Fairfield County Real Estate

Welcome to Fairfield County, Connecticut – a captivating blend of coastal charm and vibrant suburban life. Nestled along the picturesque shores of Long Island Sound, Fairfield County is renowned for its stunning landscapes, rich history, and thriving communities. With a perfect mix of urban excitement and serene natural beauty, this region is an ideal place to call home.

Fairfield County boasts a diverse array of towns, each with its own unique character. From the bustling streets of Stamford, home to a burgeoning business district and a lively arts scene, to the quaint, historic charm of Westport, where you can stroll along scenic beaches and explore charming boutiques, there’s something for everyone. The county is also known for its excellent school systems, making it a desirable location for families.

Outdoor enthusiasts will revel in the abundance of parks, nature reserves, and waterfront activities. Enjoy a leisurely day at the beach in Fairfield or hike the trails at the scenic Weir Farm National Historic Site. For those who appreciate culture, the county is dotted with museums, galleries, and theaters, offering a rich tapestry of artistic expression.

Conveniently located just a short train ride from New York City, Fairfield County provides easy access to the hustle and bustle of the big city while allowing residents to retreat to their tranquil homes. Whether you’re looking for a vibrant urban lifestyle or a peaceful suburban retreat, Fairfield County has it all. Discover the charm, beauty, and community spirit that make this region a truly special place to live. Welcome home!

Newest Listings in Fairfield County

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 24206719 MLS

Outstanding opportunity to build your dream home on an oversized lot in the coveted Glenville School district. Large lot provides ample room for a home of @4,500 sq. ft. FAR as well as a large entertainment area in back yard (pool? court?) Create a new home or renovate/expand the existing house. Lot runs front-to-back from 41 Nicholas Ave to 22 Fletcher Ave giving the possibility to split the lot and build two residences on two separate lots, subject to town approvals. Renderings are for concept only. SFLA does not include partially finished walkout basement. HOUSE SOLD ''AS IS.''

Greenwich

$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

$1,449,000

3 Beds ⋅ 3 Baths ⋅ 24206577 MLS

Completely renovated and move-in ready, this beautifully updated split-level sits on a generous 0.33-acre level lot in Greenwich's desirable Glenville neighborhood. With 3 bedrooms, 2.5 baths, and 1,713 square feet, this home blends thoughtful updates with everyday comfort. Step inside to find new hardwood flooring throughout, an open and bright layout, and two fireplaces for cozy ambiance. The kitchen features stainless steel appliances including a gas cooktop and range, and the updated bathroom offers a fresh, modern vanity. The lower level offers a spacious family room with a convenient laundry area, adding valuable flexible living space. Behind the scenes, this home has been fully upgraded with all new plumbing, heating, and electrical systems, plus a new propane heating system and central air - true peace of mind for the next owner. Outside, enjoy a new patio, driveway, gutters, and siding, an attached one-car garage, and parking for up to 5 vehicles. Located just minutes from the highway with an easy commute into New York City, this home offers the best of both worlds: a peaceful, established neighborhood with the convenience of nearby shopping and major routes. Zoned for Glenville Elementary, Western Middle, and Greenwich High School - and set in one of Connecticut's most sought-after towns - this is a rare opportunity to own a fully renovated home in Greenwich.

105 Glenville St, Greenwich

$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

$599,900

5 Beds ⋅ 2 Baths ⋅ 24206679 MLS

Beautiful 2 family home. This home has been updated with quality, style and attention to detail throughout. This house is an excellent opportunity for an owner occupant, extended family or investor. First floor has 2 bedrooms and second floor has 3 bedrooms. Each unit has its own laundry hook up. Major improvements include a new roof, new windows, new siding, , updated electrical, new insulation, new bathrooms, kitchens, new floors and so much more. The exterior offers even more to live, featuring a large driveway ,yard for entertainment and a detached garage with additional potential for storage or future possibilities. A must see! House is vacant.

219 Adams St, Bridgeport

$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

$349,900

3 Beds ⋅ 2 Baths ⋅ 24206686 MLS

This 3-bedroom, 2-full-bath colonial offers a solid opportunity for buyers looking for a home with character and upside. The house features original details throughout, including a wood staircase with turned balusters and hardwood floors, along with a new appliances and cabinets in kitchen and comfortable living spaces on the main level. Recent updates include a new roof and new windows, both less than a year old, with solar panels included ? helping reduce long-term energy costs. The standout feature here is the walk-up attic, which offers the potential for an additional 300+ square feet of living space once finished, giving buyers plenty of room to expand and add value over time. This home is ready to move into as-is, but also offers plenty of potential for buyers looking to put in some work and build equity.

431 Jane St, Bridgeport

$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

$875,000

24206578 MLS

Here is a wonderful opportunity to purchase a .24 acre parcel on Weed Street and build the home you have been dreaming of. Enjoy a lovely yard and an exceptionally convenient location close to everything New Canaan has to offer, including top rated schools, Waveny Park, Metro-North train service to NYC, outstanding restaurants, boutique shopping, and the vibrant village center.

127 Weed St, New Canaan

$2,995,000

5 Beds ⋅ 5 Baths ⋅ 24206664 MLS

Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor plan was thoughtfully designed to balance modern practical functionality with exquisite design aesthetic. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with a back gate to sidewalk access leading you directly to the schools, Y, Waveny Park with town pool, local shops, world-class dining, library, and metro north express train to NYC, This turn-key beauty offers the perfect blend of sophisticated design and an unbeatable location.

16 Grace St, New Canaan

$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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