Vintage homes for sale & real estate in Cold Spring, NY

Vintage Home for sale in Cold Spring, NY:

Set on 22+ acres in Garrison, NY, this extraordinary historic Hudson Valley estate offers a rare opportunity to restore and reimagine a one-of-a-kind country property. Once part of the storied c. 1900s Dick’s Castle estate, the property served as servants’ quarters and a working farm. More than a century later, the estate retains an incredible degree of architectural integrity, with slate roofs, stone cottages, original details, and a striking three-story barn that has been thoughtfully adapted as a pool house and game room overlooking the in-ground pool. Beyond the main residence, two additional cottages and three outbuildings offer tremendous flexibility for guests, studios, o

Vintage Home for sale in Cold Spring, NY:

This well maintained 2 bedroom, 1 bath cottage style home offers classic charm & comfortable living in a convenient location. The home features a large front sitting porch with beautiful mountain views, creating a welcoming space to relax and enjoy the surrounding scenery. Recent updates include a newer roof & Hot Water Heater, while the fenced yard provides privacy & outdoor space for entertaining, gardening, or enjoying time. A storage shed adds valuable extra space for tools, equipment, and seasonal items. Conveniently located close to shops, restaurants, parks, and schools, this charming cottage combines comfort, character, and accessibility. Whether you're looking for

Vintage Home for sale in Cold Spring, NY:

Perched above Beacon, this striking corner penthouse is filled with natural light and offers sweeping views of Mount Beacon, Fishkill Ridge and the nearby waterfall. An expansive private roof deck and flexible two-level layout create a unique combination of indoor and outdoor living in the heart of Beacon. The spacious main level showcases the character of the building’s historic factory origins with soaring ceilings, exposed brick, original beams and oversized windows. An open living and dining area flows into the kitchen with island and separate breakfast nook, creating a comfortable layout for both everyday living and entertaining. Two bedrooms and two full baths are located on the

Vintage Home for sale in Cold Spring, NY:

For those who want to be surrounded by nature without sacrificing the convenience of city living, 9 Washington Avenue offers a rare balance. Set on the historic site of the O'Keefe Brothers Bottling Factory, this charming three-bedroom home rests at the foot of Mount Beacon in one of the city’s most desirable and convenient neighborhoods. Across the street from a local butcher and blocks to coffee shops and restaurants, the property also overlooks a tranquil spring-fed pond on the neighboring lot. Here, hawks, blue herons, mallards, and many other animals can be seen in a rotating display of wildlife all year long. Although the view from your bedroom window feels worlds away, you are

Vintage Home for sale in Cold Spring, NY:

Beautiful historic gardener’s cottage from the original Henry Sargent Wodenethe Estate, dating back to 1863. Nestled on a quiet cul-de-sac, this one-of-a-kind home seamlessly blends timeless character with modern upgrades. A formal entry welcomes you into a stunning sunroom (added in 1920), featuring vaulted ceilings, a wood-burning fireplace, and French doors that open to a covered bluestone patio—perfect for indoor-outdoor living. The cozy living room showcases original exposed wood ceilings and a classic brick wood-burning fireplace. The thoughtfully updated galley kitchen is equipped with Viking appliances, quartz countertops, and a spacious walk-in pantry. A newly added di

Vintage Home for sale in Cold Spring, NY:

Welcome to Beacon! One of the most sought-after communities in the heart of the Hudson Valley – this home is nestled near the base of Mt. Beacon, just 60 miles north of NYC. Enjoy your privacy – while still having access to shopping, dining, schools, transportation and more, just steps away. Cherished by its longtime owners for more than six decades, this home has been meticulously maintained, with notable features including a charming screened-in porch, eat-in kitchen, a first-floor primary suite, a spacious backyard, and picturesque views of Beacon’s stunning mountain range. Less than half a mile to Beacon’s acclaimed Main Street, where you can enjoy an abundance o