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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.

5 Beds ⋅ 7 Baths ⋅ 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

$2,950,000

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.

6 Beds ⋅ 7 Baths ⋅ 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

$2,675,000

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!

5 Beds ⋅ 6 Baths ⋅ 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

$2,000,000

Set on one of Southport's most coveted streets, this gracious 4 bedroom, 4 bath Colonial offers over 5,200 square feet of finished living space on more than a half acre. Thoughtfully designed for both everyday living and entertaining, the main level features a formal living room and dining room, custom millwork throughout, a spacious eat in kitchen with a dedicated dining area, an inviting family room with fireplace and access to the deck and private backyard, plus a dedicated home office. The upper level is highlighted by an expansive primary suite with two generous walk in closets, a beautifully appointed bath and private sitting room offering flexibility as a fifth bedroom, nursery, office or fitness space. Three additional bedrooms include one with an en suite bath, while the other two share a Jack and Jill bath. Upper level laundry completes this floor. The finished lower level adds over 1,600 square feet for a media room, recreation room, gym or guest space. Generous closet space, mature landscaping and wonderful indoor and outdoor living create a home that feels both refined and comfortable, with room to gather, entertain and grow. From quiet evenings by the fireplace to summer dinners on the deck, the home offers spaces that are meant to be enjoyed. Just minutes from Southport Village & Beach, Pequot Library, golf, shopping, dining and Metro North, this is an exceptional opportunity to enjoy the space, privacy, convenience and lifestyle that make Southport so special.

4 Beds ⋅ 5 Baths ⋅ 24203819 MLS

Set on one of Southport's most coveted streets, this gracious 4 bedroom, 4 bath Colonial offers over 5,200 square feet of finished living space on more than a half acre. Thoughtfully designed for both everyday living and entertaining, the main level features a formal living room and dining room, custom millwork throughout, a spacious eat in kitchen with a dedicated dining area, an inviting family room with fireplace and access to the deck and private backyard, plus a dedicated home office. The upper level is highlighted by an expansive primary suite with two generous walk in closets, a beautifully appointed bath and private sitting room offering flexibility as a fifth bedroom, nursery, office or fitness space. Three additional bedrooms include one with an en suite bath, while the other two share a Jack and Jill bath. Upper level laundry completes this floor. The finished lower level adds over 1,600 square feet for a media room, recreation room, gym or guest space. Generous closet space, mature landscaping and wonderful indoor and outdoor living create a home that feels both refined and comfortable, with room to gather, entertain and grow. From quiet evenings by the fireplace to summer dinners on the deck, the home offers spaces that are meant to be enjoyed. Just minutes from Southport Village & Beach, Pequot Library, golf, shopping, dining and Metro North, this is an exceptional opportunity to enjoy the space, privacy, convenience and lifestyle that make Southport so special.

305 S Gate Ln, Fairfield

$1,495,000

Welcome to 85 Osborne Place - this beautifully updated 5-bedroom, 2.5-bath Colonial tucked away on a peaceful street, yet just a stroll from the train, shops, and dining is what makes Southport living so desirable. Step inside this turn-key gem to find a bright, flowing floor plan anchored by an updated kitchen that opens seamlessly into a spacious great room - perfect for everyday living and effortless entertaining. A formal dining room and separate living room with fireplace offer classic charm and flexibility, while a dedicated office makes working from home a breeze. The first-floor primary suite gives main-floor living its name with a layout for everyday ease that's hard to find. Upstairs you will find 4 additional bedrooms and an updated hall bath that provide room for everyone. Head down to the finished lower level, where a large rec/playroom awaits - easily reimagined as a home gym, media room, or man/she cave to suit your lifestyle. Outside, your own private retreat: a lovely, fenced yard offers space to play and garden, while the patio with option for shade by a charming awning - is made for morning coffee or evening unwinding. With its unbeatable location, versatile living spaces, and move-in-ready updates, this Southport Colonial checks every box. Don't miss your chance to make it home.

5 Beds ⋅ 3 Baths ⋅ 24186094 MLS

Welcome to 85 Osborne Place - this beautifully updated 5-bedroom, 2.5-bath Colonial tucked away on a peaceful street, yet just a stroll from the train, shops, and dining is what makes Southport living so desirable. Step inside this turn-key gem to find a bright, flowing floor plan anchored by an updated kitchen that opens seamlessly into a spacious great room - perfect for everyday living and effortless entertaining. A formal dining room and separate living room with fireplace offer classic charm and flexibility, while a dedicated office makes working from home a breeze. The first-floor primary suite gives main-floor living its name with a layout for everyday ease that's hard to find. Upstairs you will find 4 additional bedrooms and an updated hall bath that provide room for everyone. Head down to the finished lower level, where a large rec/playroom awaits - easily reimagined as a home gym, media room, or man/she cave to suit your lifestyle. Outside, your own private retreat: a lovely, fenced yard offers space to play and garden, while the patio with option for shade by a charming awning - is made for morning coffee or evening unwinding. With its unbeatable location, versatile living spaces, and move-in-ready updates, this Southport Colonial checks every box. Don't miss your chance to make it home.

85 Osborne Pl, Fairfield

$1,397,000

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.

3 Beds ⋅ 4 Baths ⋅ 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

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