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Nestled in the heart of historic Greenfield Hill, this special and timeless 1907 Queen Anne farmhouse provides an opportunity to own in one of the most desirable and coveted locations in Fairfield. The Clifford S. Banks house was once a farm where the owner raised turkeys, chickens, onions and bees. Situated on 2 acres of beautifully landscaped grounds that includes gardens and a barn- perfect for the equestrian family. This historic home has been thoughtfully expanded and restored over the last 40 years by the owners to maintain the old-world craftsmanship and provide modern comforts. As you approach the front entrance, you will be surrounded by an inviting screened porch and covered porches. A welcoming entry leads you to the inviting LR w/ expansive windows and wood burning fireplace, formal DR and FR w/ walls of built ins. The kitchen has been expanded to create a dining area w/ custom banquette seating and surrounded by windows providing an abundance of natural light. The kitchen was designed for a cook w/ attention to detail, design and function. The laundry room w/ ample storage and a Powder room complete the main level. The upper level has an inviting "sun parlor" which provides a cozy sitting area and office space. The primary bedroom features a comfortable retreat w/ walk-in closet and updated bath. There are 2 additional BRS and a hall bath. The spacious 3rd floor w/ architectural details and beams provide endless possibilities and storage. Full house generator.

3 Beds ⋅ 3 Baths ⋅ 24191574 MLS

Nestled in the heart of historic Greenfield Hill, this special and timeless 1907 Queen Anne farmhouse provides an opportunity to own in one of the most desirable and coveted locations in Fairfield. The Clifford S. Banks house was once a farm where the owner raised turkeys, chickens, onions and bees. Situated on 2 acres of beautifully landscaped grounds that includes gardens and a barn- perfect for the equestrian family. This historic home has been thoughtfully expanded and restored over the last 40 years by the owners to maintain the old-world craftsmanship and provide modern comforts. As you approach the front entrance, you will be surrounded by an inviting screened porch and covered porches. A welcoming entry leads you to the inviting LR w/ expansive windows and wood burning fireplace, formal DR and FR w/ walls of built ins. The kitchen has been expanded to create a dining area w/ custom banquette seating and surrounded by windows providing an abundance of natural light. The kitchen was designed for a cook w/ attention to detail, design and function. The laundry room w/ ample storage and a Powder room complete the main level. The upper level has an inviting "sun parlor" which provides a cozy sitting area and office space. The primary bedroom features a comfortable retreat w/ walk-in closet and updated bath. There are 2 additional BRS and a hall bath. The spacious 3rd floor w/ architectural details and beams provide endless possibilities and storage. Full house generator.

2477 Bronson Rd, Fairfield

$2,100,000

Update: The seller has requested that highest and best offers be submitted by Monday 3/23 at Noon Life by LI Sound starts here, Welcome to 693 South Benson Road. This brilliantly redesigned & fully renovated in 2012, 4 bedroom, 3 bath home is set on a rare, private quarter acre. Light, clean, bright & fabulous is your immediate feeling upon entry. The living room flows seamlessly into the kitchen & continues into your dining area, creating an ideal layout for both entertaining & everyday privacy. The 1st floor also features a flexible bedroom & office, along w/ a mudroom & full bath. Hardwood floors throughout & freshly painted rooms complement the sun filled spaces. Upstairs, you will find a generously sized primary suite w/ walk-in closet and spa like full bath, 2 bedrooms & full bath. The finished 3rd floor offers added versatility, ideal as a workout room, playroom, or office plus an abundant storage room. Step outside to a private, fully fenced backyard featuring a new spectacular deck & patio, an outdoor shower & professionally landscaped grounds. From multiple vantage points, enjoy views of South Benson Marina & glimpses of the Long Island Sound & beach where you can walk for miles. Experience the best of Fairfield's beachside community, from summer concerts to 4th of July fireworks & neighborhood parades that make this area special. Conveniently located near open space trails, Sandcastle Playground & Roger Sherman Elementary School.

4 Beds ⋅ 3 Baths ⋅ 24160315 MLS

Update: The seller has requested that highest and best offers be submitted by Monday 3/23 at Noon Life by LI Sound starts here, Welcome to 693 South Benson Road. This brilliantly redesigned & fully renovated in 2012, 4 bedroom, 3 bath home is set on a rare, private quarter acre. Light, clean, bright & fabulous is your immediate feeling upon entry. The living room flows seamlessly into the kitchen & continues into your dining area, creating an ideal layout for both entertaining & everyday privacy. The 1st floor also features a flexible bedroom & office, along w/ a mudroom & full bath. Hardwood floors throughout & freshly painted rooms complement the sun filled spaces. Upstairs, you will find a generously sized primary suite w/ walk-in closet and spa like full bath, 2 bedrooms & full bath. The finished 3rd floor offers added versatility, ideal as a workout room, playroom, or office plus an abundant storage room. Step outside to a private, fully fenced backyard featuring a new spectacular deck & patio, an outdoor shower & professionally landscaped grounds. From multiple vantage points, enjoy views of South Benson Marina & glimpses of the Long Island Sound & beach where you can walk for miles. Experience the best of Fairfield's beachside community, from summer concerts to 4th of July fireworks & neighborhood parades that make this area special. Conveniently located near open space trails, Sandcastle Playground & Roger Sherman Elementary School.

693 S Benson Rd, Fairfield

$2,100,000

Your Coastal Dream home awaits! Located just steps away from beloved Penfield Beach, R. Sherman school, & just a quick bike ride or stroll away to downtown Fairfield & Metro station, this incredible location boasts convenience & an amazing vibrant community centered around its coveted beaches! Enjoy the opportunity to own a BRAND NEW FEMA-compliant home designed around entertaining, indoor/outdoor living, & a slower paced lifestyle. Offering incredible flexible living spaces, the expansive main floor layout boasts a state of the art chef's kitchen with custom cabinetry, Bosch appliances, & oversized island just perfect for hosting! The sun drenched Living room, Dining room, & cozy Family room offer ample space for friends & family to gather & enjoy throughout the seasons. Whether it's outside enjoying a drink on the front porch admiring the sea breeze, or holidays by the cozy gas fireplace, this wonderful home can suit any lifestyle. The main level Office can double as a guest space or playroom with the added convenience of a main level Full bathroom nearby. The upper level boasts a luxurious Primary suite featuring 2 WICs, a spa like ensuite bathroom with massive glass shower that is as relaxing as it is impressive. Additionally, 3 spacious bedrooms, an additional full bathroom, & a convenient Laundry complete the upper level. The covered Loggia, mudroom, 2 car garage & spacious private backyard offer everyday functionality, seasonal recreational space, & so much more!

4 Beds ⋅ 3 Baths ⋅ 24133923 MLS

Your Coastal Dream home awaits! Located just steps away from beloved Penfield Beach, R. Sherman school, & just a quick bike ride or stroll away to downtown Fairfield & Metro station, this incredible location boasts convenience & an amazing vibrant community centered around its coveted beaches! Enjoy the opportunity to own a BRAND NEW FEMA-compliant home designed around entertaining, indoor/outdoor living, & a slower paced lifestyle. Offering incredible flexible living spaces, the expansive main floor layout boasts a state of the art chef's kitchen with custom cabinetry, Bosch appliances, & oversized island just perfect for hosting! The sun drenched Living room, Dining room, & cozy Family room offer ample space for friends & family to gather & enjoy throughout the seasons. Whether it's outside enjoying a drink on the front porch admiring the sea breeze, or holidays by the cozy gas fireplace, this wonderful home can suit any lifestyle. The main level Office can double as a guest space or playroom with the added convenience of a main level Full bathroom nearby. The upper level boasts a luxurious Primary suite featuring 2 WICs, a spa like ensuite bathroom with massive glass shower that is as relaxing as it is impressive. Additionally, 3 spacious bedrooms, an additional full bathroom, & a convenient Laundry complete the upper level. The covered Loggia, mudroom, 2 car garage & spacious private backyard offer everyday functionality, seasonal recreational space, & so much more!

260 Birch Rd, Fairfield

$2,100,000

Welcome to 545 Shrub Oak Lane, an expanded Colonial on 2 private acres in Greenfield Hill. This home sits on a beautifully flat front yard that enhances its curb appeal. Fully renovated in 2012, the family room and oversized kitchen is the heart of the home. The custom designed kitchen has an 10 foot mahogany island with granite countertops, walk-in panty, and mahogany wood framed glass doors that create a seamlessly indoor-outdoor experience. The first level offers a formal living and dining room, an office and an expanded mudroom. Upstairs, the primary suite includes french doors to a private deck, a steam shower, a jacuzzi tub, walk-in closet, and a separate sitting room. Four additional bedrooms, two baths, and laundry room complete the upper level. The lower level offers a rec room, extra laundry, an office and ample storage. The oversized three-car garage with unfinished bonus space above is ideal for a in-law suite or future expansion. Outside is an entertainer's paradise, a custom designed lagoon-style pool with diving rocks, multiple bluestone patios, an elevated covered patio, two mahogany decks and an incredible recreational setup, including a full-size lighted basketball court, a turf area for bocce ball/batting cage, fire pit and more!

