More Than A Dozen Upcoming Open Houses In Fairfield

FAIRFIELD, CT — Fairfield's open houses this weekend include an 1894 Greenfield Hill farmhouse called The Enchantment, with a heated studio, three barns and gardens its listing credits to a noted floral designer. There's also an Italianate Victorian downtown whose builders' family stayed more than a century, a Dutch Colonial with a barn pitched for creative projects and a Greenfield Hill home near the Fairfield Theatre Company with its own pizza oven.

Fourteen Fairfield homes are holding open houses Saturday, Nov. 14, and Sunday, Nov. 15, with prices from $572,000 to $3,975,000, according to Zillow.com.

Saturday, Nov. 14

195 Rock Major Road, noon to 3 p.m. (also Sunday, noon to 3 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.

50 Judges Hollow Road, noon to 3 p.m. (also Sunday, noon to 3 p.m.), $1,475,000. This four-bedroom, 2.5-bath Dutch Colonial sits on 3.56 wooded acres, with hardwood floors, a living room with a fireplace that opens to a screened porch, an updated kitchen and a main-level office. Upstairs are four bedrooms and a large bonus room, and the lower level has a recreation room. The listing says the two-story barn suits animal lovers or creative projects and hobbies, and its second story could become a home office. It has 2,360 square feet.

1321 Brookside Drive, 1 to 3 p.m., $1,500,000. This two-bedroom, two-bath farmhouse is The Enchantment, an 1894 farmhouse on 2.9 acres in lower Greenfield Hill, according to the listing. It was renovated and expanded with a new roof, Marvin windows, boiler, electrical, plumbing, kitchen and baths, and it was once a four-bedroom house; the listing says a first-floor bedroom suite could be added back. Pathways wind through gardens the listing credits to botanist and floral designer Peter Stephens, and the outbuildings include the original barn with a loft, a heated studio with new skylights, a three-stall barn with a cupola and a workshop barn. It has 2,064 square feet.

18 Merry Meet Circle, 1 to 3 p.m., $2,300,000. This four-bedroom home with six full and two half baths is in The Ridge, a gated Greenfield Hill community whose residents share a staffed gatehouse, a clubhouse, a heated pool, tennis courts, a skating pond and bridle trails, according to the listing. The house has natural stone and wood details, a living room with a stone fireplace and a stone-and-wood staircase, and the lower level has a gym, a sauna, a bar, a theater room and an office. It has 3,883 square feet on 2.01 acres, and Zillow lists a $560 monthly HOA fee.

303 Mailands Road, 1 to 3 p.m. (also Sunday, 1 to 3 p.m.), $1,599,000. This four-bedroom, 2.5-bath center-hall Colonial is new on Zillow this week and has had one owner for 27 years, according to the listing. It has a two-story foyer, formal living and dining rooms, a family room with a wood-burning fireplace, an eat-in kitchen with a new Thermador range and a home office. The lower level has nearly 1,400 square feet ready to finish, and the backyard has a heated in-ground pool. It has 2,813 square feet on a corner lot north of the Post Road.

50 Pansy Road, 1 to 3 p.m. (also Sunday, 1 to 3 p.m.), $824,900. This three-bedroom, two-bath Cape is in the University neighborhood and came on the market Nov. 12. It has hardwood floors, a living room with a bay window and a dining room with exposed beams and French doors to a deck. Two bedrooms are on the main level, one is upstairs, and the finished walkout lower level has a full bath. It has 1,736 square feet.

71 School Street, 2 to 4 p.m. (also Sunday, 11:30 a.m. to 1:30 p.m.), $599,900. This two-bedroom, one-bath Cape has a remodeled eat-in kitchen, a living room with plantation shutters, a formal dining room that could be a third bedroom and a remodeled bath. There's a two-car attached garage and a fenced backyard with a fire pit, and the listing cites a newer 30-year roof and paid-off solar panels. It has 941 square feet.

