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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

$2,040,000

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

$2,000,000

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

$1,925,000

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

$1,855,000

Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier cabinet maker, professional-grade Viking appliances, large center island, walk-in pantry w/ Quartz counters & a separate butler's pantry w/ sink & wine chiller. The formal dining room w/ detailed millwork flows seamlessly from the kitchen, while the expansive family room offers built-in bookshelves & gas fireplace. A private home office completes the 1st level. Upstairs, the 2nd level includes a luxurious primary suite w/ a walk-in closet & spa-like bath w/ heated floors, along w/ 3 additional generously sized bedrooms each w/ custom closets, Jack & Jill or ensuite full bath. The 3rd level provides a flexible bonus space that could be an au pair suite/in-law suite w/ a full bath, 5th bedroom & a large walk-in storage room. The finished lower level adds even more living space w/ a versatile recreation room. Outside, enjoy a private backyard w/ plenty of room for a pool, lush yard & patio. Get excited to move right in w/ town, train, parks & schools, close by.

5 Beds ⋅ 4 Baths ⋅ 24152282 MLS

Welcome to 68 Figlar Avenue. This beautifully designed 5 bedroom, 4.5 bath, 11 room home offers 4 levels of living space filled w/ great light & thoughtful details. From the natural white oak flooring to the exquisite millwork & custom built-ins, craftsmanship is evident. The open-concept main level is both elegant & functional, featuring a chef's eat-in kitchen w/ custom cabinetry by a premier cabinet maker, professional-grade Viking appliances, large center island, walk-in pantry w/ Quartz counters & a separate butler's pantry w/ sink & wine chiller. The formal dining room w/ detailed millwork flows seamlessly from the kitchen, while the expansive family room offers built-in bookshelves & gas fireplace. A private home office completes the 1st level. Upstairs, the 2nd level includes a luxurious primary suite w/ a walk-in closet & spa-like bath w/ heated floors, along w/ 3 additional generously sized bedrooms each w/ custom closets, Jack & Jill or ensuite full bath. The 3rd level provides a flexible bonus space that could be an au pair suite/in-law suite w/ a full bath, 5th bedroom & a large walk-in storage room. The finished lower level adds even more living space w/ a versatile recreation room. Outside, enjoy a private backyard w/ plenty of room for a pool, lush yard & patio. Get excited to move right in w/ town, train, parks & schools, close by.

68 Figlar Ave, Fairfield

$1,850,000

Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.

5 Beds ⋅ 5 Baths ⋅ 24189785 MLS

Some homes simply give you a place to live. Others quietly become part of the way you live. Tucked away at the end of a private cul-de-sac in Fairfield's coveted Greenfield Hill, 3233 North Street is one of those rare homes where privacy, nature, and everyday living come together effortlessly. Set on more than three acres and bordering the 186-acre Brett Woods trail system, this is a setting that invites morning walks, peaceful afternoons, and the simple luxury of having nature just moments away-all while remaining minutes from Fairfield's vibrant town center, beaches, train, shopping, dining, and top-rated schools. Inside, soaring ceilings and oversized windows flood the home with natural light, creating bright, welcoming spaces that feel connected and alive throughout the day. The kitchen flows seamlessly into the family room, while multiple living areas offer the flexibility to gather, entertain, celebrate, or simply enjoy a quiet evening at home. These are the kinds of spaces where conversations linger, traditions take root, and the people you love naturally find their way back. A completely separate wing with its own private entrance and garage, full eat-in kitchen, ensuite bedroom, and sun-filled living room provides exceptional flexibility for extended family, long-term guests, an au pair, or independent living. It isn't about having more space. It's about having a home that's ready for whatever life brings next.

