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Featured Properties

$5,595,000
5 Beds 10 Baths 24176543 MLS
Stone Bridge: The Ultimate Classic Country Estate - PERFECTION AND READY TO MOVE IN! Embodying the pinnacle of refined country living, "Stone Bridge" is a magnificent stone and shingle estate with Elevator to all floors and Geothermal Heating, that seamlessly marries timeless architectural grandeur with state-of-the-art modern amenities. Situated on over 24.9 private, bucolic acres in Washington, Connecticut's highly desirable Nettleton Hollow area, this masterfully crafted property offers an unparalleled sanctuary of elegance and privacy. Constructed by the HOBI Award-winning Corbo Associates, the residence spans more than 7,000 square feet of sophisticated living space, complemented by an additionally finished 3,100 square feet on the lower level. A seamless indoor-outdoor flow defines the main living areas, which open gracefully onto sprawling terraces and a covered patio complete with an outdoor fireplace. The manicured grounds serve as a private resort, featuring mature plantings, artisanal stonework, a full irrigation system, and a pristine, heated gunite pool. Inside, soaring ceilings and expansive walls of glass flood every room with natural light while bringing the breathtaking countryside views indoors. The estate features five luxurious bedroom suites, including the rare flexibility of both first- and second-floor primary retreats. An elevator effortlessly ensures absolute accessibility throughout the home.

42 Nettleton Hollow Rd, Washington

$5,500,000
5 Beds 8 Baths 24147148 MLS
67 Carter Street - Exceptional Modern Estate Experience unrivaled luxury at this extraordinary 2.5-acre sanctuary in New Canaan. Encompassing nearly 7,300 sq ft above grade and an additional 2,000 sq ft in the lower level with soaring 10-foot ceilings, this architectural masterpiece offers a refined and expansive living experience. A chef's gourmet kitchen anchors the home, complemented by five luxurious bedrooms and seven designer bathrooms. The spectacular primary suite spans over 1,000 sq ft, featuring a spa-level bath reminiscent of a five-star resort. The third-floor office and library boast panoramic views, while striking fireplaces and fluid indoor-outdoor transitions elevate every room. The lower level doubles as a wellness retreat with space for a private gym and spa. An additional 2,000 sq ft of outbuildings opens the door to creative or recreational possibilities, whether studio, guest space, or workshop. Set high above neighboring homes, the estate commands sweeping treetop views and absolute seclusion. Despite its private feel, it remains conveniently close to New Canaan's premier shopping, dining, and schools. Enjoy a New England arboretum atmosphere with walking trails, a tranquil koi pond, and multiple entertaining terraces across all levels-perfect for hosting or relaxation. This is more than a home-it's a one-of-a-kind estate where Gold Coast elegance meets modern sophistication. Designed for those who expect nothing less than perfection.

67 Carter St, New Canaan

$5,495,000
6 Beds 9 Baths 24203359 MLS
Located within the highly desirable Stony Point Association, this exceptional home offers a rare combination of privacy and convenience just moments from the train, local restaurants, and everyday amenities. This particular home enjoys private dock membership, providing summer boat access just steps from your door. Completely transformed and expanded in 2016, the home features over 6,500sf of thoughtfully designed living space, including 6 bedrooms and 9 baths. Expansive panoramic windows capture seasonal water views and fill the home with natural light. A dramatic two-story entry foyer and soaring ceilings create an impressive sense of space. The open-concept kitchen/living room is a true centerpiece, featuring a massive 12-foot island with seating for 6, high-end appliances, dual dishwashers, a wine fridge, an ice maker - ideal for both everyday living and entertaining. Designed for effortless indoor-outdoor living, the home seamlessly connects its interior to exceptional outdoor entertaining areas. The spacious family room features sliders that open directly to the expansive covered patio with retractable screens, an outdoor kitchen, and a relaxing pool and spa. The 3rd floor great room has amazing water views, and features a 1/2 bath and wet bar. Additional highlights include a private office, whole house generator, 2 laundry rooms, sauna, mudroom, and a charming 'hidden' playroom. A truly turnkey offering.

