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384 West Ln, Ridgefield
$6,400,000
6 Beds ⋅ 7 Baths ⋅ 24136818 MLS
Welcome to 384 West Lane, an exceptional Estate Property that defines timeless Connecticut luxury across 13 exquisite, park-like acres- straddling Westchester County & just an hour from NYC. At its heart stands a classic Georgian Manor-7,500 SqFt of architectural mastery where perfectly scaled rooms, soaring ceilings, and refined millwork create an atmosphere of enduring elegance. Designed by the renowned Dinyar Wadia, the Kitchen and adjoining living spaces form the centerpiece of the home, a seamless blend of artistry and functionality. Six private Bedroom Suites include a charming Stone Cottage connected by a graceful porte-cochere, while a bespoke Glass Conservatory invites nature inside. Every detail has been thoughtfully reimagined to meet the highest standards of modern living. The 6 Car heated garage includes an incredible, inspiring studio above. A transformed 9 stall barn now serves as a remarkable entertainment pavilion w/full KIT. Complementing the main residence, a renovated 3BR Guest House ensures privacy & comfort. The Luxury Estate unfolds in layers of beauty-saltwater pool w/spa, outdoor kitchen, bocce court, gardens, fire pit, and root cellar. Perfectly positioned minutes from Silver Spring CC and vibrant downtown Ridgefield, 384 West Lane is a rare composition of classical architecture, contemporary luxury, and cultivated sophistication. Once an Equestrian Farm, the outdoor ring & barn can easily transformed back to how it was. The Ultimate Country Retreat!

384 West Ln, Ridgefield

182 Taconic Rd, Greenwich
$6,325,000
6 Beds ⋅ 8 Baths ⋅ 24073464 MLS
Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled formal spaces including a dining room, living room, and private den/office. A spacious family room, framed by French doors leading to tranquil bluestone patios, connects seamlessly to the gourmet kitchen with a Wolf gas range, Sub-Zero refrigerator, two additional refrigerator/freezer drawers, dual dishwashers, a center island, and a sunlit dining area. The main level also features a versatile ensuite bedroom, ideal for guests, a second office, or a playroom. Upstairs, the luxurious primary suite includes a tray ceiling, dual walk-in closets, a spa-like bath, and an adjoining private sitting room. Three additional ensuite bedrooms offer generous space with custom built-ins and walk-in closets. A spectacular second floor family room with cathedral ceilings and close proximity to the 6th bedroom, also provides an ideal private suite for guests or extended family. The finished lower level adds approximately 1,400 square feet and features a playroom with custom mahogany wet bar, gym, and half bath. A separate one-bedroom guest house with a covered porch and oversized two-car garage adds

182 Taconic Rd, Greenwich

7 Hearthstone Dr, Greenwich
$6,302,500
5 Beds ⋅ 6 Baths ⋅ 24183996 MLS
Exceptional HOBI Award-winning shingle-style home by Argus Development on one of Riverside's most coveted streets. Thoughtfully designed for everyday living and entertaining, this home features a chef's kitchen with oversized island and banquette, family room with custom built-ins and fireplace, private study, mudroom, luxurious primary suite, and en-suite baths for every bedroom. French doors open to a covered bluestone patio overlooking a private backyard retreat with pool and spa. Renovated in 2022, the finished lower level offers a bedroom suite, full bath, kitchenette, laundry, two fireplaces, hardwood floors, and cedar closet. Minutes from schools, train, Old Greenwich Village and Tod's Point. Riverside is a lifestyle.

7 Hearthstone Dr, Greenwich

474 Ponus Rdg, New Canaan
$6,255,000
6 Beds ⋅ 9 Baths ⋅ 24103974 MLS
Discover elegance at this custom stone and shingle French Colonial on 4.9 bucolic acres on New Canaan's coveted west side. Bordering an 11-acre land trust, this 8,332 SF home, plus 2,300 SF finished lower level, offers privacy and proximity to downtown New Canaan and NYC commutes. The exquisite gardens, Inspired by Villa d'Este, create a resort-like setting with spectacular views from every window. The grounds feature parterre gardens, a pool, cabana, bluestone terraces with custom wrought iron railings, and a treed meadow. A Belgian block-lined driveway leads to two 2-car garages with a porte-cochere. Grand interior spaces have oversized windows, 10-12' ceilings, Brazilian cherry floors, five marble fireplaces, and deep moldings. The 1,500 SF kitchen and family room dazzle with a Pietra Cardosa island, Viking range, Sub-Zero appliances, and French doors to terraces. The primary suite features a 13' cathedral ceiling, balcony, and luxurious bathroom. Four additional large en-suite bedrooms provide overnight guests and family complete privacy. A study area, lower-level sixth bedroom, playroom, wine cellar, gym, and sauna complete the home. Fencing, electronic gates, and alarm system ensure a safe environment for the entire family. Modern systems include central vacuum, security, water purifier, and EV charger. This is a forever home to be treasured through the generations.