3233 North St, Fairfield

$1,850,000

Welcome to 200 Henry Street! This newly constructed home has everything you need in the sought-after Sturges Neighborhood. It's a short walk to Perry"s Mill Pond & Mill Hollow Park. The Gray Pella Windows set against the classic White Hardie Plank Siding is simply beautiful, a true design statement. This upscale home has refined finishes including Character Oak Wood floors throughout the Main & 2nd floor living spaces. The first floor has soaring 9' ceilings with a gourmet kitchen featuring Thermador appliances, Quartz Countertops, & white custom made cabinetry with inset Shaker doors. The kitchen/family room is an open concept with a propane fireplace & sliding doors leading to a Flagstone patio. In addition, the main floor includes a dedicated office, dining room, mudroom, powder room and a spacious walk-in pantry. The 2nd floor has 9' ceilings in the primary suite, and a beautiful spa like bathroom featuring a soaking tub, double sink vanity and a large walk-in shower. There are 3 additional bedrooms, 2 full bathrooms & laundry room. The lower level has 8' ceilings with a finished playroom/den, a mechanical room and storage areas. In addition, there is a very large area for storage in the attic. The outside showcases a 17 X 14 flagstone patio, along with both a Sprinkler/ Irrigation System...and newly planted sod & landscaping.The house has a 1 year Warranty from the builders. 200 Henry Street is not to be missed!!

4 Beds ⋅ 4 Baths ⋅ 24168237 MLS

Welcome to 200 Henry Street! This newly constructed home has everything you need in the sought-after Sturges Neighborhood. It's a short walk to Perry"s Mill Pond & Mill Hollow Park. The Gray Pella Windows set against the classic White Hardie Plank Siding is simply beautiful, a true design statement. This upscale home has refined finishes including Character Oak Wood floors throughout the Main & 2nd floor living spaces. The first floor has soaring 9' ceilings with a gourmet kitchen featuring Thermador appliances, Quartz Countertops, & white custom made cabinetry with inset Shaker doors. The kitchen/family room is an open concept with a propane fireplace & sliding doors leading to a Flagstone patio. In addition, the main floor includes a dedicated office, dining room, mudroom, powder room and a spacious walk-in pantry. The 2nd floor has 9' ceilings in the primary suite, and a beautiful spa like bathroom featuring a soaking tub, double sink vanity and a large walk-in shower. There are 3 additional bedrooms, 2 full bathrooms & laundry room. The lower level has 8' ceilings with a finished playroom/den, a mechanical room and storage areas. In addition, there is a very large area for storage in the attic. The outside showcases a 17 X 14 flagstone patio, along with both a Sprinkler/ Irrigation System...and newly planted sod & landscaping.The house has a 1 year Warranty from the builders. 200 Henry Street is not to be missed!!

200 Henry St, Fairfield

$1,850,000

Extraordinary new construction expansion marrying original vintage charm and character with modern amenities, stylish fixtures and exquisite finishes in the sought after beach/center area of Fairfield. From the iconic covered front porch, to the intimate formal dining room opening to a sweeping great room and kitchen space, this home is one surprise after another. Wallpapered focal walls, striking island pendants combine with wide plank flooring, vintage built-ins and modern wet bar with ice machine and beverage cooler. creating a classic, gracious and modern home. The main level features home office, formal dining room, great room open to kitchen, pocket french doors to playroom or additional office, mudroom, full bath and built-in buffet. The second floor includes five bedrooms, one with a staircase to a finished third floor playroom, full bath and the primary suite with two walk in closets, modern full bath with spacious tiled shower and a fitness room! In addition, note the envy-worthy first floor laundry room, wall of pantry closets, attic storage and garage. Enjoy sunsets from the rear patio and rinse off from the beach in the outdoor shower. NOTE the small amount of steps to the front porch, a rarity in the beach area. This lovingly created and curated home is married to an unbeatable location, close to the beach, parks and town, train and rec centers. Take your time and read the feature sheet - you will fall in love.

