Jefferson, NY Houses for Sale

Step into a handcrafted fairytale in this one-of-a-kind thatched-roof cottage set on 53 acres, where 13th-century charm meets Georgian elegance and French countryside flair. Reminiscent of Tolkien's Middle-earth and European folklore, the home features hand-carved woodwork, handblown glass windows, graceful chandeliers, and antique details like a London octagonal doorknob. Hameau de la

Matthew Loder Country Boy Realty

Dreaming of your own private Catskill mountaintop retreat? Look no further. This stunning log home offers breathtaking views, unmatched privacy, and easy access to local shops, restaurants, and farm stands—just under 3 hours from NYC and NJ. Picture peaceful mornings and evenings on the expansive wraparound deck or stargazing by a fire pit. Fully furnished and with low taxes, this turn-key escape

Lisa Tenneson Listing by Four Star Realty Group, Inc

Welcome to your secluded fully furnished Log home paradise at 177 Woodchuck Run in Jefferson! This stunning property offers30 ac of privacy, tranquility, and beautiful natural surroundings, making it the perfect retreat from the hustle and bustle of everyday life. Enjoy the peaceful beauty of your own private oasis, while still remaining conveniently located to local amenities. This

Kevin Jaquay Listing by Eagle River Realty, LLC

This beautifully updated 3-bedroom, 2-bath home on 45 acres with the perfect balance of open meadows and woods, blends classic charm with modern updates in a peaceful setting. The bright and welcoming enclosed porch leads into spacious living areas with gleaming wood floors and abundant natural light. The kitchen features stainless steel appliances. Both bathrooms have been thoughtfully renovated

Matthew Loder Country Boy Realty

Nestled on 47 secluded acres with a large swimming pond, this one-of-a-kind property blends Old World architectural charm with modern sustainability. Originally built as an art gallery/studio, the structure features influences from English, French, and German design—including elements inspired by West Woodhay House, the Kensington Orangerie, and Sanssouci Palace. Inside, soaring ceilings,

Matthew Loder Country Boy Realty

Discover the charm of this c.1840 Greek Revival farmhouse, ideally situated on historic Main Street in the heart of Jefferson. With its iconic architectural details and thoughtful updates, this home offers an inviting blend of classic design and everyday livability.The main level features a gracious parlor layout, with two spacious rooms divided by original wood columns, perfect for relaxing

Katherine Keys The Catskill Dream Team

With a brand NEW roof on both the house & detached garage, this charming 2 bedroom, 2 bath Cape Cod offers comfort, character, & room to grow. Nestled on 5.19 peaceful, wooded acres. Step inside to an open-concept kitchen & dining area that's perfect for gatherings. The primary bedroom features an en-suite bath. The spacious 2nd floor provides the potential for additional bedrooms or a large

Christy Gillespie-Quinn Country Boy Realty

BIG PRICE REDUCTION! Renovated Barn on 12+acres with a pond and lovely mountain views has 4 bedrooms, 2 full bathrooms and 2 car garage. Home is ready for new owner to adore it and enjoy everything this property has to offer. Living room is a remarkable 2 story space, with windows that beam with natural light and a door to the deck overlooking the peaceful catskill mountain views. Located on a

Stuart Sipos Listing by Keller Williams Upstate NY Properties

Discover 400 stunning acres across Gilboa and Jefferson featuring a well-preserved 1879 farmhouse full of charm. A renovated 3,800 sq. ft. two-story barn with electricity offers flexible use for farming, storage, or a workshop. The land includes mixed timber, open fields, and abundant wildlife—ideal for recreation, agriculture, or a private retreat. With road frontage on three sides, the property

Wayne Hartard EXP Realty