Refine Search
Map
Sort by
$2,195,000
5 Beds ⋅ 5 Baths ⋅ COMING SOON Status ⋅ 24193848 MLS
An extraordinarily rare opportunity in Fairfield's coveted Winton Park Association. Offered for the first time in over 4 decades, this timeless 5-bedroom, 4.5-bath Colonial is set on nearly 2 breathtaking, park-like acres, offering estate-like privacy w/an unparalleled walk-to-town lifestyle. A gracious foyer welcomes you inside, where a magnificent staircase, wide-plank hardwood floors & exquisite millwork define the home's enduring character. Oversized windows & beautifully scaled rooms reflect craftsmanship rarely found today. The step-down living room showcases elegant paneling, custom built-ins & a wood-burning fireplace, while the formal dining room opens through French doors to a private patio for effortless indoor/outdoor entertaining. The spacious eat-in kitchen overlooks spectacular grounds & opens to a sun-filled family room w/custom built-ins, 2nd fireplace & French doors to an enchanting brick patio w/tranquil waterfall. Upstairs offers 4 spacious bedrooms & 3 full baths including a gracious primary suite w/abundant closet space & ensuite bath. Private guest suite w/separate entrance, vaulted ceilings, fireplace, 5th bedroom & full bath. Expansive, level grounds offer endless possibilities for a pool, pool house, ADU or future expansion in a setting rarely found just moments from downtown, Metro-North, award-winning schools & beaches. Complete w/natural gas, public sewer, irrigation & attached 3-car garage. A legacy property ready for its next chapter.

50 Brookbend Rd, Fairfield
$1,949,000
4 Beds ⋅ 4 Baths ⋅ COMING SOON Status ⋅ 24195155 MLS
Inspired by today's most sought-after Organic Modern homes, this custom residence blends clean architectural lines, warm natural materials, and highly functional living spaces to create a home that is as beautiful as it is livable. This newly constructed 4-bedroom, 3.5-bath custom home offers approximately 4,500 square feet of refined living on a private, level lot, showcasing exceptional quality, craftsmanship, and attention to detail throughout. The heart of the home is a designer kitchen featuring Thermador appliances, custom cabinetry, an oversized island, a dedicated bar area, and a fully equipped walk-in pantry with an additional sink, creating exceptional space for entertaining and everyday living. White oak flooring flows throughout, while 9-foot ceilings create an open, airy feel. The spacious living room is anchored by a gas fireplace and a dramatic 10-foot bifold door that opens to a covered porch and private, fully fenced level backyard. Upstairs, vaulted ceilings in the expansive primary suite and Jack-and-Jill bedrooms add architectural character and a sense of volume. Every bedroom features an ensuite bath and custom walk-in closet. The finished lower level provides exceptional flexibility for recreation, fitness, work, or guests. Set on a quiet neighborhood street just moments from Lake Mohegan with walkable access to local parks, close proximity to shopping and the Merrit this home offers a rare blend of thoughtful design, and everyday functionality.

125 Coleman Rd, Fairfield
$4,250
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24193885 MLS
Remodeled from top to bottom and nestled at the end of a private driveway; this 3 Bedroom, 2.5 Baths apartment has it all. A bright, cheerful kitchen with stainless steel appliances, granite counters, hardwood floors and even a wine cooler. Perfect for entertaining or just enjoying a quiet evening at home, the peaceful ambiance of this hideaway will bring harmony and peace to your day. Close to parks, library, schools, shopping, recreational facilities, golf courses and Fairfield's beautiful beaches. Ten minutes to Rt. 15 (Merritt Parkway) Five minutes to I-95. Walking distance to Metro North. Enjoy the serenity of the country, while living the quality life-style of a "small large" town.

