Pending

$1,199,000

Est. $8,467/mo —

•

3,101

sq ft

297 Oscaleta Rd, Ridgefield, CT 06877

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.

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 truly private sanctuary. If you have been waiting for something exceptional, private, and unlike anything else on the market, this is an opportunity not to be missed!

Single-familyProperty Type

1968Year Built

3.38 acresLot Size

$387Price/Sq.Ft.

2 garage spacesParking

Listed by Eric Staub • Keller Williams Realty

Contact: Agent Attribution Contact: (845) 532-4275 | Office Attribution Contact: (203) 438-9494

Source:Smart MLS #24195204

Payment calculator

$8,467 per month

Principal and interest$6,707

Property taxes

$1,380

HOA dues

Home insurance

$380

Utilities

Add

5 minutes to get started. No credit impact.

Affordability tools

Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN FRI, 5PM TO 7PM
$375,000
1 bed1 bath830 sq ft
46 Lake Shore Dr N, Mahopac, NY 10541
Listing by Real Broker NY LLC
OPEN SAT, 9AM TO 12PM
$775,000
4 beds2 baths2,463 sq ft
83 Sherman Tpke, Redding, CT 06896
OPEN SAT, 11AM TO 1PM
$489,900
3 beds2 baths1,435 sq ft
8 Stebbins CL, Ridgefield, CT 06877
OPEN SAT, 12PM TO 2PM
$1,675,000
4 beds2.5 baths3,457 sq ft
76 Pine Brook Rd, Bedford, NY 10506
Listing by Houlihan Lawrence Inc.
OPEN SAT, 12PM TO 2PM
$679,000
3 beds2.5 baths2,120 sq ft
17 Brentwood Cir #17, Danbury, CT 06810
OPEN SAT, 12PM TO 2PM
$1,150,000
4 beds3.5 baths2,955 sq ft
5 Bayne St, Norwalk, CT 06851
OPEN SAT, 12:30PM TO 2:30PMVIDEO TOUR
$2,995,000
5 beds6.5 baths7,141 sq ft
37 Sarles St, Armonk, NY 10504
Listing by Serhant LLC
OPEN SAT, 1PM TO 3PM
$699,999
3 beds2 baths2,323 sq ft
55 Old Sib Rd, Ridgefield, CT 06877
OPEN SAT, 2PM TO 4PM
$479,000
2 beds2.5 baths1,650 sq ft
404 Sienna Dr #404, Danbury, CT 06810
OPEN SUN, 11AM TO 1PM
$999,000
3 beds3.5 baths4,152 sq ft
161 Crane Rd, Carmel, NY 10512
Listing by Giner Real Estate Inc.

Around this home

Schools

K - 12
Preschool & daycare

Scotland Elementary School

Public PreK-5 • Assigned • 2.4mi

9/10

Scotts Ridge Middle School

Public 6-8 • Assigned • 2.3mi

9/10

Ridgefield High School

Public 9-12 • Assigned • 2.4mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Market insights

297 Oscaleta Rd · $1,199,000

DAYS ON MARKET

The average home goes pending in 36 days.

SALE-TO-LIST

Most homes are selling 4% above list price.

LIST PRICE

Median sale price in this area is $927,956. (23% lower than this home)

PRICE DROP

14% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Auto garage door opener
Open floor plan
2 fireplaces
Full heated, fully finished basement with interior access, garage access, cooling, and walk-out
Has attic with pull-down stairs

Bedrooms
4 bedrooms

Bathrooms
3 full bathrooms

Kitchen
Gas range
Oven/Range
Microwave
Refrigerator
Freezer
Dishwasher
Allowance for additional appliances

Laundry & utility
Washer and dryer included
Laundry located on lower level

Heating & cooling
Baseboard heating
Hot air heating
Wood/coal stove heating
Propane fuel
Ductless cooling
Split system cooling

Sale and tax history for 297 Oscaleta Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24195204

