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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

$4,100,000

Welcome to this next-level Fairfield Beach residence where bespoke luxury meets a fun coastal lifestyle. Just 2 blocks from the sand, this sun-drenched 5 bedroom, 4.5 bath beach haven is masterfully designed space. Every room tells a story through oversized windows, gorgeous textiles, designer wall coverings and unique lighting. The main living spaces are open, airy and filled with coastal light, featuring multiple entertaining areas for unforgettable gatherings and relaxation. From the culinary lover's dream Kitchen with Wolf, Bosch, SubZero appliances and walk-in pantry, to the Living Room anchored by a magnificent fireplace to a one-of-a-kind Bar with brass and smoked mirror accents, to the refined Study with incredible space and cabinetry. The Upper Two Levels delight with all 5 bedrooms being generously-sized and en-suite, offering ultimate privacy and luxury. The Primary Suite is so inviting with a private deck, luxurious bath with steam shower, radiant heat flooring and 2 walk-in closets. The Third Floor is a special and versatile private retreat featuring the 5th Bedroom, a lounge/exercise area, deck and dedicated workspace with built-in desks and wet bar. The interior flows effortlessly to a private resort-style backyard with mature evergreens and walls of hydrangea, Pool, Spa and Shower. Dedicated elevator space on 4 floors, EV charger, Sonos, Generator all ensure easy living AND Sherman Elementary, Beach, Restaurants are a leisurely walk or bike ride away.

5 Beds ⋅ 5 Baths ⋅ 24206950 MLS

Welcome to this next-level Fairfield Beach residence where bespoke luxury meets a fun coastal lifestyle. Just 2 blocks from the sand, this sun-drenched 5 bedroom, 4.5 bath beach haven is masterfully designed space. Every room tells a story through oversized windows, gorgeous textiles, designer wall coverings and unique lighting. The main living spaces are open, airy and filled with coastal light, featuring multiple entertaining areas for unforgettable gatherings and relaxation. From the culinary lover's dream Kitchen with Wolf, Bosch, SubZero appliances and walk-in pantry, to the Living Room anchored by a magnificent fireplace to a one-of-a-kind Bar with brass and smoked mirror accents, to the refined Study with incredible space and cabinetry. The Upper Two Levels delight with all 5 bedrooms being generously-sized and en-suite, offering ultimate privacy and luxury. The Primary Suite is so inviting with a private deck, luxurious bath with steam shower, radiant heat flooring and 2 walk-in closets. The Third Floor is a special and versatile private retreat featuring the 5th Bedroom, a lounge/exercise area, deck and dedicated workspace with built-in desks and wet bar. The interior flows effortlessly to a private resort-style backyard with mature evergreens and walls of hydrangea, Pool, Spa and Shower. Dedicated elevator space on 4 floors, EV charger, Sonos, Generator all ensure easy living AND Sherman Elementary, Beach, Restaurants are a leisurely walk or bike ride away.

42 Puritan Rd, Fairfield

$3,999,000

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.

6 Beds ⋅ 8 Baths ⋅ 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

$3,500,000

Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail.

5 Beds ⋅ 5 Baths ⋅ 24194823 MLS

Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail.

24 Tide Mill Ter, Fairfield

$3,399,900

Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

5 Beds ⋅ 8 Baths ⋅ 24194239 MLS

Old-world craftsmanship meets modern indulgence. Set on a peaceful, tree-lined street,this home offers total privacy and timeless curb appeal. Soaring ceilings, hand-finished millwork, and custom detail are evident throughout. This grand 5BR/6.5BA light filled residence pairs classic entertaining spaces - formal LR, formal DR, & a wood-paneled library w/wet bar & full BA-with modern amenities such as a two-story FR w/ stone FP, a stunning windowed sunroom overlooking the beautiful grounds,& an impressive chef's kitchen boasting custom appliances, double sub zero, island, & dual butler's pantries.Thoughtful proportions create a seamless flow, a home as comfortable day-to-day as it is for grand-scale entertaining.The opulent primary suite is a spa retreat onto itself, w/ dual baths, dual walk-in closets,& a private sauna.The second floor offers 3 add'l en-suite BRs w/ built-ins and large closets. The third floor offers a great room w/ custom built-ins, plus an additional BR and full BA . The lower level feat a recently upgraded state-of-the-art movie theater, gym, game room, & workshop for a serious hobbyist. The expansive, landscaped grounds offer true serenity, w/ English gardens framing a resort-caliber pool and spa in a backyard built for entertaining. Timeless elegance, tucked within The Ridge - a gated enclave w/ a staffed gatehouse, clubhouse, pool & tennis courts just minutes to Fairfield and Westport amenities. Truly a special offering w/ultimate privacy& convenience.

344 Fence Row Dr, 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

$2,699,000

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 '26-'27 college academic calendar year (Sept-May). 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)).

5 Beds ⋅ 4 Baths ⋅ 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 '26-'27 college academic calendar year (Sept-May). 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

$2,675,000

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

$2,549,000

Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant 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 the 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. Updates 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. 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.

4 Beds ⋅ 4 Baths ⋅ 24205159 MLS

Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant 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 the 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. Updates 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. 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.

3007 Redding Rd, Fairfield

$2,499,000

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.