5 Beds ⋅ 4 Baths ⋅ 24115368 MLS

Welcome to 545 Shrub Oak Lane, an expanded Colonial on 2 private acres in Greenfield Hill. This home sits on a beautifully flat front yard that enhances its curb appeal. Fully renovated in 2012, the family room and oversized kitchen is the heart of the home. The custom designed kitchen has an 10 foot mahogany island with granite countertops, walk-in panty, and mahogany wood framed glass doors that create a seamlessly indoor-outdoor experience. The first level offers a formal living and dining room, an office and an expanded mudroom. Upstairs, the primary suite includes french doors to a private deck, a steam shower, a jacuzzi tub, walk-in closet, and a separate sitting room. Four additional bedrooms, two baths, and laundry room complete the upper level. The lower level offers a rec room, extra laundry, an office and ample storage. The oversized three-car garage with unfinished bonus space above is ideal for a in-law suite or future expansion. Outside is an entertainer's paradise, a custom designed lagoon-style pool with diving rocks, multiple bluestone patios, an elevated covered patio, two mahogany decks and an incredible recreational setup, including a full-size lighted basketball court, a turf area for bocce ball/batting cage, fire pit and more!

545 Shrub Oak Ln, Fairfield

$2,070,000

A stop-in-your-tracks reconstruction & expansion ideally located on a quiet street just moments from town & beach. Beautifully sited on a fully fenced double lot, the property includes a 3-car detached garage with unfinished loft-ideal for a future ADU. The main level is designed for effortless living & entertaining, highlighted by a stunning open great room w/ linear modern gas fireplace & a chef's kitchen featuring quartz countertops, a striking Benjamin Moore French Beret center island, & a spacious walk-in pantry. The dining room is a true showpiece, offering a full wall of custom built-ins w/ 100-year-old White Oak floating shelves sourced from Litchfield, a black mirrored backsplash, custom pull-out liquor drawers, & EuroCave wine refrigeration. Thoughtfully curated throughout, the home offers exceptional functionality, bespoke fixtures, & abundant tailored storage. The main level also includes a private office or playroom w/ Peloton niche, a dramatic two-story entry w/ batten board feature walls, a laundry room w/ cubbies and storage, & a powder room. The primary suite features 2 walk-in closets & a spa-like en suite bath w/ dual vanities. 2 additional bedrooms share a full bath, while the 4th bedroom-currently a fitness room w/ Murphy bed-offers its own full bath & double closet. Additional highlights include a FEMA-compliant filled-in basement, Elkay water dispenser, & professionally designed landscaping. Outdoor living shines w/ an expansive patio & outdoor shower.

4 Beds ⋅ 4 Baths ⋅ 24152327 MLS

A stop-in-your-tracks reconstruction & expansion ideally located on a quiet street just moments from town & beach. Beautifully sited on a fully fenced double lot, the property includes a 3-car detached garage with unfinished loft-ideal for a future ADU. The main level is designed for effortless living & entertaining, highlighted by a stunning open great room w/ linear modern gas fireplace & a chef's kitchen featuring quartz countertops, a striking Benjamin Moore French Beret center island, & a spacious walk-in pantry. The dining room is a true showpiece, offering a full wall of custom built-ins w/ 100-year-old White Oak floating shelves sourced from Litchfield, a black mirrored backsplash, custom pull-out liquor drawers, & EuroCave wine refrigeration. Thoughtfully curated throughout, the home offers exceptional functionality, bespoke fixtures, & abundant tailored storage. The main level also includes a private office or playroom w/ Peloton niche, a dramatic two-story entry w/ batten board feature walls, a laundry room w/ cubbies and storage, & a powder room. The primary suite features 2 walk-in closets & a spa-like en suite bath w/ dual vanities. 2 additional bedrooms share a full bath, while the 4th bedroom-currently a fitness room w/ Murphy bed-offers its own full bath & double closet. Additional highlights include a FEMA-compliant filled-in basement, Elkay water dispenser, & professionally designed landscaping. Outdoor living shines w/ an expansive patio & outdoor shower.

187 Catherine Ter, Fairfield

$2,069,000

A new construction home showcasing timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom built-ins. 6 Bedrooms and 6.1 Baths across 4 levels of living include a serene, hotel-style primary suite with dual walk-ins and a spa bath. Outdoors, a stone patio and landscaped, private yard create an ideal setting for entertaining with room for a pool. Quiet cul-de-sac location close to beaches, downtown, and train. Experience Fairfield luxury built by a local, reputable, award-winning home builder. One year new home warranty.

6 Beds ⋅ 7 Baths ⋅ 24142200 MLS

A new construction home showcasing timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom built-ins. 6 Bedrooms and 6.1 Baths across 4 levels of living include a serene, hotel-style primary suite with dual walk-ins and a spa bath. Outdoors, a stone patio and landscaped, private yard create an ideal setting for entertaining with room for a pool. Quiet cul-de-sac location close to beaches, downtown, and train. Experience Fairfield luxury built by a local, reputable, award-winning home builder. One year new home warranty.

42 Robin Cir, Fairfield

$2,050,000

1680 Cross Highway is a nod to all of the pristine, old-school colonials in leafy Greenfield Hill, however, its interiors and landscape have been beautifully updated to reflect the needs of the current owners, a modern family of four, with a nanny and friends continuously coming and going. The chef's kitchen was masterfully streamlined with new GE Monogram appliances, an oversized center island, and incredible storage capability. The flow continues into an open dining room on one side, a spacious family room on the other, with a wood burning fireplace and easy access to a screened-in porch, Trex deck and hot tub. A formal living room with a fireplace often kicks off the evening, inviting outdoor relaxation on the side deck, with views of the private yard and vegetable gardens. A corner library with custom bookcases, mudroom, laundry, and half bath complete the first floor. Upstairs, the primary suite was updated to provide a spa-like, oversized bathroom and additional walk-in closet space. There are three additional well-proportioned bedrooms and bathrooms. The basement has been reworked too, mostly to accommodate visitors and add a finished 1215 sq ft of living space: rec-room with built-ins, kitchenette/breakfast bar, a bedroom, full bath and gym space. Convenience is king here too with a convenient location for commuting, shopping, school drop-off, and sporting events. The outdoor spaces are sublime, and capture the relaxed and connected spirit of the current owners.

5 Beds ⋅ 6 Baths ⋅ 24188539 MLS

1680 Cross Highway is a nod to all of the pristine, old-school colonials in leafy Greenfield Hill, however, its interiors and landscape have been beautifully updated to reflect the needs of the current owners, a modern family of four, with a nanny and friends continuously coming and going. The chef's kitchen was masterfully streamlined with new GE Monogram appliances, an oversized center island, and incredible storage capability. The flow continues into an open dining room on one side, a spacious family room on the other, with a wood burning fireplace and easy access to a screened-in porch, Trex deck and hot tub. A formal living room with a fireplace often kicks off the evening, inviting outdoor relaxation on the side deck, with views of the private yard and vegetable gardens. A corner library with custom bookcases, mudroom, laundry, and half bath complete the first floor. Upstairs, the primary suite was updated to provide a spa-like, oversized bathroom and additional walk-in closet space. There are three additional well-proportioned bedrooms and bathrooms. The basement has been reworked too, mostly to accommodate visitors and add a finished 1215 sq ft of living space: rec-room with built-ins, kitchenette/breakfast bar, a bedroom, full bath and gym space. Convenience is king here too with a convenient location for commuting, shopping, school drop-off, and sporting events. The outdoor spaces are sublime, and capture the relaxed and connected spirit of the current owners.

