22 Evergreen Avenue, Westport, CT 06880
Single Family For Sale
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About This 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.
Listed by Valerie Alvarez (203) 224-0361 with Serhant Connecticut, LLC (203) 489-7800
Listing Snapshot
| Price | $4,850,000 | Days on Our Site | 24 days |
| Property Tax | $27,234/yr | Style | Colonial |
| Year Built | 1949 | Total Sq Ft | 5,103 |
| Lot Size | 2.52 acres | HOA Fees | N/A |
| Bedrooms | 5 | Full Bathrooms | 5 |
| Total Rooms | 12 | Half Baths | 0 |
Key Features
- Gas Range
- Range Hood
- Refrigerator
- Dishwasher
- Balcony
- Awnings
- Stone Wall
- French Doors
- Patio
- Gunite
- Heated
- In Ground Pool
- Basketball Court
- Golf Course
- Library
- Park
- Private School(s)
- Shopping/Mall
- Tennis Courts
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| May 23, 2026 | Listed | $4,850,000 |
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Listing Agent
Valerie Alvarez · (203) 224-0361
Serhant Connecticut, LLC · (203) 489-7800
MLS# 24172211 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated May 29, 2026 4:05 AM UTC
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22 Evergreen Avenue, Westport CT, 06880
$4,850,000 • Active
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