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William Pitt Sotheby's International Realty

26 Cherry Street, 06840 New Canaan (United States)

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Listings for sale: 1 to 20 / 28

  • 40

    House with pool and garden New Canaan (United States)

    Framed by classic stone walls, fruit trees, and lush grounds, this masterfully renovated Colonial blends timeless curb appeal with top-tier modern luxury. The expansive layout flows seamlessly from a sunlit living room, stunning formal dining room and massive 24'x23' family room with a modern woodburning fireplace, dual home offices and a lower-level playroom with large mudroom. Designed as the ultimate heart of the home, the gourmet kitchen is a chef's dream-featuring a custom Raging River wood island, honed granite countertops, dual sinks, and a magnificent CornueFe 110 gas range. Upstairs, four peaceful bedrooms include a lavish primary suite with a marble shower, BainUltra soaking tub, and radiant heated floors. French doors lead to a private outdoor oasis, where a wisteria-draped pergola, covered deck, expansive terrace, sparkling pool, and spa set the stage for effortless summer entertaining-all just minutes from town and an easy walk to local schools.

    … 
    $2,795,000
    4bedrooms
    4bathrooms
    land 0.4ha

    By William Pitt Sotheby's International Realty

  • 29

    House with garden and terrace Wilton (United States)

    There are houses that simply have a feeling about them, and this is one of those rare homes. Designed in 1938 by noted architect F. Nelson Breed, this enchanting country home is beautifully sited on three open, picturesque acres along Nod Hill Road, one of Wilton's designated scenic roads. From the moment you arrive, the charm is undeniable. A gracious approach and beautifully landscaped grounds set the tone. Inside, approximately 1,883 square feet is filled with warmth, character and architectural detail, thoughtfully updated while preserving the charm and integrity of the original home. The home offers three bedrooms and two and a half baths, along with additional flexible rooms ideal for a home office, den, studio or guest space. Lovely views of the property and an easy connection to the outdoors enhance the sense of true country living. Open lawns, mature trees and established plantings create a peaceful backdrop. Nearby meadows, trails and adjacent town-protected land further enhance the setting, with Weir Farm National Historical Park just minutes down the road. Ideally located between Wilton and Ridgefield centers, the property offers country living with convenient access to both towns. Branchville Metro-North station is 7 minutes away, South Norwalk station is approximately 20 minutes away, and NYC is an hour by car. Charming, distinctive, and rich in history, this is a rare opportunity to own a truly special home!

    … 
    $1,295,000
    3bedrooms
    3bathrooms
    land 1.2ha

    By William Pitt Sotheby's International Realty

  • 34

    House with pool and garden New Canaan (United States)

    An elegant Regency-style residence with dramatic architectural presence is positioned in a premier location just moments from the village. Inside, ten-foot ceilings and Palladian windows flood the home with natural light. From the barrel-vaulted living room-a true Grand Salon-to the striking onyx-floored dining room, the interior spaces flow effortlessly to an expansive terrace, creating an unforgettable setting for both grand entertaining and quiet family relaxation. Offering a rare opportunity for luxurious, SINGLE-LEVEL living, the home seamlessly pairs grand scale with absolute privacy. The thoughtfully designed floor plan features a chef's kitchen, a sun-drenched breakfast room, a recreation/playroom, three en-suite bedrooms, and an elegant powder room. Outside, 1.25 acres of sweeping private lawns surround an impressively sized swimming pool, offering a private oasis. This exceptional residence is located in New Canaan, widely considered the most beautifully preserved New England town within one hour of New York City. Renowned for its unique design, the town's vibrant boutiques, fine dining, outstanding schools, and services are clustered in one charming, walkable center, with the residential community radiating outward in quiet, leafy tranquility.

    … 
    $3,300,000
    3bedrooms
    4bathrooms
    land 0.5ha

    By William Pitt Sotheby's International Realty

  • 37

    House with garden and terrace New Canaan (United States)

    THE OGDEN HOUSE. A rare opportunity to own a piece of history. This 1875 historic property set on 1.67 private, well landscaped acres offers the perfect blend of country tranquility and convenience. Situated just four miles from New Canaan's vibrant downtown, this unique property puts you moments away from the town's celebrated, top-ranked schools, boutique shopping, and world-class dining. The main home has been meticulously maintained and features fresh interior and exterior paint, newly refinished hardwood floors, and a brand-new roof. Major infrastructure updates-including a new water filtration system and new well pump-provide total peace of mind while preserving the home's original historic character. A standout highlight of the property is the massive, refurbished barn. Remarkably versatile, it offers endless possibilities: park multiple cars, create a dream artist's studio, set up a secluded home office, or build out the ultimate workshop and storage space. Additional freshly painted outbuildings-including a vintage shed and an original historic outhouse-add distinct character to the lush, well tended grounds. Protected under a Preservation Easement Program, this property ensures its architectural heritage and classic New England charm will be preserved for generations to come. An extraordinary opportunity to own a turnkey historic home with endless potential in one of Fairfield County's premier communities.

