Refine Search
Sort by
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

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

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

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

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

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

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

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

19 Blueberry Ln, Darien
$3,711,000
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

4 Seagate Rd, Darien
$3,700,000
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

2 Point Rd, Norwalk
$3,670,000
4 Beds ⋅ 5 Baths ⋅ 24182404 MLS
Welcome to 2 Point Road, a rare offering within the gated waterfront community of Wilson Point. Nestled on an extraordinary property surrounded by mature landscaping, this architecturally significant mid-century modern home was thoughtfully designed to embrace its natural setting, capturing water views and creating a seamless connection between indoor and outdoor living. Filled with natural light and over 5600 sqft of living space, the home features an open floor plan anchored by a stunning modern kitchen, spacious dining area, and inviting living room. At the heart of the residence is a tranquil courtyard, bringing beauty and serenity to everyday living. The first floor includes a private primary suite, home office, and two additional bedrooms. Additional highlights include an oversized mudroom, a separate guest or in-law suite above the three-car garage, and a walkout lower level offering a family room, gym, and direct access to the expansive heated gunite pool and spa and surrounding grounds. Wilson Point offers a truly exceptional lifestyle with private beach access, tennis, a clubhouse, dock and boat mooring options and unmatched privacy within one of Fairfield County's most sought-after waterfront associations. A rare opportunity to own a timeless home in an extraordinary setting.

2 Point Rd, Norwalk

46 Wakeman Rd, New Canaan
$3,662,900
4 Beds ⋅ 6 Baths ⋅ 24159147 MLS
Nestled on a quiet cul-de-sac on a private lane, 46 Wakeman Road is a quintessential Country Colonial set on 4 beautifully landscaped acres. Meticulously maintained, the home blends timeless elegance with modern comfort, offering bright, expansive living spaces in a serene setting. The main level features soaring ceilings, refined details, and a gracious flow. The large, elegant living room and formal dining room open to an expansive screened porch creating a seamless indoor-outdoor flow. A stunning kitchen with spacious breakfast area, transitions effortlessly to the inviting family room with walls of windows and glass doors creating a dramatic, sun-drenched space that accesses the wraparound deck framing the picturesque grounds. The 1st-floor primary suite is a serene haven with glass doors to its own deck, dual walk-in closets and sitting area. A handsome library/office with fireplace and built-ins offers a warm workspace. Upstairs are 3 bedrooms, including a spacious secondary suite. A large bonus room with vaulted ceiling and built-in workspaces is ideal for play, media or studio use. The walkout lower level recreation room/gym has potential for a 5th bedroom or guest suite. Outdoors, rolling lawns and mature trees create a peaceful backdrop. Additional highlights include 4 fireplaces, 3-car garage, generator, 2 laundry rooms, and a windowed butler's pantry. A rare blend of privacy, space & convenience just minutes from town, top-rated schools and commuter access.

46 Wakeman Rd, New Canaan

24 Spriteview Ave, Westport
$3,650,000
4 Beds ⋅ 4 Baths ⋅ 24156059 MLS
FEMA-COMPLIANT and masterfully built in 2018, this extraordinary coastal residence at 24 Spriteview Avenue on Saugatuck Island offers an unrivaled waterfront lifestyle in one of Westport's most coveted enclaves. 4 bedrooms include 2 sumptuous primary en-suites and 3.5 impeccably appointed baths. All rooms are drenched in natural light and showcase captivating water views, creating a seamless connection to the shoreline. Custom stained hardwood floors, solar panels, and a full-house Tesla generator combine refined elegance with modern efficiency and peace of mind. The chef's eat-in kitchen is drenched in sunlight, appointed with premium appliances and an oversized island, flowing effortlessly into the family room where walls of glass open to expansive waterfront terraces designed for sophisticated entertaining. A built-in bar with kegerator elevates every gathering. A private office, bespoke built-ins, and three gas fireplaces add warmth and distinction throughout. Multiple decks and a breathtaking rooftop terrace frame panoramic sunrise and sunset vistas, along with front-row views of July 4th fireworks over the water. Residents enjoy access to three private beaches, a private backyard dock, and proximity to Cedar Point Yacht Club. Just minutes to town, train, and schools-yet a world away-the ultimate turnkey waterfront sanctuary.

