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20 Buttonwood Ln, Darien
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24185736 MLS
Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless possibilities for play, entertaining, gardening, and future enhancements. At the heart of the home is a beautifully renovated gourmet kitchen designed for both everyday living & effortless entertaining. The adjoining family, dining, living & sunrooms all flow seamlessly to the outdoor terrace, creating an ideal setting for indoor-outdoor living. Rounding out the first floor is the home office, and the newly renovated mudroom with custom built in lockers, radiant herringbone brick floors, natural oak desk, full size washer dryer & oversized soapstone sink. The 2nd level is home to all 5 bedrooms, including the primary suite w/ large balcony & an in-law suite with separate staircase for flexible living arrangements. The finished LL includes a gym and secondary laundry. The unfinished walk up 3rd floor provides great space for easily accessible storage or the option to finish for an additional 400+ sq ft of living space. Ideally situated on one of Darien's most coveted streets, just moments from Cherry Lawn Park, downtown Darien, Metro-North, and Ox Ridge Elementary, 20 Buttonwood offers a rare combination of escape and convenience. Don't miss this opportunity to own a Darien classic!

20 Buttonwood Ln, Darien

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

111 Parish Ln, New Canaan
$4,500,000
6 Beds ⋅ 8 Baths ⋅ 24146706 MLS
Elevated luxury. Prime location. Unmatched privacy. Scenic views. Discover the pinnacle of privacy and sophisticated living in this magnificent Brick Georgian Colonial. Poised at the end of a private Lane with gated entry high atop 3.8 professionally landscaped acres, this estate is a rare nature sanctuary just minutes from the heart of town. Exceptional Craftsmanship: Built to endure, this steel-reinforced residence features a classic brick exterior and a 100-year slate roof. Inside, the 7,300 SF floor plan is grand and light-filled, offering a flexible layout perfect for a multi-generational lifestyle. Soaring 10-foot ceilings define the spacious interiors, which include 6 generous en-suite bedrooms and 3 dedicated home offices and a library designed for the modern professional. Outdoor Oasis: The park-like grounds are anchored by a 50' x 20' heated pool with an electric cover and a professional-grade greenhouse-perfect for year-round horticultural pursuits. Utility & Security: Every convenience is considered, featuring a 5-car heated garage and a full-house automatic generator for seamless, year-round comfort and peace of mind. Unrivaled Location: Experience the serenity of a private retreat with the convenient sought after neighborhood location.

111 Parish Ln, New Canaan

348 Sound Beach Ave, Greenwich
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24136087 MLS
Only four blocks south of the village, experience the best of Old Greenwich living in this sophisticated Nantucket Shingle-Style Colonial. Built in 2007, this residence has been meticulously refreshed with a contemporary aesthetic and modern amenities to meet the demands of today's buyer. Set in a coveted central location, the home offers an expansive 5,500 square feet of finished living space, featuring a specious 6-bedroom, 5 1/2-bathroom layout. The airy, open-concept design seamlessly blends formal entertaining areas with casual family living. The main level is anchored by a gourmet chef's kitchen with professional-grade appliances, which flows into the family room with generous built-in cabinets and a fireplace. Adjacent to the family room is a tranquil sun-filled sun room. French doors lead out onto the stone patio and private backyard. Architectural details include a welcoming mahogany wrap-around front porch and a unique leaded glass antique front door, a sweeping entry, high ceilings throughout, custom built-ins. Upstairs, the master suite provides a peaceful retreat with a luxurious bath and two custom walk-in closets, while additional bedrooms offer space and comfort for family or guests. The finished lower level includes a fireplace in the family room, a bedroom, a complete bathroom, a generous wet bar and a second washer and dryer, as well as ample storage space.

348 Sound Beach Ave, Greenwich

50 Buttonwood Ln, Darien
$4,500,000
7 Beds ⋅ 7 Baths ⋅ 24128389 MLS
Originally built in 1929, this distinguished residence has been meticulously expanded and renovated to showcase time-honored design reimagined for contemporary living. A stone facade, crisp white exterior, and welcoming front porch set an elegant tone upon arrival. Inside, the home achieves a graceful balance between formal and informal living. Sunlit rooms framed by generous windows create an inviting warmth, while preserved details-including curved archways-honor the home's history. The thoughtful renovation enhanced both scale and flow, introducing expansive gathering areas, a chef's kitchen, and versatile spaces equally suited for entertaining or everyday living. Upstairs, the primary suite provides a serene retreat with a wood-burning fireplace and French doors opening to a private deck. Six additional bedrooms are generously proportioned and thoughtfully arranged to provide comfort and privacy. A large recreation room with custom built-ins adds flexibility, accommodating everything from work to play. Outdoors, the beautifully landscaped property features a bluestone patio with a built-in grill-creating an exceptional setting for al fresco dining, gatherings, and quiet enjoyment.

