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6 Cloudy Ln, Darien
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 24147232 MLS
Nestled on more than two private acres, 6 Cloudy Lane presents an exceptional opportunity to own a classic estate property in one of Darien's most coveted neighborhoods. A thoughtful renovation by renowned designer Louise Brooks introduced timeless architectural elements that continue to define the home today. Expansive rooms, elegant detailing, and walls of windows fill the interiors with natural light while framing serene views of the surrounding property. With approximately 5,900 square feet on two levels, the layout is designed for both sophisticated entertaining and comfortable everyday living. An inviting living room with a fireplace and a light-filled dining room with a bay window create elegant gathering spaces. The generous kitchen, featuring double islands and an eat-in area, flows effortlessly into the expansive family room, where a coffered ceiling, wood-burning fireplace, and French doors open to the outdoors-perfect for indoor-outdoor entertaining. Upstairs, the primary suite serves as a private retreat with tranquil views of the property, while four additional bedrooms provide comfortable accommodations for family and guests. The beautifully landscaped grounds include a tennis/pickleball court as well as a charming brick potting shed, offering endless possibilities as a changing room for tennis or a future pool. With its expansive lawn and mature trees, the property offers the potential to create a truly resort-like outdoor setting.

6 Cloudy Ln, Darien
174 Leroy Ave, Darien
$4,475,000
5 Beds ⋅ 5 Baths ⋅ 24182478 MLS
Beautifully renovated in 2019, this exceptional 5-bedroom home offers a seamless open floor plan, generous living spaces, & the rare combination of privacy & convenience. Perched atop a knoll & set back from the street, the property enjoys a peaceful setting while remaining just minutes from downtown train, restaurants & shopping. Designed for both everyday living & effortless entertaining, the sun-drenched interior features spacious, beautifully proportioned rooms throughout. The chef's kitchen opens to the family room & flows through French doors to an inviting outdoor terrace, creating the perfect indoor/outdoor lifestyle. A formal DR w butler's pantry is ideal for hosting, while the elegant LR showcases a stunning marble fireplace. A charming sunroom provides a cozy retreat for relaxing/reading. The luxurious primary suite features a striking lacquered vaulted ceiling & spa-inspired bath w double vanities, soaking tub & shower. 4 Addl BRs are served by 3 beautifully renovated baths, while a private tucked-away office offers ideal work-from-home space. Set on a 1.69-acre property, the grounds have been thoughtfully reimagined by a landscape architect & include multiple terraces, fairy trails & secluded fire pit. Expansive sunny flat lawns provide ample room for play, pets, & outdoor enjoyment, all within a fenced setting rarely found so close to town. A truly special offering that combines modern updates, exceptional outdoor spaces & a coveted walk to town/train location

174 Leroy Ave, Darien
21 Warnock Dr, Westport
$4,475,000
6 Beds ⋅ 9 Baths ⋅ 24146474 MLS
This striking architectural design meets refined luxury in a meticulously crafted 9,300+/- sq ft, 6-bedroom, 6 full, & 3 half bath new residence. Showcasing the collaborative excellence of AR Luxury Homes w/ interior design by Mary Beth Woods & architectural vision by Donald William Fairbanks, this exceptional property represents the pinnacle of modern sophistication w/ premium finishes, contemporary design elements & sun-drenched living spaces. Soaring 10-foot ceilings on the first floor, expansive floor to ceiling windows, open flexible floorplan, & grand-scale rooms set the tone for luxury. The chef's kitchen that flows seamlessly into the great room is the heart of the home, featuring professional-grade appliances, custom cabinetry, & refined finishes. Upstairs, a decadent primary retreat offers a relaxing seating area & serene spa-like bathroom, w/ 4 additional spacious bedrooms, each w/ en-suite baths. Finished on 4 levels, including a walkout lower level w/ additional bedroom, full bathroom, exercise room, & expansive rec space. Designed for indoor & outdoor entertaining, the beautiful level 1 acre property features areas to relax & play w/ a heated 20x 40 swimming pool w/ automatic cover. The home has space for an elevator & includes an automatic generator. Located in a desirable Coleytown neighborhood, 21 Warnock offers proximity to Westport's top-rated schools, vibrant downtown area, and stunning beaches.

