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55 Old Logging RoadBedford, NY 10506

For Sale

$1,989,000

Smart Buyer Rebate $19,890

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 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.

Listed by Joanne Padawer

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Houlihan Lawrence Inc.

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914-234-9099

Last updated September 13, 2026

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Source: OneKey #1031198

Listing Facts

  • TypeSingle-family
  • NeighborhoodPound Ridge
  • Bedrooms4
  • Bathrooms4
  • Days on Prevu5
  • Taxes$34,707/year
  • Size3,988 sqft
  • Price per sqft$499

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

09/10/2026
Status changed to Active
$1,989,000
09/10/2026
Listed by Houlihan Lawrence Inc.
$1,989,000
  1. 09/10/2026$1,989,000
    Status changed to Active
  2. 09/10/2026$1,989,000
    Listed by Houlihan Lawrence Inc.

Property Details for 55 Old Logging Road

Exterior

Construction

  • Year Built: 1987
  • Architectural Style: Colonial, Contemporary
  • Construction Materials: Wood Siding
  • Exterior Features: Basketball Hoop, Gas Grill, Lighting, Speakers

Features

  • Fencing: Back Yard
  • Other Structures: Shed(s)
  • Patio And Porch Features: Patio
  • Pool Features: In Ground
  • Pool Private: Yes

Measurements

  • Building Area Total: 4,864
  • Building Area Units: Square Feet
  • Lot Features: Part Wooded
  • Lot Size Acres: 3.00
  • Lot Size Square Feet: 1,337,190

Financial

Taxes

  • Parcel Number: 4600-000-000-09317-076-0006
  • Tax Annual Amount: $34,707.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Other, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned
  • Fireplace Features: Family Room, Living Room, Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Interior 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

Measurements

  • Living Area: 3,988
  • Living Area Source: Public Records

Rooms

  • Basement: Partially Finished, Storage Space
  • Has Basement: Yes
  • Bathrooms Full: 3
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 4
  • Bedrooms Total: 4
  • Rooms Total: 10

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Heated Garage

Schools

Elementary School

  • Elementary School: Pound Ridge Elementary School
  • Elementary School District: Bedford

High School

  • High School: Fox Lane High School
  • High School District: Bedford

Middle or Junior School

  • Middle Or Junior School: Fox Lane Middle School
  • Middle Or Junior School District: Bedford

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Forced Air, Oil
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Electricity Connected, Propane, Trash Collection Private
  • Water Source: Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 4 bathrooms in this single-family home at 55 Old Logging Road.

What schools are nearby to 55 Old Logging Road?

Nearby schools include the Pound Ridge Elementary School, Fox Lane Middle School, and Fox Lane High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 55 Old Logging Road.

What are the annual taxes for 55 Old Logging Road?

Annual taxes for this single-family home are estimated at $34,707.

How does 55 Old Logging Road compare to other single-family homes in Pound Ridge?

This single-family home is listed 34% below the average price for single-family homes in Pound Ridge and has been on the market for 62 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,988 sqft.

55 Old Logging Road is a 4-bedroom, 4-bath single-family home for sale in Bedford NY 10506. Listed on Prevu for 5 days at $1,989,000. This property features 3,988 square feet of living space, located in Pound Ridge. The median listing price for single-family homes in this area is $2,504,495. Nearby schools include Pound Ridge Elementary School, Fox Lane Middle School, and Fox Lane High School. Property amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Explore more single-family home listings in Westchester County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.