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Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

5 Beds ⋅ 9 Baths ⋅ 24213955 MLS

Prestigious location. Stately presence. Exceptional living. Introducing a premier 1.25-acre Sasco Hill estate offering extraordinary luxury across 4 levels. This magnificent residence features 5 bedrooms, 9 baths & an uncompromising attention to detail. Outdoors, a private resort awaits with a heated pool & spa, fully equipped outdoor kitchen & expansive terrace overlooking exquisite gardens. An accessory apartment above the garage offers future potential, with plumbing & electrical rough-ins in place. Iron gates flanked by stone lions welcome you to a grand 2-story foyer. The main level showcases exceptional craftsmanship, from the stately living room & Gatsby-inspired formal dining room with garden views to the impressive chef's eat-in kitchen, spacious billiards room, inviting family room & private 1st-floor office. Elegant millwork enhances every room. The 2nd level features 4 luxurious en-suite bedrooms, including 2 primary suites with impressive walk-in closets & dressing rooms. The 3rd level offers flexible living space, including a home gym, bonus room with cedar closet & 5th en-suite bedroom. The finished lower level is an entertainer's dream, complete with an 8-seat home theater, recreation room & storage. Notable upgrades include a new wood roof, Belgian stone & oil-chip driveway, front gates, fencing, updated central air, whole-house generator & finished lower level. Discover extraordinary estate living in Fairfield's prestigious Sasco Hill neighborhood.

541 Sasco Hill Rd, Fairfield

$2,479,000

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

5 Beds ⋅ 6 Baths ⋅ 24213890 MLS

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

98 Sasco Hill Ter, Fairfield

$2,275,000

Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 24195780 MLS

Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

75 Spinning Wheel Rd, Fairfield

$5,995,000

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

5 Beds ⋅ 7 Baths ⋅ 24175742 MLS

775 Sasco Hill Road is an extraordinary estate where timeless elegance meets modern luxury. Impeccably renovated and beautifully curated by the current owners, this sophisticated residence offers three full levels of refined living set across five private, park-like acres. A dramatic cathedral foyer and soaring 9-foot ceilings create an immediate sense of scale and light, while the thoughtfully designed floor plan balances grand entertaining with everyday comfort. Formal living and dining rooms, a private library, and a stunning open-concept kitchen seamlessly connect to the expansive family room with vaulted ceilings. Luxurious accommodations include a private guest suite, an elegant primary retreat with dual walk-in closets and a spa-inspired bath, plus additional ensuite bedrooms and a versatile third-floor bonus level ideal for recreation, guests, or a home office. Outdoors, a large stone patio overlooks meticulously landscaped grounds and a spectacular gunite pool, creating a true private oasis. Extensive upgrades throughout the home and property elevate both style and functionality, offering an exceptional lifestyle in one of Fairfield's most coveted locations. Furnishings available for purchase ~ Negotiable.

775 Sasco Hill Rd, Fairfield

$1,950,000

Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

5 Beds ⋅ 4 Baths ⋅ 24174341 MLS

Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield

$25,000,000

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

6 Beds ⋅ 11 Baths ⋅ 24084663 MLS

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

1131 Sasco Hill Rd, Fairfield

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