55 Old Logging Road, Bedford, NY

$1,989,000

Previous Next

4

Beds

4

Baths

3,988

Square feet

3.00

Acres

About 55 Old Logging Road

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.

Open House

Thu, Sep 10th, 2026 @ 11am - 1pm
Sat, Sep 12th, 2026 @ 1pm - 3pm
Sun, Sep 13th, 2026 @ 12pm - 2pm

Features of 55 Old Logging Road

MLS® # 1031198
Price $1,989,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 3,988
Acres 3.00
Taxes $34,707
Year Built 1987
Type Residential
Sub-Type Single Family Residence
Style Colonial, Contemporary
Status Coming Soon (Sep 10th, 2026)

Community Information

Address 55 Old Logging Road
City Bedford
County Westchester County
State NY
Zip Code 10506
Adult 55+ Community No

Amenities

Utilities Electricity Connected, Propane, Trash Collection Private
Parking Heated Garage
# of Garages 2
Is Waterfront No
Has Pool Yes
Pool In Ground

Interior

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
Appliances Cooktop, Dishwasher, Dryer, Other, Oven, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater, Water Purifier Owned
Heating Forced Air, Oil
Cooling Central Air
Has Basement Yes
Basement Partially Finished, Storage Space
Fireplace Yes
# of Fireplaces 2
Fireplaces Family Room, Living Room, Wood Burning

Exterior

Exterior Features Basketball Hoop, Gas Grill, Lighting, Speakers
Lot Description Part Wooded
Exterior Wood Siding

School Information

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

Additional Information

Date Listed September 2nd, 2026
Days on Market 1
Short Sale No
RE / Bank Owned No

Listing Details

OfficeHoulihan Lawrence Inc.
Contact Info914-234-9099

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?