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- HOA Management
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Street View
$4,850,000
Monthly Est:$24,140
5 Beds
- 5 Baths
5 full baths
5,103sqft
22 Evergreen Ave, Westport, CT 06880
$4,850,000
$24,140/moEst:
Get Pre-Approved
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

Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
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
| Date | Event | Price |
|---|---|---|
10/26/2026 Source: | Contingent (Active Under Contract) | $4,850,000 $950/sqft |
05/29/2026 Source: | Listed for Sale | $4,850,000 $950/sqft |
05/23/2026 Source: | Coming Soon | $4,850,000 +260.86% $950/sqft |
08/01/1995 Source: #95011825 | Sold | $1,344,000 $263/sqft |
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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.
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