Near Sagamore Hill Road, on the right when traveling north.
In Theodore Roosevelt’s time this field was a three-acre garden of vegetables, fruit trees, and berries. It produced potatoes, lima beans, lettuce, and carrots, peach, plum, and pear trees, and multiple grape arbors. Despite its size the garden was . . . — — Map (db m90372) HM
Near Sagamore Hill Road, on the right when traveling north.
This land around you had always been a working farm. When Theodore Roosevelt bought the property in 1880 it already included an orchard, fields of corn, asparagus, and buckwheat as well as an old barn. After the purchase, Roosevelt had his own . . . — — Map (db m90406) HM
Near Sagamore Hill Road, on the right when traveling north.
It was on this piazza that Teddy Roosevelt was notified of his nomination for Governor of New York in 1898, for Vice President in 1900, and for President in 1904. He had the railing removed here to address more effectively groups gathered on the . . . — — Map (db m42967) HM
Near Sagamore Hill Road, on the right when traveling north.
Six Roosevelt children and nearly a dozen neighboring cousins could be a rambunctious group. Sometimes Edith Roosevelt needed a place for solitude. The Arbor was not too far from the house. She could enjoy the sun and scented roses, yet still be . . . — — Map (db m90399) HM
Near Sagamore Hill Road, on the right when traveling north.
The windmill to your left is a re-creation of two previous windmills Theodore Roosevelt had built. The first was constructed when the house was built. A second windmill, and a supplemental gas-powered pump, replaced that one in 1905. The mills . . . — — Map (db m90398) HM
Near Sagamore Hill Road, on the right when traveling north.
Theodore Roosevelt’s new home crowned a treeless hill that sloped down to the water on three sides. Across their lawn the family could watch ferryboats plying Long Island Sound. Roosevelt planted shade trees around the home, but cut down other trees . . . — — Map (db m43031) HM
Near Sagamore Hill Road, on the right when traveling north.
Fresh eggs and chickens to satisfy the healthy appetites of the family were raised on the grounds. Chicken was a favorite dish and the Roosevelts had it almost every day. — — Map (db m53638) HM
Near West End Avenue west of Larrabee Avenue, on the right when traveling west.
Christeen-Oyster Sloop has Been Placed On The
National Register of
Historic Places in 1991
By The United States
Department of the Interior — — Map (db m237386) HM
Near Sagamore Hill Road, on the right when traveling north.
This copper beech, also called a purple beech, was planted by the Roosevelt family about 1895. Its leaves go through several color changes as the season progresses; they appear each Spring as a light copper color, turning purple by June and finally . . . — — Map (db m43084) HM
On Summit Street, on the right when traveling east.
Oyster Bay was occupied by the British from 1776-1783. Due to the close proximity to their fort, the Loyalist Queen’s Rangers occupied the residence during the winter of 1778-1779. Revolutionary War Heritage Trail — — Map (db m42791) HM
On Shore Avenue at Audrey Avenue, on the right when traveling west on Shore Avenue.
The Hamlet changed drastically and quickly in the early 20th century, but things began to slow after Theodore Roosevelt’s presidency came to an end in 1909. His impact, however, would continue to shape Oyster Bay for years to come, even after his . . . — — Map (db m90409) HM
Near Sagamore Hill Road, on the right when traveling north.
Most maintenance and repair work was done by those who ran this farm. This required a variety of tools as well as the diverse skills to use them well. — — Map (db m42984) HM
On Simcoe Street, on the right when traveling east.
Buried here are John Townsend 1668; Robert Townsend, “Culper, Jr.” (1753 – 1838) of General Washington’s intelligence service and his sister Sally Townsend (1761 – 1842) both instrumental in the disclosure of the Benedict . . . — — Map (db m65078) HM
On Sagamore Hill Road, on the right when traveling north.
The Old Barn was gone and the farm needed a replacement. Edith Roosevelt oversaw the plans for what became the New Barn, built in 1907. To reduce costs, she eliminated the concrete-lined basement meant for the cows, and instead planned to keep them . . . — — Map (db m90335) HM
Near Sagamore Hill Road, on the right when traveling north.
