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

$25,000,000

6 Beds ⋅ 11 Baths ⋅ 24084663 MLS

Sasco Point- A Rare Waterfront Estate. Perched on over 11 acres with 450 feet directly on Long Island Sound, Sasco Point is an extraordinary coastal retreat. Nestled at the end of prestigious Sasco Hill Road, this architecturally stunning estate blends Swedish, Dutch, and Moorish influences, creating a residence that is as elegant as it is timeless. A discreet gated entrance leads to a winding drive, revealing a breathtaking landscape of curated gardens, rolling lawns, and panoramic water views. Designed for both grand entertaining and intimate gatherings, the estate features a newly built multi-car garage with a second-floor art studio and play space, a new pool, birch garden, and an expansive patio, all seamlessly integrated with the natural beauty of the surroundings. A private dock with stairs to the secluded beach provides direct waterfront access, while a newly added wine cellar and lower-level suite with a full bathroom enhance the home's luxurious amenities. Recent upgrades, including advanced irrigation, outdoor lighting, new A/V system, ensure modern convenience without compromising the estate's historic charm.Featured in Architectural Digest as "a new house with an old soul," the interiors are a masterclass in refined elegance. Every space is thoughtfully curated with serene color palettes, exquisite craftsmanship, and breathtaking water views from nearly every room. Sasco Point is truly one of America's most distinguished waterfront estates. Luxury Perfected!

1131 Sasco Hill Rd, Fairfield

$9,975,000

7 Beds ⋅ 10 Baths ⋅ 24161896 MLS

The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly .The barn pool house includes a full eat-in kitchen and lounge, bath ,and full gym steps from the pool. An office pavilion is set privately in a quiet garden area. The park like property is surrounded by high stone walls, a nature preserve, open land, a heated paddle tennis court, and an orchard. Live in ultimate style and easy elegance just a quick commute to NYC and airports. This private haven surrounded by a 155 acre nature preserve is minutes to Fairfield, Westport and Greenwich dining and shopping.

4800 Congress St, Fairfield

$8,696,000

7 Beds ⋅ 8 Baths ⋅ 24160984 MLS

Set within artisan stone walls with curated flowering landscapes, this magnificent stone and stucco residence is a masterful tribute to Southport's enduring architectural legacy. Designed to blend seamlessly among the grand neighboring estates of this coveted enclave, 640 Hulls Farm strikes a rare balance: modern in execution, timeless in presence. Construction begins in April with Coastal Luxury Homes, Fairfield County's premiere creator of bespoke residential properties, this 8,560SF masterpiece will embody uncompromising craftsmanship, globally sourced materials, and state-of-the-art systems & technology. Expansive floor-to-ceiling glass invites natural light to cascade throughout the meticulously designed interiors, framing serene views of the manicured grounds and resort-style pool w/spa. The open floor plan is ideal for elegant entertaining and effortless daily living. A chef's kitchen of unrivaled distinction is complemented by a fully appointed scullery, seamlessly supporting both private gatherings and large-scale entertaining. The great room exudes warmth and architectural presence, while the handsome parlor/office opens to an oversized covered porch. The primary suite is a sanctuary unto itself, featuring a fireplace, private terrace, and spa-inspired bath designed for true indulgence. 6 addit'l bedrooms provide luxurious accommodations for family & guests alike. LL is exceptional w/media room, golf simulator, gym, etc. 4 car garage, elevator shaft & much more.

640 Hulls Farm Rd, Fairfield

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