474 Ponus Rdg, New Canaan

211 Oenoke Rdg, New Canaan
$6,250,000
5 Beds ⋅ 7 Baths ⋅ 24174226 MLS
Located on prestigious Oenoke Ridge in the heart of New Canaan, this spectacular modern farmhouse represents the pinnacle of luxury living, offering exceptional craftsmanship, designer finishes, and every high-end amenity imaginable. Perfectly positioned just moments from the New Canaan Nature Center, scenic walking trails, and a short stroll via sidewalks to the Village's renowned restaurants, boutiques, and theater, the location is truly unparalleled. Meticulously maintained and beautifully appointed, the home is defined by airy, light-filled interiors and an exceptional open-concept floor plan designed for both sophisticated entertaining and comfortable everyday living. A gracious wraparound porch welcomes you into elegant interiors featuring a stunning foyer, expansive living room with gas fireplace, and a state-of-the-art chef's kitchen with oversized center island, premium appliances, butler's pantry, and custom bar area. The adjoining family room, anchored by a second fireplace, opens through French doors to the resort-style grounds beyond. Designed for seamless indoor-outdoor living, the private backyard is a true sanctuary, featuring a spectacular Gunite pool and spa surrounded by lush professional landscaping. A spacious stone terrace offers multiple seating and lounging areas, while the fully equipped outdoor kitchen creates the ideal setting for alfresco dining and entertaining. The luxurious primary suite is a serene retreat with vaulted ceilings, a spa-inspired

211 Oenoke Rdg, New Canaan

386 North St, Greenwich
$6,250,000
5 Beds ⋅ 9 Baths ⋅ 24156530 MLS
This magnificent 9,974 sq ft estate seamlessly blends grand scale, craftsmanship, and modern luxury. Set on 2.3 parklike acres in coveted Mid-Country Greenwich, just minutes from town, the home makes an immediate impression with a soaring two-story foyer introducing exquisitely appointed interiors defined by custom details and rich materials. Updated in 2026, the show stopping kitchen features top-of-the-line appliances, bespoke cabinetry, and a dramatic quartzite center island, opening to a vaulted great room with fireplace and effortless access to the pool terrace. Six spacious ensuite bedrooms include a luxurious primary retreat with sitting room, 2 private offices, fireplace, spa-like marble bath with steam shower and soaking tub, and expansive walk-in closets. A private in-law or nanny suite provides flexible living options. The finished lower level features a 2,000-bottle temperature-controlled wine cellar with tasting bar, recreation space with putting green, sauna, fitness area and ample storage. Outdoors, enjoy a 55-foot pool, spa, 3,000 sq ft sun deck, BBQ island, and sweeping lawns. Additional enhancements include a redesigned laundry room, upgraded lighting throughout, refinished floors, freshly painted interiors, smart home and automation upgrades, state-of-the art security system, new HVAC systems and a modernized garage. An iconic residence where grandeur meets exceptional craftsmanship and refined living.

386 North St, Greenwich

38 Three Wells Ln, Darien
$6,100,000
5 Beds ⋅ 7 Baths ⋅ 24173379 MLS
Set on two private acres in coveted northern Darien, this exceptional Colonial offers refined living, timeless design, and superior craftsmanship throughout. A gracious living room with fireplace provides a warm and sophisticated gathering space, while the formal dining room is perfectly complemented by an adjacent butler's pantry, ideal for seamless entertaining. A richly appointed study/library with its own fireplace offers a quiet and distinguished retreat.At the heart of the home, the expansive kitchen and family room open effortlessly to the spectacular outdoor living areas, creating the perfect setting for both everyday living and large-scale entertaining. Outside, the grounds have been transformed into a true private retreat featuring a pool, renovated pool house, outdoor kitchen, BBQ pit, pergola and fire pit - offering an exceptional backdrop for entertaining and year-round enjoyment. The fully remodeled lower level is thoughtfully designed for recreation and relaxation, featuring a custom theater room, walk-in wine cellar, and luxurious sauna. This remarkable property seamlessly combines luxury, comfort, and modern functionality in one of Darien's most desirable locations.

