luxury property for sale Wilton, United States

Nestled in one of Lower Weston's most desirable locations, this beautifully updated and thoughtfully expanded 5-bedroom, 3.5-bath residence offers the perfect blend of timeless charm and modern living. A bright open floor plan centers around a stunning great room with soaring vaulted ceilings and a dramatic double-sided fireplace that creates a warm connection between the kitchen and family room. The gourmet kitchen includes marble countertops, Wolf, Subzero and Gaggenau appliances and includes a cozy breakfast room and home office. Perfect for entertaining, the home flows seamlessly to a beautiful screened porch and sunny deck overlooking an expansive, level backyard complete with a private, lighted tennis court, providing an exceptional setting for recreation, gatherings, and room for pool. The luxurious primary suite serves as a private retreat, featuring a spectacular spa-inspired bath with soaring ceilings and two spacious walk-in closets. The walk-out lower level provides exceptional flexibility with a finished living area, a bedroom, and full bath that's ideal for guests, an au pair, home office or gym. Set on a picturesque property in a coveted neighborhood surrounded by beautiful homes, 59 September Lane offers privacy and tranquility while remaining just minutes from Weston's top-rated schools, Westport, commuting, shopping and dining. A rare opportunity to enjoy space, comfort, and resort-style amenities in one of Fairfield County's most sought-after communities.

Enchanting country estate located on a rare private lane. Sophistication Grace and Style are the hallmarks of the residence. Entire house has been exquisitely renovated - designer kitchen with bespoke cabinetry, deluxe appliances, stunning new Primary suite bath, newly transformed lower level Garden Room Salon. And as a bonus - a world class barn offering additional 3 car parking; entire 2nd floor entertainment/exercise room; and 2 workrooms for your Vintage or Contemporary cars. All of this sited on 4+ acres of rolling lawns, perennial gardens, pool, pergola, PERFECTION! All located in the charming New England town of New Canaan with outstanding shopping, delightful restaurant choices, beautiful parks, numerous recreational facilities, highly-rated schools, and convenient access to the Metro-North Railroad.

Welcome to your own private sanctuary—a meticulously maintained and thoughtfully updated home. Featuring a 1,620-square-foot retreat where nature meets elegance at every turn. Built in 1946 and lovingly cared for, this exceptional South Salem property offers the rare combination of tranquil seclusion and premier location in the sought-after Katonah-Lewisboro school district. A fabulous setting awaits as you step outside to discover the professional landscaping, quiet, private deck, and mature specimen planting. The expansive deck is perfect for morning coffee, afternoon tea, or evening entertaining. A paved driveway with Belgian block edging and a detached one-car garage complete the welcoming arrival experience. Every season reveals new beauty in this thoughtfully designed landscape. Exceptional Interior Living… Enjoy the updated eat-in kitchen with granite countertops, custom cabinets, and a coffee bar. Full first-floor bathroom, first-floor den/bedroom, dining room, plus a lovely living room with sliders to the deck and a fireplace for a cozy evening inside. Featuring 3 bedrooms, 2 full baths plus a lower level. Hardwood floors throughout. Nice natural light. The Perfect Location… Enjoy the best of both worlds: a peaceful, private setting in top-rated Katonah-Lewisboro schools, minutes from restaurants, shopping, and Metro-North train service. Whether it's winter snow, spring blooms, summer entertaining, or fall foliage—this home shines in every season. This exceptional property is fully prepared for its next chapter. With every detail attended to and the home in pristine, move-in condition, all that's missing is your personal touch. Simply arrive, unpack, and start living the lifestyle you've been looking for.

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.

Tucked at the end of a quiet cul-de-sac, this bright 2-bedroom, 1.5-bath condo on East Hills Drive offers a rare elevated setting with a peaceful, private feel. Both bedrooms are comfortably situated on the second floor, providing a natural separation from living spaces. The updated kitchen features brand new countertops and appliances, while a new washer/dryer adds everyday convenience. Light-filled interiors and a sought-after New Canaan location - just minutes to vibrant downtown shops, dining, and the train - make this a standout opportunity.

