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Contact Doug Cress of Enterprise Realty  doug@cress.co  212-203-5251

Enterprise Realty Office 203-929-6311

Doug Cress of Enterprise Realty  doug@cress.co  212-203-5251
Enterprise Realty Office 203-929-6311

Luxury Homes48

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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66 Beachside Avenue in Westport, CT is a $10.75 Million Staycation Dream

By Luxury Homes, Westport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==66 Beachside Avenue in Westport, CT, is a 12,500-square-foot contemporary home on two gated acres along Beachside Avenue. Designed by PBS Architects, the property offers Long Island Sound views, private…
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612 Penfield Road in Fairfield, CT: Grandeur, Space, and a Prime Beachside Location

By Fairfield, Luxury Homes
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==JTNDaWZyYW1lJTIwd2lkdGglM0QlMjI1NjAlMjIlMjBoZWlnaHQlM0QlMjIzMTUlMjIlMjBzcmMlM0QlMjJodHRwcyUzQSUyRiUyRnd3dy55b3V0dWJlLmNvbSUyRmVtYmVkJTJGUFBQRDk0b2JvNUElM0ZzaSUzRC1lcTFUb3hocTgzZldqWWclMjIlMjB0aXRsZSUzRCUyMllvdVR1YmUlMjB2aWRlbyUyMHBsYXllciUyMiUyMGZyYW1lYm9yZGVyJTNEJTIyMCUyMiUyMGFsbG93JTNEJTIyYWNjZWxlcm9tZXRlciUzQiUyMGF1dG9wbGF5JTNCJTIwY2xpcGJvYXJkLXdyaXRlJTNCJTIwZW5jcnlwdGVkLW1lZGlhJTNCJTIwZ3lyb3Njb3BlJTNCJTIwcGljdHVyZS1pbi1waWN0dXJlJTNCJTIwd2ViLXNoYXJlJTIyJTIwcmVmZXJyZXJwb2xpY3klM0QlMjJzdHJpY3Qtb3JpZ2luLXdoZW4tY3Jvc3Mtb3JpZ2luJTIyJTIwYWxsb3dmdWxsc2NyZWVuJTNFJTNDJTJGaWZyYW1lJTNFSet on an oversized parcel just steps from Penfield Beach, this 4,500-square-foot, five-bedroom FEMA-compliant home is located in Fairfield, CT’s beach area. The kitchen offers custom cabinetry, Wolf and Sub-Zero…
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