Fairfield Real Estate

Welcome to Fairfield, Connecticut – a vibrant coastal town that beautifully blends suburban charm with a rich tapestry of history and modern amenities. Nestled in Fairfield County, this picturesque community is renowned for its scenic landscapes, family-friendly atmosphere, and thriving local culture.

Fairfield boasts a stunning shoreline along Long Island Sound, providing residents with access to beautiful beaches and waterfront parks. Enjoy leisurely afternoons at the sandy shores of Jennings Beach or take a stroll along the scenic paths of the Fairfield Beach area. The town's commitment to preserving its natural beauty is evident in its numerous parks and recreational facilities, perfect for outdoor enthusiasts and families alike.

The heart of Fairfield is its bustling downtown area, where you'll find an array of boutique shops, trendy cafes, and diverse dining options. Whether you're in the mood for a cozy brunch or fine dining, the local culinary scene has something to satisfy every palate. The town also hosts a variety of community events throughout the year, fostering a strong sense of belonging and camaraderie among residents.

Education is a cornerstone of Fairfield, with highly-rated public and private schools that prioritize academic excellence. The town is also home to several institutions of higher learning, including Sacred Heart University, enriching the local culture and providing opportunities for lifelong learning.

With its ideal location just an hour from New York City, Fairfield offers the perfect balance of suburban tranquility and urban accessibility. Whether you’re looking to buy your first home, settle down, or invest in a thriving community, Fairfield, CT, is an exceptional place to call home. Experience the charm and warmth of this delightful town, where every day feels like a breath of fresh coastal air!

Newest Listings in Fairfield

$869,000

3 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

$1,065,750

3 Beds ⋅ 4 Baths ⋅ 24205727 MLS ⋅ Thorpe Street Crossing BLDG.

The downtown opportunity you've been waiting for is here! This stunning townhouse-style condo offers three beautifully finished levels with thoughtful design and sophisticated details throughout. Custom millwork, built-in seating, and elegant paneling create a polished yet welcoming atmosphere. The sun-filled, open-concept main level features oversized windows, a spacious dining area, an inviting living room with a gas fireplace, and a beautifully crafted kitchen with a waterfall center island and pantry. Sliders open to a private deck, patio, and fully fenced backyard, perfect for entertaining and indoor-outdoor living. The luxurious primary suite boasts 9-foot ceilings, a board-and-batten accent wall, walk-in closet, and spa-inspired bath with heated floors, soaking tub, dual vanities, and oversized walk-in shower. The versatile third level provides approximately 625 square feet of additional living space with a full bath, closets, and ample storage. Ideal for a media room, home office, guest suite, game room, or potential fourth bedroom. Additional highlights include 9-foot ceilings on the first and second floors, an oversized one-car garage, and three additional parking spaces. Walk to the train, beaches, restaurants, and shopping!

79 Thorpe St Unit 79, Fairfield

$389,900

2 Beds ⋅ 2 Baths ⋅ 24205331 MLS ⋅ Strathmoor BLDG.

Welcome to Unit 48, located in beautiful Stathmoor Condominiums. Tucked away on parklike grounds with pathways and a courtyard fountain. Enjoy the large in ground pool for residents. This 2nd floor ranch style unit offers 2 good size bedrooms, 2 baths with large living room. Parking right outside your door and plenty of visitor spaces. Super convenient location to shopping, restaurants, Metro train station and universities HOA includes heating, hot water, maintenance and much more. Units rarely come on in this complex.

160 Fairfield Woods Rd Unit 48, Fairfield

$1,399,000

4 Beds ⋅ 4 Baths ⋅ 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

$699,900

3 Beds ⋅ 2 Baths ⋅ 24205583 MLS

Incredible curb appeal defines this classic 3-bedroom, 2-bath New England Cape, ideally situated in a premier Stratfield neighborhood. Step inside to a warm and inviting living room anchored by a charming fireplace, perfect for relaxing or entertaining. The home offers a sun-drenched family room/den, a convenient main-level bedroom, a spacious deck overlooking a private backyard complete with an above-ground pool. The updated kitchen features sleek gray cabinetry and Corian countertops. Upstairs, you'll find a comfortable primary bedroom, a full bath, and an additional well-sized bedroom. The fully finished lower level provides versatile bonus space, ideal for a home office, recreation room, or additional living area. A detached garage with a striking modern glass garage door has been thoughtfully converted and is currently used as a home gym, adding even more flexibility to the property. Enjoy all that Fairfield, Connecticut has to offer, including access to award-winning schools and close proximity to Lincoln Park - just steps away. This is a home that truly combines charm, convenience, and lifestyle. Recent updates | repairs - New copper roof flashing just installed, entire interior freshly painted, hardwood floors recently sanded and refinished & new fan installed for the radon system. Noting to do but move in!