3 Stony Point W, Westport

$5,495,000
4 Beds 5 Baths 24182865 MLS
Welcome to one of Main Street's most recognizable homes, the iconic & brightly colored Gothic Revival Victorian, built Ca. 1826, offering an exceptionally private & expansive 1.94 acre lot plus a separate 3,684 sf Carriage/Pool House. Working with Peter Coffin, Architect, & the Historic District Commission, the home underwent a meticulous full restoration/renovation, thoughtfully balancing historic preservation with modern luxury updates. Over $10M has been spent in top of the line improvements & designer appointments inside & out. This highly refined residence offers a total of 5,778 sf including 4,546 sf on the 1st & 2nd floors, 303 sf in the finished 3rd floor, plus 929 sf in the lower level. Total 15 rooms, 4 bedrooms, 4 full & 1 half bath, 3 fireplaces, front & back stairways, plus brick driveway/courtyard leading to the 3 story carriage/pool house. The ultimate lifestyle "party barn," it features millwork reclaimed from PA mushroom barns; 2 car garage; 2 fireplaces; ensuite BR & overflow guest "bunk room"; 2 full/1 half baths; full gym with steam shower/changing room; game room/bar; poker/card room; arcade; 30+ seat movie theater; plus kitchen/great room open to the pool. The resort like entertaining area features a sprawling cut stone patio, custom fireplace with propane assisted starter, waterfalls, built-in outdoor kitchen with grill/sink/fridge, heated, saltwater, gunite pool & spa, custom built pergola, wired for sound/TV, plus expansive back lawn & wooded privacy.

250 Main St, Ridgefield

$5,349,000
5 Beds 8 Baths 24201547 MLS
From the moment you enter the gates of this Old Hill estate, you know you've arrived- a rare sanctuary built with a level of custom stonework and craftsmanship impossible to replicate today. This stunning 5 bedroom, 6.2 bath home offers an extraordinary blend of elegance, privacy, and nature. Set in a mature landscape that takes generations to establish, the setting delivers unmatched wildlife views-from herons and owls to ducks and otters along picturesque Stony Brook. Resort-style amenities feature a heated saltwater pool/spa, a private pond with a fountain, and deeded access to nearby Nash's Pond for kayaking and fishing. Inside, a dramatic wall of glass captures sweeping water views, creating a seamless connection to the outdoors. The main level includes a gourmet kitchen, family room with fireplace, dining room with wet bar, living room with fireplace and lounge, stone entry foyer, mudroom and two powder rooms. Upstairs, the primary suite boasts two terraces, dual walk-in closets, and a spa bath. Four additional bedrooms each with its own bathroom, a sprawling home office/6th bedroom with fireplace, a large playroom with a full bath, a third floor family room, and a mirrored gym/yoga studio with a ballet barre offer exceptional living options. Moments from Earthplace nature trails, key features include a heated 3-car garage, Crestron lighting, full-house generator, and a built-in poolside gas grill. A rare opportunity to own a sanctuary where design and nature converge.

31 Stonybrook Rd, Westport

$5,295,000
4 Beds 6 Baths 24196747 MLS
Welcome to 34 Nearwater Road, an exquisite home in the coveted Pine Point Assoc., just steps from Crescent Beach. This turnkey gem offers year-round water views & a seamless blend of luxury and comfort. The light-filled interior boasts soaring ceilings & an open floor plan that feels both elegant and inviting. The living room, anchored by a wood-burning fireplace, exudes charm, while the formal dining room shines w/ sophisticated coffered ceilings. At the heart of the home is a chef's kitchen featuring state-of-the-art appliances - including 2 refrigerators and dishwashers, perfect for culinary adventures. Adjacent spaces include a bright office & a chic bar area, making entertaining effortless. A refined powder room completes the main level. Upstairs, the primary suite is a true retreat with a cozy gas fireplace, 2 walk-in closets, and a spa-like bath with a tub. Three additional ensuite bedrooms ensure privacy for family & guests, while the laundry room adds convenience. The 3rd floor, w/ breathtaking water views of LIS & Farm Creek, features a full bathroom & versatile space ideal for work, fitness, or play. On the lower level, a large mudroom features ample storage & the large, extra-deep two-car garage provides easy access. Outside, the oversized front patio w/ stunning Long Island Sound water views, is perfect for morning coffee or evening gatherings around the gas fire pit. Enjoy coastal living within walking distance of the beach, town, & Rowayton's vibrant amenities.

