New Canaan Homes under $1.25 million

New Canaan Homes under $1.25 million

Welcome to New Canaan, Connecticut, a picturesque town nestled in Fairfield County that perfectly blends suburban charm with vibrant community life. Known for its tree-lined streets, historic architecture, and a strong sense of community, New Canaan offers an idyllic setting for families, professionals, and retirees alike. With its rich history dating back to the 1700s, this quaint town is not just a place to live; it’s a lifestyle.

New Canaan boasts a variety of amenities, including upscale boutiques, gourmet restaurants, and a thriving arts scene that includes the renowned New Canaan Playhouse and the Carriage Barn Arts Center. Outdoor enthusiasts will appreciate the town's beautiful parks and nature trails, such as Waveny Park, perfect for picnics, hiking, and seasonal events. The town is also home to top-rated public and private schools, making it an excellent choice for families seeking quality education.

For those looking to call New Canaan home, you’ll find a selection of charming residences available for under $1.25 million. These homes offer a unique blend of classic New England architecture and modern amenities, ensuring comfort and style. Whether you’re searching for a cozy cottage, a spacious family home, or a contemporary gem, New Canaan’s real estate market has something for everyone.

With its convenient location just a short commute from New York City, New Canaan provides the perfect balance of tranquility and accessibility. Discover your dream home in this enchanting town where community spirit thrives and every day feels like a breath of fresh air. Welcome to New Canaan, where your new chapter awaits!

Newest New Canaan Homes under $1.25 million

38 Urban St, New Canaan
$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
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
19 S Down River Rd, New Canaan
$999,000
3 Beds ⋅ 2 Baths ⋅ 24195555 MLS
The Ultimate Canvas on the Cul-de-Sac: Shine Bright in the Village Corridor! Tucked away on one of the neighborhood's most coveted, postcard-worthy cul-de-sacs, this rare gem serves up the ultimate blend of peaceful seclusion and unbeatable village convenience-complete with sidewalks taking you right to the heart of the action! Perched on a flat, dry, and bathed-in-sunlight .32-acre parcel, the south-facing orientation floods the property with natural light all day long. Whether you choose to reimagine the existing, 3-bedroom, 1.5-bath home or bring your dream team to build a custom masterpiece from the ground up, the possibilities here are endless. Set among a gorgeous tapestry of mature landscaping, meticulous existing homes, and impressive multi-million-dollar new construction, you are investing in a premier street where location is king and the upside is limitlessly bright. Just minutes from the train, vibrant village life, and top-rated New Canaan schools.

19 S Down River Rd, New Canaan
158 Spring Water Ln, 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
32 E Hills Dr Unit 32, 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
24 Saint Johns Pl Unit 4, 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
Start Your Search

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.

How much is your home worth?

Get instant property value now!