21 Warnock Dr, Westport
17 Kenilworth Ter, Greenwich
$4,450,000
6 Beds ⋅ 5 Baths ⋅ 24185753 MLS
Extraordinary property. Exceptional location. A once-in-a- generation offering in one of Greenwich's most desirable in-town neighborhoods. Magnificently sited on 1.17 park-like acres along the sweeping curve of one Greenwich's most coveted cul-de-sacs, this custom-built residence offers an unparalleled combination of privacy, scale and convenience, just moments from top-rated schools, downtown Greenwich, fine dining, shopping, and Metro-North. Designed with timeless architecture and gracious proportions, this elegant six-bedroom, five-bath home showcases exceptional craftsmanship and remarkable flexibility for today's lifestyle. A distinctive feature is the private suite with its own driveway, entrance, and parking area--ideal for an in-law or nanny suite, home office, or multigenerational living. The breathtaking grounds are equally impressive, featuring sweeping lawns and an expansive, level backyard perfectly suited for entertaining, recreation, or future enhancements. An exceptional opportunity to own a legacy property where timeless elegance, extraordinary grounds and limitless potential converge in the heart of Greenwich.

17 Kenilworth Ter, Greenwich
16 Ridgebrook Rd, Greenwich
$4,440,000
5 Beds ⋅ 6 Baths ⋅ 24188162 MLS
Just minutes from downtown Greenwich, this beautifully renovated Colonial offers the ideal blend of luxury, comfort, and convenience. The bright, open interior features soaring ceilings, hardwood floors, a custom kitchen with stone countertops and stainless steel appliances, and an impressive great room with fireplace overlooking the backyard. Designed for today's lifestyle, all bedrooms feature en-suite baths, including a flexible first-floor primary suite ideal for multigenerational living, guests, or an au pair. The second-floor primary retreat offers a fireplace and private balcony overlooking the heated saltwater pool. Set on level, professionally landscaped grounds, this move-in-ready home is an exceptional offering in one of Greenwich's most desirable locations.

16 Ridgebrook Rd, Greenwich
58 Rogers Rd, Stamford
$4,400,000
5 Beds ⋅ 5 Baths ⋅ 24190845 MLS
HIGHEST AND BEST ON TUESDAY, JULY 21 AT 12:00. Discover coastal luxury on this exceptional 0.75-acre property in one of Shippan Point's premier locations. This exceptional 6-bedroom home offers 5,600 square feet of refined living with water views. The home was completely renovated in 2018 with exceptional quality and designer finishes. The backyard is a true resort-style oasis, featuring a stunning 50' x 20' pool with ipe decking, year-round spa, expansive bluestone patio and outdoor kitchen all added in 2024, perfect for entertaining or unwinding in style. Professionally landscaped grounds provide lush, manicured beauty from every angle. Beyond the property, this home includes ownership in a private beach, just steps away, and is located within walking distance to the Stamford Yacht Club. Set in one of Shippan Point's most coveted enclaves, this residence combines premium living with thoughtfully upgraded outdoor spaces - a true standout in today's market. Don't miss your chance to own a slice of coastal paradise.

58 Rogers Rd, Stamford
48 Bayberry Ln, Westport
$4,400,000
6 Beds ⋅ 6 Baths ⋅ 24186465 MLS
Set on a breathtaking professionally designed acre, 48 Bayberry Lane is a beautifully reimagined 6,775sf estate offering four finished levels of exceptional living. Thoughtfully enhanced & meticulously maintained by the current owner, the home blends timeless elegance with modern comfort in a private, resort-like setting. A dramatic double-height foyer welcomes sun-filled interiors featuring bespoke details, a formal dining room with butler's pantry, elegant living room with gas fplc and custom built-ins, and an expansive family room anchored by a wood burning fireplace. Designed with intention for both everyday living & entertaining, the eat-in chef's kitchen is a culinary showpiece, flowing seamlessly to a custom terrace through walls of glass doors, creating effortless indoor-outdoor living. Created for relaxation and gathering, the spectacular grounds feature multiple dining & lounging terraces, a built-in grill station, extensive stonework, curated gardens, and a large pool with sun shelf, all surrounded by mature evergreens for exceptional privacy. The residence offers 6 spacious bdrms, including a luxurious primary suite w/fplc, 2 walk-in closets, and a spa-inspired bath. A finished 3rd floor & walk-out lower level provide outstanding flexibility with recreation space, gym, office/guest or au pair accommodations. Ideally located near Westport beaches, downtown, dining, shopping, & train, this impressive property offers a lifestyle of convenience & sophistication.

