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Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless possibilities for play, entertaining, gardening, and future enhancements. At the heart of the home is a beautifully renovated gourmet kitchen designed for both everyday living & effortless entertaining. The adjoining family, dining, living & sunrooms all flow seamlessly to the outdoor terrace, creating an ideal setting for indoor-outdoor living. Rounding out the first floor is the home office, and the newly renovated mudroom with custom built in lockers, radiant herringbone brick floors, natural oak desk, full size washer dryer & oversized soapstone sink. The 2nd level is home to all 5 bedrooms, including the primary suite w/ large balcony & an in-law suite with separate staircase for flexible living arrangements. The finished LL includes a gym and secondary laundry. The unfinished walk up 3rd floor provides great space for easily accessible storage or the option to finish for an additional 400+ sq ft of living space. Ideally situated on one of Darien's most coveted streets, just moments from Cherry Lawn Park, downtown Darien, Metro-North, and Ox Ridge Elementary, 20 Buttonwood offers a rare combination of escape and convenience. Don't miss this opportunity to own a Darien classic!

5 Beds ⋅ 4 Baths ⋅ 24185736 MLS

Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless possibilities for play, entertaining, gardening, and future enhancements. At the heart of the home is a beautifully renovated gourmet kitchen designed for both everyday living & effortless entertaining. The adjoining family, dining, living & sunrooms all flow seamlessly to the outdoor terrace, creating an ideal setting for indoor-outdoor living. Rounding out the first floor is the home office, and the newly renovated mudroom with custom built in lockers, radiant herringbone brick floors, natural oak desk, full size washer dryer & oversized soapstone sink. The 2nd level is home to all 5 bedrooms, including the primary suite w/ large balcony & an in-law suite with separate staircase for flexible living arrangements. The finished LL includes a gym and secondary laundry. The unfinished walk up 3rd floor provides great space for easily accessible storage or the option to finish for an additional 400+ sq ft of living space. Ideally situated on one of Darien's most coveted streets, just moments from Cherry Lawn Park, downtown Darien, Metro-North, and Ox Ridge Elementary, 20 Buttonwood offers a rare combination of escape and convenience. Don't miss this opportunity to own a Darien classic!

20 Buttonwood Ln, Darien

$4,500,000

Nestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity to own a classic estate property in one of Darien's most coveted neighborhoods. A thoughtful renovation by renowned designer Louise Brooks introduced timeless architectural elements that continue to define the home today. Expansive rooms, elegant detailing, and walls of windows fill the interiors with natural light while framing serene views of the surrounding property. With approximately 5,900 square feet on two levels, the layout is designed for both sophisticated entertaining and comfortable everyday living. An inviting living room with a fireplace and a light-filled dining room with a bay window create elegant gathering spaces. The generous kitchen, featuring double islands and an eat-in area, flows effortlessly into the expansive family room, where a coffered ceiling, wood-burning fireplace, and French doors open to the outdoors-perfect for indoor-outdoor entertaining. Upstairs, the primary suite serves as a private retreat with tranquil views of the property, while four additional bedrooms provide comfortable accommodations for family and guests. The beautifully landscaped grounds include a tennis/pickleball court as well as a charming brick potting shed, offering endless possibilities as a changing room for tennis or a future pool. With its expansive lawn and mature trees, the property offers the potential to create a truly resort-like outdoor setting.

5 Beds ⋅ 6 Baths ⋅ 24147232 MLS

Nestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity to own a classic estate property in one of Darien's most coveted neighborhoods. A thoughtful renovation by renowned designer Louise Brooks introduced timeless architectural elements that continue to define the home today. Expansive rooms, elegant detailing, and walls of windows fill the interiors with natural light while framing serene views of the surrounding property. With approximately 5,900 square feet on two levels, the layout is designed for both sophisticated entertaining and comfortable everyday living. An inviting living room with a fireplace and a light-filled dining room with a bay window create elegant gathering spaces. The generous kitchen, featuring double islands and an eat-in area, flows effortlessly into the expansive family room, where a coffered ceiling, wood-burning fireplace, and French doors open to the outdoors-perfect for indoor-outdoor entertaining. Upstairs, the primary suite serves as a private retreat with tranquil views of the property, while four additional bedrooms provide comfortable accommodations for family and guests. The beautifully landscaped grounds include a tennis/pickleball court as well as a charming brick potting shed, offering endless possibilities as a changing room for tennis or a future pool. With its expansive lawn and mature trees, the property offers the potential to create a truly resort-like outdoor setting.

6 Cloudy Ln, Darien

$4,500,000

Originally built in 1929, this distinguished residence has been meticulously expanded and renovated to showcase time-honored design reimagined for contemporary living. A stone facade, crisp white exterior, and welcoming front porch set an elegant tone upon arrival. Inside, the home achieves a graceful balance between formal and informal living. Sunlit rooms framed by generous windows create an inviting warmth, while preserved details-including curved archways-honor the home's history. The thoughtful renovation enhanced both scale and flow, introducing expansive gathering areas, a chef's kitchen, and versatile spaces equally suited for entertaining or everyday living. Upstairs, the primary suite provides a serene retreat with a wood-burning fireplace and French doors opening to a private deck. Six additional bedrooms are generously proportioned and thoughtfully arranged to provide comfort and privacy. A large recreation room with custom built-ins adds flexibility, accommodating everything from work to play. Outdoors, the beautifully landscaped property features a bluestone patio with a built-in grill-creating an exceptional setting for al fresco dining, gatherings, and quiet enjoyment.

7 Beds ⋅ 7 Baths ⋅ 24128389 MLS

Originally built in 1929, this distinguished residence has been meticulously expanded and renovated to showcase time-honored design reimagined for contemporary living. A stone facade, crisp white exterior, and welcoming front porch set an elegant tone upon arrival. Inside, the home achieves a graceful balance between formal and informal living. Sunlit rooms framed by generous windows create an inviting warmth, while preserved details-including curved archways-honor the home's history. The thoughtful renovation enhanced both scale and flow, introducing expansive gathering areas, a chef's kitchen, and versatile spaces equally suited for entertaining or everyday living. Upstairs, the primary suite provides a serene retreat with a wood-burning fireplace and French doors opening to a private deck. Six additional bedrooms are generously proportioned and thoughtfully arranged to provide comfort and privacy. A large recreation room with custom built-ins adds flexibility, accommodating everything from work to play. Outdoors, the beautifully landscaped property features a bluestone patio with a built-in grill-creating an exceptional setting for al fresco dining, gatherings, and quiet enjoyment.

