Skip to main content

MLS ID KEY1031198Last updated Oct 28, 2026

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
Property gallery0 / 38
Loading photo…Photo unavailable

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

  1. Listing updated from MLS
  2. Price changed to $1,700,000
  3. Price changed to $1,899,000
  4. MLS status changed
  5. First seen on this site

Location

Pound Ridge · Westchester County, NY 10506Show interactive map
55 Old Logging Road

Pound Ridge · Westchester County, NY 10506

Google Maps directions

Estimate monthly payment

Loan detailsFixed-rate, fully amortizing loan. Edit the assumptions below; no market rate is supplied.
Property expenses (USD)
MLS amounts are prefilled when available and can be edited. Confirm what fees include. Unknown fee frequencies cannot be converted automatically.Property expenses: MLS values where available; missing values stay blank.

Estimated monthly principal & interest—

Monthly property taxNot provided

Monthly association / maintenance feesNot provided

Estimated monthly total of entered costs—

Excludes insurance, mortgage insurance, special assessments and lender fees. MLS taxes may reflect abatements or exemptions and can change.

Listing data is supplied by the MLS and may change without notice.