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Welcome to Pepperidge Acres - a unique enclave of four homes tucked away on a private cul-de-sac ideally located on the Westport line. Conveniently to both Westport & Fairfield town amenities, this classic home sits peacefully on two level acres, offering a serene and picturesque setting. Step into the grand living room featuring a vaulted ceiling and a dramatic floor-to-ceiling, double-sided fireplace. Flowing into the state-of-the-art kitchen featuring custom cabinetry, stainless steel appliances, granite countertops, and an oversized island that opens to a cozy sitting area. Off the living areas enter to the primary bedroom en-suite, additional bedroom and updated full hall bath. Continuing to the bright and inviting lower level, you'll find an open family room filled with natural light. Off the family room is another bedroom featuring a comfortable sitting area and a custom walk-in closet. A full bath and laundry area with access to the garage completes the lower level. The private backyard features a fenced-in pool area and ample open space-perfect for play, relaxation, or even a friendly soccer match. This prime location offers the best of both worlds-privacy and accessibility-just minutes from both Westport and Fairfield trains, shopping, I-95, and the Merritt.The current owners have cherished this home for over 30 years and are excited to pass it on to the next lucky owner.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24133202 MLS

Welcome to Pepperidge Acres - a unique enclave of four homes tucked away on a private cul-de-sac ideally located on the Westport line. Conveniently to both Westport & Fairfield town amenities, this classic home sits peacefully on two level acres, offering a serene and picturesque setting. Step into the grand living room featuring a vaulted ceiling and a dramatic floor-to-ceiling, double-sided fireplace. Flowing into the state-of-the-art kitchen featuring custom cabinetry, stainless steel appliances, granite countertops, and an oversized island that opens to a cozy sitting area. Off the living areas enter to the primary bedroom en-suite, additional bedroom and updated full hall bath. Continuing to the bright and inviting lower level, you'll find an open family room filled with natural light. Off the family room is another bedroom featuring a comfortable sitting area and a custom walk-in closet. A full bath and laundry area with access to the garage completes the lower level. The private backyard features a fenced-in pool area and ample open space-perfect for play, relaxation, or even a friendly soccer match. This prime location offers the best of both worlds-privacy and accessibility-just minutes from both Westport and Fairfield trains, shopping, I-95, and the Merritt.The current owners have cherished this home for over 30 years and are excited to pass it on to the next lucky owner.

2190 Sturges Hwy, Fairfield

$1,030,000

Private, peaceful, and perfectly located, this University-area home offers a serene natural setting just minutes from Fairfield's town center, train, and beaches. Set in Fairfield's highly sought-after University area, this beautifully updated 3-bedroom, 2.5-bath home offers two levels of living with a cozy fireplace and a rare connection to nature. Surrounded by mature trees, stone walls, a tranquil creek, and a waterfall, the setting feels private yet convenient. The main level features a light-filled open floor plan anchored by a stunning kitchen with quartzite island, Calacatta marble backsplash, farmhouse sink, custom built-in wine rack, and new dishwasher. Newly sanded and stained hardwood floors flow through the main living areas and bedrooms. Large windows frame views of natural stone and landscaping, with the soothing sound of water just outside. Step from the kitchen to a private backyard and deck with custom pergola-ideal for outdoor dining or relaxing. The finished lower level offers flexible living space with new premium Italian luxury vinyl flooring and a fireplace, perfect for a family room, rec room, or home office. Custom laundry cabinetry with butcher block counter and a new smart washer and dryer complete the lower level. Major improvements include a new high-efficiency boiler, water tank, updated piping, zone system, and upgraded 200-amp electrical with generator hookup. Exterior upgrades include a newly paved driveway with Belgian block, freshly painted..

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24151792 MLS

Private, peaceful, and perfectly located, this University-area home offers a serene natural setting just minutes from Fairfield's town center, train, and beaches. Set in Fairfield's highly sought-after University area, this beautifully updated 3-bedroom, 2.5-bath home offers two levels of living with a cozy fireplace and a rare connection to nature. Surrounded by mature trees, stone walls, a tranquil creek, and a waterfall, the setting feels private yet convenient. The main level features a light-filled open floor plan anchored by a stunning kitchen with quartzite island, Calacatta marble backsplash, farmhouse sink, custom built-in wine rack, and new dishwasher. Newly sanded and stained hardwood floors flow through the main living areas and bedrooms. Large windows frame views of natural stone and landscaping, with the soothing sound of water just outside. Step from the kitchen to a private backyard and deck with custom pergola-ideal for outdoor dining or relaxing. The finished lower level offers flexible living space with new premium Italian luxury vinyl flooring and a fireplace, perfect for a family room, rec room, or home office. Custom laundry cabinetry with butcher block counter and a new smart washer and dryer complete the lower level. Major improvements include a new high-efficiency boiler, water tank, updated piping, zone system, and upgraded 200-amp electrical with generator hookup. Exterior upgrades include a newly paved driveway with Belgian block, freshly painted..

1478 Jennings Rd, Fairfield

$1,025,000

Welcome to this treasured home in the coveted Sasco neighborhood. This charming home sits on a gorgeous property (.18 ac) with sought-after southern exposure, and is tucked away on a quiet cul-de-sac in a prime Sasco location, just a short walk to Sasco Beach and minutes to Southport Village and Fairfield Center. This solid residence features hardwood floors throughout, a welcoming living room with a wood-burning fireplace and lovely picture window, dining room, kitchen, and a versatile den on the main level, ideal for office, guest space or potential 4th bedroom with hall full bath. Upstairs are three bedrooms and another full bath. There is fantastic closet space and storage space. Important improvements have already been made, including: boiler, hot water heater, chimney liner, roof, and select windows. Whether you envision refreshing, renovating, expanding, or building new, this special property offers huge potential and the perfect setting to create a wonderful home tailored to your lifestyle. With its beautiful grounds, desirable location, and proximity to Sasco Beach, this is an exceptional opportunity to reimagine and create your dream home in one of Fairfield's most sought-after neighborhoods. The home has natural gas, municipal sewer and water and is not in a flood zone.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24181280 MLS

Welcome to this treasured home in the coveted Sasco neighborhood. This charming home sits on a gorgeous property (.18 ac) with sought-after southern exposure, and is tucked away on a quiet cul-de-sac in a prime Sasco location, just a short walk to Sasco Beach and minutes to Southport Village and Fairfield Center. This solid residence features hardwood floors throughout, a welcoming living room with a wood-burning fireplace and lovely picture window, dining room, kitchen, and a versatile den on the main level, ideal for office, guest space or potential 4th bedroom with hall full bath. Upstairs are three bedrooms and another full bath. There is fantastic closet space and storage space. Important improvements have already been made, including: boiler, hot water heater, chimney liner, roof, and select windows. Whether you envision refreshing, renovating, expanding, or building new, this special property offers huge potential and the perfect setting to create a wonderful home tailored to your lifestyle. With its beautiful grounds, desirable location, and proximity to Sasco Beach, this is an exceptional opportunity to reimagine and create your dream home in one of Fairfield's most sought-after neighborhoods. The home has natural gas, municipal sewer and water and is not in a flood zone.

98 Sasco Hill Ter, Fairfield

$1,020,000

This charming Colonial presents a wonderful opportunity to personalize and enhance a home in a highly desirable neighborhood surrounded by beautiful properties. Full of potential and timeless character, this special 2-bedroom, 2.5-bath residence, with a separate studio, invites you to create your ideal living space. A welcoming, sun-filled living room with a bay window and wood-burning fireplace flows seamlessly into the formal dining room, enhancing the warm and comfortable atmosphere. The main level also features a spacious family room with access to the 2-car attached garage, as well as a sunroom with sliders leading out to the deck. Upstairs, you'll find two bedrooms, including a primary suite with an en-suite bath, along with an additional full hall bath featuring a tub and shower. Additional features include central a/c, central vacuum, and a full-house generator, providing added comfort and peace of mind. The home is set on 2.3 private acres with a circular driveway and a fully fenced backyard. A standout feature of the property is the separate studio located behind the home, complete with electricity and its own wood-burning fireplace-ideal for a creative studio, home office, or private retreat. This is an extraordinary opportunity in a sought-after Greenfield Hill location! Don't miss out!

