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Nestled on a private cul-de-sac in one of Greenwich's most coveted mid-country locations, this beautifully updated five-bedroom residence is set on 1.1 professionally landscaped acres, offering a rare combination of privacy, functionality, and convenience. Thoughtfully designed for modern living, the home blends formal and informal spaces, features abundant natural light, and offers seamless indoor-outdoor flow. The living room with fireplace opens to a sun-filled three-exposure office or conservatory, while a second dedicated office provides exceptional work-from-home flexibility. At the heart of the home, the eat-in kitchen flows effortlessly into the inviting family room with incredible vaulted ceilings, beam work and custom light fixture, which features a second fireplace, vaulted ceilings and direct access to an expansive deck overlooking sweeping lawns and mature gardens. A versatile first-floor bedroom suite offers endless possibilities as a guest-suite, playroom, fitness studio, or additional living space. Upstairs, the spacious primary suite features a walk-in closet and an oversized bath, complemented by three additional bedrooms and a hall bathroom. The finished lower level provides valuable bonus space for recreation, media, fitness, or play, while a dedicated laundry room and an attached two-car garage enhance everyday convenience.

5 Beds ⋅ 3 Baths ⋅ 24178864 MLS

Nestled on a private cul-de-sac in one of Greenwich's most coveted mid-country locations, this beautifully updated five-bedroom residence is set on 1.1 professionally landscaped acres, offering a rare combination of privacy, functionality, and convenience. Thoughtfully designed for modern living, the home blends formal and informal spaces, features abundant natural light, and offers seamless indoor-outdoor flow. The living room with fireplace opens to a sun-filled three-exposure office or conservatory, while a second dedicated office provides exceptional work-from-home flexibility. At the heart of the home, the eat-in kitchen flows effortlessly into the inviting family room with incredible vaulted ceilings, beam work and custom light fixture, which features a second fireplace, vaulted ceilings and direct access to an expansive deck overlooking sweeping lawns and mature gardens. A versatile first-floor bedroom suite offers endless possibilities as a guest-suite, playroom, fitness studio, or additional living space. Upstairs, the spacious primary suite features a walk-in closet and an oversized bath, complemented by three additional bedrooms and a hall bathroom. The finished lower level provides valuable bonus space for recreation, media, fitness, or play, while a dedicated laundry room and an attached two-car garage enhance everyday convenience.

6 Wyngate Rd, Greenwich

$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

$3,850,000

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

6 Beds ⋅ 7 Baths ⋅ 24169909 MLS

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan

$3,850,000

Generously sited on 2.15 stunning acres in Greens Farms, the Joseph H. Wakeman House is a perfect example of New England ingenuity and warmth. Built in 1840, this distinguished Federal-style residence was thoughtfully reimagined in the 1930s by an owner intent on showcasing its craftsmanship and enduring quality. The current residents were similarly captivated by its character and history. Located in the heart of one of Westport's most coveted and convenient neighborhoods, the park-like grounds, with sweeping lawns and meandering stone walls, are enchanting in every season. Inside, the home is warm and inviting-walls painted in pristine white provide a clean backdrop that highlights architectural details and period millwork. Wideboard flooring and 9-foot ceilings extend throughout, underscoring the timeless proportions and charm. Welcomed through double front doors, guests are immediately drawn to the gracious front hall or library, lined with bookshelves and anchored by the home's original staircase - a space so inviting, it is hard to leave. The elegant LR, with its rare double fireplaces, easily accommodates a grand piano, while the intimate formal DR-also with a fireplace, encourages evenings when friends linger. A butler's pantry connects seamlessly to the gourmet kitchen, which opens to the terrace and is bathed in natural light.The spacious FR features wide French doors to the yard, while a charming mudroom offers a practical yet welcoming entry.