24 Spriteview Ave, Westport

760 Smith Ridge Rd, New Canaan
$3,620,000
4 Beds ⋅ 4 Baths ⋅ 24184789 MLS
Featured in multiple publications and set along New Canaan's coveted Smith Ridge Road, this magazine-worthy, extraordinary estate is a masterclass in privacy, beauty, and timeless luxury. Privately nestled on more than five spectacular acres just moments from town and the New Canaan Country Club, the property offers a lifestyle that feels remarkably tucked away and private. Surrounded by sweeping lawns, curated grounds, and an atmosphere of complete tranquility, it is the kind of place that instantly slows time and is rarely available. Sunlight pours through every room, illuminating interiors that have been meticulously maintained and thoughtfully designed with an uncompromising commitment to quality. From the highest-end designer kitchen to the gracious entertaining spaces, every detail reflects exceptional craftsmanship, sophistication, and enduring style. The primary suite is a destination unto itself-a private retreat defined by sumptuous finishes, spa-like comforts, and an effortless sense of luxury. Generous secondary bedrooms, multiple work-from-home spaces, and a versatile private wing provide flexibility without sacrificing elegance. Whether hosting friends or family or enjoying the quiet beauty of the surroundings, every space has been designed to elevate daily living. Expansive patios, open lawns, and exceptional privacy create a setting that feels more akin to a private resort than a residence.

760 Smith Ridge Rd, New Canaan

25 Patricia Ln, Darien
$3,615,000
5 Beds ⋅ 6 Baths ⋅ 24161087 MLS
Welcome to 25 Patricia Lane, where timeless elegance meets modern convenience. Nestled on a highly desirable street in Darien, this 2006 Hemingway built pristine 5-bedroom, 4 full and 2 half-bath Colonial offers over 5,700 square feet of beautifully designed living space. Step inside to discover a bright, airy layout with exceptional flow, perfect for both everyday living and entertaining. The heart of the home is the stunning white eat in kitchen and great family room with fireplace, ideal for todays lifestyle. Retreat to the luxurious primary suite, complete with two expansive walk-in closets and large bath, while spacious additional bedrooms ensure comfort for all. A finished basement and third floor provide endless flexibility-think bedroom, playroom, home gym, or office space. Beyond the home itself, the location is second to none. Situated in the coveted Hindley school district, this property also boasts unparalleled walkability. Walk or bike to nearby Darien beaches and Great Island, or take advantage of the close proximity to Darien's charming shops, restaurants, and train. Outside, the flat, level yard invites outdoor fun and relaxation. Impeccably maintained and flooded with natural light, this home is ready to welcome you. Don't miss the opportunity to live on one of Darien's most sought-after streets!

25 Patricia Ln, Darien

96 Weed St, New Canaan
$3,613,300
4 Beds ⋅ 5 Baths ⋅ 24152311 MLS
Classic 4-bedroom center hall Colonial set on a beautifully landscaped property with exceptional outdoor living. Ideally located close to everything New Canaan has to offer, the home features a stunning pool, expansive stone terrace with outdoor fireplace, built in grill and smoker, and a private yard designed for seamless indoor-outdoor enjoyment. Designed for both everyday living and entertaining, the home offers a gracious and well-proportioned layout across three finished levels. The two story entry hall is flanked by a formal living room with fireplace and a private office while the elegant dining room is conveniently located off the spacious eat in kitchen that serves as the heart of the home. A comfortable family room with wood burning fireplace opens directly to the outdoor entertaining areas, the mudroom, three car garage and back staircase. The second level offers four generously sized bedrooms, including a spacious primary suite, along with well-appointed bathrooms, excellent closet space, and a versatile bonus room. The fully finished lower level is a true highlight, featuring a wine room, gym, playroom, and a custom home theater, creating an ideal extension of the living space for recreation and relaxation. Surrounded by mature landscaping that ensures privacy and tranquility, this timeless New Canaan Colonial combines thoughtful amenities, elegant flow, and outstanding indoor-outdoor living.

96 Weed St, New Canaan

16 Middlebrook Ln, Wilton
$3,610,000
5 Beds ⋅ 11 Baths ⋅ 24178405 MLS
Welcome to 16 Middlebrook Lane, a stunning custom-built Colonial in one of Wilton's most desirable cul-de-sac neighborhoods. Set on more than four park-like acres and surrounded by conservation land, this exceptional home offers elegance, craftsmanship, privacy, and comfort. A dramatic main hall creates an immediate sense of arrival with a sweeping staircase and refined architectural details. The chef's kitchen features two large islands, honed marble countertops, high-end appliances, generous storage, and French doors to the rear patio. The kitchen opens to an inviting dining and living area with a wood-burning fireplace, while the formal dining room offers coffered ceilings and an adjoining butler's pantry/bar. Oversized windows fill the formal living room with natural light, complemented by a fireplace and bar, and flowing into a custom office with built-ins and its own fireplace. Upstairs, the extraordinary primary suite lives like a private residence with a sitting room, coffee bar, private balcony, generous walk-in closets, and spa-like bath with soaking tub and steam shower. A private staircase leads to the third floor with half bath, ideal for an office, studio, or retreat. Four additional en-suite bedrooms, laundry, and a bonus room complete the second floor. The finished lower level offers recreation space, gym, game room, and full bath. An elevator serving all four levels adds rare ease and flexibility.

