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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 / 39

  • Contract pending
    29

    House New Canaan (United States)

    Experience the perfect blend of townhouse convenience and single-family privacy in this beautifully updated home at Orchard Hills. Boasting an open-concept main floor, the residence features a gourmet kitchen complete with granite countertops, rich hardwood floors, and premium stainless steel appliances. The inviting living room, anchored by a classic marble fireplace, flows seamlessly into the dining area-creating an ideal space for hosting family and friends. Upstairs, you will find two spacious en-suite bedrooms, including a luxurious Primary Suite featuring a brand-new, spa-like bath and custom closet. The bright, walk-out lower level is a versatile haven, offering a family room with custom built-ins, ample space for a quiet home office, and a dedicated laundry room with abundant storage. Swing open the French doors to your private bluestone terrace, perfect for al fresco dining overlooking the manicured grounds. With the complex recently undergoing extensive renovations-including all-new siding, roofs, drainage, and landscaping-this home offers total peace of mind. Enjoy lazy afternoons by the community pool, or take a short, scenic stroll to Mead Park and the world-class dining and shopping in the Village of New Canaan.

    … 
    $1,369,000
    2bedrooms
    3bathrooms

    By William Pitt Sotheby's International Realty

  • 40

    Apartment with pool Wilton (United States)

    Turnkey LUXURY condo living in the heart of Wilton. Welcome to your ultimate move in ready maintenance free oasis! 2 Bedrooms + opt.3rd BR w/Full Bath,Main Level.New Kitchen with 3 Full Baths, offering the perfect blend of modern sophistication, effortless functionality and unbeatable location. No detail has been spared with truly nothing to do but unpack and start living the good life! Main living area is a bright, airy LR that flows into a dedicated DR, with sliders to private exterior space creating an inviting backdrop for entertaining and quiet evenings in. Dream Kitchen is brand new and outfitted with GE appliances and every bell and whistle with premium finishes, smart storage making cooking a pleasure! You need flexibility? You got it! This rare and versatile layout features a Den/Library, can be an optional 3rd Bedroom, plus a small second floor office space with skylight tailored perfectly for today's remote work or study needs. 2 generously sized Bedrooms offer peaceful sanctuaries complete with pristine, updated Baths. The Primary also boasts skylight and a walk in closet. New attic stairs for EZ access. LOCATION is the cherry on top with incredible privacy and pastoral views out the front and back, abutting the 80+ acre Bradley Park.Leave your car keys at the door, you are just a short, river's edge, sidewalk stroll away from a vibrant, in town life offering top tier dining, shopping. Attached 1 car garage. Looking for the best of town and country, 100K+ upgrad

    … 
    $765,000
    2bedrooms
    3bathrooms

    By William Pitt Sotheby's International Realty

  • 12

    Property 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

  • 36

    House Norwalk (United States)

    From the moment you arrive, the incredible curb appeal sets the stage, featuring a stunning bluestone walkway, fresh landscaping, high-end garage doors, and a sleek paved driveway framed by a classic Belgian block apron. Cherished and continuously improved by its owners since 2011, this gorgeous 3-bedroom home pairs peace of mind with exceptional design, in a class by itself! Don't miss these key features & high-end upgrades including Chef's Dream Kitchen: A brand-new, custom-designed kitchen equipped with top-of-the-line appliances, crisp white Corian counters, hardwood and premium finishes. Refined interior details include a large, light-filled Living Room showcasing a fireplace with custom mantel, gleaming hardwood plus solid wood interior doors throughout, and updated designer hardware. A formal/informal Dining Room is ready for special occasions w/ French doors. A beautifully refreshed second floor Bath, Central Air conditioning, and a full Security System providing ultimate comfort and security. Your outdoor oasis awaits as you step out onto a massive, maintenance-free TimberTech deck-perfect for entertaining, dining, or quiet relaxation just steps from your DR or comfy FR. Enjoy peace of mind with new electric water heater and a top-tier Roth oil tank. Unbeatable Location!!! Enjoy amazing conveniences and easy living. Owners love the unbeatable walkability and quick access to local beaches, train stations, shopping, and dining. Don't miss the full list of Updates!

