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$1,500,000
5 Beds ⋅ 5 Baths ⋅ 1042131 MLS
Privately set on nearly 20 acres in Garrison, 19 Twin Bridges Road offers an incredible sense of space and seclusion surrounded by the natural beauty of the Hudson Highlands. Inside, nearly 6,000 square feet of living space centers around a dramatic great room with soaring ceilings, clerestory windows, a stone fireplace and walls of glass overlooking the wooded property. The spacious kitchen and light-filled dining area are designed for gathering, while a handsome wood-paneled office with custom built-ins and its own fireplace provides a dedicated place to work from home. A main-level primary suite, additional bedrooms and flexible living spaces provide plenty of room to spread out, host guests or create spaces that suit your needs, with a finished walk-out lower level adding even more possibilities. Outside, nearly 20 wooded acres adjoin New York State land, creating a peaceful, private setting that feels worlds away. Whether as a full-time residence or weekend escape, this is a home with room to gather, unwind and enjoy the natural beauty of Garrison.

19 Twin Bridges Road, Garrison
$2,300,000
6 Beds ⋅ 7 Baths ⋅ 1041990 MLS
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, or other creative pursuits. The surrounding acreage accented with native meadows and mature fruit trees gives total privacy while remaining close to everything that makes the Hudson Valley so desirable. The Hudson River, Cold Spring Village, Metro-North trains, hiking trails, shops and restaurants, are all just minutes away, with New York City accessible in just over an hour by train or car. A one-of-one historic estate with acreage, architectural integrity, privacy, and proximity, Normandy Grange offers the opportunity to create a distinctive Hudson Valley legacy property. Property is being sold as-is.

15-18 Normandy Grange, Garrison
$3,100,000
3 Beds ⋅ 4 Baths ⋅ 1026489 MLS
Deep within the Hudson Highlands, along the historic Old Albany Post Road, this extraordinary 28-acre estate offers a rare union of architectural significance, enduring privacy, and natural beauty. Beyond handcrafted iron gates framed by stone pillars, a winding drive disappears into mature woodlands before revealing a residence that feels quietly woven into the landscape. Stone and timber excavated during construction were incorporated throughout the residence and landscape, giving the estate a remarkable sense of permanence and belonging. Designed in 1961 by architect Reuben Bowden, the home carries the unmistakable spirit of nearby Manitoga — the Garrison estate of American industrial designer Russel Wright, whose “Dragon Rock” home became an icon of building in harmony with the land. As acquaintances of Wright, the original owners drew inspiration from his philosophy when they commissioned Bowden to design a home to the land, rather than upon it. This home has been designed by the spirit of place upon which it stands. The owners lived on the land for several months before design began, observing the sun, the seasons, and the water before settling on the home’s final placement. The result is an exceptional example of organic Mid-Century Modern architecture: unique low angle rooflines, deep eaves, expansive walls of glass, and sculptural forms create a seamless dialogue between house, mountain, spring, stream, and forest. Inside, 3,896 square feet of beautiful living space reflects the craftsmanship of the period. Original cork floors, gracefully curved board and batten walls, extensive built-ins and cozy benches below expansive windows create interiors that are both sculptural and inviting. The principal living room and library rise beneath dramatic ceilings reminiscent of an inverted ship’s hull, while freestanding stone fireplaces anchor the spaces as architectural focal points. The oval dining room is a work of art in itself, with its flowing curved ceiling and original custom cabinetry echoing the room’s elegant geometry. Completely redesigned, modernized and expanded in 2007 for today's lifestyle, the kitchen competes for the focal point of the home, and is the natural gathering placethroughout the day. Retractable walls of glass open completely to a generous lanai, dissolving the boundary between indoors and out, and nearly doubling the space. Every principal room is immersed in woodland views, making the surrounding landscape an ever-changing part of the home. Thoughtful updates throughout. the home—including steam showers and refined finishes —enhance daily living while honoring the home’s original character. Outside, a manicured path winds past a spring-fed pond and brook on its way to one of the estate’s most enchanting features, the 36'x68' custom pool in a shaded, secluded glen, filled entirely by the spring-fed stream that continuously replenishes the pool before flowing back into the stream on the opposite bank. Fully heated, the pool is bordered by flagstone hardscaping and approached by an ancient stone staircase, and feels more discovered than constructed. Poolside, a flat boulder balanced atop another evokes the mysterious ancient stone dolmens found in the Hudson Highland region, while a pool house designed in the style of an oriental tea house offers a breezy, serene retreat at the water’s edge. A separate studio provides additional space for work or creative pursuits. Bordering permanently protected parkland, the property enjoys a level of privacy that is increasingly rare, yet remains just minutes from Metro-North, the charming hamlet of Garrison and the Village of Cold Spring with convenient access to New York City. Offering three bedrooms, three-and-one-half baths, and 28 acres of protected Hudson Highlands landscape, this is an exceptional architectural retreat—timeless in design, deeply connected to its setting, and unlike anything else in the region.