50 Buttonwood Ln, Darien

$4,475,000

Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the sun-drenched interior features spacious, beautifully proportioned rooms throughout. The chef's kitchen opens to the family room & flows through French doors to an inviting outdoor terrace, creating the perfect indoor/outdoor lifestyle. A formal DR w butler's pantry is ideal for hosting, while the elegant LR showcases a stunning marble fireplace. A charming sunroom provides a cozy retreat for relaxing/reading. The luxurious primary suite features a striking lacquered vaulted ceiling & spa-inspired bath w double vanities, soaking tub & shower. 4 Addl BRs are served by 3 beautifully renovated baths, while a private tucked-away office offers ideal work-from-home space. Set on a 1.69-acre property, the grounds have been thoughtfully reimagined by a landscape architect & include multiple terraces, fairy trails & secluded fire pit. Expansive sunny flat lawns provide ample room for play, pets, & outdoor enjoyment, all within a fenced setting rarely found so close to town. A truly special offering that combines modern updates, exceptional outdoor spaces & a coveted walk to town/train location

5 Beds ⋅ 5 Baths ⋅ 24182478 MLS

Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the sun-drenched interior features spacious, beautifully proportioned rooms throughout. The chef's kitchen opens to the family room & flows through French doors to an inviting outdoor terrace, creating the perfect indoor/outdoor lifestyle. A formal DR w butler's pantry is ideal for hosting, while the elegant LR showcases a stunning marble fireplace. A charming sunroom provides a cozy retreat for relaxing/reading. The luxurious primary suite features a striking lacquered vaulted ceiling & spa-inspired bath w double vanities, soaking tub & shower. 4 Addl BRs are served by 3 beautifully renovated baths, while a private tucked-away office offers ideal work-from-home space. Set on a 1.69-acre property, the grounds have been thoughtfully reimagined by a landscape architect & include multiple terraces, fairy trails & secluded fire pit. Expansive sunny flat lawns provide ample room for play, pets, & outdoor enjoyment, all within a fenced setting rarely found so close to town. A truly special offering that combines modern updates, exceptional outdoor spaces & a coveted walk to town/train location

174 Leroy Ave, Darien

$4,425,000

Nestled on a quiet cul-de-sac in the Boulder Ridge Association, 11 Old Oak Road is a timeless 5-bedroom, 5.5-bathroom colonial that offers the perfect blend of classic elegance and modern comfort. Step inside and you'll be greeted by spacious, sun-filled rooms that make this home ideal for both everyday living and elegant entertaining. The formal dining room, living room, sitting room, study, and butler's pantry add to the home's refined charm-but the heart of the house is truly exceptional. The chef's kitchen-featuring top-of-the-line appliances, custom cabinetry, and a large center island-flows seamlessly into the expansive family room, where a soaring cathedral ceiling, wood-burning fireplace, and French doors open onto the terrace and the pool beyond, creating an effortless indoor-outdoor lifestyle. Upstairs, the primary suite serves as a private retreat, complete with a balcony, office, two walk-in closets, and a spa-like bathroom with dual vanities and lavatories, soaking tub, and a separate steam shower. An additional 1,000-square-foot finished basement with a full bathroom provides flexible space for a home gym, media room, or guest accommodations-and the three-car garage is a welcome bonus. Residents of Boulder Ridge enjoy access to Boulder Ridge Park, which includes a playground and tennis court. Located in a peaceful, private setting just minutes from Darien's top-rated schools, shopping, dining, and the train, this special property offers the best of both worlds.

5 Beds ⋅ 6 Baths ⋅ 24126582 MLS

Nestled on a quiet cul-de-sac in the Boulder Ridge Association, 11 Old Oak Road is a timeless 5-bedroom, 5.5-bathroom colonial that offers the perfect blend of classic elegance and modern comfort. Step inside and you'll be greeted by spacious, sun-filled rooms that make this home ideal for both everyday living and elegant entertaining. The formal dining room, living room, sitting room, study, and butler's pantry add to the home's refined charm-but the heart of the house is truly exceptional. The chef's kitchen-featuring top-of-the-line appliances, custom cabinetry, and a large center island-flows seamlessly into the expansive family room, where a soaring cathedral ceiling, wood-burning fireplace, and French doors open onto the terrace and the pool beyond, creating an effortless indoor-outdoor lifestyle. Upstairs, the primary suite serves as a private retreat, complete with a balcony, office, two walk-in closets, and a spa-like bathroom with dual vanities and lavatories, soaking tub, and a separate steam shower. An additional 1,000-square-foot finished basement with a full bathroom provides flexible space for a home gym, media room, or guest accommodations-and the three-car garage is a welcome bonus. Residents of Boulder Ridge enjoy access to Boulder Ridge Park, which includes a playground and tennis court. Located in a peaceful, private setting just minutes from Darien's top-rated schools, shopping, dining, and the train, this special property offers the best of both worlds.

11 Old Oak Rd, Darien

$4,400,000

Tucked away on a quiet private cul-de-sac, 15 Waterbury Lane offers exceptional privacy on a beautiful one-acre property in the heart of Darien. This spacious residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, with a thoughtful layout ideal for both everyday living and entertaining. Generous living spaces provide flexibility for work, gathering, and relaxation, while well-sized bedrooms offer comfort and retreat. Enjoy the rare combination of a peaceful, secluded setting with excellent proximity to Darien's highly regarded public schools, making this home a standout opportunity for those seeking space, privacy, and convenience.

5 Beds ⋅ 6 Baths ⋅ 24152795 MLS

Tucked away on a quiet private cul-de-sac, 15 Waterbury Lane offers exceptional privacy on a beautiful one-acre property in the heart of Darien. This spacious residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, with a thoughtful layout ideal for both everyday living and entertaining. Generous living spaces provide flexibility for work, gathering, and relaxation, while well-sized bedrooms offer comfort and retreat. Enjoy the rare combination of a peaceful, secluded setting with excellent proximity to Darien's highly regarded public schools, making this home a standout opportunity for those seeking space, privacy, and convenience.

15 Waterbury Ln, Darien

$4,350,000

Situated proudly on a knoll near the center of town, this beautifully crafted Nantucket-style Colonial blends timeless grandeur with effortless livability. A gracious front-to-back foyer welcomes guests and draws the eye upward to the belvedere, a hidden nook where sunlight pours in and creates a dramatic entrance. The library is wrapped in floor-to-ceiling bookshelves, creating an intimate space to read beside the fireplace, enjoy a drink from the wet bar or relax on the adjoining covered patio. The dining room, centered around a grand fireplace, is equally striking and complemented by a butler's pantry with wet bar for seamless entertaining. At the heart of the home, the well-appointed chef's kitchen features an expansive island with seating for five and opens to a great room, where a fireplace and sunlit dining area create a natural gathering place while opening up to the backyard patio for easy entertaining. Bathed in afternoon light, the formal living room is an elegant setting for fireside conversation and quiet relaxation. Upstairs, a thoughtfully designed office with built-in desks leads to 4 ensuite bedrooms, a huge rec room, laundry facilities and a gracious primary suite, complete with a sitting area, fireplace, dressing room and 2 primary baths for refined tranquility. An oversized three car garage has masterfully designed storage while an expansive unfinished basement offers abundant space and possibilities...all just steps from town, dining, and shopping.

5 Beds ⋅ 6 Baths ⋅ 24157816 MLS

Situated proudly on a knoll near the center of town, this beautifully crafted Nantucket-style Colonial blends timeless grandeur with effortless livability. A gracious front-to-back foyer welcomes guests and draws the eye upward to the belvedere, a hidden nook where sunlight pours in and creates a dramatic entrance. The library is wrapped in floor-to-ceiling bookshelves, creating an intimate space to read beside the fireplace, enjoy a drink from the wet bar or relax on the adjoining covered patio. The dining room, centered around a grand fireplace, is equally striking and complemented by a butler's pantry with wet bar for seamless entertaining. At the heart of the home, the well-appointed chef's kitchen features an expansive island with seating for five and opens to a great room, where a fireplace and sunlit dining area create a natural gathering place while opening up to the backyard patio for easy entertaining. Bathed in afternoon light, the formal living room is an elegant setting for fireside conversation and quiet relaxation. Upstairs, a thoughtfully designed office with built-in desks leads to 4 ensuite bedrooms, a huge rec room, laundry facilities and a gracious primary suite, complete with a sitting area, fireplace, dressing room and 2 primary baths for refined tranquility. An oversized three car garage has masterfully designed storage while an expansive unfinished basement offers abundant space and possibilities...all just steps from town, dining, and shopping.