5 Beds ⋅ 7 Baths ⋅ 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

$2,479,000

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

5 Beds ⋅ 6 Baths ⋅ 24213890 MLS

Your Dream Home Awaits in Sasco Hill! New construction is about to begin! Now is the perfect time to get in early and customize this exceptional home to your own specifications. Beautifully designed 4-5 bedroom custom Colonial set on a quiet, tree-lined cul-de-sac in the highly desirable Sasco Hill location of Fairfield. Offering four levels of living space, exquisite custom millwork, and thoughtfully curated architectural details, this home is designed to blend timeless elegance with modern luxury. Enjoy the best of both worlds-a peaceful, country-like setting just moments from everything Fairfield/Southport has to offer. Walk to Southport Harbor or downtown Fairfield and enjoy the charm, shops, restaurants, and coastal lifestyle that makes this location so special. Don't miss this rare opportunity to create your dream home in one of Fairfield's most sought-after locations. Call today to arrange a meeting with the builders and make your vision a reality! Spring occupancy. Rendering is similar to home being built.

98 Sasco Hill Ter, Fairfield

$2,399,000

Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

4 Beds ⋅ 4 Baths ⋅ 24212223 MLS

Winton Park is the type of address that people in Fairfield already know by name. Incorporated by special act in 1937, it is a private association spanning an est. 70 acres on just a few tree-lined streets w/stone pillars at the entrances, one-acre zoning, mature plantings, & the quiet authority of an established, walkable neighborhood. People call it "downtown's Greenfield Hill" for a reason. You get the soft structure & privacy of the Hill, & you are still inside the life of town. Introducing 72 Old Barn Road. This classic colonial has front & back staircases, a covered front entry, wood-burning fireplace, a screened porch & a private backyard w patio & built-in firepit. Hardwood floors run through the house, with charming design details & generous closets throughout.The large front-to-back chef's kitchen has top-of-the-line appliances and a large center island that seats six. Upstairs are 4/5 bedrooms & 3 full baths, including an oversized primary suite w/ a vaulted ceiling & large, walk-in closet. Beside it, a private second-floor office w/custom built-ins overlooks the backyard. A finished lower level offers room for a playroom & gym, den or game room. Winton Park is a neighborhood that cannot be replicated. Downtown Fairfield, shops, restaurants, theaters & Main Library, & Fairfield University are all right there. Ludlowe Middle School, Fairfield Ludlowe High School & the Metro North Station are a short walk or an easy bike ride away, along quiet side roads.

72 Old Barn Rd, Fairfield

$2,395,000

This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two large stone patios, ideal for both everyday living and entertaining. The expansive family room and elegant front-to-back living room each feature a fireplace, while a charming sunporch offers a cozy retreat. A finished bonus room above the garage provides flexible space for 5th bed, media room. Upstairs, four spacious bedrooms include a well-appointed primary suite with 2 full baths, an ensuite bedroom, and two additional bedrooms sharing an updated hall bath. Abundant custom built-in storage throughout and a finished third floor office enhances the home's versatility. The level, fenced, and beautifully landscaped 2+acres, designed by Oliver's Nursery, features irrigation and outdoor lighting. A 11'-23' room accessible from the yard and garage offers extra storage with finishing potential. Enjoy the convenience of walking to local shops and the farmers market, with easy access to downtown Fairfield, Merritt Pkwy, and I-95. This home offers effortless living in a prime location where everyday life feels relaxed and refined.

4 Beds ⋅ 5 Baths ⋅ 24203568 MLS

This beautifully crafted 4,600 sq. ft. Colonial, built by renowned builder Frank Dooley, combines exceptional craftsmanship with thoughtful design. Located on a welcoming cul-de-sac in lower Greenfield Hill, the home features spacious rooms with clear sightlines that create a comfortable flow. At the center of the home, a generous kitchen seamlessly connects to the dining area and one of two large stone patios, ideal for both everyday living and entertaining. The expansive family room and elegant front-to-back living room each feature a fireplace, while a charming sunporch offers a cozy retreat. A finished bonus room above the garage provides flexible space for 5th bed, media room. Upstairs, four spacious bedrooms include a well-appointed primary suite with 2 full baths, an ensuite bedroom, and two additional bedrooms sharing an updated hall bath. Abundant custom built-in storage throughout and a finished third floor office enhances the home's versatility. The level, fenced, and beautifully landscaped 2+acres, designed by Oliver's Nursery, features irrigation and outdoor lighting. A 11'-23' room accessible from the yard and garage offers extra storage with finishing potential. Enjoy the convenience of walking to local shops and the farmers market, with easy access to downtown Fairfield, Merritt Pkwy, and I-95. This home offers effortless living in a prime location where everyday life feels relaxed and refined.

