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
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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
- Listing updated from MLS
- First seen on this site
- MLS status changed
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