5 Beds ⋅ 3 Baths ⋅ 24151270 MLS

Extraordinary new construction expansion marrying original vintage charm and character with modern amenities, stylish fixtures and exquisite finishes in the sought after beach/center area of Fairfield. From the iconic covered front porch, to the intimate formal dining room opening to a sweeping great room and kitchen space, this home is one surprise after another. Wallpapered focal walls, striking island pendants combine with wide plank flooring, vintage built-ins and modern wet bar with ice machine and beverage cooler. creating a classic, gracious and modern home. The main level features home office, formal dining room, great room open to kitchen, pocket french doors to playroom or additional office, mudroom, full bath and built-in buffet. The second floor includes five bedrooms, one with a staircase to a finished third floor playroom, full bath and the primary suite with two walk in closets, modern full bath with spacious tiled shower and a fitness room! In addition, note the envy-worthy first floor laundry room, wall of pantry closets, attic storage and garage. Enjoy sunsets from the rear patio and rinse off from the beach in the outdoor shower. NOTE the small amount of steps to the front porch, a rarity in the beach area. This lovingly created and curated home is married to an unbeatable location, close to the beach, parks and town, train and rec centers. Take your time and read the feature sheet - you will fall in love.

464 Ruane St, Fairfield

$1,825,213

Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that connects seamlessly to the kitchen and dining areas, while the oversized mudroom provides outstanding functionality and storage. A separate staircase from the mudroom leads to an expansive great room complete with wet bar, beverage refrigerator and full bathroom, offering endless possibilities for a guest suite, playroom, media room, or private retreat. The generous primary bedroom awaits at the top of the elegant open main staircase, boasting a large bright primary bath and incredible walk-in closets with space galore, leading to the great room. Outside, enjoy a private patio overlooking a level yard, perfect for relaxing or entertaining with room for a pool. Located in an amazing Fairfield neighborhood, popular for its walkability and known for its friendly community atmosphere, this home is just a short walk to a neighborhood playground (Highwood park), library, elementary school, and middle school. A rare opportunity to enjoy space, comfort, and convenience in a truly special setting.

4 Beds ⋅ 5 Baths ⋅ 24173523 MLS

Beautifully appointed and spacious Colonial offering exceptional living spaces and an ideal layout for today's lifestyle. The heart of the home features expansive gathering areas perfect for both everyday living and entertaining, including a private first-floor office ideal for working from home. A thoughtfully designed butler's pantry with wine chiller, beverage refrigerator and desk area that connects seamlessly to the kitchen and dining areas, while the oversized mudroom provides outstanding functionality and storage. A separate staircase from the mudroom leads to an expansive great room complete with wet bar, beverage refrigerator and full bathroom, offering endless possibilities for a guest suite, playroom, media room, or private retreat. The generous primary bedroom awaits at the top of the elegant open main staircase, boasting a large bright primary bath and incredible walk-in closets with space galore, leading to the great room. Outside, enjoy a private patio overlooking a level yard, perfect for relaxing or entertaining with room for a pool. Located in an amazing Fairfield neighborhood, popular for its walkability and known for its friendly community atmosphere, this home is just a short walk to a neighborhood playground (Highwood park), library, elementary school, and middle school. A rare opportunity to enjoy space, comfort, and convenience in a truly special setting.

126 Homefair Dr, Fairfield

$1,825,000

This timeless colonial sits beautifully behind a long sweep of native New England stone wall that Greenfield Hill is known for. Fully renovated and expanded in 2010, every decision was made with intention: preserve the home's classic character while creating the open, connected spaces today's lifestyle demands. Rooms that flow and breathe, quality millwork and molding details, and hardware and finishes that whisper elegance without shouting for attention. The current aesthetic is a classic, curated look with Nancy Meyers vibes - but the interiors are flexible enough to make it entirely your own. Step outside and you'll understand why this property is special. Thoughtfully designed with multiple vignette-like areas, each with its own character and purpose - a dining terrace built for long summer evenings, a shaded fire pit terrace for every season, and perennial gardens that lead to a sun-drenched bluestone terrace edged in roses. Manicured lawns and groomed pea gravel paths connect it all - with a flawless pool site if that's on your wishlist. The location is the kind you can't manufacture: a quiet, tree-lined oasis with genuine privacy, yet just minutes from the best of Fairfield and Westport - restaurants, commuter trains, hiking trails, golf, and equestrian clubs. Private, but never isolated. Peaceful, but never far from everything. This home's story is filled with joyful summer gatherings, holiday parties, and cozy quiet moments. The next chapter is yours to write.

