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Nestled in Fairfield's coveted Greenfield Hill neighborhood, this beautifully updated 4-bedroom Colonial blends timeless character with modern functionality. The main level offers an open-concept layout anchored by a standout chef's kitchen with custom cabinetry and a striking quartz waterfall island, flowing seamlessly into the dining area and family room, while a separate living room with a cozy wood-burning fireplace provides a warm retreat for relaxing or intimate gatherings. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a walk-in closet and private full bath. The remodeled 450 sq. ft. lower level delivers versatile space for a home office, media room, gym, or playroom. Extensive 2022 updates include a new HVAC system, upgraded electrical, recessed lighting, refinished hardwood floors, new garage and interior doors, fresh trim and baseboards, and fresh paint throughout. Outside, enjoy a private deck and a tranquil backyard framed by mature trees and classic New England stone walls-perfect for entertaining or unwinding-plus the added benefit of coastal charm and a welcoming community. Privacy in the woods, yet minutes drive to Blackrock Tpke, Lake Mohegan, and Smith Richards Golf Course.

4 Beds ⋅ 3 Baths ⋅ 24156324 MLS

Nestled in Fairfield's coveted Greenfield Hill neighborhood, this beautifully updated 4-bedroom Colonial blends timeless character with modern functionality. The main level offers an open-concept layout anchored by a standout chef's kitchen with custom cabinetry and a striking quartz waterfall island, flowing seamlessly into the dining area and family room, while a separate living room with a cozy wood-burning fireplace provides a warm retreat for relaxing or intimate gatherings. Upstairs, you'll find four generously sized bedrooms, including a primary suite with a walk-in closet and private full bath. The remodeled 450 sq. ft. lower level delivers versatile space for a home office, media room, gym, or playroom. Extensive 2022 updates include a new HVAC system, upgraded electrical, recessed lighting, refinished hardwood floors, new garage and interior doors, fresh trim and baseboards, and fresh paint throughout. Outside, enjoy a private deck and a tranquil backyard framed by mature trees and classic New England stone walls-perfect for entertaining or unwinding-plus the added benefit of coastal charm and a welcoming community. Privacy in the woods, yet minutes drive to Blackrock Tpke, Lake Mohegan, and Smith Richards Golf Course.

6 Buckboard Ln, Fairfield

$1,310,000

Located at 281 Wood House Rd in Fairfield, CT, this beautifully updated home seamlessly blends modern comfort with timeless charm. Offering four spacious bedrooms, including a primary en-suite with a walk-in closet, it provides plenty of flexibility for family, guests, or a home office. The bright and inviting living spaces include a sunlit living room and a cozy family room conveniently situated off the kitchen. The kitchen is a chef's delight, featuring new hardwood floors, a tasteful new backsplash, updated island countertops, and brand-new appliances-refrigerator, dishwasher, washer, and dryer. Hosting is effortless with a generously sized dining room adjacent to the kitchen. The finished basement offers incredible versatility-ideal as a home office, gym, playroom, or extra storage. Step outside to a large, newly fenced backyard, perfect for barbecues, playtime, or relaxing evenings. A two-car garage completes this exceptional property. Situated in a highly desirable Fairfield neighborhood on a quiet dead-end road, this home delivers the perfect blend of style, comfort, and functionality-ready to meet your every need!

4 Beds ⋅ 3 Baths ⋅ 24150329 MLS

Located at 281 Wood House Rd in Fairfield, CT, this beautifully updated home seamlessly blends modern comfort with timeless charm. Offering four spacious bedrooms, including a primary en-suite with a walk-in closet, it provides plenty of flexibility for family, guests, or a home office. The bright and inviting living spaces include a sunlit living room and a cozy family room conveniently situated off the kitchen. The kitchen is a chef's delight, featuring new hardwood floors, a tasteful new backsplash, updated island countertops, and brand-new appliances-refrigerator, dishwasher, washer, and dryer. Hosting is effortless with a generously sized dining room adjacent to the kitchen. The finished basement offers incredible versatility-ideal as a home office, gym, playroom, or extra storage. Step outside to a large, newly fenced backyard, perfect for barbecues, playtime, or relaxing evenings. A two-car garage completes this exceptional property. Situated in a highly desirable Fairfield neighborhood on a quiet dead-end road, this home delivers the perfect blend of style, comfort, and functionality-ready to meet your every need!

281 Wood House Rd, Fairfield

$4,200,000

*New Tax Assessment for 2026-2027 $1,949,290. In an idyllic Greenfield Hill location, this magnificently proportioned and beautifully constructed 6642 square foot Colonial enjoys a gorgeous, gated 2 Acre property, manicured and landscaped to perfection, with an expansive two-tiered Granite Terrace and stunning 20' by 40' gunite Pool overlooking sweeping lawns. Greatly contributing to the overall symmetry of this classic design, the luxurious floor plan includes five Bedrooms, six full baths, two powder rooms, (Living Room, Den, and Family Room each with Fireplace), formal Dining Room, Designer Kitchen, Summer Kitchen, stunning Primary Suite with 2 Full Baths, open Great Room on the 2nd floor, as well as versatile, finished space on the third floor. The spacious finished Lower Level (additional 1528 square feet) features a fabulous Gym with mirrored walls, Recreation area and Full Bath. Embracing a lifestyle of serenity & enjoyable entertainment, refined architectural elements and custom detailing throughout combine to further enhance this very stately and impeccable home. First Floor: 2-story Entrance Hall with herringbone wood flooring. Powder Room with tile flooring and pedestal sink. Living Room with hardwood flooring. Den beyond sharing double-sided gas Fireplace. Office with hardwood flooring, cherry cabinetry and built-ins, and ceiling fan. Summer Kitchen (with access to Pool Terrace) with porcelain tile flooring, PLEASE OPEN ADDENDUM FOR FURTHER DESCRIPTION

