Doug Bross - Broker/REALTOR -Doug is The Riverside Realty Group’s in-house technical specialist. In addition to his track-record as a successful Westport CT real estate agent, for which he has received honors as a multi-million dollar producer, he has an inside knowledge of all that today’s technology can do to serve our buyers and sellers. Having grown up in Weston, Westport, and currently residing in a Fairfield Beach area home, Doug has an extensive knowledge of these communities, and loves working long hours to make his clients find their dream home in Fairfield County.
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Doug Bross - Broker/REALTOR
Doug Bross - Broker

CELL 203.526.6537

DougBross-Broker - The Riverside Realty Group LLC - Doug is The Riverside Realty Group’s in-house technical specialist. In addition to his track-record as a successful Westport CT real estate agent, for which he has received honors as a multi-million dollar producer, he has an inside knowledge of all that today’s technology can do to serve our buyers and sellers. From helping you find your perfect new home... or the ideal buyer for your old one – Doug’s expertise with Search Engine Optimization and Internet Marketing have helped take Fairfield county real estate into the new millennium.
Doug Bross - Broker
CELL 203.526.6537
Email Doug Bross


The Riverside Realty Group LLC-The Riverside Realty Group, Ltd. is Connecticut’s most influential real estate sales organization. Headquartered in Westport – the heart of Fairfield County’s famed “Gold Coast” – we are leaders in one of the most visible upscale housing markets in the nation. Founded by six partners who share a passion for delivering exceptional, client-centric service, the company has established a reputation for providing an array of brokerage programs for those buying, selling, and renting area properties. Proud to be a boutique operation, we offer a welcome change from the time-consuming red tape of larger corporations but provide all the benefits of a prominent leader in the field.

CELL 203.526.6537
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Fairfield-Southport Connecticut


Fairfield at a Glance
30.2 square miles
Ranked by CNN Money as the #9 place to live in the U.S.

Fairfield is often referred to as more of a New England town, rather than a New York bedroom community. This town is located north on 1-95 of Westport. Fairfield's downtown is quite extensive ranging from chain stores such as the Gap and Borders Books to restaurants and specialty food shops, plus several movie theatres. The town offers a highly regarded school system, along with Fairfield University, Sacred Heart University and many cultural and recreational amenities. Known as the “Dogwood Capital of the World” with 10,000 of the trees blooming each Spring. Fairfield has 8 miles of coastline with 5 salt water beaches and 2 public marinas.

The historic village of Southport is a part of Fairfield. The quaint town center has a variety of charming shops and eateries, and the harborside community offers a private beach.

Click the Links below to see all that Fairfield has to offer!

Town of Fairfield official website
Fairfield Public and Private Schools
Official Fairfield Public Schools website
Fairfield Chamber of Commerce
Fairfield Public Libraries
Fairfield Parks & Recreation website
Fairfield Street Map
History of Fairfield, CT
Town Profile
Train Schedule – Metro North Railroad
Town Newspaper
Family Guide
New Neighbors/The Welcome Club
Free School Report
Fairfield University
Sacred Heart University
Learn about Fairfield on Wikipedia
“CNN Money” article ranking Fairfield the #9 place to live in the U.S.
Fairfield YMCA

From Wikipedia

Fairfield is a tow located in Fairfield County, Connecticut, United States. It is situated along the Gold Coast of Connecticut. Fairfield is a town of many neighborhoods, two of which -- Southport and Greenfield Hill -- are notably affluent. As of the 2000 census, the town had a total population of 57,340. In July 2006, Money Magazine ranked Fairfield the ninth "best place to live" in the United States, and the best place to live in the Northeast.[1] This is primarily due to its relative affluence, low crime rate, excellent public school system, suburban character, scenic location on the Long Island Sound, and proximity to New York. The town was also listed among the "preppiest" places in the United States in the tongue-in-cheek 1980s best-seller The Official Preppy Handbook.

