259 Westchester Avenue, Pound Ridge, NY 10576

$2,350,000
  • 259 Westchester Avenue, Pound Ridge, NY 10576 Main Photo

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BEDS3 BATHS2 full 1 partial SQUARE FEET4,250 MLS#1019874
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLBedford

Property Description

A live/work compound in the heart of Pound Ridge, 259 Westchester Avenue brings together a sophisticated street-level showroom, designed three-bedroom residence, separate two-story studio barn, landscaped grounds, and off-street parking lot-directly across from The Inn at Pound Ridge by Jean-Georges. Originally built in 1860 as the Samuel Parker House, this property has been transformed into a flexible commercial and residential offering with the character, infrastructure, and versatility to support a wide range of owner-user, investment, and creative business uses.The property presents an opportunity for an owner-user, luxury retail or design brand, creative entrepreneur, studio or gallery operator, or investor seeking both income potential and long-term flexibility. Rather than a conventional commercial building, 259 Westchester Avenue offers multiple complementary components that can function together or independently: a prominent street-level commercial space, a three-bedroom residence above, and a separate heated and air-conditioned two-story barn.The street-level commercial space is currently configured as an elevated retail showroom, with wide-plank flooring, architectural ceilings, custom lighting, fitting room, office, design workspace, powder room, and kitchen. Its open, finished layout lends itself to a variety of commercial uses and provides a strong platform for retail, showroom, design, creative, office, gallery, or other owner-user concepts. The space offers flexibility for a future owner.Above the commercial space is a three-bedroom residence with soaring vaulted beamed ceilings, abundant natural light, a great room, appointed kitchen with soapstone countertops, primary suite with walk-in closet, two additional bedrooms, and thoughtfully designed baths. The residential component creates the opportunity to live directly above the business while maintaining separation between the two uses.A separate two-story barn further expands the property's commercial potential. Heated and air-conditioned, the barn offers a first level suitable for a showroom, studio, workshop, business use, inventory, receiving, storage, entertaining, or other permitted use, along with a second-level studio or office. The separation between the main commercial space, residence, and barn provides flexibility rarely found in a property of this scale and location.Professionally landscaped grounds, private garden and intimate outdoor entertaining areas provide additional space for client gatherings, private events, prod

259 Westchester Avenue | MLS# 1019874

This single family home located at 259 Westchester Avenue, Pound Ridge, NY 10576 is currently listed for sale with an asking price of $2,350,000. This property was built in 1860 and has 3 bedrooms and 2 full and 1 partial baths with 4250 sq. ft. Westchester Avenue is located within the Bedford school district. Search Pound Ridge real estate on matthewderamo.cbamhomes.com today.

Property Features

Property Type: Residential - Single Family
Basement: Yes
Basement: Unfinished
Cooling: Central Air
Fenced: Yes
Heating: Forced Air, Propane
Home Style: Other
Lot Size: 0.27 Acres
Taxes: $23,961
Year Built: 1860

Amenities

Beamed Ceilings
Galley Type Kitchen
High Ceilings
Open Floorplan
Soaking Tub
Stone Counters
Storage
Walk-In Closet(s)
Washer/Dryer Hookup
Awning(s)
Garden

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Range
Attic: Pull Stairs
Days on Site: 65
Exterior: Frame
Fencing: Fenced
Flooring: Hardwood
Laundry: Electric Dryer Hookup, Washer Hookup
Number Of Kitchens: 1
On Market Date: 2026-07-22
Other Structures: Barn(s)
Parcel Number: 4600-000-000-09820-032
Parking Features: Assigned, Detached, Driveway
Rental Term: Monthly
Rooms Total: 8
Security Features: Video Cameras
Sewer: Septic Tank
Utilities: Electricity Connected
Water: Well

Local Schools

High School: Fox Lane High School
Middle School: Fox Lane Middle School
Elementary School: Pound Ridge Elementary School
School District: Bedford

Estimate Your Payment

Estimated Payment

$ 14,565.05 per month $11,882.88 Principal & Interest $1,996.75 Property Tax $685.42 Homeowner's Insurance

Change Payment Information

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(Payments are an estimate and may vary by lender)

Listed By / Shown By

Listing By

Agency Name: Compass Greater NY, LLC
Agency Contact: 914-238-0676

agent picture

Shown By

Agent Name: Matthew DeRamo
Agent Phone: (631) 352-9857
Agency Title: Coldwell Banker American Homes

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