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11 Manitou Ct, Westport
$8,995,000
7 Beds ⋅ 9 Baths ⋅ 24068543 MLS
Perched gracefully atop a bluff on a premier private cul de sac overlooking Longshore and the shimmering expanse of Long Island Sound, this exquisite coastal residence embodies a harmonious synthesis of timeless Hamptons style and contemporary modern chic. This estate offers a lifestyle of unparalleled sophistication, effortless elegance, cutting edge innovation, and tranquil opulence. Imagine days on your sun-drenched terraces, reading under the covered porches, a swim in your oversized infinity edge pool with spa, walks to the beach as the backdrop to your everyday life. Inside, discover luxurious living spaces designed for both intimate gatherings and grand entertaining; soaring ceilings; walls of windows; generous stone embellishments; a swoon worthy kitchen with scullery; 6/7 bedrooms which includes the primary bedroom suite with fireplace and generous balcony deck; 8/1 baths; elevator; recreation and wellness retreat with infrared sauna, steam shower, cold plunge, golf simulator, wet bar, and more in the lower level. Artful in architecture and design, indulgent in amenities and appointments, every detail in this home is a testament to the Builder's exceptional craftsmanship and his unwavering dedication to delivering the highest quality construction. The new definition of a Coastal Luxury Masterpiece is HERE... "Manitou Bluff", Westport CT

11 Manitou Ct, Westport
55 Calhoun Dr, Greenwich
$8,795,000
6 Beds ⋅ 10 Baths ⋅ 24177074 MLS
Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors and sunlit living space. A grand foyer opens to a gracious floor plan of spacious rooms perfect for formal entertaining and casual living. Highlights include an airy sun room, coffered ceiling family room & breakfast room, all opening to a expansive terrace with stunning lawn and garden views. Generous space for a new custom kitchen. Luxurious primary suite features two marble Waterworks bathrooms, walk in closets and a sitting room with access to a private balcony. An additional private guest suite provides enhanced comfort for guests. A welcoming garden level offers a media room, wet bar, wine cellar, gym with full bath and playroom with access to a private outdoor covered terrace. The main residence has a three car garage. There is a charming two story carriage house with storage for two more cars. This stately home, located on a quiet cul-de-sac, is close to downtown Greenwich with fine shopping and dining and transportation to NYC.

55 Calhoun Dr, Greenwich
11 Harbor Bluff Ln Unit 11, Norwalk
$8,475,000
5 Beds ⋅ 7 Baths ⋅ 24180499 MLS ⋅ Harbor Bluff BLDG.
Commanding panoramic views of Long Island Sound, this extraordinary coastal retreat offers a front-row seat to the dramatic interplay of sea, sky & light. Thoughtfully designed by Louise Brooks of Brooks & Falotico, the residence blends timeless elegance w/ exceptional craftsmanship and over 9,000 sqft of refined living space across 4 elevator-serviced levels. Designed for both relaxed living & sophisticated entertaining, the home features a stunning chef's kitchen w/ professional-grade appliances, fireplace & imported French heated stone floors. Sun-filled living & dining rooms offer French doors that lead to a private terrace overlooking Tavern Island, Rowayton Harbor, & the sparkling Sound. 5 beautifully appointed en-suite bedrooms provide comfort & privacy, including a luxurious primary suite w/ a recently renovated spa bath, steam shower, soaking tub, custom vanities & walk-in closets. A spacious private office with built-ins offers a serene work-from-home setting, and guests can enjoy a charming 3rd fl. bedroom w/bath. A spectacular top-floor entertainment space w/ kitchenette opens to a deck with sweeping waterviews for gatherings & sunsets. The lower level is dedicated to wellness & recreation, featuring a gym, sauna, wineroom, & abundant storage. Nestled within Harbor Bluff, an exclusive enclave of just 12 custom homes, residents enjoy a lock-and-leave lifestyle w/ the privacy of a Single-family residence. Coastal Connecticut living at its finest.