38 Three Wells Ln, Darien

28 Ferry Ln E, Westport
$6,100,000
5 Beds ⋅ 9 Baths ⋅ 24175264 MLS
Looking for a sensational home just a short walk to the beach, Longshore, train, and restaurants in trendy Saugatuck? This exceptional home by Walter Mattera is a masterclass in blending traditional design with contemporary style. Expansive interiors feature grand gathering spaces that flow naturally into intimate retreats, creating a home equally suited for entertaining and everyday living. Thoughtfully designed across 4 floors, the home offers 5 bedrooms, 6 full/3 half baths. A gracious foyer opens to large scale living spaces, including an oversized kitchen with breakfast nook that connects seamlessly to the family room with a striking stone fireplace. Formal dining with butlers pantry, private office, and multiple indoor outdoor connections create a dynamic and inviting environment. The second level is highlighted by the luxurious primary suite featuring a fireplace, spa inspired bath, and boutique caliber closet designed as a calming retreat. Four additional en suite bedrooms, laundry, and bonus room complete the level. Third floor and walk out lower level recreation spaces reflect a modern approach to luxury where work, wellness, and entertainment coexist effortlessly. Outside, the chic and ethereal setting continues with a pool, spa, covered patio, fireplace, and expansive bluestone terrace that seamlessly integrate indoor and outdoor living. Every detail has been carefully considered to deliver comfort, sophistication, privacy, and connection to the best of Westport.

28 Ferry Ln E, Westport

304 Brookside Rd, Darien
$6,095,000
6 Beds ⋅ 8 Baths ⋅ 24158797 MLS
Architecturally stunning six-bedroom Colonial graces 2.29 level acres designed for resort-style living with pool, pool house, outdoor shower, stone terrace with kitchen & garden masterfully built in 2014. Beautifully appointed 6,117 sq ft interior brimming with exquisite details including high coffered ceilings, transom topped doorways & box molding. Striking double height foyer introduces ideal floor plan, perfect for everyday living & entertaining, anchored by chef's marble-clad kitchen which opens to large family room with fireplace flanked by doors to magnificent screened porch with industrial grade heaters & fireplace. Elegant dining room with fully equipped butler's pantry, stylish living room & office both with fireplaces, mudroom & two powder rooms round out this level. Sumptuous primary suite with fireplace, his/her walk-in closets, deluxe bath with radiant heated floors; two en-suite bedrooms, two bedrooms with Jack/Jill bath, homework area, laundry room comprise 2nd floor. Generous lower-level boasts media room with projector, game room, wine room with wine refrigerator, bedroom, full bath & generator. Unfinished top floor features ample storage & unlimited potential. Outdoor Kalamazoo gourmet kitchen is fitted with grill, pizza oven, smoker & kegerators. Incredible pool house (add'l 860 sq ft) includes custom kitchenette, half bath with outdoor shower & loft. Ideally located on professionally landscaped, private lot with fenced-in yard near all Darien offers.

304 Brookside Rd, Darien

59 Sail Harbour Dr, New Fairfield
$6,050,000
6 Beds ⋅ 9 Baths ⋅ 24166572 MLS
An Exceptional Renovated Waterfront Retreat, set majestically on 5.19 private acs. offers 400' of frontage on Candlewood Lake complete w/private dock & sand beach. Enticing outdoor spaces include the heated, in-ground pool w/paving stone patio overlooking the lake, An expansive 20 X 40 deck on main level & a walk-out, lower level to a stone patio w/fire pit; ideal for summer entertaining! Approach the entry through glass doors to the 2 story foyer w/turn stair & modern lighting. French doors on the left, open to the formal dining room w/built ins, custom light fixtures & moldings. An expansive 38 ft great room w/marble fireplace, surrounded by windows exudes a warm, comfortable ambiance. A second stone fireplace warms the family room, ideal for TV viewing, reading or just relaxing. Custom millwork, built-ins, hardwood floors & a plethora of windows, showcase the views from every angle. The Chef's kitchen boasts Wolf appliances, marble countertops, wet bar & stunning center island plus a designer range hood! The enticing primary suite hosts his/her bathrooms, WIC, built-ins & loft w/ views. Three other designer bedrooms offer a Jack & Jill bath & an en-suite. An expansive lower level boasts 15 ft. ceilings, recreation space with stone fireplace, half bath, wet bar, bunk room w/full bath & a 5th en suite bedroom w/full bath. An additional full bath for future movie theater, 3 laundries, 3 car gar. plus SHC amenities:tennis, community beach, clubhouse. A one of a kind lake find!