128 Cobblers Hill Rd, Fairfield

$2,299,000

Exceptional New Construction in the University Area. Nestled on a quiet, low-traffic street in the heart of the desirable university neighborhood, this stunning new construction home perfectly blends luxury craftsmanship, modern functionality, and unmatched convenience. Currently under construction with a planned completion for May, this property offers a rare window of opportunity for buyers to step in, select custom finishes, and truly tailor the design to fit their personal vision. Built by one of the region's most well-known and respected local builders-celebrated for high-quality architectural detail and a proven portfolio of exceptional homes- this residence is thoughtfully designed inside and out. Spacious living: designed with an open, modern flow featuring 4 generous bedrooms and 3.5 baths, ideal for both everyday living and formal entertaining. Customization Potential: Early buyers can consult directly with the builder to select key interior options, fixtures, and personalized details before construction wraps. Refined Craftsmanship: Expect premium trim work, high-end surfaces, and beautiful architectural touches throughout the entire footprint. Unbeatable Location and Accessibility. Tranquil Setting: Enjoy the peace of a secluded, quiet neighborhood within a vibrant university setting. Commuters Dream: Central access puts you minutes away from local trains, downtown shopping and dining, and major highway corridors for easy travel. Opportunity awaits!

4 Beds ⋅ 4 Baths ⋅ 24206534 MLS

Exceptional New Construction in the University Area. Nestled on a quiet, low-traffic street in the heart of the desirable university neighborhood, this stunning new construction home perfectly blends luxury craftsmanship, modern functionality, and unmatched convenience. Currently under construction with a planned completion for May, this property offers a rare window of opportunity for buyers to step in, select custom finishes, and truly tailor the design to fit their personal vision. Built by one of the region's most well-known and respected local builders-celebrated for high-quality architectural detail and a proven portfolio of exceptional homes- this residence is thoughtfully designed inside and out. Spacious living: designed with an open, modern flow featuring 4 generous bedrooms and 3.5 baths, ideal for both everyday living and formal entertaining. Customization Potential: Early buyers can consult directly with the builder to select key interior options, fixtures, and personalized details before construction wraps. Refined Craftsmanship: Expect premium trim work, high-end surfaces, and beautiful architectural touches throughout the entire footprint. Unbeatable Location and Accessibility. Tranquil Setting: Enjoy the peace of a secluded, quiet neighborhood within a vibrant university setting. Commuters Dream: Central access puts you minutes away from local trains, downtown shopping and dining, and major highway corridors for easy travel. Opportunity awaits!

446 Wormwood Rd, Fairfield

$2,299,000

The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a freshly painted interior and professionally designed landscaping, making this move in ready. A spectacular rooftop elevates the experience, offering magical sunset views and unobstructed July 4th fireworks. Inside, 12 spacious rooms spanning four levels provide great space for everyday living with a room for everyone as well as great entertaining. The eat-in kitchen features high end Wolf and Sub-Zero appliances, while custom built-ins, French doors, abundant natural light and thoughtful details throughout this home add character and warmth. 90 Fern Street presents an amazing opportunity to enjoy both the beach lifestyle and be able to walk to town, school, park, train, shopping and dining.

4 Beds ⋅ 3 Baths ⋅ 24188568 MLS

The summer beach listing buyers have been waiting for is Coming Soon to the market! Ideally located in a prime beach setting, FEMA compliant and picture-perfect, this inviting coastal home is set on a gorgeous, level .28-acre lot with stunning native plantings and colorful landscaping with plenty of room for a pool. The current homeowners have thoughtfully enhanced the property, including a freshly painted interior and professionally designed landscaping, making this move in ready. A spectacular rooftop elevates the experience, offering magical sunset views and unobstructed July 4th fireworks. Inside, 12 spacious rooms spanning four levels provide great space for everyday living with a room for everyone as well as great entertaining. The eat-in kitchen features high end Wolf and Sub-Zero appliances, while custom built-ins, French doors, abundant natural light and thoughtful details throughout this home add character and warmth. 90 Fern Street presents an amazing opportunity to enjoy both the beach lifestyle and be able to walk to town, school, park, train, shopping and dining.

90 Fern St, Fairfield

$2,100,000

**HIGHEST AND BEST REQUESTED BY MONDAY 10/12 AT 3:00PM.**A Rare Waterfront Retreat. Set along Fairfield's coveted Pine Creek, this 4-bedroom, 2.5-bath home offers a private dock with easy access to Long Island Sound and a relaxed coastal lifestyle. Spend your days boating, kayaking or paddleboarding right from your backyard, then unwind on the expansive deck overlooking the water. Inside, a light-filled, open layout makes the most of the setting, with walls of windows capturing water views throughout the main living spaces. The chef's kitchen features a large center island and opens naturally to the living and dining areas, creating an easy flow for everyday life and entertaining. A spacious bonus/game room with a vaulted ceiling and fireplace is an inviting spot for movie nights, game days or gathering with friends and family. The primary suite enjoys peaceful water views, while three additional generously sized bedrooms offer plenty of space for family, guests or a home office. Outside, the deck with awning extends the living space and provides a natural place for summer dinners and evenings by the water. An additional parcel across the street offers extra parking, recreation space and access to scenic marsh trails. With a private dock, easy Long Island Sound access and a setting designed to be enjoyed inside and out, this is Pine Creek living at its best.

