Refine Search
Map
Sort by
$1,161,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206575 MLS
Totally refreshed with many new improvements including a stunning kitchen island, this mid-century modern classic home is tucked away at the end of a wide, welcoming cul-de-sac in the heart of Greenfield Hill. Spanning 5,000 sq ft with 4/5 bedrooms and 4 updated full baths, this beauty is set on 2 sprawling, private acres. A prime feature is the breathtaking great room w/soaring 12ft+ ceilings and a dramatic wall of glass. The formal dining room has 9ft ceilings and a bank of floor-to-ceiling windows. The island kitchen with large walk-in pantry has been expanded and is outfitted with newer 2024 top-tier appliances. The adjacent sun room is perfect as a casual eating area and is drenched with sunlight through the two walls of windows. Another main floor feature is a flex room, boasting its own full bath and walk-in closet, ideally suited as either an in-law suite or family room. Retreat to the main floor primary bedroom suite with an updated full bath & an oversized walk-in closet. 3 additional good sized secondary bedrooms round out this spacious and well designed home. Outside, the expansive deck allows you to take in the lush, private grounds. Car enthusiasts will appreciate the two double-bay attached garages, all accessed via a graceful circular driveway. This tranquil location provides easy access to local boutique shopping, vibrant dining scenes, coastal beaches, and convenient transportation links. Opportunity awaits at 480 Riders Lane!

480 Riders Ln, Fairfield
$3,975,000
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24206348 MLS
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The family who built this Italianate Victorian stayed for more than a century. Stand beneath its soaring ceilings, admire the craftsmanship, then step onto the screened-in porch. You begin to understand. Trees surround you. Church bells carry through the air. It feels like your own park. Yet the beach, schools, restaurants, shops and train are all within walking distance. For the current owners, that has meant children walking home from school with friends. Thanksgiving dinners for twenty. Additional bedroom options for overnight guests. Winter evenings around the parlor fire. A front porch filled with friends as the Memorial Day parade passes by. There is room here for the life you have imagined. Explore the possibilities for a pool, tennis court and gardens. Create a place where everyone gathers now-and where the next generation will want to return. Historic architecture. Meticulously maintained, thoughtfully updated and in pristine condition. A once-in-a-lifetime opportunity. Come discover what makes this place so hard to leave-and imagine what the next 50 years could look like.

415 Old Post Rd, Fairfield
$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
$16,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24206545 MLS
Welcome to 96 Clinton Street, perfectly located in Fairfield's sought-after Beach neighborhood-just a short walk to the beach, playground, marina, town, schools, shops and restaurants! Offering four finished levels, this beautiful home features four bedrooms, three-and-a-half baths and high-end finishes throughout. The open-concept main level is ideal for everyday living and entertaining, with a chef's kitchen featuring quartzite countertops, a large island with a two-inch-thick countertop and custom cabinetry. The kitchen flows easily into the spacious dining area and family room, where oak-beamed ceilings, a stone gas fireplace, built-ins and a welcoming bar area create the perfect place to gather. Upstairs, the second floor has three generously sized bedrooms, including the primary suite with a private bath. The third level offers a fourth bedroom or home office, a full bath and access to a spectacular deck with wire railings and beautiful views-a perfect spot to work, relax or enjoy your morning coffee. The finished lower-level loggia provides even more living space, complete with custom built-ins, a large-screen TV hookup and direct access to the patio and backyard. There is plenty of outdoor space to enjoy-and even room for a future pool. A large mudroom and two-car garage add everyday convenience to this special home. With generous living space, thoughtful finishes and an amazing walk-to-everything location, 96 Clinton Street offers the best of Fairfield Beach living!

96 Clinton Sts, 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
$7,300
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24206378 MLS
100 OLD DAM ROAD, FAIRFIELD, CT - AVAILABLE NOW FOR LEASE. Experience the rare opportunity to live surrounded by the natural beauty of Pine Creek and Long Island Sound at 100 Old Dam Road. Set in a peaceful coastal setting with the sights, sounds, and refreshing salt-marsh air of nature all around, this inviting 3-bedroom, 2.5-bath home offers a wonderful combination of privacy, comfort, and convenience. The open floor plan provides an easy flow for everyday living and entertaining, featuring a large eat-in kitchen, dining area, spacious great room, and hardwood floors throughout. A generous private deck extends the living space outdoors and offers a tranquil setting to relax, entertain, or simply enjoy the surrounding natural beauty. Additional features include a two-car garage for added ease and convenience and a location that places you just minutes from all that Fairfield has to offer. Enjoy nearby downtown shopping and dining, Fairfield's beautiful beaches, Pine Creek, and convenient Metro-North train service to New York City. A special opportunity to enjoy Fairfield's coastal lifestyle in a truly peaceful setting.