5 Beds ⋅ 8 Baths ⋅ 24149979 MLS

*New Tax Assessment for 2026-2027 $1,949,290. In an idyllic Greenfield Hill location, this magnificently proportioned and beautifully constructed 6642 square foot Colonial enjoys a gorgeous, gated 2 Acre property, manicured and landscaped to perfection, with an expansive two-tiered Granite Terrace and stunning 20' by 40' gunite Pool overlooking sweeping lawns. Greatly contributing to the overall symmetry of this classic design, the luxurious floor plan includes five Bedrooms, six full baths, two powder rooms, (Living Room, Den, and Family Room each with Fireplace), formal Dining Room, Designer Kitchen, Summer Kitchen, stunning Primary Suite with 2 Full Baths, open Great Room on the 2nd floor, as well as versatile, finished space on the third floor. The spacious finished Lower Level (additional 1528 square feet) features a fabulous Gym with mirrored walls, Recreation area and Full Bath. Embracing a lifestyle of serenity & enjoyable entertainment, refined architectural elements and custom detailing throughout combine to further enhance this very stately and impeccable home. First Floor: 2-story Entrance Hall with herringbone wood flooring. Powder Room with tile flooring and pedestal sink. Living Room with hardwood flooring. Den beyond sharing double-sided gas Fireplace. Office with hardwood flooring, cherry cabinetry and built-ins, and ceiling fan. Summer Kitchen (with access to Pool Terrace) with porcelain tile flooring, PLEASE OPEN ADDENDUM FOR FURTHER DESCRIPTION

110 Queens Grant Dr, Fairfield

$2,225,000

Step into the epitome of elegance & comfort at 158 Coventry Lane, a stunning Connecticut Colonial located in the prestigious Greenfield Hill area of Fairfield. Beautifully sited on a vibrant cul-de-sac, this turn-key home offers an unparalleled lifestyle in a serene, picturesque setting. Set on 2 acres of level grounds, this property is a true sanctuary w/impeccably landscape, stone walls, a bluestone patio & walkways, a heated saltwater pool & spa, enclosed vegetable garden & pool house. It's the perfect retreat for both relaxation & year-round entertainment. Inside, sophistication meets functionality. A dramatic triple-height foyer w/herringbone floors greets you, setting the tone for the 4,244 sq feet of updated living spaces. The layout is designed for both large gatherings & everyday comfort. The family rm, with its vaulted ceiling & floor-to-ceiling fieldstone fireplace, flows seamlessly into a private den/media room complete with a wet bar. The elegant living rm, featuring a beautiful gas fireplace, opens to a versatile office, playroom or guest suite w/an adjacent full bath. The heart of the home is a sleek modern kitchen, boasting a 9-foot quartz island, wine fridge & panoramic views of the backyard oasis. Upstairs, the primary suite is a private retreat w/a dramatic fireplace & spa-like bath. 3/4 addt'l bedrooms, and a private home office ensure space for every need. Only 8 mins to downtown Fairfield train station, shopping and dining.

4 Beds ⋅ 4 Baths ⋅ 24151483 MLS

Step into the epitome of elegance & comfort at 158 Coventry Lane, a stunning Connecticut Colonial located in the prestigious Greenfield Hill area of Fairfield. Beautifully sited on a vibrant cul-de-sac, this turn-key home offers an unparalleled lifestyle in a serene, picturesque setting. Set on 2 acres of level grounds, this property is a true sanctuary w/impeccably landscape, stone walls, a bluestone patio & walkways, a heated saltwater pool & spa, enclosed vegetable garden & pool house. It's the perfect retreat for both relaxation & year-round entertainment. Inside, sophistication meets functionality. A dramatic triple-height foyer w/herringbone floors greets you, setting the tone for the 4,244 sq feet of updated living spaces. The layout is designed for both large gatherings & everyday comfort. The family rm, with its vaulted ceiling & floor-to-ceiling fieldstone fireplace, flows seamlessly into a private den/media room complete with a wet bar. The elegant living rm, featuring a beautiful gas fireplace, opens to a versatile office, playroom or guest suite w/an adjacent full bath. The heart of the home is a sleek modern kitchen, boasting a 9-foot quartz island, wine fridge & panoramic views of the backyard oasis. Upstairs, the primary suite is a private retreat w/a dramatic fireplace & spa-like bath. 3/4 addt'l bedrooms, and a private home office ensure space for every need. Only 8 mins to downtown Fairfield train station, shopping and dining.

158 Coventry Ln, Fairfield

$1,650,000

A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in window seats and an entertainment cabinet. The paneled den/library offers a cozy retreat with a wood burning fireplace, exposed beams, custom built ins and inset desk. Relax in the sunroom with barn door style trim and a wall of windows overlooking the private yard. The kitchen is a masterpiece with its bespoke cabinetry including a wall of glass front upper cabinets and walnut trim, curved island with walnut top, bar sink, and wine frig, granite countertops, high end appliances with pot filler at the cooktop, oil rubbed bronze hardware and built in desk area with walnut top, recessed cabinetry and framed bulletin board backsplash. The kitchen opens into the dining room featuring a tray ceiling, built in hutch and buffet, wall of windows, and french door leading to a stone patio and yard, as well as family and sun room providing great flow for entertaining. The primary suite features a cedar lined walk in closet, fireplace, balcony, a wall of custom built ins with vanity and mirror, and two wardrobes and a sitting area with vaulted ceiling and sliders to a covered balcony. (see addendum)

