29 Oscaleta Rd
Closed 10/16/25
Closed 10/16/25
Description
Tranquility prevails on 3.7 private beautifully landscaped, level acres with a heated pool, spa, and waterfall. Vintage stone walls, adding character, surround this idyllic South Salem property, the heart of which is a thoughtfully updated and expanded three-bedroom, Adirondack-style home. A stepping-stone path leads to the inviting front porch. Inside, welcoming living and dining rooms flow easily to the eat-in kitchen, which features unobstructed views of the lush, fenced pool area. A cozy den...Tranquility prevails on 3.7 private beautifully landscaped, level acres with a heated pool, spa, and waterfall. Vintage stone walls, adding character, surround this idyllic South Salem property, the heart of which is a thoughtfully updated and expanded three-bedroom, Adirondack-style home. A stepping-stone path leads to the inviting front porch. Inside, welcoming living and dining rooms flow easily to the eat-in kitchen, which features unobstructed views of the lush, fenced pool area. A cozy den offers a peaceful retreat adjacent to the bedroom hallway. Two generously sized family bedrooms (one currently used as an office) share a full hallway bath and boast walls of ample closet space. The expansive primary suite is a rustic sanctuary with an impressive, vaulted ceiling, oversized bath, laundry, and plenty of soft natural light. Maple and terracotta floors and authentic honey-pine walls add warmth and charm throughout the home. Outside, recreational possibilities abound thanks to the pool area, broad lawns, vibrant gardens, and three outbuildings, including a three-car garage, an additional one-car garage, and a storage barn. Recent enhancements include an irrigation system, pool lighting, a whole-house generator, and central air conditioning. Just minutes from the quaint hamlet of South Salem, with convenient access to dining and shopping in Cross River and Ridgefield, and outdoor activities at Lewisboro Town Park, this property offers a lifestyle of ease, comfort, and tranquility.
- Listed by Susan Stillman • Houlihan Lawrence Inc.P: (914)-234-9099 sstillman@houlihanlawrence.com
Property Details for 29 Oscaleta Road
City/Township
Lewisboro
ViewOpen, Trees/Woods
Architectural StyleCabin, Log, Other
Garage Spaces4.00
WaterfrontNo
LISTING UPDATED: 10/16/2025 02:36 PM
Property Details for 29 Oscaleta Road
| Status | Closed |
|---|---|
| MLS # | 843285 |
| Days on Market | 80 |
| Taxes | $26,061 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Single Family |
| Year Built | 1953 |
| Lot Size | 4.50 AC / 196,020 SF |
| County | Westchester County |
Location
Listing Courtesy of Houlihan Lawrence Inc.
Sold By Douglas Elliman Real Estate
Add your commute
Building Information for 29 Oscaleta Road
Stories-Year Built1953Building Size-Lot Size4.50 AC / 196,020 SF
Payment Calculator
$8,386 per month
30 year fixed, 6.15% Interest
Principal and Interest
$6,214
Property Taxes
$2,172
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
Property Information for 29 Oscaleta Road
Summary
Location and General Information
- Senior Community YN: No
- Tax Lot: 11826-000-0008
- Year Built Effective: 1953
- Property Attached: Yes
- Structure Type: true
- Levels: One
- State Or Province: NY
- Water Access YN: No
School Information
- School District: Katonah-Lewisboro
- Elementary School District: Katonah-Lewisboro
- Elementary School: Increase Miller Elementary School
- Middle Or Junior School District: Katonah-Lewisboro
- Middle Or Junior School: John Jay Middle School
- High School District: Katonah-Lewisboro
- High School: John Jay High School
Rental
Rental
- Lease Considered: No
Unit Information
Unit Information
- Building Units Total: 1
Room Information
Room 1 Information
- Room Level: First
- RoomDescription 1: Living Room, Dining Room, Eat in Kitchen, Full Bath, Sitting Room, Two Bedrooms, Primary Bedroom/Bath/Laundry
Room 2 Information
- Room Level: Basement
- Room Description: Full Unfinished Storage and Utilities
Taxes and HOA Information
Taxes and HOA Information
- Parcel Number: 3000-034-000-11826-000-0008
- Tax Assessed Value: $83,800.00
- Association: No
Interior and Exterior Features
Interior Features
