Southport, CT homes for sale & real estate

Southport, CT Homes for Sale

Imagine starting each day with breathtaking sunrises over the water, the salty breeze on your face, and your toes in the sand. This magnificent custom-built waterfront estate offers 126 feet of direct beachfront along Fairfield's highly sought-after South Pine Creek Beach Area. Perfectly situated on nearly an acre of property, this stately Federal Colonial was custom built in 2005 and showcases panoramic water views from nearly every room! Thoughtfully designed with exceptional quality and meticulous attention to detail, the home features 5 spacious bedrooms, 5 full and 2 half baths, a sun-drenched open floor plan ideal for entertaining, and a 3-car garage with additional parking for car en

Southport, CT Homes for Sale

Welcome to one of Greenfield Hill's most distinguished residences-an extraordinary 9,700+ sq. ft. Colonial estate nestled on 2 pristine acres in one of Fairfield's most prestigious enclaves. This 5-6 bedroom architectural masterpiece combines timeless elegance with modern luxury, offering an unparalleled lifestyle just moments from town. From first look, the home's unrivaled curb appeal captivates. Framed by professional landscaping, a paver stone driveway, a tranquil koi pond & functional fountain set the tone for this peaceful sanctuary. A short walk from the main house brings you to your private oasis: a gated, gunite saltwater pool, with hot tub, a fully plumbed pool house with a

Southport, CT Homes for Sale

Magnificent move-in ready new construction brought to you by Sound Home Builders. Centrally located in the heart of Westport's coveted Long Lots, Hunt Club and Greens Farms neighborhoods. Elegant design and finishing detail, soaring ceilings and master craftsmanship throughout. Oversized European windows and doors fill the home with natural light. The kitchen features custom cabinetry, warm hues, designer lighting, gourmet appliances and spacious layout. Arched doorways grace a holiday-sized dining room with full wet bar, adjoined by the awe-inspiring living room with serene backyard views and beautiful wood burning fireplace. Convenient first floor guest bedroom and full bath. The large an

Southport, CT Homes for Sale

This listing includes 1000 SF pool house/ADU. Set on over 2 acres in one of Westport's most prestigious neighborhoods, this stunning new construction by HOBI award winner Rick Benson, blends modern luxury with timeless design. Surrounded by mature trees, the home offers privacy & serenity minutes from trains, shopping, & beaches. Inside, discover 6 spacious bedrooms, 7 full/1 half baths, sun-filled interiors with a seamless flow between open-concept living & refined formal spaces. The gourmet kitchen is a chef's dream, featuring a 60" Wolf range, Sub-Zero appliances, galley sink, & a working pantry. Elevator-ready for 5-stop elevator, the home is built for long-te

Southport, CT Homes for Sale

Welcome to one of Fairfield's more "walkable" streets, located just steps from the vibrant downtown, train station, schools and even the Sports Plex. Many a generation have enjoyed the charm and convenience of residing on Henderson Road, a cul de sac located along Mill River. This 3 bedroom, 2.5 bathroom has been completely renovated yet retains the appeal and character of a 1920's home. The kitchen with granite counters, breakfast bar and SS appliances serves as the focal point of the open floor plan that flows effortlessly into the dining and living rooms. A sunroom perfect for an office along with laundry and powder room complete the first floor. Up the stairs you will find the

Southport, CT Homes for Sale

Located in the heart of Greenfield Hill at the top of Bronson Road, this iconic Connecticut estate sits on 2+ beautifully landscaped acres with distant water views of Long Island Sound. Across from a majestically developed family and horse-farm compound and outside the historic district, this home blends old-world charm with modern comforts. Originally built in 1844 and significantly expanded and renovated overtime, it features high ceilings, wide plank floors, intricate moldings, arched entries, and stunning natural light throughout. The home features a chef's kitchen and elegant entertaining spaces. Outdoors, enjoy a romantic keyhole-shaped gunite pool surrounded by published gardens, sto