This Weekend's Open Houses In Fairfield

FAIRFIELD, CT — Fairfield's open houses this weekend reach deep into Greenfield Hill, from a renovated 1817 Colonial with a three-stall barn near the bridle trails to a 2026 restyling in the Estates of Farmstead Hill. Closer to town are new construction near Fairfield University and a ranch on nearly an acre being sold as-is.

Seventeen Fairfield homes are holding open houses Saturday, Nov. 7, and Sunday, Nov. 8, with prices from $573,000 to $2,799,900, according to Zillow.com.

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Saturday, Nov. 7

1770 Stratfield Road, 10:30 a.m. to 12:30 p.m., $599,900. This three-bedroom, two-bath home has been refreshed, with fresh paint, an updated kitchen with new appliances and cabinets, and a living area with a fireplace and a wet bar. The primary suite has a bath with a corner hot tub, and the fenced backyard is level. The listing places it minutes from Lake Mohegan's trails. It has 1,800 square feet and a detached garage, and the price was cut $30,000 on Nov. 4.

72 Toll House Lane, 11 a.m. to 12:30 p.m., $573,000. This three-bedroom, one-bath home sits on 0.87 acres in North Stratfield and is being sold as-is, ready for updating, according to the listing, which says hardwood floors lie beneath the carpeting. There's a four-season room, a partially finished lower level, central air and an attached two-car garage. It has 1,064 square feet, and the price was cut $12,000 on Nov. 2.

2493 Redding Road, 11 a.m. to 1 p.m., $2,195,000. This five-bedroom, five-bath Colonial is a renovated 1817 house in Greenfield Hill on 3.6 rolling acres, with a two-story entry and sweeping staircase, a chef's kitchen and fireplaces in the family room and den. An apartment with its own entrance sits over the three-car garage, and outside are a gunite pool with a waterfall and a two-story barn with three stalls near the Fairfield Bridle Trails, according to the listing. The listing notes the dining room fireplace is decorative only. It has 5,415 square feet, and the price was cut $200,000 on Oct. 12.

195 Rock Major Road, noon to 3 p.m. (also Sunday, 2 to 4 p.m.), $900,000. This three-bedroom, two-bath ranch sits on more than half an acre on a tree-lined street in the University Area. An expansive kitchen opens to a south-facing deck, and there are oak floors, built-ins and wood-burning fireplaces. It has 2,352 square feet and an attached two-car garage.

28 Country Road #28, 1 to 3 p.m., $1,199,000. This four-bedroom, 3.5-bath home is new construction in the University Area, one of two units with no HOA fee; the listing says only the driveway and garage roof are shared, and each has its own fenced yard. It has white oak floors, a kitchen with a waterfall quartz island, a fireplace and a third-floor suite now set up as an office. It's near Holland Hill School and a mile from Fairfield University. Zillow lists 3,300 square feet.

453 Merwins Lane, 1 to 3 p.m. (also Sunday, 2 to 4 p.m.), $1,700,000. This four-bedroom Cape with three full and two half baths sits on 2.05 private acres in lower Greenfield Hill, with a circular driveway, a living room with a vaulted beamed ceiling and a marble wet bar, and a main-level primary suite with a marble bath. The listing says the kitchen area has been taken down to the studs, with the ceiling raised about 11 inches, so a buyer can design a custom kitchen. It has 3,415 square feet.

56 Rugby Road, 1 to 3 p.m. (also Sunday, 1 to 3 p.m.), $1,450,000. This four-bedroom, three-bath home was built in 2022 between the town center, the beaches and Metro-North, according to the listing. The open main level has a kitchen with a walk-in pantry and pot filler, a first-floor bedroom or office and an Azek deck, and a playground and park are at the end of the street. It has 1,975 square feet.

69 Rakoczy Avenue, 1 to 3 p.m., $1,100,000. This four-bedroom, 2.5-bath townhouse is brand-new construction with four finished levels, hardwood floors and high ceilings. The family room has a gas fireplace with built-in bookcases, the kitchen has a center island, and the third floor holds a fourth bedroom. It's near I-95 and Fairfield Metro. It has 2,843 square feet, and the price was cut $100,000 on Nov. 3.

9 Millspaugh Drive, 1 to 3 p.m. (also Sunday, 11 a.m. to 2 p.m.), $899,000. This three-bedroom, two-bath Cape is in the University Area, with hardwood floors, an updated kitchen, a finished lower level with bonus rooms and a fenced backyard. It has 1,497 square feet.