    … 
    $1,049,000
    3bedrooms
    1bathroom
    land 0.7ha

    By William Pitt Sotheby's International Realty

  • 40

    House with pool and garden Wilton (United States)

    4.74 Acres! First time on the market! Acreage reflects only 1 of 2 parcels. 1.84(house)+2.90 acres of pristine, lush property with main house, authentic Post and Beam Barn and in ground Gunite Shoreline pool. Once in a lifetime opportunity to create your weekend getaway, dream vacation compound or year round home to your personal specifications. Rarely does a property with this much character, acreage and pure potential hit the Fairfield County market. One conveyance of 2 contiguous parcels totaling 4.74 acres, on the NY border, in one of Wilton's most coveted neighborhoods, this secluded sanctuary is for visionaries, design enthusiasts, or anyone looking for the ultimate living opportunity. This estate is anchored by 3 incredible features: 1. Main House, a huge, mid-century modern feel, 1-2 Bedroom awaiting your imagination with remarkable potential, excellent bones, spacious proportions and a layout begging for modern transformation. Craft a sleek high-end masterpiece! 2: Majestic Post and Beam Barn w/ loft, steeped in character and limitless utility for entertainment space, convert to guest house or studio, or for your car collection, home fitness center or huge home office! Barn wood from the 1800's. 3. Vintage Shoreline Gunite Pool and grounds perfectly situated between house and barn, surrounded by nature, majestic trees and absolute tranquility. Plenty of room to expand the outdoor living space into an entertainer's paradise. Separate tax on vacant parcel. SOLD AS IS

    … 
    $1,050,000
    1bedroom
    2bathrooms
    land 0.7ha

    By William Pitt Sotheby's International Realty

  • 40
    Video

    House with pool and garden Fairfield (United States)

    The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

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    $9,975,000
    7bedrooms
    10bathrooms
    land 4.4ha

    By William Pitt Sotheby's International Realty

  • 36

    House with garden and terrace Stamford (United States)

    A charming 3 bedroom Cape Cod-style vintage home. The large remodeled eat-in-kitchen is the hub of the home. The living room has a beautiful stone faced fireplace and golden oak floors. There is a cozy enclosed porch at the front of the home. The dining room has built-in shelving and parquet flooring. There is a first floor bedroom and full bath on the main floor. Upstairs there are two more bedrooms. There is a full basement for storage, with a Bilko door to the yard. There is a two-car detached garage. The beautiful, flat quarter-acre yard is fenced in for privacy or playtime for your pets. The location is advantageous to a commuter being walking distance to the Glenbrook Metro North Train. A short bike-ride to Cove Island Beach, and minutes to the vibrant downtown Stamford. Welcome home. The fireplace is currently sealed and would need to be unsealed.

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    $625,000
    3bedrooms
    1bathroom
    land 0.1ha

    By William Pitt Sotheby's International Realty

  • 39

    House with pool and garden Norwalk (United States)

    This commanding estate has extraordinary 240% views of the Long Island Sound Archipelago. The custom renovation by the esteemed firm S.R. Gambrel, Inc. was created with an intention for comfortable, gracious living, with a woven theme of health and wellness providing seamless indoor/outdoor living and entertaining spaces. The combination of stunning finishes, high ceilings, breathtaking views, and natural light makes this offering one of a kind and irreplaceable.The two-story entry hall reflects interior spaces that are both grand and intimate. The great room, expansive dining room, and chef's kitchen with its massive marble island are designed for entertaining. The breakfast room, den, and two private offices provide intimate spaces. The primary suite, with breathtaking views, has two dressing rooms and a marble bathroom.Three additional bedrooms are on the east wing. A hidden gym,wine room, and laundry room are all located on the entry floor. with a tandem 4-car garage.The property has 265 feet of private shoreline with a deepwater pier, gangway, and 30'x15' floating dock,low-tide sandy beach and a separate mooring. Designed as a private waterfront oasis, the sound view pool and pool pavilion are tucked under an ancient ledge.The outdoor living room with fireplace, jaccuzzi, infrared sauna and cold plunge are connected by a wide terrace across the entire house. A private association beach club with two tennis courts and tennis pro is just moments away.

