Fairfield Real Estate

Welcome to Fairfield, a charming city located in Fairfield County, Connecticut. Known for its picturesque coastal setting, rich history, and vibrant community, Fairfield offers residents the perfect blend of small-town charm and modern amenities.

Fairfield boasts a thriving downtown area with a variety of shops, restaurants, and entertainment options. Residents can enjoy strolling along the historic streets, visiting local boutiques, or dining at one of the many acclaimed restaurants. The city is also home to several parks and green spaces, providing ample opportunities for outdoor activities such as hiking, biking, and picnicking.

With top-rated schools, a strong sense of community, and a convenient location just a short drive from New York City, Fairfield is a popular choice for families, young professionals, and retirees alike. Whether you're looking to settle down and raise a family or seeking a vibrant community to call home, Fairfield has something to offer everyone.

If you're considering making Fairfield your home, explore our real estate listings to find your perfect property in this idyllic city. From historic homes to modern condos, there's a diverse range of options to suit every taste and budget. Come discover all that Fairfield has to offer and find your dream home in this charming New England city.

Newest Listings in Fairfield

$2,195,000

5 Beds ⋅ 5 Baths ⋅ 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 ⋅ 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

$3,500,000

5 Beds ⋅ 5 Baths ⋅ 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 ⋅ 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

$699,000

3 Beds ⋅ 2 Baths ⋅ 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 ⋅ 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 ⋅ 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

$1,199,000

4 Beds ⋅ 2 Baths ⋅ 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

$5,499,000

5 Beds ⋅ 5 Baths ⋅ 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 ⋅ 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 ⋅ 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 ⋅ 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

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