1680 Cross Hwy, Fairfield

$2,050,000

Wonderful opportunity to live in the desirable Fairfield Beach neighborhood, just two houses from the shoreline and offering private gated beach access through the Fair Acres Association. This inviting coastal retreat captures the very best of Fairfield Beach living. Thoughtfully designed across three levels, the home blends relaxed seaside charm with flexible living spaces. The sun-filled open-concept main level features a spacious kitchen flowing seamlessly into the dining area and living room with a cozy gas fireplace and French doors leading to a private deck-perfect for morning coffee or entertaining after a day at the beach. A dedicated first-floor office, powder room, and laundry room add comfort and convenience. Upstairs, the spacious primary bedroom offers beautiful water views, a generous walk-in closet, and a private ensuite bath. Two additional bedrooms complete the second floor. The third-level bonus room provides exceptional versatility as a family room, media room, playroom, guest space, or fourth bedroom, all enhanced by even more stunning coastal views. The fully fenced property is thoughtfully professionally landscaped, and the outdoor shower is a must have! Ideally located just moments from Fairfield's vibrant town center, Metro North train, marina, tennis courts, and beaches, this home offers the perfect balance of coastal tranquility and everyday convenience. Enjoy Fairfield's renowned dining, boutique shopping, arts scene, top universities, and classic

3 Beds ⋅ 3 Baths ⋅ 24178486 MLS

Wonderful opportunity to live in the desirable Fairfield Beach neighborhood, just two houses from the shoreline and offering private gated beach access through the Fair Acres Association. This inviting coastal retreat captures the very best of Fairfield Beach living. Thoughtfully designed across three levels, the home blends relaxed seaside charm with flexible living spaces. The sun-filled open-concept main level features a spacious kitchen flowing seamlessly into the dining area and living room with a cozy gas fireplace and French doors leading to a private deck-perfect for morning coffee or entertaining after a day at the beach. A dedicated first-floor office, powder room, and laundry room add comfort and convenience. Upstairs, the spacious primary bedroom offers beautiful water views, a generous walk-in closet, and a private ensuite bath. Two additional bedrooms complete the second floor. The third-level bonus room provides exceptional versatility as a family room, media room, playroom, guest space, or fourth bedroom, all enhanced by even more stunning coastal views. The fully fenced property is thoughtfully professionally landscaped, and the outdoor shower is a must have! Ideally located just moments from Fairfield's vibrant town center, Metro North train, marina, tennis courts, and beaches, this home offers the perfect balance of coastal tranquility and everyday convenience. Enjoy Fairfield's renowned dining, boutique shopping, arts scene, top universities, and classic

787 Rowland Rd, Fairfield

$2,050,000

Set on 284 feet of direct waterfront in Fairfield's coveted Lake Hills Association, this extraordinary 5-bedroom home offers the kind of lakefront lifestyle that becomes part of a family's legacy. With a private beach, dock, & sweeping water views, every day feels like a vacation.Designed for entertaining and multi-generational living, the home features four finished levels of flexible living space. A dramatic living room with soaring two-story windows and a stunning floor-to-ceiling fireplace showcases the breathtaking setting. The open-concept kitchen, dining area, & vaulted family room are anchored by a second stone fireplace and framed by panoramic lake views. The thoughtfully designed layout includes two first-floor bedrooms with a Jack-and-Jill bath, additional upper-level bedrooms, and a private primary suite featuring water views from two sides, a covered deck, spa-like bath, and dual walk-in closets. The walk-out lower level opens directly to the lake. Professionally landscaped and complete with a 3-car garage.

5 Beds ⋅ 5 Baths ⋅ 24174318 MLS

Set on 284 feet of direct waterfront in Fairfield's coveted Lake Hills Association, this extraordinary 5-bedroom home offers the kind of lakefront lifestyle that becomes part of a family's legacy. With a private beach, dock, & sweeping water views, every day feels like a vacation.Designed for entertaining and multi-generational living, the home features four finished levels of flexible living space. A dramatic living room with soaring two-story windows and a stunning floor-to-ceiling fireplace showcases the breathtaking setting. The open-concept kitchen, dining area, & vaulted family room are anchored by a second stone fireplace and framed by panoramic lake views. The thoughtfully designed layout includes two first-floor bedrooms with a Jack-and-Jill bath, additional upper-level bedrooms, and a private primary suite featuring water views from two sides, a covered deck, spa-like bath, and dual walk-in closets. The walk-out lower level opens directly to the lake. Professionally landscaped and complete with a 3-car garage.

475 Springer Rd, Fairfield

$2,050,000

SELLERS HAVE REQUESTED BEST AND FINAL OFFERS BY MON. 10/6 AT 5PM. Steps from Penfield Beach via gated Fair Acres Beach Association, 748 Rowland Road is a stunning coastal retreat offering the perfect blend of luxury living & laid-back elegance. Set on a rare, private lot w/sweeping, unobstructed views of protected open space this home is a sanctuary of sunlight, serenity & sophisticated design. The main level unfolds w/an open, airy layout filled w/natural light. A gracious dining room sets the tone for entertaining while the eat-in kitchen impresses w/Thermador appliances, wine fridge & oversized marble island framed by custom cabinetry. The living room stuns w/coffered ceilings, gas fireplace w/reclaimed wood mantle & breathtaking views of the lush space beyond. French doors lead to large deck perfect for alfresco dining & soaking in the coastal breeze. 1st fl powder room & seamless indoor-outdoor flow complete the effortless beachside living vibe. Upstairs, the primary suite is a peaceful retreat w/gas fireplace, oversized walk-in closet, spa-like en suite bath & private deck where ocean breezes & morning light set the tone for the day. 2 add'l bedrooms w/Jack & Jill bath & separate dressing areas provide comfort & privacy for family/guests. Lower level loggia is a showstopper featuring stone floors, gas fireplace & access to patio & stunning professionally landscaped backyard oasis. Attached oversized garage w/epoxy floor, gas, sewer, public water, FEMA compliant.

3 Beds ⋅ 3 Baths ⋅ 24130453 MLS

SELLERS HAVE REQUESTED BEST AND FINAL OFFERS BY MON. 10/6 AT 5PM. Steps from Penfield Beach via gated Fair Acres Beach Association, 748 Rowland Road is a stunning coastal retreat offering the perfect blend of luxury living & laid-back elegance. Set on a rare, private lot w/sweeping, unobstructed views of protected open space this home is a sanctuary of sunlight, serenity & sophisticated design. The main level unfolds w/an open, airy layout filled w/natural light. A gracious dining room sets the tone for entertaining while the eat-in kitchen impresses w/Thermador appliances, wine fridge & oversized marble island framed by custom cabinetry. The living room stuns w/coffered ceilings, gas fireplace w/reclaimed wood mantle & breathtaking views of the lush space beyond. French doors lead to large deck perfect for alfresco dining & soaking in the coastal breeze. 1st fl powder room & seamless indoor-outdoor flow complete the effortless beachside living vibe. Upstairs, the primary suite is a peaceful retreat w/gas fireplace, oversized walk-in closet, spa-like en suite bath & private deck where ocean breezes & morning light set the tone for the day. 2 add'l bedrooms w/Jack & Jill bath & separate dressing areas provide comfort & privacy for family/guests. Lower level loggia is a showstopper featuring stone floors, gas fireplace & access to patio & stunning professionally landscaped backyard oasis. Attached oversized garage w/epoxy floor, gas, sewer, public water, FEMA compliant.

748 Rowland Rd, Fairfield

$2,040,000

Incredible opportunity to live in the Fairfield Beach neighborhood, within easy walking distance to beach & marina. Under 1 mile to train & town center. Beautifully renovated vintage home with so many improvements/amenities, including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you to a living room with decorative fireplace. The sitting/family room with gas fireplace, study adjacent to full bath could easily combine for 1st floor guest suite. 2nd foyer leads to spacious dining room and flows to a bright sunny kitchen with large marble island, 6 burner/2 oven Wolf range, beverage cooler and wall of windows overlooking the expansive 1/3 acre property. The lovely primary bedroom offers a sitting room, walk-in-closet and full bath. The deluxe laundry room has a beverage cooler and private balcony, 2 addition bedrooms & bath complete the 2nd floor. The spacious 3rd floor offers a bonus room & 2 more bedrooms. Ideally located just steps to South Benson Marina (.4 mi), Jennings beach, kayak/paddle board racks, & Beach Pavilion (.6 mi). Nearby Ash Creek estuary, features tranquil marshes and scenic walking trails. Located just minutes from vibrant Fairfield town center (.7 mi) and train station (.9 mi), scenic Southport village & harbor.

5 Beds ⋅ 3 Baths ⋅ 24176330 MLS

Incredible opportunity to live in the Fairfield Beach neighborhood, within easy walking distance to beach & marina. Under 1 mile to train & town center. Beautifully renovated vintage home with so many improvements/amenities, including gorgeous expanded kitchen, renovated bathrooms, plantation shutters, new windows, new roof, fresh exterior paint, fencing and more. The inviting foyer welcomes you to a living room with decorative fireplace. The sitting/family room with gas fireplace, study adjacent to full bath could easily combine for 1st floor guest suite. 2nd foyer leads to spacious dining room and flows to a bright sunny kitchen with large marble island, 6 burner/2 oven Wolf range, beverage cooler and wall of windows overlooking the expansive 1/3 acre property. The lovely primary bedroom offers a sitting room, walk-in-closet and full bath. The deluxe laundry room has a beverage cooler and private balcony, 2 addition bedrooms & bath complete the 2nd floor. The spacious 3rd floor offers a bonus room & 2 more bedrooms. Ideally located just steps to South Benson Marina (.4 mi), Jennings beach, kayak/paddle board racks, & Beach Pavilion (.6 mi). Nearby Ash Creek estuary, features tranquil marshes and scenic walking trails. Located just minutes from vibrant Fairfield town center (.7 mi) and train station (.9 mi), scenic Southport village & harbor.

