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4 Buena Vista Dr, Westport
$3,875,000
5 Beds ⋅ 5 Baths ⋅ 24126601 MLS
Want to enjoy everything there is to love about the beach area, without the hassle of a flood zone? This home has everything you need. Perched at the top of Compo Hill, 4 Buena Vista Drive is a picture perfect colonial with water views and modern upgrades.This beautifully maintained home offers a traditional layout with high ceilings, arched doorways, and abundant natural light from the oversized windows. Thoughtful details include custom millwork, a butler's pantry, and spacious living/dining room great for entertaining. An open kitchen with high end appliances overlooks the family room with lots of custom built ins and a wood burning fireplace. Upstairs, the primary suite includes dual closets, wonderful water views, and a private deck creating a serene retreat. Primary bath has radiant heat. Three other upstairs bedrooms are spacious and flexible, including one with a Murphy bed for multipurpose use. In the lower level, there is a versatile hangout space and an additional bedroom which has access to a full bath. A generous mudroom for all your belongings, and 2 car tandem garage with lots of storage space rounds out this level. Enjoy the outdoors with a stone patio for dining, and admire the professional landscaping throughout the property. A whole-house generator and countless upgrades ensure comfort and peace of mind.

4 Buena Vista Dr, Westport
42 Easton Rd, Westport
$3,870,000
6 Beds ⋅ 7 Baths ⋅ 24164674 MLS
Majestically sited behind a classic stone wall and fence on 1.16 dry flat acres, this exceptional 6-bedroom, 5.2-bath residence offers the perfect blend of elegance, comfort, and modern living. Designed by noted local architect William A. Achilles, the home showcases a dramatic open floor plan filled with natural light and refined architectural detail across three beautifully finished levels. At the heart of the home is a stunning chef's kitchen featuring state-of-the-art appliances, custom cabinetry, and generous gathering spaces ideal for entertaining and everyday living. A private study provides the perfect work-from-home retreat, while the luxurious primary suite offers a serene escape with a spa-like bath and abundant closet space. There are 4 additional Bedrooms on the 2nd floor. The Lower level boasts a legal 6th bedroom and bath, a gym and a perfect spot for an in-home theatre. Thoughtful craftsmanship and high-end finishes are evident throughout, complemented by a 20kw generator for peace of mind. Outdoors, enjoy your own private resort with a gunite pool, spa, and automatic cover, surrounded by expansive lawn, gorgeous patio and mature landscaping with an in-ground irrigation system-perfect for play, relaxation, and entertaining. This is a rare opportunity to enjoy timeless design, modern amenities, and exceptional space both inside and out.

42 Easton Rd, Westport
116 Roseville Rd, Westport
$3,860,000
5 Beds ⋅ 7 Baths ⋅ 24138367 MLS
Tucked away on a picturesque property with a peaceful pond and complete privacy, this custom-built home is truly exceptional. From the moment you step onto the welcoming front porch, you'll feel the warmth and quality throughout. The sunlit kitchen is beautifully appointed with top-of-the-line appliances and a built-in banquette by the cozy fireplace, opening seamlessly to the inviting family room with a stunning fireplace & French doors to the patio. Entertain effortlessly in the elegant dining room w/ butler's pantry & spacious living room. A first-floor office w/ pocket doors offers a quiet retreat for work or study. Upstairs, the primary suite is a sanctuary w/ vaulted ceilings, a private sitting room, balcony overlooking the pond, and a luxurious spa-like bath. Three additional bedrooms, two full baths, & a bright laundry room complete the second floor. A private three-room suite off a separate entrance - including a family area, bedroom, full bath, and loft - provides perfect flexibility for guests, in-laws, or family members. The lower level offers a gym, full bath & sauna for healthy living. Outside, enjoy a resort-like lifestyle with a stunning 50-foot pool w/auto cover, mature landscaping, and breathtaking gardens. Set on 2.69 beautifully landscaped acres in a premier multi-million-dollar neighborhood convenient to everything beautiful Westport offers. This special home presents the perfect blend of elegance, comfort, quality & natural beauty - a true masterpiece.

116 Roseville Rd, Westport
6 Wyngate Rd, Greenwich
$3,857,000
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
30 Inwood Rd, Darien
$3,850,000
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
107 Raymond St, Darien
$3,850,000
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
365 Greens Farms Rd, Westport
$3,850,000
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
469 Brookside Rd, New Canaan
$3,850,000
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
63 Middle Ridge Rd, New Canaan
$3,850,000
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
73 Lake Wind Rd, New Canaan
$3,825,000
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
20 Outlook Dr, Darien
$3,825,000
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
39 Louises Ln, New Canaan
$3,825,000
5 Beds ⋅ 7 Baths ⋅ 24104518 MLS
Generational Compound with all the luxuries & amenities one desires. Cascading waterfall pool, pool house, tennis court with viewing gazebo, barn, guest house, fenced garden and meandering sculpture rock garden. Set off New Canaan's highest ridge and down a private lane this resort-style estate is prime living-just one hour from NYC. This is for the discerning buyer who can spot value & potential. With 5+ bedrooms, multiple living areas, the home is designed to suit a variety of lifestyles. Additional features include a five-car garage, spa and gym suite with a jacuzzi, indoor garden room, and a very spacious in-law or caretaker suite. The beautifully landscaped 5-acres includes lush destination gardens, a fenced vegetable garden, and a dedicated pet area. A gated entry leads down a long, tree-lined drive, setting the stage for timeless charm. Outdoor living is just as impressive, with a resort-style pool framed by cascading waterfalls, a romantic pergola with outdoor kitchen, dining terrace, and a charming pool house-perfect for entertaining.This is a rare opportunity to own a peaceful retreat with mystique that has space, beauty, and versatility - all in an exceptional New Canaan location.

