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$3,995,000
5 Beds ⋅ 7 Baths ⋅ 24020452 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 A, Greenwich
$3,950,000
4 Beds ⋅ 4 Baths ⋅ 24146586 MLS
A Unique Opportunity! Sail Harbour Club, on Candlewood Lake, showcases this Rare Waterfront Find! Completely level property w/west exposure,195 ft frontage, dock, beach, IG pool & spa, on a private 1.44 acs. The stunning open plan exudes a casual elegance.The vaulted great room has a floor to ceiling stone fireplace, hand hewn beams, new hardwoods & amazing views from walls of windows, overlooking an idyllic yard. The expansive kitchen w/a large island bar overlooks both dining room & kitchen eat-in area surrounded by windows & sliders, bringing the outdoors in. Granite counters tops, white wood cabinets, stainless appliances & new hardwood floors, ideal for gathering. Sliders lead to the bluestone, canopied patio & lush lawn to lake with new dock & lakeside beach. The main level owner's suite offers a private oasis, grand bath with double sinks, granite counters, frameless glass shower & even a bidet.Two oversized bedrooms with newly renovated full baths flank the vaulted loft/office, all with dynamic lake views. wide plank floors, tiled baths, abundant closet space & custom built-ins with quality details. A 23 x 24 bedroom over the garage serves as an ideal guest space or bunk room. Another full bath, in the main level mudroom offers easy access from yard & pool. The lower level is ready for media/game room & is equipped with a maids quarters/office. Extensive custom renovations make this a true lake find! SHC amenities include:tennis, pickleball, clubhouse, beach & marina!

8 Heritage Island Rd, New Fairfield
$3,925,000
5 Beds ⋅ 5 Baths ⋅ 24178118 MLS
Perfectly positioned in one of Darien's most coveted neighborhoods, 8 Sunset Road is the home you've been waiting for. This elegantly updated Colonial seamlessly blends timeless architecture with the ease of modern living. Spanning over 4,800 square feet, this five-bedroom, four-and-a-half-bath residence offers an exceptional floor plan suited for both entertaining and everyday comfort. The sun-filled first floor flows from a formal living room and gracious dining room into a chef's kitchen that opens effortlessly to a sunken family room with wood-burning fireplace, high ceilings, and custom built-ins. Upstairs, the primary suite provides a true retreat, while three additional bedrooms and two full baths offer space and flexibility for family and guests alike. Above the garage you'll find the fifth bedroom, complete with en suite full bath - the perfect flex space for work, exercise, guests, or all of the above! The finished lower level makes for the perfect play or bonus room, and provides ample storage. Outside, a beautifully landscaped yard frames a private patio with a fire pit, creating the perfect backdrop for al fresco evenings and roasting marshmallows. With schools, train, and town, just a stone's throw away, this is a rare opportunity on a truly special street.

8 Sunset Rd, Darien
$3,912,000
4 Beds ⋅ 5 Baths ⋅ 24160428 MLS
This gracious Colonial blends timeless 1930s charm with thoughtful modern updates, ideally located on one of Darien's most sought-after in-town streets, known for its traditions and strong sense of community. Set on a level, one-acre property in a coveted half-acre zone, the home offers rare expansion potential and exceptional lifestyle appeal.Extensively renovated and expanded, the home features a reimagined layout designed for today's living. The updated kitchen with custom cabinetry, granite countertops, and high-end appliances opens seamlessly to the family room with fireplace. A butler's pantry, walk-in pantry, mudroom, and dedicated home office add both functionality and convenience. A versatile room above the garage offers flexible living space, ideal as a fifth bedroom, guest retreat, or potential in-law suite. Recent improvements include renovated bathrooms and a luxurious primary suite with spa-like bath featuring heated floors, soaking tub, marble walk-in shower, and custom built-ins. Mechanical upgrades include multiple air handlers, updated HVAC systems, full-house generator, new boiler and hot water heater, and replaced roof & windows. Classic details such as original hardwood floors and elegant millwork preserve the home's character throughout. The private, level property is framed by mature plantings and features a thoughtfully designed patio-ideal for entertaining, recreation, or future expansion. A rare combination of location, land, community & charm

12 Sunset Rd, Darien
$3,900,000
5 Beds ⋅ 6 Baths ⋅ 24169246 MLS
Discover the epitome of modern living with this stunning brand new construction, perfectly nestled in the vibrant heart of New Canaan. Enjoy unparalleled convenience as you stroll to the charming downtown, catch a train for an effortless commute, or explore the scenic beauty of Waveny Park. With shopping, the newly constructed library, exquisite dining options, and a plethora of amenities just steps away, this property offers an exceptional blend of urban charm and suburban tranquility. Welcome to your dream home, where lifestyle, ease and location come together seamlessly. Featuring an approved pool site and a full-house generator, this property offers both comfort and peace of mind.