Private 6.2-Acre Lukes Wood Oasis: Bespoke Luxury - Car Lovers Dream! Tucked away on 6.2 lush, private acres in prestigious New Canaan, this custom-built Lukes Wood estate underwent a spectacular full renovation by Award-winning RR Builders in 2014, expanding the sophisticated main residence to over 8,500 square feet of turnkey luxury. The expansive floor plan boasts six generously appointed bedrooms-each featuring its own en-suite bath and walk-in closet-alongside elegant formal living and dining rooms, a private library, a wine cellar, a butler's pantry, and a finished walk-out lower level with a bath. At the heart of the home, a massive chef's kitchen with a double island and professional-grade appliances flows into a sun-drenched breakfast room and a magnificent great room, which showcases a floor-to-ceiling stone fireplace, cathedral ceilings, and rustic beams. French doors transition seamlessly to an outdoor sanctuary featuring a 45'x22' gunite pool, an expansive terrace, a pavilion with a firepit, private walking trails, and an 8-car garage configuration including a separate barn-delivering an unparalleled, ultra-private retreat close to New Canaan's top-tier schools and vibrant community.

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.

Nestled in the heart of downtown New Canaan, this charming and beautifully updated home offers the perfect blend of classic character and modern convenience. Just moments from town, the property features four finished levels of living space, including a newly finished lower level and a spacious livable third floor complete with a cedar closet. French doors off the kitchen open seamlessly to a stunning patio overlooking a large, rare in-town backyard - fully fenced for privacy and ideal for entertaining, play or relaxation. The eat in kitchen boasts top of the line appliances with a butchers block and breakfast nook. This home offers three bedrooms, a sunroom and two and a half baths, including a primary suite with en-suite bath and walk-in closet. Less than .3 miles to fine dining, shopping, Metro-North, the library and award winning schools, 42 Hoyt Street is truly a commuters dream in one of Fairfield County's most sought after communities. Its a must see!

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 1,300 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

Effortless Luxury: The Modern Flat at The Quartier - timeless luxury through 21 bespoke residences. Redefine your standard of living in this nearly 2,140 sq. ft. bespoke sanctuary, where high-end architectural design meets the seamless ease of single-level luxury. Located in the vibrant heart of New Canaan, this 2-bedroom, 2.5-bath residence welcomes you through a private terrace entrance into an expansive open-concept great room with gas fireplace, illuminated by a gallery of oversized windows and grounded by 7 wide-plank white oak flooring. The epicurean kitchen-a masterclass in style featuring German-engineered Leicht cabinetry, quartzite counters, Watermark fixtures, and professional-grade appliances-flows perfectly for entertaining, while the primary suite serves as a secluded retreat with its spa-inspired bath and generous walk-in closet. As a cornerstone of a boutique community committed to sustainable innovation through solar and Geo-thermal energy, this residence offers a curated white-glove lifestyle including a full-time concierge, state-of-the-art golf simulator, and professional fitness studio-all mere steps from elite boutiques, world-class dining, and the NYC train.

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.

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.

Tucked behind a gated entry in prime Old Hill, this stunning 5-bedroom, 6 & 2 half bathroom home offers a rare blend of elegance, privacy, and natural beauty. The property is surrounded by multiple serene water features—including a heated saltwater gunite pool with hot tub, a tranquil private pond with fountain, and a picturesque brook that winds along the edge of the property. Whether you're relaxing poolside or enjoying the sound of flowing water from the rear stone patio, the setting is nothing short of magical. The stately stone and wood exterior blends seamlessly with the lush surroundings, while inside, an expansive, light-filled layout is ideal both for grand entertaining and quiet retreat. A dramatic wall of windows captures sweeping views of the brook, creating a seamless connection between indoor comfort and the surrounding landscape. The ground floor consists of a gourmet kitchen, large family room with fireplace, dining room with built-in wet bar, living room with fireplace + lounge area with water views, a large entry foyer with stone floors and two powder rooms. Upstairs, there is a large primary bedroom suite with two balconies overlooking the pond and brook, two walk in closets + a beautifully appointed bathroom, 4 additional bedrooms each with its own bathroom, and a large home office (or optional 6th bedroom) with fireplace and brook + pond views. Additionally, there is a large tv/playroom with full bathroom on the second floor, a home gym, and another tv/family room on the 3rd floor, offering multiple options for relaxation and entertainment. The house has a Crestron lighting system, heated 3 car garage attached to the house by a stately porte cochere, a full house generator, automated driveway gates, fencing around entire property, mature landscaping, and a gas grill seamlessly built into the stonework by the pool. This is a rare opportunity to own a true sanctuary—where thoughtful design, natural beauty, and resort-style amenities converge to create an extraordinary living experience.