44 Andrews Dr, Darien

$4,350,000

This charming 5-bedroom Cape Cod home, originally built in 1941 and extensively renovated, expanded and rebuilt in 2015, is the perfect blend of classic elegance and modern comfort. Nestled in a highly sought-after neighborhood, the property offers spacious living with timeless details throughout. From the moment you step inside, you're greeted by beautiful hardwood floors, crown molding, and fireplaces that enhance the inviting atmosphere of the living spaces. The large, sun-filled kitchen features custom cabinetry, Sub Zero and DCS appliances, and a marble center island and counter tops - ideal for gatherings and entertaining. The open concept allows for easy flow into the formal dining room and living room overlooking the lush outdoor spaces. Upstairs, the five generously sized bedrooms offer peaceful retreats, including a primary suite with an en-suite bath and plenty of closet space. Outside, the backyard is a true oasis, complete with an in-ground heated pool and stone fire pit, perfect for year-round relaxation or play. Lush landscaping and a private, fenced yard provide a serene setting to unwind and enjoy the outdoors in complete privacy. Ideally located near schools, shopping, dining, and recreational amenities, this home combines charm, convenience, and comfort, offering the best of both worlds. Don't miss the chance to own this beautifully appointed Cape Cod gem!

5 Beds ⋅ 6 Baths ⋅ 24126735 MLS

This charming 5-bedroom Cape Cod home, originally built in 1941 and extensively renovated, expanded and rebuilt in 2015, is the perfect blend of classic elegance and modern comfort. Nestled in a highly sought-after neighborhood, the property offers spacious living with timeless details throughout. From the moment you step inside, you're greeted by beautiful hardwood floors, crown molding, and fireplaces that enhance the inviting atmosphere of the living spaces. The large, sun-filled kitchen features custom cabinetry, Sub Zero and DCS appliances, and a marble center island and counter tops - ideal for gatherings and entertaining. The open concept allows for easy flow into the formal dining room and living room overlooking the lush outdoor spaces. Upstairs, the five generously sized bedrooms offer peaceful retreats, including a primary suite with an en-suite bath and plenty of closet space. Outside, the backyard is a true oasis, complete with an in-ground heated pool and stone fire pit, perfect for year-round relaxation or play. Lush landscaping and a private, fenced yard provide a serene setting to unwind and enjoy the outdoors in complete privacy. Ideally located near schools, shopping, dining, and recreational amenities, this home combines charm, convenience, and comfort, offering the best of both worlds. Don't miss the chance to own this beautifully appointed Cape Cod gem!

261 Hollow Tree Ridge Rd, Darien

$4,315,000

Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home underwent a major renovation in 2007 and more recently, in 2020, the kitchen and bar area had a fabulous redo!. The classic shaker style kitchen shares an adjacent family room with a fireplace and access to the patio beyond. Formal living and dining rooms and an office anchor the first floor, along with a magazine worthy, newly renovated sunroom (complete with wet bar)! The second floor holds 5 bedrooms. Four are en-suite and positioned along the south side of the house, while a 5th (and potential 6th) bedroom sit on the North side - well suited for guests, older children or an au pair. Also, up the back stairs, is a generous bonus room, perfect for any number of activities! In 2025 the entire roof was replaced, and an array of solar panels were installed on the rear of the home. An electric car charger in the 3-car garage and generator complete this very well-equipped house. Don't miss the chance to make this well maintained and beautifully updated colonial your forever home!

5 Beds ⋅ 7 Baths ⋅ 24148496 MLS

Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home underwent a major renovation in 2007 and more recently, in 2020, the kitchen and bar area had a fabulous redo!. The classic shaker style kitchen shares an adjacent family room with a fireplace and access to the patio beyond. Formal living and dining rooms and an office anchor the first floor, along with a magazine worthy, newly renovated sunroom (complete with wet bar)! The second floor holds 5 bedrooms. Four are en-suite and positioned along the south side of the house, while a 5th (and potential 6th) bedroom sit on the North side - well suited for guests, older children or an au pair. Also, up the back stairs, is a generous bonus room, perfect for any number of activities! In 2025 the entire roof was replaced, and an array of solar panels were installed on the rear of the home. An electric car charger in the 3-car garage and generator complete this very well-equipped house. Don't miss the chance to make this well maintained and beautifully updated colonial your forever home!

28 Crooked Mile Rd, Darien

$4,300,000

Welcome to 8 Pasture Lane, a property that redefines FUN in luxury living with resort-style elegance in one of Darien's most desirable locations. This stunning 6-bedroom, 5,500 sq. ft. home offers impeccable design, thoughtful architecture & an extraordinary flow that's as unique and functional as it is beautiful. From the moment you step inside, the first floor sets the tone for a home that's both inviting & impressive. Its seamless layout creates an open and effortless connection between spaces, with true showstoppers including the awesome kitchen-family room & vibey primary suite. A rare change from the everyday Darien offering this home just invites easy living & serious entertaining. But the magic doesn't stop indoors. Sitting on just under an acre, the landscaped grounds feel like your own personal retreat. Whether it's a refreshing dip in the gorgeous heated pool, a soak in the spa, or relaxing in the private back yard, there's something here for everyone. The turf field, in particular, is a dream for athlete's training or a little outdoor fun-it's perfect for practices, games, or simply running around. Want more? The finished basement offers endless versatility, ready for a playroom, or your own private media center. And let's not forget the unbeatable location-just minutes from beaches, shops, top-notch restaurants, & the train, 8 Pasture Lane seamlessly combines convenience with tranquility. A lifestyle designed for making memories & savoring every moment.

6 Beds ⋅ 6 Baths ⋅ 24167667 MLS

Welcome to 8 Pasture Lane, a property that redefines FUN in luxury living with resort-style elegance in one of Darien's most desirable locations. This stunning 6-bedroom, 5,500 sq. ft. home offers impeccable design, thoughtful architecture & an extraordinary flow that's as unique and functional as it is beautiful. From the moment you step inside, the first floor sets the tone for a home that's both inviting & impressive. Its seamless layout creates an open and effortless connection between spaces, with true showstoppers including the awesome kitchen-family room & vibey primary suite. A rare change from the everyday Darien offering this home just invites easy living & serious entertaining. But the magic doesn't stop indoors. Sitting on just under an acre, the landscaped grounds feel like your own personal retreat. Whether it's a refreshing dip in the gorgeous heated pool, a soak in the spa, or relaxing in the private back yard, there's something here for everyone. The turf field, in particular, is a dream for athlete's training or a little outdoor fun-it's perfect for practices, games, or simply running around. Want more? The finished basement offers endless versatility, ready for a playroom, or your own private media center. And let's not forget the unbeatable location-just minutes from beaches, shops, top-notch restaurants, & the train, 8 Pasture Lane seamlessly combines convenience with tranquility. A lifestyle designed for making memories & savoring every moment.