6 Beds ⋅ 4 Baths ⋅ 24109911 MLS

A gracious front porch welcomes you to this sophisticated colonial where comfort and luxury abound. The entry hall with striking floor to ceiling picture frame molding, setting the tone for the refined details found throughout the home. The family room greets you with many carefully curated features including book shelves framing the entry, coffered ceiling, gas fireplace flanked by built in window seats and an entertainment cabinet. The paneled den/library offers a cozy retreat with a wood burning fireplace, exposed beams, custom built ins and inset desk. Relax in the sunroom with barn door style trim and a wall of windows overlooking the private yard. The kitchen is a masterpiece with its bespoke cabinetry including a wall of glass front upper cabinets and walnut trim, curved island with walnut top, bar sink, and wine frig, granite countertops, high end appliances with pot filler at the cooktop, oil rubbed bronze hardware and built in desk area with walnut top, recessed cabinetry and framed bulletin board backsplash. The kitchen opens into the dining room featuring a tray ceiling, built in hutch and buffet, wall of windows, and french door leading to a stone patio and yard, as well as family and sun room providing great flow for entertaining. The primary suite features a cedar lined walk in closet, fireplace, balcony, a wall of custom built ins with vanity and mirror, and two wardrobes and a sitting area with vaulted ceiling and sliders to a covered balcony. (see addendum)

312 Towne House Rd, Fairfield

$1,500,000

Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury homes on manicured grounds. This sun-drenched five-bedroom, six-bathroom home has been freshly painted inside and out and features extensive millwork, gleaming hardwood floors, and floor-to-ceiling windows that flood the home with natural light. The open-concept layout is ideal for entertaining, centered around a fully renovated gourmet kitchen with high-end appliances, custom cabinetry, and a large island, flowing seamlessly into the great room and out to a spacious patio. Upstairs, generous bedrooms include a luxurious primary suite, while flexible living spaces throughout the home cater to modern lifestyles-perfect for hosting or working from home. The flat, private yard offers multiple outdoor entertaining areas and is complemented by a three-car garage. Enjoy privacy and elegance while being just minutes from the vibrant downtowns of Fairfield and Westport, as well as local beaches and train stations. This is luxury living with everyday convenience-completely turnkey and ready for it's new homeowners.

5 Beds ⋅ 6 Baths ⋅ 24128652 MLS

Move-in ready and freshly updated, this expansive 5,000+ sq ft Colonial is located in the prestigious Ridge of Greenfield Hill-a 24-hour guard-gated community situated on the border of Fairfield and Westport. The Ridge offers a resort-style lifestyle with amenities including a heated pool, lighted tennis courts, pickle ball, playground, and a private recreation center-all set among 96 luxury homes on manicured grounds. This sun-drenched five-bedroom, six-bathroom home has been freshly painted inside and out and features extensive millwork, gleaming hardwood floors, and floor-to-ceiling windows that flood the home with natural light. The open-concept layout is ideal for entertaining, centered around a fully renovated gourmet kitchen with high-end appliances, custom cabinetry, and a large island, flowing seamlessly into the great room and out to a spacious patio. Upstairs, generous bedrooms include a luxurious primary suite, while flexible living spaces throughout the home cater to modern lifestyles-perfect for hosting or working from home. The flat, private yard offers multiple outdoor entertaining areas and is complemented by a three-car garage. Enjoy privacy and elegance while being just minutes from the vibrant downtowns of Fairfield and Westport, as well as local beaches and train stations. This is luxury living with everyday convenience-completely turnkey and ready for it's new homeowners.

101 Brambley Hedge Cir, Fairfield

$4,700,000

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

5 Beds ⋅ 5 Baths ⋅ 24127092 MLS

Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's kitchen opens to elegant dining and living areas, with French doors to a bluestone terrace designed for candlelit dinners under the stars. A first-floor guest suite with a full bath provides flexibility and privacy, while upstairs, four additional bedrooms-including a serene primary suite-offer refined comfort and room to breathe. Beyond the home, the grounds unfold like a private resort. A two-story pool house features a full kitchen, bath, and playful loft. A climate-controlled barn houses a Trackman 4 golf simulator, sauna, and space for training or unwinding. Outdoors, discover a saltwater pool and spa, sport court, vegetable gardens, wildflower meadow with carved walking trails, orchard of apple, cherry, and peach trees, and a cider press-all with a private path leading to the Patterson Club. Whether for weekends or a lifetime, this estate elevates every season and every gathering-minutes from town, yet a world apart.

2281 Redding Rd, Fairfield

$3,800,000

Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently refreshed with new paint and carpeting, the home includes a formal living and dining room, a large eat-in kitchen, and generously sized family spaces throughout. The finished lower level is designed for wellness and fun, with a 6-person sauna, steam shower, and a spacious game/media room. A third-floor flex space offers the perfect spot for a yoga studio, home office, or quiet retreat. The outdoor experience is equally impressive: a heated saltwater pool and spa, tranquil ponds, a cascading waterfall, and lush manicured lawns set the tone for relaxed luxury. Entertain with ease using the fully equipped outdoor kitchen and fire pit, or shoot hoops on your basketball court. Additional highlights include a full gym, wine cellar, elevator servicing all levels, and two separate 3-car garages-ideal for collectors. A pre-paid landscaping contract through 2031 ensures the grounds remain pristine year-round. Close proximity to some the CT's best private and public schools. This is an extraordinary opportunity to enjoy the best of Fairfield County in a setting that feels like a private resort

