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12 Seagate Rd, Darien
$4,725,000
6 Beds ⋅ 7 Baths ⋅ 24210974 MLS
Custom crafted by Fox Hill Builders in 2017, this exceptional home combines impeccable quality craftsmanship, generous proportions and a light-filled, open floor plan designed for modern living. Expansive windows and glass doors bring abundant natural light throughout while creating a seamless connection to outdoor spaces and water views. At the heart of the home, the impressive great room opens to the rolling front lawn overlooking the water, while additional glass doors lead to a private covered deck and expansive patio surrounded by mature privacy plantings-ideal for everyday living and entertaining. The gracious primary suite features spectacular water views, a private balcony and two walk-in closets. Four additional bedrooms, each with a private bath and walk-in closet, plus a dedicated office complete the second floor. The third floor offers a private suite with oversized bedroom, bonus room, full bath, balcony and water views. The finished lower level provides flexible space for a media center, play area and gym, plus a full bath. Enjoy a private mooring, walk to nearby beaches, restaurants and Blue Ribbon award winning Hindley Elementary School. Come experience the highly sought-after Seagate Association-a vibrant neighborhood community in one of Darien's most desirable coastal settings.

12 Seagate Rd, Darien

394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24176873 MLS
IMAGES FROM BUILDER'S PORTFOLIO.Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities, 7 bedrooms, 5 baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna, Elevator, Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

537 Oenoke Rdg, New Canaan
$4,700,000
5 Beds ⋅ 7 Baths ⋅ 24161583 MLS
Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated gunite pool and pool house, added in 1991, offer a true retreat setting, complete with a party room, kitchen, bedroom, bath, and sauna for a resort like experience. A rare opportunity to own a private New Canaan estate with exceptional grounds, flexibility of living, and proximity to town.

537 Oenoke Rdg, New Canaan

300 Sturges Ridge Rd, Wilton
$4,695,000
5 Beds ⋅ 5 Baths ⋅ 24206380 MLS
Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The sophisticated Poliform kitchen is a natural gathering place for quiet evenings or a house full of friends. The private primary suite opens to a balcony overlooking the grounds, while a dramatic glass mosaic wine cellar and expansive skylit gym add unexpected spaces for everyday enjoyment. Outside, a heated saltwater pool and spa are surrounded by lush landscaping, with multiple terraces, an outdoor kitchen, fire pit and Zen garden for entertaining and unwinding. Passive solar principles, advanced HVAC, a generator and whole-property connectivity support effortless modern living. This is luxury that feels personal rather than formal-a home for summers by the pool, evenings with friends, quiet mornings surrounded by nature and weekends that feel like a true escape without ever leaving home. For those seeking a distinctive modern home or private retreat near New York City, 300 Sturges Ridge brings together exceptional design, resort-style amenities, beautiful acreage and proximity to Manhattan.

300 Sturges Ridge Rd, Wilton

2 Windy Hill Rd, Westport
$4,600,000
6 Beds ⋅ 8 Baths ⋅ 24204809 MLS
Resort-style living meets modern luxury at 2 Windy Hill Road. Set on a private landscaped acre, this newly completed 8,100+ SF estate by HOBI Award-winning builder Cypress Development was thoughtfully designed for the way today's luxury buyer lives, entertains, and unwinds. A dramatic two-story foyer introduces light-filled interiors highlighted by soaring ceilings, white oak flooring, natural stone finishes, and walls of European windows and doors. At the heart of the home, the chef's kitchen features marble countertops and backsplash, Sub-Zero and Wolf appliances, custom oak cabinetry, dual dishwashers, and a stunning waterfall island that seamlessly connects to the home's gathering spaces. The primary suite serves as a private retreat with vaulted oak-beamed ceilings, fireplace, sitting area, private balcony overlooking the pool, custom dressing room, and spa-like bath with heated floors and dual showers. Designed for both entertaining and wellness, the lower level includes a glass-enclosed gym, custom marble-topped bar, recreation space, guest suite, and a dedicated area ready for a golf simulator or theater. Outside, enjoy a gunite pool with automatic cover, covered outdoor living area, expansive granite patios, outdoor kitchen provisions, and a large flat lawn surrounded by mature landscaping, stone walls, and privacy plantings. A rare offering that delivers the comfort of everyday living with the amenities of a private resort.

