Fairfield Homes for Sale

Fairfield Homes for Sale

Welcome to Fairfield, Connecticut—a picturesque town that beautifully marries suburban charm with vibrant coastal living. Nestled in Fairfield County, this delightful community is renowned for its stunning beaches, lush parks, and a thriving downtown filled with shops, restaurants, and cultural attractions. With its rich history dating back to the 1600s, Fairfield offers residents a unique blend of modern conveniences and historical charm, making it an ideal place to call home.

Fairfield is not just about scenic views and historical landmarks; it’s also a hub for education and recreation. The town boasts excellent public and private schools, making it a popular choice for families. Outdoor enthusiasts will appreciate the numerous parks and recreational facilities, including the expansive Fairfield Beach and the serene Lake Mohegan, perfect for picnics, hiking, and water activities.

For those considering a move, the real estate market in Fairfield is diverse and inviting. Homes for sale here range from charming colonial-style houses to contemporary waterfront properties, catering to a variety of tastes and budgets. Whether you’re looking for a cozy starter home or a luxurious estate with breathtaking views, Fairfield has something for everyone.

With its friendly community, vibrant lifestyle, and beautiful surroundings, Fairfield, CT, is more than just a place to live—it's a place to thrive. Explore the homes for sale today and discover the perfect backdrop for your next chapter in this enchanting town!

Newest Fairfield Homes for Sale

394 Penfield Rd, Fairfield
$4,700,000
6 Beds ⋅ 6 Baths ⋅ 24220696 MLS
Remarkable CUSTOMIZABLE approx 6,000 Sqft New Beach Construction Home on a very RARE OVERSIZED 0.31 acre lot with a non-pareil luxurious Open floor plan on the Premier street in beach area ! Situated just two blocks away from Penfield Beach. Created by Master Local Builder; NEW GENERATION HEALTHY HOMES. Custom designed to offer state of the art amenities,6-7 bedrooms, 6 full baths, library with exceptional trim work and french doors leading to an outdoor covered porch and inviting blue stone patio. Expansive family room with welcoming fireplace and grand living room with a second fireplace for festive family celebrations. Chef's kitchen with custom cabinetry and top of the line appliances offers a separate eating area with bay windows. Bedrooms are generously sized with ensuite full marble baths and top quality vanities. Opulent master suite provides a perfect place to retreat. The finished third floor with additional living space will surely suits your family and Lifestyle. Two extra generously sized bedrooms, a full bath, room for a movie theater, a playroom or gym complete this unique oversized beach sanctuary. OPTIONS available: Sauna,Wine parlor, Outdoor loggia and Pool. LAND OF 0.31 ACRE IS RARE and OVERSIZED. A TRUE GEM. Please note that is project is a proposed built and that the pictures depicted here are from local and renowned builder NewGenerationHealthyHomes. Inquire today to view or request builder's extensive portfolio and finishes

394 Penfield Rd, Fairfield

3244 Bronson Rd, Fairfield
$2,950,000
5 Beds ⋅ 7 Baths ⋅ 24219042 MLS
Among Greenfield Hill's most noteworthy estates, the Sam Bradley House, circa 1733 occupies a spectacular setting beneath the white steeple church in the heart of the Historic District. Set on 3,56 magnificent acres, including an adjoining 1.01 -acre parcel, rolling lawns, specimen trees and established gardens create a pastoral setting of rare beauty. The original home is rich in authentic period details: rare gunstock posts, wide plank floors, six fireplaces, original wide doors with wrought -iron latches and distinctive brass hardware. Graciously proportioned rooms feature unusually tall ceilings. The living room boasts a fireplace wall and beamed ceiling , while the fully paneled library, with extensive built-ins and fireplace served as the US Government Post Office from 1844 to 1900. An entrance hall, keeping room, office dining room, eat-in kitchen, pantry and mudroom complete the first floor. Upstairs the spacious primary suite offers a fireplace, dressing room and separate his-and-her baths. Four additional bedrooms , three baths and generous laundry room provide ample accommodation. A charming weathered - shingle barn offers three-car parking and a large studio above, originally used by a chauffeur in the 1930's. With its own septic, electricity and water , it offers wonderful possibilities. An additional one-car garage completes this exceptional offering. Home is estate owned and sold as is with no property condition report.

3244 Bronson Rd, Fairfield

256a Pratt St, Fairfield
$2,379,000
4 Beds ⋅ 4 Baths ⋅ 24220267 MLS
TO BE BUILT - 256 Pratt Street, Lot A! One of two exceptional new construction homes to be built on one of Fairfield's most coveted streets. Offering 2,950 square feet of thoughtfully designed living space with 4 bedrooms and 3.5 bathrooms, just a short walk to downtown, the beach, and train station. This stunning custom home features white oak hardwood floors, custom millwork, paneled walls, decorative beams, and high-end finishes throughout. The chef's kitchen boasts quartz countertops, an oversized island, premium appliances, a professional-style range with double or oversized oven, and custom soft-close cabinetry. The spacious great room features a gas fireplace and built-in dry bar, perfect for entertaining. The luxurious primary suite offers an oversized shower, soaking tub, double vanity, custom finishes, and a fully outfitted custom closet. Additional highlights include custom bathroom vanities, a laundry room with built-ins, lower-level mudroom, third-floor deck, and a beautiful rear loggia with tile flooring, custom built-ins, TV hookup, and access to the patio. Exterior features include Hardie Board siding, full sod and irrigation, and a two-car garage with electric vehicle charging. Generous allowances allow buyers to customize cabinetry, countertops, hardware, fixtures, and finishes to create a truly personalized home. An incredible opportunity to make this exceptional new construction your own in a highly desirable walkable location. Interior Photos to Come.

256a Pratt St, Fairfield

303 Mailands Rd, Fairfield
$1,599,000
4 Beds ⋅ 3 Baths ⋅ 24216440 MLS
Welcome home to 303 Mailands Road, a stunning center hall Colonial on a corner lot in one of Fairfield's most coveted cul-de-sac neighborhoods. Offering 2,813 sq ft of beautifully maintained living space, it greets you with a dramatic two story vaulted foyer and gleaming hardwood floors throughout. Formal living and dining rooms set the stage for holidays, while the spacious family room is made for everyday living with a wood burning fireplace. The eat-in kitchen shines with a new Thermador stainless steel range, and a private home office makes working from home a pleasure. Upstairs, the primary suite offers a large closet and private bath, joined by three more bedrooms, a full hall bath, and convenient upper level laundry. Peace of mind comes standard with a 1 year old furnace, 2 year old pool heater, 5 year old HVAC, and a brand new asphalt driveway. The nearly 1,400 sq ft lower level is ready for your media room, gym, or playroom. Then step outside to your own private backyard oasis, perfect for entertaining: a heated in-ground pool, expansive patio, and mature plantings for summer days you will never want to end. Lovingly cared for by its original owner for 27 years, this home has public utilities and natural gas and is truly move-in ready. All just north of the Post Road and Fairfield University, minutes to I-95, Metro-North, downtown shops and dining, and Fairfield's beautiful beaches. Homes like this rarely come to market. Simply unpack and enjoy!

303 Mailands Rd, Fairfield

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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.

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