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24173378 MLS

This charming Colonial presents a wonderful opportunity to personalize and enhance a home in a highly desirable neighborhood surrounded by beautiful properties. Full of potential and timeless character, this special 2-bedroom, 2.5-bath residence, with a separate studio, invites you to create your ideal living space. A welcoming, sun-filled living room with a bay window and wood-burning fireplace flows seamlessly into the formal dining room, enhancing the warm and comfortable atmosphere. The main level also features a spacious family room with access to the 2-car attached garage, as well as a sunroom with sliders leading out to the deck. Upstairs, you'll find two bedrooms, including a primary suite with an en-suite bath, along with an additional full hall bath featuring a tub and shower. Additional features include central a/c, central vacuum, and a full-house generator, providing added comfort and peace of mind. The home is set on 2.3 private acres with a circular driveway and a fully fenced backyard. A standout feature of the property is the separate studio located behind the home, complete with electricity and its own wood-burning fireplace-ideal for a creative studio, home office, or private retreat. This is an extraordinary opportunity in a sought-after Greenfield Hill location! Don't miss out!

2010 North St, Fairfield

$1,020,000

Follow the stone steps to this split-level in one of Fairfield's most sought-after neighborhoods. Inside, the open-concept living/dining room is where daily life naturally unfolds, grounded by hardwood floors and a large window that frames the backyard. The outdoors is always within view, while the layout naturally supports everything from lively gatherings to relaxed dinners. The screened-in porch extends the living space; it's the kind of space you'll gravitate toward throughout the seasons. The front room is one of the home's most versatile and thoughtfully designed spaces, anchored by custom built-ins, a bay window, and designed with entertainment in mind. The kitchen is full of opportunity and has a skylight, built-ins, and breakfast nook, ready for you to create a kitchen tailored to your style. Upstairs, the primary suite has two closets and an en-suite bath. Two additional bedrooms share a hallway bathroom with a bathtub. The walkout lower level introduces a more private, relaxed side of the home with an office and bedroom. Whether imagined as a guest suite, media room or home office, these flexible rooms add another layer of livability. Set on a picturesque half-acre in Stratfield, this home offers a rare blend of comfort, space & opportunity, minutes to schools, golf courses, parks, Stratfield Four Corners, the train & Merritt. With sun-filled rooms and natural connection to the outdoors, 89 Random Rd offers a warm and inviting lifestyle in a close-knit neighborhood

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24169984 MLS

Follow the stone steps to this split-level in one of Fairfield's most sought-after neighborhoods. Inside, the open-concept living/dining room is where daily life naturally unfolds, grounded by hardwood floors and a large window that frames the backyard. The outdoors is always within view, while the layout naturally supports everything from lively gatherings to relaxed dinners. The screened-in porch extends the living space; it's the kind of space you'll gravitate toward throughout the seasons. The front room is one of the home's most versatile and thoughtfully designed spaces, anchored by custom built-ins, a bay window, and designed with entertainment in mind. The kitchen is full of opportunity and has a skylight, built-ins, and breakfast nook, ready for you to create a kitchen tailored to your style. Upstairs, the primary suite has two closets and an en-suite bath. Two additional bedrooms share a hallway bathroom with a bathtub. The walkout lower level introduces a more private, relaxed side of the home with an office and bedroom. Whether imagined as a guest suite, media room or home office, these flexible rooms add another layer of livability. Set on a picturesque half-acre in Stratfield, this home offers a rare blend of comfort, space & opportunity, minutes to schools, golf courses, parks, Stratfield Four Corners, the train & Merritt. With sun-filled rooms and natural connection to the outdoors, 89 Random Rd offers a warm and inviting lifestyle in a close-knit neighborhood

89 Random Rd, Fairfield

$1,020,000

Welcome to 2107 North Benson, a rare Fairfield gem offering a perfect blend of versatility, space, and comfort. The property features a three bedroom main residence plus a spacious 1,300 sq. ft. one-bedroom in-law/au pair suite, ideal for multi-generational living, guests, or supplemental income. Inside the main home, a bright eat-in kitchen with granite countertops opens to the dining area and flows seamlessly into an expansive living room with hardwood floors and a cozy fireplace-perfect for gatherings and everyday relaxation. The four-season sunroom brings the outdoors in, leading to a large deck overlooking a private yard and in-ground pool, creating the ultimate entertaining retreat. Upstairs, three comfortable bedrooms share a renovated full bath with a new stall shower, while the finished lower level adds valuable flex space, a full bath, and a dedicated laundry room. The in-law/au pair suite feels like its own private residence, featuring cathedral ceilings, a second fireplace, a modern kitchen with stainless steel appliances and granite counters, and an upper-level primary suite complete with full bath and laundry. With separate entrances and private outdoor access, this space offers privacy and endless possibilities. Whether you're looking for a home that adapts to your lifestyle or an investment with built-in versatility, 2107 North Benson delivers.

4 Beds ⋅ 5 Baths ⋅ CLOSED Status ⋅ 24138896 MLS

Welcome to 2107 North Benson, a rare Fairfield gem offering a perfect blend of versatility, space, and comfort. The property features a three bedroom main residence plus a spacious 1,300 sq. ft. one-bedroom in-law/au pair suite, ideal for multi-generational living, guests, or supplemental income. Inside the main home, a bright eat-in kitchen with granite countertops opens to the dining area and flows seamlessly into an expansive living room with hardwood floors and a cozy fireplace-perfect for gatherings and everyday relaxation. The four-season sunroom brings the outdoors in, leading to a large deck overlooking a private yard and in-ground pool, creating the ultimate entertaining retreat. Upstairs, three comfortable bedrooms share a renovated full bath with a new stall shower, while the finished lower level adds valuable flex space, a full bath, and a dedicated laundry room. The in-law/au pair suite feels like its own private residence, featuring cathedral ceilings, a second fireplace, a modern kitchen with stainless steel appliances and granite counters, and an upper-level primary suite complete with full bath and laundry. With separate entrances and private outdoor access, this space offers privacy and endless possibilities. Whether you're looking for a home that adapts to your lifestyle or an investment with built-in versatility, 2107 North Benson delivers.

2107 N Benson Rd, Fairfield

$1,015,000

A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an office, playroom, or lounge. Upstairs are three spacious bedrooms with large closets and a stylish new full bath. Additional highlights include first-floor laundry/mudroom and an oversized double garage ideal for a classic car, storage, or a workshop. (Garage sold as-is.) Many NEW upgrades - NEW Oil Tank, 50-gallon Water Heater, Appliances, Washer/Dryer and upgraded plumbing and electric.

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24191844 MLS

A MUST SEE. Step inside this oversized quintessential New England home and discover the perfect blend of casual luxury, modern comfort, and unforgettable entertaining space -all enhanced by the convenience and flexibility of TRUE FIRST-FLOOR LIVING. The heart of the home is the expansive open-concept kitchen and dining area featuring custom white and oak shaker cabinetry, quartz countertops, brand-new KitchenAid appliances, and an oversized island with ample seating. Wide-plank oak floors run throughout the first floor, adding warmth and sophistication. The dramatic family room impresses with soaring ceilings, abundant natural light, and a cozy fireplace - perfect for both quiet nights and large gatherings. Stunning sliders open to a beautiful deck overlooking a massive private backyard framed by mature trees. The desirable first-floor primary suite offers dual closets and an updated en suite bath with a large walk-in shower. A flexible space off the dining area works perfectly as an office, playroom, or lounge. Upstairs are three spacious bedrooms with large closets and a stylish new full bath. Additional highlights include first-floor laundry/mudroom and an oversized double garage ideal for a classic car, storage, or a workshop. (Garage sold as-is.) Many NEW upgrades - NEW Oil Tank, 50-gallon Water Heater, Appliances, Washer/Dryer and upgraded plumbing and electric.

893 Church Hill Rd, Fairfield

$1,010,000

Welcome to one of the most charming Homes in Fairfield located in a prime University location. This 4 Bedroom home is set on a beautiful property designed for making the most of all seasons-whether you're cooling off in the pool, hosting dinners on the deck under the pergola, enjoying quiet mornings on the front porch or getting cozy in front of the wood-burning fireplace. Inside, the home offers a wonderful blend of comfort and character. The spacious living room is perfect for gathering, while the cozy family room with fireplace and built-ins invites you to slow down and unwind. The kitchen, featuring stainless steel appliances, opens to a cheery sunroom-an ideal spot for breakfast where your plants can thrive all while offering views of the lush private backyard. A first-floor bedroom adds flexibility for guests or easy one-level living with a full bathroom nearby. Upstairs, the primary bedroom and two additional bedrooms provide peaceful retreats, all complemented by an updated bath. The lower level offers even more space for a playroom, home office, or movie nights. And there's more...a studio with heating and cooling (former garage) is a versatile space for work, exercise or creating. Thoughtfully updated and meticulously maintained, with recent improvements including the roof, central air, deck, porch and more. This home has been loved and is truly move-in ready. From sun-soaked afternoons to warm evening gatherings, this is a place where memories are made.

