Single Family

42 Gilbert Street

Active · Lewisboro · Westchester County, NY 10590

Asking price$1,150,000Estimate monthly payment Request a Showing

Bedrooms: 3 Beds
Bathrooms: 2 Baths
Year built: 1930
Est. monthly taxes: $1,455.67

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About this home

A special opportunity to own a piece of Westchester's sought after private lake communities! Beautifully sited on 83 acre Lake Truesdale. It has a large deck and dock overlooking the water, along with a private driveway. This 1930 antique colonial is full of character - beamed ceilings, a fireplace and glass doors opening to a deck built for lakeside living. The spacious living room with fireplace/dining room combo offers a wonderful layout to reimagine. Bring your vision and updates to transform this classic retreat into your dream home. Residents enjoy swimming, fishing, boating (electric motors only), sailing, paddle boarding and kayaking in warmer months, and ice skating and ice fishing in winter. All this and a private beach! Convenient to schools, shopping and town park. Ideal for full time living or a weekend getaway, this is a canvas ready for it's next chapter.

Listing snapshot

Days on site: 59 days
Listed on MLS: Jul 14, 2026
Full baths: 2
Half baths: 0
Annual property tax (MLS): $17,468
Tax year: 2026
Association / maintenance fees (MLS): $495 / Annually
Fees include (MLS): Common Area Maintenance
Area source (MLS): Public Records
Listing brokerage: Houlihan Lawrence Inc.
MLS ID: KEY978344
Last updated: Oct 24, 2026

General features

Property type: Single Family
Property subtype: Single Family Residence
Year built: 1930
Garage: Yes
Garage spaces: 1
Parking: Driveway, Garage, Garage Door Opener
Water source: Public
Sewer: Septic Tank
Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Private, Water Connected

Interior features

Basement: Unfinished, Walk-Out Access
Heating: Hot Water
Cooling: Wall/Window Unit(s)
Interior: First Floor Full Bath, Beamed Ceilings
Appliances: Dishwasher, Gas Oven
Flooring: Ceramic Tile, Wood
Fireplace: Yes
Fireplaces: 1

Exterior features

Architectural style: Colonial
Construction materials: Vinyl Siding
Private pool: No

Schools (MLS)

Elementary school: Meadow Pond Elementary School
Elementary school district: Katonah-Lewisboro
Middle school: John Jay Middle School
Middle school district: Katonah-Lewisboro
High school: John Jay High School
High school district: Katonah-Lewisboro

School information is provided by the MLS. Confirm attendance eligibility with the school district.

Recent activity

Oct 24, 2026Listing updated from MLS
Aug 30, 2026First seen on this site
Jul 14, 2026MLS status changed

Location

Lewisboro · Westchester County, NY 10590Show interactive map

42 Gilbert Street

Lewisboro · Westchester County, NY 10590

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Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.

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Property expenses (USD)

Annual property taxMonthly association / maintenance fees

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Estimated monthly principal & interest—

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Monthly association / maintenance feesNot provided

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Listing data is supplied by the MLS and may change without notice.

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