Refine Search
Map
Sort by
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield
$5,499,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194198 MLS
Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

2268 Fairfield Beach Rd, Fairfield
$1,575,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193434 MLS
Nestled on a quiet cul-de-sac just minutes from town, train, and beach, this beautifully crafted Colonial offers the perfect blend of elegance, comfort, and convenience. A charming front porch welcomes you into a light-filled home featuring a dramatic two-story foyer, a chef's kitchen, granite countertops, and premium Viking, Wolf, and Sub-Zero stainless steel appliances. The adjoining family room boasts 9-foot ceilings and a cozy gas fireplace, creating an inviting space for everyday living and entertaining. Upstairs, the spacious primary suite is a true retreat, complete with a sitting area, walk-in closet, and luxurious bath with radiant heated floors. Three additional bedrooms and a dedicated study-easily converted to a fifth bedroom-provide exceptional flexibility.Step outside to a professionally landscaped backyard with a sprinkler system, and an expansive deck ideal for outdoor dining and relaxation. The finished walk-out lower level adds approximately 525 square feet of living space, including a bonus room with closet, full bath, and playroom, making it perfect for guests, an au pair suite, or multi-generational living. A rare opportunity to experience the best of coastal living that's walkable to beaches, school, and a vibrant downtown, all while enjoying the privacy and comfort of this exceptional home.

35 S Benson Commons, Fairfield
$1,349,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24193635 MLS
Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

313 Old Post Rd, Fairfield
$2,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191345 MLS
One of only two new construction homes currently available in Fairfield's coveted Beach neighborhood, an incredible opportunity w/ outstanding market value & just steps to the beach - Welcome Home to 96 Clinton Street. 4 levels of living w/ 2950 sf, elevator shaft ready, 4 bedrooms, 3.5 bath & high end finishes throughout. The open concept main level features custom finishes w/ a chef's kitchen featuring Quartzite countertops, large island w/ 2 inch countertops, custom cabinetry w/ a seamless flow into the spacious dining area & family room featuring oak beamed ceilings, gas fireplace & an inviting entertainment & bar area, plus shelving & built-in cabinetry abutting the gorgeous stone fireplace. The 2nd level hosts 3 generous sized bedrooms including the primary en-suite & the 3rd level w/ the 4th bedroom/office, full bath & opens to a spectacular deck w/ wire railings & beautiful views- the perfect retreat for relaxing or working from home. All of this PLUS the lower level loggia that offers exceptional additional living space complete w/ custom built-ins, large-screen tv hookup & direct access to the patio & backyard w/ plenty of room for a pool. The large mudroom, and a 2 car garage add great convenience. This quiet neighborhood is a quick walk to town, beach, shopping, school, parks and marina.

96 Clinton St, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24189732 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 Fairfield Beach Rd, Fairfield
$12,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188653 MLS
Tucked away on a quiet cul-de-sac in Fairfield's most sought-after beach neighborhood, this exceptional, newly renovated and beautifully furnished classic colonial home offers the perfect blend of luxury, privacy, and coastal living. Situated on an expansive lot with mature landscaping, this stunning 5-6 bedroom, 5.5-bathroom home spans over 5,000 square feet and features 4 fireplaces and exceptional craftmanship throughout. Designed for both relaxation and entertaining, the property features a private backyard oasis complete with a gunite pool and a fully equipped outdoor kitchen. Inside, expansive living spaces are thoughtfully appointed with high-end finishes and abundant natural light throughout. Multiple private office spaces and a dedicated study provide the ideal setup for working from home, offering comfort, flexibility, and privacy for remote work or quiet retreat. This extraordinary summer escape combines sophisticated living with the tranquility of a resort-style setting - all within a short walk to the beach, restaurants, theaters, shops and all Fairfield has to offer.

