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$6,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202657 MLS
Spacious, bright, and beautifully maintained, this 4-bedroom, 2.5-bath home offers an ideal combination of comfort, convenience, and an easy Fairfield lifestyle. Enjoy 9-foot ceilings, central air, gas heat, and an attached two-car garage. The main level welcomes you with a generous foyer and a comfortable, open flow. The eat-in kitchen opens directly to the family room with fireplace, creating a natural gathering space for everyday living. Just off the kitchen, the dining room features large windows and flows into the living room, which could also work beautifully as a home office or additional sitting room. The flexible layout is equally well suited for relaxing at home or entertaining. Upstairs are four generously sized bedrooms, including a spacious primary suite with a private bath and walk-in closet. Second-floor laundry adds everyday convenience. Best of all, you're close to everything that makes Fairfield such a desirable place to live-downtown shops and restaurants, the train station, beaches, golf, and tennis. Dining Room light fixture belong to the current tenant and is excluded. Agent related to owner.

864 Oldfield Rd, Fairfield
$1,495,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205674 MLS
SOUTHPORT CHARM, WALK TO EVERYTHING.... Ideally situated in the coveted town of Southport, this custom designer residence offers an exceptional opportunity to enjoy the very best that Southport has to offer. Thoughtfully designed for today's lifestyle to maximize both space, functionality and style, the home features an open-concept main level with seamless living offering gas fireplace, in-ceiling speakers, foyer w/glass staircase, Marvin floor to ceiling windows and KLAR steel doors. The bespoke kitchen features Aurea Stone island & floating display shelf, stainless Bosch appliances, induction range & wine cooler. The second floor is anchored by a fabulous primary suite featuring a custom walk-in closet and a beautifully appointed spa-worthy bathroom with soaking tub. An additional guest bedroom with ensuite bath and a light filled office complete the 2nd level. The 3rd floor loft space offers library/study space with custom built-in bookcases and bedroom with built-in bed. A fabulous light filled home with 6" white oak character hardwood flooring throughout. Work from home or work out at home with the temperature controlled detached office, gym or studio. Plentiful storage and large cedar closet in the finished lower level. Lovely outdoor entertaining space with evergreen privacy hedges, bluestone patio and outdoor speakers and wifi. An enviable location, timeless appeal, and the ease of having everything within reach make this a truly special offering.

624 Center St, Fairfield
$2,499,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205683 MLS
Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield
$1,299,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24201368 MLS
A coveted combination of coastal privacy, walkable convenience and exceptional outdoor living, this exquisitely updated Cape in Fairfield's coveted Beach neighborhood offers an enviable lifestyle just minutes from the shoreline, Southport Village, Metro North train, Par 3 golf, and local favorites. Recent updates include a brand-new HVAC system and updating to natural gas, adding comfort & efficiency and the installation of a full fenced yard adding peace of mind and privacy. A major renovation and addition completed in 2018 added a dormer, roof, windows, mudroom, fireplace, bathroom, and other thoughtful improvements. Filled with natural light and timeless character, the home features an inviting living room with a striking stone fireplace and a spacious kitchen with white shaker cabinetry, leathered granite countertops, stainless steel appliances, and a generous island making meal prep a cinch. An open dining area is perfect for entertaining, while the mudroom offers everyday functionality and direct access to the deck. Outdoor living truly shines with an oversized Trex deck and bluestone patio overlooking peaceful marsh views and the private, fully fenced yard. Enjoy morning coffee, summer dinners, or evenings gathered around the fire pit. With its stylish updates, new HVAC, private fenced grounds, and coveted Beach location, this home offers a refined Fairfield lifestyle where coastal charm meets modern comfort and everyday ease.

877 S Pine Creek Rd, Fairfield
$3,500
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24201683 MLS ⋅ Southport Woods BLDG.
Enjoy this bright and airy, second-floor unit at the sought after Southport Woods complex! Fantastic kitchen with plentiful custom cabinets and ample granite counter space. Washer & dryer in the unit. The spacious living room and dining area create a relaxing living space. The large, private deck affords an additional area to unwind. Play paddle and cool off afterwards in the sparkling, inviting pool! Terrific location - close to shops, beach, train and highway.