Sep 16, 2026

Pending

—

Sep 10, 2026

Contingent

—

Sep 3, 2026

Price Changed

$1,199,000

$387/sq ft

Sep 1, 2026

Relisted

—

Aug 26, 2026

Contingent

—

Aug 19, 2026

Price Changed

$1,229,000

$396/sq ft

Aug 4, 2026

Price Changed

$1,299,000

$419/sq ft

Aug 3, 2026

Relisted

—

Aug 3, 2026

Contingent

—

Jul 31, 2026

Listed

$1,399,000

$451/sq ft

Jul 30, 2026

Coming Soon

$1,399,000

$451/sq ft

OneKey® MLS as Distributed by MLS Grid #H5120683

May 15, 2020

Sold

$700,000

$226/sq ft

May 13, 2020

Pending

—

Feb 11, 2020

Price Changed

$739,900

$239/sq ft

Nov 18, 2019

Listed

$749,000

$242/sq ft

Incredible contemporary mini estate. Step through the gates to a 3+ acre oasis, complete with koi pond, fountain, blue stone patio and 3 bedroom 2 bath contemporary retreat. Upper deck provides stunning views of the entire property, connecting to stunning open concept main living area. Newly renovated kitchen with Wolf Range, Quartz Countertops, center island and pantry leads you into dining area with floor to ceiling bay windows, and step down into light and bright living room with large windows and wood burning stove. Master bedroom complete with sitting area and sliding doors to upper deck. Main bathroom features jacuzzi tub and oversized steam shower. Two additional bedrooms on main level, all with cedar closets. No shortage of storage. Downstairs you will find a cozy family room, with large stone fireplace, full bath, and enormous recreation room with access to lower blue stone patio. 2 car tandem garage, lower level laundry, whole house generator. Additional Information: Amenities:Storage,ParkingFeatures:2 Car Attached,

Smart MLS #170252936

May 15, 2020

Sold

$700,000

$226/sq ft

May 13, 2020

Pending

—

Apr 18, 2020

Contingent

—

Feb 11, 2020

Price Changed

$739,900

$239/sq ft

Nov 17, 2019

Listed

$749,000

$242/sq ft

Incredible contemporary mini estate. Step through the gates to a 3+ acre oasis, complete with koi pond, fountain, blue stone patio and 3 bedroom 2 bath contemporary retreat. Upper deck provides stunning views of the entire property, connecting to stunning open concept main living area. Newly renovated kitchen with Wolf Range, Quartz Countertops, center island and pantry leads you into dining area with floor to ceiling bay windows, and step down into light and bright living room with large windows and wood burning stove. Master bedroom complete with sitting area and sliding doors to upper deck. Main bathroom features jacuzzi tub and oversized steam shower. Two additional bedrooms on main level, all with cedar closets. No shortage of storage. Downstairs you will find a cozy family room, with large stone fireplace, full bath, and enormous recreation room with access to lower blue stone patio. 2 car tandem garage, lower level laundry, whole house generator. Look no further! Less than a mile away from NY border, enjoy all Ridgefield has to offer with easy commute.

Please see link for virtual tour!

Smart MLS #99119463

May 4, 2016

Sold

$700,000

$226/sq ft

May 2, 2016

Listing Removed

—

Sep 11, 2015

Listed

$720,000

$232/sq ft

Public Records

Mar 31, 1995

Sold

$405,000

$131/sq ft

Smart MLS #95000322

Jan 4, 1995

Listed

$450,000

$145/sq ft

Smart MLS #94030079

Dec 31, 1994

Listing Removed

—

Oct 24, 1994

Listed

$450,000

$145/sq ft

Smart MLS #94014161

Oct 18, 1994

Listing Removed

—

Apr 18, 1994

Listed

$489,000

$158/sq ft

Smart MLS #92121340

Sep 30, 1993

Listing Removed

—

Oct 1, 1992

Listed

$595,000

$192/sq ft

Public Records

Aug 27, 1987

Sold

$352,900

$114/sq ft

Year

Property tax

Land + Additions

Assessment*

2022

$14,036 (+0.8%)

$245,170 + $248,540

$493,710

2021

$13,928 (+0.3%)

$245,170 + $248,540

$493,710

2020

$13,883 (+6.8%)

$245,170 + $248,540

$493,710

2019

$12,997 (+1.2%)

$245,170 + $217,040

$462,210

2018

$12,840 (+13.0%)

$245,170 + $217,040

$462,210

2017

$11,363 (+1.9%)

$223,270 + $194,340

$417,610

2016

$11,146 (+2.6%)

$223,270 + $194,340

$417,610

2014

$10,862 (+2.5%)

$223,270 + $194,340

$417,610

2011

$10,599

$223,270 + $194,340

$417,610

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

3.38 Acres

Year renovated

2002

Finished Sq. Ft.

2,001

Unfinished Sq. Ft.

—

Total Sq. Ft.

2,001

Year built

1968

Style

Single Family Residential

County

Fairfield County

APN

273539

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

5/10 Wind Factor

25% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Ridgefield, CT • 06877

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

83/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.4 hrs

5.6 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 297 Oscaleta Rd

We cannot show automated home-value estimates for this home.

