489 houses for sale in Pinneys Corners

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sl

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sl

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

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 effo

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 effo

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 effo

Beyond a private gated entrance and sweeping circular drive lies a 2.5-acre sanctuary that redefines New Canaan luxury. Originally envisioned by Douglas Carter Architects and recently reimagined by its designer-owner, this estate seamlessly merges architectural pedigree with contemporary soul. The residence spans four finished levels, where soaring ceilings and walls of glass invite the lush landscape inside. At the heart of the home, a newly updated gourmet kitchen serves as a culinary showpiece. The primary suite is a true retreat, offering a private balcony, fireplace, and the rare luxury of dual bathrooms. Each of the six bedrooms in the main house features an ensuite bath, ensuring absolute privacy for family and guests alike. The amenities rival the world's finest resorts: a walk-out lower level equipped with a theater and wine room, and a 30x50 lagoon-style pool. The 2020-built pool house (700+ sq. ft.) provides a full guest experience with its own kitchen, bath, and flexible sl

Set on over four and a half acres of private, level grounds in one of New Canaan's most sought after locations, this exceptional estate offers a rare combination of scale, privacy, and close to town convenience. Originally built in 1962 and thoughtfully expanded, the property unfolds as a true compound. The main residence features five bedrooms, seven baths, and beautifully proportioned living spaces anchored by three fireplaces. A seamless connection between the chef's kitchen and family room creates the heart of the home, designed for both everyday living and effortless entertaining. The kitchen is fully equipped with a six burner Wolf gas range, second Wolf oven, Miele dishwasher, Sub Zero refrigerator and freezer, wine cooler, beverage drawers, marble island, and double sinks. Beyond the main residence, the estate continues to impress. A separate antique guest house with full kitchen, 3 bedroom and 1-1/2 bath provides ideal accommodations for extended family or guests. The heated g

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Welcome to 231 Skymeadow Drive, a lovely and beautifully maintained ranch style home with a complete accessory dwelling/in-law suite and a flexible 4Bd floorplan set on 1.11 picturesque acres in North Stamford. Blending style, comfort, and easy one-level living, this inviting home showcases light-filled interiors, generously sized rooms, and a versatile layout ideal for today's lifestyle. The main level features spacious living and entertaining areas, an expansive updated kitchen with breakfast area, 3 bedrooms, and office perfect for working from home. The primary suite features a beautiful new bathroom addition with radiant heated floors, while a bonus TV/playroom above the garage provides additional space to relax, work, or play. A standout feature is the walk-out lower level, which includes a complete accessory dwelling with its own kitchen, living room, bedroom, full bath, and private entrance. Ideal for extended family, guests, an au pair, or multigenerational living, this though

119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere. Spacious entertaining areas flow seamlessly to a tranquil terrace. The heart of the home includes a chef's kitchen that opens to a Great Room with a remarkable 35.5-foot vaulted ceiling, centered around a large quartz island with integrated audio. A formal dining room beneath another Baccarat chandelier sets the stage for memorable gatherings. The West wing hosts the primary suite, featuring a cozy retreat and a study with a hidden staircase leading to a gym and an 800-square-foot dressing room. An adjacent Junior Primary Suite has its own entrance and living area. Upstairs, four additional be

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitche

Enjoy resort-style living with access to the in-ground community pool and a beautifully maintained setting in this spacious top-floor condominium. Thoughtfully updated and filled with natural light, this 2-bedroom, 2-bathroom home offers approximately 1,500 square feet of comfortable living space. Located at the end of a quiet cul-de-sac, the unit features a private entrance and stairwell, creating a true sense of privacy. The open living area showcases vaulted ceilings, skylights, and a cozy wood-burning fireplace with custom built-in cabinetry. Step outside to your private balcony, perfect for morning coffee or evening relaxation. The primary bedroom also features cathedral ceilings, a skylight, and an en suite bathroom. Both bedrooms offer generous closet space. Additional storage is available in the attic and detached garage. The unit includes an additional assigned parking space for added convenience. Whether you're relaxing by the pool, enjoying the bright and airy interior, or t