4 Beds ⋅ 3 Baths ⋅ 24212040 MLS

**HIGHEST AND BEST REQUESTED BY MONDAY 10/12 AT 3:00PM.**A Rare Waterfront Retreat. Set along Fairfield's coveted Pine Creek, this 4-bedroom, 2.5-bath home offers a private dock with easy access to Long Island Sound and a relaxed coastal lifestyle. Spend your days boating, kayaking or paddleboarding right from your backyard, then unwind on the expansive deck overlooking the water. Inside, a light-filled, open layout makes the most of the setting, with walls of windows capturing water views throughout the main living spaces. The chef's kitchen features a large center island and opens naturally to the living and dining areas, creating an easy flow for everyday life and entertaining. A spacious bonus/game room with a vaulted ceiling and fireplace is an inviting spot for movie nights, game days or gathering with friends and family. The primary suite enjoys peaceful water views, while three additional generously sized bedrooms offer plenty of space for family, guests or a home office. Outside, the deck with awning extends the living space and provides a natural place for summer dinners and evenings by the water. An additional parcel across the street offers extra parking, recreation space and access to scenic marsh trails. With a private dock, easy Long Island Sound access and a setting designed to be enjoyed inside and out, this is Pine Creek living at its best.

285 Old Dam Rd, Fairfield

$2,095,000

Just a few blocks from the Greenfield Hill Green, an extraordinary opportunity awaits: a beloved estate, held by the same owners for more than 20 years, now reimagined for its next chapter. Taken virtually to the studs and thoughtfully rebuilt, much of the transformative work has already been done - creating the rare opportunity to step in at an exciting moment and complete a nearly 9,000-square-foot home entirely to your own vision. A new roof, siding, insulation, Marvin windows and doors, subflooring, extensive plumbing rough-ins and systems are among the significant improvements already in place, along with an exceptional newly built four-car garage. What remains is the rewarding part: the finishes, details and personal choices that will make it yours. Set on one of Greenfield Hill's picturesque properties, the home's generous, light-filled floor plan was designed for both everyday living and effortless entertaining. The main level flows between expansive living and family rooms, an eat-in kitchen, office, mudroom and potential first-floor en-suite bedroom. Upstairs, beautifully proportioned en-suite bedrooms offer privacy and flexibility, while the space above the four-car garage presents the potential for a private two-bedroom, two-bath guest or in-law suite with its own entrance.

6 Beds ⋅ 9 Baths ⋅ 24202996 MLS

Just a few blocks from the Greenfield Hill Green, an extraordinary opportunity awaits: a beloved estate, held by the same owners for more than 20 years, now reimagined for its next chapter. Taken virtually to the studs and thoughtfully rebuilt, much of the transformative work has already been done - creating the rare opportunity to step in at an exciting moment and complete a nearly 9,000-square-foot home entirely to your own vision. A new roof, siding, insulation, Marvin windows and doors, subflooring, extensive plumbing rough-ins and systems are among the significant improvements already in place, along with an exceptional newly built four-car garage. What remains is the rewarding part: the finishes, details and personal choices that will make it yours. Set on one of Greenfield Hill's picturesque properties, the home's generous, light-filled floor plan was designed for both everyday living and effortless entertaining. The main level flows between expansive living and family rooms, an eat-in kitchen, office, mudroom and potential first-floor en-suite bedroom. Upstairs, beautifully proportioned en-suite bedrooms offer privacy and flexibility, while the space above the four-car garage presents the potential for a private two-bedroom, two-bath guest or in-law suite with its own entrance.

201 Whites Hill Ln, Fairfield

$2,050,000

An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

5 Beds ⋅ 5 Baths ⋅ 24193848 MLS

An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, 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

$1,925,000

Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

4 Beds ⋅ 4 Baths ⋅ 24206227 MLS

Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

550 Wellington Dr, Fairfield

$1,899,000

Classic Greenfield Hill Colonial located in desirable Galloping Hill neighborhood. Wonderful turn-key home has been gently lived in and boasts Formal Living Room with wood burning Fireplace & Formal Dining Room with coffered ceiling and Butler's Pantry. Light-filled Kitchen with new backsplash & Quartzite counter tops offers good space for cooking & entertaining. Laundry Room and Powder Room are located off Kitchen. Family Room with its wood burning Fieldstone Fireplace features roomy space and opens nicely out to refreshing blue slated Patio. Home Office is located on Main Level. Beautiful mill work greets you as you ascend the staircase to the Upper Level. Spacious Primary en-suite Bedroom, en-suite 2nd Bedroom, plus 2 additional well-proportioned Bedrooms and Hallway Bath complete the 2nd Level. Walk-up Attic provides excellent storage. Partially finished walk-out Basement (784 sq ft) offers work out space & space for children to play. Basement with add'l 1,134 unfinished square footage provides opportunity & abundant storage space. Insulated 600 sq ft space located above 3 car Garage could make ideal Bonus Room. Plenty of shopping & dining on either Black Rock Tpk or Downtown Fairfield. The wonderful coastal community of Fairfield boasts 5 scenic beaches. 60 Bridle Trail is an excellent & welcoming family home just minutes to the Merritt Pwy, 10 minutes to I-95, train and downtown.