59 Sail Harbour Dr, New Fairfield

250 Davenport Dr, Stamford
$6,014,250
2 Beds ⋅ 3 Baths ⋅ 24174434 MLS
Set on 1.68 extraordinary acres at the end of Davenport Drive, this waterfront peninsula property offers a rare chance to reimagine and transform an existing residence into a custom coastal estate. Offered for the first time in 76 years, the home is surrounded by water on three sides, providing sweeping 180-degree eastern, southern, and western exposures that fill the interiors with natural light and frame panoramic views from sunrise through sunset. The current residence offers a blank canvas for the next owner to bring their vision to life. Whether through a comprehensive restoration or a complete reconfiguration, the opportunity exists to create a home that fully realizes the potential of this remarkable setting. With a completed survey and feasibility study already in place, much of the initial groundwork has been done. The property also offers the best of both worlds - privacy and seclusion at the end of a quiet road in the Southfield Association and extreme proximity to downtown Stamford and Old Greenwich - granting easy access to restaurants, shopping, beaches, and train service. It's a rare opportunity to reimagine a home that is placed on one of the most special pieces of property in Fairfield County.

250 Davenport Dr, Stamford

22 Apple Tree Trl, Westport
$5,995,000
5 Beds ⋅ 5 Baths ⋅ 24158799 MLS
Located on a quiet private lane just two blocks from Compo Beach, this newly built coastal residence at 22 Appletree Trail offers a rare combination of modern craftsmanship, thoughtful design, and effortless beach living in the heart of Westport. Spanning approximately 4,791 sq ft of living space, the home blends timeless architectural elements with refined contemporary finishes. White oak floors, soaring ceilings, and custom Italian cabinetry create a warm and sophisticated interior. The chef's kitchen features L'Ottocento cabinetry, Thermador appliances, and Compac Quartz surfaces, complemented by a fully equipped butler's pantry with a second dishwasher and wine refrigeration. An open-concept family room with a sleek linear gas fireplace flows seamlessly to the covered outdoor terrace overlooking the heated pool and landscaped grounds-perfect for both quiet evenings and entertaining. Upstairs, vaulted bedrooms include fully furnished custom closets. A sun-filled lounge opens to a private rooftop deck with a gas fireplace and seasonal views of Long Island Sound. The primary suite offers a private terrace, dual walk-in closets with custom Italian millwork, and a spa-inspired bath designed for relaxation. Set moments from the shoreline while offering easy access to Manhattan via train, this newly completed residence presents a rare opportunity to enjoy modern coastal living in one of Westport's most desirable neighborhoods.

22 Apple Tree Trl, Westport

164 Stanwich Rd, Greenwich
$5,950,000
5 Beds ⋅ 6 Baths ⋅ 24159056 MLS
Welcome to this exquisitely updated Colonial on 1.16 landscaped acres near Greenwich Country Club and minutes from town. A grand foyer with gleaming hardwood floors and sweeping staircase introduces the elegant interior. The main level includes a formal living room, dining room, two studies, and a gourmet kitchen with Wolf appliances, Palissandro marble, Thermador coffee station, a custom wet bar and a 425-bottle wine cellar. The kitchen opens to a family room with fireplace and French doors. Upstairs, the primary suite offers a sitting room, luxurious bath, office, and fireplace. Four additional bedrooms complete the level. Enjoy 3,000+ sq ft of terrace, heated saltwater pool, Viking grill, and a pavilion with sound system. The Heated and air conditioned 4-car garage adds storage and versatility.

164 Stanwich Rd, Greenwich

29 Sturges Commons, Westport
$5,945,000
6 Beds ⋅ 9 Baths ⋅ 24146477 MLS
Custom built by Mattera Construction, this exceptional home offers over 11,000 sq ft+/- of refined living on 1.3 private acres in the highly sought-after Sturges Commons neighborhood, known for its strong sense of community and block gatherings. Recently enhanced w/ a brand-new, top-of-the-line cedar wood roof, the home blends timeless craftsmanship w/ modern luxury. The main level is ideal for both elegant entertaining & everyday living, featuring a chef's kitchen with Wolf/Subzero appliances, an inviting family room w/ fireplace, a richly detailed library w/ custom cabinetry, a gracious living room, & large sun filled dining room that can comfortably accommodate 12. Upstairs, the luxurious primary suite features architectural ceilings, fireplace, a stunning dressing room, a spa-like bath, & private study. Four additional en-suite bedrooms & a second family room complete the level. The third floor offers a large playroom w/ a walk-in closet & full bath. The walk-out lower level delivers exceptional recreation w/ a private theater, gym, & multiple spaces for games, crafts, & entertaining. Outdoor living rivals a resort, featuring a pool w/ spa, covered terrace w/ fireplace, outdoor kitchen w/ BBQ, & a full-size sport court. A rare opportunity to own a thoughtfully designed home offering scale, comfort, & lifestyle in one of Westport's most desirable neighborhoods. Minutes from all amenities yet situated on a lot with exceptional privacy, this home is not to be missed!

