Fairfield Homes for Sale

Welcome to Fairfield, Connecticut—a charming coastal town that beautifully blends suburban tranquility with vibrant community life. Nestled in Fairfield County, this picturesque locale is renowned for its stunning shoreline, rich history, and an array of recreational opportunities. With its close proximity to both New York City and Boston, Fairfield offers residents the perfect balance of a serene lifestyle while remaining connected to urban amenities.

Fairfield is characterized by its diverse neighborhoods, each with its own unique charm. From the historic homes in the Greenfield Hill area to the modern residences near the bustling downtown, there’s something for everyone. The town is also home to beautiful parks, top-rated schools, and a thriving local business scene, making it an ideal place for families, young professionals, and retirees alike.

For those looking to make Fairfield their home, the real estate market is brimming with opportunities. Currently, there are a variety of homes for sale that cater to different tastes and budgets. Whether you’re searching for a cozy bungalow, a spacious colonial, or a luxurious waterfront property, Fairfield has it all. Many homes feature stunning architectural details, expansive yards, and easy access to the town’s beautiful beaches and parks.

Explore the charm of Fairfield and discover your dream home in this vibrant community. With its welcoming atmosphere, excellent amenities, and beautiful surroundings, Fairfield is truly a place where you can create lasting memories. Don’t miss out on the chance to be part of this wonderful town—your perfect home awaits!

Newest Fairfield Homes for Sale

$1,049,000

3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24206592 MLS

There's something timeless about coming home to a classic Colonial on a quiet street, especially w/ nearly half an acre of level, fenced-in yard waiting out back. Set on one of Stratfield's most desirable streets, this home offers space to gather, room to grow & a setting that feels tucked away yet close to everything. Wrapped in cedar shake shingles, the home welcomes you w/ a newer roof, energy-efficient windows, bluestone steps & a two-bay garage. Inside, natural light pours across red oak floors. The living room centers around a wood-burning fireplace & flows into a window-lined sunroom/office w/ a vaulted ceiling, backyard views & patio access. The eat-in kitchen features granite counters, stainless appliances & ample cabinetry, while the formal dining room & centrally positioned family room with built-in shelving create an easy flow for everyday living & entertaining. A laundry/mudroom & powder room complete the main level. Upstairs are 3 sizeable bedrooms w/ hardwood floors & outfitted California walk-in closets, including a primary suite w/ a private bath, plus a second full bath for the other bedrooms. The walk-up attic offers exciting potential for additional bedrooms, a guest suite, home gym or media room, while the unfinished basement provides even more possibilities. Outside, the level .45-acre fenced yard, mature landscaping & generous patio create a private retreat w/ plenty of room to play, entertain, dine outside or explore a future pool.

136 Chatham Rd, Fairfield

$2,299,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206534 MLS

Exceptional New Construction in the University Area. Nestled on a quiet, low-traffic street in the heart of the desirable university neighborhood, this stunning new construction home perfectly blends luxury craftsmanship, modern functionality, and unmatched convenience. Currently under construction with a planned completion for May, this property offers a rare window of opportunity for buyers to step in, select custom finishes, and truly tailor the design to fit their personal vision. Built by one of the region's most well-known and respected local builders-celebrated for high-quality architectural detail and a proven portfolio of exceptional homes- this residence is thoughtfully designed inside and out. Spacious living: designed with an open, modern flow featuring 4 generous bedrooms and 3.5 baths, ideal for both everyday living and formal entertaining. Customization Potential: Early buyers can consult directly with the builder to select key interior options, fixtures, and personalized details before construction wraps. Refined Craftsmanship: Expect premium trim work, high-end surfaces, and beautiful architectural touches throughout the entire footprint. Unbeatable Location and Accessibility. Tranquil Setting: Enjoy the peace of a secluded, quiet neighborhood within a vibrant university setting. Commuters Dream: Central access puts you minutes away from local trains, downtown shopping and dining, and major highway corridors for easy travel. Opportunity awaits!