34 Nearwater Rd, Norwalk

$5,250,000
2 Beds 2 Baths 24201909 MLS
The rarest luxury is seldom the land itself. It is the time already devoted to revealing its full potential. Set amidst protected land along the coveted Kent-Sharon border, RockOak offers the uncommon advantage of beginning years ahead on the construction of a legacy estate. The completed retreat allows the property to be enjoyed immediately, while the future estate evolves. Overlooking the orchard, gardens, woodlands and long views it offers refined, comfortable living from the very first day. The estate unfolds like a private park of meadows, woodlands, orchards, gardens, dramatic elevations and a sheltered seasonal brook. Sweeping western sunsets, expansive northern vistas, and carefully composed landscapes ensure every season reveals a new perspective. Two parcels define the property's flexibility. The principal Sharon homesite occupies a commanding elevation and includes architectural design plans by architect, Scot Samuelson, AIA, NCARB for a 5,000+ sq ft residence. The 2nd parcel is in Kent & Sharon, reached by its own private drive. It rests quietly on the edge of a woodland above the brook and in the meadow below the principal Sharon site. Throughout the estate, thoughtful infrastructure has been integrated into the landscape, while historic woodland roads, stone walls, specimen trees, perennial gardens, fountains, scenic overlooks, and a distinctive 40 tree orchard create a landscape of exceptional beauty and permanence. Convenient access to NYC by car or train.

Sharon

$5,195,000
6 Beds 8 Baths 24197551 MLS
On one of New Canaan's most coveted streets, 25 Adams Lane stands as a rare offering: exceptional architecture, extraordinary amenities, and the kind of warmth that cannot be built - only lived. Set on two glorious south-facing acres, the property commands one of the finest front lawns in town; a sweeping, softly grassed acre framed by mature flowering trees, and longtime home to the neighborhood's beloved annual Turkey Bowl. The fully enclosed backyard, bordered by a gently running creek and cathedral of mature trees, delivers the privacy of a country estate within one of New Canaan's most beloved neighborhoods. This spacious residence offers six bedrooms, six full and two half baths across four thoughtfully designed levels. Step inside to soaring 9-foot ceilings, extensive custom millwork, and windows positioned to flood every room with southern light. The open-plan kitchen anchored by two large islands and appointed with Sub-Zero, Wolf, and Thermador, rises to every occasion. Five fireplaces warm the principal gathering spaces, including a handsome paneled study ideal for working from home. The primary suite features a fully custom dressing room and stunning new bath (2025). A private sitting room with three walls of windows, suspended among the treetops, redefines what a home office can be. The finished third floor serves as playroom, studio, or guest quarters. The lower level delivers a nine-seat home theater, well-appointed gym, and wine cellar.

25 Adams Ln, New Canaan

$5,195,000
8 Beds 9 Baths 24182442 MLS
West Winds is one of Washington's most extraordinary country estates, offering an unparalleled combination of privacy, natural beauty, recreation, and equestrian amenities. A long, winding drive meanders through expansive meadows and orchards, culminating at a remarkable 10,000+ square-foot barn-style residence. Meticulously crafted using reclaimed beams and siding from a 19th-century Dutch barn, the home blends authentic historic character with modern comfort and scale. Set on 62 acres across 4 separate parcels, the property enjoys over 1,000 feet of frontage along the Bantam River, with sweeping views across the water to the mountains beyond (including iconic Mt. Tom). Outdoor amenities are exceptional, highlighted by a spectacular infinity-edge pool surrounded by stone terraces and walls, a private pond for fishing and winter skating, and direct access to miles of protected land trust trails ideal for hiking, biking, horseback riding, and exploring the surrounding countryside. For equestrian enthusiasts, West Winds offers a rare opportunity to ride directly from the property onto adjacent trail networks that follow the scenic Bantam River. The horse facility includes 4 stalls, tack area, and paddocks creating a turnkey setup for both recreational and serious riders. The heart of the home is the renovated eat-in kitchen, ideally positioned between the dramatic vaulted great room and the expansive media/game room.

