer connected

Near-by Amenities

  • Basketball court
  • Golf course
  • Library
  • Park
  • Private school(s)
  • Shopping/mall
  • Tennis courts

Construction Details

Style
colonial

Construction year
1949

Exterior Siding
cedar, stone

Foundation
concrete

Roof
wood shingle


Area & Town

This home is located in In-Town neighborhood, in the town of Westport.

Finance & Listing Info

Status Coming soon
Listing date May 23, 2026
List price $ 4,850,000
Current price $ 4,850,000
Tax amount $ 27,234
Tax year july 2025-june 2026
MLS ID #24172211
List Agent Valerie Alvarez
Co-List Agent Carmen Desiato
List Office Serhant Connecticut, LLC
Co-List Office serhant connecticut, llc

22 Evergreen Avenue Home Photos

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