11 Harbor Bluff Ln Unit 11, Norwalk
94 Porchuck Rd, Greenwich
$7,500,000
6 Beds ⋅ 9 Baths ⋅ 24148128 MLS
2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE. Set back on a quiet private drive in a coveted central Greenwich location, this 12,000+/- sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring ceilings, and custom finishes fill the home with light and sophistication. A chef's kitchen with professional-grade appliances anchors the living spaces. Outside, enjoy a heated Gunite pool and spa, stone fireplace, and beautiful grounds. Additional highlights include a 3-car garage, advanced systems, and elevator-ready space. Minutes to town, schools, transportation, NYC, and airports. One of two new homes being built along with 96 Porchuck Road. Still time to fully customize. Buyer did not perform so house is fully available.

94 Porchuck Rd, Greenwich
96 Porchuck Rd, Greenwich
$7,500,000
6 Beds ⋅ 10 Baths ⋅ 24132023 MLS
2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE - Set on 4.35 private and quiet acres in backcountry Greenwich, this modern farmhouse offers over 10,000 sq ft of refined living. Designed for today's lifestyle, the home blends classic architecture with modern accents -steep gables, expansive windows, and natural stone accents. Light-filled interiors feature 6 en-suite bedrooms, 8 full and 2 half baths, soaring ceilings, and custom finishes. The chef's kitchen with professional-grade appliances opens to multiple living and dining spaces. Outside, a heated Gunite pool, spa, and outdoor fireplace create an effortless indoor-outdoor flow. Every detail reflects modern luxury and timeless design, minutes to Greenwich town and schools as well as easy proximity to Westchester and NYC.

96 Porchuck Rd, Greenwich
23 Wyckham Hill Ln, Greenwich
$6,995,000
6 Beds ⋅ 8 Baths ⋅ 24189995 MLS
Set on over two acres of exquisitely manicured grounds, this exceptional six-bedroom Georgian estate offers approximately 8,500 square feet of beautifully designed living space, including the finished lower level. Surrounded by mature landscaping and complete privacy, the residence seamlessly blends timeless architecture with modern luxury. Elegant formal living and dining rooms, multiple fireplaces, French doors, custom millwork, and a richly appointed library create an atmosphere of refined sophistication. The chef's kitchen features premium appliances, custom cabinetry, a marble center island, and a sun-filled solarium breakfast room that opens to the inviting family room. The luxurious primary suite is a private retreat with a fireplace, sitting room, expansive walk-in closet, and spa-inspired marble bath. Five additional bedrooms provide exceptional accommodations for family and guests. Designed for year-round enjoyment, the resort-style grounds feature a spectacular pool and spa, expansive entertaining terraces, an outdoor kitchen with two grills and a wood-fired pizza oven, a gas fire pit, greenhouse, and organic gardens. The finished lower level offers a media room, fitness center, wine cellar, game room, and flexible recreation space. Complete with a heated three-car garage and approved seven-bedroom replacement area, this distinguished Greenwich estate presents a rare opportunity to enjoy luxury living in one of the town's most coveted private settings.

23 Wyckham Hill Ln, Greenwich
1 Loch Ln, Greenwich
$6,950,000
5 Beds ⋅ 8 Baths ⋅ 24209049 MLS
Privately positioned on 3.5 acres at the end of a quiet mid-country Greenwich cul-de-sac, this distinguished stone and brick estate offers an exceptional blend of timeless architecture, refined interiors and resort-style living. Designed with both grand entertaining and everyday comfort in mind, the residence unfolds across three beautifully appointed levels, all connected by a wood-paneled elevator. Elegant formal rooms give way to a chef's kitchen, coffered-ceiling family room and private office, while multiple doors invite effortless indoor-outdoor living. Five ensuite bedrooms provide luxurious accommodations, complemented by a versatile bonus room. The walk-out lower level is a destination unto itself, featuring a fireside game room, full bar, wine cellar, private theater and sauna. Outside, sweeping lawns, mature landscaping and lush gardens surround the pool, pergola, summer kitchen and covered terrace, creating a serene and exceptionally private setting. A gated entrance and four-car garage complete this impressive Greenwich estate.