446 Wormwood Rd, Fairfield

$999,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206480 MLS

The home you have been waiting for! Offered at $999,900, this beautifully updated 4-bedroom, 3-bath split-level offers more than 2,600 square feet of finished living space on a spacious 0.62-acre lot with a 1-car attached garage ideally situated on a quiet cul-de-sac. Extensively renovated, the home features hardwood flooring, a remodeled kitchen with granite countertops high-end appliances, beautifully updated bathrooms, newer upper-level windows, heating and central air conditioning, updated lighting and driveway. The finished lower level includes a family room and office, along with additional flexible living space ideal for whatever best suits your lifestyle. Permitted improvements include kitchen and bath renovations, HVAC, plumbing, electrical work and replacement windows, offering buyers added confidence in the quality of the upgrades. The outdoor space is equally impressive. Enjoy a large private yard with an above pool, expansive deck and plenty of room for entertaining, relaxing and enjoying indoor-outdoor living. A storage shed provides additional space for pool equipment, landscaping tools and seasonal items. Located in desirable Fairfield, residents enjoy a vibrant coastal community with beaches, restaurants, shopping, recreation and convenient access to train and major commuting routes. With extensive renovations, a private pool, generous lot and desirable cul-de-sac setting, this property offers the space and Fairfield lifestyle buyers are looking for.

73 Weeping Willow Ln, Fairfield

$1,925,000

4 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24206227 MLS

Tucked at the end of a quiet Greenfield Hill cul-de-sac, 550 Wellington Drive feels like a true retreat-private, peaceful and designed for the way you actually want to live. Set on 2.47 secluded acres, this 4-bed, 4,776sqft home offers an exceptional amount of space to gather, entertain and spread out, with a floor plan that gives everyone a place of their own. The 1st floor is especially expansive, with a gracious living room, dramatic vaulted family room, oversized playroom, sunroom and sophisticated wood-paneled office-spaces that easily adapt for entertaining, working from home, play or simply finding a quiet corner to unwind. The kitchen sits at the heart of the home, creating an easy connection between everyday living and the many gathering spaces. Upstairs, four bedrooms provide a comfortable separation from the main living areas, complemented by recently updated bathrooms. Outside is where 550 Wellington truly becomes an escape. Surrounded by mature landscaping and complete privacy, the backyard resembles a private resort with pool, expansive deck, screened-in porch and abundant space for outdoor dining, entertaining and long summer days at home. A three-car garage completes the offering. Spacious yet inviting, private yet close to everything Greenfield Hill has to offer, 550 Wellington Drive is a homemade for gathering, entertaining and getting away-without ever having to leave home.

550 Wellington Dr, Fairfield

$1,450,000

4 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24205655 MLS

Set on 2.46 picturesque acres in coveted Greenfield Hill, this modernized farmhouse Colonial combines classic character, thoughtful updates and an exceptional piece of property. Beautiful stone walls frame expansive open lawns, while a newer front porch with copper roofing adds to the home's timeless farmhouse appeal. Just under 3,000 SF of above-grade living space features hardwood floors, detailed millwork, multiple fireplaces and a wonderfully flexible floor plan. The remodeled kitchen is the heart of the home w/ quartz counters, large center island, custom cabinetry and a high-end appliance package including Sub-Zero & Wolf. An adjacent wet bar with wine refrigeration is ideal for entertaining. The kitchen opens to a spacious living area anchored by a dramatic fieldstone fireplace. A formal dining room w/ fireplace and separate family room with vaulted ceiling and exposed beams. A standout feature is the main-level in-law potential: private entrance, bedroom, bonus room / access to a full bath-ideal for guests or an au pair. Upstairs are the spacious primary bedroom, 2 additional bedrooms and full bath. Outside, a stone patio & covered porch overlook the home's incredible grounds. Broad, field-like lawns, mature trees and extensive stonework create a true estate setting-a remarkable property to enjoy for decades to come. New roof / gutters in '26. A special Greenfield Hill home combining modern updates, versatile living space and a property that is truly unforgettable!