Nestled on the tranquil West Norwalk-New Canaan border convenient to the Merritt Parkway, RT 7 and I 95, this magnificent gated modern colonial was completely rebuilt in 2019, retaining only the garage from the previous structure. The house offers 5,397 square feet of living space on a 1.57-acre lot, featuring a high-quality stucco and natural stone exterior complemented by a durable slate roof. The interior showcases high ceilings, hardwood floors, abundant light, and an open-concept layout, including a living room with an elegant fireplace, a sophisticated kitchen with high-end appliances, a formal dining room, a dedicated office and a versatile first-floor bedroom and full bath. The second floor, accessed by a refined stairway with a glass and stone wall, hosts the Primary suite with an en-suite and walk-in closet, a large adjacent room ideal for a gym, family room or another bedroom with its own bathroom and jacuzzi. Three additional bedrooms, and a laundry room. For outdoor entertainment, the property provides a covered patio with stone a fireplace and a built-in outdoor kitchen. Additionally, the property includes a small storage building and a legal, charming, and totally renovated 1 bedroom, 1 bathroom cottage with a new deck overlooking the back portion of the property and the pond and a barn. In all a total of 7 possible bedrooms and 6 full baths.

Hurry to see this New Canaan charmer! Custom designed and meticulously maintained by the same family for 30 years this 3-bedroom, 3-bathroom ranch is handsomely sited on a beautiful, level 1-acre lot with lovely landscaping. With an impressive floor plan, this spacious home offers wonderful rooms for every lifestyle-whether relaxing, working, playing, studying, or gathering with family. Take your choice: Great Room, Library/Office, Sitting Room, or Recreation Room. Three generously proportioned bedrooms and three full bathrooms provide ample space for gracious living, remote work, and relaxation. As a bonus, there is an in-law suite on the lower level. A beautiful home with classic New England character and the essential modern amenities needed for today's living. Located in New Canaan, known for its top-rated schools, exceptional library, community amenities, fine shopping and restaurants, plus easy access to the Merritt Parkway and Metro-North.

Coveted Old Hill neighborhood! This stone and shingle 10 room colonial is detailed with custom millwork, recessed lighting and beautiful hardwood floors throughout. The front to back living room with marble fireplace offers peaceful views through expansive windows. The formal dining room with picture window is adjacent to a generous country kitchen featuring a bay window, granite countertops, a gas cooktop and double ovens. The oversized family room boasts a vaulted ceiling and access to main level laundry area. The rear of the house features a 58 ft long deck overlooking private acreage. The home contains 5 bedrooms and 4 full bathrooms. The primary suite includes a full bathroom, dressing area, linen closet and a walk in closet with built-in armoire. This home has fabulous closet space with each bedroom offering a minimum of 2 closets. The walk out lower level hosts a private den / office with wet bar and sliders to a stone patio. There is an additional laundry area and storage space that leads to an oversized 2 bay garage. Central air conditioning will keep you comfortable during summer months while five zone heating, Thermopane windows and extra insulation keep this home energy efficient all year long. Westport's luxury shops, fine restaurants, relaxing beaches and award winning school system combine to make this an irresistible value!

