Real Estate Agent in Connecticut and Western Massachusetts

22 Evergreen Avenue
Westport, Connecticut

Single Family For Sale

5

Bedrooms

5 (full) / 0 (half)

Bathrooms

5,103

Sq Ft

$ 4,850,000

Price

22 Evergreen Avenue
Westport, Connecticut

Westport, Connecticut

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 Courtesy of Serhant Connecticut, LLC

Meet Our Team

Our team consists of dedicated real estate professionals passionate about helping our clients achieve their goals. Every client receives personalized attention, expert guidance, and unparalleled service. Meet our team:

Alison Malkin
Alison Malkin

Broker/Owner

860-214-8008

Email
Alison Malkin
Nicole Malkin James

Broker/Owner

843-614-7222

Email
Alison Malkin
Luis Torres

Associate Broker

860-383-5211

Email
Alison Malkin
Debra Pliego

Realtor®

860-919-7376

Email
Alison Malkin
Madison Wells

Realtor®

860-538-7567

Email
Alison Malkin
Lori Sierpinski

Realtor®

860-222-4692

Email
Alison Malkin
Jim Murkette

Realtor®

860-539-5009

Email
Alison Malkin
Leah Pliego

Realtor®

860-681-7373

Email

Acres : 2.52
Appliances Included : Gas Range, Range Hood, Refrigerator, Dishwasher
Attic : Storage Space, Finished, Walk-up
Basement : Full, Storage, Fully Finished
Full Baths : 5
Baths Total : 5
Beds Total : 5
City : Westport
Cooling : Central Air, Zoned
County : Fairfield
Elementary School : Saugatuck
Fireplaces : 1
Foundation : Concrete
Fuel Tank Location : In Basement
Garage Parking : Under House Garage, Other, Driveway
Garage Slots : 2
Description : Secluded, Interior Lot, Cleared, Professionally Landscaped, Water View, Open Lot
Middle School : Bedford
Amenities : Basketball Court, Golf Course, Library, Park, Private School(s), Shopping/Mall, Tennis Courts
Neighborhood : In-Town
Parcel : 412172
Total Parking Spaces : 10
Pool Description : Gunite, Heated, In Ground Pool
Postal Code : 06880
Roof : Wood Shingle
Sewage System : Public Sewer Connected
Total SqFt : 5103
Tax Year : July 2025-June 2026
Total Rooms : 12
Watersource : Public Water Connected
weeb : RPR, IDX Sites, Realtor.com

Phone

860-384-7624

Address

20 Hopmeadow St, Unit 821, Weatogue, CT 06089


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