8 Pasture Ln, Darien

$4,300,000

Masterfully renovated and expanded by renowned architect Chad Nehring, this 1929 Colonial features a chef's kitchen boasting a centerpiece 10' island, heated gunite pool, and seamless indoor-outdoor living. Set on beautifully landscaped, private, and fully fenced-in grounds and thoughtfully designed for both elegant entertaining and everyday comfort. This home offers a gracious living room with wood-burning fireplace, formal dining room with custom paneling and hand-painted walls, and a stunning kitchen with Vermont White quartzite countertops, custom cabinetry, GE Monogram appliances, Viking refrigerator and freezer columns, dual Bosch dishwashers, and a well-appointed bar area. Completing the main level is a family room with custom built-ins, a music room for your grand piano, a private office with three desk areas, and a thoughtfully designed mudroom and powder room with radiant heated floors. French doors from the family room open to an expansive bluestone and granite terrace with custom stonework and outdoor kitchen, overlooking the private yard and heated 16'X32' pool with automatic cover. Upstairs, the primary suite features a spa-like bath with soaking tub, oversized shower, radiant heated floors and custom walk-in closet. Three additional bedrooms and two full baths complete the second level. A finished third floor with full bath offers flexibility for a guest suite, office or playroom, while the lower level includes a gym, gaming room, and recreation area.

4 Beds ⋅ 5 Baths ⋅ 24165331 MLS

Masterfully renovated and expanded by renowned architect Chad Nehring, this 1929 Colonial features a chef's kitchen boasting a centerpiece 10' island, heated gunite pool, and seamless indoor-outdoor living. Set on beautifully landscaped, private, and fully fenced-in grounds and thoughtfully designed for both elegant entertaining and everyday comfort. This home offers a gracious living room with wood-burning fireplace, formal dining room with custom paneling and hand-painted walls, and a stunning kitchen with Vermont White quartzite countertops, custom cabinetry, GE Monogram appliances, Viking refrigerator and freezer columns, dual Bosch dishwashers, and a well-appointed bar area. Completing the main level is a family room with custom built-ins, a music room for your grand piano, a private office with three desk areas, and a thoughtfully designed mudroom and powder room with radiant heated floors. French doors from the family room open to an expansive bluestone and granite terrace with custom stonework and outdoor kitchen, overlooking the private yard and heated 16'X32' pool with automatic cover. Upstairs, the primary suite features a spa-like bath with soaking tub, oversized shower, radiant heated floors and custom walk-in closet. Three additional bedrooms and two full baths complete the second level. A finished third floor with full bath offers flexibility for a guest suite, office or playroom, while the lower level includes a gym, gaming room, and recreation area.

15 Beach Dr, Darien

$4,250,000

This exceptional 5-bedroom, 41/2-bath Nantucket-style Colonial blends refined architecture with relaxed coastal living. Thoughtfully renovated in 2012 by Steven Mueller Architects LLC and refreshed by the current owners in 2021, the home welcomes you with a dramatic two-story foyer and beautifully designed interiors filled with natural light. Crisp millwork, shiplap detailing, coffered ceilings, and custom built-ins create a timeless backdrop throughout. The elegant yet inviting living spaces include a serene living room centered around a sleek fireplace with symmetrical built-ins and wide-plank floors, ideal for both everyday living and entertaining. Water views from many rooms enhance the home's peaceful coastal setting, filling the interiors with light and openness. Outdoors, elegant bluestone patios, an elevated second-floor deck positioned for sunset views, and professionally landscaped grounds overlook the scenic Five Mile River-an idyllic setting for both quiet moments and memorable gatherings.

5 Beds ⋅ 5 Baths ⋅ 24158599 MLS

This exceptional 5-bedroom, 41/2-bath Nantucket-style Colonial blends refined architecture with relaxed coastal living. Thoughtfully renovated in 2012 by Steven Mueller Architects LLC and refreshed by the current owners in 2021, the home welcomes you with a dramatic two-story foyer and beautifully designed interiors filled with natural light. Crisp millwork, shiplap detailing, coffered ceilings, and custom built-ins create a timeless backdrop throughout. The elegant yet inviting living spaces include a serene living room centered around a sleek fireplace with symmetrical built-ins and wide-plank floors, ideal for both everyday living and entertaining. Water views from many rooms enhance the home's peaceful coastal setting, filling the interiors with light and openness. Outdoors, elegant bluestone patios, an elevated second-floor deck positioned for sunset views, and professionally landscaped grounds overlook the scenic Five Mile River-an idyllic setting for both quiet moments and memorable gatherings.

90 Five Mile River Rd, Darien

$4,200,000

The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered black quartz island, and space for everyone to gather. Flowing through french doors to the spacious family room, adorned with custom built-ins and the sun-drenched playroom that opens to the professionally landscaped backyard and terrace-your private oasis for outdoor living. Upstairs, the luxurious primary suite is a true retreat, boasting a cozy fireplace, an expansive walk-in closet, and a spa-inspired bathroom with a double vanity, oversized shower, and a classic clawfoot tub. The additional 4 bedrooms all gift generous size, oversized closets and 3 more fully renovated bathrooms. The great room wows with size and soaring exposed beams, a striking stone fireplace. A fun, warm and inviting spacee for all to enjoy. Don't forget the basement with finished space, workout area and a hockey shooting room. Situated just minutes from school, the train, parks, downtown shops, and acclaimed restaurants, this property offers luxury living along with convenience and a true sense of community.

5 Beds ⋅ 5 Baths ⋅ 24165314 MLS

The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered black quartz island, and space for everyone to gather. Flowing through french doors to the spacious family room, adorned with custom built-ins and the sun-drenched playroom that opens to the professionally landscaped backyard and terrace-your private oasis for outdoor living. Upstairs, the luxurious primary suite is a true retreat, boasting a cozy fireplace, an expansive walk-in closet, and a spa-inspired bathroom with a double vanity, oversized shower, and a classic clawfoot tub. The additional 4 bedrooms all gift generous size, oversized closets and 3 more fully renovated bathrooms. The great room wows with size and soaring exposed beams, a striking stone fireplace. A fun, warm and inviting spacee for all to enjoy. Don't forget the basement with finished space, workout area and a hockey shooting room. Situated just minutes from school, the train, parks, downtown shops, and acclaimed restaurants, this property offers luxury living along with convenience and a true sense of community.

2 Roland Dr, Darien

$4,080,000

LIVE THE PERPETUAL VACATION LIFE IN NOROTON BAY - Experience this chic, sun-drenched Beach Colonial, perfectly situated on an open double lot. Extensively remodeled, the home's bright, open configuration is designed for effortless year-round family living and entertaining. Enjoy seamless indoor-outdoor living with expansive terraces, professionally landscaped grounds, and a charming signature front porch. Retreat to the primary suite or the home office to enjoy serene water views. As part of "The Bay" community, you are steps away from a private beach, pier, and a private yacht club. Association amenities include boat moorings, a seasonal snack bar, and a vibrant year-round social calendar. All of this with Darien's award winning schools and an easy commute to NYC. A true gem on Fairfield County's Gold Coast - this is a MUST-SEE!!!