2 Windy Hill Rd, Westport

125 West Rd, New Canaan
$4,595,000
6 Beds ⋅ 7 Baths ⋅ 24203624 MLS
A must-see in one of New Canaan's most coveted locations! Historic elegance meets beautifully reimagined modern living at this remarkable residence, set on over two private acres just one mile from town. Impeccably maintained and thoughtfully updated throughout, the home offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office lead to an elegant living room with a double-sided gas fireplace and a formal dining room with butler's pantry. At the heart of the home, an extraordinary custom kitchen with abundant storage opens to an impressive, light-filled family room. Multiple French doors connect the interiors to rear porches, sweeping lawns, and the pool, creating an effortless flow for everyday living and entertaining. A powder room, two bedrooms, a full bath, and a mudroom add flexibility to the main level. Upstairs, the luxurious primary suite offers a private retreat with a fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and a laundry room complete this level. The lower level features a bonus room, access to the three-car garage, and a fabulous cabana room with a wet bar and updated full bath, and sliding doors opening directly to the pool.

125 West Rd, New Canaan

1 Twin Oaks Ln, Westport
$4,550,000
5 Beds ⋅ 7 Baths ⋅ 24204438 MLS
A fresh take on Modern Luxury awaits at this new construction home set on stunning property in the Old Hill area of Westport. Now complete and ready for immediate enjoyment, this dynamic residence is perfectly located for convenience to commuting, the train station, schools, shopping and more. Exhilarating architecture will awaken your senses as you approach this customquality home. Walls of glass blend the natural setting with stunning interiors, and bring sunlight deep into the spectacular rooms. The chef's kitchen is a showpiece, featuring bespoke oak cabinetry, premium finishes, and a substantial walkin pantry. Dual mainlevel offices support today's lifestyle. 5 spacious bedrooms and 7 refined baths create a harmonious balance of comfort and sophistication. The primary suite is a serene retreat with three fitted closets and a spalevel ambiance. Additional bedrooms offer generous scale and thoughtful design. A sunlit upstairs lounge and a finished thirdfloor space provide flexible areas for work, play, or creativity. The finished lower level offers exceptional spaces for fitness, media, or entertaining. Outside, an expansive patio overlooks 1.68 acres of private grounds, ideal for gatherings or quiet reflection. A 3car garage (with a separate bay for a trophy vehicle or storage) and sleek modern detailing complete this remarkable offering. An inspired blend of architecture, setting, and convenience await in a prime location. Pool permit in place.

1 Twin Oaks Ln, Westport

739 Lake Ave, Greenwich
$4,500,000
5 Beds ⋅ 6 Baths ⋅ 24204371 MLS
Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, private living with easy access to town, shops, restaurants, and the train. A rare find, and a true classic Greenwich home.

739 Lake Ave, Greenwich

1 Woodland Rd, Norwalk
$4,500,000
4 Beds ⋅ 4 Baths ⋅ 24199141 MLS
The Gold Coast meets the Connecticut shoreline in this extraordinary Wilson Point estate, gracefully perched to capture water views stretching to Long Island Sound. Built in 1924, this English Tudor Manor-style residence is one of the original homes in the coveted Wilson Point Association, offering timeless architecture, rich character, and an exceptional sense of history. The home features four/five bedrooms, four full baths, sun-filled living spaces where nearly every window frames picturesque views of the surrounding landscape, an office, and bonus spaces. A charming fenced kitchen garden and an enclosed vegetable garden awaits the gardener and chef alike. Just steps from the private beach, clubhouse, and tennis courts, this spectacular property offers multiple terraces for entertaining, perennial gardens, and an expansive lawn, creating an idyllic setting for relaxing, gathering with family and friends, and enjoying the best of Connecticut coastal living. A prime location for an easy commute to NYC - just 47 minutes to Grand Central from Rowayton - the closest train station and a 3-minute drive. Wilson Point provides the ultimate privacy along with dock, and boat mooring options.

