20 Strawberry Ridge Road
Ridgefield, Connecticut 06877
- Beds
- 4
- Baths
- 5 | 1
- SqFt
- 4,268
- Acres
- 2.41
- Year Built
- 1969
- Neighborhood
- South Ridgefield
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
A masterful reimagining of classic New England Farmhouse architecture, this extraordinary residence pairs timeless character with an editorial-worthy aesthetic. Expertly curated interiors reveal bespoke finishes, exceptional craftsmanship & understated sophistication at every turn. The semi-open Main Level features sophistication at every turn. A Sensational new Chef's KIT showcases professional appliances, custom cabinetry, an expansive island and designer lighting and hardware, opening to vaulted Family Rm w/fireplace and a wall of glass overlooking the patios & beyond.. An elegant Dining Rm & front-to-back Living Rm share a beautifully appointed wet bar, while French doors lead to an outdoor seating area + fire pit beneath a wisteria-covered pergola. A redesigned Powder Rm & exceptional MudRm + screened Porch complete the level. Upstairs, the Primary Suite offers a bespoke Dressing Rm + exquisite new spa-inspired Bath and private office.Three additional Bedrooms enjoy access to three beautifully renovated Baths. The remarkable Third Floor, distinguished by reclaimed wood and poured concrete, offers an inspired Guest Suite w/Full Bath. Privately set amid perennial gardens, natural rock formations + expansive stone patios, the property enjoys access to a picturesque lake shared w/just 10 other homes, including an enchanting 1 acre island. Kayak, paddleboard from your own backyard. Walk to Weir Farm Nat'l Historical + easy access to downtown Ridgefield. Approx. 1 HR to NYC.
Key Facts
- City/Town
- Ridgefield
- Neighborhood
- South Ridgefield
- Property / Style
- Single Family · Colonial
- Year Built
- 1969
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 5 full · 1 half
- Living Area
- 4,268 sq ft
- Lot Size
- 2.41 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $28,163 / Annually
Market Snapshot
The Ridgefield Market
Single Family · trailing 12 months
Active Listings
48
46 under contract
Median List Price
$1.28M
48 active listings
Median Closed Price
$1.28M
242 sales
Median Days on Market
65
48 active listings
Median $ / Sq Ft
$430
48 active listings
Sale-to-List Ratio
101.7%
242 sales
How this home compares
List Price
$2.00M
vs $1.28M median
55.6% above median
Price / Sq Ft
$467
vs $430 median
8.6% above median
Days on Market
0 days
vs 65 days median
65 days fresher than median
Based on 48 active and 242 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 23, 2026.
Location
20 Strawberry Ridge Road, Ridgefield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$10,565
- Property Taxes$2,347
- Insurance$665
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ridgefield
- Neighborhood
- South Ridgefield
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1969
- New Construction
- No/Resale
- Living Area
- 4,268 sq ft
Schools
- Elementary
- Branchville
- High
- Ridgefield
Interior
- Heating
- Baseboard
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 2
- Laundry
- Upper Level
- Appliances
- SubzeroDishwasherWasherDryerWine Chiller
- Basement
- Crawl Space
- Interior Features
- Audio SystemAuto Garage Door OpenerSecurity System
- Additional Rooms
- FoyerLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.41 acres
- Zoning
- RAA
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Walk to WaterView
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Color
- Grey
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckGuttersLightingStone WallFrench DoorsPatio
- Lot Description
- Some WetlandsTreedSloping LotOn Cul-De-SacWater View
Listing & Financials
- Property Taxes
- $28,163 / Annually
- Days on Market
- 0
- MLS #
- 24207930
- MLS Status
- Coming Soon
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 9/23/2026. 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 9/23/2026 at 4:30 PM UTC.