    … 
    $849,000
    3bedrooms
    2bathrooms
    land 1,174

    By William Pitt Sotheby's International Realty

  • 25

    Property New Canaan (United States)

    Welcome to Hoyt Farm! A neighborhood association with many social events! This beautifully proportioned Colonial offers four spacious bedrooms and 2.5 updated baths, complemented by a bright, freshly painted interior. The light-filled kitchen opens to a generous family room, creating an inviting space for everyday living and entertaining. A formal dining room and gracious front to back living room with fireplace adds ambiance to both large and small gatherings. Set on two peaceful acres in the sought-after Hoyt Farm neighborhood, this property offers a rare opportunity to enjoy privacy and tranquility just minutes from downtown New Canaan, parks, shopping, dining, the train station, and of course our top-rated schools.

    … 
    $1,649,900
    4bedrooms
    3bathrooms
    land 8,094

    By William Pitt Sotheby's International Realty

  • 34

    Property New Canaan (United States)

    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.

    … 
    $2,495,000
    5bedrooms
    4bathrooms
    land 1.8ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    25

    Apartment with terrace and pool New Canaan (United States)

    Fabulous corner unit townhome with very private gardens & lawn area. This bright and beautifully updated 2-bedroom, 1.5 bath residence offers the perfect blend of style, space and convenience. Flooded with natural light, this home features an open flow ideal for everyday living and entertaining. Step outside to your own large private terrace - a rare find, perfect for alfresco dining, morning coffee or quiet evenings. Additional highlights include a detached garage for additional storage just a few steps away. Enjoy resort style living with access to two community pools, New Canaan's award winning schools, vibrant downtown and easy commuter access- all from this exceptional corner location.

    … 
    $749,000
    2bedrooms
    2bathrooms

    By William Pitt Sotheby's International Realty

  • 40

    Apartment with 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

    … 
    $1,450,000
    3bedrooms
    3bathrooms

    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

  • 40

    House with pool and garden Wilton (United States)

    Welcome to Vermont in Wilton! 1.5+ acres + I/G SW Pool! 3 Bedroom New England Cape sanctuary tucked away in a peaceful pocket of North Wilton. One meticulous owner since built in 1973, this rare find offers a charmingly rustic, soul-warming lifestyle combined with the refined convenience of Wilton living. A true testament to quality craftsmanship and generations of pride of ownership. Now, freshly painted and prepared for the next chapter. Warm hardwood floors on Main level and 4 panel sliders invite the outside in and create a panoramic view of the natural surroundings and parade of wildlife. Primary first floor Bedroom continues with hardwood, walk in closet and en suite Full bathroom. With 2 Bedrooms upstairs and 2nd Full Bath, there is no shortage of closet space with hidden closet storage! The exceptional grounds offer an incredible level of privacy on your own secret park. The in ground heated salt water pool is perfect to beat the summer heat or for outdoor poolside gatherings, framed by nature's bounty.Properties with this level of soul, history and privacy are a rare find in Wilton. If you've been dreaming of a serene escape without sacrificing proximity to town, this cherished single owned property is ready to welcome you home. Award winning schools, seconds to Rt. 7, shopping, trains, restaurants and the up and coming Georgetown revivial with fun night life, this home offers a singular, affordable lifestyle. Awaiting your updates! Property is an Estate, sold AS IS

    … 
    $689,000
    3bedrooms
    2bathrooms
    land 6,273

    By William Pitt Sotheby's International Realty

  • 40

    House with pool and terrace New Canaan (United States)

    Prestigious Hoyt Farm Tudor: An Elegant Two-Acre Oasis Near the Village. Nestled on two beautifully landscaped, ultra-private acres in the highly coveted Hoyt Farm neighborhood, this exceptional Tudor offers over 7,400 square feet of sophisticated luxury and warmth. A grand, two-story foyer welcomes you into a seamless, light-filled layout featuring a formal living room with dramatic vaulted ceilings, a handsome wood-paneled library, and an open chef's kitchen that flows effortlessly into a spacious family room with a fireplace. The primary suite is a true sanctuary, boasting its own cozy fireplace, a private balcony overlooking the grounds, a generous dressing room, and a sun-drenched, spa-like bath. Four additional bedrooms and four-and-a-half baths ensure plenty of space and comfort for everyone. Outside, your personal resort awaits: host gatherings on the tranquil brick terrace by the outdoor fireplace, swim in the stunning heated pool, or simply enjoy the park-like property framed by mature specimen trees. Complete with a three-car garage, this magnificent estate offers unparalleled privacy and convenience, located just minutes from the train, vibrant village life, and top-rated New Canaan schools.

