Vintage homes for sale & real estate in Sullivan County, NY

Vintage Home for sale in Sullivan County, NY:

Don’t miss this unique opportunity at 33 Pearl Street, Livingston Manor, NY. This property features a separate cottage on the same lot, perfect for rental income—whether long-term or short-term. The main house offers plenty of space with a large living room, fireplace, pellet stove, and a flexible extra room that can be used as an office or playroom. Upstairs includes 4 bedrooms and a half bath, with hardwood floors throughout. Located on the corner of Pearl and Maiden, directly across from the Livingston Manor Family Health Center, this is a convenient and desirable location. Estimated rent for the main house is around $1,500/month. Great potential for both living and investmen

Vintage Home for sale in Sullivan County, NY:

Welcome to this charming 3-bedroom, 1.5-bathroom home located in the Village of Bloomingburg, conveniently situated on Main St in the Village. . Offering approximately 1,056 square feet of comfortable living space, this home features a spacious living room, dining room, and kitchen equipped with stainless steel appliances. Hardwood floors add warmth and character throughout the home. Conveniently located near local amenities and major roadways, this property offers a great opportunity to make Bloomingburg your home. Schedule your showing today!

Vintage Home for sale in Sullivan County, NY:

Swan Lake Chalet with Deeded Lake Access, Workshop & Farm Potential Discover a rare blend of lakeside tranquility and hands-on functionality in this spacious 2-bedroom, walk in closet chalet, small kitchen, leading to the generous utility room with a washer and dryer, unique wood furnace, that heat the whole house with the additional electric heat, generous mudroom provides ample space to hand your coats and for storage. Designed for both relaxation and productivity, the open-concept living room features a cozy woodstove and flows seamlessly onto a generous deck—perfect for unwinding with lake views and enjoying the peaceful side yard. Ideally situated by Swan Lake with deeded l

Vintage Home for sale in Sullivan County, NY:

Perched above the heart of Callicoon, this 1908 landmark stands as one of Sullivan County’s most captivating historic structures—a former schoolhouse whose legacy spans education, craftsmanship, and art. Over the decades, its grand proportions have sheltered classrooms, a dress factory, and a piano workshop—each chapter leaving its mark in the woodwork, wainscoting, and soaring ceilings that remain today. Now reimagined by artists, the building bridges eras with a rare blend of authenticity and modern livability. A bright three-bedroom, two-bath residence offers comfort and warmth with custom cabinetry, solid wood floors, and rich natural light. Beyond, the structure unfol