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

$729,900
3 Beds ⋅ 2 Baths ⋅ 24184200 MLS
Brick Cape on quiet Stratfield cul de sac! Enjoy refinished hardwood floors throughout. Living room with fireplace opens to 3 season porch, formal Dining room, sunny white eat in Kitchen, main level bedroom and powder room on main floor. Upper level has 2 Bedrooms - both with generous closets/ storage - and tile Bath. Lower level heated Playroom with new floor, summer Kitchen and wine cellar. Level .25 acre lot with 2+ car garage (with 220V) plus storage above and 3rd garage bay with wood stove. Great opportunity - Estate sale!

312 Bennett St, Fairfield
$725,000
4 Beds ⋅ 2 Baths ⋅ 24176561 MLS
!!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!! A rare opportunity to secure a substantial portion of your financing at just 3% on this fully renovated Fairfield two-family! Current rents total $4,650/month and are believed to be below market, creating a compelling opportunity for owner-occupants and investors alike. Live in one unit and let the other help offset your housing costs or add a turnkey income-producing property to your portfolio. Completely renovated and thoughtfully updated from top to bottom, the home features a 1 bedroom, 1 bath first-floor apartment & a 3 bedroom, 1 bath apartment spanning the 2nd & 3rd floors. Both units offer updated kitchens with quartz countertops, custom white cabinetry, stainless steel appliances and designer tile backsplashes, along with renovated baths, crown molding, recessed lighting, updated flooring and neutral contemporary finishes. The upper unit includes flexible living space, a dedicated office/flex room and walk-in closet. Instant hot water heaters & extensive renovation work offer added efficiency & peace of mind for years to come. Outside, enjoy a covered front porch, multi-level rear decks, & a fully fenced backyard with fire pit area w/cafe lighting. Convenient to schools, shopping, restaurants, parks, Metro-North &major commuting routes. Current rents: $1,925 for the 1BR & $2,725 for the 3BR. Loan assumption subject to servicer approval & buyer qualification. !!!ASSUMABLE 3% VA LOAN - APPROX. $468,000 BALANCE!!!

241 Old Stratfield Rd, Fairfield
$719,000
3 Beds ⋅ 2 Baths ⋅ 24195557 MLS
OPEN HOUSE CANCELLED DUE TO STORM. A classic craftsman/colonial in one of Fairfield's most established neighborhoods, renovated with a level of care that still holds up beautifully today. The layout is open and easy to live in, with hardwood floors throughout, shiplap detailing, and a fireplace flanked by window seats that catch the afternoon sun. The kitchen is finished in white with quartz countertops and high-end appliances built for both everyday cooking and entertaining. The bathrooms are updated, storage is generous across all three bedrooms, and French doors lead from the mudroom through the kitchen and out to a three-season room. With barn-sided walls, a shiplap ceiling, and screened windows, it's a comfortable spot from morning coffee through dinner. The basement has been professionally waterproofed, adding real peace of mind beyond the finishes you can see. A two-car detached garage sits behind the house, and Lincoln Park is just up the street. It's a genuinely turn-key home, well suited to a growing family or anyone looking to simplify without giving up character. Homes in the Stratfield section are hard to come by. This one is ready when you are.

265 Jackman Ave, Fairfield
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