Refine Search
Sort by
31 Richmond Hill Rd Unit 31, New Canaan
$2,595,000
4 Beds ⋅ 4 Baths ⋅ 24195441 MLS ⋅ Richmond Hills BLDG.
Like-new, intown luxury living with every convenience at your doorstep. This standalone rear unit offers exceptional privacy, 4 bedrooms, 3.5 baths, and a private elevator serving all levels. The chef's kitchen is a true highlight-high-end appliances, generous prep space, custom cabinetry, and a seamless flow into the main living areas for effortless entertaining. Bright, open rooms, modern finishes, and turnkey condition make it an easy move-in. A spacious, carpeted finished attic adds tremendous flexibility, offering abundant storage and endless possibilities for an office, rec room, gym, or creative space. The 1,200 SF basement is wide-open and just waiting to be finished to suit your needs! A whole-house generator provides year-round peace of mind. A rare combination of size, comfort, and walkable access to shops, dining, and transit-perfect for low-maintenance living without sacrificing style or location.

31 Richmond Hill Rd Unit 31, New Canaan

20 Richmond Hill Rd Unit 2, New Canaan
$2,498,000
4 Beds ⋅ 5 Baths ⋅ 24184964 MLS ⋅ Enclave On Richmond - Pending Verification BLDG.
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 2,954 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 rooftop deck overlooking Mead Park. "The Enclave on Richmond" offers privacy, elegance, and convenience with just a few steps to New Canaan's shops, restaurants, and Metro-North station. Truly a one-of-a-kind residence.

20 Richmond Hill Rd Unit 2, New Canaan

145 Oenoke Ln, New Canaan
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 24181415 MLS ⋅ Oenoke BLDG.
Rarely offered and just moments from the heart of New Canaan, this beautifully renovated three-bedroom residence offers exceptional comfort, convenience, and timeless style. Set in the intimate Oenoke Lane community, the home has been extensively renovated and thoughtfully improved over the years, creating spaces that feel both elegant and effortless. A desirable end unit with an east-west orientation, the home is filled with natural light and enjoys exceptional privacy, enhanced by protected Land Trust property directly across the street. Sunlight fills the gracious living and dining rooms, while the beautifully reimagined kitchen serves as the heart of the home, featuring quartzite countertops, custom cabinetry, banquette seating, Wolf, Bosch and Sub-Zero appliances, and radiant heated floor. Sliders from the living room, dining room, and kitchen open to a private terrace, creating a seamless connection between indoor and outdoor living. A private elevator provides access to all three levels. Upstairs, the primary suite features a custom dressing area, built-in workspace, and beautifully renovated bath with radiant heated floor. An additional bedroom offers flexibility for guests, family, or office space, while the lower-level bedroom includes built-ins and an en-suite bath with radiant heated floor, ideal for guests or a private retreat. PLEASE NOTE TAXES LISTED ABOVE ($26,201) ARE FOR 145 AND 147 OENOKE LANE COMBINED. QUARTERLY ASSOCIATION FEE INCLUDES TAXES.

145 Oenoke Ln, New Canaan

171 Proprietors Xing, New Canaan
$2,495,000
5 Beds ⋅ 4 Baths ⋅ 24169441 MLS
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.

171 Proprietors Xing, New Canaan

48 Brookwood Ln, New Canaan
$2,495,000
3 Beds ⋅ 2 Baths ⋅ 24136291 MLS
Behind the gates of the once star-studded estate lies a rare opportunity to create a legacy property in one of New Canaan's most peaceful and desirable settings. Part of the former storied estate once associated with famous actors, musicians, and industrialists, the property carries a sense of history and character rarely found in today's land offerings. Set on over four flat acres with mature trees, this unique property offers an increasingly rare combination of privacy and beauty minutes from downtown New Canaan, NYC train service, and walkable to nearby Clubs. The land itself is the true standout: level, framed by large mature trees, creating an ideal canvas for a homesite that has been approved for a six-bedroom septic system. Electric utility infrastructure has been installed, significantly shortening the path toward development. An added perk is a Nature walking trail through recently restored acre of improved wetlands Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings. Agent/Owner

