259 Westchester Avenue, Pound Ridge, NY

$2,350,000

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3

Beds

3

Baths

4,250

Square feet

0.27

Acres

About 259 Westchester Avenue

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.

Features of 259 Westchester Avenue

MLS® # 1019874
Price $2,350,000
Bedrooms 3
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 4,250
Square Footage 11761
Acres 0.27
Year Built 1860
Type Residential
Sub-Type Single Family Residence
Style Other
Status Active

Community Information

Address 259 Westchester Avenue
City Pound Ridge
County Westchester County
State NY
Zip Code 10576

Amenities

Horse Property No
Utilities Electricity Connected
Parking Assigned, Detached, Driveway
Is Waterfront No
Has Pool No

Interior

Interior Hardwood
Interior Features Beamed Ceilings, Galley Type Kitchen, High Ceilings, Open Floorplan, Soaking Tub, Stone Counters, Storage, Walk-In Closet(s), Washer/Dryer Hookup
Appliances Dishwasher, Dryer, Electric Range
Heating Forced Air, Propane
Cooling Central Air
Fireplace No
Has Basement Yes
Basement Unfinished

Exterior

Exterior Features Awning(s)
Construction Frame

School Information

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

Additional Information

Date Listed July 20th, 2026
Days on Market 47
Taxes $23,962
Short Sale No
RE / Bank Owned No

Listing Details

OfficeCompass Greater NY, LLC
Contact Info914-238-0676

Listing Map

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