161 Sherwood Drive Fairfield, CT $ 2,275,000
161 Sherwood Drive
$ 2,275,000
Recently Listed
Open House 5/31 1pm - 3pm
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161 Sherwood Drive

Fairfield, CT, 06890
$ 2,275,000
Bedrooms4 Baths4.1 Sq 3,679

Monthly Estimate*

$ 14,008

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Single Family Home for sale in Fairfield, CT

for $2,275,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,679 square foot home was built in 1957 on a lot size of 1.52.

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.

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Open House

5/31/2026 1:00 PM - 3:00 PM
161 Sherwood Drive Fairfield, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 2,275,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 23,736

Style

Lot Size

1.52

Year Built

1957

Town/City

Fairfield

MLS | Web ID

24178764

Features
General
Zoning AA
Neighborhood Southport
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 1.52
Directions Warner Hill to Sherwood Drive
High School Fairfield Ludlowe
City Fairfield
Elementary School Mill Hill
Sq Ft Total 3679
DOM 4
Year Built 1957
Exclusions See attached inclusion/Exclusion Agreement
Style Colonial
Year Built Source Public Records
Pool Description Fiberglass In Ground Pool
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Interior
Cooling System Central Air
Total Rooms 10
Basement Description Partial
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Exterior
Water Source Public Water Connected
Lot Description Sloping Lot
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* Excluded Features
List By
Pam Toner

Listing Agent

Berkshire Hathaway Ne Prop.

Broker

pamtoner@bhhsne.com

Email

Affordability Calculator

$15,986
Per Month
88%
12%
0%
Monthly Principal & Interest
$14,008
Monthly Property Taxes
$1,978
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3042477 Elementary School
3042806 Middle School
Fairfield Ludlowe High School High School
Pricing History
DatePricePrice ChangeDescription
5/27/2026$2,275,000 Listed Price

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161 Sherwood Drive, Fairfield, CT, 06890 is a Single Family Home for sale at $2,275,000 with 3,679 sqft and a lot size of 1.52. 161 Sherwood Drive has 4 bedrooms, 4.1 baths, and was built in 1957. The property's zip code is 06890 which is in Fairfield, CT