    … 
    $24,000,000
    5bedrooms
    6bathrooms
    land 0.5ha

    By William Pitt Sotheby's International Realty

  • 39

    House with garden Norwalk (United States)

    A tastefully remodeled Cape Cod style home in the vibrant East Norwalk area! This inviting 4-bedroom, 2-bathroom home features a well-appointed chef's kitchen that flows seamlessly into a cozy, open living space. Step outside to a great back deck that gets amazing natural light-perfect for grillin' or chillin'. This home offers easy access to scenic Calf Pasture Beach, Taylor Farm Dog Park, walking trails, and charming local shops. Convenient to the nearby Metro-North train station. You'll be just minutes from downtown SONO and the Saugatuck section of Westport, known for their great restaurants and nightlife. The yard features colorful perennial plantings and bountiful vegetable gardens, while the home boasts a recently updated, natural gas, HVAC system. A perfect blend of comfort, location, and lifestyle! Welcome Home!

    … 
    $729,000
    4bedrooms
    2bathrooms
    land 0.1ha

    By William Pitt Sotheby's International Realty

  • 29

    House with garden Trumbull (United States)

    Nestled on a tranquil residential street, this charming 3-bedroom Cape is a tribute to timeless character & effortless living. Step inside, to the sun-drenched living room, with its wood-burning fireplace & newly refinished hardwood floors that gleam under a wash of natural light. An expansive archway draws you into the heart of the home: an oversized kitchen updated in 2021. With its white cabinetry, granite countertops, & stainless appliances, this bright, spacious room is designed for seamless entertaining-whether you're hosting holiday feasts or enjoying a quiet meal. From the kitchen, transition to the sunroom, your gateway to an almost fully fenced backyard oasis. Surrounded by mature trees, this expansive outdoor sanctuary offers a peaceful escape, with stone fireplace, deck, & shed-perfect for garden enthusiasts, pets or playtime. Inside, the main level continues to impress with two charming bedrooms, each featuring coffered ceilings & hardwood floors, accompanied by a beautifully updated bath featuring a whirlpool tub & separate glass shower. Upstairs discover your own private primary retreat with an updated full bath. An adjacent office space can adapt to your needs, whether as a home office, closet or reading room. The unfinished lower level provides a blank canvas for your imagination(gym, rec or playroom). Boasting a new roof (2021), city water/sewer, & natural gas, this residence combines modern functionality with classic charm. Perfectly situated just minutes from local schools, parks, shopping, restaurants, & commuter routes, this home is far more than a property-it is the start of your next great chapter.

    … 
    $495,000
    3bedrooms
    2bathrooms
    land 0.1ha

    By William Pitt Sotheby's International Realty

  • 35

    House with garden New Canaan (United States)

    Nestled at the end of a long private drive south of the Merritt Parkway, this classic Colonial offers timeless character, generous living space, and a highly convenient location. Beautifully expanded and thoughtfully updated years ago, the home showcases exceptional craftsmanship, enduring quality, and solid construction described as having "great bones." The main level is rich with architectural detail - an elegant front-to-back Living Room with fireplace and exquisite custom built-in cabinetry and the Dining Room with beautiful built-in details. At the heart of the home is an expansive Kitchen featuring high-end appliances, custom built-ins, and a second fireplace in the casual dining area-an inviting space for morning coffee, relaxed meals, or entertaining. The adjacent light-filled Family Room offers beautiful views of the changing seasons and provides a comfortable extension of the main living areas. The house includes four spacious bedrooms and 2.5 baths, while a private suite above the garage adds a fifth bedroom with full bath, offering flexibility for guests, a private office or additional living space. Finished recreational space on the lower level provides room to work, play, exercise and the generous terrace creates an inviting setting for outdoor dining and entertaining. With its distinctive architecture, thoughtful layout, and quality details, the home offers an exceptional foundation for personalization, including some cosmetic updating to the exterior.