29 Sturges Commons, Westport

515 Carter St, New Canaan
$5,925,000
5 Beds ⋅ 7 Baths ⋅ 24138235 MLS
There are homes that shelter, and then there are homes that embrace. Welcome to 515 Carter Street, a Louise Brooks masterpiece and one of New Canaan's most beloved homes. This long admired custom-built 2004 residence blends timeless craftsmanship with thoughtful modern design. A circular floor plan connects light-filled spaces designed for entertaining, with 10-foot ceilings, glass pocket doors, and exquisite millwork throughout. The conservatory-style living room features floor-to-ceiling windows and seamless garden views, while the fireside dining room offers arched built-ins and intimate charm. At the center of the home, a chef's kitchen features dual marble islands, glass-front cabinetry, vintage-style refrigerator and freezer, and a charming wall-mounted drinking fountain - an unexpected detail that delights guests. Upstairs, the primary suite offers a wood-burning fireplace, limestone spa bath, and large dressing room. Additional highlights include a potting room with copper sink; dual home offices; a carriage house-style garage with playroom above; three additional en suite bedrooms, plus a vaulted en suite guest room and gym on the third floor. Every corner tells a story, every material chosen with care. 515 Carter Street is more than a house - it's a love letter to craftsmanship, family, and the quiet beauty of Connecticut country life.

515 Carter St, New Canaan

143 Oenoke Rdg, New Canaan
$5,900,000
5 Beds ⋅ 8 Baths ⋅ 24135729 MLS
Experience the pinnacle of sophisticated living in this extraordinary estate by renowned builder Kaali-Nagy, perfectly situated within walking distance to the village, train, and nature center. The residence showcases impeccable craftsmanship throughout, defined by extensive custom moldings, intricate wainscoting, and an effortless flow designed for both grand entertaining and intimate daily life. At the heart of the home, a gourmet chef's kitchen features a sun-drenched breakfast room and a butler's pantry, with French doors opening to one of three private terraces for seamless indoor-outdoor transitions. Designed to elevate everyday living, the home also boasts a fully equipped private home gym, an inviting billiards room and media area, perfect for relaxed gatherings.The private property is equally impressive, boasting a spectacular 20 x 40 heated gunite pool surrounded by professionally designed, mature landscaping that creates a serene and secluded outdoor retreat-ideal for summer entertaining or peaceful relaxation. This thoughtfully designed floor plan includes five spacious ensuite bedrooms, each boasting its own walk-in closet, ensuring unparalleled comfort for family and guests alike. Complete with the modern convenience of a private elevator serving the home's multiple levels, this property offers a rare blend of timeless architectural detail, exceptional amenities, and a premier "walk-to-everything" location.

143 Oenoke Rdg, New Canaan

1 Bramble Ln, Greenwich
$5,900,000
5 Beds ⋅ 7 Baths ⋅ 24157206 MLS
Exceptional custom built 5 bedroom stone and shingle home in a sought-after Riverside location. Across from Riverside school/playground and one block to Eastern Middle School, this beautifully designed and professionally decorated home showcases a two-story foyer, well proportioned and light-filled living spaces, high ceilings, exceptional finishes and craftsmanship. Spacious chef's kitchen has stainless steel appliances and opens to a lovely family room w/fireplace. Seamless access to the stone patio and outside kitchen overlooks the new Shoreline pool and level private yard. Elegant primary suite plus 4 generous sized bedrooms upstairs. The expansive lower level has a large recreation area, gym and bonus room with bath. Extras: 6 fireplaces, 3 car garage, covered front porch. Turnkey!

