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$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
$535,000
3 Beds ⋅ 2 Baths ⋅ 1024383 MLS
Welcome to this beautifully maintained 3 bedroom, 2 bathroom ranch nestled in the desirable Continental Village community. Thoughtfully designed for both comfort and everyday living, this inviting home features hardwood floors throughout the main level and a bright, sun-filled living room with oversized windows and a floor to ceiling stone fireplace that serves as the heart of the home. The spacious kitchen offers direct access to a large back deck, creating the perfect space for outdoor dining, entertaining guests, or simply relaxing while enjoying the peaceful backyard setting. The finished lower level adds about 325 square feet of valuable living space and versatility, ideal for a family room, home office, or recreation area. Additional highlights include central air conditioning, a one car attached garage, basement laundry, and plenty of storage. As a resident of Continental Village, you'll enjoy lake rights with access to the community's nonmotorized lake and private beach, along with amenities including basketball and tennis courts, a clubhouse, and a brand new playground coming soon. Throughout the year, residents can take advantage of community events and activities that foster a true neighborhood feel. Conveniently located near shopping, dining, schools, parks, and major commuter routes, this home offers the perfect blend of small town charm, modern convenience, and an easy lifestyle.

311 Sprout Brook 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
$575,000
2 Beds ⋅ 2 Baths ⋅ 960718 MLS
The charm of Hudson Valley living is evident in this Garrison, NY home. Set on two tax lots totaling 2.5 acres, it offers privacy and a peaceful natural setting. This Cape Cod–style home features generously sized, light-filled rooms. The living area accommodates both living and dining, with a floor-to-ceiling window and sliding doors opening to the deck for an easy connection to the landscape. An additional main-level room offers flexibility as a den, office, or library. The kitchen is thoughtfully designed with wood-paneled cabinetry, providing ample storage and functionality. Upstairs are two spacious bedrooms and a full bath, along with newly installed hardwood floors. The interior has been freshly painted for a seamless move-in. Just ten minutes from the train and close to the Village of Cold Spring’s shops and restaurants, the home offers a charming Hudson Valley setting with easy access to local amenities.

41 Chapman Road, 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.