56 W Morris Rd, Washington

$5,000,000
3 Beds 3 Baths 24192754 MLS
Some properties are defined by the house that sits on them. Others are defined by the land itself...by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky...a landscape that is both bucolic and breathtaking. This is an exceptional setting for a distinctive country residence, a private retreat or a place to enjoy a quieter chapter of life. An existing, well appointed, three bedroom ranch home sits on the property and enjoys the same remarkable views. Comfortable as it stands, the home could ultimately serve as a guest house, artist's studio or private office. The property offers the potential for more than one lot, but with generations of family ownership, the sellers have hopes to see the land remain intact, so no soil testing has been undertaken for subdivision. A survey is available and buyers considering additional development should conduct their own due diligence. After two centuries in the same family, this is a rare opportunity to become the next steward of an extraordinary Connecticut landscape.

118 River Rd, Madison

$5,000,000
4 Beds 2 Baths 24148801 MLS
Originally established in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of CT's most charming destinations. This small home serves as a full-time Airbnb or could house live-in help. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue! The Main House offers 5-Bedroom (bed & breakfast), Dragonfly Equestrian Center has 18-stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment, hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP!). Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington

$5,000,000
5 Beds 7 Baths 24148794 MLS
Originally built in the mid-1700s as a livestock farm, Deans Mill Farm has been beautifully restored & transformed into one of Ct's most charming destinations. Over 70 acres of pristine countryside in Stonington, property now operates as an event venue & 5-room bed & breakfast. It shares the grounds with Dragonfly Equestrian Center, stalls, Indoor/Outdoor riding ring, round pen, Multiple Buildings, wash stalls, trainer's apartment , hiking/horse trails & Dragonfly Disc Golf (NEW PRO SHOP)! Deans Mill Farm is ideal for weddings, parties, and special events. Guests may book individual rooms or reserve the entire property for privacy. The Farmhouse accommodates intimate indoor gatherings of up to 50 guests, while outdoor tented celebrations can host up to 250 guests with multiple picturesque backdrops. Whether you continue the existing business or make this amazing estate your home, the possibilities are endless. Picture the equestrian center as a unique indoor wedding venue, cocktail hour alongside the stalls, & private events where you live and entertain on-site. The equestrian center features a lovely living space above with a private deck-perfect for an owner, manager, or VIP guest. A small home serves as a full-time Airbnb or could house live-in help. The main estate functions as both an Airbnb and bridal suite. The beer garden hosts music every Thursday & Sunday, offering food, beer, and lively charm that adds to its income potential.

1189 Pequot Trl, Stonington

$4,999,000
5 Beds 9 Baths 24146882 MLS
A rare offering, this Gambrel shingle-style estate is a sanctuary on over 15 acres with a lake and separate building lot-ideal for equestrian pursuits or 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

$4,995,000
5 Beds 5 Baths 24195094 MLS
1716 Shippan Avenue represents a rare opportunity to own a legacy estate on 1.01 acres in Stamford's sought-after Shippan neighborhood. This distinguished Tudor home is comprised of approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. The beautifully updated second-floor bathrooms feature custom cabinetry, bookmatched marble showers and countertops, and heated floors. In addition to generous living and entertaining spaces, the home also includes a finished lower level, a third-floor loft with water views (currently used as a home gym), and a charming attached greenhouse. Outside, a 40' x 20' gunite pool and spa, expansive patio, and mature gardenscape create a picturesque private oasis. Exceptionally private, the expansive grounds made up of 2 parcels provide an idyllic backdrop for sun-filled summer days, evenings spent poolside, and memorable gatherings with family and friends. Enjoy Shippan's waterfront community minutes away from the Stamford Yacht Club, local dining, and the express train to Manhattan.