222 Sunnieholme Dr, Fairfield
$1,500,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186969 MLS
An incredibly RARE OPPORTUNITY on one of Fairfield's most coveted streets in the sought-after beach area! Just a few homes from the beach, this FEMA-compliant 3-bedroom, 2-bath cottage was completely rebuilt/renovated in 2013 and offers the perfect combination of coastal living, investment potential, and future possibilities. Enjoy the home as your own beach retreat while generating exceptional income from its established academic rental (leased for the 2026-2027 school year). Also explore the potential for lucrative summer rentals or year-round income while planning a future custom home, taking advantage of the existing raised foundation, decreasing building costs. Whether you're seeking a personal getaway, an income-producing property, or a long-term investment, this home offers unmatched flexibility. The deep backyard overlooks the marsh, providing added privacy, and features a garage, storage sheds, and a spacious covered loggia beneath the home, ideal for entertaining, recreation, parking, or additional storage. Located just steps from the beach, town center, restaurants, shops & train, the property also includes private association beach access. Features include new heating/AC (2013), tankless water heater, foam insulation, and new electrical and plumbing. A truly unique opportunity to enjoy the Fairfield shoreline lifestyle today while building equity and exploring future possibilities in one of the area's most desirable coastal neighborhoods.

772 Rowland Rd, Fairfield
$5,499,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24185816 MLS
Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new & FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BRs, 2 ensuite plus the primary w/ his and hers baths and sliders to lg viewing deck. 3rd floor adds 2000+ sq ft of addtl living space (not on field card) & replicates a ship potential for another BR. Your own private beach club has high ceilings, top quality construction and custom windows, and flexible living space for every occasion. Exceptional parking for up to 10 cars! This magnificent seaside home is like a private beach club in summer and a retreat oasis for all seasons. Opportunity awaits!

1657 Fairfield Beach Rd Unit 1657, Fairfield
$2,800,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24187347 MLS
Premier direct waterfront living w/ ownership extending to the creek side, miles of sandy beach for endless walks, spectacular water views & a pristine 4 bedroom home - Welcome to 1871/1872 Fairfield Beach Road. Set on a .22, level acre w/ additional creek side parking for convenience. From the moment you arrive, the covered wraparound porch invites you to relax & enjoy the gorgeous water views. Inside, sunlight streams through every room, creating bright, airy spaces that feel both welcoming & peaceful. The main level offers spacious living areas, including an eat-in kitchen w/ an island, dining area & laundry room. The inviting family room features a stone fireplace, while the sunroom showcases unobstructed, panoramic water views. The French door opens to an expansive patio & sandy beach, creating the perfect connection between indoor & outdoor living while providing an amazing setting for entertaining or simply enjoying the beautiful waterfront. The 2nd level features 4 bedrooms, including 2 that capture breathtaking water views, along w/ a hall bath. The 3rd level offers flexible space w/ water views, making it ideal for a home office, studio, reading retreat or added storage. Perfectly positioned this home offers the rare combination of tranquil coastal living w/ convenient access to Fairfield's acclaimed restaurants, boutique shopping, train, parks & schools. From sandy beach walks to sunset gatherings, this is more than a home, it is an exceptional lifestyle.

1871 Fairfield Beach Rd, Fairfield
$14,500
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185019 MLS
A furnished beach home set out over Jennings beach! Flexible term rental terms can be discussed. Just Ask. Immaculate modern & custom built w/ 3 bedrooms on the second floor and an additional space or guest suite with a full bathroom on 3rd floor. Fantastic outdoor fireplace, a front porch swing and 4 amazing decks for sunset views at all times. Reclaimed wood flooring, modern shiplap design, contemporary warm kitchen w/ customized cabinetry. Open concept living plan on the main floor with a private front office and built-ins for top-notch organization. Double sliding doors overlook Jennings Beach...out the gate, and to the beach! Fantasize in the beach-inspired surf powder room on the main floor. Steps to the Fairfield Marina, Skate Park, and Playground. Less than 1 mile to downtown shops, restaurants, metro north, and I95. This home is one of the most enjoyable with a luxury tone and materials. Take note of the high-end audio design with a fantastic home theater, movie screen, projector, fast wifi, smart home with Alexa, motorized shades, lights, and Sonos music system.