16 Middlebrook Ln, Wilton

5 Wilson Ave, Norwalk
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24178800 MLS
Designed by Beinfield Architecture and built in 2013, this exceptional modern colonial blends timeless craftsmanship with the ease and sophistication of in-town Rowayton living. The home offers the quality of new construction enhanced by warm, custom details and a fresh, inviting aesthetic throughout. Perfectly situated moments from the Five Mile River, train, village shops, and local beaches, the location captures the very best of coastal convenience and charm. Inside, sun-drenched living spaces, 9-foot ceilings, and an effortless open layout create an atmosphere that is both elegant and comfortable. At the heart of the home, a stunning chef's kitchen with a dramatic 12-foot marble island opens seamlessly to the family and dining areas, while a separate sitting room offers a more intimate retreat. French doors lead to a beautifully landscaped, fully fenced backyard, featuring a covered bluestone patio, mahogany deck, mature plantings, and a newly added built-in outdoor kitchen. Upstairs, the luxurious primary suite feels like a private retreat with vaulted ceilings, an oversized marble shower, soaking tub, and expansive walk-in closet. Three additional bedrooms, including one en-suite, and a conveniently located laundry room complete the second level. The finished third floor provides ideal flexibility with a fifth bedroom, full bath, wet bar, sitting area, and a private office. A rare opportunity to enjoy refined coastal living in the heart of Rowayton.

5 Wilson Ave, Norwalk

349 Beach Rd, Fairfield
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24175220 MLS
OPEN HOUSE TODAY HAS BEEN CANCELED. 349 Beach Road is the kind of home that instantly slows the pace of life - where mornings begin with walks to the beach, afternoons are spent by the pool beneath coastal skies, and evenings gather naturally around the warmth of the fire. Just moments from Fairfield's shoreline, the home offers a lifestyle that feels both relaxed and effortlessly elevated. Thoughtfully reimagined over time, the residence blends timeless character with refined modern living. Extensive updates and renovations completed throughout the past five years have elevated nearly every corner of the home while preserving its historic soul. Sunlight pours through open gathering spaces designed for connection and entertaining, while exposed antique beams, heart pine floors, and multiple fireplaces create warmth and authenticity throughout. The expanded kitchen serves as the heart of the home - a place for lingering dinners, holiday traditions, and everyday moments that feel special. Outside, the grounds feel private and resort-inspired, framed by mature landscaping and lush laurel plantings, with seamless indoor-outdoor flow to the newly added pool, stone terraces, and beautifully designed outdoor spaces. Whether hosting summer gatherings after a day by the water or enjoying quiet evenings under the glow of landscape lighting, every space was designed for effortless living. 3

349 Beach Rd, Fairfield

323 Smith Ridge Rd, New Canaan
$3,600,000
5 Beds ⋅ 7 Baths ⋅ 24166880 MLS
Pristine move in ready five-bedroom Colonial residence situated on 2.9 acres of parklike grounds. Spanning over 6,000 square feet, this home features an open floor plan with formal rooms, elegant moldings, graceful archways and French doors. The interior includes a gourmet kitchen with high-end appliances, a marble center seating island, breakfast room with coffee bar, all which open into a family room with vaulted ceilings and a fireplace. Additional highlights include a library/office with built-ins, and a primary suite featuring a private balcony overlooking the pond, a sitting area, and a marble bathroom. The property also includes a separate-entry apt. equipped with a kitchenette, a large living and dining area, a bedroom, and a full bath. The home is finished with hardwood flooring, custom millwork, and three fireplaces. Exterior amenities include a spacious deck and room for 5 cars, a heated main level 3 car garage, large mudroom, and an additional two-car garage on the lower level. The residence is conveniently located near local schools, the village center, Metro-North New Canaan station, The Field Club, and the Merritt Parkway.