6 Beds ⋅ 9 Baths ⋅ 24114747 MLS

Luxury Living on the Fairfield/Westport Border. "Sturges Manor" is an exceptional 6-bedroom, 8-bath estate that offers a rare combination of privacy, elegance, and resort-style amenities - just minutes from the Post Road and 50 miles from NYC. Enjoy multiple town centers and restaurants. The house features expansive, sun-filled interiors ideal for everyday living and entertaining. Recently refreshed with new paint and carpeting, the home includes a formal living and dining room, a large eat-in kitchen, and generously sized family spaces throughout. The finished lower level is designed for wellness and fun, with a 6-person sauna, steam shower, and a spacious game/media room. A third-floor flex space offers the perfect spot for a yoga studio, home office, or quiet retreat. The outdoor experience is equally impressive: a heated saltwater pool and spa, tranquil ponds, a cascading waterfall, and lush manicured lawns set the tone for relaxed luxury. Entertain with ease using the fully equipped outdoor kitchen and fire pit, or shoot hoops on your basketball court. Additional highlights include a full gym, wine cellar, elevator servicing all levels, and two separate 3-car garages-ideal for collectors. A pre-paid landscaping contract through 2031 ensures the grounds remain pristine year-round. Close proximity to some the CT's best private and public schools. This is an extraordinary opportunity to enjoy the best of Fairfield County in a setting that feels like a private resort

1084 Sturges Hwy, Fairfield

$1,305,000

Welcome to 947 Galloping Hill Road. This true mid-century modern home was designed by the important architect Victor Civkin in 1967. This well thought out ranch has 4 bedrooms and 3 1/2 baths and is perfectly situated on a flat, private acre. Step inside the large foyer that has curved walls and a skylight. The living room is spacious with a rounded wall of floor to ceiling windows which flood the space with light. This room overlooks the professionally landscaped yard. The kitchen has white cabinets, stainless steel appliances, Subzero, granite counters, wood floor and a slider to the deck. The dining room has beautiful built-ins and a wood floor. There is also a curved wall of windows. The primary bedroom has a wall of closets, a full bath and has many windows. The other 3 bedrooms are spacious, with one having its own ensuite. The family room has a large statement-making wood burning stone fireplace and a vaulted ceiling with beams. There is a slider that connects to the screened-in porch which wraps around the house. This porch is a perfect place to entertain or enjoy quiet relaxation. The lower level is partially finished with a playroom. This home has a full house generator. The property is located in a desirable area of Fairfield. It is convenient to highways, shopping , 2 Universities, 5 beaches and Metro-North. It is a very special property and balances family functionality with modern elements! Enjoy all that Fairfield has to offer!

4 Beds ⋅ 4 Baths ⋅ 24133099 MLS

Welcome to 947 Galloping Hill Road. This true mid-century modern home was designed by the important architect Victor Civkin in 1967. This well thought out ranch has 4 bedrooms and 3 1/2 baths and is perfectly situated on a flat, private acre. Step inside the large foyer that has curved walls and a skylight. The living room is spacious with a rounded wall of floor to ceiling windows which flood the space with light. This room overlooks the professionally landscaped yard. The kitchen has white cabinets, stainless steel appliances, Subzero, granite counters, wood floor and a slider to the deck. The dining room has beautiful built-ins and a wood floor. There is also a curved wall of windows. The primary bedroom has a wall of closets, a full bath and has many windows. The other 3 bedrooms are spacious, with one having its own ensuite. The family room has a large statement-making wood burning stone fireplace and a vaulted ceiling with beams. There is a slider that connects to the screened-in porch which wraps around the house. This porch is a perfect place to entertain or enjoy quiet relaxation. The lower level is partially finished with a playroom. This home has a full house generator. The property is located in a desirable area of Fairfield. It is convenient to highways, shopping , 2 Universities, 5 beaches and Metro-North. It is a very special property and balances family functionality with modern elements! Enjoy all that Fairfield has to offer!

947 Galloping Hill Rd, Fairfield

$1,170,000

Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and Play Rooms- ideal for effortless entertaining with seamless flow to the Pool, private Patio and an expansive brick Terrace overlooking the grounds and Tennis Court. Set a table in the formal Dining Room with built-ins and gather in the Living Room with fireplace, an adjacent Office provides for work from home duties. The heart of the home, between the Family and Play Rooms, is a spacious custom Kitchen complete with a large center island, abundant cabinetry and counter space, dining area and access to a covered patio-perfect for al fresco grilling and dining. The Primary Suite continues to impress with a vaulted ceiling, fireplace, Full Bath, walk-in closets and a second "Spa" Bath with whirlpool tub. Three additional Bedrooms and two more full Baths complete the private Bedroom wing. Additional highlights include a side entry Mudroom and Four Car Garage with ample storage for vehicles and recreational equipment. Truly a rare opportunity for one floor country living in a most desirable location just two miles from Greenfield Hill Village's shopping and dining destinations.