It considers itself the "dogwood capital of the world," and each spring a Dogwood Festival takes place in the Greenfield Hill neighborhood.

History - Colonial Era

In 1635 some Puritans and Congregationalists in the Massachusetts Bay Colony were dissatisfied with the rate of Anglican reforms, and sought to establish an ecclesiastical society subject to their own rules and regulations. The Massachusetts General Court granted them permission to settle the cities of Windsor, Wethersfield, and Hartford in the area now known as Connecticut.

On January 14, 1639, a set of legal and administrative regulations called the Fundamental Orders was adopted, and established Connecticut as a self-ruled entity. By 1639 these settlers had started new towns in the surrounding areas. Roger Ludlow, framer of the Fundamental Orders, purchased the land presently Fairfield, and established the name.

According to historian John M. Taylor: "Early in 1639 the General Court granted a commission to Ludlow to begin a plantation at Pequannocke. He was on that errand, with a few others from Windsor, afterwards joined by immigrants from Watertown and Concord. He bought a large tract of land from the Pequannocke sachems, - afterwards greatly enlarged by other purchases to the westward,- and recalling the attractive region beyond (Uncoa), which he had personally seen on the second Pequot expedition, he also “set down” there, having purchased the territory embraced in the present town of Fairfield, to which he gave its name."

Towns Created from Fairfield

Fairfield was one of the two principal settlements of the Connecticut Colony in southwestern Connecticut (the other was Stratford). Over time, it gave rise to several new towns that broke off and incorporated separately. The following is a list of towns created from parts of Fairfield.

  • Redding in 1767
  • Weston in 1787
  • Easton created from Weston in 1845
  • Bridgeport in 1821 (also partly from Stratford) and again in 1895 when the Black Rock section left Fairfield
  • Westport in 1835 (also partly from Weston and Norwalk)

Revolutionary War

When the Revolutionary War began in the 1770s, Fairfielders were caught in the crisis as much as, if not more than, the rest of their neighbors in Connecticut. In a predominantly Tory section of the state, the people of Fairfield were early supporters of the cause for independence. Throughout the war, a constant battle was being fought across Long Island Sound as men from British-controlled Long Island raided the coast in whaleboats and privateers. Gold Selleck Silliman, whose home still stands on Jennings Road, was put in charge of the coastal defenses.

In the spring of 1779, he was kidnapped from his home by Tory forces in preparation for a British raid on Fairfield County. His wife watched from their home as, on the morning of July 7, 1779, approximately 2,000 enemy troops landed on Fairfield Beach near Pine Creek Point and proceeded to invade the town. When they left the following evening, the entire town lay in ruins, burned to the ground as punishment for Fairfield's support of the rebel cause. Ten years later, President George Washington noted after traveling through Fairfield, that " the destructive evidences of British cruelty are yet visible both in Norwalk and Fairfield; as there are the chimneys of many burnt houses standing in them yet."

Fairfield recovered slowly from the burning, but soon after the end of the war its houses and public buildings had all been rebuilt.

Twentieth Century

World War I brought Fairfield out of its agrarian past by triggering an unprecedented economic boom in Bridgeport, the center of a large munitions industry. The prosperity created a housing shortage in the city, and many of the workers looked to Fairfield to build their homes. The trolley and later the automobile made the countryside accessible to these newly rich members of the middle class, who brought with them new habits, new attitudes, and new modes of dress. The prosperity lasted through the twenties.

By the time of the stock market crash in 1929, the population had increased to 17,000 from the 6,000 it had been just before the war. Even during the Depression, the town kept growing.

The grounding of a barge with two crewmen on Penfield Reef in Fairfield during a gale led to the first civilian helicopter hoist rescue in history, on November 29, 1945. The helicopter flew from the nearby Sikorsky Aircraft plant in Bridgeport.