    … 
    $3,195,000
    5bedrooms
    7bathrooms
    land 8,094

    By William Pitt Sotheby's International Realty

  • 37

    Property Monroe (United States)

    Welcome to 20 Pequot Court! These original owners have beautifully maintained this home, nestled in the highly desirable Great Oak Farm community of Monroe. Situated on a peaceful cul-de-sac, this inviting residence offers 3 bedrooms, 2.5 baths, and a thoughtfully designed floor plan that combines comfort, functionality, and modern convenience. Step inside to a light-filled foyer that opens to spacious living areas ideal for both everyday living and entertaining. The main level features primary bedroom suite, comfortable gathering spaces, a warm and welcoming atmosphere, and seamless flow throughout the home. Upstairs, complemented by two additional bedrooms and well-appointed bath, and an office space for private living. The finished lower level offers valuable additional living space and is perfect for a media room, home gym, playroom, home office, or guest area. Recent improvements and meticulous care make this home truly move-in ready. Outside, enjoy the privacy of the cul-de-sac setting while being just minutes from local parks, shopping, dining, and major commuter routes. This property offers the perfect balance of convenience, community, and lifestyle. Whether you're entertaining guests or enjoying a quiet evening at home, 20 Pequot Court provides everything you need to enjoy comfortable living in one of Monroe's most beautiful neighborhoods. Welcome home!

    … 
    $719,000
    3bedrooms
    3bathrooms

    By William Pitt Sotheby's International Realty

  • Contract pending
    37

    Farmhouse with garden Wilton (United States)

    BEST AND FINAL 7/21 3:00PM. Welcome to #1 Wilton Acres, a masterfully reimagined South Wilton haven, where a classic style meets a breathtaking modern evolution. Step inside and immediately feel the light filled, open concept design.Transformed from the bottom up, this 4 Bedroom RR blends sleek sophistication with the warmth of a true forever home. Every upgrade has been thoughtfully redesigned - new, spacious sanctuary that is the Primary En suite addition. New 3rd garage bay for the car enthusiast. City Water. NEW Propane heat system. All bathrooms updated. NEW HVAC/Central Air. All redesigned with luxury finishes to elevate your daily living, offering a perfect sanctuary for a modern lifestyle. The fluid, open layout invites flexibility whether hosting dinner parties or enjoying quiet weekend mornings on your private, maintenance free Trex deck. This home offers turn key peace of mind with completely fenced in property, creating a secure private paradise where kids and pets can roam freely while keeping deer and other wildlife out to protect your professional landscaping. Main Level offers a formal LR with hardwood, formal Dining Space and beautiful EIK with SS appliances and granite counters. 3 Beds and 2 full Baths. Lower Level is finished with 4th Bedroom, Family Room with fireplace with sliders to under porch covered patio. Laundry Room and 1/2 Bath plus plenty of storage closets with direct access from 3 car garage. Just unpack to enjoy Award Winning schools and more!

    … 
    $999,000
    4bedrooms
    3bathrooms
    land 3,237

    By William Pitt Sotheby's International Realty

  • 40

    House New Canaan (United States)

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

    … 
    $4,000,000
    4bedrooms
    5bathrooms
    land 8,337

    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 7,082

    By William Pitt Sotheby's International Realty

  • 33

    Property Stamford (United States)

    Unlock incredible value with this classic 1940s colonial perfectly situated in desirable North Stamford. Serving as a fantastic canvas for both handy homebuyers and savvy investors, this 4-bedroom, 3-full-bath property is bursting with character and value-add potential. Step inside to discover beautiful hardwood floors, a living room anchored by a wood-burning stove and handsome built-ins, and a spacious eat-in kitchen that flows seamlessly onto a large deck overlooking a peaceful backyard. Maximizing the home's footprint is easy, thanks to a sprawling second-floor bonus room-the perfect layout for an in-law suite-and a walk-out lower level featuring a massive family room. With peace-of-mind upgrades like a 7-year-old roof and a 4-year-old hot water heater already in place, the home is primed for its next chapter. Located just north of the Merritt Parkway for a commuter's dream, and moments from local treasures like the Stamford Museum & Nature Center and the Bartlett Arboretum, this property is a rare find with extraordinary upside. House is currently on septic but scheduled to be hooked up to city sewer in September.