    … 
    $1,995,000
    5bedrooms
    4bathrooms
    land 1.1ha

    By William Pitt Sotheby's International Realty

  • 38

    House with garden and terrace Wilton (United States)

    Rock House Farm, c.1765. One of Wilton's most treasured historic estates, this extraordinary former dairy farm blends nearly three centuries of history with the comforts of modern living. Originally built by Reuben Olmstead in 1765, expanded in the 1800s, and thoughtfully renovated and enlarged in 1997, the estate has been beautifully preserved for generations. Set on six spectacular acres bordered by 14 acres of permanently protected open space, the property offers exceptional privacy and breathtaking pastoral views. The gracious main residence spans over 6,000 square feet with five bedrooms, five full and one half baths, and seven fireplaces. A charming two-bedroom, two-bath guest cottage with full kitchen, laundry and three fireplaces evokes the charm of the English countryside. Completing the estate is a magnificent four-story red dairy barn, a rare architectural treasure and lasting reminder of the property's rich agricultural heritage. Ancient stone walls, rolling lawns, specimen trees and timeless beauty create one of Fairfield County's most remarkable country estates.

    … 
    $3,850,000
    5bedrooms
    6bathrooms
    land 2.4ha

    By William Pitt Sotheby's International Realty

  • 36

    House with terrace Ridgefield (United States)

    Where timeless craftsmanship and modern comfort come together on three private acres just minutes from Ridgefield's vibrant town center. A dramatic two-story foyer opens to a stunning great room with wide-board hardwood floors, exposed beams, a striking stone fireplace, and French doors leading to an expansive deck overlooking the property. Designed for entertaining and everyday living, the chef's kitchen features custom white cabinetry, quartz countertops, a large center island, stainless steel appliances, and a spacious dining area with peaceful backyard views. A rare and flexible floor plan offers two primary suites (one on the main level and one upstairs), ideal for guests, multigenerational living, or changing lifestyle needs. Both include walk-in closets and luxurious baths with double quartz vanities. All additional second-floor bedrooms are en-suite. A spacious rec room with a rear staircase to the mudroom provides endless possibilities as a media room, office, studio, playroom, or gym. The unfinished walk-out lower level, complete with a second fireplace, offers exceptional potential for future living space. Set on three scenic acres, this exceptional property balances privacy and convenience just moments from Ridgefield's shopping, dining, and cultural attractions. A home designed to adapt, entertain, and enjoy for years to come.

    … 
    $2,295,000
    4bedrooms
    5bathrooms
    land 1.3ha

    By William Pitt Sotheby's International Realty

  • 40

    Apartment with terrace and pool New Canaan (United States)

    Welcome to a Garden Paradise. Canaan Close is admired as the most beautifully landscaped Townhouse complex in New Canaan. With views and the "music" of the 5 mile river, heated pool retreat, fountain gardens and even a meandering River Walk, this is indeed one of New Canaan's most sought-after communities. This sophisticated 3 bedroom 3 bath end unit is bathed in sunlight and lives like a single family home. Entertaining and relaxing is a delight in your large light-filled living room and doors opening to your private balcony. What a better way to enjoy your coffee & croissants with views of the 5 mile river! Dine in your sophisticated dining room with crown molding or in your updated Decorator kitchen with a charming window seat and table. Your first floor spacious sitting room is also a first floor bedroom with bath. Great feature for family or guests! Upstairs there is an impressive balcony with dining and seating areas, two additional bedrooms -a beautiful Primary bedroom with large closets and updated bath. The lower level has a large family room and reading alcove, both opening to a lovely patio surrounded by lush gardens. Enjoy a short stroll to New Canaan's vibrant village center with its fine & fun restaurants, boutique shopping, library, parks, and train station. New Canaan's award winning schools are each close by. Canaan Close is a treasure in the Heart of New Canaan

    … 
    $1,395,000
    3bedrooms
    3bathrooms

    By William Pitt Sotheby's International Realty

  • 40

    House with pool and garden Stamford (United States)

    Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with pristine white cabinetry and expansive granite surfaces-flows effortlessly into a fireside living room and adjacent sunroom with French doors leading outside. The outdoor experience is truly peerless, featuring a resort-style saltwater pool with waterfall, a professional-grade basketball/sports court, and a sprawling bluestone patio framed by artisanal rock walls and secure perimeter fencing. With a high-efficiency infrastructure, vast expansion potential in the walk-out basement, and a commute to Manhattan in under an hour, this property represents a rare opportunity to enjoy "like-new" luxury and a private backyard oasis without the wait.