1 Woodland Rd, Norwalk

1149 Fairfield Beach Rd, Fairfield
$4,500,000
5 Beds ⋅ 4 Baths ⋅ 24200980 MLS
TOES IN THE SAND & SUMMER EVERY DAY. There are waterfront homes-& then there are homes where the water becomes part of everyday life. Welcome to 1149 Fairfield Beach Road, a truly special direct beachfront home appprox 60+/- min from NYC. Thoughtfully designed by a builder for his own family, with an emphasis on capturing the extraordinary waterfront setting. Walls of windows fill the open living spaces w natural light and capture spectacular water views. Directly outside main-level family room w/no steps to the patio, is your own beach. Three of 4 waterfront bedrooms open to a wraparound deck, giving each its own connection to the water while creating private spaces. Wake to sun-filled rooms & end the day to the sound of waves. An impressive Great Room @ the mezzanine level is an inspiring addn'l gathering space that features 12' ceilings w skylights. Kitchen, bathrooms & laundry room updated in 2025. Rare garaged & off street parking for 10 Cars! An unfinished 3rd floor w private balcony offers potential for future 1,000+/- additional SF. Also Includes: Private STUDIO APARTMENT updated(2022) & awesome! Perfect for guests/extended family/home office or summer overflow just a couple of steps over @1148. Mins. to Schools, TOWN & TRAIN! ENJOY DIRECT BEACHFRONT living while being minutes from Downtown Fairfield, popular farmers market, outdoor & indoor concerts, restaurants w/ great outdoor seating, shoppes, movies, town events & the best of what Fairfield has to offer

1149 Fairfield Beach Rd, Fairfield

155 Long Ridge Rd, Danbury
$4,500,000
3 Beds ⋅ 6 Baths ⋅ 24180925 MLS
Set across 53 gated acres in Northern Fairfield County, this exceptional estate offers a rare combination of privacy, scale, and natural beauty, just minutes from Ridgefield, approximately 10 minutes from Danbury Airport, and within practical reach of New York City. Originally conceived as a country retreat, the property blends historic character with modern comfort in a setting that feels private and serene, yet fully suited to year-round living. Beyond the gates, the grounds unfold across woodland trails, a stone bridge, pond, brook, orchards, gardens, and approximately two miles of groomed paths through the estate's own natural preserve. The landscape has been carefully maintained and offers both beauty and utility, with room for recreation, agriculture, and future enhancements. The residence is rich in character and thoughtfully updated, with six fireplaces, a double-sided chef's kitchen, wine cellar, and a 1,055 SF primary suite with dual baths, dressing room, walk-in closet, private sitting room, and sunroom. Outdoor living is centered around a heated gunite pool, outdoor kitchen, pergola, and gazebo, all positioned to take in sweeping views of the surrounding landscape. A detached barn, detached garage, and expansive acreage create unusual flexibility for equestrian pursuits, agriculture, a guest house, tennis or paddle court, and other future improvements, subject to local approvals.

155 Long Ridge Rd, Danbury

Stamford
$4,500,000
10 Beds ⋅ 10 Baths ⋅ 24026683 MLS
Enter a world of opulent privacy on nearly twenty-five acres of pristine countryside, boasting five acres of serene lakes, elegant stone bridge, and expansive manicured lawns that cradle an entire valley just 45 miles from NYC! Discover a lavish retreat comprising of four distinct residences: a magnificent five-bedroom, four-bathroom main estate, a charming two-bedroom, two-bathroom guest cottage, a sophisticated two-bedroom, one-bathroom carriage house complete with a heated three-car garage, and a stylish one-bedroom, one-bathroom log cabin pool house overlooking a 20x50 heated saltwater pool. Additionally, luxuriate in a cozy "writers cabin," with a majestic fireplace. The compound also has a versatile storage barn with separate private driveway access, and a dog kennel. The property is artfully situated amidst majestic oak trees and vibrant flowering shrubs, adorned with professionally landscaped stone terraces, walls, and scenic viewpoints, featuring multiple rose and mixed flower gardens, an organic vegetable garden, and a host of other exquisite amenities. Stroll through this picturesque sanctuary of unmatched serenity - a truly enchanting haven of natural beauty and modern comforts.