48 Brookwood Ln, New Canaan

122 Brookwood Ln, New Canaan
$2,495,000
24136296 MLS
Build your home in one of New Canaan's most desirable and picturesque settings. Set on over two acres of gently rolling land with mature trees and exceptional privacy, this special homesite is just minutes from town, train to NYC, and walkable to the Country Club of New Canaan. Part of the former star-studded estate on Brookwood Lane, the property is located along a bucolic and quiet dead-end lane that epitomizes tranquility and convenience. Unlike a typical land offering, buyers have the opportunity to collaborate with an experienced builder/design team to help streamline the process. Options may include building a fully custom residence or working from thoughtfully developed architectural concepts tailored specifically for the property and setting. Part of a limited collection of estate homesites that will ultimately define one of New Canaan's most compelling settings. Select homes and additional offerings within this Brookwood Lane development will be introduced over time, creating a cohesive and highly curated residential setting. The homesite has already been approved for a six-bedroom septic system, and electric utility infrastructure has been installed, providing an increasingly rare level of readiness and reducing uncertainty for future development. An open canvas in a rarely available ultimate location. Agent/Owner

122 Brookwood Ln, New Canaan

94 Field Crest Rd, New Canaan
$2,395,000
4 Beds ⋅ 3 Baths ⋅ 24205042 MLS
Welcome to 94 Field Crest Road, where turnkey living meets an exceptional resort-style lifestyle. Tucked away on a quiet New Canaan cul-de-sac just minutes from town, top-rated schools, Waveny Park and the YMCA, this beautifully renovated home offers the rare combination of privacy, convenience and effortless luxury. Fresh, sophisticated interiors are completely move-in ready. Complete w beautifully updated kitchen and bathrooms and thoughtfully designed living spaces, ideal for both everyday living and entertaining. The spacious primary suite features a large walk-in closet and en-suite bath, while the three additional bedrooms offer fabulous natural light and generous space. The lower level and basement provide valuable bonus space with endless possibilities for a media room, home office, gym, playroom, guest or in-law space. Outside is where this property truly sets itself apart. The private backyard has been transformed into a spectacular resort-style retreat featuring a Gunite pool and spa with waterfall, an expansive putting lawn with pitching spots throughout the yard, a built-in bocce court, and a stunning custom stone outdoor kitchen and bar with tv, creating the ultimate space for poolside dining and entertaining. Whether hosting summer gatherings, relaxing poolside, practicing your short game or enjoying an evening with friends, every element has been designed to make home feel like a getaway.

94 Field Crest Rd, New Canaan

12 Norholt Dr, New Canaan
$2,250,000
4 Beds ⋅ 3 Baths ⋅ 24201977 MLS
Cherished by the same family for nearly 30 years, this beautifully updated Colonial sits on a desirable New Canaan cul-de-sac that has recently welcomed multi-million-dollar new construction - offering exceptional value at this price point, just moments from town. The recently renovated kitchen opens to a spacious layout ideal for both everyday living and entertaining, complemented by a large living room with fireplace, a formal dining room and a Great Room with soaring cathedral ceiling that is a showstopper. Upstairs, the primary bedroom is joined by three additional sun-filled bedrooms, all with hardwood floors that carry the home's warmth throughout. Outside, a private deck overlooks a beautifully landscaped yard framed by mature evergreens - great for gathering or play. This is a home where all that's left to do is move in.