6 Beds ⋅ 5 Baths ⋅ 24124482 MLS

Generously sited on 2.15 stunning acres in Greens Farms, the Joseph H. Wakeman House is a perfect example of New England ingenuity and warmth. Built in 1840, this distinguished Federal-style residence was thoughtfully reimagined in the 1930s by an owner intent on showcasing its craftsmanship and enduring quality. The current residents were similarly captivated by its character and history. Located in the heart of one of Westport's most coveted and convenient neighborhoods, the park-like grounds, with sweeping lawns and meandering stone walls, are enchanting in every season. Inside, the home is warm and inviting-walls painted in pristine white provide a clean backdrop that highlights architectural details and period millwork. Wideboard flooring and 9-foot ceilings extend throughout, underscoring the timeless proportions and charm. Welcomed through double front doors, guests are immediately drawn to the gracious front hall or library, lined with bookshelves and anchored by the home's original staircase - a space so inviting, it is hard to leave. The elegant LR, with its rare double fireplaces, easily accommodates a grand piano, while the intimate formal DR-also with a fireplace, encourages evenings when friends linger. A butler's pantry connects seamlessly to the gourmet kitchen, which opens to the terrace and is bathed in natural light.The spacious FR features wide French doors to the yard, while a charming mudroom offers a practical yet welcoming entry.

365 Greens Farms Rd, Westport

$3,850,000

Dating back to the 1820's, "Shadowlyn" epitomizes the classic country compound combining beautiful vintage details with stylish, modern amenities. The bright and sunny main residence features six bedrooms, four full baths, four fireplaces and loads of comfortable living space accommodating a relaxing and easy lifestyle on over three acres with pool, charming pool house, garage/barn with apartment above and tennis court. The expansive kitchen has been thoughtfully reimagined and features a large island, extensive storage, vintage wet bar, expansive breakfast area adjacent to a cozy family room and oversized mudroom. The formal living and dining spaces boast high ceilings, tons of windows and intimate conversation alcoves, perfect for entertaining. The step down library is stunning and dramatic; wrapped in color, featuring French doors out to the terrace and private spa. The primary bedroom suite is well appointed with a walk in closet and a large, updated bath. All of these lovely spaces have direct access to sweeping vistas of this bucolic estate featuring a beautifully illuminated landscape in the evenings. Convenient to downtown New Canaan, Darien and Norwalk, Shadowlyn is accessible and exceptional. Schedule your private tour today.

6 Beds ⋅ 5 Baths ⋅ 24131109 MLS

Dating back to the 1820's, "Shadowlyn" epitomizes the classic country compound combining beautiful vintage details with stylish, modern amenities. The bright and sunny main residence features six bedrooms, four full baths, four fireplaces and loads of comfortable living space accommodating a relaxing and easy lifestyle on over three acres with pool, charming pool house, garage/barn with apartment above and tennis court. The expansive kitchen has been thoughtfully reimagined and features a large island, extensive storage, vintage wet bar, expansive breakfast area adjacent to a cozy family room and oversized mudroom. The formal living and dining spaces boast high ceilings, tons of windows and intimate conversation alcoves, perfect for entertaining. The step down library is stunning and dramatic; wrapped in color, featuring French doors out to the terrace and private spa. The primary bedroom suite is well appointed with a walk in closet and a large, updated bath. All of these lovely spaces have direct access to sweeping vistas of this bucolic estate featuring a beautifully illuminated landscape in the evenings. Convenient to downtown New Canaan, Darien and Norwalk, Shadowlyn is accessible and exceptional. Schedule your private tour today.

469 Brookside Rd, New Canaan

$3,850,000

Expanded and fully renovated in 2005, this exceptional Colonial is located in the prestigious Hoyt Farm neighborhood, close to the village. Set on two acres of beautifully landscaped property, the home features five bedrooms and five and a half baths, offering a perfect blend of sophistication and comfort. The main floor welcomes you with a dramatic two-story foyer, an open chef's kitchen flowing seamlessly into the spacious family room, a breakfast room, formal living room with French doors to the backyard, formal dining room, a custom mahogany library, a separate den with fireplace with views of the pool, and a spacious mudroom with a separate entrance. Upstairs, a serene primary bedroom suite with fireplace, private balcony overlooking the pool, a spa-like bath, and a large walk-in closet. Four additional bedrooms, three full baths plus a study room complete this level. A separate back staircase leads to a private office and large bonus room with full bath, ideal for working from home or using as an in-law or au pair suite. The walkup third floor is finished as an exercise room. Outside, enjoy the tranquil stone terrace, stunning gunite heated pool with complete privacy and beautiful mature landscaping and specimen trees - perfect for enjoying the outdoors. House enjoys benefits of solar panels and 50% reduction in electricity costs. 3-car garage and plenty of storage throughout. All this within minutes of the train and part of a vibrant community with top-rated schools.