50 Buttonwood Ln, Darien

336 Ocean Dr W, Stamford
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24104678 MLS
Stately Shippan Point Estate set on a rare 1.64-acre parcel with distant views of Long Island Sound, this distinguished Colonial residence offers an extraordinary living experience in Stamford's most coveted waterfront neighborhood. Included in the sale is an adjoining property with a fully renovated 1,900-square-foot Carriage House, creating a significant compound ideal for entertaining and everyday living. A sweeping circular driveway leads to a grand entrance, opening to a gracious foyer, elegant living room, and formal dining room. The sun-filled family room and sunroom feature stone fireplaces and overlook the pool area and landscaped gardens. A stunning lounge with custom decor by Fine Paints of Europe and a built-in bar adds charm and elegance. The expansive kitchen includes two Wolf ovens, Sub-Zero refrigerator, wine cooler, center island, and sunny breakfast room. Public rooms flow to a pergola-covered dining terrace with outdoor kitchen, 60-foot pool with spa surrounded by Croatian marble, pool house with half bath, and sweeping lawns. Upstairs, the spacious primary suite offers a fireplace, marble bath, and custom closets. With seven bedrooms, four full baths, two half-baths, a recreation room, gym, and a two-car garage in the Carriage House, the home easily accommodates family and guests. A short walk to Stamford Yacht Club, five minutes to the train, with 45 min express service to NYC! A unique opportunity to own one of the largest landholdings in Shippan Point!

336 Ocean Dr W, Stamford

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

11 Old Oak Rd, Darien
$4,425,000
5 Beds ⋅ 6 Baths ⋅ 24126582 MLS
Nestled on a quiet cul-de-sac in the Boulder Ridge Association, 11 Old Oak Road is a timeless 5-bedroom, 5.5-bathroom colonial that offers the perfect blend of classic elegance and modern comfort. Step inside and you'll be greeted by spacious, sun-filled rooms that make this home ideal for both everyday living and elegant entertaining. The formal dining room, living room, sitting room, study, and butler's pantry add to the home's refined charm-but the heart of the house is truly exceptional. The chef's kitchen-featuring top-of-the-line appliances, custom cabinetry, and a large center island-flows seamlessly into the expansive family room, where a soaring cathedral ceiling, wood-burning fireplace, and French doors open onto the terrace and the pool beyond, creating an effortless indoor-outdoor lifestyle. Upstairs, the primary suite serves as a private retreat, complete with a balcony, office, two walk-in closets, and a spa-like bathroom with dual vanities and lavatories, soaking tub, and a separate steam shower. An additional 1,000-square-foot finished basement with a full bathroom provides flexible space for a home gym, media room, or guest accommodations-and the three-car garage is a welcome bonus. Residents of Boulder Ridge enjoy access to Boulder Ridge Park, which includes a playground and tennis court. Located in a peaceful, private setting just minutes from Darien's top-rated schools, shopping, dining, and the train, this special property offers the best of both worlds.

11 Old Oak Rd, Darien

13 Farm Creek Rd, Norwalk
$4,425,000
5 Beds ⋅ 5 Baths ⋅ 24094952 MLS
Stunning New Construction in Prime Rowayton Location! Located just 1/2 mile to Bayley Beach and Rowayton Village, this exceptional new home, to be built by Sterling Associates, offers 5,500+ sq ft across three levels with soaring ceilings, oversized windows, and west-facing water views. The main floor features a light-filled family room (with a fireplace!) open to an incredible kitchen. Beyond the kitchen is a private patio oasis, perfect for entertaining or relaxing. Don't miss the scullery behind the main kitchen- the perfect setup. There is a separate bar moment leading to the formal dining room. A private study completes the first floor. Upstairs, the luxurious primary suite includes a fireplace, large walk-in closet, and spa-like en suite bath. Two bedrooms share a Jack & Jill bath, while a fourth enjoys a private en suite. The third floor offers a fifth bedroom with full bath-ideal for guests, office, or flex space. Estimated completion: Dec 2025. Get in early to customize finishes and make this home truly yours. Specs and allowances provided upon request.

13 Farm Creek Rd, Norwalk

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

32 Edgewater Hillside, Westport
$4,400,000
3 Beds ⋅ 4 Baths ⋅ 24133335 MLS
A breathtaking waterfront retreat where architecture, craftsmanship, and setting unite in rare harmony. Designed by renowned architect Roger Bartels and built by one of Westport's most respected builders, Don Miro, this sophisticated beach house captures panoramic water views from each and every room. The current owners have thoughtfully enhanced the property with extensive updates, including meticulously designed new landscaping and hardscaping, and a spectacular 1000-square-foot glass-walled deck - the perfect vantage point to soak in sweeping water views. Additional updates throughout this exceptional residence include all-new white oak floors and new technology and systems. Primary suite with soaring vaulted ceiling and private glass-walled office and 2 additional ensuite bedrooms with vaulted ceilings, all with water views. Situated on a coveted Compo Beach cul-de-sac, the property offers both serenity and access - launch a paddle board or kayak from your own shore, then stroll to Old Mill Beach and Old Mill Grocery Cafe for sunset and a glass of wine. Soaring ceilings, curved walls, bespoke millwork, and flawless finishes define its refined interiors, while the dramatic exteriors and views impress. A home as rare as its setting, this is waterfront living at its most elevated - a private escape that embodies Westport's most coveted lifestyle, just minutes from downtown Westport's shops and restaurants, and a world away from the ordinary.

