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131 Sasco Hill Rd, Fairfield
$2,750,000
4 Beds ⋅ 5 Baths ⋅ 24191170 MLS
Newly renovated in 2026, this extraordinary designer-inspired Modern Colonial presents a rare opportunity to own a turnkey luxury residence in Fairfield's coveted Sasco Hill. Offering 3,625 square feet of impeccably designed living space, this four-bedroom, five-bath home masterfully blends timeless architecture with exceptional craftsmanship and sophisticated contemporary design. Every detail has been meticulously curated, from the custom white oak millwork and hardwood flooring to the spectacular chef's kitchen featuring Taj Mahal quartzite countertops, premium Thermador appliances, custom cabinetry, and an oversized waterfall island. The thoughtfully designed first floor offers a gracious living room with fireplace, formal dining room, private office, family room, and a sun-filled eat-in kitchen that opens to an expansive bluestone terrace for seamless indoor-outdoor living. Upstairs, the luxurious primary suite features a cathedral ceiling, dual walk-in closets, separate sitting room and a spa-inspired bath. Three additional en-suite bedrooms provide outstanding comfort and privacy. Additional highlights include a beautifully finished lower level, 3-car garage, custom built-ins, four-zone HVAC, Generac generator, and designer finishes throughout. Ideally located minutes from downtown Fairfield, Southport Village, Metro-North, beaches, parks, shopping, and dining, this exceptional home offers luxury living in one of Fairfield's most prestigious neighborhoods.

131 Sasco Hill Rd, Fairfield

817 Sasco Hill Rd, Fairfield
$3,200,000
24169366 MLS
BUILDING OPPORTUNITY ATOP SASCO HILL - This stunning 2-acre parcel atop Sasco Hill, the pinnacle, presents a unique opportunity to build a sensational estate while enjoying captivating views of Southport Harbor and the Norwalk Islands. The exceptional Sasco Hill Road location provides not only privacy but also an extraordinary canvas for a luxurious custom residence, characterized by expansive lawns, and southern vistas of Long Island Sound; all within walking distance of Sasco Beach. Adding character and a touch of history to this remarkable site, the property features a historic stone foundation of an early Onion Barn. And, the surrounding amenities of charming Southport Village and vibrant Fairfield Center are just minutes away, ensuring convenience to Metro North Train Service, and access to great dining, shopping, and cultural experiences. Transform this idyllic setting into your personal sanctuary in one of Fairfield County's most beautiful locations. NEW TAX ASSESSMENT IS $2,123,730. ANY AND ALL STRUCTURES BEING SOLD IN "AS IS" CONDITION.

817 Sasco Hill Rd, Fairfield

82 Lee Dr, Fairfield
$1,650,000
5 Beds ⋅ 3 Baths ⋅ 24174607 MLS
Ideally located in the highly sought-after Sasco Hill neighborhood, this exceptional coastal home offers the rare advantage of beach-area living outside the flood zone-no flood insurance required. Perfectly positioned between town and shoreline, the property features a stunning second-floor addition completed in 2025 with over $200,000 invested, including a rooftop deck with beautiful Long Island Sound views. The open kitchen with granite counters and updated commercial-grade Thermador appliances flows into a sunny family room with built-ins and glass doors leading to the expansive fenced yard and deck. The living room showcases an authentic and working original fireplace crafted with Long Island Sound stone, adding historic charm and warmth. The main level offers 2 bedrooms and a full bath, while upstairs features a spacious primary suite with en-suite bath, 2 additional bedrooms, full bath, and laundry. Unfinished lower level with 9' ceilings and plumbing for future bath offers excellent expansion potential. Plenty of room for a pool. Additional features include new HVAC, hot tub, sprinkler system, shed, and backyard entertaining space. Walk to Sasco Beach, Pine Creek Beach, golf, tennis, scenic Southport Village, harbor, dining, shopping, and vibrant downtown Fairfield. Exceptional coastal lifestyle only 50 miles from New York City. Move in Ready

82 Lee Dr, Fairfield

98 Sasco Hill Ter, Fairfield
$1,025,000
3 Beds ⋅ 2 Baths ⋅ 24181280 MLS
Welcome to this treasured home in the coveted Sasco neighborhood. This charming home sits on a gorgeous property (.18 ac) with sought-after southern exposure, and is tucked away on a quiet cul-de-sac in a prime Sasco location, just a short walk to Sasco Beach and minutes to Southport Village and Fairfield Center. This solid residence features hardwood floors throughout, a welcoming living room with a wood-burning fireplace and lovely picture window, dining room, kitchen, and a versatile den on the main level, ideal for office, guest space or potential 4th bedroom with hall full bath. Upstairs are three bedrooms and another full bath. There is fantastic closet space and storage space. Important improvements have already been made, including: boiler, hot water heater, chimney liner, roof, and select windows. Whether you envision refreshing, renovating, expanding, or building new, this special property offers huge potential and the perfect setting to create a wonderful home tailored to your lifestyle. With its beautiful grounds, desirable location, and proximity to Sasco Beach, this is an exceptional opportunity to reimagine and create your dream home in one of Fairfield's most sought-after neighborhoods. The home has natural gas, municipal sewer and water and is not in a flood zone.

