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.

Newest Homes for Sale in Fairfield, CT

$765,000
3 Beds 2 Baths 24205398 MLS
The neighborhood you've been waiting for and an opportunity that is increasingly hard to find in Fairfield. Set on an oversized lot backing to Fairchild Wheeler Golf Course, this mid-century ranch offers a remarkable blend of location, privacy, character, and possibility. Mature trees and plantings surround the property, creating a park-like setting that feels unexpectedly secluded while still being close to Fairfield beaches, live music, dining and shopping. Inside, more than 1,700 square feet of inviting living space is waiting to welcome you. Beautiful hardwood floors extend through most of the home and built-ins in the living room add to its charm. The kitchen offers ample space to dine while enjoying peaceful backyard views. Just off the foyer and kitchen is the family room which may become your favorite place in the house. A wood-burning fireplace with stone surround anchors the space, while more oversized windows frame the beautiful backyard. The home offers three bedrooms and two full baths. The primary br includes its own newly refreshed bath. The second full bath is a wonderful nod to the home's original character, with beautifully preserved pink tile paired with updated wallpaper and lighting for a look that feels playful and completely at home here. The unfinished basement offers untapped potential to those who may want more space. For buyers who have been waiting for the right combination of location, land, livability and value 111 Casmir is a must see.

111 Casmir Dr, Fairfield

$759,000
3 Beds 2 Baths 24203496 MLS
Charming and beautifully updated, this 3-bedroom, 2-bath Cape Cod offers warmth, style and easy living in a wonderful Fairfield setting. Engineered hardwood floors and fresh paint create a welcoming feel throughout. The remodeled kitchen features quartz countertops, abundant cabinetry, a gas range, built-in microwave and breakfast bar w/ high-top seating, opening seamlessly to the vaulted great room. Skylights bring in beautiful natural light, while a slider leads to an expansive stone paver patio, creating an inviting flow for indoor-outdoor living and entertaining. Two bedrooms are located on the main level, including a spacious primary ensuite with full bath, tub/shower, walk-in closet and a separate, light-filled sitting room-perfect for a nursery, dressing area, home office or private retreat. A remodeled full bath w/ tiled shower and convenient washer/dryer completes the main level. Upstairs, a spacious loft leads to a private third bedroom. Thoughtful updates include an on-demand water heater (2022), roof (2020), remodeled kitchen (2022), exterior paint (2024), new split-system HVAC and interior paint (2026), with a surplus of improvements detailed in the MLS documents. An attached one-car garage adds convenience. The fully fenced, landscaped yard provides privacy and enjoyment, while the expansive patio is ideal for relaxing or entertaining. Enjoy an easy lifestyle w/ a walk to Lake Mohegan, North Stratfield Elementary and an abundance of open-space hiking trails.

118 Lloyd Dr, Fairfield

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