5 Beds ⋅ 4 Baths ⋅ 24177222 MLS

This timeless colonial sits beautifully behind a long sweep of native New England stone wall that Greenfield Hill is known for. Fully renovated and expanded in 2010, every decision was made with intention: preserve the home's classic character while creating the open, connected spaces today's lifestyle demands. Rooms that flow and breathe, quality millwork and molding details, and hardware and finishes that whisper elegance without shouting for attention. The current aesthetic is a classic, curated look with Nancy Meyers vibes - but the interiors are flexible enough to make it entirely your own. Step outside and you'll understand why this property is special. Thoughtfully designed with multiple vignette-like areas, each with its own character and purpose - a dining terrace built for long summer evenings, a shaded fire pit terrace for every season, and perennial gardens that lead to a sun-drenched bluestone terrace edged in roses. Manicured lawns and groomed pea gravel paths connect it all - with a flawless pool site if that's on your wishlist. The location is the kind you can't manufacture: a quiet, tree-lined oasis with genuine privacy, yet just minutes from the best of Fairfield and Westport - restaurants, commuter trains, hiking trails, golf, and equestrian clubs. Private, but never isolated. Peaceful, but never far from everything. This home's story is filled with joyful summer gatherings, holiday parties, and cozy quiet moments. The next chapter is yours to write.

1960 North St, Fairfield

$1,820,000

Welcome to 621 Shrub Oak Lane, a classic Colonial set on two private acres in Greenfield Hill. Tucked away on a quiet cul-de-sac in a highly desirable neighborhood, this five-bedroom home blends timeless charm with modern comfort for today's lifestyle. The main level features formal living and dining rooms, perfect for gathering and entertaining, along with an updated kitchen with granite countertops, Wolf and Sub-Zero appliances. The inviting family room, anchored by a stunning stone fireplace, opens to an expansive deck-creating seamless indoor-outdoor living. A main-level bedroom can also serve as a private home office, offering a flexible living space. Upstairs, the oversized primary suite includes a sitting area, updated bath with marble countertops, makeup vanity, and walk-in closet. Three additional bedrooms and a renovated bath complete the second level. An unfinished basement offers a blank canvas to create additional living space, a home gym, or media room. The outdoor setting is designed for both relaxation and recreation, featuring a large, flat fenced yard with an in-ground pool and spacious deck with awning-ideal for entertaining or unwinding poolside. The property extends beyond the fenced yard to include additional wooded acreage, offering added privacy and a serene natural setting. Conveniently located near shopping, schools, and the Merritt Parkway, this exceptional property captures the best of Connecticut living.

5 Beds ⋅ 3 Baths ⋅ 24168500 MLS

Welcome to 621 Shrub Oak Lane, a classic Colonial set on two private acres in Greenfield Hill. Tucked away on a quiet cul-de-sac in a highly desirable neighborhood, this five-bedroom home blends timeless charm with modern comfort for today's lifestyle. The main level features formal living and dining rooms, perfect for gathering and entertaining, along with an updated kitchen with granite countertops, Wolf and Sub-Zero appliances. The inviting family room, anchored by a stunning stone fireplace, opens to an expansive deck-creating seamless indoor-outdoor living. A main-level bedroom can also serve as a private home office, offering a flexible living space. Upstairs, the oversized primary suite includes a sitting area, updated bath with marble countertops, makeup vanity, and walk-in closet. Three additional bedrooms and a renovated bath complete the second level. An unfinished basement offers a blank canvas to create additional living space, a home gym, or media room. The outdoor setting is designed for both relaxation and recreation, featuring a large, flat fenced yard with an in-ground pool and spacious deck with awning-ideal for entertaining or unwinding poolside. The property extends beyond the fenced yard to include additional wooded acreage, offering added privacy and a serene natural setting. Conveniently located near shopping, schools, and the Merritt Parkway, this exceptional property captures the best of Connecticut living.

