483 houses for sale in Pinneys Corners

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

Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering unmatched privacy and a sense of retreat. The main level features an effortless open flow with a primary suite, living room, dining room with a see-through fireplace, office/study, powder room, and expansive sliding doors that connect seamlessly to the wraparound deck. The fully finished, walk-out lower level offers four additional bedrooms, two full bathrooms, a dedicated laundry room, and storage. This rare architectural gem is not just a home, but an experience in design, nature, and modern living

Charm Of A Cape With A Unique Layout That Lives Like A Split-Level. The inviting floor plan features a step-down living room and dining room, creating distinct spaces for entertaining and everyday living. Offering three bedrooms and three full baths, the spacious primary suite includes two walk-in closets and a private full bath. Additional highlights include a first-floor family room, some hardwood flooring, two fireplaces, central air conditioning, and a propane generator for added peace of mind. The finished lower level provides flexible space for a recreation room, home office, gym, or guest area. Situated on a beautiful, approximately half-acre lot on a private road, this property offers a peaceful setting while remaining conveniently close to town, shopping, restaurants, and the train station. Completing the package is an attached two-car garage and plenty of space both inside and out to enjoy. A wonderful opportunity to own a charming home in a desirable location with comfort, c

Set on 1.5 beautifully landscaped acres along coveted Gerrish Lane, this 1948 Colonial compound pairs timeless architecture with thoughtful updates and an effortless connection between indoors and out. Mature plantings and distinctive gardens surround the residence, creating a rare sense of privacy and tranquility just minutes from town. Generous living spaces and refined details define the home throughout. The first floor offers a gracious and versatile layout, with an open family room and kitchen at the heart of the home. French doors connect the family room and living room to the surrounding grounds, creating an easy flow between indoor and outdoor living. A formal dining room provides an elegant setting for entertaining, while a step down library offers a more intimate retreat. A first floor bedroom with full bath can serve as an alternate primary suite or home office. The primary suite is a true retreat, featuring separate baths, walk-in closets, and a balcony overlooking the lawn

The one-floor home you have been waiting for! Set on 2+ private, level acres, this charming New Canaan home offers a wonderful sense of peace and privacy, complemented by exceptional outdoor amenities. A long, tree-lined driveway leads to the end-of-drive picturesque setting, where a charming barn/garage and sparkling rectangular swimming pool immediately welcome you to your own private retreat. Spacious LR features a floor-to-ceiling brick FP, brilliant windows at either end, and gorgeous wide-plank hardwood floors. The adjoining sunroom/den is a true highlight, surrounded by windows and featuring a vaulted ceiling, wet bar, refrigerator and separate ice maker-perfect for entertaining or simply enjoying the tranquil views. The eat-in kitchen offers abundant cabinetry, center island and direct access to the deck overlooking the expansive private grounds. A charming DR with bay window adds to the home's character. The main level includes a primary suite with full bath plus 2 additional

In the heart of downtown New Canaan, this timeless 4-bedroom, 4-bath home offers 3,466 SF of beautifully appointed living space, blending historic character with modern comfort. Highlights include 6 fireplaces, hardwood floors, custom built-ins, coffered ceilings and stone accents. The chef's kitchen features a granite island, breakfast room and access to a lattice-covered deck. Upstairs, the primary suite offers a fireplace, private deck, wet bar/coffee station, dual walk-in closets, soaking tub and steam shower. A 3rd-floor en suite bedroom and bonus room add flexibility. Outside, enjoy a fully fenced yard with dining area, fountain and courtyard, plus irrigation and landscape lighting. Enjoy Shopping, Restaurants, Metro North and everything downtown New Canaan has to offer