Mealtimes were family times for the Roosevelt family. Breakfast might include peaches and cream, fried liver and bacon, grits, waffles, cereal, milk, and for Theodore Roosevelt, lots of coffee. Dinners often featured fried chicken covered with . . . — — Map (db m90369) HM
On Sagamore Hill Road, on the right when traveling north.
The Roosevelt family needed full-time assistance to maintain the house and farm. Theodore had a devoted valet, James Amos, he called his “head man.” The house staff included a cook, waitress, chambermaid, and a nurse who had worked for . . . — — Map (db m90333) HM
On Simcoe Street, on the right when traveling east.
This stone marks the grave of John Townsend who came from England about 1630, and settled in Oyster Bay in 1661. He died in 1668, and was buried here on his own land. — — Map (db m65081) HM
Near Sagamore Hill Road, on the right when traveling north.
Sagamore Hill may have been a working farm, but it was also a playground for Theodore Roosevelt. He cleared much of the land, but left these 35 acres as woodlands filled with chestnuts, elms, and cedars. It was home to wildlife and allowed . . . — — Map (db m90336) HM
Near Sagamore Hill Road, on the right when traveling east.
“Tired of living here and there in rented houses,” wrote Eleanor Roosevelt, in 1937 she and her husband Ted Jr. purchased four acres of Sagamore Hill from his mother. The Georgian-style home, built in 1938, sat at the south end of the . . . — — Map (db m90365) HM
Near Sagamore Hill Road, on the right when traveling north.
For 50 years, the look of Sagamore Hill changed little. Then in 1938, Theodore Roosevelt, Jr., the President’s eldest son, built this Georgian home here on four acres of the farm’s old apple orchard. The house is now open to visitors as a museum of . . . — — Map (db m42965) HM
On Sagamore Hill Road, on the right when traveling north.
In Roosevelt’s day, fields of timothy and corn ran downhill from here to an early 19th-century hay barn – the scene of childhood games. You could look left across a quarter mile of pasture to the old apple orchard and the woods. The crack of . . . — — Map (db m43053) HM
On E Main Street at McCouns Lane, on the right when traveling east on E Main Street.
In loving memory of the Oyster Bay Residents lost on September 11, 2001 Christopher Ciafardini Wade Green Brooke Jackman Joseph Kelly Thomas Mahon Edward Papa Christopher Slattery Contributed by the Oyster Bay High School Student Council 2002 - . . . — — Map (db m43087) HM
On Audrey Avenue at Shore Avenue, on the right when traveling north on Audrey Avenue.
To the memory of those from Oyster Bay who gave their lives in the service of their country 1917 • World War I • 1918 Nicolas Abbati • Frank Boday • Fred H. Cassell • Luke Kiloran • Quentin Roosevelt 1941 • World War II • . . . — — Map (db m65140) WM
Home train station of Theodore Roosevelt President of the United States 1901 - 1909, July 2005 Placed on the National Register of Historic Places. Plaque sponsored by the Theodore Roosevelt Association and Oyster Bay Historical Society — — Map (db m62060) HM
On South Street (County Route 106) at Lexington Avenue / Berry Hill Road, on the left when traveling south on South Street.
To the memory of those from Oyster Bay who gave their lives in the service of their country in the World War 1917 – 1918 --------------- Let those who come after see that these men shall not be forgotten. Nicolas Abbati Frank Boday Fred H. . . . — — Map (db m42854) HM
Near Planting Fields Road, 0.2 miles south of Glen Cove Road, on the left when traveling west.
Planting Fields Arboretum
Has been placed on the
National Register of
Historic Places in 1979
By the United States
Department of the Interior — — Map (db m223519) HM
On E Main Street near Church Street, on the right when traveling east.
Completed 1873, stick-style architecture. Boyhood church of Theodore Roosevelt, 26th President. Listed on National Register of Historic Places.
J. Cleveland Cady, Architect — — Map (db m42806) HM
Near Sagamore Hill Road, on the right when traveling east.