42 Poe Ct, Fairfield
$2,600
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193653 MLS
Professional Photos to follow very soon, Unfurnished photos are of a similar 2 bedroom unit. Beautiful 1 Bedroom, 1.5 Bath Townhouse - Built in 2024 Welcome to this stunning, newly built (2024) townhouse in desirable Beacon Square. This modern 1-bedroom, 1.5-bath home offers a thoughtfully designed open floor plan perfect for today's lifestyle. Spacious bedroom features its own private full bathroom,along with full Laundry providing comfort and privacy. The bright white kitchen is complemented by sleek gray appliances and flows seamlessly into the main living area - ideal for entertaining. Additional highlights include: Lower-level office/den - perfect for working from home Plenty of storage and generous closet space 1-car garage Beautifully landscaped and meticulously maintained property This move-in-ready home combines style, convenience, and low-maintenance living. A must-see!

4 Beacon Sq Unit 4, Fairfield
$2,800
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24194482 MLS
Newly Renovated 2-Bedroom Apartment in Grasmere Move right into this beautifully renovated second-floor apartment in the Grasmere neighborhood. This bright and inviting rental features two bedrooms, one full bath, a spacious living room, and an eat-in kitchen with plenty of room for everyday dining. Conveniently located close to shopping, restaurants, Metro-North train service, and I-95, this apartment offers easy access for commuters while keeping everyday amenities just minutes away. A freshly updated home in a convenient location-ready for immediate occupancy.

2029 Kings Hwy Unit 2nd Floor, Fairfield
$3,500,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194823 MLS
Stunning new construction. Extraordinary design, finishes and craftsmanship with meticulous attention to detail.

24 Tide Mill Ter, Fairfield
$1,399,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24194703 MLS
This brand-new construction masterpiece showcases an elite architectural design that prioritizes complete autonomy. The two separate units share absolutely no living space walls-the only common point of contact is the garage structure, ensuring the noise control and privacy of a fully detached single-family home. Each residence features its own distinct, privately sectioned, and fully fenced yard, creating a personal space for your outdoor activities. Step inside to a dramatic airy open concept layout. Sweeping throughout the home is natural 4in white oak flooring. Sun drenched rooms create a warm inviting atmosphere. Flexible luxury living offering 4 bedrooms or 3 Bedrooms with a sprawling 3rd floor, complete with modern full bath and extra storage. The lower level is also finished for added space for gym or media room. Each bathroom impeccably styled with clean lines and modern finishes, the primary suite bath is truly a lavish retreat with spa shower, soaking tub and highlighted by a sleek floating double vanity. Location is everythin and this address delivers a lifestyle of ultimate convenience: Schools, a mere stones throw from top rated holland hill, currently ludlowe school district and 3 min to FFld Universiity. The Coast: 1.3 miles to 5 miles of sandy shores, bike routes and marina. Downtown Fairfield: 2.6 miles to bustling downtown, the green, boutiques and fabulous dining options. Commuting: 2 Metro stations. Driveway shared and garage roof. No HOA

30 Country Rd, Fairfield
$2,675
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194491 MLS
94 Garden Drive is a comfortable home with a private backyard located in Fairfield, CT. This 3 bedroom, 1-1/2 bath home offers a functional, easy-to-live-in layout. The main level offers one bedroom, a half bath, and a compact eat-in-kitchen with laundry conveniently located. Upstairs are two additional bedrooms, both with brand-new carpet, plus a fully renovated bathroom. The brick-paver patio is partially fenced and framed by mature plantings, making it a private spot to grill, garden, or relax outside. A private driveway provides tandem parking for two cars, and the home is conveniently located close to Fairfield schools, shopping, and everyday amenities. 94 Garden Drive is a move-in-ready home.

