Southport CT Real Estate & Homes for Sale

Indulge in the pinnacle of luxury living. Located in the desirable enclave of Meadow Ridge in Southport, this stunning home built in 2015, has been beautifully upgraded and elevated by the current owner, with living spaces designed by the renowned Sandra Halstead at The Beehive. Situated on a sprawling 1-acre lot, this home offers over 5000 square feet of living space with the opportunity of an additional 1,700 square feet in the unfinished 3rd floor to suite your needs. Step inside to discover the perfect mix of entertaining and informal living space, garnering 9 foot ceilings on the first floor, five generous bedrooms including a luxurious master suite with walk-in closet and spa-like bath. You'll find many added bonus spaces such as an oversized mudroom, perfect for keeping the home tidy and organized, a substantial wine cellar, and a private first-floor office for those needing to work remotely. Experience the epitome of comfort, style, and functionality, where every detail has been carefully curated for the most discerning homeowner. Location is ideal being walking distance to Mill Hill School, minutes from both Southport and Fairfield train stations and shops, all just 50 miles outside of NYC. Plenty of room for a pool!

Superior in architecture and design, "Meadow View" in sought after Southport is a masterpiece of unrivaled quality that flows effortlessly from the 4 floors of contemporary and sophisticated interior space to the extraordinary oasis that awaits outside with exquisite acreage, pool, elevated 8-person spa, entertaining patios, picturesque stonewalls & split rail fencing, and recreation area. Proudly built to exceed expectation, this 8,902sf rare beauty with home theater, safe room, and commercial grade gym, overlooks neighboring meadow property offering utter peace & serenity while just minutes to darling boutiques, gourmet shops, and top restaurants in Southport, Greenfield Hill, & Fairfield. Beaches, train, and nationally acclaimed schools are all here too. Down a meandering driveway, lighted stone pillars and expensive bluestone covered front porch welcome you to experience life how it should be. Get ready for a jaw dropping "HELLO" moment when you enter into the gracious front-to-back entryway with a wall of French doors, dramatic staircase, and soaring ceiling. Throughout this home, the generously proportioned rooms with high ceilings are naturally filled with sunlight and offer splendid views at every turn. Additional highlights include: large Guest Suite/2nd Primary bedroom; fabulous finished 3rd floor with full bath & window seats; luxury fixtures, appliances, control 4 system; 3 car garage; generator; many recent upgrades & improvements.

Welcome to 346 Taintor Drive....a FABULOUS SOUTHPORT VILLAGE location on this quiet & sought after street, offering the BEST of BOTH Worlds! Prospect Lane Corner location allows walkability to The Village w Restaurants, Coffee, Deli, NYC train, Fitness Club, Library & the popular Southport Harbor. A taste of yesteryear w/ALL of the modern conveniences! Colonial style features OPEN FLOOR PLAN, En Suite Bedrooms w/MAIN LEVEL BR, LIVING SPACES w/ French doors leading to beautiful backyard, deck w/step surround & picket fence w/arbor. Look forward to Meal prep at the Kitchen center island & hostess counter w/dining area, or eating in the Formal DR & entertaining in the Magnificent great room, created to inspire allowing light from all angles w/ sunken wide plank floors, floor-to-ceiling raised panels & soaring 13 foot ceiling. Adjacent SUN room has perfect piano location. Don't miss the Coffered ceilings, skylights, wide plank wood reproduction flooring & vintage stove. 2 Primary BR Locations! And 4th BR Option/Home Office w/Wainscotting. Primary suite provides a cozy retreat w/fireplace & spacious Primary Bath w/Addn'l primary BR location on same floor.Ext. features: Dentil moulding, fluted millwork, wood roof & corner property. Newer period Pella windows w architecturally correct moulin-patterned windows & paneled lower shutters offer both privacy & sunlight. Be in by the SUMMER & begin enjoying all Southport has to offer!

Coveted Southport waterfront. Builder's own 11,000+ sq. foot custom home on private Rock Point Road off Pequot Avenue and walking distance to Southport Beach and Village. Magnificent 1.9-acre lot with 200 feet directly on Long Island Sound with views towards Westport's Gold Coast of Beachside Avenue and the Manhattan skyline in the distance. A beautiful pool and pool house pull you outside to enjoy every changing tide and sky. Outstanding value when compared to neighboring sales and tremendous potential upside awaits the prudent purchaser. A similar sized lot on the street recently sold for $7m and the house directly next door sold in 2020 for $16.5m. Come and see for yourself. Don't miss out as all of our best local waterfront properties are being snatched up. Close to the town centers of Westport, Southport and Fairfield and just 50 miles to NYC.

SOUTHPORT CHIC -Attention Investors... this home is rented until June 2025. Just steps to the beach, Harbor and quaint Southport Village, this French inspired beauty will make you feel like you've been whisked away to the European countryside although you're just 50 minutes from Manhattan. In the neighborhood of multi-million dollar seaside estates, restored antique homes, and newer builds with that Je ne sais quoi quintessential New England charm, this French Provincial prize is perfectly private, buffered from the road on a picturesque 2.79 acres with magnificent heated pool. Timeless and sophisticated, boasting 5200sf, the large and inviting public rooms with French doors unite the indoors with outside patios and entertaining spaces. You'll adore the high ceilings, elegance, and easy lifestyle in the comfortable sun-drenched spaces: living room with fireplace; oversized dining room; kitchen with large island and breakfast area opening to the family room with fireplace; library with fireplace and bar; office; laundry, and mudroom. There is a luxurious guest suite on the main floor along with a smaller bedroom with full bath. Come upstairs to the gracious primary suite with fireplace, balcony overlooking the pool, walk-in closet and marble bath. Three additional bedrooms and two full baths complete the 2nd and 3rd floor. C'est Magnifique!

1 MILLION DOLLAR PRICE REDUCTON, MOTIVATED SELLER. THE SINGLE MOST SPECTACULAR CUSTOM WATERFRONT ESTATE ON THE EASTERN SHORELINE CAN BE YOURS. Private and gated entry welcome you to this coastal home that was selected amongst all mansions nationally & highlighted on an episode of Fox Business Mansion Global for its brilliance & beauty. Set on a direct waterfront 1 acre level lot with views of Southport Harbor & Long Island Sound. Spend your days watching the boating regattas from the Harbor, wake up to amazing sunrises, sip coffee from your balcony & enjoy all that this resort-like lifestyle offers. Abundant natural sunlight throughout the first-floor w/ a wall of glass doors that span the width of home that provide a landscape of breath taking and brilliant water views. This modern-day floor plan spared no expense w/ custom high-end finishes, lighting, window treatments, mill work, & impressive details. Three levels of living, 9000+ SF, 17 spacious Rooms, 6 full & 2 half Baths, 5 en-suite Bedrooms including the Primary w/ a Sitting Room, his/her walk-in closets, & private Deck overlooking the water, 2 car Garage w/ 2 car lifts that services a total of 4 cars, 2000+SF unfinished lower level (not often found in waterfront homes) & whole house generator. The back yard features multiple Patios/Terraces & seating areas that surround your salt water Gunite pool w/ sparkling water views. Minutes to Southport Beach, Village, Harbor, Train & Library & 1 hour to NYC.