25 Open Houses In Fairfield This Weekend

FAIRFIELD, CT — Fairfield has 25 open houses this weekend. They include an 1845 Italianate Victorian on Old Post Road whose builders' family stayed more than a century, a gated home in The Ridge with a skating pond and bridle trails, and a renovated 1894 farmhouse on 2.9 acres with barns. In Southport, a mini-estate has a heated pool and a treehouse its listing says was featured in magazines. There are also several homes in the University and Stratfield neighborhoods and an 1897 farmhouse on Stratfield Road.

Twenty-five Fairfield homes, including several in Southport, are holding open houses Saturday, Oct. 24, and Sunday, Oct. 25, with prices from $575,000 to $3,975,000, according to Zillow.com.

Subscribe

Saturday, Oct. 24

1908 Stratfield Road, 11 a.m. to 1 p.m., $875,000. This 1897 farmhouse Colonial has a front porch, a brand-new roof, 9-foot ceilings, pocket doors and original woodwork, plus an addition with a large eat-in kitchen, according to the listing. The second-floor primary has a cathedral ceiling and a dressing area, and the third floor has three more bedrooms. It's a seven-bedroom, three-bath home with 4,862 square feet. Its price was cut by $24,900 on Oct. 19.

18 Merry Meet Circle, 11 a.m. to 1:30 p.m., $2,300,000. In The Ridge, a gated Greenfield Hill community with a staffed gatehouse, clubhouse, heated pool, tennis courts, a skating pond and bridle trails, this 1986 home has a circular stone driveway, a living room with a stone fireplace and a stone-and-wood staircase, according to the listing. The lower level holds a gym, a sauna, a bar, a theater and an office. It's a four-bedroom home with six full and two half baths and 3,883 square feet on 2.01 acres; the HOA fee is $560 a month.

148 Southport Woods Drive #148, 11 a.m. to 1 p.m., $575,000. New this week, this freshly painted first-floor condo at Southport Woods has new air conditioning and a large covered patio, and the community has a heated pool, a clubhouse and paddle tennis, according to the listing. It's a two-bedroom, two-bath condo with 1,200 square feet; the HOA fee is $462 a month.

9 Millspaugh Drive, noon to 3 p.m. (also Sunday, noon to 3 p.m.), $899,000. In the University area, this 1949 Cape has hardwood floors, an updated kitchen, a refreshed bath, a finished lower level and a fully fenced backyard, according to the listing. It's a three-bedroom, two-bath home with 1,497 square feet.

70 Southfield Road, noon to 2:30 p.m. (also Sunday, 1 to 3 p.m.), $1,375,000. Coming to market this week in South Pine Creek, between town and the beach, this 1940 house had its first floor and part of the second renovated in 2022, according to the listing. The open kitchen has quartz and a pantry, the family room opens to a deck over a fenced yard, and the expanded primary suite has a jetted tub. It's a mile walk to Pine Creek beach. It's a three-bedroom, 2.5-bath home with 1,856 square feet.

15 Wheeler Park Place, noon to 3 p.m. (also Sunday, noon to 3 p.m.), $997,500. At the end of a cul-de-sac in North Stratfield, alongside Lake Mohegan with seasonal lake views, this 1958 Colonial has an open living, dining and kitchen area, a main-level bedroom and bath, and a primary suite with a custom walk-in shower, according to the listing. The walk-out lower level has its own entrance. It's a four-bedroom, three-bath home with 2,528 square feet on half an acre.

100 Holiday Road, noon to 2 p.m. (also Monday, Oct. 26, noon to 2 p.m.), $899,000. On a cul-de-sac, this 1979 home was painted inside and out this year and has an updated kitchen with a new porcelain floor and new range and refrigerator, a family room with a fireplace, a back deck and a finished basement, according to the listing. It's a four-bedroom home with two full and two half baths and 3,068 square feet.