323 Smith Ridge Rd, New Canaan

50 Roton Ave, Norwalk
$3,600,000
4 Beds ⋅ 3 Baths ⋅ 24164170 MLS
Originally designed by architect Roger Bartels, this stunning 4-bedroom home blends modern elegance, comfort, and the ultimate coastal lifestyle. Filled with natural sunlight, the open-concept main level is thoughtfully designed, featuring a stylish kitchen with a large center island that flows seamlessly into the dining area and spacious living room - anchored by a sleek fireplace with a cement surround. Expansive windows throughout capture views of Farm Creek, and dramatic floor-to-ceiling glass offers a stunning bird's-eye perspective. Enjoy sunset dining on the deck overlooking the water, while the private patio and enclosed backyard garden offer multiple inviting spaces for outdoor living and entertaining. The primary suite is a serene retreat, complete with a vaulted cathedral ceiling and a luxurious spa-like bath. Additional highlights include an expansive rec room and substantial first-floor storage for bikes, kayaks, and SUPs, along with parking for up to four cars. Enjoy the best coastal living in the heart of Rowayton-just a short stroll to the village, shops, restaurants, Bayley Beach, town dock, library, tennis, pickleball, dog park, and Metro-North train for an easy commute to NYC. (The Field Card lists the sq. footage as 2886)

50 Roton Ave, Norwalk

346 Frogtown Rd, New Canaan
$3,600,000
4 Beds ⋅ 6 Baths ⋅ 24161809 MLS
This stunning shingle and stone Colonial perfectly blends traditional architecture with modern luxury amenities, offering a resort-at-home lifestyle while maintaining close-to-town convenience. The heart of the home is a brand-new Deane kitchen, featuring an oversized center island, high-end side-by-side refrigerator/freezer, two sinks, two dishwashers, and a premium range. This space is complemented by a dedicated bar area equipped with a large wine fridge and additional refrigerator drawers. The main level also boasts a magnificent great room with vaulted ceilings, along with a formal dining room, living room, and a separate family room, providing the open floor plan that today's buyers prioritize. Situated on two peaceful acres near the New Canaan village center and Metro-North, the property also offers exceptional outdoor living. You will find a bluestone terrace with a full outdoor kitchen and a heated saltwater pool with a cascading waterfall spa. With three finished, move-in-ready levels, this property is a rare find.

346 Frogtown Rd, New Canaan

10 Winding Ln, Westport
$3,600,000
5 Beds ⋅ 5 Baths ⋅ 24163168 MLS
Experience the pinnacle of luxury living in this exceptional 4,600 sq ft, 5-bedroom home, ideally located in highly sought-after Old Hill. Perfectly positioned on a pristine 1-acre lot, this stunning home offers a rare "walk-to-everything" lifestyle-just steps from shopping, top-rated restaurants, and Earthplace. Designed for both elegant entertaining and everyday comfort, the home features an open-concept floor plan enhanced by timeless architectural details and modern upgrades. Sun-drenched living spaces on the main level include a gourmet kitchen, formal living room, dining area, family room, office, and a versatile pool cabana or fitness room-all seamlessly opening to an expansive patio for effortless indoor-outdoor living. Two first-floor ensuite bedrooms provide flexible accommodations. Upstairs, the luxurious primary offers a private retreat, complemented by a large playroom, laundry room, and two additional bedrooms with a shared bath-creating a versatile layout. The resort-style outdoor setting is equally impressive, featuring a gunite pool with spa, pergola, fire pit, outdoor grill area, vegetable garden, and a fully integrated lighting and sound system. Mature, century-old trees, curated specimen plantings, and extensive stonework create a private, park-like oasis. For the buyer seeking privacy while being near all the amenities that Westport has to offer, this extraordinary property combines classic elegance, modern amenities, and an unbeatable location.

10 Winding Ln, Westport

19 Thomasina Ln, Darien
$3,600,000
5 Beds ⋅ 4 Baths ⋅ 24155231 MLS
Meticulously maintained and built in 2016 by Doherty & Deleo Development, this five-bedroom colonial offers four levels of thoughtfully designed living on a highly desirable in-town cul-de-sac. The home features a bright open layout, 9' ceilings, hardwood floors throughout, and a spacious kitchen with walk-in pantry that flows seamlessly into the main living areas. An oversized mudroom, powder room, and two-car garage complete the first floor. Upstairs the primary suite includes a vaulted ceiling, walk in closet, and oversized bathroom. The finished third floor and lower level with wine cellar provide flexible space for work, recreation, or guests. Energy-efficient features include Andersen Energy Star windows, high-performance insulation, high-efficiency HVAC, and recently added solar panels delivering significant cost savings. Set on a large, flat property, the backyard offers wonderful outdoor living space with a flagstone terrace and site plans for a future pool. Located with convenient access to nearby parks, shops, beaches, and other town amenities in the coveted Hindley school district - all just 60-minutes to NYC.

19 Thomasina Ln, Darien

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!