HAMDEN, CT — Grand old houses lead Hamden's most expensive homes for sale. Three of the five priciest listings on Zillow.com date to 1910 or earlier, led by a restored Colonial across from Edgerton Park.
No. 1 on the list is 144 Edgehill Road in the East Rock area, directly across from Edgerton Park, asking $2,275,000. The restored 1910 Colonial has 5,723 square feet, six bedrooms, four full bathrooms and two half bathrooms on 0.46 acres. A 26-foot entrance foyer with a sweeping staircase leads to a living room with a fireplace and a paneled library with a fireplace, a wall of bookcases and a hidden bath. The dining room has leaded-glass built-ins and opens to a sunroom and bluestone patio. It has been on Zillow for 293 days.
Just behind it is 1050 Whitney Ave., a 1900 estate on 2.25 acres of mature landscaping and woods, listed at $1,795,000. The 5,345-square-foot house has five bedrooms, four full bathrooms and one half bathroom. Its entry hall has a fireplace, a double-height ceiling and a double staircase, and the living room has walls of glass and an original fountain. There's also a music room, a sunroom with nearly floor-to-ceiling windows and a wood-paneled library with a beamed ceiling. It has been on Zillow for 111 days.
Rounding out the top three is 166 Rocky Top Road, a secluded 1976 house with no visible neighbors, listed for sale by its owner at $1,200,000. The 3,500-square-foot home has four bedrooms and two full bathrooms, a covered porch and a private balcony, minutes from Quinnipiac University. Zillow lists a 4-acre lot, while the description says 4.7 acres. It has been on Zillow for 246 days.
No. 4 is the 1900 house next door to No. 2, at 1056 Whitney Ave., on the market for the first time in more than 60 years and listed at $1,055,000. The Mediterranean-style stucco house with a red tile roof sits far back from the street on 1.43 acres and has 4,485 square feet, six bedrooms, four full bathrooms and one half bathroom. A herringbone brick walk leads to a double-wide staircase, and the sunroom and music room is walled in glass. It has been on Zillow for 111 days.
Closing out the top five is a brand-new contemporary near Yale's Science Hill at 169 Mill Rock Road, at $950,000. The listing says it was designed by an architect who taught for years at the Yale School of Architecture. The 1,793-square-foot, south-facing house has three bedrooms, two full bathrooms and an open, loft-style living space, with a garden backed by a forested cliff. It has been on Zillow for 41 days.
Prices, listing status and days on market are from each property's Zillow.com listing as of Oct. 26, 2026, and may change. Only homes marked "For sale" or offered as new construction were included; pending, coming-soon, land-only and multifamily listings were left out.
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