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

Southport16

Apr 02 2025
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95 Harbor Road in Southport, CT: The Tide Mill Building

By History, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Tucked along the Mill River, just before it meets Long Island Sound, there’s a small patch of land in Southport, Connecticut, once known as Herdsman’s Island. Back in colonial times,…
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Apr 01 2025
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Pequot Yacht Club Was Built for Sailors, Not Ceremony

By History, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Pequot Yacht Club was founded in 1920—not in a grand boathouse, but in Fred Bedford’s living room in Greens Farms. Bedford met with a few like-minded sailors who wanted a…
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Mar 27 2025
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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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Mar 09 2025
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418 Harbor Road in Southport, CT is a Wakeman Widow’s Second Empire Victorian Home

By History, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==The Mrs. Zalmon Wakeman House at 418 Harbor Road in Southport, Connecticut, exemplifies the impact of post-Civil War construction advancements on Second Empire architecture. Built in 1874 at the highest…
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Mar 05 2025
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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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Feb 08 2025
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750 Harbor Road in Southport, CT: A Landmark of Southport’s Greek Revival Heritage

By History, Luxury Homes, Southport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==If you’ve ever passed through Southport Harbor in Southport, CT, you’ve likely noticed the Oliver Perry residence standing proudly across from Perry’s Green, keeping watch over the harbor. This striking…
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Feb 04 2025
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How Southport, Connecticut’s Onions Became Famous the World Over

By Fairfield, History, Southport, Westport
LmZlYXR1cmVkLW1lZGlhLXVuZGVyLWhlYWRlcl9fZmVhdHVyZWQtbWVkaWEubmVjdGFyLXBhcmFsbGF4LWVuYWJsZWQlMjAlN0IlMEElMjAlMjAlMjAlMjBkaXNwbGF5JTNBJTIwbm9uZSUyMCUyMWltcG9ydGFudCUzQiUwQSU3RA==Today, Southport, Fairfield, and Westport, Connecticut, are known for their upscale homes and thriving communities. However, long before they became desirable residential enclaves, these towns were the epicenter of a…
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