Storied and Spectacular Greenfield Hill Estate on 38.91 Acres Lists for $15 Million
Set behind ancient stone walls and nestled within nearly 39 acres of picturesque land, 4800 Congress St offers a rare convergence of American history and cutting-edge luxury. Once the home of famed composer Richard Rodgers, this mid-century estate in the heart of Greenfield Hill has undergone a transformative renovation—emerging as one of the crown jewels of Fairfield Real Estate.
Originally built in 1965 and dramatically restored in 2021, the primary residence now spans 9,129 square feet of sophisticated interiors, with seven bedrooms and ten bathrooms. Soaring ceilings, expansive walls of glass, and a minimalist architectural approach provide an ideal canvas for art collectors and design connoisseurs alike.
“There’s an incredible story embedded in every corner of this home,” says listing agent Leslie Razook of William Pitt Sotheby’s International Realty. “We’ve seen many estates in Fairfield County, but 4800 Congress St truly stands alone in its combination of cultural provenance, thoughtful restoration, and private serenity.”
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A Storied Past with Unrivaled Modern Features
4800 Congress St was once a gathering place for creative legends, hosting guests like Leonard Bernstein and Ethel Merman. Today, the property has expanded beyond its original layout, now encompassing a pool house with a full kitchen and gym, a barn-style guest house, an office pavilion, and even a heated paddle court. All told, the estate includes over 14,000 square feet of living space across its buildings.
The current owners spared no expense in introducing sustainable technology, including a full-property generator, geothermal and solar systems, and a water filtration system. Finishes include a slate roof, heated parking, and fine millwork that blends harmoniously with the home’s historic mid-century core.
“There’s a sense of calm the moment you enter the grounds,” Razook shared with Luxury Houses Magazine. “The blend of nature, architecture, and modern comforts creates a rare sanctuary that simply can’t be replicated.”
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Greenfield Hill: Privacy and Prestige in Fairfield County
The estate is uniquely positioned within Fairfield’s Greenfield Hill neighborhood—an enclave known for its pastoral charm, winding roads, and exclusive estates. Just over an hour from Manhattan, the location offers an ideal blend of rural tranquility and commuter convenience. This part of Connecticut Real Estate is prized not only for its estate zoning but also its proximity to top schools, boutique shopping in downtown Fairfield, upscale dining, and marinas along Long Island Sound.
Surrounded by a 155-acre nature preserve, the property is enclosed behind a stone wall, ensuring unmatched privacy. In total, the offering includes three parcels: the main residence on 10.92 acres; a 2,800 sq ft stone guesthouse on 25.87 acres with a pond and meadows; and a 2.12-acre parcel with expansion potential for equestrian use or tennis facilities.
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Investment Potential and Provenance
The home last sold for $2.95 million in 2018 and now commands $15 million—an astonishing appreciation that underscores the rising demand for ultra-private estates in Fairfield Real Estate. As Razook noted, “We’re seeing a surge of interest in properties that offer legacy value. This is more than a home—it’s a piece of Connecticut’s cultural history.”
The market reflects it too. With a per-square-foot price of $1,643 and an annual property tax of $74,583, 4800 Congress St sits firmly among the elite tier of Fairfield’s luxury market. Yet, its rare combination of scale, provenance, and modern upgrades makes it a justifiable investment for discerning buyers.
An Estate That Honors the Past and Embraces the Future
4800 Congress St represents a once-in-a-generation opportunity to own a fully restored architectural treasure steeped in American cultural history. With its unmatched privacy, sweeping acreage, and luxe amenities, this Fairfield estate is poised to captivate its next chapter’s steward.
To learn more or schedule a private tour of 4800 Congress St, visit the Zillow or connect directly with Leslie Razook via William Pitt Sotheby’s International Realty.
* This property might not for sale at the moment you read this post; please check property status at the above Zillow or Agent website links*
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