75 Craig Ct, Fairfield
$2,900,000
ACTIVE Status ⋅ 24175450 MLS
A Rare Opportunity in Fairfield's Most Coveted Neighborhood. As rare as a Ferrari Pininfarina Sergio or a Patek Philippe Sky Moon Tourbillon-each valued around $3 million- 372 Rowland Rd is a once-in-lifetime offering in Fairfield's Beach Area, combining unmatched location, size and potential. This exceptional 1.2-acre parcel, which has had only 1 owner, is ideally situated between vibrant Fairfield Town Center and the quiet exclusivity of Rowland Rd's private beach-w/ Penfield Beach just steps away. A pleasurable walk connects you to the train station, town hall, library, marina, shopping, fabulous restaurants, several beaches and Roger Sherman School. Enjoy the simple pleasure of walking to school. Boasting a prime southwestern exposure, this is the largest, fully developable parcel south of the Old Post Rd. This is a setting that could support an extraordinary 7,000+sq. ft. custom home with a separate 4-car garage, pool, pool house, tennis/pickleball court or party barn/studio. A private gated entrance would crown this future estate . For comparison, homes in the Beach Area-one of Fairfield's most desirable neighborhoods have sold in the millions of dollars, typically on 1/4-acre lot with limited flexibility. This property's scale and freedom are virtually unparalleled, an ideal setting for an architectural significant family compound. This is a blank canvas for a world class lifestyle - where design, leisure and privacy converge (continued).

372 Rowland Rd, Fairfield
$1,299,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24179078 MLS
Nestled at the end of a quiet cul-de-sac, this picture-perfect Cape Cod home has been renovated to perfection from top to bottom & offers spectacular outdoor living complete w/ a newer in-ground pool - Welcome Home to 10 Horace Court. Located in a great beach neighborhood and NOT in a flood zone, this home is a rarity in the beach community. Step inside to discover a bright, open interior filled w/ custom details including built-in cabinetry throughout, designer lighting, shiplap accents, hardwood flooring, elegant color selections, & beautifully remodeled kitchen and baths. Spanning 3 levels, this home lives much larger than expected. The main level features a stunning chefs eat-in kitchen w/ an oversized island & dining area that flows easily into the cozy family room, highlighted by gorgeous custom cabinetry & double French doors opening to the expansive exterior deck - perfect for indoor/outdoor entertaining. Two main-level bedrooms & a beautifully updated full bath complete this level. Upstairs, the primary suite offers a serene retreat along w/ another bedroom, full bath & dedicated gym space or flexible bonus area. The bright, finished lower level w/ exterior access provides endless possibilities for a recreation room, home office, gym or guest space. Outside, the backyard is truly a paradise featuring mature privacy trees, gorgeous landscaping bursting w/ color, multi-tier decking & a newer in-ground pool designed for relaxing. Walk to beach, town, school & parks.

10 Horace Ct, Fairfield
$5,750,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24177449 MLS
Your new fully custom near beach luxury residence is ready for you now... Introducing "White Birch", a masterfully executed collaboration between Fairfield County's premier Architect, Builder, & Designer, sets a new benchmark for bespoke coastal living and the effortless estate lifestyle. Every detail has been thoughtfully curated, every finish intentionally elevated, every inch built with specific intention and the highest level of craftsmanship. Completed in 2025 with gunite pool, hot tub, full outdoor kitchen, new patio & shower with changing stall - no expense was spared. Inspired by the world's finest hotels & surpassing that quality on 3 floors of living space: sophisticated & timeless rooms designed for quiet family time or large scale entertaining, peaceful reading nooks, 4 ensuite Bedrooms which includes the luxurious Primary w/balcony, fireplace, walk-in closets, and spa-caliber bathroom with soaking tub & steam shower; media/playroom with vaulted ceilings and full bath with sauna. Timeless paneling, rich ceiling details, organic textures & fabrics, and harmonious natural stone accents create an atmosphere of understated refinement and enduring beauty. Engineered with advanced smart home technology, commercial grade WiFi, & soundproof insulation ensures a seamless at-home experience. Set within the multi-million-dollar enclave of Fairfield Beach and just a stone's throw to the expansive LIS shoreline, this irresistible residence embodies the art of living beautiful

69 Birch Rd, Fairfield
$3,195,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24176434 MLS
Experience coastal luxury in this exceptional new construction home ideally located in Fairfield's coveted beach/center location. Thoughtfully designed with outstanding craftsmanship & high-end finishes throughout, this stunning residence offers four levels of beautifully appointed living space with 4 bedrooms, 3 full & 2 half baths. The heart of the home is an impressive chef's kitchen featuring premium appliances, custom cabinetry, an oversized island with seating, and seamless flow into sun-filled open-concept living areas perfect for everyday living & entertaining. Gorgeous millwork, designer fixtures, & refined details elevate every room. Complete with a separate dining room & private office, the main level offers an airy layout designed for comfort and style. The second level features three bedrooms including a luxurious primary suite with a walk-in closet and spa-inspired bath. The upper-level en-suite retreat with attached sitting room offers incredible flexibility and ideal for extended family, guests, or an au pair suite. The finished lower level adds additional living space including a full gym and abundant room for recreation, media, or playroom. Outdoor living is equally impressive with professionally landscaped grounds, a private yard, and 2 inviting patio areas ideal for dining and entertaining. A spacious 2-car garage adds convenience and outside storage. Perfectly situated it's walking distance to downtown Fairfield, restaurants, shops, train and beaches.