5 Beds ⋅ 6 Baths ⋅ 24124189 MLS

Expanded and fully renovated in 2005, this exceptional Colonial is located in the prestigious Hoyt Farm neighborhood, close to the village. Set on two acres of beautifully landscaped property, the home features five bedrooms and five and a half baths, offering a perfect blend of sophistication and comfort. The main floor welcomes you with a dramatic two-story foyer, an open chef's kitchen flowing seamlessly into the spacious family room, a breakfast room, formal living room with French doors to the backyard, formal dining room, a custom mahogany library, a separate den with fireplace with views of the pool, and a spacious mudroom with a separate entrance. Upstairs, a serene primary bedroom suite with fireplace, private balcony overlooking the pool, a spa-like bath, and a large walk-in closet. Four additional bedrooms, three full baths plus a study room complete this level. A separate back staircase leads to a private office and large bonus room with full bath, ideal for working from home or using as an in-law or au pair suite. The walkup third floor is finished as an exercise room. Outside, enjoy the tranquil stone terrace, stunning gunite heated pool with complete privacy and beautiful mature landscaping and specimen trees - perfect for enjoying the outdoors. House enjoys benefits of solar panels and 50% reduction in electricity costs. 3-car garage and plenty of storage throughout. All this within minutes of the train and part of a vibrant community with top-rated schools.

63 Middle Ridge Rd, New Canaan

$3,825,000

Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the property includes a saltwater pool and spa, pool house, expansive flagstone patio, and tennis court-creating a true estate setting with exceptional potential for outdoor living and entertaining. The interior presents with a clean, functional layout, including a recently installed boiler, while exterior amenities and select finishes offer a compelling opportunity for renovation and customization, allowing the next owner to fully realize the property's potential. A rare offering combining size, privacy, and long-term upside in one of New Canaan's premier estate areas.

5 Beds ⋅ 10 Baths ⋅ 24160722 MLS

Located in the desirable Lake Wind / Ponus Ridge corridor, this custom Colonial estate offers over 9,000 square feet of living space, thoughtfully rebuilt in 2010 and designed for both scale and comfort. The home features 5 bedrooms, 7 full and 3 half baths, six fireplaces (including one outdoor), and multiple porches, with select rooms showcasing cathedral ceilings. Set on 2.74 acres, the property includes a saltwater pool and spa, pool house, expansive flagstone patio, and tennis court-creating a true estate setting with exceptional potential for outdoor living and entertaining. The interior presents with a clean, functional layout, including a recently installed boiler, while exterior amenities and select finishes offer a compelling opportunity for renovation and customization, allowing the next owner to fully realize the property's potential. A rare offering combining size, privacy, and long-term upside in one of New Canaan's premier estate areas.

73 Lake Wind Rd, New Canaan

$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

$3,810,000

Welcome to one of Rowayton's most coveted addresses, a picture-perfect storybook home in the heart of Bell Island, sitting high and dry outside the flood zone. Originally built in 1890 and thoughtfully renovated in 2021, this antique gem seamlessly blends historic charm with the modern comforts today's buyers expect. Offering 2,751 total square feet, this home exudes quintessential New England character from the beautifully updated interiors to the inviting front porch. The first floor is warm, welcoming, and ideal for both everyday living and entertaining. A stunning chef's kitchen anchors the home, while the spacious sunroom adds an additional 280 sf of finished living space. Upstairs, three well-appointed bedrooms include a generous primary suite plus two additional bedrooms for family or guests. A partially finished basement offers flexible space for a playroom, gym, or home office, along with ample storage. As a member of the Bell Island Association, residents enjoy access to two private beaches, a playground, and three scenic parks. Whether it's sunset walks along the shore or the annual July 4th Bell Island Lobster Bake, this is coastal Rowayton living at its best.

