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$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$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
$4,325,000
6 Beds ⋅ 8 Baths ⋅ 24102012 MLS
Welcome to 66 Stanton Rd! Yes, that fabulous home with the beautiful VT slate roof! Sitting proudly atop 1.34 manicured acres, this handsome 1938 clapboard clad colonial demands to be noticed. This house underwent a major renovation and expansion that was completed in 2009. Entertaining spaces abound both formal and casual, perfect for hosting both gatherings intimate and large in scale. Step into the generous entrance hall with a gracious curving stairway that sweeps upwards to the second-floor landing that mirrors the curve of the staircase. The South facing front of the house has formal living and dining rooms that flank the entry foyer. The open plan kitchen/family room features a large pantry space, double ovens, Wolf and Sub-Zero appliances, a walnut island and separate dining area. Step down into the wood paneled family room with vaulted ceiling, exposed beams, fireplace and a wall of windows looking over the back yard. Just off the kitchen is a generous wet bar with a second dishwasher and desk space. The spacious primary suite has a vaulted ceiling, separate dressing/closet area and a reading porch! The sun filled bathroom has an oversized steam shower with rain shower, hand-held, and wall mounted shower heads, as well as a soaking tub. There are 5 additional bedrooms on the second floor, 2 ensuite and 2 share a Jack/Jill bath, one that has a coveted sleeping loft. Also on the second level is a study/lounge area and the walk-up attic has ample storage capacity.

66 Stanton 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
$4,300,000
6 Beds ⋅ 8 Baths ⋅ 24133465 MLS
This new construction by a premier local builder features classic architecture, detailed millwork, and high-end finishes throughout. The exterior includes cedar shingles, a covered front porch, and custom trim. Inside, white oak floors and custom paneling create an inviting flow. The kitchen offers handcrafted shaker cabinetry, quartz countertops, a center island, Wolf and SubZero appliances, and French doors opening to the patio and backyard. A walk-in pantry with custom shelving and quartz counters provides extra storage and prep space. The family room features a coffered ceiling and fireplace, while the designer living and dining rooms offer distinct spaces for entertaining. The primary suite includes 2 walk-in closets and a marble bath with soaking tub, oversized shower, and dual vanities. Spacious secondary bedrooms each feature custom-fitted closets and designer bathrooms. The home also offers flexible finished spaces ideal for home office, recreation, and fitness areas. Other highlights include a tiled mudroom with full bath and back stairs, a 2-car heated garage, and lush, professional landscaping. Located near town, parks, and schools, 48 Douglas showcases craftsmanship and thoughtful design in every detail.

48 Douglas Rd, New Canaan
$4,300,000
5 Beds ⋅ 5 Baths ⋅ 24118174 MLS
Stunning one-of-a-kind residence designed by Robert Page, AIA. Set directly on coveted private assoc. Seaview Beach, this iconic 4-level 4,600+ sq. ft. coastal retreat offers an unparalleled blend of modern sensibility and timeless craftmanship. Largely renovated in 2023, no detail was overlooked in this luxurious sanctuary for those who want the exceptional in coastal living. No flood insurance required. 5 bedrooms and 4.5 baths include multiple suites. Expansive 1,453 sf main level floor plan with dramatic open living spaces and guest suite. Gourmet chef's kitchen with top-of-the-line appliances, illuminated pantry wall, and seamless flow to dining and family rm with FP. Custom millwork throughout in maple and cherry, exposed beams, open floating staircases, and sleek steel columns suggest a refined city-loft-meets-beach aesthetic. Main floor: open living/dining space, kitchen, family rm with FP, mudroom, and private guest suite w/ensuite bath. Second Level: expansive primary suite with fplc, private Sound-facing balcony, office, spa-like bath, 2 custom closets, and a 2nd laundry. Additional bdrm currently serves as a music room. Third level:2 private bdrms, one w/balcony overlooks the Sound, the other a loft-like space with soaring ceilings and natural light, plus a brand new double bath.Lower level:guest rm, full bath, gym, den/office with FP, wet bar, wine closet, laundry and 20x20 storage rm. A bright 1080 sf by way of daylighting design. Perfect in-law.

33 Seaview Ave, Madison
$4,271,000
5 Beds ⋅ 5 Baths ⋅ 24149951 MLS
Sophisticated and timeless, this beautifully crafted colonial offers refined living in a private Greenwich setting. Designed with both elegance and functionality in mind, the home features 5 bedrooms, 4.1 baths, sun-filled interiors, and graciously scaled rooms ideal for entertaining and everyday living. The heart of the home is the chef's kitchen, seamlessly flowing into the main living spaces. Rich hardwood floors, two fireplaces, and thoughtful architectural details create a warm yet elevated atmosphere throughout. A fully finished lower level provides flexible space for a media room, gym, or playroom. Outdoor living is equally inviting with a screened porch, stone patio and a fenced backyard, offering privacy and tranquility. A rare opportunity to enjoy polished, move-in-ready living just minutes from downtown Greenwich.