48 Bayberry Ln, Westport
7 Pond Edge Rd, Westport
$4,400,000
4 Beds ⋅ 6 Baths ⋅ 24172774 MLS
Enjoy beach living on one of Compo Beach's most prestigious and sought-after cul de sac locations set among significant multi -million dollar homes and just steps from the water. No flood insurance required in this elevated location. This custom colonial wood shingle home provides a year round lifestyle in a coastal setting! Upon entering the 2 story foyer you immediately experience the open, relaxed beach feeling leading to the LR with an expansive bay window, extensive millwork, FP and French doors leading to a generously proportioned Family room with a stone FP, built-ins and oversized dining area. A wall of French doors leads to a private backyard oasis with heated gunite pool, spacious patio and magnificent gardens with ever changing colors and blooms! The kitchen has white cabinetry, high end stainless steel appliances and oversized island-the perfect place for entertaining and seamlessly leads to the formal DR. There is a screened porch off the kitchen which provides a place to relax with views of the pool and gardens. The spacious primary bedroom suite with FP, double walk-in closet leads into the marble bathroom with deep soaking tub, oversized shower and dual vanities. The 3 additional bedrooms are ensuite with generous closets. There is a library with floor to ceiling bookcases which is a perfect work space. The finished walk-out LL has a stone FP, full bath and has rec/play areas with unlimited uses or the perfect guest suite area. Life at the beach is the best!

7 Pond Edge Rd, Westport
30 Elm Pl, New Canaan
$4,400,000
5 Beds ⋅ 5 Baths ⋅ 24166678 MLS
Modern Luxury Meets Classic Charm on Elm Place - Experience sophisticated living in this spectacular masterpiece situated on one of the area's most coveted streets, where a dramatic, light-drenched three-story foyer flows effortlessly into a formal dining room and a sprawling front-to-back living room anchored by a classic fireplace. The heart of the home features an open-concept gourmet kitchen and an inviting family room complete with a rugged stone fireplace, custom wet bar, and sunny breakfast nook. Through elegant French doors, the living space extends to an unparalleled outdoor oasis; this private sanctuary is anchored by an expansive stone terrace and a pristine, heated Gunite pool and spa, all framed by lush, professional landscaping and a fully fenced perimeter for ultimate seclusion. The second level is home to a luxurious primary retreat with a gas fireplace, expansive walk-in closets, and a spa-like marble bath, alongside three additional en-suite bedrooms and a convenient laundry room. Versatility abounds on the finished third floor, which offers a dedicated office, family room, and a fifth bedroom, while the lower level provides a spacious gym or media room with integrated cabinetry. Ideally located just moments from award-winning schools, fine dining, and boutique shopping, with easy access to NYC and Boston, this home offers a masterclass in style, privacy, and convenience.

30 Elm Pl, New Canaan
15 Waterbury Ln, Darien
$4,400,000
5 Beds ⋅ 6 Baths ⋅ 24152795 MLS
Tucked away on a quiet private cul-de-sac, 15 Waterbury Lane offers exceptional privacy on a beautiful one-acre property in the heart of Darien. This spacious residence features 5 bedrooms, 4 full bathrooms, and 2 half baths, with a thoughtful layout ideal for both everyday living and entertaining. Generous living spaces provide flexibility for work, gathering, and relaxation, while well-sized bedrooms offer comfort and retreat. Enjoy the rare combination of a peaceful, secluded setting with excellent proximity to Darien's highly regarded public schools, making this home a standout opportunity for those seeking space, privacy, and convenience.

15 Waterbury Ln, Darien
32 West Rd, New Canaan
$4,362,500
5 Beds ⋅ 6 Baths ⋅ 24153851 MLS
One of New Canaan's distinguished landmark residences, this extraordinary home is gracefully sited on 2.6 acres of sweeping lawns and mature trees along coveted West Road, just under a mile from the village.A meticulous expansion and renovation have reimagined this home for modern living, while honoring the timeless elegance and architectural integrity of the original home. Sun-filled, graciously scaled interiors unfold through a series of beautifully proportioned rooms, where french doors throughout open seamlessly to an expansive bluestone terraces and the park-like grounds beyond.The residence offers five bedrooms and four newly renovated full baths, including a light-filled primary suite with private sitting room and walk-in closet.The ground floor features a stunning Great Room, a front to back living room, an elegant dining room and a beautifully refreshed chef's kitchen that opens to a light-filled breakfast room with its own private stone terrace. An expansive family room, framed by walls of windows, captures sweeping views of the landscape. Completing the first floor plan is a new bright and sunny laundry room, two beautifully appointed half baths and a thoughtfully designed mudroom leading to a brand-new second-floor home gym.The third floor boats a private home office and another bedroom suite with full bath. A truly rare and incomparable offering, combining vintage charm, modern luxury, and an exceptional West Road location; ready for the most discerning buyer.