94 Garden Dr, Fairfield
$699,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24194509 MLS
Opportunity abounds in this spacious 8-room, 3-bedroom, 2-bath Ranch offering 2,167 sq ft in Fairfield's sought-after Stratfield neighborhood situated on just under a half acre of property. Ready for your personal updates and finishing touches, this home presents an exceptional opportunity to build equity and create the home you've always envisioned. The main level features a bright living room with a fireplace and custom built-ins, a dining area with built-ins, and a white kitchen with Corian countertops and skylights that opens to a vaulted family room, creating an ideal space for everyday living and entertaining. A main-level office offers flexibility for remote work, hobbies, or a quiet retreat. Relax in the screened-in porch, perfect for enjoying the outdoors in comfort. The primary bedroom suite includes a private full bath, while two additional bedrooms share a hall bath. Hardwood floors, abundant storage, cedar closet and a 2-car attached garage add to the home's appeal. The full basement, complete with a second fireplace, offers outstanding potential for future finished living space, including a recreation room, fitness area, or media room. Ideally located just minutes from major highways, Metro, shopping, restaurants, schools, parks, and Fairfield's beaches, this home offers the perfect blend of convenience and lifestyle. A rare opportunity to personalize a well-built Ranch in one of Fairfield's most desirable neighborhoods. A Place to call home.

136 Hawthorne Dr, Fairfield
$599,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24191813 MLS
Welcome to 41 Stillson Place, a classic three-bedroom Cape brimming with character and poised for its next chapter. Tucked away on a beautiful lot in one of Fairfield's most coveted pockets, this home offers a timeless silhouette and a warm, inviting energy that you feel the moment you pull into the drive. Inside, the layout is remarkably functional, featuring a cozy living and dining area, eat-in kitchen and three well-proportioned bedrooms that offer plenty of versatility. While the interior serves as a charming throwback to an earlier era, it is exceptionally well-maintained-the perfect "blank canvas" for someone with a vision. Whether you're dreaming of a modern farmhouse kitchen or an open-concept flow, the solid bones of this residence provide the ideal foundation for a custom transformation. The exterior is just as promising, with a generous yard that offers ample space for summer gatherings, vibrant gardens, or outdoor living space. The detached one-car garage has space for cars and storage. It's a rare opportunity to secure a home with this much heart and potential in such a prime Fairfield location. This is your chance to settle into a wonderful community and tailor every detail of your home to perfectly suit your lifestyle. 41 Stillson Place isn't just a house-it's the perfect place to call home.

41 Stillson Pl, Fairfield
$3,695,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24193922 MLS
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a higher elevation, the home enjoys FEMA compliance with fewer stairs to the main living level than many neighboring properties. Sunlight pours through oversized windows, illuminating beautifully proportioned living spaces designed for both everyday comfort and effortless entertaining. The stunning chef's kitchen opens seamlessly to inviting gathering spaces and out to a private backyard featuring a spacious patio, outdoor fireplace, mature landscaping, and room for a pool. The flexible floor plan lives as four bedrooms, with a private third-floor suite and adjacent full bath offering an ideal extra bedroom, guest retreat, office or bonus space. Thoughtful features, including a full-house generator, provide an added layer of comfort and confidence, allowing the home to perform as beautifully as it lives. Adjacent to the coveted Sunnieholme neighborhood, this is a rare opportunity to own a beautifully crafted home in one of Fairfield's most desirable beachside locations, where coastal living, convenience, and enduring quality come together.

110 Judson Rd, Fairfield
$4,300
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194426 MLS ⋅ Mosswood BLDG.
Welcome to Mosswood Condominiums a bright and beautifully updated 2-bedroom, 2-bath condo with 1,365 square feet of inviting living space in one of Fairfield's most convenient locations. This unfurnished home showcases a stylish renovated kitchen with stainless steel appliances, farmhouse sink, custom-style open shelving, and abundant prep and storage space. The sun-filled layout includes a spacious living room, dedicated dining area, hardwood floors, recessed lighting, two full baths, and in-unit laundry. Enjoy your morning coffee overlooking the courtyard or unwind in the evening on the private deck surrounded by a peaceful, tree-lined view. Ideally situated near downtown Fairfield, Fairfield train station, local restaurants, beaches, schools, and Fairfield University, this home offers an exceptional blend of comfort, style, and modern convenience.