The opening of the Connecticut Turnpike in the 1950s brought another wave of development to Fairfield and by the 1960s the town's residential, suburban character was firmly established.

The current First Selectman has propagated various planning and zoning changes that may renew the thriving suburban character of the town. The Fairfield Metro Center is destined to become the new centerpiece of that effort. The current planning effort acknowledges the new "high intensity" of development that will ensue.

Population Change

Fairfield in 2000 had a population of 57,340 people the latest of 2004 put it at a 0.4% increase to 58,900 people, though some estimates of the 2006 September estimate place it at a 2% drop to 56,700 residents which is on par for many cities in the state of Connecticut.


The town government consists of the three-member Board of Selectmen, a Representative Town Meeting (RTM), a Board of Finance, a Board of Education, a Planning and Zoning Commission (TPZ), and many other politically appointed commissions, boards, and committees. The current First Selectman is Kenneth A. Flatto (D), who is currently serving his fifth term in office. An ethics complaint has been filed by some residents regarding Flatto's handling of a large commercial development known as the Fairfield Metro Center.[citation needed]

In December 2008, First Selectman Kenneth Flatto announced a $42 million dollar loss to the Town's pension fund due to investments he had overeseen as Chairman of one of the town's pension boards in hedge funds associated with Madoff Investment Securities. This loss along with a projected $2 million dollar budget deficit for the fiscal year ending in June 2009 places the residents in jeopardy of major property tax increases.[citation needed] The First Selectman has announced support for spending an additional $17 Million to renovate one of the town's public elementary schools and funding to complete the renovation in progress of the pavilion on Penfield Beach.


Main article: Education in Fairfield, Connecticut
Public schools in Fairfield include Fairfield Warde and Fairfield Ludlowe High Schools; Roger Ludlowe, Tomlinson, and Fairfield Woods Middle Schools; and 11 elementary schools.

Private schools include Fairfield College Preparatory School, Notre Dame Catholic High School, Fairfield Country Day School, Holy Family School, St. Thomas Aquinas Catholic School, Our Lady of the Assumption Catholic School and the Unquowa School.

Fairfield is also home to post-secondary institutions Fairfield University and Sacred Heart University.


The town is on the shore of the Long Island Sound. According to the United States Census Bureau, the town has a total area of 31.3 square miles (81.1 km²), of which, 30.0 square miles (77.8 km²) of it is land and 3.4 km² (1.3 sq mi or 4.15%) of it is water. Mill River, the waters of which feed Lake Mohegan, flows through the town. (Note: This is a different 'Mill River, Connecticut' from the one that flows south through New Haven, which is east of Fairfield)

Fairfield consists of many neighborhoods. The best known are wealthy Southport -- where well-known General Electric Chief Executive Officer Jack Welch lived for many years -- and Greenfield Hill, with its large areas, famous dogwood trees, and picturesque green with white-spired Congregational church. Other well established neighborhoods include Stratfield, Tunxis Hill, the University area, Grasmere, Mill Plain, Knapp's Village, Melville Village, Holland Hill, and the Fairfield Beach area, which has recently undergone a renaissance with the construction of many new homes by residents wising to live in proximity to the beach and downtown.[6] Two shopping districts in town include the Post Road (U.S. 1) and Black Rock Turnpike.

Points of Interest

On the National Register of Historic Places

Connecticut Audubon Society Birdcraft Museum and Sanctuary — 314 Unquowa Road (added July 23, 1982)
Bronson Windmill — 3015 Bronson Road (added 1971)
David Ogden House — 1520 Bronson Road (added September 17, 1979)
Fairfield Historic District — Old Post Road from Post Road to Turney Road (added April 24, 1971)
Fairfield Railroad Stations — Carter Henry Drive (added August 28, 1989)
Greenfield Hill Historic District — Roughly bounded by Meeting House Lane, Hillside Road, Verna Hill Road and Bronson Road (added April 11, 1971)
John Osborne House — 909 King's Highway West (added March 12, 1987)
Jonathan Sturges House — 449 Mill Plain Road (added December 23, 1984)
Pine Creek Park Bridge — North of Old Dam Road, over Pine Circle (added May 8, 1992)
Southport Historic District — Roughly bounded by Southport Harbor, railroad tracks, Old South Road, and Rose Hill Road (added April 24, 1971)
Southport Railroad Stations — 96 Station St. and 100 Center St. (added August 28, 1989)