3 Beds ⋅ 3 Baths ⋅ 24175145 MLS

Welcome to one of Rowayton's most coveted addresses, a picture-perfect storybook home in the heart of Bell Island, sitting high and dry outside the flood zone. Originally built in 1890 and thoughtfully renovated in 2021, this antique gem seamlessly blends historic charm with the modern comforts today's buyers expect. Offering 2,751 total square feet, this home exudes quintessential New England character from the beautifully updated interiors to the inviting front porch. The first floor is warm, welcoming, and ideal for both everyday living and entertaining. A stunning chef's kitchen anchors the home, while the spacious sunroom adds an additional 280 sf of finished living space. Upstairs, three well-appointed bedrooms include a generous primary suite plus two additional bedrooms for family or guests. A partially finished basement offers flexible space for a playroom, gym, or home office, along with ample storage. As a member of the Bell Island Association, residents enjoy access to two private beaches, a playground, and three scenic parks. Whether it's sunset walks along the shore or the annual July 4th Bell Island Lobster Bake, this is coastal Rowayton living at its best.

35 Yarmouth Rd, Norwalk

$3,800,000

6 Oak Drive is on a cul-de-sac off Indian Head Road. The plot is .617 of an acre -26,872 square feet- which allows the construction of a new house of 6,046 square feet, plus the finished area in the basement and third floor. The back to the house where the family room and kitchen would be situated is south facing with amazing sun all day. Survey with a pool site, drainage plans, planting plans, soil tests and grade plane calculations have been approved with the town, the Wetlands Agency and DPW.

24174027 MLS

6 Oak Drive is on a cul-de-sac off Indian Head Road. The plot is .617 of an acre -26,872 square feet- which allows the construction of a new house of 6,046 square feet, plus the finished area in the basement and third floor. The back to the house where the family room and kitchen would be situated is south facing with amazing sun all day. Survey with a pool site, drainage plans, planting plans, soil tests and grade plane calculations have been approved with the town, the Wetlands Agency and DPW.

6 Oak Dr, Greenwich

$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

$3,800,000

Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.

6 Beds ⋅ 7 Baths ⋅ 24144655 MLS

Nestled near the end of an upscale cul-de-sac in prime Greens Farms, the newest SIR SIGNATURE Home blends timeless design with modern luxury on beautifully flat, private grounds. A heated gunite pool with auto cover anchors the expansive backyard w/ two connecting raised patios creates a true indooroutdoor retreat. Inside, sunfilled spaces showcase the craftsmanship SIR is known for. High ceilings, custom millwork, wide-plank oak floors, and a stunning chef's kitchen opens to a spacious family room w/ a distinctive beamed ceiling & walls of glass overlooking the property are just some of the highlights which place this fine home in a class of its own. The purposeful layout offer effortless flow for everyday living and entertaining. Six bedrooms include a serene primary suite w/ spa inspired bath incl floating white oak vanity and generous dressing room. The finished third floor provides flexible bonus space w/ bath for work or play, while the fully finished walk-out lower level offers recreation, fitness, and media options. The private office with custom cabinetry provides an ideal place to work in serene surroundings. Thoughtful amenities like designer lighting, a terrific mudroom, pantry, and attached garage complete this exceptional home. Close to Greens Farms school, beaches, walk to Westport Tennis Club and only 1.6 mi to train. A rare opportunity to buy from Westport's most trusted builder with over 300+ completed homes in one of the town's most coveted neighborhoods.

18 Woodhill Rd, Westport

$3,800,000

Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office. Masterful blend of timeless architecture with well sited windows that seamlessly integrate the natural landscape. This 9200 square foot home offers high ceilings & spacious formal & informal rooms, which accommodate both intimate family gatherings & grand parties. Enter into a double height grand foyer w/curved metal railed staircase & see marble & wood floors, great wall space for displaying art. First floor offers a large living room with floor to ceiling stone fireplace & a greenhouse area for enjoying the view and sun, formal dining room, first floor primary suite with adjacent office, spacious dine-in gourmet kitchen, family room with fireplace & access to different outdoor patios and decks. The second floor offers another luxe primary suite, several bedrooms & a great bonus room with beamed ceiling for office or game space. Bonus: koi pond with waterfall, vegetable garden area, office spaces, 5 garages & generator. Conveniently located & minutes to schools and shops. Easy drive to downtown Greenwich, highways & train.