32 West Rd, New Canaan
148 Douglas Rd, New Canaan
$4,350,000
6 Beds ⋅ 6 Baths ⋅ 24184857 MLS
Perfectly positioned in the heart of town & just a short walk from train, park and schools, Douglas Road is an extraordinary home built by Cognetta Homes. Thoughtfully designed to blend timeless craftsmanship with modern luxury. Offering over 7000 sq. ft. on four beautifully finished levels, this stunning residence features 6 bedrooms, 6 baths & a light-filled floor plan that seamlessly connects elegant interior spaces with outdoor living. Designed for both sophisticated entertaining & comfortable everyday living, the home showcases premium finishes, generous proportions with meticulous attention to detail throughout. At the heart of the home is a spectacular chef's kitchen featuring Wolf and Sub-Zero appliances, custom cabinetry, a spacious walk-in pantry & an adjoining dining area complete with a butler's station & wine bar. A dramatic floating staircase serves as a striking architectural focal point, while the glass-enclosed office provides an inspiring, private workspace. The luxurious primary suite offers a true retreat, highlighted by a spa-inspired bath with radiant heated floors. Abundance of light with impressing soaring ceilings on the third level & a finished lower level featureing a gym, spacious game room, lounge area, a private bedroom with full bath-ideal for guests, a home office & a playroom creating the perfect space for an au pair, or a sixth bedroom. One of a kind, luxury home in one of the area's most desirable locations with sidewalks to town and school

148 Douglas Rd, New Canaan
44 Andrews Dr, Darien
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 24157816 MLS
Situated proudly on a knoll near the center of town, this beautifully crafted Nantucket-style Colonial blends timeless grandeur with effortless livability. A gracious front-to-back foyer welcomes guests and draws the eye upward to the belvedere, a hidden nook where sunlight pours in and creates a dramatic entrance. The library is wrapped in floor-to-ceiling bookshelves, creating an intimate space to read beside the fireplace, enjoy a drink from the wet bar or relax on the adjoining covered patio. The dining room, centered around a grand fireplace, is equally striking and complemented by a butler's pantry with wet bar for seamless entertaining. At the heart of the home, the well-appointed chef's kitchen features an expansive island with seating for five and opens to a great room, where a fireplace and sunlit dining area create a natural gathering place while opening up to the backyard patio for easy entertaining. Bathed in afternoon light, the formal living room is an elegant setting for fireside conversation and quiet relaxation. Upstairs, a thoughtfully designed office with built-in desks leads to 4 ensuite bedrooms, a huge rec room, laundry facilities and a gracious primary suite, complete with a sitting area, fireplace, dressing room and 2 primary baths for refined tranquility. An oversized three car garage has masterfully designed storage while an expansive unfinished basement offers abundant space and possibilities...all just steps from town, dining, and shopping.

44 Andrews Dr, Darien
112 Sheephill Rd, Greenwich
$4,350,000
6 Beds ⋅ 8 Baths ⋅ 24149698 MLS
Tucked away on a quiet cul-de-sac off Sheephill Road, this new construction home - which was once a local theatre- offers 6,447 square feet of inspired living. Spanning four floors, the details blend timeless craftsmanship with contemporary design for everyday living. The chef's kitchen truly is the heart of this home, with custom cabinetry and a generous island that flows into an inviting family room with additional custom millwork and a fireplace. There are sliders which open to the terrace with an outdoor kitchen- all perfect for effortless entertaining. A formal dining room, butler's pantry, and a private en-suite office also on the main level provides flexibility for modern living. The primary suite features a vaulted ceiling with an electric fireplace, and a spa-like bath with soaking tub and steam shower, along with a large walk-in closet. 3 additional ensuite bedrooms complete the second floor. The third level offers a light filled play space and an additional bedroom/home office and full bathroom. The lower level extends your experience with a dog washing station, fitness room, recreation area, and another ensuite bedroom with a walk-out to the private backyard. Potential wine cellar and sauna spaces are available, as well as a potential pool site. Still time for bathrooms, kitchen, paint and stain customizations. Every element of this home its proportions, finishes, and flow has been designed for a life of comfort, connection, and quiet distinction.