12 Norholt Dr, New Canaan

13 Old Stamford Road Unit 13, New Canaan
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 24169268 MLS ⋅ Willow Walk BLDG.
Turn-key, move in ready modern townhouse located in the heart of downtown New Canaan, this home offers three floors of elegant living with the feel of a single-family residence and the convenience of low-maintenance living. The renovated open floor plan features a state of the art newer chef's kitchen, a breakfast nook, island, and a light-filled living room/dining room with a fireplace. The main floor offers a study or additional bedroom with its own fireplace and large windows. On the second floor, you will find the owner suite featuring- a renovated luxury bathroom with soaking tub, shower, 2 vanities, two walk-in fitted closets-along with two additional bedrooms, a full bath, and a laundry area. The lower level provides nearly 1,000 square feet of additional walk out living space with fireplace large recreation room and a patio. Outside, the walk-out lower level leads to a private patio and yard, offering a quiet oasis which backs up to a Bristow Park Bird Sanctuary and Mead Park. A short stroll on sidewalks to Metro North train station, shops, restaurants and the beautiful village of New Canaan.

13 Old Stamford Road Unit 13, New Canaan

6 Down River Rd Unit 2, New Canaan
$2,149,000
4 Beds ⋅ 4 Baths ⋅ 24196988 MLS ⋅ Down River Condominiums BLDG.
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 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-enclosed gym or office Private terrace and lawn. Attached 2-car garage A move-in-ready path to newer construction, minutes to the village and the train.

6 Down River Rd Unit 2, New Canaan

160 Forest St Unit 160, New Canaan
$2,095,000
3 Beds ⋅ 4 Baths ⋅ 24206858 MLS ⋅ Forest Street Condominiums BLDG.
Turnkey living meets in-town convenience in this beautifully appointed three-bedroom townhouse, ideally located within easy walking distance of shops, restaurants, and local amenities. The open-concept main level features 9-foot ceilings, a welcoming fireplace, while French doors lead to a charming fenced patio and garden. The gourmet kitchen is beautifully equipped with Viking appliances and quartz countertops and flows seamlessly into the living and dining spaces. A private office or den with built-in cabinetry provides a dedicated work-from-home space. The upper level features a spacious primary suite with vaulted ceiling, walk-in closet, and spa-like bath, plus two additional bedrooms and a dedicated laundry room. A finished lower level with a newly added full bath provides flexible space for a playroom, recreation room, gym, or guests. Stylish, spacious, and move-in ready, this exceptional townhouse offers sophisticated living just moments from the heart of town. The HOA fee is calculated by the owner based on estimated monthly expenses for the front unit, with total association expenses shared between the two units. Please contact the listing agent for additional details.

160 Forest St Unit 160, New Canaan

Gravel Island Road, New Canaan
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 24203160 MLS
A Frazier Peters masterpiece awaits its next steward on a private two-acre sanctuary in New Canaan. Enchanting stone steps lead the way to this magical home, where a great room with a soaring cathedral ceiling and large wood burning fireplace anchors the residence - flanked on one side by effortless entertaining spaces including a gourmet kitchen, formal dining room, and wet bar, as well as the private primary suite, and on the other by three additional bedrooms, a dedicated office, and two full baths. A sunroom bathes the home in natural light, offering a serene retreat to take in the lush, private grounds. Full of timeless character, architectural provenance, and enduring construction quality, this rare offering is ripe for re-imagination by someone ready to put their own stamp on something truly special.

Gravel Island Road, New Canaan

19 Urban St, New Canaan
$1,795,000
5 Beds ⋅ 3 Baths ⋅ 24179698 MLS
JUST REDUCED-AMAZING PRICE. Exceptional investment opportunity in the heart of New Canaan. This fully leased, income-producing 3-family property offers immediate cash flow and long-term value in one of Fairfield County's most desirable communities. Generating $9000+ per month in rental income, the property is meticulously maintained and features 3 well appointed residences, each with in-unit laundry, garage and functional layouts that attract quality tenants. A rare offering, the property incls 6 garage spaces-4 attached to the main residence plus a detached 2-car garage with loft storage-providing additional rental potential, storage, or future flexibility. The charming grounds feature a delightful garden setting, creating an appealing environment for residents. Ideally located within walking distance to New Canaan's vibrant downtown, residents enjoy easy access to fine dining, boutique shopping, parks, cultural attractions, and the Metro-North train with direct service to Grand Central Terminal. Consistently recognized for its top-rated schools, picturesque New England character, and exceptional quality of life, New Canaan remains one of Connecticut's most sought-after residential destinations. Whether expanding an investment portfolio or seeking a multi-generational living opportunity with strong income potential, this turnkey property presents a rare chance to own a premier multi-family asset in an exceptional location. This is a rare opportunity for a savvy purchaser

