top of page
Bootleggers Lair - Morning Glory | Bootleggers Trail

FRIARS HOUSE

Your Private Farm Oasis

SAINT ANTHONY'S HIGH SCHOOL FAMILY & FRIENDS 

 PRIVATE FARM OASIS

​Dear Saint Anthony's High School Family & Friends,

 

Welcome to Friars House, your private farm estate set on 23 acres along the bluffs of the Nissequogue River in Smithtown, NY. Quietly held for centuries and surrounded by protected land and private preserve, the estate offers a rare setting where time, nature, and community come together. The Friars House reflects a natural balance of land, and life—a place for the Saint Anthony’s community to intimately gather, enjoy and be inspired.

 

Have a fantastic 2026!

Friars House

Bootleggers Lair | Private Oasis and Learning Preserve
CONVENIENCE

On Site:  Nissequogue River Basin

2 Miles:  Historic Smithtown Village, Golf

3 Miles:  LI Sound, State Park, Railroad

5 Miles:  Wineries, Breweries, Museums

6 Miles:  Historic Stonybrook Village

9 Miles:  Historic Northport Village

10 Miles:  Macarthur Airport

11 Miles:  Historic Port Jefferson - Ferry

14 Miles:  Historic Huntington Village

15 Miles:  Ocean, Fire Island, Casino

35 Miles:  Hamptons

44 Miles:  JFK and LGA Airports

49 Miles:  New York City

Within 90 Miles: 130+ Golf Courses

Bootleggers Lair - Historic Manor House | Bootleggers Trail
FRIARS HOUSE

Built in 1828, the Friars House overlooks the Nissequogue River, blending historic character and modern comfort while recalling a centuries old era. Today, it marks a renewed Franciscan presence in Smithtown, where Saint Anthony’s High School’s Franciscan Brothers first established a Long Island presence in 1933.

Bootleggers Lair - Delectable Delights | Bootleggers Trail
IMMERSIVE EXPERIENCES

Farm & Agriculture

Health & Wellness

Food & Hospitality

Nature & Wildlife

River, Sound & Ocean

Equestrian & Sporting

Music and the Arts

Private Retreat

IMG_4255.HEIC
FRIARS PASS

The Learning Preserve Membership Medallion

SCHEDULE ONLINE
Immersive Experiences

HISTORIC FARM

A Friars-led program where members receive a share of the farm’s seasonal harvest—organic, fresh, healthy beautiful produce. Farm to table from nature's finest.

HEALTH & WELLNESS

Programs designed to support spiritual and physical health, mental clarity, and overall well-being through movement, rest, and time in nature.

FOOD & HOSPITALITY

Hospitality rooted in tasty food and thoughtful spaces, supporting how guests stay, play, learn, and explore.

NATURE & WILDLIFE

Protected landscapes and wildlife habitats that invite observation, reflection, and quiet time outdoors.

EQUESTRIAN & SPORTING

Equestrian and Sporting activities designed as games of skill, cross generational enjoyment, and time spent in nature.

RENTAL & RETREATS

Private estate stays and intimate gatherings, enhanced by curated life experiences in food, the arts, sport, education, and the outdoors.

THE FRIARS HOUSE STORY

For centuries, Long Island has been shaped not only by trade and movement, but by those who sought quiet purpose along its edges—places where land, water, and daily life intersected naturally. From early settlement through the growth of towns along the North Shore, the region offered rare pockets of space and stillness within reach of an emerging metropolis.

 

By the early 19th century, homes built along the bluffs of the Nissequogue River reflected this balance. Constructed in 1828, the Friars House belongs to this earlier chapter, when land was worked, families gathered close to the earth, and life unfolded at a human pace. Its elevated position above the river placed it within the rhythms of nature and community, not apart from them.

 

As Long Island evolved, so did its institutions. In the early 20th century, the Franciscan Brothers of Saint Anthony’s established a presence in Smithtown, grounding their mission in education, service, and stewardship of both people and place. The location would later transition to Huntington Township and the values—simplicity, care for creation, and community—remained woven into the fabric of the mission.

Today, Friars House represents a quiet return of that Franciscan presence to Smithtown. Not as a monument, but as a living environment—one that is increasingly rare in the New York metro region. Surrounded by protected land and open space, the estate offers families, children, and visitors something difficult to find nearby: room to explore freely, to learn through experience, and to spend time together without constant interruption.

 

In this way, Friars House continues a long Long Island tradition—not of commerce or spectacle, but of continuity. It is a place where land still matters, where history informs use, and where community is shaped through shared experience across generations.

CONTACT

BOOTLEGGERS LAIR
Nissequogue River, Smithtown NY

We'll be in touch shortly. Thank you!

Screen Shot 2022-01-12 at 6.09_edited.jp

©2025 by THE FRIARS HOUSE

bottom of page