luxury real estate for sale New Canaan, United States (page 2)

119 Proprietors Crossing is a breathtaking estate by architect James E. Gearity. Set on four acres, this fully restored six-bedroom home blends timeless elegance with modern function.nnA private drive and grand fountain lead you in to a soaring foyer with a sweeping staircase beneath a dramatic Baccarat chandelier. The parlor, with one of seven fireplaces, flows to a serene terrace. The Blue Room offers a refined retreat, while the study, with a coffered ceiling and secret staircase, connects to the primary suite.nnThe formal dining room glows under another Baccarat chandelier. Adjacent is the chefs kitchen, now complemented by the extended family kitchen in the Great Room featuring an enormous leathered quartz island. This room, with a 35.5-ft vaulted ceiling, boasts integrated high-end speakers as part of a whole-home audio system.nnThe primary suite showcases an 800 sq. ft. dressing room and a gorgeous two level bathroom with freestanding tub. The lower level of the home offers a media room, gym and wine grotto. The outdoor space includes a dining pavilion, outdoor kitchen, and a brand-new pool with spa.nnBuilt for luxury and efficiency, the home has commercial-grade systems, SIP walls, a Welsh slate roof, radiant heat, and 14 temperature zones for your comfort. Additional features include a four car garage and an elevator accessing all levels of the home. This newly restored gem incorporates enhanced functionality for todays buyers, built to last for generations.

Nestled in the sought-after Dann Farm community, this home offers the perfect blend of graciousness and functionality. The dining room and living room flank the bright front hall with double-height ceilings that capture the natural light and energy of the house. The large eat-in kitchen seamlessly flows into a generously sized family room, complete with a fireplace. The main level also features a fabulous study, multiple outdoor patios, a mudroom, laundry room, powder room, all with amazing views and access to the surrounding property. The second floor features a beautiful primary suite with a sitting room, two large walk-in closets, and an en-suite bath. Rounding out the second floor are two bedrooms serviced by a hall bath and one bedroom with an en-suite bath. Outside, a brand-new 20 x 40 heated pool awaits, perfect for summer days. The unfinished basement with walk-out access is ready for your personal touch. Discover relaxed living of Dann Farm conveniently located close to Scotts Corners and New Canaan Ct!

This midcentury retreat in the heart of Pound Ridge is sited on over three sprawling acres, featuring a light-filled 1966 post-and-beam main residence by architect Carl Koch and a detached, two-level, guest house. The main house (2,322 sq. ft.) fully remodeled, offers three bedrooms, three bathrooms, an open floor plan, beamed ceilings, and floor-to-ceiling walls of glass that span the first level. A classic brick fireplace with a raw bluestone floating hearth anchors the light-filled living space, which flows seamlessly into a newly remodeled kitchen appointed with custom cabinets and Fisher & Paykel appliances. An open dining area, powder room bathroom and an office/pantry room complete the space. The second-level primary bedroom boasts oversized windows, exposed beams and a new spa-inspired bathroom with a large soaking tub and radiant heat flooring. Two generous bedrooms share an updated full hall bathroom. All bedrooms include new ductless a/c & heat units. A new Generac automatic whole-home generator services both the main house and guest house. The spacious, two-level guest house (870 sq. ft.) provides a complete living experience with white wide oak floors, a remodeled full bathroom, and a fully updated kitchen with new appliances & washer/dryer unit, French doors open to a private deck offering serene treetop views. The property is reached via a long driveway and is characterized by historic stone walls, level lawn spaces, and direct access to local nature trails. This architectural residence is located just minutes from Scotts Corners, convenient to the Merritt Parkway and Metro-North, and is approximately one hour from Manhattan.

Your first impression! A long dramatic driveway welcomes you to an entrance framed by professionally designed landscaping. The peaceful and impressive setting, with an expanded driveway area, provides abundant parking for family and guests. Originally enhanced with thoughtful additions, the home now features a spacious layout, designed for modern living. A bright first-floor office provides ideal work-from-home flexibility, while the enlarged kitchen offers improved flow and functionality for everyday living. Above the garage, a stunning primary suite addition creates a private retreat. This spacious sanctuary includes a beautiful bathroom, generous sleeping area and exceptional closet space-delivering the comfort and style today's buyers seek. Throughout the home, an abundance of skylight fills the interior with natural light, creating a bright and airy atmosphere rarely found in colonial-style homes. The current owners chose to use the original living room as their dining room, but others could easily restore the layout. The finished lower level increases the home's living potential with two additional large rooms each with storage space, a full bath, laundry room, large pantry/storage area and a large cedar closet. The home reflects consistent pride of ownership. Major updates include: Exterior recently (July 2025) stripped to bare wood, sanded, and professionally painted. Updated roofing, exterior shingle and windows. Multiple interior renovations (in docs).