4 Beds ⋅ 6 Baths ⋅ 24109949 MLS

Sprawling ten room ranch style residence offering 3 acres on a prime estate street in Greenfield Hill. This stately home is discreetly positioned behind a brick wall and approached by a sweeping circular drive creating a grand sense of arrival. Inside this impressive home discover a striking Indoor Pool housed in its own sun lit pavilion. This dramatic recreation space adjoins the Kitchen and Play Rooms- ideal for effortless entertaining with seamless flow to the Pool, private Patio and an expansive brick Terrace overlooking the grounds and Tennis Court. Set a table in the formal Dining Room with built-ins and gather in the Living Room with fireplace, an adjacent Office provides for work from home duties. The heart of the home, between the Family and Play Rooms, is a spacious custom Kitchen complete with a large center island, abundant cabinetry and counter space, dining area and access to a covered patio-perfect for al fresco grilling and dining. The Primary Suite continues to impress with a vaulted ceiling, fireplace, Full Bath, walk-in closets and a second "Spa" Bath with whirlpool tub. Three additional Bedrooms and two more full Baths complete the private Bedroom wing. Additional highlights include a side entry Mudroom and Four Car Garage with ample storage for vehicles and recreational equipment. Truly a rare opportunity for one floor country living in a most desirable location just two miles from Greenfield Hill Village's shopping and dining destinations.

3853 Congress St, Fairfield

$2,350,000

Crafted by noted custom builder Garrett Wilson and meticulously enhanced with recent upgrades, this Greenfield Hill home is as impressive as it is inviting. Finished to the highest standard, the residence is set on just over two private acres with a tennis court and expansive open space offering room for a pool and pool house. At the heart of the home, the chef's kitchen is filled with natural light and outfitted with Wolf and Sub-Zero appliances, two farmhouse sinks, two dishwashers, two wine refrigerators and a beautifully refinished wood island. Upstairs, you will find 5 bedrooms, all en-suite with walk-in closets and a spacious laundry room. The primary suite provides a serene retreat with his and hers walk-in closets and a spa bath with steam shower. The finished top level is ideal for an in-law or au pair suite with full bath and sweeping property views. The lower level offers a warm entertaining space with fireplace, a home gym, an additional flex room to be used as a playroom, bedroom or office, and an additional laundry room and full bathroom. Deer fencing encircles the entire property, with a gated entrance for enhanced security and privacy. Enjoy the ease of town water and natural gas utilities. Other recent updates include a new roof, new HVAC system and boiler with expansion tank. The property is convenient to Fairfield and Westport town centers and is commuter friendly to Manhattan. Truly a remarkable offering in sought-after Greenfield Hill.

5 Beds ⋅ 8 Baths ⋅ 24128629 MLS

Crafted by noted custom builder Garrett Wilson and meticulously enhanced with recent upgrades, this Greenfield Hill home is as impressive as it is inviting. Finished to the highest standard, the residence is set on just over two private acres with a tennis court and expansive open space offering room for a pool and pool house. At the heart of the home, the chef's kitchen is filled with natural light and outfitted with Wolf and Sub-Zero appliances, two farmhouse sinks, two dishwashers, two wine refrigerators and a beautifully refinished wood island. Upstairs, you will find 5 bedrooms, all en-suite with walk-in closets and a spacious laundry room. The primary suite provides a serene retreat with his and hers walk-in closets and a spa bath with steam shower. The finished top level is ideal for an in-law or au pair suite with full bath and sweeping property views. The lower level offers a warm entertaining space with fireplace, a home gym, an additional flex room to be used as a playroom, bedroom or office, and an additional laundry room and full bathroom. Deer fencing encircles the entire property, with a gated entrance for enhanced security and privacy. Enjoy the ease of town water and natural gas utilities. Other recent updates include a new roof, new HVAC system and boiler with expansion tank. The property is convenient to Fairfield and Westport town centers and is commuter friendly to Manhattan. Truly a remarkable offering in sought-after Greenfield Hill.

2775 North St, Fairfield

$1,100,000

Welcome to the charming, historic community of Greenfield Hills! One of Connecticut's most picturesque New England communities that combines a quiet lifestyle, outdoor activities, and warm and friendly neighborhoods. A rare find! This vintage 1885 classic Federal style home features dining room with fireplace, front foyer, large living room, eat-in kitchen, three bedrooms, 1 1/2 baths and incredible addition that includes a 3 car garage and large comfortable apartment! This cozy, apartment has a private entrance with an eat-in-kitchen, living room, 2 bedrooms and full bathroom. This great space can be used as a private in-law apartment, au pair suite, artists studio, or a home office. Additional features include Hardwood floors, built-in cabinetry, and separate heating systems for main house and apartment. The home is in need of remodeling/updating and is to be sold "As Is".

5 Beds ⋅ 3 Baths ⋅ 24142608 MLS

Welcome to the charming, historic community of Greenfield Hills! One of Connecticut's most picturesque New England communities that combines a quiet lifestyle, outdoor activities, and warm and friendly neighborhoods. A rare find! This vintage 1885 classic Federal style home features dining room with fireplace, front foyer, large living room, eat-in kitchen, three bedrooms, 1 1/2 baths and incredible addition that includes a 3 car garage and large comfortable apartment! This cozy, apartment has a private entrance with an eat-in-kitchen, living room, 2 bedrooms and full bathroom. This great space can be used as a private in-law apartment, au pair suite, artists studio, or a home office. Additional features include Hardwood floors, built-in cabinetry, and separate heating systems for main house and apartment. The home is in need of remodeling/updating and is to be sold "As Is".