245 Unquowa Rd Unit 132, Fairfield
$3,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193680 MLS
Located in the highly desirable University area, this beautifully renovated split-level home offers 3 spacious bedrooms and 1 full bathroom, with gleaming hardwood floors throughout. The home features a newly renovated kitchen, propane heat, a large screened-in porch, and a spacious deck directly off the dining room-perfect for relaxing, outdoor dining, or entertaining family and friends. A separate washer and dryer will be installed prior to occupancy for the tenant's use. The owner is currently in the process of removing personal belongings from the main living area to prepare the home for its next occupants. For added convenience, the owner pays for lawn care, snow removal, water, and sewer. Please note that the owner resides part-time in the lower level of the home, retains use of the 1/2 bath , basement, and contributes a portion of the propane gas and electric utility costs. Ideally located near shopping, restaurants, schools, universities, and major commuting routes, this home offers comfortable, low-maintenance living

45 Valleyview Rd, Fairfield
$1,199,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194385 MLS
Completely renovated from top to bottom, this stunning 4-bedroom, 2-bath home blends modern luxury with timeless charm in Fairfield's desirable University area. Offering 1,814 sq ft of finished living space plus an 884 sq ft unfinished basement, this move-in-ready home delivers style, comfort, and future potential. The open-concept layout centers on a designer kitchen with custom cabinetry, an oversized waterfall island, quartz countertops, a sleek vent hood, and brand-new stainless steel appliances. Sun-filled living spaces feature recessed lighting, wide-plank flooring, and modern finishes throughout. Retreat to the beautifully designed primary suite or unwind in one of the fully updated, spa-inspired bathrooms. Generous bedrooms and thoughtfully redesigned interiors complete a floor plan built for everyday living and entertaining. Outside, contemporary updates and architectural details create standout curb appeal, while the oversized deck and spacious backyard set the stage for outdoor gatherings. A 2-car attached garage, updated mechanicals, premium finishes, and a large unfinished basement - ideal for storage or expansion - round out the offering. Ideally located near Fairfield University, downtown Fairfield, Metro-North, shopping, dining, beaches, and parks, with easy access to major commuting routes. A rare opportunity to own a fully renovated home in one of Fairfield's most sought-after neighborhoods.

1646 Jennings Rd, Fairfield
$3,800
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24172714 MLS
Experience the perfect blend of timeless character and modern comfort in this beautifully refreshed 1930's two bedroom brick Cottage. A distinctive architectural detail, the turret and whimsical weather-vane creates wonderful curb appeal, while the thoughtfully updated interior offer easy one-level living. Newly refinished hardwood floors reflect abundant natural light, enhancing the home's warm and inviting atmosphere. The focal point of the living room is an oversized wood-burning fireplace, perfect for cozy evenings. Classic radiators provide comfort in each room throughout the home. The dining area complete with an eye-catching chandelier overlooks an expansive level backyard bordered by a stone wall and fruit trees. A brand-new deck being installed this summer will enhance this outdoor space to use as you please; your morning coffee, entertaining or relaxing at the end of a busy day. The updated kitchen features beautiful countertops, abundant cabinet storage, dishwasher, fridge/freezer, and a large window overlooking the garden to make those chores more pleasant. Just beyond is a mini mudroom area with outdoor access, and stairs to the freshly painted basement, complete with a washer and dryer. An attached two-car garage with interior access adds everyday convenience. Located in Fairfield's walkable University area, this charming home is minutes from Metro North trains and major highways for ease of commute, and moments to schools, shops, restaurants, parks and beaches.

755 Stillson Rd, Fairfield
$5,499,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24194198 MLS
Experience the pinnacle of coastal luxury at this extraordinary waterfront builder's own residence on prestigious Fairfield Beach Road. Designed with uncompromising craftsmanship and impeccable attention to detail, this one-of-a-kind modern masterpiece offers the ultimate waterfront lifestyle with a private sandy beach and your own private dock. Showcasing over-the-top custom finishes throughout, featuring soaring ceilings, walls of glass that frame breathtaking water views, and an open, light-filled floor plan designed for both grand entertaining and everyday living. Offering five spacious bedrooms and five beautifully appointed bathrooms. At the heart of the home, the designer kitchen seamlessly flows into expansive living and dining areas, all oriented to capture the stunning waterfront setting. Outdoor living is equally spectacular. A 1,500-square-foot rooftop deck provides an unparalleled entertaining space with panoramic water views, while the resort-style outdoor amenities include a built-in outdoor kitchen, pizza oven, cooling station, and an outdoor shower-perfect after a day on your private beach or out on the water from your dock. This is a rare opportunity to own a truly exceptional waterfront residence where cutting-edge architecture, unrivaled craftsmanship, and an unmatched Fairfield Beach l

