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For sale
    • $4,850,000

    22 Evergreen Avenue, Westport, CT 06880

    5beds
    5,103sqft
    : 
    $30,470/mo
    Get pre-qualified
    Single Family Residence
    Built in 1949
    2.52 Acres Lot
    $-- Zestimate®
    $950/sqft
    $-- HOA

    What's special

    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.
    68 days
    |
    1,215
    |
    82
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Valerie Alvarez (203)224-0361,

    Serhant Connecticut, LLC 203-489-7800,

    Carmen Desiato 203-545-9966,

    Serhant Connecticut, LLC

    Source: Smart MLS,MLS#: 24172211MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 5
      • Full bathrooms: 5
      Primary bedroom
      • Features: High Ceilings, Balcony/Deck, French Doors, Steam/Sauna, Walk-In Closet(s), Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Bookcases, Built-in Features, Full Bath, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Bookcases, Built-in Features, Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Built-in Features
      • Level: Third,Other
      Bathroom
      • Level: Main
      Bathroom
      • Level: Upper
      Bathroom
      • Level: Upper
      Den
      • Features: Bookcases, Built-in Features, Hardwood Floor
      • Level: Main
      Dining room
      • Features: High Ceilings, French Doors, Patio/Terrace, Hardwood Floor
      • Level: Main
      Great room
      • Features: Bay/Bow Window, High Ceilings, Beamed Ceilings, Built-in Features, Fireplace, Hardwood Floor
      • Level: Main
      Kitchen
      • Features: High Ceilings, Beamed Ceilings, Built-in Features, Kitchen Island, Pantry, Hardwood Floor
      • Level: Main
      Library
      • Features: Balcony/Deck, Beamed Ceilings, Bookcases, Built-in Features, French Doors, Hardwood Floor
      • Level: Main
      Office
      • Features: High Ceilings, Beamed Ceilings, Bookcases, Built-in Features, Hardwood Floor
      • Level: Main
      Rec play room
      • Level: Lower
      Heating
      • Forced Air, Oil
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Gas Range, Range Hood, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
      Features
      • Doors: French Doors
      • Basement: Full,Storage Space,Finished
      • Attic: Storage,Finished,Walk-up
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 5,103
      • Total interior livable area: 5,103 sqft
      • Finished area above ground: 4,377
      • Finished area below ground: 726

      Property

      Parking
      • Total spaces: 10
      • Parking features: Attached, Other, Driveway, Private
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      • Exterior features: Balcony, Awning(s), Stone Wall
      • Has private pool: Yes
      • Pool features: Gunite, Heated, In Ground
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      • Waterfront features: Beach Access, Water Community
      Lot
      • Size: 2.52 Acres
      • Features: Secluded, Interior Lot, Cleared, Landscaped, Open Lot
      Details
      • Parcel number: 412172
      • Zoning: A

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Single Family Residence
      Materials
      • Cedar, Stone
      • Foundation: Concrete Perimeter
      • Roof: Wood
      Condition
      • New construction: No
      • Year built: 1949

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public

      Community & HOA

      Community
      • Features: Basketball Court, Golf, Library, Park, Private School(s), Shopping/Mall, Tennis Court(s)
      • Subdivision: In-Town
      HOA
      • Has HOA: No
      Location
      • Region: Westport

      Financial & listing details

      • Price per square foot: $950/sqft
      • Tax assessed value: $1,444,000
      • Annual tax amount: $27,234
      • Date on market: 5/23/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        5/29/2026Listed for sale$4,850,000+260.9%$950/sqft
        Source: Smart MLS #24172211 Report a problem
        7/19/1995Sold$1,344,000+137.9%$263/sqft
        Source: Smart MLS #95011825 Report a problem
        10/8/1991Sold$565,000-87.9%$111/sqft
        Source: Public Record Report a problem
        10/7/1987Sold$4,680,000$917/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$27,234 +1.3%$1,444,000
        2024$26,887 +1.5%$1,444,000
        2023$26,497 +1.5%$1,444,000
        2022$26,093 $1,444,000
        2021$26,093 +3.7%$1,444,000 -4.1%
        2020$25,159 -0.9%$1,505,600
        2019$25,384 $1,505,600
        2018$25,384 $1,505,600
        2017$25,384 $1,505,600
        2016$25,384 $1,505,600
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Westport Village

        Getting around

        60 / 100
        Somewhat Walkable
        34 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Saugatuck
        • Middle: Bedford
        • High: Staples

        Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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