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USANYPound Ridge259 Westchester Ave
Listing image | Image 1

259 Westchester Ave, Pound Ridge, NY

House

For Sale

Listed price in listed location currency (USD).
$2,350,000

330

MLS® 1019874

  • Key Facts
  • Description
  • Rooms
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 4250 sqft
Garage 
Taxes $23,962
Days Active 2
Lot Size 0.27 Acres
Approx. Age 1860
Avg. Price Per Sqft $552
MLS® Number 1019874

Property Address: 259 Westchester Ave, Pound Ridge, NY, 10576-1714

Average square foot calculated using Size range provided by listing agent.

Description

Originally built in 1860 as the Samuel Parker House, this extraordinary property has been thoughtfully transformed into a one-of-a-kind luxury live/work compound featuring a main residence, a street-level showroom, and a heated, air-conditioned barn with a private studio above. Set in the heart of Pound Ridge's charming hamlet, directly across from The Inn at Pound Ridge by Jean-Georges, it offers a rare blend of historic character, modern functionality, and exceptional lifestyle appeal. Following a complete, no-compromise 2019 renovation under acclaimed New York interior designer Jenny Wolf of The Huntress, every element, infrastructure, mechanical systems, and all interiors alike - was reimagined to honor the homes history while delivering modern luxury. The result adapts effortlessly to almost any life: full time residence, weekend retreat, designer showroom, creative studio, gallery, or true live/work estate, creating a home that is as functional as it is beautiful. The beautifully finished street-level space offers remarkable flexibility and may continue as an inspiring showroom or seamlessly become part of the residence, creating expansive living and entertaining areas. The private upper-level home is filled with warmth and character, where soaring vaulted beamed ceilings, abundant natural light, and timeless architectural details create an atmosphere of understated elegance. A spacious great room anchors the residence, complemented by a beautifully appointed kitchen with soapstone countertops, a serene primary suite with a walk-in closet, two additional bedrooms, and thoughtfully designed baths that reflect the home's refined aesthetic. Adding to the property's exceptional appeal is a heated and air-conditioned barn offering endless possibilities. With an expansive first level ideal for a showroom, studio, workshop, entertaining, business use, or storage, and a spacious second-level studio or office, it is a rare complement to an already extraordinary offering. Life here extends far beyond the property itself. Spend mornings walking the picturesque hamlet, enjoy world-class dining just steps away at The Inn at Pound Ridge by Jean-Georges, explore nearby hiking trails, nature preserves, and equestrian estates, or simply embrace the quiet beauty and timeless charm that define Pound Ridge. Located within the highly regarded Katonah-Lewisboro School District and just over an hour from Manhattan, this is a rare opportunity to experience a lifestyle where history, design, creativity, and modern luxury exist in perfect harmony. Properties of this caliber rarely come to market. Rich in history, impeccably renovated, and genuinely unlike anything else available today, this is a singular opportunity to own one of Pound Ridge's most distinctive homes.
MLS® Number1019874
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
Garage
Approx. Age1860
BasementUnfinished
DrivewayAssigned, Detached, Driveway
Garage Spaces
HeatForced Air, Propane
A/CCentral Air

Extras

Rooms

Change to metres

Other:First FloorNot available
Other:Not available
Other:BasementNot available
Other:Second FloorNot available

Price History

-End Date
Not Sold YetSold Price

For Sale

Jul 22, 2026List Date
$2,350,000List Price
-End Date
Not Sold YetSold Price

For Sale

Mar 26, 2026List Date
$2,499,000List Price
-End Date
Not Sold YetSold Price

For Rent

Jun 19, 2026List Date
$6,300List Price
  • Commute

Commute

Starting Address
Destination Address
259 Westchester Ave, Pound Ridge, NY

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