4 Beds ⋅ 4 Baths ⋅ 24202150 MLS

Classic Greenfield Hill Colonial located in desirable Galloping Hill neighborhood. Wonderful turn-key home has been gently lived in and boasts Formal Living Room with wood burning Fireplace & Formal Dining Room with coffered ceiling and Butler's Pantry. Light-filled Kitchen with new backsplash & Quartzite counter tops offers good space for cooking & entertaining. Laundry Room and Powder Room are located off Kitchen. Family Room with its wood burning Fieldstone Fireplace features roomy space and opens nicely out to refreshing blue slated Patio. Home Office is located on Main Level. Beautiful mill work greets you as you ascend the staircase to the Upper Level. Spacious Primary en-suite Bedroom, en-suite 2nd Bedroom, plus 2 additional well-proportioned Bedrooms and Hallway Bath complete the 2nd Level. Walk-up Attic provides excellent storage. Partially finished walk-out Basement (784 sq ft) offers work out space & space for children to play. Basement with add'l 1,134 unfinished square footage provides opportunity & abundant storage space. Insulated 600 sq ft space located above 3 car Garage could make ideal Bonus Room. Plenty of shopping & dining on either Black Rock Tpk or Downtown Fairfield. The wonderful coastal community of Fairfield boasts 5 scenic beaches. 60 Bridle Trail is an excellent & welcoming family home just minutes to the Merritt Pwy, 10 minutes to I-95, train and downtown.

60 Bridle Trl, Fairfield

$1,894,500

Sophistication meets the warmth and ease of Fairfield living in this exceptional new-construction residence. Offering approximately 4,500 square feet of beautifully finished living space, this custom 4-bedroom, 3.5-bath home pairs clean architectural lines and warm natural materials with a layout designed for both everyday comfort and effortless entertaining. At the heart of the home, the designer kitchen features custom cabinetry, a premium Thermador appliance package, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with a prep sink. Select-grade white oak flooring and ceilings of nine feet or higher create a bright, airy flow throughout the home. The spacious living room is anchored by a gas fireplace, while a dramatic 10-foot bifold door creates a seamless connection to the covered porch and private, fully fenced, level backyard-with room for a pool. Upstairs, vaulted ceilings bring striking architectural character to the expansive primary suite and Jack-and-Jill bedrooms. Each bedroom offers direct access to a full bath and its own custom walk-in closet. The finished lower level adds exceptional flexibility for recreation, fitness, a home office, or guest accommodations. Set on a quiet neighborhood street just moments from Lake Mohegan, neighborhood parks, shopping, and the Merritt Parkway, this thoughtfully designed home delivers elevated style, exceptional craftsmanship, and the very best of modern living.

4 Beds ⋅ 4 Baths ⋅ 24205547 MLS

Sophistication meets the warmth and ease of Fairfield living in this exceptional new-construction residence. Offering approximately 4,500 square feet of beautifully finished living space, this custom 4-bedroom, 3.5-bath home pairs clean architectural lines and warm natural materials with a layout designed for both everyday comfort and effortless entertaining. At the heart of the home, the designer kitchen features custom cabinetry, a premium Thermador appliance package, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with a prep sink. Select-grade white oak flooring and ceilings of nine feet or higher create a bright, airy flow throughout the home. The spacious living room is anchored by a gas fireplace, while a dramatic 10-foot bifold door creates a seamless connection to the covered porch and private, fully fenced, level backyard-with room for a pool. Upstairs, vaulted ceilings bring striking architectural character to the expansive primary suite and Jack-and-Jill bedrooms. Each bedroom offers direct access to a full bath and its own custom walk-in closet. The finished lower level adds exceptional flexibility for recreation, fitness, a home office, or guest accommodations. Set on a quiet neighborhood street just moments from Lake Mohegan, neighborhood parks, shopping, and the Merritt Parkway, this thoughtfully designed home delivers elevated style, exceptional craftsmanship, and the very best of modern living.

125 Coleman Rd, Fairfield

$1,790,000

Set on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedroom, 6-bath residence was originally designed as the developer's own home, with a focus on natural light, architectural detail, and elevated everyday living. The primary suite features soaring 18-foot cathedral ceilings, a custom white oak ceiling treatment, an 11-foot picture window, and a spa-inspired bath. A 300-square-foot covered balcony with 18-foot ceilings extends the living experience outdoors and serves as one of the home's defining spaces. Designed for both entertaining and everyday living, the home includes a gourmet kitchen with Sub-Zero refrigeration, quartzite countertops, custom cabinetry, an oversized island, and a fully outfitted butler's pantry with additional refrigeration, wine storage, a dishwasher, and prep space. Three additional bedrooms offer en-suite baths, while the finished third level provides flexible space for a home office, recreation room, guest suite, or studio. The walk-out lower level offers versatility, with a full bath and ample space for a home gym, recreation room, extended living arrangement, or potential in-law suite. Outside, a flat backyard, mature maple tree, and fire pit create a welcoming setting for entertaining. Combining custom craftsmanship, thoughtful design, and refined finishes throughout, 309 Hunyadi Avenue presents a rare opportunity to own a newly constructed residence in one of Connecticut's most desirable towns.

