Rhinebeck, NY Homes for Sale with Pool

Welcome to your own private paradise. This stunning 20’ x 40’ heated saltwater pool is the centerpiece of nearly five level, park-like acres, surrounded by mature trees, lush landscaping, and a serene spring-fed pond. It’s a resort-style setting that offers peace, privacy, and extended swimming seasons.The contemporary ranch home strikes the perfect balance of style and comfort. Step into

Judah Fried Elegran LLC

Located just 90 seconds from the heart of Rhinebeck Village and sited at the end of a long, boulder-lined drive, Fieldstone offers unparalleled privacy and proximity. A private oasis set on 31 acres, this masterfully crafted custom modern farmhouse is surrounded by open lawns, pastures, old-growth forest, historic stone walls, and a flowing stream. The light-filled great room dazzles with

Lindsay Allen Upstate Down

This magnificent Modern Farmhouse, sheltered in an elegant landscape of rolling hills, mature trees, colorful gardens and a 7-acre lake, is the quintessential Hudson Valley retreat on 43+ picturesque acres. Located an easy five minutes from historic, cultural-rich Rhinebeck Village, it’s the country destination for the sophisticated buyer who values privacy, property and proximity. The striking

Peggy Santamorena Houlihan Lawrence Inc.

Perched on a gentle rise along a private road just ten minutes from Rhinebeck Village, this 5-bedroom custom Craftsman estate—designed by a renowned local architect—seamlessly blends dramatic Art Deco–inspired style with modern comforts. Wide oak floors, premium windows and doors, and brass hardware set the tone, while a suite of advanced systems make the home energy-efficient and off-grid ready.

Zev Eisenberg Hudson Modern Co

Rhinebeck-9.76 peaceful acres off a beautiful country road. When you approach this property you feel there's something magical around you. From sunrise to sunset, it's all about this special setting. Daffodil fields to the left, vista views of the horizon, and the sweeping lawns and meadows. Stonewalls and rock formations surround it all in a naturally planned setting. Throughout the season, the

Dana Goldberg Houlihan Lawrence Inc.

Welcome to 1000 Oaks, a quintessential Rhinebeck country home! This property, nestled on 6.8 acres of land, consists of a 3200+ sq. ft. main house, an 800 sq. ft. recording studio, and a heated gunite pool. It also offers a lovely seasonal mountain view. Step into the evolution of 1000 Oaks. From its humble beginnings as a little hunting cabin in the woods, it was transformed into a cozy home of

Feng Liu-Winham Coldwell Banker Village GreenK