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24166888 MLS

Welcome to one of the most charming Homes in Fairfield located in a prime University location. This 4 Bedroom home is set on a beautiful property designed for making the most of all seasons-whether you're cooling off in the pool, hosting dinners on the deck under the pergola, enjoying quiet mornings on the front porch or getting cozy in front of the wood-burning fireplace. Inside, the home offers a wonderful blend of comfort and character. The spacious living room is perfect for gathering, while the cozy family room with fireplace and built-ins invites you to slow down and unwind. The kitchen, featuring stainless steel appliances, opens to a cheery sunroom-an ideal spot for breakfast where your plants can thrive all while offering views of the lush private backyard. A first-floor bedroom adds flexibility for guests or easy one-level living with a full bathroom nearby. Upstairs, the primary bedroom and two additional bedrooms provide peaceful retreats, all complemented by an updated bath. The lower level offers even more space for a playroom, home office, or movie nights. And there's more...a studio with heating and cooling (former garage) is a versatile space for work, exercise or creating. Thoughtfully updated and meticulously maintained, with recent improvements including the roof, central air, deck, porch and more. This home has been loved and is truly move-in ready. From sun-soaked afternoons to warm evening gatherings, this is a place where memories are made.

10 Millspaugh Dr, Fairfield

$1,007,500

Located on beautiful Brooklawn street, this 10RM,4BR, 4BTH COL combines Classic 1920's architecture with spacious living! HDWD floors & custom picture-frame moldings accent wide entry FOYER opening to Large LR w/fplc & 4-season SUNROOM w/French doors to DECK. Formal DR w/fplc overlooks prvt backyard and leads to Gourmet EIK w/butler's pantry & FULL BTH on main level. Upstairs features Primary Suite w/room-size closet & prvt bth, quiet STUDY w/fplc & blt-ins, plus 2 add'l BRS & MAIN BTH. A 3rd flr BR w/skylight & prvt bth provides perfect overflow space! Add'l features include heated driveway to carport & Bonus RM over garage. This Classic Roaring 20's gem awaits the Buyer who desires room for EVERYONE!

4 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24154292 MLS

Located on beautiful Brooklawn street, this 10RM,4BR, 4BTH COL combines Classic 1920's architecture with spacious living! HDWD floors & custom picture-frame moldings accent wide entry FOYER opening to Large LR w/fplc & 4-season SUNROOM w/French doors to DECK. Formal DR w/fplc overlooks prvt backyard and leads to Gourmet EIK w/butler's pantry & FULL BTH on main level. Upstairs features Primary Suite w/room-size closet & prvt bth, quiet STUDY w/fplc & blt-ins, plus 2 add'l BRS & MAIN BTH. A 3rd flr BR w/skylight & prvt bth provides perfect overflow space! Add'l features include heated driveway to carport & Bonus RM over garage. This Classic Roaring 20's gem awaits the Buyer who desires room for EVERYONE!

84 Algonquin Rd, Fairfield

$1,005,000

*Offer Deadline 5/18 at 3PM* Set on a quiet horseshoe street in Fairfield's sought-after University Area, this expanded split-level blends everyday comfort, outdoor living, and an ultra-convenient location. The sunny main level features hardwood floors, an electric fireplace, and an open flow from the living room to the dining area and custom chef's kitchen with white shaker cabinetry, an oversized Icelandic-style quartz island, beverage bar with cooler, and thoughtful custom finishes. The main living area was designed for entertaining, hosting holidays, or simply enjoying a quiet weekend at home, with the kitchen opening directly to the deck for easy dinners outside, morning coffee, and summer grilling. A mudroom area with access to the attached garage and a convenient powder room complete the main living floor. Upstairs are three bedrooms and a full bath. The lower level adds flexible living space with a cozy den, office area, laundry, half bath, storage, and walk-out access to the patio. Outside, the deck, patio, and private backyard create an easy extension of the home for relaxed weekends and enjoying the seasons. Minutes to Trader Joe's, Whole Foods, parks, beaches, schools, downtown Fairfield, train, restaurants, shopping, I-95, and the Merritt, this home delivers the ease, access, and lifestyle that make the University Area so desirable. Move-in ready with style, flexibility, and everyday ease, this home delivers the Fairfield lifestyle buyers are looking for.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24174990 MLS

*Offer Deadline 5/18 at 3PM* Set on a quiet horseshoe street in Fairfield's sought-after University Area, this expanded split-level blends everyday comfort, outdoor living, and an ultra-convenient location. The sunny main level features hardwood floors, an electric fireplace, and an open flow from the living room to the dining area and custom chef's kitchen with white shaker cabinetry, an oversized Icelandic-style quartz island, beverage bar with cooler, and thoughtful custom finishes. The main living area was designed for entertaining, hosting holidays, or simply enjoying a quiet weekend at home, with the kitchen opening directly to the deck for easy dinners outside, morning coffee, and summer grilling. A mudroom area with access to the attached garage and a convenient powder room complete the main living floor. Upstairs are three bedrooms and a full bath. The lower level adds flexible living space with a cozy den, office area, laundry, half bath, storage, and walk-out access to the patio. Outside, the deck, patio, and private backyard create an easy extension of the home for relaxed weekends and enjoying the seasons. Minutes to Trader Joe's, Whole Foods, parks, beaches, schools, downtown Fairfield, train, restaurants, shopping, I-95, and the Merritt, this home delivers the ease, access, and lifestyle that make the University Area so desirable. Move-in ready with style, flexibility, and everyday ease, this home delivers the Fairfield lifestyle buyers are looking for.

125 Pepperidge Cir, Fairfield

$1,005,000

**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 6PM SUNDAY FEBRUARY 8TH** Welcome to 25 Helen Street, ideally located in the heart of Fairfield-just a short walk to town, the train, shops, and dining. This charming home blends classic character with thoughtful updates, offering hardwood floors throughout and a warm, inviting feel from the moment you step inside. The main level features a well-balanced layout with a formal living room at the front of the home, a centrally located kitchen and spacious dining area, and a comfortable family room at the rear-perfect for everyday living and entertaining. Upstairs, the primary suite includes a private en-suite bath, complemented by two additional bedrooms and a fully updated hall bathroom. The finished third floor provides excellent flexibility and can serve as a home office, guest space, or additional bedroom. Recent mechanical updates, a fully fenced backyard, and improvements throughout make this home truly move-in ready. A rare opportunity to enjoy walkable living, functional space, and timeless appeal in one of Fairfield's most convenient locations.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24152286 MLS

**THANK YOU FOR YOUR INTEREST: SELLER REQUESTS HIGHEST & BEST OFFERS BY 6PM SUNDAY FEBRUARY 8TH** Welcome to 25 Helen Street, ideally located in the heart of Fairfield-just a short walk to town, the train, shops, and dining. This charming home blends classic character with thoughtful updates, offering hardwood floors throughout and a warm, inviting feel from the moment you step inside. The main level features a well-balanced layout with a formal living room at the front of the home, a centrally located kitchen and spacious dining area, and a comfortable family room at the rear-perfect for everyday living and entertaining. Upstairs, the primary suite includes a private en-suite bath, complemented by two additional bedrooms and a fully updated hall bathroom. The finished third floor provides excellent flexibility and can serve as a home office, guest space, or additional bedroom. Recent mechanical updates, a fully fenced backyard, and improvements throughout make this home truly move-in ready. A rare opportunity to enjoy walkable living, functional space, and timeless appeal in one of Fairfield's most convenient locations.