1716 Shippan Ave, Stamford

$4,995,000
3 Beds 4 Baths 24194201 MLS
The dream of waterfront living is officially taking shape-construction is underway by renowned builder The O'Dell Group. This is your chance to secure a front-row seat to the Long Island Sound on one of Westport's most prestigious stretches of coastline. This exceptional property offers direct water frontage + sweeping, uninterrupted views of the Sound + the iconic Old Mill Beach. Imagine waking up to the soft glow of a sunrise over the water, spending your afternoons enjoying the refreshing salt air, or relaxing to the rhythm of the tide. Every detail of this build is designed to maximize the connection to the sea, offering a lifestyle defined by beauty + tranquility. Nestled in a welcoming and picturesque community, you'll enjoy access to top-ranked schools + Westport's vibrant downtown, known for its exceptional dining, shopping, and cultural experiences. Plus, the location is ideal for commuters, with close proximity to Metro-North for a seamless trip to Grand Central Station in NYC. As the last available parcel of its kind for development in this coveted location, this project represents a rare opportunity to own a brand-new architectural masterpiece in an idyllic setting. With The O'Dell Group's signature craftsmanship now in motion, the vision for this ultimate beach house is becoming a reality. Seize the opportunity to claim this piece of paradise and personalize your finishing touches while there is still time. Reach out today to make this coastal sanctuary your own.

238 Hillspoint Rd, Westport

$4,995,000
5 Beds 7 Baths 24126503 MLS
Introducing 1 Coastal Court, a rare opportunity to own in Westport's only gated community, an exclusive four-lot enclave envisioned and built by Joe Feinleib, founder of Coastal Luxury Homes and one of Fairfield County's most respected builders.This private neighborhood blends timeless architecture with modern luxury. Each custom residence, ranging from 5,000 to 7,500 square feet, plus generous garages, balconies, patios and covered porches, will be designed in collaboration with the homeowner - ensuring every detail reflects your vision. Expansive layouts, pool sites, and inviting outdoor living spaces create the perfect setting for today's lifestyle, balancing sophistication with everyday comforts. Working with Coastal Luxury Homes is a dynamic, collaborative and easeful process with every detail curated to suit the homeowners' vision of the perfect home. Whether you dream of having your own golf simulator, outdoor chef's kitchen, sauna or elevator...everything is possible. Ideally located just moments from Westport's award-winning schools, vibrant downtown, the train, and Compo Beach, this unique neighborhood offers a rare combination of privacy and convenience. Mature landscaping and thoughtful design create a serene retreat, while the best of dining, shopping, and recreation are just minutes away. This is more than a new home - it's the chance to create your dream residence with an award-winning builder in a community unlike any other in Westport.

1 Coastal Ct, Westport

$4,950,000
6 Beds 7 Baths 24173339 MLS
Hidden behind Shorehaven Country Club in a gated waterfront enclave, 3 Canfield Crossing offers the rare opportunity to enjoy WATERFRONT LIVING in a NATURALLY PROTECTED WATERFRONT SETTING. Thoughtfully reimagined and extensively updated, the property combines timeless coastal design with the peace of mind of significant recent improvements, including a BRAND NEW CEDAR ROOF, new windows, several new mechanical systems, a new pool heater, and an entirely new chef's kitchen with custom cabinetry and premium appliances. Designed to embrace its waterfront setting, nearly every room captures views of the ever-changing tides. A NanaWall opens the newly renovated kitchen and living areas directly to the expansive waterfront terrace and infinity-edge pool, creating an effortless connection between indoors and out. With four finished levels connected by elevator, six ensuite bedrooms, including two separate guest or au pair opportunities, the home offers exceptional flexibility for everyday living and entertaining. Kayak or paddle board directly from your backyard, spend an afternoon at nearby Shorehaven Country Club, or enjoy the restaurants and amenities of Westport, Rowayton, and South Norwalk just minutes away. Private, protected, extensively updated, and directly on the water, 3 Canfield Crossing delivers a distinctive Fairfield County waterfront lifestyle without sacrificing the comfort, space, and convenience of a substantial year-round residence.