Other points of interest

  • Connecticut Audobon Society Center at Fairfield (separate from the Birdcraft Museum and Sanctuary) – six miles of boardwalk nature trails in a 160-acre wildlife sanctuary with a nature center
  • Fairfield Historical Society headquarters – displays on local history, art and decorative arts, and a library on local history
  • Gallery of Contemporary Art at Sacred Heart University – holds five exhibitions each year

Large and Distinctive Companies

  • General Electric Co. -- headquarters, 3135 Easton Turnpike (307,000 employees companywide)
  • R.C. Bigelow (Bigelow Tea Company) -- headquarters, Black Rock Turnpike
  • Sturm, Ruger & Co. -- headquarters, Lacey Place in Southport, firearms manufacturer


  • Connecticut Post (headquartered in neighboring Bridgeport)
  • Fairfield Minuteman
  • Fairfield Citizen-News
  • Fairfield Sun

Arts and Entertainment

The Fairfield Community Theatre Foundation or the FTC, not only runs the downtown, two-screen moviehouse for independent and second-run films, but operates educational programs for young people who also volunteer at the moviehouse. More information including what movies are currently playing, is available at the foundation's Web site.
The Regina A. Quick Center for the Arts on the campus of Fairfield University opened in 1990 and includes events such as popular and classical music, dance, theatre, programs for young audiences, and the Open VISIONS Forum lecture series featuring present eminent opinion-makers, artists, authors, learned contributors to the humanities and sciences and civic and political commentators. It houses the 740-seat Kelley Theatre, the 150-seat Lawrence A. Wien Experimental (Black Box) Theatre, and the Thomas J. Walsh, Jr. Art Gallery. The Quick Center has become known as one of the finest concert halls in the country and was recognized as the "cultural epicenter of Fairfield County" by Westport Magazine.
The PepsiCo Theatre, a renovated 1922 carriage house on the campus of Fairfield University, is the home to the Theatre Program of the Department of Visual and Performing Arts and Theater Fairfield, the resident production company of the University. The PepsiCo Theatre is also home to Shakespeare Ventures, a professional theatre company.
WSHU Public Radio


Fairfield residents enjoy a wealth of recreational opportunities, many of which stem from Fairfield's enviable location on the Long Island Sound.

The town's five miles of Long Island Sound coastline include 5 town beaches which are staffed by lifeguards during the summer, and miles of privately owned beach which are open to the public below the high tide mark.
South Benson Marina is a town-owned facility providing 600 boat slips which residents can rent for the summer.

Lake Mohegan, which includes waterfalls called The Cascades, is in the middle of town and is a popular destination for hiking, as is the Fairfield Audubon Society on Burr Street and the Bird Sancutary on Unquowa Road.
Ye Yacht Yard, a town owned facility on picturesque Southport Harbor provides boat launch services to residents, and access to moorings in Southport Harbor. Ye Yacht Yard is also the location of Community Sailing of Fairfield, whose members share use of two 18-foot sailboats.


Fairfield is traversed by U.S. 1, Interstate 95, and the Merritt Parkway. It has two Metro-North Railroad stations, Fairfield station and Southport station. A third station is under construction near the Grasmere neighborhood and adjacent Black Rock neighborhood of Bridgeport along with a large commercial development known as Fairfield Metro Center. The town is served by several public bus lines of the Greater Bridgeport Transit Authority.