215 Old Post Rd, Fairfield

$2,025,000

Set on a cul de sac near Fairfield University, this impeccable, high end almost new construction has brand new exquisite updates, creating a sparkling gem of a home! An expansive tone is set by the jumbo scale of the windows, the 9' ceilings and the 8 1/2' Kitchen Island. Very recent enhancements both practical & chic include Kitchen: New AGA range, light fixtures over island & dining table, cabinet hardware. Mudroom: porcelain cobblestone tile floor, custom cabinets, & closet shelving, Powder Room: vanity, millwork, tile floor, lighting, & wallpaper. Living Room: stunning fireplace mantle & millwork, 2nd floor Laundry Room: flooring. 3rd Floor: 'Bunk Room' created in open area w/built in beds, 5th Bedroom with new custom built in wardrobe, & Bathroom vanity, Office area now separate & private, Storage room fitted w/shelving. Beautiful new window shades and treatments throughout. Spacious unfinished basement has 8' ceiling. Sliders lead to private, sunny yard with bluestone patio. This is a delectable package of high end newer construction very recently customized, very convenient to the delights of Fairfield's award winning cultural town center. All this is just under a mile (20 minute walk) to the Metro North NYC bound platform & into town center for restaurants, theaters & shopping. Penfield Beach is just another mile away; a reasonable stroll via the Old Post historic district.

5 Beds ⋅ 5 Baths ⋅ 24178238 MLS

Set on a cul de sac near Fairfield University, this impeccable, high end almost new construction has brand new exquisite updates, creating a sparkling gem of a home! An expansive tone is set by the jumbo scale of the windows, the 9' ceilings and the 8 1/2' Kitchen Island. Very recent enhancements both practical & chic include Kitchen: New AGA range, light fixtures over island & dining table, cabinet hardware. Mudroom: porcelain cobblestone tile floor, custom cabinets, & closet shelving, Powder Room: vanity, millwork, tile floor, lighting, & wallpaper. Living Room: stunning fireplace mantle & millwork, 2nd floor Laundry Room: flooring. 3rd Floor: 'Bunk Room' created in open area w/built in beds, 5th Bedroom with new custom built in wardrobe, & Bathroom vanity, Office area now separate & private, Storage room fitted w/shelving. Beautiful new window shades and treatments throughout. Spacious unfinished basement has 8' ceiling. Sliders lead to private, sunny yard with bluestone patio. This is a delectable package of high end newer construction very recently customized, very convenient to the delights of Fairfield's award winning cultural town center. All this is just under a mile (20 minute walk) to the Metro North NYC bound platform & into town center for restaurants, theaters & shopping. Penfield Beach is just another mile away; a reasonable stroll via the Old Post historic district.

20 Saint Marc Ln, Fairfield

$2,025,000

This is not just a house-it's a home with soul. Lovingly cared for and impeccably maintained by the same family for nearly 30 years, this 4-bedroom, 3.5-bath Colonial unfolds in ways you don't expect, each space more surprising than the last. The kitchen is extraordinary-a centerpiece that captivates and performs. Anchored by a single-slab Carrera marble island and a premium Thermador suite, it balances beauty and function. Custom cabinetry and stone countertops line the perimeter, while dramatic gazebo-style architecture and cathedral ceilings fill the room with light. A bay window with a built-in seat frames tranquil backyard views, creating a seamless indoor-outdoor connection where life naturally gathers. The family room is equally striking. Vaulted ceilings create airiness, while a gas fireplace with a floor-to-ceiling whitewashed brick chimney anchors the space. Custom built-ins flank the hearth, blending elegance and purpose in a room that feels refined yet inviting. Upstairs, four bedrooms include a serene primary suite, updated baths, and ample closet space. The newly finished lower level expands the home's possibilities-perfect for a media room, gym, playroom, office, or guest retreat. A custom-built playhouse and stunning accent wall add whimsy and sophistication, making this space a seamless extension of the home rather than an afterthought. A home that reveals itself in layers-unexpected, memorable, and truly special.

4 Beds ⋅ 3 Baths ⋅ 24163341 MLS

This is not just a house-it's a home with soul. Lovingly cared for and impeccably maintained by the same family for nearly 30 years, this 4-bedroom, 3.5-bath Colonial unfolds in ways you don't expect, each space more surprising than the last. The kitchen is extraordinary-a centerpiece that captivates and performs. Anchored by a single-slab Carrera marble island and a premium Thermador suite, it balances beauty and function. Custom cabinetry and stone countertops line the perimeter, while dramatic gazebo-style architecture and cathedral ceilings fill the room with light. A bay window with a built-in seat frames tranquil backyard views, creating a seamless indoor-outdoor connection where life naturally gathers. The family room is equally striking. Vaulted ceilings create airiness, while a gas fireplace with a floor-to-ceiling whitewashed brick chimney anchors the space. Custom built-ins flank the hearth, blending elegance and purpose in a room that feels refined yet inviting. Upstairs, four bedrooms include a serene primary suite, updated baths, and ample closet space. The newly finished lower level expands the home's possibilities-perfect for a media room, gym, playroom, office, or guest retreat. A custom-built playhouse and stunning accent wall add whimsy and sophistication, making this space a seamless extension of the home rather than an afterthought. A home that reveals itself in layers-unexpected, memorable, and truly special.

757 Galloping Hill Rd, Fairfield

$2,025,000

Welcome to an EXCEPTIONAL NEW CONSTRUCTION in Fairfield's desirable University area, nestled on a quiet cul-de-sac. Designed with luxury, comfort, and craftsmanship, this stunning home offers 4 (to 6) bedrooms, 5.5 baths, and 9' ceilings for an airy, spacious feel. Impeccable details include 4" white oak hardwoods, custom millwork, coffered ceilings, shiplap accents, crown molding, & elegant archways. The gourmet kitchen is a showpiece with custom soft-close cabinetry, massive quartz island, Thermador appliances, floating shelves, and a butler's pantry. The kitchen opens seamlessly to the family room with fireplace, where floor-to-ceiling sliders lead to a private, fenced backyard with bluestone patio and fire pit perfect for effortless indoor-outdoor living & entertaining. A stylish DR with French doors sets the tone for intimate dinners or holiday gatherings. Upstairs, the luxurious primary suite showcases a gas FP, lighted tray ceiling, oversized walk-in closet, and spa-like bath with soaking tub, large shower, and custom double vanity. Two additional bedrooms share a beautifully appointed Jack & Jill bath, while a 4th bedroom enjoys its own en-suite. The finished 3rd level with full bath offers versatility as a home office, rec room, guest suite, or au pair space. The fully finished LL offers a full bath, ideal for a playroom, gym, or extended living. Blending timeless elegance with modern amenities, minutes to top-rated schools, beaches, restaurants, shopping & train.

4 Beds ⋅ 6 Baths ⋅ 24136476 MLS

Welcome to an EXCEPTIONAL NEW CONSTRUCTION in Fairfield's desirable University area, nestled on a quiet cul-de-sac. Designed with luxury, comfort, and craftsmanship, this stunning home offers 4 (to 6) bedrooms, 5.5 baths, and 9' ceilings for an airy, spacious feel. Impeccable details include 4" white oak hardwoods, custom millwork, coffered ceilings, shiplap accents, crown molding, & elegant archways. The gourmet kitchen is a showpiece with custom soft-close cabinetry, massive quartz island, Thermador appliances, floating shelves, and a butler's pantry. The kitchen opens seamlessly to the family room with fireplace, where floor-to-ceiling sliders lead to a private, fenced backyard with bluestone patio and fire pit perfect for effortless indoor-outdoor living & entertaining. A stylish DR with French doors sets the tone for intimate dinners or holiday gatherings. Upstairs, the luxurious primary suite showcases a gas FP, lighted tray ceiling, oversized walk-in closet, and spa-like bath with soaking tub, large shower, and custom double vanity. Two additional bedrooms share a beautifully appointed Jack & Jill bath, while a 4th bedroom enjoys its own en-suite. The finished 3rd level with full bath offers versatility as a home office, rec room, guest suite, or au pair space. The fully finished LL offers a full bath, ideal for a playroom, gym, or extended living. Blending timeless elegance with modern amenities, minutes to top-rated schools, beaches, restaurants, shopping & train.