7 Beds ⋅ 8 Baths ⋅ 24134435 MLS

Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office. Masterful blend of timeless architecture with well sited windows that seamlessly integrate the natural landscape. This 9200 square foot home offers high ceilings & spacious formal & informal rooms, which accommodate both intimate family gatherings & grand parties. Enter into a double height grand foyer w/curved metal railed staircase & see marble & wood floors, great wall space for displaying art. First floor offers a large living room with floor to ceiling stone fireplace & a greenhouse area for enjoying the view and sun, formal dining room, first floor primary suite with adjacent office, spacious dine-in gourmet kitchen, family room with fireplace & access to different outdoor patios and decks. The second floor offers another luxe primary suite, several bedrooms & a great bonus room with beamed ceiling for office or game space. Bonus: koi pond with waterfall, vegetable garden area, office spaces, 5 garages & generator. Conveniently located & minutes to schools and shops. Easy drive to downtown Greenwich, highways & train.

43 Sterling Rd, Greenwich

$3,800,000

Perfection near town. Attractive and well done 4-bedroom with recent updates is situated on a lovely, quaint private lane off lower Lake Ave. Built by a local & award-winning high-end builder, this home has great flow for today's lifestyle. Lovely foyer leads to spacious well-lit living room & formal dining. Also, off the main hall is the family room w/fireplace which is adjacent to the stylish kitchen. The primary suite w/fireplace has a tray ceiling & new luxury bath. Bonuses: playroom, exercise area w/high ceilings, custom windows giving an enormous amount of light. Landscaped level yard has a private terrace for entertaining & a mahogany floored porch for relaxing. 2 car garage w/double height ceilings & access to a huge loft for storage. Generator. Close to schools, town & train.

4 Beds ⋅ 4 Baths ⋅ 24133496 MLS

Perfection near town. Attractive and well done 4-bedroom with recent updates is situated on a lovely, quaint private lane off lower Lake Ave. Built by a local & award-winning high-end builder, this home has great flow for today's lifestyle. Lovely foyer leads to spacious well-lit living room & formal dining. Also, off the main hall is the family room w/fireplace which is adjacent to the stylish kitchen. The primary suite w/fireplace has a tray ceiling & new luxury bath. Bonuses: playroom, exercise area w/high ceilings, custom windows giving an enormous amount of light. Landscaped level yard has a private terrace for entertaining & a mahogany floored porch for relaxing. 2 car garage w/double height ceilings & access to a huge loft for storage. Generator. Close to schools, town & train.

1 Prescott Ln, Greenwich

$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

$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

$3,795,000

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful hardwood floors and custom millwork that add to the home's character and sophistication. Key Features: Gourmet Kitchen: The main level features a top-of-the-line gourmet kitchen, complete with a breakfast room with convenient coffee station, that flows seamlessly into a large family room with a fireplace. Four Levels of Living: Multiple expansive recreation rooms across the finished lower level and the third floor offers versatile space for play, a home theater, gym, or relaxation. Elegant Design: From the inviting foyer and parking courtyard, formal living/dining rooms to a dedicated home office and workshop, every space has been meticulously crafted for refined living. Outdoor Oasis: An oversized pool and dedicated pool house create a perfect retreat. The pool house includes a designer lounge and full bathroom, ideal for guest house or ease of poolside entertaining, all set within a large, level backyard perfect for any outdoor activity. Discover unparalleled luxury living in this exquisite estate.

6 Beds ⋅ 8 Baths ⋅ 24147565 MLS

Your Private Resort Awaits: Pool, Pool House, and Perfection. A New Canaan stunner on Smith Ridge. Discover unparalleled luxury living in this exquisite 6-bedroom, 6.5-bathroom residence. Spanning four finished floors of custom designed space, this home offers comfort, elegance, and functionality. High ceilings 9 FT + and large windows flood the interior with natural light, highlighting beautiful hardwood floors and custom millwork that add to the home's character and sophistication. Key Features: Gourmet Kitchen: The main level features a top-of-the-line gourmet kitchen, complete with a breakfast room with convenient coffee station, that flows seamlessly into a large family room with a fireplace. Four Levels of Living: Multiple expansive recreation rooms across the finished lower level and the third floor offers versatile space for play, a home theater, gym, or relaxation. Elegant Design: From the inviting foyer and parking courtyard, formal living/dining rooms to a dedicated home office and workshop, every space has been meticulously crafted for refined living. Outdoor Oasis: An oversized pool and dedicated pool house create a perfect retreat. The pool house includes a designer lounge and full bathroom, ideal for guest house or ease of poolside entertaining, all set within a large, level backyard perfect for any outdoor activity. Discover unparalleled luxury living in this exquisite estate.