Stamford

294 Maple Rd, Easton
$4,499,000
5 Beds ⋅ 9 Baths ⋅ 24146994 MLS
A rare offering, this Gambrel shingle-style estate is a sanctuary on over 6 acres on a cul-de-sac, offering a secluded retreat. Crafted with no expense spared, the residence features steel construction, geothermal energy, cedar roofing and siding, and copper gutters. Inside, an elevator connects all levels, while quarter sawn wide plank hardwood floors, custom window treatments and coffered ceilings elevate the space. At the heart of the home, a stunning marble kitchen outfitted with Subzero and Wolf appliances, a breakfast nook, and butler's pantry opens to a soaring two-story family room as well as formal dining and living rooms for effortless entertaining. A main level bedroom suite is ideal for guests. Two private offices and well appointed mudroom enhance everyday functionality, while four fireplaces add warmth to the home. Upstairs, a spectacular primary suite with balcony, and 3 additional ensuite bedrooms are accompanied by a spacious bonus room with adjoining craft room. Intricate millwork and custom built-ins enrich every inch of this special home, reflecting its master craftsmanship. Wraparound covered patios overlook the saltwater Gunite pool, while an outdoor kitchen and fire pit invites alfresco dining. Pool house with kitchenette, laundry, 2 baths, rec room with balcony is perfect for guests. Five garage bays for the car enthusiast. The property offers unmatched luxury. Quite simply, there is nothing else like it.

294 Maple Rd, Easton

61 Five Mile River Rd, Darien
$4,495,000
4 Beds ⋅ 3 Baths ⋅ 24196499 MLS
Rare opportunity to experience waterfront living at its finest. Perfectly positioned on the picturesque Five Mile River with 240 feet of direct water frontage, this exceptional shingle-style residence offers panoramic water views, an all-tide dock, & direct access to Long Island Sound for boating, paddleboarding, kayaking, fishing, and waterfront entertaining. Designed to embrace its setting, the turnkey 4-bedroom, 3-bath home features a light-filled floor plan with vaulted ceilings, a chef's kitchen appointed with a new Sub-Zero refrigerator, Wolf oven, and gas cooktop, and seamless indoor-outdoor living extending to a private, enclosed waterfront yard, perfect for entertaining or enjoying sunrises over the harbor. Equipped with a full-house generator, underground irrigation, and abundant storage. Ideally located within walking distance of Rowayton Village, Metro-North, and the scenic roads of Tokeneke, this exceptional home offers the best of Fairfield County's coastal lifestyle. Spend your days enjoying Darien's beaches, charming cafes, boutique shops, and local restaurants, while taking advantage of a direct commute to Manhattan, less than an hour away. Combining an all-tide dock, expansive water frontage, and unparalleled access to both nature and amenities, this is a rare offering in one of Fairfield County's most coveted coastal communities. The listing agent can secure your private appointment. Available to move in immediately (before closing).