119 Harrison Ave, New Canaan
$3,900,000
9 Beds ⋅ 8 Baths ⋅ 24144944 MLS
Pinecrest Apartments is a meticulously maintained 14-unit residential community situated on 5.5 acres in Woodstock, CT, reflecting clear pride of ownership, durable construction, and sustained tenant demand. Built in 1989, the property is 100% occupied and offers a highly desirable mix of 13 townhome-style units and one ranch-style residence. The unit mix includes: (2) 1BR/1BA, (9) 2BR/1.5BA, (1) 2BR/2BA, and (2) 3BR/1.5BA. Twelve units have been thoughtfully renovated with updated kitchens and baths, new flooring and paint, finished basements, and in-unit laundry-positioning the asset at the top of its market. Exterior features include white vinyl siding, newer windows, and a park-like backyard setting with private decks off each unit. Every residence offers an oversized private garage (two with attached garages), ample onsite parking, and private entrances. Additional amenities include four EV charging stations (eight plugs), centralized mailboxes, and a common dumpster serviced twice weekly. Operating efficiency is enhanced by tenant-paid electric baseboard heat and individual in-unit hot water heaters. This offering may be acquired individually or as part of a portfolio sale with the 14-unit asset, Brookside Apartments, allowing investors to achieve immediate scale, operational efficiencies, and long-term value growth. A truly turnkey, low-maintenance asset delivering stable occupancy and strong cash flow.

23-36 Pine Crest Rdg, Woodstock
$3,890,000
4 Beds ⋅ 5 Baths ⋅ 24149962 MLS
Exquisitely rebuilt by Tim Gilson Homes in 2020 and thoughtfully enhanced, 103 Connecticut Avenue presents sophisticated modern living with timeless design in a prime, close-to-town Greenwich location. Designed with both comfort and elegance in mind, the home offers 4 bedrooms, 4.1baths, and beautifully curated interiors filled with natural light. The main living spaces feature rich hardwood floors, custom lighting, and a seamless flow ideal for both refined entertaining and everyday living. The kitchen and dining areas are equally suited for intimate gatherings or larger occasions, showcasing quality finishes and an intuitive, well-balanced layout. A gracious living room anchored by a fireplace creates a warm and inviting focal point, while the refinished lower level provides flexible space for a media room, gym, or home office. The primary suite is a serene retreat, complete with a soaking tub, heated marble floors, and spa-inspired finishes. A rare opportunity to own a polished, modern residence offering elegance, comfort, and lifestyle appeal in one of Greenwich's most desirable settings.

103 Connecticut Ave, Greenwich
$3,857,000
5 Beds ⋅ 3 Baths ⋅ 24178864 MLS
Nestled on a private cul-de-sac in one of Greenwich's most coveted mid-country locations, this beautifully updated five-bedroom residence is set on 1.1 professionally landscaped acres, offering a rare combination of privacy, functionality, and convenience. Thoughtfully designed for modern living, the home blends formal and informal spaces, features abundant natural light, and offers seamless indoor-outdoor flow. The living room with fireplace opens to a sun-filled three-exposure office or conservatory, while a second dedicated office provides exceptional work-from-home flexibility. At the heart of the home, the eat-in kitchen flows effortlessly into the inviting family room with incredible vaulted ceilings, beam work and custom light fixture, which features a second fireplace, vaulted ceilings and direct access to an expansive deck overlooking sweeping lawns and mature gardens. A versatile first-floor bedroom suite offers endless possibilities as a guest-suite, playroom, fitness studio, or additional living space. Upstairs, the spacious primary suite features a walk-in closet and an oversized bath, complemented by three additional bedrooms and a hall bathroom. The finished lower level provides valuable bonus space for recreation, media, fitness, or play, while a dedicated laundry room and an attached two-car garage enhance everyday convenience.

