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$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
$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
$12,000,000
7 Beds ⋅ 10 Baths ⋅ ACTIVE Status ⋅ 24161896 MLS
This offering is for 4800 Congress St, a one of a kind estate consists of main residence on 10.92 acres, pool, barn pool house/gym, heated paddle court, and an office pavilion. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street,offering seclusion with proximity to NYC. The former home of Richard Rodgers, composer of The Sound of Music, the mid-century main residence was expertly restored, and all systems upgraded and integrated. The expanded footprint incorporates 7 bedrooms and 7 full baths, all with views over the open landscaped property. Lofty ceilings and walls of glass create magical interior spaces, a perfect setting for an art collector. Separate wings radiate off the main rooms. Each space has impeccable thoughtful detail. 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, and pool, make this a perfect athlete's compound. An office pavilion is set privately in a quiet garden area. The landscape offers open vistas, meadows and an orchard. Live in ultimate style and easy elegance at this private retreat a quick commute to NYC and airports.. A private haven surrounded by a 155 acre nature preserve just minutes to Westport, Greenwich, and convenient to NYC and airports.

4800 Congress St, Fairfield
$8,696,000
7 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 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, 688 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 9,422SF 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 & many more wows

688 Hulls Farm Rd, Fairfield
$6,499,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 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
$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
$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
$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
$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
$4,900,000
6 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24184556 MLS
As you enter 80 Governors Lane down a private driveway, discover an 8.5-acre estate blending timeless elegance with serene privacy. This circa 1933 farmhouse, designed by architect Jack Franzen and beautifully restored, features wide plank black walnut floors, exposed beams, and a bread oven fireplace. Six spacious bedrooms include a luxurious Primary Suite with vaulted ceilings, carved mantle fireplace, dual walk-in closets, and a private balcony. Five full and two half baths feature tumbled marble flooring and marble vanities for spa-like comfort. Warm living spaces with fireplaces and tall windows create perfect gathering spots, including a Formal Dining Room, a Den with wet bar, and a cozy Family Room. The chef's kitchen boasts custom cabinetry, Jerusalem stone countertops, a copper sink island, banquette dining, and terraces for al fresco meals. A heated breezeway links to a restored Goodspeed Farm barn, plus a one-bedroom apartment and a three-car garage for multi-generational living. The Pool House offers cathedral ceilings, a granite bar, and doors to stone terraces overlooking a heated Gunite pool, spa, and pond. Enjoy privacy with convenient access to top schools, fine dining, cultural venues, beaches, and NYC trains-an extraordinary sanctuary harmonizing nature and refined living.

80 Governors Ln, 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
$4,500,000
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
$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
$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
$3,988,000
4 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24184587 MLS
Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 8,000 sq ft, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces, and expansive windows that frame tranquil pond views. A double height foyer with floating staircase introduces sunlit living spaces that move naturally from formal rooms to a chef's kitchen appointed with double Sub-Zero and Wolf appliances, quartzite surfaces, and a built-in bar adjoining the family room, while a main level suite provides flexibility for guests or a private office. Upstairs, the primary suite features vaulted ceilings, a fireplace, walk-in closets, and dual marble baths with heated floors, accompanied by two additional en suite bedrooms and a laundry room. The walkout lower level offers additional living space with a fireplace, kitchenette, wine room, full bath, and flexible areas for guests, work, or recreation. Exterior stonework, a metal roof, terraces with fire pit and built-in grill, smart home technology, generator, and all new systems complete the property, with community amenities including a staffed gatehouse, clubhouse, pool, tennis courts, and private roads minutes from Fairfield and Westport town centers, area beaches, and rail access to NYC!

