161 Sherwood Drive

Closed 7/20/26
Closed 7/20/26
In-Ground Pool
Sold
Last Sold Price
$2,150,000
4 beds4,641 sqft
161 Sherwood Dr, Fairfield, CT 06890
Single FamilyProperty Type
1.52 acresLot Size
1957Year Built
$463/sq ftPrice per sq ft
4 carsParking Spaces

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...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 pamtoner@bhhsne.com • Berkshire Hathaway NE Prop.
Listing closed: 07/20/2026 12:00 AM • Source: SMARTMLS, MLS#: 24178764
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Listing Courtesy of Berkshire Hathaway NE Prop., Pam Toner
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$13,088 per month

30 year fixed, 6.71% Interest

Principal and Interest

$11,110

Property Taxes

$1,978

HOA Dues

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Property Information for 161 Sherwood Drive

Property Details
  • Taxes: $23,736 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Partial
  • Direct Waterfront: No
  • Garages Number: 3
  • Neighborhood: Southport
  • Style: Colonial
  • Garage Parking Info: Attached Garage, Paved, Driveway
  • Swimming Pool: Yes
Building Information
  • Year Built: 1957
  • Lot Size: 1.52 AC / 66,211 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Warner Hill to Sherwood Drive
  • Elementary School: Mill Hill
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.156945
  • Longitude: -73.282734
  • Middle Jr High School: Roger Ludlowe
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $23,736
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Shed, Garden Area, Patio
  • Pool Description: Fiberglass, In Ground Pool
  • Waterfront Description: Beach Rights, Water Community
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Storage Space, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Laundry Room Info: Main Level
  • Rooms Additional: Mud Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Fireplace
  • Room Level: Upper
  • Room Type: Great Room
Room 3
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 52CFECBBE96B6F1AE0631A01100A4426
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 6
  • Room Features: Full Bath
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Kitchen
Room 9
  • Listing Key: 52CFECBBE96B6F1AE0631A01100A4426
  • Room Entry Order: 8
  • Room Level: Main
  • Room Type: Family Room
Room 10
  • Room Entry Order: 9
  • Room Features: Full Bath
  • Room Level: Lower
  • Room Type: Other
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Driveway Type: Private
  • Exclusions: See attached inclusion/Exclusion Agreement
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1957
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: Walk out lower level has additional 962 sqft counted in total sqft
  • Living Area SQFT Per Public Records: 3679
Lot Information
  • Lot Description: Sloping Lot
  • Parcel Number: 133325
  • Sq Ft Est Heated Above Grade: 4641.0
  • Sq Ft Total: 4641.0
  • Zoning: AA
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: 50 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 161 Sherwood Drive

DateEvent & SourcePriceAppreciation
Jul 17, 2026

Closed (Public Record)

Public Record #1946084967

$2,150,000

+6.4% / yr

Apr 15, 1999

Closed (Public Record)

Public Record #90960918

$400,000

+5.6% / yr

Apr 26, 1996

Closed (Public Record)

Public Record #90964583

$340,000

+0.7% / yr

DateEvent & SourcePrice
07/17/2026

Closed (Public Record)

Public Record #1946084967

$2,150,000

+6.4% / yr

04/15/1999

Closed (Public Record)

Public Record #90960918

$400,000

+5.6% / yr

04/26/1996

Closed (Public Record)

Public Record #90964583

$340,000

+0.7% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 161 Sherwood Drive

Taxable ValueLand$477,050Additions$359,030Total$836,080
Tax Record2025$23,736 ($1,978 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt3,679 SqFtAbove Grade Finished SqFt3,679 SqFtUnfinished Basement SqFt726 SqFtStories2Lot Size66,211 SqFtStyleSingle Family ResidenceYear Built1957Year Renovated1957ZoningAACountyGREATER BRIDGEPORTAPNFFLD M:226 B:6

Schools near 161 Sherwood Drive

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Mill Hill School
Public - K to 5
Roger Ludlowe Middle School
Public - 6 to 8
Fairfield Ludlowe High School
Public - 9 to 12
Rating
School
Distance
Mill Hill School
PublicK to 5

Roger Ludlowe Middle School
Public6 to 8

Fairfield Ludlowe High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Fairfield & Southport
Fairfield & Southport
Bustling small city amenities meet outstanding Connecticut natural beauty. Fairfield is a charming coastal New England town spanning 30 square miles along the Long Island Sound, just 50 miles from NYC. Here, 62,000 residents enjoy the vibrant energy and sophisticated air of a small city combined...
Fairfield & Southport Guide

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 161 Sherwood Drive, Fairfield, CT 06890
$2,150,000
4
4,641
66,211
115 Sherwood Drive, Fairfield, CT 06890
$561,000
4
2,122
68,824
140 Sherwood Drive, Southport, CT 06890
$1,355,000
4
3.5
3,212
47,045
176 Sherwood Drive, Fairfield, CT 06890
$330,000
3
1,440
47,480
209 Sherwood Drive, Southport, CT 06890
$445,000
4
3.5
3,007
53,579
212 Sherwood Drive, Fairfield, CT 06890
$355,000
4
1,765
59,241

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Berkshire Hathaway NE Prop., Pam Toner

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.