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  • OPEN HOUSE

161 Sherwood Drive

Southport, CT 06890

  • $2,275,000
  • 4 Beds
  • 4/1 Baths
  • 4,641 Sqft
  • 1.52 Acres
  • 1957 Built
Open House
  • Sun, Jun 14 : 1:00PM-3:00PM

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.**

READ MORELESS
Property Highlights
  • ELEMENTARY : Mill Hill
  • JR. HIGH SCHOOL : Roger Ludlowe
  • HIGH SCHOOL : Fairfield Ludlowe
  • NEIGHBORHOOD : Southport
  • PRICE/SQFT : $490
  • DAYS ON MARKET : 16
  • MLS : 24178764

Additional Information

ADDITIONAL INFORMATION
  • ATTIC DESCRIPTION: Storage Space, Walk-up
  • AVERAGE DAYS ON MARKET: 13
  • BASEMENT DESCRIPTION: Partial
  • DAYS ON MARKET: 16
  • ELEMENTARY SCHOOL: Mill Hill
  • EXCLUSIONS: See attached inclusion/Exclusion Agreement
  • GARAGE: Attached Garage, Paved, Driveway
  • GARAGE COUNT: 3
  • HAS POOL?: Yes
  • HIGH SCHOOL: Fairfield Ludlowe
  • IS OCCUPIED?: Owner
  • JUNIOR HIGH SCHOOL: Roger Ludlowe
  • LIVING AREA SQFT: 4,641
  • NEIGHBORHOOD: Southport
  • PROPERTY TAX: $23,736
  • SEWER: Septic
  • STYLE: Colonial
  • TAX AMOUNT: $23,736
  • TAX YEAR: July 2025-June 2026
  • TYPE: Single Family For Sale
  • YEAR BUILT: 1957
  • YEAR BUILT DETAILS: Public Records
  • ZONING: AA
INTERIOR/EXTERIOR FEATURES
  • AIR CONDITIONING: Central Air
  • APPLIANCES INCLUDED: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • ATTIC: Yes
  • BEDS: 4
  • COOLING: Central Air
  • EXTERIOR FEATURES: Grill,Shed,Garden Area,Patio
  • EXTERIOR SIDING: Clapboard
  • FIREPLACES: 2
  • FULL BATHS: 4
  • FURNACE TYPE: Oil
  • HALF BATHS: 1
  • HEAT: Oil
  • HEAT FUEL: Oil
  • HOT WATER: 50 Gallon Tank
  • LAUNDRY ROOM: Main Level
  • POOL DESCRIPTION: Fiberglass, In Ground Pool
  • ROOF: Asphalt Shingle
  • ROOMS: 10

Listing Courtesy of Pam Toner (917.319.1580) of Berkshire Hathaway NE Prop. (203.227.5117).

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Location for 161 Sherwood Drive, Southport, CT

Schools for 161 Sherwood Drive, Southport, CT

Our community offers residents access to a number of fine private and public schools for all grade levels. Please read below for information on each of the schools in our area.

Private Schools
SCHOOL LOCATION GRADE
Giant Steps Connecticut 309 BARBERRY RD Fairfield, CT 06890 KG - 12
The Southport School 214 MAIN ST Fairfield, CT 06890 2 - 8
Fairfield Country Day School 2970 Bronson Road Fairfield, CT 06824 KG - 9
Fairfield College Preparatory 1073 North Benson Road Fairfield, CT 06824 9 - 12
St Thomas Aquinas Elementary School 1719 Post Road Fairfield, CT 06824 PK - 8
Hunt Ridge Montessori School 834 Brookside Drive Fairfield, CT 06824 PK - KG
Great Beginnings Montessori School 148 Beach Road Fairfield, CT 06824 PK - 3
Pumpkin Pre-School 449 Grasmere Avenue Fairfield, CT 06824 PK - KG
A Child's Garden 100 Mona Terrace Fairfield, CT 06824 PK - KG
Kid's Time By The Sea 250 Fern Street Fairfield, CT 06824 KG - 5
Fusion Academy Fairfield 777 Commerce Drive Fairfield, CT 06824 6 - 12
Holy Family School 140 Edison Ave Fairfield, CT 06825 PK - 8
Catholic Academy of Bridgeport-St. Ann Academy 521 Brewster Street Bridgeport, CT 06605 PK - 8
Fusion Academy Ff: Fairfield 777 COMMERCE DR STE 100 Fairfield, CT 06825 6 - 12
Greens Farms Academy 35 Beachside Ave Westport, CT 06880 PK - 12
Abbie Loveland Tuller School 144 Tuller Road Fairfield, CT 06825 PK - 8
St Catherine Academy 760 Tahmore Drive Fairfield, CT 06825 5 - UG
St Paul Christian School 41 Easton Road Westport, CT 06880 PK - KG
GreatSchools

*UG = ungraded.
Detailed school information provided by GreatSchools.org © . All rights reserved.

Public and private school information is provided by sources including GreatSchools.org and various MLS services including the One Key, SMARTMLS, NCMLS, DARMLS and Greenwich MLS, and is subject to the terms of use on those sites. William Pitt and Julia B. Fee Sotheby’s International Realty believes the information provided by these sources to be accurate but will not be held responsible if any data as well as information such as school districts for listings is inaccurate.

Community

Southport>

Southport

Fairfield County, Connecticut

Lined with charming shops and trendy eateries, Southport’s vibrant Main Street is a walker’s delight. The picturesque town, often referred to as the jewel of the Connecticut coastline, is a well-preserved...

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