About 20 Oscaleta Road
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.
Features of 20 Oscaleta Road
| MLS® # | 970155 |
|---|---|
| Price | $1,995,000 |
| Sold Price | $1,900,000 |
| Date Sold | June 29th, 2026 |
| Bedrooms | 5 |
| Bathrooms | 5.00 |
| Full Baths | 4 |
| Half Baths | 1 |
| Square Footage | 4,886 |
| Acres | 7.05 |
| Taxes | $32,405 |
| Year Built | 1954 |
| Type | Residential |
| Sub-Type | Single Family Residence |
| Style | Contemporary, Mid-Century Modern |
| Status | Closed |
Community Information
| Address | 20 Oscaleta Road |
|---|---|
| City | South Salem |
| County | Westchester County |
| State | NY |
| Zip Code | 10590 |
| Adult 55+ Community | No |
Amenities
| Utilities | Electricity Connected, Propane, Water Connected |
|---|---|
| Parking | Detached |
| # of Garages | 3 |
| Is Waterfront | No |
| Has Pool | Yes |
| Pool | Fenced, In Ground |
Interior
| Interior | 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 |
| Appliances | Dishwasher, Dryer, Gas Range, Refrigerator, Washer, Oil Water Heater |
| Heating | Hydro Air, Oil, Radiant Floor |
| Cooling | Central Air |
| Has Basement | Yes |
| Basement | Finished, Walk-Out Access |
| Fireplace | Yes |
| # of Fireplaces | 3 |
| Fireplaces | Wood Burning |
Exterior
| Exterior | Frame |
|---|
School Information
| District | Katonah-Lewisboro |
|---|---|
| Elementary | Increase Miller Elementary School |
| Middle | John Jay Middle School |
| High | John Jay High School |
Additional Information
| Date Listed | April 18th, 2026 |
|---|---|
| Days on Market | 132 |
| Short Sale | No |
| RE / Bank Owned | No |
| Levels | Two |
Listing Details
| Office | Houlihan Lawrence Inc. |
|---|