5 Beds ⋅ 6 Baths ⋅ 24146666 MLS

Set on a cul-de-sac in Fairfield's sought-after University area, this custom-built 5-bedroom, 6-bath residence was originally designed as the developer's own home, with a focus on natural light, architectural detail, and elevated everyday living. The primary suite features soaring 18-foot cathedral ceilings, a custom white oak ceiling treatment, an 11-foot picture window, and a spa-inspired bath. A 300-square-foot covered balcony with 18-foot ceilings extends the living experience outdoors and serves as one of the home's defining spaces. Designed for both entertaining and everyday living, the home includes a gourmet kitchen with Sub-Zero refrigeration, quartzite countertops, custom cabinetry, an oversized island, and a fully outfitted butler's pantry with additional refrigeration, wine storage, a dishwasher, and prep space. Three additional bedrooms offer en-suite baths, while the finished third level provides flexible space for a home office, recreation room, guest suite, or studio. The walk-out lower level offers versatility, with a full bath and ample space for a home gym, recreation room, extended living arrangement, or potential in-law suite. Outside, a flat backyard, mature maple tree, and fire pit create a welcoming setting for entertaining. Combining custom craftsmanship, thoughtful design, and refined finishes throughout, 309 Hunyadi Avenue presents a rare opportunity to own a newly constructed residence in one of Connecticut's most desirable towns.

309 Hunyadi Ave, Fairfield

$1,675,000

Barely a block from Fairfield Beach this stylish beach house offers bright, designer-chic living with year-round marsh views. The open main level features hardwood floors, a light-filled living area, and a Nantucket-style kitchen with a quartz island and stainless steel appliances. The adjacent dining room leads through French doors to an expanded Trex deck overlooking the marsh. Upstairs, the primary suite boasts a walk-in closet, serene views, and a renovated ensuite bath, alongside two additional bedrooms, a updated full bath, and dedicated laundry. A lower-level mudroom connects to the attached two-car garage and a carved out office space. Highlights include a firepit, outdoor shower, and key upgrades like a new roof, windows, and deck-all just minutes from downtown Fairfield's dining, shops, and train. Gated Beach access awaits you just steps from the house.

3 Beds ⋅ 3 Baths ⋅ 24200231 MLS

Barely a block from Fairfield Beach this stylish beach house offers bright, designer-chic living with year-round marsh views. The open main level features hardwood floors, a light-filled living area, and a Nantucket-style kitchen with a quartz island and stainless steel appliances. The adjacent dining room leads through French doors to an expanded Trex deck overlooking the marsh. Upstairs, the primary suite boasts a walk-in closet, serene views, and a renovated ensuite bath, alongside two additional bedrooms, a updated full bath, and dedicated laundry. A lower-level mudroom connects to the attached two-car garage and a carved out office space. Highlights include a firepit, outdoor shower, and key upgrades like a new roof, windows, and deck-all just minutes from downtown Fairfield's dining, shops, and train. Gated Beach access awaits you just steps from the house.

738 Rowland Rd, Fairfield

$1,549,000

AN EXTRAORDINARY HOME. AN EXCEPTIONAL LIVING EXPERIENCE IN WINTON PARK. Welcome to one of the most exciting homes to hit the market! Rarely does a home offer such an experience at every turn. From the moment you enter, you are greeted by soaring ceilings, dramatic architectural details, and incredible expanses of glass letting the outside in. This is a home where nature becomes part of your everyday living. Beautifully maintained and thoughtfully updated, this remarkable residence has a fabulously designed kitchen - one you'd love spending time in. An inviting dining room highlighted by a stunning exposed brick accent wall, sets the stage for memorable gatherings and a dining experience that is anything but ordinary. And everyone loves a sunroom! Two separate living spaces each with a stunning architecturally designed fireplace, four generously sized bedrooms including a beautiful en suite primary retreat. And then there is the yard - truly magical! Set on nearly an acre of lush, rolling and level grounds, with a collection of charming outdoor vignettes creates distinct spaces for entertaining, relaxing and gathering with friends. The custom-enclosed garden with water source is a gardeners dream. Every turn there is something to discover, something to appreciate. This is not simply a home to see, it is a home to experience and an experience you won't soon forget.

4 Beds ⋅ 3 Baths ⋅ 24212214 MLS

AN EXTRAORDINARY HOME. AN EXCEPTIONAL LIVING EXPERIENCE IN WINTON PARK. Welcome to one of the most exciting homes to hit the market! Rarely does a home offer such an experience at every turn. From the moment you enter, you are greeted by soaring ceilings, dramatic architectural details, and incredible expanses of glass letting the outside in. This is a home where nature becomes part of your everyday living. Beautifully maintained and thoughtfully updated, this remarkable residence has a fabulously designed kitchen - one you'd love spending time in. An inviting dining room highlighted by a stunning exposed brick accent wall, sets the stage for memorable gatherings and a dining experience that is anything but ordinary. And everyone loves a sunroom! Two separate living spaces each with a stunning architecturally designed fireplace, four generously sized bedrooms including a beautiful en suite primary retreat. And then there is the yard - truly magical! Set on nearly an acre of lush, rolling and level grounds, with a collection of charming outdoor vignettes creates distinct spaces for entertaining, relaxing and gathering with friends. The custom-enclosed garden with water source is a gardeners dream. Every turn there is something to discover, something to appreciate. This is not simply a home to see, it is a home to experience and an experience you won't soon forget.