1 Loch Ln, Greenwich
124 Hillandale Rd, Westport
$6,500,000
6 Beds ⋅ 10 Baths ⋅ 24184011 MLS
An exceptional home in coveted Greens Farms, 124 Hillandale Road captures the essence of classic Connecticut living. Timeless, elegant, and impeccably maintained, this beautiful estate is surrounded by mature landscaping and a peaceful, private setting, while remaining just minutes from everything Westport has to offer. Spanning four finished levels connected by an elevator, the home seamlessly blends classic architecture with modern comfort. Sun-filled living spaces, beautiful millwork, and thoughtfully designed interiors create an atmosphere that is both sophisticated and welcoming. Whether hosting family and friends or enjoying a quiet evening at home, the layout is designed to accommodate every stage of life with ease. Every detail has been carefully considered, from the state-of-the-art movie theater and golf simulator to the fitness and recreation spaces that make everyday living feel a little more special. Outside, beautifully landscaped grounds and picture perfect pool with auto-cover provide the perfect backdrop for relaxing, entertaining, and making lasting memories, with an outdoor fireplace and multiple gathering spaces to enjoy throughout the seasons. Effortlessly elegant, 124 Hillandale Road embodies the very best of Greens Farms living-a home where timeless design and modern amenities come together to create something truly special.

124 Hillandale Rd, Westport
298 Harbor Rd, Fairfield
$5,995,000
5 Beds ⋅ 7 Baths ⋅ 24200591 MLS
What began as the restoration of sea captain Ward Bulkley 1834 home became something far more extraordinary. The years-long transformation of 298 Harbor Road, recently featured in Architectural Digest, brought together architect JP Franzen and Moore House Design to carefully preserve and reimagine nearly two centuries of history. No detail was too small and no opportunity to honor the original home overlooked. The result preserves the character and craftsmanship of another era while creating a home that, for all its beauty and pedigree, is remarkably comfortable, inviting and meant to be lived in. Generations of additions were reconsidered and unified; original pine floors preserved; millwork expanded; and Venetian plaster, reclaimed stone and artisan finishes introduced with extraordinary attention to craft. A spectacular vaulted kitchen centered around an 11-foot island exemplifies how seamlessly historic architecture and modern living were brought together. Behind the wood-paneled staircase, a hidden speakeasy offers an unexpected nod to another era-one of the many details that makes this home so intriguing. The home offers 5 bedrooms, 5 full and 2 half baths, with the rare flexibility of a first- or second-floor primary suite. Set on .8 acres with seasonal water views, a pool and spa, and outdoor sauna, 298 Harbor Road achieves something exceedingly rare: a remarkable convergence of history, exceptional design and modern luxury in the heart of Southport Village.

298 Harbor Rd, Fairfield
25 Ellery Ln, Westport
$5,926,000
7 Beds ⋅ 9 Baths ⋅ 24100505 MLS
Work is underway at 25 Ellery! Have you been quietly creating a wishlist of EVERYTHING you want in your next home? This new mini-estate on a preferred Greens Farms cul-de-sac is YOUR EVERYTHING! There will be no reason to leave home - 25 Ellery offers it all including a pool with spa and auto cover. The flow of this house is divine. Rooms are spacious, comfortable, and well-thought out for today's lifestyle. Windows are exquisitely oversized offering private views of the 1 acre property. Expect nothing but the best luxury amenities, finishes, allowances, and expert craftsmanship in true Coastal Luxury Homes' fashion. Entertaining deck off the amazing kitchen and family room. Designed with 7 total bedrooms (5 bdrms on flr 2, 1 bdrm on flr 3, 1 bdrm in LL) - the Primary suite with fireplace also has a balcony facing morning sunshine. Work from home options on every level. Workout at home in your state-of-the-art home gym located in the walkout lower level. Media/playroom/rec room to be customized to your whims. I can't wait to share the plans with you. This one is REALLY good.