6 Wyngate Rd, Greenwich
$3,850,000
6 Beds ⋅ 7 Baths ⋅ 24181525 MLS
Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces sun-filled interiors featuring refined millwork, hardwood floors, and an effortless flow throughout. The thoughtfully designed floor plan includes formal and informal gathering spaces, a spacious chef's kitchen, and multiple rooms that overlook the property's picturesque grounds. Upstairs, the generous primary suite is complemented by well-appointed secondary bedrooms and baths, providing comfort and privacy for family and guests alike. Surrounded by mature landscaping and expansive lawns, the property offers a rare combination of estate-like privacy and convenience to town, train, schools, and beaches

30 Inwood Rd, Darien
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 24172903 MLS
Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural detail-including a step-down living room with a fireplace, a private library, and a formal dining room featuring elegant custom paneling. The heart of the home is the gourmet kitchen, equipped with custom inset cabinetry, premium stainless appliances, and a walk-in pantry, opening seamlessly to a dramatic step-down family room with a fieldstone fireplace. Upstairs, the freshly refinished oak floors lead to five bedrooms, highlighted by a magnificent primary suite featuring its own wood-burning fireplace, sitting room, and an enormous, brand-new luxury bath. With a large mudroom, second-floor laundry, a 3-car garage, and massive walk-up attic/basement spaces offering incredible expansion potential, this turnkey home offers the space you need and the serenity you've been searching for.

107 Raymond St, Darien
$3,850,000
6 Beds ⋅ 5 Baths ⋅ 24131109 MLS
Dating back to the 1820's, "Shadowlyn" epitomizes the classic country compound combining beautiful vintage details with stylish, modern amenities. The bright and sunny main residence features six bedrooms, four full baths, four fireplaces and loads of comfortable living space accommodating a relaxing and easy lifestyle on over three acres with pool, charming pool house, garage/barn with apartment above and tennis court. The expansive kitchen has been thoughtfully reimagined and features a large island, extensive storage, vintage wet bar, expansive breakfast area adjacent to a cozy family room and oversized mudroom. The formal living and dining spaces boast high ceilings, tons of windows and intimate conversation alcoves, perfect for entertaining. The step down library is stunning and dramatic; wrapped in color, featuring French doors out to the terrace and private spa. The primary bedroom suite is well appointed with a walk in closet and a large, updated bath. All of these lovely spaces have direct access to sweeping vistas of this bucolic estate featuring a beautifully illuminated landscape in the evenings. Convenient to downtown New Canaan, Darien and Norwalk, Shadowlyn is accessible and exceptional. Schedule your private tour today.

469 Brookside Rd, New Canaan
$3,850,000
5 Beds ⋅ 6 Baths ⋅ 24124189 MLS
Expanded and fully renovated in 2005, this exceptional Colonial is located in the prestigious Hoyt Farm neighborhood, close to the village. Set on two acres of beautifully landscaped property, the home features five bedrooms and five and a half baths, offering a perfect blend of sophistication and comfort. The main floor welcomes you with a dramatic two-story foyer, an open chef's kitchen flowing seamlessly into the spacious family room, a breakfast room, formal living room with French doors to the backyard, formal dining room, a custom mahogany library, a separate den with fireplace with views of the pool, and a spacious mudroom with a separate entrance. Upstairs, a serene primary bedroom suite with fireplace, private balcony overlooking the pool, a spa-like bath, and a large walk-in closet. Four additional bedrooms, three full baths plus a study room complete this level. A separate back staircase leads to a private office and large bonus room with full bath, ideal for working from home or using as an in-law or au pair suite. The walkup third floor is finished as an exercise room. Outside, enjoy the tranquil stone terrace, stunning gunite heated pool with complete privacy and beautiful mature landscaping and specimen trees - perfect for enjoying the outdoors. House enjoys benefits of solar panels and 50% reduction in electricity costs. 3-car garage and plenty of storage throughout. All this within minutes of the train and part of a vibrant community with top-rated schools.