Designed in 1996 by noted New Canaan modernist architect James Evans, who studied under Louis Kahn and worked with Paul Rudolph, this exceptional California Contemporary reflects a remarkable architect-client relationship spanning nearly four decades. After Evans designed the McKays' 1959 New Canaan mid-century modern residence, they returned to him to create this thoughtfully conceived home for the next chapter of their lives. Gracefully sited on 4.85 organic acres recognized by the Smithsonian's 'Gardens of America', the property is a private sanctuary of mature trees, native plantings, winding paths, a pond, waterfall, and abundant wildlife-yet just a short walk to downtown New Canaan and the train. Designed for elegant entertaining and effortless everyday living, the home offers a first-floor primary suite, elevator to all three levels, expansive sun-filled rooms, multiple office options, and a private two-bedroom guest suite with living room, kitchenette, full bath and separate en

This beautiful townhouse with an elevator at Richmond Mews offers an easy, low-maintenance lifestyle just a short walk from town, with views of Mead Park and thoughtful design throughout. Inside, 9+ foot ceilings and oversized windows make the home feel bright and open, with hardwood floors throughout. The double-height entry welcomes you right in. The floor plan is very flexible, allowing for a formal dining room, family room, and living room depending on your needs. The gourmet kitchen has a large center island with French doors opening to a private patio. The spacious primary suite offers bedroom views of the park paired with a large sitting room or office, plus 2 walk-in closets and ensuite bath. Two additional bedrooms and a full bath complete the upper level. The finished lower level adds valuable, versatile square footage - ideal as a home gym, playroom, or additional office space. There is ample storage throughout and an attached 2-car garage. The cedar roof was replaced in 202

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 and 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 larg

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

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2 countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private r

Spacious Colonial set on a serene and private 1.5-acre property with breathtaking sunset views. Offering incredible flexibility and endless potential, this expansive home features 5 bedrooms, 3 full baths, and a separate second kitchen ideal for extended family or possible in-law accommodations. A massive walk-out basement provides abundant storage and the opportunity to create additional finished living space. The main level showcases a generously sized eat-in kitchen with center island and stainless steel appliances, a sun-filled living room with hardwood floors and a wood-burning fireplace, plus a charming screened porch perfect for relaxing or entertaining. Also on the first floor are a spacious bedroom with adjoining full bath that can serve as a primary suite, two additional bedrooms with hardwood flooring, and a second full bath. The second level offers its own oversized kitchen, a large primary bedroom, fifth bedroom, and a full bath - creating excellent potential for multi-gen

Two blocks to downtown, this highly desirable end unit in Park Slope offers beautifully detailed, elegant living with a rare oversized two car garage, elevator, and abundant storage. The first floor features a large eat in kitchen, den with wet bar, separate dining room, and living room with fireplace and a charming private terrace. The second floor includes a generous primary suite with a walk in closet, plus two additional bedrooms and a full bath. Park Slope's coveted in town setting offers a simple 5 minute walk to the train. With just 13 residences, Park Slope is one of New Canaan's premier townhome communities

This charming two-bedroom, 2.5-bath condo is located just minutes from the center of town. The newly renovated kitchen is fresh, bright, and thoughtfully designed, with an easy flow into the living and dining areas. The private outdoor deck extends the living space and is an ideal spot for morning coffee or gathering with friends for dinner outside. The two bedrooms offer comfortable, private spaces, while the fully finished lower level provides flexible additional space for a family room, home office, gym, or guest area. With a full bath and laundry on this level, it adds both functionality and convenience. A detached one-car garage provides private parking and extra storage. Turnkey and ideally situated within the well-maintained Graystone Circle complex, this condo offers exceptional convenience, flexibility, and easy living just minutes from town