1343 Smith Ridge Rd, New Canaan

$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

Perched on one of Bell Island's most coveted elevated sites, this exceptional residence commands panoramic waterfront views while offering complete privacy in this community. The property uniquely spans from Yarmouth to Westmere, featuring the highly sought-after convenience of a 2-car garage. This thoughtfully designed home showcases four generous bedrooms and four-and-a-half baths across three well-appointed levels. The first floor's open concept layout creates an effortless flow ideal for both daily living and elegant entertaining, while a private office/study provides a quiet retreat for work or relaxation. The walk-out lower level, complete with full bath, offers endless possibilities for recreation or additional living space. Step onto the covered deck to dine al fresco or simply unwind while taking in the meticulously landscaped grounds and stunning water vistas. As a Bell Island resident, you'll enjoy exclusive access to coveted association amenities, including two private beaches and mooring opportunities coordinated through the harbormaster. This remarkable property delivers the perfect blend of serene waterfront living and refined comfort-your own private sanctuary in one of the area's most desirable locations.

4 Beds ⋅ 5 Baths ⋅ 24184535 MLS

Perched on one of Bell Island's most coveted elevated sites, this exceptional residence commands panoramic waterfront views while offering complete privacy in this community. The property uniquely spans from Yarmouth to Westmere, featuring the highly sought-after convenience of a 2-car garage. This thoughtfully designed home showcases four generous bedrooms and four-and-a-half baths across three well-appointed levels. The first floor's open concept layout creates an effortless flow ideal for both daily living and elegant entertaining, while a private office/study provides a quiet retreat for work or relaxation. The walk-out lower level, complete with full bath, offers endless possibilities for recreation or additional living space. Step onto the covered deck to dine al fresco or simply unwind while taking in the meticulously landscaped grounds and stunning water vistas. As a Bell Island resident, you'll enjoy exclusive access to coveted association amenities, including two private beaches and mooring opportunities coordinated through the harbormaster. This remarkable property delivers the perfect blend of serene waterfront living and refined comfort-your own private sanctuary in one of the area's most desirable locations.

15 Yarmouth Rd, Norwalk

$3,750,000

Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.

4 Beds ⋅ 4 Baths ⋅ 24173977 MLS

Coastal Living at Its Finest - Compo Beach, Westport, CT Some homes are simply houses - others are a lifestyle, and this exceptional Compo Beach Colonial is unmistakably the latter. Built in 2012 and maintained in pristine condition, this 4-bedroom, 3.5-bath residence offers the rare combination of newer construction quality and effortless coastal elegance, nestled just minutes from the sparkling shores of one of Westport's most coveted neighborhoods. Step inside to an open, airy floor plan bathed in natural light, where a spectacular great room and chef's kitchen flow seamlessly together - crisp whites, soothing blues, and natural textures creating a relaxed yet decidedly high-end atmosphere that simply lives beautifully. When the weather calls, the oversized porch becomes the true soul of the home - the perfect setting for morning coffee, evening gatherings, and the unhurried moments that define summer on the Connecticut shore. Upstairs, the primary suite redefines comfort with a private sitting room, home office, and a spa-inspired bath featuring heated floors, a heated towel rack, and a deep soaking tub - thoughtful luxuries that make every day feel like a getaway. With generous secondary bedrooms, meticulous finishes throughout, and a location that puts Compo Beach, Westport's beloved amenities, and Metro-North all within easy reach, this is coastal Connecticut living at its absolute finest.

312 Compo Rd S, Westport

$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

$3,750,000

Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!