25 Helen St, Fairfield

$1,005,000

Back on Market through no fault of the home. Coastal charm meets modern living in this exceptional beach-area home, perfectly positioned in a coveted walk-to-everything neighborhood. Cherished by the same family for generations, the residence was taken down to the studs and thoughtfully rebuilt in 1994, creating a home that blends classic character with today's standards of comfort and finishes. The location is truly unbeatable - just steps to the beach and water, and an easy stroll to town, shops, restaurants, the train station, farmers market, and local parks. Enjoy peaceful mornings on the sunny front porch, casual days working from the eat-in kitchen study nook, and unforgettable gatherings on the expansive rear deck, designed to accommodate large-scale entertaining. The private backyard offers space for play, relaxation, and outdoor living. The second level features a stunning primary suite with vaulted ceilings, abundant natural light, hardwood floors, and a walk-in closet. A hallway leads to two additional bedrooms, a full bath, and a convenient laundry room. The lower level provides a dedicated workspace and exceptional storage. Live a quiet, convenient, and connected lifestyle in highly desirable Fairfield, CT - surrounded by million-dollar-plus homes and timeless coastal appeal.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24151556 MLS

Back on Market through no fault of the home. Coastal charm meets modern living in this exceptional beach-area home, perfectly positioned in a coveted walk-to-everything neighborhood. Cherished by the same family for generations, the residence was taken down to the studs and thoughtfully rebuilt in 1994, creating a home that blends classic character with today's standards of comfort and finishes. The location is truly unbeatable - just steps to the beach and water, and an easy stroll to town, shops, restaurants, the train station, farmers market, and local parks. Enjoy peaceful mornings on the sunny front porch, casual days working from the eat-in kitchen study nook, and unforgettable gatherings on the expansive rear deck, designed to accommodate large-scale entertaining. The private backyard offers space for play, relaxation, and outdoor living. The second level features a stunning primary suite with vaulted ceilings, abundant natural light, hardwood floors, and a walk-in closet. A hallway leads to two additional bedrooms, a full bath, and a convenient laundry room. The lower level provides a dedicated workspace and exceptional storage. Live a quiet, convenient, and connected lifestyle in highly desirable Fairfield, CT - surrounded by million-dollar-plus homes and timeless coastal appeal.

88 Veres St, Fairfield

$1,005,000

SUN OH CANCELED Custom-built, this architecturally striking ranch is perched on a manicured lot in a lovely residential pocket of Fairfield close to everything! The charming covered porch beckons you inside where you'll find gleaming hardwood floors, fine millwork, and spectacular windows throughout the sprawling, versatile floorplan. Wonderful sightlines & an uncanny airiness make entertaining a breeze! The recently remodeled chef's kitchen is the true heart of the home with brick & beam accents, custom stone countertops, farmhouse sink, exceptional storage / pantry space, & large bfast nook. Fireplaced living room w handsome built-ins opens to the dining area, while the expansive family room features wainscoting & custom flooring creating the perfect spot to unwind! Two BRs (or combine into 1 huge suite!) round out main level. Primary features a massive walk-in closet & the bathroom is custom tiled w double vanity & frameless shower. Upstairs, 2 well-sized BRs with great closet space share an updated bath. The ultra-private fenced rear yard is a gardener's delight with professional landscaping, multiple planting beds, & a slate patio to enjoy al fresco dining. Oversized attached 2 car garage w loft. AC & newer gas heat, newer windows, freshly sealed driveway, & exterior recently painted. Enjoy the best of Fairfield w endless dining & retail options within minutes. Top schools / walk to elementary, easy access to the Merritt. Truly a special home in a special neighborhood!

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24143276 MLS

SUN OH CANCELED Custom-built, this architecturally striking ranch is perched on a manicured lot in a lovely residential pocket of Fairfield close to everything! The charming covered porch beckons you inside where you'll find gleaming hardwood floors, fine millwork, and spectacular windows throughout the sprawling, versatile floorplan. Wonderful sightlines & an uncanny airiness make entertaining a breeze! The recently remodeled chef's kitchen is the true heart of the home with brick & beam accents, custom stone countertops, farmhouse sink, exceptional storage / pantry space, & large bfast nook. Fireplaced living room w handsome built-ins opens to the dining area, while the expansive family room features wainscoting & custom flooring creating the perfect spot to unwind! Two BRs (or combine into 1 huge suite!) round out main level. Primary features a massive walk-in closet & the bathroom is custom tiled w double vanity & frameless shower. Upstairs, 2 well-sized BRs with great closet space share an updated bath. The ultra-private fenced rear yard is a gardener's delight with professional landscaping, multiple planting beds, & a slate patio to enjoy al fresco dining. Oversized attached 2 car garage w loft. AC & newer gas heat, newer windows, freshly sealed driveway, & exterior recently painted. Enjoy the best of Fairfield w endless dining & retail options within minutes. Top schools / walk to elementary, easy access to the Merritt. Truly a special home in a special neighborhood!

104 Putting Green Rd, Fairfield

$1,002,000

**WE ARE ASKING FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TUESDAY (6/16) AT 5PM. Welcome to 42 Bayberry Road, a beautifully updated Cape in Fairfield's coveted Stratfield neighborhood. Located on a quiet, tree-lined street, this move-in ready home offers incredible flexibility for hybrid work or multi-generational living. The main level features hardwood floors, a sun-filled living room with fireplace and built-ins, formal dining room, renovated full bath, and 2 versatile rooms that can be used as bedrooms, office space, or additional living space. The heart of the home is the light-filled, expansive eat-in kitchen, boasting vaulted ceilings, white cabinetry, a 4-person breakfast bar, a built-in workstation, and sliders to the patio. A practical mudroom leads to the side porch and 1-car garage. Upstairs houses 3 bright bedrooms and a beautiful full bath. Both bathrooms were completely updated and remodeled in 2020. The partially finished lower level (2020) provides ideal space for a playroom, gym, or media hub. Key features include fresh paint & fixtures (2026), 220-amp electrical, natural gas heat, central air, and public water/sewer. Relax in the flat, private .24-acre yard with mature landscaping and blueberry bushes. Enjoy prime convenience to Lake Mohegan, Fairfield Woods Library, Black Rock Turnpike shopping/dining, Merritt Parkway, I-95, and a 10-minute drive to the Fairfield-Black Rock Metro-North station.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24182289 MLS

**WE ARE ASKING FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY TUESDAY (6/16) AT 5PM. Welcome to 42 Bayberry Road, a beautifully updated Cape in Fairfield's coveted Stratfield neighborhood. Located on a quiet, tree-lined street, this move-in ready home offers incredible flexibility for hybrid work or multi-generational living. The main level features hardwood floors, a sun-filled living room with fireplace and built-ins, formal dining room, renovated full bath, and 2 versatile rooms that can be used as bedrooms, office space, or additional living space. The heart of the home is the light-filled, expansive eat-in kitchen, boasting vaulted ceilings, white cabinetry, a 4-person breakfast bar, a built-in workstation, and sliders to the patio. A practical mudroom leads to the side porch and 1-car garage. Upstairs houses 3 bright bedrooms and a beautiful full bath. Both bathrooms were completely updated and remodeled in 2020. The partially finished lower level (2020) provides ideal space for a playroom, gym, or media hub. Key features include fresh paint & fixtures (2026), 220-amp electrical, natural gas heat, central air, and public water/sewer. Relax in the flat, private .24-acre yard with mature landscaping and blueberry bushes. Enjoy prime convenience to Lake Mohegan, Fairfield Woods Library, Black Rock Turnpike shopping/dining, Merritt Parkway, I-95, and a 10-minute drive to the Fairfield-Black Rock Metro-North station.

42 Bayberry Rd, Fairfield

$1,000,000

MULTIPLE OFFERS RECEIVED. OFFER DEADLINE MONDAY, 10/5/26 at 6 PM. Live where the lake is part of everyday life. This Lake Hills home sits just a short walk from private beach access, with canoeing, paddle boarding, and kayaking right at your fingertips. This 3-bedroom, 3-full-bath home offers 3,181 square feet of finished living space across two levels, with a layout designed for both everyday comfort and entertaining. The expansive kitchen is a chef's dream, featuring Sub-Zero, Bosch, and Dacor appliances and custom cabinetry, with easy flow to both the outdoor deck and a generously sized family room. The family room brings in wonderful natural light and offers loads of built-in storage (complete with a ladder for those top shelves), plus a double-sided fireplace connecting to the dining room. Rounding out the main floor is a large bedroom, full bath, and office space, giving you flexible rooms ready to fit your needs. Upstairs, the primary bedroom offers two walk-in closets, a private balcony, and a large en-suite bath. There is also a second bedroom with full bath. Downstairs, the basement includes a workshop and abundant storage which is great for projects or extra space to make your own. Outside, you'll find a large deck and almost half an acre offering plenty of room to garden, play, and enjoy the outdoors. Located less than 5 minutes from the shops and restaurants of Black Rock Turnpike, this is a wonderful opportunity in a sought-after neighborhood.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24207555 MLS

MULTIPLE OFFERS RECEIVED. OFFER DEADLINE MONDAY, 10/5/26 at 6 PM. Live where the lake is part of everyday life. This Lake Hills home sits just a short walk from private beach access, with canoeing, paddle boarding, and kayaking right at your fingertips. This 3-bedroom, 3-full-bath home offers 3,181 square feet of finished living space across two levels, with a layout designed for both everyday comfort and entertaining. The expansive kitchen is a chef's dream, featuring Sub-Zero, Bosch, and Dacor appliances and custom cabinetry, with easy flow to both the outdoor deck and a generously sized family room. The family room brings in wonderful natural light and offers loads of built-in storage (complete with a ladder for those top shelves), plus a double-sided fireplace connecting to the dining room. Rounding out the main floor is a large bedroom, full bath, and office space, giving you flexible rooms ready to fit your needs. Upstairs, the primary bedroom offers two walk-in closets, a private balcony, and a large en-suite bath. There is also a second bedroom with full bath. Downstairs, the basement includes a workshop and abundant storage which is great for projects or extra space to make your own. Outside, you'll find a large deck and almost half an acre offering plenty of room to garden, play, and enjoy the outdoors. Located less than 5 minutes from the shops and restaurants of Black Rock Turnpike, this is a wonderful opportunity in a sought-after neighborhood.