2268 Fairfield Beach Rd, Fairfield
$1,575,000
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193434 MLS
Nestled on a quiet cul-de-sac just minutes from town, train, and beach, this beautifully crafted Colonial offers the perfect blend of elegance, comfort, and convenience. A charming front porch welcomes you into a light-filled home featuring a dramatic two-story foyer, a chef's kitchen, granite countertops, and premium Viking, Wolf, and Sub-Zero stainless steel appliances. The adjoining family room boasts 9-foot ceilings and a cozy gas fireplace, creating an inviting space for everyday living and entertaining. Upstairs, the spacious primary suite is a true retreat, complete with a sitting area, walk-in closet, and luxurious bath with radiant heated floors. Three additional bedrooms and a dedicated study-easily converted to a fifth bedroom-provide exceptional flexibility.Step outside to a professionally landscaped backyard with a sprinkler system, and an expansive deck ideal for outdoor dining and relaxation. The finished walk-out lower level adds approximately 525 square feet of living space, including a bonus room with closet, full bath, and playroom, making it perfect for guests, an au pair suite, or multi-generational living. A rare opportunity to experience the best of coastal living that's walkable to beaches, school, and a vibrant downtown, all while enjoying the privacy and comfort of this exceptional home.

35 S Benson Commons, Fairfield
$549,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24194135 MLS
Welcome to this charming Cape in Fairfield's desirable Stratfield neighborhood, offering wonderful curb appeal and a convenient location close to everything Fairfield has to offer. The bright eat-in kitchen features granite countertops, stainless steel appliances, and ample cabinet space. The inviting living room showcases gleaming hardwood floors, a cozy fireplace, and crown moldings. The main level includes a spacious primary bedroom, a full bath with a tub and shower accented by white Carrara marble floors, and a second bedroom perfect for guests, a home office, or a den. The upper level features two generously sized bedrooms and a convenient half bath. The unfinished lower level offers excellent storage, a laundry area, and has been fully waterproofed by Connecticut Basement Systems with an integrated dehumidifier. Additional highlights include central air conditioning on the main level and a detached garage/shed ideal for storage, a workshop, hobbies, or a home gym. This is a fantastic opportunity to own a home in one of Fairfield's most desirable communities and enjoy its highly acclaimed school system. With a little cosmetic TLC, you can add your own personal style while building equity over time. Conveniently located just one mile from the Merritt Parkway and minutes to beaches, parks, the train, shopping, dining, and walking trails, this home offers exceptional value in today's Fairfield market.

2082 Stratfield Rd, Fairfield
$449,000
1 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192300 MLS
Beautifully renovated 1-bedroom Colonial offering modern comfort and exceptional craftsmanship. Completely gutted in 2020, this home was thoughtfully rebuilt with a newly added second floor, brand-new insulation, central air conditioning, and efficient gas heat. Designed by the owner, an architect, every detail reflects quality, care, and timeless style, with premium materials selected throughout the renovation. A truly one-of-a-kind home that perfectly blends charm, functionality, and superior design.