621 Shrub Oak Ln, Fairfield

$1,812,500

Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

3 Beds ⋅ 4 Baths ⋅ 24173387 MLS ⋅ Village At Southport BLDG.

Welcome to refined, like-new construction luxury in the heart of Southport Village. This private enclave is just minutes to the gorgeous beach & harbor, train, library, restaurants & shops, ideally located close to commute & downtown Village living. A lifestyle is what you find, with every high-end amenity, proximity, efficiency and easy, maintenance-free living, yet surrounded by 6-acres of open space and tranquil nature trails. This particular unit was customized from the ground up, with sophisticated, designer-curated finishes throughout. Elevator-ready on all levels. The main living level features a custom kitchen with inset cabinetry, a striking Hale Navy center island, and an abundance of storage, flowing seamlessly into elegant living and dining spaces highlighted by coffered ceilings, detailed focal walls, and oversized windows that flood the home with natural light. Three generously sized bedrooms including a spacious primary suite with a spa-inspired bath and walk-in closet. The finished lower level adds a versatile, apartment-style flexible space complete with a full bath, walk-in closet, and sliding barn doors, offering ideal accommodations for guests, a home office, or additional living area. Note the 2-bay garage and abundance of customized storage on every level. Quality abounds in this more than ready to move in, new energy/feel/vibe, all with location, location, location.

491 Westway Rd Unit 491, Fairfield

$1,800,000

Location, Location + a newer, gorgeous, 5 bedroom, 4.5 bath Colonial spanning 4 levels of bright living space & set on a half-acre in the desirable Lake Mohegan neighborhood - Welcome to 469 Woodridge Avenue. Superior craftsmanship, hardwood floors, detailed millwork & an open floor plan combine to make this home a stand out. 9-foot ceilings on the main level enhance the spacious feel, while the chef's kitchen features custom cabinetry, marble countertops, Viking SS appliances & a large center island that flows to the family room w/ gas fireplace & custom ship lap. The main level also offers a formal dining room w/ tray ceiling, a bright & sunny living room w/ French doors, mudroom off the 2 car attached garage & partial bath. A luxurious primary suite w/ generous walk-in closet & spa-inspired marble bath, 2 spacious bedrooms w/ a Jack-&-Jill bath & double vanity & an additional 4th bedroom w/ its own en-suite bath & laundry complete the 2nd level. The finished walk-up 3rd level w/ 5th bedroom, full bath & bonus area is perfect for guests, playroom, home office, or fitness. The partially finished lower level is wired for a home theater, offering even more possibilities. Once outside you can enjoy your private, peaceful, park-like backyard w/ deck accessible from French doors - an ideal setting for outdoor festivities. Part of the Lake Hills Association where you can also enjoy hiking + access to 5 private beaches. Close to town, train, shopping & dining. This home has it all!

5 Beds ⋅ 5 Baths ⋅ 24188528 MLS

Location, Location + a newer, gorgeous, 5 bedroom, 4.5 bath Colonial spanning 4 levels of bright living space & set on a half-acre in the desirable Lake Mohegan neighborhood - Welcome to 469 Woodridge Avenue. Superior craftsmanship, hardwood floors, detailed millwork & an open floor plan combine to make this home a stand out. 9-foot ceilings on the main level enhance the spacious feel, while the chef's kitchen features custom cabinetry, marble countertops, Viking SS appliances & a large center island that flows to the family room w/ gas fireplace & custom ship lap. The main level also offers a formal dining room w/ tray ceiling, a bright & sunny living room w/ French doors, mudroom off the 2 car attached garage & partial bath. A luxurious primary suite w/ generous walk-in closet & spa-inspired marble bath, 2 spacious bedrooms w/ a Jack-&-Jill bath & double vanity & an additional 4th bedroom w/ its own en-suite bath & laundry complete the 2nd level. The finished walk-up 3rd level w/ 5th bedroom, full bath & bonus area is perfect for guests, playroom, home office, or fitness. The partially finished lower level is wired for a home theater, offering even more possibilities. Once outside you can enjoy your private, peaceful, park-like backyard w/ deck accessible from French doors - an ideal setting for outdoor festivities. Part of the Lake Hills Association where you can also enjoy hiking + access to 5 private beaches. Close to town, train, shopping & dining. This home has it all!