Sunday, Nov. 15

Also open Sunday: 71 School Street, 11:30 a.m. to 1:30 p.m.; 195 Rock Major Road, noon to 3 p.m.; 50 Judges Hollow Road, noon to 3 p.m.; 303 Mailands Road, 1 to 3 p.m.; 50 Pansy Road, 1 to 3 p.m. (see Saturday).

38 Milandale Road, noon to 2 p.m., $825,000. This four-bedroom, two-bath Colonial sits on a level quarter acre within walking distance of the elementary school, according to the listing. It has fresh paint, refinished hardwood floors and a living room with a brick fireplace framed in mahogany, and a sunny family room opens to a wraparound deck. Three bedrooms are on the main level, and upstairs are a bonus room and a primary suite with a cathedral ceiling. It has 2,292 square feet.

70 Sunrise Avenue #70, noon to 3 p.m., $572,000. This four-bedroom, 2.5-bath townhouse has hardwood floors, an upgraded kitchen with newer stainless appliances and a first-floor bedroom with its own bath, according to the listing. The living room has a fireplace and opens to a private wraparound Trex deck, and the finished walkout lower level has a half bath. It has 1,472 square feet, and Zillow lists a $300 monthly HOA fee.

110 Judson Road, 1 to 3 p.m., $3,695,000. This four-bedroom, 4.5-bath home is new construction near Fairfield Beach, next to the Sunnieholme neighborhood, according to the listing. It has a chef's kitchen open to the living spaces, a private third-floor suite and a whole-house generator, and the backyard has a patio, an outdoor fireplace and room for a pool. It has 3,744 square feet on 0.26 acres.

220 Stonewall Lane, 1 to 3 p.m., $1,700,000. This five-bedroom, 3.5-bath home sits at the end of a Greenfield Hill cul-de-sac on 2.07 acres with an in-ground pool. The main level has a renovated eat-in kitchen, a sitting area with a wood-burning pizza oven and a great room with a cathedral ceiling and a wood-burning fireplace. There's also a formal living room with a fireplace and a walk-up bonus room, and the listing points to the Fairfield Theatre Company and the beaches nearby. It has 4,845 square feet.

415 Old Post Road, 1 to 3 p.m., $3,975,000. This five-bedroom, 4.5-bath Italianate Victorian sits on 1.33 acres in the heart of downtown and the beach area, and the listing says the family who built it lived there for more than a century. It has soaring ceilings, a parlor fireplace and a screened porch, and the listing says the beach, schools, shops and train are within walking distance. It suggests room for a pool, tennis court and gardens. It has 5,740 square feet.

65 Sterling Street, 1 to 3 p.m., $699,000. This three-bedroom, 2.5-bath home was built in 2020 and is new on Zillow this week. It has an open plan with 11-foot ceilings, hardwood floors and a kitchen with a large island, and the primary suite has a walk-in closet. The lower level adds living or office space, laundry and an attached one-car garage, and there's no HOA. It has 1,750 square feet.

50 Exchange Place, 2 to 4 p.m., $899,999. This six-bedroom, three-bath home pairs a remodeled four-bedroom main house with a two-bedroom in-law suite built in 2024, according to the listing. The suite has its own entrance, garage space, yard and utilities, and the listing says it's rented for $2,850 a month. The main house has an extended dining room and remodeled baths. It has 3,036 square feet.

Saturday's Greenfield Hill pair, The Enchantment on Brookside Drive and The Ridge's Merry Meet Circle, both open at 1 p.m., so start at noon at Judges Hollow Road or Rock Major Road and work south. Sunday is the bigger day: five homes open at 1 p.m., from the Old Post Road Victorian and the new house on Judson Road near the beach to Stonewall Lane's pool and pizza oven. Exchange Place stays open until 4.

Listing details from Zillow.com as of Nov. 11, 2026. Open-house schedules can change, so check each listing before you go.