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20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
20 Oscaleta Road
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Courtesy of Houlihan Lawrence Inc., Angela Kessel Listing Contact: 914-234-9099 
$1,995,000

20 Oscaleta Road

5 Beds 5 Baths 4,886 Sq.Ft. 7.05 Acres

Open House

4/25/2026 1:00PM - 3:00PM EDT
4/26/2026 1:00PM - 3:00PM EDT

Description

Nestled on over 7 quiet acres along a picturesque country road, this stylish, renovated 5-bedroom, 4.1 bath home offers the best of country living -- complete with a heated pool and tennis court. Set on fabulous open land just an hour from NYC, the residence was taken to the studs in 2016 and thoughtfully rebuilt for today's lifestyle.
The open-concept Great Room is the heart of the home, featuring wide-plank walnut floors, a professional chef's kitchen with a commercial range and Sub-Zero refrigerator/freezer, expansive living and dining areas, and two separate decks perfect for relaxing and dining while overlooking the scenic landscape. The generous primary suite is bathed in natural light through floor-to-ceiling windows, framing breathtaking sunset views over the bucolic surroundings.
Embrace an active lifestyle without ever leaving the property -- hiking, cycling, canoeing, kayaking, and fishing are all just minutes away. A true retreat, yet close to cultural institutions, restaurants, and shopping. Full-house generator and reasonable taxes complete this exceptional offering.

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Location

20 Oscaleta Road, South Salem, NY 10590

Status

For Sale
Angela Kessel

Angela Kessel

TITLE

Team Lead

Property Amenities

Interior
Fireplace Wood Burning
Appliances Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Oil Water Heater
Flooring Wood
Total Bedrooms: 5
Half Bathrooms: 1
Full Bathrooms: 4
Other Interior Features First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, High Ceilings, His and Hers Closets, Kitchen Island, Open Floorplan, Open Kitchen, Primary Bathroom, Soaking Tub, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar
Area & Lot
Open house

4/25/2026 1:00PM - 3:00PM EDT

4/26/2026 1:00PM - 3:00PM EDT

Lot Area 7.05 Acres
Living area 4,886 Sq.Ft.
MLS® ID 970155
Year Built 1954
School District Katonah-Lewisboro
High School John Jay High School
Middle School John Jay Middle School
Elementary School Increase Miller Elementary School
Architecture Styles Contemporary, Mid-Century Modern
Type Residential
Status For Sale
Exterior
Stories 2
Pool Fenced, In Ground
Air conditioning Central Air
Heat type Hydro Air, Oil, Radiant Floor
Water Source Well
Garage Space 3.0
Security Features Security System
Sewer Septic Tank
Parking Detached
Utilities Electricity Connected, Propane, Water Connected
Finance
Sales Price $1,995,000
Real Estate Tax $32,405 yearly
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Schedule a Showing

We would love to show you our beautiful property. Please select your preferred date and time below. An agent will be in touch shortly to confirm your appointment.

Thank you for your interest in 20 Oscaleta Road, South Salem, NY 10590. We are reviewing your request and will be in touch shortly!

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South Salem

Beautiful landscapes and properties combine with a peaceful atmosphere.

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Considered an expert negotiator from her years of corporate experience, Angela and her team achieve the best deals for clients in what is an ever-changing market.