39 Louises Ln, New Canaan
68 Orchard Dr, Greenwich
$3,825,000
5 Beds ⋅ 4 Baths ⋅ 24126017 MLS
Welcome to 68 Orchard Drive, a distinguished residence nestled within the coveted, gated Milbrook Association. Built in 1928 and reimagined with thoughtful updates, this home seamlessly marries the enduring character of its architectural heritage with the comforts and style of modern living.The home offers five spacious bedrooms and four full baths. The primary suite is a serene retreat featuring radiant heated floors and an instant hot water system in the spa-inspired bath. Hardwood floors throughout, a wood-burning fireplace, and thoughtfully placed French doors create an inviting atmosphere that flows effortlessly from intimate gathering moments to grand entertaining. The gourmet kitchen, complete with center island, and high-end appliances, opens to warm gathering spaces, while abundant natural light highlights the home's craftsmanship and attention to detail. Beyond the home itself, ownership in Milbrook affords a lifestyle without compromise. Just moments from Greenwich Avenue, schools, and the train, 68 Orchard Drive balances privacy, sophistication, and convenience in an extraordinary way. This is a rare opportunity to own a piece of Greenwich history in one of its most sought-after neighborhoods, a residence that embodies timeless elegance and modern luxury.

68 Orchard Dr, Greenwich
35 Yarmouth Rd, Norwalk
$3,810,000
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
6 Oak Dr, Greenwich
$3,800,000
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
7 Raiders Ln, Darien
$3,800,000
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
18 Woodhill Rd, Westport
$3,800,000
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
43 Sterling Rd, Greenwich
$3,800,000
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
1 Prescott Ln, Greenwich
$3,800,000
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
1084 Sturges Hwy, Fairfield
$3,800,000
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
17 Rustic View Rd, Greenwich
$3,800,000
5 Beds ⋅ 7 Baths ⋅ 24128505 MLS
This peaceful 5-bedroom home is situated in a quiet cul-de-sac, offering easy access to schools, public transit, and highways. It features two luxurious primary suites, with the first-floor suite boasting a spacious walk-in closet and en-suite bathroom. Upstairs, the second suite impresses with vaulted ceilings and elegant finishes. The bright family room flows into a modern kitchen with updated appliances and a cozy breakfast nook. Step outside to a newly renovated deck that overlooks the beautifully landscaped backyard. The lower level offers a large entertainment area with 10-foot ceilings, a walk-out to a patio, a kitchenette, and a bathroom. Additionally, a well-planned office space on this level provides a quiet and efficient environment for working from home.

17 Rustic View Rd, Greenwich
39 Leeuwarden Rd, Darien
$3,795,000
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
1343 Smith Ridge Rd, New Canaan
$3,795,000
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
43 Stony Brook Rd, Darien
$3,775,000
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
15 Yarmouth Rd, Norwalk
$3,750,000
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
312 Compo Rd S, Westport
$3,750,000
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
58 Knollwood Ln, Darien
$3,750,000
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
74 Long Neck Point Rd, Darien
$3,750,000
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
944 Pequot Ave, Fairfield
$3,750,000
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
98 Rowayton Ave, Norwalk
$3,715,000
5 Beds ⋅ 5 Baths ⋅ 24121196 MLS
Welcome to 98 Rowayton Ave, in the heart of Rowayton where you can walk to it all! This historic home has been thoughtfully renovated, combining luxury with advanced technology for modern living. The first floor boasts new hardwood floors, a first floor en suite bedroom with radiant heat marble bathroom floors. The gourmet kitchen features Wolf and Sub Zero appliances, heated quartzite countertop, and two Sub Zero wine coolers. Renovations extend to the second and third floors, including a family room with shiplap and a wood burning fireplace, an office, 3 bedrooms and all new bathrooms. A third floor primary suite offers privacy and luxury, with great views of the Five Mile River. The home is equipped with Lutron automated custom drapery and lighting, a Sonos system, and Nest security features. CAT 6 wiring and WiFi extenders ensure seamless connectivity. Outdoors, enjoy a landscaped fenced-in yard with a sprinkler system, outdoor shower, and gas fire pit. Additional highlights include a garage wired for an electric car charger, a 10k kW Generac generator, and an EF-3000 filtration system. Every detail in this home is crafted for comfort and convenience, providing an unparalleled living experience.

98 Rowayton Ave, Norwalk

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