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MLS ID KEY1061606Last updated Oct 15, 2026

Single Family

54 Cross Pond Road

Active · Lewisboro · Westchester County, NY 10576

Bedrooms
4 Beds
Bathrooms
5 Baths
Year built
1994
Est. monthly taxes
$3,512.92
Property gallery0 / 49
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About this home

The Cross Pond Residence, designed by acclaimed architect Frank Lupo, FAIA, is a rare architect-designed estate set on 3.48 private acres overlooking a large pond in Pound Ridge. Conceived as a series of interconnected structures thoughtfully positioned within the landscape, the property offers a level of design, craftsmanship, and flexibility seldom found in residential architecture. The main residence is organized around dramatic living spaces that embrace the surrounding landscape through expansive walls of glass, soaring ceilings, and carefully framed views of the water and grounds. The primary living area flows seamlessly to dining and kitchen spaces, creating an environment equally suited for everyday living and entertaining. The upper level serves as a private retreat with a spacious primary suite, while the lower level provides additional recreation and gathering space. Complementing the main residence is a fully self-contained secondary living quarters featuring its own living room, dining area, kitchen, bedroom, elevator, and private primary suite. Ideal for extended family, guests, live-in staff, or multigenerational living, it offers complete independence while remaining architecturally integrated with the overall composition. Additional structures include a substantial heated studio building with exceptional flexibility for creative work, hobbies, fitness, collector use, or additional vehicle storage, as well as a detached six-car garage with front and rear access, providing ample space for automobiles, equipment, and storage. Constructed with a level of detail and material quality rarely seen today, the residence incorporates steel framing, glulam beams, commercial-grade window systems, lead-coated copper roofing, standing-seam metal roofing, cedar siding, radiant heating, humidity control, and a hydraulic elevator. The result is a home designed not only for visual impact, but for longevity and performance. The grounds are equally compelling, with expansive lawns, mature trees, exposed rock outcroppings, gardens, and a large pond that serves as the focal point of the property. The landscape was conceived as an extension of the architecture, creating a seamless relationship between built form and nature. For buyers seeking additional outdoor amenities, the property offers attractive opportunities for a future pool installation. Conceptual plans have been prepared illustrating both a garage-side pool pavilion overlooking the pond and a more secluded pool retreat adjacent to the studio building, allowing future owners to tailor the outdoor experience to their lifestyle and entertaining preferences. Published in The New American House 2: Innovations in Residential Design and Construction, The Cross Pond Residence represents a rare opportunity to own an architecturally significant estate where design, landscape, and function exist in complete harmony.

Listing snapshot

Days on site
16 days
Listed on MLS
Oct 12, 2026
Full baths
4
Half baths
1
Annual property tax (MLS)
$42,155
Tax year
2026
Area source (MLS)
Public Records
Listing brokerage
Compass Greater NY, LLC
MLS ID
KEY1061606
Last updated
Oct 15, 2026

General features

Property type
Single Family
Property subtype
Single Family Residence
Year built
1994
Garage
Yes
Garage spaces
6
Parking
Detached, Driveway, Garage, Garage Door Opener
Water source
Well
Sewer
Septic Tank
Utilities
Trash Collection Private

Interior features

Basement
Crawl Space, Finished, Partial, Walk-Out Access
Heating
Hot Water, Hydro Air, Propane, Radiant
Cooling
Central Air
Interior
First Floor Bedroom, Bidet, Built-in Features, Cathedral Ceiling(s), Chandelier, Eat-in Kitchen, Elevator, Primary Bathroom
Appliances
Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer
Flooring
Carpet, Hardwood

Exterior features

Architectural style
Contemporary
Construction materials
Frame
Exterior
Balcony
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

  1. Listing updated from MLS
  2. First seen on this site
  3. MLS status changed

Location

Lewisboro · Westchester County, NY 10576Show interactive map
54 Cross Pond Road

Lewisboro · Westchester County, NY 10576

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Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
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Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

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