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

$1,065,750
3 Beds ⋅ 4 Baths ⋅ 24205727 MLS ⋅ Thorpe Street Crossing BLDG.
The downtown opportunity you've been waiting for is here! This stunning townhouse-style condo offers three beautifully finished levels with thoughtful design and sophisticated details throughout. Custom millwork, built-in seating, and elegant paneling create a polished yet welcoming atmosphere. The sun-filled, open-concept main level features oversized windows, a spacious dining area, an inviting living room with a gas fireplace, and a beautifully crafted kitchen with a waterfall center island and pantry. Sliders open to a private deck, patio, and fully fenced backyard, perfect for entertaining and indoor-outdoor living. The luxurious primary suite boasts 9-foot ceilings, a board-and-batten accent wall, walk-in closet, and spa-inspired bath with heated floors, soaking tub, dual vanities, and oversized walk-in shower. The versatile third level provides approximately 625 square feet of additional living space with a full bath, closets, and ample storage. Ideal for a media room, home office, guest suite, game room, or potential fourth bedroom. Additional highlights include 9-foot ceilings on the first and second floors, an oversized one-car garage, and three additional parking spaces. Walk to the train, beaches, restaurants, and shopping!

79 Thorpe St Unit 79, Fairfield
$1,049,000
3 Beds ⋅ 3 Baths ⋅ 24206592 MLS
There's something timeless about coming home to a classic Colonial on a quiet street, especially w/ nearly half an acre of level, fenced-in yard waiting out back. Set on one of Stratfield's most desirable streets, this home offers space to gather, room to grow & a setting that feels tucked away yet close to everything. Wrapped in cedar shake shingles, the home welcomes you w/ a newer roof, energy-efficient windows, bluestone steps & a two-bay garage. Inside, natural light pours across red oak floors. The living room centers around a wood-burning fireplace & flows into a window-lined sunroom/office w/ a vaulted ceiling, backyard views & patio access. The eat-in kitchen features granite counters, stainless appliances & ample cabinetry, while the formal dining room & centrally positioned family room with built-in shelving create an easy flow for everyday living & entertaining. A laundry/mudroom & powder room complete the main level. Upstairs are 3 sizeable bedrooms w/ hardwood floors & outfitted California walk-in closets, including a primary suite w/ a private bath, plus a second full bath for the other bedrooms. The walk-up attic offers exciting potential for additional bedrooms, a guest suite, home gym or media room, while the unfinished basement provides even more possibilities. Outside, the level .45-acre fenced yard, mature landscaping & generous patio create a private retreat w/ plenty of room to play, entertain, dine outside or explore a future pool.

136 Chatham Rd, Fairfield
$1,000,000
3 Beds ⋅ 3 Baths ⋅ 24200570 MLS
Welcome to your home sweet home in the heart of Stratfield. Friendly, walkable neighborhood one block to Lincoln Park/Playground. This classic colonial on a spacious .3 acre lot, is the home you've been waiting for. You'll adore the traditional Living Room with fireplace and charming built-ins, as well as the elegant Dining Room perfect for casual meals and special occasions alike. The Kitchen is warm and inviting, with gorgeous butcher block countertops and farm sink, a lovely breakfast spot with views to the backyard, and glass sliders to the spacious deck. The generous Family Room offers the ultimate in flexibility, and could be a perfect In-Law or 1st Floor Bedroom. The Three-Season Porch is a serene spot to catch up with neighbors or just watch the world go by. A main floor Full Bath as well as a Powder Room, provides convenience. Upstairs you'll find a Primary Bedroom with walk-in closet, Two Additional Bedrooms and a Full Bath. The Finished Third Floor could be a 4th bedroom, Playroom or Office. And a partially Finished Lower Level is great bonus space for work or play, with plenty of storage as well. Relaxing and entertaining outside is a pleasure with a beautiful stone patio right off the enclosed porch, or lounge or grill on the deck. Ideally located close to Black Rock Tpke shopping, the Merritt and Lake Mohegan. 10 minutes to the Train and Downtown Fairfield, 15 minutes to the beach. You're going to love this home!

107 Benedict Ave, Fairfield
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