Regency Key
Regency Real Estate
The Key To Your New Home
← Back to Search
MLS 24195204 For Sale Price Reduced Open House Updated August 16, 2026
Open House An open house is scheduled — contact us for times.
297 Oscaleta Road

Ridgefield, Connecticut 06877

$1,299,000
On market 16 days
297 Oscaleta Road
1 / 32

About This Property

NEW PRICE PRESENTS EXCEPTIONAL VALUE! 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. The walk-out lower level features a welcoming family room with a stone fireplace, renovated bath, and a reimagined rec room with direct patio access. Additional improvements include a new roof, French drainage system, driveway, exterior repaint, perimeter fencing, and laundry room! Beautifully maintained, this move-in-ready estate offers timeless architectural character, modern upgrades, and a private sanctuary.

Property Details

Interior

Heat
Baseboard,Hot Air,Wood/Coal Stove — Propane
Cooling
Ductless,Split System
Fireplaces
2
Basement
Full,Heated,Fully Finished,Garage Access,Cooled,Interior Access,Full With Walk-Out
Interior Features
Auto Garage Door Opener Open Floor Plan

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Waterfront
Pond,Walk to Water,View,Access
Exterior Features
Terrace Shed Wrap Around Deck Deck Gutters Garden Area Stone Wall Patio
Lot Description
Secluded Corner Lot Lightly Wooded Level Lot Professionally Landscaped Water View
Garage & Parking
Attached Garage Under House Garage Paved Driveway

Utilities & Systems

Water Source
Private Well
Sewer
Septic
Energy Features
Generator

Community & Schools

Elementary
Scotland
Middle
Scotts Ridge
High
Ridgefield
Neighborhood
West Mountain
Nearby Amenities
Golf Course Lake Private School(s)

Appliances

Included
Allowance Gas Range Oven/Range Convection Oven Microwave Refrigerator Freezer Dishwasher Washer Dryer

297 Oscaleta Road

Ridgefield , Connecticut 06877

$1,299,000

Was $1,399,000 Reduced

On market 16 days

Beds
4
Baths
3
SqFt
3,101
Type
Single Family
County Fairfield
Garage 2
Rooms -
Lot Size 3.38 Acres
Property Tax $16,561
Assessed Value $599,340
Year Built 1968
Style Contemporary,Ranch
Zoning RAAA
Parking Spaces 12

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: KELW120.

Menu