    … 
    $1,900,000
    4bedrooms
    5bathrooms
    land 0.5ha

    By William Pitt Sotheby's International Realty

  • 12

    House New Canaan (United States)

    Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

    … 
    $499,000
    2bedrooms
    2bathrooms

    By William Pitt Sotheby's International Realty

  • 25

    House with pool and garden New Canaan (United States)

    Presenting the historic Landis Gores House, an architectural masterpiece epitomizing post-WWII Modernism. Designed in 1946 by Harvard Five architect Landis Gores for his own family, it stands proudly as one of New Canaan's first Modern homes. Gores was at that time working in association with Philip Johnson. He set his own home on a narrow granite ridge astride a majestic 4-acre wooded lot; the residence brilliantly leavens the glass-walled austerity of the International Style with the natural warmth of Wrightian organic architecture.The 130-foot long, single-story form is defined by sweeping horizontal planes, full-height plate glass walls, grey-stained cypress siding, and by natural stone fireplaces, walls and terracing. Its informal, open plan is divided into three distinct pavilions, anchored by the dramatic central living and dining area featuring a raised roof and tall ceilings. Original exterior lighting design by Richard Kelly enhances the seamless integration between the avant-garde interior and its environment. An expansive rear terrace, added by Gores himself in the 1980s, features circular seating areas and an elegant oval swimming pool.Listed on the National Register of Historic Places in 2002 and held by the Gores family since its inception. The Gores family granted a perpetual preservation easement to the National Trust for Historic Preservation. This iconic property offers a once-in-a-lifetime opportunity to own a foundational piece of architectural history

    … 
    $3,000,000
    3bedrooms
    3bathrooms
    land 1.7ha

    By William Pitt Sotheby's International Realty

  • 39

    House with garden and terrace Wilton (United States)

    Elegance need not announce itself. Here, it simply feels at home. Quietly elegant and impeccably detailed, this Colonial pairs timeless architecture with interiors that feel as welcoming as they are sophisticated. 6170 SQ FT unfold across four finished levels, crafted for effortless entertaining and comfortable everyday living. A gracious living room with an oversized window seat and inviting fireplace sets the tone, while the soaring family room - anchored by a dramatic stone fireplace and walls of architectural window s- offers scale without sacrificing warmth. The Chef's kitchen w/ ultra-lux appliances flows seamlessly into gathering spaces, where memorable dinners and meaningful moments naturally unfold. Rich millwork, refined finishes and three fireplaces lend warmth and character throughout, while a handsome mahogany library provides a distinguished retreat. Five en suite bedrooms offer comfort, including three generously proportioned suites with sitting areas, walk-in closets and luxurious baths-each worthy of being the primary suite. The finished lower level offers exceptional flexibility with recreation, fitness and guest space. Outside, stone terraces, mature gardens and sweeping level lawns create a private setting for alfresco dining, relaxed gatherings or peaceful retreat. Set on 1.75 landscaped acres in one of Wilton's most sought-after estate neighborhoods, this is a home of enduring beauty, crafted to be enjoyed for generations.

    … 
    $2,395,000
    5bedrooms
    6bathrooms
    land 0.7ha

    By William Pitt Sotheby's International Realty

  • 8

    Apartment New Canaan (United States)

    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.

    … 
    $3,300,000
    2bedrooms
    3bathrooms

    By William Pitt Sotheby's International Realty

  • 9

    House New Canaan (United States)

    Elevated Modernity in the Heart of New Canaan - Nestled in the vibrant center of New Canaan, The Quartier introduces a limited collection of 21 bespoke residences where classic architectural grace meets sustainable innovation. This sophisticated, free-standing two-bedroom townhome spans nearly over 2,500 square feet of meticulously curated space, anchored by 7" wide-plank white oak flooring and soaring windows that bathe the interior in natural light. The culinary center is a masterpiece of design, featuring custom Leicht cabinetry, exquisite quartzite surfaces, and professional-grade appliances. Retreat to the primary suite, a private sanctuary complete with a spa-inspired bath and two expansive walk-in closets. Beyond the residence, residents enjoy a lifestyle of effortless luxury with a full-time concierge, a professional fitness studio, a state-of-the-art golf simulator, and an elegant entertainment lounge with catering kitchen. Perfectly positioned just steps from world-class dining, upscale boutiques, and the NYC rail line, this home offers a seamless blend of timeless character and contemporary convenience.

    … 
    $4,200,000
    2bedrooms
    4bathrooms

    By William Pitt Sotheby's International Realty

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