An extraordinary 268-acre legacy estate spanning the New York-Connecticut border, Hillandale offers unrivaled privacy and timeless grandeur. Once owned by the Sulzberger family of the New York Times, the 15,000+ sq ft, eight-bedroom European-inspired manor has been meticulously restored and features magnificent formal entertaining rooms, 11 fireplaces, two elevators, a paneled library, sun-filled conservatory, billiard room, sauna, gym and an Olympic-sized indoor pool with spa. There is also an outdoor pool with dedicated pool house. Vast, beautifully designed grounds showcase formal gardens, a private lake, woodland trails, a hedge maze and lighted tennis court. Four separate guest houses and a separate garage apartment on the property create a truly unparalleled private compound. This is a once in a generation offering for those seeking exceptional elegance and seclusion. Total Acreage 268+ acres: 173+ in Pound Ridge, New York, 95+ in Stamford, Connecticut

Ideally located on a private lot in close proximity to public and private schools, 25 Hillcrest Rd. is located on a low traffic street on New Canaan's lower west side within minutes of the Merritt Parkway, Talmadge Hill train station and down town New Canaan. Spanning close to 8,000 sq ft, the transitional floor plan masterfully blends open concept spaces with more intimate, private spaces. Featuring 9' ceilings throughout and a clean, contemporary design aesthetic, the gracious home is perfect for entertaining large crowds while at the same time comfortable for everyday living. Entering through the custom designed front door, you are welcomed by a grand foyer with unobstructed views through the living room to the private backyard. As you move through the home, the centrally located family room is connected to both the large formal dining room and the gourmet kitchen which is flooded with natural light through six over sized windows. Featuring a clean, white design aesthetic the kitche

HIGHEST and BEST: TUES, AUGUST 25TH AT 12PM* Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat a

FrogPond Estate is New Canaan's most striking modern Scandinavian offering-an architectural achievement set on 2.25 private acres just moments from town and train. With 11,836+ sq. ft. of sunfilled, designdriven living space, this 7 bed, 9.5bath custom residence delivers soaring 12ft ceilings, bespoke millwork, designer lighting, and walls of glass that erase the line between indoors and out. A showstopping doubleisland gourmet kitchen anchors the open main level, perfect for quiet daily living or largescale entertaining. The estate's fully independent 1,190 sq. ft. Cottage-with separate address and utilities-adds a private bedroom, office, full bath, island kitchen, laundry, and a flexible loft ideal for guests, extended family, staff, or professional use. Thoughtfully scaled yet beautifully finished, it elevates FrogPond into a true multidwelling compound. Pool is open. Landscaping complete. Showready today. A rare modern sanctuary-private, polished, and unlike anything else in the m

Welcome to this spacious 2-bedroom, 2.5-bath townhouse in the desirable Kingswood condominium community, offering the perfect blend of privacy, convenience, and commuter-friendly living. Ideally located near the Merritt 7 train station, the Norwalk River Valley Trail, shopping, dining, and major highways, this home makes everyday living effortless. The main level features an inviting living room with a cozy fireplace, a dining area ideal for entertaining, and a functional layout that flows comfortably throughout. Upstairs, you'll find two generously sized bedrooms, each offering comfort and ample closet space, along with two full bathrooms. The lower level provides exceptional versatility with interior access from the built-in garage and a flexible room-perfect for a home office, fitness area, hobby room, or additional storage. Step outside to the private walk-out patio, an ideal spot to relax or enjoy outdoor dining. Whether you're a first-time home owner, downsizing, or looking for a

Highest and Best by Noon on Saturday, 6/27. Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and abundant natural light create an inviting atmosphere. The kitchen is a cook's delight. It is updated with white cabinets, white granite countertops and gas stove, two sink areas, and a large center island with stools. There is also a breakfast nook, with lots of light and garden views. A garage with a studio above offers exceptional versatility for a home office, creative space, gym, or overflow guest space. Outside, enjoy a private backyard oasis complete with a patio, mature landscaping, and charming stone walls, ideal for outdoor dining, entertaining or

Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living. The last 8 photos are virtually staged* Go through all of the photos to see these empty rooms become a home with a little imagination. How gorgeous do these rooms look furnished'! It's all about the vision! This South Wilton home offers spacious rooms, endless possibilities, and the perfect canvas to make your own. Owner will not be doing any u

Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment

Settled at the end of a quiet cul-da-sac on nearly 1.5 level acres in historic Silvermine, this inviting and sunlit four/five-bedroom Colonial offers endless opportunity for indoor/outdoor entertaining with large terrace and a heated pool. Enjoy easy terrace/pool access from the living room, with a WB FP, family room + newly updated chef's kitchen with all new appliances. Desirable floor plan provides great flow showcasing dining room with fireplace open to kitchen, extra height playroom, half bath and another room/office. Generous second floor boasts a primary suite with a new bathroom, three comfortable bedrooms w an updated full hall bath + a sitting room/fourth bedroom. Ideally located very close to Art Guild, Tavern + market with just a short drive to schools, shops and highways

Highest and Best by Noon on Saturday, 6/27. Nestled in the heart of highly desirable South Wilton, this beautifully updated Cape offers the perfect blend of timeless charm and modern comfort. Set on 1.13 picturesque acres, the home features over 3,500 square feet of living space, including four spacious bedrooms, two-and-a-half baths, and a flexible floor plan designed for today's lifestyle. Warm hardwood floors, two fireplaces, and abundant natural light create an inviting atmosphere. The kitchen is a cook's delight. It is updated with white cabinets, white granite countertops and gas stove, two sink areas, and a large center island with stools. There is also a breakfast nook, with lots of light and garden views. A garage with a studio above offers exceptional versatility for a home office, creative space, gym, or overflow guest space. Outside, enjoy a private backyard oasis complete with a patio, mature landscaping, and charming stone walls, ideal for outdoor dining, entertaining or

Set on a desirable 1-acre lot in a quiet neighborhood setting on the west side of town, this property offers exceptional potential to renovate, expand or reimagine the existing home to fit your lifestyle. Ideally located with easy access to town, the Merritt Parkway, shopping, dining, and top-rated schools, the property combines convenience, privacy, and enduring neighborhood appeal. A rare opportunity to create your dream home in one of New Canaan's most desirable locations. Please do not walk property without confirmed appointment

Nestled on a peaceful 1.12-acre lot along a quiet South Wilton street, this property offers the perfect balance of privacy and convenience. Surrounded by mature trees and natural beauty, the setting provides a serene retreat while still being just minutes from everything Wilton has to offer. Ideally located with easy access to shopping, restaurants, schools, parks, and major commuting routes, this home combines a tranquil lifestyle with everyday convenience. Whether you're enjoying the expansive yard, entertaining outdoors, or simply appreciating the peaceful surroundings, this is a wonderful opportunity to enjoy the best of South Wilton living. The last 8 photos are virtually staged* Go through all of the photos to see these empty rooms become a home with a little imagination. How gorgeous do these rooms look furnished'! It's all about the vision! This South Wilton home offers spacious rooms, endless possibilities, and the perfect canvas to make your own. Owner will not be doing any u

Turn key and beautiful! This 4-bed, 2.5-bath, 2600+ SqFt oversized ranch is in Norwalk's desirable Silvermine area. With a large level lot in a charming neighborhood, the home offers spacious living, thoughtful updates, and a flexible floor plan. All within walking distance to Mercantile, coffee shops, local businesses, and sought-after restaurants. Enter into the inviting living/dining room featuring hardwood floors, a fireplace, and bay windows. Adjacent, the oversized kitchen is a chef's dream with Corian countertops, stainless steel appliances, a breakfast bar, island and a large eat-in area with vaulted ceilings and plenty of natural light. Just off the kitchen is a spacious family room with half bath and French doors leading to a freshly painted deck overlooking the expansive backyard-perfect for entertaining, yard games, BBQ's. you name it! The private primary suite wing features hardwood floors, a vaulted ceiling with fan and a beautiful full bath. The opposite wing offers thre