61 Five Mile River Rd, Darien

455 Stonington Rd, Stonington
$4,459,000
7 Beds ⋅ 6 Baths ⋅ 24146427 MLS
Exquisite Stonington Estate. Set amidst 21 manicured acres of breathtaking privacy and natural beauty, the extraordinary Crossover Estate offers the very best of refined coastal living just moments from the charming Stonington Borough and Historic Downtown Mystic. The best of One-Level Living. This exceptional family compound is bordered by a tranquil pond and brook on one side, with a picturesque estuary leading to Long Island Sound on the other. Ideally positioned between Boston and New York City, and only minutes to Mystic, Watch Hill and the Mystic Amtrak station, this remarkable estate offers effortless access for both weekend escapes and year-round enjoyment. Impeccable move-in-ready condition and showcases the best of one-level living with an expansive and luxurious primary suite. The stunning main residence features 4 spacious bedrooms, 3 Full 2 Half beautifully appointed baths, designed with elegant comfort and seamless entertaining in mind. Exceptional interior finishes include a gourmet chef's kitchen with premium Wolf appliances, steam oven, microwave drawer, custom cabinetry, and sophisticated designer details throughout. Complimenting the main residence is a charming 3 Bedroom 1,276 Sq Ft Guest Cottage, ideal for extended family and guests, along with a spectacular pool house complete with full kitchen, bath, and sauna. Also - Main House with Guest House, Pool with Pool House and Sports Court situated on 10 acres is available for $3,595,000. Continued:

455 Stonington Rd, Stonington

159 Easton Rd, Westport
$4,450,000
6 Beds ⋅ 8 Baths ⋅ 24145772 MLS
Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40 salt water pool, but . . the river - wow! Welcome to the latest offering from CCO Habitats - a new construction home with over 8300 sf of finished space on 3 floors. A floorplan you will love, with not only 2 designated offices, but a private first floor bedroom as well. Organic, modern, warm and inviting, with a calming palette sure to blend with and enhance your personal taste. An open starfish floorplan for togetherness as well as privacy. 10 foot ceilings on the first floor. Luxurious European oversized doors and windows provide amazing natural light. Custom cabinetry throughout. 6 bedrooms, 6/2 bathrooms. All of the bedrooms are ensuite with walk in closets. The wine room - where it belongs - in the dining room. An amazing gym that will tempt even the people least prone to exercise into movement. A walk-out lower level that doubles as a pool house, complete with a second laundry, full bath, wet bar and entertaining space. It's all here; only a mile from the award-winning Coleytown schools. This is the one you've been waiting for. Unique. Special. Just like you. :)

159 Easton Rd, Westport

12 Northeast Rd, Farmington
$4,400,000
5 Beds ⋅ 8 Baths ⋅ 24209135 MLS
Behind a private gate at an elevated vantage point, sits a hilltop estate on 5 acres overlooking expansive, sweeping views of the city skyline of Hartford and surrounding ridges, striking eastern vistas with terrain that abuts protected woodlands. This one-owner home was designed by Robert Fish and exemplifies timeless architecture. Cedar shake and stone siding, copper accents and an integrated granite motor court sets the tone on arrival. Inside, five bedrooms, five full baths and three half baths unfold beneath vaulted and coffered ceilings. Mahogany floors and extensive custom millwork throughout. Three wood burning masonry fireplaces, each also plumbed for gas, carry warmth throughout. The main kitchen is made for hosting, with two Sub-Zero refrigerators, dishwasher, Wolf dual-fuel range, warming drawer, wine refrigerator, ice-maker and compactor. The kitchen is backed by a Scullery with an additional oven, dishwasher, microwave, compactor and sink. An additional refrigerated wine room can hold more than 300 bottles. The first-floor primary suite is a retreat of its own, with a fireside sitting area, two walk-in closets and two full baths. Movie night moves to the approximately 1,000 square foot theater, with electric recliners, bars, 132" projection screen and updated technology (2024). Surround sound serves the first floor and outdoors. The third floor serves as an additional playroom or exercise area.