1 Bramble Ln, Greenwich

9 Burr Farms Rd, Westport
$5,899,000
7 Beds ⋅ 10 Baths ⋅ 24130004 MLS
The home of your dreams that exceeds every expectation awaits at this spectacular, like-new residence built w/the finest quality & elevated design. Perfectly sited on one of Long Lots' top cul-de-sacs behind a stone wall, the manicured acre w/saltwater gunite pool/spa offers a serene backdrop for this exceptional property. The impressive, soaring foyer w/exquisite millwork introduces interiors w/ 10-ft ceilings on the main level incl the grand LR w/modern marble fpl & DR w/architectural ceiling. Well-appointed library/home office w/built-ins, fireplace & French doors to side & rear porches. The show-stopping chef's kitchen dazzles w/custom cabinetry, marble counters & island, backsplash w/subtle bronze inlay, Sub Zero & Wolf appliances, walk-in pantry, butler's pantry to DR & sunlit dining area, flowing into the stunning fam rm w/French doors & gorgeous fireplace. Expansive rear hall w/full pool bath, mudroom w/ample storage, 3-car garage access, back stairs to 2nd & 3rd flrs. With 7 BRs, 8 full & 2 half baths, there is space for all. Luxe primary suite w/spacious BR, sitting area w/fpl, dressing rm, coffee bar, 2 incredible walk-in clsts, marble bath. Bonus rms on 2nd flr w/built-ins & 3rd flr w/climbing structure. Incredible LL w/media rm, gym, wine cellar, bar, game rm w/fpl, sauna. Resort-style property w/covered porch, pergola, firepit, outdoor kitchen & level lawns framing the 45-ft pool. Generator, Savant smart home system & much more. Impeccable & move-in ready.

9 Burr Farms Rd, 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

140 Stoneleigh Rd, New Canaan
$5,800,000
6 Beds ⋅ 10 Baths ⋅ 24167662 MLS
Discover the epitome of timeless luxury in this magnificent Colonial Chateau-style residence. Perfectly situated on two flat, meticulously landscaped acres in a coveted walking neighborhood, this home offers unparalleled privacy while remaining just moments from town and top-rated schools. This quiet, no-cut-through street is a haven for outdoor enthusiasts, offering exceptional bike riding and walking routes right from your door. The active neighborhood association fosters a true sense of community-think spirited trick-or-treating, seasonal gatherings, and friendly faces at every turn. Enjoy the best of both worlds: peaceful residential living with convenient access to prime roadways for an easy commute. The interior is a masterful blend of elegance and comfort, featuring six spacious en suite bedrooms and an astounding eight indoor fireplaces that create warmth and ambiance throughout. Designed for grand entertaining and modern family living, the home boasts multiple family rooms, ensuring ample space for every occasion. Indulge your passions in the dedicated wine cellar and the custom-designed sports den. The sophisticated primary level flows seamlessly to the breathtaking exterior amenities, which include a built-in pool for summer relaxation and a beautiful outdoor fireplace for year-round enjoyment. Completing this exceptional estate are four spacious garage bays, providing abundant storage and convenience.

140 Stoneleigh Rd, New Canaan

9 Pond Edge Rd, Westport
$5,775,000
6 Beds ⋅ 7 Baths ⋅ 24143533 MLS
Experience the pinnacle of Compo Beach living at 9 Pond Edge Road, a rare coastal sanctuary offering immediate beach access with the peace of mind of an elevated, flood-safe setting. Spanning 6,100 square feet across four impeccably finished levels, this 6-bedroom home is designed for effortless entertaining and everyday relaxation. Sunlight fills the open great room (with WBF) and dining area, where a wall of French doors opens to a private backyard oasis featuring a heated gunite pool, stone patio, and built-in BBQ, all surrounded by mature landscaping. A cozy living room with a gas fireplace provides the perfect setting for intimate gatherings or quiet evenings at home. At the heart of the home is the eat-in Chef's Kitchen, complete with luxury appliances, two dishwashers, three ovens, and an oversized center island. A flexible main-level suite offers ideal space for an executive office or guest accommodations. The second floor showcases a serene primary suite with a gas fireplace, dual dressing rooms, and a spa-inspired bath, along with three additional en-suite bedrooms and a laundry room. The third level features a secluded guest suite with private balcony and a skylight-filled bath. The lower level is a destination of its own, offering a home theater, dedicated gym, recreation room, and full bath with direct access to the pool. Complete with a whole-home generator and attached garage, this turn-key property delivers laid-back luxury just moments from the sand.