33 Middlebrook Pl, Fairfield

$2,000,000

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

4 Beds ⋅ 5 Baths ⋅ 24171406 MLS

3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original beams and centuries-old floors remain at the core, while refreshed interiors and natural light bring a sense of clarity and renewal throughout. A rare three-fireplace hearth anchors the main living spaces, creating a natural center point for gathering. Four bedrooms and four and a half baths offer both comfort and flexibility, including a primary suite with a private balcony overlooking the property as it comes alive in the spring. The land is expansive, yet entirely manageable. Nearly eighteen acres unfold into open fields, budding orchards, and wooded edges - offering the option to embrace the full scale of the property or maintain a more modest footprint. Whether for gardening, recreation, or quiet enjoyment, the setting adapts easily. A historic barn, carriage house, and chicken coop add character and versatility. Privately set yet just minutes from town, this is a property that delivers both space and convenience. 3808 Redding Road offers a sense of history, a renewed perspective, and the flexibility to live as you choose.

3808 Redding Rd, Fairfield

$1,975,000

Rare newer construction in one of Fairfield's most desirable walk-to-town neighborhoods. Built in 2012, this exceptional 4 bedroom, 4.5 bath Colonial offers a thoughtfully designed open layout, beautiful millwork, & a spectacular, newly completed luxury lower level designed for recreation & entertaining. The main level features hardwood floors throughout & comfortable, well-proportioned living spaces. The kitchen with eat-in dining area flows naturally into the family room w/ custom built-ins & a gas fireplace, creating an inviting setting for daily living & entertaining. A formal living room, dining room & private home office w/ coffered ceilings provide flexible space for work or relaxation. A powder room & direct access to the two-car garage complete the first floor. Upstairs, the primary suite includes a gas fireplace, en-suite bath, expansive walk in closet & an adjoining bonus room that may serve as a nursery, home office, or potential 5th bedroom. Three additional bedrooms include one en suite, while the other two share a hall bath. A second-floor laundry room adds convenience to everyday living. The exceptional newly finished lower level by Domus Construction is designed as a true lifestyle retreat. Features include a spacious great room w/ a custom walnut entertainment wall, a wet bar w/ marble countertops & custom cabinetry, a dedicated golf simulator room, a gym w/ sauna, & a full bath.

4 Beds ⋅ 5 Baths ⋅ 24157177 MLS

Rare newer construction in one of Fairfield's most desirable walk-to-town neighborhoods. Built in 2012, this exceptional 4 bedroom, 4.5 bath Colonial offers a thoughtfully designed open layout, beautiful millwork, & a spectacular, newly completed luxury lower level designed for recreation & entertaining. The main level features hardwood floors throughout & comfortable, well-proportioned living spaces. The kitchen with eat-in dining area flows naturally into the family room w/ custom built-ins & a gas fireplace, creating an inviting setting for daily living & entertaining. A formal living room, dining room & private home office w/ coffered ceilings provide flexible space for work or relaxation. A powder room & direct access to the two-car garage complete the first floor. Upstairs, the primary suite includes a gas fireplace, en-suite bath, expansive walk in closet & an adjoining bonus room that may serve as a nursery, home office, or potential 5th bedroom. Three additional bedrooms include one en suite, while the other two share a hall bath. A second-floor laundry room adds convenience to everyday living. The exceptional newly finished lower level by Domus Construction is designed as a true lifestyle retreat. Features include a spacious great room w/ a custom walnut entertainment wall, a wet bar w/ marble countertops & custom cabinetry, a dedicated golf simulator room, a gym w/ sauna, & a full bath.

570 Unquowa Rd, Fairfield

$1,970,000

PLEASE SUBMIT HIGHEST & BEST BY 3PM TUESDAY 3/10. Welcome to a neighborhood where friendly waves, people riding bikes, and a genuine sense of community are part of everyday life. Set on a rare, flat property in one of Fairfield's most welcoming areas, this beautifully crafted new home offers the space, comfort, and thoughtful design today's families are searching for. Inside, light-filled living spaces are designed for gathering, whether it's weeknight dinners around the kitchen island, holidays in the dining room, or cozy evenings spent together in the great room. Large glass doors open to a level backyard and patio, creating an effortless connection between indoor and outdoor living with plenty of room for play, entertaining, or a future pool. The home offers five bedrooms plus a finished bonus room above the garage that qualifies as a sixth bedroom, providing flexibility for guests, office space, or recreation. Every space has been thoughtfully finished with designer lighting, high-end millwork, and timeless details that make the home feel both elevated and welcoming. Upstairs, the primary suite offers a peaceful retreat while additional spaces provide room for everyone to relax and recharge. All the work has been done-simply move in and start enjoying life here. Ideally located with walkable access to High Ridge Park, Lake Mohegan open space, schools, and the library, with shopping, restaurants, beaches, and Metro-North trains just minutes away.

5 Beds ⋅ 5 Baths ⋅ 24157337 MLS

PLEASE SUBMIT HIGHEST & BEST BY 3PM TUESDAY 3/10. Welcome to a neighborhood where friendly waves, people riding bikes, and a genuine sense of community are part of everyday life. Set on a rare, flat property in one of Fairfield's most welcoming areas, this beautifully crafted new home offers the space, comfort, and thoughtful design today's families are searching for. Inside, light-filled living spaces are designed for gathering, whether it's weeknight dinners around the kitchen island, holidays in the dining room, or cozy evenings spent together in the great room. Large glass doors open to a level backyard and patio, creating an effortless connection between indoor and outdoor living with plenty of room for play, entertaining, or a future pool. The home offers five bedrooms plus a finished bonus room above the garage that qualifies as a sixth bedroom, providing flexibility for guests, office space, or recreation. Every space has been thoughtfully finished with designer lighting, high-end millwork, and timeless details that make the home feel both elevated and welcoming. Upstairs, the primary suite offers a peaceful retreat while additional spaces provide room for everyone to relax and recharge. All the work has been done-simply move in and start enjoying life here. Ideally located with walkable access to High Ridge Park, Lake Mohegan open space, schools, and the library, with shopping, restaurants, beaches, and Metro-North trains just minutes away.

31 High Ridge Rd, Fairfield

$1,950,000

Let's focus on one of the best lifestyles in Fairfield-come home to 7 Ennis Lane. More than just a house, this is a home that has been filled w/ love & laughter. Warm, open & welcoming, its spaces create an atmosphere that is both inviting, comfortable & elevated. With an optimal location at the end of a small cul de sac surrounded by beautiful marshland in Center/Beach/Sasco areas, this property offers the perfect combination of convenience, privacy & charm. Just minutes to town, shopping, beach, golf, dining & train, there is easy access to everything, yet still a quiet escape. Designed for both everyday living & exceptional entertaining! The numerous updates throughout & versatile floor plan adapt effortlessly to a variety of lifestyles. Enjoy al fresco dining by your oversized in-ground pool (2021), w/ gorgeous grounds bursting w/ Peonies, Japanese Maple, Hostas, Tulips, Rose bushes, Bluestone walk-ways w/ Belgium block borders & fully fenced! The main level features a renovated kitchen w/ Bosch appliance suite, Quartz tops, oversized island all open to a spacious family room-an enviable gathering space. Additionally, the main level boasts a sizable office, library, dining room w/ built-in wet-bar, partial bath & formal fireplaced living room w/ vaulted ceilings. Upstairs you find an oasis primary suite renovated in 2023 w/ luxe bath, laundry & 3 additional guest beds (one en suite). Added bonus-walk-up third floor can be a flex space or 5th bedroom. Totally turn-key

4 Beds ⋅ 4 Baths ⋅ 24167875 MLS

Let's focus on one of the best lifestyles in Fairfield-come home to 7 Ennis Lane. More than just a house, this is a home that has been filled w/ love & laughter. Warm, open & welcoming, its spaces create an atmosphere that is both inviting, comfortable & elevated. With an optimal location at the end of a small cul de sac surrounded by beautiful marshland in Center/Beach/Sasco areas, this property offers the perfect combination of convenience, privacy & charm. Just minutes to town, shopping, beach, golf, dining & train, there is easy access to everything, yet still a quiet escape. Designed for both everyday living & exceptional entertaining! The numerous updates throughout & versatile floor plan adapt effortlessly to a variety of lifestyles. Enjoy al fresco dining by your oversized in-ground pool (2021), w/ gorgeous grounds bursting w/ Peonies, Japanese Maple, Hostas, Tulips, Rose bushes, Bluestone walk-ways w/ Belgium block borders & fully fenced! The main level features a renovated kitchen w/ Bosch appliance suite, Quartz tops, oversized island all open to a spacious family room-an enviable gathering space. Additionally, the main level boasts a sizable office, library, dining room w/ built-in wet-bar, partial bath & formal fireplaced living room w/ vaulted ceilings. Upstairs you find an oasis primary suite renovated in 2023 w/ luxe bath, laundry & 3 additional guest beds (one en suite). Added bonus-walk-up third floor can be a flex space or 5th bedroom. Totally turn-key