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

68 Orchard Dr, Greenwich
$3,800,000
6 Beds ⋅ 11 Baths ⋅ 24154295 MLS
IMAGINE LIVING HERE! Once upon a time, a modest A-frame was perched along Farmington's ridgeline. Now, 61 Ely Road has been transformed into an iconic stone and shingle estate commanding the most spectacular views of the Farmington Valley-stretching 78 miles into New York State. Meticulously built over 5 years (2002-2007), grounds are exquisite w/ graceful circular drive, portico entry, lush landscape & stunning backyard oasis. Step through custom mahogany doors flanked by stained glass, acorn and oak leaf motifs are woven throughout the home. Grand foyer opens to formal living and dining rooms, while phenomenal gourmet kitchen w inset cabinetry, beam ceiling, expansive island, professional six-burner dual-oven range, wall ovens, dual dishwashers, custom pizza oven-has effortlessly hosted 200 guests. Six ensuite bedrooms including a tranquil primary bedroom suite: sitting room, 2 custom walk-in closets, fireplace, private balcony, spa bath w/ Jacuzzi & steam shower. The exquisite office features fireplace, built-ins, and coffered ceiling. Hidden details abound-disappearing doors, gliding storage columns. Lower level offers gym, western saloon, and underground tunnel to the "The Club"-the reborn original A-frame, perfect for July 4th fireworks! Grounds showcase stunning stone walls, multiple patios, unique fish-shaped grotto pool and remarkable 1,800 SF climate-controlled carriage house with kitchen, bath, and six-car capacity. Two hours to NYC and Boston. Extraordinary!

61 Ely Rd, Farmington
$3,800,000
7 Beds ⋅ 8 Baths ⋅ 24134435 MLS
Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office. Masterful blend of timeless architecture with well sited windows that seamlessly integrate the natural landscape. This 9200 square foot home offers high ceilings & spacious formal & informal rooms, which accommodate both intimate family gatherings & grand parties. Enter into a double height grand foyer w/curved metal railed staircase & see marble & wood floors, great wall space for displaying art. First floor offers a large living room with floor to ceiling stone fireplace & a greenhouse area for enjoying the view and sun, formal dining room, first floor primary suite with adjacent office, spacious dine-in gourmet kitchen, family room with fireplace & access to different outdoor patios and decks. The second floor offers another luxe primary suite, several bedrooms & a great bonus room with beamed ceiling for office or game space. Bonus: koi pond with waterfall, vegetable garden area, office spaces, 5 garages & generator. Conveniently located & minutes to schools and shops. Easy drive to downtown Greenwich, highways & train.

43 Sterling Rd, Greenwich
$3,800,000
4 Beds ⋅ 4 Baths ⋅ 24133496 MLS
Perfection near town. Attractive and well done 4-bedroom with recent updates is situated on a lovely, quaint private lane off lower Lake Ave. Built by a local & award-winning high-end builder, this home has great flow for today's lifestyle. Lovely foyer leads to spacious well-lit living room & formal dining. Also, off the main hall is the family room w/fireplace which is adjacent to the stylish kitchen. The primary suite w/fireplace has a tray ceiling & new luxury bath. Bonuses: playroom, exercise area w/high ceilings, custom windows giving an enormous amount of light. Landscaped level yard has a private terrace for entertaining & a mahogany floored porch for relaxing. 2 car garage w/double height ceilings & access to a huge loft for storage. Generator. Close to schools, town & train.

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

17 Rustic View Rd, Greenwich
$3,795,000
5 Beds ⋅ 7 Baths ⋅ 24170301 MLS
A truly exceptional offering! This beautifully expanded Colonial sits on a rare, level acre in one of Darien's most coveted neighborhoods. The property sets itself apart with sweeping, flat grounds, professionally landscaped to create both privacy and an elegant sense of openness. Inside, the home is designed for refined living and effortless entertaining. A gracious living room with a wood burning fireplace flows seamlessly into a formal dining room, creating a classic yet inviting atmosphere. The chef's kitchen is the heart of the home, centered around an oversized island and opening to a sunlit breakfast room with soaring ceilings, as well as a warm and inviting family room with a coffered ceiling and a fireplace. A sunroom filled with natural light offers a serene retreat, while a distinguished library with its own fireplace, custom built ins, and tall windows provides a sophisticated space for work or relaxation. The flexible first fl suite with a full bath serves perfectly as a private office or guest quarters. Upstairs, each bedroom features its own ensuite bath, ensuring comfort and privacy, while the primary suite is a true sanctuary, complete with private foyer, expansive walk-in closet, and spa inspired bath. Two substantial bonus rooms offer endless possibilities for a fitness studio, media lounge, or recreation space. Outdoors, the expansive stone patio and level grounds are as rare as they are beautiful, offering ample room for entertaining and recreation.