4 Beds ⋅ 4 Baths ⋅ 24168705 MLS

LIVE THE PERPETUAL VACATION LIFE IN NOROTON BAY - Experience this chic, sun-drenched Beach Colonial, perfectly situated on an open double lot. Extensively remodeled, the home's bright, open configuration is designed for effortless year-round family living and entertaining. Enjoy seamless indoor-outdoor living with expansive terraces, professionally landscaped grounds, and a charming signature front porch. Retreat to the primary suite or the home office to enjoy serene water views. As part of "The Bay" community, you are steps away from a private beach, pier, and a private yacht club. Association amenities include boat moorings, a seasonal snack bar, and a vibrant year-round social calendar. All of this with Darien's award winning schools and an easy commute to NYC. A true gem on Fairfield County's Gold Coast - this is a MUST-SEE!!!

7 Waverly Rd, Darien

$4,000,000

Set on a beautifully manicured one-acre lot, this home welcomes you w/ soaring 9-foot coffered ceilings and a fabulous flow w/ bright, open, spacious rooms and wonderful natural sunlight, making every room feel both generous and livable. The heart of the home is a large gourmet kitchen featuring marble countertops, stainless steel appliances, and a center island, ideal for gatherings and everyday living. The kitchen opens to a casual dining space and a spacious family room w/ a fireplace. A formal living room, formal dining room w/ French doors, mudroom w/ great storage, powder room, and access to the 3-car garage, with ceiling height designed to accommodate double stacking for up to 6 vehicles, complete the main level. Step outside from the kitchen to a private deck overlooking an expansive yard w/ mature plantings and a separate outdoor firepit space, perfect for hosting friends or enjoying quiet evenings under the stars. Upstairs, the luxurious primary suite is a true retreat, boasting an expansive walk-in closet, his and hers spa-inspired bathrooms with a double marble-topped vanity, oversized shower, and a classic soaking tub, plus room for a private sitting area. 4 add'l bedrooms w/ great closets and a laundry room round out the second floor. As a bonus, an additional 1,000 square feet in the exceptional finished basement offers a second family room, home gym, and private office. Beyond the home itself, the location is second to none.

5 Beds ⋅ 5 Baths ⋅ 24183935 MLS

Set on a beautifully manicured one-acre lot, this home welcomes you w/ soaring 9-foot coffered ceilings and a fabulous flow w/ bright, open, spacious rooms and wonderful natural sunlight, making every room feel both generous and livable. The heart of the home is a large gourmet kitchen featuring marble countertops, stainless steel appliances, and a center island, ideal for gatherings and everyday living. The kitchen opens to a casual dining space and a spacious family room w/ a fireplace. A formal living room, formal dining room w/ French doors, mudroom w/ great storage, powder room, and access to the 3-car garage, with ceiling height designed to accommodate double stacking for up to 6 vehicles, complete the main level. Step outside from the kitchen to a private deck overlooking an expansive yard w/ mature plantings and a separate outdoor firepit space, perfect for hosting friends or enjoying quiet evenings under the stars. Upstairs, the luxurious primary suite is a true retreat, boasting an expansive walk-in closet, his and hers spa-inspired bathrooms with a double marble-topped vanity, oversized shower, and a classic soaking tub, plus room for a private sitting area. 4 add'l bedrooms w/ great closets and a laundry room round out the second floor. As a bonus, an additional 1,000 square feet in the exceptional finished basement offers a second family room, home gym, and private office. Beyond the home itself, the location is second to none.

16 Overbrook Ln, Darien

$3,925,000

Perfectly positioned in one of Darien's most coveted neighborhoods, 8 Sunset Road is the home you've been waiting for. This elegantly updated Colonial seamlessly blends timeless architecture with the ease of modern living. Spanning over 4,800 square feet, this five-bedroom, four-and-a-half-bath residence offers an exceptional floor plan suited for both entertaining and everyday comfort. The sun-filled first floor flows from a formal living room and gracious dining room into a chef's kitchen that opens effortlessly to a sunken family room with wood-burning fireplace, high ceilings, and custom built-ins. Upstairs, the primary suite provides a true retreat, while three additional bedrooms and two full baths offer space and flexibility for family and guests alike. Above the garage you'll find the fifth bedroom, complete with en suite full bath - the perfect flex space for work, exercise, guests, or all of the above! The finished lower level makes for the perfect play or bonus room, and provides ample storage. Outside, a beautifully landscaped yard frames a private patio with a fire pit, creating the perfect backdrop for al fresco evenings and roasting marshmallows. With schools, train, and town, just a stone's throw away, this is a rare opportunity on a truly special street.

5 Beds ⋅ 5 Baths ⋅ 24178118 MLS

Perfectly positioned in one of Darien's most coveted neighborhoods, 8 Sunset Road is the home you've been waiting for. This elegantly updated Colonial seamlessly blends timeless architecture with the ease of modern living. Spanning over 4,800 square feet, this five-bedroom, four-and-a-half-bath residence offers an exceptional floor plan suited for both entertaining and everyday comfort. The sun-filled first floor flows from a formal living room and gracious dining room into a chef's kitchen that opens effortlessly to a sunken family room with wood-burning fireplace, high ceilings, and custom built-ins. Upstairs, the primary suite provides a true retreat, while three additional bedrooms and two full baths offer space and flexibility for family and guests alike. Above the garage you'll find the fifth bedroom, complete with en suite full bath - the perfect flex space for work, exercise, guests, or all of the above! The finished lower level makes for the perfect play or bonus room, and provides ample storage. Outside, a beautifully landscaped yard frames a private patio with a fire pit, creating the perfect backdrop for al fresco evenings and roasting marshmallows. With schools, train, and town, just a stone's throw away, this is a rare opportunity on a truly special street.

8 Sunset Rd, Darien

$3,912,000

This gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally located on one of Darien's most sought-after in-town streets, known for its traditions and strong sense of community. Set on a level, one-acre property in a coveted half-acre zone, the home offers rare expansion potential and exceptional lifestyle appeal.Extensively renovated and expanded, the home features a reimagined layout designed for today's living. The updated kitchen with custom cabinetry, granite countertops, and high-end appliances opens seamlessly to the family room with fireplace. A butler's pantry, walk-in pantry, mudroom, and dedicated home office add both functionality and convenience. A versatile room above the garage offers flexible living space, ideal as a fifth bedroom, guest retreat, or potential in-law suite. Recent improvements include renovated bathrooms and a luxurious primary suite with spa-like bath featuring heated floors, soaking tub, marble walk-in shower, and custom built-ins. Mechanical upgrades include multiple air handlers, updated HVAC systems, full-house generator, new boiler and hot water heater, and replaced roof & windows. Classic details such as original hardwood floors and elegant millwork preserve the home's character throughout. The private, level property is framed by mature plantings and features a thoughtfully designed patio-ideal for entertaining, recreation, or future expansion. A rare combination of location, land, community & charm

4 Beds ⋅ 5 Baths ⋅ 24160428 MLS

This gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally located on one of Darien's most sought-after in-town streets, known for its traditions and strong sense of community. Set on a level, one-acre property in a coveted half-acre zone, the home offers rare expansion potential and exceptional lifestyle appeal.Extensively renovated and expanded, the home features a reimagined layout designed for today's living. The updated kitchen with custom cabinetry, granite countertops, and high-end appliances opens seamlessly to the family room with fireplace. A butler's pantry, walk-in pantry, mudroom, and dedicated home office add both functionality and convenience. A versatile room above the garage offers flexible living space, ideal as a fifth bedroom, guest retreat, or potential in-law suite. Recent improvements include renovated bathrooms and a luxurious primary suite with spa-like bath featuring heated floors, soaking tub, marble walk-in shower, and custom built-ins. Mechanical upgrades include multiple air handlers, updated HVAC systems, full-house generator, new boiler and hot water heater, and replaced roof & windows. Classic details such as original hardwood floors and elegant millwork preserve the home's character throughout. The private, level property is framed by mature plantings and features a thoughtfully designed patio-ideal for entertaining, recreation, or future expansion. A rare combination of location, land, community & charm