112 Sheephill Rd, Greenwich
26 Morningside Dr S, Westport
$4,350,000
7 Beds ⋅ 8 Baths ⋅ 24147443 MLS
Now fully complete, this newly built residence in Greens Farms offers a rare blend of architectural presence, modern comfort, and understated luxury. Crafted by a seasoned Westport builder with a fresh perspective, the home delivers a level of finish and warmth that distinguishes it from typical new construction. The outdoor experience is now fully realized with a custom gunite pool and over $150,000 of additional landscaping, creating a private, resort-style setting designed for everyday enjoyment and entertaining. Inside, a chef's kitchen anchors the main level with bespoke cabinetry, professional appliances, and a generous island that naturally brings people together. Open dining and family spaces flow seamlessly, complemented by a private library and an oversized three-car garage designed for the car enthusiast. The primary suite is a serene retreat with sitting area, spa-inspired bath, and custom dressing room, joined by four additional en-suite bedrooms and second-floor laundry. The third floor offers a full movie theater, office, and game area, while the finished lower level features a climate-controlled wine room, sauna, gym, and secondary prep kitchen with full-size refrigerator and freezer ideal for hosting or extended stays. Bluetooth audio, designer lighting, integrated TVs, and three fireplaces enhance the home throughout. Minutes to train to NYC, Compo Beach, Westport's best amenities, this move-in-ready home represents exceptional value at this price.

26 Morningside Dr S, Westport
28 Crooked Mile Rd, Darien
$4,315,000
5 Beds ⋅ 7 Baths ⋅ 24148496 MLS
Welcome to 28 Crooked Mile Road! Privately sited at the end of a quiet cul-de-sac in North Darien on a private road in the Ox Ridge school district, this handsome cedar shingle-clad colonial sits on two beautifully manicured acres with mature trees and planting beds. The property offers wonderful western and southern exposure, the house is truly flooded with sunshine throughout the day. The home underwent a major renovation in 2007 and more recently, in 2020, the kitchen and bar area had a fabulous redo!. The classic shaker style kitchen shares an adjacent family room with a fireplace and access to the patio beyond. Formal living and dining rooms and an office anchor the first floor, along with a magazine worthy, newly renovated sunroom (complete with wet bar)! The second floor holds 5 bedrooms. Four are en-suite and positioned along the south side of the house, while a 5th (and potential 6th) bedroom sit on the North side - well suited for guests, older children or an au pair. Also, up the back stairs, is a generous bonus room, perfect for any number of activities! In 2025 the entire roof was replaced, and an array of solar panels were installed on the rear of the home. An electric car charger in the 3-car garage and generator complete this very well-equipped house. Don't miss the chance to make this well maintained and beautifully updated colonial your forever home!

28 Crooked Mile Rd, Darien
5 Marc Ln, Westport
$4,310,811
4 Beds ⋅ 5 Baths ⋅ 24170859 MLS
The Deck House, a true masterpiece of modern design, seamlessly blending architectural brilliance with the beauty of its natural surroundings and an incredible offering of outdoor living. Oversized windows invite natural light in and and frame the views of the surrounding landscape. Rich wood finishes and natural stone surfaces create an organic aesthetic throughout. The main floor is designed with versatility in mind, offering bright, open-concept living and dining spaces perfect for gathering, along with a quieter wing with two bedrooms and a lounge. Upstairs, you'll find the luxurious primary suite with dressing room, sleek bath, corner fireplace and deck access, an additional en suite bedroom, a dedicated office, and a home gym. And then there's the outdoors-a true haven for both relaxation and recreation. Expansive decks on multiple layers, and a sparkling salt water pool set the stage for enjoying the company of family and friends, while the sport court adds extra fun. The professionally designed landscaping and lighting bring the spaces to another level. Located on a quiet cul-de-sac right in the center of town, this special home is close to town, schools, shopping and dining!

5 Marc Ln, Westport
215 Ocean Dr W, Stamford
$4,300,000
5 Beds ⋅ 4 Baths ⋅ 24167132 MLS
Set on 150 feet of private sandy beach along Stamford Harbor, this exceptional Shippan Point waterfront offers a rare combination of direct sandy beachfront, striking views, and an exceptional position along the waterfront. With a western-facing orientation, the property enjoys beautiful sunsets and sweeping water views across the harbor and out toward the New York City skyline. Approached by a cobblestone driveway and surrounded by mature landscaping, the home has an understated and refined presence. The rear of the property opens to a broad terrace and manicured lawn that lead directly to the beach, creating a seamless connection to the water. This 5-bedroom, 3.5-bath home offers light-filled living spaces, many oriented toward the water. A spacious kitchen with oversized island and adjacent breakfast area opens to the outdoors, while a formal dining room and multiple living areas provide flexibility. A full-length enclosed porch offers panoramic water views and is one of the home's standout features. The property also includes a separate cottage on its own parcel, offering flexibility for guests, extended family, or future use. Located just a short walk from the Stamford Yacht Club and only minutes to Metro North with frequent express service to Manhattan, the setting offers a unique combination of privacy, accessibility, and direct connection to the water that is difficult to replicate.