3 Canfield Xing, Norwalk

$4,850,000
4 Beds 5 Baths 24176398 MLS
"Hollow Farm" - An Expansive Historic Estate Reimagined for Modern Country Living Nestled in its own private valley, this 72-acre estate includes a Main House, thoughtfully updated and expanded in 2005; a charming Guest Bungalow; screened Gazebo perched over a pond; Pool Pavilion; Stables with caretaker's apartment; and a restored Barn. Comprised of multiple parcels, offering maximum privacy. The circa-1755 Main House features a dramatic great room with stone fireplace, adjoining chef's kitchen, and formal dining room. Additional main-level spaces include both a sitting room and a library with back-to-back fireplaces, plus a guest suite with full bath and sitting room. Upstairs, the primary suite offers a lofted sitting area with fireplace, as well as private deck, while two guest bedrooms share a hall bath. The lower level includes a wine cellar with cobbled floor and a gym. Outside, multi-level terraces showcase exceptional stonework, a fire pit, grilling area, pool, and spa. Two ponds and the sparkling Merryall Brook enhance the 18 acres of open land. Extensive landscaping compliments the natural beauty of the forested hills. As with the Main House, every outbuilding and outdoor space has been meticulously maintained. Although it feels a world away, this remarkable property is only 15 minutes from Kent, New Preston, and Washington. With its historic character, modern updates and expansive private setting Hollow Farm offers a rare opportunity for refined country living

57 Indian Trail Rd, New Milford

$4,850,000
5 Beds 5 Baths 24172211 MLS
Introducing The Winslow Manor, one of Westport's most exceptional estates, is a secluded retreat defined by beauty, privacy, and grace, now available for the first time in decades, inviting its next residents to experience the privilege of living within this storied and extraordinary sanctuary. Just steps from downtown & completely remodeled in 2002, welcome home to a rare and timeless estate where classic Arts & Crafts architecture meets the tranquility of a private countryside retreat. Set on over 2.5+ sprawling acres of pristine grounds, this exceptional 5 Bed, 5 Bath residence offers more than 5,100 sqft of refined living, surrounded by natural beauty & complete privacy. From the moment you arrive down the private, meandering drive framed by mature landscaping; The Winslow Manor evokes a sense of warmth, character, and enduring craftsmanship. Rich architectural details, beamed ceilings, inviting living spaces, & thoughtfully designed interiors create a home that feels both grand and deeply welcoming- as if stepping into a piece of cozy history, carefully preserved and elevated for modern living. Designed for both relaxation & recreation, the estate unfolds into an extraordinary outdoor experience. A sparkling Gunite pool, multiple terraces, Pergolas, & dedicated home gym create the ultimate summer retreat, while the surrounding pond and protected wetlands attract an abundance of wildlife, offering peaceful views and a connection to nature rarely found so close town.

22 Evergreen Ave, Westport

$4,750,000
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

$4,750,000
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

$4,750,000
7 Beds 8 Baths 24181755 MLS
Tucked away on a quiet cul-de-sac on the western shore of the Mystic River stands an exquisite 5,926 sq. ft. Georgian Colonial. As you view this 1931 estate and learn the unrepeatable details of its magnificent construction, this stately residence confirms it was built for this waterfront location, not just placed on it. Built to endure direct waterfront exposure with construction standards that have proven their value since 1931. Over the past 23 years, the owner has made many upgrades: Electrical, Heating, Lighting, Commercial Alarm system, Window Well Drainage System, Seawall, Roof w/ice shield, & more. All this to safeguard the home while bringing a lighter flair and more contemporary feel to the interior without sacrificing its elegance.* The sequence of spaces tells it all. Water-facing windows carry the shoreline through the principal rooms, so the setting follows you. Arched openings keep sightlines long; French doors dissolve the boundary between living space and covered porch, so indoor and outdoor rooms work as one floor plan. Coffered ceiling detail, Built-in cabinetry, and a centered fireplace give the interior the same permanence as the brick and stone outside. Hardwood floors run throughout. Formal dining and generous living areas hold a crowd; The bedrooms hold the quiet with soft light, water views, & the primary, with a private balcony. The spacious kitchen with water views & direct access draws you to the backyard:Terrace, Pier, Beach, the Sunrise or Sunset