6 Beds ⋅ 6 Baths ⋅ 24132810 MLS

Step into history in the heart of Southport Village, where this location doesn't get any better! On Pequot Ave, and just a short stroll to the beach, harbor, village shops, dining, library, and train to New York City, this beautifully restored 1853 Colonial was once home to Miss Augusta Smith's Seaside Seminary. The residence has been reimagined for today with warmth, elegance, and every modern comfort. Behind its gracious front porch and classic lines, over 4,300 sf unfold with light-filled rooms, hardwood floors, and three wood-burning fireplaces that invite gathering. The home offers six bedrooms, including two primary suites--one on the first floor and one upstairs--each a private retreat with spa-like baths. A country kitchen with its own fireplace, banquette dining, and French doors to the terrace becomes the heart of the home, perfect for everyday living and entertaining. Outdoors, stone walls and sweeping lawns frame a terrace where privacy abounds, and that looks over the guest cottage, playhouse, and charming red barn. The 1,100 sf cottage, complete with living room, kitchen, and bedroom suite, is ideal for visitors or extended stays. This one-of-a-kind gem of a property blends history, charm, and convenience... an opportunity to live in one of Connecticut's most cherished seaside villages!

944 Pequot Ave, Fairfield

$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

$3,700,000

This stately Colonial home, featuring six bedrooms and six full bathrooms plus three half baths, offers an impressive blend of elegance and comfort. Upon arrival, you are greeted by beautiful landscaping and meticulously maintained gardens, setting a tranquil tone for the entire property. The entryway immediately captivates with its twin staircases and a soaring ceiling, creating a dramatic and welcoming first impression for guests and residents alike. Designed with ample room for everyone, the home boasts a comfortable living room perfect for relaxation, an inviting solarium filled with natural light, a chef's kitchen ideal for culinary pursuits, and a generous family room that serves as a central gathering space. During the summer months, enjoy leisurely days by the pool or savor picturesque sunsets from the comfort of the screened porch, making outdoor living a delightful experience. With four fully finished floors, this home provides all the space and amenities needed to accommodate contemporary living in style and comfort. Sale is subject to Probate Court Approval.

6 Beds ⋅ 9 Baths ⋅ 24150372 MLS

This stately Colonial home, featuring six bedrooms and six full bathrooms plus three half baths, offers an impressive blend of elegance and comfort. Upon arrival, you are greeted by beautiful landscaping and meticulously maintained gardens, setting a tranquil tone for the entire property. The entryway immediately captivates with its twin staircases and a soaring ceiling, creating a dramatic and welcoming first impression for guests and residents alike. Designed with ample room for everyone, the home boasts a comfortable living room perfect for relaxation, an inviting solarium filled with natural light, a chef's kitchen ideal for culinary pursuits, and a generous family room that serves as a central gathering space. During the summer months, enjoy leisurely days by the pool or savor picturesque sunsets from the comfort of the screened porch, making outdoor living a delightful experience. With four fully finished floors, this home provides all the space and amenities needed to accommodate contemporary living in style and comfort. Sale is subject to Probate Court Approval.

24 Clearview Ln, New Canaan

$3,700,000

Gracious and storied, this 1859 antique residence is set in the heart of coveted Southport Village and offers timeless character paired with a rare, walk-to-harbor lifestyle. Cherished by the same family since 1974, the home enjoys some views of Southport Harbor and is just steps from the village center, shops, dining, train, and waterfront. The interior showcases classic period details, including multiple fireplaces, wide-plank floors, and thoughtfully integrated modern conveniences such as an elevator. The expansive living room features a fireplace and built-in bookshelves and French doors that open to a screened-in patio-an ideal setting for outdoor dining and entertaining. The home offers four bedrooms, three of which are en-suite, providing comfort and privacy for family and guests. Set on a level, usable yard, the property also includes a barn with renovation potential, offering exciting possibilities for studio, workshop, or additional living space (subject to approvals). A rare opportunity to own a distinguished Southport Village antique with harbor views, provenance, and exceptional potential. Not in Historic District.

