Doug Cress of Enterprise Realty   Email: doug@cress.co (dot co)   Call/Text: 212-203-5251

Enterprise Realty Office: 203-929-6311

Doug Cress of Enterprise Realty
Email: doug@cress.co (dot co)  Call/Text: 212-203-5251
Enterprise Realty Office: 203-929-6311

Luxury Homes62

Five Branford, CT Islands for Sale: From $30M Estates to Bare Rocks

By Luxury Homes
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Five private islands in Branford’s Thimble Islands have recently been offered for sale, priced from $30M to $150K. Options range from Rogers Island’s 7.65-acre resort-like estate with a Tudor mansion,…
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195 Fairfield Beach Road in Fairfield, CT: A $6.9 Million Coastal Retreat Fit for Fairfield Beach Royalty

By Fairfield, Luxury Homes
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==This $6.9M Fairfield Beach home delivers 80 feet of direct waterfront—perched just above the realm of Penfield Pavilion plebeians. A covered wraparound balcony, firepit patio, and refined yet relaxed interiors…
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The Hamlet at Saugatuck: A New Chapter for Westport’s Waterfront

By Luxury Homes, Westport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==In Westport, Connecticut, a long-overlooked stretch of the Saugatuck River is on the brink of transformation. The Hamlet at Saugatuck—a seven-acre waterfront development—has been years in the making and is…
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658 Pequot Avenue in Southport, CT: Mary Pomeroy’s Home is an Ornament to the Street

By History, Luxury Homes, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Important Note: David Scott Parker Architects oversaw a renovation in the 1990s, but a second unnamed architect undertook more recent renovations and modernization efforts.In 1866, Mary Josephine Pomeroy found herself…
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114 Beachside Avenue in Westport, CT: Setting the Bar for Luxury Living on Connecticut’s Gold Coast

By Luxury Homes, Westport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Set on nearly seven acres of prized waterfront along Westport’s Beachside Avenue, 114 Beachside has long been one of the most recognizable and talked-about properties on Connecticut’s Gold Coast. Once…
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490 North Street in Greenwich, CT is a Barn Turned Gwathmey Modernist Home

By Greenwich, Luxury Homes
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==490 North Street in Greenwich, Connecticut, is a 6,725-square-foot home designed by modernist architect Charles Gwathmey. Originally a 200-year-old barn, it was transformed in the 1970s, reflecting Gwathmey’s distinctive style…
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61 Byram Shore Road in Greenwich, CT: Waterfront Estate with Private Dock for $10,995,000

By Greenwich, Luxury Homes
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Last listed at $10,995,000 (as of 3/8/2025), this 9,200-square-foot Victorian estate is perched along the waterfront on Byram Shore Road in Greenwich, Connecticut. The property features a private deep-water dock,…
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17 River Lane in Westport, CT: A Gothic Mansion Inspired by Europe’s Grand Hunting Lodges

By Luxury Homes, Westport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==17 River Lane in Westport, Connecticut, is a 6,588-square-foot, 6-bedroom, 6-bath stone mansion built in 1929. Inspired by Europe’s grand hunting lodges, it features old-world craftsmanship, a history of distinguished…
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478 Harbor Road in Southport, CT: William Webb Wakeman’s Greek Revival Mansion

By History, Luxury Homes, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Perched atop Rose Hill with commanding views of the harbor, the Greek Revival mansion at 478 Harbor Road is one of Southport, Connecticut’s most distinguished historic properties. Built circa 1831…
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