1835 Cross Hwy, Fairfield

$629,000

4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24196770 MLS

Traditional on the outside and surprisingly spacious on the inside, this University cape is freshly updated and is ready for its next owners. A sun-filled living room welcomes guests a it features a bay window and gleaming hardwood floors which extend throughout bedrooms on the main and upper levels. A total of four bedrooms ( two on the main level and two upper) feature potential dining and home office use. Refreshed kitchen with stainless steel appliances, subway backsplash, two full bathrooms are in move-in ready condition. A breezeway, mud room links the attached garage for all weather coverage. A full walk-out basement leads to a private patio and peaceful back yard. The generous sized lower level also includes a washer/dryer, extra refrigerator, workshop and space for a possible home gym and additional storage. Ideally located minutes from town, medical facilities, two train stations, schools, shopping, Merritt and I-95.

438 High St, Fairfield

$899,900

5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205504 MLS

Welcome to this beautifully cared-for, move-in ready 5-bedroom, 2.5-bathroom home nestled within Fairfield's distinctive Dover Park neighborhood. The main level offers a comfortable and inviting layout with a spacious living room, dining room, kitchen, and welcoming family room. The family room features a beautiful brick wall and wood-burning fireplace, creating a warm setting for relaxing, entertaining, and spending time with family and friends. Two additional bedrooms are conveniently located on the main level near a full bathroom. Upstairs you will find three spacious bedrooms, including a generously sized primary bedroom with a walk-in closet, plus two additional bedrooms.Storage will never be an issue, thanks to a pull-down attic and a full, unfinished basement. These spaces provide ample room for storage, hobbies, a workshop, or future possibilities.Outside, the property truly shines.The spacious, flat backyard is surrounded by mature trees and beautifully established landscaping, creating a private and tranquil outdoor retreat.A distinctive natural rock outcropping adds character and a unique sense of place, while the generous deck provides an ideal setting for outdoor dining, entertaining, or simply enjoying the peaceful surroundings.Recent improvements add to the home's appeal and peace of mind: a new roof (2026), new driveway (2025), and radon remediation (2025). Solar panels on the rear of the home provide excellent energy efficiency. Make your appointment today!

37 Stevenson Rd, Fairfield

$869,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205513 MLS

One of the best side street locations in Fairfield's University neighborhood! This updated single family home is so close to all town amenities: the train, center of town, highways and Black Rock Turnpike! Beyond location, this home has newly refinished hardwood flooring and fresh paint throughout offering bright living spaces, lots of storage and a gorgeous fully-fenced in backyard! Just off Mill Plain Rd, this home is on a dead-end side street with open space across the street, a perfect combo offering privacy within a neighborhood setting! Featuring 3 bedrooms, 1.5 bathrooms and many newer features for high efficiency living like new central air in 2025, updated furnace, 200 amp electric, windows, and an updated kitchen with pantry! The main floor has an open floor plan with a large living room, dining room, kitchen and family room. All 3 bedrooms are upstairs along with a full bathroom and large linen closet. The spacious bonus room is a walk-out featuring a half bathroom with laundry and full-size windows for lots of light. Other features include an attached 1 car garage and large deck and pea-stone patio overlooking the flat yard. This home is stunning with a great property, close to everything. What a charming place to call home!

65 Cynthia Dr, Fairfield

$1,495,000

5 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24205061 MLS

Quintessential New England architecture, extraordinary grounds & an interior that continually surprises define this distinctive Greenfield Hill property. Privately set behind a stone wall on 2 exquisitely landscaped acres, this stately clapboard Colonial is beautifully sited w/cedar roof, cupola, rows of boxwood, bluestone walk & gracious front porch. Inside beautifully appointed rooms unfold w/remarkable versatility, warmth & exceptional flow for entertaining. Gracious living room w/gas fireplace leads to inviting dining room while the sun-filled kitchen overlooks the spectacular landscape & opens through French doors for seamless indoor/outdoor living. Family room w/custom built-ins, window seat & 2nd gas fireplace. Large laundry room & attached 2-car garage complete main level. Upstairs, 5 BR & 3 full BA include a gorgeous en-suite primary. Finished lower level is truly unforgettable: custom Irish Pub inspired by owners' travels to Ireland w/full bar, kegerator, handcrafted details & cozy wood-burning fireplace, creating a one-of-a-kind space for gathering. Outside dine beneath the cedar pergola draped in climbing hydrangea, wander through the English gardens, tend the enclosed vegetable garden, relax in the hot tub, enjoy morning coffee on the garden swing or simply watch nature unfold. Expansive bluestone patios, specimen plantings, mature trees & lush lawns create a setting that feels worlds away. A rare property where beauty, personality & inspired living converge.