100 Old Dam Rd, Fairfield
$6,500
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24202657 MLS
Spacious, bright, and beautifully maintained, this 4-bedroom, 2.5-bath home offers an ideal combination of comfort, convenience, and an easy Fairfield lifestyle. Enjoy 9-foot ceilings, central air, gas heat, and an attached two-car garage. The main level welcomes you with a generous foyer and a comfortable, open flow. The eat-in kitchen opens directly to the family room with fireplace, creating a natural gathering space for everyday living. Just off the kitchen, the dining room features large windows and flows into the living room, which could also work beautifully as a home office or additional sitting room. The flexible layout is equally well suited for relaxing at home or entertaining. Upstairs are four generously sized bedrooms, including a spacious primary suite with a private bath and walk-in closet. Second-floor laundry adds everyday convenience. Best of all, you're close to everything that makes Fairfield such a desirable place to live-downtown shops and restaurants, the train station, beaches, golf, and tennis. Dining Room light fixture belong to the current tenant and is excluded. Agent related to owner.

864 Oldfield Rd, Fairfield
$599,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205792 MLS ⋅ Sunshine BLDG.
Very clean and move-in ready! 70 Sunrise offers turnkey townhouse living easily accessible to all of Fairfield and beyond This beautifully maintained 4-bedroom, 2.5-bath home stands apart with thoughtful renovations, substantial upgrades, and an exceptionally private location. Hardwood flooring runs throughout the home. At the center of the home is an upgraded kitchen that provides abundant storage and functionality. Renovated cabinetry, deep beautiful countertops, and newer stainless steel appliances create a polished and practical space ideal for everyday living and entertaining. Off to the right of the kitchen is a spacious first floor bedroom with full bath ensuite perfect for guests!The spacious living room features a cozy fireplace and opens directly to a private deck that has been updated with trexx flooring. The deck is a wrap-around style that is an inviting extension of the living space for relaxing or entertaining outdoors. A large divider to the left maintains privacy and the view opens to a large side yard that is absolutely stunning at view. Upstairs hosts 3 generously sized bedrooms with a conveniently centered bathroom that has been newly renovated and meticulously designed! The fully finished lower level with half bath and walk-out offers incredible flexibility-ideal as a sleek home office, cozy media room, or ultimate hangout space. With smart design and stylish touches throughout, this home is easy to live in and a commuter's delight! With many of the

70 Sunrise Ave Unit 70, 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
$2,400
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205238 MLS
Beautifully updated 2-bedroom unit with HEAT AND HOT WATER INCLUDED! Freshly painted throughout, this bright and airy second-floor unit sits above local shops that close at night, ensuring quiet evenings with no noisy neighbors below. The unit features a renovated bathroom and an updated kitchen boasting newer appliances, abundant cabinet space, and brilliant natural light. The spacious living room offers gleaming hardwood floors and opens to a balcony, while both generously sized bedrooms feature ceiling fans for added comfort. Enjoy off-street parking in the lot behind the building and unbeatable convenience with walkable access to local shops, dining, and laundromat. Ideally located to enjoy everything both Fairfield and Black Rock have to offer, complete with coveted Fairfield beach rights!