109 Southport Woods Dr Unit 109, Fairfield
$1,249,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24200355 MLS
Welcome to the lovely village of Southport! This beautifully updated Colonial offers a wonderful blend of classic charm, comfortable living, and a prime location. From the moment you enter the inviting foyer, you will appreciate the warmth and character of this lovely home. The living room features gleaming hardwood floors and an abundance of natural light, flowing seamlessly into the formal dining room-perfect for entertaining family and friends. When the weather permits, take the gathering outdoors to the private deck overlooking the spacious backyard, gardening, or simply relaxing. The second floor offers a versatile family room with a fireplace, hardwood floors, and two spacious closets. This flexible space could easily serve as an additional bedroom, home office, or cozy retreat. The primary bedroom features hardwood floors and a full bath with tub and shower. A walk-up attic provides excellent additional storage and offers exciting possibilities for future living space, whether you envision a home office, studio, or expanded primary suite. The finished basement provides even more flexibility and is ideal as a playroom, recreation area, home office, or additional gathering space.

35 Sherwood Pl, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200591 MLS
What began as the restoration of sea captain Ward Bulkley 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled staircase, a hidden speakeasy offers an unexpected nod to another era-one of the many details that makes this home so intriguing. The home offers 5 bedrooms, 5 full and 2 half baths, with the rare flexibility of a first- or second-floor primary suite. Set on .8 acres with seasonal water views, a pool and spa, and outdoor sauna, 298 Harbor Road achieves something exceedingly rare: a remarkable convergence of history, exceptional design and modern luxury in the heart of Southport Village.

298 Harbor Rd, Fairfield
$16,500
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199574 MLS ⋅ Southport Green BLDG.
Rarely available in the heart of Southport, this beautifully updated three-level townhouse at Southport Green is a true showpiece, offering exceptional space, light, and location. Soaring ceilings, dramatic stairwells, and walls of windows fill the open living room with natural light and flow into the adjoining dining room. An updated eat-in kitchen with island and seating for five features a Sub-Zero refrigerator and Wolf gas range and opens to a large family room, creating an ideal setting for everyday living and entertaining. The primary bedroom suite includes an adjoining office/sitting room, while two additional bedrooms each feature ensuite baths and walk in closets. A separate den/office offers flexibility as a home office, guest space, or potential fourth bedroom. A dedicated laundry room, abundant storage, and thoughtful updates throughout make this home as functional as it is beautiful. A private terrace provides a wonderful outdoor retreat for morning coffee, dining, or relaxing. Best of all, Southport is right outside your door. Walk to Equinox, Artisan, the Southport Train Station, harbor, Pequot Yacht Club, Paci, Gray Goose Tavern, and Southport Village. Enjoy the rare combination of a sophisticated, spacious home and the ability to walk to nearly everything that makes Southport so special. A truly wonderful place to call home.

16 Elmwood Dr Unit 16, Fairfield
$1,397,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24199320 MLS ⋅ Pequot Landing BLDG.
Beautiful End Unit, Perfectly situated in Southport, this beautifully appointed 3-bedroom, 3.5-bath Colonial townhouse end unit offers an exceptional lifestyle just moments from village shops, restaurants, Southport Harbor, and the Metro-North train. Thoughtfully updated, the remodeled kitchen features quartz countertops, a sleek backsplash, and premium Bosch appliances, centered around a generous island-opening seamlessly to a private deck, ideal for entertaining. The open living and dining areas are anchored by a striking double-sided gas fireplace and hardwood floors. The walk-out lower level provides versatile additional space with a full bath and sliders to a private bluestone patio-ideal for relaxing or entertaining. Upstairs, the primary suite offers vaulted ceilings, a spacious walk-in closet, and a beautifully appointed marble bath. Recent updates include new carpet in the primary bedroom and freshly stained upper-level hallway floors. Extensive improvements include a brand-new Electrolux central vacuum system, new washer and dryer, new HVAC system, and a new hot water heater-delivering true turnkey living. Additional features include natural gas heat, central air, main-level laundry, and a 2-car attached garage, with the option to add an elevator. A rare opportunity to experience living in one of Fairfield County's most sought-after coastal communities.