32 Edgewater Hillside, Westport

72 Shorefront Park, Norwalk
$4,395,000
4 Beds ⋅ 7 Baths ⋅ 24090704 MLS
Welcome to 72 Shorefront Park-a recently built waterfront FEMA compliant masterpiece by renowned CJT Builders, where luxury and lifestyle meet in perfect harmony. Thoughtfully designed with the finest finishes and exceptional attention to detail, this elegant residence features 4 spacious bedrooms, 4 full en suite baths, and 3 half baths. Take in sweeping water views from nearly every room, or retreat to your private outdoor oasis complete with a sparkling pool, outdoor kitchen, and soothing hot tub. Boating enthusiasts will love the private dock with direct access to the tranquil waters of Long Island Sound-perfect for kayaking, paddle boarding, or exploring the picturesque Norwalk Islands. An in-home elevator provides seamless access to all levels, enhancing both comfort and convenience. Enjoy access to two association parks. Whether you're hosting unforgettable gatherings or savoring quiet waterfront moments, this exceptional home offers a refined blend of sophistication, comfort, and coastal charm and is ready for you to enjoy this summer.

72 Shorefront Park, Norwalk

29 Covelee Dr, Norwalk
$4,395,000
5 Beds ⋅ 5 Baths ⋅ 24092291 MLS
Welcome to Saugatuck Shores, an exceptional waterfront enclave offering unparalleled luxury and privacy.A boater's dream come true w/ your own dock and direct access to LI Sound.This hidden gem neighborhood has a labyrinth of quiet,walkable streets, culminating in a cul-de-sac.Private Covlee Assn membership w/ sandy beach & social gatherings.The 5 bedroom high-end masterpiece w/ elevator was designed to capture glistening water views.Enjoy spectacular sunrises over Bermuda Lagoon & magical sunsets w/ big sky views year-round.Entertain friends w/ both Westport & Norwalk fireworks from the expansive 2nd floor deck. 1st floor features Family Room with fireplace & expansive windows overlooking the in-ground pool, terrace & dock. Private wing with 2 bds & full bath offers options for multi-generational living, guests & work from home spaces. Circular stairs lead to sun-drenched 2nd floor Great Room w/ open water and marsh views & stunning 2-story cathedral ceiling & 2 en-suite bedrooms.Third floor dedicated Primary suite w/ incomparable vistas, private deck,wet bar & gas fireplace.The open floorplan lets each room dissolve into the next seamlessly, yet includes welcoming niches of privacy for reading, relaxing or working.Gourmet Kitchen, Wetbar, Butler's Pantry, Formal Living and Dining Rooms, Outdoor Shower, nearby tennis,golf,sailing & rowing clubs. A lifestyle beyond compare! Easy commuting distance to NYC & minutes to trendy Westport/Saugatuck downtown,train station & I-95

29 Covelee Dr, Norwalk

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

261 Hollow Tree Ridge Rd, Darien
$4,350,000
5 Beds ⋅ 6 Baths ⋅ 24126735 MLS
This charming 5-bedroom Cape Cod home, originally built in 1941 and extensively renovated, expanded and rebuilt in 2015, is the perfect blend of classic elegance and modern comfort. Nestled in a highly sought-after neighborhood, the property offers spacious living with timeless details throughout. From the moment you step inside, you're greeted by beautiful hardwood floors, crown molding, and fireplaces that enhance the inviting atmosphere of the living spaces. The large, sun-filled kitchen features custom cabinetry, Sub Zero and DCS appliances, and a marble center island and counter tops - ideal for gatherings and entertaining. The open concept allows for easy flow into the formal dining room and living room overlooking the lush outdoor spaces. Upstairs, the five generously sized bedrooms offer peaceful retreats, including a primary suite with an en-suite bath and plenty of closet space. Outside, the backyard is a true oasis, complete with an in-ground heated pool and stone fire pit, perfect for year-round relaxation or play. Lush landscaping and a private, fenced yard provide a serene setting to unwind and enjoy the outdoors in complete privacy. Ideally located near schools, shopping, dining, and recreational amenities, this home combines charm, convenience, and comfort, offering the best of both worlds. Don't miss the chance to own this beautifully appointed Cape Cod gem!

261 Hollow Tree Ridge Rd, Darien

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

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