25 Ellery Ln, Westport
46 Compo Mill Cv, Westport
$5,895,000
4 Beds ⋅ 6 Baths ⋅ 24166955 MLS
Everything stays on the other side. That is what people here say about the footbridge. You cross it, and whatever you were carrying does not come with you. Compo Mill Cove is a gated private peninsula of nineteen homes on Long Island Sound, and no car has come out here since 1903. It is the reason the loudest thing you hear most mornings is the tide turning under the bridge. Everyone in this town is trying to buy quiet. Out here it is structural. This is the one with the water in every room: 5,567 SF of Brooke Girty-designed shingle style, built in 2008 and laid out so the Sound is never more than a glance away. Century-old reclaimed French oak floors. A three-story Nautilus stair through the center of the house. Five fireplaces. A Viking and SubZero kitchen. A primary suite with its own fireplace, dual walk-ins and a balcony above the water. Four bedrooms, generously scaled, plus a full third floor for guests, a studio or an office. Then the part you actually live in. A screened porch for the mornings. A Brazilian hardwood deck and hot tub for the evenings. Your own sandy beach with a kayak pulled up on it, held by a Race Coastal-engineered bulkhead. A private gate opening into the protected shoreline and woodland of Sherwood Island State Park. Green's Farms station minutes away, Manhattan about an hour. Nineteen homes. There will not be a twentieth. Your car is 150 feet away. You will not want it.

46 Compo Mill Cv, Westport
96 E Elm St Unit 1, Greenwich
$5,850,000
4 Beds ⋅ 4 Baths ⋅ 24204408 MLS ⋅ Arbor Rose BLDG.
This is the one you've been waiting for. Set within the gated Arbor Rose Association, this beautifully renovated condo pairs a serene, manicured setting with effortless access to Greenwich Avenue. Step inside the inviting interior with 10-foot ceilings and an elevator, where natural light moves through the open living and dining rooms into a custom kitchen and welcoming family room with fireplace. The spacious primary suite offers a spa bath, extra large walk-in closet, coffee bar, and flows to an office or sitting room with a private balcony. Two additional bedrooms and laundry room complete the upstairs. The finished lower level provides a second family room, flexibility for a fourth bedroom or gym, and a full bath. Outside, private landscaped spaces with room for a BBQ create a peaceful setting for morning coffee or evenings at home, while the nearby train allows for a seamless commute to New York City.

96 E Elm St Unit 1, Greenwich
1657 Fairfield Beach Rd Unit 1657, Fairfield
$5,499,000
4 Beds ⋅ 6 Baths ⋅ 24185816 MLS
Exceptional, one of a kind property, with direct beach frontage, panoramic views, inground pool, elevator, and a magnificent 2-story elliptical staircase to resemble a seashell. Best of all this home is better than new & FEMA compliant. The elevator extends from the garage to 3 floors more. The residence has 7 outdoor decks to enjoy breathtaking sunrises, sunsets, LI ferry and Penfield Lighthouse. Take long walks, enjoy the sandy beach, or sit and listen to the sound of the waves. The inground pool has a magnificent limestone decking. Highest quality craftmanship and woodworking throughout. The quartzite kitchen is exceptionally spacious to accommodate large gatherings with Subzero and Wolf double oven. A second galley kitchen has an extra DW, dbl sink, fridge/freezer, and custom cabinetry that includes a banquet with direct water dining views. The covered porch overlooks the pool and beach and has a glass fence surround. The 1st floor has an office/study. The 2nd floor features 3 BRs, 2 ensuite plus the primary w/ his and hers baths and sliders to lg viewing deck. 3rd floor adds 2000+ sq ft of addtl living space (not on field card) & replicates a ship potential for another BR. Your own private beach club has high ceilings, top quality construction and custom windows, and flexible living space for every occasion. Exceptional parking for up to 10 cars! This magnificent seaside home is like a private beach club in summer and a retreat oasis for all seasons. Opportunity awaits!

1657 Fairfield Beach Rd Unit 1657, Fairfield
9 Sturges Hwy, Westport
$5,474,945
7 Beds ⋅ 8 Baths ⋅ 24073111 MLS
Design Your Dream Home with an Award-Winning Builder. Step into a world of elegance and sophistication with a soon-to-be-built 6,660 sq. ft. masterpiece by Coastal Luxury Homes. Known for their innovative designs, sleek modern lines, and unparalleled craftsmanship, Coastal Luxury Homes has earned a reputation for creating some of the most sought-after residences. With a focus on prime location, architectural brilliance, meticulous site design, and quality construction, their homes redefine luxury living. This stunning estate is situated on over 6 acres of rare, coveted land in Westport's prestigious Hunt Club neighborhood-a location that hasn't been available for purchase in over fifty years. Coastal Luxury Homes has carefully secured and subdivided this private property into three custom estates, each offering a unique blend of privacy, tranquility and opulence. Blending cutting-edge architecture and state-of-the-art amenities, this home will be a true sanctuary. From the spa-inspired master suite to the open-concept living areas and seamless indoor-outdoor flow, every inch of this home will be designed for those who appreciate the finest in modern living.