19 Urban St, New Canaan

76 Comstock Hill Rd, New Canaan
$1,695,000
3 Beds ⋅ 3 Baths ⋅ 24192934 MLS
Set in the sought-after Silvermine community, this sophisticated, turnkey residence offers an exceptional one-level living in a tranquil historic setting. Just a short walk to the Silvermine Arts Center and The Inn at Gray Barns-with acclaimed dining, a neighborhood cafe, and scenic Silvermine River views-the property combines privacy and serenity with effortless convenience. The open, sun-filled interior features fine millwork, architectural details, and gleaming hardwood floors. A bright quartz kitchen with new appliances and flows into a spacious family room, leading to a private stone terrace and expansive landscaped grounds with the potential for a pool. The private bedroom wing includes a serene primary suite, two additional bedrooms, full hall bath and sunset views. A bright, finished walkout lower level adds approximately 1,400 square feet of versatile space, a half bath, and three exterior access points-ideal for a flex space, TV room, home office, gym, guest accommodations, or for in-law stays. Recent improvements include a new heating and cooling system, a new roof and windows, fully paved driveway, new stone entry, professional landscaping, and fresh interior and exterior paint. Minutes from downtown New Canaan, schools, the train station, and major commuter routes.

76 Comstock Hill Rd, New Canaan

705 Weed St Unit 2, New Canaan
$1,675,000
3 Beds ⋅ 3 Baths ⋅ 24198972 MLS ⋅ Stepping Stones BLDG.
A rare opportunity to own a truly unique residence in a granite and limestone estate of historic significance, just moments from the heart of downtown New Canaan. Set on three beautifully landscaped acres, Stepping Stones is a distinguished community of only eight bespoke condominiums offering an impressive castle like setting with exceptional period craftsmanship throughout. This spacious 2,090sf residence features 3 bedrooms and 2.1 bathrooms, soaring ceilings, European millwork and distinctive Hope steel windows. The updated kitchen opens to beautiful hardwood flooring that continues through the living room and two bedrooms. The living room is highlighted by a fireplace and impressive architectural details. The primary suite features slate flooring, a private full bathroom and built in closets. Step outside to an amazing private rear patio surrounded by the beautifully maintained grounds, creating a peaceful setting for relaxing or entertaining. Rich in character and architectural detail, this one of a kind residence offers a combination of history, charm and convenience that is rarely found.

705 Weed St Unit 2, New Canaan

164 New Norwalk Rd, New Canaan
$1,600,000
6 Beds ⋅ 5 Baths ⋅ 24203385 MLS
Opportunity knocks for investors and homebuyers with this meticulously updated and maintained side-by-side multifamily duplex, offering comfort, convenience, and strong investment potential. Built in 1986, the property includes two spacious units, each with a private entrance. Unit 164 offers 4 bedrooms 2 .5 bathrooms, finished lower and private deck. Unit 166 offers 2 bedrooms and 1.5 bathrooms, finished lower level and private deck. Ideal for investors or owner-occupants, driveway parking, in-unit washer and dryer, hardwood floors and updated kitchen and bathrooms. Whether you want to generate rental income or live in one unit while renting the other, this turnkey duplex is a rare find in an unbeatable location.

164 New Norwalk Rd, New Canaan

21 Hampton Ln, New Canaan
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 24206440 MLS
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, convenience, and versatile living spaces throughout.

