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297 Oscaleta RoadRidgefield, CT 06877

For Sale

$1,399,000

Smart Buyer Rebate $13,990

Beyond a private 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 a newly constructed upper 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, custom pantry, 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 seated bay window with views of the water feature, 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 exceptional privacy.

Listed by Eric Staub

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Keller Williams Realty

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(845) 532-4275

Last updated July 31, 2026

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Source: SmartMLS #24195204

Listing Facts

  • TypeSingle-family
  • NeighborhoodFairfield County
  • Bedrooms4
  • Bathrooms3
  • Days on Prevu1
  • Taxes$16,561/year
  • Size3,101 sqft
  • Price per sqft$451

Location

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Listing History

07/30/2026
Listed by Keller Williams Realty
$1,399,000

Property Details for 297 Oscaleta Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1968
  • Year Built Details: Public Records
  • Architectural Style: Contemporary, Ranch
  • Construction Materials: Frame, Stone
  • Exterior Features: Terrace, Shed, Wrap Around Deck, Deck, Gutters, Garden Area, Stone Wall, Patio

Features

  • Waterfront Features: Pond, Walk to Water, View, Access

Measurements

  • Lot Features: Secluded, Corner Lot, Lightly Wooded, Level Lot, Professionally Landscaped, Water View
  • Lot Size Acres: 3.38

Financial

Taxes

  • Parcel Number: 273539
  • Tax Annual Amount: $16,561.00
  • Tax Year: 25

Interior

Features

  • Appliances: Allowance, Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer
  • Fireplaces Total: 2
  • Interior Features: DROPEN, OPEN

Measurements

  • Living Area: 2,001

Rooms

  • Basement: Full, Heated, Fully Finished, Garage Access, Cooled, Interior Access, Full With Walk-Out
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Attached Garage: Attached Garage, Under House Garage, Paved, Driveway
  • Garage Spaces: 2
  • Parking Total: 12

Schools

Elementary School

  • Elementary School: Scotland

High School

  • High School: Ridgefield

Middle or Junior School

  • Middle Or Junior School: Scotts Ridge

Utilities

Equipment

  • Heating: Baseboard, Hot Air, Wood/Coal Stove
  • Laundry Features: Lower Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 3 bathrooms in this single-family home at 297 Oscaleta Road.

What schools are nearby to 297 Oscaleta Road?

Nearby schools include the Scotland Elementary School, Scotts Ridge Middle School, and Ridgefield High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 297 Oscaleta Road.

What are the annual taxes for 297 Oscaleta Road?

Annual taxes for this single-family home are estimated at $16,561.

How does 297 Oscaleta Road compare to other single-family homes in Fairfield County?

This single-family home is listed 42% below the average price for single-family homes in Fairfield County and has been on the market for 56 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,101 sqft.

297 Oscaleta Road is a 4-bedroom, 3-bath single-family home for sale in Ridgefield CT 06877. Available on Prevu for 1 days at $1,399,000. This property features 3,101 square feet of living space, located in Fairfield County. The median listing price for single-family homes in this area is $815,000. Nearby schools include Scotland Elementary School, Scotts Ridge Middle School, and Ridgefield High School. Browse more single-family home listings in Connecticut.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.