Nestled in sought-after North Stamford near the New Canaan border, this exceptional Colonial, built in 2007, offers over 7,000 sq ft of elegant and versatile living space on a private one-acre property. Thoughtfully designed for both everyday living and entertaining, the home combines timeless style with modern comfort. A grand entry leads to expansive, light-filled rooms enhanced by quality craftsmanship and sophisticated finishes throughout. The chef's kitchen is beautifully appointed with luxury appliances, abundant cabinetry, generous counter space, and ample storage, making it ideal for casual meals or large gatherings. The open layout flows seamlessly into the stunning family room, featuring a dramatic stone fireplace, and oversized sliders leading to a massive new deck overlooking the picturesque property. There's even room for a pool! The home offers four spacious en-suite bedrooms, including a luxurious primary suite designed as a private retreat. An expansive great room provides endless flexibility for a playroom, media room, office, fitness area, in-law suite, or additional family room. The fully finished walk-out lower level adds even more living and entertaining space with direct backyard access. Conveniently located near shopping, dining, parks, schools, and commuter routes, this remarkable North Stamford home offers the perfect blend of luxury, comfort, and functionality in an exceptional setting. Make this house your new home!

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

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.

'In a Garden'bordered by the East Branch of the Mianus River is situated in North Stamford near the Long Ridge Historic District. Updated & beautifully designed, it offers an ideal downsize or weekend retreat with sweeping gardens, mature plantings, & river frontage. A luxurious first-floor primary suite has 2 baths, and opens to a terrace overlooking the water. Upstairs are guest rooms and an office option. A bright kitchen, formal living & dining rooms, & a reading room all overlook the river and waterfall. A detached studio, two-car garage, whole-house generator, fencing, and gated Belgian-block drive complete this two-acre hideaway. Please see full narrative on ''In A Garden'' in documents

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!

Hillandale is a once-in-a-lifetime offering—an extraordinary opportunity to own one of the most iconic and expansive estates in the region. Encompassing approximately 268.2 sylvan acres, this landmark property gracefully spans the New York/Connecticut border, offering stunning views over formal gardens, a private lake, and rolling woodlands. Total privacy, historic pedigree, and timeless elegance define every aspect of this extraordinary estate. At its heart stands a majestic European-style stone manor, originally constructed in 1900 and once owned by the Sulzberger family, publishers of The New York Times. The residence has since been expanded and masterfully restored by the current owners, now offering more than 15,000 square feet of refined living space. Exquisite materials—imported antique marble, limestone, onyx, mosaic tile, and stained glass—adorn the interiors, where craftsmanship of a bygone era meets the comforts of modern luxury. The stately manor features eight bedrooms and ten full and four half bathrooms, anchored by grand formal living and dining rooms with intricately carved wood paneling and elegant fireplaces. A gracious library, conservatory, cloakroom, and breakfast room add to the home’s refined flow and character. At the center of the home’s leisure offerings is a spectacular indoor Olympic-sized pool, clad in Italian mosaics, complemented by a second outdoor pool and adjacent pool house—ideal for warm-weather entertaining. The grounds are as captivating as the interiors, with private lakes, formal gardens, wooded trails, and a whimsical hedge maze designed for children. More than five miles of private roads wind through the estate, offering serene views and access to a variety of outdoor amenities, including a tennis court, greenhouse, two horse barns, and four additional guest or staff residences. With its clay-tiled roof, enduring stone construction, and unparalleled sense of scale and privacy, Hillandale is more than an estate—it is a generational legacy. Whether envisioned as a private retreat, equestrian compound, or world-class residence for entertaining on a grand scale, Hillandale stands as a rare jewel in the heart of the tri-state countryside.

Perched on a scenic ridge overlooking the bucolic waters of Oriental Lodge Pond, this exceptional contemporary home is a sanctuary for those who crave a connection to the outdoors. Situated on 1.48 acres of verdant private land, the property offers a rare blend of architectural drama and serenity. A spectacular open floor plan on the main level is the signature feature of the home. Stepping inside the home you are greeted by a dramatic sky-lit, 2-story entrance with soaring vaulted ceilings. Large windows throughout the home keep the home bathed in natural light. The living room, dining room, and family room all have cozy wood-burning fireplaces. A stylish kitchen, with a smart -tech double oven, and a sunnybreakfast nook are the hub of the home. The home has 5 bedrooms including one on the main floor with an adjacent bathroom, ideal for a guest or home office. There are 4 bedrooms upstairs, highlighted by the fire-lit primary bedroom, en suite. The lower level offers a special opportunity to finish addition space with over 1,000 square feet of space, including a fireplace, eager for your finishing touches. If you enjoy kayaking or ice skating, the property has direct access to the water and even owns a little slice of the island within the pond. Whether you're hosting a boisterous gathering or enjoying a quiet morning watching the mist rise off the pond, this home offers an unparalleled North Stamford lifestyle. Welcome home.