Experience elevated living in the heart of downtown New Canaan with this exquisite boutique enclave offering just 7 luxury residences. Built with the best finishes in mind, this home features 3,351 sq ft of finished space, Elevator, large-pane oversized windows, and a thoughtfully designed layout that centers around your gourmet kitchen featuring custom cabinetry, gorgeous island with 2 countertops, chefs appliances, and breakfast area that opens to the family room with gas fireplace and sliders overlooking the fabulous terrace creating the perfect indoor/outdoor living experience. Exquisite mill work, white oak floors, custom staircases, and built-ins truly show meticulous attention to detail. Absolutely spectacular primary bedroom with walk-in closet, and spa inspired bathroom that will take your breath away featuring a 8ft x 4ft walk in shower, soaking tub, floating vanity, and heated floors. Take the elevator or stairs to the finished 3rd floor and enjoy sunsets from your private r

An incredible opportunity to own a beautifully updated two-family home in the heart of New Canaan-perfect for those looking to enjoy the New Canaan lifestyle while benefiting from valuable rental income. The spacious first-floor residence offers three bedrooms and has been thoughtfully updated for modern living, highlighted by a stunning, high-end renovated kitchen designed to be as beautiful as it is functional. Fresh, sophisticated finishes create a move-in-ready home with the space and comfort today's buyers are looking for. Upstairs, the second-floor apartment has been completely renovated from top to bottom, offering a fresh, modern living environment with all-new windows, new appliances, a beautifully renovated bathroom, and its own separate washer and dryer. Stylish finishes and thoughtful updates make this an exceptionally appealing rental. Whether you choose to live in one residence and offset your monthly expenses with income from the other, accommodate extended family, or ad

6 Down River pairs new construction with privacy and walkability - the scale of a single-family home, without the maintenance. Built in 2024 and further refined in by the developer in 2025, this 4-bedroom residence offers over 3,000 square feet across four finished levels, conceived for an effortless lock-and-leave lifestyle. The main level is open and light-filled, built for entertaining: the kitchen with custom cabinetry, high-end appliances and a large center island connects seamlessly to dining and living areas anchored by a gas fireplace and bar. Upstairs, the primary suite includes a spa-like bath and generous walk-in closet, alongside two well-proportioned bedrooms, additional baths and a laundry room on the same level. The finished third floor delivers a fourth bedroom - suited to a home office, bunk room, or playroom. What sets 6 Down River apart: Finished third floor - fourth bedroom, office, bunk room or play space. Finished lower level - recreation area with a glass-enclose

Hidden behind gates and surrounded by 5.5 acres of pristine, rolling lawns, this extraordinary stone manor estate is a masterclass in old-world craftsmanship and cutting-edge modern innovation. Anchored by a separately deeded 2 acre lot with a guest house, the property presents rare flexibility and long-term value, perfectly suited for multi-generational living, guests, or future expansion. Originally constructed in 1927, the residence has been comprehensively reimagined and renovated from the inside out, preserving its architectural integrity while delivering a fully modernized, high-tech smart home experience. With all new systems, infrastructure, and finishes including new HVAC, electrical, plumbing, septic, irrigation, generator, propane tank, fencing, landscaping and all new mechanicals offering the confidence of new construction wrapped in timeless stone. Inside, over 7,000 square feet of refined living space unfolds with remarkable craftsmanship. Radiant heated floors span the f

A rare in-town investment opportunity: this charming side-by-side duplex sits on.21 acres. 63 Oak Street features three bedrooms, updated kitchen and baths, an open floor plan, laundry, storage, private outdoor patio, and a new furnace. 65 Oak Street offers two bedrooms, updated bathrooms and an open floor plan, laundry, and a private patio. Both units offer off street parking. Excellent potential to renovate, reimagine, or build new. Unit 65 is occupied. Advance notice is required for showing Unit 65

Silvermine, one of New Canaan's highly desired neighborhoods. Embrace the unique lifestyle of this historic area. The location is a short walk to the Silvermine Arts Center and the Inn at Gray Barns offering fine dining along w/ a coffee shop while enjoying the views of the Silvermine River. This sophisticated turn-key ready home offers one floor living at its best. The home welcomes you w/ an open, sun-drenched floor plan designed for entertaining, highlighted by fine millwork, architectural details, and gleaming hardwood floors. Cooking and hosting are a true delight in the bright, airy kitchen, featuring modern appliances and flows into a large, sunlit family room. From there, a single step leads to a private patio perfect for outdoor dining and the lush level backyard. The sleeping wing designed for privacy, w/ the primary suite along w/ 2 additional bedrooms and a full hall bath. The finished bright walkout lower level adds approximately 1,400 sf of versatile space w/ a half bath,