9 Pond Edge Rd, Westport

91 Sunset Hill Rd, New Canaan
$5,715,000
6 Beds ⋅ 8 Baths ⋅ 24147271 MLS
Welcome to 91 Sunset Hill Road--a rare opportunity to own a sophisticated Nantucket-style home set on more than two acres of park-like grounds in an exceptional location. The approach to the home is beautifully framed by flowering cherry trees, creating a picturesque entrance that opens to an expansive backyard bordering the New Canaan Nature Center preserve, offering privacy and tranquil surroundings. Thoughtfully designed, the home's architectural details convey a sense of quiet luxury throughout. This six-bedroom, 8,020-square-foot residence features arched doorways, 10 foot ceilings, exquisite craftsmanship and custom millwork, oversized windows, and hand-selected stone fireplaces. The home strikes a perfect balance between warmth and elegance, with inviting spaces enhanced by refined sophistication. Four finished floors offer abundant light-filled living areas, including a gracious living room and dining room, as well as a mahogany-paneled library with a coffered ceiling. The gourmet eat-in kitchen, along with the adjacent family room, opens through French doors to a bluestone terrace with an outdoor fireplace--seamlessly blending indoor and outdoor living. One of the home's highlights is a serene primary suite featuring a fireplace, sitting room, and dressing room. The third floor offers a great room or ideal home office/workspace with a half bath. The lower level welcomes you with an impressive 1,800-bottle wine room, rec/playroom, gym, craft or

91 Sunset Hill Rd, New Canaan

6 Twin Circle Dr, Westport
$5,700,000
6 Beds ⋅ 7 Baths ⋅ 24168601 MLS
Nestled on a quiet cul-de-sac in one of Westport's most convenient locations, 6 Twin Circle Drive offers luxury living with exceptional indoor and outdoor spaces. Just moments to Bedford Middle School, Staples High School, downtown Westport, trains, shopping, restaurants, Longshore, and Compo Beach, this property combines privacy, recreation, and convenience. The resort-style backyard features a pool with spa, expansive lounging areas, full outdoor kitchen, and a rare post-tension concrete tennis court - the premier surface used at elite clubs and college facilities. A truly extraordinary amenity rarely found in residential homes. The home offers an open floor plan filled with natural light and thoughtfully designed spaces. The gourmet chef's kitchen features high-end appliances, abundant workspace, and two dishwashers. Main-level highlights include elegant entertaining spaces, a private meditation room, and seamless indoor-outdoor flow. The primary suite is a retreat with a spa-inspired bath, steam shower, and dressing room with abundant closets. Upstairs, an incredible playroom with six built-in beds creates the perfect sleepover space or playroom. The walk-out lower level offers versatility with a media room, gym, office, and guest suite ideal for extended family, au pair, or guests. Rarely does a Westport luxury home offer resort-style amenities, premier tennis facilities, flexible living space, and walk-to-school convenience in such a private setting.

6 Twin Circle Dr, Westport

757 Oenoke Rdg, New Canaan
$5,700,000
7 Beds ⋅ 8 Baths ⋅ 24147831 MLS
The "Legacy Estate" An Oenoke Ridge Masterpiece: The main brick residence captures the essence of Gilded Age elegance with 10-12 ft ceilings, eight fireplaces, a classic wrap-around-porch, and a porte-cochere. Spanning four finished levels, the main residence seamlessly blends original character with a significant three-story addition completed in 2012. The newer wing features a spacious Smallbone gourmet kitchen, sun-drenched breakfast room, large working pantry, 2-sided fireplace, large center island fit for a master chef and an adjacent family room all designed for casual living and effortless entertaining. The main residence includes a luxurious owner suite with fireplace, balcony, marble bath and 2 walk-in-closets. There are six additional bedrooms on the upper levels. The home is rich with architectural character throughout. The property also includes: - Three Historic Barns: Versatile spaces for collectors, animal lovers, gardeners or car enthusiasts. Grounds: Set high on the ridge, 4 pastoral acres with an identified pool site, multiple gardens, and rolling lawns. Own a piece of New Canaan history on Oenoke Ridge.

757 Oenoke Rdg, New Canaan

20 Cutler Rd, Greenwich
$5,700,000
5 Beds ⋅ 6 Baths ⋅ 24135644 MLS
A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry with wine fridge and custom cabinetry. Multiple gathering spaces incl formal living and dining rooms plus family rooms on 2nd floor and walk-out LL. Outdoor living is enhanced by a spacious terrace with kitchen overlooking the pool + landscaped grounds. Additional amenities include exercise room, mudroom, 2 laundries, 400 amp service + a 3 car garage.

