16 Sherwood Road
Ridgefield, Connecticut 06877
- Beds
- 4
- Baths
- 3
- SqFt
- 2,044
- Acres
- 2.41
- Year Built
- 1965
- Neighborhood
- Ridgebury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
51
42 under contract
Median List Price
$1.28M
51 active listings
Median Closed Price
$1.28M
242 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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
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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.