469 Woodridge Ave, Fairfield

$1,800,000

HIGHEST & BEST: PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM MONDAY 5/4. Built by award-winning local reputable builder DeLaurentis Developments, not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, & neighborly conversations. Just moments away, Gould Manor Park becomes an extension of your backyard-perfect for playground time, tennis/pickleball, & weekend gatherings. Block parties & neighborhood traditions create a sense of connection that's increasingly rare. Living here means effortless convenience: a quick Whole Foods run, coffee downtown, or catch the train less than a mile away for an easy NYC commute. Beaches, shops, restaurants, & schools are all w/in minutes, blending coastal charm w/ everyday practicality. Inside, the home balances warmth & modern function w/ sun-filled spaces & seamless flow. A custom chef's kitchen w/ full Thermador suite, statement Venetian-plastered range hood, oversized island, & walk-in pantry anchors the main level. The adjacent family room-w/ its cozy fireplace-opens to a fenced yard w/ a thermal stone patio, designed for entertaining, play, pets, and more.

6 Beds ⋅ 5 Baths ⋅ 24171149 MLS

HIGHEST & BEST: PLEASE SUBMIT HIGHEST AND BEST OFFERS BY 5PM MONDAY 5/4. Built by award-winning local reputable builder DeLaurentis Developments, not all new construction is created equal-especially in a neighborhood like this. Set behind a classic white picket fence in Fairfield's coveted University area, this thoughtfully crafted custom home offers more than beautiful design-it offers a true community lifestyle. Sidewalk-lined streets invite evening strolls, bike rides, & neighborly conversations. Just moments away, Gould Manor Park becomes an extension of your backyard-perfect for playground time, tennis/pickleball, & weekend gatherings. Block parties & neighborhood traditions create a sense of connection that's increasingly rare. Living here means effortless convenience: a quick Whole Foods run, coffee downtown, or catch the train less than a mile away for an easy NYC commute. Beaches, shops, restaurants, & schools are all w/in minutes, blending coastal charm w/ everyday practicality. Inside, the home balances warmth & modern function w/ sun-filled spaces & seamless flow. A custom chef's kitchen w/ full Thermador suite, statement Venetian-plastered range hood, oversized island, & walk-in pantry anchors the main level. The adjacent family room-w/ its cozy fireplace-opens to a fenced yard w/ a thermal stone patio, designed for entertaining, play, pets, and more.

15 Barton Rd, Fairfield

$1,753,000

Greenfield Hill Court - A Legacy Reimagined Nestled amid the tranquil woodlands of Fairfield's coveted Greenfield Hill, this timeless residence blends historic charm with contemporary luxury. The home's lineage of love and craftsmanship endures through every detail - now beautifully renewed for the next generation. A brandnew chef's kitchen anchors the heart of the home, complemented by updated bathrooms that marry classic design with modern comfort. Outdoors, the property unfolds into a private retreat: an expansive Pickleball court, basketball area, and lush, manicured gardens that invite play and peace in equal measure. Evenings gather around the stone fire pit, where laughter and stories rise beneath the stars. The twocar garage offers not only secure parking but also a bonus storage area for lawn and garden tools - a thoughtful touch for those who cherish both beauty and practicality. Free from historical restrictions yet rich in heritage, Greenfield Hill Court stands as a rare opportunity: a home with a past worth preserving and a future ready to be lived.

4 Beds ⋅ 3 Baths ⋅ 24165368 MLS

Greenfield Hill Court - A Legacy Reimagined Nestled amid the tranquil woodlands of Fairfield's coveted Greenfield Hill, this timeless residence blends historic charm with contemporary luxury. The home's lineage of love and craftsmanship endures through every detail - now beautifully renewed for the next generation. A brandnew chef's kitchen anchors the heart of the home, complemented by updated bathrooms that marry classic design with modern comfort. Outdoors, the property unfolds into a private retreat: an expansive Pickleball court, basketball area, and lush, manicured gardens that invite play and peace in equal measure. Evenings gather around the stone fire pit, where laughter and stories rise beneath the stars. The twocar garage offers not only secure parking but also a bonus storage area for lawn and garden tools - a thoughtful touch for those who cherish both beauty and practicality. Free from historical restrictions yet rich in heritage, Greenfield Hill Court stands as a rare opportunity: a home with a past worth preserving and a future ready to be lived.

