Fairfield, CT / SOLD

161 Sherwood DriveFairfield, CT 06890

The buyer could have saved $26,875 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$2,150,000ClosedJuly 19, 2026

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Estimated buyer rebate

The buyer could have saved $26,875 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24178764
Bedrooms
4
BathroomsBaths
4 full / 1 half
Square feet
4,641
Year built
1957
Acres
1.52
Property taxes
$23,736

July 2025-June 2026

Read the full listing description

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. **962 sqft is the finished walk out lower level and included in total sqft.**

Schools

Elementary
Mill Hill
Middle
Roger Ludlowe
High
Fairfield Ludlowe

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$2,150,000
Original list price$2,275,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,150,000 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $26,875. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Berkshire Hathaway NE Prop. · (203) 227-5117

Pam Toner

SmartMLS · Listing #24178764 · Closed

Listing data checked: Sep 25, 2026, 6:22 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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