12 Sunset Rd, Darien

$3,850,000

Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces sun-filled interiors featuring refined millwork, hardwood floors, and an effortless flow throughout. The thoughtfully designed floor plan includes formal and informal gathering spaces, a spacious chef's kitchen, and multiple rooms that overlook the property's picturesque grounds. Upstairs, the generous primary suite is complemented by well-appointed secondary bedrooms and baths, providing comfort and privacy for family and guests alike. Surrounded by mature landscaping and expansive lawns, the property offers a rare combination of estate-like privacy and convenience to town, train, schools, and beaches

6 Beds ⋅ 7 Baths ⋅ 24181525 MLS

Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces sun-filled interiors featuring refined millwork, hardwood floors, and an effortless flow throughout. The thoughtfully designed floor plan includes formal and informal gathering spaces, a spacious chef's kitchen, and multiple rooms that overlook the property's picturesque grounds. Upstairs, the generous primary suite is complemented by well-appointed secondary bedrooms and baths, providing comfort and privacy for family and guests alike. Surrounded by mature landscaping and expansive lawns, the property offers a rare combination of estate-like privacy and convenience to town, train, schools, and beaches

30 Inwood Rd, Darien

$3,850,000

Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural detail-including a step-down living room with a fireplace, a private library, and a formal dining room featuring elegant custom paneling. The heart of the home is the gourmet kitchen, equipped with custom inset cabinetry, premium stainless appliances, and a walk-in pantry, opening seamlessly to a dramatic step-down family room with a fieldstone fireplace. Upstairs, the freshly refinished oak floors lead to five bedrooms, highlighted by a magnificent primary suite featuring its own wood-burning fireplace, sitting room, and an enormous, brand-new luxury bath. With a large mudroom, second-floor laundry, a 3-car garage, and massive walk-up attic/basement spaces offering incredible expansion potential, this turnkey home offers the space you need and the serenity you've been searching for.

5 Beds ⋅ 6 Baths ⋅ 24172903 MLS

Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural detail-including a step-down living room with a fireplace, a private library, and a formal dining room featuring elegant custom paneling. The heart of the home is the gourmet kitchen, equipped with custom inset cabinetry, premium stainless appliances, and a walk-in pantry, opening seamlessly to a dramatic step-down family room with a fieldstone fireplace. Upstairs, the freshly refinished oak floors lead to five bedrooms, highlighted by a magnificent primary suite featuring its own wood-burning fireplace, sitting room, and an enormous, brand-new luxury bath. With a large mudroom, second-floor laundry, a 3-car garage, and massive walk-up attic/basement spaces offering incredible expansion potential, this turnkey home offers the space you need and the serenity you've been searching for.

107 Raymond St, Darien

$3,825,000

LOCATION, LOCATION, LOCATION! Beautiful English Tudor-style home in the Noroton Manor Association with access to a private beach and tennis. An updated gourmet kitchen opens seamlessly into the family room, creating an easy, comfortable flow for everyday living and entertaining. Five bedrooms are located on the upper level, including a spacious primary suite with a fireplace, Juliette balcony, and radiant-heated bathroom floors. The walk-out lower level offers an additional bedroom and kitchen-perfect for guests or an au pair. The backyard is a standout, featuring a bluestone terrace, firepit, and outdoor TV.

6 Beds ⋅ 6 Baths ⋅ 24155342 MLS

LOCATION, LOCATION, LOCATION! Beautiful English Tudor-style home in the Noroton Manor Association with access to a private beach and tennis. An updated gourmet kitchen opens seamlessly into the family room, creating an easy, comfortable flow for everyday living and entertaining. Five bedrooms are located on the upper level, including a spacious primary suite with a fireplace, Juliette balcony, and radiant-heated bathroom floors. The walk-out lower level offers an additional bedroom and kitchen-perfect for guests or an au pair. The backyard is a standout, featuring a bluestone terrace, firepit, and outdoor TV.

20 Outlook Dr, Darien

$3,800,000

Perched high in the coveted Delafield Island Association, this beautiful colonial with pool and cabana offers a rare combination of privacy, natural light, and effortless indoor outdoor living. Inspired by the relaxed elegance of a California design, the home unfolds with open, airy spaces and dramatic scale. A spectacular two-story wall of windows fills the eat in kitchen with sunlight, creating a striking focal point and connecting the home beautifully to the surrounding landscape. On the other hand, the family room features an oversized fireplace and expansive views of the backyard, with seasonal views of Scott Cove adding to the sense of place. The kitchen flows seamlessly into the living room, creating a natural gathering space at the heart of the home. Upstairs, the primary suite offers a deck overlooking the pool, walk in closet and private bath, complemented by four additional bedrooms that provide flexibility for family, guests and a designated office that opens out to a porch. The windows throughout this home make this home sundrenched! Outside, the property truly shines. An expansive level lawn leads to a heated gunite pool and fully equipped cabana with sink, refrigerator, lighting, bathroom, and storage. Whether hosting summer gatherings or enjoying quiet afternoons locally by the water, the setting is designed for relaxed coastal living. A premier Delafield Island location close to town, train, and beaches, makes this a truly special offering.

4 Beds ⋅ 4 Baths ⋅ 24157276 MLS

Perched high in the coveted Delafield Island Association, this beautiful colonial with pool and cabana offers a rare combination of privacy, natural light, and effortless indoor outdoor living. Inspired by the relaxed elegance of a California design, the home unfolds with open, airy spaces and dramatic scale. A spectacular two-story wall of windows fills the eat in kitchen with sunlight, creating a striking focal point and connecting the home beautifully to the surrounding landscape. On the other hand, the family room features an oversized fireplace and expansive views of the backyard, with seasonal views of Scott Cove adding to the sense of place. The kitchen flows seamlessly into the living room, creating a natural gathering space at the heart of the home. Upstairs, the primary suite offers a deck overlooking the pool, walk in closet and private bath, complemented by four additional bedrooms that provide flexibility for family, guests and a designated office that opens out to a porch. The windows throughout this home make this home sundrenched! Outside, the property truly shines. An expansive level lawn leads to a heated gunite pool and fully equipped cabana with sink, refrigerator, lighting, bathroom, and storage. Whether hosting summer gatherings or enjoying quiet afternoons locally by the water, the setting is designed for relaxed coastal living. A premier Delafield Island location close to town, train, and beaches, makes this a truly special offering.

7 Raiders Ln, Darien

$3,795,000

A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood burning fireplace flows seamlessly into a formal dining room, creating a classic yet inviting atmosphere. The chef's kitchen is the heart of the home, centered around an oversized island and opening to a sunlit breakfast room with soaring ceilings, as well as a warm and inviting family room with a coffered ceiling and a fireplace. A sunroom filled with natural light offers a serene retreat, while a distinguished library with its own fireplace, custom built ins, and tall windows provides a sophisticated space for work or relaxation. The flexible first fl suite with a full bath serves perfectly as a private office or guest quarters. Upstairs, each bedroom features its own ensuite bath, ensuring comfort and privacy, while the primary suite is a true sanctuary, complete with private foyer, expansive walk-in closet, and spa inspired bath. Two substantial bonus rooms offer endless possibilities for a fitness studio, media lounge, or recreation space. Outdoors, the expansive stone patio and level grounds are as rare as they are beautiful, offering ample room for entertaining and recreation.

