Active Under Contract
Single family home for sale at 22 Evergreen Ave, Westport, CT 06880 | MLS# 24172211 | Listing updated on 2026-10-26
Photo 1 of Single family home for sale at 22 Evergreen Ave, Westport, CT 06880 | MLS# 24172211 | Listing updated on 2026-10-26
Photo 2 of Single family home for sale at 22 Evergreen Ave, Westport, CT 06880 | MLS# 24172211 | Listing updated on 2026-10-26
Photo 3 of Single family home for sale at 22 Evergreen Ave, Westport, CT 06880 | MLS# 24172211 | Listing updated on 2026-10-26
Photo 4 of Single family home for sale at 22 Evergreen Ave, Westport, CT 06880 | MLS# 24172211 | Listing updated on 2026-10-26
36+
Beds Icon

Street View

$4,850,000

Monthly Est:$24,140

  • Beds Icon5 Beds
  • Beds Icon
    5 Baths
  • Beds Icon5,103sqft

22 Evergreen Ave, Westport, CT 06880

$24,140/moEst:

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  • Single Family Residence

  • Built in 1949

  • $-- HOA

  • 2.52 acres lot

  • $950/sq.ft

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.

  • Houzeo last checked: 1 minute ago
  • Listing updated: October 26, 2026 at 9:12 pm
  • Listing Provided by: Valerie Alvarez | Serhant Connecticut, LLC
  • Source: SMART MLS-CT | MLS#: 24172211 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Westport

  • Neighborhood

    --

  • Year Built

    1949

  • HOA Fees

    -

  • Finished Area

    5,103 sqft

  • Lot Size

    2.52 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24172211

  • MLS Status

    Under Contract - Continue to Show

  • Days on Market

    160

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 5

Interior

  • Cooling

    Central Air, Zoned

  • Sewer

    Public Sewer Connected

  • Exterior Features

    Balcony, Awnings, Stone Wall, French Doors, Patio

  • Appliances

    Gas Range, Range Hood, Refrigerator, Dishwasher

  • Heating

    Oil

Construction

  • Year Built

    Year Built: 1949

  • Home type

    Single Family Residence

  • Roof

    Wood Shingle

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

Utilities & Energy

  • Pool Features

    Gunite, Heated, In Ground Pool

  • Basement

    Full, Storage, Fully Finished

  • Water Source

    Public Water Connected

  • Parking Features

    Under House Garage, Other, Driveway

Other Features

  • Subdivision Name

    In Town

  • Lot Features

    Secluded, Interior Lot, Cleared, Professionally Landscaped, Water View, Open Lot

Price History

DateEventPrice

10/26/2026

Source: mls_logoSMART MLS-CT #24172211

Contingent (Active Under Contract)

$4,850,000

$950/sqft

05/29/2026

Source: mls_logoSMART MLS-CT #24172211

Listed for Sale

$4,850,000

$950/sqft

05/23/2026

Source: mls_logoSMART MLS-CT #24172211

Coming Soon

$4,850,000 +260.86%

$950/sqft

08/01/1995

Source: #95011825

Sold

$1,344,000

$263/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 31, 2026, 01:45PM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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