Southport, CT homes for sale & real estate

Southport, CT Homes for Sale

Timeless Colonial Estate: This exquisite five-bedroom, four full and two half-bath Colonial is a testament to charm and grace, set on a sprawling 5.7-acre property complete with a pool and a pool house. Situated just a stone's throw from the prestigious Hunt Club polo fields, this family compound offers the rare blend of ultimate privacy with the convenience of proximity to town, train, and shops. As you pass through the private gates, you'll be greeted by a picturesque view that reflects the estate's storied past and timeless elegance. Built in 1955 in the style of renowned architect Cameron Clark, this Colonial showcases classic architectural beauty with its distinctive French doors openi

Southport, CT Homes for Sale

This spacious 2,050sf condo offers comfortable living in the heart of Westport, situated within a well-maintained gated community. Built in 1985, this 2-bedroom, 2.1-bathroom unit has been thoughtfully updated with modern touches while retaining its cozy charm. The home features engineered hardwood flooring throughout, lending a sleek and contemporary feel. The new custom kitchen is a standout, boasting elegant white cabinets, durable quartz countertops, and top-of-the-line stainless steel appliances. A fireplace in the kitchen adds warmth and ambiance, making it a perfect space for both casual meals and entertaining. The living room is a bright, welcoming space with skylights that flood th

Southport, CT Homes for Sale

Welcome to 207 Riverview Circle located in the sought-after Riverfield section of Fairfield. Enjoy the convenience of nearby Fairfield Center amenities, schools, restaurants, beaches, and the peaceful beauty of riverfront living seen from almost every room in the house. Loved after for generations, this Colonial home sits perfectly at the end of this quiet cul-de-sac. Sip your morning coffee on the newer composite front porch while listening to the peaceful river flowing. The home provides 4 ample-sized bedrooms, two on the main level and two on the second floor. Full bathrooms complement each floor, and an additional half bathroom and laundry room are located on the main level as well. The

Southport, CT Homes for Sale

Incredibly located in Greens Farms, the prized estate setting of Westport, this fully renovated smart home showcases an array of thoughtful and luxurious upgrades at every turn. This home's signature grandeur begins with the circular driveway, leading to an impressive double-door entry that leads to a soaring foyer w/ herringbone-patterned wood floor. From here, the impressive proportions of this home are apparent - as are the fine details and distinctive finishes that define each space. The living rm w/ fpl & dining rm w/ butler's pantry are both entertaining-sized. The generous family rm has a wall of French doors to the terrace, stone fpl & leads to the showstopping gourmet k

Southport, CT Homes for Sale

Nestled on over 11 acres with 450 feet of Long Island Sound waterfront and a private beach, this magnificent home, designed by architect Jason Chai, blends Swedish, Dutch, and Moorish architectural elements into a harmonious synthesis of grandeur and comfort. Located at the end of Sasco Hill Road, the discreet entrance offers a hint of the luxury within. The driveway curves towards the water, revealing the main house framed by meticulously designed landscaping, signaling your arrival at a truly exceptional place. Under current ownership, the property has been enhanced with notable additions: a new large garage with a second-floor art studio and play space (2018), a new pool, birch garden, a

Southport, CT Homes for Sale

A GOLD COAST opportunity: 6.6 acres of pristine estate living culminating at 400 ft of direct Long Island Sound waterfront. A winding drive from the famed Beachside Ave enclave leads past the tennis pavilion, through the shaded trees and into a cobblestone courtyard with fountain and perfectly manicured garden entry. Stepping through the front door, the striking view of blue water tops the lush green lawns like a painting. The main fl of this Roger Ferris shingle style colonial was designed for luxury coastal living, the main living room, sun room, and kitchen all pour out onto the gorgeous south facing patio through endless walls of windows & French doors. Each space meticulously fin

Southport, CT Homes for Sale

Imagine waking every morning to some of the most breathtaking water views on the East Coast. "The Sanctuary on Sasco Hill" is one of Fairfield County's most coveted properties. With the Manhattan skyline on the horizon, this gated, ultra-private estate features 6 levels of sun-drenched living and a charming 2-bedroom, 2-bath guest house. Blending intimate spaces with grandeur, the lifestyle allows for family comfort and the luxury of lavish entertainment. Floor-to-ceiling windows, French doors, and wood-burning fireplaces create a warm and inviting atmosphere. Granite patios with limestone railings, strategically placed on every level offer spectacular spaces for outdoor gathering

Southport, CT Homes for Sale

Nestled along a winding lane among some of the Northeast's most illustrious coastal estates, discover this resplendent 4 acre compound with 6,000 square foot main residence rich with amenities and sprawling grounds including custom pool, tennis court and pond with aerating fountain. Here pristine beaches, exceptional educational opportunities, upscale dining, shopping and entertainment all converge within convenient proximity to New York City. Enter the gated entrance and find yourself greeted by a sinuous drive, gracefully winding its way through the picturesque landscape adorned with specimen plantings, mature trees and pond views leading to a gracious parking court and the grandeur of th

Southport, CT Homes for Sale

Magnificent private custom built in 2005 Federal Colonial with views of Long Island Sound from every room; 180 degree views to Empire State Building and Freedom Tower; home features quality materials boasting Tiger wood decks with mahogany posts & heavy grade 1/2" thick pressure treated wood and non curling roof shingles; Copper Gutters & Leaders; 5 + BRs and large area with full bath ; 4 fireplaces one of which is in lower level 2600 SF of walk out space elevations in this home are higher than Flood Zone VE elevation of 15 feet. . No interiors photos to respect owners privacy