MIDDLETOWN, CT — Middletown's open houses this weekend include a 1928 English Tudor on a corner lot with a wood-burning fireplace and a tiled sunroom, two new single-level homes at the Founders' Ridge 55-and-older community, and a pair of multifamily houses side by side on Pearl Street, a few blocks from Wesleyan.
Nine Middletown homes are holding open houses Saturday, Oct. 17, and Sunday, Oct. 18, with prices from $274,900 to $689,000, according to Zillow.com.
Saturday, Oct. 17
831 Long Hill Road #D, 11 a.m. to 2 p.m., $349,000. This updated 1986 end-unit townhouse has a brand-new kitchen, new hardwood floors and recessed lighting on the first floor, new basement flooring, a new washer and dryer and updated baths, according to the listing. It's a two-bedroom, 2.5-bath condo with 1,449 square feet; the HOA fee is $412 a month.
526 Westfield St., noon to 2 p.m., $449,900. This 1966 home offers one-floor living with hardwood floors, an eat-in kitchen, a living room with a fireplace and a primary bedroom with sliders to the deck, a walk-in closet and a bath with a walk-in shower and jetted tub, according to the listing. The current owners added a detached one-car garage and a new oil tank, and the two-tier deck has a gazebo overlooking a fully fenced yard. It's a three-bedroom, two-bath home with 1,520 square feet on 0.56 acres.
219 Pearl St., 2 to 4 p.m. (also Sunday, noon to 2 p.m.), $274,900. A few blocks from Wesleyan and within walking distance of Main Street, this 1900 two-family house has apartments on separate floors, both with quartz kitchens, wood floors, a second-floor screened porch and a huge walk-up attic, according to the listing. The sewer line was relined in 2021. Zillow counts it as a four-bedroom, two-bath property with 1,700 square feet.
Sunday, Oct. 18
225 Pearl St., noon to 12:30 p.m., a group showing, $579,900. Next door to 219, this 1900 three-family house has three two-bedroom units, each with its own porch or balcony, updated mechanicals, a three-car detached garage and off-street parking, according to the listing. Zillow counts it as a six-bedroom, three-bath property with 2,991 square feet.
17 East Lake Place, noon to 2 p.m., $329,000. On a quiet cul-de-sac near the Cromwell line, this 1972 house has an updated kitchen and baths, newer vinyl windows and a newer roof, a large two-car garage and a spacious backyard, according to the listing. It's a three-bedroom, 1.5-bath home with 1,164 square feet.
Two single-level homes at Founders' Ridge, which the listings describe as a 55-and-older community in Middletown's Westfield section, are open Sunday from noon to 2 p.m.; the HOA fee for each is $350 a month.
137 Webster Lane #2-42, noon to 2 p.m., $589,900. This "Martin II" home is still under construction, with occupancy expected in early 2027, according to the listing, which says some photos show similar homes and upgrades and that the listing is agent/owner related. Plans call for wood cabinets, granite counters, a walk-in pantry, hardwood floors and a rear deck. It's a two-bedroom, two-bath home with 1,430 square feet.
41 Webster Lane, Unit 2-145, noon to 2 p.m., $689,000. This "Kirby II" model home is ready for immediate occupancy, according to the listing. It has white cabinets, quartz counters, a walk-in pantry, hardwood floors, a bay window in the front room and a private rear patio. It's a two-bedroom, two-bath home with 1,555 square feet.
147 Old Mill Road, 1 to 3 p.m., $435,000. This 1928 English Tudor on a landscaped corner lot has an updated kitchen with quartz counters and a farmhouse sink, a dining room with its original corner hutch, a tiled sunroom to the patio and a living room with built-in bookcases and a wood-burning fireplace, according to the listing. The finished lower level adds a family room with a bar and a workshop. It's a three-bedroom, 1.5-bath home with 1,774 square feet. Its price was cut by $14,900 on Oct. 12.
495 Ridge Road, 1 to 3 p.m., $549,900. Listed Oct. 13, this 1941 house has 10 rooms, a first-floor primary bedroom with its own bath, three fireplaces (one in the basement) and mature landscaping, according to the listing. An outbuilding with heat, air conditioning and a sink could serve as a workshop or hobby space. It's a five-bedroom, 3.5-bath home with 3,316 square feet on half an acre.
Also open Sunday: 219 Pearl St. (noon to 2 p.m.).
Make a weekend of it: Saturday, Long Hill Road is open 11 a.m. to 2 p.m., Westfield Street at noon, and 219 Pearl St. closes the day at 2 p.m. Sunday at noon, catch the Pearl Street pair together, then choose between East Lake Place and Founders' Ridge before the Tudor on Old Mill Road and Ridge Road open at 1 p.m.
Listing details from Zillow.com as of Oct. 14, 2026. Open-house schedules can change; check each listing before you go.
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