920 Old Post Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 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
$4,950,000
3 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24174562 MLS
Rarely does a property offer frontage on both Long Island Sound and South Pine Creek. Positioned along a naturally elevated stretch of Fairfield Beach framed by protective dunes, the property enjoys a broad sandy beach at both high and low tide. Located within a residential section of Fairfield Beach away from many public beach access points, the setting offers a unique combination of beach, creek, and open water frontage. Across the street, the South Pine Creek frontage offers water views, sunsets, a detached two-car garage, and remnants of a former dock, offering potential boating opportunities subject to due diligence and approvals. Designed by renowned architect Jack Franzen and featured in Westport Magazine, the home reflects timeless neoclassical design. The thoughtful floor plan places the primary suite on the first floor, while the main living level is elevated above to maximize light and views. A sweeping staircase and interior elevator lead to open-concept living spaces overlooking Long Island Sound. An in-ground spa completes this exceptional waterfront offering. Agent/Owner Related Owner/Broker. Agents: Additional information is available in the disclosure section. Ask about the transferable flood insurance policy and its favorable premium.

1681 Fairfield Beach Rd, Fairfield
$12,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24175413 MLS
Welcome to your dream beach retreat in the heart of Fairfield - just minutes' walking distance to both the beach and vibrant downtown. This bright, beautifully renovated home blends effortless coastal elegance with timeless Serena & Lily-inspired style. Sun-filled interiors, sophisticated finishes, and thoughtfully curated spaces create the perfect seaside sanctuary. Step outside to a fully fenced yard featuring exquisite landscaping, ideal for entertaining, relaxing, or enjoying peaceful summer evenings on your wrap around front covered deck.Whether you're packing a picnic for the beach, strolling downtown for dinner, or slipping on your flip-flops for a sunset walk along the shore, this home offers the ultimate Fairfield lifestyle. Coastal charm, modern comfort, and walkable convenience - all in one exceptional property.

510 Reef Rd, Fairfield
$1,625,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24174169 MLS
Located in the highly desirable beach area of Fairfield, this charming and beautifully maintained 3-bedroom Cape, situated on a corner lot, offers the perfect blend of classic character and modern convenience. The newly remodeled eat-in kitchen features granite countertops and stylish finishes throughout. Enjoy entertaining in the formal dining room with beautiful built-in hutches or relax in the inviting formal living room with a cozy wood-burning fireplace. Hardwood floors run throughout the home, adding warmth and timeless appeal. A cozy family room with sliders opens to the private yard, perfect for indoor-outdoor living and entertaining. Just a short walk to beautiful Jennings Beach, shopping, restaurants, train, and more, this home offers the ideal coastal lifestyle in an unbeatable location.

173 Puritan Rd, Fairfield
$8,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24166712 MLS
*AVAILABLE FOR SHORT TERM AND/OR SUMMER FURNISHED RENTAL - Inquire for availability* What a wonderful way to spend the Summer! Perfect for visiting family/friends, a Summer vacation in Fairfield County, a "Staycation" by the water, or even interim housing before you settle into your forever home. Just steps from the front door to the end of this friendly cul de sac with direct walking access to Sandcastle Playground, Jennings Beach & South Benson Marina with miles of beautiful coastline. Swim, lounge, kayak, paddleboard, boat and enjoy the best Fairfield, CT has to offer! An easy bike ride to explore tennis, par-3 golf, and Fairfield Center for shopping, Summer concert series, and award-winning bars and restaurants. A fully furnished and updated beachside rental! 3 Bedrooms, 2 Full Baths, and Ground Level Den with deep couch. Beautifully updated kitchen with white cabinetry and quartz tops, Living Room with fireplace, & dining room with door to the rear deck and grill. Lush fenced yard. Perfection!

