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$11,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24143328 MLS
SPECTACULAR FAIRFIELD BEACH ACADEMIC YEAR RENTAL: September 1, 2028 till end of May 2029. BEACHFRONT PROPERTY! NICE OPEN FLOOR PLAN WITH ROOFTOP DECK, PARKING WASHER DRYER.

2149 Fairfield Beach Rd, Fairfield
$2,699,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24141176 MLS
TWO incredible waterside opportunities await! That's right, not one, but TWO fantastic beach area homes are offered! With their direct waterfront locations (1235 - beachfront/LI Sound; 1236 - canal side), both homes have amazing water views, beach access and a convenient, fantastic location all in one! Both homes also offer excellent investment/rental opportunities. #1235 is rented for the '26-'27 college academic calendar year (Sept-May). 1236 is presently rented month-to-month. The home can be your beachside escape for the summer months - or rent it out monthly for additional income! When it's time for you to reside in the homes, create your own compound with a bright and airy house on each side of the water! 1235 has newer bathrooms, kitchen and tankless water heater. All newer windows on the beach-facing side of the home. Newer roof & skylights (2021). Recently painted exterior. Enjoy the incredible views of the Sound from the primary bedroom balcony! Take a dip in the sound and then come back from the beach & rinse off in the outdoor shower! 1236 has newer kitchen windows, re-sanded floors (2023) and has been repainted inside (2023). Hardwood floors throughout both homes (except for kitchen at 1236 (tile)).

1235-1236 Fairfield Beach Rd, Fairfield
$20,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24140967 MLS
Beautifully renovated and refined, this elegant single-family home is peacefully nestled in a private and tranquil section of Penfield Beach. Offering 5-6 bedrooms, an office, a playroom, and three fully renovated baths, the home provides both comfort and versatility for a variety of living needs. The interior has been thoughtfully updated with a renovated kitchen, new appliances, new washer and dryer, new central air, and a security system. The fully fenced yard enhances privacy and creates a wonderful backdrop for outdoor entertaining. Enjoy the unmatched lifestyle of beach and creekside living-perfect for kayaking, tubing, paddle sports, boating along the river, or relaxing picnics by the shore. Parking is effortless with a private driveway accommodating up to eight cars. Spacious, immaculate, and welcoming, this home offers an exceptional coastal living experience. Owner-Agent. Available for Academic, Professional, or Summer Rental.

1987 Fairfield Beach Rd, Fairfield
$15,000,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24104335 MLS
The Ultimate East Coast Sanctuary, Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning buyers who demand seclusion with proximity to NYC. This 38.91-acre compound is a one-of-a-kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence has been masterfully reimagined to incorporate 7 private bedroom suites, all with views over the landscaped property. The bespoke renovation was executed with uncompromising attention to detail and a true no-expense-spared philosophy, incorporating commercial-grade infrastructure, superior materials, and artisan-level craftsmanship throughout, as if cost were no consideration. Lofty ceilings and walls of glass are a perfect setting for an art collector. Separate wings radiate off the main rooms, each space private and thoughtfully composed. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. The barn pool house with full kitchen, bath and pro-grade gym, the pool, and a heated paddle court make this a perfect athlete's compound. Property includes renovated stone guest/caretaker cottage and a private office pavilion. The landscape offers open vistas, an orchard, and allowed equestrian use. Live in ultimate style and privacy surrounded by a 155-acre nature access to NYC, Greenwich, Westport and airports.

4800 Congress St, Fairfield
$25,000,000
6 Beds ⋅ 11 Baths ⋅ ACTIVE Status ⋅ 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
$2,225,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24108041 MLS
OPPORTUNITY KNOCKS TWICE with the only two-family home on Fairfield beach road Peninsula. Great rental income. Newly painted inside and out and completely furnished. This duplex features a spacious four-bedroom unit and a two-bedroom unit on the creek side with private gate access to the beach just across the road. Features include a wrap-around deck on the creek side with boat access to Long Island Sound, laundry room, and an oversized two-car garage with extra storage. Enjoy the beach and have generous rental income all at once. Opportunity does knock twice.

2142-2144 Fairfield Beach Rd, Fairfield
$70,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24106662 MLS
Available for Academic Year Sept - May WATERFRONT DUPLEX. ACCOMMODATES 4. ALSO SEE 2142 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4, and 172 college place accommodates 5

2144 Fairfield Beach Rd, Fairfield
$85,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24106657 MLS
AVAILABLE FOR ACADEMIC YEAR SEPTEMBER -MAY. WATERFRONT DUPLEX. FULLY FURNISHED. ACCOMMODATES 4. ALSO SEE 2144 FAIRFIELD BEACH ROAD (OTHER SIDE OF THIS DUPLEX). ALSO ACCOMMODATES 4

2142 Fairfield Beach Rd, Fairfield
$85,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24052741 MLS
Beach Area Colonial Walk To Beach. Fully Furnished. Fully Applianced Kitchen-Fenced Private Yard With BBQ-Ample Parking Available For Academic Rental- Will Accommodate 5 persons. For Academic Year Sept To May

172 College Pl, Fairfield
$30,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24106669 MLS
A short walk to the beach colonial. Fully Furnished. Fully Appliance Kitchen, Fenced Private Yard With BBQ, Ample Parking. Seasonal rental June-August 28th at $30,000, or $12,000 per month if not for entire season.

172 College Pl, Fairfield
$2,225,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24131381 MLS
OPPORTUNITY KNOCKS TWICE - A unique investment awaits with the only two-family home on the Fairfield Beach Road Peninsula featuring private beach access. This fully furnished property offers excellent rental income during the academic season and serves as a relaxing summer retreat for owners-or an additional rental opportunity. Unit 2142 is a spacious four-bedroom residence, each room furnished with a full-size bed, while Unit 2144 is a charming two-bedroom creekside unit, each room with twin beds, and private gated access to the beach just across the road. Additional highlights include fresh paint inside and out, a wrap-around deck on the creek side with boat access to Long Island Sound, a convenient laundry room, and an oversized two-car garage with extra storage. Enjoy the best of both worlds-generous year-round rental income and beachside living. Truly, opportunity knocks twice.

2142-2144 Fairfield Beach Rd, Fairfield

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