3,623 properties for sale in New Canaan town

B and F DUE MON. 8/31/26 BY 4PM. THE GIVING HOUSE. For 39 years, 69 Brookhollow has given this family something that can't be measured in square feet:a home that adapted beautifully as life changed around them. Set high above the street on a cul-de-sac in sought-after Westover, this ranch offers 2,714 finished square feet on one level with a smart, functional layout. The giving begins at the heart of the home-the oversized kitchen offers vaulted ceilings, skylights, island, granite counters, a brick wall w/fireplace/BBQ, and even a built-in office/study area. It flows into a warm family room with high beamed ceilings and access to the deck and level backyard. The living room with welcoming fireplace opens to a generous dining room, the setting for holidays and gatherings. The primary suite offers a true dressing room and spacious bath, while 2 additional bedrooms share a full bath. This home adapted to every chapter:a private fourth bedroom with full bath served as guest, nanny and car

Amazing investment opportunity at Hamilton Green! This one-bedroom, one-bath offers 660 square feet of comfortable living space, a bright open floor plan and ample storage. Conveniently located near the Darien line with easy access to the post road, I-95, Metro-North, and public transportation. Close to beaches, shopping, restaurants, parks, and Stamford's best attractions. Bring your ideas and personal style to make it truly your own. Enjoy the added convenience of a private deck, on site laundry room, and reserved parking with plenty of visitor spaces. A wonderful opportunity to create your new home at Hamilton Green! Home to be sold as-is

Introducing an exceptional ranch-style retreat nestled on a level lot in one of lower North Stamford's most desirable neighborhoods. Designed for the ease of one-level living, this home offers an effortless blend of comfort, style, and everyday convenience. Beautiful hardwood floors flow throughout, while huge windows flood the spacious living room with natural light. A comfortable family room just off the living room creates the perfect space for movie nights, relaxing, or gathering with friends. The eat-in kitchen is ideal for casual mornings, while the separate dining room is ready for memorable holiday dinners and celebrations. The expansive sunroom provides 3-season enjoyment - opening to an oversized deck overlooking a private backyard - an ideal setting for morning coffee, summer entertaining, or peaceful evenings surrounded by nature. Set on a quiet, walkable street, you'll enjoy the tranquility of a residential neighborhood while being just minutes from Trader Joe's, Whole Foo

Welcome to this first-floor end-unit condo in Stamford, offering two bedrooms and one full bathroom. This move-in-ready home features a spacious living room, hardwood floors throughout, and new windows that provide abundant natural light. The functional layout is designed for comfortable living. Additional conveniences include an in-unit laundry, an on-site coin-operated laundry facility, and two parking spaces. The property is ideally located near major commuting routes, shopping, dining, local parks, and public transportation, offering easy access to everyday amenities. This well-maintained condo is an excellent opportunity whether you are looking for a primary residence or a property to add to a rental portfolio

Set on a level one acre lot along a private road in desirable Newfield neighborhood, 3 Megan Lane pairs classic Colonial curb appeal with a spacious, modern interior designed for both everyday living and entertaining. The expansive main level features generously proportioned rooms, three fireplaces, formal living and dining rooms, and a flexible den or home office. At the heart of the home is the impressive family room, highlighted by soaring 14+ foot vaulted ceilings and a wall of sliding glass doors opening to the large rear deck. Multiple entertaining spaces enjoy direct deck access, creating an easy indoor/outdoor flow overlooking the private grounds.Thoughtful conveniences include abundant storage, a dedicated laundry room, and direct garage access just off the kitchen. Upstairs, four bedrooms and three full baths offer exceptional space and privacy. The primary suite is truly impressive, with an expansive footprint that includes a dedicated dressing room and an oversized bath wit

Experience modern luxury in this beautifully reimagined home, set on 1.57 scenic, park-like acres. Thoughtfully renovated, this 2,864 sq ft residence offers open-concept living spaces filled with natural light and sophisticated finishes throughout. The designer kitchen features a stunning island and premium cabinetry, flowing seamlessly into the dining and living areas with a dramatic linear fireplace. The spacious family room opens to a sun-soaked bluestone patio overlooking an expansive backyard extending to the pond-an idyllic setting for entertaining and everyday enjoyment. The fabulous primary suite is a private retreat with a cozy fireplace, incredible walk-in closet, and beautifully appointed modern bath. Two additional bedrooms complete the second level, while a private 4th-bedroom ensuite is ideal for guests or flexible living space. A main-level office/5th bedroom, powder room, and mudroom with custom built-ins leading to the 2-car garage add versatility and convenience. Idea

