These are the five highest-priced home sales reported in Greater Bridgeport & Lower Naugatuck Valley, Connecticut for the week ending November 1, 2026, and together they came to $4.34 million. One sale was in Shelton and one in Trumbull, both in Fairfield County; the other three were in New Haven County, two of them in Oxford and one in Beacon Falls.
All five are single-family homes with two-car garages. The group spans nearly six decades of building, and the lots run from about three-quarters of an acre to almost two acres.
No. 1 — $1,190,000 · 8 Birdseye Road, Shelton, Connecticut
The newest home of the five, and the top sale, is a ranch built in 2018 in the Trailside Reserve neighborhood of Shelton. It sold for $1,190,000 after going under contract five days after it was listed, and it sold above its $1.179 million asking price. The property last sold for $608,704 in 2017, before the current home was built.
The main living spaces are on one level. At the center is an open great room with 11-foot ceilings and a stone fireplace with a custom mantel. Hand-hewn hardwood floors, recessed lighting and extensive moldings run through the rooms. The kitchen has quartz counters, stainless steel appliances and custom cabinetry, and there are also a dining room and a sitting room. The primary suite has a vaulted ceiling, two walk-in closets and its own bath. Two more bedrooms and a full bath, an office, a laundry room and a powder room complete the main level, for three bedrooms and three bathrooms in 2,795 square feet. A front porch, an entrance foyer and a full unfinished basement round out the home.
The level 0.77-acre lot is on a cul-de-sac, and the grounds were professionally landscaped. They include a heated in-ground saltwater pool, a pergola with a fire table, a deck, a garden and a broad lawn.
Cheri L. Coleman of BHGRE Gaetano Marra Homes was the listing agent, and Bob Richter of Coldwell Banker Realty represented the buyer in the week’s top sale.
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No. 2 — $830,000 · 14 Wychwood Lane, Oxford, Connecticut
At the end of a Quaker Farms cul-de-sac in Oxford, on 1.75 wooded acres bordered by Land Trust woodland, 14 Wychwood Lane sold for $830,000, above its $799,000 asking price. The colonial was built in 1998, the year the property last sold, for $310,000. It has five bedrooms, five bathrooms (four full and one half) and 4,318 square feet.
A covered front porch opens to a two-story foyer. A two-sided brick fireplace, an arched opening to the living room and French doors to the dining room set the home apart. The kitchen has granite counters, custom birch cabinets, a pantry and a breakfast nook that looks out over the backyard. The primary suite is on the main level, along with a home office and a powder room. Upstairs, a large family room leads to a bedroom with a skylight, built-ins and its own bath, and the floor also has two more bedrooms and another full bath.
The lower level is a complete in-law apartment, with its own living room, bedroom, eat-in kitchen and a full bath that includes a second laundry. Outside are a back patio and an above-ground pool with a deck.
Chelsea Curran of Real Broker CT, LLC was the listing agent, and Anthony Gigliotti of Keller Williams Realty represented the buyer.
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No. 3 — $780,000 · 30 Old Sawmill Drive, Beacon Falls, Connecticut
In Beacon Falls, 30 Old Sawmill Drive sold for $780,000. The 1991 colonial has been remodeled and has new, fully owned solar panels. It has four bedrooms, five bathrooms (four full and one half) and 3,283 square feet on 0.73 acres, the smallest lot of the five. There are three fireplaces, one of them a large stone fireplace in an open living area that runs from the kitchen to the dining space. The kitchen has quartzite counters, stainless steel appliances and a custom wet bar. One full bath is on the main floor, and one of the bedrooms is set up as a separate suite. The backyard has an in-ground pool and a patio, and the grounds include gardens. The property last sold for $750,000 in 2024.
Chris H. Lovejoy of Houlihan Lawrence WD was the listing agent, and Shannon Bass of Coldwell Banker Realty represented the buyer.
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No. 4 — $775,000 · 17 Little Plain Road, Trumbull, Connecticut
The oldest home of the five is also the largest. Built in 1960, the colonial at 17 Little Plain Road in Trumbull’s Center District has 4,402 square feet, five bedrooms and three bathrooms. It sits above the road on 0.76 acres of lawn and established plantings, within walking distance of the restaurants of Trumbull Center, Twin Brooks Park and a trailhead for the Pequonnock River Valley. It is also convenient to commuting routes and Metro-North.
Two of the bedrooms, including the primary, are on the main level. The home also has an office, an open kitchen and dining area, and a bath with a jetted tub and a glass shower, and hardwood floors cover much of it. Upstairs are three more bedrooms, a wide central landing, a bath with a double vanity and an 11-by-15-foot bonus room. The finished walk-out lower level has a large recreation room with a stone fireplace, a second kitchen and a full bath, which suits it to in-law living. There is also a large covered deck. The property last sold for $170,000 in 1993.
The home sold at its full asking price of $775,000. Matt Nuzie of RE/MAX Right Choice was the listing agent, and Victor Bolanos of Bolanos & Associates LLC represented the buyer.
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No. 5 — $765,000 · 3 Aspen Lane, Oxford, Connecticut
The largest lot on the list belongs to 3 Aspen Lane in Oxford, which sold for $765,000. The 2004 colonial stands on 1.90 landscaped acres on a cul-de-sac, and its grounds include a private waterfall and an outdoor fire pit. The home also has a covered front porch.
Inside are four bedrooms, three bathrooms (two full and one half) and 3,724 square feet. The finished basement adds flexible living space and storage, with access to the two-car garage. The property last sold for $515,000 in 2015.
Christina Boskello of Fiorelli Realty, LLC and Nicole Fiorelli of Fiorelli Realty, LLC were the listing agents. Steven M Gelineau of Berkshire Hathaway NE Prop. represented the buyer.
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RealtyWire selected these transactions from publicly reported residential sales identified for the calendar week ending Sunday, November 1, 2026. The report may exclude private, off-market, delayed or nondisclosed transactions. Prices, property details and professional representation are reported as available at publication and may be updated following confirmation from transaction participants.
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