9 Sturges Hwy, Westport
34 Nearwater Rd, Norwalk
$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
4 Sycamore Dr, Westport
$5,199,000
6 Beds ⋅ 8 Baths ⋅ 24177071 MLS
Tucked away on a quiet cul de sac in the desirable Hunt Club area of Long Lots in Westport is a new construction lux home from CCO Habitats. 3 levels of finished living space with 10 foot ceilings on the 1st floor give an amazing sense of openness, as well as better functionality than 4 level homes. Think about it. Who really wants to walk up to the third floor every day? That's right; no one. And you don't want your guests walking past your bedroom to get to a third floor guest room either. The family bedroom floor should be private. Wider homes are much more desirable & functional than taller homes. The home has a generous first floor guest bedroom & full bath. Much better. It's not just for grandma you know, although she will love it. Who knows when you're going to tear your meniscus or ACL?? Pickleball hurts! :) Or - it's a great, convenient play room for little ones. Or a gamers' paradise for the older set. #Choices. We also have two designated offices; one on the first floor & a second in a private wing with its own staircase on the second floor. Three wet bars and a dry bar. Custom cabinetry & built-ins throughout. There's a 20x40 salt water pool. Oversized, tilting European windows & sliders drench the home in natural light. Organic modern; warm & functional. A true walk out lower level that easily doubles as a pool house with a full bath, second laundry and entertaining spaces. A full house generator and even an EV outlet. It's all here. Come visit. Come home.

4 Sycamore Dr, Westport
9 Flicker Ln, Norwalk
$5,000,000
5 Beds ⋅ 8 Baths ⋅ 24153974 MLS
Tucked along one of Rowayton's sweetest and most peaceful streets, 9 Flicker Lane is a brand-new home designed for real life. Step inside through the front door or slip in through the mudroom off the two-car garage, where daily comings and goings feel effortless. The main level balances refinement with comfort. A proper dining room and living room for when the occasion calls, alongside an easygoing family room that spills into the breakfast area and kitchen, complete with an oversized island and generous pantry. A private study and two powder rooms round out the floor. Upstairs, the primary suite feels like its own retreat, with a sitting area, dual walk-in closets, and a spacious bath designed to unwind in. Three additional bedrooms each enjoy their own en suite. The third floor offers a tucked-away bedroom/bath and play space, while the lower level is thoughtfully laid out to accommodate two separate rooms, ideal for a gym and media room, or whatever suits your needs. Outside, a newly built pool, wide patio with outdoor fireplace, and ample yard create a setting made for summer afternoons and evening gatherings. A rare find in Rowayton - a beautifully built home with real space to live, a pool to enjoy, and outdoor space to match.

9 Flicker Ln, Norwalk
3 Canfield Xing, Norwalk
$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
19 Mortar Rock Rd, Westport
$4,699,000
6 Beds ⋅ 8 Baths ⋅ 24174833 MLS
Stunning modern transitional home built by Compo Luxury Homes in 2024 and ideally located just minutes to downtown Westport, Compo Beach, and the train. Set on .65 acres with city water, sewer, and natural gas, this beautifully designed residence offers over 8,000 square feet across four finished levels with 6 bedrooms, 6 full and 2 half baths. The open floor plan features a chef's kitchen with high-end appliances, spacious living and entertaining areas, and a luxurious primary suite. The walk-out lower level includes a full gym with natural light and additional flexible space for recreation or guests, while the finished third floor offers ideal space for an office( or guest room), bonus room and full bath. Outdoor living includes a covered porch, stone patio, an outdoor shower, and a 16' x 32' heated gunite pool with automatic cover. Additional highlights include wide-plank floors, custom millwork, a whole-house generator, EV chargers, and a three-car garage, all in the sought-after Westport school district.

19 Mortar Rock Rd, Westport
1421 Oenoke Rdg, New Canaan
$4,595,000
7 Beds ⋅ 10 Baths ⋅ 24163175 MLS
Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sleeping quarters-all just five minutes from the boutiques and bistros of New Canaan's vibrant village center.