Incredible opportunity to create your dream home in the highly desirable Springdale neighborhood, just moments from the New Canaan line. This spacious, light-filled 4-bedroom, 2.5-bath Colonial offers outstanding potential for buyers with vision. Looking for inspiration' Set on a private 1.09-acre lot, this property combines a peaceful setting with convenient access to shopping, dining, schools, parks, and transportation. The walk-out lower level presents additional expansion opportunities, whether for a home office, gym, recreation room, or guest space. Additional features include a wrap around wood deck with views of nature, an attached two-car garage and generous living space throughout. Bring your ideas and make this exceptional property your forever home! Sold As Is. It appears that there's hardwood in many of the rooms under the carpet: Take a look in the living room corner (entering the dining room), the main floor study (right corner), and upstairs hallway entering the room nex

Welcome to 83 Van Buskirk Avenue in Lexington Square, a desirable condominium community in Stamford's sought-after Cove neighborhood. This spacious 2-bedroom, 1.5-bath home offers 1,390 square feet on the first and second floors, plus approx. 458 sft of finished lower-level space. Freshly painted and move-in ready, this home offers a comfortable layout, exceptional storage and wonderful indoor-outdoor living. The first floor features an open-concept living and dining area with oak hardwood floors and sliding glass doors leading to a private deck. The eat-in kitchen offers custom wood cabinetry, granite countertops and a pantry closet, a convenient coat closet and half bath complete the first floor. Upstairs, the generous primary bedroom includes a walk-in closet, while the second bedroom offers two closets. The full bath features a jetted spa tub/shower with access from both the hall and primary bedroom. Two hall closets and attic storage provide additional space. The finished lower le

Whether you're looking for your first home, a renovation project, or your next investment opportunity, this charming 2-bedroom home is full of potential. Featuring hardwood floors, a cozy fireplace, and a spacious sunroom filled with natural light, the home offers a wonderful foundation to create something truly special. Additional highlights include a full basement, large attic for storage, attached garage, fully paid-for solar panels, and a newer gas boiler for added efficiency and peace of mind. Bring your imagination and transform this home into your dream residence, or take advantage of its excellent investment potential. Ideally located in a walkable neighborhood just steps from Glenbrook's shops, restaurants, and Metro-North train station, with quick access to I-95 (Exit 9), this home combines convenience, character, and opportunity in one desirable package. *HIGHEST AND BEST OFFERS DUE THURSDAY 8/6 AT 5PM

LOCATION, LOCATION, LOCATION! Welcome to this beautifully updated, move-in-ready end-unit condominium in the highly desirable Fountain Terrace community. This bright and spacious 1-bedroom, 1-bath home features an open-concept floor plan, brand-new carpeting, abundant natural light, and a generously sized bedroom with exceptional closet space. The sun-filled living room opens to a private corner balcony, perfect for enjoying your morning coffee or relaxing with beautiful city views. Enjoy an exceptional lifestyle with resort-style amenities, including 24-hour security, an indoor pool, fitness center, laundry facilities, playground, bike storage, extra storage, and assigned parking. The HOA includes heat, hot water, gas, basic cable, and one assigned parking space, offering outstanding value and worry-free living. Ideally located just minutes from Downtown Stamford, Metro-North, I-95, shopping, restaurants, cafes, entertainment, Stamford Town Center, parks, the hospital, library, and mo

Set on one of Old Greenwich's most coveted private roads, 24 Rocky Point Road is a coastal-modern retreat capturing exceptional, multi-level views of the Long Island Sound from nearly every room. A striking aesthetic-defined by a newly painted white cedar exterior, matte black accents, and a cheerful blue Dutch door-welcomes you into 4,382 square feet of sun-drenched, seamlessly flowing interiors. Expansive windows frame the lush property and the water, while new wide-plank European white oak floors guide you through the first and second levels. The heart of the home is the chic Great Room, anchored by a shiplap ceiling and a striking Carrara marble fireplace. Nearby, the reimagined gourmet kitchen pairs pristine white quartz countertops and crisp subway tile with effortless indoor-outdoor flow to the backyard oasis. The second level hosts five spacious bedrooms and three luxuriously renovated marble baths. The primary suite is a true sanctuary, complete with multiple closets and a pri