3901 Redding Rd, Fairfield

$1,495,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205674 MLS

SOUTHPORT CHARM, WALK TO EVERYTHING.... Ideally situated in the coveted town of Southport, this custom designer residence offers an exceptional opportunity to enjoy the very best that Southport has to offer. Thoughtfully designed for today's lifestyle to maximize both space, functionality and style, the home features an open-concept main level with seamless living offering gas fireplace, in-ceiling speakers, foyer w/glass staircase, Marvin floor to ceiling windows and KLAR steel doors. The bespoke kitchen features Aurea Stone island & floating display shelf, stainless Bosch appliances, induction range & wine cooler. The second floor is anchored by a fabulous primary suite featuring a custom walk-in closet and a beautifully appointed spa-worthy bathroom with soaking tub. An additional guest bedroom with ensuite bath and a light filled office complete the 2nd level. The 3rd floor loft space offers library/study space with custom built-in bookcases and bedroom with built-in bed. A fabulous light filled home with 6" white oak character hardwood flooring throughout. Work from home or work out at home with the temperature controlled detached office, gym or studio. Plentiful storage and large cedar closet in the finished lower level. Lovely outdoor entertaining space with evergreen privacy hedges, bluestone patio and outdoor speakers and wifi. An enviable location, timeless appeal, and the ease of having everything within reach make this a truly special offering.

624 Center St, Fairfield

$2,499,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205683 MLS

Secluded Southport mini-estate built with character and attention to detail. Rarely do you find a home that needs nothing. Well loved and enhanced by the current owners including an upper level addition and expanded and renovated kitchen - the home and property have been improved and updated throughout their stewardship. Set on a gentle knoll at the end of a gated drive, enjoy sprawling lawns, professional landscaping and lighting, an inviting heated Gunite pool and enviable privacy. The exterior is further enhanced with a detached barn/garage, a treehouse featured in magazines and a sport court. Fall in love and watch the seasons change on your wraparound front porch. The recently renovated kitchen will delight every home chef. The kitchen and dining is open to a very spacious family room with fireplace, making entertaining a pleasure. Upstairs the romantic and secluded primary suite includes a full bath, plus a separate sitting room/study that is well suited for use as a home office, nursery or dressing room. There are now 3 additional family bedrooms plus two additional full baths. The finished lower level provides great play space and additional living area to enjoy. Gracious, tasteful finishes throughout with meticulous attention to maintenance and quality materials. This is an opportunity to truly have it all.

245 Cedar Rd, Fairfield

$1,399,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205035 MLS

Step into a storybook setting of Fairfield's "CT Cotswolds." This 1931 custom-built Cape Colonial is a masterclass in timeless elegance, where old-world character seamlessly blends w/high-end modern comforts. From the moment you cross the flagstone-covered front porch & enter the foyer, the home's heritage shines through the graceful curved staircase & rich wide-board flooring. The main level is designed for both sophisticated entertaining & quiet relaxation. The impressive LR anchors the home w/its wood-burning FP & beamed ceilings, while the formal DR delights w/artisan details like classic corner cabinetry. For those seeking a quiet retreat, the sun-drenched den serves as the perfect library or bright home office. At the heart of the home, the gourmet chef's kitchen is a showstopper. Vaulted, beamed ceiling & expansive windows frame views of the lush grounds, while Viking appliances, granite countertops, & clever storage solutions cater to the most ambitious culinary pursuits. The 1st flr Primary suite is a sprawling sanctuary featuring b/i closets, bath w/dbl shower, & private sitting room for peaceful mornings. Upstairs, 3 add'l bright BRs & FBA. The fin LL is the ultimate destination for game days, complete w/wet bar, b/ins, 1/2 bath, office space. Outside, the property transforms into a private oasis. Exquisite perennial gardens wrap the home in color, providing a stunning backdrop for alfresco dining. It's more than just a house; it's a retreat that feels like HOME.

394 Wakeman Rd, Fairfield

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