Refine Search
Sort by
1131 Sasco Hill Rd, Fairfield
$25,000,000
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

4800 Congress St, Fairfield
$9,975,000
7 Beds ⋅ 10 Baths ⋅ 24161896 MLS
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

640 Hulls Farm Rd, Fairfield
$8,696,000
7 Beds ⋅ 8 Baths ⋅ 24160984 MLS
Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 640 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury Homes, Fairfield County's premiere creator of bespoke residential properties, this 8,560SF masterpiece will embody uncompromising craftsmanship, globally sourced materials, and state-of-the-art systems & technology. Expansive floor-to-ceiling glass invites natural light to cascade throughout the meticulously designed interiors, framing serene views of the manicured grounds and resort-style pool w/spa. The open floor plan is ideal for elegant entertaining and effortless daily living. A chef's kitchen of unrivaled distinction is complemented by a fully appointed scullery, seamlessly supporting both private gatherings and large-scale entertaining. The great room exudes warmth and architectural presence, while the handsome parlor/office opens to an oversized covered porch. The primary suite is a sanctuary unto itself, featuring a fireplace, private terrace, and spa-inspired bath designed for true indulgence. 6 addit'l bedrooms provide luxurious accommodations for family & guests alike. LL is exceptional w/media room, golf simulator, gym, etc. 4 car garage, elevator shaft & much more.

640 Hulls Farm Rd, Fairfield

590 Sturges Hwy, Fairfield
$5,975,000
6 Beds ⋅ 8 Baths ⋅ 24209002 MLS
For those who believe luxury should never feel predictable. This remarkable Southport estate is a masterful reinvention of new construction...where timeless architecture meets modern artistry, extraordinary craftsmanship, and effortless living. Every element feels intentional, from dramatic windows and beautifully scaled rooms to custom millwork, sophisticated lighting, advanced technology, and finishes chosen for beauty rather than trend. Walls of glass dissolve the boundary between indoors and out, revealing a private, beautifully landscaped setting with a breathtaking pool and cabana...a sanctuary that feels worlds away, yet is moments from everything. 8800 Sqft of unsurpassed quality offering an exceptional floor plan that must be experienced to be appreciated. Chef's will appreciate the exceptional Kitchen, the primary suite is an indulgent retreat, while exceptional entertaining spaces make the home equally suited to intimate evenings and unforgettable gatherings. A completely separate, perfectly renovated guest house with its own address, utilities & garage offers a rare luxury in itself...privacy & possibilities for guests, extended family, office, caretaker or rental income. And the location may be the ultimate luxury: the beauty and charm of Southport, award-winning Fairfield schools, beaches and amenities, and coveted Westport resident privileges including Compo Beach and Longshore. One extraordinary property. Two exceptional lifestyles. In a word...Perfection.

590 Sturges Hwy, Fairfield

394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

2142-2144 Fairfield Beach Rd, Fairfield
$2,225,000
6 Beds ⋅ 2 Baths ⋅ 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; 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. Owner/Broker

2142-2144 Fairfield Beach Rd, Fairfield

280 Tuckahoe Ln, Fairfield
$2,199,999
6 Beds ⋅ 7 Baths ⋅ 24211148 MLS
Exceptional new construction in the desirable University area, scheduled for completion in Fall 2026. Built by an experienced local builder known for quality craftsmanship and thoughtful design, this impressive home offers 4,709 square feet across four levels, including a walk-out lower level. Designed for modern living, the home features 6 bedrooms, 5 full and 2 half baths. This offers flexibility for guests, home offices, or multi-generational living. The open and functional layout includes a beautifully designed kitchen with a generous walk-in pantry conveniently located between the kitchen and dining room, perfect for entertaining and everyday living. Enjoy seamless indoor-outdoor living with a deck off the kitchen and a patio from the walk-out lower level, offering multiple spaces to relax or entertain. The primary suite is a true retreat, featuring two walk-in closets and a spa-like bath. Additional highlights include a two-car attached garage, impeccable design throughout, and high-end finishes that reflect the builder's commitment to quality. Ideally situated on a quiet street with easy access to downtown, beaches, schools, and shopping, this home offers the perfect combination of luxury, space, and convenience.

280 Tuckahoe Ln, Fairfield

91 Lockwood Rd, Fairfield
$1,448,000
6 Beds ⋅ 4 Baths ⋅ 24199718 MLS
Welcome to 91 Lockwood Road, where modern farmhouse charm meets timeless comfort in one of Stratfield's most sought-after neighborhoods. Beautifully renovated, this exceptional home offers the perfect blend of style, functionality, and everyday living. Designed for today's lifestyle, the home features 5-6 bedrooms, 3 full baths, and 1 half bath, with bright, versatile living spaces that offer both comfort and versatility. Gleaming hardwood floors flow throughout, creating warmth and continuity. The kitchen features white oak cabinetry, a spacious peninsula island with quartz counters, and an adjoining dining area with direct access to the pool-creating an ideal layout for everyday living and entertaining. The second floor is anchored by a spacious primary suite, along with three additional bedrooms. On the main level, one to two additional bedrooms provide exceptional flexibility for guests, a home office, playroom, or den. Step outside to your private, fully fenced backyard retreat featuring a heated saltwater gunite pool and spa. Recently refreshed with new plaster and tile, the pool and spa are enhanced by new equipment and a Wi-Fi automation system. Additional highlights include an oversized one-car garage with exceptional storage.

