297 Oscaleta Road
Ridgefield, Connecticut 06877
Reduced from $1,399,000
- Beds
- 4
- Baths
- 3
- SqFt
- 3,101
- Acres
- 3.38
- Year Built
- 1968
- Neighborhood
- West Mountain
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
NEW PRICE PRESENTS A RARE OPPORTUNITY! Seller's work relocation timeline creates a rare opportunity to secure this truly unique and one-of-a-kind home at a compelling new price. The home hasn't changed-the sellers' timeline has! With their relocation in mind, they've made a significant adjustment to the price. Beyond a private automated gated entrance awaits this extraordinary contemporary retreat on over three picturesque acres, offering complete privacy, thoughtful design, and extensive improvements just minutes from the New York border and downtown Ridgefield. A winding approach leads to professionally landscaped grounds with a tranquil fountain, multiple outdoor living spaces, and new soft-touch material deck overlooking the park-like setting. Inside, soaring ceilings, oversized windows, and an open-concept layout fill the home with natural light. The renovated chef's kitchen features quartz countertops, center island, and premium Wolf range, opening to the dining area with dramatic floor-to-ceiling windows and a light-filled living room anchored by a wood-burning stove. The reconfigured primary suite offers deck access, custom built-ins, and a private en-suite bath. Two secondary bedrooms are complemented by an elegantly designed fourth bedroom addition completed in 2022, accented by a gorgeous bay window, along with a custom bath.
Key Facts
- City/Town
- Ridgefield
- Neighborhood
- West Mountain
- Property / Style
- Single Family · Contemporary,Ranch
- Year Built
- 1968
- Days on Market
- 57 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 3,101 sq ft
- Lot Size
- 3.38 acres
- Garage / Parking
- 2 garage · 12 total
- Property Taxes
- $16,561 / Annually
Market Snapshot
The Ridgefield Market
Single Family · trailing 12 months
Active Listings
45
48 under contract
Median List Price
$1.29M
45 active listings
Median Closed Price
$1.28M
244 sales
Median Days on Market
64
45 active listings
Median $ / Sq Ft
$437
45 active listings
Sale-to-List Ratio
101.7%
244 sales
How this home compares
List Price
$1.20M
vs $1.29M median
7.4% below median
Price / Sq Ft
$387
vs $437 median
11.4% below median
Days on Market
57 days
vs 64 days median
7 days fresher than median
Based on 45 active and 244 closed sales (trailing 12 mo) of single family in Ridgefield. Source: SmartMLS · As of September 25, 2026.
Location
297 Oscaleta Road, Ridgefield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$6,401
- Property Taxes$1,380
- Insurance$400
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Ridgefield
- Neighborhood
- West Mountain
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary,Ranch
- Year Built
- 1968
- New Construction
- No/Resale
- Living Area
- 3,101 sq ft
- Below Grade
- 1,100 sq ft
Schools
- Elementary
- Scotland
- High
- Ridgefield
Interior
- Heating
- BaseboardHot AirWood/Coal Stove
- Heat Fuel
- Propane
- Cooling
- DuctlessSplit System
- Fireplaces
- 2
- Laundry
- Lower Level
- Laundry Location
- Lower Level
- Appliances
- AllowanceGas RangeOven/RangeConvection OvenMicrowaveRefrigeratorFreezerDishwasherWasherDryer
- Basement
- FullHeatedFully FinishedGarage AccessCooledInterior AccessFull With Walk-Out
- Interior Features
- Auto Garage Door OpenerOpen Floor Plan
Exterior & Lot
- Lot Size
- 3.38 acres
- Zoning
- RAAA
- Garage / Parking
- 2 garage spaces12 total parking spacesAttached GarageUnder House GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront
- Direct waterfront
- Waterfront Details
- PondWalk to WaterViewAccess
- Water Source
- Private Well
- Sewer
- Septic
- Flood Zone
- Yes
- Construction
- BrickStone
- Color
- white and black
- Roof
- Asphalt Shingle
- Foundation
- BlockMasonry
- Exterior Features
- TerraceShedWrap Around DeckDeckGuttersGarden AreaStone WallPatio
- Lot Description
- SecludedCorner LotLightly WoodedLevel LotProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $16,561 / Annually
- Days on Market
- 57
- MLS #
- 24195204
- MLS Status
- Under Contract
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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 4:45 PM UTC.