7 Ennis Ln, Fairfield

$1,950,000

Curb appeal abounds in this picture-perfect Colonial, newly clad in white cedar and set in a coveted neighborhood of upscale homes and walkable, picturesque streets. Ideally located in the western portion of Greenfield Hill, just minutes from the village center, seasonal farmers market, shopping, dining, train, and major roads. Inside, hardwood floors, central air, many rooms freshly painted and two wood-burning fireplaces create a comfortable and inviting atmosphere. The first floor offers both formal and casual living spaces, plus a spacious screened-in porch for relaxing with three-season enjoyment (not in the SQ FT of home). The well-appointed kitchen flows seamlessly into a bright family room with vaulted ceilings and a casual dining area. A mudroom off the garage provides a practical everyday entry. Upstairs, the primary suite features an updated full bath and a generous walk-in closet. Three additional bedrooms share a hall bath, with access to a walk-up attic for extra storage. A full basement and charming red shed add even more storage options. The backyard is a private oasis, complete with a heated in-ground gunite pool and professionally designed landscaping. With nearby home sales averaging over $1.97M in the past year, this property represents exceptional value. Don't miss this opportunity! See agent remarks. Highest/Best by Monday May 18 at 3PM

4 Beds ⋅ 3 Baths ⋅ 24173223 MLS

Curb appeal abounds in this picture-perfect Colonial, newly clad in white cedar and set in a coveted neighborhood of upscale homes and walkable, picturesque streets. Ideally located in the western portion of Greenfield Hill, just minutes from the village center, seasonal farmers market, shopping, dining, train, and major roads. Inside, hardwood floors, central air, many rooms freshly painted and two wood-burning fireplaces create a comfortable and inviting atmosphere. The first floor offers both formal and casual living spaces, plus a spacious screened-in porch for relaxing with three-season enjoyment (not in the SQ FT of home). The well-appointed kitchen flows seamlessly into a bright family room with vaulted ceilings and a casual dining area. A mudroom off the garage provides a practical everyday entry. Upstairs, the primary suite features an updated full bath and a generous walk-in closet. Three additional bedrooms share a hall bath, with access to a walk-up attic for extra storage. A full basement and charming red shed add even more storage options. The backyard is a private oasis, complete with a heated in-ground gunite pool and professionally designed landscaping. With nearby home sales averaging over $1.97M in the past year, this property represents exceptional value. Don't miss this opportunity! See agent remarks. Highest/Best by Monday May 18 at 3PM

324 Jennie Ln, Fairfield

$1,949,000

Award-Winning Luxury in Fairfield! Recipient of the 2025 HOBI Award for Outstanding Fairfield County Spec Home $1-2 Million, 45 Robin Circle showcases timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom built-ins. 6 Bedrooms and 5.1 Baths include a serene, hotel-style primary suite with dual walk-ins and a spa bath. Outdoors, a stone patio and landscaped, private yard create an ideal setting for entertaining with room for a pool. Quiet cul-de-sac location close to beaches, downtown, and train. Experience Fairfield luxury officially recognized among Connecticut's best. One year new home warranty.

6 Beds ⋅ 6 Baths ⋅ 24135044 MLS

Award-Winning Luxury in Fairfield! Recipient of the 2025 HOBI Award for Outstanding Fairfield County Spec Home $1-2 Million, 45 Robin Circle showcases timeless design, refined craftsmanship, and effortless livability. The sunlit main level features an open-concept chef's kitchen with professional appliances and an oversized island flowing to an elegant great room with fireplace and custom built-ins. 6 Bedrooms and 5.1 Baths include a serene, hotel-style primary suite with dual walk-ins and a spa bath. Outdoors, a stone patio and landscaped, private yard create an ideal setting for entertaining with room for a pool. Quiet cul-de-sac location close to beaches, downtown, and train. Experience Fairfield luxury officially recognized among Connecticut's best. One year new home warranty.

45 Robin Cir, Fairfield

$1,947,000

Move right in to this beautiful 4 bedroom, 4 bath Garrett Wilson colonial on a quiet street in Fairfield's desirable University area. Set on a flat landscaped property, this home offers the perfect combination of style, comfort and convenience. Just minutes to town, train and Riverfield school. The spacious white kitchen opens into the family room with quartz countertops, stainless steel appliances, gas range and an island which makes this kitchen a cook's delight. The sun-filled main level features a family room with stone fireplace and access to totally fenced backyard with a fabulous bluestone patio. Step outside to the stunning gunite salt water pool, complete with an electric safety cover-perfect for relaxing and entertaining. The primary bedroom offers a walk in closet, vaulted ceiling, wood floors and a large bathroom with a whirlpool tub, double vanity and private water closet. All other bedrooms are spacious, one with private bathroom and the other two bedrooms share a jack and jill bathroom. The partially finished basement has high end finishes, perfect for a media room, play room, or gym. There is ample storage in the basement.The third floor, a large flex space offers endless options/ ideal as a playroom, office or guest room. New central air system in 2024. This is an exceptional opportunity in one of Fairfield's most sought after neighborhoods.

4 Beds ⋅ 4 Baths ⋅ 24121593 MLS

Move right in to this beautiful 4 bedroom, 4 bath Garrett Wilson colonial on a quiet street in Fairfield's desirable University area. Set on a flat landscaped property, this home offers the perfect combination of style, comfort and convenience. Just minutes to town, train and Riverfield school. The spacious white kitchen opens into the family room with quartz countertops, stainless steel appliances, gas range and an island which makes this kitchen a cook's delight. The sun-filled main level features a family room with stone fireplace and access to totally fenced backyard with a fabulous bluestone patio. Step outside to the stunning gunite salt water pool, complete with an electric safety cover-perfect for relaxing and entertaining. The primary bedroom offers a walk in closet, vaulted ceiling, wood floors and a large bathroom with a whirlpool tub, double vanity and private water closet. All other bedrooms are spacious, one with private bathroom and the other two bedrooms share a jack and jill bathroom. The partially finished basement has high end finishes, perfect for a media room, play room, or gym. There is ample storage in the basement.The third floor, a large flex space offers endless options/ ideal as a playroom, office or guest room. New central air system in 2024. This is an exceptional opportunity in one of Fairfield's most sought after neighborhoods.

232 Pell Meadow Dr, Fairfield

$1,940,000

**Open house 10/11-10/12 CANCELLED** Absolutely GORGEOUS new construction, /elegantly crafted, that blends modern sophistication with coastal -charm in this 5-BDR, 5 Full Bath home. The main level offers a -balance of open-concept living and defined spaces, featuring 9' ceilings, white oak floors, custom millwork, and curated designer fixtures. The gourmet kitchen is a showstopper, featuring Thermador Pro appliances, quartz countertops, and a custom white oak island, flowing seamlessly into a sun-drenched family room with a statement custom designed fireplace and 8' sliding doors leading to a private patio and landscaped yard-spacious enough to accommodate a pool. A home office on the main floor offers functionality and flexibility to be converted to a bedroom. Upstairs, the impressive primary suite with designer accent wall, oversized walk-in closet'S', and a spa-like bath with soaking tub, and radiant heated floors.. Add'l BDRS include private or Jack & Jill baths. The finished lower level offers flexibility for a gym, playroom, or media room. Smart home-ready with Leviton smart-capable panel. Low maintenance exterior. Convenient to downtown restaurant row, lakes, beaches, shopping, 2 train stations, and easy access to Merritt; I95.

5 Beds ⋅ 5 Baths ⋅ 24127311 MLS

**Open house 10/11-10/12 CANCELLED** Absolutely GORGEOUS new construction, /elegantly crafted, that blends modern sophistication with coastal -charm in this 5-BDR, 5 Full Bath home. The main level offers a -balance of open-concept living and defined spaces, featuring 9' ceilings, white oak floors, custom millwork, and curated designer fixtures. The gourmet kitchen is a showstopper, featuring Thermador Pro appliances, quartz countertops, and a custom white oak island, flowing seamlessly into a sun-drenched family room with a statement custom designed fireplace and 8' sliding doors leading to a private patio and landscaped yard-spacious enough to accommodate a pool. A home office on the main floor offers functionality and flexibility to be converted to a bedroom. Upstairs, the impressive primary suite with designer accent wall, oversized walk-in closet'S', and a spa-like bath with soaking tub, and radiant heated floors.. Add'l BDRS include private or Jack & Jill baths. The finished lower level offers flexibility for a gym, playroom, or media room. Smart home-ready with Leviton smart-capable panel. Low maintenance exterior. Convenient to downtown restaurant row, lakes, beaches, shopping, 2 train stations, and easy access to Merritt; I95.

