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54 Cross Pond RoadPound Ridge, NY 10576

For Sale

$3,250,000

Smart Buyer Rebate $32,500

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.

Listed by Adam Hade

·

Compass Greater NY, LLC

·

914-238-0676

Last updated June 12, 2026

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Source: OneKey #979591

Listing Facts

  • TypeSingle-family
  • NeighborhoodLewisboro
  • Bedrooms4
  • Bathrooms5
  • Days on Prevu70
  • Taxes$41,466.71/year
  • Size5,386 sqft
  • Price per sqft$603

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Elevator
  • Parking

Location

Mortgage Calculator

Listing History

04/07/2026
Status changed to Active
$3,250,000
04/07/2026
Listed by Compass Greater NY, LLC
$3,250,000

Property Details for 54 Cross Pond Road

Exterior

Construction

  • Property Condition: Actual
  • Window Features: Blinds, Skylight(s)
  • Year Built: 1994
  • Architectural Style: Contemporary
  • Construction Materials: Frame
  • Exterior Features: Balcony

Features

  • Fencing: Fenced
  • Patio And Porch Features: Deck, Patio
  • View: Water
  • Waterfront Features: Pond, Water Access, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Sprinklers In Front, Sprinklers In Rear, Views
  • Lot Size Acres: 3.20
  • Lot Size Square Feet: 139,392

Financial

Taxes

  • Parcel Number: 3000-041-000-10264-000-0007
  • Tax Annual Amount: $41,466.71
  • Tax Assessed Value: $132,700.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Microwave, Refrigerator, Tankless Water Heater, Washer
  • Flooring: Carpet, Hardwood
  • Interior Features: First Floor Bedroom, Bidet, Built-in Features, Cathedral Ceiling(s), Chandelier, Eat-in Kitchen, Elevator, Primary Bathroom

Measurements

  • Living Area: 5,386
  • Living Area Source: Public Records

Rooms

  • Basement: Crawl Space, Finished, Partial, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 4
  • Rooms Total: 11

Other

General

  • Senior Community: Yes

Parking

Parking

  • Garage Spaces: 6
  • Garage: Yes
  • Parking Features: Detached, Driveway, Garage, Garage Door Opener

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: Hot Water, Hydro Air, Propane, Radiant
  • Other Equipment: Dehumidifier, Generator
  • Sewer: Septic Tank
  • Utilities: Trash Collection Private
  • Water Source: Well

Frequently Asked Questions

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

There are 4 bedrooms and 5 bathrooms in this single-family home at 54 Cross Pond Road.

What schools are nearby to 54 Cross Pond Road?

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 6 parking spaces available for 54 Cross Pond Road.

What are the annual taxes for 54 Cross Pond Road?

Annual taxes for this single-family home are estimated at $41,466.

How does 54 Cross Pond Road compare to other single-family homes in Lewisboro?

This single-family home is listed 114% above the average price for single-family homes in Lewisboro and has been on the market for 14 more 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 5,386 sqft.

54 Cross Pond Road is a 4-bedroom, 5-bath single-family home for sale in Pound Ridge NY 10576. Available on Prevu for 70 days at $3,250,000. This property features 5,386 square feet of living space, located in Lewisboro. The median listing price for single-family homes in this area is $774,500. Nearby schools include Meadow Pond Elementary School, John Jay Middle School, and John Jay High School. The home offers private outdoor space, dishwasher, elevator, air conditioning, parking, and washer/dryer. 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.