1421 Oenoke Rdg, New Canaan
897 Sport Hill Rd, Easton
$4,500,000
170626307 MLS
Large estate piece, gentleman's farm or amazing opportunity to create a signature subdivision. A truly beautiful property in the heart of bucolic Easton. Feels like you're in Litchfield County but easily accessible to downtown Westport, Southport and Fairfield amenities. Currently being taxed as a farm.

897 Sport Hill Rd, Easton
16 Ridgebrook Rd, Greenwich
$4,495,000
5 Beds ⋅ 6 Baths ⋅ 24188162 MLS
Just minutes from downtown Greenwich, this beautifully renovated Colonial offers the ideal blend of luxury, comfort, and convenience. The bright, open interior features soaring ceilings, hardwood floors, a custom kitchen with stone countertops and stainless steel appliances, and an impressive great room with fireplace overlooking the backyard. Designed for today's lifestyle, all bedrooms feature en-suite baths, including a flexible first-floor primary suite ideal for multigenerational living, guests, or an au pair. The second-floor primary retreat offers a fireplace and private balcony overlooking the heated saltwater pool. Set on level, professionally landscaped grounds, this move-in-ready home is an exceptional offering in one of Greenwich's most desirable locations.

16 Ridgebrook Rd, Greenwich
16 Orchard Ln, New Canaan
$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
5 Franklin Ave, Westport
$4,299,000
5 Beds ⋅ 6 Baths ⋅ 24115906 MLS
Nestled in one of Westport's most desirable walk-to-town neighborhoods, this exceptional new construction home combines timeless charm with modern luxury. Designed by acclaimed architect Judith Larson and crafted by trusted builder Redcoat Homes, this residence offers the perfect balance of style and functionality. Located on a level third-acre on a quiet cul-de-sac, the property is beautifully landscaped with a gunite pool. With 5 bedrooms, 6 full bathrooms, and four finished levels, the home is ideal for both family living and entertaining. An expansive, open floor plan is accentuated by Redcoat Homes' signature oversized windows and doors, flooding the space with natural light. The high-end finishes throughout elevate the home's sophisticated yet welcoming ambiance. A stunning chef's kitchen, a spacious home office, 1 fireplace, and generous living and dining areas make this home perfect for modern living. The lush backyard is an entertainer's dream, featuring a large bluestone patio with a built-in grill ideal for year-round gatherings. Enjoy the convenience of being moments away from Westport's renowned schools, Compo Beach, and the town's vibrant shops and restaurants. This home offers both exceptional luxury and a prime location for an unmatched lifestyle.

5 Franklin Ave, Westport
278 North Ave, Westport
$4,050,000
6 Beds ⋅ 9 Baths ⋅ 24174753 MLS
Set in one of Westport's most prestigious estate enclaves, this exceptional shingle-style residence defines luxury living with a rare emphasis on multi-generational comfort, timeless architecture, and impeccable craftsmanship. Designed and built by a renowned architect and builder for a Fortune 500 CEO, the home reflects uncompromising quality, enduring design, and gracious curb appeal that impresses. Seamless indoor-outdoor living defines the home, with sun-filled interiors, soaring 10-foot ceilings, and an expansive walkout lower level with fireplace, all opening to a resort-style pool, stone patios, fire pit, and covered porch with fireplace, providing an effortless setting for entertaining. Extensive bespoke millwork, six fireplaces, and refined architectural finishes enrich every space. The expansive, level, and private grounds, framed by mature landscaping and abutting the 39-acre Newman Preserve, offer serenity with rare walkability to top-rated schools and 8 minutes to Westport's lively downtown. A spectacular chef's kitchen features Thermador and Wolf appliances, dual islands, 2 dishwashers, walk-in pantry, and a fully equipped butler's pantry with wet bar. The primary suite offers a turreted sitting room, fireplace, and 2 walk-in closets. 6 ensuite bedrooms and a private suite over the garage provide flexibility for guests. Space for elevator! New cedar roof, new boiler, new wine cellar, and other upgrades complete this rare offering in a premier Westport location.