Charming Cape Cod home in Wilton, a desirable Mid Fairfield County community. Located along a scenic country road, yet mere minutes from the village center, top ranked Schools and popular Wilton Y campus. Not to mention commute roads; and 5 mins from Cannondale Metro North train! 315 Olmstead Hill embodies classic New England architecture paired with unbeatable convenience. This comfortably-sized Cape, with significant, quality additional space in the partially Finished Walk-Out Lower Level, offers maximum flexibility for a wide range of lifestyles and life situations. The lush half-acre Lot possesses the perfect balance of lawn/perennial beds and Nature with its gorgeous views. There are Full Bathrooms on each Level. Some Key Features and Benefits: The Living Room with Dining Area is sun-lit, and anchored by a cozy stone Fireplace-ideal for crisp New England evenings. The home's Layout is Open and Inviting, including the main level Primary, with Walk-In Closet; 2 Bright Bedrooms upsta

A Rare 3-Bedroom, 2.5-Bath Riverfront Retreat with a Bonus Guest Room, Tucked Away at the End of a Cul-de-Sac. Welcome to 79 Robin Hood Road, a truly exceptional riverfront property tucked away at the end of a peaceful cul-de-sac in Stamford's desirable Springdale/Sherwood Forest area, near the Darien and New Canaan borders. Set directly along the Noroton River, this distinctive home offers a remarkable combination of privacy, natural beauty, and open views. Across the river, the manicured fairways of Woodway Country Club create a picturesque backdrop, while approximately 11 acres of protected nature preserve border the property, providing an extraordinary sense of seclusion and connection to nature. The expansive backyard and charming screened porch create an idyllic setting for morning coffee, outdoor dining, entertaining, or simply enjoying the changing seasons. Inside, warmth and character abound, highlighted by two fireplaces that create inviting spaces for gatherings and cozy eve

Well-maintained property in Stamford's Waterside neighborhood, offering a compelling opportunity for owner-occupants and investors. Legal two-family, The basement is partially finished with a full bathroom, The first floor has two units with separate entrances: one offers 3 bedrooms, a full kitchen, a full bathroom, and a living room, while the other is a Studio-style unit with a kitchenette and full bathroom. The second floor is the largest unit, featuring 4 bedrooms, a full kitchen, a full bathroom, and a living room area. These property was remodeled with sheetrock, all plaster was removed. Flood insurance needed

Pristine and thoughtfully updated home in the heart of Old Greenwich, around the corner from town, train, schools and beach, yet privately set overlooking the golf course. 9+ ft ceilings and oversized windows create a light-filled, spacious feel throughout. A gourmet eat-in kitchen flows seamlessly to the dining and living rooms with wood-burning fireplace and out to a new Trex deck. The 1st-floor Primary suite with cathedral ceiling and beautiful bathroom opens to the deck as well. The ground floor offers 3 bedrooms, gorgeous baths and a sun-filled Familyrm opening to the 2nd oversized deck. Great outdoor living and entertaining with a spacious backyard framed by mature plantings and stone walls; a serene green oasis. The 2-car garage with addtl storage completes this move-in-ready home!

Privately nestled on 1.76 exceptional acres in a coveted Westover setting, 450 Westover Road is a sophisticated retreat offering remarkable privacy, scale, and timeless appeal. Surrounded by mature landscaping and serene natural beauty, the property's expansive grounds create a rare sense of seclusion while remaining just moments from town, schools, and commuting routes. Sunlit interiors, expansive entertaining spaces, and oversized windows create an airy elegance throughout, while refined architectural details add warmth and character at every turn. The stunning primary suite is a true sanctuary, featuring soaring vaulted ceilings and dramatic arched windows that flood the space with natural light while overlooking the picturesque surroundings. Generously scaled bedrooms, renovated baths, and flexible living areas offer both comfort and versatility for today's lifestyle. Complementing the main residence is a separate accessory structure with rich wood interiors and entertaining space,

Prestigious location. Stately presence. Exceptional living. Presenting a Premier 1.25-acre Sasco Hill estate w/ unrivaled luxury across 4 levels of living. This magnificent home features 5 bedrooms, 9 baths and an uncompromised commitment to fine detail. Outside, a private resort awaits featuring a heated pool and spa, a fully equipped outdoor kitchen and an expansive terrace overlooking gorgeous gardens. For those seeking future expansion, this estate offers an accessory apartment over the garage w/ roughed-in plumbing and electricity in place. Iron gates flanked by stone lions welcome you to a grand 2 story foyer. The main level presents rare, fine details starting w/ the stately living room, Gatsby-like formal dining room w/ gorgeous garden views, impressive chefs eat-in kitchen, spacious billiards room, comfortable family room and private 1st-floor office. All rooms are flanked w/ stunning millwork. The 2nd level hosts 4 luxurious en-suite bedrooms, 2 that serve as primary suites,