12 Northeast Rd, Farmington

24 Oak Grove Pl, New Canaan
$4,395,000
6 Beds ⋅ 8 Baths ⋅ 24207918 MLS
Enjoy the best of New Canaan living from this stunning new construction home, tucked along a quiet private lane yet just a short walk to schools, town, train and park. Set on a beautifully landscaped .57-acre property, the expansive, flat backyard-with pool and spa-is a true rarity this close to town. Designed for effortless everyday living and entertaining, the main level centers around a chef's kitchen with quartzite countertops, Thermador appliances, an oversized island and light-filled breakfast area, flowing into the family room and out to covered outdoor living, granite patio and summer kitchen. A butler's pantry/bar serves the formal dining room and living spaces, making entertaining easy. More than 6,700 square feet across four levels offers room for everyone, including a flexible office/guest suite, primary retreat with radiant-heated spa bath, three en-suite bedrooms, third-floor bedroom and lounge with full bath, and lower level with space for fitness, play, sauna and a guest or au-pair suite. Walk to town, spend summer days by the pool and enjoy exceptional space and privacy-all with the ease of in-town living. Ready for move-in by mid-October!

24 Oak Grove Pl, New Canaan

305 Pequot Trl, Stonington
$4,395,000
3 Beds ⋅ 3 Baths ⋅ 24180859 MLS
A rare private coastal estate along the Connecticut shoreline, this exceptional Stonington property offers country tranquility just minutes from ocean beaches, sailing, and historic Mystic. Offering approximately 5,000 sq. ft. of combined living space with 4 bedrooms, 3 full baths, and 2 half baths, the estate features a 3,000 sq. ft. custom main residence complemented by a substantial detached two-level guest house of approximately 2,000 sq. ft. Together, the residences create an exceptional opportunity for a private family compound, offering space for multigenerational living, extended family, and guests while preserving the comfort and independence of separate homes. The main residence features a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace, opening to a chef's kitchen with sweeping views across the property. A main-level primary suite offers a private retreat with dual closets, an oversized walk-in shower, and access to a stone terrace with a gunite hot tub and outdoor shower. Thoughtfully designed for both everyday living and entertaining, this distinctive estate combines timeless craftsmanship, natural beauty, and exceptional privacy midway between Boston and New York.

305 Pequot Trl, Stonington

74 Glenville Rd, Greenwich
$4,390,000
5 Beds ⋅ 6 Baths ⋅ 24202628 MLS
A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom millwork, multiple fireplaces, and graciously proportioned interiors further reflect the home's enduring character. Elegant formal living and dining rooms are complemented by a Christopher Peacock kitchen with adjoining breakfast room, a comfortable family room, and a library or private office. Upstairs, the spacious primary suite is joined by three additional bedrooms, two of which are en suite. A fifth bedroom and flexible living space on the lower level provide additional accommodations. Expansive terraces extend the living spaces outdoors, overlooking the sweeping grounds and putting green, while a circular drive creates an impressive approach. A rare combination of scale, privacy, and setting, just minutes from central Greenwich.

74 Glenville Rd, Greenwich

191 Bayberry Ln, Westport
$4,299,000
5 Beds ⋅ 5 Baths ⋅ 24212297 MLS
Welcome to BAYBERRY FARMS- a refined oasis of style, comfort and custom amenities begins to unfold upon arrival at this property in an area known for fine estates. A gated drive welcomes you home, first to an ample motor court and then you will pass through carefully landscaped gardens. Inside, the creative and energetic spirit of this home begins to reveal the array of quality features that define it. Sensitively blending the character of a country retreat w/bold modern vision, this 5-BR residence was completely reimagined in 2025. The large living room w/built-ins, bay window & fpl is ideal for grand entertaining. The large sunroom/office is lined w/windows & glass doors. The gourmet kitchen has custom exotic wood cabinetry, Viking appliances & a breakfast area with a folding glass wall that leads to the pool terrace. The DR has a wall of glass, unique corner fpl & original built-ins. The family rm has a modern fpl feature wall & large-scale space for any gathering. Flexible layout w/2nd sunny office. A bonus area over the garage has an incredible game room & gym. The primary ste is an incredible retreat- you will not find another like it. This five-star space has an amazing glass-lined bedroom, two custom walk-in dressing rms w/full glass-fronted built-ins, & a stunning bath w/massive glass shower, soaking tub & more. The rear property rivals boutique hotels w/very large stone terrace, full summer kitchen w/pizza oven, gunite pool w/auto cover, hot tub, porch, garden