5 Beds ⋅ 7 Baths ⋅ 24170301 MLS

A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood burning fireplace flows seamlessly into a formal dining room, creating a classic yet inviting atmosphere. The chef's kitchen is the heart of the home, centered around an oversized island and opening to a sunlit breakfast room with soaring ceilings, as well as a warm and inviting family room with a coffered ceiling and a fireplace. A sunroom filled with natural light offers a serene retreat, while a distinguished library with its own fireplace, custom built ins, and tall windows provides a sophisticated space for work or relaxation. The flexible first fl suite with a full bath serves perfectly as a private office or guest quarters. Upstairs, each bedroom features its own ensuite bath, ensuring comfort and privacy, while the primary suite is a true sanctuary, complete with private foyer, expansive walk-in closet, and spa inspired bath. Two substantial bonus rooms offer endless possibilities for a fitness studio, media lounge, or recreation space. Outdoors, the expansive stone patio and level grounds are as rare as they are beautiful, offering ample room for entertaining and recreation.

39 Leeuwarden Rd, Darien

$3,775,000

This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town, restaurants, and local shops. The second floor features five spacious en-suite bedrooms, offering both comfort and privacy for family and guests alike. A versatile third-level bonus space provides endless possibilities-ideal for a media room, additional lounge, or creative retreat-alongside a dedicated home office and private gym to suit today's lifestyle needs. The fully finished walk-out lower level is designed for both relaxation and recreation, featuring a generous playroom that seamlessly connects to the backyard. This level is complete with a full bath and a thoughtfully designed craft room, perfect for hobbies or additional flexible use. A rare opportunity to own a beautifully appointed home with exceptional space, functionality, and an unbeatable location.

5 Beds ⋅ 7 Baths ⋅ 24161606 MLS

This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town, restaurants, and local shops. The second floor features five spacious en-suite bedrooms, offering both comfort and privacy for family and guests alike. A versatile third-level bonus space provides endless possibilities-ideal for a media room, additional lounge, or creative retreat-alongside a dedicated home office and private gym to suit today's lifestyle needs. The fully finished walk-out lower level is designed for both relaxation and recreation, featuring a generous playroom that seamlessly connects to the backyard. This level is complete with a full bath and a thoughtfully designed craft room, perfect for hobbies or additional flexible use. A rare opportunity to own a beautifully appointed home with exceptional space, functionality, and an unbeatable location.

43 Stony Brook Rd, Darien

$3,750,000

This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall windows overlooking the oasis-like back yard. The heart of this home is the spectacular chef's kitchen with a 12 foot quartzite island, 6-burner gas range, double ovens, and incredible storage. Also on the first level is a bright and inviting family room with stone fireplace, vaulted ceiling and built-ins, a dedicated office, a back hallway/mudroom, and a sizeable serene first floor primary/in-law suite with French doors out to its own deck area. Upstairs are 6 bedrooms and 4 baths, including the dramatic primary suite with Juliette balcony and extensive closets. The third level has a sunny versatile room to be used however you please, a cedar closet and two attics for storage. Outside, don't miss the amazing picket-fenced vegetable/flower garden for you to grow your own. Enjoy life in this truly extraordinary home and property.

8 Beds ⋅ 7 Baths ⋅ 24170723 MLS

This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall windows overlooking the oasis-like back yard. The heart of this home is the spectacular chef's kitchen with a 12 foot quartzite island, 6-burner gas range, double ovens, and incredible storage. Also on the first level is a bright and inviting family room with stone fireplace, vaulted ceiling and built-ins, a dedicated office, a back hallway/mudroom, and a sizeable serene first floor primary/in-law suite with French doors out to its own deck area. Upstairs are 6 bedrooms and 4 baths, including the dramatic primary suite with Juliette balcony and extensive closets. The third level has a sunny versatile room to be used however you please, a cedar closet and two attics for storage. Outside, don't miss the amazing picket-fenced vegetable/flower garden for you to grow your own. Enjoy life in this truly extraordinary home and property.

58 Knollwood Ln, Darien

$3,750,000

This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or Darien's newest Great Island Park. Perfectly proximate to town, beaches, shopping, dining and schools. Darien residents enjoy terrific parks, nature center, two unique beaches, paddle tennis, senior activities and additional amazing amenities; many dog friendly as well! Bring your architect and start planning!

24001335 MLS

This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or Darien's newest Great Island Park. Perfectly proximate to town, beaches, shopping, dining and schools. Darien residents enjoy terrific parks, nature center, two unique beaches, paddle tennis, senior activities and additional amazing amenities; many dog friendly as well! Bring your architect and start planning!

74 Long Neck Point Rd, Darien

$3,711,000

This is the One! A beautifully updated four-bedroom Colonial set on a quiet street in coveted North Darien, offering the perfect blend of classic charm and modern living. The home features gracious formal spaces including a sun-filled living room, elegant dining room, and inviting den. At the heart of the home, a stunning updated kitchen opens seamlessly to a spacious family room, creating an ideal layout for everyday living and entertaining. A playroom and dual home offices provide the flexibility today's buyers are looking for. Perfectly positioned on the Wee Burn Country Club, the property enjoys sweeping, picturesque views that set it apart. Outdoor living is just as exceptional, with a beautifully designed stone patio featuring sitting walls and a fireplace-perfect for gathering year-round-plus a large, flat yard ideal for play and recreation. A detached three-car garage is complemented by a fantastic space above-perfect as a media room, private office, or creative studio. A rare opportunity to own in an unbeatable location with both privacy and views.

4 Beds ⋅ 3 Baths ⋅ 24165118 MLS

This is the One! A beautifully updated four-bedroom Colonial set on a quiet street in coveted North Darien, offering the perfect blend of classic charm and modern living. The home features gracious formal spaces including a sun-filled living room, elegant dining room, and inviting den. At the heart of the home, a stunning updated kitchen opens seamlessly to a spacious family room, creating an ideal layout for everyday living and entertaining. A playroom and dual home offices provide the flexibility today's buyers are looking for. Perfectly positioned on the Wee Burn Country Club, the property enjoys sweeping, picturesque views that set it apart. Outdoor living is just as exceptional, with a beautifully designed stone patio featuring sitting walls and a fireplace-perfect for gathering year-round-plus a large, flat yard ideal for play and recreation. A detached three-car garage is complemented by a fantastic space above-perfect as a media room, private office, or creative studio. A rare opportunity to own in an unbeatable location with both privacy and views.

19 Blueberry Ln, Darien

$3,700,000

Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete with a private neighborhood dock - ideal for paddle boarding, kayaking, or simply soaking in the serene surroundings. Inside, the home exudes an effortless beach vibe with sun-filled spaces, tasteful updates, and a relaxed yet sophisticated feel throughout. The stunning updated primary suite bath creates a spa-like retreat, while spacious living and entertaining areas provide flexibility for today's lifestyle. Three private balconies showcase amazing water views, creating the perfect backdrop for morning coffee, sunset cocktails, or peaceful evenings overlooking the pond. Whether hosting summer gatherings by the water or enjoying quiet moments surrounded by nature, this exceptional home offers year-round vacation living in one of Darien's most desirable neighborhoods.