Discover this serene setting in a sought after Old Hill neighborhood. Two thoughtful and beautifully executed additions have made this sprawling 12 room home flow with the versatility to fit today's varied lifestyles. Comfortable open living spaces have been designed with the flexibility to offer multi-generational spaces, a home office or simply to allow for room to grow in the way that pleases you best. The welcoming living room with its broad bay window and formal fireplace provides ample room for your guests and the Baby Grand piano! The custom country kitchen is both practical and beautiful with wide plank wood floors, cherry and glass cabinetry, granite counters and a walk-in pantry. The adjoining family room with it's cathedral ceiling is filled with natural light and includes a fireplace, wet bar and French doors that open to a wraparound deck. The most recent addition is an impressive library with long, tall windows set amid tailored built-ins. An additional exterior entry makes it ideal for home office use while the adjacent full bathroom and closet offers the possibility of a first floor bedroom suite. The informal rear foyer includes access to a laundry area, powder room and extra closets. Just beyond is a 2nd private office or den. Upstairs you'll discover the primary suite with full bathroom and walk-in closet, as well as 4 very spacious additional bedrooms. Unseen value found in the new roof, updated mechanicals and whole house generator!

Updated to perfection, this classic 5-bedroom Connecticut Colonial offers over 5,500 square feet of curated living space, harmoniously positioned on a private, sought-after cul-de-sac within an enclave of 4+ acre estates. The residence unfolds with a sun-drenched brand new chef's kitchen featuring custom cabinetry, premium quartz countertops, and high-end appliances, all flowing through floor-to-ceiling glass sliders to an expansive deck and a grand family room anchored by a stately fireplace. A sophisticated main level offers a formal dining room, elegant living room, and a bespoke private office with picturesque views of the park-like grounds. Upstairs, the primary suite serves as a sanctuary with a dedicated sitting room and new spa-inspired bath, while a separate private-entry in-law suite provides a secluded fifth bedroom and sitting area for ultimate versatility. The newly finished 1,700-square-foot walk-out lower level elevates entertaining with a massive media/playroom, an additional family room, and potential for a custom wine cellar-all just minutes from the vibrant New Canaan town center, top-tier schools, and the Metro-North train.

Modern Architectural Masterpiece - Nestled on 1.77 acres of lush, verdant grounds, this custom 2014-built estate is a triumph of contemporary design and sophisticated luxury. Spanning 5,630 square feet, the residence strikes a perfect chord between avant-garde architecture and residential warmth, characterized by soaring ceilings, premium finishes, an abundance of natural light and a Geo-thermal efficient energy system with radiant heat floors throughout. The meticulously curated interior features an open concept floorplan with generously proportioned rooms, four ensuite bedrooms, providing an unrivaled level of privacy and comfort for family and guests alike. While the indoor living spaces transition gracefully from formal galleries to casual retreats, the exterior is a true resort-style sanctuary. The expansive acreage boasts a heated pool, a discreet in-ground trampoline, Large terraces with fireplace and built-in BBQ's and a stylish pool house with kitchen, bath, stone fireplace and sleeping loft, all overlooking the serene, shimmering waters of a spring-fed pond. Complete with a detached 3-car garage and state-of-the-art systems, this modern gem offers a rare lifestyle opportunity within a community world-renowned for its prestigious schools and refined suburban charm.

Set on a beautifully scenic 2.35-acre lot on a tranquil circle near Laurel Reservoir, this exceptional property stands as the pinnacle of curb appeal, with a picturesque pond (and private island accessed by a footbridge) leading to the home's grand facade. Completely reimagined and remodeled in 1998 by distinguished architect, Carol Kurth, and renowned builder, Joseph Sisca, the home was awarded the Society of American Registered Architects' Design Award of Merit for superior achievement and professional design excellence. The gracious two-story foyer welcomes visitors into the open concept living and dining rooms. The spacious chef's kitchen, featuring an eat-in breakfast nook with panoramic windows, adjoins an inviting family room with fireplace. Privately positioned on the main level, the primary suite includes a fireplace, private deck, and large bathroom with radiant floor heating. The upper level provides four additional bedrooms; two with ensuite baths and private balconies. The expansive finished lower level adds a rec room with wet bar, gym, workshop, and wine cellar. Beautifully integrated with its natural surroundings, the property offers exceptional privacy, scenic views, and inviting indoor-outdoor living throughout the seasons. The garage is equipped with a Tesla charging station.