Popular Culture

The following movies were filmed in Fairfield:

  • Revolutionary Road (2008)
  • College Road Trip (2008)
  • Freezer Burn (2009)
  • More Than Skin Deep (2002)
  • Racewalk (2000)
  • Robbie the Rabbit (1998)
  • The Stepford Wives (1975)
  • Man On A Swing (1974)

The television sitcom Who's the Boss? took place in Fairfield. In certain episodes, particular streets and even neighboring Bridgeport were mentioned. In fact, the lead character, Tony, attended Fairfield University and wore an official Fairfield University sweatshirt during the episode.

An episode of the Food Network show Rachael Ray's Block Party was filmed in Fairfield, as were portions of several episodes of Ham on the Street.

On January 29, 2009, Stephen Colbert mentioned Archie Moore's Restaurant's wing sauce spill on his show The Colbert Report.

It is the fictional location of the Bureau for Paranormal Research and Defense in the Hellboy graphic novel series.

Famous Residents (Past and Present)

William Beardsley, early settler and magistrate
William Burnett Benton, former U.S. Senator
Leonard Bernstein, conductor, composer, musician[10]
James Blake, professional tennis player
Aaron Burr, Sr., native, clergyman, educator, and father of Vice President Aaron Burr
John Byrne, legendary Comic Book creator.
Imogene Coca, actress in Your Show of Shows
Susan Cooper, author of the acclaimed children's sequence The Dark Is Rising.
Hume Cronyn, actor
Michael J. Daly, World War II Medal of Honor recipient
T. F. Gilroy Daly, attorney and Federal judge
David L. Downie, author and professor of politics and environment policy at Fairfield University
Keir Dullea, actor[11]
Dick Durrell, a founder of People Magazine
Timothy Dwight IV, American Congregationalist minister, theologian, educator, and author; president of Yale College
Chris Frantz and Tina Weymouth, founding members of Talking Heads and Tom Tom Club
Pierce J. Gerety Jr., native, UNHCR Director of Operations for the Great Lakes Region of Africa, died in the 1998 crash of Swissair Flight 111
J. J. Henry, PGA golfer, 2006 Ryder Cup team member, and a native
Faith Hill and Tim McGraw have a country house in Southport.
Jeffrey Immelt, CEO of General Electric
Don Imus, radio personality, past resident in Southport
Eliot A. Jardines, Assistant Deputy Director of National Intelligence for Open source intelligence
Linda Kozlowski, actress and a native
David LaChapelle, born in Fairfield, CT: a famous, renowned photographer and director
Charles Lindbergh, aviator and former resident (circa 1940-45)
Justin Long, actor and a native
John Mayer, Grammy-winning singer-songwriter
Stewart McKinney, U.S. Representative
Matt Morgan, professional wrestler, American Gladiator and actor
David N. Mullany, inventor of the Wiffleball
Joe Namath, New York Jets quarterback and sport commentator, past resident
Charles Nagy Former MLB Baseball Pitcher
Patrick O'Boyle, international speed skater
Henry Fairfield Osborn, late scientist, eugenicist and a native
John Osterlind, radio personality, native
Reza Pahlavi, former Crown Prince of Iran, former resident (purchased Stewart McKinney's home when the Congressman moved to Westport)
Jason Robards, actor
Richard Rodgers, composer
Meg Ryan, actress and a native
Chris Sarandon and Joanna Gleason, actors[12]
Gold Selleck Silliman, Revolutionary War general
Martha Stewart, business magnate, author, editor, and homemaking advocate, past resident
Brian Torff, jazz musician, composer, head of Fairfield University's music program
Raviv Ullman, star of Phil of the Future
Franco Ventriglia, opera singer and a native
Robert Penn Warren, author and poet[13]
Michael Weatherly, actor and a native
Jack Welch, former CEO of General Electric, former town resident
Mabel Osgood Wright, author, founder of the Connecticut Audubon Society (Birdcraft Museum in Fairfield)


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