Single Family
55 Old Logging Road
Active · Pound Ridge · Westchester County, NY 10506
- Bedrooms
- 4 Beds
- Bathrooms
- 4 Baths
- Year built
- 1987
- Est. monthly taxes
- $2,892.25
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About this home
This distinctive contemporary on 3.0 acres was originally built as a country weekend retreat and has been lovingly maintained by the same family for more than 30 years. Its architecture, generous entertaining spaces and exceptional outdoor amenities reflect the thoughtful craftsmanship of its era, while offering the next owner an opportunity to refresh and reimagine the interiors for today. The outdoor chef’s kitchen, bar, heated Gunite pool and expansive patios are thoughtfully positioned among natural rock outcroppings and lush landscaping on 3 acres. An abundance of privacy, flat usable land and multiple gathering areas create a relaxed country lifestyle designed for gatherings, and enjoying the outdoors. The first-floor layout lends itself to easy living and entertaining. The kitchen with bar seating creates the heart of the home, flowing naturally into the family room with fireplace and solid honey toned built-ins. French doors lead directly to the pool, extending the kitchen and living spaces outdoors. The large solarium, with three sides of glass, provides a wonderful setting for dining while taking in views of the surrounding landscape and pool. The formal dining room, with oversized windows, flows to the formal living room, two steps down and designed as a versatile multi-function space. A substantial fireplace is flanked by French doors opening to the side patio, while oversized windows and a dramatic beamed ceiling enhance the room’s architectural character. The first-floor ensuite primary bedroom is one step down and features two separate doors providing access to the large private rear stone patio, and to the side lawn and pool. Two additional steps down lead to a private office with custom cabinetry. The second floor includes an ensuite bedroom and two additional bedrooms share a full hall bath. The lower level offers multiple storage rooms, a 536 finished SF is currently used as a workout area, and a substantial wine storage room. The heated two-car garage is finished with a custom wall and flooring system. A distinctive property with exceptional outdoor amenities, thoughtful original craftsmanship and tremendous potential. Ideally positioned near the Bedford/Pound Ridge border, the property offers the convenience of Bedford with the relaxed country character of Pound Ridge.
Listing snapshot
- Days on site
- 51 days
- Listed on MLS
- Sep 10, 2026
- Full baths
- 3
- Half baths
- 1
- Annual property tax (MLS)
- $34,707
- Tax year
- 2025
- Area source (MLS)
- Public Records
- Listing brokerage
- Houlihan Lawrence Inc.
- MLS ID
- KEY1031198
- Last updated
- Oct 28, 2026
General features
- Property type
- Single Family
- Property subtype
- Single Family Residence
- Year built
- 1987
- Garage
- Yes
- Garage spaces
- 2
- Parking
- Heated Garage
- Water source
- Well
- Sewer
- Septic Tank
- Utilities
- Electricity Connected, Propane, Trash Collection Private
Interior features
- Basement
- Partially Finished, Storage Space
- Heating
- Forced Air, Oil
- Cooling
- Central Air
- Interior
- First Floor Bedroom, First Floor Full Bath, Beamed Ceilings, Breakfast Bar, Built-in Features, Cathedral Ceiling(s), Ceiling Fan(s), Central Vacuum, Crown Molding, Double Vanity, Entrance Foyer, Formal Dining, High Ceilings, Open Kitchen, Pantry, Primary Bathroom, Quartz/Quartzite Counters, Recessed Lighting, Soaking Tub, Sound System, Speakers
- Appliances
- Cooktop, Dishwasher, Dryer, Other, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned
- Fireplace
- Yes
- Fireplaces
- 2
Exterior features
- Architectural style
- Colonial, Contemporary
- Construction materials
- Wood Siding
- Exterior
- Basketball Hoop, Gas Grill, Lighting, Speakers
- Private pool
- Yes
Schools (MLS)
- Elementary school
- Pound Ridge Elementary School
- Elementary school district
- Bedford
- Middle school
- Fox Lane Middle School
- Middle school district
- Bedford
- High school
- Fox Lane High School
- High school district
- Bedford
School information is provided by the MLS. Confirm attendance eligibility with the school district.
Recent activity
- Listing updated from MLS
- Price changed to $1,700,000
- Price changed to $1,899,000
- MLS status changed
- First seen on this site
Location
Estimate monthly payment
Estimated monthly principal & interest—
Monthly property taxNot provided
Monthly association / maintenance feesNot provided
Estimated monthly total of entered costs—
Listing data is supplied by the MLS and may change without notice.
