Jennifer Enloe

Jenn joins the Tivoli office with 25+ years of combined experience in digital media, brand strategy, marketing, real estate investment, and the performing arts. Her ever-growing network, knowledge of the region, strong design aesthetic, and keen eye for antique and architecturally significant homes enable her to serve her clients in search of a full-time or weekend home in the Hudson Valley.
A native of Atlanta, Jenn credits time spent with her father, an architect and builder, as the initial spark that inspired her to become a real estate salesperson and investor. In 2019 she co-founded a real estate/flexible workspace venture designed to serve short and long-term tenants in the creative industries. Previously, she was the Chief Content Officer and Editor in Chief of how-to video networks that garnered 100s of millions of views for their Fortune 500 clients. Jenn originally moved to New York City in 1995 to pursue a career as a professional modern dancer. She supported herself with a weekend babysitting job on a farm outside Rhinebeck - a life-changing decision. Rural Rhinebeck offered a contrast and balance to the energy of New York City and reignited her love of landscape, architecture, and interior design. A decade later, living full-time back in Manhattan but wanting to regain that balance, Jenn and her husband Matt took the leap and purchased an 1860s 'jewel box' nestled into 17 acres in rural Gallatin, a two-hour drive from their apartment on the Upper West Side.
These days, they spend most of their time in the Hudson Valley and are continually amazed by the natural beauty and character of southern Columbia County. Their ever-growing list of go-to restaurants, farms, cultural venues, antique stores, historic homesites, and beautiful vistas keep them very busy enjoying the bounty of the Hudson Valley.