97 Wampus Way, Fairfield

$1,000,000

A little slice of Vermont in Fairfield! This expanded antique is truly exceptional,offering a private country feel just minutes from all the amenities of Fairfield.Pull into the circular drive with stone wall and you are transported!The family room is a true retreat; you will be captivated by the gleaming wide plank floors,large fireplace with wood stove, beams and slider with gorgeous backyard views.Kitchen and dining room are open beautifully for entertaining with ease.There is a 1st fl full bath and office (or 5th bedrm opt) Upstairs are 3 bedrooms, plus updated hall bath w steam shower.One bedroom has a vaulted ceiling, another has a gas log fire-place,sitting area and WIC.The primary suite has a WIC, a slider to the backyard and updated bath with soaking tub and sep shower.The 4th bedroom is on the 3rd floor with plenty of windows and treehouse like views.The multicar garage is a standout:added in 2016 it is fit for an auto enthusiast, hobbyist, or craftsman.It is heated and cooled, has a roughed in bath, and offers a full second floor with endless possibilities.The 1.79 acre lot is idyllic. It offers a separate shed for equipment, a toolshed with workbenches, electricity and woodstove, and a woodshed. The home is heated by nat gas or opt for the outdoor woodburning boiler system for sustainable, eco-friendly heat! Whole house generator. A very special property and just 2 min to the Merritt and Black Rock Tpk,15 min to Fairfield Center, MetroNorth, shopping and dining

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24136797 MLS

A little slice of Vermont in Fairfield! This expanded antique is truly exceptional,offering a private country feel just minutes from all the amenities of Fairfield.Pull into the circular drive with stone wall and you are transported!The family room is a true retreat; you will be captivated by the gleaming wide plank floors,large fireplace with wood stove, beams and slider with gorgeous backyard views.Kitchen and dining room are open beautifully for entertaining with ease.There is a 1st fl full bath and office (or 5th bedrm opt) Upstairs are 3 bedrooms, plus updated hall bath w steam shower.One bedroom has a vaulted ceiling, another has a gas log fire-place,sitting area and WIC.The primary suite has a WIC, a slider to the backyard and updated bath with soaking tub and sep shower.The 4th bedroom is on the 3rd floor with plenty of windows and treehouse like views.The multicar garage is a standout:added in 2016 it is fit for an auto enthusiast, hobbyist, or craftsman.It is heated and cooled, has a roughed in bath, and offers a full second floor with endless possibilities.The 1.79 acre lot is idyllic. It offers a separate shed for equipment, a toolshed with workbenches, electricity and woodstove, and a woodshed. The home is heated by nat gas or opt for the outdoor woodburning boiler system for sustainable, eco-friendly heat! Whole house generator. A very special property and just 2 min to the Merritt and Black Rock Tpk,15 min to Fairfield Center, MetroNorth, shopping and dining

2492 Congress St, Fairfield

$1,000,000

Builders and Contractors....Opportunity knocking on this two family home sited on a level .36 acre lot in a B Zone. The property is conveniently located near the town center, beaches, I-95 and train stations. The home and property are sold "As Is", "Where Is", buyer is responsible for the removal of any items left in the home, garage and on the property. The sale is subject to Probate Court approval, the second floor unit is leased until December 2025. HIGHEST AND BEST BY 2:00 WEDNESDAY THE 28th.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24096591 MLS

Builders and Contractors....Opportunity knocking on this two family home sited on a level .36 acre lot in a B Zone. The property is conveniently located near the town center, beaches, I-95 and train stations. The home and property are sold "As Is", "Where Is", buyer is responsible for the removal of any items left in the home, garage and on the property. The sale is subject to Probate Court approval, the second floor unit is leased until December 2025. HIGHEST AND BEST BY 2:00 WEDNESDAY THE 28th.

209 S Pine Creek Rd, Fairfield

$1,000,000

Enjoy everything that Southport has to offer!!! This beautiful home is situated on a peaceful cul-de-sac just around the corner from the Pequot Library, Southport Beach, the Harbor and of course, the quaint Village. Whether you sail, swim or simply beach, this spot is perfect for you! Enter the front foyer of this beautiful home, hang up your coat and now you can relax. Step into the comfortable living room with a wood burning fireplace and a quiet, sun-filled office on the side. This well maintained home is ready to move in with a beautifully renovated kitchen which opens to the dining room and there are two entrances to the living room, providing a wonderful flow for entertaining. If you enter from the garage, there's a spacious mudroom that provides a built-in seat and storage and a pantry, plus this is where you'll find a half bath and laundry room... all conveniently located steps from the kitchen. The large main floor primary bedroom with full bathroom is ideal for many homeowners and the large bedrooms and bathroom upstairs provide great space for children or guests. Enjoy the fully fenced backyard with intentional plantings to provide total privacy. You'll love it here, come take a look!

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24132909 MLS

Enjoy everything that Southport has to offer!!! This beautiful home is situated on a peaceful cul-de-sac just around the corner from the Pequot Library, Southport Beach, the Harbor and of course, the quaint Village. Whether you sail, swim or simply beach, this spot is perfect for you! Enter the front foyer of this beautiful home, hang up your coat and now you can relax. Step into the comfortable living room with a wood burning fireplace and a quiet, sun-filled office on the side. This well maintained home is ready to move in with a beautifully renovated kitchen which opens to the dining room and there are two entrances to the living room, providing a wonderful flow for entertaining. If you enter from the garage, there's a spacious mudroom that provides a built-in seat and storage and a pantry, plus this is where you'll find a half bath and laundry room... all conveniently located steps from the kitchen. The large main floor primary bedroom with full bathroom is ideal for many homeowners and the large bedrooms and bathroom upstairs provide great space for children or guests. Enjoy the fully fenced backyard with intentional plantings to provide total privacy. You'll love it here, come take a look!

74 Westford Dr, Fairfield

$999,999

Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a fireplace, a wall of windows and a balconey overlooking the front lawn and gazebo. The remodeled kitchen has quartz counters, island seating, and is open to the dining area. Sliders lead to a private rear patio for outdoor enjoyment. There are hardwood floors throughout the main floor. All windows have been newly replaced for enhanced energy efficiency. The second floor has a spacious primary bedroom suite with vaulted ceilings, and a totally remodeled bath, There is a large second ensuite bedroom with a remodeled bath. Also on this level is a laundry closet with a full sized washer/dryer. The finished lower level is ideal for an office or home gym. Access the two car garage with storage. Enjoy the wonderful lifestyle living here will afford

2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24117292 MLS ⋅ Pine Ridge BLDG.