278 North Ave, Westport
565 Oenoke Rdg, New Canaan
$4,000,000
4 Beds ⋅ 5 Baths ⋅ 24189751 MLS
An icon of American modernism, the celebrated Celanese House presents a rare opportunity to own one of New Canaan's most architecturally significant residences. Designed in 1959 by acclaimed architect Edward Durell Stone, this internationally recognized masterpiece has been admired for decades for its timeless design. Meticulously restored to honor Stone's original vision while embracing contemporary living, the home showcases his signature architectural vocabulary-from the striking lattice facade and sculptural glass roof pyramids to soaring walls of glass that dissolve the boundary between indoors and out. Light becomes an architectural element, filling every space and transforming the home throughout the day. Nearly 5,000 square feet of thoughtfully curated living space blend historic integrity with refined modern luxury. Satin-bleached oak floors, floating walls, museum-quality lighting and a dramatic illuminated glass entry create interiors that feel simultaneously iconic and effortlessly livable. Four bedrooms, four-and-a-half baths and beautifully proportioned entertaining spaces provide exceptional comfort without compromising the purity of the original design. Set on 2.06 private acres along a distinguished road, the landscape complements the architecture with tranquil views and remarkable privacy. More than a residence, the Celanese House is an enduring work of architecture-offering the privilege of becoming the next steward of a true design landmark.

565 Oenoke Rdg, New Canaan
25 Hillcrest Rd, New Canaan
$3,995,000
6 Beds ⋅ 7 Baths ⋅ 24169909 MLS
Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitchen is as functional as it is beautiful. With a large 8.5' island coupled with two sinks and two dishwashers, prep and clean-up is easy. The adjacent pantry with lots of cabinetry and mudroom provide a place for everything, keeping the main living area neat and tidy. Not to be missed on the 1st floor is the large en suite guest bedroom (which could also serve as the primary bedroom) and a large private office.

25 Hillcrest Rd, New Canaan
11 Clapboard Hill Rd, Westport
$3,995,000
6 Beds ⋅ 8 Baths ⋅ 24168553 MLS
An antique jewel set on 3.5 extraordinary acres in the heart of Greens Farms, ready to be transformed into your forever home. Brimming with timeless charm and endless potential, this rare offering showcases beautiful period details, including arched doorways, custom built-ins, and charming deep-set windows that reflect the home's historic character. The gracious main house is complemented by a separate art studio, detached two-car garage, tennis court, and pool-creating a true country compound in one of Westport's most coveted locations. The property is enhanced by stunning specimen plantings, expansive open grounds, and complete deer fencing surrounding the entire lot. A remarkable opportunity to restore, renovate, or reimagine a treasured estate in an unparalleled setting.

11 Clapboard Hill Rd, Westport
4 Sachem Ln, Greenwich
$3,875,000
4 Beds ⋅ 5 Baths ⋅ 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich
3 Laurel Ln, Westport
$3,685,000
4 Beds ⋅ 6 Baths ⋅ 24180388 MLS
Welcome to 3 Laurel Lane, a stunning new construction nestled in the heart of Westport, Connecticut. Discover the epitome of elegance & sophistication. This modern masterpiece is set on a .21 acre lot. The stunning new luxury construction is designed by renowned Coastal Luxury Homes. Known for their architectural brilliance & unparalleled craftsmanship, Coastal Luxury Homes are a testament to innovative design & meticulous attention to detail. The rich architecture features flowing lines, glass elements, & harmonious blend of natural materials, create a stunning visual impact. The interior showcases an open-concept layout that is as functional as it is beautiful. Every corner will showcase high-end finishes, from cabinetry to the designer fixtures. The rich hardwood floors guide you into the Living Room. Adjacent to the living area, the gourmet Kitchen awaits, boasting ample storage & a generous island that invites culinary creativity. The Kitchen is a chef's paradise, equipped with top-of-the-line appliances & designed for both entertaining & everyday living. The four Bedrooms with en-suite Bathrooms provide both privacy and comfort for family and guests. Ascend to the third level, where you'll find a versatile Rec-Room equipped with full bath. The finished LL features a large Family Room. This home, offers not only luxury but also the convenience of nearby beaches, dining, and shopping. Come experience the perfect blend of refinement & comfort in this exceptional property!

3 Laurel Ln, Westport

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