Fairfield County Real Estate

Welcome to Fairfield County, located in the picturesque state of Connecticut! Known for its charming towns, beautiful coastline, and rich history, Fairfield County offers a unique blend of suburban tranquility and urban sophistication.

With its proximity to New York City, Fairfield County is a popular choice for those seeking a peaceful retreat while still having easy access to the bustling city life. The county is home to a variety of communities, each with its own distinct character and amenities.

From the historic streets of Greenwich to the vibrant cultural scene in Stamford, Fairfield County has something to offer everyone. Outdoor enthusiasts will appreciate the county's numerous parks, beaches, and hiking trails, while foodies will delight in the diverse culinary options available throughout the area.

In addition to its natural beauty and recreational opportunities, Fairfield County boasts top-rated schools, making it an ideal location for families looking to settle down. Whether you're searching for a waterfront property, a historic home, or a modern condo, Fairfield County has a range of real estate options to suit your lifestyle.

Come discover all that Fairfield County has to offer - from its charming neighborhoods to its vibrant downtowns, this region truly has something for everyone. Experience the best of both worlds in Fairfield County, where small-town charm meets big-city convenience.

Newest Listings in Fairfield County

$400,000

3 Baths ⋅ 24204154 MLS

Excellent opportunity to acquire a three-parcel commercial property consisting of 852 Central Avenue, 1259 Stratford Avenue, and 1273 Stratford Avenue in Bridgeport, CT. The offering includes an existing commercial building along with two adjacent parcels currently utilized for parking, providing valuable additional on-site parking and flexibility rarely found with a standalone commercial property. With frontage/access along the Stratford Avenue/Central Avenue area, this offering presents an opportunity for an owner-user, investor, business operator, or potential redevelopment project. The combination of the existing building and adjoining lots provides flexibility for a variety of commercial uses, subject to buyer's verification of zoning, permitting and municipal approvals. Conveniently located within Bridgeport with access to major area roadways, surrounding neighborhoods and commercial corridors. Bridgeport's ongoing investment and development activity, including major mixed-use development along the city's waterfront, adds to the long-term appeal of commercial property in this section of the city. All three parcels are being offered together and will be sold AS-IS. Buyer and buyer's representatives are responsible for performing their own due diligence regarding zoning, permitted uses, property condition, building information, utilities, environmental matters, parking capacity and future development potential. Sale includes: 852 Central Avenue, 1259 Stratford Avenue

1273 Stratford Ave, Bridgeport

$1,495,000

24206725 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

$1,161,500

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

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 24206719 MLS

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

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