179 Verna Hill Rd, Fairfield

$1,255,000

Welcome to 109 Buckboard Lane, a Magazine worthy renovated high ranch at the end of a serene Fairfield, CT. cul de sac in Greenfield Hill. Tucked at the back of a private back lot, this completely reimagined raised ranch isn't just renovated, it's transformed. Step inside and prepare to fall in love with a kitchen that redefines luxury at this price point. Drop dead gorgeous cabinet design and Thermador everything. The highest quality appliances, the oversized built-in refrigerator, wall oven, dual refrigerator drawers, and the most luxurious feature? The cooktop elements are built into the stone island countertop. The induction heating system is triggered when you place your pan on the stone! This isn't just where you cook, it's where you live. The magic continues outdoors on your expansive two-story entertainment area, an entertainer's dream with dedicated seating and TV area set below the deck so rain or shine, the covered lower level lounge keeps the party going while you relax in style. Downstairs, discover a warm family room anchored by the fireplace. Showcase built-ins perfect for displaying your treasures and a large private in-law suite with full bath and it's own private entrance. Ideal for an au pair, son or daughter home from college or an aging parent. There is also an attached 2-car garage. 109 Buckboard isn't just a home, it's where you belong.

4 Beds ⋅ 4 Baths ⋅ 24133849 MLS

Welcome to 109 Buckboard Lane, a Magazine worthy renovated high ranch at the end of a serene Fairfield, CT. cul de sac in Greenfield Hill. Tucked at the back of a private back lot, this completely reimagined raised ranch isn't just renovated, it's transformed. Step inside and prepare to fall in love with a kitchen that redefines luxury at this price point. Drop dead gorgeous cabinet design and Thermador everything. The highest quality appliances, the oversized built-in refrigerator, wall oven, dual refrigerator drawers, and the most luxurious feature? The cooktop elements are built into the stone island countertop. The induction heating system is triggered when you place your pan on the stone! This isn't just where you cook, it's where you live. The magic continues outdoors on your expansive two-story entertainment area, an entertainer's dream with dedicated seating and TV area set below the deck so rain or shine, the covered lower level lounge keeps the party going while you relax in style. Downstairs, discover a warm family room anchored by the fireplace. Showcase built-ins perfect for displaying your treasures and a large private in-law suite with full bath and it's own private entrance. Ideal for an au pair, son or daughter home from college or an aging parent. There is also an attached 2-car garage. 109 Buckboard isn't just a home, it's where you belong.

109 Buckboard Ln, 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 ⋅ 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

$1,850,000

254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable versatility with an en-suite bedroom featuring a walk-in closet, a dedicated office, a large chef's kitchen with an impressive Wolf and Sub-Zero appliance package, and dining and living rooms that soar with elevated ceiling heights, bringing light and luxury to the main living spaces. Upstairs, the well-proportioned primary suite is a retreat with dual walk-in closets and a spa-like bath. The oversized shower is outfitted as a steam shower-an ideal sauna alternative-while two additional bedrooms share a dual bath. The fully finished lower level serves as a true multi-generational apartment, complete with a full kitchen, laundry, and full bath, opening directly to the backyard stone patio, private yard, and in-ground pool with a built-in waterfall feature-ideal for entertaining or quiet relaxation. Additional highlights include an oversized three-car garage, whole-house generator, advanced air-filtration HVAC system, and a private yet convenient Greenfield Hill location.This combination of style, flexibility, and amenities makes 254 Sherwood Farm Road a rare and exceptional property.

4 Beds ⋅ 5 Baths ⋅ 24129933 MLS

254 Sherwood Farm Road, tucked away at the end of a cul-de-sac in the desirable lower Greenfield Hill section of Fairfield, this stately brick Colonial blends timeless curb appeal with a flexible floor plan and rare amenities. Mature plantings, stone walkways, and professional landscape lighting frame the home with elegance from the moment you arrive. Inside, the first level offers remarkable versatility with an en-suite bedroom featuring a walk-in closet, a dedicated office, a large chef's kitchen with an impressive Wolf and Sub-Zero appliance package, and dining and living rooms that soar with elevated ceiling heights, bringing light and luxury to the main living spaces. Upstairs, the well-proportioned primary suite is a retreat with dual walk-in closets and a spa-like bath. The oversized shower is outfitted as a steam shower-an ideal sauna alternative-while two additional bedrooms share a dual bath. The fully finished lower level serves as a true multi-generational apartment, complete with a full kitchen, laundry, and full bath, opening directly to the backyard stone patio, private yard, and in-ground pool with a built-in waterfall feature-ideal for entertaining or quiet relaxation. Additional highlights include an oversized three-car garage, whole-house generator, advanced air-filtration HVAC system, and a private yet convenient Greenfield Hill location.This combination of style, flexibility, and amenities makes 254 Sherwood Farm Road a rare and exceptional property.

254 Sherwood Farm Rd, Fairfield

$3,292,000

Welcome to 99 Old Academy Road, a distinguished Cape originally reimagined by local architect Richard Swann and thoughtfully expanded in 2019 by Alex Esposito. Arched-top dormers elevate the architecture, blending tradition with luxury. This residence offers 6 bedrooms plus a private two-level guest suite, 7 full / 3 half baths, all set on 2+ acres in lower Greenfield Hill. At the heart of the home, the kitchen offers an open layout with a spacious dining area, custom cabinetry, a floor-to-ceiling glass wine display, and walk-in pantry. The kitchen flows seamlessly onto a bluestone patio with a double-sided fireplace, perfect for indoor-outdoor living. The kitchen leads to the lower level, featuring a stone bar in the game room, a 10-seat cinema, and ample storage. The family room, with its built-ins, poolside views, and gas fireplace, offers an inviting year-round retreat, the main level also includes a private office. Upstairs, every bedroom is paired with its own private bath, each with a unique design. The custom mahogany library serves as a passage to the East Wing, where the main level offers a gym, poolside lounge, & outdoor shower, while the upper-level features three additional en-suite bedrooms and a second laundry room. Outdoors, enjoy wrap-a-round mahogany decks, multiple bluestone patios, a heated pool, volleyball court, pergola gardens, and fruit trees. 99 Old Academy Road isn't just a home, it's a lifestyle of elegance, comfort, and unforgettable spaces.