3810 Congress St, Fairfield

679 Fairfield Beach Rd Unit 679, Fairfield

$1,750,000

Welcome to Burr Court, an upscale coastal community where tranquility and exceptional living await. Seldom will you find a waterside opportunity that combines all of today's amenities w/ the relaxing charm of this stand-alone home along w/ access to a private beach. Exceptional craftsmanship is evident on all 3 levels and in the outdoor space. Take a moment to enjoy the inviting front porch w/ water views perfect for morning coffee. The main level features an open-concept area w/ a beautifully appointed living room w/ plantation shutters, custom cabinetry and soffit up lighting. Note the coffered ceiling & millwork in the dining area along w/ the 92 bottle dual zone wine fridge. The kitchen features heated quartzite counters, glass subway tiles, Bosch/Wolf appliances & French doors to the rear patio. The Primary Suite awaits on the 2nd floor w/ an expansive walk-in closet, steam shower & wrap around deck w/ water and lighthouse views. The two additional bedrooms each have their own balcony. The finished 3rd floor offers a multitude of uses such as office, rec room or simply more space for weekend guests. The expansive, private rear patio includes a built in bench system w/lighting, outdoor shower, propane fire pit, gas grill & TV. Entertainment system in all rooms & outdoors. This beautifully appointed home was completely renovated in 2016. It is situated on a premier beach locale perfect for a summer retreat or year round comfort. See addendum for all the property features

3 Beds ⋅ 3 Baths ⋅ 24188249 MLS ⋅ Burr Court BLDG.

Welcome to Burr Court, an upscale coastal community where tranquility and exceptional living await. Seldom will you find a waterside opportunity that combines all of today's amenities w/ the relaxing charm of this stand-alone home along w/ access to a private beach. Exceptional craftsmanship is evident on all 3 levels and in the outdoor space. Take a moment to enjoy the inviting front porch w/ water views perfect for morning coffee. The main level features an open-concept area w/ a beautifully appointed living room w/ plantation shutters, custom cabinetry and soffit up lighting. Note the coffered ceiling & millwork in the dining area along w/ the 92 bottle dual zone wine fridge. The kitchen features heated quartzite counters, glass subway tiles, Bosch/Wolf appliances & French doors to the rear patio. The Primary Suite awaits on the 2nd floor w/ an expansive walk-in closet, steam shower & wrap around deck w/ water and lighthouse views. The two additional bedrooms each have their own balcony. The finished 3rd floor offers a multitude of uses such as office, rec room or simply more space for weekend guests. The expansive, private rear patio includes a built in bench system w/lighting, outdoor shower, propane fire pit, gas grill & TV. Entertainment system in all rooms & outdoors. This beautifully appointed home was completely renovated in 2016. It is situated on a premier beach locale perfect for a summer retreat or year round comfort. See addendum for all the property features

679 Fairfield Beach Rd Unit 679, Fairfield

$1,750,000

Fairfield Beach Neighborhood! Nestled in the heart of Fairfield's highly sought-after Beach Area, this wonderful Colonial was totally rebuilt in 2008 and offers an unparalleled lifestyle just moments from Sherman Elementary, public beaches, bocce/tennis courts, the tot lot, Town Hall, downtown Fairfield's acclaimed restaurants, boutique shopping, library, & the Metro-North train station. This beautifully appointed 9-room, 3-4 bedroom, 3 full bath colonial seamlessly combines timeless charm with modern comfort. An inviting covered front porch welcomes you home, while the rear deck overlooks a level, private backyard with ample space for gardening, recreation, or outdoor entertaining. A detached garage with an attached storage shed adds everyday convenience. Designed for both comfortable living and effortless entertaining, the main level features a spacious eat-in kitchen equipped with a Wolf cooktop, double wall ovens, granite countertops, and an elegant tile backsplash. The kitchen flows seamlessly into the formal dining room as well as the generously sized living room, creating an ideal gathering space. French doors open to a sun-filled four-season sunroom with sliding glass doors leading to the rear deck. A private office with French doors, conveniently located adjacent to a full bath, offers the flexibility to serve as a first-floor guest bedroom.

