351 Old Sib Road
Ridgefield, Connecticut 06877
- Beds
- 5
- Baths
- 4 | 2
- SqFt
- 5,725
- Acres
- 4.39
- Year Built
- 1977
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Nestled amid 4.39 acres of beautifully landscaped, wooded grounds, The Retreat is an exceptional Ridgefield estate where refined living, privacy, and resort-inspired amenities come together. Designed for both grand entertaining and effortless everyday living, the property unfolds through lush gardens, impressive stonework, expansive terraces and patios, and a spectacular gunite pool, creating a serene setting reminiscent of a private luxury resort. The beautifully appointed main residence features a first-floor primary suite, two private offices, three additional bedrooms, a striking brick fireplace, and an elegant kitchen with butler's pantry and laundry. An expansive wraparound deck creates a seamless connection between the interior and surrounding landscape, offering an extraordinary backdrop for entertaining or quiet relaxation. The finished walk-out lower level is an entertainer's dreamscape, complete with a sophisticated full bar, wine cellar, cigar room with dedicated smoke-extraction HVAC, spacious family room, and a luxurious spa bath with steam room and wall jets. A separate cottage adds a legal studio apartment with a private entrance and outdoor sitting area, plus an additional bonus room and half bath above-ideal for guests, extended stays, or a private retreat. A dedicated indoor wellness spa with a hot tub, sauna, and massage area further elevates the experience. Secluded and tranquil, yet moments from Ridgefield's celebrated Main Street
Key Facts
- City/Town
- Ridgefield
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary
- Year Built
- 1977
- Days on Market
- 16 days
- Beds
- 5
- Baths
- 4 full · 2 half
- Living Area
- 5,725 sq ft
- Lot Size
- 4.39 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $21,092 / Annually
Market Snapshot
The Ridgefield Market
Single Family · trailing 12 months
Active Listings
47
47 under contract
Median List Price
$1.30M
47 active listings
Median Closed Price
$1.28M
244 sales
Median Days on Market
52
47 active listings
Median $ / Sq Ft
$423
47 active listings
Sale-to-List Ratio
101.7%
244 sales
How this home compares
List Price
$2.29M
vs $1.30M median
76.5% above median
Price / Sq Ft
$401
vs $423 median
5.2% below median
Days on Market
16 days
vs 52 days median
36 days fresher than median
Based on 47 active and 244 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 25, 2026.
Location
351 Old Sib Road, Ridgefield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$12,252
- Property Taxes$1,758
- Insurance$765
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ridgefield
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary
- Year Built
- 1977
- New Construction
- No/Resale
- Living Area
- 5,725 sq ft
Schools
- Elementary
- Barlow Mountain
- High
- Ridgefield
Interior
- Heating
- Zoned
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Off of Kitchen. Mudroom/Butler pantry
- Appliances
- Gas CooktopGas RangeOven/RangeMicrowaveRefrigeratorDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedCooledFull With Walk-Out
- In-Law Apartment
- YesDetachedSeparate Entry
- Additional Rooms
- FoyerMud RoomWine Cellar
Exterior & Lot
- Lot Size
- 4.39 acres
- Zoning
- RAA
- Garage / Parking
- 2 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Pool
- GuniteHeatedIn Ground Pool
- Construction
- Vertical SidingWood
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $21,092 / Annually
- Days on Market
- 16
- MLS #
- 24205321
- MLS Status
- Active
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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 9/25/2026. 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 9/25/2026 at 7:05 PM UTC.