23 Benedict Ave, Fairfield

$2,690,000

4 Beds ⋅ 5 Baths ⋅ 24205145 MLS

A rare Greenfield Hill find, 1074 Sturges Highway pairs the presence of a classic Colonial with a sleek, thoroughly modern point of view. Thoughtfully reimagined, the home retains its original craftsmanship while introducing clean-lined updates and a minimalist sensibility that feels chic, current and effortless. Inside, the balance between old and new is masterfully struck. Original millwork and architectural details are paired with elegantly edited finishes, creating spaces that feel sophisticated without ever tipping into formal. The layout flows naturally for everyday living, with room to gather, entertain and simply enjoy the house. Set on over 2 acres of impeccably manicured and extremely private grounds, the property offers a rare sense of seclusion. A gorgeous patio with fireplace extends the living space outdoors, setting the scene for summer dinners, cocktails and fireside evenings. A newly constructed garage with loft above adds flexibility for a home office, studio, gym or creative retreat. Where classic architecture meets a fully modern point of view, 1074 Sturges Highway is a masterclass in understated sophistication - Greenfield Hill living, reimagined.

1074 Sturges Hwy, Fairfield

$1,894,500

4 Beds ⋅ 4 Baths ⋅ 24205547 MLS

Westport-inspired sophistication meets the warmth and ease of Fairfield living in this exceptional new-construction residence. Offering approximately 4,500 square feet of beautifully finished living space, this custom 4-bedroom, 3.5-bath home pairs clean architectural lines and warm natural materials with a layout designed for both everyday comfort and effortless entertaining. At the heart of the home, the designer kitchen features custom cabinetry, a premium Thermador appliance package, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with a prep sink. Select-grade white oak flooring and ceilings of nine feet or higher create a bright, airy flow throughout the home. The spacious living room is anchored by a gas fireplace, while a dramatic 10-foot bifold door creates a seamless connection to the covered porch and private, fully fenced, level backyard-with room for a pool. Upstairs, vaulted ceilings bring striking architectural character to the expansive primary suite and Jack-and-Jill bedrooms. Each bedroom offers direct access to a full bath and its own custom walk-in closet. The finished lower level adds exceptional flexibility for recreation, fitness, a home office, or guest accommodations. Set on a quiet neighborhood street just moments from Lake Mohegan, neighborhood parks, shopping, and the Merritt Parkway, this thoughtfully designed home delivers elevated style, exceptional craftsmanship, and the very best of modern living.

125 Coleman Rd, Fairfield

$765,000

3 Beds ⋅ 2 Baths ⋅ 24205398 MLS

The neighborhood you've been waiting for and an opportunity that is increasingly hard to find in Fairfield. Set on an oversized lot backing to Fairchild Wheeler Golf Course, this mid-century ranch offers a remarkable blend of location, privacy, character, and possibility. Mature trees and plantings surround the property, creating a park-like setting that feels unexpectedly secluded while still being close to Fairfield beaches, live music, dining and shopping. Inside, more than 1,700 square feet of inviting living space is waiting to welcome you. Beautiful hardwood floors extend through most of the home and built-ins in the living room add to its charm. The kitchen offers ample space to dine while enjoying peaceful backyard views. Just off the foyer and kitchen is the family room which may become your favorite place in the house. A wood-burning fireplace with stone surround anchors the space, while more oversized windows frame the beautiful backyard. The home offers three bedrooms and two full baths. The primary br includes its own newly refreshed bath. The second full bath is a wonderful nod to the home's original character, with beautifully preserved pink tile paired with updated wallpaper and lighting for a look that feels playful and completely at home here. The unfinished basement offers untapped potential to those who may want more space. For buyers who have been waiting for the right combination of location, land, livability and value 111 Casmir is a must see.

111 Casmir Dr, Fairfield

$695,000

2 Beds ⋅ 3 Baths ⋅ 24203912 MLS ⋅ Woodfield Village BLDG.

Fairfield's sought-after Woodfield Village community, 170 Glengarry Road is an exceptional corner end-unit offering space, natural light, and effortless living. At 1,858 square feet-the largest unit in the complex-this beautifully maintained home features two bedrooms, two full and one half baths, a versatile den which is unique to the units, and the rare convenience of a two-car attached garage. Its coveted corner location overlooks the beautifully maintained grounds, while oversized windows bathe the interior in natural light. Freshly painted and enhanced by hardwood floors, the impressive living room features a soaring vaulted ceiling and wood-burning fireplace, creating a warm and inviting centerpiece for everyday living and entertaining. The generously sized dining room flows seamlessly into the kitchen, appointed with stainless steel appliances and abundant storage. Primary bedroom suite offers two large walk-in closets. The expansive unfinished lower level offers wonderful potential for a family room, home office, gym, or media space, while still providing ample storage and workshop possibilities. Woodfield Village residents enjoy an array of amenities, including a pool, pool house, and tennis/pickleball court. Ideally located near shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield's beaches, Lake Mohegan, and the Merritt Parkway, this distinctive home delivers an enviable combination of space, privacy, convenience, and effortless Fairfield living

170 Glengarry Rd Unit 170, Fairfield

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