50 Craig Pl, Fairfield
$18,000
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24170293 MLS
STUNNING RENTAL.Renovated 5 Bedrooms, 2 full baths, large Kitchen with a cozy Fireplace. This Home sits on a Private fully fenced Large 0.31 acre yard. This property is ideally located and within walking distance to the Beach and the Town. This home features a large family room, a separate dining room and Renovated Kitchen. Hardwood floors throughout. Pets welcome. Want to Enjoy the Beach's LifeStyle and walk or Bike to the New and Renovated Theater and Farm to Table Restaurants: Look no further; this home has it all; Charm and a Convenient Location. PETS WELCOME !Owner- Agent.

503 Reef Rd, Fairfield
$5,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24170260 MLS
Available immediately through the end of summer. Offered at $5,000 per week or $15,000 per month, including utilities. Stunning water views and a rooftop deck overlooking Penfield Lighthouse. Live at the beach with panoramic water views from nearly every room, highlighted by an exceptional rooftop deck with direct sightlines to Penfield Lighthouse and the Long Island Sound. Nestled between the peaceful Pine Creek and the vibrant Fairfield Beach community, this elevated, FEMA compliant coastal home offers the perfect blend of charm, light, and thoughtful design. Inside, the open layout is flooded with natural light, with oversized windows framing sweeping water views throughout. The home features three bedrooms plus a full top floor flex space, ideal as a fourth bedroom, home office, or private retreat. The bathroom includes a double vanity and tasteful tile, while blonde white oak engineered hardwood floors add warmth and elegance throughout. A sun drenched back deck provides a quiet escape overlooking Pine Creek, and the under home tandem garage offers parking for up to three vehicles. Built with care and coastal flair, this home is perfectly positioned to enjoy all that Fairfield Beach living has to offer.

1140 Fairfield Beach Rd, Fairfield
$16,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24167708 MLS
Welcome to Yai Yai Beach House! 12 Sandy Way offers the ultimate Fairfield summer escape. 2024 construction ideally located on the corner of Sandy Way and Reef Road, less than a half-mile to the beach and an easy walk to both downtown and the shoreline. Just a 30-second stroll to Bud's Deli and one minute to Veteran's Park, this location is second to none. This beautifully furnished 6-bedroom, 3 full bath home spans three levels of living space and features hardwood floors throughout. The first floor offers a seamless flow with a spacious family room, living room, dining area, and a well-appointed kitchen. Step outside to an oversized semi wraparound deck complete with barbecue-perfect for summer entertaining. The home is fully equipped with everything you need, from furniture and linens to kitchenware and small appliances, plus beach accessories for added convenience. Off-street parking for up to six vehicles. Pets considered on a case-by-case basis. Available for the 2029-2030 academic year ONLY.

12 Sandy Way, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24164136 MLS
A rare opportunity to own a premier BEACHFRONT residence offering compelling value in today's luxury market with updated guest home....All BEAUTIFULLY appointed & MOVE IN READY! BEACHFRONT Home~1149 Walk-Out-To-Sand Waterfront AND Guest Home ~1148 fun & updated (2022) just steps to your Private BEACH. Enjoy true beachfront living w/no steps from your main level family room to an expansive patio (see video) where you will enjoy friends & family, waterside entertaining, amazing views. Inside...the best WIDE open floor plan w family & living rms anchored by a see through fireplace.... crafted by a builder for his family & thoughtfully designed to maximize water views.Beachside Main & Upper Walls of Windows let in abundant natural light. 3 Cleverly designed cascading Waterfront bedrooms open to wrap around deck creating private space for each. Wake up to sun-filled rooms & end your day w/sounds of waves &moonlit views. Great Room on mezzanine level w/12 foot ceilings & skylights.Ready to finish 3rd floor offers potential for 1,000+/- SF addn'l living space (home office,bedrooms, sitting area; see virtual photos).Kitchen&all bathrooms in Main Home updated(2025).Host friends & family in beautifully updated (2022)guest home or use as a private home office, both homes have 2 car attached garages & off street parking for 10 cars. Unique oppt'y to own this Fairfield Beach versatile beachfront compound 60 mins to NYC&Mins to Schools, Restaurants, & ALL that Downtown Ffld has to offer

1149 & 1148 Fairfield Beach Rd, Fairfield
$89,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24164523 MLS
HOLISTIC HEALTH LUXURY RETREAT Restoration and longevity await at this oasis of wellness: medical grade hyperbaric oxygen chamber, professional infrared therapy bed and sauna. The private yard situated on nearly one acre glimmers with illuminated fountains cascading into the salt water pool, complete with spa. Prepare your meals at the poolside grill in the outdoor kitchen, and roast marshmallows in the evenings by the large stone fireplace. Enjoy the hydrangeas and greenery while reading a book or simply communing with nature. This luxury home is equidistant (.5 mile) to the Long Island sound beaches and downtown for shopping and fine dining. This is more than a summer rental; it is a restorative seaside sanctuary designed for the discerning traveler.

