Inside “Roadside”: A Historic 53-Acre 1920s Preserve Asking $3.9M in Danbury, Connecticut

$3,900,000 | 1925 | 5,824 Sq. Ft. | 3 Beds | 4.5+ Baths | 53.44 Acres

155 Long Ridge Rd, Danbury, CT 06810

Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a remarkable combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate’s own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef’s kitchen, wine cellar, and a 1,055 square foot primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape.

A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, or other future improvements, subject to local approvals. Historically known as “Roadside,” the estate takes its name from its early 20th-century identity as a distinguished country retreat connected to the Broadway and social circles of the period. The name remains an important note of provenance and reflects the property’s long history as a private estate in Northern Fairfield County. ESTATE HIGHLIGHTS – Primary Suite: Private 1,055 square foot wing with 357 square foot bedroom, 210 square foot sitting room, 128 square foot dressing room, 40 square foot walk-in closet, dual baths, fireplace, and sunroom. – The Preserve: 53 gated acres with approximately two miles of groomed trails and electrical service throughout the trail system. Wine Cellar: Lower-level wine cellar with approximately 500-bottle capacity. – Infrastructure: Extensive updates, including an 80-gallon propane hot water system and multi-zone climate control. – Privacy: Fully fenced and gated grounds with surveillance systems in place.

Jonathan R. Cape • jcape@wpsir.com
William Pitt Sotheby’s International Realty
Photography Credit: Realty Plans

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