18 Fairfield Woods Rd, Fairfield
$425,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193433 MLS ⋅ Poster Arms BLDG.
Affordable opportunities like this are hard to find in Fairfield. This well-maintained two-bedroom condo offers the perfect combination of comfort, convenience, and value in a highly desirable location. The updated kitchen serves as the heart of the home, while central air and a spacious private deck provide comfort and additional living space throughout the seasons. An oversized garage offers exceptional storage and parking, a rare feature in this price range. Set within an intimate, pet-friendly complex of just eight units, this home offers low-maintenance living with affordable common charges and no rental restrictions, making it an excellent option for both owner-occupants and investors. Enjoy easy access to Fairfield's vibrant downtown, Fairfield Metro Station, beaches, shopping, restaurants, parks, and I-95, putting everything you need just minutes away. Lovingly cared for by its current owner, this home is ready to welcome its next owner. Opportunities to purchase a two-bedroom condo with these features at this price point don't come along often.

60 Overlook Ave Unit 60, Fairfield
$1,950
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24193877 MLS
Nicely maintained and filled with natural light, this 2bedroom secondfloor unit offers hardwood floors throughout and a comfortable 5room layout. The living room includes a door out to a private balcony, the formal dining room provides great everyday function, and the kitchen features a pantry area plus steps leading up to an attic storage space. Both bedrooms are very goodsized, and the full bath was recently updated. Minutes to both Fairfield Center and Black Rock, where you'll find plenty of summertime activities, restaurants, cafes, local shops, and waterfront spots. Easy biking distance to the beach and the new Fairfield Metro North Train Station, making commuting and weekend recreation exceptionally convenient. Ready for August 15th Occupancy, available for longer term lease, sorry no pets.

15 Ardmore St, Fairfield
$11,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24193602 MLS
Nestled on over two beautifully landscaped acres in the heart of Greenfield Hill, this exceptional historic residence offers timeless charm, privacy, and modern updates. The thoughtfully renovated eat-in kitchen features Carrara marble countertops and beautiful views of the picturesque grounds. The dramatic living room boasts soaring cathedral ceilings, imported English leaded-glass windows and a stunning fireplace, creating a warm and inviting space for everyday living. Multiple stone patios and professionally landscaped grounds provide wonderful outdoor spaces to relax and enjoy the peaceful setting. The flexible floor plan includes a sought-after first-floor primary suite plus two to three additional bedrooms, ideal for guests and family. The home also features a generator, private office, gym, movie room, and game room. Once the studio of renowned Fairfield artist John Taylor Arms, this one-of-a-kind home blends historic character with modern comfort in one of Fairfield's most desirable neighborhoods. Just minutes to town, train, beaches, shopping, and dining, this rare rental offers a unique opportunity to enjoy the best of Greenfield Hill living.

1170 Hillside Rd, Fairfield
$729,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24192413 MLS
***HIGH AND BEST OFFERS DUE BY 2pm Tuesday, July 28***Tucked away on a cul-de-sac in Fairfield's coveted Stratfield neighborhood, this storybook Cape is filled with timeless character, thoughtful updates and inviting spaces. Archways, hardwood floors, French doors, and classic architectural details create a welcoming home from the moment you step in. The living room is anchored by a wood-burning fireplace; the dining room leads seamlessly to the kitchen. Here, white cabinetry, SS appliances, and plenty of storage make meal prep a breeze. The clock above the sink is original to the home, a sweet nod to the 1940's. The sunroom has a vaulted ceiling and overlooks the backyard, creating a lovely space to enjoy morning coffee. French doors open to the patio, extending the living space outdoors. Enjoy dinners al fresco, playing yard games, or simply enjoying a quiet evening outside. The main floor also has a bedroom with a bay window and a full bath. A skylight lights the way to the 2nd floor where you'll find 2 bedrooms and a renovated full bath. The partially finished LL offers 266+ sq ft of living space. Recent updates include a new roof, new furnace, new water heater, fresh interior paint & more. Picture evenings walking and down the street or to Owen Fish Park, getting dinner at Maione's, or hiking at Lake Mohegan. From its picturesque curb appeal to thoughtfully designed interior, this gem is the perfect place to call home.