71 Aberdeen Way Unit 71, Fairfield
$4,400
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195262 MLS
THIS IS A SHORT TERM RENTAL FOR 4 TO 5 MONTHS MAXIMUM... Nestled on one of Southport's most beloved streets, 111 Mill Hill Road blends classic charm with turnkey comfort. This 3-bed, 2-bath Cape offers ~2,746 sq ft of living space on nearly an acre-so you get room to breathe, entertain, and unwind. The first level features newly finished hardwood floors and a newer kitchen, with updated baths that keep the day-to-day effortless. A flexible main-floor playroom/den can serve as a fourth bedroom with a closet, and the walk-out lower level adds untapped potential for a home gym, studio, or storage without sacrificing style upstairs. Outside, the large private backyard feels like a hidden oasis-perfect for weekend hangs or quiet mornings with coffee. And the location? Moments to Southport Village, harbor, beaches, and the Metro-North train-giving you coastal living with quick NYC access and everyday conveniences close by. If you want a Southport rental that delivers character, space, and lifestyle in one package, this is it.

111 Mill Hill Rd, Fairfield
$1,550,000
ACTIVE Status ⋅ 24187939 MLS
Exceptional development opportunity in Fairfield! Offering approved plans for a new 20-unit multifamily residential community in a highly convenient location. The proposed four-story building features 20 apartments comprised of 12 one-bedroom and 8 two-bedroom units, including 6 designated affordable housing units. Plans include elevator access, covered parking, resident lounge, fitness center, tenant storage, and professionally designed site improvements. A rare opportunity for builders and developers to acquire a shovel-ready project with thoughtfully designed floor plans and modern amenities. Conveniently located near shopping, restaurants, public transportation, I-95, and Fairfield's vibrant town center. Approved plans and supporting documentation available upon request.

110 Woodrow Ave, Fairfield
$3,995,000
6 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24198399 MLS
Tucked behind mature landscaping on a beautifully private 1 acre setting, this extraordinary Southport residence is a home that reveals itself slowly, filled with warmth, character, and timeless craftsmanship. Designed for both everyday living and effortless entertaining, the nearly 6,000 SF home offers 6 bedrooms, 5.5 baths, soaring beamed ceilings, reclaimed wood, antique doors, wide-plank floors, and an exceptional collection of gathering spaces. The heart of the home is an inviting chef's kitchen that opens seamlessly to the family room, while the dramatic great room, lined with floor-to-ceiling bookcases and a library ladder, creates a space unlike anything else on the market. A private 1st floor guest suite, elegant library, and luxurious primary suite with fireplace complete the home's thoughtful design. Outside, the property feels more like a private resort than a backyard. Stone terraces surround a spectacular Gunite pool and spa with 3 cascading fountains, complemented by a beautifully appointed pool house, covered outdoor dining beneath a bamboo canopy, built-in grilling area, fire pit, and integrated sound system, creating an unforgettable setting for summer gatherings or quiet evenings at home. Located just minutes from Southport Village, beaches, Metro-North, restaurants, shopping, and top-rated public and private schools, 1061 Cedar Road offers the rare combination of architectural distinction, exceptional privacy, and an effortless Connecticut lifestyle.

1061 Cedar Rd, Fairfield
$10,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24197720 MLS
WATERFRONT PROPERTY ON SOUTH PINE CREEK! This inlet leads to the sound. Nature paths lead to South Pine Creek Beach. Bring your boat and dock it right here. All inclusive rental with landscaping included, plus cleaning service twice a month. Furnished with everything you need including linens if you would like. All utilities included, including internet, electric water, gas, 2 large screen tv's, tesla charger, floats, kayaks, paddle boards, gas grill, gas firepit, manmade beach, lounge chairs outdoor table with umbrella, out door shower, plenty of parking! Landscape and lawn included. Wake up to water views and plenty of nature. Private beach access across the creek. Walk the nature paths or walk to play golf at the par three or play ball at the near by field, or tennis right down the road. This rental is pure serenity on the water. Open floor plan with 2-3 bedrooms, third bedroom is bedroom with murphy bed and office area with printer; updated throughout including baths and kitchen . Charming home is ready for your enjoyment. Nothing to do but bring your clothes and personal items. First floor bedroom and bath and master bedroom upstairs w master bath and views of the water.

