Fairfield Homes for Sale

Fairfield Homes for Sale

Welcome to Fairfield County, Connecticut, a charming region known for its picturesque landscapes, historic charm, and vibrant communities. Located in the heart of the state, Fairfield County offers a perfect blend of suburban tranquility and urban convenience.

If you are looking for homes for sale in Fairfield County, you are in for a treat. True to its name, Fairfield County boasts a diverse selection of properties to suit every lifestyle. From elegant colonial-style homes in tree-lined neighborhoods to modern condos with stunning waterfront views, there is something for everyone in this sought-after area.

In Fairfield County, residents enjoy a high quality of life with top-rated schools, excellent healthcare facilities, and a thriving arts and culture scene. Outdoor enthusiasts will appreciate the county's numerous parks, nature reserves, and scenic trails, perfect for hiking, biking, and exploring the great outdoors.

With its proximity to New York City and easy access to major highways and public transportation, Fairfield County offers the perfect balance of small-town charm and big-city convenience. Whether you are a first-time homebuyer, a growing family, or a retiree looking for a peaceful retreat, Fairfield County has something for everyone.

Discover the beauty and charm of Fairfield County, Connecticut, and find your dream home in this idyllic New England destination.

Newest Fairfield Homes for Sale

$1,161,500
4 Beds 4 Baths 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

$1,459,000
4 Beds 3 Baths 24204782 MLS
A truly special property, beautifully updated and privately situated at the end of the cul-de-sac on 5.7 professionally landscaped acres.Recent exterior improvements include fresh paint, a new roof with copper flashing and new gutters.Outdoor amenities include a fenced area for pets, a 3-car garage, barn, expansive deck with vinyl railings and a secluded bluestone patio with hot tub and gazebo.Inside, a dramatic 2-story foyer welcomes you with elegant wainscoting, crown molding, and upgraded door casings.The remodeled main level features a stunning coffered ceiling in the great room where a floor-to-ceiling stone fireplace surrounds a cozy pellet stove.The chef's kitchen offers newer granite countertops & backsplash, large island, gas range with custom hood, wall oven with microwave, designer lighting, abundant cabinetry, walk-in pantry and coffee bar area.The dining and living rooms-currently enjoyed as a billiard room-are enhanced by sophisticated flat-panel wainscoting.Upstairs are three generously sized bedrooms, a spacious laundry room and an impressive primary suite featuring a double-sided gas fireplace shared by the bedroom and bath, a private office, luxurious bath with soaking tub and separate shower and a dedicated dressing room.An additional second-floor room with its own full bath provides flexible guest accommodations.The finished lower level offers even more space with a game and theater room.A rare combination of privacy, updates and exceptional amenities!

20 Bridle Path Trl, Newtown

$3,200,000
4 Beds 6 Baths 24206702 MLS
Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday enjoyment. Step outside to your own private resort, featuring a gunite heated swimming pool, jacuzzi, expansive stone patio, outdoor shower and beautifully appointed outdoor entertainment area with a fully equipped outdoor kitchen. Surrounded by mature landscaping and tranquil natural beauty, the outdoor spaces create the perfect setting for al fresco dining, summer gatherings, or quiet evenings under the stars. The residence offers 5 bedrooms, 5 full bathrooms, and 3 half bathrooms, along with an impressive array of thoughtfully designed spaces, including a billiard room, wine cellar, exercise room, recreation room, office, sunroom and family room. An additional attic level offers a finished room and versatile bonus space, providing even more room for guests, hobbies, or personal use. Every detail reflects a commitment to comfort, entertaining, and refined living. A 3-car garage adds convenience and ample space for vehicles and storage. From the grand approach and peaceful cul-de-sac setting to the exceptional amenities and expansive indoor-outdoor living spaces, this extraordinar