191 Bayberry Ln, Westport

311 S Bald Hill Rd, New Canaan
$4,295,000
6 Beds ⋅ 8 Baths ⋅ 24212180 MLS
Masterfully reimagined in 2026 through a complete renovation and expansion by GreenDay Co., this 6,529SF modern estate spans 2.43 scenic acres, incorporating refined architecture in an extraordinary natural sanctuary. Historic stone walls, walking trails, mature specimen plantings and a tranquil pond frame the private grounds once home to George Valchar, author of the book "My Connecticut Garden." Inside, an organic-modern aesthetic unfolds with wide-plank white oak flooring, bespoke limewash finishes, seamless flush baseboards and expansive glass windows filling the interior with natural light. The chef's kitchen features custom white oak millwork, Dolce Vita stone surfaces, a 60-inch Wolf range, Sub-Zero refrigeration, Miele coffee system and a built-in breakfast banquette. A well-appointed butler's pantry, formal living and dining rooms and dedicated executive office complete the main level. Upstairs, the vaulted primary retreat boasts a dual-sided gas fireplace, sitting room, two walk-in closets and a spa-inspired bath finished in Taj Mahal stone. Four additional upper en-suite bedrooms feature radiant-heated baths, joined by a bespoke laundry room. The finished lower level includes a 6th bedroom, full bath and versatile gym/recreation space. Seamless indoor-outdoor entertaining centers around the attached cabana with fully equipped grill kitchen and full bath, where accordion-style glass doors open to an expansive bluestone terrace, heated gunite pool and integrated spa.

311 S Bald Hill Rd, New Canaan

23 Daffodil Ln, Greenwich
$4,295,000
4 Beds ⋅ 5 Baths ⋅ 24208670 MLS
Set on an elevated, private acre in Greenwich, 23 Daffodil Lane is a thoughtfully updated Colonial with mature, expansive grounds anchored by a stone patio for outdoor entertaining and a potential pool site for future enhancement. That same sense of flexibility carries inside, where a first-floor guest suite with ensuite bedroom and separate living room offers privacy and versatility, an oversized second-floor family room doubles as a fifth bedroom, and the walk-out lower level includes a home gym. Generously scaled principal rooms are equally suited to entertaining and everyday life, highlighted by a dramatic double-height entrance and a comfortable family room with a floor-to-ceiling stone fireplace. This home has been maintained and upgraded consistently over the years, with quarter-sawn oak flooring, custom cabinetry, and millwork reinforcing its elevated finish throughout. Just a short drive to Tod's Point and downtown Greenwich.

23 Daffodil Ln, Greenwich

19 Roosevelt Rd, Westport
$4,250,000
4 Beds ⋅ 4 Baths ⋅ 24213343 MLS
Tucked along a tranquil lane, mere steps from the soft sands of Westport's coveted Compo Beach, 19 Roosevelt Road is coastal living at its most refined. This picture-perfect residence of four bedrooms and three and a half baths pairs timeless elegance with effortless comfort. It was reimagined from the studs up in 2019 and is fully FEMA-compliant, with two light-filled levels and every modern convenience. On the main level, a gracious living room sets the tone, framed by custom built-in bookcases and warmed by a gas fireplace. The chef's kitchen is the heart of the home. It has a generous center island, a Sub-Zero refrigerator, a Wolf gas range and a dedicated wine refrigerator. Beyond it, a sun-drenched dining area flows into a step-down family room wrapped in windows, opening directly to the patio for seamless indoor-outdoor living. A private den or home office and an elegant powder room complete the floor. Upstairs are four bedrooms. The serene primary suite has its own balcony overlooking the professionally designed grounds. Three additional bedrooms of generous proportion share two beautifully appointed baths. Outside, lush gardens unfold around two stone patios, an enchanting setting for alfresco dining and summer entertaining. The home also includes a whole-house generator, a security system and irrigation. A new roof (2019), natural gas, city water and sewer complete the picture. An exceptional offering moments from the shore, ready to be enjoyed in every season.