93 Millspaugh Dr, Fairfield

$1,925,000

Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

4 Beds ⋅ 4 Baths ⋅ 24188105 MLS

Welcome to 121 Osborne Hill Road, where exceptional quality construction, timeless elegance, & sophisticated open-concept living define this beautifully crafted residence. Designed for today's discerning buyer, this exceptional home offers 4 b/rooms, 3/1 baths, blending refined style with exceptional functionality. At the heart of the home, the chef's kitchen showcases premium appliances, spacious butler's pantry, & a generous center island, seamlessly connecting to the expansive dining area in a bright, open floor plan designed for effortless gathering & everyday luxury. The pub room with wet bar & wine refrigerator, along with the sun-filled family room, both open to the professionally landscaped b/yard, where a stunning paver patio with a built-in f/place creates an exceptional outdoor gathering space. The luxurious primary suite is a private retreat with a spa-inspired bath. A first-floor office or guest bedroom with a full bath offers exceptional flexibility. An additional finished living area on the second level provides endless possibilities for a media room, playroom, home office, fitness space, or other lifestyle needs. Filled with natural light, the home showcases quality craftsmanship, thoughtful design, & abundant storage throughout. Ideally located minutes from Fairfield's beaches, parks, top-rated schools, vibrant town center, shopping, dining, & commuter routes, this exceptional property offers timeless design, modern amenities, & an unparalleled lifestyle.

121 Osborne Hill Rd, Fairfield

$1,925,000

Welcome to Village at Southport, a 16-home gated enclave of luxurious, turn-key homes right in "The Village." Pure easy living in this 3800+ square foot, three level townhome with every amenity desired. Just a few minutes to the gorgeous beach & harbor, library, restaurants & shops, ideally located close to commute & downtown living, yet quiet & private. This end unit is ideally set abutting the 6-acres of open space, with a secluded backyard amidst the 11-acre property. Enter the main level to a versatile space that can be utilized as an office, great room, bedroom, flex space with a full bathroom, outdoor patio access & mudroom, with entry to the 2-car garage. On the main level, enjoy an open concept, with a gas-fireplaced living room with beautiful built-ins & coffered ceilings, a sizable dining room open to the high-end kitchen & oversized Quartz island with seating. The bright, white kitchen features a Sub-Zero & Viking with dishwasher, microwave & pantry with access to the back deck, half-bath & private office. The upper level boasts an enviable primary suite with huge walk-in closet & lavish en-suite bath with walk-in shower & double sinks topped with Quartz. The laundry room features storage, hanging racks & a sink for convenience. Completing this level is a Jack-and-Jill bathroom connecting two guest rooms, both with walk-in closets. Elevator ready! Just think of how lovely of a way of life, enjoying one of the most desirable & beautiful spots in Fairfield County.

3 Beds ⋅ 4 Baths ⋅ 24150618 MLS ⋅ Village At Southport BLDG.

Welcome to Village at Southport, a 16-home gated enclave of luxurious, turn-key homes right in "The Village." Pure easy living in this 3800+ square foot, three level townhome with every amenity desired. Just a few minutes to the gorgeous beach & harbor, library, restaurants & shops, ideally located close to commute & downtown living, yet quiet & private. This end unit is ideally set abutting the 6-acres of open space, with a secluded backyard amidst the 11-acre property. Enter the main level to a versatile space that can be utilized as an office, great room, bedroom, flex space with a full bathroom, outdoor patio access & mudroom, with entry to the 2-car garage. On the main level, enjoy an open concept, with a gas-fireplaced living room with beautiful built-ins & coffered ceilings, a sizable dining room open to the high-end kitchen & oversized Quartz island with seating. The bright, white kitchen features a Sub-Zero & Viking with dishwasher, microwave & pantry with access to the back deck, half-bath & private office. The upper level boasts an enviable primary suite with huge walk-in closet & lavish en-suite bath with walk-in shower & double sinks topped with Quartz. The laundry room features storage, hanging racks & a sink for convenience. Completing this level is a Jack-and-Jill bathroom connecting two guest rooms, both with walk-in closets. Elevator ready! Just think of how lovely of a way of life, enjoying one of the most desirable & beautiful spots in Fairfield County.

485 Westway Rd Unit 485, Fairfield

$1,913,022

Unbeatable location! A Southport classic awaits at the end of a quiet Cul de sac set on the most stunning & special 1+ acre lot - Welcome home to 147 Carriage Drive. This pristine, move-in-ready Colonial lives large & offers so much. Lovingly owned & featuring numerous key updates that will ensure maintenance free living include a newer furnace & roof, recent connection to town sewer, fresh exterior paint, new sunroom windows & sliders & professionally designed landscaping. The function, flow & privacy are ideal in this thoughtfully designed main level w/ multiple versatile living spaces - one of the homeowners' favorite things to love about this home.The living room w/ a cozy fireplace flows easily into the dining room & eat-in kitchen. In addition, there is both a spacious family room & a den to relax & enjoy + an all-season sunroom filled w/ natural light that opens to the exterior deck. Upstairs, you will find 4 generously sized bedrooms, including an expansive primary suite, all conveniently located on the same level. The unfinished lower level presents a fantastic opportunity for future expansion, whether you envision a gym, media room or additional living space or just need great storage. Once outside a private yard filled w/ colorful flowering trees & open space await. Ideally located w/in walking distance to the elementary school & local ball fields & just minutes from Southport Harbor, the train, dining & shopping while remaining so private. A rare Southport find!

4 Beds ⋅ 3 Baths ⋅ 24169137 MLS

Unbeatable location! A Southport classic awaits at the end of a quiet Cul de sac set on the most stunning & special 1+ acre lot - Welcome home to 147 Carriage Drive. This pristine, move-in-ready Colonial lives large & offers so much. Lovingly owned & featuring numerous key updates that will ensure maintenance free living include a newer furnace & roof, recent connection to town sewer, fresh exterior paint, new sunroom windows & sliders & professionally designed landscaping. The function, flow & privacy are ideal in this thoughtfully designed main level w/ multiple versatile living spaces - one of the homeowners' favorite things to love about this home.The living room w/ a cozy fireplace flows easily into the dining room & eat-in kitchen. In addition, there is both a spacious family room & a den to relax & enjoy + an all-season sunroom filled w/ natural light that opens to the exterior deck. Upstairs, you will find 4 generously sized bedrooms, including an expansive primary suite, all conveniently located on the same level. The unfinished lower level presents a fantastic opportunity for future expansion, whether you envision a gym, media room or additional living space or just need great storage. Once outside a private yard filled w/ colorful flowering trees & open space await. Ideally located w/in walking distance to the elementary school & local ball fields & just minutes from Southport Harbor, the train, dining & shopping while remaining so private. A rare Southport find!

147 Carriage Dr, Fairfield

$1,910,000

Welcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respected local builder Kardamis Construction, offering over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this property apart is its rare setting backing to 8.5 acres of protected nature preserve, creating a private and peaceful backdrop rarely found in new construction. Inside, the home showcases high-end finishes throughout including white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light. The chef's kitchen is equipped with Thermador appliances, quartz countertops, and a large center island designed for both everyday living and entertaining. The dining room features a wet bar, while sliding white oak barn doors connect the living room and expansive family room, offering flexibility for open or private living spaces. Upstairs are five spacious bedrooms and three full baths. One bedroom offers exceptional versatility and can function as a media room, guest suite, second primary, or recreation space, highlighted by cathedral ceilings and striking natural oak beams. Additional features include an attached two-car garage pre-wired for an EV charger, a back patio with natural gas grill hookup, and the opportunity to finish the basement for additional living space. A rare combination of modern luxury, privacy, and natural surroundings in one of Fairfield's most desirable neighborhoods.

5 Beds ⋅ 4 Baths ⋅ 24158842 MLS

Welcome to 210 Pansy Road, a stunning new construction home in Fairfield built by respected local builder Kardamis Construction, offering over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. What truly sets this property apart is its rare setting backing to 8.5 acres of protected nature preserve, creating a private and peaceful backdrop rarely found in new construction. Inside, the home showcases high-end finishes throughout including white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light. The chef's kitchen is equipped with Thermador appliances, quartz countertops, and a large center island designed for both everyday living and entertaining. The dining room features a wet bar, while sliding white oak barn doors connect the living room and expansive family room, offering flexibility for open or private living spaces. Upstairs are five spacious bedrooms and three full baths. One bedroom offers exceptional versatility and can function as a media room, guest suite, second primary, or recreation space, highlighted by cathedral ceilings and striking natural oak beams. Additional features include an attached two-car garage pre-wired for an EV charger, a back patio with natural gas grill hookup, and the opportunity to finish the basement for additional living space. A rare combination of modern luxury, privacy, and natural surroundings in one of Fairfield's most desirable neighborhoods.