6 Beds ⋅ 8 Baths ⋅ 24130154 MLS

Welcome to 99 Old Academy Road, a distinguished Cape originally reimagined by local architect Richard Swann and thoughtfully expanded in 2019 by Alex Esposito. Arched-top dormers elevate the architecture, blending tradition with luxury. This residence offers 6 bedrooms plus a private two-level guest suite, 7 full / 3 half baths, all set on 2+ acres in lower Greenfield Hill. At the heart of the home, the kitchen offers an open layout with a spacious dining area, custom cabinetry, a floor-to-ceiling glass wine display, and walk-in pantry. The kitchen flows seamlessly onto a bluestone patio with a double-sided fireplace, perfect for indoor-outdoor living. The kitchen leads to the lower level, featuring a stone bar in the game room, a 10-seat cinema, and ample storage. The family room, with its built-ins, poolside views, and gas fireplace, offers an inviting year-round retreat, the main level also includes a private office. Upstairs, every bedroom is paired with its own private bath, each with a unique design. The custom mahogany library serves as a passage to the East Wing, where the main level offers a gym, poolside lounge, & outdoor shower, while the upper-level features three additional en-suite bedrooms and a second laundry room. Outdoors, enjoy wrap-a-round mahogany decks, multiple bluestone patios, a heated pool, volleyball court, pergola gardens, and fruit trees. 99 Old Academy Road isn't just a home, it's a lifestyle of elegance, comfort, and unforgettable spaces.

99 Old Academy Rd, Fairfield

$2,880,000

There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living. Meticulously landscaped grounds, fountain, serene stone pathways, and a tranquil koi pond create a private oasis for quiet reflection or outdoor enjoyment. Inside, elegant formal living and dining rooms provide a perfect backdrop for entertaining, while the sun-filled family room, with vaulted ceilings, floor-to-ceiling windows, and a dramatic stone fireplace, serves as the heart of the home. The luxurious primary suite boasts tray ceilings, dual walk-ins, and a marble spa bath. Upstairs, five spacious bedrooms-many ensuite-welcome guests, and the third floor features a game and billiards lounge. A bespoke English pub, thoughtfully designed and versatile, can serve as a lounge, home office, entertainment room, or hobby space. Outdoors, a gated saltwater pool and hot tub with a fully equipped poolhouse create an inviting retreat for summer gatherings. This remarkable estate blends sophistication, comfort, and timeless appeal-a sanctuary for grand occasions and quiet moments alike.

6 Beds ⋅ 8 Baths ⋅ 24123339 MLS

There are houses you tour, and then there are estates that capture your imagination. This extraordinary Greenfield Hill Colonial is the latter-a 9,700+ sq. ft. residence set on a pristine 2-acre corner lot in one of Fairfield's most prestigious neighborhoods. A paver-stone drive winds past manicured gardens to a grand two-story entry with a sweeping staircase, setting the tone for elegant living. Meticulously landscaped grounds, fountain, serene stone pathways, and a tranquil koi pond create a private oasis for quiet reflection or outdoor enjoyment. Inside, elegant formal living and dining rooms provide a perfect backdrop for entertaining, while the sun-filled family room, with vaulted ceilings, floor-to-ceiling windows, and a dramatic stone fireplace, serves as the heart of the home. The luxurious primary suite boasts tray ceilings, dual walk-ins, and a marble spa bath. Upstairs, five spacious bedrooms-many ensuite-welcome guests, and the third floor features a game and billiards lounge. A bespoke English pub, thoughtfully designed and versatile, can serve as a lounge, home office, entertainment room, or hobby space. Outdoors, a gated saltwater pool and hot tub with a fully equipped poolhouse create an inviting retreat for summer gatherings. This remarkable estate blends sophistication, comfort, and timeless appeal-a sanctuary for grand occasions and quiet moments alike.

21 Queens Grant Dr, Fairfield

$800,000

Through a pillared entrance sited privately from the road discover a tremendous opportunity to own a one of a kind Fairfield home with style, light & space for everyone inside & out. Reminiscent of a mid-century modern deck house, enhanced by vaulted ceilings in every main level room & newly refinished hardwood floors, you will be captivated by the open plan with abundant light throughout. Living room with architectural beams and stunning floor to ceiling fireplace. Fabulous original kitchen with updated appliances and quality cabinetry will steal your heart. Four ample bedrooms complete the main level including primary with two closets & private bath. The walk out lower level offers a cozy den or office with built in shelves plus half-bath & laundry. An amazing oversized screen porch overlooks the picturesque & peaceful low maintenance property sure to be enjoyed in every season. Walk to Brett Woods & enjoy over 180 acres of walking trails or hop in the car and get to shopping & dining in minutes. Move in and enjoy as is, or create the stylish home of your dreams. City water and gas in the street- please do your own research for connection possibilities. You can be in your new home for the holidays!

4 Beds ⋅ 3 Baths ⋅ 24136043 MLS

Through a pillared entrance sited privately from the road discover a tremendous opportunity to own a one of a kind Fairfield home with style, light & space for everyone inside & out. Reminiscent of a mid-century modern deck house, enhanced by vaulted ceilings in every main level room & newly refinished hardwood floors, you will be captivated by the open plan with abundant light throughout. Living room with architectural beams and stunning floor to ceiling fireplace. Fabulous original kitchen with updated appliances and quality cabinetry will steal your heart. Four ample bedrooms complete the main level including primary with two closets & private bath. The walk out lower level offers a cozy den or office with built in shelves plus half-bath & laundry. An amazing oversized screen porch overlooks the picturesque & peaceful low maintenance property sure to be enjoyed in every season. Walk to Brett Woods & enjoy over 180 acres of walking trails or hop in the car and get to shopping & dining in minutes. Move in and enjoy as is, or create the stylish home of your dreams. City water and gas in the street- please do your own research for connection possibilities. You can be in your new home for the holidays!