135 Old Dam Rd, Fairfield
$5,950
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195606 MLS
Experience luxury living in the heart of Fairfield with this exceptional three level condominium that blends timeless elegance with modern convenience. From the moment you step inside, you'll be welcomed by soaring ceilings, rich hardwood floors, crown molding, and recessed lighting that create a bright, sophisticated atmosphere throughout. The open concept main level is designed for both everyday living and effortless entertaining, featuring a stunning kitchen with granite countertops, breakfast bar, abundant cabinetry, and seamless flow into the dining area with access to a private balcony. Relax in the inviting living room with custom built ins and a cozy fireplace, or retreat to the expansive lower level family room complete with a second fireplace. Upstairs, both spacious bedrooms offer oversized walk in closets, while the luxurious primary suite features vaulted ceilings and a spa inspired bath with a soaking tub, oversized tiled shower, and large linen closet. An elevator provides convenient access to all three levels, and the under house two car garage adds too the everyday ease. Ideally located near downtown Fairfield, shopping, dining, parks, the train, and beaches, this remarkable rental offers an elevated lifestyle in one of Fairfield's most desirable locations.

450 Center St Unit 15, Fairfield
$774,999
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24196853 MLS
76 Geneva Terrace is a sweet 1,008-square-foot Ranch that delivers effortless one-level living on a peaceful, tree-lined side street. Situated just off the main road, this location provides exceptional access to Fairfield's renowned beaches, the train station, and the vibrant town center. Recently renovated throughout, including floors, the bathroom, and kitchen - cabinets, countertops and appliances. The Primary bedroom and walk in closet allow for luxury space, and high end finishes. The living room features a large bow window that fills the home with natural light, a theme that continues into the expansive 224-square-foot three-season porch. This additional space, boasting rich wooden paneling and a colorful slate floor, overlooks a private backyard and serves as a perfect spot for relaxation. The kitchen includes oak cabinetry and a gas cooktop, positioned conveniently next to the porch entrance. Below the main level, discover approximately 1,000 square feet of semi-finished basement space, complete with a half bath, a walk-in cedar closet, and a built-in bar area. This versatile lower level provides an ideal setup for a home office, playroom, or additional family room space. Outside, the property includes a storage shed and a fenced yard.

76 Geneva Ter, Fairfield
$2,675,000
5 Beds ⋅ 6 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197346 MLS
Beautifully crafted new construction in coveted Southport by a three-time HOBI Award-winning builder, with anticipated completion in Spring 2027. Set on a serene .43-acre property, this thoughtfully designed home will offer over 5,200 square feet of finished living space across four levels, including third-floor bonus space and a walk-out lower level. Featuring 5 bedrooms and 5.5 baths, the home will offer timeless design, refined craftsmanship, and modern comfort. The sun-filled main level provides an open-concept layout with 4-inch white oak hardwood floors, a chef's kitchen with Thermador appliances, custom cabinetry, quartz countertops, and a walk-in pantry, plus a spacious family room with a gas fireplace and access to a paver patio for easy indoor-outdoor entertaining. Upstairs, the primary suite includes a spa-like bath with heated floors, alongside 3 additional bedrooms and a laundry room. The third floor adds a home office, bonus space, and full bath, while the walk-out lower level includes a gym, media lounge, and private guest suite. Additional features include spray-foam insulation, 5-zone HVAC, EV charger, and 2-car garage. Ideally positioned near Fairfield's beaches, vibrant downtown, highly regarded schools, and Metro-North, the home offers an effortless commute paired with coastal charm and a welcoming sense of community. Early buyers may have the opportunity to customize select finishes and make this extraordinary Southport residence their own!

476 Mill Hill Ter, Fairfield
$4,500
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24195930 MLS ⋅ Southport Woods BLDG.
Here's your chance to live in a three-bedroom unit at the prestigious Southport Woods Condominiums. This second-floor home is well-appointed, featuring a bright, white eat-in kitchen and a very spacious living/dining room combination complete with a cozy fireplace. A full wall of glass opens to a large covered balcony, bringing in an abundance of natural light and pretty views. The layout includes three generous bedrooms, highlighted by a primary suite with a walk-in closet and a marble bath. An additional marble hall bath with a tub services the other two bedrooms. Enjoy the added convenience of reserved parking, an in-unit washer/dryer, and a dedicated hall storage closet right outside your front door for extra organization. Take advantage of late-summer swims in the sparkling pool, along with access to the community clubhouse and paddle tennis courts. Southport woods is conveniently located with quick access to local beaches, dining, shopping, the Post Road, and I-95.

