Fairfield Real Estate

Fairfield, CT Homes for Sale

Fairfield, CT homes for sale range from starter capes near $500,000 to waterfront colonials above $2 million, with the median single-family sale price around $900,000. Dave Jones Realty has worked this Fairfield County market for decades, guiding buyers through neighborhoods that stretch from the Long Island Sound beaches to the wooded northern sections near the Merritt Parkway. The town combines historic New England architecture, two university campuses, and a Metro-North commuter line that reaches Grand Central in roughly 75 minutes.

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Home Styles and Price Context

Fairfield's housing stock is dominated by colonials, capes, and Victorian-era homes, many built between 1900 and 1960. Center-hall colonials in Fairfield typically list between $750,000 and $1.4 million and average 2,200 to 3,400 square feet. Beach-area cottages and capes near Fairfield Beach Road start around $550,000, while renovated waterfront properties in Southport exceed $2.5 million. Lot sizes range from a quarter acre near the shore to over an acre in the Greenfield Hill area.

Neighborhoods

Southport

Southport is a historic village in Fairfield centered on Southport Harbor and Pequot Avenue, known for restored Federal and Greek Revival homes. Southport homes frequently sell between $1.2 million and $4 million and fall within the Mill Hill Elementary School zone.

Greenfield Hill

Greenfield Hill occupies the northern section of Fairfield and is known for its annual Dogwood Festival and larger lots averaging one to two acres. Colonial estates in Greenfield Hill commonly range from $1 million to $2.5 million.

Fairfield Beach

The Fairfield Beach area along Reef Road and Fairfield Beach Road holds cottages and year-round homes within walking distance of Jennings Beach and Penfield Beach.

Daily Life

Fairfield has two Metro-North stations, Fairfield and Fairfield Metro, providing New Haven Line service to Manhattan in about 75 minutes. The Merritt Parkway and Interstate 95 both cross the town for regional driving. Sacred Heart University and Fairfield University are both located in Fairfield and rank among the town's largest employers. Jennings Beach and Penfield Beach line the Long Island Sound shoreline, and downtown Fairfield along the Post Road offers restaurants, the Fairfield Theatre Company, and weekend shopping.

Working With a Local Agent

Dave Jones Realty has closed sales across Southport, Greenfield Hill, and the Fairfield Beach area, giving buyers direct comparison points between historic village homes and northern estate properties.

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Newest Homes for Sale in Fairfield, CT

$999,999
6 Beds ⋅ 3 Baths ⋅ 24203954 MLS
RARE OPPORTUNITY! Welcome to this beautifully remodeled single-family home offering modern living, exceptional flexibility, and rental income potential. The main residence features 4 bedrooms and 2 full baths and has been completely remodeled with modern finishes, beautiful flooring throughout, remodeled bathrooms, and a newly extended dining room that provides additional space for entertaining. Adding to the property is a newly constructed in-law suite, built from the ground up in 2024. The suite features 2 bedrooms, 1 full bath, its own private entrance, dedicated garage space, backyard space, and separate utilities. The unit is currently rented for $2,850 per month, providing immediate rental income. The separate utilities and private entrance add an exceptional level of convenience and privacy. The main home is move-in ready with a thoughtfully updated interior and a functional layout designed for comfortable everyday living. The combination of a fully remodeled 4-bedroom home and a newer 2-bedroom in-law suite makes this a truly unique property that offers both quality and versatility. A rare opportunity to own a beautifully updated single-family home with a newly constructed in-law suite and existing rental income. Schedule your private showing today! Agent is related to seller.

50 Exchange Pl, Fairfield
$999,999
4 Beds ⋅ 3 Baths ⋅ 24196817 MLS
205 Stoneleigh Square captures everything buyers love about this cherished neighborhood, from tree-lined streets and timeless charm, to a convenient location and a true sense of community. This gracious 4-bed Colonial offers generous living spaces, a floor plan that's thoughtfully designed, and unique art deco-inspired touches throughout. Sunlight pours through a bow window in the living room, creating a bright and inviting space. Hardwood floors flow into the dining room and make entertaining feel natural and comfortable. Behind French doors, a home office/den provides the ideal setting for working remotely or pursuing creative passions. The kitchen features an island, walk-in pantry and breakfast nook surrounded by a stunning oversized bowed window overlooking the backyard. Down the ramped hallway is the family room, the perfect game-day retreat. A bedroom and full bath creates a private yet comfortable space for guests. Midway up the stairs is an additional bonus room/playroom/bedroom. 3 bedrooms and a full bath complete the 2nd floor. The private backyard invites everyday enjoyment, from summer BBQs to evenings spent around the firepit. Life on Stoneleigh is more than just the home, it's about the lifestyle. Evening strolls with neighbors and local events like Lincoln Parkapalooza will create lasting friendships. Rarely does an opportunity arise to own a home in one of Fairfield's most treasured neighborhoods, where charm, convenience, & a sense of belonging come together

205 Stoneleigh Sq, Fairfield
$999,900
4 Beds ⋅ 3 Baths ⋅ 24206480 MLS
The home you have been waiting for! Offered at $999,900, this beautifully updated 4-bedroom, 3-bath split-level offers more than 2,600 square feet of finished living space on a spacious 0.62-acre lot with a 1-car attached garage ideally situated on a quiet cul-de-sac. Extensively renovated, the home features hardwood flooring, a remodeled kitchen with granite countertops high-end appliances, beautifully updated bathrooms, newer upper-level windows, heating and central air conditioning, updated lighting and driveway. The finished lower level includes a family room and office, along with additional flexible living space ideal for whatever best suits your lifestyle. Permitted improvements include kitchen and bath renovations, HVAC, plumbing, electrical work and replacement windows, offering buyers added confidence in the quality of the upgrades. The outdoor space is equally impressive. Enjoy a large private yard with an above pool, expansive deck and plenty of room for entertaining, relaxing and enjoying indoor-outdoor living. A storage shed provides additional space for pool equipment, landscaping tools and seasonal items. Located in desirable Fairfield, residents enjoy a vibrant coastal community with beaches, restaurants, shopping, recreation and convenient access to train and major commuting routes. With extensive renovations, a private pool, generous lot and desirable cul-de-sac setting, this property offers the space and Fairfield lifestyle buyers are looking for.

73 Weeping Willow Ln, Fairfield
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