91 Lockwood Rd, Fairfield

43-45 Helen St, Fairfield
$1,299,000
7 Beds ⋅ 3 Baths ⋅ 24217125 MLS
An exceptionally rare opportunity in the heart of Fairfield! Completely rebuilt from the ground up, this stunning new two-family home offers the perfect combination of coastal sophistication, modern efficiency, and exceptional investment potential. Tucked into one of Fairfield's few "hidden gem" neighborhoods, the location is everything: steps from Post Road's shopping, dining, and entertainment, with the train station, Fairfield University, and beautiful beaches all within easy reach. Whether you're an owner-occupant seeking supporting rental income, a savvy university investor, or looking to build long-term wealth in one of Fairfield County's most desirable communities, this turnkey property checks every box. Meticulously crafted with low-maintenance shingle-style siding, composite decking, natural white oak hardwood floors, modern shaker cabinetry, quartz countertops, coastal-inspired bathrooms, and recessed lighting throughout. High-efficiency systems include natural gas heat, central air, on-demand hot water, and separate in-unit laundry. Beautiful new landscaping, classic white picket fencing, abundant off-street parking, and sun-filled interiors complete the picture. The first unit features 3 bedrooms, 1 full bath, an eat-in kitchen, living room, and private rear deck. The spacious upper residence spans the second and third floors, with 4 bedrooms, 2 full baths, an eat-in kitchen, living room, and versatile flex space. THE WORK IS DONE! All that's left is opportunity.

43-45 Helen St, Fairfield

2029 Kings Hwy, Fairfield
$1,200,000
6 Beds ⋅ 3 Baths ⋅ 24209520 MLS
Newly Renovated Three-Family Property in Grasmere! Each apartment offers 2 bedrooms, 1 full bath, a beautifully updated kitchen, spacious living room, and private balcony. The first-floor apartment is currently rented. Each unit has its own gas meter and electrical panel, plus a dedicated washer and dryer in the basement. The property also features a detached two-car garage and ample parking in the driveway and on the street. The corner lot includes a fully fenced private backyard and slate patio shared by the residents. Conveniently located near shopping, restaurants, Metro-North train service, and I-95, providing easy access for commuters and everyday conveniences. Freshly renovated and ready for occupancy.

2029 Kings Hwy, Fairfield

50 Exchange Pl, Fairfield
$949,999
6 Beds ⋅ 3 Baths ⋅ 24203954 MLS
RARE OPPORTUNITY! Welcome to this beautifully remodeled single-family home offering modern living, exceptional flexibility, and rental income potential. The main residence features 4 bedrooms and 2 full baths and has been completely remodeled with modern finishes, beautiful flooring throughout, remodeled bathrooms, and a newly extended dining room that provides additional space for entertaining. Adding to the property is a newly constructed in-law suite, built from the ground up in 2024. The suite features 2 bedrooms, 1 full bath, its own private entrance, dedicated garage space, backyard space, and separate utilities. The unit is currently rented for $2,850 per month, providing immediate rental income. The separate utilities and private entrance add an exceptional level of convenience and privacy. The main home is move-in ready with a thoughtfully updated interior and a functional layout designed for comfortable everyday living. The combination of a fully remodeled 4-bedroom home and a newer 2-bedroom in-law suite makes this a truly unique property that offers both quality and versatility. A rare opportunity to own a beautifully updated single-family home with a newly constructed in-law suite and existing rental income. Schedule your private showing today! Agent is related to seller.

50 Exchange Pl, Fairfield

1908 Stratfield Rd, Fairfield
$875,000
7 Beds ⋅ 3 Baths ⋅ 24200064 MLS
Welcome to this truly unique 7-bedroom, 3-bath 1897 farmhouse Colonial, where timeless character, generous living space, and endless possibilities come together in a one-of-a-kind Fairfield property. A charming front porch welcomes you home and sets the tone for the warmth and character found throughout. Adding to the appeal and peace of mind, a brand-new roof was just installed. Inside, you'll find 9-foot ceilings on the main level, beautiful hardwood floors, oversized windows, pocket doors, and detailed original woodwork throughout the main and second floors. A spacious addition expands the home with a large eat-in kitchen designed for gathering and entertaining. The main level offers a flexible layout with the kitchen, family room, dining room, additional living area, full bath, and a bedroom that can also serve as a home office. The second floor features four bedrooms, including the large primary suite highlighted by a beautiful cathedral ceiling with an expansive closet/dressing area and a Jack-and-Jill-style full bath that also provides access from the hallway. The third floor offers three additional bedrooms, a full bath, new vinyl flooring, and partial attic storage, providing plenty of space for guests, offices, hobbies, or multigenerational living. The partially finished lower level adds even more usable space and features a fourth full bathroom and convenient walk-out access to the property.

1908 Stratfield Rd, Fairfield

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!