Set on 1.70 private acres in the heart of Greens Farms, this distinctive new construction by Dwell offers a rare combination of timeless design, exceptional privacy, and resort-caliber outdoor living. Offering 8,700+/- sq ft, this exceptional residence features 7 bedrooms, 8 bathrooms, and thoughtfully designed living spaces crafted with an emphasis on enduring design rather than passing trends. The chef's kitchen serves as the heart of the home with an 11-foot waterfall island, Wolf and Sub-Zero appliances, custom cabinetry and millwork, and full scullery kitchen. Designed with both functionality and flexibility in mind, the home features a first-floor guest suite, expansive bonus room over the three-car garage, dual laundry stations, two wet bars, secondary staircase, 4 fireplaces, walkout basement, and ensuite bedroom accommodations on all four finished levels. Outdoor amenities include a heated 20' x 40' pool, covered outdoor living room with vaulted ceiling and wood-burning firepl

Newly completed, this exceptional modern estate offers approximately 9,200 square feet on 2.1 private acres just minutes from downtown Westport, Compo Beach, and Metro-North. Thoughtfully designed with European craftsmanship, premium finishes, and sophisticated smart-home technology, the home blends timeless design with exceptional functionality. A dramatic floating staircase anchors four finished levels featuring soaring ceilings, custom millwork, and engineered white oak flooring. The chef's kitchen showcases dual quartzite waterfall islands, custom rift white oak cabinetry, a walk-in pantry, and a professional appliance suite. The primary suite offers cathedral ceilings, a fireplace, private balcony, dual dressing rooms, and a spa-inspired bath with heated floors and a soaking tub. Designed for seamless indoor-outdoor living, the nearly 950-square-foot covered terrace features granite flooring, a wood-burning fireplace, outdoor kitchen, heated 20' 40' saltwater pool, 10-person spa,

Absolutely delightful CO-OP ready for immediate move-in and an incredible value at this price! This top-floor unit on the 2nd floor offers a spacious, light-filled bedroom, updated full bath with walk-in shower, generous living/dining room, updated kitchen with brand new refrigerator, ample cabinets and gas cooking stove, hardwood floors, recessed lighting, and a sizeable private deck.*Monthly common charges include heat, hot water, and taxes! Fewer utilities and systems for the buyer to worry about. Laundry and storage are conveniently located in the basement, just two floors down with interior access. 1 reserved parking space.*Convenient to I-95 and the Darien border, with shops and restaurants within walking distance. Cove Island Beach and Park, Downtown Stamford, and the train station are all nearby.*Owner-occupants only. No pets or rentals. Co-op board approval and buyer qualifications required. Bonus: Sony TV in living room is included

Welcome to Farwell's Island: One of the only private islands in Greenwich with it's own bridge! This stunning compound consists of a main house and guest house totaling a combined 10 bedrooms and 8.1 bathrooms. The 6,166 sq/ft Main House has 7 bedrooms and 5.1 bathrooms while the guest house boasts 3 en-suite bedrooms across 3,238 sq/ft. Beyond the unobstructed expansive views of Long Island Sound, the property offers unparalleled sea side recreation opportunities with deep water protected dockage for multiple boats, swimming piers as well as a private beach. Nestled on the backside of the Island is a luxuriously appointed Boat House and patios for entertaining. The location offers ease to local amenities, multigenerational opportunities, exclusive privacy and close proximity to NYC

A masterfully built Mid-Country residence combining classic architecture with a modern sensibility, set back on 2.36 impeccably landscaped acres. This exceptional 11,925-square-foot, six-bedroom home offers remarkable privacy and resort-style amenities. Expansive terraces span the rear of the home, overlooking sprawling level lawns and a heated pool and spa, while a separate carriage house for home office or guest quarters. The grand entrance, behind custom gates, has a sweeping driveway beautifully secluded by tall trees with an additional gated side driveway providing convenient access to a peaceful side lane and cul de sac. Inside, soaring 10-plus-foot ceilings, bespoke millwork, and grandly scaled rooms define this sun-filled residence. Designed with an exceptional flow for both everyday living and stately entertaining, the main level features magnificent formal living and dining rooms, a private study, and multiple fireplaces. The heart of the home is the customized gourmet kitche