Sunday, Nov. 8

Also open Sunday: 9 Millspaugh Drive, 11 a.m. to 2 p.m.; 56 Rugby Road, 1 to 3 p.m.; 195 Rock Major Road, 2 to 4 p.m.; 453 Merwins Lane, 2 to 4 p.m. (see Saturday).

55 Blackmount Court #55, noon to 2 p.m., $649,900. This three-bedroom, 3.5-bath condo is an Elgin end unit at Woodfield Village with a private attached two-car garage, a living room with a 19-foot ceiling and a gas fireplace, and a main-level primary suite with a whirlpool tub. Upstairs is a loft; downstairs, a rec room and a bedroom suite with a steam shower. The listing says chairlifts are installed from the garage to the main floor and up to the loft, and can stay or go. It has 2,002 square feet and a $670 monthly HOA fee, per Zillow.

140 Labbance Lane, 1 to 3 p.m., $1,695,000. This three-bedroom, 2.5-bath home is a European-style Greenfield Hill home reached by crossing a brook, on 2 manicured acres, according to the listing. It has three fireplaces, built-ins and a screened porch. It has 3,649 square feet.

160 Brookview Avenue, 1 to 3 p.m., $1,199,000. This four-bedroom, 2.5-bath Colonial is an updated 1920s house at the top of a dead-end cul-de-sac, with custom moldings, a living room fireplace, a mudroom addition with a brick floor and a butler's pantry leading to a kitchen with what the listing calls a showpiece antique stove. The finished third floor has a bedroom, a full bath and a playroom. It has 3,786 square feet.

195 Wood House Road, 1 to 3 p.m., $995,000. This four-bedroom, 2.5-bath Colonial has had one owner and sits on more than 2 acres in Greenfield Hill at the end of a long driveway. The family room has a wood-burning fireplace and walls of windows, the kitchen has double ovens, and there's a bonus room upstairs. The listing cites a new roof and natural gas and invites updates. It has 3,351 square feet on 2.27 acres.

221 Farmstead Hill Road, 1 to 3 p.m., $2,799,900. This five-bedroom, 4.5-bath home is in the Estates of Farmstead Hill on a cul-de-sac in lower Greenfield Hill, and the listing says it was restyled in 2026, with a new white Wood-Mode kitchen, floors, lighting and HVAC. A vaulted salon has two-story windows, a sunroom doubles as a billiards room, and arched passageways, fieldstone walls and masonry fireplaces run through the house. The primary suite has a fireplace sitting room and a Juliet balcony. It has 6,616 square feet on 2.44 acres.

250 Szost Drive, 1 to 3 p.m., $1,489,999. This five-bedroom, 4.5-bath home is a new house on a circular street in the Fairfield University area, built on the renovated existing foundation, according to the listing. It has a covered front porch, a metal roof, a gas fireplace, a kitchen with Thermador appliances and a walk-in pantry, a third-floor bonus room and a finished lower level. It has 3,065 square feet, and the price was cut $60,000 on Oct. 15.

2730 Burr Street, 1 to 3 p.m., $995,000. This four-bedroom, 2.5-bath Colonial sits on 2.09 acres in Greenfield Hill framed by stone walls and mature trees. A front-to-back living room has a fireplace, and a step-down family room with a beamed vaulted ceiling and a floor-to-ceiling gas fireplace opens to a screened porch; the basement has a sauna. The listing notes deeded easements for a shared driveway and a utility line. It has 2,588 square feet, and the price was cut $205,000 on Nov. 4.

285 Primrose Lane, 1 to 4 p.m., $1,299,000. This four-bedroom, 2.5-bath home had a total renovation in 2024, according to the listing, with wide-plank white oak floors, a sunny eat-in kitchen and a great room with a vaulted ceiling. It's near Lake Mohegan's beach and splash pad and the Cascades trails, with a new Trex deck and a finished flex space. It has 3,407 square feet.

Saturday morning starts near Lake Mohegan at 10:30 a.m. and swings up to Greenfield Hill for the Redding Road estate at 11. The afternoon belongs to the University Area, where Country Road, Rugby Road, Rakoczy Avenue and Millspaugh Drive all open at 1 p.m. Sunday is Greenfield Hill's turn: Labbance Lane, Wood House Road, Farmstead Hill Road and Burr Street all open at 1 p.m.

Listing details from Zillow.com as of Nov. 5, 2026. Open-house schedules can change, so check each listing before you go.