Fairfield Real Estate

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

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

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

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

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

Newest Listings in Fairfield

$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. 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

$425,000

2 Beds ⋅ 1 Baths ⋅ 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

$5,625,000

5 Beds ⋅ 6 Baths ⋅ 24193624 MLS

*Offers Due 7/26 at 5PM* Timeless luxury meets exceptional craftsmanship at 98 Banks Place, where a meticulous restoration & rebuild, completed in 2017, transformed an 1830 Greek Revival into a home offering the comfort of new construction while preserving the soul, warmth, & character only a home of this era can provide. Original floors, brick, timbers, custom windows, reclaimed hardware, & period details blend seamlessly with custom millwork, barrel ceilings, Belgian stone flooring, designer finishes, radiant-heated floors, & all-new systems. A chef's kitchen w/ concealed scullery anchors gracious living spaces, while an inviting family room & serene primary suite balance gathering & retreat. Set on nearly 5.5 private acres, the property is designed for indoor-outdoor living w/ a resort-style pool, year-round spa, expansive bluestone patio, outdoor kitchen, double-sided fireplace, & new pool house offering flexible space for guests, entertaining, an in-law suite, or future living accommodations. Sweeping lawns, formal gardens, an apple orchard, enclosed vegetable garden, & mature green screening create a private retreat unlike any other. Moments from Southport Village, Southport Harbor, Pequot Library, Southport Beach, dining, & the train, this is a rare opportunity to enjoy estate-like living in one of Fairfield County's most sought-after coastal communities, where old-world charm, modern ease, & a walkable coastal lifestyle come together in a truly one-of-a-kind offering

98 Banks Pl, Fairfield

$729,000

3 Beds ⋅ 2 Baths ⋅ 24192413 MLS

***Please submit all offers to Kelsey at info@pritchardhomesteam.com 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 ⋅ 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 ⋅ 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

Start Your Search

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.