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$695,000
3 Beds 2 Baths 1047475 MLS
A charming 1929 Garrison cottage with a storybook sensibility and a wonderfully convenient location. With high ceilings, casement windows, hardwood floors, built-in shelving, and a wood-burning fireplace, this three-bedroom, one-and-a-half-bath home is a petite house with outsized character, perfectly positioned for enjoying all that Garrison has to offer. At the heart of the home is a beautifully appointed chef’s kitchen, finished with slate floors, ceramic wall tile, Carrera marble countertops, and Venetian lime plaster walls. From the sunroom, French palladium doors open to a private gravel patio, a charming spot for morning coffee or summer dinners. Conveniently access to major thoroughfares, walking distance the Appalachian trail, and 2 miles to Metro North to be in the city in just over an hour. A compelling option for a weekend escape or full time Hudson Valley living.

185 Old West Point Road E, Garrison

$950,000
4 Beds 3 Baths 1045792 MLS
Historic character meets a complete modern transformation at 20 Division Street in the heart of Cold Spring Village. Originally built in 1790, this four-bedroom, two-and-a-half-bathroom home has been thoughtfully reimagined from the inside out, offering 2,000+ square feet of beautifully finished living space. The fully renovated interior features an open, light-filled floor plan designed for both everyday living and entertaining. A brand-new kitchen anchors the main level, complemented by new hardwood floors, custom built-ins, exposed beamed ceilings, and carefully considered architectural details throughout. A newly added powder room completes the first floor. Upstairs, the hall bathroom has been completely updated, while the transformed primary suite features a new private full bathroom. Every space feels fresh, refined, and entirely move-in ready while preserving the character of the home’s historic origins. Outside, updated siding, a newer roof, and new paver work create an inviting exterior with lasting curb appeal. Set within one of the Hudson Valley’s most beloved villages, the home is just moments from Cold Spring’s shops, restaurants, hiking trails, and the Hudson River. This is a rare opportunity to own a fully renovated historic residence offering modern comfort, timeless character, and an exceptional village lifestyle.

20 Division Street, Cold Spring

$6,500,000
8 Beds 8 Baths 1039174 MLS
Winter Hill, a flagship property in the Hudson Highlands, stands at the intersection of preservation, nature conservation and modern design. This timeless Tudor Revival in the heart of Garrison is a one-of-a-kind home, perched atop twenty acres of verdant, natural beauty. As you enter the property and approach the house on the long, winding drive, open fields flanked by stately trees stretch out to your left. When the house comes into view along the ridge, you begin to enter a different state of mind. Blood pressure drops, worries fade, and you are home. This is the home you have always wanted. A home where you can welcome family and friends. Built in 1883 for Rev. Walter Thompson and restored and modernized for use as an office over the past decade by a team of skilled architects, designers and craftsmen, Winter Hill emerges in full view as you crest the ridge. Park in either the sprawling forty space lot, perfect for entertaining many guests, or under the porte-cochere, connected to the wrap-around porch. Open the double doors and enter the main foyer, with a unique wall design, and find yourself in an elegant living room, centered on a huge wood-burning fireplace. Original details - pocket doors, gleaming hardwood floors and walls of multi-paned windows - are accentuated by the modern glass chandelier. Beyond is the front parlor, with striking bay window seating. Behind, you will find the massive central dining room, with amazing original fireplace details, then a perfect home office space or potential formal library, with its own fireplace. All of these rooms flow together to make an amazing space for entertaining. Imagine friends, family and community gathering here, in your home. Off the central hall, find the chef's dream kitchen, with beautifully unique light fixtures, stainless appliances, two ovens, a prep sink and abundant counter space. More on this level: a back room that would be a great first floor bedroom, two half baths and a bonus room. Everywhere are open or wooded views. Step out to the covered front porch and slate patio. Here, you'll host drinks in the evening, or simply sit with a cup of tea in the morning, looking over the serene fields. On the second level, arrived at via the convenient, full four-floor elevator, or gorgeous front staircase, opportunity abounds. Currently used as offices, the many large and bright rooms here can be converted into guest bedrooms, family rooms, playrooms and more. Two of the rooms have fireplaces. Other 1800's details, like wood floors and leaded glass windows, are here, as elsewhere. Most rooms have views to the gorgeous grounds. One floor up, find even more bright spaces - bedrooms, guest areas, artist and craft rooms, or wherever your vision takes you. Let’s hop in the elevator and jet down to the lowest level, to discover large spaces that are perfect for home gyms and media rooms. There are huge storage rooms and the new utility systems, including state of the art electrical and a/v rooms. Leaving the basement through the walkout, we exit to the side yard and look out to the fields flowing before us. At the side is the private guest cottage above the two-car garage. This cottage has views of its own, a kitchen and full bathroom. This is a perfect spot for your guests, or extended family. Nearby, the large water tower ensures never running out of fresh water. From here, we can see the property at a different angle. The home’s cedar shingle siding and roof, with stately brick chimneys, rises before us. To our right, protected land, to our left the park-like land and rolling hills stretching out to the tree line, almost as far as you can see. All of this, just minutes to the train and the heart of Cold Spring. Come, visit Winter Hill and join its living story.

20 Nazareth Way, Garrison

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