    … 
    $715,000
    4bedrooms
    3bathrooms
    land 971

    By William Pitt Sotheby's International Realty

  • Contract pending
    40

    Property with pool New Canaan (United States)

    Private New Canaan Oasis: Bespoke Luxury can be found in this modern version of a traditional centerhall colonial in prestigious New Canaan's West School district. This custom-built Lukes Wood estate underwent a spectacular renovation by Award-winning RR Builders, updating the sophisticated main residence to over 7,000 square feet of turnkey luxury. The expansive floor plan boasts 6 generously appointed bedrooms - each featuring an ensuite bath and walk-in closet alongside elegant formal living and dining rooms, a private office, a wine cellar, a butler's pantry, and a finished walk-out lower level with a full bath. At the heart of the home, a fully appointed 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' x 22' heated gunite pool, an expansive terrace, a pavilion with a firepit, private walking trails, plus a custom-built barn that offers additional space for cars, equipment, a gym, art studio, or large office space delivering an unparalleled, ultra-private retreat close to New Canaan's top-tier schools and vibrant community.

    … 
    $4,995,000
    6bedrooms
    7bathrooms
    land 2.5ha

    By William Pitt Sotheby's International Realty

  • Contract pending
    40

    Property New Canaan (United States)

    A Masterpiece of Colonial Elegance and Resort-Style Living on Dunning Road - Perfectly positioned on a coveted cul-de-sac just moments from town on 2 perfectly flat acres, this stately 5-bedroom, 6.5-bath center hall colonial offers an unparalleled blend of sophisticated design and private resort living. Inside, the formal living room sets a dramatic tone with its stately fireplace and a breathtaking wall of windows framing views of the lushly landscaped backyard oasis, while a separate, sun-drenched solarium provides a tranquil and private retreat for quiet relaxation. The heart of the home is a designer kitchen equipped with professional-grade appliances, a massive center island, a walk-in pantry, and an adjacent breakfast room and separate command center-all seamlessly connecting to a formal dining room and opening through floor-to-ceiling glass French doors to the pool and cabana. For everyday gathering, a separate family room features custom built-ins and its own fireplace, complemented by an expansive finished lower level that boasts a third fireplace and endless recreation space. Outside, the property transforms into a premier entertainment venue, complete with a sparkling pool, a rare 2-room/2-bath cabana, and a private tennis court, making this exceptional estate a true sanctuary for modern living.

    … 
    $3,695,000
    5bedrooms
    7bathrooms
    land 8,256

    By William Pitt Sotheby's International Realty

  • Contract pending
    36

    House New Canaan (United States)

    West Side Oasis Nestled on a quiet, highly desirable cul-de-sac on the West Side of New Canaan, this meticulously cared-for property offers the perfect blend of elegant living and secluded outdoor recreation. A sweeping circular driveway and an inviting covered front porch welcome you to this stunning wooded retreat. Step inside to a grand two-story foyer featuring an elegant balcony overlook. The sophisticated floor plan flows seamlessly for entertaining, highlighted by stately pillars that define the formal living and dining rooms. For those working from home or seeking a quiet retreat, the handsome library is appointed with custom cherry wood-built ins.The private backyard operates as your own personal resort. Step out onto the expansive rear deck, complete with a sunken hot tub, and take in the serene views of the heated pool and surrounding mature woods. There is a dedicated wine cellar for the discerning collector, whole-home generator for year-round peace of mind, an expansive walkout finished lower level

    … 
    $2,495,000
    5bedrooms
    6bathrooms
    land 8,134

    By William Pitt Sotheby's International Realty

  • 36

    House 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.

    … 
    $2,425,000
    4bedrooms
    5bathrooms
    land 1.3ha

    By William Pitt Sotheby's International Realty

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