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Sasco Hill

The Sasco Hill neighborhood is part of the Southport community of Fairfield — one of the oldest communities in Connecticut. This stately neighborhood is comprised of mutli-million-dollar estates along Sasco Hill Road adjacent to historic Southport Harbor and bordering Long Island Sound. One of the most coveted streets in all of Fairfield, this area offers beautiful water views, stunning grand estates, tree lined streets, private gated drives, and charming cul-de-sacs. The Sasco area is home to the Country Club of Fairfield, a private golf and country club situated on the waters edge with stunning views. Following the beautiful Sasco Hill Road to its end is the secluded Sasco beach, a 9.9 acre beach that is accessed only by residents of Fairfield. Commanding some of the best views in town, the Sasco Hill neighborhood is an absolute gem.

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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, and patio, an exquisite wine cellar (2021), a private dock with stairs to the secluded beach, and a lower-level renovation adding a full bathroom (2021). System upgrades include irrigation, outdoor lighting, and A/V controls. When the house was featured in Architectural Digest, they noted that "every now and then you come across a new house that has an old soul"... The interior, designed by Billy Cotton in collaboration with the owner, features enchanting palettes and intimate spaces, adorned with impeccable detailing. The serene elegance of the home complements breathtaking water views and picturesque gardens, creating a rare sense of tranquility and elegance. Sasco Point stands as a true masterpiece and is celebrated as one of the most distinguished waterfront estates in the US. $25,000,000 Active

1131 Sasco Hill Road Fairfield, Connecticut

6 Beds 10 Baths 11.12 Acres

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 gatherings and moments of unparalleled sunrises and sunsets. The primary suite graces the entirety of the top floor, providing panoramic views from its expansive terrace. Six additional en-suite bedrooms with custom finishes and a large media/playroom occupy the 2nd floor. Enjoy summer afternoons by the inviting oval pool with a large shallow end and a full 9-foot deep end. Stay active on the squash court or swim laps in the indoor pool. The playground and enchanting gardens provide endless outdoor enjoyment. "The Sanctuary on Sasco Hill" is a turn-key property, available fully furnished and ready for immediate occupancy. Here, the seamless blending of indoor and outdoor spaces creates an unparalleled lifestyle of elegance and tranquility. Welcome to the epitome of luxury living only 50 mi from NYC. $11,989,000 Active

640 Sasco Hill Road Fairfield, Connecticut

8 Beds 16 Baths 2.5 Acres

ELEGANT COUNTRY HOUSE ON SASCO HILL - Designed in the classic tradition, with a very private Sasco Hill location, this exceptionally elegant 6000 square foot,5 Bedroom, 5.5 Bath, residence features 4 Fireplaces, an expansive Living Room with Music Alcove, banquet size formal Dining Room, Sun Room, Family Room, a luxurious Primary Suite with 2 beautiful Baths, Dressing Room and a Home Office/Sitting Room, in addition to a wonderful a 2 Bedroom Guest Apartment with Kitchen, Living/Dining Room with Fireplace, and Full Bath, and a 3-Car attached Garage. Refined and sophisticated architecture, throughout 16 beautifully proportioned, sun-dappled rooms, is further evidenced by the exquisite Chippendale style balustrade, encasing the sweeping upper story exterior Porch. Charming stone Terraces, a delightful Koi Pond with Fountain, pastoral lawns, and a 20' x 40' Grecian style Gunite Pool with granite surround and Terrace in a setting, stunning in its simplicity, combine to provide further complement to the splendor of this extraordinary .95 acre property. Iconic Sasco Hill is immediately accessible to beaches, Southport Village and Harbor, Ye Yacht Yard, superb dining, world-class shopping, excellent educational and cultural venues, as well as train service to and from New York City. First Floor: Gracious Entrance Hall with hardwood flooring, very elegant, gently curving main Staircase, and French Door to Terrace. Please open Addendum for further description. $2,950,000 Active

753 Sasco Hill Road Fairfield, Connecticut

7 Beds 6 Baths 5,967 SqFt 0.95 Acres

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