85 Louvain St, Fairfield
$1,799,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191108 MLS
Rare opportunity in Fairfield's sought-after Sasco Hill/South Pine Creek neighborhood, ideally located between town and the beach. Set on a private, level 1/3-acre lot bordering the Sasco Hill estates, this beautifully expanded and renovated home offers stylish finishes and an easy, open layout designed for today's lifestyle. The custom kitchen flows seamlessly into the dining area and inviting living room, where a wood-burning fireplace and French doors open to the patio and backyard. A versatile first-floor bonus room currently serves as a home gym but is equally suited as a home office, playroom, or fifth bedroom. Upstairs, the spacious primary suite features a large walk-in closet and beautifully appointed ensuite bath. Three additional bedrooms and a convenient second-floor laundry room complete the upper level. The expansive backyard is a true retreat with a stone patio, custom pergola, and perennial gardens offering exceptional privacy. Recent improvements include newer mechanicals, a Generac generator, and fresh interior paint. Enjoy an unbeatable location less than a mile from Sasco and Pine Creek Beaches, Southport Harbor, the train, golf, tennis, Fairfield's vibrant town center, and top local amenities. A rare bonus for this beach area location: the home is outside the flood zone, so no flood insurance is required. A wonderful opportunity to enjoy coastal living in one of Fairfield's most desirable neighborhoods.

114 Lee Dr, Fairfield
$549,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24193500 MLS ⋅ Woodfield Village BLDG.
Filled with natural light and ideally positioned as a second floor end unit, this inviting ranch style condominium offers a spacious layout in one of Fairfield's most desirable communities. The living room is anchored by a wood burning fireplace and oversized windows, creating a warm and welcoming space that flows into the dining area, perfect for everyday living or entertaining. The eat in kitchen features stainless steel appliances, abundant cabinetry, a pantry, and plenty of room for casual dining. The primary suite offers a walk in closet, a private bath with whirlpool tub and separate shower, and access to a private balcony with pretty views. A generous second bedroom with balcony access provides space for guests, a home office, or both. An in unit laundry area, detached garage just steps away, and a large unfinished lower level offering exceptional storage or future expansion add to the home's appeal. Residents of Woodfield Village enjoy a clubhouse, pool, tennis and pickle ball courts, all conveniently located near shopping, restaurants, Metro North, Fairfield's beaches, Lake MohWoodfield Village.

85 Gate Ridge Rd Unit 85, Fairfield
$2,299,000
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24190793 MLS
Welcome to 1054 Mill Plain Road! Exceptional craftsmanship and timeless design define this impressive center hall NEW CONSTRUCTION colonial! This open-concept floor plan is designed for seamless everyday living and effortless entertainment boasting 5,518 sq ft of living space and privately set on a rear lot in the sought-after Fairfield University neighborhood. This home presents 5 bedrooms, 4.5 baths, 9' ceilings, and hwd flrs throughout. Impeccable details include a gourmet designer kitchen with a sprawling quartz island, thermidor appliances, floating shelves, butler's pantry, with an abundance of recessed and natural lighting. An elegant archway flows into a family room with a fieldstone gas fpl with floor to ceiling sliders lending itself to a fenced in backyard, decking and patio for all your outdoor entertainment gatherings. Elegant formal dining room showcases exquisite millwork, intricate trim details, and a distinctive architectural ceiling. The MBR suite features a gas fireplace, lighted tray ceiling, with a beautifully designed spa bath. Two of the bedrooms are jack and jill with an appointed shared full bath. There is a 3rd floor finished area that provides recreational space for versatile usages such as an au pair, gym, studio, office, and/or guest retreat. This home offers a peaceful escape while remaining just minutes from Fairfield's beaches, train stations, vibrant downtown, shopping, dining, and top rated schools. Experience luxury living at its finest

1054 Mill Plain Rd, Fairfield
$1,349,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24193635 MLS
Welcome to 313 Old Post Road, a timeless Fairfield residence blending classic charm with an unbeatable location in one of the town's most desirable coastal neighborhoods. This beautifully maintained home offers inviting living spaces, abundant natural light, and the perfect balance of comfort and convenience. Recent improvements include updated AC units in 2023, new wiring in the detached heated garage, adding comfort, functionality, and peace of mind. Enjoy the charm of Fairfield traditions by watching the annual Memorial Day Parade right from your front steps. Ideally situated within walking distance to Fairfield's vibrant downtown, the train station for an easy NYC commute, and the nearby marina for boating and waterfront enjoyment, this home delivers the quintessential Fairfield lifestyle. Enjoy close proximity to beaches, shopping, dining, and parks, making this an exceptional opportunity to experience all Fairfield has to offer. Approximate distances include just 0.7 miles to Fairfield Train Station, 0.5 miles to South Benson Marina, and 1.5 miles to Fairfield Beach.

