Custom built in 1987 as a country weekend retreat, this distinctive contemporary 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 3.1 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.
Coming soon 09/10
$1,989,000
55 Old Logging Road, Pound Ridge, NY 10576
4beds
3,988sqft
Single Family Residence, Residential
Built in 1987
30.7 Acres Lot
$-- Zestimate®
$499/sqft
$-- HOA
What's special
- 7 hours
- 248
- 17
Zillow last checked:
Listing updated:
Listed by:
Houlihan Lawrence Inc. 914-234-9099,
Joanne Padawer 914-924-9460
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1031198
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 3
- 1/2 bathrooms: 1
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Other, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned
- Laundry: Laundry Room
Features
- 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
- Basement: Partially Finished,Storage Space
- Attic: Partial,Unfinished
- Number of fireplaces: 2
- Fireplace features: Family Room, Living Room, Wood Burning
Interior area
- Total structure area: 4,864
- Total interior livable area: 3,988 sqft
Property
Parking
- Total spaces: 2
- Parking features: Heated Garage
- Garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Basketball Hoop, Gas Grill, Lighting, Speakers
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Back Yard
Lot
- Size: 30.7 Acres
- Residential vegetation: Partially Wooded
Details
- Additional structures: Shed(s)
- Parcel number: 4600000000093170760006
- Special conditions: None
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary
- Property subtype: Single Family Residence, Residential
Materials
- Wood Siding
Condition
- Year built: 1987
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Electricity Connected, Propane, Trash Collection Private
Community & HOA
HOA
- Has HOA: No
Location
- Region: Pound Ridge
Financial & listing details
- Price per square foot: $499/sqft
- Annual tax amount: $34,707
- Date on market: 9/10/2026
- 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
Price history is unavailable.
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.