210 Pansy Rd, Fairfield

$1,905,000

SOUTHPORT VILLAGE ITALIANATE VICTORIAN - The Legrand Sherwood | William Northrop House - Circa 1872. Ideally located in Southport Village, this exceptional 3,163 square foot, four bedroom Italianate Victorian has been thoughtfully restored and sensitively updated, blending exceptional architectural elements with beautiful interiors. Designer finishes (marble, tiles, fixtures and hardware), complement the extraordinary original detailing, adding style and sophistication. Set on a beautifully landscaped .35 acre property, this sun-filled home welcomes with an expansive front porch spanning the facade - an inviting setting for quiet mornings or evening gatherings. Inside, graciously scaled rooms, high ceilings, and abundant natural light create an elegant and refined, yet very comfortable atmosphere throughout. The main level features a front-to-back living room with a gas fireplace, library lined with custom bookcases, and beautiful formal dining room - ideal for entertaining. The gorgeous country kitchen, complete with dining area, opens seamlessly to expansive decking and a stunning circular brick terrace designed for effortless indoor-outdoor living and al fresco dining. The exquisite main staircase ascends to to second floor, offering four well-proportioned bedrooms, a cozy and versatile office or den, and convenient laundry area. Additionally, the "secret staircase" reveals a spectacular rooftop cupola, where arched windows frame sweeping 360-degree Village views.

4 Beds ⋅ 3 Baths ⋅ 24183260 MLS

SOUTHPORT VILLAGE ITALIANATE VICTORIAN - The Legrand Sherwood | William Northrop House - Circa 1872. Ideally located in Southport Village, this exceptional 3,163 square foot, four bedroom Italianate Victorian has been thoughtfully restored and sensitively updated, blending exceptional architectural elements with beautiful interiors. Designer finishes (marble, tiles, fixtures and hardware), complement the extraordinary original detailing, adding style and sophistication. Set on a beautifully landscaped .35 acre property, this sun-filled home welcomes with an expansive front porch spanning the facade - an inviting setting for quiet mornings or evening gatherings. Inside, graciously scaled rooms, high ceilings, and abundant natural light create an elegant and refined, yet very comfortable atmosphere throughout. The main level features a front-to-back living room with a gas fireplace, library lined with custom bookcases, and beautiful formal dining room - ideal for entertaining. The gorgeous country kitchen, complete with dining area, opens seamlessly to expansive decking and a stunning circular brick terrace designed for effortless indoor-outdoor living and al fresco dining. The exquisite main staircase ascends to to second floor, offering four well-proportioned bedrooms, a cozy and versatile office or den, and convenient laundry area. Additionally, the "secret staircase" reveals a spectacular rooftop cupola, where arched windows frame sweeping 360-degree Village views.

26 Spruce St, Fairfield

$1,899,900

Welcome to 260 Pansy Road, the last home available at Pansy Road Farms! Built by a respected local builder, this beautifully crafted, new construction center hall colonial offers over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. Set against 8+ acres of protected open space, this home offers a rare combination of privacy, natural beauty, and modern luxury in one of Fairfield's most coveted neighborhoods. Inside you'll find white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light throughout. The chef's kitchen features Thermador-Pro appliances, quartz countertops, and a large center island perfect for everyday living and entertaining. A wet bar enhances the dining room, while white oak barn doors connect the living and family rooms. Upstairs offers five spacious bedrooms and three full baths, including a dramatic oversized bedroom with cathedral ceilings and natural oak beams, ideal as a media room, second family room, playroom, or bonus space. The luxurious primary suite features a spa-like bath with double vanity, soaking tub, oversized shower with three shower heads, and the opportunity to customize the primary closet. Outside, the fully sodded property offers a large level backyard, in-ground irrigation system, rear patio with natural gas grill hookup, and natural split rail fencing that complements the scenic surroundings. A rare opportunity to own the final home in this special development

5 Beds ⋅ 4 Baths ⋅ 24171436 MLS

Welcome to 260 Pansy Road, the last home available at Pansy Road Farms! Built by a respected local builder, this beautifully crafted, new construction center hall colonial offers over 3,000 square feet of thoughtfully designed living space with 5 bedrooms and 3.5 baths. Set against 8+ acres of protected open space, this home offers a rare combination of privacy, natural beauty, and modern luxury in one of Fairfield's most coveted neighborhoods. Inside you'll find white oak flooring, custom cabinetry, soaring 9-foot ceilings, and abundant natural light throughout. The chef's kitchen features Thermador-Pro appliances, quartz countertops, and a large center island perfect for everyday living and entertaining. A wet bar enhances the dining room, while white oak barn doors connect the living and family rooms. Upstairs offers five spacious bedrooms and three full baths, including a dramatic oversized bedroom with cathedral ceilings and natural oak beams, ideal as a media room, second family room, playroom, or bonus space. The luxurious primary suite features a spa-like bath with double vanity, soaking tub, oversized shower with three shower heads, and the opportunity to customize the primary closet. Outside, the fully sodded property offers a large level backyard, in-ground irrigation system, rear patio with natural gas grill hookup, and natural split rail fencing that complements the scenic surroundings. A rare opportunity to own the final home in this special development

260 Pansy Rd, Fairfield

$1,885,000

Enjoy the privacy of a stand-alone home with the effortless convenience of condominium living in coveted Southport Green. One of only two detached residences in this desirable 24-home community, the three-level property offers three bedrooms, three renovated full baths, a powder room, and an attached two-car garage. A private patio-an uncommon amenity within the enclave-provides a peaceful setting for outdoor dining and entertaining. Ideally suited for downsizers, commuters, or those seeking an easy lock-and-leave lifestyle, it is just moments from Southport Village, Metro-North, the Delamar, Gray Goose Tavern, Equinox, and all the conveniences that make this location so appealing.

3 Beds ⋅ 4 Baths ⋅ 24195971 MLS ⋅ Southport Green BLDG.

Enjoy the privacy of a stand-alone home with the effortless convenience of condominium living in coveted Southport Green. One of only two detached residences in this desirable 24-home community, the three-level property offers three bedrooms, three renovated full baths, a powder room, and an attached two-car garage. A private patio-an uncommon amenity within the enclave-provides a peaceful setting for outdoor dining and entertaining. Ideally suited for downsizers, commuters, or those seeking an easy lock-and-leave lifestyle, it is just moments from Southport Village, Metro-North, the Delamar, Gray Goose Tavern, Equinox, and all the conveniences that make this location so appealing.

2 Elmwood Dr Unit 2, Fairfield

$1,875,000

Mill Gate House isn't just another listing - it's the one you've been waiting for. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character but modernized with every detail handled: new furnace, new tankless water heater, central air, pool heater, cedar roof, whole-house generator, irrigation and security systems, plus a gas line for outdoor grilling.This is true move-in ready living, meticulously maintained inside and out. The gourmet kitchen features Carrara marble countertops, stainless appliances including a Viking and informal dining flanked by French doors to a slate terrace. The formal living and dining rooms sets the stage for refined entertaining.The sun drenched family room, framed by plantation shutters, opens to a bluestone patio for seamless, indoor-outdoor living. Step outside to a private retreat - a lush, landscaped pool area with stone terrace, perfect for entertaining. Upstairs, the primary suite includes a private sitting room, wall of closets, and a bath with travertine tile, jetted soaking tub, and built-in makeup area.Three additional well-proportioned bedrooms share two full baths. The newly carpeted lower level offers flexible space for a gym, playroom, office. A sidewalk stroll to downtown ,train,beaches and top-tier schools.Mill Gate House delivers the pedigree and charm you simply can't duplicate today-with all the updates completed!

4 Beds ⋅ 4 Baths ⋅ 24125393 MLS

Mill Gate House isn't just another listing - it's the one you've been waiting for. This classic Center Hall Colonial in coveted Sturges Park offers 4 bedrooms, 3.5-baths and 3000 sq ft of timeless character but modernized with every detail handled: new furnace, new tankless water heater, central air, pool heater, cedar roof, whole-house generator, irrigation and security systems, plus a gas line for outdoor grilling.This is true move-in ready living, meticulously maintained inside and out. The gourmet kitchen features Carrara marble countertops, stainless appliances including a Viking and informal dining flanked by French doors to a slate terrace. The formal living and dining rooms sets the stage for refined entertaining.The sun drenched family room, framed by plantation shutters, opens to a bluestone patio for seamless, indoor-outdoor living. Step outside to a private retreat - a lush, landscaped pool area with stone terrace, perfect for entertaining. Upstairs, the primary suite includes a private sitting room, wall of closets, and a bath with travertine tile, jetted soaking tub, and built-in makeup area.Three additional well-proportioned bedrooms share two full baths. The newly carpeted lower level offers flexible space for a gym, playroom, office. A sidewalk stroll to downtown ,train,beaches and top-tier schools.Mill Gate House delivers the pedigree and charm you simply can't duplicate today-with all the updates completed!

172 Sycamore Ln, Fairfield

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