278 Sunnieholme Dr, Fairfield
$3,900,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24157992 MLS
1008 Fairfield Beach Road- A Masterpiece on Fairfield's Iconic Coastline. Where modern luxury meets coastal elegance. Presented by one of Fairfield County's premier celebrity developers, this extraordinary new construction beach home offers an unparalleled lifestyle with panoramic, unobstructed views of the Long Island Sound with jaw-dropping sunsets. Stand out in the neighborhood with one of the coast's most exclusive rooftop terraces, featuring a state-of-the-art outdoor kitchen, rejuvenating Jacuzzi, gas fireplace, & direct elevator access-perfect for entertaining guests year-round. Step inside & experience exceptional craftsmanship w/ an open, airy layout & views of the water throughout the home. The main level features an open-concept living room, w/ dining area, all bathed in natural light. This true Chef's Kitchen offers custom, handmade cabinetry, top-of-the-line appliances, & spacious deck offering the perfect setting for Al Fresco dining. This expansive home offers 4 generously sized Bedrooms, each with its own luxurious Bathroom, ensuring complete privacy & comfort. The Primary Suite serves as a relaxing sanctuary, complete w/ a spa-like Ensuite Bath, & a serene deck where you can enjoy the sunrise in peace w/ a beverage of your choosing. Buyers also have the unique opportunity to personalize the home's finishes, tailoring every detail to their individual tastes and needs, ensuring this remarkable property becomes a true reflection of their dream lifestyle.

1008 Fairfield Beach Rd, Fairfield
$14,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24157809 MLS
ACADEMIC RENTAL 27/28 AND 28/29 .STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 5 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer: paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times.This home has it all: elegance and a perfect location ! Just under a mile to Metro North and downtown and just few feet to the Beach. Relax this Summer and taste the local Lobster Rolls at Captain Cove, bike to South Benson' Marina to see the sail boats or bring your picnic to the Beach. Sunrise yoga on the Beach or divine pastel Sunsets are sure to seduce you. Live here. Laugh here. Life is good.

928 Reef Rd, Fairfield
$13,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24156651 MLS
STUNNING Rental steps from the Beach. Quality and elegant 2021 ew Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 5 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer : paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times.This home has it all: elegance and a perfect location ! Just under a mile to Metro North and downtown and just few feet to the Beach. Relax this Summer and taste the local Lobster Rolls at Captain Cove, bike to South Benson' Marina to see the sail boats or bring your picnic to the Beach. Sunrise yoga on the Beach or divine pastel Sunsets are sure to seduce you. Live here. Laugh here. Life is good.

997 Reef Rd, Fairfield
$12,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24156638 MLS
STUNNING IMMACULATE Rental steps from the Beach. Quality and elegant 2018 New Construction built by renowned builder; Trofa Enterprises. This gorgeous home offers a beautiful open floor plan for entertaining and family gatherings. The first floor grants us a chef kitchen leading to a large family room flooded with natural light and a balcony with Nature views such as a Bird and Butterfly sanctuary. Upstairs; you will find 5 generous bedrooms with their respective ensuite bathrooms. Enjoy all what the Beach Lifestyle has to offer: paddle-boarding, kayaking, picnics on the jetties, fishing or sunbathing. Just a bike stroll to Fairfield's downtown where art and music, shopping, festivals and dining farm to table are just few of the locals' favorite past times. AVAILABLE 6/1/25 TO 8/24/25 This home has it all: elegance and a perfect location ! Just under a mile to Metro North and downtown and just few feet to the Beach. Relax this Summer and taste the local Lobster Rolls at Captain Cove, bike to South Benson' Marina to see the sail boats or bring your picnic to the Beach. Sunrise yoga on the Beach or divine pastel Sunsets are sure to seduce you. Live here. Laugh here. Life is good.

930 Reef Rd, Fairfield
$4,300,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24155905 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

378 Penfield 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.