475 Fence Row 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
$3,850,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24181784 MLS
This is why so many people fall in love with Southport. Set on an extraordinary .83-acre parcel in the heart of the Village, this circa 1874 residence captures the charm, character, and lifestyle that have made Southport one of New England's most treasured coastal communities. Approached by a long drive and set well back from Harbor Road, the home enjoys a level of privacy rarely found in the Village. Hidden from the road, it offers a sense of seclusion that is increasingly difficult to find. Rich with period details and timeless architectural character, the 5 bedroom, 4 full and 1 half bath home sits at one of the highest points on Harbor Road, where cooling summer breezes are a welcome feature. The property also includes a classic antique barn, pool, pool house, attached one-car garage, and detached two-car garage, creating a setting ideal for both everyday living and entertaining. While the home presents an exceptional opportunity for renovation and enhancement, its greatest assets cannot be replicated: its setting, scale, history, and location. For the next steward, it offers the chance to reimagine a treasured Southport property while preserving its authenticity and charm. Enjoy a quintessential Southport lifestyle with easy access to the Village, train station, Pequot Yacht Club, and the soon-to-open Southport General Store and Rose Hill Kitchen. Last offered for sale in 1989, opportunities like this rarely come to market. A true Southport gem ready for its next chapter

406 Harbor Rd, Fairfield
$3,750,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24132064 MLS
Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among notable estate properties and near Brett Woods Conservation Area (186 acres) and the Roy and Margot Larsen Wildlife Sanctuary (155 acres), with convenient access to the centers of Fairfield, Southport, and Westport and approximately 55 miles to Manhattan. Construction will begin after purchase and execution of the build contract. The site is approved for a pool, and a pool house can be added at additional cost. Also offered as land only, MLS #24114632, asking $1,300,000. Concept drawings, renderings, and photos are for design intent and aesthetic review. A rare opportunity to build in bucolic Greenfield Hill.

22 Brett Rd, Fairfield
$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
$3,500,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194823 MLS
Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail.

24 Tide Mill Ter, Fairfield
$3,400,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24189678 MLS
Privately sited in the heart of Greenfield Hill, this updated home blends European-inspired architecture with the modern comforts today's luxury buyers value most. Rich in character, it offers soaring ceilings with exposed wood beams and skylights, wide-plank hardwood floors, custom built-ins, antique mantels, and repurposed antique doors throughout. The dramatic family room flows to a private office, wet bar, and chef's kitchen beneath an expansive skylight. The desirable first-floor primary suite has been transformed with a new spa bath, new gas fireplace, and atrium with a private entrance. Upstairs, a second primary suite features an en-suite bath, dressing room, fireplace, and private balcony. A renovated one-bedroom guest residence with new flooring, updated kitchen and bath, washer/dryer, and private entrance is ideal for extended family, guests, an au pair, or home office. Extensive improvements include a generator, water purification system, drainage system, irrigation, security system with cameras, restored and re-stained roof, renovated mudroom/laundry room, gardens with bluestone walkways and raised beds, and new front fencing. Expansive terraces overlook beautifully landscaped grounds with mature specimen trees and perennial gardens. Just minutes from town, beaches, train, restaurants, and Fairfield Country Day School, this exceptional Greenfield Hill property offers timeless character, privacy, and extensive improvements. Ready to enjoy from the day you arrive!

1760 Hillside 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
$3,125,000
6 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24188287 MLS
Nestled on a private lane, this Southport luxury estate offers a pin-drop quiet setting just minutes from Southport Village, Southport Harbor, the Southport train station, I-95, and the Merritt Parkway. Set on over two level acres, it blends tranquility and convenience. The home features six bedrooms, including a gracious first-floor primary suite with a fireplace, dual spa-like bathrooms, separate dressing areas, and French doors opening to landscaped gardens. A wood-paneled library with a wet bar and a guest suite with a private staircase and full bath add character and flexibility. The country kitchen features wide-plank pine floors, tiled countertops, and Traulsen and Wolf appliances. Outside, an expansive pool, stone terrace, outdoor fireplace, private lighted hardtop sport court, and nine-stall barn showcasing original architectural details complete the setting. Formerly owned by Hall of Fame quarterback Joe Namath.