106 Southport Woods Dr Unit 106, Fairfield
$2,275,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24195780 MLS
Another exceptional new construction by a well-known local builder! Now is the perfect opportunity to meet with the builder and customize this beautifully designed home to suit your lifestyle. Offering approximately 2700 square feet of thoughtfully designed living space, plus additional finished space in the basement, this home features 4 levels of living, 4 spacious bedrooms, and 3.5 luxurious baths. The open-concept floor plan is ideal for both everyday living and entertaining, with quality craftsmanship and high-end finishes through out. Located on a quiet street in the highly desirable Sasco neighborhood, you'll enjoy the convenience of walking to downtown, two beautiful beaches, and nearby nature trails. The property is outside the flood zone and offers plenty of room for a pool, creating the perfect setting for your own private backyard retreat. Don't miss this rare opportunity to personalize a brand-new home in one of Fairfield's most sought-after coastal neighborhoods.

75 Spinning Wheel Rd, Fairfield
$1,799,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24192571 MLS ⋅ South Pine Creek Duplex BLDG.
Customize your own beautifully crafted new construction in Fairfield's highly desirable Sasco Hill/South Pine Creek neighborhood, perfectly positioned between town and the beach. Enjoy an exceptional lifestyle just minutes from Pine Creek and Sasco Beaches, Southport Harbor, golf, tennis, the train, and Fairfield's vibrant town center-all within approximately one mile or less. Thoughtfully designed and built by respected local builder Associated Development, this home blends timeless architecture with quality craftsmanship and sophisticated finishes throughout. The flexible floor plan is designed for easy licing. The ground level features a garage, spacious mudroom, and a covered loggia that creates the perfect setting for outdoor entertaining. The sun-filled main level offers 9-foot ceilings, a beautifully appointed custom kitchen that opens seamlessly to the living and dining spaces, a welcoming family room with a fireplace and custom built-ins, and a private study ideal for working from home. Upstairs, the serene primary bedroom features a luxurious bath and generous walk-in closet, accompanied by two additional bedrooms. The third floor expands the home's versatility with a fourth bedroom, full bath, and bonus room-perfect for guests, a playroom, fitness space, or media room. Offering the rare opportunity to enjoy brand-new construction in one of Fairfield's most sought-after coastal neighborhoods, this duplex. Act now, still time to customize finishes!

615 S Pine Creek Rd, Fairfield
$950,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182336 MLS
Rare opportunity in Fairfield's highly sought-after Beach Area! This 3-bedroom, 1,400 SF ranch offers an exceptionally rare combination of location, lot, and future potential. Just a short walk to South Pine Creek Beach and only a quarter mile from the prestigious Sasco Hill neighborhood, you'll also enjoy easy access to downtown Fairfield, the train station, restaurants, shops, and beaches. According to MLS history, 3-bedroom ranches with attached 2-car garages in both the Beach Area and Fairfield Center have been virtually nonexistent over the past decade, and this home's generous footprint makes it an ideal candidate for a second-story addition, with architectural plans included showing approximately 3,700 SF upon completion, along with a remodeled first floor. (see all photos for exterior front and back ) Based on recent neighborhood sales, expanded homes have exceeded $2 million. Partially finished lower level, private fenced yard, and no reported storm-related issues during recent major coastal storms. Renovate, expand, or enjoy as is. An outstanding value-add opportunity in one of Fairfield's most desirable neighborhoods. It's time for your new beach area home!

102 Geneva Ter, 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
$5,995,000
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
$2,050,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24174341 MLS
Set on a level and flat .24-acre lot in the highly sought-after Sasco Hill area of Fairfield, this charming home offers endless opportunities to customize and create your dream living space. Boasting 2,500 square feet of versatile living area, 5 bedrooms- 2 Primary (one w/ full bath, both upstairs), bedroom on main floor, plus 3 full unfinished basements (could easily be finished), a deck, and an outdoor shed. This property perfectly balances comfort and potential. Enjoy unique dual-street frontage, enhancing privacy and offering multiple access possibilities. The fabulous location is walkable from Southport Harbor, Southport Center & train, 10-15 minute walk to Fairfield downtown & train, 5 beaches plus South Benson marina, golf & award winning schools! Equipped with town water, town sewer, and oil heat, this home provides the perfect foundation for your next chapter in one of Fairfield's most desirable neighborhoods. Don't miss the chance to make this wonderful property your own, combining convenience, space, and endless potential in the heart of Sasco Hill.

79 Fairfield Pl, Fairfield
$25,000,000
6 Beds ⋅ 11 Baths ⋅ ACTIVE Status ⋅ 24084663 MLS
Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

1131 Sasco Hill Rd, Fairfield

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