280 Brookbend Rd, Fairfield

$1,495,000

Quintessential New England architecture, extraordinary grounds & an interior that continually surprises define this distinctive Greenfield Hill property. Privately set behind a stone wall on 2 exquisitely landscaped acres, this stately clapboard Colonial is beautifully sited w/cedar roof, cupola, rows of boxwood, bluestone walk & gracious front porch. Inside beautifully appointed rooms unfold w/remarkable versatility, warmth & exceptional flow for entertaining. Gracious living room w/gas fireplace leads to inviting dining room while the sun-filled kitchen overlooks the spectacular landscape & opens through French doors for seamless indoor/outdoor living. Family room w/custom built-ins, window seat & 2nd gas fireplace. Large laundry room & attached 2-car garage complete main level. Upstairs, 5 BR & 3 full BA include a gorgeous en-suite primary. Finished lower level is truly unforgettable: custom Irish Pub inspired by owners' travels to Ireland w/full bar, kegerator, handcrafted details & cozy wood-burning fireplace, creating a one-of-a-kind space for gathering. Outside dine beneath the cedar pergola draped in climbing hydrangea, wander through the English gardens, tend the enclosed vegetable garden, relax in the hot tub, enjoy morning coffee on the garden swing or simply watch nature unfold. Expansive bluestone patios, specimen plantings, mature trees & lush lawns create a setting that feels worlds away. A rare property where beauty, personality & inspired living converge.

5 Beds ⋅ 4 Baths ⋅ 24205061 MLS

Quintessential New England architecture, extraordinary grounds & an interior that continually surprises define this distinctive Greenfield Hill property. Privately set behind a stone wall on 2 exquisitely landscaped acres, this stately clapboard Colonial is beautifully sited w/cedar roof, cupola, rows of boxwood, bluestone walk & gracious front porch. Inside beautifully appointed rooms unfold w/remarkable versatility, warmth & exceptional flow for entertaining. Gracious living room w/gas fireplace leads to inviting dining room while the sun-filled kitchen overlooks the spectacular landscape & opens through French doors for seamless indoor/outdoor living. Family room w/custom built-ins, window seat & 2nd gas fireplace. Large laundry room & attached 2-car garage complete main level. Upstairs, 5 BR & 3 full BA include a gorgeous en-suite primary. Finished lower level is truly unforgettable: custom Irish Pub inspired by owners' travels to Ireland w/full bar, kegerator, handcrafted details & cozy wood-burning fireplace, creating a one-of-a-kind space for gathering. Outside dine beneath the cedar pergola draped in climbing hydrangea, wander through the English gardens, tend the enclosed vegetable garden, relax in the hot tub, enjoy morning coffee on the garden swing or simply watch nature unfold. Expansive bluestone patios, specimen plantings, mature trees & lush lawns create a setting that feels worlds away. A rare property where beauty, personality & inspired living converge.

3901 Redding Rd, 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

$1,459,000

Welcome home to 241 Hemlock Hills Road South, a New England charmer nestled on a quiet cul-de-sac and set on a peaceful, private 2+ acre lot. Move-in-ready and filled with warmth, this spacious home offers 10 generously sized rooms across three levels of living. Natural light fills each room through numerous windows, framing beautiful views of the surrounding mature landscaping and surroundings. Standout features include four wood-burning fireplaces, hardwood flooring throughout, custom built-ins, and a thoughtfully designed floor plan that provides a great flow for entertaining as well as everyday living. The second level features four bedrooms, including the spacious primary suite, creating a convenient and comfortable bedroom layout. Step outside to the oversized deck and enjoy the tranquility of this expansive property, where beautiful wild life, mature plantings, and visiting birds create a truly peaceful setting. And while the property feels wonderfully private and tucked away, it is remarkably convenient-just moments from the elementary school, parks, Audubon Society, town center, and shopping. Life feels a little easier here. Enjoy the space, privacy, features, and natural beauty of this special home while creating lasting memories for years to come.

4 Beds ⋅ 3 Baths ⋅ 24211408 MLS

Welcome home to 241 Hemlock Hills Road South, a New England charmer nestled on a quiet cul-de-sac and set on a peaceful, private 2+ acre lot. Move-in-ready and filled with warmth, this spacious home offers 10 generously sized rooms across three levels of living. Natural light fills each room through numerous windows, framing beautiful views of the surrounding mature landscaping and surroundings. Standout features include four wood-burning fireplaces, hardwood flooring throughout, custom built-ins, and a thoughtfully designed floor plan that provides a great flow for entertaining as well as everyday living. The second level features four bedrooms, including the spacious primary suite, creating a convenient and comfortable bedroom layout. Step outside to the oversized deck and enjoy the tranquility of this expansive property, where beautiful wild life, mature plantings, and visiting birds create a truly peaceful setting. And while the property feels wonderfully private and tucked away, it is remarkably convenient-just moments from the elementary school, parks, Audubon Society, town center, and shopping. Life feels a little easier here. Enjoy the space, privacy, features, and natural beauty of this special home while creating lasting memories for years to come.

