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16 Sherwood Road

Ridgefield, Connecticut 06877

ACTIVE$748,333
Beds
4
Baths
3
SqFt
2,044
Acres
2.41
Year Built
1965
Matt Caiola

Matt Caiola

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3-Car Garage1 Fireplace

About This Home

Welcome to 16 Sherwood Road, a spacious and versatile Ridgefield home set on 2.4 private acres, offering a wonderful combination of space, privacy and flexibility. With 4 bedrooms, 3 full baths, a rare 3-car garage and in-law potential, this home provides room for a variety of lifestyles and living arrangements. Inside, hardwood floors flow through many of the rooms. The inviting living room features a classic fireplace with built-ins, while generous additional living areas provide flexibility for a family room, media room, home office, recreation space or extended-family living. Large windows bring in abundant natural light and peaceful views of the surrounding property. Step outside to a spacious deck overlooking the expansive yard and mature trees-a wonderful setting for outdoor dining, entertaining, gardening or simply enjoying the privacy of your own 2.4 acres. A separate storage shed provides additional space for outdoor equipment and hobbies. Enjoy the best of the Ridgefield lifestyle, with its charming town center, restaurants, shops, recreation, arts and cultural offerings, along with Ridgefield's highly regarded public schools, including Ridgefield High School, named a 2026 Connecticut Blue Ribbon School for Exemplary High Performance. The home has also benefited from significant recent investment, including a brand-new roof.

Key Facts

City/Town
Ridgefield
Neighborhood
Ridgebury
Property / Style
Single Family · Split Level
Year Built
1965
Days on Market
162 days
Beds
4
Baths
3 full
Living Area
2,044 sq ft
Lot Size
2.41 acres
Garage / Parking
3 garage
Property Taxes
$9,696 / Annually

Market Snapshot

The Ridgefield Market

Single Family · trailing 12 months

View area

Median Days on Market

60

51 active listings

Median $ / Sq Ft

$424

51 active listings

Sale-to-List Ratio

101.7%

242 sales

How this home compares

List Price

$748,333

vs $1.28M median

41.5% below median

Price / Sq Ft

$366

vs $424 median

13.7% below median

Days on Market

162 days

vs 60 days median

102 days longer than median

Based on 51 active and 242 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 21, 2026.

Location

16 Sherwood Road, Ridgefield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,020

per month

  • Principal & Interest$3,963
  • Property Taxes$808
  • Insurance$249
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Ridgefield
Neighborhood
Ridgebury
County
Fairfield

Residence

Property Type
Single Family
Style
Split Level
Year Built
1965
New Construction
No/Resale
Living Area
2,044 sq ft

Schools

Elementary
Per Board of Ed
High
Ridgefield

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
1
Appliances
Electric RangeMicrowaveRefrigeratorDishwasherWasherElectric Dryer
Basement
PartialPartially Finished
Interior Features
Security System

Exterior & Lot

Lot Size
2.41 acres
Zoning
RAA
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Color
Yellow
Roof
Asphalt Shingle
Foundation
BlockConcrete
Lot Description
TreedSloping Lot

Listing & Financials

Property Taxes
$9,696 / Annually
Days on Market
162
MLS #
24166477
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Susan Hanson

(203) 247-3763

William Raveis Real Estate

(203) 847-6633

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 9/21/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 9/21/2026 at 9:45 PM UTC.