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

Welcome to this pristine, move-in-ready 4-bedroom, 3-bath Center Hall Colonial, ideally situated in the highly desirable Hoyt Farm Association. Thoughtfully updated and meticulously maintained, this exceptional home offers a modern floor plan designed for comfortable living and effortless entertaining. The stunning chef's kitchen features top-of-the-line appliances, a granite center island, and hardwood floors, with new sliding glass doors opening onto a mahogany deck overlooking a park-like, level backyard. The gracious family room with a fireplace creates a warm gathering space, while the expansive living room boasts a second fireplace and an oversized picture window. A generous dining room is perfect for hosting family and friends, and a first-floor office makes working from home a pleasure. Upstairs, the luxurious primary suite offers a beautifully updated bath and a spacious walk-in closet, while three additional bedrooms and an updated bathroom provide ample space for family and

Set in the coveted Silvermine area of New Canaan, 102 Silver Ridge Road presents a newly built residence where sophisticated design, exceptional scale, and effortless modern living come together. A light-filled two-story family room creates a dramatic yet inviting centerpiece. Thoughtfully designed for today's lifestyle, the home features a gourmet kitchen, two dedicated office locations, luxurious primary suite, two laundry areas and much more. Generous living spaces, abundant natural light, and refined finishes provide an exceptional setting for both everyday living and entertaining. Ideally positioned in one of New Canaan's neighborhoods where the kids can still ride their bikes until the streetlights come on. The property offers a wonderful balance of privacy and convenience. Easy access to New Canaan's acclaimed schools, vibrant downtown shopping and dining, train station, Waveny Park and an array of scenic trails and open spaces. A rare opportunity to to find a new luxury home in

Welcome to 15 Flat Rock Drive; an irresistible opportunity to live on a highly sought after *cul-de-sac street* just moments from Ridgefield's vibrant village center. This prime location delivers the best of both worlds: a peaceful neighborhood setting paired with unbeatable convenience close to town, the NY border, and top NYC commuting options. Inside, the home shines with a bright, flowing layout designed for today's lifestyle. The spacious living and dining rooms set the stage for effortless entertaining, while the inviting family room connects beautifully to the heart of the home; the kitchen. From here, step directly onto the expansive screened in porch, a standout feature perfect for summer dinners, morning coffee, or relaxing in the fresh air. A main level office/den offers the ideal work from home set up. The primary bedroom suite provides a private retreat with generous space, excellent closets, and a beautiful, well designed ensuite bath. Additional bedrooms are well sized,

PRISTINE and PERFECT! Nestled on a charming cul-de-sac close to town, this lovely and meticulously maintained 4-bedroom home offers the perfect blend of comfort, style, and convenience. Set on a level acre in a picturesque setting, the home features a welcoming open floor plan with sun-filled living spaces that flow effortlessly, creating an inviting setting for both everyday living and entertaining. Lovingly cared for and truly move-in ready, this home exudes warmth and timeless appeal throughout. Step outside to a lovely terrace overlooking the beautiful property, where mature landscaping, and classic stone walls create a serene park-like backdrop. Whether hosting friends, enjoying family gatherings, or simply unwinding outdoors, the setting is both peaceful and inviting. With its thoughtful design, beautiful surroundings, and desirable location close to town and schools, this special property offers a wonderful opportunity to enjoy the very best of New Canaan living