Nestled in a serene, beautifully landscaped community, this gracious townhouse at Pine Ridge offers the perfect blend of privacy and lifestyle. Set around a center green and gazebo, it creates a tranquil and inviting atmosphere. Located within a short walk to the beach, par 3 golf and tennis center. The bright and spacious living room, perfect for entertaining, has nine foot ceilings, a fireplace, a wall of windows and a balconey overlooking the front lawn and gazebo. The remodeled kitchen has quartz counters, island seating, and is open to the dining area. Sliders lead to a private rear patio for outdoor enjoyment. There are hardwood floors throughout the main floor. All windows have been newly replaced for enhanced energy efficiency. The second floor has a spacious primary bedroom suite with vaulted ceilings, and a totally remodeled bath, There is a large second ensuite bedroom with a remodeled bath. Also on this level is a laundry closet with a full sized washer/dryer. The finished lower level is ideal for an office or home gym. Access the two car garage with storage. Enjoy the wonderful lifestyle living here will afford

972 S Pine Creek Rd Unit 972, Fairfield

$999,000

Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. Fully Remodeled and transformed into Open Concept modern style for today's needs. House has combo of great Family Room with Marble Fireplace, New modern design kitchen with custom Built White Shaker Cabinets and Central Island decorated with Quartz Countertops, 3 Spacious bedrooms and 2.5 bathrooms. House also has a charming 4 season sunroom with new windows, heat & C/A in it for year-round enjoyment. 2 Steps down from Family Room is Living Room or playroom with Half bath. It also opens to Back yard for convenience. This home is a perfect blend of modern convenience and classic charm. Primary Bedroom has attached bathroom and cedar closet. Additional highlights include a 2-car garage with new modern Doors, new roof, new siding, new heating system (Boiler), new Central AC and beautiful landscaping. House has new sparkling Hardwood floors throughout the house. Central air for cooling and Propane gas for cooking. A fantastic house that really has it all. Close to Schools, Shopping, Restaurants and Highways.

3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24195189 MLS

Welcome to 153 Woody Lane, an exceptional Split Style home nestled on a quiet cul-de-sac in Fairfield. This property sits on a generous Half acre lot, offering both tranquility and privacy. Fully Remodeled and transformed into Open Concept modern style for today's needs. House has combo of great Family Room with Marble Fireplace, New modern design kitchen with custom Built White Shaker Cabinets and Central Island decorated with Quartz Countertops, 3 Spacious bedrooms and 2.5 bathrooms. House also has a charming 4 season sunroom with new windows, heat & C/A in it for year-round enjoyment. 2 Steps down from Family Room is Living Room or playroom with Half bath. It also opens to Back yard for convenience. This home is a perfect blend of modern convenience and classic charm. Primary Bedroom has attached bathroom and cedar closet. Additional highlights include a 2-car garage with new modern Doors, new roof, new siding, new heating system (Boiler), new Central AC and beautiful landscaping. House has new sparkling Hardwood floors throughout the house. Central air for cooling and Propane gas for cooking. A fantastic house that really has it all. Close to Schools, Shopping, Restaurants and Highways.

153 Woody Ln, Fairfield

$990,000

Nestled on approximately 1.1 acres in Southport, this classic 1941 Colonial offers a rare opportunity to create something truly special. Set in a picturesque, lightly wooded setting, the property combines privacy with a beautiful natural backdrop. The gently sloping lot opens to a spacious backyard, providing plenty of room to enjoy the outdoors. Inside, you'll find three bedrooms and one full bath, with timeless character ready to be re-imagined. Whether you're looking to restore its original charm or renovate to suit your own style, this home presents an exciting opportunity to bring your vision to life. A peaceful setting, generous acreage, and endless potential make this Southport property one not to miss. Highest & Best by Tuesday July 21st 5pm.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24188073 MLS

Nestled on approximately 1.1 acres in Southport, this classic 1941 Colonial offers a rare opportunity to create something truly special. Set in a picturesque, lightly wooded setting, the property combines privacy with a beautiful natural backdrop. The gently sloping lot opens to a spacious backyard, providing plenty of room to enjoy the outdoors. Inside, you'll find three bedrooms and one full bath, with timeless character ready to be re-imagined. Whether you're looking to restore its original charm or renovate to suit your own style, this home presents an exciting opportunity to bring your vision to life. A peaceful setting, generous acreage, and endless potential make this Southport property one not to miss. Highest & Best by Tuesday July 21st 5pm.

600 Cedar Rd, Fairfield

$990,000

.Wonderful opportunity in Fairfield's highly sought-after University neighborhood where charm, convenience, and lifestyle come together. Just a short stroll to the train and vibrant town center, this location is truly hard to beat. This thoughtfully renovated and expanded home blends timeless character with modern updates, offering a warm and inviting feel throughout. The sun-filled kitchen features granite countertops, abundant cabinetry, a pantry, and a wine fridge. It opens seamlessly to the dining area and family room, with doors leading to an expansive backyard and patio, ideal for indoor-outdoor living. The first floor also offers a comfortable living room, two bedrooms, and a full bath, providing flexible space for guests, family, or a home office. Upstairs, escape to a private primary suite, complete with a full bath, generous closet space, and a versatile bonus room perfect for a nursery, office, or quiet lounge. The finished lower level adds over 600 sq. ft. of heated and cooled space, ideal for a media room, gym, playroom, or additional workspace, along with excellent storage and a well-appointed laundry area. Outside, enjoy a spacious backyard with a patio, low-maintenance landscaping, and a large shed. There's also room to expand further or add a garage or pool offering exciting future potential. Recent upgrades include an EV fast charger, energy-efficient windows, updated electrical, generator hookup, and a new front walkway, bringing peace of mind and mod

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24162587 MLS

.Wonderful opportunity in Fairfield's highly sought-after University neighborhood where charm, convenience, and lifestyle come together. Just a short stroll to the train and vibrant town center, this location is truly hard to beat. This thoughtfully renovated and expanded home blends timeless character with modern updates, offering a warm and inviting feel throughout. The sun-filled kitchen features granite countertops, abundant cabinetry, a pantry, and a wine fridge. It opens seamlessly to the dining area and family room, with doors leading to an expansive backyard and patio, ideal for indoor-outdoor living. The first floor also offers a comfortable living room, two bedrooms, and a full bath, providing flexible space for guests, family, or a home office. Upstairs, escape to a private primary suite, complete with a full bath, generous closet space, and a versatile bonus room perfect for a nursery, office, or quiet lounge. The finished lower level adds over 600 sq. ft. of heated and cooled space, ideal for a media room, gym, playroom, or additional workspace, along with excellent storage and a well-appointed laundry area. Outside, enjoy a spacious backyard with a patio, low-maintenance landscaping, and a large shed. There's also room to expand further or add a garage or pool offering exciting future potential. Recent upgrades include an EV fast charger, energy-efficient windows, updated electrical, generator hookup, and a new front walkway, bringing peace of mind and mod

63 Henry St, Fairfield

$989,375

Welcome to Lockwood Road in Fairfield's highly desirable Stratfield neighborhood. This bright and inviting home showcases beautiful hardwood floors throughout and an open-concept layout ideal for today's lifestyle. Upon entry, you're greeted by a spacious living room filled with abundant natural light and gleaming hardwood floors. The stylishly renovated kitchen features an oversized island with counter seating, quartz countertops, stainless steel appliances, and a skylight that enhances the airy dining area. Just off the kitchen, the comfortable family room offers a cozy gas fireplace - perfect for relaxing or entertaining. The primary suite is privately situated at the end of the hall and includes a renovated en-suite bath and two sets of closets. Three additional generously sized bedrooms with ample closet space and an updated full bath complete the main level. The expansive walk-out lower level (approximately 2,000 sq ft) provides laundry, abundant storage, and flexible space for future finishing potential. Outside, the fenced backyard offers a private patio and lovely gardens - ideal for outdoor gatherings. A two-car garage provides plenty of parking and additional storage. Conveniently located near shopping, schools, the library, Lake Mohegan, the Merritt Parkway, and I-95, this home offers both comfort and accessibility. Enjoy all the wonderful amenities the town of Fairfield has to offer! HIGHEST/BEST OFFERS DUE MONDAY 2/23 BY NOON

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24153862 MLS

Welcome to Lockwood Road in Fairfield's highly desirable Stratfield neighborhood. This bright and inviting home showcases beautiful hardwood floors throughout and an open-concept layout ideal for today's lifestyle. Upon entry, you're greeted by a spacious living room filled with abundant natural light and gleaming hardwood floors. The stylishly renovated kitchen features an oversized island with counter seating, quartz countertops, stainless steel appliances, and a skylight that enhances the airy dining area. Just off the kitchen, the comfortable family room offers a cozy gas fireplace - perfect for relaxing or entertaining. The primary suite is privately situated at the end of the hall and includes a renovated en-suite bath and two sets of closets. Three additional generously sized bedrooms with ample closet space and an updated full bath complete the main level. The expansive walk-out lower level (approximately 2,000 sq ft) provides laundry, abundant storage, and flexible space for future finishing potential. Outside, the fenced backyard offers a private patio and lovely gardens - ideal for outdoor gatherings. A two-car garage provides plenty of parking and additional storage. Conveniently located near shopping, schools, the library, Lake Mohegan, the Merritt Parkway, and I-95, this home offers both comfort and accessibility. Enjoy all the wonderful amenities the town of Fairfield has to offer! HIGHEST/BEST OFFERS DUE MONDAY 2/23 BY NOON

250 Lockwood Rd, Fairfield

$989,000

A rare end-unit townhome offering exceptional space, privacy, and a thoughtfully designed layout. Cathedral ceilings in the kitchen and living room create an airy, open feel, complemented by abundant natural light and modern finishes throughout. The first-floor master suite includes an en-suite bath with a Jacuzzi tub, providing the option for true single-level living. Upstairs, the second master bedroom is a standout feature-remarkably large, with double oversized custom walk-in closets and a well-appointed Jack-and-Jill bathroom. The modern kitchen integrates seamlessly into the main living areas, making both everyday living and entertaining effortless. The lower level adds impressive versatility, with a full bath and a flexible living area ideal for guests, an au pair, or office space. Additional amenities include a dedicated gym, wine cellar, and cedar closet, offering luxury and practicality in equal measure. Set in a quiet, private community yet minutes from the highway, this turnkey home combines convenience with comfort. Located in a town known for its top-rated schools, the property suits a small family just as well as those seeking spacious multi-level living. Homes of this size and quality are rarely available-an exceptional opportunity in a highly sought-after location.