Discover your ultimate hideaway: a private, gated custom rebuilt 10,000 square foot Colonial nestled on over five majestic acres in Pound Ridge. While the impressive amenities are abundant, it is the serene setting that will truly capture your attention and your heart. Tucked behind a mature landscape, the property offers a retreat filled with quiet, tranquil spots. The grounds are thoughtfully designed for both relaxation and recreation, featuring a pool set off the side of the house and a secluded tennis court in the back. Inside, light floods the glass sunroom off the kitchen, and private decks extend from multiple rooms, including the luxurious primary suite. The heart of the home is the family room, boasting a dramatic, soaring ceiling height and anchored by one of three cozy wood-burning fireplaces. Welcome home!

HOMEWOOD – This remarkable country compound is one of the precious few eighteenth and nineteenth century shingle style Colonial Revival estates remaining in Fairfield County. Dating back to 1750, the original pre-Revolutionary War home captivated the attention of prominent New York City banker, George Haven, who purchased the home in 1890 and expanded it significantly including a glorious 50 foot ballroom designed by Elsie de Wolfe, nineteenth century designer, rivaling the best of her work in New York City. Today, after two million dollars of extensive and thoughtful updates over the past decade, Homewood is unparalleled in its historical detail and state of the art features. Total 12,853 square feet on three levels with more than 20 rooms, 13 original fireplaces, eight or more bedrooms, seven full and two half bathrooms; pool house with kitchen, full bathroom, and changing rooms; heated gunite pool and spa; three carriage style garages with porte-cochere; multiple porches and terraces; set on 3.22 manicured and level acres. Highest attention to detail: front to back Great Hall with ingenious ceremonial mahogany staircases; expansive chef's kitchen and butler's pantry; oversized formal dining room with breakfast alcove; plus primary suite with private balcony, multiple closets and two sumptuous bathrooms offering radiant heated floor, steam shower, and jetted tub. Vast third floor with additional bedrooms, artist studios, even a cookbook library, plus elevator to all levels in the home. Additional: nine zones of HVAC; three zones of radiant heating; generator; irrigation system; Glen Gate designed stone terraces, flowering gardens and orchard; all in premier Silver Spring location, just moments to the New York border.

Welcome to the Original Norman Dairy Farmhouse, where 1900s craftsmanship meets 21st-century convenience. Originally the heart of a local dairy operation, this stately 5-bedroom residence sits on nearly an acre of level, sun-drenched land. Enter through the home's iconic wrap-around porch and beautiful entry door to soaring 9 foot ceilings throughout the primary living spaces. The main level is designed for gathering, a stately parlor with custom built-ins, a formal living room & dining room, and an expansive family room. The updated kitchen serves as the hub of the home, featuring granite countertops and a sunny breakfast nook overlooking the grounds. With 5 generous bedrooms and three finished levels-including a private third-floor retreat and a dedicated media room - floor plan offers endless flexibility. Located just a stone's throw from the Talmadge Hill train and top-rated schools, this landmark home offers a lifestyle of quiet elegance and historical depth.

Experience the perfect harmony of sophisticated architecture and bucolic charm in this Colonial on a quiet cul-de-sac, centrally located in the Staples neighborhood. The residence situated on 1.07 acres offers a farm-to-table lifestyle without sacrificing modern-day luxuries of Westport living. The barn and orchard pay homage to the property's farming past, while maintaining a meticulous landscaped oasis. This home is for those who value both grand-scale entertaining and quiet everyday comforts. It's conveniently located to all town amenities, trendy downtown dining, and transportation hubs, while still maintaining the privacy of country living.