17 Pintail Ln, Greenwich
$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
$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
$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
$4,200,000
5 Beds ⋅ 7 Baths ⋅ 24185083 MLS
A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a breathtaking wall of windows framing views of the lushly landscaped backyard oasis, while a separate, sun-drenched solarium provides a tranquil and private retreat for quiet relaxation. The heart of the home is a designer kitchen equipped with professional-grade appliances, a massive center island, a walk-in pantry, and an adjacent breakfast room and separate command center-all seamlessly connecting to a formal dining room and opening through floor-to-ceiling glass French doors to the pool and cabana. For everyday gathering, a separate family room features custom built-ins and its own fireplace, complemented by an expansive finished lower level that boasts a third fireplace and endless recreation space. Outside, the property transforms into a premier entertainment venue, complete with a sparkling pool, a rare 2-room/2-bath cabana, and a private tennis court, making this exceptional estate a true sanctuary for modern living.

67 Dunning Rd, New Canaan
$4,200,000
5 Beds ⋅ 5 Baths ⋅ 24165314 MLS
The moment you step onto the inviting front porch, you'll feel the warmth and charm of this exceptional 5-bedroom, 4.5-bath Colonial perched on a quiet cul-de-sac. Experience sophisticated design, unparalleled comfort, and an unbeatable location. Welcome to your dream home in Darien. The heart of the home is the chef's kitchen, fully renovated and featuring top-of-the-line appliances, a leathered black quartz island, and space for everyone to gather. Flowing through french doors to the spacious family room, adorned with custom built-ins and the sun-drenched playroom that opens to the professionally landscaped backyard and terrace-your private oasis for outdoor living. Upstairs, the luxurious primary suite is a true retreat, boasting a cozy fireplace, an expansive walk-in closet, and a spa-inspired bathroom with a double vanity, oversized shower, and a classic clawfoot tub. The additional 4 bedrooms all gift generous size, oversized closets and 3 more fully renovated bathrooms. The great room wows with size and soaring exposed beams, a striking stone fireplace. A fun, warm and inviting spacee for all to enjoy. Don't forget the basement with finished space, workout area and a hockey shooting room. Situated just minutes from school, the train, parks, downtown shops, and acclaimed restaurants, this property offers luxury living along with convenience and a true sense of community.

2 Roland Dr, Darien
$4,100,000
5 Beds ⋅ 7 Baths ⋅ 24149920 MLS
Experience the perfect synergy of classic New England charm and forward-thinking design in this stunning 2024 renovated and expanded Colonial. At the heart of the home, a sun-drenched chef's kitchen with a cozy stone fireplace flows seamlessly into living spaces anchored by dual staircases and a family room featuring bespoke built-ins with window seats, a wet bar, and French doors leading to a vaulted sunroom. Retreat to a primary suite that rivals the finest boutique hotels, boasting a vaulted ceiling, private balcony, coffee station, and a spa-inspired wet room with a double shower. All bedrooms are en-suite with designer bathrooms and the flexible space of the billiards room or library offers space to suit any lifestyle. The finished lower level includes a bonus room and gym. Outside, your private oasis awaits with a brand-new 20x40 heated pool, stone terraces, and a premium grilling station nestled among lush, low-maintenance landscaping for total seclusion. Best of all, this home is powered for the future with solar panels providing energy independence and significant savings. Located just one mile from town and the train, this turn-key sanctuary offers a rare, eco-conscious lifestyle where casual entertaining meets high-end formal elegance.

295 Brushy Ridge Rd, New Canaan
$4,100,000
5 Beds ⋅ 6 Baths ⋅ 24041510 MLS
Built in 1885 as a Gilded Age summer retreat, Rock Gate is as well-known and celebrated in Washington as its architect: Ehrick Rossiter. Rossiter's generous rooms graced with restored carved butternut wood panels, walnut and fir floors, delicate turned spindles, alongside arched windows, porches, and turreted and gable roofs, define the Queen Anne shingle-style homes of the period. Updated and reconfigured for the 21st century, this magnificent home contains modern comforts without sacrificing historical significance and charm. Bathed in natural light, the kitchen invites cooking & conversation; a spacious mudroom with built-ins summons summer strolls; and a remodeled primary bath leads to a dressing room that suggests elegant ease. Reinvigoration of the interior also includes fresh paint, stylish wallpaper, and new carpeting. Ten fireplaces grace the 5-6 bedroom home that boasts 5 full baths, 1 powder room, a wine cave, and wide staircases. New boilers, hot water tanks, plumbing, lighting controls, chimney liners, a well pump and water treatment system, and new equipment for the heated gunite saltwater pool aid effortless living. In addition to a new 1-bay detached garage, a separate 3-bay garage with a large walk up loft awaits your vision. Understated landscaping compliments the outcropping of stones for which the house was named, and grounds are enhanced by stone pathways trimmed with greenery. A private rear terrace sits amid a nest of trees that embraces the property.

