New Listing - 05/27/2026

$2,275,000 ($618.37 per sqft)

Est. Mortgage $11,059/mo *

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Listing courtesy of Pam Toner (917) 319-1580, Berkshire Hathaway NE Prop. (203) 227-5117

Open House Schedule

Extraordinary home in coveted Southport neighborhood. Open Floor plan with several spaces for private relaxation as well as entertaining.

05/30/2026
1:00 PM to 3:00 PM
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05/31/2026
1:00 PM to 3:00 PM
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161 Sherwood Drive, Fairfield, (Southport), CT, 06890

161 Sherwood Drive, Fairfield, (Southport), CT, 06890
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10 rooms

4 beds

4 Full / 1 Half baths

1957

Colonial

3,679 sqft

Enjoy the summer at 161 Sherwood Drive, a beautifully expanded and extensively updated residence located in the desirable Southport neighborhood. Offering approximately 3,679 square feet of thoughtfully designed living space, this home blends comfort, functionality, and inviting indoor-outdoor living in a private setting. The home features 4 spacious bedrooms, 4 full baths, and 1 half bath, including a sought-after first-floor primary bedroom suite that provides convenience and flexibility. The impressive great room serves as a standout feature, complete with a mahogany bar, stone fireplace, mounted TV area, and ample room for billiards and table games-creating an ideal setting for relaxing or hosting guests year-round. Designed for both everyday living and entertaining, the home showcases expansive gathering spaces filled with natural light. The screened-in porch extends the living space outdoors and provides a comfortable place to enjoy the surrounding private yard in multiple seasons. Outside, the in-ground pool and landscaped grounds create a peaceful retreat with space for entertaining, recreation, and outdoor dining.

Status:

Active

Town:

Fairfield

Type:

Single-family residential

Laundry Remarks:

Main Level

Zoning:

AA

Garage:

2-car Attached Garage, Driveway, Paved

Heating:

Hot Air

Cooling:

Central Air

Basement:

Partial

Parking:

4-car

Acreage:

1.52

Est. Taxes:

$23,736

Assessment

$836,080

Lot Description:

Sloping Lot

Elementary School:

Mill Hill

Middle School:

Roger Ludlowe

High School:

Fairfield Ludlowe

Days on Market:

0

Appliances:

Oven/Range, Refrigerator, Dishwasher, Washer, Dryer

Pool:

Fiberglass, In Ground Pool

MLS #:

24178764

Community Info

School Info

Walk Score

Mass Transit

Yelp

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