420 Morehouse Ln, Fairfield
$2,850,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24188324 MLS
Spectacular custom estate built by Andy Frank in prestigious Greenfield Hill featuring a rare first-floor primary suite w/fireplace, spacious WIC, luxurious spa bath & vaulted ceiling -- a true standout for convenient main-level living. Set on over 2 magnificent landscaped acres on a double cul-de-sac, this home delivers resort-style living w/exceptional privacy. Outside, an oversized free-form gunite pool w/waterfall anchors spectacular entertaining & relaxing areas, complemented by stone walls, a large stone patio, and lovely deck - and enhanced by beautiful mature plantings & deer fencing. Inside, a dramatic double-height foyer w/marble floor leads into a custom EIK with quartz countertops, an oversized island & pantry that opens seamlessly to the lovely family/living room & idyllic backyard. Another larger family room features a custom bar, pool table, built-ins, and a half bath. Three fireplaces, a first-floor library/office, custom laundry room & two staircases complete the first floor. Upstairs, the second floor offers four large bedrooms & two beautifully full baths. The finished walk-out LLevel is an entertainer's dream, complete w/custom wine cellar, full bath, wet bar, multiple entertaining zones, storage rooms & gym space. Exquisite millwork & detail throughout. This private, spacious setting is a short drive to the train for NY commuters, & to vibrant shops, restaurants & the energy of downtown Fairfield & Westport. Natural gas completes this special property.

73 Foggwood Cir, 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
$2,699,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24191278 MLS
Welcome to Southport! 42 Anvil Rd is a truly custom home, distinctly different in quality and design from the neighboring Toll Brothers builds. Situated on a quiet cul-de-sac with only six homes and backing up to conservation-protected land, it offers exceptional privacy and a serene setting. Step out back to the elevated Brazilian Ipe deck which provides the perfect space for relaxing mornings and sunset dinners. Savor the quiet! Thoughtful details fill every room, from the handsome custom walnut Kitchen island to the stunning Family Room with soaring cathedral ceilings, plentiful windows and French Doors and unique custom finishes throughout. Work from home in the private Office on the main level with a view of your back yard. On the second level, the spacious Primary Suite features spa-inspired luxury with custom wood accents, while three additional Bedrooms accommodate your family and guests beautifully. Do not miss the extraordinary additional living spaces in the Walkout Lower Level including the 5th Bedroom with ensuite Full Bath, a Recreation Room, heated/cooled Full size Gym with 9+ foot ceilings and a heated/cooled two car Garage. 42 Anvil provides versatile living options with the ultimate thoughtful detail. This home is more than just a house, it is a peaceful sanctuary crafted for those who appreciate bespoke design and quality. Come see for yourself how 42 Anvil Rd redefines living in coveted Southport.

42 Anvil 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 2025-'26 & '26-'27 college academic calendar years (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
$2,650,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24173048 MLS
A gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport town await. Natural beauty, brilliant architecture, craftmanship & updates combine to make this home a standout. Featuring 12 rooms flooded w/ light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers so much w/ dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Numerous updates throughout include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. The exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories for its next chapter.

3007 Redding Rd, Fairfield
$2,595,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 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
$2,499,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE Status ⋅ 24190034 MLS
Welcome to 3080 Sturges - Fully Renovated Home set on 2.44 private acres in Fairfield's Greenfield Hill enclave on the Westport border. Offering a Westport mailing address together with Fairfield's acclaimed schools and amenities, this 7,317-square-foot modern residence blends architectural scale with contemporary comfort and luxury. A dramatic two-story foyer introduces interiors defined by soaring ceilings, skylights, and oak hardwood floors throughout the home. Just off the foyer, a screened porch offers a peaceful setting for indoor-outdoor living and entertaining. Designed for both everyday living and entertaining, the main living spaces center around a gourmet eat-in kitchen appointed with Sub-Zero refrigeration, a Wolf range, Wolf double ovens, Wolf built-in microwave, Miele dishwasher, Marvel undercounter ice machine, quartz countertops, and a gas fireplace. Complementing the kitchen is a walk-in pantry featuring a second full refrigerator, wine refrigerator, and custom cabinetry for exceptional storage and organization. Adjacent to the kitchen, the formal dining room features custom built-in cabinetry and ample space for entertaining. Additional highlights include a grand living room with dramatic cathedral ceilings, expansive skylights, and exceptional scale, flowing into an adjacent music room with a custom tray ceiling. The home also features a private office with fireplace, billiards lounge, fitness studio, and a second laundry room.

3080 Sturges Hwy, Fairfield

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