32 Bernhard Dr, Weston

$3,975,000
5 Beds 5 Baths 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

$995,000
4 Beds 4 Baths 24204414 MLS
Curb Appeal Plus! Bask in the charm of this pristine 4-bed, 3.1-bath home set on 2.41 lush, landscaped acres. Spanning 4,000+ sq ft of meticulously maintained living space, this residence offers fabulous flow and enduring appeal. The custom center-island kitchen features granite counters, premium appliances, and a cheery casual dining area with a bay window seat overlooking the stunning backyard and sparkling in-ground pool. Elegant formal living and dining rooms provide a touch of elegance, while the welcoming family room-with beams, built-in shelving, and a stone wood-burning fireplace-is all about comfort and relaxation. Retreat to the expansive primary suite featuring double closets, a private bath, and charming built-in bench seating with views of the front landscape. A versatile upper-level bonus room/office with skylights flexible space bathed in natural light. The finished walk-out lower level adds incredible value, boasting two rec/playrooms, sauna, kitchenette, wood stove, and ample storage. Outside, an impressive 36x26 multi-level deck invites al fresco dining and summer BBQs while overlooking the private grounds, verdant gardens, pool and the open space woodlands that border this exceptional property. Stellar location in a highly sought-after Redding Center cul-de-sac neighborhood close to schools, shopping, and commute routes, this home is the perfect blend of convenience, nature, and community. It doesn't get better than this!

22 Deacon Abbott Ln S, Redding

$729,000
4 Beds 4 Baths 24206463 MLS
Stunning, one-owner Colonial, architect-designed custom built meets modern versatility. This isn't your typical cookie-cutter home; it was thoughtfully crafted to adapt to your lifestyle, offering a unique floor plan that feels both expansive and intimate. From the moment you step inside, the freshly painted interior and newly refinished natural hardwood floors create a bright, move-in-ready atmosphere that glows in the sunlight ~The main level serves as the heart of the home, balancing style and function with an effortless flow between the kitchen, dining, and living areas. The kitchen features custom cabinetry, sleek granite countertops, a large peninsula, and a coordinated with black stainless-steel appliances. This space opens directly to the dining area and a living room anchored by a cozy gas fireplace-perfect for hosting or quiet evenings at home ~One of the standout features of this property is the incredible flexibility. A private MAIN-LEVEL suite, offers a spacious living area, a large bedroom, and a full bath with an oversized six-foot multi-jet shower. Whether utilized as a primary suite, in law or a dedicated guest wing, the possibilities are endless ~Upstairs, the SECOND PRIMARY SUITE serves as a true retreat, featuring a walk-in closet with custom built-ins and a spa-like bath with a jetted soaking tub and double sinks. French doors lead to a private bonus room-ideal for a gym, sitting room or office. Two additional oversized bedrooms each with walk-in closets.

41 Jordan Ave, Shelton

$3,000,000
3 Beds 3 Baths 24202432 MLS
Perched atop Nylked Terrace in Rowayton's private Pine Point Beach Association, this fully renovated (2018), turnkey 3-bedroom, 3-bath Cape offers direct, elevated views of Long Island Sound and the newly restored Greens Ledge Light. Best of all, enjoy coastal living with private access to Crescent Beach via a historic stone trolley path, and the peace of mind of a non-flood zone location. The main level boasts an open-concept layout centered around beautiful water views from the living room with a gas fireplace, a bright dining area, and a gourmet kitchen equipped with quartz countertops, top-tier appliances, and custom shiplap details. A spacious Ipe deck spans the rear of the home, framing spectacular water views for effortless indoor-outdoor entertaining. A large family room, a quiet office, and a full bath complete the first floor. Upstairs, the primary suite captures peaceful water views with a private balcony for quiet mornings. The spa-like primary bath features a glass-enclosed wet room with a deep soaking tub and double shower, complemented by both traditional and walk-in closets. Two secondary bedrooms share a hall bath, located alongside a convenient second-floor laundry room. The finished walk-out lower level offers flexible bonus space, garage access, and an outdoor shower. Stunning water views, timeless high-end finishes, and private beach association perks on a most desirable coastal peninsula. Welcome home!

6 Nylked Ter, Norwalk

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