Ridgefield, CT / 47 DAYS ON MARKET

297 Oscaleta RoadRidgefield, CT 06877

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*Estimate assumes a 2.5% buyer-agent commission and a 30% rebate. Actual savings depend on final purchase price and commission received.

Asking price$1,199,000PendingReduced $200,000 (14.3%) from original price · Price history ↓

Our Take

297 Oscaleta Road is a four-bedroom contemporary retreat on 3.38 acres, set behind an automated gate and approached by a winding drive. The property combines landscaped grounds, a fountain, multiple outdoor living areas, and a deck overlooking a park-like setting. Inside, soaring ceilings, oversized windows, and an open layout bring in natural light. A renovated kitchen includes quartz counters, a center island, and Wolf range, while the primary suite has deck access, built-ins, and an en-suite bath. A fourth-bedroom addition was completed in 2022.

Estimated buyer rebate

Buy with Cress and Save $8,993 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 30% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Under Contract · MLS #24195204
Bedrooms
4
BathroomsBaths
3 full / 0 half
Square feet
3,101
Year built
1968
Acres
3.38
Property taxes
$16,561

July 2025-June 2026

What stands out

  • Automated gate and winding approach
  • Landscaped grounds with tranquil fountain
  • Deck overlooking a park-like setting
  • Soaring ceilings and oversized windows
  • Renovated kitchen with quartz counters and island
  • Living room with wood-burning stove
  • Primary suite with deck access and built-ins
  • 2022 fourth-bedroom addition with bay window
Read the full listing description

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.

Schools

Elementary
Scotland
Middle
Scotts Ridge
High
Ridgefield

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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297 Oscaleta Road, Ridgefield, CT 06877

Price history

DateEventPrice
Latest asking price$1,199,000
Originally listed$1,399,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $1,199,000 asking price × assumed 2.5% buyer-agent commission × 30% rebate = $8,993. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation.

Listed by Keller Williams Realty · (203) 438-9494

Eric Staub · (845) 532-4275

SmartMLS · Listing #24195204 · Under Contract

Listing data checked: Oct 1, 2026, 7:05 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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