This stone is from the grave of Quentin Roosevelt Youngest son of Theodore and Edith Kermit Roosevelt who was killed in aerial combat in France on July 14, 1918 and was buried where he fell near Chamery. His body was moved in 1955 to the Normandy . . . — — Map (db m7974) HM
On W Main Street, on the right when traveling west.
Built 1740; Used by British as Col. Simcoe’s Hdqts; Information from here lead to Major Andre’s capture after his visits; Home of Robert Townsend, Washington Spy. — — Map (db m42788) HM
On W Main Street, on the right when traveling west.
From 1776 to 1783, this house was used as headquarters for the Loyalist Queen’s Rangers. It was the home of Robert Townsend, a spy for General Washington. Revolutionary War Heritage Trail — — Map (db m42790) HM
Near Railroad Avenue, on the left when traveling east.
To the sacred memory of Theodore Roosevelt The Great American President of the United States 1901 – 1908 Planted Palm Sunday 1919 A.D. by Paul Brorstrom — — Map (db m53687) HM
On Railroad Avenue, on the left when traveling east.
The Book of Theodore Roosevelt’s Life Written in Rocks Chapter 1 – Born Oct 27, 1858. Brick from 28 E 20 NYC where Roosevelt was born. Presented by Women’s Roosevelt Memorial Assn. Chapter 2 – Regaining his Health. Granite step from . . . — — Map (db m53686) HM
On Sagamore Hill Road, on the right when traveling north.
Tennis at Sagamore Hill had unique challenges and court rules. The ground wasn’t level and tree branches closed in the court. The Roosevelts allowed “that when a ball hit a branch and might have gone in it was a ‘let.’” For Theodore . . . — — Map (db m90338) HM
Near Sagamore Hill Road, on the right when traveling north.
In its many area devoted to different activities, this estate reflected the energy and diverse interest of its owner. A series of markers identifies each of the buildings or features of the estate explaining their use. — — Map (db m43056) HM
On Sagamore Hill Road, on the right when traveling north.
“The house stands right on the top of the hill, separated by fields and belts of woodland from all other houses, and looks out over the bay and the Sound. We see the sun go down beyond long reaches of land and water . . . We love all the . . . — — Map (db m42838) HM
Near Sagamore Hill Road, on the right when traveling north.
Sagamore Hill was the family home of our 26th President Theodore Roosevelt, his wife Edith and their six children. He built the Queen Anne Shingle style home on 155 acres between 1884 and 1886 and it became known as the “Summer White House” during . . . — — Map (db m42840) HM
Near Sagamore Hill Road, on the right when traveling north.
In 1901 the building that stood here (later destroyed by fire in 1944) housed the family’s five riding horses. Each stall had the horse’s name above it. Work horses were kept farther away at the barn. The grooms lived here on the second floor. — — Map (db m43082) HM
On Sagamore Hill Road, on the right when traveling north.
Sagamore’s tennis court occupied this hollow, which was overrun by moss and mole. If your serve whipped into the low branches, you earned a let, or second try. The President got in extra practice at the White House, and despite his portly frame and . . . — — Map (db m53639) HM
On Summit Street, on the right when traveling east.
In 1775, the populace of Oyster Bay was divided, with only 20 percent supporting American independence. Among this small group of rebels was local merchant and politician Samuel Townsend, the owner of what is today Raynham Hall Museum. In 1776, . . . — — Map (db m42808) HM
On W Main Street, on the right when traveling west.
General George Washington created a domestic network of spies, appointing Major Benjamin Tallmadge of Setauket as the head of the Long Island based Culper Spy Ring. Tallmadge appealed to Robert Townsend, a Manhattan merchant, to join him as a spy . . . — — Map (db m42812) HM
Near Sagamore Hill Road, on the right when traveling north.
Sagamore Hill had been farmland before Theodore Roosevelt bought the property. He intended to live here and keep it a working farm. The farm would need animals and farm workers; both would need shelter. The first building Roosevelt had built . . . — — Map (db m90375) HM
Near Cove Road at Cove Neck Road, on the right when traveling east.
From this spot the cortege proceeded up the steps on your left to his final resting place on the hill overlooking the bay. “In the long fight for righteousness the watchword for all of us is spend and be spent.” . . . — — Map (db m42842) HM
Near Sagamore Hill Road, on the right when traveling north.