Nearby homes have recently sold between $950,000 and $2,460,000.

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $950K to $2.5M.

SOLD AUG 21, 2026
$1,350,000 Last sold price
4 beds3.5 baths3,025 sq ft
564 Barrack Hill Rd, Ridgefield, CT 06877
$59/sq ft
10 years newer
no basement
SOLD AUG 7, 2026
$1,595,000 Last sold price
4 beds2.5 baths3,801 sq ft
9 Green Ln, Ridgefield, CT 06877
$33/sq ft
smaller lot
16 years newer
SOLD DEC 8, 2025
$1,254,000 Last sold price
4 beds3.5 baths3,688 sq ft
9 Ashwood Rd, South Salem, NY 10590
Listing by William Raveis-New York LLC
$47/sq ft
larger lot
29 years newer
SOLD FEB 17, 2026
$1,374,000 Last sold price
5 beds3.5 baths3,938 sq ft
381 West Mountain Rd, Ridgefield, CT 06877
$38/sq ft
70 years older
no basement
SOLD JUN 12, 2026
$2,460,000 Last sold price
4 beds4.5 baths3,218 sq ft
71 Peaceable Ridge Rd, Ridgefield, CT 06877
$377/sq ft
smaller lot
18 years older
SOLD NOV 24, 2025
$950,000 Last sold price
4 beds2.5 baths3,031 sq ft
134 Spring St, South Salem, NY 10590
Listing by William Raveis-New York LLC
$74/sq ft
smaller lot
174 years older

This home is pending

The seller has accepted an offer, and this property is now .

Have questions?

Jared Randall

Ridgefield Redfin Agent

Jared Randall typically replies in about 4 minutes

Nearby similar homes

$7,995,000

8 beds8 baths8,934 sq ft

236 & 250 Main St, Ridgefield, CT 06877

$1,499,000

4 beds3.5 baths2,528 sq ft

12 Hillcrest Ct, Ridgefield, CT 06877

$748,333

4 beds3 baths2,044 sq ft

16 Sherwood Rd, Ridgefield, CT 06877

$2,150,000

5 beds3.5 baths5,192 sq ft

535 N Salem Rd, Ridgefield, CT 06877

$1,900,000

6 beds7 baths5,811 sq ft

463 N Salem Rd, Ridgefield, CT 06877

$1,150,000

3 beds2.5 baths2,168 sq ft

51 Mamanasco Rd, Ridgefield, CT 06877

New listings for sale in 06877

OPEN SAT, 1PM TO 3PM

$699,999

3 beds2 baths2,323 sq ft

55 Old Sib Rd, Ridgefield, CT 06877

COMING SOON

$1,998,500

4 beds6.5 baths5,207 sq ft

121 Cedar Ln, Ridgefield, CT 06877

OPEN SAT, 11AM TO 1PM

$489,900

3 beds2 baths1,435 sq ft

8 Stebbins CL, Ridgefield, CT 06877

3D WALKTHROUGH

$900,000

3 beds3.5 baths1,953 sq ft

177 Mamanasco Rd, Ridgefield, CT 06877

OPEN SUN, 1PM TO 3PM

$1,199,000

4 beds2.5 baths3,206 sq ft

37 Adams Rd, Ridgefield, CT 06877

COMING SOON

$950,000

3 beds3.5 baths2,770 sq ft

3 Blackman Rd, Ridgefield, CT 06877

VIDEO TOUR

$1,995,000

4 beds5.5 baths4,268 sq ft

20 Strawberry Ridge Rd, Ridgefield, CT 06877

$2,200,000

5 beds4.5 baths4,592 sq ft

94 Soundview Rd, Ridgefield, CT 06877

$1,785,000

5 beds4.5 baths4,660 sq ft

220 Haviland Rd, Ridgefield, CT 06877

Details provided by Smart MLS and may not match the public record. Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Monroe homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	West Mountain Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings
Agents near me	Westport, CT homes for sale	West Mountain Housing Market

Greenwich homes for sale
Stamford homes for sale
Norwalk homes for sale

About this home

Payment calculator

Affordability tools

Open houses

Nearby open houses (10)

Around this home

Schools

Lifestyle

Market insights

Property details

Sale and tax history for 297 Oscaleta Rd

Public record

Climate risks

Historical weather

Sun exposure

Redfin Estimate for 297 Oscaleta Rd

This home is pending

Have questions?

Nearby similar homes

New listings for sale in 06877

More real estate resources