20 Oscaleta Road South Salem, NY $ 1,995,000
20 Oscaleta Road
$ 1,995,000
Open House 4/25 1pm - 3pm
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20 Oscaleta Road

South Salem, NY, 10590
$ 1,995,000
Bedrooms5 Baths4.1 Sq 4,886

Monthly Estimate*

$ 12,284

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Single Family Home for sale in South Salem, NY

for $1,995,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,886 square foot home was built in 1954 on a lot size of 7.05.

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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Open House

4/25/2026 1:00 PM - 3:00 PM
4/26/2026 1:00 PM - 3:00 PM
20 Oscaleta Road South Salem, NY
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Coming Soon

Price

$ 1,995,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 32,404

Style

Contemporary,Mid-Century Modern

Lot Size

7.05

Year Built

1954

Town/City

South Salem

County/Region

Westchester

MLS | Web ID

970155

Features
Interior
Interior Amenities 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
Basement Finished Walk-Out Access
Flooring Wood
Total Fireplaces 3
Fireplace Features Wood Burning
Basement Features Finished Walk-Out Access
Basement (Y/N) Y
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 5
Total Baths 5
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General
Sewer Septic Tank
Heating Hydro Air Oil Radiant Floor
Cooling Central Air
Utilities Electricity Connected Propane Water Connected
Appliances Dishwasher Dryer Gas Range Refrigerator Washer Oil Water Heater
Garage Spaces 3
Patio/Porch Features Deck Patio Porch
Architectural Style Contemporary Mid-Century Modern
Pool Features Fenced In Ground
Security Features Security System
Construction Materials Frame
Exclusions None
Year Built 1954
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 3000-032-00C-10819-000-0030
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 9
Full Baths 4
High School John Jay High School
City Lewisboro
Senior Community Y/N N
High School District Katonah-Lewisboro
Carport Y/N N
Elementary School Increase Miller Elementary School
Property Attached Y/N N
Tax Annual Amount 32404.64
Middle/Junior High School John Jay Middle School
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Katonah-Lewisboro
Elementary School District Katonah-Lewisboro
Tax Assessed Value 103700
Year Built Effective 2016
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Exterior
Parking Features Detached Detached
Water Source Well
Spa N
Waterfront Y/N N
Road Responsibility Public Maintained Road
Horse Y/N Y
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Internal Only
Street Number 1 20
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* Excluded Features
List By
Angela Kessel

Listing Agent

Houlihan Lawrence Inc.

Broker

914-234-9099

Contact

Affordability Calculator

$14,984
Per Month
82%
18%
0%
Monthly Principal & Interest
$12,284
Monthly Property Taxes
$2,700
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4892277 Elementary School
4892612 Middle School
John Jay High School High School
Pricing History
DatePricePrice ChangeDescription
4/18/2026$1,995,000 Listed Price

Map


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20 Oscaleta Road, South Salem, NY, 10590 is a Single Family Home for sale at $1,995,000 with 4,886 sqft and a lot size of 7.05. 20 Oscaleta Road has 5 bedrooms, 4.1 baths, and was built in 1954. The property's zip code is 10590 which is in South Salem, NY