125 University Drive, noon to 3 p.m. (also Sunday, 11 a.m. to 2 p.m.), $1,050,000. Coming to market this week in the University area, this expanded 1954 Cape/Colonial has a sunny, fully fenced backyard and deck, a kitchen with new cabinets and quartz, a family room with a wood-burning stove and a primary suite with soaring ceilings, according to the listing. It's a three-bedroom, 2.5-bath home with 2,208 square feet.

1664 Melville Ave., noon to 3 p.m. (also Sunday, 1 to 3 p.m.), $750,000. New this week, this 1939 expanded Cape on a tree-lined Stratfield street has hardwood floors, a living room with a gas fireplace, a granite kitchen and a first-floor bedroom with its own bath, according to the listing. Hydrangeas frame the deck and patio, and a path leads to Owen Fish Park. It's a three-bedroom, two-bath home with 1,134 square feet.

45 Dogwood Lane, noon to 3 p.m. (also Sunday, noon to 3 p.m.), $1,185,000. Listed Oct. 19 in the University area, this 1940 Colonial has two wood-burning fireplaces, a sun porch, a quartz kitchen and a family room with built-ins that opens to a large deck, according to the listing. All four bedrooms upstairs have hardwood floors. It's a four-bedroom, 2.5-bath home with 2,752 square feet.

1321 Brookside Drive, 1 to 3 p.m., $1,500,000. Called "the Enchantment" in its listing, this renovated 1894 farmhouse sits on 2.9 acres in lower Greenfield Hill, with exposed beams, wood trim, a new roof and Marvin windows. Paths wind through gardens with fountains to the original barn with a loft, a heated gathering studio with skylights, a three-stall barn with a cupola and poultry shed, and a workshop barn. It's a two-bedroom, two-bath home with 2,064 square feet.

245 Cedar Road, 1 to 3 p.m. (also Sunday, 1 to 3 p.m.), $2,349,000. At the end of a gated drive on a Southport knoll, this 1956 home has an upper-level addition, a renovated kitchen open to a family room with a fireplace and a wraparound front porch, according to the listing. Outside are a heated Gunite pool, a detached barn-garage, a sport court and a treehouse the listing says has been featured in magazines. It's a four-bedroom, 3.5-bath home with 3,519 square feet on 1.4 acres. Its price was cut by $150,000 on Oct. 5.

38 Milandale Road, 1 to 3 p.m., $865,000. On a level quarter acre within walking distance of the elementary school, this 1958 Colonial has fresh paint, refinished hardwood floors, a living room with a brick fireplace framed in mahogany and a sunlit family room with sliders to a wraparound deck, according to the listing. It's a four-bedroom, two-bath home with 2,292 square feet.

Sunday, Oct. 25

72 Toll House Lane, 11 a.m. to 1 p.m., $585,000. New this week, this 1957 North Stratfield home sits on 0.87 acres with a four-season room over the backyard, hardwood under the carpet, central air and an attached two-car garage, according to the listing. It's being sold as-is. It's a three-bedroom, one-bath home with 1,064 square feet.

155 Moody Ave., noon to 2 p.m., $730,000. Freshly painted inside and out, this 1925 house has new windows, a living room with a refaced fireplace, a sunroom office and a brand-new eat-in kitchen with an island, according to the listing. The primary suite has its own sunroom, and a walk-up third level is finished. It's a three-bedroom, 1.5-bath home with 1,510 square feet.

38 Reynolds Drive, noon to 2 p.m., $869,000. On a cul-de-sac, this 1926 Colonial has a family room with vaulted ceilings, a wood-burning fireplace and walls of windows opening to a wraparound deck and fenced yard, according to the listing. The kitchen has granite and custom cabinets, and the primary bath was just renovated. It's a three-bedroom, 2.5-bath home with 1,898 square feet.

667 Melville Ave., noon to 3 p.m., $750,000. In Stratfield, this freshly painted 1984 Colonial has a quartz eat-in kitchen, a newly finished walk-out basement with a wet bar and an oversized deck over a fenced lawn with two stone-walled terraces, according to the listing. It's a three-bedroom, 2.5-bath home with 2,342 square feet.