215 Ocean Dr W, Stamford
8 Pasture Ln, Darien
$4,300,000
6 Beds ⋅ 6 Baths ⋅ 24167667 MLS
Welcome to 8 Pasture Lane, a property that redefines FUN in luxury living with resort-style elegance in one of Darien's most desirable locations. This stunning 6-bedroom, 5,500 sq. ft. home offers impeccable design, thoughtful architecture & an extraordinary flow that's as unique and functional as it is beautiful. From the moment you step inside, the first floor sets the tone for a home that's both inviting & impressive. Its seamless layout creates an open and effortless connection between spaces, with true showstoppers including the awesome kitchen-family room & vibey primary suite. A rare change from the everyday Darien offering this home just invites easy living & serious entertaining. But the magic doesn't stop indoors. Sitting on just under an acre, the landscaped grounds feel like your own personal retreat. Whether it's a refreshing dip in the gorgeous heated pool, a soak in the spa, or relaxing in the private back yard, there's something here for everyone. The turf field, in particular, is a dream for athlete's training or a little outdoor fun-it's perfect for practices, games, or simply running around. Want more? The finished basement offers endless versatility, ready for a playroom, or your own private media center. And let's not forget the unbeatable location-just minutes from beaches, shops, top-notch restaurants, & the train, 8 Pasture Lane seamlessly combines convenience with tranquility. A lifestyle designed for making memories & savoring every moment.

8 Pasture Ln, Darien
15 Beach Dr, Darien
$4,300,000
4 Beds ⋅ 5 Baths ⋅ 24165331 MLS
Masterfully renovated and expanded by renowned architect Chad Nehring, this 1929 Colonial features a chef's kitchen boasting a centerpiece 10' island, heated gunite pool, and seamless indoor-outdoor living. Set on beautifully landscaped, private, and fully fenced-in grounds and thoughtfully designed for both elegant entertaining and everyday comfort. This home offers a gracious living room with wood-burning fireplace, formal dining room with custom paneling and hand-painted walls, and a stunning kitchen with Vermont White quartzite countertops, custom cabinetry, GE Monogram appliances, Viking refrigerator and freezer columns, dual Bosch dishwashers, and a well-appointed bar area. Completing the main level is a family room with custom built-ins, a music room for your grand piano, a private office with three desk areas, and a thoughtfully designed mudroom and powder room with radiant heated floors. French doors from the family room open to an expansive bluestone and granite terrace with custom stonework and outdoor kitchen, overlooking the private yard and heated 16'X32' pool with automatic cover. Upstairs, the primary suite features a spa-like bath with soaking tub, oversized shower, radiant heated floors and custom walk-in closet. Three additional bedrooms and two full baths complete the second level. A finished third floor with full bath offers flexibility for a guest suite, office or playroom, while the lower level includes a gym, gaming room, and recreation area.

15 Beach Dr, Darien
378 Penfield Rd, Fairfield
$4,300,000
6 Beds ⋅ 6 Baths ⋅ 24155905 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

378 Penfield Rd, Fairfield
21 Lockwood Cir, Westport
$4,265,000
6 Beds ⋅ 7 Baths ⋅ 24158946 MLS
Imagine a residence where every element has been considered for gracious living in stylish surroundings. This newly completed home by awardwinning Able Construction is set on a peaceful Coleytown estatearea street, framed by scenic land that enhances its sense of calm. A dramatic foyer with a woodaccented ceiling and millwork feature wall introduces interiors defined by creative decor, walls of glass, and exquisite lighting. The great room, anchored by a marble fireplace and French doors to the pool and patio, flows into the designer kitchen with a striking island, stone counters, custom cabinetry, Thermador appliances, and a beautiful and functional pantry. The dining room is a jewel, offering an elegant setting with illuminated shelving and views of the grounds. A quiet office and superb mudroom add daily convenience. A glasslined stair tower leads to sunfilled bedroom suites, beginning with the sublime primary suite set beyond double doors. An arched entry reveals a kingsized bedroom with balcony, two custom walkin closets, and a spalike bath with glass shower and distinctive vanity. The upper level also offers a laundry room with double washer and dryers and access to the finished thirdfloor bonus space. The lower level includes a fifth bedroom suite, recreation room, gym and media areas, and generous storage. Outside, the pool becomes the centerpiece for entertaining and relaxing at this designcentric showplace of style.