109 Post Rd Unit A, 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
$3,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24205234 MLS
Location, location, location! Life doesn't get more convenient than this! Walk to the Fairfield train station (direct access into Grand Central) from this light-filled renovated second-floor apartment. The welcoming entryway with coat closet opens to a well-equipped, open-concept kitchen and spacious living room. Newer stackable washer/dryer is conveniently tucked away in a closet. The generously sized primary bedroom features a bright, oversized walk-in closet. The hallway bath offers a large shower, modern toilet and double vanity. The second bedroom provides comfortable space and ample storage. One assigned parking space (#1917) is conveniently located close to the unit, with additional parking available across the parking area. On-site dumpster, snow removal, and grounds maintenance are included. Tenant is responsible only for electric, which covers heat, hot water, and cooling, plus internet/cable. Enjoy the shared colorful outdoor seating area on Granville -perfect for relaxing al fresco. Walk to shopping, Isabelle et Vincent, "Custom Meats", Pop up Bagels, Starbucks, multiple global eateries, not forgetting "The Pantry" for grab and go sustenance. Please note, unit #1917 will be professionally cleaned prior to move-in. An ideal location for commuters and anyone looking to enjoy all that sunny Fairfield has to offer! Schedule your tour today!

1903 Post Rd Unit #1917, Fairfield
$1,065,750
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ 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
$699,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 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. Fairfield Schools: Dwight, Ludlow, Ludlow.

1074 Sturges Hwy, Fairfield
$1,894,500
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ COMING SOON Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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
$3,495,000
4 Beds ⋅ 8 Baths ⋅ ACTIVE Status ⋅ 24200803 MLS
Set well back from the road on two acres in Greenfield Hill, this remarkable residence is approached by a tree-lined drive of pavers, cobblestone and Belgian block. Completely rebuilt and reimagined with the quality and craftsmanship of new construction, nearly 8,000 square feet unfold across three levels with four bedrooms, six full and two half baths, wide-plank oak floors, expansive windows and tranquil pond views. A sun-filled atrium with soaring 20-foot ceilings introduces gracious living and entertaining spaces accented by multiple fireplaces. The tremendous chef's kitchen features quartzite surfaces, abundant cabinetry, a walk-in pantry and Sub-Zero, Wolf and Miele appliances, including dual refrigeration, ovens and dishwashers. The primary suite features a barrel-vaulted ceiling, fireplace and separate his-and-hers areas, each with a walk-in closet and private marble bath with heated floors. Two additional en suite bedrooms and laundry complete the upper level. The light-filled walkout lower level includes a fireplace, kitchenette, wine room, full bath, exercise room, second laundry and flexible recreation/media space. Terraces with a fire pit and built-in grill overlook the peaceful grounds. Smart-home technology, a generator, all-new systems and a standing-seam metal roof add turnkey ease. The Ridge offers a staffed gated entrance, private roads, mature trees, clubhouse, heated pool, tennis and pickleball.

475 Fence Row Dr, Fairfield
$4,300
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24205274 MLS
Conveniently located in the center of town. A short walk to the train station and just a few blocks from the beach. This charming home offers 3 bedrooms on the upper level and a finished walkup attic which is perfect for a home office or additional room. The updated kitchen is open to the dining room and cozy living room with fireplace. The backyard is fenced in and private and beautifully landscaped. Come take a look at this beautiful home which is available to move in Oct 1st.

54 Bungalow Ave, Fairfield
$2,549,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205159 MLS
Gorgeous Farmhouse Colonial tucked away on 2+ picturesque acres & minutes to Fairfield & Westport center. Timeless natural beauty, distinctive architecture, exquisite craftsmanship & sophisticated updates combine to create a home that truly stands apart. Featuring 12 rooms flooded w/ brilliant light over 3 levels of living. Enjoy views of a serene fallow field, a gentle stream, wildlife & stunning seasonal changes from vibrant autumn colors to peaceful snow-covered landscapes. The living room fireplace provides a cozy focal point w/ oversize French doors that open to the patio creating an ideal setting for outdoor dining & hosting. The eat-in kitchen offers the dining area, island, pantry & state of the art appliances & guides you to the dining room, office, living room & study. Upstairs the beauty continues w/ 4 large bedrooms including the primary. The lower level expands the living space w/ a new mudroom, rec room, gym & half bath. Updates include a new lower level, flagstone patio, custom pantry w/ wine storage, upgraded laundry room w/ new washer, new window in en-suite & new Rubbermaid track system. Step outside to your patio featuring a built-in Weber BBQ & XL Big Green Egg, perfect for cooking enthusiasts. Exterior has been meticulously maintained w/ repainting, stone-accented walls, Belgium block-lined driveways & ongoing landscaping. A NE bridge adds character. The Patterson Club is a bike ride away. 3007 Redding Road is filled w/ light, space & lasting memories.

3007 Redding Rd, Fairfield

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.