4 Beds ⋅ 5 Baths ⋅ 24150693 MLS

Gracious and storied, this 1859 antique residence is set in the heart of coveted Southport Village and offers timeless character paired with a rare, walk-to-harbor lifestyle. Cherished by the same family since 1974, the home enjoys some views of Southport Harbor and is just steps from the village center, shops, dining, train, and waterfront. The interior showcases classic period details, including multiple fireplaces, wide-plank floors, and thoughtfully integrated modern conveniences such as an elevator. The expansive living room features a fireplace and built-in bookshelves and French doors that open to a screened-in patio-an ideal setting for outdoor dining and entertaining. The home offers four bedrooms, three of which are en-suite, providing comfort and privacy for family and guests. Set on a level, usable yard, the property also includes a barn with renovation potential, offering exciting possibilities for studio, workshop, or additional living space (subject to approvals). A rare opportunity to own a distinguished Southport Village antique with harbor views, provenance, and exceptional potential. Not in Historic District.

130 Willow St, Fairfield

$3,700,000

Luxury New Construction in the Heart of New Canaan! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated near Mead Memorial Park and Bristow Bird Sanctuary, this elegant residence offers the perfect blend of nature, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,600 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with fireplace, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym, media room, or golf simulator. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods. Pool Site Permit has been approved!

5 Beds ⋅ 8 Baths ⋅ 24091413 MLS

Luxury New Construction in the Heart of New Canaan! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated near Mead Memorial Park and Bristow Bird Sanctuary, this elegant residence offers the perfect blend of nature, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,600 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with fireplace, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym, media room, or golf simulator. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods. Pool Site Permit has been approved!

317 Park St, New Canaan

$3,675,012

THE OWNERS ARE REQUESTING THAT OFFERS BE SUBMITTED BY NOON MONDAY. Rarely available on coveted Kimberly Place, this beautifully redesigned & renovated home is set on a generous lot offering the best of in-town living. Built in 1940, the property underwent complete renovation & expansion in 2005, followed by significant upgrades by the current owners. At the heart of the home is a showstopping chef's kitchen featuring a La Cornue Chateau 320 stove and oven - a top-of-the-line appliance favored by culinary professionals - along with a generous island, cozy fireplace, and numerous windows overlooking the private, professionally landscaped & fenced-in backyard. The patio with a built-in grill and Alba pizza oven is the perfect place to entertain friends and family. A mudroom with extensive paneled storage keeps daily life effortlessly organized. The main level has an open floorplan that flows seamlessly: a living room with an elegant fireplace & built-in bookshelves, a light filled family room, a paneled office with wet bar and a chic powder room. The dining room blends dining and living spaces to suit modern lifestyles. Upstairs are four spacious bedrooms, three full bathrooms, plus laundry room. The luxurious primary suite features dual walk-in closets, private study and spa-like new bathroom with Porcelanosa tiles, heated floor, walk-in shower and soaking tub. The third floor offers a fifth bedroom, full bath, and a versatile 6th bedroom that can serve as a playroom or bedroo

6 Beds ⋅ 5 Baths ⋅ 24150710 MLS

THE OWNERS ARE REQUESTING THAT OFFERS BE SUBMITTED BY NOON MONDAY. Rarely available on coveted Kimberly Place, this beautifully redesigned & renovated home is set on a generous lot offering the best of in-town living. Built in 1940, the property underwent complete renovation & expansion in 2005, followed by significant upgrades by the current owners. At the heart of the home is a showstopping chef's kitchen featuring a La Cornue Chateau 320 stove and oven - a top-of-the-line appliance favored by culinary professionals - along with a generous island, cozy fireplace, and numerous windows overlooking the private, professionally landscaped & fenced-in backyard. The patio with a built-in grill and Alba pizza oven is the perfect place to entertain friends and family. A mudroom with extensive paneled storage keeps daily life effortlessly organized. The main level has an open floorplan that flows seamlessly: a living room with an elegant fireplace & built-in bookshelves, a light filled family room, a paneled office with wet bar and a chic powder room. The dining room blends dining and living spaces to suit modern lifestyles. Upstairs are four spacious bedrooms, three full bathrooms, plus laundry room. The luxurious primary suite features dual walk-in closets, private study and spa-like new bathroom with Porcelanosa tiles, heated floor, walk-in shower and soaking tub. The third floor offers a fifth bedroom, full bath, and a versatile 6th bedroom that can serve as a playroom or bedroo

56 Kimberly Pl, New Canaan

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