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Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With approximately 2,900 square feet of living space, the home is thoughtfully scaled with four bedrooms and two and a half baths, creating a layout that is both functional and inviting. Built in the early 1970s, its architecture reflects timeless New England character-graceful proportions, warm wood elements, and a sense of quiet permanence-while offering the opportunity for a discerning buyer to reimagine or elevate the interiors to today's luxury standards. Mature trees, open lawn, and the gentle rhythm of the surrounding landscape create a private, park-like atmosphere-ideal for outdoor entertaining, future enhancements, or simply enjoying the tranquility that defines life on Half Mile Road. Located just minutes from Southport Village, residents enjoy effortless access to shopping, harbor views, beaches, and the Metro-North Railroad for a seamless connection to Manhattan. The neighborhood itself is celebrated for its peaceful, established feel, where a tree lined street, beautifully maintained homes, and a strong sense of community create an exceptional quality of life.
| DAYS ON MARKET | 0 | LAST UPDATED | 4/27/2026 |
|---|---|---|---|
| YEAR BUILT | 1973 | GARAGE SPACES | 2.0 |
| COUNTY | Fairfield | STATUS | Active |
| PROPERTY TYPE(S) | Single Family |
| Elementary School | Dwight |
|---|---|
| Jr. High School | Roger Ludlowe |
| High School | Fairfield Ludlowe |
| ADDITIONAL DETAILS | |
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| APPLIANCES | Convection Oven, Dishwasher, Disposal, Dryer, Electric Cooktop, Ice Maker, Microwave, Oven, Range Hood, Refrigerator, Washer, Wine Cooler |
| BASEMENT | Crawl Space, Full, Yes |
| CONSTRUCTION | Clapboard, Frame |
| FIREPLACE | Yes |
| GARAGE | Attached Garage, Yes |
| HEAT | Forced Air, Oil, Zoned |
| LOT | 1.03 acre(s) |
| LOT DESCRIPTION | Cul-De-Sac, Sloped |
| PARKING | Garage Door Opener, Attached |
| SEWER | Septic Tank |
| STYLE | Colonial |
| TAXES | 17745 |
| UTILITIES | Underground Utilities |
| WATER | Public |
| WATERFRONT DESCRIPTION | Beach Access |
| ZONING | AA |
MORTGAGE CALCULATOR
TOTAL MONTHLY PAYMENT
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Listing courtesy of Compass Connecticut, LLC
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