98 Sasco Hill Ter, Fairfield

75 Spinning Wheel Rd, Fairfield
$835,000
2 Beds ⋅ 1 Baths ⋅ 24150309 MLS
This isn't just a listing; it's a home that has been deeply loved for the last 14 years. As the owners' first home together, every corner is filled with memories of "firsts." Chosen because of its ideal location to town and beaches where you have the choice of either the quiet Pine Creek Beach or the picturesque Sasco Beach both less than a mile away. The yard was a big attraction for the current owners having hosted many summer barbecues and pitching lots of balls to eager batters. This unique, split/cape style home makes a smaller footprint feel surprisingly spacious. The home is truly "perfect as-is" however, for the visionary buyer, the generous lot with its sought after location make it an ideal spot for a high-end new build if so desired. Home is NOT in a flood zone so opportunities are limitless.

75 Spinning Wheel Rd, Fairfield

88 Overhill Rd, Fairfield
$1,610,000
4 Beds ⋅ 3 Baths ⋅ 24129674 MLS
Please submit highest and best by 5PM Monday, October 6th. Classic Lines. Creative Soul. Located on one of Sasco Hill's most beloved streets, this classic Colonial offers timeless curb appeal and a highly walkable lifestyle. Inside, thoughtful architectural details - arched doorways, original built-ins, and natural light throughout - create a warm, character-rich feel. The main level begins with a gracious sitting room and a window-lined office, both opening into the heart of the home: a crisp, updated kitchen, sunlit dining area, and comfortable family room that flows easily for everyday living. Upstairs, the primary suite offers a quiet retreat with a walk-in dressing area and updated bath, while three additional bedrooms - each with its own unique shape and charm - share a full hall bath. The finished lower level adds flexibility, with dedicated areas for media, play, and fitness. A welcoming front porch, three-car garage, and spacious driveway - perfect for play or overflow parking - round out the property. Just minutes from Southport Village, Fairfield Center, beaches, restaurants, and the train, this is a home that offers both character and convenience in one of the area's most desirable locations.

88 Overhill Rd, Fairfield

154 Gorham Rd, Fairfield
$2,600,000
5 Beds ⋅ 5 Baths ⋅ 24092857 MLS
Spectacular New Construction in the Sasco Beach Area. Don't miss the rare opportunity to customize and make this home your own.Located on almost a half acre of peaceful, private property, last house on a cul-de-sac, backing up to open land on Sasco Hill. Distant water views, serenity, extensively manicured yard and just steps to South Pine Creek Beach.. a very special quaint beach with life guards in the summer. Almost 4000 sq feet of finished space on three levels w views from every window!!plus an additional 550 Sq feet in basement. Walk everywhere location, near parks, golf, nature paths, walk to town, close to highways and train. The possibilities are endless! Let's meet with the builders and walk the property and go over plans. Opportunity awaits! Construction is under way. Ready late Fall. House is all framed... time to pick your finishes!

154 Gorham Rd, Fairfield

828 Sasco Hill Rd, Fairfield
$9,050,000
6 Beds ⋅ 9 Baths ⋅ 24090854 MLS
"Pebbles" | Iconic Sasco Hill Estate Timeless Design. Storied Past. Unrivaled Views. A distinguished Georgian Revival estate set on nearly 3 acres, the largest lot along this coveted stretch of Sasco Hill. With sweeping, unobstructed views of the Country Club of Fairfield, Southport Harbor, Long Island Sound, and the Manhattan skyline, this iconic property offers an extraordinary blend of privacy, presence, and provenance. Designed in 1927 by renowned architect Francis Hamilton, the home was later owned by Broadway producer John C. Wilson and his partner, the celebrated English playwright Noel Coward. Over the years, "Pebbles" became a summer retreat for a remarkable circle of artists and tastemakers, including Vivien Leigh, Laurence Olivier, Diana Vreeland, Jean Schlumberger, and Richard Rodgers. Lovingly maintained and thoughtfully updated by each subsequent owner, the estate retains its grand-scale interiors, period details, and refined elegance. Expansive formal rooms, high ceilings, and sunlit living spaces open to terraces that overlook the water and the meticulously landscaped grounds, anchored by a striking pool featured in the 1968 film *The Swimmer* starring Burt Lancaster. This is more than a home-it's a rare opportunity to own a landmark property with architectural pedigree, cinematic history, and enduring coastal beauty-all within minutes of Southport Village, beaches, and NYC-bound trains.

