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.
Listed by Angela Kessel
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Houlihan Lawrence Inc.
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914-234-9099
Last updated April 29, 2026
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Source: OneKey #970155
Listing Facts
TypeSingle-family
NeighborhoodLewisboro
Bedrooms5
Bathrooms5
Days on Prevu9
Taxes$32,404.64/year
Size4,886 sqft
Price per sqft$408
Amenities
Dishwasher
Private Outdoor Space
Washer/Dryer
Air Conditioning
Parking
Swimming Pool
Location
Mortgage Calculator
Listing History
04/23/2026
Status changed to Active
$1,995,000
04/23/2026
Listed by Houlihan Lawrence Inc.
$1,995,000
Property Details for 20 Oscaleta Road
Exterior
Construction
Year Built: 1954
Architectural Style: Contemporary, Mid-Century Modern
Construction Materials: Frame
Features
Patio And Porch Features: Deck, Patio, Porch
Pool Features: Fenced, In Ground
Pool Private: Yes
Measurements
Building Area Units: Square Feet
Lot Size Acres: 7.05
Lot Size Square Feet: 307,098
Financial
Taxes
Parcel Number: 3000-032-00C-10819-000-0030
Tax Annual Amount: $32,404.64
Tax Assessed Value: $103,700.00
Tax Year: 2026
Interior
Features
Appliances: Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Oil Water Heater
Fireplace Features: Wood Burning
Fireplace: Yes
Fireplaces Total: 3
Flooring: Wood
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
Measurements
Living Area: 4,886
Living Area Source: Public Records
Rooms
Basement: Finished, Walk-Out Access
Has Basement: Yes
Bathrooms Full: 4
Bathrooms Half: 1
Bathrooms Total Integer: 5
Bedrooms Total: 5
Rooms Total: 9
Parking
Parking
Garage Spaces: 3
Garage: Yes
Parking Features: Detached
Schools
Elementary School
Elementary School: Increase Miller Elementary School
Elementary School District: Katonah-Lewisboro
High School
High School: John Jay High School
High School District: Katonah-Lewisboro
Middle or Junior School
Middle Or Junior School: John Jay Middle School
Middle Or Junior School District: Katonah-Lewisboro
Utilities
Equipment
Cooling: Central Air
Heating: Hydro Air, Oil, Radiant Floor
Sewer: Septic Tank
Utilities: Electricity Connected, Propane, Water Connected
Water Source: Well
Frequently Asked Questions
How many bedrooms and bathrooms does this single-family home have?
There are 5 bedrooms and 5 bathrooms in this single-family home at 20 Oscaleta Road.
What schools are nearby to 20 Oscaleta Road?
Nearby schools include the Increase Miller Elementary School, John Jay Middle School, and John Jay High School.
Does this single-family home have parking?
Yes, there are 3 parking spaces available for 20 Oscaleta Road.
What are the annual taxes for 20 Oscaleta Road?
Annual taxes for this single-family home are estimated at $32,404.
How does 20 Oscaleta Road compare to other single-family homes in Lewisboro?
This single-family home is listed 31% above the average price for single-family homes in Lewisboro and has been on the market for 47 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 4,886 sqft.
20 Oscaleta Road is a 5-bedroom, 5-bath single-family home for sale in South Salem NY 10590. Available on Prevu for 9 days at $1,995,000. This residence features 4,886 square feet of living space, located in Lewisboro. The median listing price for single-family homes in this area is $774,500. Nearby schools include Increase Miller Elementary School, John Jay Middle School, and John Jay High School. The home offers private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Browse more single-family home listings in Westchester County.
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