481 Old Albany Post Road, Garrison
$8,950,000
6 Beds ⋅ 6 Baths ⋅ 972365 MLS
Set upon a private rise within the Hudson Highlands, Evarts Hill is a restored 1929 French Normandy style estate distinguished by its provenance, craftsmanship, and natural and formal landscapes. Encompassing 53.65 acres and bordered by conserved lands of the Hudson Highlands Land Trust, the property offers exceptional privacy and an unspoiled natural setting just 50 miles from New York City. The setting preserves the integrity of one of Garrison's last original country estates. The estate was held by a single family for generations before its recent renewal. The main residence, a stone-and-stucco chateau with a slate roof, draws inspiration from rural Normandy and the Loire Valley. Designed with restraint and classic proportions, it combines formal architecture with a sense of intimacy, and ease suited to its surroundings. A three-story rotunda anchors the interior and introduces a classic curved staircase that rises through the center of the home. The floor plan unfolds in a balanced sequence of rooms. Grand entertaining spaces are complemented by more intimate private rooms. Approximately 6,200 square feet, which includes six bedrooms/five baths, and one half bath. Original features—deep-set windows, sleeping porches, and period millwork—remain intact, supported by a full restoration completed in 2018. Modern systems include radiant heating, central climate control, fiber-optic connectivity, and discreet security integration. The estate comprises a series of interconnected structures and landscapes. A converted carriage house of approximately 4,000 square feet serves as a guest residence, offering five bedrooms/bathrooms, a garage, and an artist’s studio marked by a distinctive tower element. Outdoor areas include a gunite pool surrounded by stone terraces, established gardens, a parterred rose garden, and an open lawn. A separate Billiards Lodge with a large stone fireplace offers a private retreat. Evarts Hill represents a rare continuity of architecture, land, and history. It is an early-20th-century Hudson Highlands estate reimagined for modern living, set amid lasting beauty and privacy.

61 Evarts Hill Unit #41, Garrison
$1,300,000
4 Beds ⋅ 3 Baths ⋅ 962616 MLS
A rare opportunity to own over 5.9 acres across three separate parcels in the heart of Garrison. The main residence at 111 Philipse Brook Road is a 4-bedroom, 2.5-bath Colonial built in 1987, offering approximately 2,294 square feet of living space on 1.83 acres. The home features a gracious layout with spacious living and dining areas, wood-beamed ceilings, two fireplaces, a finished lower-level recreation room, open and screened porches, and an attached two-car garage. Included in this offering are two additional separately deeded parcels: 2.25-acre lot 1.83-acre lot All three parcels together provide flexibility for estate expansion, compound living, long-term investment, or preservation of privacy. The combined acreage offers a rare opportunity to control surrounding land in this highly desirable Garrison location. Located within the Garrison School District and just minutes to Metro-North, hiking trails, the Hudson River, and the cultural attractions of Cold Spring and Beacon. A unique offering with exceptional potential — available as a package with all three parcels included in the sale.

111 Philipse Brook Road, Garrison
$4,995,000
8 Beds ⋅ 7 Baths ⋅ 871871 MLS
Gothic Revival Country House. Welcome to the Hurst-Pierrepont Estate. This Gothic beauty, situated in the picturesque Hudson Valley is truly a one of a kind offering. The house completed in 1867, designed by Alexander Jackson Davis for Edwards Pierrepont as a country home, sits on almost 20 verdant acres with pool, patio, pond, perennial gardens and specimen trees. Preserving the home's rich history inside, the period features continue throughout. Beginning with the dramatic entrance showcasing the grand, keyhole staircase, the generous public spaces with many fine trim details, paned windows , archways and niches abound. A layout that offers great flow for entertaining as well as many nooks in which to retreat to relax. A slice of country life without being too remote. This hidden sanctuary in the center of Garrison awaits its next owner to enjoy all the history and beauty it has to offer. Privacy without sacrificing convenience. A perfect retreat.

1070 Route 9D, Garrison

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.