21 Lockwood Cir, Westport
33 Cliffdale Rd, Greenwich
$4,260,000
5 Beds ⋅ 5 Baths ⋅ 24163978 MLS
Golden opportunity to own four private acres in Greenwich's coveted Back Country. Tucked behind a gated stone entrance, this stunning Colonial sits on rolling lawns with sunset views to scenic Laub Pond. Renovated by renowned Lighthouse Architects, it blends classic New England charm with modern luxury and includes plans for future expansion. The primary suite is a true retreat, featuring mahogany vaulted ceilings and a fireplace, evoking a boutique hotel feel. Four additional bedrooms offer ample space, while expansive living areas are perfect for both quiet nights and entertaining. A sparkling pool, sweeping lawns, and rare privacy complete the setting. Just minutes from top schools, country clubs, and town.

33 Cliffdale Rd, Greenwich
800 Verna Hill Rd, Fairfield
$4,250,000
4 Beds ⋅ 8 Baths ⋅ 24180502 MLS
Set on one of Fairfield's most coveted streets, this is the kind of home families spend years hoping will become available. Set on 3.35 acres on prestigious Verna Hill Road, adjacent to Fairfield Country Day School, this is the kind of property that becomes the backdrop for decades of memories. Summer afternoons by the pool and spa. Holiday dinners that bring everyone together. At the center of it all is a home that balances grandeur with warmth. The gracious living and dining rooms, with their soaring ceilings, were made for entertaining, while the sunroom and family room naturally become gathering places, overlooking the pool, patio, and grounds. Tucked away, a richly paneled office with fireplace and French doors opening to a private garden provides a quiet retreat. The four bedrooms are all en-suite, with the primary offering his and her baths and dressing rooms, along with the convenience of an elevator. Connected by a breezeway, the detached three-car garage is topped by a 1,000 sqft studio apartment (5th bedroom) with a kitchen, full bath, and washer and dryer-ideal for au-pair, extended family or gym. Outside, resort-style amenities include a pool, spa, expansive terraces overlooking the flat manicured backyard. Properties like this are increasingly rare: timeless architecture, one of Fairfield's most coveted addresses, all just minutes from town, beaches, and country clubs.

800 Verna Hill Rd, Fairfield
83 Long Lots Rd, New Canaan
$4,250,000
5 Beds ⋅ 6 Baths ⋅ 24179208 MLS
Perched on a sunny knoll overlooking two acres of beautifully landscaped grounds, this thoughtfully expanded center hall colonial in coveted Hoyt Farms is a rare find. Mature specimen trees of remarkable scale anchor the property, lending an established presence that simply cannot be replicated. Inside, a seamless expansion honors the home's colonial origins while adding the generous proportions that today's living demands - five bedrooms, six baths, and a layout configured for both practical family life and gracious entertaining. The pool area is the undisputed centerpiece; a stunning pool and separate spa set the stage for effortless gatherings, while a fully equipped outdoor kitchen and wood-fired pizza oven make it a natural destination from spring through fall. At this scale, on these grounds, in Hoyt Farms - 83 Long Lots is a genuinely special offering.

83 Long Lots Rd, New Canaan
225 Marvin Ridge Rd, New Canaan
$4,250,000
6 Beds ⋅ 7 Baths ⋅ 24179792 MLS
Exquisite 6-Bedroom Colonial on Over 3 Private Acres - This is the one you've been waiting for-a timeless estate designed for gracious living, exceptional entertaining, and the creation of lifelong memories. Set at the end of a private lane on over 3 spectacular acres, this exceptional Colonial blends timeless elegance with modern luxury. A grand foyer with a sweeping curved staircase welcomes you into beautifully scaled rooms featuring soaring ceilings, exquisite millwork, and abundant natural light. Formal living and dining rooms, each with a fireplace, flow seamlessly into an impressive library w/custom built-ins and a sun-filled family room w/French doors opening to an expansive terrace. The gourmet kitchen overlooks the pool and adjoins a charming paneled breakfast room with a fireplace, creating the perfect setting for everyday living and entertaining. Upstairs, a gracious landing overlooks the dramatic foyer and leads to a luxurious primary suite with fireplace, custom cabinetry, and a spa-inspired bath. Three additional en-suite bedrooms, a spacious bonus room, and a private guest suite provide exceptional flexibility. The fully finished walk-out lower level offers a large playroom, guest suite with full bath, and a dedicated fitness room. Outside, enjoy the private, park-like grounds complete with stone walls, a new pool, fenced yard, and playset. Just minutes from town, train, and award-winning schools, this rare offering combines privacy, scale, and convenience.