30 Essex St, Groton

$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

$4,625,000
3 Beds 3 Baths 24180859 MLS
Welcome to Little Pond Farm in Stonington, CT. This private estate of 96 acres on the Connecticut shoreline is midway between Boston and New York and minutes from ocean beaches, sailing, and the historic village of Mystic. It offers the space and privacy of true country living within easy reach of the coast. The custom main residence pairs scale with warmth: a great room anchored by reclaimed antique beams, wide-plank floors, and a stone fireplace opens to a chef's kitchen and a custom wood island, all framing views across fields, ponds, paddocks, and the post-and-beam barn. The main-level primary suite offers dual closets, an en-suite with an oversized walk-in shower, and a private stone terrace with an oversized gunite hot tub & outdoor shower. A fireside library, screened porch, and service rooms complete the floor; two additional bedrooms with a jack and jill bathroom are located on the upper level.The barn is fitted with four oversized stalls, tack and feed rooms, and a wash stall, connected by breezeway to a two-level guest house. The ground level offers a large studio with a wet bar, half bath, and an attached one-car garage; above is a complete guest residence with a full kitchen and living area, bedroom, walk-in closet, and full bath. 70 of 96 acres are permanently protected under a Connecticut Farmland Trust easement, permitting agricultural use and structures preserving the surrounding hayfields, woodlands, and brook in perpetuity and ensuring lasting privacy.

305 Pequot Trl, Stonington

$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

$4,595,000
6 Beds 7 Baths 24203624 MLS
A remarkable home where historic charm has been completely reimagined for modern living, set on over two acres in one of New Canaan's most coveted locations. Impeccably cared for and thoughtfully updated throughout, this stately residence offers over 7,000 square feet of beautifully appointed interiors with six bedrooms, six-and-a-half bathrooms, custom millwork and moldings, soaring ceilings, and exceptional attention to detail. A welcoming entry and adjoining office open to an elegant living room with double-sided gas fireplace and formal dining room with butler's pantry. Designed equally for effortless entertaining and everyday living, the heart of the home is an extraordinary custom kitchen with ample storage opening to an impressive, light-filled family room. Multiple French doors extend the living spaces outdoors to the rear porches, sweeping lawns, and pool. A powder room, two bedrooms, full bath, and mudroom provide added flexibility on the main level. Upstairs, the luxurious primary suite is a true retreat with fireplace, balcony, spa-like bath, and three walk-in closets. Three additional bedrooms, three bathrooms, a second family room, and laundry room complete the second level. The lower level offers additional living space with a bonus room, access to the three-car garage, and a fabulous cabana room with wet bar, updated full bath, and sliding doors opening directly to the pool for effortless summer entertaining.

125 West Rd, New Canaan

$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

$4,500,000
5 Beds 4 Baths 24200828 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 & 1148 Fairfield Beach Rd, Fairfield

$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

$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

$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

$4,395,000
5 Beds 6 Baths 24205057 MLS
Custom construction meets effortless in-town living at 16 Orchard Lane, a 2019 HOBI Award winner for Best In-Town Custom Home. Built by acclaimed New Canaan builder RR Builders, the residence reflects a level of craftsmanship and consideration evident throughout, from the architectural detailing and carefully selected materials to the integrated systems and sophisticated mechanicals. A gracious entry introduces interiors defined by soaring ceilings, oversized windows and abundant natural light. Wide-plank white oak floors, custom cabinetry and substantial architectural detailing bring warmth and character, while generously scaled rooms and an easy, connected flow allow the home to feel both substantial and comfortable. At the heart of the home, the chef's kitchen features custom cabinetry, premium appliances and an oversized gathering island, opening naturally to the family room, dining area and rear porch. A generous pantry, functional back hall and extensive built-in storage bring organization and purpose to everyday living. Four finished levels provide exceptional flexibility. The primary suite features a dramatic vaulted ceiling and three exposures, complemented by a generous walk-in closet and bath with radiant heat, steam shower and soaking tub. The finished third floor offers additional airy, flexible space, while oversized windows bring unexpected natural light to the lower level, with recreation space and a dedicated gym.

16 Orchard Ln, New Canaan

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