3 Beds ⋅ 3 Baths ⋅ 24184687 MLS

Fairfield Beach Neighborhood! Nestled in the heart of Fairfield's highly sought-after Beach Area, this wonderful Colonial was totally rebuilt in 2008 and offers an unparalleled lifestyle just moments from Sherman Elementary, public beaches, bocce/tennis courts, the tot lot, Town Hall, downtown Fairfield's acclaimed restaurants, boutique shopping, library, & the Metro-North train station. This beautifully appointed 9-room, 3-4 bedroom, 3 full bath colonial seamlessly combines timeless charm with modern comfort. An inviting covered front porch welcomes you home, while the rear deck overlooks a level, private backyard with ample space for gardening, recreation, or outdoor entertaining. A detached garage with an attached storage shed adds everyday convenience. Designed for both comfortable living and effortless entertaining, the main level features a spacious eat-in kitchen equipped with a Wolf cooktop, double wall ovens, granite countertops, and an elegant tile backsplash. The kitchen flows seamlessly into the formal dining room as well as the generously sized living room, creating an ideal gathering space. French doors open to a sun-filled four-season sunroom with sliding glass doors leading to the rear deck. A private office with French doors, conveniently located adjacent to a full bath, offers the flexibility to serve as a first-floor guest bedroom.

75 Millard St, Fairfield

$1,750,000

Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With approximately 2,900 square feet of living space, the home is thoughtfully scaled with four bedrooms and two and a half baths, creating a layout that is both functional and inviting. Built in the early 1970s, its architecture reflects timeless New England character-graceful proportions, warm wood elements, and a sense of quiet permanence. Mature trees, open lawn, and the gentle rhythm of the surrounding landscape create a private, park-like atmosphere-ideal for outdoor entertaining, future enhancements, or simply enjoying the tranquility that defines life on Half Mile Road. Located just minutes from Southport Village, residents enjoy effortless access to shopping, harbor views, beaches, and the Metro-North Railroad for a seamless connection to Manhattan. The neighborhood itself is celebrated for its peaceful, established feel, beautifully maintained homes, and a strong sense of community. Seller will review all offers on Tuesday, May 5th. Please submit all offers by 5:00 PM on Monday, May 4th. Seller reserves the right to accept an offer before this time."

4 Beds ⋅ 3 Baths ⋅ 24162941 MLS

Set along one of Southport's most picturesque residential cul-de-sac's, 264 Half Mile Road embodies the quiet sophistication and understated elegance that define this coveted coastal enclave. Privately sited on just over an acre, this classic Colonial residence offers a rare blend of space, serenity, and enduring charm in a setting known for its natural beauty and refined lifestyle. With approximately 2,900 square feet of living space, the home is thoughtfully scaled with four bedrooms and two and a half baths, creating a layout that is both functional and inviting. Built in the early 1970s, its architecture reflects timeless New England character-graceful proportions, warm wood elements, and a sense of quiet permanence. Mature trees, open lawn, and the gentle rhythm of the surrounding landscape create a private, park-like atmosphere-ideal for outdoor entertaining, future enhancements, or simply enjoying the tranquility that defines life on Half Mile Road. Located just minutes from Southport Village, residents enjoy effortless access to shopping, harbor views, beaches, and the Metro-North Railroad for a seamless connection to Manhattan. The neighborhood itself is celebrated for its peaceful, established feel, beautifully maintained homes, and a strong sense of community. Seller will review all offers on Tuesday, May 5th. Please submit all offers by 5:00 PM on Monday, May 4th. Seller reserves the right to accept an offer before this time."

264 Half Mile Rd, Fairfield