51 Ferry Bridge Rd, Washington
$4,050,000
6 Beds ⋅ 4 Baths ⋅ 24131596 MLS
SUPERB LAKE PROPERTY. First time on the market, this 4,811 sf shingle-style home on 6.99 acres in Lake Quassapaug's estate area offers 195 feet of direct waterfront with a private dock and small beach. Designed by renowned architect Rick Moisan and built in 2000, the residence blends timeless design with modern comfort, enjoying complete privacy and pastoral views of permanently protected neighboring hayfields and vineyards. This rare offering combines architectural pedigree, serene natural beauty, and versatile living spaces-a true sanctuary for lakefront living. TWO PARCELS. Includes the main residence and a charming two-bedroom cottage sold together. MAIN RESIDENCE. Classic shingle-style architecture with a bright, open layout for today's lifestyle. The living room, dining area, and kitchen flow together beautifully; the kitchen features high-end appliances and opens to an inviting sunroom capturing passive solar warmth. Every room enjoys a full or partial landscape view. A deep covered porch spans the lake side for gracious entertaining, sunsets, and al fresco dining. Large Doric columns frame the space, and a majestic oak anchors the open lawn. COTTAGE. Originally the caretaker's residence for historic Tranquillity Farm, this two-bedroom, 1,005 sf cottage on a separate parcel offers wonderful flexibility as a guesthouse, writer's retreat, or rental.

7-11 Sandy Beach Rd, Middlebury
$4,000,000
5 Beds ⋅ 5 Baths ⋅ 24183935 MLS
Set on a beautifully manicured one-acre lot, this home welcomes you w/ soaring 9-foot coffered ceilings and a fabulous flow w/ bright, open, spacious rooms and wonderful natural sunlight, making every room feel both generous and livable. The heart of the home is a large gourmet kitchen featuring marble countertops, stainless steel appliances, and a center island, ideal for gatherings and everyday living. The kitchen opens to a casual dining space and a spacious family room w/ a fireplace. A formal living room, formal dining room w/ French doors, mudroom w/ great storage, powder room, and access to the 3-car garage, with ceiling height designed to accommodate double stacking for up to 6 vehicles, complete the main level. Step outside from the kitchen to a private deck overlooking an expansive yard w/ mature plantings and a separate outdoor firepit space, perfect for hosting friends or enjoying quiet evenings under the stars. Upstairs, the luxurious primary suite is a true retreat, boasting an expansive walk-in closet, his and hers spa-inspired bathrooms with a double marble-topped vanity, oversized shower, and a classic soaking tub, plus room for a private sitting area. 4 add'l bedrooms w/ great closets and a laundry room round out the second floor. As a bonus, an additional 1,000 square feet in the exceptional finished basement offers a second family room, home gym, and private office. Beyond the home itself, the location is second to none.

16 Overbrook Ln, Darien
$4,000,000
5 Beds ⋅ 5 Baths ⋅ 24165890 MLS
Gracious and light-filled, this stunning 5200 sq ft. classic, located on coveted Kimberly Place, offers the best of in-town living! This home has four fully finished floors, high ceilings, detailed millwork, hardwood floors, versatile floor plan, and lovely private rear yard with expansive terrace. This five bedroom, four full and one half bath home offers a gorgeous new custom-built kitchen with high end appliances, large island, and dining area that opens into a fabulous family room with fireplace and built-ins. The spacious, newly renovated lower level with full bath, has endless possibilities for play, exercise and work. Additional improvements include new cedar roof, copper gutters, complete painting of interior and exterior, new cedar fencing, and so much more. This desirable location offers a short walk to town and the New Canaan train station!

7 Kimberly Pl, New Canaan
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 24020451 MLS ⋅ Locust Street Condos BLDG.
Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

59 Locust St Unit B, Greenwich
$3,995,000
5 Beds ⋅ 7 Baths ⋅ 24020453 MLS ⋅ Locust Street Condos BLDG.
Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

57 Locust St Unit B, Greenwich

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