80 Gilbert Hwy, Fairfield

$2,100,000

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

5 Beds ⋅ 4 Baths ⋅ 24115368 MLS

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

545 Shrub Oak Ln, Fairfield

$815,000

Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly New England nights. The eat-in kitchen features a charming garden window, stainless steel appliances, & plenty of room for family gatherings-all while enjoying beautiful views of the trees that surround the back deck. Start your mornings with coffee in the serenity of your private outdoor setting.For more formal entertaining, the dining room flows seamlessly from the kitchen.The heart of the home, the family room, offers a second fireplace, French doors, & the ideal space to relax-whether you're playing games, enjoying a quiet evening, or cheering on your favorite team.Upstairs, the expansive primary bedroom boasts multiple closets & enough space for a reading nook/sitting area. Three additional bedrooms-each with hw floors beneath the carpeting-provide comfort and flexibility. Update the carpets, or reveal the hw to suit your style. A walk-up attic offers abundant storage.This is more than a house-it's where your next chapter begins. Located in a sought-after neighborhood, close to shopping, restaurants, Merritt Pky & Lake Mohegan. Subject to Probate Court

4 Beds ⋅ 4 Baths ⋅ 24119354 MLS

Welcome to 200 Joan Drive-a home that's more than just a place to live.It's where you can breathe, recharge, & truly feel at home.From the moment you arrive, the peaceful, tree-lined yard sets the tone:this is where memories are made. Step inside the foyer, & you'll immediately feel the warmth & comfort this home offers.Spacious living room, complete with a cozy fireplace, is perfect for chilly New England nights. The eat-in kitchen features a charming garden window, stainless steel appliances, & plenty of room for family gatherings-all while enjoying beautiful views of the trees that surround the back deck. Start your mornings with coffee in the serenity of your private outdoor setting.For more formal entertaining, the dining room flows seamlessly from the kitchen.The heart of the home, the family room, offers a second fireplace, French doors, & the ideal space to relax-whether you're playing games, enjoying a quiet evening, or cheering on your favorite team.Upstairs, the expansive primary bedroom boasts multiple closets & enough space for a reading nook/sitting area. Three additional bedrooms-each with hw floors beneath the carpeting-provide comfort and flexibility. Update the carpets, or reveal the hw to suit your style. A walk-up attic offers abundant storage.This is more than a house-it's where your next chapter begins. Located in a sought-after neighborhood, close to shopping, restaurants, Merritt Pky & Lake Mohegan. Subject to Probate Court

200 Joan Dr, Fairfield

$1,600,000

Welcome to this beautifully updated 4+ bedroom Colonial in a sought-after Greenfield Hill neighborhood, surrounded by rolling lawns and tree-lined streets. Offering over 3,000 sq. ft. of elegant living space plus 1,000+ sq. ft. in the spacious finished walk-out lower level, this home provides exceptional versatility and comfort. The grand entryway opens to a formal living and dining room with custom built-ins. The inviting family room, with vaulted ceilings and a natural stone fireplace, flows seamlessly into the impeccably updated eat-in kitchen. From here, sliding doors lead to an expansive Trex deck with a built-in gas grill, perfect for indoor/outdoor entertaining against the backdrop of a serene, private wooded yard. A mudroom, laundry area, and powder room complete the first floor. Upstairs, the tranquil primary suite features a walk-in closet and a spa-like bath with soaking tub, stall shower, and double vanity. Three additional bedrooms and a full bath complete the second level. The finished lower level includes a bedroom/office/potential au pair suite with full bath, ample storage, and walk-out access. Notable upgrades include fresh interior and exterior paint (2025), new roof (2024), remodeled kitchen and primary bath (2023), refinished hardwood floors (2023), and driveway sealing (2023). Meticulously maintained mechanicals and thoughtful updates make this home truly move-in ready.

4 Beds ⋅ 4 Baths ⋅ 24126270 MLS

Welcome to this beautifully updated 4+ bedroom Colonial in a sought-after Greenfield Hill neighborhood, surrounded by rolling lawns and tree-lined streets. Offering over 3,000 sq. ft. of elegant living space plus 1,000+ sq. ft. in the spacious finished walk-out lower level, this home provides exceptional versatility and comfort. The grand entryway opens to a formal living and dining room with custom built-ins. The inviting family room, with vaulted ceilings and a natural stone fireplace, flows seamlessly into the impeccably updated eat-in kitchen. From here, sliding doors lead to an expansive Trex deck with a built-in gas grill, perfect for indoor/outdoor entertaining against the backdrop of a serene, private wooded yard. A mudroom, laundry area, and powder room complete the first floor. Upstairs, the tranquil primary suite features a walk-in closet and a spa-like bath with soaking tub, stall shower, and double vanity. Three additional bedrooms and a full bath complete the second level. The finished lower level includes a bedroom/office/potential au pair suite with full bath, ample storage, and walk-out access. Notable upgrades include fresh interior and exterior paint (2025), new roof (2024), remodeled kitchen and primary bath (2023), refinished hardwood floors (2023), and driveway sealing (2023). Meticulously maintained mechanicals and thoughtful updates make this home truly move-in ready.

550 Rolling Hills Dr, Fairfield

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