295 Reid St., noon to 3 p.m., $749,900. Near Fairfield University, this 1950 Cape has a first-floor bedroom and bath, two bedrooms upstairs and an unfinished lower level, and the listing invites a buyer to update it. It's a three-bedroom, two-bath home with 1,393 square feet.

88 Springer Road, 1 to 4 p.m., $1,599,000. Coming to market this week in lower Greenfield Hill, this 1995 center-hall Colonial has 9-foot ceilings, two fireplaces, including a floor-to-ceiling stone one in the family room, and a finished lower level, according to the listing. The fenced backyard with a bluestone patio borders wooded town land, and there's a generator. It's a four-bedroom, 2.5-bath home with 3,421 square feet on 0.61 acres.

415 Old Post Road, 1 to 3 p.m., $3,975,000. Built in 1845 and set on 1.33 acres in the heart of downtown and the beach area, this Italianate Victorian was home to the family that built it for more than a century, according to the listing. It has soaring ceilings, a parlor fireplace, a screened porch and a front porch on the Memorial Day parade route, and the beach, schools and train are within walking distance. It's a five-bedroom, 4.5-bath home with 5,740 square feet.

11 Oldfield Drive, 1 to 4 p.m., $1,150,000. On an in-town cul-de-sac within walking distance of town, the train and the beaches, according to the listing, this 1950 Cape has a white kitchen with Viking appliances and a living room with a wood-burning fireplace. A finished lower level adds flexible space, and the fenced yard has a dining patio and a white picket fence. It's a four-bedroom, two-bath home with 2,124 square feet. Its price was cut by $45,000 on Oct. 20.

35 Sherwood Place, 1 to 3 p.m., $1,149,000. In the village of Southport, this updated 1940 Colonial has hardwood floors, a deck over a spacious backyard and a second-floor family room with a fireplace that could be another bedroom. The listing suggests the walk-up attic could become an office, a studio or an expanded primary suite, and the basement is finished. It's a four-bedroom, 2.5-bath home with 1,892 square feet.

301 Godfrey Road, 1 to 3 p.m., $2,299,000. This new Colonial on a level, private 0.46-acre lot near Lake Mohegan is due for occupancy at year's end, according to the listing, which says its photos are renderings and the final design may vary. Plans include a primary wing, a third-floor flex space and about 900 finished square feet in the lower level, and there's room for a pool. Zillow lists it as a five-bedroom, 3.5-bath home with 5,010 square feet, a figure the listing says reflects the prior house on the lot.

250 Szost Drive, 1 to 2:30 p.m., $1,489,999. Newly built on a tree-lined circle near Fairfield University, this house has a covered front porch, a metal roof, a gas fireplace and a kitchen with Thermador appliances, a quartz island and a walk-in pantry, according to the listing. The third floor holds a bonus room and the fifth bedroom. It's a five-bedroom, 4.5-bath home with 3,065 square feet. Its price was cut by $60,000 on Oct. 15.

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

Also open Sunday: 125 University Drive (11 a.m. to 2 p.m.), 9 Millspaugh Drive, 15 Wheeler Park Place and 45 Dogwood Lane (noon to 3 p.m.), 70 Southfield Road, 1664 Melville Avenue and 245 Cedar Road (1 to 3 p.m.).

Make a weekend of it: Saturday morning, see the 1897 farmhouse on Stratfield Road or The Ridge at 11 a.m., spend midday in the University area's cluster of Capes and Colonials, and finish at the Brookside Drive barns or the Southport estate on Cedar Road. Sunday afternoon, the 1845 Victorian on Old Post Road and the new builds on Godfrey Road, Szost Drive and Country Road all open at 1 p.m.

Listing details from Zillow.com as of Oct. 21, 2026. Open-house schedules can change; check each listing before you go.