313 Old Post Rd, Fairfield
$549,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191048 MLS ⋅ Sunshine BLDG.
Welcome to a spacious townhouse nestled in an intimate, low-maintenance complex of just three duplex buildings with low common charges. Three finished levels, this 4-bedroom, 3-full-bath home offers the perfect blend of comfort and flexible living. The main level welcomes you with hardwood floors and an open-concept layout. kitchen featuring a central island, flows effortlessly into a dining area and a cozy living room anchored by a stone fireplace. Also on the main floor, you will find a generous fourth bedroom with an attached full bath-it could be a private home office, guest room, or main-level primary suite. Upstairs, the upper level hosts three well-proportioned bedrooms, a central hall bath, and a conveniently located laundry area. The fully finished walk-out lower level features a separate rear entrance, a spacious family/play room, a full bath, a convenient kitchenette, and a second laundry setup. This space is ideal for an in-law suite, rental, or an entertainment hub. Step outside to a private, nice-sized deck for outdoor dining and a fully fenced yard. Located just minutes from Fairfield's brand-new train station, major highways, pristine beaches, and the vibrant downtown dining scene. This townhouse has everything you might be looking for! Photos will be coming soon!

82 Sunrise Ave Unit 82, Fairfield
$460,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192940 MLS ⋅ Park North BLDG.
Don't miss out on this beautiful, spacious 3-level townhouse featuring 2 bedrooms and 2.5 bathrooms! The main level offers a welcoming open-concept living and dining area with a cozy fireplace, a convenient half bath, and sliding glass doors leading to a private enclosed deck-the perfect spot to enjoy your morning coffee or unwind after a long day. Upstairs, you'll find a spacious primary suite with its own private full bathroom, along with a second generously sized bedroom and an additional full bathroom, providing comfort and convenience for family or guests. The lower level features a partially finished basement with endless possibilities. Create the space you've always wanted-whether it's a family room, home office, gym, recreation area, or additional living space. The laundry area is also located on this level. Additional highlights include 1-Car Garage and 1 Assigned parking space and access to wonderful community amenities Swimming Pool and Clubhouse. This townhouse offers the perfect combination of space, comfort, and potential. Schedule your showing today before it's gone!

3991 Park Ave, Fairfield
$839,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24153624 MLS
Located in Fairfield's highly sought-after University area, this classic Cape Cod-style home offers curb appeal, charm and character. Featuring hardwood floors throughout the main living areas and bedrooms, the home boasts a recently installed white kitchen with quartz countertops, farmhouse sink, center island, stainless-steel appliances and small butler's pantry with wine refrigerator. The large formal dining room is ideal for entertaining, and the inviting living room with fireplace has French doors which open to a spacious deck, bluestone patio and private backyard. An adjacent sunroom/den has a vaulted ceiling and provides additional flexible living space. The upper level includes a primary bedroom with generous closet space and attic storage, along with two additional bedrooms and a beautiful full bath featuring stylish tile finishes. A partially finished lower level offers additional living space, along with a laundry area, utility room, and ample storage. Outside, enjoy a level yard enhanced by mature landscaping, lovely plantings, a garden shed, a wood deck and bluestone patio, ideal for outdoor entertaining. The breezeway entry leads to an attached one-car garage. This home presents an exceptional opportunity in one of Fairfield's most desirable neighborhoods. While some finishing touches remain, the property offers outstanding value and recent updates like the recent kitchen, baths and roof. Close to Fairfield University, train stations,

31 Smedley 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.