3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24142426 MLS

A rare end-unit townhome offering exceptional space, privacy, and a thoughtfully designed layout. Cathedral ceilings in the kitchen and living room create an airy, open feel, complemented by abundant natural light and modern finishes throughout. The first-floor master suite includes an en-suite bath with a Jacuzzi tub, providing the option for true single-level living. Upstairs, the second master bedroom is a standout feature-remarkably large, with double oversized custom walk-in closets and a well-appointed Jack-and-Jill bathroom. The modern kitchen integrates seamlessly into the main living areas, making both everyday living and entertaining effortless. The lower level adds impressive versatility, with a full bath and a flexible living area ideal for guests, an au pair, or office space. Additional amenities include a dedicated gym, wine cellar, and cedar closet, offering luxury and practicality in equal measure. Set in a quiet, private community yet minutes from the highway, this turnkey home combines convenience with comfort. Located in a town known for its top-rated schools, the property suits a small family just as well as those seeking spacious multi-level living. Homes of this size and quality are rarely available-an exceptional opportunity in a highly sought-after location.

76 Hilary Cir Unit 76, Fairfield

$985,000

205 Stoneleigh Square captures everything buyers love about this cherished neighborhood, from tree-lined streets and timeless charm, to a convenient location and a true sense of community. This gracious 4-bed Colonial offers generous living spaces, a floor plan that's thoughtfully designed, and unique art deco-inspired touches throughout. Sunlight pours through a bow window in the living room, creating a bright and inviting space. Hardwood floors flow into the dining room and make entertaining feel natural and comfortable. Behind French doors, a home office/den provides the ideal setting for working remotely or pursuing creative passions. The kitchen features an island, walk-in pantry and breakfast nook surrounded by a stunning oversized bowed window overlooking the backyard. Down the ramped hallway is the family room, the perfect game-day retreat. A bedroom and full bath creates a private yet comfortable space for guests. Midway up the stairs is an additional bonus room/playroom/bedroom. 3 bedrooms and a full bath complete the 2nd floor. The private backyard invites everyday enjoyment, from summer BBQs to evenings spent around the firepit. Life on Stoneleigh is more than just the home, it's about the lifestyle. Evening strolls with neighbors and local events like Lincoln Parkapalooza will create lasting friendships. Rarely does an opportunity arise to own a home in one of Fairfield's most treasured neighborhoods, where charm, convenience, & a sense of belonging come together

4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24196817 MLS

205 Stoneleigh Square captures everything buyers love about this cherished neighborhood, from tree-lined streets and timeless charm, to a convenient location and a true sense of community. This gracious 4-bed Colonial offers generous living spaces, a floor plan that's thoughtfully designed, and unique art deco-inspired touches throughout. Sunlight pours through a bow window in the living room, creating a bright and inviting space. Hardwood floors flow into the dining room and make entertaining feel natural and comfortable. Behind French doors, a home office/den provides the ideal setting for working remotely or pursuing creative passions. The kitchen features an island, walk-in pantry and breakfast nook surrounded by a stunning oversized bowed window overlooking the backyard. Down the ramped hallway is the family room, the perfect game-day retreat. A bedroom and full bath creates a private yet comfortable space for guests. Midway up the stairs is an additional bonus room/playroom/bedroom. 3 bedrooms and a full bath complete the 2nd floor. The private backyard invites everyday enjoyment, from summer BBQs to evenings spent around the firepit. Life on Stoneleigh is more than just the home, it's about the lifestyle. Evening strolls with neighbors and local events like Lincoln Parkapalooza will create lasting friendships. Rarely does an opportunity arise to own a home in one of Fairfield's most treasured neighborhoods, where charm, convenience, & a sense of belonging come together

205 Stoneleigh Sq, Fairfield

$985,000

Welcome to this beautiful home perfectly situated at the end of a quiet cul-de-sac in a prime university neighborhood off of Mill Plain Road. This pristine property features 3 bedrooms and 3.5 baths, offering an exceptional blend of comfort, style, and modern convenience. The main living areas feature gleaming hardwood floors that have just been redone throughout the house. The heart of the home is a renovated kitchen expertly designed by a chef, with custom cabinetry to maximize space, perfectly fitting all your gadgets while offering extra outlets and newer appliances. For quiet evenings, the home offers an additional cozy den complete with a classic fireplace and sliders leading directly out to the deck. The lower level provides an incredible bonus for flexible living, featuring its own full kitchen, full bath, and a private walk-out exit. This versatile setup is absolutely perfect for multi-generational living or an in-law suite. Additional premium features include a large 2-car garage, central air, and a laundry room located right on the main level for ultimate convenience. Location is everything, and this property is central to downtown, local beaches, and commuting routes, while being less than half a mile to Riverfield School. Do not miss the opportunity to make this completely updated home your own.

3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24179679 MLS

Welcome to this beautiful home perfectly situated at the end of a quiet cul-de-sac in a prime university neighborhood off of Mill Plain Road. This pristine property features 3 bedrooms and 3.5 baths, offering an exceptional blend of comfort, style, and modern convenience. The main living areas feature gleaming hardwood floors that have just been redone throughout the house. The heart of the home is a renovated kitchen expertly designed by a chef, with custom cabinetry to maximize space, perfectly fitting all your gadgets while offering extra outlets and newer appliances. For quiet evenings, the home offers an additional cozy den complete with a classic fireplace and sliders leading directly out to the deck. The lower level provides an incredible bonus for flexible living, featuring its own full kitchen, full bath, and a private walk-out exit. This versatile setup is absolutely perfect for multi-generational living or an in-law suite. Additional premium features include a large 2-car garage, central air, and a laundry room located right on the main level for ultimate convenience. Location is everything, and this property is central to downtown, local beaches, and commuting routes, while being less than half a mile to Riverfield School. Do not miss the opportunity to make this completely updated home your own.

35 Crystal Ln, Fairfield

$985,000

We are in a multipl offer situation. All offers to be in by 1:00pm on Saturday, May 2, 2026. Enjoy the perfect balance of community living and single-family privacy in this beautifully maintained Somerset residence. A welcoming foyer sets the tone, opening into a warm and inviting layout. The main level features an updated eat-in kitchen with newer appliances that flows effortlessly into a comfortable family room, complete with gleaming hardwood floors, a wood-burning fireplace, and picturesque views of the Mill River-ideal for both relaxing and entertaining. A bright, spacious living and dining area provides ample room for gatherings. At the same time, the main-floor primary suite offers both comfort and convenience, featuring a beautifully updated bedroom, a modern bath, and an automatic bidet. Upstairs, you'll find two generously sized bedrooms, including a second primary en-suite with a walk-in closet and private bath, as well as an additional full bathroom. Step outside to a sun-drenched deck overlooking a level, private backyard with serene Mill River views-perfect for outdoor dining or peaceful moments. The lower level includes laundry and abundant storage, adding to the home's everyday practicality. Thoughtfully designed and meticulously maintained, this home is ideally located near the Merritt Parkway and shopping. 121 Crosby is a truly exceptional opportunity not to be missed.

