Skip main navigation
For sale
  • $2,350,000

    259 Westchester Avenue, Pound Ridge, NY 10576

    3beds
    4,250sqft
    Loading
    Single Family Residence, Residential
    Built in 1860
    0.27 Acres Lot
    $-- Zestimate®
    $553/sqft
    $-- HOA

    What's special

    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.
    55 days
    1,291
    79

    Zillow last checked:

    Listing updated:

    Listed by:

    Compass Greater NY, LLC 914-238-0676,

    Jan Pierre Chavez 914-815-4718,

    Nicole Biello 914-497-0171,

    Compass Greater NY, LLC

    Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1019874MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Other
      • Description: Double entry doors beneath a copper-capped roof. Tiled vestibule opening to two distinct spaces separated by a windowed staircase. Beadboard and pressed tin ceilings. Bleached wide-plank flooring. Custom lighting. Fitting room. Design studio. Powder room. Private office. Kitchen with farmhouse sink, washer/dryer, and direct apartment access.
      • Level: First
      Other
      • Description: BARN: Heated and air-conditioned. First Level: Barn doors open to an expansive flexible space ideal for events, showroom, workshop, office, and storage, with utility room. Second Level: Spacious studio with office area and closet storage space.
      • Level: Other
      Other
      • Description: BASEMENT: Unfinished spacious, stand in crawl space. Storage. Mechanicals.
      • Level: Basement
      Other
      • Description: APARTMENT: Private entrance plus secure access from the retail space via the kitchen. Spacious great room with vaulted beamed ceiling. Hall with linen and utility closets. Primary bedroom with vaulted beamed ceiling and walk-in closet. Two additional bedrooms. Hall bath with clawfoot tub. Kitchen with soapstone countertops. Second bath with pedestal sink and walk-in shower.
      • Level: Second
      Heating
      • Forced Air, Propane
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Dryer, Electric Range
      • Laundry: Washer/Dryer Hookup, Electric Dryer Hookup, Washer Hookup
      Features
      • Beamed Ceilings, Galley Type Kitchen, High Ceilings, Open Floorplan, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s)
      • Flooring: Hardwood
      • Basement: Unfinished
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 4,250
      • Total interior livable area: 4,250 sqft

      Property

      Parking
      • Total spaces: 9
      • Parking features: Assigned, Detached, Driveway
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Exterior features: Awning(s)
      • Fencing: Fenced
      Lot
      • Size: 0.27 Acres
      Details
      • Additional structures: Barn(s)
      • Parcel number: 460000000009820032
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Other
      • Property subtype: Single Family Residence, Residential
      Materials
      • Frame
      Condition
      • Updated/Remodeled
      • Year built: 1860
      • Major remodel year: 2019

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      • Utilities for property: Electricity Connected

      Community & HOA

      Community
      • Security: Video Cameras
      HOA
      • Has HOA: No
      Location
      • Region: Pound Ridge

      Financial & listing details

      • Price per square foot: $553/sqft
      • Tax assessed value: $165,700
      • Annual tax amount: $23,961
      • Date on market: 7/22/2026
      • Cumulative days on market: 146 days
      • Listing agreement: Exclusive Right To Sell
      • Electric utility on property: Yes

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/22/2026Listed for sale$2,350,000-6%$553/sqft
        Source: OneKey® MLS as distributed by MLS GRID #1019874 Report a problem
        6/30/2026Listing removed$2,499,000$588/sqft
        Source: OneKey® MLS as distributed by MLS GRID #977138 Report a problem
        3/26/2026Listed for sale$2,499,000-7.3%$588/sqft
        Source: OneKey® MLS as distributed by MLS GRID #977138 Report a problem
        12/9/2025Listing removed$2,695,000$634/sqft
        Source: OneKey® MLS as distributed by MLS GRID #885152 Report a problem
        9/23/2025Price change$2,695,000-8.6%$634/sqft
        Source: OneKey® MLS as distributed by MLS GRID #885152 Report a problem
        7/17/2025Price change$2,950,000-1.7%$694/sqft
        Source: OneKey® MLS as distributed by MLS GRID #885152 Report a problem
        7/14/2025Listed for sale$3,000,000$706/sqft
        Source: OneKey® MLS as distributed by MLS GRID #885152 Report a problem

        Public tax history

        Tax history is unavailable.

        Monthly payment

        Estimated monthly payment$1,822
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: 10576

        Getting around

        19 / 100
        Car-Dependent
        28 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Pound Ridge Elementary School
        • Middle: Fox Lane Middle School
        • High: Fox Lane High School

        Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts