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.
For sale
$2,350,000
259 Westchester Avenue, Pound Ridge, NY 10576
3beds
4,250sqft
Single Family Residence, Residential
Built in 1860
0.27 Acres Lot
$-- Zestimate®
$553/sqft
$-- HOA
What's special
- 55 days
- 1,284
- 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#: 1019874
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
| Date | Event | Price |
|---|---|---|
| 7/22/2026 | Listed for sale | $2,350,000-6%$553/sqft |
Source: | ||
| 6/30/2026 | Listing removed | $2,499,000$588/sqft |
Source: | ||
| 3/26/2026 | Listed for sale | $2,499,000-7.3%$588/sqft |
Source: | ||
| 12/9/2025 | Listing removed | $2,695,000$634/sqft |
Source: | ||
| 9/23/2025 | Price change | $2,695,000-8.6%$634/sqft |
Source: | ||
| 7/17/2025 | Price change | $2,950,000-1.7%$694/sqft |
Source: | ||
| 7/14/2025 | Listed for sale | $3,000,000$706/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Climate risks
Neighborhood: 10576
Nearby schools
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.