3 Beds ⋅ 4 Baths ⋅ CLOSED Status ⋅ 24167927 MLS ⋅ Somerset BLDG.

We are in a multipl offer situation. All offers to be in by 1:00pm on Saturday, May 2, 2026. Enjoy the perfect balance of community living and single-family privacy in this beautifully maintained Somerset residence. A welcoming foyer sets the tone, opening into a warm and inviting layout. The main level features an updated eat-in kitchen with newer appliances that flows effortlessly into a comfortable family room, complete with gleaming hardwood floors, a wood-burning fireplace, and picturesque views of the Mill River-ideal for both relaxing and entertaining. A bright, spacious living and dining area provides ample room for gatherings. At the same time, the main-floor primary suite offers both comfort and convenience, featuring a beautifully updated bedroom, a modern bath, and an automatic bidet. Upstairs, you'll find two generously sized bedrooms, including a second primary en-suite with a walk-in closet and private bath, as well as an additional full bathroom. Step outside to a sun-drenched deck overlooking a level, private backyard with serene Mill River views-perfect for outdoor dining or peaceful moments. The lower level includes laundry and abundant storage, adding to the home's everyday practicality. Thoughtfully designed and meticulously maintained, this home is ideally located near the Merritt Parkway and shopping. 121 Crosby is a truly exceptional opportunity not to be missed.

121 Crosby St Unit 121, Fairfield

$985,000

HIGHEST AND BEST DUE MONDAY AT 5PM. Tucked away on a quiet cul-de-sac in Fairfield's highly sought after University area, this meticulously maintained home offers an exceptional blend of privacy, prime location, and everyday comfort. From the moment you arrive, the home's striking curb appeal and inviting front porch welcomes you. Designed to capture seamless indoor-outdoor living, the main level features a sun drenched living room with soaring cathedral ceilings and a cozy gas fireplace. The recently updated kitchen showcases crisp white cabinetry, stainless steel appliances and quartz countertops, flowing effortlessly into the dining area. Step outside to a maintenance free Timber-tech deck overlooking your own private retreat. The backyard is a true standout, offering a beautifully designed oasis complete with a bluestone patio, stone outdoor fireplace, privacy cedar fencing, and professionally landscaped mature trees and shrubs, all enhanced by a full irrigation system for easy maintenance. Upstairs, 3 spacious bedrooms provide comfortable accommodations, while the lower levels offer exceptional flexibility for a home office, playroom, or gym. With major updates already completed including a brand new central air system, newer gas furnace, and newer roof, this home delivers complete peace of mind. You're just a short walk to schools and minutes from the train and beaches. This is a rare opportunity to own a truly turnkey home in one of the area's most desirable locations.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24164722 MLS

HIGHEST AND BEST DUE MONDAY AT 5PM. Tucked away on a quiet cul-de-sac in Fairfield's highly sought after University area, this meticulously maintained home offers an exceptional blend of privacy, prime location, and everyday comfort. From the moment you arrive, the home's striking curb appeal and inviting front porch welcomes you. Designed to capture seamless indoor-outdoor living, the main level features a sun drenched living room with soaring cathedral ceilings and a cozy gas fireplace. The recently updated kitchen showcases crisp white cabinetry, stainless steel appliances and quartz countertops, flowing effortlessly into the dining area. Step outside to a maintenance free Timber-tech deck overlooking your own private retreat. The backyard is a true standout, offering a beautifully designed oasis complete with a bluestone patio, stone outdoor fireplace, privacy cedar fencing, and professionally landscaped mature trees and shrubs, all enhanced by a full irrigation system for easy maintenance. Upstairs, 3 spacious bedrooms provide comfortable accommodations, while the lower levels offer exceptional flexibility for a home office, playroom, or gym. With major updates already completed including a brand new central air system, newer gas furnace, and newer roof, this home delivers complete peace of mind. You're just a short walk to schools and minutes from the train and beaches. This is a rare opportunity to own a truly turnkey home in one of the area's most desirable locations.

70 Allen Rd, Fairfield

$980,000

Beautifully renovated coastal home featuring 4 bedrooms and 2 full baths on a .14-acre lot, ideally located just a short stroll to the beach and marina. The home features a beautifully updated kitchen with quartz countertops and premium stainless steel appliances. Beyond the open living and dining areas, a converted year-round sunroom wrapped in windows offers versatile additional space, ideal for an eat-in kitchen, playroom, home office, or studio. Upstairs offers a primary bedroom with built-ins and an additional bedroom or office space with full bath. The newly finished basement adds two additional bedrooms and a playroom for lots a flex space. Outdoor living is effortless with an expansive deck for entertaining and a spacious, flat, fully fenced backyard. Modern comforts include natural gas heat, central air conditioning, public water and sewer, along with new windows, a brand-new electric panel, new gas furnace, and new high efficiency hot water tank. Just a short walk to downtown Fairfield, Metro-North train, and Sherman School, this home delivers the perfect blend of coastal lifestyle and everyday convenience.

4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24139999 MLS

Beautifully renovated coastal home featuring 4 bedrooms and 2 full baths on a .14-acre lot, ideally located just a short stroll to the beach and marina. The home features a beautifully updated kitchen with quartz countertops and premium stainless steel appliances. Beyond the open living and dining areas, a converted year-round sunroom wrapped in windows offers versatile additional space, ideal for an eat-in kitchen, playroom, home office, or studio. Upstairs offers a primary bedroom with built-ins and an additional bedroom or office space with full bath. The newly finished basement adds two additional bedrooms and a playroom for lots a flex space. Outdoor living is effortless with an expansive deck for entertaining and a spacious, flat, fully fenced backyard. Modern comforts include natural gas heat, central air conditioning, public water and sewer, along with new windows, a brand-new electric panel, new gas furnace, and new high efficiency hot water tank. Just a short walk to downtown Fairfield, Metro-North train, and Sherman School, this home delivers the perfect blend of coastal lifestyle and everyday convenience.

855 Riverside Dr, Fairfield

$977,000

RESPECTFULLY; PLEASE SUBMIT HIGHEST AND BEST BY MONDAY 27TH @ 6 PM. Everything Retouched | 2+ Acres | Expansion Opportunity Located in desirable Greenfield Hill, this fully remodeled single-level ranch offers estate-style living with exceptional expansion potential. Set on over 2 level acres-the smallest home on a street of significantly larger residences-this property presents a rare opportunity to build equity and expand. The usable yard features stone walls, classic New England charm, and privacy, with inland wetlands toward the rear. Ample space for outdoor living or a future pool, plus a chicken coop and storage barn/shed for added versatility. Exterior features include a newer roof, gutter guards, new cedar shingles, cable railing, cedar tongue-and-groove deck ceiling, and high-end materials throughout. Take note of the incredible screened-in back deck, composite front porch, new windows, attached 2-car garage, and storage shed. Above-and-beyond mechanicals include propane heat fueled home w/ two, 100 gallon tanks, Trane HVAC central air, Takagi tankless hot water, fully fenced backyard, and Generac generator. Freshly painted interior with hardwood floors, updated kitchen with extensive cabinetry, quartz island, coffee bar, pantry, and abundant storage. Additional highlights include an ensuite primary bedroom, fireplaced living room, ceiling fans, full unfinished basement spanning the home, and smart home Lutron Caseta system. See full list of highlights and features.

3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24167637 MLS

RESPECTFULLY; PLEASE SUBMIT HIGHEST AND BEST BY MONDAY 27TH @ 6 PM. Everything Retouched | 2+ Acres | Expansion Opportunity Located in desirable Greenfield Hill, this fully remodeled single-level ranch offers estate-style living with exceptional expansion potential. Set on over 2 level acres-the smallest home on a street of significantly larger residences-this property presents a rare opportunity to build equity and expand. The usable yard features stone walls, classic New England charm, and privacy, with inland wetlands toward the rear. Ample space for outdoor living or a future pool, plus a chicken coop and storage barn/shed for added versatility. Exterior features include a newer roof, gutter guards, new cedar shingles, cable railing, cedar tongue-and-groove deck ceiling, and high-end materials throughout. Take note of the incredible screened-in back deck, composite front porch, new windows, attached 2-car garage, and storage shed. Above-and-beyond mechanicals include propane heat fueled home w/ two, 100 gallon tanks, Trane HVAC central air, Takagi tankless hot water, fully fenced backyard, and Generac generator. Freshly painted interior with hardwood floors, updated kitchen with extensive cabinetry, quartz island, coffee bar, pantry, and abundant storage. Additional highlights include an ensuite primary bedroom, fireplaced living room, ceiling fans, full unfinished basement spanning the home, and smart home Lutron Caseta system. See full list of highlights and features.

208 Wildflower Ln, Fairfield

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