241 Hemlock Hills Rd S, Fairfield

$1,450,000

Set on 2.46 picturesque acres in coveted Greenfield Hill, this modernized farmhouse Colonial combines classic character, thoughtful updates and an exceptional piece of property. Beautiful stone walls frame expansive open lawns, while a newer front porch with copper roofing adds to the home's timeless farmhouse appeal. Just under 3,000 SF of above-grade living space features hardwood floors, detailed millwork, multiple fireplaces and a wonderfully flexible floor plan. The remodeled kitchen is the heart of the home w/ quartz counters, large center island, custom cabinetry and a high-end appliance package including Sub-Zero & Wolf. An adjacent wet bar with wine refrigeration is ideal for entertaining. The kitchen opens to a spacious living area anchored by a dramatic fieldstone fireplace. A formal dining room w/ fireplace and separate family room with vaulted ceiling and exposed beams. A standout feature is the main-level in-law potential: private entrance, bedroom, bonus room / access to a full bath-ideal for guests or an au pair. Upstairs are the spacious primary bedroom, 2 additional bedrooms and full bath. Outside, a stone patio & covered porch overlook the home's incredible grounds. Broad, field-like lawns, mature trees and extensive stonework create a true estate setting-a remarkable property to enjoy for decades to come. New roof / gutters in '26. A special Greenfield Hill home combining modern updates, versatile living space and a property that is truly unforgettable!

4 Beds ⋅ 3 Baths ⋅ 24205655 MLS

Set on 2.46 picturesque acres in coveted Greenfield Hill, this modernized farmhouse Colonial combines classic character, thoughtful updates and an exceptional piece of property. Beautiful stone walls frame expansive open lawns, while a newer front porch with copper roofing adds to the home's timeless farmhouse appeal. Just under 3,000 SF of above-grade living space features hardwood floors, detailed millwork, multiple fireplaces and a wonderfully flexible floor plan. The remodeled kitchen is the heart of the home w/ quartz counters, large center island, custom cabinetry and a high-end appliance package including Sub-Zero & Wolf. An adjacent wet bar with wine refrigeration is ideal for entertaining. The kitchen opens to a spacious living area anchored by a dramatic fieldstone fireplace. A formal dining room w/ fireplace and separate family room with vaulted ceiling and exposed beams. A standout feature is the main-level in-law potential: private entrance, bedroom, bonus room / access to a full bath-ideal for guests or an au pair. Upstairs are the spacious primary bedroom, 2 additional bedrooms and full bath. Outside, a stone patio & covered porch overlook the home's incredible grounds. Broad, field-like lawns, mature trees and extensive stonework create a true estate setting-a remarkable property to enjoy for decades to come. New roof / gutters in '26. A special Greenfield Hill home combining modern updates, versatile living space and a property that is truly unforgettable!

1835 Cross Hwy, Fairfield

$1,399,000

Nestled on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, this timeless Colonial combines the feel of new construction with exceptional character & craftsmanship. Completed in late 2022, this nearly 3,400 SF, 4-bed, 2.5-bath home is filled with natural light & elevated by custom millwork, shiplap, steel railings & thoughtful architectural details. The open first floor features 9' ceilings and a gourmet kitchen w/ custom cabinetry, quartz countertops and high-end appliances, flowing seamlessly to the family room anchored by a gas fireplace. Sliding French doors open to an AZEK deck and manicured, level lawn, creating an ideal setting for indoor/outdoor entertaining & everyday living. A generous dining room, w/ custom built accent wall, is perfect for holidays or casual gatherings, while the spacious, thoughtfully designed mudroom connects directly to the attached 2-car garage. Upstairs, the impressive Primary Suite features 2 walk-in closets, including a custom dressing closet, and spa-like bath w/ soaking tub & glass shower. 3 add'l bedrooms, all w/ walk-in closets, plus a 4-piece hall bath & dedicated laundry complete the 2nd floor. The beautifully finished lower level offers a private home office and flexible recreation/bonus room. An incredibly convenient location ideal for commuters. Walkable to Fairfield Metro, Whole Foods, Jennings Beach, shops and restaurants. Incredible storage, functionality, efficiency and design detail sets this home apart.

4 Beds ⋅ 3 Baths ⋅ 24212212 MLS

Nestled on a quiet cul-de-sac in Fairfield's sought-after University neighborhood, this timeless Colonial combines the feel of new construction with exceptional character & craftsmanship. Completed in late 2022, this nearly 3,400 SF, 4-bed, 2.5-bath home is filled with natural light & elevated by custom millwork, shiplap, steel railings & thoughtful architectural details. The open first floor features 9' ceilings and a gourmet kitchen w/ custom cabinetry, quartz countertops and high-end appliances, flowing seamlessly to the family room anchored by a gas fireplace. Sliding French doors open to an AZEK deck and manicured, level lawn, creating an ideal setting for indoor/outdoor entertaining & everyday living. A generous dining room, w/ custom built accent wall, is perfect for holidays or casual gatherings, while the spacious, thoughtfully designed mudroom connects directly to the attached 2-car garage. Upstairs, the impressive Primary Suite features 2 walk-in closets, including a custom dressing closet, and spa-like bath w/ soaking tub & glass shower. 3 add'l bedrooms, all w/ walk-in closets, plus a 4-piece hall bath & dedicated laundry complete the 2nd floor. The beautifully finished lower level offers a private home office and flexible recreation/bonus room. An incredibly convenient location ideal for commuters. Walkable to Fairfield Metro, Whole Foods, Jennings Beach, shops and restaurants. Incredible storage, functionality, efficiency and design detail sets this home apart.

41 Reynolds Dr, Fairfield

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