21 Hampton Ln, New Canaan

68 Old Stamford Rd, New Canaan
$1,495,000
5 Beds ⋅ 3 Baths ⋅ 24189157 MLS
The Seely House is a rare opportunity to become the next steward of one of New Canaan's enduring historic treasures. This remarkable residence traces its origins to the years surrounding the American Revolution and stands as a tangible link to the town's earliest beginnings. Rich in character and architectural authenticity, the home showcases the craftmanship and charm that can only be achieved through centuries of careful preservation. Historic details blend seamlessly with modern comforts, creating a warm and inviting living experience that honors the home's heritage while accommodating today's lifestyle. Set along picturesque Old Stamford Rd., the property enjoys an enviable location just moments from downtown New Canaan's acclaimed restaurants, boutiques, parks, train station and schools. Here, homeowners can enjoy the rare combination of historic significance and walk-to-town/schools convenience. More than a residence, The Seely House is a legacy property offering timeless character, irreplaceable authenticity, and the chance to write the next chapter in a story that has endured for generations.

68 Old Stamford Rd, New Canaan

179 S Ave Unit 9, New Canaan
$1,399,000
3 Beds ⋅ 3 Baths ⋅ 24202379 MLS ⋅ Hathaway Common BLDG.
Have you ever imagined living on prestigious South Avenue and strolling into town for dinner, shopping or ice cream on a beautiful New England evening? Welcome to highly sought-after Hathaway Common, where convenience, community and a peaceful setting come together. This bright and spacious 3-bedroom, 2.5-bath home offers a wonderful floor plan with a dedicated dining area, fireplace and finished lower-level space, currently used as a home office. A private garage, central air and smart-home features add everyday ease. Enjoy private outdoor space, expansive lawns, abundant guest parking, a community pool and clubhouse, all without the worry of yard work or snow removal. Best of all is the exceptional location. Flat, walkable sidewalks connect you to New Canaan's vibrant village, award-winning restaurants, shops, library and Metro-North, as well as local schools and the YMCA. Mead Park is just moments away for tennis, pickleball, baseball and skating. A rare combination of space, tranquility and extraordinary convenience, this is New Canaan living at its best.

179 S Ave Unit 9, New Canaan

16 Raymond St, New Canaan
$1,250,000
5 Beds ⋅ 2 Baths ⋅ 24204972 MLS
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 add a desirable New Canaan property to your investment portfolio, 16 Raymond Street offers flexibility, income potential, and long-term value in one of Fairfield County's most sought-after communities. A rare opportunity to combine the benefits of homeownership, rental income, and the New Canaan lifestyle-all under one roof.

16 Raymond St, New Canaan

40 Ogden Rd, New Canaan
$1,049,000
3 Beds ⋅ 1 Baths ⋅ 24209935 MLS
THE OGDEN HOUSE. A rare opportunity to own a piece of history. This 1875 historic property set on 1.67 private, well landscaped acres offers the perfect blend of country tranquility and convenience. Situated just four miles from New Canaan's vibrant downtown, this unique property puts you moments away from the town's celebrated, top-ranked schools, boutique shopping, and world-class dining. The main home has been meticulously maintained and features fresh interior and exterior paint, newly refinished hardwood floors, and a brand-new roof. Major infrastructure updates-including a new water filtration system and new well pump-provide total peace of mind while preserving the home's original historic character. A standout highlight of the property is the massive, refurbished barn. Remarkably versatile, it offers endless possibilities: park multiple cars, create a dream artist's studio, set up a secluded home office, or build out the ultimate workshop and storage space. Additional freshly painted outbuildings-including a vintage shed and an original historic outhouse-add distinct character to the lush, well tended grounds. Protected under a Preservation Easement Program, this property ensures its architectural heritage and classic New England charm will be preserved for generations to come. An extraordinary opportunity to own a turnkey historic home with endless potential in one of Fairfield County's premier communities.

40 Ogden Rd, New Canaan

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.