39 Leeuwarden Rd, Darien
$3,775,000
5 Beds ⋅ 7 Baths ⋅ 24161606 MLS
This stunning custom-built home, completed in 2005, showcases exceptional craftsmanship and timeless design throughout. Rich millwork, refined architectural details, and high-end finishes create an elegant yet inviting atmosphere across every level. Ideally situated in a quiet, sought-after location, the home offers the perfect balance of privacy and convenience, just moments from town, restaurants, and local shops. The second floor features five spacious en-suite bedrooms, offering both comfort and privacy for family and guests alike. A versatile third-level bonus space provides endless possibilities-ideal for a media room, additional lounge, or creative retreat-alongside a dedicated home office and private gym to suit today's lifestyle needs. The fully finished walk-out lower level is designed for both relaxation and recreation, featuring a generous playroom that seamlessly connects to the backyard. This level is complete with a full bath and a thoughtfully designed craft room, perfect for hobbies or additional flexible use. A rare opportunity to own a beautifully appointed home with exceptional space, functionality, and an unbeatable location.

43 Stony Brook Rd, Darien
$3,775,000
6 Beds ⋅ 7 Baths ⋅ 24110928 MLS
PRIVATE AND PEACEFUL WITH DEEDED BEACH ACCESS! Panoramic views of LI Sound are enjoyed from almost every room of this gracious,very private home with ample room for family & lucky guests. Sited back from Middle Beach Road West and overlooking the ever changing salt marsh, enter the inviting double height foyer to discover spacious, high ceilinged and light filled rooms that are throughout the house.The fully equipped kitchen has a separate butler's pantry, table and counter seating and is adjacent to the formal dining room. There is also access from the kitchen to a large terrace with built-in seating & a gas grill with counter space making it ideal for easy, al fresco dining. The coffered ceilinged den has a wood burning, stone FP with another entrance hall providing access to a covered porch as well as separation from the LR which features handsome crown molding and a gas FP. There are also wide halls, 2 powder rooms, roomy closets & a laundry on this level. The 2nd & 3rd levels have 6 BR's (including a separately entered suite w/ kitchen, perfect for a nanny or any number of uses) all with walk-in closets and 5.1 baths. The primary suite has a balcony to take in the view, 2 walk-in closets (one is particularly large), two vanities with a separate shower and bathtub. There's also another laundry room on this floor. A 2nd floor porch offers a special perspective of the incredible views. Investigation indicates an in-ground pool is possible. See AI created photo for location.

10 Middle Beach Rd W, Madison
$3,750,000
8 Beds ⋅ 7 Baths ⋅ 24170723 MLS
This charming and updated colonial home, steeped in gracious style and beautiful natural light, is a great place for entertaining. It's set on a gorgeous professionally landscaped flat acre+ with heated pool and is located on one of Darien's most desirable in-town streets. A spacious living room with fireplace flows into a generous formal dining room and sunroom, both of which have wall-to-wall windows overlooking the oasis-like back yard. The heart of this home is the spectacular chef's kitchen with a 12 foot quartzite island, 6-burner gas range, double ovens, and incredible storage. Also on the first level is a bright and inviting family room with stone fireplace, vaulted ceiling and built-ins, a dedicated office, a back hallway/mudroom, and a sizeable serene first floor primary/in-law suite with French doors out to its own deck area. Upstairs are 6 bedrooms and 4 baths, including the dramatic primary suite with Juliette balcony and extensive closets. The third level has a sunny versatile room to be used however you please, a cedar closet and two attics for storage. Outside, don't miss the amazing picket-fenced vegetable/flower garden for you to grow your own. Enjoy life in this truly extraordinary home and property.

58 Knollwood Ln, Darien
$3,750,000
6 Beds ⋅ 5 Baths ⋅ 24162782 MLS
Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and wildlife lovers alike. The dual shoreline offers the river side with tidal rhythms and sweeping panoramas stretching from Essex Harbor north to Old Lyme across the water, then south toward Long Island Sound. The marsh side along Turtle Creek hums with avian life-majestic Bald Eagles perch in the trees while Herons, Egrets, Osprey, and migrating songbirds create a symphony that changes with the seasons. Two private docks provide endless boating possibilities: launch from the deep-water river dock for open-water adventure, or drift into the tranquil creek for kayaking and wildlife observation. Inside, 5,536 square feet of light-drenched living space unfolds with effortless grace. The architecture celebrates both gathering and solitude-a chef's kitchen designed for culinary artistry flows seamlessly to indoor and outdoor dining areas, while five fireplaces anchor intimate retreats throughout.