Fantastic opportunity to own this charming 4-bedroom Colonial tucked away on a peaceful, scenic lot with a babbling brook and plenty of privacy. Just minutes from town, the Wilton border, and Weir Farm National Historical Park. Set back from the road with a spacious yard, ample parking, and a 2-car garage, this home features a classic center hall layout with a fireplace in the family room and great natural flow. The kitchen opens to a large screened-in porch overlooking the backyard and woods-perfect for relaxing or entertaining. Upstairs offers a primary bedroom with vaulted ceilings and cedar closet, plus three additional well-sized bedrooms. Hardwood floors in the majority of the house and parquet flooring and a fireplace. First time on the market in almost 50 years, this home is full of potential and is a blank canvas, waiting for someone to do the cosmetic updates to make it their dream home. The home does have a new propane heating system and a whole house generator. This propert

Spacious and Smart - Effortless Living Awaits. Welcome to Riverturn, a sought-after community where comfort, privacy, and convenience blend seamlessly in this multi-level townhouse. Designed for modern living, the home offers bright, open spaces paired with thoughtful details throughout. The main level features gleaming hardwood floors and a generous living/dining area with a cozy gas fireplace, and glass doors to a private deck. A powder room and an eat-in kitchen with a charming bay window and stainless appliances, complete this main floor. Upstairs, the primary suite impresses with vaulted ceilings, a skylight with electric shade, two large closets, and a private ensuite bath. The second bedroom is equally spacious, with easy access to the hall bath. A versatile loft - perfect as a home office, gym, or extra living space - includes additional walk-in storage. The lower level adds even more flexibility, with a large rec room, full bath, laundry, and direct access to your one-car gara

Spacious and Smart - Effortless Living Awaits. Welcome to Riverturn, a sought-after community where comfort, privacy, and convenience blend seamlessly in this multi-level townhouse. Designed for modern living, the home offers bright, open spaces paired with thoughtful details throughout. The main level features gleaming hardwood floors and a generous living/dining area with a cozy gas fireplace, and glass doors to a private deck. A powder room and an eat-in kitchen with a charming bay window and stainless appliances, complete this main floor. Upstairs, the primary suite impresses with vaulted ceilings, a skylight with electric shade, two large closets, and a private ensuite bath. The second bedroom is equally spacious, with easy access to the hall bath. A versatile loft - perfect as a home office, gym, or extra living space - includes additional walk-in storage. The lower level adds even more flexibility, with a large rec room, full bath, laundry, and direct access to your one-car gara

Modern farmhouse perfection in Ridgefield. Welcome to a masterclass in luxury, comfort, and superb craftsmanship. Built in 2019 by Heritage Homes, this one-of-a-kind home is on 2.41 park-like acres and surrounded by classic post-and-rail fencing. With nearly $500k in high-end updates, it offers the ultimate in ease-of-living, peace of mind, and pristine comfort. Step inside to find 9-foot ceilings and gorgeous white oak flooring flowing seamlessly throughout the open, light-filled layout. The heart of the home chef's kitchen featuring premium quartzite countertops, top-of-the-line appliances, butler's pantry, and massive center island opens to the large family room anchored by a dramatic fieldstone fireplace. The living room flows to the formal dining room with French doors off both leading to the wrap-around porch. Powder room, study, mudroom, and 2-car garage complete this level. The second floor primary suite boasts a spa-like feel with two walk-in closets, Carrara marble accented b

True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, and future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3 finished levels with 17 rooms, 3 car garage, custom millwork, hardwood floors, 5 bedrooms plus spacious bonus room, 4 full/2 half baths, 3 fireplaces, walk-up attic and expansive finished walk-out lower level. Enjoy the gracious living room w/elegant marble fireplace and adjoining private office featuring two sets of exterior French doors; formal DR with butler's pantry; top of the line remodeled designer kitchen w/subway tile backsplash, sleek black granite counters, center island, Thermador prof. appliances, and open to the breakfast room w/wall of custom built-ins; FR w/cathedral ceiling, stone f