54 Cross Pond Road | Lewisboro

$2,995,000 | 4 Beds | 5 Baths (4 Full, 1 Half) | 5,386 Sq. Ft.

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.\nComplementing 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.\nThe 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.\nPublished 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. OneKeyMLS 1061606

MLS Listing ID: 
OneKeyMLS 1061606
Community Information
School District: 
Katonah-Lewisboro
Building Details
Details about the building on a property.
Architectural Style: 
Contemporary
Year Built: 
1994
Living Area: 
5,386
Basement: 
Crawl Space,Finished,Partial,Walk-Out Access
Interior: 
First Floor Bedroom,Bidet,Built-in Features,Cathedral Ceiling(s),Chandelier,Eat-in Kitchen,Elevator,Primary Bathroom
Construction
Construction Materials: 
Frame
Exterior Features: 
Balcony
Room Details
Details about the rooms in the building.
Total Rooms: 
11
Total Bedrooms: 
4
Total Bathrooms: 
5
Total Full-Bathrooms: 
4
Total Half-Bathrooms: 
1
Utilities
Information about utilities available on the property.
Heating System: 
Hot Water,Hydro Air,Propane,Radiant
Cooling System: 
Central Air
Water Source: 
Well
Sewer: 
Septic Tank
Lot/Land Details
Details about the lots and land features included on the property.
View: 
Water
Waterfront: 
1
Water Body Category: 
Pond,Water Access,Waterfr
Lot Features
Parking Type: 
Detached,Driveway,Garage,Garage Door Opener
Fence: 
Fenced
Public Record
Parcel Number: 
3000-041-000-10264-000-0007
Annual Tax: 
$42,155.00
Listing Dates
Dates involved in the transaction.
Listing Entry Date/Time: 
10/12/2026
Listing Participants
Participants (agents, offices, etc.) in the transaction.
Listing Agent Name: 
Adam Hade
Listing Office Name: 
Compass Greater NY, LLC