It was an informal garden, used to supply fresh fruit, vegetables and cut flowers for the house. It occupied the area around where you now stand, and out beyond the present road. — — Map (db m43080) HM
On W Main Street, on the right when traveling west.
Sold by Francis Bannerman to Col. Robert Townsend (1853 – 1915) in the early 1900’s as the great chain links which crossed the Hudson at West Point during the Revolution. The original chain links were made by his great grandfather at the . . . — — Map (db m90332) HM
Near Sagamore Hill Road, on the right when traveling north.
Built to Mr. Roosevelt’s specifications for $16,975 it was completed in 1885. It had twenty-two rooms, which were often filled in the years that followed, since the growing family seemed always to be augmented by visiting friends and relatives, as . . . — — Map (db m43051) HM
Near Sagamore Hill Road, on the right when traveling north.
This small building held the ice that was cut each winter from the surface of nearby ponds, hauled here and covered with sawdust to insulate it against summer heat. Ice was taken from it as needed and kept in a large icebox in the butler’s pantry. — — Map (db m42979) HM
Near Sagamore Hill Road, on the right when traveling north.
Occasionally there would be a mournful procession of parents and children to the small animal cemetery to lay away a family pet. [ Sidebar: ] Animals Buried Here DOGS HORSES Susan Little Texas Jessie
. . . — — Map (db m43058) HM
Near Sagamore Hill Road, on the right when traveling north.
Water was pumped for the house by wind power. The windmill structure also offered a challenge to small gymnasts in the family who loved to clamber about it. — — Map (db m42976) HM
Near Sagamore Hill Road, on the right when traveling east.
In honored memory of Theodore Roosevelt Scout Commissioner 1917-1919 Nassau County Council Boy Scouts of America Dedicated by The Scouts of Nassau County June 14, 1953 — — Map (db m42871) HM
On Audrey Avenue at Shore Avenue, on the left when traveling south on Audrey Avenue.
Citizen of Oyster Bay President of the United States * * * * * * * * * * “The way to be good citizens of this nation is to be good citizens of Oyster Bay” * July 4, 1906 * — — Map (db m65120) HM
On Railroad Avenue, on the left when traveling east.
This park, the gift of a grateful people is dedicated to the memory of Theodore Roosevelt twenty-sixth President of the United States Born New York City 1858 – Died Oyster Bay 1919 “We here in America hold in our hands the hope of . . . — — Map (db m53688) HM
On West End Avenue at Larrabee Avenue, on the left when traveling north on West End Avenue.
This park, the gift of a grateful people is dedicated to the memory of Theodore Roosevelt twenty-sixth President of the United States Born New York City 1858 – Died Oyster Bay 1919 “We here in America hold in our hands the hope of . . . — — Map (db m53689) HM
On South Street (County Route 106) at Lexington Avenue / Berry Hill Road, on the left when traveling south on South Street.
Cast from the original 1922 mold Created by sculptor Alexander Phimister Proctor 1860 – 1950 Dedicated October 29, 2005 as the Centennial Project of the Rotary Club of Oyster Bay Re-dedicated on this site by the T.R. Statue Fund October 30, . . . — — Map (db m42867) HM
On Shore Avenue at Audrey Avenue, on the right when traveling west on Shore Avenue.
In Memoriam U.S.S. Maine Destroyed in Havana Harbor February 15th 1898 This tablet is cast from metal recovered from the U.S.S. Maine — — Map (db m65087) HM
Near Sagamore Hill Road, on the right when traveling north.
Visiting the President’s family could mean a ride up the winding carriage road. First, your horse puffed up narrow switchbacks under an arch of oak and maple. Then the road broke free of the woods, the grand house came in view, and you could trot . . . — — Map (db m42975) HM
On Sagamore Hill Road, on the right when traveling north.
While most families have a pet or two, the Roosevelt family nearly had a zoo. At various times they had dogs, cats, horses, guinea pigs, snakes, flying squirrels, kangaroo rats, birds, a bear cub, and a badger. The death of a pet meant a funeral . . . — — Map (db m90403) HM