225 Marvin Ridge Rd, New Canaan
90 Five Mile River Rd, Darien
$4,250,000
5 Beds ⋅ 5 Baths ⋅ 24158599 MLS
This exceptional 5-bedroom, 41/2-bath Nantucket-style Colonial blends refined architecture with relaxed coastal living. Thoughtfully renovated in 2012 by Steven Mueller Architects LLC and refreshed by the current owners in 2021, the home welcomes you with a dramatic two-story foyer and beautifully designed interiors filled with natural light. Crisp millwork, shiplap detailing, coffered ceilings, and custom built-ins create a timeless backdrop throughout. The elegant yet inviting living spaces include a serene living room centered around a sleek fireplace with symmetrical built-ins and wide-plank floors, ideal for both everyday living and entertaining. Water views from many rooms enhance the home's peaceful coastal setting, filling the interiors with light and openness. Outdoors, elegant bluestone patios, an elevated second-floor deck positioned for sunset views, and professionally landscaped grounds overlook the scenic Five Mile River-an idyllic setting for both quiet moments and memorable gatherings.

90 Five Mile River Rd, Darien
49 Hillspoint Rd, Westport
$4,225,000
5 Beds ⋅ 7 Baths ⋅ 24119112 MLS
Set discreetly at the end of a long drive and screened by mature landscaping, this exceptional Hillspoint residence offers a surprising sense of privacy in one of Westport's most convenient coastal settings. Just moments from Longshore Club Park, Compo Beach, town and train, it perfectly blends luxury, lifestyle and accessibility. Inside, soaring ceilings and sun-filled spaces create a light, airy flow enhanced by high-end finishes throughout. Designed for everyday living and effortless entertaining, the expansive chef's kitchen with double refrigerators, dishwashers and ovens anchors the home, opening to inviting dining and gathering spaces. Upstairs, a private family wing with its own library and a finished third-floor retreat provides flexible space for study, play or creative pursuits. The walk-out lower level elevates the experience with a laser home theater, media lounge, gym and game room for year-round enjoyment. Outdoors, a heated saltwater pool and spa, pergola and sweeping lawn framed by roses and grasses create a private resort setting. Savant smart home technology offers integrated music inside and out, lighting controls, automated shades, full irrigation, landscape lighting and comprehensive security, all managed from your phone. Peaceful, refined and unexpectedly serene, this home lives like a retreat while placing you at the center of everything Westport has to offer.

49 Hillspoint Rd, Westport
2 Wahneta Rd, Greenwich
$4,220,000
6 Beds ⋅ 5 Baths ⋅ 24180733 MLS
A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy family room, and a bright eat-in kitchen with direct access to a bluestone patio and expansive private backyard, perfect for summer entertaining, outdoor dining, and everyday enjoyment. The second floor features a primary BR with luxurious bath, fireplace, walk-in closet, and private sun deck, along with four more bedrooms and an additional full bath. The third floor offers flexible space for family and guests. The walkout lower level includes a recreation room, exercise area, and another full bath. Ideally located midway between the shops, schools, and train in OG Village and the sandy shores of beautiful Tod's Point Beach. Zoned for Old Greenwich and Eastern Middle Schools.

2 Wahneta Rd, Greenwich
3 Stonewall Ln, Westport
$4,210,000
5 Beds ⋅ 7 Baths ⋅ 24167276 MLS
Tucked away on a coveted Westport lane, 3 Stonewall Ln. offers an exceptional blend of sophistication and modern comfort. This expansive 5-bedroom residence features 5 full baths and four full floors of beautifully finished living space, providing unparalleled flexibility for both grand entertaining and seamless work-from-home living. The home's impressive proportions are evident throughout, with generously sized rooms, soaring 10ft ceilings, and an effortless flow. Front and back staircases enhance both functionality and flow, ideal for everyday living. A finished walkout basement includes an additional room with a full bath, perfect for guests, an au pair, a gym, or a private office suite. Step outside to your backyard retreat, where a stunning pool with an automatic cover and built-in spa takes center stage. This resort-style setting is ideal for relaxing, entertaining, and extending your living space outdoors year-round.

3 Stonewall Ln, Westport

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