20 Cutler Rd, Greenwich

10 Stony Brook Rd, Darien
$5,660,000
6 Beds ⋅ 8 Baths ⋅ 24125071 MLS
This exceptional Shingle Style Colonial blends form and function to inspire elegant everyday living. Set on a private 1.4-acre lot, it offers four levels of thoughtfully designed space by Daniel Conlon Architects with refined millwork details & finishes throughout. The main level features a two-story foyer, formal living and dining rooms, a chef's kitchen with walk-in pantry, and a great room opening to an expansive terrace overlooking the heated pool and spa. Highlights include a library, home office, 1st floor guest suite, and elevator. The primary suite offers a fireplace, spa-like bath, dressing room, and two walk-in closets. Three additional ensuite bedrooms and laundry complete the second floor. A flexible upper level includes a fifth bedroom/Flex room and large walk-in storage. The full walkout lower level offers a playroom, gym, full bath, wet bar, mudroom with direct access to the three-car garage, pool & terrace. All just minutes to downtown, train station, beaches and the many amenities Darien has to offer that make this gold coast community so desirable.

10 Stony Brook Rd, Darien

316 Mansfield Ave, Darien
$5,625,000
5 Beds ⋅ 7 Baths ⋅ 24167771 MLS
Just in time for summer-this exceptional property offers the ultimate in luxury living and outdoor enjoyment. Imagine relaxing poolside by your new heated pool and spa, surrounded by beautifully landscaped grounds and sweeping views of the golf course. Inside, the home is equally impressive. The expansive primary suite is a true retreat, featuring a private sitting room that opens onto a deck overlooking the pool-perfect for morning coffee or evening unwinding. The suite also boasts a beautifully updated bath and two spacious walk-in closets. The second level is thoughtfully designed with four additional en-suite bedrooms and a versatile playroom, offering comfort and privacy for family and guests alike. At the heart of the home is a stunning new gourmet kitchen, outfitted with top-of-the-line appliances including a Wolf range, two Sub-Zero refrigerators, a separate freezer, and three dishwashers-an entertainer's dream. The lower level is equally striking, featuring an elite gym, a playroom, and abundant open space for recreation and play-perfect for entertaining, relaxing, or staying active without ever leaving home. This remarkable colonial seamlessly blends elegance, comfort, and modern convenience-perfect for making unforgettable summer memories and beyond.

316 Mansfield Ave, Darien

276 Greenley Rd, New Canaan
$5,600,000
6 Beds ⋅ 7 Baths ⋅ 24141707 MLS
Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central fountain leading to an inviting paneled foyer. Inside, the gracious living room with fireplace and built-ins opens to a formal dining room that overlooks the magnificent grounds. The chef's kitchen, complete with eat-in area, is perfect for both everyday living and entertaining. Unique lifestyle features abound: a spacious game room with cigar ventilation ideal for cards or gatherings, a cozy wood-paneled office with extensive built-ins, and a secondary office featuring a charming circular window with a view of the sprawling front lawn. The luxurious primary suite offers a fireplace, dual walk-in closets, and a spa-inspired bath. Four additional bedrooms provide comfortable accommodations for family and guests. A modern gym and a bonus bunk room with sleeping quarters for up to eight make this home as functional as it is elegant. Outdoors, enjoy an expansive patio perfect for entertaining, a swimming pool, and a tennis/pickle ball/sport court-all surrounded by meticulously manicured landscaping that recalls a bygone era of quiet sophistication. A true Connecticut gem,

276 Greenley Rd, New Canaan

250 Carter St, New Canaan
$5,600,000
6 Beds ⋅ 9 Baths ⋅ 24116737 MLS
Convenience & sophisticated style is what you get with this ultra-chic 6 bedroom, 8.5 bathroom masterpiece perfectly sited on a picturesque 2 flat acres with 20x40 pool and private gate entry. Built with the best finishes In mind, you'll enjoy 10ft ceilings, flexible open floor plan, private office with French doors, formal rooms that flow seamlessly from one to another, and the ultimate dream kitchen featuring a gorgeous island with 2" countertop/ waterfall edge, chefs appliances, two dishwashers, custom walk-in pantry, wet bar, dramatic windowed breakfast area that opens to the family room overlooking the fabulous terrace and pool with spa. Exquisite millwork, wide plank floors, custom staircases, and cubie built-ins shows meticulous attention to detail. Absolutely spectacular primary bedroom with fireplace, vaulted ceilings, huge dual closets and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft curbless walk-in shower, soaking tub, 10ft floating vanity, and heated floors. (All bedrooms have en-suite bathrooms). Gorgeous mudroom with 2nd laundry and elevator that travels from bedroom level to the finished basement. This home has all the features for today's discerning buyer including Smart Home technology, Crestron lighting system, state of the art mechanical room, full house generator and setting the new standard in energy efficiency. Just Minutes to New Canaan's shopping and dining, Train Station, schools, fields, and Merritt Pkwy.

250 Carter St, New Canaan

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