41 Watrous Point Rd, Old Saybrook
$3,711,000
4 Beds ⋅ 3 Baths ⋅ 24165118 MLS
This is the One! A beautifully updated four-bedroom Colonial set on a quiet street in coveted North Darien, offering the perfect blend of classic charm and modern living. The home features gracious formal spaces including a sun-filled living room, elegant dining room, and inviting den. At the heart of the home, a stunning updated kitchen opens seamlessly to a spacious family room, creating an ideal layout for everyday living and entertaining. A playroom and dual home offices provide the flexibility today's buyers are looking for. Perfectly positioned on the Wee Burn Country Club, the property enjoys sweeping, picturesque views that set it apart. Outdoor living is just as exceptional, with a beautifully designed stone patio featuring sitting walls and a fireplace-perfect for gathering year-round-plus a large, flat yard ideal for play and recreation. A detached three-car garage is complemented by a fantastic space above-perfect as a media room, private office, or creative studio. A rare opportunity to own in an unbeatable location with both privacy and views.

19 Blueberry Ln, Darien
$3,700,000
5 Beds ⋅ 5 Baths ⋅ 24162192 MLS
Nestled on a sought-after cul-de-sac in the coveted Hindley School district, this beautifully updated 5-bedroom, 4 full bath Colonial offers the perfect blend of coastal charm and modern luxury. With direct water access to Holly Pond, enjoy a true waterfront lifestyle complete with a private neighborhood dock - ideal for paddle boarding, kayaking, or simply soaking in the serene surroundings. Inside, the home exudes an effortless beach vibe with sun-filled spaces, tasteful updates, and a relaxed yet sophisticated feel throughout. The stunning updated primary suite bath creates a spa-like retreat, while spacious living and entertaining areas provide flexibility for today's lifestyle. Three private balconies showcase amazing water views, creating the perfect backdrop for morning coffee, sunset cocktails, or peaceful evenings overlooking the pond. Whether hosting summer gatherings by the water or enjoying quiet moments surrounded by nature, this exceptional home offers year-round vacation living in one of Darien's most desirable neighborhoods.

4 Seagate Rd, Darien
$3,700,000
6 Beds ⋅ 9 Baths ⋅ 24150372 MLS
This stately Colonial home, featuring six bedrooms and six full bathrooms plus three half baths, offers an impressive blend of elegance and comfort. Upon arrival, you are greeted by beautiful landscaping and meticulously maintained gardens, setting a tranquil tone for the entire property. The entryway immediately captivates with its twin staircases and a soaring ceiling, creating a dramatic and welcoming first impression for guests and residents alike. Designed with ample room for everyone, the home boasts a comfortable living room perfect for relaxation, an inviting solarium filled with natural light, a chef's kitchen ideal for culinary pursuits, and a generous family room that serves as a central gathering space. During the summer months, enjoy leisurely days by the pool or savor picturesque sunsets from the comfort of the screened porch, making outdoor living a delightful experience. With four fully finished floors, this home provides all the space and amenities needed to accommodate contemporary living in style and comfort. Sale is subject to Probate Court Approval.

24 Clearview Ln, New Canaan
$3,700,000
5 Beds ⋅ 8 Baths ⋅ 24091413 MLS
Luxury New Construction in the Heart of New Canaan! Experience the finest in modern living with this exceptional new home by Kaeser Custom Homes, renowned for quality craftsmanship and timeless design. Ideally situated near Mead Memorial Park and Bristow Bird Sanctuary, this elegant residence offers the perfect blend of nature, convenience, and luxury-with sidewalk access to town for ultimate enjoyment. Spanning over 6,600 square feet across four beautifully finished levels, this 5 ensuite bedroom, 6 full and 2 half-bath masterpiece is thoughtfully designed for both everyday living and stylish entertaining. Highlights include: Gourmet chef's kitchen with top-tier appliances opens to a spacious family room with a fireplace. Luxurious primary suite with fireplace, spa-like bath and walk-in closet. Private home office, formal dining, and flexible living spaces. Finished lower level ideal for a gym, media room, or golf simulator. Set on a picturesque lot with professionally landscaped grounds, this home is a rare opportunity to own a newly built property in one of New Canaan's in-town neighborhoods. Pool Site Permit has been approved!

