22 Evergreen Avenue, Westport, CT 06880

• 5 beds |
• 5 baths |
• 5,103 sqft

Property 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.

Listing Status:

Active

Date Added:

May 23, 2026

Data Last Updated:

June 14, 2026 at 4:50AM

Listing Office:

Serhant Connecticut, LLC : (203) 489-7800

Listing Agent:

Valerie Alvarez : (203) 224-0361

MLS ID:

24172211

Interior

• Appliances: Gas RangeRange HoodRefrigeratorDishwasher
• Basement: FullStorageFully Finished
• A/C: Central AirZoned
• Heating: Hot AirOil
• Fireplace: Fireplaces: 1

Exterior

• General: BalconyAwningsStone WallFrench DoorsPatio
• Style: Colonial
• Pool: GuniteHeatedIn Ground Pool
• Parking: Parking spaces: 10

Construction

• Roofing: Wood Shingle

Location

• County: Fairfield

Lot

• Driveway: PrivateCrushed Stone
• Zoning: A412172

Utilities

• Water: Public Water Connected
• Sewer: Public Sewer Connected