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161 Sherwood Drive, Fairfield, CT 06890

Single Family For Sale

$2,275,000
$490/sqft
161 Sherwood Drive, Fairfield, CT
Active
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4
Bedrooms
5
Bathrooms
4,641
Sq Ft
1.52
Acres
1957
Year Built

About This Home

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.**

Listed by Pam Toner (917) 319-1580 with Berkshire Hathaway NE Prop. (203) 227-5117

Listing Snapshot

Price $2,275,000 Days on Our Site 20 days
Property Tax $23,736/yr Style Colonial
Year Built 1957 Total Sq Ft 4,641
Lot Size 1.52 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 10 Half Baths 1

Key Features

Appliances
  • Oven/Range
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Grill
  • Shed
  • Garden Area
  • Patio
  • Fiberglass
  • In Ground Pool

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Attached Garage, Paved, Driveway

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling Central Air
Hot Water 50 Gallon Tank
Water Public Water Connected
Sewer Septic

Schools

Elem Mill Hill
Middle Roger Ludlowe
High Fairfield Ludlowe

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,978/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 27, 2026 Listed $2,275,000

Frequently Asked Questions

How much does 161 Sherwood Drive in Fairfield, CT cost?
This property is listed at $2,275,000, which works out to $490 per square foot.
How many bedrooms does 161 Sherwood Drive have?
This home has 4 bedrooms and 5 bathrooms.
What is the square footage of 161 Sherwood Drive?
The home is 4,641 square feet, situated on 1.52 acres.
When was 161 Sherwood Drive in Fairfield built?
This property was built in 1957.
Is 161 Sherwood Drive, Fairfield, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 161 Sherwood Drive, Fairfield in?
This home is served by the Fairfield public school system, with Mill Hill as the elementary school and Fairfield Ludlowe as the high school.
How do I schedule a tour of 161 Sherwood Drive, Fairfield, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Pam Toner · (917) 319-1580

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

MLS# 24178764 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 15, 2026 12:40 AM UTC