317 Park St, New Canaan
$3,695,000
5 Beds ⋅ 6 Baths ⋅ 24106361 MLS
Welcome to this just-completed, thoughtfully designed new construction home that seamlessly combines everyday comfort with timeless elegance. Bathed in natural light & set on a generous 3/4-acre professionally landscaped level lot, you are welcomed through a large covered front porch. Inside, meticulous craftsmanship shines through custom cabinetry, millwork, & premium finishes. The heart of the home is the gourmet eat-in kitchen featuring an oversized seating island & a 'secret' well-appointed scullery-perfect for effortless entertaining. The adjoining family room offers warmth & style w a gas-start wood-burning fireplace, custom built-ins, & sliding French doors that open to a covered bluestone patio; ideal indoor-outdoor living. A formal dining room, stylish wet bar, private study w built-ins, & a 1st-floor guest room & full bath complete the main level. Upstairs, the serene primary suite boasts a spa-like bath & walk-in closet. Three additional bedrooms, a laundry room, and a flexible living area-ideal for homework or a lounge-provide space for everyone. The expansive finished lower level w nearly 9' ceilings is ready to become a home gym, media room, or rec space. A large mudroom off the attached garage, offers abundant storage. Additional highlights include an identified future pool site & sidewalks leading directly to town, all three schools, & beautiful Waveny Park. This stunning new home offers refined living in an unbeatable location-truly not to be missed!

513 Main St, New Canaan
$3,675,012
6 Beds ⋅ 5 Baths ⋅ 24150710 MLS
THE OWNERS ARE REQUESTING THAT OFFERS BE SUBMITTED BY NOON MONDAY. Rarely available on coveted Kimberly Place, this beautifully redesigned & renovated home is set on a generous lot offering the best of in-town living. Built in 1940, the property underwent complete renovation & expansion in 2005, followed by significant upgrades by the current owners. At the heart of the home is a showstopping chef's kitchen featuring a La Cornue Chateau 320 stove and oven - a top-of-the-line appliance favored by culinary professionals - along with a generous island, cozy fireplace, and numerous windows overlooking the private, professionally landscaped & fenced-in backyard. The patio with a built-in grill and Alba pizza oven is the perfect place to entertain friends and family. A mudroom with extensive paneled storage keeps daily life effortlessly organized. The main level has an open floorplan that flows seamlessly: a living room with an elegant fireplace & built-in bookshelves, a light filled family room, a paneled office with wet bar and a chic powder room. The dining room blends dining and living spaces to suit modern lifestyles. Upstairs are four spacious bedrooms, three full bathrooms, plus laundry room. The luxurious primary suite features dual walk-in closets, private study and spa-like new bathroom with Porcelanosa tiles, heated floor, walk-in shower and soaking tub. The third floor offers a fifth bedroom, full bath, and a versatile 6th bedroom that can serve as a playroom or bedroo

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

46 Wakeman Rd, New Canaan
$3,616,000
5 Beds ⋅ 6 Baths ⋅ 24127194 MLS
Set on one of Darien's most iconic streets, 10 Prospect Avenue blends historic charm with modern sophistication. Ideally located near town, beaches, parks, top-rated schools, and within walking distance of the future Corbin District, this remodeled and expanded home offers the best of past and present. Classic details-10 ft ceilings, wide hallways, original fireplaces-are paired with updated finishes and thoughtful design that bring light, flow, and comfort throughout. The spacious living and dining rooms create a welcoming setting for gatherings, while the modern open kitchen seamlessly connects to casual family areas. Multiple indoor and outdoor spaces, including a private yard and patio with an outdoor gas firepit and landscape lighting, provide endless opportunities for entertaining or quiet relaxation. A dedicated home office, generous bedrooms, and flexible floor plan adapt beautifully to today's lifestyle needs. Every detail reflects a rare balance of character, convenience, and comfort. 10 Prospect Avenue is more than a residence-it's a chance to own a piece of Darien's history while enjoying a modern coastal lifestyle just an hour from New York City.

10 Prospect Ave, Darien

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