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2 Tommys LaneSouth Salem, NY 10590

For Sale

$1,495,000

Smart Buyer Rebate $14,950

Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration Hardware met a world-class luxury hotel. Sophisticated, glamorous, impeccably tailored, and unlike anything else on the market in South Salem.

Every inch of this home has been thoughtfully reimagined with an uncompromising eye for design, craftsmanship, and quality. Everything in the home has been redone, with the owner completing an extensive top-to-bottom renovation in 2025. Rich hardwood floors flow throughout an airy, open floor plan created for both everyday living and effortless entertaining. Custom millwork, designer lighting, and bespoke finishes elevate every space, while the stunning family room is anchored by a beautiful wood-burning fireplace and a custom rich wood bar accented with elegant brass mesh detailing, functioning as both a striking focal point and a true piece of furniture.

The chef’s kitchen rivals those found in substantially larger custom estates, featuring premium Sub-Zero refrigeration, a professional gas range, custom cabinetry, and dramatic two-inch-thick quartz countertops. Every selection was made with intention, resulting in a space that is as functional as it is beautiful.

The principal suite is a true retreat, evoking the feeling of a boutique luxury hotel. The newly completed marble bath is extraordinary, showcasing brass fixtures, intricate mosaic marble flooring with brass inlay, a seamless glass shower, soaking tub, and refined spa-inspired finishes. A beautifully designed walk-in closet completes the suite. Three additional bedrooms complete the second floor and share a beautifully renovated hall bath finished with the same elevated, hotel-quality aesthetic found throughout the home.

The lower level is designed entirely around entertaining. A spacious game room with pool table flows into a dedicated media lounge with theater seating, creating the perfect setting for movie nights or game days. A full wet bar, full bathroom, abundant natural light from windows, and direct access to the garage make this level every bit as practical as it is impressive.

Outside, complete privacy surrounds the expansive backyard and large swimming pool, creating the perfect setting for summer gatherings, quiet afternoons, or evenings spent with family and friends. The property feels like a private resort while remaining exceptionally convenient.

Perfectly positioned, Tommy’s Lane offers easy access to the Merritt Parkway, is approximately 10 minutes to New Canaan, 15 minutes to Ridgefield, and about 15 minutes to downtown Katonah, placing shopping, dining, and commuting all within easy reach.

This is far more than a beautifully renovated home. It delivers the level of design, finish, and amenities typically reserved for much larger custom-built estates, while offering the warmth, comfort, and livability of a true family home. Every space has been elevated, every detail considered, and every finish curated. Move-in ready doesn’t begin to describe it. This home is simply walk-in stylish.

Listed by Melissa Marcogliese

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Compass Greater NY, LLC

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914-238-0676

Last updated September 12, 2026

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Source: OneKey #1035007

Listing Facts

  • TypeSingle-family
  • NeighborhoodLewisboro
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu35
  • Taxes$15,000/year
  • Size3,326 sqft
  • Price per sqft$449

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

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Listing History

08/24/2026
Price Decreased
$1,495,000
08/12/2026
Status changed to Active
$1,690,000
08/12/2026
Listed by Compass Greater NY, LLC
$1,690,000
  1. 08/24/2026$1,495,000
    Price Decreased
  2. 08/12/2026$1,690,000
    Status changed to Active
  3. 08/12/2026$1,690,000
    Listed by Compass Greater NY, LLC

Property Details for 2 Tommys Lane

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Year Built: 1999
  • Architectural Style: Colonial
  • Construction Materials: Vinyl Siding

Features

  • Patio And Porch Features: Patio
  • Pool Features: In Ground, Solar Cover, Vinyl
  • Pool Private: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Size Acres: 1.95
  • Lot Size Square Feet: 84,979

Financial

Taxes

  • Parcel Number: 3000-050-000-09834-000-0105
  • Tax Annual Amount: $15,000.00
  • Tax Assessed Value: $50,500.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Dishwasher, Gas Range, Oven, Refrigerator, Wine Refrigerator
  • Fireplace Features: Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 1
  • Flooring: Hardwood
  • Interior Features: First Floor Full Bath, Built-in Features, Chandelier, Chefs Kitchen, Crown Molding, Double Vanity, Eat-in Kitchen, Entrance Foyer, Formal Dining, High Ceilings, Kitchen Island, Marble Counters, Open Floorplan, Open Kitchen, Other, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Storage, Walk-In Closet(s), Washer/Dryer Hookup, Wet Bar, Wired For Sound

Measurements

  • Living Area: 3,326
  • Living Area Source: Other

Rooms

  • Basement: Finished, Full
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 13

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Driveway, Garage, Garage Door Opener, Private
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Meadow Pond 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: Oil, Other
  • Sewer: Septic Tank
  • Utilities: Cable Available, Electricity Connected, Propane
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 2 Tommys Lane.

What schools are nearby to 2 Tommys Lane?

Nearby schools include the Meadow Pond Elementary School, John Jay Middle School, and John Jay High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 2 Tommys Lane.

What are the annual taxes for 2 Tommys Lane?

Annual taxes for this single-family home are estimated at $15,000.

How does 2 Tommys Lane compare to other single-family homes in Lewisboro?

This single-family home is listed 6% below the average price for single-family homes in Lewisboro and has been on the market for 13 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 3,326 sqft.

2 Tommys Lane is a 4-bedroom, 4-bath single-family home for sale in South Salem NY 10590. Listed on Prevu for 35 days at $1,495,000. This includes a recent price decrease of $195,000. This residence features 3,326 square feet of living space, located in Lewisboro. The median listing price for single-family homes in this area is $1,190,000. Nearby schools include Meadow Pond Elementary School, John Jay Middle School, and John Jay High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, and swimming pool. Explore more single-family home listings in Westchester County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.