5 Beds ⋅ 5 Baths ⋅ 24162192 MLS

Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete with a private neighborhood dock - ideal for paddle boarding, kayaking, or simply soaking in the serene surroundings. Inside, the home exudes an effortless beach vibe with sun-filled spaces, tasteful updates, and a relaxed yet sophisticated feel throughout. The stunning updated primary suite bath creates a spa-like retreat, while spacious living and entertaining areas provide flexibility for today's lifestyle. Three private balconies showcase amazing water views, creating the perfect backdrop for morning coffee, sunset cocktails, or peaceful evenings overlooking the pond. Whether hosting summer gatherings by the water or enjoying quiet moments surrounded by nature, this exceptional home offers year-round vacation living in one of Darien's most desirable neighborhoods.

4 Seagate Rd, Darien

$3,616,000

Set on one of Darien's most iconic streets, 10 Prospect Avenue blends historic charm with modern sophistication. Ideally located near town, beaches, parks, top-rated schools, and within walking distance of the future Corbin District, this remodeled and expanded home offers the best of past and present. Classic details-10 ft ceilings, wide hallways, original fireplaces-are paired with updated finishes and thoughtful design that bring light, flow, and comfort throughout. The spacious living and dining rooms create a welcoming setting for gatherings, while the modern open kitchen seamlessly connects to casual family areas. Multiple indoor and outdoor spaces, including a private yard and patio with an outdoor gas firepit and landscape lighting, provide endless opportunities for entertaining or quiet relaxation. A dedicated home office, generous bedrooms, and flexible floor plan adapt beautifully to today's lifestyle needs. Every detail reflects a rare balance of character, convenience, and comfort. 10 Prospect Avenue is more than a residence-it's a chance to own a piece of Darien's history while enjoying a modern coastal lifestyle just an hour from New York City.

5 Beds ⋅ 6 Baths ⋅ 24127194 MLS

Set on one of Darien's most iconic streets, 10 Prospect Avenue blends historic charm with modern sophistication. Ideally located near town, beaches, parks, top-rated schools, and within walking distance of the future Corbin District, this remodeled and expanded home offers the best of past and present. Classic details-10 ft ceilings, wide hallways, original fireplaces-are paired with updated finishes and thoughtful design that bring light, flow, and comfort throughout. The spacious living and dining rooms create a welcoming setting for gatherings, while the modern open kitchen seamlessly connects to casual family areas. Multiple indoor and outdoor spaces, including a private yard and patio with an outdoor gas firepit and landscape lighting, provide endless opportunities for entertaining or quiet relaxation. A dedicated home office, generous bedrooms, and flexible floor plan adapt beautifully to today's lifestyle needs. Every detail reflects a rare balance of character, convenience, and comfort. 10 Prospect Avenue is more than a residence-it's a chance to own a piece of Darien's history while enjoying a modern coastal lifestyle just an hour from New York City.

10 Prospect Ave, Darien

$3,615,000

Welcome to 25 Patricia Lane, where timeless elegance meets modern convenience. Nestled on a highly desirable street in Darien, this 2006 Hemingway built pristine 5-bedroom, 4 full and 2 half-bath Colonial offers over 5,700 square feet of beautifully designed living space. Step inside to discover a bright, airy layout with exceptional flow, perfect for both everyday living and entertaining. The heart of the home is the stunning white eat in kitchen and great family room with fireplace, ideal for todays lifestyle. Retreat to the luxurious primary suite, complete with two expansive walk-in closets and large bath, while spacious additional bedrooms ensure comfort for all. A finished basement and third floor provide endless flexibility-think bedroom, playroom, home gym, or office space. Beyond the home itself, the location is second to none. Situated in the coveted Hindley school district, this property also boasts unparalleled walkability. Walk or bike to nearby Darien beaches and Great Island, or take advantage of the close proximity to Darien's charming shops, restaurants, and train. Outside, the flat, level yard invites outdoor fun and relaxation. Impeccably maintained and flooded with natural light, this home is ready to welcome you. Don't miss the opportunity to live on one of Darien's most sought-after streets!

5 Beds ⋅ 6 Baths ⋅ 24161087 MLS

Welcome to 25 Patricia Lane, where timeless elegance meets modern convenience. Nestled on a highly desirable street in Darien, this 2006 Hemingway built pristine 5-bedroom, 4 full and 2 half-bath Colonial offers over 5,700 square feet of beautifully designed living space. Step inside to discover a bright, airy layout with exceptional flow, perfect for both everyday living and entertaining. The heart of the home is the stunning white eat in kitchen and great family room with fireplace, ideal for todays lifestyle. Retreat to the luxurious primary suite, complete with two expansive walk-in closets and large bath, while spacious additional bedrooms ensure comfort for all. A finished basement and third floor provide endless flexibility-think bedroom, playroom, home gym, or office space. Beyond the home itself, the location is second to none. Situated in the coveted Hindley school district, this property also boasts unparalleled walkability. Walk or bike to nearby Darien beaches and Great Island, or take advantage of the close proximity to Darien's charming shops, restaurants, and train. Outside, the flat, level yard invites outdoor fun and relaxation. Impeccably maintained and flooded with natural light, this home is ready to welcome you. Don't miss the opportunity to live on one of Darien's most sought-after streets!

25 Patricia Ln, Darien

$3,600,000

Meticulously maintained and built in 2016 by Doherty & Deleo Development, this five-bedroom colonial offers four levels of thoughtfully designed living on a highly desirable in-town cul-de-sac. The home features a bright open layout, 9' ceilings, hardwood floors throughout, and a spacious kitchen with walk-in pantry that flows seamlessly into the main living areas. An oversized mudroom, powder room, and two-car garage complete the first floor. Upstairs the primary suite includes a vaulted ceiling, walk in closet, and oversized bathroom. The finished third floor and lower level with wine cellar provide flexible space for work, recreation, or guests. Energy-efficient features include Andersen Energy Star windows, high-performance insulation, high-efficiency HVAC, and recently added solar panels delivering significant cost savings. Set on a large, flat property, the backyard offers wonderful outdoor living space with a flagstone terrace and site plans for a future pool. Located with convenient access to nearby parks, shops, beaches, and other town amenities in the coveted Hindley school district - all just 60-minutes to NYC.

5 Beds ⋅ 4 Baths ⋅ 24155231 MLS

Meticulously maintained and built in 2016 by Doherty & Deleo Development, this five-bedroom colonial offers four levels of thoughtfully designed living on a highly desirable in-town cul-de-sac. The home features a bright open layout, 9' ceilings, hardwood floors throughout, and a spacious kitchen with walk-in pantry that flows seamlessly into the main living areas. An oversized mudroom, powder room, and two-car garage complete the first floor. Upstairs the primary suite includes a vaulted ceiling, walk in closet, and oversized bathroom. The finished third floor and lower level with wine cellar provide flexible space for work, recreation, or guests. Energy-efficient features include Andersen Energy Star windows, high-performance insulation, high-efficiency HVAC, and recently added solar panels delivering significant cost savings. Set on a large, flat property, the backyard offers wonderful outdoor living space with a flagstone terrace and site plans for a future pool. Located with convenient access to nearby parks, shops, beaches, and other town amenities in the coveted Hindley school district - all just 60-minutes to NYC.

19 Thomasina Ln, Darien