- Amenities: 1st Floor Bedrm, Bay Window(s), Beamed Ceilings, Breakfast Bar, Cabin, Cathedral/Vaulted/High Ceiling, Ceiling Fan(s), Ceramic Tile, Double Vanity, Eat in Kitchen, Fenced, First Floor Full Bath, Garage(s), Garden, High Ceilings, In Bathroom, In Ground, Kitchen Island, Lighting, Log, Natural Woodwork, Open, Open Floorplan, Open Kitchen, Original Details, Other, Outdoor Pool, Oversized Windows, Pool Cover, Pool/Spa Combo, Primary Bathroom, Security System, Shed(s), Storage, Trees/Woods, Washer/Dryer Hookup, Well, Wood, Wood Frames
- Interior Features: First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Cathedral Ceiling(s), Ceiling Fan(s), Double Vanity, Eat-in Kitchen, High Ceilings, Kitchen Island, Primary Bathroom, 1st Fl Master Bedroom, Natural Woodwork, Open Floorplan, Open Kitchen, Original Details, Storage, Washer/Dryer Hookup
- Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Range
- Total Rooms: 7
- Primary on Main: Yes
- Basement: Crawl Space, Full, Unfinished
- Attic Description: None
- Fireplace: No
- Location Amenities: Other/See Remarks, 1st Fl Master Bedroom, Cathedral/Vaulted/High Ceiling, Dual Sinks, Eat in Kitchen, High Ceilings, Island Kitchen, Open Kitchen, Original Details, Storage, WD Hookup, Garden, In Ground Pool, Pool Outdoor, Security System, Oversized Windows
- Laundry Features: In Bathroom
- Security Features: Security System
- Spa: Yes
- Door Features: Storm Door(s)
- Window Features: Bay Window(s),Oversized Windows,Wood Frames
- Flooring: Ceramic Tile, Wood
- Living Area: 2,076.00
- Foundation Details: Pillar/Post/Pier
- Basement: Yes
Exterior Features
- Exterior Features: Garden, Lighting
- Exterior Property Features: Garden, Lighting, Fenced, In Ground, Outdoor Pool, Pool Cover, Pool/Spa Combo, Driveway, Garage, Private, Bay Window(s), Oversized Windows, Wood Frames, Back Yard, Cleared, Front Yard, Landscaped, Level, See Remarks
- Elevation Certificate: No
- Construction Materials: Log, Wood Siding
- Other Structures: Garage(s),Shed(s)
- Pool Private: Yes
- Pool Features: Fenced,In Ground,Outdoor Pool,Pool Cover,Pool/Spa Combo
- Pool Details: Fenced,In Ground,Outdoor Pool,Pool Cover,Pool/Spa Combo
Lot Information
- Lot Features: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, See Remarks
- Additional Parcel: No
- Site Features: Back Yard, Cleared, Front Yard, Garden, Landscaped, Level, See Remarks
- Building Area Units: Square Feet
Parking
- Parking Features: Driveway, Garage, Private
- Parking Total: 4.00
- Garage: Yes
- Carport: No
Utilities
- Cooling: Central Air
- Heating: Oil
- Heat Fuel Type: Oil
- Number Of Heating Zones: 1
- Sewer: Septic Tank
- Water Source: Well
- Utilities: Cable Connected, Electricity Connected, Propane, Trash Collection Private, Underground Utilities
Green Features
- Green Features: Bay Window(s), Oversized Windows, Wood Frames, Cooktop, Dishwasher, Dryer, Gas Cooktop, Gas Range, Storm Door(s), Oil, Garden, Lighting, Fenced, In Ground, Outdoor Pool, Pool Cover, Pool/Spa Combo
Agent
Payment and Rate
- Down Payment Resource: No
Property History for 29 Oscaleta Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Oct 16, 2025 | Sold (Public Record) Public Record #1917939907 | $1,275,000 | +1.3% / yr |
| Sep 27, 2005 | Sold (Public Record) Public Record #170548286 | $975,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 10/16/2025 | Sold (Public Record) Public Record #1917939907 | $1,275,000 +1.3% / yr |
| 09/27/2005 | Sold (Public Record) Public Record #170548286 | $975,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 29 Oscaleta Road
Taxable ValueLand$26,200Additions$57,600Total$83,800
Tax Record2020$22,806 ($1,901 / month)
Home Facts
Beds3Total Finished SqFt1,776 SqFtAbove Grade Finished SqFt1,776 SqFtStories2Lot Size196,020 SqFtStyleSingle Family ResidenceYear Built1953ZoningR-2ACountyWESTCHESTERAPN553000 11826-008-0034
Schools near 29 Oscaleta Road
This home is within Katonah-Lewisboro Union Free School District.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Increase Miller Elementary School PublicK to 5 | ||
John Jay Middle School Public6 to 8 | ||
John Jay High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Houlihan Lawrence Inc.
Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 01/19/2026 08:09 PM. All data is obtained from various sources and may not have been verified by broker orMLS GRID. Supplied Open House Information is subject to change without notice. All informationshould be independently reviewed and verified for accuracy. Properties may or may not be listed bythe office/agent presenting the information.
