Tom Flynn
Coldwell Banker Realty

Feeling good about the community you live in can be just as important as selecting the right home. As a local expert, I can help you find a neighborhood that best suits your needs. From local restaurants and activities to school information and market trends, explore the communities I serve below.



Greenwich is composed of 4 hamlets: Greenwich, Old Greenwich, Riverside and Cos Cob.

Central Greenwich, the hub of economic activity and the seat of town government, is highly walkable and offers a diverse landscape that ranges from tiny, winding streets to spacious enclaves of luxury homes. It is also where the main Greenwich library, Bruce Museum, Greenwich Hospital and many other town institutions are located.

Central Greenwich is also home to the Greenwich International Film Festival, held every June to promote socially conscious filmmaking, and the Greenwich Symphony Orchestra.

The Central Greenwich area offers a wide range of residential opportunities, from apartments and condominiums to mid-country homes, back-country estates and the exclusive waterfront properties in Belle Haven and Mead Point.

Old Greenwich

Old Greenwich began as a farming community, evolved into a summer resort, and eventually became the quiet commuter community it is today. Old Greenwich boasts an intimate downtown shopping center; proximity to the beach, park and public boating facilities at Greenwich Point; and 32-acre Binney Park, where warm-weather weekends are filled with outdoor enthusiasts. The annual model-sailboat race on the pond is must for young sailors.

Residents treasure the small-town feel of the community, where comfortable yards and plentiful front porches inspire neighborly connections. It’s a popular choice for those whose workday begins elsewhere, as it enjoys easy access to Interstate 95 and Route 1 as well as its own train station. Housing inventory is very heavily skewed toward detached, single-family homes; you can find many original Capes and Colonials, although renovations aren’t uncommon and new construction is also an option.


Once home to farms, fishermen and oystermen, Riverside is now a highly desirable suburban community. Its abundant shorelines on the river, harbor, and Long Island Sound attract those looking to live near or on the water and can make it feel like heaven on earth to dedicated sailors or fishing enthusiasts.

Adjacent to Old Greenwich, Riverside is completely residential, with places of business limited to Route 1. It’s at a higher elevation than its slightly more bustling neighbor; homes here were developed on tree-filled lots in the 30’s and 40’s and Riverside boasted many famous literary residents in its leafy vales. Authors and publishers who made the neighborhood home included Lincoln Steffens, Walter Lippmann, Anya Seton, and Munro Leaf.

The majority of homes are situated on small lots, lending the area an intimate feel. It’s also favored for commuters, as Interstate 95 cuts through the area and it’s also served by the Riverside Railroad Station.

Cos Cob

Cos Cob, originally known as Mianus, was named after the Siwanoy Indian chief Mianos. John Coe, an early settler, built a seawall at the mouth of the Mianus River and referred to it as a cob. He left in 1659, but Coe’s Cob remained…and the name has since evolved to Cos Cob.

Although it flourished as a seaport during the 1700s and 1800s, it evolved into an intellectual and artist colony at the turn of the nineteenth century. Cos Cob played host to the likes of Eugene O’Neill, Willa Cather, and Anya Seton, whose father, Ernest Thompson Seton, was a founder of the Boy Scouts of America.

The historic Bush-Holley House, presently the home of the Historical Society of the Town of Greenwich, became famous as the residence and studio of the renowned Cos Cob School of American Impressionists, which included Elmer MacRae, Childe Hassam and John Twachtman.

The small community of Cos Cob, with its center situated along the harbor and marinas of the Mianus River, extends out to Mid-Country Greenwich. Cos Cob offers home choices in the vibrant village with shops, restaurants and its own train station, as well as country settings, riverfront homes  and larger properties in one to two acre zoning. In addition to Cos Cob’s beautiful waterfront and historic district, this village offers hundreds of acres of wooded parkland and hiking trails in the Pinetum, Pomerance, and Mianus River Park.



Stamford welcomes its residents and visitors with green parks, tall buildings and historic districts. It holds one of Connecticut's largest libraries and was home to the lesser-known Stamford witch trial in 1692.

Stamford is the third-largest city in the state and the seventh largest city in New England, approximately 30 miles (50 kilometers) from Manhattan.

The Downtown area of the city is comprised of the Downtown Historic District, Atlantic Square, Landmark Square and Mill River Park. Downtown Stamford Historic District thrives economically, with major retailers, hotels, restaurants and other service businesses located in the area. In addition, major corporations, Fortune 500 companies, a shopping mall and the University of Connecticut all have home bases downtown. This gives Stamford the largest financial district in New York Metro outside New York City itself and one of the largest concentrations of corporations in the nation. Stamford is also home to the Stamford Waterside Design District – a creative neighborhood and shopping destination dedicated to Interior Design and Architecture.

Areas like Shippan and Shippan Point are ethnically diverse and include some notable local landmarks like Marion Castle, a waterfront mansion on the National Register of Historic Places. Shippan Point also has two yacht clubs and the Chesterfield Inn. For Greek Revival and Colonial Revival architecture, try Long Ridge Village Historic District, also listed on the National Register of Historic Places.

Stamford is located on the New Haven Line on the Metro-North Railroad, the commuter rail system for northern metropolitan New York City. Stamford is the third busiest station on the Metro-North system and serves as a major transfer point for local trains. Stamford Station is also the terminus of a Metro-North branch that ends in New Canaan, 8 mi (13 km) away, and a part-time terminal of Shore Line East trains. Two smaller train stations in Stamford are Glenbrook and Springdale, both a part of the New Canaan branch. With a recent spike in development in the East Side neighborhood, the city is considering putting in a proposal to construct a new stop to service the East Main Street area close to the New Canaan branch overpass.

Commuter trains come into Stamford from all points between New London to the east and New York (Grand Central Terminal) to the south. Many express (non-stop) trains leave Stamford each morning and evening for Grand Central. The average non-stop commute is forty-seven minutes. Stamford has seen a significant increase in ridership.

Stamford has branches of the University of ConnecticutUniversity of Bridgeport and Sacred Heart University. The University of Connecticut's campus is located in a large modern building in downtown that opened in 1998 after extensive renovations to an abandoned former Bloomingdale's store that closed in 1990.[27] The University of Bridgeport is located in the River Bend Executive Center, Fairfield County's premier communication and information high tech park, While Sacred Heart University is located at Landmark Square. In 2017, UCONN Stamford opened a 300 student dormitory hall around the corner from the Stamford Campus on Washington Blvd.

Stamford has three public high schoolsWesthill High SchoolStamford High School, and the Academy of Information Technology and Engineering. The city also has several private schools, including King Low Heywood Thomas, The Long Ridge School, Trinity Catholic High School, Villa Maria School, and Bi-Cultural Jewish Day School as well as two state charter schools: Trailblazers Academy Charter Middle School[29] and Stamford Academy Charter High School,[30] both operated by human services nonprofit Domus.