New Canaan Homes under $1.5 million

Welcome to New Canaan, Connecticut – a picturesque town nestled in the heart of Fairfield County, where charm meets sophistication. Known for its lush landscapes, vibrant community, and rich history, New Canaan offers an idyllic setting for families, professionals, and retirees alike. With its stunning architecture, tree-lined streets, and a quaint downtown area filled with boutique shops and gourmet restaurants, this town is truly a hidden gem in Connecticut.

For those seeking a home in New Canaan, you’ll be delighted to discover a variety of options available under $1.5 million. From classic colonial-style residences to modern, open-concept designs, the housing market here caters to diverse tastes and lifestyles. Many homes boast spacious yards, perfect for outdoor gatherings and family playtime, while others feature beautifully landscaped gardens that add to the town's natural beauty.

Living in New Canaan means enjoying a strong sense of community and access to top-notch amenities. The town is renowned for its excellent school system, making it an ideal choice for families. Additionally, residents can enjoy a wealth of recreational activities, including hiking trails, parks, and the scenic New Canaan Nature Center. With its close proximity to New York City, commuting is a breeze, allowing you to enjoy the tranquility of suburban life without sacrificing access to urban conveniences.

Explore the charm of New Canaan today, and discover your dream home under $1.5 million in this enchanting town where every day feels like a retreat.

Newest New Canaan Homes under $1.5 million

$880,000

3 Beds ⋅ 1 Baths ⋅ 24211841 MLS

Opportunity knocks in New Canaan! Set on .33 acres in a convenient location close to the heart of town, 38 Urban Street offers an exciting opportunity for a buyer with vision. This three-bedroom ranch is ready for its next chapter and will require significant updating, but the possibilities are well worth exploring. For a first-time buyer willing to roll up their sleeves, this could be a chance to enter the New Canaan market, renovate over time, and create a home of their own. For those with a bigger vision, consider partnering with a builder or architect to explore renovation, expansion or redevelopment possibilities, subject to town approvals. The existing home features one-level living, a full unfinished basement and basement garage, all on a .33-acre parcel. The location adds tremendous appeal, with New Canaan's vibrant village, restaurants, shops and Metro-North train station nearby. Bring your contractor, your imagination and your vision. 38 Urban Street is ready for someone to see the possibilities and make it their own.

38 Urban St, 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

$850,000

3 Beds ⋅ 3 Baths ⋅ 24210923 MLS ⋅ Eastgate BLDG.

Charming Brick Townhouse in a Convenient In-Town Location. This spacious three-bedroom brick townhouse offering the perfect combination of comfort, convenience, and easy living. Ideally situated close to the heart of New Canaan, this inviting home features hardwood floors and a bright, spacious living room with a fireplace and access to a private terrace-perfect for relaxing or entertaining. The large eat-in kitchen offers plenty of room for everyday dining, while three generously sized bedrooms provide flexibility for family, guests, or a home office. With 2 full baths and 1 half bath, the home offers a comfortable and functional layout. A full unfinished basement provides excellent storage and offers wonderful potential for additional finished living space. Just across the street, enjoy a charming community park and play area, adding to the neighborhood feel of this special location. Spacious, bright, and ideally located-an exceptional opportunity to enjoy in-town New Canaan living.

78 Hoyt St Unit 78, New Canaan

$1,499,000

4 Beds ⋅ 3 Baths ⋅ 24208509 MLS

Set on charming White Oak Shade Lane, this spacious expanded saltbox features four-bedrooms, three full baths and offers space, privacy, and a location few properties can match. Downtown New Canaan and Darien are each a short drive away, along with convenient access to the train and parkway. Inside, generous room proportions and a practical floor plan support both comfortable living and flexible entertaining. The primary bedroom serves as a private retreat with a full bath and large closet, while three additional bedrooms offer flexibility for family, guests, or a home office all supported by a generously sized hall bath. Outside, the half-acre grounds offer a large bluestone terrace in addition to ample room to cultivate a garden, enjoy a playdate, or expand the current footprint; a canvas ready for its next owner's vision. The cul-de-sac setting invites fun neighborhood events and means minimal traffic and privacy, a combination that's increasingly hard to find in such a central location.

27 White Oak Shade Ln, 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

$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

$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

$950,000

2 Beds ⋅ 1 Baths ⋅ 24186026 MLS

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.

158 Spring Water Ln, New Canaan

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 24127461 MLS

One-of-a-kind property, dwellings built by owners' grandfather. Summer porch included with upper larger unit. Small apartment has large open porch as well. Sixty- one has patio and nice rear property. Fifty-seven has front and rear property. Unique income property - one of only four multiple rental dwellings in New Canaan with several buildings on one property. Leases expire 6/30 then month to month. Broker is an Owner of the property.

61 Smith Ridge Rd, New Canaan

$499,000

2 Beds ⋅ 2 Baths ⋅ 24170520 MLS ⋅ East Hills BLDG.

Welcome home to this bright and beautifully updated 2-bedroom, 1.5-bath condo, perched at the end of a quiet cul-de-sac for ultimate privacy. Both bedrooms occupy their own second-floor retreat, creating a smart separation from the sun-filled living spaces below. The updated kitchen shines with brand new countertops and appliances, while a new washer/dryer makes everyday living effortless. Ample attic storage offers a rare bonus you won't find in most condos - room to breathe, organize, and grow. Add in a coveted New Canaan address just minutes from downtown shops, dining, and the train, and you have a true move-in-ready gem.

32 E Hills Dr Unit 32, New Canaan

$599,000

2 Beds ⋅ 1 Baths ⋅ 24174165 MLS ⋅ St. John Place BLDG.

In-town location. Ideally situated just one block from the Metro North train station to NYC, village center, parks and library and all the plethora of amenities New Canaan has to offer. A circular drive and lush front lawn greet you at this brick 1910 mansion, which has been thoughtfully converted into nine charming residences. The property features park-like estate grounds perfect for picnics on the sweeping level back lawn. Sitting benches and lovely gardens abound. St. John Place is a highly sought-after location on "the Acre". This two-bedroom condo with living room, dining room, kitchen and roof top views is the perfect place to call home. HOA fee includes-heat, hot water, water, snow removal & trash pick up.

24 Saint Johns Pl Unit 4, New Canaan

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