19 Roosevelt Rd, Westport

51 Briscoe Rd, New Canaan
$4,250,000
5 Beds ⋅ 7 Baths ⋅ 24207397 MLS
Set high 4.5 + private acres, this impressive six-bedroom home offers space, privacy and resort-style amenities, with beautiful views from its elevated setting. Designed for both everyday living and entertaining, the home features four finished levels with flexible spaces for family, guests, work and recreation. Generously proportioned living areas flow throughout the main level, with an expansive property and outdoor entertaining spaces. The bedroom accommodations are exceptionally versatile. In addition to the main bedroom level, a private bedroom and full bath above the three-car garage creates an ideal guest, au pair or extended-family suite. A fully finished walk-up third floor provides additional space for a home office, playroom, studio or recreation area. The finished walk-out lower level adds yet another dimension to the home, with a bedroom, full bath, wine cellar and direct access to a screened porch and the grounds beyond. Outside, the property becomes a private retreat. A free-form swimming pool, expansive garden and tennis court are surrounded by 4.5+ acres of beautiful grounds, while the home's hilltop position captures views and light from morning through evening. With six bedrooms, four finished levels, a three-car garage, pool, tennis court and an extraordinary elevated setting, this is a home that offers exceptional space and the opportunity to enjoy a true country lifestyle.

51 Briscoe Rd, New Canaan

6 Janson Dr, Westport
$4,250,000
6 Beds ⋅ 9 Baths ⋅ 24165540 MLS
Exceptional new construction by AR Luxury Homes with 7,500+/- square feet of thoughtfully designed living space across four finished levels in a prime Westport location. This 6-bedroom, 6 full and 3 half bath residence blends refined craftsmanship with modern functionality, featuring an open-concept layout ideal for both everyday living and entertaining. The heart of the home is a custom-designed kitchen equipped with premium appliances including Wolf and Sub-Zero, expansive island, and seamless flow to the family room with fireplace. Three fireplaces throughout the home add warmth and architectural interest. White oak flooring, custom millwork, and high-end finishes elevate every space. The upper levels offer a luxurious primary suite with spa-like bath and custom closet, along with well-appointed secondary bedrooms. A fully finished lower level with walkout access provides flexible space for recreation, fitness, or additional living. Set on a level .50-acre property, the outdoor experience is complete with a 15' x 30' heated gunite pool, bluestone patio, and professionally planned landscaping-perfect for enjoyment and relaxation. Additional features include city water and sewer, propane gas, 400-amp electrical service, 24 KW generator, and wiring for audio, security, and smart home systems. A rare opportunity to own a new construction home with exceptional scale, quality, and amenities. Still time to customize finishes.

6 Janson Dr, Westport

210 Doolittle Dr, Norfolk
$4,200,000
6 Beds ⋅ 8 Baths ⋅ 24192442 MLS
Nestled within the absolute privacy of the 1,700-acre Doolittle Lake Company woods, this beautifully maintained 100-acre estate across two parcels features a magnificent 5,670-square-foot 1780 Center Hall Colonial blending colonial and Art Deco charm. Painstakingly relocated in the 1930s by architect Robert Carrere, the home boasts grand reception rooms with wide red pine floors, two wet bars, and nine wood-burning fireplaces. Authentic 1930s nostalgia is preserved through functioning rotary dial phones and butler bells, while the gourmet kitchen is updated with a fireplace, custom cabinetry with antique glass, and a unique trout-cleaning fish sink on the back porch. The main floor opens to stone-walled perennial gardens and a custom, heated oval gunite pool, complete with a dramatic arched pool house featuring kitchenette, half bath, dressing rooms, and an outdoor shower. Upstairs, the primary suite offers a private sitting area, fireplace, and steam shower alongside three large ensuite bedrooms with fireplaces, and a playroom. A private ensuite studio bedroom sits above the heated three-car garage, offering perfect accommodations for staff or guests.

210 Doolittle Dr, Norfolk

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