828 Sasco Hill Rd, Fairfield

915 S Pine Creek Rd, Fairfield
$1,115,000
3 Beds ⋅ 2 Baths ⋅ 24145969 MLS
*Best & Final Offers by 01/12 5:00pm* Life in Fairfield's beach area means walking to the beach, staying close to town, and having easy Metro-North access, and this expanded Cape puts it all within reach. This home is warm and welcoming, full of natural light, with a layout made for everyday living. The kitchen was recently renovated, and 2 bathrooms were fully remodeled with contemporary finishes in 2025. Most windows were also updated, making the home move-in ready. The first 2 bedrooms are on the first floor with one currently used as a dedicated work-from-home office, and the other well-suited as a guest room or 1st-floor primary. Upstairs, 2 spacious bedrooms offer room for family, visitors, or future needs. The full, unfinished basement has been used as a home gym and includes laundry and generous storage, with flexibility for how the space is used over time. You'll love the raised deck spanning the full width of the house, perfect for morning coffee, evening drinks, or hosting dinner outside. A 2-car garage with an EV charger adds everyday convenience. It's a short walk to South Pine Creek beach, passing the par-3 golf course, tennis courts, fitness center, and playground. Downtown Fairfield is minutes away for vibrant, diverse restaurants, local shops, concerts on the green, and beloved traditions. If you're looking for a move-in ready home near the beach, close to town, and well connected to NYC, this could be the home that's perfect for you.

915 S Pine Creek Rd, Fairfield

85 Patrick Dr, Fairfield
$1,560,000
4 Beds ⋅ 4 Baths ⋅ 24139153 MLS
Location, location! This sleek, modern Colonial-ideally situated in the highly desired Sasco neighborhood on a quiet cul-de-sac-awaits its next owner. Gorgeous & rare architectural features make this home a true stand out, including multi-level soaring ceilings, dramatic oversized windows that flood the home w/ natural light & 3 fireplaces for added warmth & charm. Built-ins, 4 bedrooms (including one on the 1st floor) & 3 levels of spacious living combine comfort & versatility. Step inside & your eye is drawn to the impressive scale of the open rooms & inviting warmth that fills the space. The open layout extends easily to the outdoors w/ an oversized deck & a large, private yard. The 1st level features a welcoming living room w/ a fireplace that opens into the dining area. The eat-in kitchen is a chef's dream w/ 2 large ovens, great counter space & an oversized island that flows effortlessly into the cozy family room w/ built-ins & a 2nd fireplace. Bedroom (currently used as an office) & full bath offer flexibility & convenience. Upstairs, the luxurious primary suite serves as a retreat, w/ the 3rd fireplace, dramatically high ceilings, large windows overlooking the tranquil landscaping, 2 walk-in closets & a spa-like bath. 2 additional spacious bedrooms, 1 w/ a loft & full bath complete the 2nd level. The lower level adds living space w/ a recreation room, den & storage. All of this PLUS a short walk to town & the beach makes 85 Patrick Dr. the perfect place to call home.

85 Patrick Dr, Fairfield

100 Overhill Rd, Fairfield
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 24137963 MLS
Located just minutes from Southport Village and Fairfield Center, this beautiful 3-bedroom, 2-bath Colonial offers the perfect blend of charm, comfort, and convenience. Ideally situated off Sasco Hill Road, this home welcomes you with warmth and character from the moment you step through the front door. The spacious living room features a wood-burning fireplace and gleaming hardwood floors, ideal for relaxing or entertaining. The recently renovated eat-in kitchen is a chef's delight, boasting stainless steel appliances, quartz countertops, and a bright, open layout that flows seamlessly into the dining area. Just off the kitchen, the family room offers custom built-in cabinetry and a sliding glass door that opens to a newly renovated deck (2024) overlooking the level, private backyard, perfect for outdoor gatherings. A full bath completes the first floor. Upstairs, you'll find a primary bedroom with a custom closet, two additional bedrooms, and another updated full bath. This home has been meticulously maintained and thoughtfully updated with: New Roof (2025, New deck (2024), Conversion to natural gas with new furnace, hot water heater, and central AC (2023), Renovated kitchen and first floor bathroom (2022) and much more. Move right in and enjoy this turnkey home in one of Fairfield's most desirable locations! Click the link to view the virtual tour.

100 Overhill Rd, Fairfield

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