Southport CT Real Estate & Homes for Sale

This stunning, like-new home on Southport's Heather Ridge features 5 bedrooms and 5.5 baths, capturing the essence of traditional living and style. Upon entering the front door, the grand foyer leads to the sun-drenched great room with 2-story walls of windows anchored by a gas fireplace. The adjacent gourmet kitchen features Sub-Zero and Wolf appliances, while an additional bedroom/office completes the 1st floor. The beautiful 2nd-floor landing provides front-to-back views that lead to an expansive primary suite and dressing room with walk-in closets and a relaxing spa bathroom. Three additional bedrooms and two full baths are located on the 2nd floor. The finished 3rd floor offers far-reaching views of the Long Island Sound. A fabulous walkout leads to the finished lower level, which includes a 6th bedroom suite converted into a comfy home theater and recreation or exercise room. A Gunite heated pool with a whirlpool spa is located in the beautifully landscaped private backyard that looks to a private nature reserve for ultimate privacy. Enjoy the best of Southport living, close to the train, Southport Harbor, Southport Village's charming shops, restaurants, Sasco Beach, and an easy commute to I-95.

Introducing an incredible opportunity to own a new custom construction overlooking the picturesque Mill River. This luxurious residence, meticulously designed to encompass five bedrooms & four bathrooms, promises an unparalleled blend of sophistication and natural beauty. Perched majestically along the tranquil Mill River, this bespoke home will offer breathtaking views. With meticulous attention to detail, the design will seamlessly integrate modern elegance with timeless charm. Step inside to discover a sanctuary of comfort and style, where spacious living areas will invite relaxation and entertainment. A gourmet kitchen, outfitted with high-end appliances and premium finishes, will serve as the heart of the home, while the adjacent dining area will provide a perfect setting for indoor/outdoor gatherings. The master suite will offer a private retreat, complete with a luxurious ensuite bathroom and a balcony overlooking the serene waters below. Four additional bedrooms will ensure ample space for family and guests, each thoughtfully designed to provide comfort and privacy. Outside, multiple balconies will offer idyllic settings for enjoying the stunning views and gentle breezes of the river. With lush landscaping and thoughtful outdoor living spaces, this residence will be a haven for relaxation. Located just moments from the vibrant amenities of the city yet offering a sense of tranquility/seclusion, this custom new construction represents the epitome of luxury.

Southport's best kept secret. This home is THE SINGLE MOST SPECTACULAR CUSTOM BUILT WATERFRONT ESTATE ON THE EASTERN SHORELINE and is even more magnificent in person. 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/ water views. Minutes to Southport Beach, Village, Harbor, Train & Library & 1 hour to NY City.

Amazing opportunity to own a beautifully appointed, end unit townhouse in Pequot Landing in the perfect location. Walk to charming charming Southport Village, Southport Harbor and Metro North Train. This impeccably maintained home offers an amazing custom eat-in-kitchen with center island, Wolf 6-burner range and sub zero fridge. There is a main level office, a double sided fire place to enjoy in both the dining room and living room. Upstairs is the primary suite with vaulted ceilings, walk-in closet and spa bath plus two additional bedrooms and full bath. Beautiful hardwood floors on both levels. The finished lower walk-out family room (above grade) is spacious and bright with garage access, full bath and French doors to your private patio. This home was designed to easily accommodate an elevator (storage closets easily convert).

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!