In 1865, when New York insurance broker-turned-property developer Melville Mead purchased farmland that would eventually become Prospect Avenue in Darien, he envisioned lining the 8-acre field with some of the town’s most prestigious houses.
Blessed with rolling hills and unobstructed views of Long Island Sound, Mead carved the land into 24 building lots and set out to erect properties in a variety of architectural styles. The new houses would serve as a stark contrast to the Colonial and Saltbox dwellings that dotted the mostly agricultural town at the time.
Italianate houses with cupolas and mansard roofs were built alongside large Queen Anne-style properties designed with towers, turrets and porches. Late Victorian houses were assembled with large gables facing the street and long, narrow windows. And Neo-classical Revival houses — some with prominent columns or porticos — were created with high-pitched, hipped roofs with dormer windows.
Mead's goal was to create a neighborhood that would attract Darien’s “most respected citizens,” and he stipulated the houses had to be “substantial private residences” worth $1,000, according to Marian Castell, a former Darien town historian. (Meade paid $3,500 for the entire eight acre parcel, according to Castell.) Despite their detailed and in some cases extravagant construction, Mead insisted the structures be built within one year of purchase.
The cluster of elegant houses came to be known as Darien’s very first “subdivision,” and Mead named it Prospect Avenue for its vistas. “Though barely 32 years old when he started Prospect Avenue, it remains, undeniably, one of the most striking streets in Darien,” adds Castell.
Remarkably, a stroll through Prospect Avenue today reveals a rich architectural community of houses that have largely stayed intact.
Their resilience is due in part to the quality of the building materials of the time, but they have also benefited from generations of owners who preserved their architectural integrity, says Allison Casazza, an historic preservationist with tour group HisTOURy. The nonprofit specializes in creating architectural tours in Connecticut and organized a walking tour of the Prospect Avenue community in early May in partnership with the Museum of Darien. The community features homes on Prospect Avenue and Brookside Road that were part of the Mead's original set of building lots.
“These homes tend to attract owners who are drawn to their architectural significance,” says Casazza, a Danbury native. “So even with renovations they never lose sight of the importance of preservation.”
The architectural history of the Prospect Avenue community led Jacqueline deMontravel and her husband, Bill, to buy a home there in 2023. The property sits on Brookside Road, a tree-lined street at one end of Prospect Avenue that includes several homes that are part of the original Prospect Avenue development.
Built in the Italianate style in 1866, their property, which was featured on the tour, includes many of its original architectural details including the fireplace, screened-in porch and wide-plank pine flooring throughout the main floor.
“We really feel like every room in the home is special in its own unique way,” says deMontravel, a publishing executive, who allowed visitors inside of her home during the tour. “We never planned to go overboard on renovations because the house itself is simply wonderful and protecting its historical integrity is important to us.”
The tour of Prospect Avenue included houses that primarily spanned the Victorian era of architecture which saw its peak in the U.S. from about 1827 to 1901. The period roughly coincided with the reign of Queen Victoria in Great Britain, but no single style dominated the era, says Charlie McMahon, assistant director of the Center for Arts & Minds at Fairfield University who led the tour.
The houses on view encompassed several overlapping yet distinctive architectural styles, with many evolving with American tastes and featuring new, multi-faceted and imaginative styles, McMahon adds.
Highlights of the tour included 5 Prospect Ave., an 1867 house built by Charles G. Morehouse. According to McMahon, it was the first house constructed on Prospect Avenue and though it was originally built in the Italianate design, it was remodeled in 1888 into a Second Empire house with a cupola and four-story tower.
The Italianate structure at 13 Prospect Avenue was built in 1868 by Charles Stuart Whitney, McMahon says. Influenced by Italian country villa architecture, its boxy shape includes asymmetrical massing of wings, towers and bay windows.
He adds Horace Whitney built the home at 11 Prospect Avenue in 1867. It’s noted for fusing the functional, simple design aesthetic of vernacular architecture with the more decorative and complex style of Late Victorian Eclectic design.
History was only part of the draw for Preston Bealle and his wife, Kim, when they purchased their 1870s home in the Prospect Avenue community 30 years ago, which was part of the tour. With three young children at the time, the couple needed more space and began looking at larger houses in Darien.
“We were slightly aware of the area’s history, but we really adored the neighborhood and thought it was a wonderful place to raise our family,” Preston says, whose home on Brookside Road was also part of the tour.
The couple — both former advertising executives — embarked on several renovations over the years, including updating the kitchen and baths, but say they never altered the home’s original layout. They also commissioned Darien artist Lisa Thoren to add elaborate murals to the walls of a dining room that include a candle chandelier and church pew bench seating. The concept was to create a look of a tapestry found in New York's Cloisters or a European castle or church, the artist says.
“We basically liked everything we saw in the house right from the start,” Preston adds. “Aside from a few personal touches we didn't really want to change too much of it.”