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

$749,900
4 Beds ⋅ 3 Baths ⋅ 24190937 MLS
Move right into this beautifully maintained 4-bedroom, 2.5-bath home in the highly desirable Fairfield Center neighborhood, where comfort, convenience, and lifestyle come together. Ideally located just moments from vibrant downtown Fairfield, you'll enjoy easy access to an abundance of restaurants, cafes, boutique shopping, parks, top-rated schools, the Metro-North train station, Fairfield's beautiful beaches, and the nearby I-95 entrance for an easy commute. Lovingly cared for and truly move-in ready, this home offers a warm and inviting floor plan with bright, comfortable living spaces designed for everyday living and entertaining. The finished lower level provides valuable professionally finished additional living space, complete with a full bath and laundry area, making it ideal for a recreation room, home office, gym, or guest accommodations. Outdoor living is equally impressive with a spacious rear wooden deck overlooking a beautiful, level, fully fenced backyard. A separate stone patio creates another inviting space for outdoor dining, entertaining, relaxing with family and friends, or simply enjoying peaceful evenings at home. The low-maintenance vinyl siding adds to the home's lasting appeal and ease of ownership. Offering an exceptional combination of location, condition, and amenities, this is a rare opportunity to own a turnkey home in one of Fairfield's most sought-after in-town neighborhoods.

77 Round Hill Rd, Fairfield
$749,900
3 Beds ⋅ 4 Baths ⋅ 24183487 MLS ⋅ Woodfield Village BLDG.
Welcome to 166 Glengarry Road, a beautifully maintained end-unit townhouse in Fairfield's sought-after Woodfield Village community. Offering 3 bedrooms, 3 full baths, 1 half bath,and a versatile floor plan, this move-in-ready home combines comfort, space, and convenience. Freshly painted throughout and featuring refinished hardwood floors, the home is filled with natural light. The spacious living room showcases vaulted ceilings, oversized windows, and a fireplace, creating an inviting space for everyday living and entertaining. The dining area flows seamlessly into the kitchen, complete with stainless steel appliances and ample storage. The flexible layout offers comfortable living on multiple levels, while the finished lower level provides additional space ideal for a family room, home office, gym, media room, or guest retreat. An unfinished storage area offers excellent room for seasonal items, hobbies, or workshop space. As an end unit, the home enjoys added privacy and beautiful views of the professionally maintained grounds. Residents enjoy access to Woodfield Village amenities including a pool, pool house, tennis and pickleball courts. Conveniently located just minutes from shopping, dining, Fairchild Wheeler Golf Course, Metro-North, Fairfield beaches, and the Merritt Parkway, this exceptional home offers the perfect blend of low-maintenance living and Fairfield lifestyle. Move right in and enjoy all that Woodfield Village has to offer.

166 Glengarry Rd Unit 166, Fairfield
$748,000
4 Beds ⋅ 3 Baths ⋅ 24189274 MLS
Get the quality of a reimagined home in Fairfield at a pric that's increasingly hard to find. R Renovated and thoughtfully expanded, this move-in-ready 4-bedroom, 2.5-bath home blends classic New England cottage charm with modern comfort. With over 1,300 square feet of new construction, the open floor plan offers exceptional SPACE for everyday living and entertaining. The spacious eat-in kitchen features quartz countertops, a large center island, stainless steel appliances, and a pantry, flowing seamlessly into the dining room. An oversized 25-foot living room provides ample space to gather, while a first-floor bedroom offers flexibility for guests, a home office, or multigenerational living. Upstairs, the roomy primary suite includes a private bath and generous closet space. A finished third-floor bedroom with a bonus room provides versatile space for a media room, playroom, fitness area, office, or guest retreat. Hardwood floors throughout, main-level laundry, Split systems throughout the home provide efficient heating and cooling, and multiple patios complete the home. Enjoy morning coffee on the kitchen patio or entertain in the private, fenced backyard. Ideally located just minutes from Fairfield Metro with direct service to New York City, Fairfield University, Sacred Heart University, St. Vincent's Medical Center, Fairfield beaches, parks, shopping, and the restaurants, cafes, and waterfront of neighboring Black Rock.

198 Castle Ave, Fairfield
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