Experience true concierge living in one of Greenwich's premier full-service doorman buildings, ideally located just one block from Greenwich Avenue. Residences of this size, with park and Long Island Sound views, rarely become available in this building and are uncommon in the Greenwich condominium market, offering a unique opportunity for full-service, in-town living. This elegantly updated south-facing 3-bedroom, 3.5-bath residence offers nearly 2,900 square feet of spacious, light-filled living, with custom cabinets throughout. The updated gourmet kitchen, w/ marble counter tops, features an eat-in area with large panoramic windows and opens seamlessly to a flexible dual-use space that can serve as a family room or formal dining room, ideal for both everyday living and entertaining The private primary suite is a secluded space designed for relaxation and rejuvenation, set apart from the main living areas for comfort and privacy. This luxury building provides a full-service lifestyle

Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape Architects. Sun-filled formal and informal spaces feature coffered ceilings, antique oak floors, a dramatic double-height family room, chef's kitchen, and four fireplaces. The home offers six bedrooms, including a luxurious primary suite with spa-like bath, gym, walk-in closet, and private balcony. The finished lower level includes a wine cellar, home theater, recreation room, craft room, and cabana area. Outdoors, enjoy a heated gunite pool, vine-covered pergola, stone fireplace, multiple entertaining terraces, and a private par-three golf hole. A separate guest house with full bath and private drivewa

INVESTORS and OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a multigenerational living arrangement. Inside, you'll find comfortable room sizes, plenty of natural light and versatile living areas. The inviting covered front porch adds charm and provides the perfect spot to sit and unwind. And don't overlook the generous backyard! There's plenty of outdoor space for entertaining, gardening, barbecues or simply relaxing, with mature landscaping providing a welcome sense of privacy. For investors, the combination of five bedrooms, four full baths, substantial living space and two units creates appealing rental possibilities in the Stamford market. For an owner-occ

Your own private oasis in a prime Midcountry location. 739 Lake Avenue blends peaceful private living with easy access to downtown and all that Greenwich has to offer. The classic colonial is set back on 2.3 acres. Inside, the layout flows effortlessly from room to room, ideal for both everyday living and entertaining. Five oversized bedrooms and five and a half baths provide comfortable, flexible space for the whole family, and every detail reflects timeless colonial charm paired with thoughtful livability. A home that has been meticulously cared for throughout the years while keeping gorgeous charm from moldings to archways. Step outside to your own private oasis: a sparkling pool and beautifully landscaped backyard made for long summer days, weekend gatherings, and quiet evenings at home. A cabana bath attached to the house makes pool days effortless, no tracking water through the home required. Just 10 minutes from downtown Greenwich, you get the best of both worlds: peaceful, priv

Welcome Home to this spotless Colonial nestled in the highly sought-after Springdale neighborhood! Ideally located just a short stroll to local restaurants, shopping, and the Metro-North train, this home offers the perfect combination of convenience and comfort. Step inside to discover beautifully refinished hardwood floors and a bright, freshly painted open-concept living and dining room with sliding glass doors leading to an expansive deck-perfect for entertaining or relaxing outdoors. All rooms have been freshly painted top to bottom, creating a crisp, move-in-ready feel throughout the entire home. The sunny kitchen features freshly painted cabinetry, plenty of counter and cabinet space and a charming solarium window that fills the room with natural light. A versatile main-level office, den, or fourth bedroom, along with a convenient half bath, completes the first floor. Upstairs, the spacious primary suite boasts two oversized double closets and a stunning, brand-new ensuite bath f

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

This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice

Exceptional custom-built residence in Greenwich's coveted Bailiwick Association, thoughtfully designed with the finest materials, craftsmanship and an effortless connection to the outdoors. Set on 1.4+ beautifully level acres, this 5,400+ SF transitional Colonial is filled with incredible natural light and offers seamless flow for everyday living and entertaining. A welcoming front porch opens to a dramatic double-height, front-to-back foyer. The elegant living and dining rooms feature beautiful millwork, soaring ceilings and walls of sliding glass doors opening to expansive decks and patios. At the heart of the home, a stunning chef's kitchen with double islands, Sub-Zero and Wolf appliances and butler's pantry anchors an expansive open living space with a sun-filled, vaulted breakfast area and family room. A first-floor ensuite bedroom with deck access, mudroom and two powder rooms complete the main level. Upstairs, the primary suite offers vaulted ceilings, a gas fireplace, two walk